US5844060A
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US
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Organopolysiloxane resin, production method thereof, and curable organopolysiloxane resin composition using the same
Assignee: Shin-Etsu Chemical Co Ltd
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Filing: 1997-11-05
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Granted: 1998-12-01
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Expires: 2017-11-05
Abstract
Abstract Provided are an organopolysiloxane resin having a number average molecular weight of at least 500 and a silanol group content of at least 5 weight %, and comprising units of formula R1SiO3/2, wherein R1 is a hydrogen atom or a monovalent substituted or unsubstituted hydrocarbon group having 1 to 18 carbon atoms, in a proportion of 30 to 100 mole %, the units of formula R1SiO3/2 including 30-80 mole % of one silanol group-containing units of formula R1Si(OH)O2/2; a production method of the aforesaid organopolysiloxane resin; and a curable organopolysiloxane resin composition comprising the aforesaid organopolysiloxane resin.
Inventors
- 👤 Masahiro Furuya
- 👤 Kenji Yamamoto
- 👤 Masaaki Yamaya
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-09 07:17
CPC Classifications
C; C08; C08G; C08G77/00; C08G77/04; C08G77/14; C08G77/16; C08G77/06
Claims Analysis
Total Claims: 20
Claim 1
Independent Claim
285 words
A method of producing an organopolysiloxane resin having a number average molecular weight of at least 500 and a silanol group content of at least 5 weight %, and comprising units of formula R 1 SiO 3/2 , wherein R 1 represents a hydrogen atom or a monovalent substituted or unsubstituted hydrocarbon group having 1 to 18 carbon atoms, in a proportion of 30 to 100 mole %, said units of formula R 1 SiO 3/2 including 30-80 mole % of one silanol group-containing units of formula R 1 Si(OH)O 2/2 , wherein said monovalent substituted or unsubstituted hydrocarbon group is selected from the group consisting of: a) unsubstituted alkyl groups, alkenyl groups and cycloalkyl groups, b) halo substituted alkyl groups and cycloalkyl groups, c) epoxy substituted alkyl groups, alkenyl groups and cycloalkyl groups, d) amino substituted alkyl groups, alkenyl groups and cycloalkyl groups, e) (meth)acrylic substituted alkyl groups, alkenyl groups and cycloalkyl groups, f) sulfur containing alkyl groups, alkenyl groups and cycloalkyl groups, g) alkyl ether substituted alkyl groups, alkenyl groups and cycloalkyl groups, h) carboxyl substituted alkyl groups, alkenyl groups and cycloalkyl groups, and i) alkyl, alkenyl and cycloalkyl groups substituted by quaternary ammonium salts, said method comprising: (1) a step of hydrolyzing an organosilicon compound represented by R 1 SiX 3 , where R 1 is as defined above and X is an alkoxy group, in a water solution having a pH value of 1-7 containing no organic solvent, and (2) a step of subjecting the organosilicon compound hydrolyzed in the step (1) to condensation reaction, wherein the amount of water used in step (1) is from 10 to 500 parts by weight per 10 parts by weight of the organosilicon compound.
Claim 2
Independent Claim
285 words
A method of producing an organopolysiloxane resin having a number average molecular weight of at least 500 and a silanol group content of at least 5 weight %, and comprising units of formula R 1 SiO 3/2 , wherein R 1 represents a hydrogen atom or a monovalent substituted or unsubstituted hydrocarbon group having 1 to 18 carbon atoms, in a proportion of 30 to 100 mole %, said units of formula R 1 SiO 3/2 including 30-80 mole % of one silanol group-containing units of formula R 1 Si(OH)O 2/2 , wherein said monovalent substituted or unsubstituted hydrocarbon group is selected from the group consisting of: a) unsubstituted alkyl groups, alkenyl groups and cycloalkyl groups, b) halo substituted alkyl groups and cycloalkyl groups, c) epoxy substituted alkyl groups, alkenyl groups and cycloalkyl groups, d) amino substituted alkyl groups, alkenyl groups and cycloalkyl groups, e) (meth)acrylic substituted alkyl groups, alkenyl groups and cycloalkyl groups, f) sulfur containing alkyl groups, alkenyl groups and cycloalkyl groups, g) alkyl ether substituted alkyl groups, alkenyl groups and cycloalkyl groups, h) carboxyl substituted alkyl groups, alkenyl groups and cycloalkyl groups, and i) alkyl, alkenyl and cycloalkyl groups substituted by quaternary ammonium salts, said method comprising: (1) a step of hydrolyzing an organosilicon compound represented by R 1 SiX 3 , where R 1 is as defined above and X is an alkoxy group, in a water solution having a pH value of 1-7 containing no organic solvent, and (2) a step of subjecting the organosilicon compound hydrolyzed in the step (1) to condensation reaction, wherein the amount of water used in step (1) is from 10 to 500 parts by weight per 10 parts by weight of the organosilicon compound.
Claim 3
Dependent Claim
16 words
A method as in claim 1, wherein the organopolysiloxane resin produced is free of alkoxy groups.
Claim 4
Dependent Claim
35 words
A method as in claim 1, wherein the monovalent hydrocarbon group represented by R 1 of the organopolysiloxane resin produced is an unsubstituted alkyl group or an alkyl group substituted with an epoxy functional group.
Claim 5
Dependent Claim
28 words
A method as in claim 1, wherein the proportion of units of formula R 1 SiO 3/2 in the organopolysiloxane produced is from 40 to 100 mole %.
Claim 6
Dependent Claim
37 words
A method as in claim 1, wherein 35-70 mol. % of the units of formula R 1 SiO 3/2 within the organopolysiloxane resin produced are one silanol group containing units of formula R 1 Si(OH)O 2/2 .
