US5178646A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Coatable thermally curable binder presursor solutions modified with a reactive diluent, abrasive articles incorporating same, and methods of making said abrasive articles
Assignee: 3M Co
•
Filing: 1992-06-04
•
Granted: 1993-01-12
•
Expires: 2012-06-04
Abstract
Abstract A coatable, thermally curable binder precursor solution, the solution including a 30-95% solids solution of a thermally curable resin and a reactive diluent. The reactive diluent may be selected form urea derivatives, alkylsubstituted 2-aminoalcohols, β-ketoalkylamides, nitro alkanes, and poly(oxyalkylene) compounds, and has at least one functional group independently reactive with methylol groups of the resin and with aldehydes. The thermally curable resin may include up to 50% (wt of total resin) of an ethylenically unsaturated monomer. Method of making abrasive articles are also presented.
Inventors
- 👤 Loren L. Barber, Jr.
- 👤 Todd J. Christianson
- 👤 Jay B. Preston
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-27 11:27
CPC Classifications
C; C04; C04B; C04B35/00; C04B35/622; C04B35/626; C04B35/63; C04B35/632; C04B35/634; C04B35/63448; C04B35/63472; B; B24; B24D; B24D3/00; B24D3/02; B24D3/20; B24D3/28; C04B35/63488; C08; C08G; C08G12/00; C08G12/02; C08G12/40; C08G8/00; C08G8/28; C08L; C08L61/00; C09; C09K; C09K3/00; C09K3/14; C09K3/1409; C09K3/1418; C09K3/1427
Claims Analysis
Total Claims: 147
Claim 1
Independent Claim
323 words
A coatable, thermally curable binder precursor solution comprising: (a) a 30-95% solids solution of a thermally curable resin having a plurality of pendant methylol groups, the balance of the solution comprising water; and (b) a reactive diluent, wherein said thermally curable resin is the reaction product of a non-aldehyde and an aldehyde, said non-aldehyde selected from the group consisting of ureas and phenolics, and wherein said reactive diluent has at least one functional group which is independently reactive with said pendant methylol groups or with said aldehyde, and wherein said reactive diluent is selected from the group consisting of A) compounds selected from the group consisting of compounds represented by the general formula ##STR12## and mixtures thereof wherein X=O or S and Y=--NR 3 R 4 or --OR 5 , such that when X=S, Y=NR 3 R 4 , each of R 1 , R 2 , R 3 , R 4 and R 5 is a monovalent radical selected from the group consisting of hydrogen, alkyl groups having 1 to about 10 carbon atoms, hydroxyalkyl groups having from about 2 to 4 carbon atoms and one or more hydroxyl groups, and hydroxypolyalkyleneoxy groups having one or more hydroxyl groups, and with the provisos that: (i) said compound contains at least one --NH and one --OH group or at least two --OH groups or at least two --NH groups; (ii) R 1 and R 2 or R 1 and R 3 can be linked to form a ring structure; and (iii) R 1 , R 2 , R 3 , R 4 and R 5 are never all hydrogen at the same time; B) compounds having molecular weight less than about 300 and selected from the group consisting of alkylsubstituted 2-aminoalcohols, β-ketoalkylamides, and nitro alkanes; C) poly(oxyalkylene) amines having molecular weight ranging from about 90 to about 300; and D) poly(oxyalkylene) ureido compounds having molecular weight ranging from about 90 to about 1000.
Claim 2
Dependent Claim
323 words
A coatable, thermally curable binder precursor solution comprising: (a) a 30-95% solids solution of a thermally curable resin having a plurality of pendant methylol groups, the balance of the solution comprising water; and (b) a reactive diluent, wherein said thermally curable resin is the reaction product of a non-aldehyde and an aldehyde, said non-aldehyde selected from the group consisting of ureas and phenolics, and wherein said reactive diluent has at least one functional group which is independently reactive with said pendant methylol groups or with said aldehyde, and wherein said reactive diluent is selected from the group consisting of A) compounds selected from the group consisting of compounds represented by the general formula ##STR12## and mixtures thereof wherein X=O or S and Y=--NR 3 R 4 or --OR 5 , such that when X=S, Y=NR 3 R 4 , each of R 1 , R 2 , R 3 , R 4 and R 5 is a monovalent radical selected from the group consisting of hydrogen, alkyl groups having 1 to about 10 carbon atoms, hydroxyalkyl groups having from about 2 to 4 carbon atoms and one or more hydroxyl groups, and hydroxypolyalkyleneoxy groups having one or more hydroxyl groups, and with the provisos that: (i) said compound contains at least one --NH and one --OH group or at least two --OH groups or at least two --NH groups; (ii) R 1 and R 2 or R 1 and R 3 can be linked to form a ring structure; and (iii) R 1 , R 2 , R 3 , R 4 and R 5 are never all hydrogen at the same time; B) compounds having molecular weight less than about 300 and selected from the group consisting of alkylsubstituted 2-aminoalcohols, β-ketoalkylamides, and nitro alkanes; C) poly(oxyalkylene) amines having molecular weight ranging from about 90 to about 300; and D) poly(oxyalkylene) ureido compounds having molecular weight ranging from about 90 to about 1000.
Claim 3
Dependent Claim
17 words
A solution in accordance with claim 1 wherein said non-aldehyde is phenol and said aldehyde is formaldehyde.
Claim 4
Dependent Claim
26 words
A solution in accordance with claim 1 wherein said thermally curable resin is selected from the group consisting of phenolic resins, urea-aldehyde resins, and mixtures thereof.
Claim 5
Dependent Claim
28 words
A solution in accordance with claim 3 wherein said thermally curable resin is a phenolic resin selected from the group consisting of novolak, resole, and resolated novolak resins.
Claim 6
Dependent Claim
23 words
A solution in accordance with claim 1 wherein at least one functional group reactive with the pendant methylol groups comprises an --NH-- group.
Claim 7
Dependent Claim
20 words
A solution in accordance with claim 1 wherein said reactive diluent has a molecular weight of at most about 300.
Claim 8
Dependent Claim
20 words
A solution in accordance with claim 1 wherein said reactive diluent has a molecular weight of at most about 600.
Claim 9
Dependent Claim
20 words
A solution in accordance with claim 5 wherein said reactive diluent has a molecular weight of at most about 300.
Claim 10
Dependent Claim
14 words
A solution in accordance with claim 4 wherein said phenolic resin is a resole.
Claim 11
Dependent Claim
24 words
A solution in accordance with claim 1 which further includes water in an amount sufficient to turn the resultant solution permanently milky in appearance.
Claim 12
Dependent Claim
28 words
A solution in accordance with claim 1 wherein said thermally curable resin and said reactive diluent are present in a weight ratio ranging from about 1:1 to 100:1.
Claim 13
Dependent Claim
28 words
A solution in accordance with claim 1 wherein said thermally curable resin and reactive diluent are present in a weight ratio ranging from about 2:1 to about 100:1.
Claim 14
Dependent Claim
14 words
A solution in accordance with claim 1 wherein said solution further includes abrasive particles.
Claim 15
Dependent Claim
29 words
A solution in accordance with claim 1 wherein R 1 is 2-hydroxyethyl, R 2 and R 3 are linked to form an ethylene bridge and R 4 is hydrogen.
Claim 16
Dependent Claim
34 words
A solution in accordance with claim 1 wherein X is O, Y is NR 3 R 4 , R 1 and R 3 are hydrogen, R 2 is butyl and R 4 is hydroxyethyl.
Claim 17
Dependent Claim
34 words
A solution in accordance with claim 1 wherein X is O, Y is NR 3 R 4 , R 1 and R 3 are hydrogen, R 2 is ethyl, and R 4 is butyl.
Claim 18
Dependent Claim
53 words
A solution in accordance with claim 1 wherein said reactive diluent is a poly (oxyalkylene) amine selected from the group consisting of compounds represented by the general formula ##STR13## wherein R 6 is an alkyl group having 1 to 4 carbon atoms and n and m are integers ranging from 0 to 20.
Claim 19
Dependent Claim
41 words
A solution in accordance with claim 1 wherein said reactive diluent is a poly (oxyalkylene) amine selected from the group consisting of compounds represented by the general formula ##STR14## wherein x is an integer ranging from about 2 to about 20.
Claim 20
Dependent Claim
54 words
A solution in accordance with claim 1 wherein said reactive diluent is a poly (oxyalkylene) amine selected from the group consisting of compounds represented by the general formula ##STR15## wherein a, b, and c are integers, the sum of a plus c ranges from 1 to 5, and b ranges from 0 to 20.
Claim 21
Dependent Claim
61 words
A solution in accordance with claim 1 wherein said reactive diluent is a poly (oxyalkylene) amine selected from the group consisting of compounds represented by the formula ##STR16## wherein m, n, and o are integers greater than zero such that the sum of m, n, and o ranges from about 5 to about 30, and wherein A is a triol initiator.
Claim 22
Dependent Claim
9 words
A cured version of the solution of claim 1.
Claim 23
Dependent Claim
369 words
An abrasive article comprising a plurality of abrasive grains dispersed and adhered within a binder, the binder formed from a coatable, thermally curable binder precursor solution comprising the reaction product of (a) a 30-95% solids solution of a thermally curable resin having a plurality of pendant methylol groups, the balance comprising water; and (b) a reactive diluent, wherein said thermally curable resin is the reaction product of a non-aldehyde and an aldehyde, said non-aldehyde selected from the group consisting of ureas and phenolics, and wherein said reactive diluent has at least one functional group which is independently reactive with said pendant methylol groups and with said aldehyde, and wherein said reactive diluent is selected from the group consisting of A) compounds selected from the group consisting of compounds represented by the general formula ##STR17## and mixtures thereof wherein X=O or S and Y=--NR 3 R 4 or --OR 5 , such that when X=S, Y=NR 3 R 4 , each of R 1 , R 2 , R 3 , R 4 and R 5 is a monovalent radical selected from the group consisting of hydrogen, alkyl groups having 1 to about 10 carbon atoms, hydroxyalkyl groups having from about 2 to 4 carbon atoms and one or more hydroxyl groups, and hydroxypolyalkyleneoxy groups having one or more hydroxyl groups, and with the provisos that: (i) said compound contains at least one --NH and one --OH group or at least two --OH groups or at least two --NH groups; (ii) R 1 and R 2 or R 1 and R 3 can be linked to form a ring structure; and (iii) R 1 , R 2 , R 3 , R 4 and R 5 are never all hydrogen at the same time; B) compounds having molecular weight less than about 300 and selected from the group consisting of alkylsubstituted 2-aminoalcohols, β-ketoalkylamides, and nitro alkanes; C) poly (oxyalkylene) amines having molecular weight ranging from about 90 to about 1000, with the proviso that if said abrasive article is a nonwoven abrasive the molecular weight of the poly (oxyalkylene) amine is less than about 300; and D) poly(oxyalkylene) ureido compounds having molecular weight ranging from about 90 to about 1000.
Claim 24
Dependent Claim
369 words
An abrasive article comprising a plurality of abrasive grains dispersed and adhered within a binder, the binder formed from a coatable, thermally curable binder precursor solution comprising the reaction product of (a) a 30-95% solids solution of a thermally curable resin having a plurality of pendant methylol groups, the balance comprising water; and (b) a reactive diluent, wherein said thermally curable resin is the reaction product of a non-aldehyde and an aldehyde, said non-aldehyde selected from the group consisting of ureas and phenolics, and wherein said reactive diluent has at least one functional group which is independently reactive with said pendant methylol groups and with said aldehyde, and wherein said reactive diluent is selected from the group consisting of A) compounds selected from the group consisting of compounds represented by the general formula ##STR17## and mixtures thereof wherein X=O or S and Y=--NR 3 R 4 or --OR 5 , such that when X=S, Y=NR 3 R 4 , each of R 1 , R 2 , R 3 , R 4 and R 5 is a monovalent radical selected from the group consisting of hydrogen, alkyl groups having 1 to about 10 carbon atoms, hydroxyalkyl groups having from about 2 to 4 carbon atoms and one or more hydroxyl groups, and hydroxypolyalkyleneoxy groups having one or more hydroxyl groups, and with the provisos that: (i) said compound contains at least one --NH and one --OH group or at least two --OH groups or at least two --NH groups; (ii) R 1 and R 2 or R 1 and R 3 can be linked to form a ring structure; and (iii) R 1 , R 2 , R 3 , R 4 and R 5 are never all hydrogen at the same time; B) compounds having molecular weight less than about 300 and selected from the group consisting of alkylsubstituted 2-aminoalcohols, β-ketoalkylamides, and nitro alkanes; C) poly (oxyalkylene) amines having molecular weight ranging from about 90 to about 1000, with the proviso that if said abrasive article is a nonwoven abrasive the molecular weight of the poly (oxyalkylene) amine is less than about 300; and D) poly(oxyalkylene) ureido compounds having molecular weight ranging from about 90 to about 1000.
