Patent US5525654A successfully refreshed from Google Patents.
US5525654A
Expired / Lapsed
US
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Polyurethane-based sealing and adhesive compositions containing special diurethane plasticizers
Assignee: Henkel AG and Co KGaA
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Filing: 1994-09-16
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Granted: 1996-06-11
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Expires: 2014-09-16
Abstract
Abstract Described are moisture-curing sealing and/or adhesive compositions based on alkoxysilane-terminated polyurethanes and containing diurethanes as plasticizers. The diurethanes are prepared either from diol mixtures and mono-functional isocyanates, reacting with substantially all the free hydroxyl groups, or from diisocyanates and mono-functional alcohols, reacting with substantially all the free isocyanate groups. Also described is a method of preparing the moisture-curing sealing and/or adhesive compositions and their use as joint sealants.
Inventors
- 👤 Tore Podola
- 👤 Martin Majolo
- 👤 Winfried Emmerling
- 👤 Lothar Unger
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-08 17:28
CPC Classifications
C; C08; C08K; C08K5/00; C08K5/16; C08K5/205; C08G; C08G18/00; C08G18/06; C08G18/08; C08G18/10; C09; C09J; C09J175/00; C09J175/04; C08G2190/00; C08L; C08L2666/00; C08L2666/28; C08L2666/44; Y; Y10; Y10S; Y10S524/00; Y10S524/91; Y10S524/912
Claims Analysis
Total Claims: 21
Claim 1
Independent Claim
74 words
Moisture-curing sealing and adhesive compositions, capable of application at room temperature, said compositions comprising: alkoxysilane-terminated polyurethanes prepared by substantially complete reaction of the free NCO groups of isocyanate-terminated polyurethane prepolymers with alkoxysilanes containing NCO-reactive groups and as plasticizers diurethanes produced by reacting a) diol mixtures and monofunctional isocyanates with substantially complete reaction of the free OH groups, or by reacting b) diisocyanates and monofunctional alcohols with substantially complete reaction of the free NCO groups.
Claim 2
Dependent Claim
74 words
Moisture-curing sealing and adhesive compositions, capable of application at room temperature, said compositions comprising: alkoxysilane-terminated polyurethanes prepared by substantially complete reaction of the free NCO groups of isocyanate-terminated polyurethane prepolymers with alkoxysilanes containing NCO-reactive groups and as plasticizers diurethanes produced by reacting a) diol mixtures and monofunctional isocyanates with substantially complete reaction of the free OH groups, or by reacting b) diisocyanates and monofunctional alcohols with substantially complete reaction of the free NCO groups.
Claim 3
Dependent Claim
46 words
Sealing and adhesive compositions as claimed in claim 1, comprising alkoxysilane-terminated polyurethanes in quantities of 20 to 50%, by weight, diurethanes in quantities of 5 to 50% by weight, and, optionally, other additives in quantities of 0 to 75% by weight, based on the particular composition.
Claim 4
Dependent Claim
92 words
Sealing and adhesive compositions as claimed in claim 2, comprising as plasticizers diurethanes which have been produced by reacting a) linear diol mixtures containing polypropylene glycol with a number average molecular weight of 1000 to 6000 in quantities of more than 70% by weight and aromatic, aliphatic, or both aromatic and aliphatic monoisocyanates, or by reacting b) linear monoalcohol mixtures containing polypropylene glycol monoalkyl ethers with a number average molecular weight of 500 to 2000 in quantities of more than 70% by weight and aromatic, aliphatic, or both aromatic and aliphatic diisocyanates.
Claim 5
Dependent Claim
39 words
Sealing and adhesive compositions as claimed in claim 3, wherein the alkoxysilane-terminated polyurethanes have been produced by reaction of alkoxysilanes with NCO-terminated polyurethane prepolymers having an average NCO functionality of at least 2 obtained OH-terminated polyol mixtures and diisocyanates.
Claim 6
Dependent Claim
135 words
Sealing and adhesive compositions as claimed in claim 3, wherein the alkoxysilane-terminated polyurethanes have been produced by reaction or alkoxysilanes and NCO-terminated polyurethane prepolymers having an average NCO functionality of at least 1 and less than 2 obtained by a) reaction of OH-terminated polyol mixtures with diisocyanates to NCO-terminated polyurethane prepolymers having an average NCO functionality of at least 2 and partial reaction of the NCO groups with linear or branched aliphatic monofunctional alcohols containing 1 to 18 carbon atoms, monoalkyl polyether alcohols, or both to form a polyurethane prepolymer having an average NCO functionality of at least 1 and less than 2, or a') reaction of OH-terminated polyol mixtures with a mixture of mono- and diisocyanates to form NCO-terminated polyurethane prepolymers having an average NCO functionality of at least 1 and less than 2.
