US4093673A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Coating compositions composed of hydroxyfunctional polymers or copolymers and alkoxysilanes
Assignee: PPG Industries Inc
•
Filing: 1974-11-14
•
Granted: 1978-06-06
•
Expires: 1994-11-14
Abstract
Abstract Resinous compositions useful as coating compositions comprise blends of hydroxyfunctional polymers; organoalkoxy silane crosslinking agents represented by the formula: R.sub.n Si(OR').sub.4-n wherein R is an aryl, alkaryl, aralkyl, alkyl having 1 to 8 carbon atoms, XR 4 -- or ##STR1## RADICAL, WHEREIN R 1 is hydrogen or an alkyl radical of 1 to 6 carbon atoms, R 2 is a member selected from the group consisting of alkylene radicals of 1 to 7 carbon atoms and carbonyloxy radicals represented by the formula: ##STR2## wherein R 3 is an alkylene radical of 1 to 6 carbon atoms, wherein R 4 is an alkylene radical of 1 to 6 carbon atoms, a cycloalkylene radical, or an arylene radical and X is a functional group selected from the group consisting of --OH, --SH, ##STR3## halogen, NH 2 --, ##STR4## and NH 2 --CH 2 --CH 2 --NH--, and wherein R' is methyl, ethyl, 2-methoxyethoxy, 2-ethoxyethoxy, m is 0 or 1 and n is 0, 1 or 2; and cure accelerating catalysts. Hydroxyfunctional polymers such as hydroxyfunctional acrylic polymers, polyesters and polyurethanes are particularly useful. Organic acids, metallic salts of organic acids and organic bases are useful cure accelerating catalysts.
Inventors
- 👤 Wen-Hsuan Chang
- 👤 Rostyslaw Dowbenko
- 👤 Marvis E. Hartman
- 👤 Samuel Porter, Jr.
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-23 04:17
CPC Classifications
C; C08; C08G; C08G18/00; C08G18/06; C08G18/83; C08G18/837; C08K; C08K5/00; C08K5/54; C09; C09D; C09D133/00; C09D133/04; C09D133/14
Claims Analysis
Total Claims: 39
Claim 1
Independent Claim
62 words
A resinous coating composition comprising a blend of a hydroxyfunctional acrylic polymer with: (A) from about 10 percent to about 50 percent by weight of polymer solids of an organoalkoxysilane crosslinking agent selected from the group consisting of cellosolve silicate and phenyltrimethoxysilane; and (B) from about 0.1 percent to about 2.0 percent by weight of polymer solids of a cure accelerating catalyst.
Claim 2
Dependent Claim
62 words
A resinous coating composition comprising a blend of a hydroxyfunctional acrylic polymer with: (A) from about 10 percent to about 50 percent by weight of polymer solids of an organoalkoxysilane crosslinking agent selected from the group consisting of cellosolve silicate and phenyltrimethoxysilane; and (B) from about 0.1 percent to about 2.0 percent by weight of polymer solids of a cure accelerating catalyst.
Claim 3
Dependent Claim
30 words
The coating composition of claim 1 wherein the hydroxyfunctional acrylic polymer is derived by copolymerizing a hydroxylcontaining monomer with at least one other monomer containing the CH 2 ═C< group.
Claim 4
Dependent Claim
19 words
The coating composition of claim 2 wherein the hydroxylcontaining monomer is a hydroxyalkyl ester of acrylic or methacrylic acid.
Claim 5
Dependent Claim
13 words
The coating composition of claim 3 wherein the hydroxylcontaining monomer is 2-hydroxyethyl acrylate.
Claim 6
Dependent Claim
27 words
The coating composition of claim 2 wherein the hydroxyfunctional acrylic polymer contains from about 3 percent to about 30 percent by weight of polymer of hydroxyl-containing component.
Claim 7
Dependent Claim
12 words
The coating composition of claim 1 wherein the organoalkoxysilane is cellosolve silicate.
Claim 8
Dependent Claim
11 words
The coating composition of claim 1 wherein the organoalkoxysilane is phenyltrimethoxysilane.
Claim 9
Dependent Claim
28 words
The coating composition of claim 1 wherein the cure accelerating catalyst is selected from the group consisting of organic acids, metallic salts of organic acids and organic bases.