Claim 25
Dependent Claim
16 words
The abrasive article of claim 22 wherein said non-aldehyde is phenol and said aldehyde is formaldehyde.
Claim 26
Dependent Claim
18 words
The abrasive article of claim 22 wherein said functional group reactive with the pendant methylol groups is --NH--.
Claim 27
Dependent Claim
38 words
An abrasive article in accordance with claim 22 wherein X is O, Y=NR 3 R 4 , R 1 is 2-hydroxyethyl, R 2 and R 3 are linked to form an ethylene bridge, and R 4 is hydrogen.
Claim 28
Dependent Claim
33 words
An abrasive article in accordance with claim 22 wherein X is O, Y=NR 3 R 4 , R 1 and R 3 are hydrogen, R 2 is butyl and R 4 is hydroxyethyl.
Claim 29
Dependent Claim
33 words
An abrasive article in accordance with claim 22 wherein X is O, Y=NR 3 R 4 , R 1 and R 3 are hydrogen, R 2 is ethyl and R 4 is butyl.
Claim 30
Dependent Claim
53 words
An abrasive article in accordance with claim 22 wherein said reactive diluent is a poly(oxyalkylene) amine selected from the group consisting of compounds represented by the general formula ##STR18## wherein R 6 is an alkyl group having 1 to 4 carbon atoms and n and m are integers ranging from 0 to 20.
Claim 31
Dependent Claim
41 words
An abrasive article in accordance with claim 22 wherein said reactive diluent is a poly(oxyalkylene) amine selected from the group consisting of compounds represented by the general formula ##STR19## wherein x is an integer ranging from about 2 to about 20.
Claim 32
Dependent Claim
54 words
An abrasive article in accordance with claim 22 wherein said reactive diluent is a poly(oxyalkylene) amine selected from the group consisting of compounds represented by the general formula ##STR20## wherein a, b, and c are integers, the sum of a plus c ranges from 1 to 5, and b ranges from 0 to 20.
Claim 33
Dependent Claim
62 words
An abrasive article in accordance with claim 22 wherein said reactive diluent is a poly(oxyalkylene) amine selected from the group consisting of compounds represented by the general formula ##STR21## wherein m, n, and o are integers greater than zero such that the sum of m, n, and o ranges from about 5 to about 30, and wherein A is a triol initiator.
Claim 34
Dependent Claim
30 words
An abrasive article in accordance with claim 22 wherein said abrasive grains comprise flint, garnet, aluminum oxide, alumina zirconia, diamond, silicon carbide, cubic boron nitride, silicon nitride, and mixtures thereof.
Claim 35
Dependent Claim
22 words
An abrasive article in accordance with claim 22 wherein said coatable, thermally curable binder precursor solution further comprises a thermal curing catalyst.
Claim 36
Dependent Claim
16 words
An abrasive article in accordance with claim 33 wherein said thermal curing catalyst is benzoyl peroxide.
Claim 37
Dependent Claim
36 words
An abrasive article in accordance with claim 22 wherein said binder further comprises a component selected from the group consisting of fillers, coupling agents, surfactants, wetting agents, plasticizers, fibers, dyes, pigments, grinding aids, and mixtures thereof.
Claim 38
Dependent Claim
15 words
An abrasive article in accordance with claim 22 wherein said article is a bonded abrasive.
Claim 39
Dependent Claim
347 words
A coated abrasive article comprising a backing upon which an abrasive coating comprising abrasive grains and binder is attached, said binder formed from a coatable, thermally curable binder precursor solution comprising the reaction product of (a) a 30-95% solids solution of a thermally curable resin having a plurality of pendant methylol groups, the balance comprising water; and (b) a reactive diluent, wherein said thermally curable resin is the reaction product of a non-aldehyde and an aldehyde, said non-aldehyde selected from the group consisting of ureas and phenolics, and wherein said reactive diluent has at least one functional group which is independently reactive with said pendant methylol groups and said aldehyde, and wherein said reactive diluent is selected from the group consisting of A) compounds selected from the group consisting of compounds represented by the general formula ##STR22## and mixtures thereof wherein X=O or S and Y=--NR 3 R 4 or --OR 5 , such that when X=S, Y=NR 3 R 4 , each of R 1 , R 2 , R 3 , R 4 and R 5 is a monovalent radical selected from the group consisting of hydrogen, alkyl groups having 1 to about 10 carbon atoms, hydroxyalkyl groups having from about 2 to 4 carbon atoms and one or more hydroxyl groups, and hydroxypolyalkyleneoxy groups having one or more hydroxyl groups, and with the provisos that: (i) said compound contains at least one --NH and one --OH group or at least two --OH groups or at least two --NH groups; (ii) R 1 and R 2 or R 1 and R 3 can be linked to form a ring structure; and (iii) R 1 , R 2 , R 3 , R 4 and R 5 are never all hydrogen at the same time; B) compounds having molecular weight less than about 300 and selected from the group consisting of alkylsubstituted 2-aminoalcohols, β-ketoalkylamides, and nitro alkanes; C) poly (oxyalkylene) amines having molecular weight ranging from about 90 to about 1000; and D) poly(oxyalkylene) ureido compounds having molecular weight ranging from about 90 to about 1000.
Claim 40
Dependent Claim
347 words
A coated abrasive article comprising a backing upon which an abrasive coating comprising abrasive grains and binder is attached, said binder formed from a coatable, thermally curable binder precursor solution comprising the reaction product of (a) a 30-95% solids solution of a thermally curable resin having a plurality of pendant methylol groups, the balance comprising water; and (b) a reactive diluent, wherein said thermally curable resin is the reaction product of a non-aldehyde and an aldehyde, said non-aldehyde selected from the group consisting of ureas and phenolics, and wherein said reactive diluent has at least one functional group which is independently reactive with said pendant methylol groups and said aldehyde, and wherein said reactive diluent is selected from the group consisting of A) compounds selected from the group consisting of compounds represented by the general formula ##STR22## and mixtures thereof wherein X=O or S and Y=--NR 3 R 4 or --OR 5 , such that when X=S, Y=NR 3 R 4 , each of R 1 , R 2 , R 3 , R 4 and R 5 is a monovalent radical selected from the group consisting of hydrogen, alkyl groups having 1 to about 10 carbon atoms, hydroxyalkyl groups having from about 2 to 4 carbon atoms and one or more hydroxyl groups, and hydroxypolyalkyleneoxy groups having one or more hydroxyl groups, and with the provisos that: (i) said compound contains at least one --NH and one --OH group or at least two --OH groups or at least two --NH groups; (ii) R 1 and R 2 or R 1 and R 3 can be linked to form a ring structure; and (iii) R 1 , R 2 , R 3 , R 4 and R 5 are never all hydrogen at the same time; B) compounds having molecular weight less than about 300 and selected from the group consisting of alkylsubstituted 2-aminoalcohols, β-ketoalkylamides, and nitro alkanes; C) poly (oxyalkylene) amines having molecular weight ranging from about 90 to about 1000; and D) poly(oxyalkylene) ureido compounds having molecular weight ranging from about 90 to about 1000.
Claim 41
Dependent Claim
17 words
The coated abrasive article of claim 37 wherein said non-aldehyde is phenol and said aldehyde is formaldehyde.
Claim 42
Dependent Claim
28 words
The coated abrasive article of claim 37 wherein said thermally curable resin is a phenolic resin selected from the group consisting of resole, novolak, and resolated novolak resins.
Claim 43
Dependent Claim
14 words
The coated abrasive article of claim 37 wherein said phenolic resin is a resole.
Claim 44
Dependent Claim
29 words
The coated abrasive article of claim 37 wherein said thermally curable resin and said reactive diluent are present in a weight ratio ranging from about 1:1 to about 100:1.
Claim 45
Dependent Claim
29 words
The coated abrasive article of claim 37 wherein said abrasive grains comprise flint, garnet, aluminum oxide, alumina zirconia, diamond, silicon carbide, cubic boron nitride, silicon carbide, and mixtures thereof.
Claim 46
Dependent Claim
18 words
The coated abrasive article of claim 37 wherein said binder precursor solution further comprises a thermal curing catalyst.
Claim 47
Dependent Claim
15 words
The coated abrasive article of claim 43 wherein said thermal coating catalyst is benzoyl peroxide.
Claim 48
Dependent Claim
35 words
The coated abrasive article of claim 42 wherein said binder further comprises a component selected from the group consisting of fillers, coupling agents, surfactants, wetting agents, plasticizers, fibers, dyes, pigments, grinding aids, and mixtures thereof.
Claim 49
Dependent Claim
37 words
The coated abrasive article of claim 37 wherein X is O, Y=NR 3 R 4 , R 1 is 2-hydroxyethyl, R 2 and R 3 are linked to form an ethylene bridge, and R 4 is hydrogen.
Claim 50
Dependent Claim
32 words
The coated abrasive article of claim 37 wherein X is O, Y=NR 3 R 4 , R 1 and R 3 are hydrogen, R 2 is butyl and R 4 is hydroxyethyl.
Claim 51
Dependent Claim
32 words
The coated abrasive article of claim 37 wherein X is O, Y=NR 3 R 4 , R 1 and R 3 are hydrogen, R 2 is ethyl and R 4 is butyl.
Claim 52
Dependent Claim
53 words
The coated abrasive article of claim 37 wherein said reactive diluent is a poly (oxyalkylene) amine selected from the group consisting of compounds represented by the general formula ##STR23## wherein R 6 is an alkyl group having 1 to 4 carbon atoms and n and m are integers ranging from 0 to 20.
Claim 53
Dependent Claim
41 words
The coated abrasive article of claim 37 wherein said reactive diluent is a poly (oxyalkylene) amine selected from the group consisting of compounds represented by the general formula ##STR24## wherein x is an integer ranging from about 2 to about 20.
Claim 54
Dependent Claim
54 words
The coated abrasive article of claim 37 wherein said reactive diluent is a poly (oxyalkylene) amine selected from the group consisting of compounds represented by the general formula ##STR25## wherein a, b, and c are integers, the sum of a plus c ranges from 1 to 5, and b ranges from 0 to 20.
Claim 55
Dependent Claim
62 words
The coated abrasive article of claim 37 wherein said reactive diluent is a poly (oxyalkylene) amine selected from the group consisting of compounds represented by the general formula ##STR26## wherein m, n, and o are integers greater than zero such that the sum of m, n, and o ranges from about 5 to about 30, and wherein A is a triol initiator.
Claim 56
Dependent Claim
374 words
A coated abrasive article comprising a backing, a make coating over at least one major surface of the backing, a layer of abrasive grains over the make coating, and a size coating over the abrasive grains, wherein at least one of the make or size coatings is formed from a coatable, thermally curable binder precursor solution comprising the reaction product of (a) a 30-95% solids solution of a thermally curable resin having a plurality of pendant methylol groups, the balance comprising water; and (b) a reactive diluent, wherein said thermally curable resin is the reaction product of a non-aldehyde and an aldehyde, said non-aldehyde selected from the group consisting of ureas and phenolics, and wherein said reactive diluent has at least one functional group which is independently reactive with said pendant methylol groups and with said aldehyde, and wherein said reactive diluent is selected from the group consisting of A) compounds selected from the group consisting of compounds represented by the general formula ##STR27## and mixtures thereof wherein X=O or S and Y=--NR 3 R 4 or --OR 5 , such that when X=S, Y=NR 3 R 4 , each of R 1 , R 2 , R 3 , R 4 and R 5 is a monovalent radical selected from the group consisting of hydrogen, alkyl groups having 1 to about 10 carbon atoms, hydroxyalkyl groups having from about 2 to 4 carbon atoms and one or more hydroxyl groups, and hydroxypolyalkyleneoxy groups having one or more hydroxyl groups, and with the provisos that: (i) said compound contains at least one --NH and one --OH group or at least two --OH groups or at least two --NH groups; (ii) R 1 and R 2 or R 1 and R 3 can be linked to form a ring structure; and (iii) R 1 , R 2 , R 3 , R 4 and R 5 are never all hydrogen at the same time; B) compounds having molecular weight less than about 300 and selected from the group consisting of alkylsubstituted 2-aminoalcohols, β-ketoalkylamides, and nitro alkanes; C) poly (oxyalkylene) amines having molecular weight ranging from about 90 to about 1000; and D) poly(oxyalkylene) ureido compounds having molecular weight ranging from about 90 to about 1000.
