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US4273907A Expired / Lapsed US ⏱️ 0.0 years remaining

Benzoin-bonded organopolysiloxanes and method for the preparation thereof

Assignee: Shin-Etsu Chemical Co Ltd
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Filing: 1979-07-18
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Granted: 1981-06-16
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Expires: 1999-07-18
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Abstract

Abstract The invention provides a novel class of organopolysiloxane compounds having at least one benzoin group represented by the general formula <IMAGE> in which Ph is a phenyl group and R is a hydrogen atom or an alkyl group, bonded to the silicon atom in a molecule. The benzoin-bonded organopolysiloxane compounds can readily be prepared by the dehydrohalogenation, dehydrogenation, dehydration or dealkoholation condensation reaction between a corresponding organopolysiloxane having silicon-bonded halogen atoms, hydrogen atoms, hydroxy groups or alkoxy groups and an alpha -substituted or unsubstituted benzoin compound in the presence of a suitable reaction promotor or a condensation catalyst.

Inventors

  • 👤 Minoru Takamizawa
  • 👤 Fumio Okada
  • 👤 Yasuaki Hara
  • 👤 Hisashi Aoki

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-25 21:09
CPC Classifications
C; C08; C08G; C08G77/00; C08G77/04; C08G77/20; Y; Y10; Y10S; Y10S522/00; Y10S522/904

