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US4604443A Expired / Lapsed US ⏱️ 0.0 years remaining

Partial hydrolyzates containing hydrolyzable moieties from organosilane compounds

Assignee: PPG Industries Inc
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Filing: 1985-04-30
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Granted: 1986-08-05
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Expires: 2005-04-30
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Abstract

Abstract Disclosed is an ungelled partial hydrolysis product of an organosilicon-containing material, a method for preparing the partial hydrolysis product, and a composition such as a coating composition containing the partial hydrolysis product. The organosilicon-containing material for preparation of the ungelled partial hydrolysis product has an average functionality based on easily hydrolyzable Y groups attached to silicon atoms of greater than or equal to 2.4. The organosilicon-containing material for preparation of the ungelled partial hydrolysis product contains greater than or equal to 10 mole percent of at least one organosilane compound corresponding to the formula, R--Si--Y 3 . In the aforesaid formula, R represents hydrogen or a C 1 -C 10 group joined to Si through an Si--C linkage. Each Y in the aforesaid formula represents an easily hydrolyzable group. The partial hydrolysis product is prepared by hydrolyzing a portion of the easily hydrolyzable groups of the organosilane compound with a controlled amount of water. The amount of water employed in the controlled hydrolysis is determined according to the following formula, (E.sub.1,2 ×0.5)+(E.sub.3,4 ×Z)=W, wherein W represents the total moles H 2 O employed calculated based on the total equivalents of the easily hydrolyzable groups employed, E 1 ,2 represents the total number of equivalents of Y employed from organosilane compounds containing one or two Y groups, E 3 ,4 represents the total number of equivalents of Y employed from organosilane compounds containing three or four Y groups, and Z is a number in the range of from 0.023 to 0.43.

Inventors

  • 👤 Wen-Hsuan Chang
  • 👤 Edward L. Dufford

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-26 22:37
CPC Classifications
C; C08; C08G; C08G77/00; C08G77/04; C08G77/06; C08L; C08L83/00; C08L83/04; C08L83/06; C07; C07F; C07F7/00; C07F7/02; C07F7/08; C07F7/18; C09; C09D; C09D4/00