Claim 57
Dependent Claim
374 words
A coated abrasive article comprising a backing, a make coating over at least one major surface of the backing, a layer of abrasive grains over the make coating, and a size coating over the abrasive grains, wherein at least one of the make or size coatings is formed from a coatable, thermally curable binder precursor solution comprising the reaction product of (a) a 30-95% solids solution of a thermally curable resin having a plurality of pendant methylol groups, the balance comprising water; and (b) a reactive diluent, wherein said thermally curable resin is the reaction product of a non-aldehyde and an aldehyde, said non-aldehyde selected from the group consisting of ureas and phenolics, and wherein said reactive diluent has at least one functional group which is independently reactive with said pendant methylol groups and with said aldehyde, and wherein said reactive diluent is selected from the group consisting of A) compounds selected from the group consisting of compounds represented by the general formula ##STR27## and mixtures thereof wherein X=O or S and Y=--NR 3 R 4 or --OR 5 , such that when X=S, Y=NR 3 R 4 , each of R 1 , R 2 , R 3 , R 4 and R 5 is a monovalent radical selected from the group consisting of hydrogen, alkyl groups having 1 to about 10 carbon atoms, hydroxyalkyl groups having from about 2 to 4 carbon atoms and one or more hydroxyl groups, and hydroxypolyalkyleneoxy groups having one or more hydroxyl groups, and with the provisos that: (i) said compound contains at least one --NH and one --OH group or at least two --OH groups or at least two --NH groups; (ii) R 1 and R 2 or R 1 and R 3 can be linked to form a ring structure; and (iii) R 1 , R 2 , R 3 , R 4 and R 5 are never all hydrogen at the same time; B) compounds having molecular weight less than about 300 and selected from the group consisting of alkylsubstituted 2-aminoalcohols, β-ketoalkylamides, and nitro alkanes; C) poly (oxyalkylene) amines having molecular weight ranging from about 90 to about 1000; and D) poly(oxyalkylene) ureido compounds having molecular weight ranging from about 90 to about 1000.
Claim 58
Dependent Claim
396 words
A coated abrasive article comprising a backing, a make coating over at least one major surface of the backing, a layer of abrasive grains over the make coating, and a size coating, over the abrasive grains, wherein said backing has at least one of a saturant coating, a presize coating, or a backsize coating, wherein at least one of said saturant coating, said presize coating, or said backsize coating is formed from a coatable, thermally curable binder precursor solution comprising the reaction product of (a) a 30-95% solids solution of a thermally curable resin having a plurality of pendant methylol groups, the balance comprising water; and (b) a reactive diluent, wherein said thermally curable resin is the reaction product of a non-aldehyde and an aldehyde, said non-aldehyde selected from the group consisting of ureas and phenolics, and wherein said reactive diluent has at least one functional group which is independently reactive with said pendant methylol groups and with said aldehyde, and wherein said reactive diluent is selected from the group consisting of A) compounds selected from the group consisting of compounds represented by the general formula ##STR28## and mixtures thereof wherein X=O or S and Y=--NR 3 R 4 or --OR 5 , such that when X=S, Y=NR 3 R 4 , each of R 1 , R 2 , R 3 , R 4 and R 5 is a monovalent radical selected from the group consisting of hydrogen, alkyl groups having 1 to about 10 carbon atoms, hydroxyalkyl groups having from about 2 to 4 carbon atoms and one or more hydroxyl groups, and hydroxypolyalkyleneoxy groups having one or more hydroxyl groups, and with the provisos that: (i) said compound contains at least one --NH and one --OH group or at least two --OH groups or at least two --NH groups; (ii) R 1 and R 2 or R 1 and R 3 can be linked to form a ring structure; and (iii) R 1 , R 2 , R 3 , R 4 and R 5 are never all hydrogen at the same time; B) compounds having molecular weight less than about 300 and selected from the group consisting of alkylsubstituted 2-aminoalcohols, β-ketoalkylamides, and nitro alkanes; C) poly(oxyalkylene) amines having molecular weight ranging from about 90 to about 1000; and D) poly(oxyalkylene) ureido compounds having molecular weight ranging from about 90 to about 1000.
Claim 59
Dependent Claim
396 words
A coated abrasive article comprising a backing, a make coating over at least one major surface of the backing, a layer of abrasive grains over the make coating, and a size coating, over the abrasive grains, wherein said backing has at least one of a saturant coating, a presize coating, or a backsize coating, wherein at least one of said saturant coating, said presize coating, or said backsize coating is formed from a coatable, thermally curable binder precursor solution comprising the reaction product of (a) a 30-95% solids solution of a thermally curable resin having a plurality of pendant methylol groups, the balance comprising water; and (b) a reactive diluent, wherein said thermally curable resin is the reaction product of a non-aldehyde and an aldehyde, said non-aldehyde selected from the group consisting of ureas and phenolics, and wherein said reactive diluent has at least one functional group which is independently reactive with said pendant methylol groups and with said aldehyde, and wherein said reactive diluent is selected from the group consisting of A) compounds selected from the group consisting of compounds represented by the general formula ##STR28## and mixtures thereof wherein X=O or S and Y=--NR 3 R 4 or --OR 5 , such that when X=S, Y=NR 3 R 4 , each of R 1 , R 2 , R 3 , R 4 and R 5 is a monovalent radical selected from the group consisting of hydrogen, alkyl groups having 1 to about 10 carbon atoms, hydroxyalkyl groups having from about 2 to 4 carbon atoms and one or more hydroxyl groups, and hydroxypolyalkyleneoxy groups having one or more hydroxyl groups, and with the provisos that: (i) said compound contains at least one --NH and one --OH group or at least two --OH groups or at least two --NH groups; (ii) R 1 and R 2 or R 1 and R 3 can be linked to form a ring structure; and (iii) R 1 , R 2 , R 3 , R 4 and R 5 are never all hydrogen at the same time; B) compounds having molecular weight less than about 300 and selected from the group consisting of alkylsubstituted 2-aminoalcohols, β-ketoalkylamides, and nitro alkanes; C) poly(oxyalkylene) amines having molecular weight ranging from about 90 to about 1000; and D) poly(oxyalkylene) ureido compounds having molecular weight ranging from about 90 to about 1000.
Claim 60
Independent Claim
393 words
A method of making nonwoven abrasive articles of the type comprising a lofty, open, fibrous mat of fibers which have on at least a portion of their surface an abrasive coating comprising abrasive grains and a binder, said method comprising: (a) adhering abrasive grains to the fibers of the fibrous mat with a coatable, thermally curable binder precursor solution, said solution comprising a 30-95% solids solution of a thermally curable resin having a plurality of pendant methylol groups, the balance comprising water, and reactive diluent, thus producing a coated mat, said thermally curable resin being the reaction product of a non-aldehyde and an aldehyde, the reactive diluent having at least one functional group independently reactive with the pendant methylol groups and said aldehyde, said reactive diluent being selected from the group consisting of A) compounds selected from the group consisting of compounds represented by the general formula ##STR29## and mixtures thereof wherein X=O or S and Y=--NR 3 R 4 or --OR 5 , such that when X=S, Y=NR 3 R 4 , each of R 1 , R 2 , R 3 , R 4 and R 5 is a monovalent radical selected from the group consisting of hydrogen, alkyl groups having 1 to about 10 carbon atoms, hydroxyalkyl groups having from about 2 to 4 carbon atoms and one or more hydroxyl groups, and hydroxypolyalkyleneoxy groups having one or more hydroxyl groups, and with the provisos that: (i) said compound contains at least one --NH and one --OH group or at least two --OH groups or at least two --NH groups; (ii) R 1 and R 2 or R 1 and R 3 can be linked to form a ring structure; and (iii) R 1 , R 2 , R 3 , R 4 and R 5 are never all hydrogen at the same time; B) compounds having molecular weight less than about 300 and selected from the group consisting of alkylsubstituted 2-aminoalcohols, β-ketoalkylamides, and nitro alkanes; C) poly (oxyalkylene) amines having molecular weight ranging from about 90 to about 1000, with the proviso that if said reactive diluent is a poly(oxyalkylene) amine, its molecular weight is less than about 300; and D) poly(oxyalkylene) ureido compounds having molecular weight ranging from about 90 to about 1000; and (b) subjecting the coated mat to conditions sufficient to cure the binder precursor solution.
Claim 61
Independent Claim
393 words
A method of making nonwoven abrasive articles of the type comprising a lofty, open, fibrous mat of fibers which have on at least a portion of their surface an abrasive coating comprising abrasive grains and a binder, said method comprising: (a) adhering abrasive grains to the fibers of the fibrous mat with a coatable, thermally curable binder precursor solution, said solution comprising a 30-95% solids solution of a thermally curable resin having a plurality of pendant methylol groups, the balance comprising water, and reactive diluent, thus producing a coated mat, said thermally curable resin being the reaction product of a non-aldehyde and an aldehyde, the reactive diluent having at least one functional group independently reactive with the pendant methylol groups and said aldehyde, said reactive diluent being selected from the group consisting of A) compounds selected from the group consisting of compounds represented by the general formula ##STR29## and mixtures thereof wherein X=O or S and Y=--NR 3 R 4 or --OR 5 , such that when X=S, Y=NR 3 R 4 , each of R 1 , R 2 , R 3 , R 4 and R 5 is a monovalent radical selected from the group consisting of hydrogen, alkyl groups having 1 to about 10 carbon atoms, hydroxyalkyl groups having from about 2 to 4 carbon atoms and one or more hydroxyl groups, and hydroxypolyalkyleneoxy groups having one or more hydroxyl groups, and with the provisos that: (i) said compound contains at least one --NH and one --OH group or at least two --OH groups or at least two --NH groups; (ii) R 1 and R 2 or R 1 and R 3 can be linked to form a ring structure; and (iii) R 1 , R 2 , R 3 , R 4 and R 5 are never all hydrogen at the same time; B) compounds having molecular weight less than about 300 and selected from the group consisting of alkylsubstituted 2-aminoalcohols, β-ketoalkylamides, and nitro alkanes; C) poly (oxyalkylene) amines having molecular weight ranging from about 90 to about 1000, with the proviso that if said reactive diluent is a poly(oxyalkylene) amine, its molecular weight is less than about 300; and D) poly(oxyalkylene) ureido compounds having molecular weight ranging from about 90 to about 1000; and (b) subjecting the coated mat to conditions sufficient to cure the binder precursor solution.
Claim 62
Dependent Claim
53 words
A method in accordance with claim 55 wherein said reactive diluent is a poly (oxyalkylene) amine selected from the group consisting of compounds represented by the general formula ##STR30## wherein R 6 is an alkyl group having 1 to 4 carbon atoms and n and m are integers ranging from 0 to 20.
Claim 63
Dependent Claim
41 words
A solution in accordance with claim 55 wherein said reactive diluent is a poly (oxyalkylene) amine selected from the group consisting of compounds represented by the general formula ##STR31## wherein x is an integer ranging from about 2 to about 20.
Claim 64
Dependent Claim
54 words
A solution in accordance with claim 55 wherein said reactive diluent is a poly (oxyalkylene) amine selected from the group consisting of compounds represented by the general formula ##STR32## wherein a, b, and c are integers, the sum of a plus c ranges from 1 to 5, and b ranges from 0 to 20.
Claim 65
Dependent Claim
62 words
A solution in accordance with claim 55 wherein said reactive diluent is a poly (oxyalkylene) amine selected from the group consisting of compounds represented by the general formula ##STR33## wherein m, n, and o are integers greater than zero such that the sum of m, n, and o ranges from about 5 to about 30, and wherein A is a triol initiator.
Claim 66
Dependent Claim
26 words
A method in accordance with claim 55 further comprising applying a size coating to the abrasive coated mat of step (b) and curing the size coating.