Claim 10
Dependent Claim
26 words
The coating composition of claim 1 wherein the cure accelerating catalyst is an organic acid selected from the group consisting of n-butylphosphoric acid and p-toluenesulfonic acid.
Claim 11
Dependent Claim
14 words
The coating composition of claim 1 wherein the cure accelerating catalyst is dibutyltin dilaurate.
Claim 12
Dependent Claim
202 words
A resinous coating composition comprising a blend of a polyester polyol with: (A) from about 10 percent to about 50 percent by weight of polymer solids of an organoalkoxysilane crosslinking agent represented by the formula: R.sub.n Si(OR').sub.4-n wherein R is an aryl, alkaryl, aralkyl, alkyl having from 1 to 8 carbon atoms, ##STR10## or XR 4 - radical, wherein R 1 is hydrogen or an alkyl radical of 1 to 6 carbon atoms, R 2 is a member selected from the group consisting of alkylene radicals of 1 to 7 carbon atoms and carbonyloxy radicals represented by the formula ##STR11## wherein R 3 is an alkylene radical of 1 to 6 carbon atoms and m is 0 or 1, wherein R 4 is an alkylene radical of 1 to 6 carbon atoms, a cycloalkylene radical, or any arylene radical, and x is a functional group selected from the group consisting of --OH, --SH, ##STR12## NH 2 --CH 2 --CH 2 --NH--, NH 2 --, and halogen, and wherein R' is methyl, ethyl, 2-methoxyethoxy, or 2-ethoxyethoxy and n is 0, 1 or 2; and (B) from about 0.1 percent to about 2.0 percent by weight of polymer solids of a cure accelerating catalyst.
Claim 13
Dependent Claim
202 words
A resinous coating composition comprising a blend of a polyester polyol with: (A) from about 10 percent to about 50 percent by weight of polymer solids of an organoalkoxysilane crosslinking agent represented by the formula: R.sub.n Si(OR').sub.4-n wherein R is an aryl, alkaryl, aralkyl, alkyl having from 1 to 8 carbon atoms, ##STR10## or XR 4 - radical, wherein R 1 is hydrogen or an alkyl radical of 1 to 6 carbon atoms, R 2 is a member selected from the group consisting of alkylene radicals of 1 to 7 carbon atoms and carbonyloxy radicals represented by the formula ##STR11## wherein R 3 is an alkylene radical of 1 to 6 carbon atoms and m is 0 or 1, wherein R 4 is an alkylene radical of 1 to 6 carbon atoms, a cycloalkylene radical, or any arylene radical, and x is a functional group selected from the group consisting of --OH, --SH, ##STR12## NH 2 --CH 2 --CH 2 --NH--, NH 2 --, and halogen, and wherein R' is methyl, ethyl, 2-methoxyethoxy, or 2-ethoxyethoxy and n is 0, 1 or 2; and (B) from about 0.1 percent to about 2.0 percent by weight of polymer solids of a cure accelerating catalyst.
Claim 14
Dependent Claim
41 words
The coating composition of claim 11 wherein said polyester polyol is derived from the reaction of a polyol component having a hydroxyl functionality of at least about 1.9 and an acid component having a carboxyl functionality of at least about 1.9.
Claim 15
Dependent Claim
41 words
The coating composition of claim 12 wherein the polyol component comprises a mixture of diols and compounds containing 3 or more hydroxy groups with no more than 25 mole percent of the mixture being compounds containing 3 or more hydroxyl groups.
Claim 16
Dependent Claim
25 words
The coating composition of claim 12 wherein the acid component is a monomeric carboxylic acid or acid anhydride having from 2 to 14 carbon atoms.
Claim 17
Dependent Claim
12 words
The coating composition of claim 11 wherein the organoalkoxysilane is cellosolve silicate.
Claim 18
Dependent Claim
11 words
The coating composition of claim 11 wherein the organoalkoxysilane is phenyltrimethoxysilane.
Claim 19
Dependent Claim
28 words
The coating composition of claim 11 wherein the cure accelerating catalyst is selected from the group consisting of organic acids, metallic salts of organic acids and organic bases.
Claim 20
Dependent Claim
26 words
The coating composition of claim 11 wherein the cure accelerating catalyst is an organic acid selected from the group consisting of n-butylphosphoric acid and p-toluenesulfonic acid.
Claim 21
Dependent Claim
14 words
The coating composition of claim 11 wherein the cure accelerating catalyst is dibutyltin dilaurate.