Claim 7
Dependent Claim
36 words
Sealing and adhesive compositions as claimed in claim 5, wherein the NCO-terminated polyurethane prepolymers have been produced from linear OH-terminated polyol mixtures which contain polypropylene glycol having a number average molecular weight of 1000 to 6000.
Claim 8
Dependent Claim
113 words
Sealing and adhesive compositions as claimed in claim 6, comprising alkoxysilane-terminated polyurethanes prepared by reaction of substantially all the free NCO groups of the NCO-terminated polyurethane prepolymers with alkoxysilanes selected from the group consisting of alkoxysilanes corresponding to the following general formula: ##STR3## in which X=SH, NHR 2 , ##STR4## or (NH--CH 2 --CH 2 ) m --NHR 2 ; R=CH 3 , --CH 2 H 5 or OR 1 ; R 1 =an optionally substituted aliphatic, cycloaliphatic or aromatic hydrocarbon radical containing 1 to 10 carbon atoms; R 2 =H or an optionally substituted aliphatic, cycloaliphatic or aromatic hydrocarbon radical containing 1 to 10 carbon atoms; n=2 to 6; m=1 or 2.
Claim 9
Dependent Claim
97 words
A process for the production of moisture-curing sealing and adhesive compositions according to claim 1, wherein alkoxysilane-terminated polyurethanes which have been prepared by reaction of substantially all the free NCO groups of NCO-terminated polyurethane prepolymers and alkoxysilanes are added with stirring, at temperatures of 15° to 80° C., to diurethanes which have been prepared from diol mixtures and monofunctional isocyanates with substantially all the free OH groups reacting off or from diisocyanates and monofunctional alcohols with substantially all the free NCO groups reacting off, followed by using said compositions in a process of joining or sealing surfaces.
Claim 10
Dependent Claim
29 words
A process for joining or sealing, surfaces wherein the improvement comprises using mixtures according to claim 1 containing alkoxysilane-terminated polyurethanes and diurethanes as moisture-curing sealing compositions or adhesive compositions.
Claim 11
Dependent Claim
45 words
Sealing and adhesive compositions as claimed in claim 1, comprising alkoxysilane-terminated polyurethanes in quantities of 25 to 45% by weight, diurethanes in quantities of 10 to 40% by weight, and other additives in quantities of 10 to 80% by weight, based on the particular composition.
Claim 12
Dependent Claim
92 words
Sealing and adhesive compositions as claimed in claim 1, comprising as plasticizers diurethanes which have been produced by reacting a) linear diol mixtures containing polypropylene glycol with a number average molecular weight of 1000 to 6000 in quantities of more than 50% by weight and aromatic, aliphatic, or both aromatic and aliphatic monoisocyanates, or by reacting b) linear monoalcohol mixtures containing polypropylene glycol monoalkyl ethers with a number average molecular weight of 500 to 2000 in quantities of more than 50% by weight and aromatic, aliphatic, or both aromatic and aliphatic diisocyanates.
Claim 13
Dependent Claim
40 words
Sealing and adhesive compositions as claimed in claim 1, wherein the alkoxysilane-terminated polyurethanes have been produced by reaction of alkoxysilanes with NCO-terminated polyurethane prepolymers having an average NCO functionality of at least 2 obtained from OH-terminated polyol mixtures and diisocyanates.
Claim 14
Dependent Claim
135 words
Sealing and adhesive compositions as claimed in claim 1, wherein the alkoxysilane-terminated polyurethanes have been produced by reaction of alkoxysilanes and NCO-terminated polyurethane prepolymers having an average NCO functionality of at least 1 and less than 2 obtained by a) reaction of OH-terminated polyol mixtures with diisocyanates to NCO-terminated polyurethane prepolymers having an average NCO functionality of at least 2 and partial reaction of the NCO groups with linear or branched aliphatic monofunctional alcohols containing 1 to 18 carbon atoms, monoalkyl polyether alcohols, or both to form a polyurethane prepolymer having an average NCO functionality of at least 1 and less than 2, or a') reaction of OH-terminated polyol mixtures with a mixture of mono- and diisocyanates to form NCO-terminated polyurethane prepolymers having an average NCO functionality of at least 1 and less than 2.
Claim 15
Dependent Claim
36 words
Sealing and adhesive compositions as claimed in claim 4, wherein the NCO-terminated polyurethane prepolymers have been produced from linear OH-terminated polyol mixtures which contain polypropylene glycol having a number average molecular weight of 1000 to 6000.
Claim 16
Dependent Claim
36 words
Sealing and adhesive compositions as claimed in claim 1, wherein the NCO-terminated polyurethane prepolymers have been produced from linear OH-terminated polyol mixtures which contain polypropylene glycol having a number average molecular weight of 1000 to 6000.
