US5102967A
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US
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Process for making polysilsequioxane and polymethyl-n-hexylsilsesquioxane coating compositions and coating compositions formed thereby
Assignee: Lockheed Martin Corp
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Filing: 1991-04-11
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Granted: 1992-04-07
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Expires: 2011-04-11
Abstract
Abstract A process of making an improved coating composition by combining alkyltrialkoxy silanes such as n-hexyltrimethoxysilane and methyltrimethoxysilane, in the presence of a silane catalyst having at least one amino-substituted functional group, at least one alkoxy-substituted group wherein the alkoxy-substituted group has at least 2 carbon atoms in the alkoxy group and optionally, an alkyl group, in an amount of water less than a stoichiometric amount of water. The combined monomer, catalyst and water are ultrasonically agitated to form an emulsion to hydrolyze the silanes to the extent permitted by the amount of water present and to form a moisture-curable coating composition. The coating composition of the present invention is a moisture-curable polymethyl-n-hexylsilsesquioxane having a partially water-hydrolyzed, silane catalyst-containing condensation product of n-hexyltrimethoxysilane and methyltrimethoxysilane, the silane catalyst having at least one aminoalkyl-substituted group and at least one alkoxy-substituted group having at least 2 carbon atoms in the alkoxy group. The silane catalyst is also a co-curing agent and condenses with the n-hexyltrimethoxysilane and the methyltrimethoxysilane.
Inventors
- 👤 Martin G. Meder
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-04 09:36
CPC Classifications
C; C09; C09D; C09D183/00; C09D183/04; C09D4/00
Claims Analysis
Total Claims: 23
Claim 1
Independent Claim
175 words
A process of making an improved coating composition comprising: a. Combining one or more silane monomer represented by the formula R--Si(OR) 3 wherein the groups represented by R are the same or different and are lower alkyl containing 1 to about 9 carbon atoms, halolower alkyl containing 1 to about 9 carbon atoms, phenyl, substituted phenyl, phenethyl or methylphenethyl, with the proviso that at least one group represented by R is lower alkyl; an effective amount of a silane catalyst having at least one amino-substituted functional group, at least one alkoxy-substituted group wherein the alkoxy-substituted group has at least 2 carbon atoms in the alkoxy group, and optionally, an alkyl group; an amount of water representing from about 10 to about 95 mole percent of the moles of silane monomer present; and optionally a nonionic fluorochemical surfactant; b. subjecting the mixture to ultrasonic agitation to form an emulsion; and c. maintaining the emulsion for a time sufficient to hydrolyze partially and condense the silane monomer to the extent permitted by the amount of water present.
Claim 2
Dependent Claim
175 words
A process of making an improved coating composition comprising: a. Combining one or more silane monomer represented by the formula R--Si(OR) 3 wherein the groups represented by R are the same or different and are lower alkyl containing 1 to about 9 carbon atoms, halolower alkyl containing 1 to about 9 carbon atoms, phenyl, substituted phenyl, phenethyl or methylphenethyl, with the proviso that at least one group represented by R is lower alkyl; an effective amount of a silane catalyst having at least one amino-substituted functional group, at least one alkoxy-substituted group wherein the alkoxy-substituted group has at least 2 carbon atoms in the alkoxy group, and optionally, an alkyl group; an amount of water representing from about 10 to about 95 mole percent of the moles of silane monomer present; and optionally a nonionic fluorochemical surfactant; b. subjecting the mixture to ultrasonic agitation to form an emulsion; and c. maintaining the emulsion for a time sufficient to hydrolyze partially and condense the silane monomer to the extent permitted by the amount of water present.
Claim 3
Dependent Claim
69 words
The process of claim 1, wherein the silane catalyst has the formula: (H.sub.2 N--R'").sub.a (R').sub.4-a-b --Si--(OR").sub.b wherein R'" is an amino-substituted functional group; R' is an alkyl group having from 1 to about 4 carbon atoms; R" is an alkyl group having at least 2 carbon atoms; R'", R' and R" can be the same or different; and a and b are each an integer from 1 to 3.
Claim 4
Dependent Claim
40 words
The process of claim 2, wherein the amino-substituted functional group represented by R'" is selected from the group consisting of 3-aminopropyl, 4-aminobutyl, N-(2-aminoethyl)-3-aminopropyl, 6-aminohexylaminopropyl, p-aminophenyl, 3-(1-aminopropoxy)-3,3-dimethyl-1-propenyl, diethylenetriamine aminoethylaminomethylphenyl, and H 2 N--R 4 where R 4 is equal to R'".
Claim 5
Dependent Claim
11 words
The process of claim 1, wherein the silane catalyst is aminopropylmethyldiethoxysilane.
Claim 6
Dependent Claim
11 words
The process of claim 1, wherein the silane catalyst is aminopropyltriethoxysilane.
Claim 7
Dependent Claim
29 words
The process of claim 1, wherein the amount of water present represents from about 50 mole percent to about mole percent of the moles of the silane monomer present.
Claim 8
Dependent Claim
38 words
The process of claim 1, wherein R--Si(OR) 3 is n-hexyltrimethoxysilane monomer and methyltrimethoxysilane monomer and about 10 mole percent to about 50 mole percent n-hexyltrimethoxysilane is combined with about 50 mole percent to about 90 mole percent methyltrimethoxysilane.
