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EP0262642A2 Expired / Lapsed EP ⏱️ 0.0 years remaining

Process for producing epoxyorganoalkoxysilanes

Assignee: Union Carbide Corp
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Filing: 1987-09-29
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Granted: —
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Expires: 2007-09-29
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Abstract

Abstract There is disclosed a process for producing certain epoxyorganoalkoxysilanes through the rhodium catalyzed hydrosilation of ethylenically unsaturated epoxides and alkoxysilanes in the presence of nitrogenous impurities.

Inventors

  • 👤 Jennifer Maryann Quirk
  • 👤 Bernard Kanner

Bibliographic Details

Application Number —
Jurisdiction EP
Data Source google_patents
Last Synchronized 2026-11-09 03:36
CPC Classifications
C; C07; C07F; C07F7/00; C07F7/02; C07F7/08; C07F7/18; C07F7/1804; C07F7/1872; C07F7/1876

Claims Analysis

Total Claims: 14
Claim 1
Independent Claim 196 words
A process for producing epoxyorganoalkoxysilanes from reactants which contain nitrogenous impurities which comprises reacting a) an ethylenically unsaturated epoxide of the formula: wherein R can be a single bond, alkylene or oxyalkylene, optionally containing alkyl pendant groups; R¹ can be hydrogen, alkyl or oxyalkyl, straight, branched or cyclic; R² and R³ can individually be hydrogen, alkyl or oxyalkyl, straight, branched or cyclic, or both R² and R³ can be either alkylene or oxyalkylene and combine together to form a 5 to 12 carbon cyclic ring, optionally containing alkyl pendants; and the number of carbon atoms in R, R¹, R² and R³ are such that the total number of carbons in the epoxide is from 4 to 50; with b) an alkoxysilane of the formula: R - S -(OR⁵) 3-x ; wherein R⁴ and R⁵ are alkyl groups individually containing from 1 to 10 carbon atoms, and x is 0, 1 or 2; in the presence of a catalytically effective amount of a rhodium catalyst; wherein at least one of said epoxide and said alkoxysilane contain nitrogenous impurities; to produce an epoxyorganoalkoxysilane of the formula: wherein R, R¹, R², R³, R⁴, R⁵ and x are as defined.
Claim 2
Dependent Claim 196 words
A process for producing epoxyorganoalkoxysilanes from reactants which contain nitrogenous impurities which comprises reacting a) an ethylenically unsaturated epoxide of the formula: wherein R can be a single bond, alkylene or oxyalkylene, optionally containing alkyl pendant groups; R¹ can be hydrogen, alkyl or oxyalkyl, straight, branched or cyclic; R² and R³ can individually be hydrogen, alkyl or oxyalkyl, straight, branched or cyclic, or both R² and R³ can be either alkylene or oxyalkylene and combine together to form a 5 to 12 carbon cyclic ring, optionally containing alkyl pendants; and the number of carbon atoms in R, R¹, R² and R³ are such that the total number of carbons in the epoxide is from 4 to 50; with b) an alkoxysilane of the formula: R - S -(OR⁵) 3-x ; wherein R⁴ and R⁵ are alkyl groups individually containing from 1 to 10 carbon atoms, and x is 0, 1 or 2; in the presence of a catalytically effective amount of a rhodium catalyst; wherein at least one of said epoxide and said alkoxysilane contain nitrogenous impurities; to produce an epoxyorganoalkoxysilane of the formula: wherein R, R¹, R², R³, R⁴, R⁵ and x are as defined.
Claim 3
Dependent Claim 16 words
The process of claim 1 wherein R⁴ and R⁵ contain from 1 to 4 carbon atoms.
Claim 4
Dependent Claim 11 words
The process of claim 1 or 2 wherein X equals 0.
Claim 5
Dependent Claim 17 words
The process of any one of claims 1 to 3 wherein the alkoxysilane is trimethoxysilane or triethoxyilane.
Claim 6
Dependent Claim 23 words
The process of any one of claims 1 to 4 wherein the number of carbon in the epoxide is from 4 to 25.
Claim 7
Dependent Claim 19 words
The process of any one of claims 1 to 5 wherein the epoxide is allyl glycidyl ether or 1,2-epoxy-4-vinylcyclohexane.
Claim 8
Dependent Claim 23 words
The process of any one of claims 1 to 6 wherein the amount of nitrogenous impurities is above about 25 parts per million.
Claim 9
Dependent Claim 19 words
The process of any one of claims 1 to 7 wherein the rhodium catalyst is optionally supported rhodium metal.
Claim 10
Dependent Claim 20 words
The process of any one of claims 1 to 8 wherein the rhodium catalyst is a soluble compound of rhodium.
Claim 11
Dependent Claim 17 words
The process of claim 9 wherein the rhodium catalyst is rhodium trichloride, rhodium (III)-2,4-pentanedionate, or dicarbonylrhodium (I)-2,4-pentanedionate.
Claim 12
Dependent Claim 21 words
The process of any one of claims 1 to 8 wherein the rhodium catalyst is a complex of rhodium with phosphines.
Claim 13
Dependent Claim 24 words
The process of claim 11 wherein the rhodium catalyst is tris(triphenylphosphine) rhodium (I) chloride, tris (triphenylphosphine) rhodium (I) carbonylhydride, or triphenylphosphinecarbonyl rhodium (I) 2.4-pentanedionate.
Claim 14
Dependent Claim 20 words
The process of any one of claims 1 to 12 wherein the catalyst is bis-(chlorodicarbonyl­rhodium) or 1,5-cyclooctadienerhodium (I) chloride dimer.

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