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US4304920A Expired / Lapsed US ⏱️ 0.0 years remaining

Novel organosilane compounds

Assignee: Shin-Etsu Chemical Co Ltd
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Filing: 1980-06-24
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Granted: 1981-12-08
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Expires: 2000-06-24
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Abstract

Abstract The invention provides a novel class or organosilane compounds having a methacryloxy group and one or more of alkenyloxy groups bonded to the silicon atom as represented by the general formula <IMAGE> in which R1 is a monovalent hydrocarbon group having from 1 to 8 carbon atoms, R2, R3 and R4 are each a hydrogen atom or a monovalent hydrocarbon group having from 1 to 8 carbon atoms, m is an integer of 3, 4 or 5 and n is a number of zero, 1 or 2. The organosilane compound, e.g. 3-methacryloxypropyl-containing alkenyloxysilanes can be readily prepared by the addition reaction of allyl methacrylate and a corresponding alkenyloxysilane having a hydrogen atom directly bonded to the silicon atom in the presence of a platinum catalyst. The organosilane compounds are useful as a coupling agent to increase adhesive bonding strength between inorganic and organic materials.

Inventors

  • 👤 Masatoshi Arai
  • 👤 Koji Futatsumori

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-03 21:50
CPC Classifications
C; C08; C08K; C08K9/00; C08K9/04; C08K9/06; C07; C07F; C07F7/00; C07F7/02; C07F7/08; C07F7/18; C07F7/1804; C08K5/00; C08K5/54; C08K5/541; C08K5/5425

Claims Analysis

Total Claims: 9
Claim 1
Independent Claim 69 words
An organosilane compound represented by the general formula ##STR9## in which R 1 is a monovalent hydrocarbon group having from 1 to 8 carbon atoms, R 2 , R 3 and R 4 are each a hydrogen atom or a monovalent hydrocarbon group having from 1 to 8 carbon atoms, m is an integer of 3, 4 or 5 and n is a number of zero, 1 or 2.
Claim 2
Dependent Claim 69 words
An organosilane compound represented by the general formula ##STR9## in which R 1 is a monovalent hydrocarbon group having from 1 to 8 carbon atoms, R 2 , R 3 and R 4 are each a hydrogen atom or a monovalent hydrocarbon group having from 1 to 8 carbon atoms, m is an integer of 3, 4 or 5 and n is a number of zero, 1 or 2.
Claim 3
Dependent Claim 56 words
The organosilane compound as claimed in claim 1 wherein R 1 is selected from the class consisting of methyl, ethyl and phenyl groups, R 2 is a methyl or ethyl group, R 3 and R 4 are each a hydrogen atom or a methyl group, m is 3 or 5 and n is zero or 1.
Claim 4
Dependent Claim 13 words
The organosilane compound as claimed in claim 1 which is 3-methacryloxypropyl methyl di(isopropenyloxy)silane.
Claim 5
Dependent Claim 12 words
The organosilane compound as claimed in claim 1 which is 3-methacryloxypropyl tri(isopropenyloxy)silane.
Claim 6
Dependent Claim 29 words
The organosilane compound as claimed in claim 1 which is a compound expressed by the structural formula ##STR10## in which Me and Et denote methyl and ethyl groups, respectively.
Claim 7
Dependent Claim 29 words
The organosilane compound as claimed in claim 1 which is a compound expressed by the structural formula ##STR11## in which Me and Et denote methyl and ethyl groups, respectively.
Claim 8
Independent Claim 134 words
The method for the preparation of an organosilane compound represented by the general formula ##STR12## in which R 1 is a monovalent hydrocarbon group having from 1 to 8 carbon atoms, R 2 , R 3 and R 4 are each a hydrogen atom or a monovalent hydrocarbon group having from 1 to 8 carbon atoms, m is an integer of 3, 4 or 5 and n is a number of zero, 1 or 2, which comprises reacting an alkenyl methacrylate represented by the general formula ##STR13## where m has the same meaning as defined above, and an alkenyloxyhydrogensilane represented by the general formula ##STR14## where R 1 , R 2 , R 3 , R 4 and n each have the same meaning as defined above, in the presence of a platinum catalyst.
Claim 9
Independent Claim 134 words
The method for the preparation of an organosilane compound represented by the general formula ##STR12## in which R 1 is a monovalent hydrocarbon group having from 1 to 8 carbon atoms, R 2 , R 3 and R 4 are each a hydrogen atom or a monovalent hydrocarbon group having from 1 to 8 carbon atoms, m is an integer of 3, 4 or 5 and n is a number of zero, 1 or 2, which comprises reacting an alkenyl methacrylate represented by the general formula ##STR13## where m has the same meaning as defined above, and an alkenyloxyhydrogensilane represented by the general formula ##STR14## where R 1 , R 2 , R 3 , R 4 and n each have the same meaning as defined above, in the presence of a platinum catalyst.

References Cited (Backward Citations)

US3398210A Cited
US3427337A Cited
US3878263A Cited
US4133938A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1984-12-07 1985-06-08 1985-12-08 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1988-12-07 1989-06-08 1989-12-08 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1992-12-07 1993-06-08 1993-12-08 $7700.00 Window Closed / Lapsed

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