Claims Analysis

Total Claims: 27
Claim 1
Independent Claim 252 words
An ungelled partial hydrolysis product of an organosilicon-containing material, said organosilicon-containing material comprising greater than or equal to 10 mole percent of at least one organosilane compound corresponding to the formula R--Si--Y 3 in which R represents hydrogen, or a C 1 -C 10 group joined to Si through an Si--C linkage, and each Y independently represents an easily hydrolyzable group, wherein said partial hydrolysis product is prepared by hydrolyzing said easily hydrolyzable groups of said organosilane compound with water wherein the amount of water is determined according to the following formula (E.sub.1,2 ×0.5)+(E.sub.3,4 ×Z)=W, wherein W represents the total moles H20 employed calculated on total equivalents of said easily hydrolyzable groups given that one equivalent of said easily hydrolyzable groups corresponds to 1 mole of said easily hydrolyzable groups employed, E 1 ,2 represents the total number of equivalents of Y employed from organosilane compounds containing one or two Y groups, E 3 ,4 represents the total number of equivalents of Y employed from organosilane compounds containing three or four Y groups, Z is a number in the range of from 0.023 to 0.43; provided that said organosilicon-containing material has an average functionality of equal to or greater than 2.4 based on easily hydrolyzable Y groups attached to silicon atoms of organosilane compounds containing easily hydrolyzable Y groups present in said organosilicon-containing material but excluding easily hydrolyzable Y groups attached to silicon atoms of organosilane compounds having only 1 easily hydrolyzable Y group which may be present in said organosilicon-containing material.
Claim 2
Dependent Claim 252 words
An ungelled partial hydrolysis product of an organosilicon-containing material, said organosilicon-containing material comprising greater than or equal to 10 mole percent of at least one organosilane compound corresponding to the formula R--Si--Y 3 in which R represents hydrogen, or a C 1 -C 10 group joined to Si through an Si--C linkage, and each Y independently represents an easily hydrolyzable group, wherein said partial hydrolysis product is prepared by hydrolyzing said easily hydrolyzable groups of said organosilane compound with water wherein the amount of water is determined according to the following formula (E.sub.1,2 ×0.5)+(E.sub.3,4 ×Z)=W, wherein W represents the total moles H20 employed calculated on total equivalents of said easily hydrolyzable groups given that one equivalent of said easily hydrolyzable groups corresponds to 1 mole of said easily hydrolyzable groups employed, E 1 ,2 represents the total number of equivalents of Y employed from organosilane compounds containing one or two Y groups, E 3 ,4 represents the total number of equivalents of Y employed from organosilane compounds containing three or four Y groups, Z is a number in the range of from 0.023 to 0.43; provided that said organosilicon-containing material has an average functionality of equal to or greater than 2.4 based on easily hydrolyzable Y groups attached to silicon atoms of organosilane compounds containing easily hydrolyzable Y groups present in said organosilicon-containing material but excluding easily hydrolyzable Y groups attached to silicon atoms of organosilane compounds having only 1 easily hydrolyzable Y group which may be present in said organosilicon-containing material.
Claim 3
Dependent Claim 23 words
The ungelled partial hydrolysis product of claim 1 wherein said organosilicon-containing material comprises a mixture of a nonfunctional organosilane and an amino-containing silane.
Claim 4
Dependent Claim 86 words
The ungelled partial hydrolysis product of claim 1 wherein each Y independently is selected from the group consisting of --OR 1 , ##STR18## and the monohydroxy or cyclic C 2 -C 3 residue of a 1,2- or 1,3-glycol, wherein R 1 represents C 1 -C 3 alkyl, R 2 independently represents H or C 1 -C 4 alkyl, R 3 and R 4 independently represent H, C 1 -C 4 alkyl, or C 6 -C 8 aryl and R 5 represents C 4 -C 7 alkylene.
Claim 5
Dependent Claim 25 words
The ungelled partial hydrolysis product of claim 1 wherein each Y represents --OR 1 wherein R 1 is a C 1 -C 3 alkyl group.
Claim 6
Dependent Claim 25 words
The ungelled partial hydrolysis product of claim 1 wherein each Y represents --OR 1 wherein R 1 is a C 1 -C 2 alkyl group.
Claim 7
Dependent Claim 21 words
The ungelled partial hydrolysis product of claim 1 wherein each Y represents --OR 1 wherein R 1 is a methyl group.
Claim 8
Dependent Claim 23 words
The ungelled partial hydrolysis product of claim 1 wherein each Y independently is selected from the group consisting of methoxy, ethoxy and acetoxy.