Claim 17
Dependent Claim
113 words
Sealing and adhesive compositions as claimed in claim 14, comprising alkoxysilane-terminated polyurethanes prepared by reaction of substantially all the free NCO groups of the NCO-terminated polyurethane prepolymers with alkoxysilanes selected from the group consisting of alkoxysilanes corresponding to the following general formula: ##STR5## in which X=SH, NHR 2 , ##STR6## or (NH--CH 2 --CH 2 ) m --NHR 2 ; R=--CH 3 , --CH 2 H 5 or OR 1 ; R 1 =an optionally substituted aliphatic, cycloaliphatic or aromatic hydrocarbon radical containing 1 to 10 carbon atoms; R 2= H or an optionally substituted aliphatic, cycloaliphatic or aromatic hydrocarbon radical containing 1 to 10 carbon atoms; n=2 to 6; m=1 or 2.
Claim 18
Dependent Claim
113 words
Sealing and adhesive compositions as claimed in claim 5, comprising alkoxysilane-terminated polyurethanes prepared by reaction of substantially all the free NCO groups of the NCO-terminated polyurethane prepolymers with alkoxysilanes selected from the group consisting of alkoxysilanes corresponding to the following general formula: ##STR7## in which X=SH, NHR 2 , ##STR8## or (NH--CH 2 --CH 2 ) m --NHR 2 ; R=--CH 3 , --CH 2 H 5 or OR 1 ; R 1 =an optionally substituted aliphatic, cycloaliphatic or aromatic hydrocarbon radical containing 1 to 10 carbon atoms; R 2 =H or an optionally substituted aliphatic, cycloaliphatic or aromatic hydrocarbon radical containing 1 to 10 carbon atoms; n=2 to 6; m=1 or 2.
Claim 19
Dependent Claim
113 words
Sealing and adhesive compositions as claimed in claim 4, comprising alkoxysilane-terminated polyurethanes prepared by reaction of substantially all the free NCO groups of the NCO-terminated polyurethane prepolymers with alkoxysilanes selected from the group consisting of alkoxysilanes corresponding to the following general formula: ##STR9## in which X=SH, NHR 2 , ##STR10## or (NH--CH 2 --CH 2 ) m --NHR 2 ; R=--CH 3 , --CH 2 H 5 or OR 1 ; R 1 =an optionally substituted aliphatic, cycloaliphatic or aromatic hydrocarbon radical containing 1 to 10 carbon atoms; R 2 =H or an optionally substituted aliphatic, cycloaliphatic or aromatic hydrocarbon radical containing 1 to 10 carbon atoms; n=2 to 6; m=1 to 2.
Claim 20
Dependent Claim
113 words
Sealing and adhesive compositions as claimed in claim 3, comprising alkoxysilane-terminated polyurethanes prepared by reaction of substantially all the free NCO groups or the NCO-terminated polyurethane prepolymers with alkoxysilanes selected from the group consisting of alkoxysilanes corresponding to the following general formula: ##STR11## in which X=SH, NHR 2 , ##STR12## or (NH--CH 2 --CH 2 ) m --NHR 2 ; R=--CH 3 , --CH 2 H 5 or OR 1 ; R 1 =an optionally substituted aliphatic, cycloaliphatic or aromatic hydrocarbon radical containing 1 to 10 carbon atoms; R 2 =H or an optionally substituted aliphatic, cycloaliphatic or aromatic hydrocarbon radical containing 1 to 10 carbon atoms; n=2 to 6; m=1 or 2.
Claim 21
Dependent Claim
113 words
Sealing and adhesive compositions as claimed in claim 2, comprising alkoxysilane-terminated polyurethanes prepared by reaction of substantially all the free NCO groups of the NCO-terminated polyurethane prepolymers with alkoxysilanes selected from the group consisting of alkoxysilanes corresponding to the following general formula: ##STR13## in which X=SH, NHR 2 , ##STR14## or (NH--CH 2 --CH 2 ) m --NHR 2 ; R=--CH 3 , --CH 2 H 5 or OR 1 ; R 1 =an optionally substituted aliphatic, cycloaliphatic or aromatic hydrocarbon radical containing 1 to 10 carbon atoms; R 2 =H or an optionally substituted aliphatic, cycloaliphatic or aromatic hydrocarbon radical containing 1 to 10 carbon atoms; n=2 to 6; m=1 or 2.
References Cited (Backward Citations)
FR1140301A
Cited
FR1189988A
Cited
FR1217009A
Cited
FR1254063A
Cited
US3627722A
Cited
US4555561A
Cited
EP0170865A1
Cited
US4798878A
Cited
EP0261409A1
Cited
DE3714768A1
Cited
US4824888A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1999-06-11 | 1999-12-11 | 2000-06-11 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 2003-06-11 | 2003-12-11 | 2004-06-11 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2007-06-11 | 2007-12-11 | 2008-06-11 | $7700.00 | Window Closed / Lapsed |