Claim 7
Dependent Claim
26 words
A method as in claim 1, further comprising (3), a step of isolating the condensation product by extraction with an organic solvent slightly soluble in water.
Claim 8
Dependent Claim
11 words
A method as in claim 1, wherein R 1 is methyl.
Claim 9
Dependent Claim
22 words
A method as in claim 1, wherein hydrolyzing an organosilicon compound of the formula R 1 SiX 3 is performed without heating.
Claim 10
Dependent Claim
44 words
A method of preparing a curable organopolysiloxane resin composition which comprises preparing an organopolysiloxane resin in accordance with the method described in claim 1, and combining the organopolysiloxane resin produced with water, an organic solvent or a mixture of water with an organic solvent.
Claim 11
Dependent Claim
20 words
A method as in claim 9, wherein the organic solvent is a ketone, an alcohol, an ether or an ester.
Claim 12
Dependent Claim
20 words
A method as in claim 9, which further comprises incorporating a curing catalyst in the curable organopolysiloxane resin composition produced.
Claim 13
Dependent Claim
42 words
A method as in claim 11, wherein the curable organopolysiloxane resin composition produced contains an amount of curing catalyst of from 0.01 to 10 parts by weight per 100 parts by weight of the organopolysiloxane resin within said curable organosiloxane resin composition.
Claim 14
Dependent Claim
21 words
A method as in claim 1, wherein the organopolysiloxane resin produced has a number average molecular weight between 1,000 and 10,000.
Claim 15
Dependent Claim
21 words
The method described in claim 1, wherein the water solution has a pH value of 2-5 and contains no organic solvent.
Claim 16
Dependent Claim
19 words
The method described in claim 1, wherein the step (1) is performed in the presence of a hydrolysis catalyst.
Claim 17
Dependent Claim
37 words
The method described in claim 15, wherein the hydrolysis catalyst is hydrogen fluoride, hydrochloric acid, nitric acid, acetic acid, maleic acid, methanesulfonic acid or an ion exchange resin having carboxylic or sulfonic acid groups at the surface.
Claim 18
Dependent Claim
22 words
The method described in claim 1, wherein the condensation reaction is performed at a temperature ranging from room temperature to 80° C.
Claim 19
Independent Claim
263 words
A method of producing an organopolysiloxane resin having a number average molecular weight of at least 500 and a silanol group content of at least 5 wt. % and comprising the units of formula R 1 SiO 3/2 , wherein R 1 represents a hydrogen atom or a monovalent substituted or unsubstituted hydrocarbon group having 1-8 carbon atoms, in a proportion of 30 to 100 mol. %, said units of formula R 1 SiO 3/2 , including 30 to 80 mol. % of one silanol group containing units of formula R 1 Si(OH)O 2/2 , wherein said monovalent substituted or unsubstituted hydrocarbon group is selected from the group consisting of a) unsubstituted alkyl groups, alkenyl groups and cycloalkyl groups, b) halo substituted alkyl groups and cycloalkyl groups, c) epoxy substituted alkyl groups, alkenyl groups and cycloalkyl groups, d) amino substituted alkyl groups, alkenyl groups and cycloalkyl groups, e) (meth)acrylic substituted alkyl groups, alkenyl groups and cycloalkyl groups, f) sulfur containing alkyl groups, alkenyl groups and cycloalkyl groups, g) alkyl ether substituted alkyl groups, alkenyl groups and cycloalkyl groups, h) carboxyl substituted alkyl groups, alkenyl groups and cycloalkyl groups, and i) alkyl, alkenyl and cycloalkyl groups substituted by quaternary ammonium salts, said method comprising: (1) hydrolyzing an organosilicon compound represented by R 1 SiX 3 , wherein R 1 represents a hydrogen atom or a monovalent substituted or unsubstituted hydrocarbon group having 1 to 18 carbon atoms and X is an alkoxy group, in a water solution having a pH of a 1-7; and (2) subjecting the hydrolyzed organosilicon compound to a condensation reaction.
Claim 20
Independent Claim
263 words
A method of producing an organopolysiloxane resin having a number average molecular weight of at least 500 and a silanol group content of at least 5 wt. % and comprising the units of formula R 1 SiO 3/2 , wherein R 1 represents a hydrogen atom or a monovalent substituted or unsubstituted hydrocarbon group having 1-8 carbon atoms, in a proportion of 30 to 100 mol. %, said units of formula R 1 SiO 3/2 , including 30 to 80 mol. % of one silanol group containing units of formula R 1 Si(OH)O 2/2 , wherein said monovalent substituted or unsubstituted hydrocarbon group is selected from the group consisting of a) unsubstituted alkyl groups, alkenyl groups and cycloalkyl groups, b) halo substituted alkyl groups and cycloalkyl groups, c) epoxy substituted alkyl groups, alkenyl groups and cycloalkyl groups, d) amino substituted alkyl groups, alkenyl groups and cycloalkyl groups, e) (meth)acrylic substituted alkyl groups, alkenyl groups and cycloalkyl groups, f) sulfur containing alkyl groups, alkenyl groups and cycloalkyl groups, g) alkyl ether substituted alkyl groups, alkenyl groups and cycloalkyl groups, h) carboxyl substituted alkyl groups, alkenyl groups and cycloalkyl groups, and i) alkyl, alkenyl and cycloalkyl groups substituted by quaternary ammonium salts, said method comprising: (1) hydrolyzing an organosilicon compound represented by R 1 SiX 3 , wherein R 1 represents a hydrogen atom or a monovalent substituted or unsubstituted hydrocarbon group having 1 to 18 carbon atoms and X is an alkoxy group, in a water solution having a pH of a 1-7; and (2) subjecting the hydrolyzed organosilicon compound to a condensation reaction.
References Cited (Backward Citations)
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