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US4089882A Expired / Lapsed US ⏱️ 0.0 years remaining

Method of preparing fluoroalkyl-containing organosilanes

Assignee: Shin-Etsu Chemical Co Ltd
•
Filing: 1977-07-05
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Granted: 1978-05-16
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Expires: 1997-07-05
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Abstract

Abstract Fluoroalkylsilanes of the general formula R'CH2CH2SiRnX3-n are prepared by reaction of an organohydrogensilane of the general formula RnSiHX3-n with a fluoroolefin of the general formula R'CH=CH2, where R is an alkyl or aryl group, R' is a perfluoroalkyl group, X is a halogen atom or an alkoxy group and n is 0, 1 or 2 in the presence of a binary catalyst composed of a platinum compound and stannous chloride under relatively mild conditions of temperature and pressure, at a very high yield.

Inventors

  • 👤 Minoru Takamizawa
  • 👤 Mitsuo Umemura
  • 👤 Kazuo Kooya

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-07 11:18
CPC Classifications
C; C07; C07F; C07F7/00; C07F7/02; C07F7/08; C07F7/12; C07F7/14; C07F7/18; C07F7/1804; C07F7/1872; C07F7/1876

Claims Analysis

Total Claims: 15
Claim 1
Independent Claim 136 words
In a method for preparing a fluoroalkylsilane represented by the general formula R'CH.sub.2 CH.sub.2 SiR.sub.n X.sub.3-n where R' is a perfluoroalkyl group having 1 to 6 carbon atoms, R is an alkyl or aryl group, X is a halogen atom or an alkoxy group and n is 0, 1 or 2, by reacting an organohydrogensilane represented by the general formula R n SiHX 3-n where R, X and n are the same as defined above with a fluorinated olefin represented by the general formula R'CH ═ CH 2 where R' is the same as defined above, the improvement which comprises carrying out the reaction in the presence of a binary catalyst composed of a platinum compound selected from the group consisting of chloroplatinic acid, chloroplatinic acid-olefin complexes and chloroplatinic acid modified with alcohols and stannous chloride.
Claim 2
Dependent Claim 136 words
In a method for preparing a fluoroalkylsilane represented by the general formula R'CH.sub.2 CH.sub.2 SiR.sub.n X.sub.3-n where R' is a perfluoroalkyl group having 1 to 6 carbon atoms, R is an alkyl or aryl group, X is a halogen atom or an alkoxy group and n is 0, 1 or 2, by reacting an organohydrogensilane represented by the general formula R n SiHX 3-n where R, X and n are the same as defined above with a fluorinated olefin represented by the general formula R'CH ═ CH 2 where R' is the same as defined above, the improvement which comprises carrying out the reaction in the presence of a binary catalyst composed of a platinum compound selected from the group consisting of chloroplatinic acid, chloroplatinic acid-olefin complexes and chloroplatinic acid modified with alcohols and stannous chloride.
Claim 3
Dependent Claim 38 words
The method as claimed in claim 1 wherein said binary catalyst is composed of the platinum compound and the stannous chloride at the ratio of from 0.5 to 2 moles of tin atoms per mole of platinum atoms.
Claim 4
Dependent Claim 44 words
The method as claimed in claim 1 wherein said binary catalyst is present in an amount such that the molar ratio of the platinum atoms in said platinum compound to the silicon atoms in said organohydrogensilane is from 10 -4 to 10 -6 %.
Claim 5
Dependent Claim 26 words
The method as claimed in claim 1 wherein said organohydrogensilane is selected from the group consisting of trichlorosilane, methyldichlorosilane, dimethylchlorosilane, methyldimethoxysilane, phenyldichlorosilane, phenylmethylchlorosilane, phenyldiethoxysilane and phenyldimethoxysilane.
Claim 6
Dependent Claim 22 words
The method as claimed in claim 1 wherein said fluorinated olefin is selected from the group consisting of 3,3,3-trifluoropropene, 3,3,4,4,4-pentafluorobutene and 3,3,4,4,5,5,5-heptafluoropentene.
Claim 7
Dependent Claim 36 words
The method as claimed in claim 1 wherein said organohydrogensilane and said fluorinated olefin are present at the ratio on a molar basis of the former to the latter within the range from 0.5 to 1.5.
Claim 8
Dependent Claim 25 words
The method as claimed in claim 1 wherein said organohydrogensilane is reacted with said fluorinated olefin at a temperature from room temperature to 100° C.
Claim 9
Dependent Claim 25 words
The method as claimed in claim 1 wherein said organohydrogensilane is reacted with said fluorinated olefin under a pressure from atmospheric pressure to 10 atmospheres.
Claim 10
Dependent Claim 12 words
The method as claimed in claim 1 wherein said fluoroalkylsilane is 3,3,3-trifluoropropylmethyldichlorosilane.
Claim 11
Dependent Claim 12 words
The method as claimed in claim 1 wherein said fluoroalkylsilane is 3,3,4,4,4-pentafluorobutylmethyldichlorosilane.
Claim 12
Dependent Claim 12 words
The method as claimed in claim 1 wherein said fluoroalkylsilane is 3,3,4,4,5,5,5-heptafluoropentylmethyldichlorosilane.
Claim 13
Dependent Claim 12 words
The method as claimed in claim 1 wherein said fluoroalkylsilane is 3,3,3-trifluoropropyltrichlorosilane.
Claim 14
Dependent Claim 12 words
The method as claimed in claim 1 wherein said fluoroalkylsilane is 3,3,3-trifluoropropylmethyldimethoxysilane.
Claim 15
Dependent Claim 12 words
The method as claimed in claim 1 wherein said fluoroalkylsilane is 3,3,3-trifluoropropylphenyldichlorosilane.

References Cited (Backward Citations)

US2721873A Cited
US2823218A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1981-05-15 1981-11-14 1982-05-16 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1985-05-15 1985-11-14 1986-05-16 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1989-05-15 1989-11-14 1990-05-16 $7700.00 Window Closed / Lapsed

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