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US5117027A
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Process for the preparation of organosilanes containing methacryloyloxy or acryloyloxy groups
Assignee: Evonik Operations GmbH
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Filing: 1991-10-16
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Granted: 1992-05-26
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Expires: 2011-10-16
Abstract
Abstract A quaternary pyridinium halide is used as the phase transfer catalyst in a process for the preparation of an organosilane containing methacryloyloxy or acryloyloxy groups by reacting an alkali metal methacrylate or alkali metal acrylate with a chloroalkylsilane.
Inventors
- 👤 Gunther Bernhardt
- 👤 Klaus-Dieter Steffen
- 👤 Margret Haas
- 👤 Heinz Kragl
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-30 14:17
CPC Classifications
C; C07; C07F; C07F7/00; C07F7/02; C07F7/08; C07F7/18; C07F7/1804; C07F7/1872; C07F7/1892
Claims Analysis
Total Claims: 4
Claim 1
Independent Claim
248 words
The method of preparing an organosilane of the formula ##STR7## wherein R 1 is hydrogen or methyl, R 2 is alkyl of 1 to 4 carbon atoms, R 3 is alkyl of 1 to 4 carbon atoms or alkoxyalkyl of a total number of 2 to 4 carbon atoms, m is 0, 1 or 2, and n is 1, 3 or 4, which comprises reacting an alkali metal methacrylate or alkali metal acrylate with an haloalkylsilane of the formula ##STR8## wherein R 2 , R 3 , m and n have the meanings previously defined, and Hal is chlorine or bromine, at a temperature of 80° to 150° C. in the presence of a pyridinium salt of the formula ##STR9## wherein Y is halogen R 4 , R 5 and R 6 , which may be identical to or different each other are independently aliphatic radicals of 1 to 12 carbon atoms, cycloaliphatic radicals of 5 to 7 carbon atoms or benzyl, or R 4 and R 5 together with each other may be (--CH 2 --) p , where p is 4, 5 or 6 and the ring formed by R 4 , R 5 and the nitrogen atom to which they are attached may be interrupted by an oxygen atom between vicinal carbon atoms, or R 6 may be an organosilane radical of the formula ##STR10## wherein R 2 , R 3 , m and n have the meanings previously defined, as a phase transfer catalyst.
Claim 2
Independent Claim
248 words
The method of preparing an organosilane of the formula ##STR7## wherein R 1 is hydrogen or methyl, R 2 is alkyl of 1 to 4 carbon atoms, R 3 is alkyl of 1 to 4 carbon atoms or alkoxyalkyl of a total number of 2 to 4 carbon atoms, m is 0, 1 or 2, and n is 1, 3 or 4, which comprises reacting an alkali metal methacrylate or alkali metal acrylate with an haloalkylsilane of the formula ##STR8## wherein R 2 , R 3 , m and n have the meanings previously defined, and Hal is chlorine or bromine, at a temperature of 80° to 150° C. in the presence of a pyridinium salt of the formula ##STR9## wherein Y is halogen R 4 , R 5 and R 6 , which may be identical to or different each other are independently aliphatic radicals of 1 to 12 carbon atoms, cycloaliphatic radicals of 5 to 7 carbon atoms or benzyl, or R 4 and R 5 together with each other may be (--CH 2 --) p , where p is 4, 5 or 6 and the ring formed by R 4 , R 5 and the nitrogen atom to which they are attached may be interrupted by an oxygen atom between vicinal carbon atoms, or R 6 may be an organosilane radical of the formula ##STR10## wherein R 2 , R 3 , m and n have the meanings previously defined, as a phase transfer catalyst.
Claim 3
Dependent Claim
14 words
The method of claim 1, wherein said phase transfer catalyst is a 1-(3'-trialkoxysilylpropyl-4-dimethylaminopyridinium chloride.
Claim 4
Dependent Claim
23 words
The method of claim 1, wherein the molar ratio of alkali metal methacrylate or alkali metal acrylate to haloalkylsilane is 1.2:1 to 1:1.2.
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1995-05-26 | 1995-11-25 | 1996-05-26 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1999-05-26 | 1999-11-25 | 2000-05-26 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2003-05-26 | 2003-11-25 | 2004-05-26 | $7700.00 | Window Closed / Lapsed |