Claim 9
Dependent Claim 99 words
The ungelled partial hydrolysis product of claim 1 wherein at least a portion of the R groups represent hydrogen or a C 1 -C 10 group joined to Si through an Si--C linkage containing a primary amino group, a secondary amino group, a tertiary amino group, a polyamino group, a mercapto group, a methacrylato group, an acrylato group, a urea group, a cyclic urea group, a urethane group, a 1,2-epoxy group, an ester group, an ether group, a thioether group, an amido group, an imidazolinyl group, a cyano group, an allyl group, a vinyl group, and/or a halo atom.
Claim 10
Dependent Claim 14 words
The ungelled partial hydrolysis product of claim 1 wherein R represents an aliphatic group.
Claim 11
Dependent Claim 19 words
The ungelled partial hydrolysis product of claim 1 wherein R represents hydrogen or a C 1 -C 5 group.
Claim 12
Dependent Claim 19 words
The ungelled partial hydrolysis product of claim 1 wherein R represents hydrogen or a C 1 -C 3 group.
Claim 13
Dependent Claim 58 words
The ungelled partial hydrolysis product of claim 1 wherein said partial hydrolysis product contains an amount of said easily hydrolyzable Y groups such that the ratio of the number of grams of said partial hydrolysis product to equivalents of said easily hydrolyzable Y groups in said partial hydrolysis product is in a range of from 40 to 300.
Claim 14
Dependent Claim 32 words
The ungelled partial hydrolysis product of claim 1 wherein said organosilicon-containing material contains greater than or equal to 30 mole percent of said organosilane compound corresponding to the formula R--Si--Y 3 .
Claim 15
Dependent Claim 31 words
The ungelled partial hydrolysis product of claim 1 wherein said partial hydrolysis product contains a ratio of residual Y groups to OH groups directly bonded to Si of greater than 1.00.
Claim 16
Dependent Claim 39 words
The ungelled partial hydrolysis product of claim 1 from which at least a portion of volatile components has been removed by distillation of said partial hydrolysis product at a temperature of less than or equal to 160 degrees Celsius.
Claim 17
Dependent Claim 42 words
The ungelled partial hydrolysis product of claim 1 from which at least a portion of volatile components has been removed by distillation of said partial hydrolysis product at a temperature of less than or equal to 160 degrees Celsius under reduced pressure.
Claim 18
Dependent Claim 13 words
The ungelled partial hydrolysis product of claim 1 additionally comprising a curing catalyst.
Claim 19
Dependent Claim 27 words
The ungelled partial hydrolysis product of claim 17 which cures at 25 degrees Celsius within 24 hours in the presence of moisture to a tack free state.
Claim 20
Dependent Claim 260 words
A nonaqueous coating composition comprising an ungelled partial hydrolysis product of an organosilicon-containing material, said organosilicon-containing material containing greater than or equal to 10 mole percent of at least one organosilane compound corresponding to the formula R--Si--Y 3 in which R represents hydrogen, or a C 1 -C 10 group joined to Si through an Si--C linkage, and each Y independently represents an easily hydrolyzable group, wherein said partial hydrolysis product is prepared by hydrolyzing said easily hydrolyzable groups of said organosilane compound with water wherein the amount of water is determined according to the following formula (E.sub.1,2 ×0.5)+(E.sub.3,4 ×Z)=W, wherein W represents the total moles H 2 O employed calculated on the total equivalents of said easily hydrolyzable groups given that one equivalent of said easily hydrolyzable groups corresponds to 1 mole of said easily hydrolyzable groups employed, E 1 ,2 represents the total number of equivalents of Y employed from organosilane compounds containing one or two Y groups, E 3 ,4 represents the total number of equivalents of Y employed from organosilane compounds containing three or four Y groups, Z is a number in the range of from 0.023 to 0.43; provided that said organosilicon-containing material has an average functionality of equal to or greater than 2.4 based on easily hydrolyzable Y groups attached to silicon atoms of organosilane compounds containing easily hydrolyzable Y groups present in said organosilicon-containing material but excluding easily hydrolyzable Y groups attached to silicon atoms of organosilane compounds having only 1 easily hydrolyzable Y group which may be present in said organosilicon-containing material.
Claim 21
Dependent Claim 260 words