Claim 67
Independent Claim
394 words
A method of making nonwoven abrasive articles of the type comprising a lofty, open, fibrous mat of fibers which have on at least a portion of their surface an abrasive coating comprising abrasive grains and a binder, said method comprising: (a) combining 30-95% solids solution of a thermally curable resin, the balance comprising water, with reactive diluent to form a coatable, thermally curable binder precursor solution, at a temperature below that necessary to cure the coatable, thermally curable binder precursor solution, said reactive diluent being selected from the group consisting of A) compounds selected from the group consisting of compounds represented by the general formula ##STR34## and mixtures thereof wherein X=O or S and Y=--NR 3 R 4 or --OR 5 , such that when X=S, Y=NR 3 R 4 , each of R 1 , R 2 , R 3 , R 4 and R 5 is a monovalent radical selected from the group consisting of hydrogen, alkyl groups having 1 to about 10 carbon atoms, hydroxyalkyl groups having from about 2 to 4 carbon atoms and one or more hydroxyl groups, and hydroxypolyalkyleneoxy groups having one or more hydroxyl groups, and with the provisos that: (i) said compound contains at least one --NH and one --OH group or at least two --OH groups or at least two --NH groups; (ii) R 1 and R 2 or R 1 and R 3 can be linked to form a ring structure; and (iii) R 1 , R 2 , R 3 , R 4 and R 5 are never all hydrogen at the same time; B) compounds having molecular weight less than about 300 and selected from the group consisting of alkylsubstituted 2-aminoalcohols, β-ketoalkylamides, and nitro alkanes; C) poly(oxyalkylene) amines having molecular weight ranging from about 90 to about 1000, with the proviso that if said reactive diluent is a poly(oxyalkylene) amine, its molecular weight is less than about 300; and D) poly(oxyalkylene) ureido compounds having molecular weight ranging from about 90 to about 1000; (b) adding abrasive grains to the coatable, thermally curable binder precursor solution; (c) coating the abrasive-filled, coatable, thermally curable binder precursor solution onto at least a portion of the fibers of a lofty, open fibrous mat; and (d) heating the abrasive coated mat of step (c) to a temperature sufficient to cure the coatable thermally curable binder precursor solution.
Claim 68
Independent Claim
394 words
A method of making nonwoven abrasive articles of the type comprising a lofty, open, fibrous mat of fibers which have on at least a portion of their surface an abrasive coating comprising abrasive grains and a binder, said method comprising: (a) combining 30-95% solids solution of a thermally curable resin, the balance comprising water, with reactive diluent to form a coatable, thermally curable binder precursor solution, at a temperature below that necessary to cure the coatable, thermally curable binder precursor solution, said reactive diluent being selected from the group consisting of A) compounds selected from the group consisting of compounds represented by the general formula ##STR34## and mixtures thereof wherein X=O or S and Y=--NR 3 R 4 or --OR 5 , such that when X=S, Y=NR 3 R 4 , each of R 1 , R 2 , R 3 , R 4 and R 5 is a monovalent radical selected from the group consisting of hydrogen, alkyl groups having 1 to about 10 carbon atoms, hydroxyalkyl groups having from about 2 to 4 carbon atoms and one or more hydroxyl groups, and hydroxypolyalkyleneoxy groups having one or more hydroxyl groups, and with the provisos that: (i) said compound contains at least one --NH and one --OH group or at least two --OH groups or at least two --NH groups; (ii) R 1 and R 2 or R 1 and R 3 can be linked to form a ring structure; and (iii) R 1 , R 2 , R 3 , R 4 and R 5 are never all hydrogen at the same time; B) compounds having molecular weight less than about 300 and selected from the group consisting of alkylsubstituted 2-aminoalcohols, β-ketoalkylamides, and nitro alkanes; C) poly(oxyalkylene) amines having molecular weight ranging from about 90 to about 1000, with the proviso that if said reactive diluent is a poly(oxyalkylene) amine, its molecular weight is less than about 300; and D) poly(oxyalkylene) ureido compounds having molecular weight ranging from about 90 to about 1000; (b) adding abrasive grains to the coatable, thermally curable binder precursor solution; (c) coating the abrasive-filled, coatable, thermally curable binder precursor solution onto at least a portion of the fibers of a lofty, open fibrous mat; and (d) heating the abrasive coated mat of step (c) to a temperature sufficient to cure the coatable thermally curable binder precursor solution.
Claim 69
Independent Claim
339 words
A method of making a bonded abrasive article, said method comprising: (a) combining a coatable, thermally curable binder precursor solution comprising a 30-95% solids solution of a thermally curable resin, the balance comprising water, the resin having a plurality of pendant methylol group and made from the reaction product of a non-aldehyde and an aldehyde, and a reactive diluent with abrasive grains to form a mixture, the reactive diluent having at least one functional group independently reactive with the pendant methylol groups and said aldehyde, said reactive diluent being selected from the group consisting of A) compounds selected from the group consisting of compounds represented by the general formula ##STR35## and mixtures thereof wherein X=O or S and Y=--NR 3 R 4 or --OR 5 , such that when X=S, Y=NR 3 R 4 , each of R 1 , R 2 , R 3 , R 4 and R 5 is a monovalent radical selected from the group consisting of hydrogen, alkyl groups having 1 to about 10 carbon atoms, hydroxyalkyl groups having from about 2 to 4 carbon atoms and one or more hydroxyl groups, and hydroxypolyalkyleneoxy groups having one or more hydroxyl groups, and with the provisos that: (i) said compound contains at least one --NH and one --OH group or at least two --OH groups or at least two --NH groups; (ii) R 1 and R 2 or R 1 and R 3 can be linked to form a ring structure; and (iii) R 1 , R 2 , R 3 , R 4 and R 5 are never all hydrogen at the same time; B) compounds having molecular weight less than about 300 and selected from the group consisting of alkylsubstituted 2-aminoalcohols, β-ketoalkylamides, and nitro alkanes; C) poly(oxyalkylene) amines having molecular weight ranging from about 90 to about 1000; and D) poly(oxyalkylene) ureido compounds having molecular weight ranging from about 90 to about 1000; and (b) subjecting the mixture of step (a) to conditions sufficient to cure the coatable, thermally curable binder precursor solution.
Claim 70
Independent Claim
339 words
A method of making a bonded abrasive article, said method comprising: (a) combining a coatable, thermally curable binder precursor solution comprising a 30-95% solids solution of a thermally curable resin, the balance comprising water, the resin having a plurality of pendant methylol group and made from the reaction product of a non-aldehyde and an aldehyde, and a reactive diluent with abrasive grains to form a mixture, the reactive diluent having at least one functional group independently reactive with the pendant methylol groups and said aldehyde, said reactive diluent being selected from the group consisting of A) compounds selected from the group consisting of compounds represented by the general formula ##STR35## and mixtures thereof wherein X=O or S and Y=--NR 3 R 4 or --OR 5 , such that when X=S, Y=NR 3 R 4 , each of R 1 , R 2 , R 3 , R 4 and R 5 is a monovalent radical selected from the group consisting of hydrogen, alkyl groups having 1 to about 10 carbon atoms, hydroxyalkyl groups having from about 2 to 4 carbon atoms and one or more hydroxyl groups, and hydroxypolyalkyleneoxy groups having one or more hydroxyl groups, and with the provisos that: (i) said compound contains at least one --NH and one --OH group or at least two --OH groups or at least two --NH groups; (ii) R 1 and R 2 or R 1 and R 3 can be linked to form a ring structure; and (iii) R 1 , R 2 , R 3 , R 4 and R 5 are never all hydrogen at the same time; B) compounds having molecular weight less than about 300 and selected from the group consisting of alkylsubstituted 2-aminoalcohols, β-ketoalkylamides, and nitro alkanes; C) poly(oxyalkylene) amines having molecular weight ranging from about 90 to about 1000; and D) poly(oxyalkylene) ureido compounds having molecular weight ranging from about 90 to about 1000; and (b) subjecting the mixture of step (a) to conditions sufficient to cure the coatable, thermally curable binder precursor solution.
Claim 71
Dependent Claim
29 words
A method in accordance with claim 62 which further comprises introducing said abrasive grains, said binder precursor solution, and said reactive diluent into a mold prior to step (b).
Claim 72
Independent Claim
357 words
A method of making a coated abrasive article, said method comprising: (a) coating a backing with a coatable, thermally curable binder precursor solution comprising a 30-95% solid solution of a thermally curable resin, the balance comprising water, abrasive grains, and reactive diluent, the resin having a plurality of pendant methylol groups, and being the reaction product of a non-aldehyde and an aldehyde, said non-aldehyde selected from the group consisting of ureas and phenolics, wherein said reactive diluent has at least one functional group which is independently reactive with said pendant methylol groups and with said aldehydes, said reactive diluent being selected from the group consisting of A) compounds selected from the group consisting of compounds represented by the general formula ##STR36## and mixtures thereof wherein X=O or S and Y=--NR 3 R 4 or --OR 5 , such that when X=S, Y=NR 3 R 4 , each of R 1 , R 2 , R 3 , R 4 and R 5 is a monovalent radical selected from the group consisting of hydrogen, alkyl groups having 1 to about 10 carbon atoms, hydroxyalkyl groups having from about 2 to 4 carbon atoms and one or more hydroxyl groups, and hydroxypolyalkyleneoxy groups having one or more hydroxyl groups, and with the provisos that: (i) said compound contains at least one --NH and one --OH group or at least two --OH groups or at least two --NH groups; (ii) R 1 and R 2 or R 1 and R 3 can be linked to form a ring structure; and (iii) R 1 , R 2 , R 3 , R 4 and R 5 are never all hydrogen at the same time; B) compounds having molecular weight less than about 300 and selected from the group consisting of alkylsubstituted 2-aminoalcohols, β-ketoalkylamides, and nitro alkanes; C) poly (oxyalkylene) amines having molecular weight ranging from about 90 to about 1000; and D) poly(oxyalkylene) ureido compounds having molecular weight ranging from about 90 to about 1000, thereby providing a coated backing; and (b) subjecting the coated backing of step (a) to conditions sufficient to cure the coatable, thermally curable binder precursor solution.
Claim 73
Independent Claim
357 words
A method of making a coated abrasive article, said method comprising: (a) coating a backing with a coatable, thermally curable binder precursor solution comprising a 30-95% solid solution of a thermally curable resin, the balance comprising water, abrasive grains, and reactive diluent, the resin having a plurality of pendant methylol groups, and being the reaction product of a non-aldehyde and an aldehyde, said non-aldehyde selected from the group consisting of ureas and phenolics, wherein said reactive diluent has at least one functional group which is independently reactive with said pendant methylol groups and with said aldehydes, said reactive diluent being selected from the group consisting of A) compounds selected from the group consisting of compounds represented by the general formula ##STR36## and mixtures thereof wherein X=O or S and Y=--NR 3 R 4 or --OR 5 , such that when X=S, Y=NR 3 R 4 , each of R 1 , R 2 , R 3 , R 4 and R 5 is a monovalent radical selected from the group consisting of hydrogen, alkyl groups having 1 to about 10 carbon atoms, hydroxyalkyl groups having from about 2 to 4 carbon atoms and one or more hydroxyl groups, and hydroxypolyalkyleneoxy groups having one or more hydroxyl groups, and with the provisos that: (i) said compound contains at least one --NH and one --OH group or at least two --OH groups or at least two --NH groups; (ii) R 1 and R 2 or R 1 and R 3 can be linked to form a ring structure; and (iii) R 1 , R 2 , R 3 , R 4 and R 5 are never all hydrogen at the same time; B) compounds having molecular weight less than about 300 and selected from the group consisting of alkylsubstituted 2-aminoalcohols, β-ketoalkylamides, and nitro alkanes; C) poly (oxyalkylene) amines having molecular weight ranging from about 90 to about 1000; and D) poly(oxyalkylene) ureido compounds having molecular weight ranging from about 90 to about 1000, thereby providing a coated backing; and (b) subjecting the coated backing of step (a) to conditions sufficient to cure the coatable, thermally curable binder precursor solution.
Claim 74
Dependent Claim
33 words
A method in accordance with claim 64 wherein prior to step (a) water is added to the binder precursor solution in an amount sufficient to turn the resultant solution permanently milky in appearance.