Claim 22
Dependent Claim
202 words
A resinous coating composition comprising a blend of a polyurethane polyol with: (A) from about 10 percent to about 50 percent by weight of polymer solids of an organoalkoxysilane crosslinking agent represented by the formula: R.sub.n Si(OR').sub.4-n wherein R is an aryl, alkaryl, aralkyl, alkyl having from 1 to 8 carbon atoms, ##STR13## or XR 4 -- radical, wherein R 1 is hydrogen or an alkyl radical of 1 to 6 carbon atoms, R 2 is a member selected from the group consisting of alkylene radicals of 1 to 7 carbon atoms and carbonyloxy radicals represented by the formula ##STR14## wherein R 3 is an alkylene radical of 1 to 6 carbon atoms and m is 0 or 1, wherein R 4 is an alkylene radical of 1 to 6 carbon atoms, a cycloalkylene radical, or any arylene radical, and x is a functional group selected from the group consisting of --OH, --SH, ##STR15## NH 2 --CH 2 --CH 2 --NH--, NH 2 --, and halogen, and wherein R' is methyl, ethyl, 2-methoxyethoxy, or 2-ethoxyethoxy and n is 0, 1 or 2; and (B) from about 0.1 percent to about 2.0 percent by weight of polymer solids of a cure accelerating catalyst.
Claim 23
Dependent Claim
202 words
A resinous coating composition comprising a blend of a polyurethane polyol with: (A) from about 10 percent to about 50 percent by weight of polymer solids of an organoalkoxysilane crosslinking agent represented by the formula: R.sub.n Si(OR').sub.4-n wherein R is an aryl, alkaryl, aralkyl, alkyl having from 1 to 8 carbon atoms, ##STR13## or XR 4 -- radical, wherein R 1 is hydrogen or an alkyl radical of 1 to 6 carbon atoms, R 2 is a member selected from the group consisting of alkylene radicals of 1 to 7 carbon atoms and carbonyloxy radicals represented by the formula ##STR14## wherein R 3 is an alkylene radical of 1 to 6 carbon atoms and m is 0 or 1, wherein R 4 is an alkylene radical of 1 to 6 carbon atoms, a cycloalkylene radical, or any arylene radical, and x is a functional group selected from the group consisting of --OH, --SH, ##STR15## NH 2 --CH 2 --CH 2 --NH--, NH 2 --, and halogen, and wherein R' is methyl, ethyl, 2-methoxyethoxy, or 2-ethoxyethoxy and n is 0, 1 or 2; and (B) from about 0.1 percent to about 2.0 percent by weight of polymer solids of a cure accelerating catalyst.
Claim 24
Dependent Claim
34 words
The coating composition of claim 20 wherein said polyurethane polyol is the reaction product of an organic polyisocyanate and a polyol selected from the group consisting of polyether polyols, polyester polyols and mixtures thereof.
Claim 25
Dependent Claim
33 words
The coating composition of claim 20 wherein the polyurethane polyol is the ungelled reaction product of a polyurethane polyol containing at least 0.075 percent by weight of acidic carboxyl groups and an alkylenimine.
Claim 26
Dependent Claim
65 words
The coating composition of claim 12, wherein said alkylenimine has the structure: ##STR16## wherein R 1 , R 2 , R 3 , R 4 , and R 5 are each selected from the group consisting of hydrogen, alkyl, aryl, alkaryl and aralkyl, R 6 is selected from the group consisting of hydrogen and lower alkyl and n is an integer from 0 to 1.
Claim 27
Dependent Claim
11 words
The coating composition of claim 23 wherein the alkylenimine is N-hydroxyethylethylenimine.
Claim 28
Dependent Claim
15 words
The coating composition of claim 1 further containing a melamine resin as a co-crosslinking agent.
Claim 29
Dependent Claim
15 words
The coating composition of claim 25 wherein said melamine resin is an alkylated melamine-formaldehyde resin.