Claims Analysis

Total Claims: 15
Claim 1
Independent Claim 109 words
A benzoin-bonded organopolysiloxane represented by the general formula (Q).sub.a (R.sup.1).sub.3-a Si--O--Si(Q)(R.sup.2)--O].sub.m [Si(R.sup.2).sub.2 O].sub.n Si(Q).sub.a (R.sup.1).sub.3-a, Where Q is a benzoin group represented by the general formula ##STR27## Ph is a phenyl group, R is a hydrogen atom or an alkyl group having from 1 to 4 carbon atoms, R 1 is a monovalent hydrocarbon group having from 1 to 6 carbon atoms, R 2 is a substituted or unsubstituted monovalent hydrocarbon group, a is a number of 0, 1 or 2, m is 0 or a positive integer with the proviso that a and m are not simultaneously equal to zero, and n is zero or a positive integer.
Claim 2
Dependent Claim 109 words
A benzoin-bonded organopolysiloxane represented by the general formula (Q).sub.a (R.sup.1).sub.3-a Si--O--Si(Q)(R.sup.2)--O].sub.m [Si(R.sup.2).sub.2 O].sub.n Si(Q).sub.a (R.sup.1).sub.3-a, Where Q is a benzoin group represented by the general formula ##STR27## Ph is a phenyl group, R is a hydrogen atom or an alkyl group having from 1 to 4 carbon atoms, R 1 is a monovalent hydrocarbon group having from 1 to 6 carbon atoms, R 2 is a substituted or unsubstituted monovalent hydrocarbon group, a is a number of 0, 1 or 2, m is 0 or a positive integer with the proviso that a and m are not simultaneously equal to zero, and n is zero or a positive integer.
Claim 3
Dependent Claim 14 words
The benzoin-bonded organopolysiloxane as claimed in claim 1 wherein R is a hydrogen atom.
Claim 4
Dependent Claim 14 words
The benzoin-bonded organopolysiloxane as claimed in claim 1 wherein R is a methyl group.
Claim 5
Dependent Claim 19 words
The benzoin-bonded organopolysiloxane as claimed in claim 1 wherein R 1 is a methyl group or a vinyl group.
Claim 6
Dependent Claim 27 words
The benzoin-bonded organopolysiloxane as claimed in claim 1 wherein R 2 is a monovalent hydrocarbon group selected from the class consisting of methyl, phenyl and vinyl groups.
Claim 7
Dependent Claim 12 words
The benzoin-bonded organopolysiloxane as claimed in claim 1 wherein a is 1.
Claim 8
Dependent Claim 55 words
A benzoin-bonded organopolysiloxane represented by the general formula ##STR28## where Q is a benzoin group represented by the general formula ##STR29## Ph is a phenyl group, R is a hydrogen atom or an alkyl group having from 1 to 4 carbon atoms, b is a positive integer and C is 0 or a positive integer.
Claim 9
Dependent Claim 55 words
A benzoin-bonded organopolysiloxane represented by the general formula ##STR28## where Q is a benzoin group represented by the general formula ##STR29## Ph is a phenyl group, R is a hydrogen atom or an alkyl group having from 1 to 4 carbon atoms, b is a positive integer and C is 0 or a positive integer.
Claim 10
Independent Claim 202 words
A method for the preparation of a benzoin-bonded organopolysiloxane represented by the general formula (Q).sub.a (R.sup.1).sub.3-a Si--O--Si(Q)(R.sup.2)--O].sub.m [Si(R.sup.2).sub.2 --O].sub.n Si(Q).sub.a (R.sup.1)3-a where Q is a benzoin group represented by the general formula ##STR30## Ph is a phenyl group, R is a hydrogen atom or an alkyl group having from 1 to 4 carbon atoms, R 1 is a monovalent hydrocarbon group having from 1 to 6 carbon atoms, R 2 is a substituted or unsubstituted monovalent hydrocarbon group, a is a number of 0, 1 or 2, m is 0 or a positive integer with the proviso that a and m are not simultaneously equal to zero, and n is zero or a positive integer, which comprises reacting an organopolysiloxane having at least one functional group represented by the general formula (X).sub.a (R.sup.1).sub.3-a Si--O--Si(X)(R.sup.1)--O].sub.m [Si(R.sup.2).sub.2 --O].sub.n Si(X).sub.a (R.sup.1)3-a where X is a functional group selected from the class consisting of halogen atoms, a hydrogen atom, a hydroxy group and alkoxy groups, and R 1 , R 2 , a, m and n each have the same meaning as defined above, with a benzoin compound represented by the general formula ##STR31## where Ph and R each have the same meaning as defined above.
Claim 11
Independent Claim 202 words
A method for the preparation of a benzoin-bonded organopolysiloxane represented by the general formula (Q).sub.a (R.sup.1).sub.3-a Si--O--Si(Q)(R.sup.2)--O].sub.m [Si(R.sup.2).sub.2 --O].sub.n Si(Q).sub.a (R.sup.1)3-a where Q is a benzoin group represented by the general formula ##STR30## Ph is a phenyl group, R is a hydrogen atom or an alkyl group having from 1 to 4 carbon atoms, R 1 is a monovalent hydrocarbon group having from 1 to 6 carbon atoms, R 2 is a substituted or unsubstituted monovalent hydrocarbon group, a is a number of 0, 1 or 2, m is 0 or a positive integer with the proviso that a and m are not simultaneously equal to zero, and n is zero or a positive integer, which comprises reacting an organopolysiloxane having at least one functional group represented by the general formula (X).sub.a (R.sup.1).sub.3-a Si--O--Si(X)(R.sup.1)--O].sub.m [Si(R.sup.2).sub.2 --O].sub.n Si(X).sub.a (R.sup.1)3-a where X is a functional group selected from the class consisting of halogen atoms, a hydrogen atom, a hydroxy group and alkoxy groups, and R 1 , R 2 , a, m and n each have the same meaning as defined above, with a benzoin compound represented by the general formula ##STR31## where Ph and R each have the same meaning as defined above.
Claim 12
Dependent Claim 54 words
The method as claimed in claim 8 wherein X is a halogen atom and the reaction of the organopolysiloxane having at least one functional group and the benzoin compound is carried out in the presence of a reaction promotor which is a compound selected from the class consisting of organic amine compounds and urea.
Claim 13
Dependent Claim 47 words
The method as claimed in claim 8 wherein X is a hydroxy group and the reaction of the organopolysiloxane having at least one functional group and the benzoin compound is carried out in the presence of a catalyst composed of carboxylic acid salts of an organotin compound.
Claim 14
Dependent Claim 58 words
The method as claimed in claim 8 wherein X is a hydrogen atom directly bonded to the silicon atom and the reaction of the organopolysiloxane having at least one functional group and the benzoin compound is carried out in the presence of a catalyst selected from the class consisting of dibutyltin dilaurate, zinc dust, sodium methylate and hydroxylamine.
Claim 15
Dependent Claim 51 words
The method as claimed in claim 8 wherein X is an alkoxy group and the reaction of the organopolysiloxane having at least one functional group and the benzoin compound is carried out in the presence of a catalyst selected from the class consisting of tin dioctoate and esters of titanic acid.

References Cited (Backward Citations)

US3636026A Cited
US3932339A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1984-06-15 1984-12-15 1985-06-16 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1988-06-15 1988-12-15 1989-06-16 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1992-06-15 1992-12-15 1993-06-16 $7700.00 Window Closed / Lapsed

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