Claim 75
Independent Claim
434 words
A method of making a coated abrasive article comprising the steps of: (a) applying a first coatable, thermally curable binder precursor solution to at least one major surface of a backing to form a make coating, the coatable, thermally curable binder precursor solution comprising a thermally curable resin and reactive diluent, the resin having a plurality of pendant methylol groups, and being the reaction product of a non-aldehyde and an aldehyde, said non-aldehyde selected from the group consisting of ureas and phenolics, wherein said reactive diluent has at least one functional group which is independently reactive with said pendant methylol groups and with said aldehydes, said reactive diluent being selected from the group consisting of A) compounds selected from the group consisting of compounds represented by the general formula ##STR37## and mixtures thereof wherein X=O or S and Y=--NR 3 R 4 or --OR 5 , such that when X=S, Y=NR 3 R 4 , each of R 1 , R 2 , R 3 , R 4 and R 5 is a monovalent radical selected from the group consisting of hydrogen, alkyl groups having 1 to about 10 carbon atoms, hydroxyalkyl groups having from about 2 to 4 carbon atoms and one or more hydroxyl groups, and hydroxypolyalkyleneoxy groups having one or more hydroxyl groups, and with the provisos that: (i) said compound contains at least one --NH and one --OH group or at least two --OH groups or at least two --NH groups; (ii) R 1 and R 2 or R 1 and R 3 can be linked to form a ring structure; and (iii) R 1 , R 2 , R 3 , R 4 and R 5 are never all hydrogen at the same time; B) compounds having molecular weight less than about 300 and selected from the group consisting of alkylsubstituted 2-aminoalcohols, β-ketoalkylamides, and nitro alkanes; C) poly (oxyalkylene) amines having molecular weight ranging from about 90 to about 1000; and D) poly(oxyalkylene) ureido compounds having molecular weight ranging from about 90 to about 1000; (b) subjecting the make coating to conditions sufficient to partially cure the make coating; (c) applying abrasive grains to the partially cured make coating of step (b) to form an abrasive coating; (d) applying a second coatable, thermally curable binder precursor solution which is the same as or different than the first coatable, thermally curable binder precursor solution to form a size coating over the abrasive coating of step (c); and (e) subjecting the structure of step (c) to a temperature sufficient to cure the first and second coatable, thermally curable binder precursor solutions.
Claim 76
Independent Claim
434 words
A method of making a coated abrasive article comprising the steps of: (a) applying a first coatable, thermally curable binder precursor solution to at least one major surface of a backing to form a make coating, the coatable, thermally curable binder precursor solution comprising a thermally curable resin and reactive diluent, the resin having a plurality of pendant methylol groups, and being the reaction product of a non-aldehyde and an aldehyde, said non-aldehyde selected from the group consisting of ureas and phenolics, wherein said reactive diluent has at least one functional group which is independently reactive with said pendant methylol groups and with said aldehydes, said reactive diluent being selected from the group consisting of A) compounds selected from the group consisting of compounds represented by the general formula ##STR37## and mixtures thereof wherein X=O or S and Y=--NR 3 R 4 or --OR 5 , such that when X=S, Y=NR 3 R 4 , each of R 1 , R 2 , R 3 , R 4 and R 5 is a monovalent radical selected from the group consisting of hydrogen, alkyl groups having 1 to about 10 carbon atoms, hydroxyalkyl groups having from about 2 to 4 carbon atoms and one or more hydroxyl groups, and hydroxypolyalkyleneoxy groups having one or more hydroxyl groups, and with the provisos that: (i) said compound contains at least one --NH and one --OH group or at least two --OH groups or at least two --NH groups; (ii) R 1 and R 2 or R 1 and R 3 can be linked to form a ring structure; and (iii) R 1 , R 2 , R 3 , R 4 and R 5 are never all hydrogen at the same time; B) compounds having molecular weight less than about 300 and selected from the group consisting of alkylsubstituted 2-aminoalcohols, β-ketoalkylamides, and nitro alkanes; C) poly (oxyalkylene) amines having molecular weight ranging from about 90 to about 1000; and D) poly(oxyalkylene) ureido compounds having molecular weight ranging from about 90 to about 1000; (b) subjecting the make coating to conditions sufficient to partially cure the make coating; (c) applying abrasive grains to the partially cured make coating of step (b) to form an abrasive coating; (d) applying a second coatable, thermally curable binder precursor solution which is the same as or different than the first coatable, thermally curable binder precursor solution to form a size coating over the abrasive coating of step (c); and (e) subjecting the structure of step (c) to a temperature sufficient to cure the first and second coatable, thermally curable binder precursor solutions.
Claim 77
Dependent Claim
19 words
A coatable, thermally curable binder precursor solution in accordance with claim 1 which further includes an ethylenically unsaturated monomer.
Claim 78
Dependent Claim
14 words
A cured version of the coatable, thermally curable binder precursor solution of claim 14.
Claim 79
Dependent Claim
21 words
An abrasive article in accordance with claim 22 wherein said coatable, thermally curable binder precursor solution includes an ethylenically unsaturated monomer.
Claim 80
Dependent Claim
21 words
The coated abrasive article of claim 36 wherein said coatable, thermally curable binder precursor solution further includes an ethylenically unsaturated monomer.
Claim 81
Dependent Claim
19 words
The method of claim 55 wherein said coatable, thermally curable binder precursor solution further includes an ethylenically unsaturated monomer.
Claim 82
Dependent Claim
19 words
The method of claim 62 wherein said coatable, thermally curable binder precursor solution further includes an ethylenically unsaturated monomer.
Claim 83
Dependent Claim
19 words
The method of claim 64 wherein said coatable, thermally curable binder precursor solution further includes an ethylenically unsaturated monomer.
Claim 84
Dependent Claim
296 words
A coatable, thermally curable binder precursor solution comprising: (a) a 30-95% solids solution of a thermally curable resin having a plurality of pendant methylol groups, the balance of the solution comprising water; and (b) a reactive diluent; wherein said thermally curable resin is the reaction product of a non-aldehyde and an aldehyde, said non-aldehyde selected from the group consisting of ureas and phenolics, and wherein said reactive diluent has at least one functional group which is independently reactive with said pendant methylol groups or with said aldehyde, and wherein said reactive diluent is selected from the group consisting of A) compounds selected from the group consisting of compounds represented by the general formula ##STR38## and mixtures thereof wherein X=O or S and Y=--NR 3 R 4 or --OR 5 , such that when X=S, Y=NR 3 R 4 , each of R 1 , R 2 , R 3 , R 4 and R 5 is a monovalent radical selected from the group consisting of hydrogen, alkyl groups having 1 to about 10 carbon atoms, hydroxyalkyl groups having from about 2 to 4 carbon atoms and one or more hydroxyl groups, and hydroxypolyalkyleneoxy groups having one or more hydroxyl groups, and with the provisos that: (i) said compound contains at least one --NH and one --OH group or at least two --OH groups or at least two --NH groups; (ii) R 1 and R 2 or R 1 and R 3 can be linked to form a ring structure; and (iii) R 1 , R 2 , R 3 , R 4 and R 5 are never all hydrogen at the same time; and B) compounds having molecular weight less than about 300 and selected from the group consisting of alkylsubstituted 2-aminoalcohols, β-ketoalkylamides, and nitro alkanes.
Claim 85
Dependent Claim
296 words
A coatable, thermally curable binder precursor solution comprising: (a) a 30-95% solids solution of a thermally curable resin having a plurality of pendant methylol groups, the balance of the solution comprising water; and (b) a reactive diluent; wherein said thermally curable resin is the reaction product of a non-aldehyde and an aldehyde, said non-aldehyde selected from the group consisting of ureas and phenolics, and wherein said reactive diluent has at least one functional group which is independently reactive with said pendant methylol groups or with said aldehyde, and wherein said reactive diluent is selected from the group consisting of A) compounds selected from the group consisting of compounds represented by the general formula ##STR38## and mixtures thereof wherein X=O or S and Y=--NR 3 R 4 or --OR 5 , such that when X=S, Y=NR 3 R 4 , each of R 1 , R 2 , R 3 , R 4 and R 5 is a monovalent radical selected from the group consisting of hydrogen, alkyl groups having 1 to about 10 carbon atoms, hydroxyalkyl groups having from about 2 to 4 carbon atoms and one or more hydroxyl groups, and hydroxypolyalkyleneoxy groups having one or more hydroxyl groups, and with the provisos that: (i) said compound contains at least one --NH and one --OH group or at least two --OH groups or at least two --NH groups; (ii) R 1 and R 2 or R 1 and R 3 can be linked to form a ring structure; and (iii) R 1 , R 2 , R 3 , R 4 and R 5 are never all hydrogen at the same time; and B) compounds having molecular weight less than about 300 and selected from the group consisting of alkylsubstituted 2-aminoalcohols, β-ketoalkylamides, and nitro alkanes.
Claim 86
Dependent Claim
17 words
A solution in accordance with claim 74 wherein said non-aldehyde is phenol and said aldehyde is formaldehyde.
Claim 87
Dependent Claim
26 words
A solution in accordance with claim 74 wherein said thermally curable resin is selected from the group consisting of phenolic resins, urea-aldehyde resins, and mixtures thereof.
Claim 88
Dependent Claim
28 words
A solution in accordance with claim 76 wherein said thermally curable resin is a phenolic resin selected from the group consisting of novolak, resole, and resolated novolak resins.
Claim 89
Dependent Claim
23 words
A solution in accordance with claim 74 wherein at least one functional group reactive with the pendant methylol groups comprises an --NH-- group.
Claim 90
Dependent Claim
14 words
A solution in accordance with claim 77 wherein said phenolic resin is a resole.
Claim 91
Dependent Claim
24 words
A solution in accordance with claim 74 which further includes water in an amount sufficient to turn the resultant solution permanently milky in appearance.
Claim 92
Dependent Claim
28 words
A solution in accordance with claim 74 wherein said thermally curable resin and said reactive diluent are present in a weight ratio ranging from about 1:1 to 100:1.
Claim 93
Dependent Claim
28 words
A solution in accordance with claim 74 wherein said thermally curable resin and reactive diluent are present in a weight ratio ranging from about 2:1 to about 100:1.
Claim 94
Dependent Claim
14 words
A solution in accordance with claim 74 wherein said solution further includes abrasive particles.
Claim 95
Dependent Claim
29 words
A solution in accordance with claim 74 wherein R 1 is 2-hydroxyethyl, R 2 and R 3 are linked to form an ethylene bridge and R 4 is hydrogen.
Claim 96
Dependent Claim
34 words
A solution in accordance with claim 74 wherein X is O, Y is NR 3 R 4 , R 1 and R 3 are hydrogen, R 2 is butyl and R 4 is hydroxyethyl.
Claim 97
Dependent Claim
34 words
A solution in accordance with claim 74 wherein X is O, Y is NR 3 R 4 , R 1 and R 3 are hydrogen, R 2 is ethyl and R 4 is butyl.
Claim 98
Dependent Claim
9 words
A cured version of the solution of claim 1.
Claim 99
Dependent Claim
317 words
An abrasive article comprising a plurality of abrasive grains dispersed and adhered within a binder, the binder formed from a coatable, thermally curable binder precursor solution comprising the reaction product of (a) (a) a 30-95% solids solution of a thermally curable resin having a plurality of pendant methylol groups, the balance comprising water; and (b) a reactive diluent, wherein said thermally curable resin is the reaction product of a non-aldehyde and an aldehyde, said non-aldehyde selected from the group consisting of ureas and phenolics, and wherein said reactive diluent has at least one functional group which is independently reactive with said pendant methylol groups and with said aldehyde, and wherein said reactive diluent is selected from the group consisting of A) compounds selected from the group consisting of compounds represented by the general formula ##STR39## and mixtures thereof wherein X=O or S and Y=--NR 3 R 4 or --OR 5 , such that when X=S, Y=NR 3 R 4 , each of R 1 , R 2 , R 3 , R 4 and R 5 is a monovalent radical selected from the group consisting of hydrogen, alkyl groups having 1 to about 10 carbon atoms, hydroxyalkyl groups having from about 2 to 4 carbon atoms and one or more hydroxyl groups, and hydroxypolyalkyleneoxy groups having one or more hydroxyl groups, and with the provisos that: (i) said compound contains at least one --NH and one --OH group or at least two --OH groups or at least two --NH groups; (ii) R 1 and R 2 or R 1 and R 3 can be linked to form a ring structure; and (iii) R 1 , R 2 , R 3 , R 4 and R 5 are never all hydrogen at the same time; and B) compounds having molecular weight less than about 300 and selected from the group consisting of alkylsubstituted 2-aminoalcohols, β-ketoalkylamides, and nitro alkanes.