A nonaqueous coating composition comprising an ungelled partial hydrolysis product of an organosilicon-containing material, said organosilicon-containing material containing greater than or equal to 10 mole percent of at least one organosilane compound corresponding to the formula R--Si--Y 3 in which R represents hydrogen, or a C 1 -C 10 group joined to Si through an Si--C linkage, and each Y independently represents an easily hydrolyzable group, wherein said partial hydrolysis product is prepared by hydrolyzing said easily hydrolyzable groups of said organosilane compound with water wherein the amount of water is determined according to the following formula (E.sub.1,2 ×0.5)+(E.sub.3,4 ×Z)=W, wherein W represents the total moles H 2 O employed calculated on the total equivalents of said easily hydrolyzable groups given that one equivalent of said easily hydrolyzable groups corresponds to 1 mole of said easily hydrolyzable groups employed, E 1 ,2 represents the total number of equivalents of Y employed from organosilane compounds containing one or two Y groups, E 3 ,4 represents the total number of equivalents of Y employed from organosilane compounds containing three or four Y groups, Z is a number in the range of from 0.023 to 0.43; provided that said organosilicon-containing material has an average functionality of equal to or greater than 2.4 based on easily hydrolyzable Y groups attached to silicon atoms of organosilane compounds containing easily hydrolyzable Y groups present in said organosilicon-containing material but excluding easily hydrolyzable Y groups attached to silicon atoms of organosilane compounds having only 1 easily hydrolyzable Y group which may be present in said organosilicon-containing material.
Claim 22
Dependent Claim 54 words
The ungelled partial hydrolysis product of claim 1 comprising at least 10 percent by weight of a compound corresponding to the formula ##STR19## wherein R independently represents a C 1 -C 10 group joined to Si through an Si--C linkage, or hydrogen, and R 6 independently represents a C 1 -C 3 alkyl group.
Claim 23
Dependent Claim 105 words
The ungelled partial hydrolysis product of claim 1 comprising (1) at least 10 percent by weight of a compound corresponding to the formula R--Si(OR 6 ) 3 wherein R independently represents a C 1 -C 10 group joined to Si through an Si--C linkage, or hydrogen, and R 6 independently represents a C 1 -C 3 alkyl group, and (2) at least 10 percent by weight of a compound corresponding to the formula ##STR20## wherein R independently represents a C 1 -C 10 group joined to Si through an Si--C linkage, or hydrogen, and R 6 independently represents a C 1 -C 3 alkyl group.
Claim 24
Dependent Claim 151 words
The ungelled partial hydrolysis product of claim 1 comprising (1) at least 10 percent by weight of a compound corresponding to the formula R--Si(OR 6 ) 3 wherein R independently represents a C 1 -C 10 group joined to Si through an Si--C linkage, or hydrogen, and R 6 independently represents a C 1 -C 3 alkyl group, and (2) at least 10 percent by weight of a compound corresponding to the formula ##STR21## wherein R independently represents a C 1 -C 10 group joined to Si through an Si--C linkage, or hydrogen, and R 6 independently represents a C 1 -C 3 alkyl group, (3) at least 10 percent by weight of a compound corresponding to the formula ##STR22## wherein R independently represents a C 1 -C 10 group joined to Si through an Si--C linkage, or hydrogen, and R 6 independently represents a C 1 -C 3 alkyl group.
Claim 25
Dependent Claim 101 words
The ungelled partial hydrolysis product of claim 1 comprising (1) at least 10 percent by weight of a compound corresponding to the formula ##STR23## wherein R independently represents a C 1 -C 10 group joined to Si through an Si--C linkage, or hydrogen, and R 6 independently represents a C 1 -C 3 alkyl group, (2) at least 10 percent by weight of a compound corresponding to the formula ##STR24## wherein R independently represents a C 1 -C 10 group joined to Si through an Si--C linkage, or hydrogen, and R 6 independently represents a C 1 -C 3 alkyl group.
Claim 26
Dependent Claim 26 words
The nonaqueous coating composition of claim 19 further comprising an organic polyol wherein said ungelled partial hydrolysis product is a curing agent for said organic polyol.
Claim 27
Dependent Claim 42 words
The nonaqueous coating composition of claim 24 wherein said organic polyol is selected from the group consisting of simple diols, triols and higher hydric alcohols; acrylic polyols; polyester polyols; polyether polyols; polyurethane polyols; polyhydroxyl-functional epoxy resins; polyhydric polyvinyl alcohols; and mixtures thereof.

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1989-08-04 1990-02-03 1990-08-05 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1993-08-04 1994-02-03 1994-08-05 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1997-08-04 1998-02-03 1998-08-05 $7700.00 Window Closed / Lapsed

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