US4141926A
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Method for preparing epoxy-modified silicon resins
Assignee: Shin-Etsu Chemical Co Ltd
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Filing: 1975-08-22
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Granted: 1979-02-27
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Expires: 1995-08-22
Abstract
Abstract An improved method for preparing epoxy-modified silicone resins is proposed in which the reaction catalyst is an alkali halide, such as sodium chloride and potassium chloride, or a combination of the alkali halide and an alkyl titanate, such as tetraisopropyl titanate and tetrabutyl titanate. The epoxy-modified silicon resin thus obtained is further reacted with a polybasic carboxylic acid or its anhydride. Varnishes containing these modified silicone resins can give coating films with very strong resistance to chemicals and solvents. Furthermore paints prepared with these varnishes as the vehicle are very stable, and exhibit no thixotropy even after a very long period of storage.
Inventors
- 👤 Kinji Ariga
- 👤 Shiro Gomyo
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-27 11:13
CPC Classifications
C; C08; C08G; C08G59/00; C08G59/18; C08G59/68; C08G59/40; C08G59/4007; C08G59/4085; C08L; C08L63/00
Claims Analysis
Total Claims: 15
Claim 1
Independent Claim
137 words
A method for the preparation of an epoxy-modified silicone resin comprising reacting an organosilicon compound represented by the average unit formula ##EQU2## where R 1 is a substituted or unsubstituted monovalent hydrocarbon group, R 2 is a hydrogen atom or a substituted or unsubstituted monovalent hydrocarbon group, a is a positive number equal to or larger than 0.2 but smaller than 4, and b is a positive number equal to or larger than 0.001 but smaller than 4 with the proviso that (a+b) is equal to or smaller than 4, with an epoxy compound having at least two epoxy groups per molecule, in the presence of a catalyst selected from the class consisting of at least one alkali halide represented by the general formula MX, where M is an alkali metal and X is a halogen atom.
Claim 2
Independent Claim
137 words
A method for the preparation of an epoxy-modified silicone resin comprising reacting an organosilicon compound represented by the average unit formula ##EQU2## where R 1 is a substituted or unsubstituted monovalent hydrocarbon group, R 2 is a hydrogen atom or a substituted or unsubstituted monovalent hydrocarbon group, a is a positive number equal to or larger than 0.2 but smaller than 4, and b is a positive number equal to or larger than 0.001 but smaller than 4 with the proviso that (a+b) is equal to or smaller than 4, with an epoxy compound having at least two epoxy groups per molecule, in the presence of a catalyst selected from the class consisting of at least one alkali halide represented by the general formula MX, where M is an alkali metal and X is a halogen atom.
Claim 3
Dependent Claim
42 words
The method as claimed in claim 1 wherein said catalyst is a combination of said alkali halide with at least one alkyl titanate represented by the general formula Ti(OR.sup.3).sub.4 where R 3 is an alkyl group, or with a partial hydrolysis-condensate thereof.
Claim 4
Dependent Claim
31 words
The method as claimed in claim 1 wherein said organosilicon compound is selected from the class consisting of diphenyldimethoxysilane, dimethyldimethoxysilane, phenylmethyldimethoxysilane, phenyltrimethoxysilane, diphenyldiethoxysilane, dimethyldiethoxysilane, phenylmethyldiethoxysilane, phenyltriethoxysilane, diphenyldipropoxysilane, dimethyldipropoxysilane, phenylmethyldipropoxysilane, and phenyltripropoxysilane.
Claim 5
Dependent Claim
24 words
The method as claimed in claim 1 wherein said organosilicon compound is a hydrolysis-condensate of a mixture of silanes selected from organohalosilanes and alkoxysilanes.
Claim 6
Dependent Claim
25 words
The method as claimed in claim 1 wherein said organosilicon compound is selected from the class consisting of tris(phenylmethylmethoxysiloxy)phenyl silane, 1,5-dimethyl-1,3,5-triphenyl-1,3,5-trimethoxy trisiloxane, and tris(phenylmethylmethoxysiloxy)vinyl silane.
Claim 7
Dependent Claim
34 words
The method as claimed in claim 1 wherein said organosilicon compound is a linear block copolymer composed of dimethylsiloxane units and diphenylsiloxane units and having alkoxy groups directly bonded to the terminal silicon atoms.