Claim 100
Dependent Claim
317 words
An abrasive article comprising a plurality of abrasive grains dispersed and adhered within a binder, the binder formed from a coatable, thermally curable binder precursor solution comprising the reaction product of (a) (a) a 30-95% solids solution of a thermally curable resin having a plurality of pendant methylol groups, the balance comprising water; and (b) a reactive diluent, wherein said thermally curable resin is the reaction product of a non-aldehyde and an aldehyde, said non-aldehyde selected from the group consisting of ureas and phenolics, and wherein said reactive diluent has at least one functional group which is independently reactive with said pendant methylol groups and with said aldehyde, and wherein said reactive diluent is selected from the group consisting of A) compounds selected from the group consisting of compounds represented by the general formula ##STR39## and mixtures thereof wherein X=O or S and Y=--NR 3 R 4 or --OR 5 , such that when X=S, Y=NR 3 R 4 , each of R 1 , R 2 , R 3 , R 4 and R 5 is a monovalent radical selected from the group consisting of hydrogen, alkyl groups having 1 to about 10 carbon atoms, hydroxyalkyl groups having from about 2 to 4 carbon atoms and one or more hydroxyl groups, and hydroxypolyalkyleneoxy groups having one or more hydroxyl groups, and with the provisos that: (i) said compound contains at least one --NH and one --OH group or at least two --OH groups or at least two --NH groups; (ii) R 1 and R 2 or R 1 and R 3 can be linked to form a ring structure; and (iii) R 1 , R 2 , R 3 , R 4 and R 5 are never all hydrogen at the same time; and B) compounds having molecular weight less than about 300 and selected from the group consisting of alkylsubstituted 2-aminoalcohols, β-ketoalkylamides, and nitro alkanes.
Claim 101
Dependent Claim
16 words
The abrasive article of claim 88 wherein said non-aldehyde is phenol and said aldehyde is formaldehyde.
Claim 102
Dependent Claim
18 words
The abrasive article of claim 88 wherein said functional group reactive with the pendant methylol group is --NH--.
Claim 103
Dependent Claim
38 words
The abrasive article in accordance with claim 88 wherein X is O, Y=NR 3 R 4 , R 1 is 2-hydroxyethyl, R 2 and R 3 are linked to form an ethylene bridge, and R 4 is hydrogen.
Claim 104
Dependent Claim
33 words
An abrasive article in accordance with claim 88 wherein X is O, Y=NR 3 R 4 , R 1 and R 3 are hydrogen, R 2 is butyl and R 4 is hydroxyethyl.
Claim 105
Dependent Claim
33 words
An abrasive article in accordance with claim 88 wherein X is O, Y=NR 3 R 4 , R 1 and R 3 are hydrogen, R 2 is ethyl and R 4 is butyl.
Claim 106
Dependent Claim
30 words
An abrasive article in accordance with claim 88 wherein said abrasive grains comprise flint, garnet, aluminum oxide, alumina zirconia, diamond, silicon carbide, cubic boron nitride, silicon nitride, and mixtures thereof.
Claim 107
Dependent Claim
22 words
An abrasive article in accordance with claim 88 wherein said coatable, thermally curable binder precursor solution further comprises a thermal curing catalyst.
Claim 108
Dependent Claim
16 words
An abrasive article in accordance with claim 95 wherein said thermal curing catalyst is benzoyl peroxide.
Claim 109
Dependent Claim
36 words
An abrasive article in accordance with claim 88 wherein said binder further comprises a component selected from the group consisting of fillers, coupling agents, surfactants, wetting agents, plasticizers, fibers, dyes, pigments, grinding aids, and mixtures thereof.
Claim 110
Dependent Claim
15 words
An abrasive article in accordance with claim 88 wherein said article is a bonded abrasive.
Claim 111
Dependent Claim
318 words
A coated abrasive article comprising a backing upon which an abrasive coating comprising abrasive grains and binder is attached, said binder formed from a coatable, thermally curable binder precursor solution comprising the reaction product of (a) a 30-95% solids solution of a thermally curable resin having a plurality of pendant methylol groups, the balance comprising water; and (b) a reactive diluent; wherein said thermally curable resin is the reaction product of a non-aldehyde and an aldehyde, said non-aldehyde selected from the group consisting of ureas and phenolics, and wherein said reactive diluent has at least one functional group which is independently reactive with said pendant methylol groups and said aldehyde, and wherein said reactive diluent is selected from the group consisting of A) compounds selected from the group consisting of compounds represented by the general formula ##STR40## and mixtures thereof wherein X=O or S and Y=--NR 3 R 4 or --OR 5 , such that when X=S, Y=NR 3 R 4 , each of R 1 R 2 , R 3 , R 4 and R 5 is a monovalent radical selected from the group consisting of hydrogen, alkyl groups having 1 to about 10 carbon atoms, hydroxyalkyl groups having from about 2 to 4 carbon atoms and one or more hydroxyl groups, and hydroxypolyalkyleneoxy groups having one or more hydroxyl groups, and with the provisos that: (i) said compound contains at least one --NH and one --OH group or at least two --OH groups or at least two --NH groups; (ii) R 1 and R 2 or R 1 and R 3 can be linked to form a ring structure; and (iii) R 1 , R 2 , R 3 , R 4 and R 5 are never all hydrogen at the same time; and B) compounds having molecular weight less than about 300 and selected from the group consisting of alkylsubstituted 2-aminoalcohols, β-ketoalkylamides, and nitro alkanes.
Claim 112
Dependent Claim
318 words
A coated abrasive article comprising a backing upon which an abrasive coating comprising abrasive grains and binder is attached, said binder formed from a coatable, thermally curable binder precursor solution comprising the reaction product of (a) a 30-95% solids solution of a thermally curable resin having a plurality of pendant methylol groups, the balance comprising water; and (b) a reactive diluent; wherein said thermally curable resin is the reaction product of a non-aldehyde and an aldehyde, said non-aldehyde selected from the group consisting of ureas and phenolics, and wherein said reactive diluent has at least one functional group which is independently reactive with said pendant methylol groups and said aldehyde, and wherein said reactive diluent is selected from the group consisting of A) compounds selected from the group consisting of compounds represented by the general formula ##STR40## and mixtures thereof wherein X=O or S and Y=--NR 3 R 4 or --OR 5 , such that when X=S, Y=NR 3 R 4 , each of R 1 R 2 , R 3 , R 4 and R 5 is a monovalent radical selected from the group consisting of hydrogen, alkyl groups having 1 to about 10 carbon atoms, hydroxyalkyl groups having from about 2 to 4 carbon atoms and one or more hydroxyl groups, and hydroxypolyalkyleneoxy groups having one or more hydroxyl groups, and with the provisos that: (i) said compound contains at least one --NH and one --OH group or at least two --OH groups or at least two --NH groups; (ii) R 1 and R 2 or R 1 and R 3 can be linked to form a ring structure; and (iii) R 1 , R 2 , R 3 , R 4 and R 5 are never all hydrogen at the same time; and B) compounds having molecular weight less than about 300 and selected from the group consisting of alkylsubstituted 2-aminoalcohols, β-ketoalkylamides, and nitro alkanes.
Claim 113
Dependent Claim
17 words
The coated abrasive article of claim 99 wherein said non-aldehyde is phenol and said aldehyde is formaldehyde.
Claim 114
Dependent Claim
28 words
The coated abrasive article of claim 99 wherein said thermally curable resin is a phenolic resin selected from the group consisting of resole, novolak, and resolated novolak resins.
Claim 115
Dependent Claim
14 words
The coated abrasive article of claim 99 wherein said phenolic resin is a resole.
Claim 116
Dependent Claim
29 words
The coated abrasive article of claim 99 wherein said thermally curable resin and said reactive diluent are present in a weight ratio ranging from about 1:1 to about 100:1.
Claim 117
Dependent Claim
29 words
The coated abrasive article of claim 99 wherein said abrasive grains comprise flint, garnet, aluminum oxide, alumina zirconia, diamond, silicon carbide, cubic boron nitride, silicon carbide, and mixtures thereof.
Claim 118
Dependent Claim
18 words
The coated abrasive article of claim 99 wherein said binder precursor solution further comprises a thermal curing catalyst.
Claim 119
Dependent Claim
15 words
The coated abrasive article of claim 105 wherein said thermal coating catalyst is benzoyl peroxide.
Claim 120
Dependent Claim
35 words
The coated abrasive article of claim 99 wherein said binder further comprises a component selected from the group consisting of fillers, coupling agents, surfactants, wetting agents, plasticizers, fibers, dyes, pigments, grinding aids, and mixtures thereof.
Claim 121
Dependent Claim
37 words
The coated abrasive article of claim 99 wherein X is O, Y=NR 3 R 4 , R 1 is 2-hydroxyethyl, R 2 and R 3 are linked to form an ethylene bridge, and R 4 is hydrogen.
Claim 122
Dependent Claim
32 words
The coated abrasive article of claim 99 wherein X is O, Y=NR 3 R 4 , R 1 and R 3 are hydrogen, R 2 is butyl and R 4 is hydroxyethyl.
Claim 123
Dependent Claim
32 words
The coated abrasive article of claim 99 wherein X is O, Y=NR 3 R 4 , R 1 and R 3 are hydrogen, R 2 is ethyl and R 4 is butyl.
Claim 124
Dependent Claim
346 words
A coated abrasive article comprising a backing, a make coating over at least one major surface of the backing, a layer of abrasive grains over the make coating, and a size coating over the abrasive grains, wherein at least one of the make or size coatings is formed from a coatable, thermally curable binder precursor solution comprising the reaction product of (a) a 30-95% solids solution of a thermally curable resin having a plurality of pendant methylol groups, the balance comprising water; and (b) a reactive diluent, wherein said thermally curable resin is the reaction product of a non-aldehyde and an aldehyde, said non-aldehyde selected from the group consisting of ureas and phenolics, and wherein said reactive diluent has at least one functional group which is independently reactive with said pendant methylol groups and with said aldehyde, and wherein said reactive diluent is selected from the group consisting of A) compounds selected from the group consisting of compounds represented by the general formula ##STR41## and mixtures thereof wherein X=O or S and Y=--NR 3 R 4 or --OR 5 , such that when X=S, Y=NR 3 R 4 , each of R 1 , R 2 , R 3 , R 4 and R 5 is a monovalent radical selected from the group consisting of hydrogen, alkyl groups having 1 to about 10 carbon atoms, hydroxyalkyl groups having from about 2 to 4 carbon atoms and one or more hydroxyl groups, and hydroxypolyalkyleneoxy groups having one or more hydroxyl groups, and with the provisos that: (i) said compound contains at least one --NH and one --OH group or at least two --OH groups or at least two --NH groups; (ii) R 1 and R 2 or R 1 and R 3 can be linked to form a ring structure; and (iii) R 1 , R 2 , R 3 , R 4 and R 5 are never all hydrogen at the same time; and B) compounds having molecular weight less than about 300 and selected from the group consisting of alkylsubstituted 2-aminoalcohols, β-ketoalkylamides, and nitro alkanes.
Claim 125
Dependent Claim
346 words
A coated abrasive article comprising a backing, a make coating over at least one major surface of the backing, a layer of abrasive grains over the make coating, and a size coating over the abrasive grains, wherein at least one of the make or size coatings is formed from a coatable, thermally curable binder precursor solution comprising the reaction product of (a) a 30-95% solids solution of a thermally curable resin having a plurality of pendant methylol groups, the balance comprising water; and (b) a reactive diluent, wherein said thermally curable resin is the reaction product of a non-aldehyde and an aldehyde, said non-aldehyde selected from the group consisting of ureas and phenolics, and wherein said reactive diluent has at least one functional group which is independently reactive with said pendant methylol groups and with said aldehyde, and wherein said reactive diluent is selected from the group consisting of A) compounds selected from the group consisting of compounds represented by the general formula ##STR41## and mixtures thereof wherein X=O or S and Y=--NR 3 R 4 or --OR 5 , such that when X=S, Y=NR 3 R 4 , each of R 1 , R 2 , R 3 , R 4 and R 5 is a monovalent radical selected from the group consisting of hydrogen, alkyl groups having 1 to about 10 carbon atoms, hydroxyalkyl groups having from about 2 to 4 carbon atoms and one or more hydroxyl groups, and hydroxypolyalkyleneoxy groups having one or more hydroxyl groups, and with the provisos that: (i) said compound contains at least one --NH and one --OH group or at least two --OH groups or at least two --NH groups; (ii) R 1 and R 2 or R 1 and R 3 can be linked to form a ring structure; and (iii) R 1 , R 2 , R 3 , R 4 and R 5 are never all hydrogen at the same time; and B) compounds having molecular weight less than about 300 and selected from the group consisting of alkylsubstituted 2-aminoalcohols, β-ketoalkylamides, and nitro alkanes.