Claim 30
Dependent Claim
221 words
A resinous coating composition comprising a blend of an ungelled reaction product of a polyurethane polyol containing at least 0.075 percent by weight of acidic carboxyl groups and an alkylenimine with: (A) from about 10 percent to about 50 percent by weight of polymer solids of an organoalkoxysilane crosslinking agent represented by the formula: R.sub.n Si(OR').sub.4-n wherein R is an aryl, alkaryl, aralkyl, alkyl having from 1 to 8 carbon atoms, ##STR17## or XR 4 -- radical, wherein R 1 is hydrogen or an alkyl radical of 1 to 6 carbon atoms, R 2 is a member selected from the group consisting of alkylene radicals of 1 to 7 carbon atoms and carbonyloxy radicals represented by the formula ##STR18## wherein R 3 is an alkylene radical of 1 to 6 carbon atoms and m is 0 or 1, wherein R 4 is an alkylene radical of 1 to 6 carbon atoms, a cycloalkylene radical, or any arylene radical, and x is a functional group selected from the groups consisting of --OH, --SH, ##STR19## NH 2 --CH 2 --CH 2 --NH--, NH 2 --, and halogen, and wherein R' is methyl, ethyl, 2-methoxyethoxy, or 2-ethoxyethoxy and n is 0, 1 or 2; and (B) from about 0.1 percent to about 2.0 percent by weight of polymer solids of a cure accelerating catalyst.
Claim 31
Dependent Claim
221 words
A resinous coating composition comprising a blend of an ungelled reaction product of a polyurethane polyol containing at least 0.075 percent by weight of acidic carboxyl groups and an alkylenimine with: (A) from about 10 percent to about 50 percent by weight of polymer solids of an organoalkoxysilane crosslinking agent represented by the formula: R.sub.n Si(OR').sub.4-n wherein R is an aryl, alkaryl, aralkyl, alkyl having from 1 to 8 carbon atoms, ##STR17## or XR 4 -- radical, wherein R 1 is hydrogen or an alkyl radical of 1 to 6 carbon atoms, R 2 is a member selected from the group consisting of alkylene radicals of 1 to 7 carbon atoms and carbonyloxy radicals represented by the formula ##STR18## wherein R 3 is an alkylene radical of 1 to 6 carbon atoms and m is 0 or 1, wherein R 4 is an alkylene radical of 1 to 6 carbon atoms, a cycloalkylene radical, or any arylene radical, and x is a functional group selected from the groups consisting of --OH, --SH, ##STR19## NH 2 --CH 2 --CH 2 --NH--, NH 2 --, and halogen, and wherein R' is methyl, ethyl, 2-methoxyethoxy, or 2-ethoxyethoxy and n is 0, 1 or 2; and (B) from about 0.1 percent to about 2.0 percent by weight of polymer solids of a cure accelerating catalyst.
Claim 32
Dependent Claim
34 words
The coating composition of claim 27 wherein the polyurethane polyol is the reaction product of an organic polyisocyanate and a polyol selected from the group consisting of polyether polyols, polyester polyols and mixtures thereof.
Claim 33
Dependent Claim
11 words
The coating composition of claim 27 wherein the alkylenimine is N-hydroxyethylethylenimine.
Claim 34
Dependent Claim
12 words
The coating composition of claim 27 wherein the organoalkoxysilane is cellosolve silicate.
Claim 35
Dependent Claim
11 words
The coating composition of claim 27 wherein the organoalkoxysilane is phenyltrimethoxysilane.
Claim 36
Dependent Claim
14 words
The coating composition of claim 27 wherein the cure accelerating catalyst is n-butylphosphoric acid.
Claim 37
Dependent Claim
14 words
The coating composition of claim 27 wherein the cure accelerating catalyst is p-toluenesulfonic acid.
Claim 38
Dependent Claim
19 words
The coating composition of claim 11 wherein said polyester polyol has a hydroxyl value of at least about 20.
Claim 39
Dependent Claim
15 words
The coating composition of claim 11 further containing a melamine resin as a co-crosslinking agent.
References Cited (Backward Citations)
US2500842A
Cited
US2634285A
Cited
US2686739A
Cited
US2687396A
Cited
US3150116A
Cited
US3455877A
Cited
US3217065A
Cited
US3317369A
Cited
US3309261A
Cited
US3450791A
Cited
US3468836A
Cited
US3436252A
Cited
US3644245A
Cited
US3706697A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1981-06-05 | 1981-12-05 | 1982-06-06 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1985-06-05 | 1985-12-05 | 1986-06-06 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1989-06-05 | 1989-12-05 | 1990-06-06 | $7700.00 | Window Closed / Lapsed |