Claim 8
Dependent Claim
49 words
The method as claimed in claim 1 wherein said epoxy compound is selected from the class consisting of 3,4-epoxy-6-methylcyclohexylmethyl-3',4'-epoxy-6'-cyclohexane carboxylate, dicyclopentadiene dioxide, bis(3,4-epoxy-6-methylcyclohexylmethyl) adipate, tetrahydrophthalic acid diglycidyl ester, hexahydrophthalic acid diglycidyl ester, phthalic acid diglycidyl ester, phenol novolac epoxy resins, triglycidyl isocyanurate, and epoxy resins of bisphenol A type.
Claim 9
Dependent Claim
28 words
The method as claimed in claim 1 wherein said organosilicon compound and said epoxy compound are employed in a proportion ranging from 10:90 to 80:20 parts by weight.
Claim 10
Dependent Claim
17 words
The method as claimed in claim 2 wherein said alkyl titanate is tetrabutyl titanate or tetraisopropyl titanate.
Claim 11
Independent Claim
161 words
A method for the preparation of a silicone resin modified by an epoxy compound and a polybasic carboxylic acid comprising reacting said polybasic acid or an anhydride thereof with the epoxy-modified silicone resin prepared by reacting an organosilicon compound represented by the average unit formula ##EQU3## where R 1 is a substituted or unsubstituted monovalent hydrocarbon group, R 2 is a hydrogen atom or a substituted or unsubstituted monovalent hydrocarbon group, a is a positive number equal to or larger than 0.2 but smaller than 4, and b is a positive number equal to or larger than 0.001 but smaller than 4 with the proviso that (a+b) is equal to or smaller than 4, with an epoxy compound having at least two epoxy groups per molecule, in the presence of a catalyst selected from the class consisting of at least one alkali halide represented by the general formula MX, where M is an alkali metal and X is a halogen atom.
Claim 12
Independent Claim
161 words
A method for the preparation of a silicone resin modified by an epoxy compound and a polybasic carboxylic acid comprising reacting said polybasic acid or an anhydride thereof with the epoxy-modified silicone resin prepared by reacting an organosilicon compound represented by the average unit formula ##EQU3## where R 1 is a substituted or unsubstituted monovalent hydrocarbon group, R 2 is a hydrogen atom or a substituted or unsubstituted monovalent hydrocarbon group, a is a positive number equal to or larger than 0.2 but smaller than 4, and b is a positive number equal to or larger than 0.001 but smaller than 4 with the proviso that (a+b) is equal to or smaller than 4, with an epoxy compound having at least two epoxy groups per molecule, in the presence of a catalyst selected from the class consisting of at least one alkali halide represented by the general formula MX, where M is an alkali metal and X is a halogen atom.
Claim 13
Dependent Claim
42 words
The method as claimed in claim 10 wherein said catalyst is a combination of said alkali halide with at least one alkyl titanate represented by the general formula Ti(OR.sup.3).sub.4 where R 3 is an alkyl group, or with a partial hydrolysis-condensate thereof.
Claim 14
Dependent Claim
54 words
The method as claimed in claim 10 wherein said polybasic carboxylic acid or anhydride thereof is selected from the class consisting of isophthalic acid, terephthalic acid, tetrahydrophthalic anhydride, maleic anhydride, phthalic anhydride, fumaric acid, succinic acid, sebacic acid, 1,2,3,5-benzenetetracarboxylic acid anhydride, adipic acid, chlorendic acid, tetrachlorophthalic anhydride, dodecyl succinic acid anhydride, and hexahydrophthalic anhydride.
Claim 15
Dependent Claim
38 words
The method as claimed in claim 10 wherein said polybasic carboxylic acid or anhydride thereof is employed in an amount such that from 0.2 to 2.0 carboxyl groups are given per epoxy group in said epoxy-modified silicone resin.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1982-02-26 | 1982-08-28 | 1983-02-27 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1986-02-26 | 1986-08-28 | 1987-02-27 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1990-02-26 | 1990-08-28 | 1991-02-27 | $7700.00 | Window Closed / Lapsed |