Claim 9
Dependent Claim
31 words
The process of claim 7, wherein about 15 mole percent to about 25 mole percent n-hexyltrimethoxysilane monomer is combined with about 75 mole percent to about 85 mole percent methyltrimethoxysilane monomer.
Claim 10
Dependent Claim
31 words
The process of claim 1, wherein the amount of silane catalyst is about 0.5 percent to about 5.0 percent by weight based on the total weight of silane monomer and water.
Claim 11
Dependent Claim
31 words
The process of claim 9, wherein the amount of silane catalyst is about 1.0 percent to about 2.0 percent by weight based on the total weight of silane monomer and water.
Claim 12
Dependent Claim
15 words
The process of claim 1, wherein the surfactant comprises a mixture of fluorinate alkyl esters.
Claim 13
Dependent Claim
14 words
The process of claim 1, further comprising adding a pigment to the coating composition.
Claim 14
Dependent Claim
171 words
A process of making an improved coating composition comprising: a. combining one or more silane monomer represented by the formula R--Si(OR) 3 wherein the groups represented by R are the same or different and are lower alkyl containing 1 to about 9 carbon atoms, halolower alkyl containing 1 to about 9 carbon atoms, phenyl, substituted phenyl, phenethyl or methylphenethyl, with the proviso that at least one group represented by R is lower alkyl; an effective amount of a silane catalyst having at least one amino-substituted functional group, at least one alkoxy-substituted group wherein the alkoxy-substituted group has at least 2 carbon atoms in the alkoxy group, and optionally, an alkyl group; a nonionic fluorochemical surfactant; and an amount of water representing from about 10 to about 95 mole percent of the moles of silane monomer present; b. agitating the mixture to form an emulsion; and c. maintaining the emulsion for a time sufficient to hydrolyze partially and condense the silane monomer to the extent permitted by the amount of water present.
Claim 15
Dependent Claim
171 words
A process of making an improved coating composition comprising: a. combining one or more silane monomer represented by the formula R--Si(OR) 3 wherein the groups represented by R are the same or different and are lower alkyl containing 1 to about 9 carbon atoms, halolower alkyl containing 1 to about 9 carbon atoms, phenyl, substituted phenyl, phenethyl or methylphenethyl, with the proviso that at least one group represented by R is lower alkyl; an effective amount of a silane catalyst having at least one amino-substituted functional group, at least one alkoxy-substituted group wherein the alkoxy-substituted group has at least 2 carbon atoms in the alkoxy group, and optionally, an alkyl group; a nonionic fluorochemical surfactant; and an amount of water representing from about 10 to about 95 mole percent of the moles of silane monomer present; b. agitating the mixture to form an emulsion; and c. maintaining the emulsion for a time sufficient to hydrolyze partially and condense the silane monomer to the extent permitted by the amount of water present.
Claim 16
Dependent Claim
69 words
The process of claim 13, wherein the silane catalyst has the formula: (H.sub.2 N--R'").sub.a (R').sub.4-a-b --Si--(OR").sub.b wherein R'" is an amino-substituted functional group; R' is an alkyl group having from 1 to about 4 carbon atoms; R" is an alkyl group having at least 2 carbon atoms; R'", R' and R" can be the same or different; and a and b are each an integer from 1 to 3.
Claim 17
Dependent Claim
41 words
The process of claim 14, wherein the amino-substituted functional group represented by R'" is selected from the group consisting of 3-aminopropyl, 4-aminobutyl, N-(2-aminoethyl)-3 aminopropyl, 6-aminohexylaminopropyl, p-aminophenyl, 3-(1-aminopropoxy)-3,3-dimethyl-1-propenyl, diethylenetriamine, aminoethylaminomethylphenyl, and H 2 N--R 4 where R 4 is equal to R'".
Claim 18
Dependent Claim
11 words
The process of claim 13, wherein the silane catalyst is aminopropylmethyldiethoxysilane.
Claim 19
Dependent Claim
11 words
The process of claim 13, wherein the silane catalyst is aminopropyltriethoxysilane.
Claim 20
Dependent Claim
30 words
The process of claim 13, wherein the amount of water present represents from about 50 mole percent to about 90 mole percent of the moles of the silane monomer present.
Claim 21
Dependent Claim
38 words
The process cf claim 13, wherein R--Si(OR) 3 is n-hexyltrimethoxysilane monomer and methyltrimethoxysilane monomer and about 10 mole percent to about 50 mole percent n-hexyltrimethoxysilane is combined with about 50 mole percent to about 90 mole percent methyltrimethoxysilane.
Claim 22
Dependent Claim
31 words
The process of claim 13, wherein the amount of silane catalyst is about 0.5 percent to about 5.0 percent by weight based on the total weight of silane monomer and water.
Claim 23
Dependent Claim
15 words
The process of claim 13, wherein the surfactant comprises a mixture of fluorinated alkyl esters.
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| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
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| 3.5 Years (Year 4) | 1995-04-07 | 1995-10-07 | 1996-04-07 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1999-04-07 | 1999-10-07 | 2000-04-07 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2003-04-07 | 2003-10-07 | 2004-04-07 | $7700.00 | Window Closed / Lapsed |