Patent US4782105A successfully refreshed from Google Patents.
Patent US5371262A successfully refreshed from Google Patents.
US5371262A
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Hydroxymethyltrialkoxysilanes and methods of making and using the same
Assignee: Gelest Inc
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Filing: 1993-03-10
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Granted: 1994-12-06
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Expires: 2013-03-10
Abstract
Abstract Novel hydroxymethyltrialkoxysilanes of the formula: <IMAGE> (I) are produced by transesterifying a carboxylic acid ester of hydroxymethyltrialkoxysilane with an alcohol, and distilling the reaction mixture to remove the carboxylate of the alcohol. The carboxylic acid ester of hydroxymethyltrialkoxysilane is prepared by the reaction of an alkali metal carboxylate with chloromethyltrialkoxysilane, which in turn is prepared by the reaction of a trialkylorthoester with chloromethyltrichlorosilane by heating to reflux with removal of alkylchloride, followed by distillation to remove alkyl ester. The hydroxymethyltrialkoxysilanes and carboxylic acid esters thereof, as well as carboxymethyltrialkoxysilanes, are particularly useful in sol-gel processing by undergoing hydrolysis to yield hydroxymethylsilanetriol, and subsequent hydrolysis and polycondensation products.
Inventors
- 👤 Barry C. Arkles
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-04 21:38
CPC Classifications
C; C08; C08G; C08G77/00; C08G77/60; C03; C03C; C03C1/00; C03C1/006; C03C1/008; C07; C07F; C07F7/00; C07F7/02; C07F7/08; C07F7/18; C07F7/1804; C08G77/48; C08G77/50; C09; C09D; C09D183/00; C09D183/14
Claims Analysis
Total Claims: 13
Claim 1
Independent Claim
18 words
A hydroxymethyltrialkoxysilane of the formula: ##STR15## where R is an alkyl group and n is at least one.
Claim 2
Dependent Claim
18 words
A hydroxymethyltrialkoxysilane of the formula: ##STR15## where R is an alkyl group and n is at least one.
Claim 3
Dependent Claim
21 words
A hydroxymethyltrialkoxysilane according to claim 1 where R is a C 1 to C 3 alkyl group and n=1 to 100.
Claim 4
Dependent Claim
12 words
A hydroxymethyltrialkoxysilane according to claim 1 where R is a methyl group.
Claim 5
Dependent Claim
12 words
A hydroxymethyltrialkoxysilane according to claim 1 where R is an ethyl group.
Claim 6
Dependent Claim
12 words
A hydrolysis reaction product of a hydroxymethyltrialkoxysilane wherein said product comprises hydroxymethylsilanetriol.
Claim 7
Dependent Claim
12 words
A hydrolysis reaction product of a hydroxymethyltrialkoxysilane wherein said product comprises hydroxymethylsilanetriol.
Claim 8
Independent Claim
29 words
A method of producing a hydroxymethyltrialkoxysilane comprising transesterifying a carboxylic acid ester of hydroxymethyltrialkoxysilane with an alcohol, and distilling the reaction mixture to remove the carboxylate of the alcohol.
Claim 9
Independent Claim
29 words
A method of producing a hydroxymethyltrialkoxysilane comprising transesterifying a carboxylic acid ester of hydroxymethyltrialkoxysilane with an alcohol, and distilling the reaction mixture to remove the carboxylate of the alcohol.
Claim 10
Dependent Claim
37 words
A method according to claim 6 wherein said transesterification is carried out in the presence of sulfuric acid, and said alcohol has the same alkyl radical as the alkoxy group of said carboxylic acid ester of hydroxymethyltrialkoxysilane.
Claim 11
Dependent Claim
24 words
A method according to claim 6 wherein said carboxylic acid ester of hydroxymethyltrialkoxysilane is prepared by reaction of an alkali metal carboxylate with chloromethyltrialkoxysilane.
Claim 12
Dependent Claim
23 words
A method according to claim 8 wherein said carboxylate reaction is carried out in the presence of an acetonitrile solvent and 18-crown-6 catalyst.
Claim 13
Dependent Claim
35 words
A method according to claim 8 wherein said chloromethyltrialkoxysilane is prepared by reaction of an alcohol or trialkylorthoester with chloromethyltrichlorosilane by heating to reflux with removal of alkyl chloride, followed by distillation to remove alkylester.
References Cited (Backward Citations)
US2527591A
Cited
US2527590A
Cited
US2582569A
Cited
US2629727A
Cited
US2924588A
Cited
US3159496A
Cited
US3317460A
Cited
US3355473A
Cited
US3442925A
Cited
US3622609A
Cited
US5159095A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1997-12-05 | 1998-06-06 | 1998-12-06 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 2001-12-05 | 2002-06-06 | 2002-12-06 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2005-12-05 | 2006-06-06 | 2006-12-06 | $7700.00 | Window Closed / Lapsed |