US5155198A
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US
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Primer composition containing epoxy phosphate esters, silane coupling agent, reactive end group-terminated polydiorganosiloxane, organometallic catalysts and amine hardening agents
Assignee: Cape Cod Research Inc
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Filing: 1991-06-14
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Granted: 1992-10-13
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Expires: 2011-06-14
Abstract
Abstract A primer composition which contains a diluent and a film forming binder wherein the film forming binder contains a siloxane condensation catalyst, an amine hardner, a silane coupling agent and the reaction product of a polydiorganosiloxane having a reactive end group and an epoxy functional phosphate ester compound. The composition is useable as a primer on aluminum substrate.
Inventors
- 👤 Francis L. Keohan
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-08 12:40
CPC Classifications
C; C09; C09D; C09D183/00; C09D183/04; C08; C08G; C08G59/00; C08G59/18; C08G59/20; C08G59/22; C08G59/30; C08G59/304; C09D163/00; C09D183/10
Claims Analysis
Total Claims: 8
Claim 1
Independent Claim
232 words
A primer composition comprising a diluent and a film-forming binder composition; said binder composition comprising an organometallic siloxane condensation catalyst, an amine hardner, a silane coupling agent, and a reaction product of: (1) a reactive endgroup-functional polydiorganosiloxane represented by the general formula: ##STR7## wherein n is an integer equal to 0 to 2,000 inclusive; X is selected from the group consisting of halogen, hydrogen, --OH, --OOCR 3 , --OR 3 , --O--N=R 3 , --N(R 3 ) 2 and --SR 3 ; R 1 is selected from the group consisting of C.sub.(1-3) monovalent hydrocarbon radicals, substituted derivatives thereof which are free of olefinic unsaturation, and C.sub.(2-10) olefinically unsaturated aliphatic radicals; R 2 is selected from the group consisting of C.sub.(1-18) hydrocarbon radicals and substituted derivatives thereof; and R 3 is selected from the group consisting of a hydrocarbon radical and a substituted hydrocarbon radical; and (2) a phosphate ester containing terminal epoxide functionality corresponding to the general formula: ##STR8## wherein R' is a glycidyl ether of the general formula: ##STR9## wherein m is a positive number between 0 and about 20 and equals the number of repeating units in said ether; R is an aromatic group or a remnant of a compound which contains an aromatic group; R" is H or an organic group of up to about 20 carbons; and R'" is selected from a group consisting of R' and R".
Claim 2
Dependent Claim
232 words
A primer composition comprising a diluent and a film-forming binder composition; said binder composition comprising an organometallic siloxane condensation catalyst, an amine hardner, a silane coupling agent, and a reaction product of: (1) a reactive endgroup-functional polydiorganosiloxane represented by the general formula: ##STR7## wherein n is an integer equal to 0 to 2,000 inclusive; X is selected from the group consisting of halogen, hydrogen, --OH, --OOCR 3 , --OR 3 , --O--N=R 3 , --N(R 3 ) 2 and --SR 3 ; R 1 is selected from the group consisting of C.sub.(1-3) monovalent hydrocarbon radicals, substituted derivatives thereof which are free of olefinic unsaturation, and C.sub.(2-10) olefinically unsaturated aliphatic radicals; R 2 is selected from the group consisting of C.sub.(1-18) hydrocarbon radicals and substituted derivatives thereof; and R 3 is selected from the group consisting of a hydrocarbon radical and a substituted hydrocarbon radical; and (2) a phosphate ester containing terminal epoxide functionality corresponding to the general formula: ##STR8## wherein R' is a glycidyl ether of the general formula: ##STR9## wherein m is a positive number between 0 and about 20 and equals the number of repeating units in said ether; R is an aromatic group or a remnant of a compound which contains an aromatic group; R" is H or an organic group of up to about 20 carbons; and R'" is selected from a group consisting of R' and R".
Claim 3
Dependent Claim
29 words
The primer composition of claim 1 wherein said silane coupling agent is selected from the group consisting of epoxycyclohexylalkyltrialkoxy silane, glycidoxyalkyltrialkoxy silane, mercaptoalkyltrialkoxy silane, aminoalkyltrialkoxy silane, and (aminoalkyl)aminoalkyltrialkoxy silane.
Claim 4
Dependent Claim
56 words
The primer composition of claim 1 wherein said film-forming binder composition comprises by weight from about 0.01% to about 20% of said endgroup-functional polydiorganosiloxane, from about 50% to about 95% of said phosphate ester, from about 0.01% to about 25% of said silane coupling agent, and from about 5% to about 30% of said amine hardner.
Claim 5
Dependent Claim
27 words
The primer composition of claim 1 wherein said diluent is an organic solvent which makes up about 70% to about 99% by weight of said primer composition.
Claim 6
Dependent Claim
39 words
The primer composition of claim 1 wherein said catalyst comprises about 0.1% to about 2.0% by weight of said polydiorganosiloxane and is selected from the group consisting of organotitanates, organozirconates, organotins, organozincs, and the carboxylic acid salts of iron.
Claim 7
Dependent Claim
23 words
The primer composition of claim 1 wherein said amine hardner is selected from the group consisting of aliphatic, aromatic, cycloaliphatic or epoxy-modified amines.
Claim 8
Dependent Claim
55 words
A coating composition comprising about 5% to 30% by weight, based on the weight of the coating composition, dissolved in an organic solvent and having pigments dispersed therein in a pigment to film forming binder composition weight ratio of 1:100 to 50:100; wherein the binder composition consists essentially of the binder composition of claim 1.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
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| 3.5 Years (Year 4) | 1995-10-13 | 1996-04-13 | 1996-10-13 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1999-10-13 | 2000-04-13 | 2000-10-13 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2003-10-13 | 2004-04-13 | 2004-10-13 | $7700.00 | Window Closed / Lapsed |