Claim 126
Dependent Claim
369 words
A coated abrasive article comprising a backing, a make coating over at least one major surface of the backing, a layer of abrasive grains over the make coating, and a size coating, over the abrasive grains, wherein said backing has at least one of a saturant coating, a presize coating, or a backsize coating, wherein at least one of said saturant coating, said presize coating, or said backsize coating is formed from a coatable, thermally curable binder precursor solution comprising the reaction product of (a) a 30-95% solids solution of a thermally curable resin having a plurality of pendant methylol groups, the balance comprising water; and (b) a reactive diluent, wherein said thermally curable resin is the reaction product of a non-aldehyde and an aldehyde, said non-aldehyde selected from the group consisting of ureas and phenolics, and wherein said reactive diluent has at least one functional group which is independently reactive with said pendant methylol groups and with said aldehyde, and wherein said reactive diluent is selected from the group consisting of A) compounds selected from the group consisting of compounds represented by the general formula ##STR42## and mixtures thereof wherein X=O or S and Y=--NR 3 R 4 or --OR 5 , such that when X=S, Y=NR 3 R 4 , each of R 1 , R 2 , R 3 , R 4 and R 5 is a monovalent radical selected from the group consisting of hydrogen, alkyl groups having 1 to about 10 carbon atoms, hydroxyalkyl groups having from about 2 to 4 carbon atoms and one or more hydroxyl groups, and hydroxypolyalkyleneoxy groups having one or more hydroxyl groups, and with the provisos that: (i) said compound contains at least one --NH and one --OH group or at least two --OH groups or at least two --NH groups; (ii) R 1 and R 2 or R 1 and R 3 can be linked to form a ring structure; and (iii) R 1 , R 2 , R 3 , R 4 and R 5 are never all hydrogen at the same time; and B) compounds having molecular weight less than about 300 and selected from the group consisting of alkylsubstituted 2-aminoalcohols, β-ketoalkylamides, and nitro alkanes.
Claim 127
Dependent Claim
369 words
A coated abrasive article comprising a backing, a make coating over at least one major surface of the backing, a layer of abrasive grains over the make coating, and a size coating, over the abrasive grains, wherein said backing has at least one of a saturant coating, a presize coating, or a backsize coating, wherein at least one of said saturant coating, said presize coating, or said backsize coating is formed from a coatable, thermally curable binder precursor solution comprising the reaction product of (a) a 30-95% solids solution of a thermally curable resin having a plurality of pendant methylol groups, the balance comprising water; and (b) a reactive diluent, wherein said thermally curable resin is the reaction product of a non-aldehyde and an aldehyde, said non-aldehyde selected from the group consisting of ureas and phenolics, and wherein said reactive diluent has at least one functional group which is independently reactive with said pendant methylol groups and with said aldehyde, and wherein said reactive diluent is selected from the group consisting of A) compounds selected from the group consisting of compounds represented by the general formula ##STR42## and mixtures thereof wherein X=O or S and Y=--NR 3 R 4 or --OR 5 , such that when X=S, Y=NR 3 R 4 , each of R 1 , R 2 , R 3 , R 4 and R 5 is a monovalent radical selected from the group consisting of hydrogen, alkyl groups having 1 to about 10 carbon atoms, hydroxyalkyl groups having from about 2 to 4 carbon atoms and one or more hydroxyl groups, and hydroxypolyalkyleneoxy groups having one or more hydroxyl groups, and with the provisos that: (i) said compound contains at least one --NH and one --OH group or at least two --OH groups or at least two --NH groups; (ii) R 1 and R 2 or R 1 and R 3 can be linked to form a ring structure; and (iii) R 1 , R 2 , R 3 , R 4 and R 5 are never all hydrogen at the same time; and B) compounds having molecular weight less than about 300 and selected from the group consisting of alkylsubstituted 2-aminoalcohols, β-ketoalkylamides, and nitro alkanes.
Claim 128
Independent Claim
345 words
A method of making nonwoven abrasive articles of the type comprising a lofty, open, fibrous mat of fibers which have on at least a portion of their surface an abrasive coating comprising abrasive grains and a binder, said method comprising: (a) adhering abrasive grains to the fibers of the fibrous mat with a coatable, thermally curable binder precursor solution, said solution comprising a 30-95% solids solution of a thermally curable resin having a plurality of pendant methylol groups, the balance comprising water, and reactive diluent, thus producing a coated mat, said thermally curable resin being the reaction product of a non-aldehyde and an aldehyde, the reactive diluent having at least one functional group independently reactive with the pendant methylol groups and said aldehyde, said reactive diluent being selected from the group consisting of A) compounds selected from the group consisting of compounds represented by the general formula ##STR43## and mixtures thereof wherein X=O or S and Y=--NR 3 R 4 or --OR 5 , such that when X=S, Y=NR 3 R 4 , each of R 1 , R 2 , R 3 , R 4 and R 5 is a monovalent radical selected from the group consisting of hydrogen, alkyl groups having 1 to about 10 carbon atoms, hydroxyalkyl groups having from about 2 to 4 carbon atoms and one or more hydroxyl groups, and hydroxypolyalkyleneoxy groups having one or more hydroxyl groups, and with the provisos that: (i) said compound contains at least one --NH and one --OH group or at least two --OH groups or at least two --NH groups; (ii) R 1 and R 2 or R 1 and R 3 can be linked to form a ring structure; and (iii) R 1 , R 2 , R 3 , R 4 and R 5 are never all hydrogen at the same time; and B) compounds having molecular weight less than about 300 and selected from the group consisting of alkylsubstituted 2-aminoalcohols, β-ketoalkylamides, and nitro alkanes, and (b) subjecting the coated mat to conditions sufficient to cure the binder precursor solution.
Claim 129
Independent Claim
345 words
A method of making nonwoven abrasive articles of the type comprising a lofty, open, fibrous mat of fibers which have on at least a portion of their surface an abrasive coating comprising abrasive grains and a binder, said method comprising: (a) adhering abrasive grains to the fibers of the fibrous mat with a coatable, thermally curable binder precursor solution, said solution comprising a 30-95% solids solution of a thermally curable resin having a plurality of pendant methylol groups, the balance comprising water, and reactive diluent, thus producing a coated mat, said thermally curable resin being the reaction product of a non-aldehyde and an aldehyde, the reactive diluent having at least one functional group independently reactive with the pendant methylol groups and said aldehyde, said reactive diluent being selected from the group consisting of A) compounds selected from the group consisting of compounds represented by the general formula ##STR43## and mixtures thereof wherein X=O or S and Y=--NR 3 R 4 or --OR 5 , such that when X=S, Y=NR 3 R 4 , each of R 1 , R 2 , R 3 , R 4 and R 5 is a monovalent radical selected from the group consisting of hydrogen, alkyl groups having 1 to about 10 carbon atoms, hydroxyalkyl groups having from about 2 to 4 carbon atoms and one or more hydroxyl groups, and hydroxypolyalkyleneoxy groups having one or more hydroxyl groups, and with the provisos that: (i) said compound contains at least one --NH and one --OH group or at least two --OH groups or at least two --NH groups; (ii) R 1 and R 2 or R 1 and R 3 can be linked to form a ring structure; and (iii) R 1 , R 2 , R 3 , R 4 and R 5 are never all hydrogen at the same time; and B) compounds having molecular weight less than about 300 and selected from the group consisting of alkylsubstituted 2-aminoalcohols, β-ketoalkylamides, and nitro alkanes, and (b) subjecting the coated mat to conditions sufficient to cure the binder precursor solution.
Claim 130
Dependent Claim
26 words
A method in accordance with claim 113 further comprising applying a size coating to the abrasive coated mat of step (b) and curing the size coating.
Claim 131
Independent Claim
347 words
A method of making nonwoven abrasive articles of the type comprising a lofty, open, fibrous mat of fibers which have on at least a portion of their surface an abrasive coating comprising abrasive grains and a binder, said method comprising: (a) combining 30-95% solids solution of a thermally curable resin, the balance comprising water, with reactive diluent to form a coatable, thermally curable binder precursor solution, at a temperature below that necessary to cure the coatable, thermally curable binder precursor solution, said reactive diluent being selected from the group consisting of A) compounds selected from the group consisting of compounds represented by the general formula ##STR44## and mixtures thereof wherein X=O or S and Y=--NR 3 R 4 or --OR 5 , such that when X=S, Y=NR 3 R 4 , each of R 1 , R 2 , R 3 , R 4 and R 5 is a monovalent radical selected from the group consisting of hydrogen, alkyl groups having 1 to about 10 carbon atoms, hydroxyalkyl groups having from about 2 to 4 carbon atoms and one or more hydroxyl groups, and hydroxypolyalkyleneoxy groups having one or more hydroxyl groups, and with the provisos that: (i) said compound contains at least one --NH and one --OH group or at least two --OH groups or at least two --NH groups; (ii) R 1 and R 2 or R 1 and R 3 can be linked to form a ring structure; and (iii) R 1 , R 2 , R 3 , R 4 and R 5 are never all hydrogen at the same time; and B) compounds having molecular weight less than about 300 and selected from the group consisting of alkylsubstituted 2-aminoalcohols, β-ketoalkylamides, and nitro alkanes; (b) adding abrasive grains to the coatable, thermally curable binder precursor solution; (c) coating the abrasive-filled, coatable, thermally curable binder precursor solution onto at least a portion of the fibers of a lofty, open fibrous mat; and (d) heating the abrasive coated mat of step (c) to a temperature sufficient to cure the coatable thermally curable binder precursor solution.
Claim 132
Independent Claim
347 words
A method of making nonwoven abrasive articles of the type comprising a lofty, open, fibrous mat of fibers which have on at least a portion of their surface an abrasive coating comprising abrasive grains and a binder, said method comprising: (a) combining 30-95% solids solution of a thermally curable resin, the balance comprising water, with reactive diluent to form a coatable, thermally curable binder precursor solution, at a temperature below that necessary to cure the coatable, thermally curable binder precursor solution, said reactive diluent being selected from the group consisting of A) compounds selected from the group consisting of compounds represented by the general formula ##STR44## and mixtures thereof wherein X=O or S and Y=--NR 3 R 4 or --OR 5 , such that when X=S, Y=NR 3 R 4 , each of R 1 , R 2 , R 3 , R 4 and R 5 is a monovalent radical selected from the group consisting of hydrogen, alkyl groups having 1 to about 10 carbon atoms, hydroxyalkyl groups having from about 2 to 4 carbon atoms and one or more hydroxyl groups, and hydroxypolyalkyleneoxy groups having one or more hydroxyl groups, and with the provisos that: (i) said compound contains at least one --NH and one --OH group or at least two --OH groups or at least two --NH groups; (ii) R 1 and R 2 or R 1 and R 3 can be linked to form a ring structure; and (iii) R 1 , R 2 , R 3 , R 4 and R 5 are never all hydrogen at the same time; and B) compounds having molecular weight less than about 300 and selected from the group consisting of alkylsubstituted 2-aminoalcohols, β-ketoalkylamides, and nitro alkanes; (b) adding abrasive grains to the coatable, thermally curable binder precursor solution; (c) coating the abrasive-filled, coatable, thermally curable binder precursor solution onto at least a portion of the fibers of a lofty, open fibrous mat; and (d) heating the abrasive coated mat of step (c) to a temperature sufficient to cure the coatable thermally curable binder precursor solution.
Claim 133
Independent Claim
310 words
A method of making a bonded abrasive article, said method comprising: combining a coatable, thermally curable binder precursor solution comprising a 30-95% solids solution of a thermally curable resin, the balance comprising water, the resin having a plurality of pendant methylol groups and made from the reaction product of a non-aldehyde and an aldehyde, and a reactive diluent with abrasive grains to form a mixture, the reactive diluent having at least one functional group independently reactive with the pendant methylol groups and said aldehyde, said reactive diluent being selected from the group consisting of A) compounds selected from the group consisting of compounds represented by the general formula ##STR45## and mixtures thereof wherein X=O or S and Y=--NR 3 R 4 or --OR 5 , such that when X=S, Y=NR 3 R 4 , each of R 1 , R 2 , R 3 , R 4 and R 5 is a monovalent radical selected from the group consisting of hydrogen, alkyl groups having 1 to about 10 carbon atoms, hydroxyalkyl groups having from about 2 to 4 carbon atoms and one or more hydroxyl groups, and hydroxypolyalkyleneoxy groups having one or more hydroxyl groups, and with the provisos that: (i) said compound contains at least one --NH and one --OH group or at least two --OH groups or at least two --NH groups; (ii) R 1 and R 2 or R 1 and R 3 can be linked to form a ring structure; and (iii) R 1 , R 2 , R 3 , R 4 and R 5 are never all hydrogen at the same time; and B) compounds having molecular weight less than about 300 and selected from the group consisting of alkylsubstituted 2-aminoalcohols, β-ketoalkylamides, and nitro alkanes; (b) subjecting the mixture of step (a) to conditions sufficient to cure the coatable, thermally curable binder precursor solution.
