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EP0184692A1 Expired / Lapsed EP ⏱️ 0.0 years remaining

Method of preparation of o-silylated ketene acetals and enol ethers

Assignee: Union Carbide Corp
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Filing: 1985-11-19
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Granted: —
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Expires: 2005-11-19
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Abstract

Abstract O-silylated ketene acetals and enol ethers are prepared via the 1,4-hydrosilation of a hydrosilation composition selected from the group consisting of aminosilanes, siloxanes and alkylalkoxysilanes with an α,β-unsaturated carbonyl in the presence of a rhodium catalyst. These compounds consist essentially of: (a) O-aminosilylated ketene acetals and enol ethers of the general formula: (b) O-siloxanesilylated ketene acetals and enol ethers of the general formulae: (c) O-alkoxysilylated ketene acetals and enol ethers of the general formula: wherein R, R 1 and R 2 are individually alkyl or aryl group and R can be hydrogen; R 3 , R 4 , R 5 , R 6 , R 7 , and R 10 are individually alkyl groups, R 8 is hydrogenor an alkyl or aryl Z is selected from hydrogen, an alkyl group, an aryl group, an alkoxy group and an aryloxy group and a is 0 or 1, b 0 or 1, y has a value from 1 to 500, z has a value from 0 to 499, and, the sum of y+z equals from 1 to 500 with the proviso that if z is 0, a + b must equal at least 1; x is 1, or 3; and v is 0,1 or 2.

Inventors

  • 👤 Jennifer Maryann Quirk
  • 👤 Linda Kathy Kozak
  • 👤 Bernard Kanner

Bibliographic Details

Application Number —
Jurisdiction EP
Data Source google_patents
Last Synchronized 2026-11-05 09:07
CPC Classifications
C; C08; C08G; C08G77/00; C08G77/04; C08G77/38; C07; C07F; C07F7/00; C07F7/02; C07F7/025; C07F7/04; C07F7/08; C07F7/18; C07F7/1804; C07F7/21; C08F; C08F30/00; C08F30/04; C08F30/08

Claims Analysis

Total Claims: 11
Claim 1
Independent Claim 199 words
0-silylated ketene acetalsor enol ethers consisting essentially of: (a) 0-aminosilylated ketene acetals and enol ethers of the general formula: (b) 0-siloxanesilylated ketene acetals and enol ethers of the general formulae: (c) 0-alkoxysilylated ketene acetals and enol ethers of the general formula: wherein R , R and R 2 are individually alkyl or aryl group containing 1 to 8 carbon atoms and R can be hydrogen; R 3 , R 4 , R 5 , R 6 , R 7 , and R 10 are individually alkyl groups containing 1 to 8 carbon atoms; R 8 is hydrogen or an alkyl or aryl groups having 1 to 8 carbon atoms; Z is selected from hydrogen, an alkyl group, an aryl group, an alkoxy group and an aryloxy group containing from 1 to 15 carbon atoms and a is 0 or 1, b 0 or 1, y has a value from 1 to 500, z has a value from 0 to 499, and, the sum of y+z equals from 1 to 500 with the proviso that if z is 0, a + b must equal at least 1; x is 1, 2 or 3; and v is 0, 1 or 2.
Claim 2
Dependent Claim 199 words
0-silylated ketene acetalsor enol ethers consisting essentially of: (a) 0-aminosilylated ketene acetals and enol ethers of the general formula: (b) 0-siloxanesilylated ketene acetals and enol ethers of the general formulae: (c) 0-alkoxysilylated ketene acetals and enol ethers of the general formula: wherein R , R and R 2 are individually alkyl or aryl group containing 1 to 8 carbon atoms and R can be hydrogen; R 3 , R 4 , R 5 , R 6 , R 7 , and R 10 are individually alkyl groups containing 1 to 8 carbon atoms; R 8 is hydrogen or an alkyl or aryl groups having 1 to 8 carbon atoms; Z is selected from hydrogen, an alkyl group, an aryl group, an alkoxy group and an aryloxy group containing from 1 to 15 carbon atoms and a is 0 or 1, b 0 or 1, y has a value from 1 to 500, z has a value from 0 to 499, and, the sum of y+z equals from 1 to 500 with the proviso that if z is 0, a + b must equal at least 1; x is 1, 2 or 3; and v is 0, 1 or 2.
Claim 3
Dependent Claim 27 words
The products of claim 1 wherein R , R 1 and R 2 are individually methyl, ethyl or phenyl groups and x has a value of 3.
Claim 4
Dependent Claim 31 words
The products of claim 1 wherein R , R 1 , R R 3, R 4 , R 5 , R 6 , R 7, and R 10 are methyl groups.
Claim 5
Dependent Claim 9 words
The products of claim 1 wherein v is 0.
Claim 6
Dependent Claim 26 words
The products of claims 1 to 4 being 1,1-dimethyl-2-methoxy-2-bis(trimethylsilyloxy)-methylsiloxyethylene, 1-methyl-2-methoxy-2- bis(trimethylsilyloxy)methylsiloxyethylene, 1,1-dimethyl-2-methoxy-2-heptamethylcyclo- tetrasiloxyethylene, 1,3-bis(1,1-dimethyl-2-methoxy-2-ethenoxy)-1,1,3,3-tetramethyldisiloxane, 1,1-dimethyl-2-methoxy-2-triisopropoxysiloxy- ethylene, 1,1-dimethyl-2-methoxy-2-tritertbutoxy- siloxethylene, 1,1-dimethyl-2-methoxy-1-tri- ethoxysiloxyethylene, 1-methyl-2-methoxy-2-tri- tertbutoxysiloxyethylene, 1-methyl-2-methoxy-2-triisopropoxysiloxyethylen, 1-methyl-2-methoxy-2-tris(dimethylamino)siloxyethylene of 1,1-dimethyl-2-methoxy-2-tris(dimethylamino)-siloxyethylene.
Claim 7
Dependent Claim 52 words
A process for preparing the products of claims 1 to 5 which comprises a 1,4-hydrosilation of a hydrosilation composition selected from (a) aminosilanes of the formula: (b) siloxanes of the formula: and (c) alkoxysilanes of the formula: with an α,β-unsaturated carbonyl compound of the formula: in the presence of a rhodium catalyst.
Claim 8
Dependent Claim 20 words
The process of claim 6 wherein the catalyst concentration is 0.00001 to 0.5 mole percent based on the hydrosilation composition.
Claim 9
Dependent Claim 24 words
The process of claims 6 or 7 wherein the hydrosilation occurs at a temperature greater than 40° C, preferably between 70 and 150° C.
Claim 10
Dependent Claim 12 words
The process of claims 6 to 8 wherein a solvent is employed.
Claim 11
Dependent Claim 26 words
The use of the O-silylated ketene acetal or enol ether of claims 1 to 5 as the group transfer initiator in a group transfer polymerization reaction.

References Cited (Backward Citations)

US2917530A Cited
GB1044448A Cited
US3450737A Cited
FR2187798A1 Cited
US4417034A Cited
GB2130229A Cited

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