Claim 134
Independent Claim
310 words
A method of making a bonded abrasive article, said method comprising: combining a coatable, thermally curable binder precursor solution comprising a 30-95% solids solution of a thermally curable resin, the balance comprising water, the resin having a plurality of pendant methylol groups and made from the reaction product of a non-aldehyde and an aldehyde, and a reactive diluent with abrasive grains to form a mixture, the reactive diluent having at least one functional group independently reactive with the pendant methylol groups and said aldehyde, said reactive diluent being selected from the group consisting of A) compounds selected from the group consisting of compounds represented by the general formula ##STR45## and mixtures thereof wherein X=O or S and Y=--NR 3 R 4 or --OR 5 , such that when X=S, Y=NR 3 R 4 , each of R 1 , R 2 , R 3 , R 4 and R 5 is a monovalent radical selected from the group consisting of hydrogen, alkyl groups having 1 to about 10 carbon atoms, hydroxyalkyl groups having from about 2 to 4 carbon atoms and one or more hydroxyl groups, and hydroxypolyalkyleneoxy groups having one or more hydroxyl groups, and with the provisos that: (i) said compound contains at least one --NH and one --OH group or at least two --OH groups or at least two --NH groups; (ii) R 1 and R 2 or R 1 and R 3 can be linked to form a ring structure; and (iii) R 1 , R 2 , R 3 , R 4 and R 5 are never all hydrogen at the same time; and B) compounds having molecular weight less than about 300 and selected from the group consisting of alkylsubstituted 2-aminoalcohols, β-ketoalkylamides, and nitro alkanes; (b) subjecting the mixture of step (a) to conditions sufficient to cure the coatable, thermally curable binder precursor solution.
Claim 135
Dependent Claim
29 words
A method in accordance with claim 116 which further comprises introducing said abrasive grains, said binder precursor solution, and said reactive diluent into a mold prior to step (b).
Claim 136
Independent Claim
329 words
A method of making a coated abrasive article, said method comprising: (a) coating a backing with a coatable, thermally curable binder precursor solution comprising a 30-95% solid solution of a thermally curable resin, the balance comprising water, abrasive grains, and reactive diluent, the resin having a plurality of pendant methylol groups, and being the reaction product of a non-aldehyde and an aldehyde, said non-aldehyde selected from the group consisting of ureas and phenolics, wherein said reactive diluent has at least one functional group which is independently reactive with said pendant methylol groups and with said aldehydes, said reactive diluent being selected from the group consisting of A) compounds selected from the group consisting of compounds represented by the general formula ##STR46## and mixtures thereof wherein X=O or S and Y=--NR 3 R 4 or --OR 5 , such that when X=S, Y=NR 3 R 4 , each of R 1 , R 2 , R 3 , R 4 and R 5 is a monovalent radical selected from the group consisting of hydrogen, alkyl groups having 1 to about 10 carbon atoms, hydroxyalkyl groups having from about 2 to 4 carbon atoms and one or more hydroxyl groups, and hydroxypolyalkyleneoxy groups having one or more hydroxyl groups, and with the provisos that: (i) said compound contains at least one --NH and one --OH group or at least two --OH groups or at least two --NH groups; (ii) R 1 and R 2 or R 1 and R 3 can be linked to form a ring structure; and (iii) R 1 , R 2 , R 3 , R 4 and R 5 are never all hydrogen at the same time; and B) compounds having molecular weight less than about 300 and selected from the group consisting of alkylsubstituted 2-aminoalcohols, β-ketoalkylamides, and nitro alkanes; thereby providing a coated backing; and (b) subjecting the coated backing of step (a) to conditions sufficient to cure the coatable, thermally curable binder precursor solution.
Claim 137
Independent Claim
329 words
A method of making a coated abrasive article, said method comprising: (a) coating a backing with a coatable, thermally curable binder precursor solution comprising a 30-95% solid solution of a thermally curable resin, the balance comprising water, abrasive grains, and reactive diluent, the resin having a plurality of pendant methylol groups, and being the reaction product of a non-aldehyde and an aldehyde, said non-aldehyde selected from the group consisting of ureas and phenolics, wherein said reactive diluent has at least one functional group which is independently reactive with said pendant methylol groups and with said aldehydes, said reactive diluent being selected from the group consisting of A) compounds selected from the group consisting of compounds represented by the general formula ##STR46## and mixtures thereof wherein X=O or S and Y=--NR 3 R 4 or --OR 5 , such that when X=S, Y=NR 3 R 4 , each of R 1 , R 2 , R 3 , R 4 and R 5 is a monovalent radical selected from the group consisting of hydrogen, alkyl groups having 1 to about 10 carbon atoms, hydroxyalkyl groups having from about 2 to 4 carbon atoms and one or more hydroxyl groups, and hydroxypolyalkyleneoxy groups having one or more hydroxyl groups, and with the provisos that: (i) said compound contains at least one --NH and one --OH group or at least two --OH groups or at least two --NH groups; (ii) R 1 and R 2 or R 1 and R 3 can be linked to form a ring structure; and (iii) R 1 , R 2 , R 3 , R 4 and R 5 are never all hydrogen at the same time; and B) compounds having molecular weight less than about 300 and selected from the group consisting of alkylsubstituted 2-aminoalcohols, β-ketoalkylamides, and nitro alkanes; thereby providing a coated backing; and (b) subjecting the coated backing of step (a) to conditions sufficient to cure the coatable, thermally curable binder precursor solution.
Claim 138
Dependent Claim
33 words
A method in accordance with claim 118 wherein prior to step (a) water is added to the binder precursor solution in an amount sufficient to turn the resultant solution permanently milky in appearance.
Claim 139
Independent Claim
406 words
A method of making a coated abrasive article comprising the steps of: (a) applying a first coatable, thermally curable binder precursor solution to at least one major surface of a backing to form a make coating, the coatable, thermally curable binder precursor solution comprising a thermally curable resin and reactive diluent, the resin having a plurality of pendant methylol groups, and being the reaction product of a non-aldehyde and an aldehyde, said non-aldehyde selected from the group consisting of ureas and phenolics, wherein said reactive diluent has at least one functional group which is independently reactive with said pendant methylol groups and with said aldehydes, said reactive diluent being selected from the group consisting of A) compounds selected from the group consisting of compounds represented by the general formula ##STR47## and mixtures thereof wherein X=O or S and Y=--NR 3 R 4 or --OR 5 , such that when X=S, Y=NR 3 R 4 , each of R 1 , R 2 , R 3 , R 4 and R 5 is a monovalent radical selected from the group consisting of hydrogen, alkyl groups having 1 to about 10 carbon atoms, hydroxyalkyl groups having from about 2 to 4 carbon atoms and one or more hydroxyl groups, and hydroxypolyalkyleneoxy groups having one or more hydroxyl groups, and with the provisos that: (i) said compound contains at least one --NH and one --OH group or at least two --OH groups or at least two --NH groups; (ii) R 1 and R 2 or R 1 and R 3 can be linked to form a ring structure; and (iii) R 1 , R 2 , R 3 , R 4 and R 5 are never all hydrogen at the same time; and B) compounds having molecular weight less than about 300 and selected from the group consisting of alkylsubstituted 2-aminoalcohols, β-ketoalkylamides, and nitro alkanes; (b) subjecting the make coating to conditions sufficient to partially cure the make coating; (c) applying abrasive grains to the partially cured make coating of step (b) to form an abrasive coating; (d) applying a second coatable, thermally curable binder precursor solution which is the same as or different than the first coatable, thermally curable binder precursor solution to form a size coating over the abrasive coating of step (c); and (e) subjecting the structure of step (c) to a temperature sufficient to cure the first and second coatable, thermally curable binder precursor solutions.
Claim 140
Independent Claim
406 words
A method of making a coated abrasive article comprising the steps of: (a) applying a first coatable, thermally curable binder precursor solution to at least one major surface of a backing to form a make coating, the coatable, thermally curable binder precursor solution comprising a thermally curable resin and reactive diluent, the resin having a plurality of pendant methylol groups, and being the reaction product of a non-aldehyde and an aldehyde, said non-aldehyde selected from the group consisting of ureas and phenolics, wherein said reactive diluent has at least one functional group which is independently reactive with said pendant methylol groups and with said aldehydes, said reactive diluent being selected from the group consisting of A) compounds selected from the group consisting of compounds represented by the general formula ##STR47## and mixtures thereof wherein X=O or S and Y=--NR 3 R 4 or --OR 5 , such that when X=S, Y=NR 3 R 4 , each of R 1 , R 2 , R 3 , R 4 and R 5 is a monovalent radical selected from the group consisting of hydrogen, alkyl groups having 1 to about 10 carbon atoms, hydroxyalkyl groups having from about 2 to 4 carbon atoms and one or more hydroxyl groups, and hydroxypolyalkyleneoxy groups having one or more hydroxyl groups, and with the provisos that: (i) said compound contains at least one --NH and one --OH group or at least two --OH groups or at least two --NH groups; (ii) R 1 and R 2 or R 1 and R 3 can be linked to form a ring structure; and (iii) R 1 , R 2 , R 3 , R 4 and R 5 are never all hydrogen at the same time; and B) compounds having molecular weight less than about 300 and selected from the group consisting of alkylsubstituted 2-aminoalcohols, β-ketoalkylamides, and nitro alkanes; (b) subjecting the make coating to conditions sufficient to partially cure the make coating; (c) applying abrasive grains to the partially cured make coating of step (b) to form an abrasive coating; (d) applying a second coatable, thermally curable binder precursor solution which is the same as or different than the first coatable, thermally curable binder precursor solution to form a size coating over the abrasive coating of step (c); and (e) subjecting the structure of step (c) to a temperature sufficient to cure the first and second coatable, thermally curable binder precursor solutions.
Claim 141
Dependent Claim
19 words
A coatable, thermally curable binder precursor solution in accordance with claim 74 which further includes an ethylenically unsaturated monomer.
Claim 142
Dependent Claim
14 words
A cured version of the coatable, thermally curable binder precursor solution of claim 84.
Claim 143
Dependent Claim
21 words
An abrasive article in accordance with claim 88 wherein said coatable, thermally curable binder precursor solution includes an ethylenically unsaturated monomer.
Claim 144
Dependent Claim
21 words
The coated abrasive article of claim 98 wherein said coatable, thermally curable binder precursor solution further includes an ethylenically unsaturated monomer.
Claim 145
Dependent Claim
19 words
The method of claim 113 wherein said coatable, thermally curable binder precursor solution further includes an ethylenically unsaturated monomer.
Claim 146
Dependent Claim
19 words
The method of claim 116 wherein said coatable, thermally curable binder precursor solution further includes an ethylenically unsaturated monomer.
Claim 147
Dependent Claim
19 words
The method of claim 118 wherein said coatable, thermally curable binder precursor solution further includes an ethylenically unsaturated monomer.
References Cited (Backward Citations)
US2015658A
Cited
US3734965A
Cited
US3817976A
Cited
US3781172A
Cited
US3887450B1
Cited
US3887450A
Cited
US3893826A
Cited
US3895949A
Cited
US3891408A
Cited
US4047903A
Cited
US3933936A
Cited
US3862060A
Cited
GB1501331A
Cited
US4318766A
Cited
US4163030A
Cited
US4154724A
Cited
US4102866A
Cited
US4108840A
Cited
US4165520A
Cited
US4226971A
Cited
US4314827A
Cited
US4518397A
Cited
US4311631A
Cited
US4284758A
Cited
US4285690A
Cited
US4345063A
Cited
US4457766A
Cited
US4588419A
Cited
US4332586A
Cited
US4515835A
Cited
US4505720A
Cited
US4505712A
Cited
US4785073A
Cited
US4571413A
Cited
US4574003A
Cited
US5041481A
Cited
US4744802A
Cited
US5039759A
Cited
US4652274A
Cited
EP0228856A2
Cited
US4650838A
Cited
US4644703A
Cited
US4748043A
Cited
US4997717A
Cited
US4735632A
Cited
US4786683A
Cited
US4906774A
Cited
US4802896A
Cited
US4904516A
Cited
US4927431A
Cited
US4903440A
Cited
US5055113A
Cited
US5026405A
Cited
US5008336A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1996-01-12 | 1996-07-13 | 1997-01-12 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 2000-01-12 | 2000-07-13 | 2001-01-12 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2004-01-12 | 2004-07-13 | 2005-01-12 | $7700.00 | Window Closed / Lapsed |