US4861901A
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Substituted aromatic silane compounds and method for preparation of same
Assignee: Raytheon Co
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Filing: 1987-05-05
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Granted: 1989-08-29
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Expires: 2007-05-05
Abstract
Abstract A new group of silane compounds in which silicon atoms are linked together by a hydrocarbon chain and which comprise phenyl groups substituted with an epoxy group or an ethenyl group. The compounds of the present invention have the formula ##STR1## where R 1 is selected from the group consisting of: (a) an aliphatic hydrocarbon group containing 2 to 10 carbon atoms, and (b) a group having the formula ##STR2## where n=1 to 3 m=0 to 5; R 2 and R 2 ' are each selected from the group consisting of an alkyl group containing 1 to 4 carbon atoms, an unsubstituted aryl group, and a substituted aryl group; and R 3 is selected from the group consisting of: ##STR3## where R 4 , R 5 , and R 6 are each selected from the group consisting of H, an alkyl group containing 1 to 4 carbon atoms, and an aryl group; and n=0 to 10.
Inventors
- 👤 Kreisler S. Y. Lau
- 👤 Susan L. Oldham
- 👤 William E. Elias
- 👤 Stephen J. Bigus
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-07 00:46
CPC Classifications
C; C08; C08F; C08F30/00; C08F30/04; C08F30/08; C07; C07F; C07F7/00; C07F7/02; C07F7/08; C07F7/0803; C07F7/081; C07F7/0812; C08G; C08G59/00; C08G59/18; C08G59/20; C08G59/22; C08G59/30; C08G59/306
Claims Analysis
Total Claims: 19
Claim 1
Independent Claim
121 words
A compound having the formula: ##STR18## where R 1 is selected from the group consisting of: (a) an aliphatic hydrocarbon group containing 2 to 10 carbon atoms, and (b) a group having the formula ##STR19## where n=1 to 3 m=0 to 5. R 2 and R 2 ' are each selected from the group consisting of an alkyl group containing 1 to 4 carbon atoms, an unsubstituted aryl group, and a substituted aryl group; and R 3 is selected from the group consisting of: ##STR20## where R 4 , R 5 , and R 6 are each selected from the group consisting of H, an alkyl group containing 1 to 4 carbon atoms, and an aryl group; and n=0 to 10.
Claim 2
Dependent Claim
121 words
A compound having the formula: ##STR18## where R 1 is selected from the group consisting of: (a) an aliphatic hydrocarbon group containing 2 to 10 carbon atoms, and (b) a group having the formula ##STR19## where n=1 to 3 m=0 to 5. R 2 and R 2 ' are each selected from the group consisting of an alkyl group containing 1 to 4 carbon atoms, an unsubstituted aryl group, and a substituted aryl group; and R 3 is selected from the group consisting of: ##STR20## where R 4 , R 5 , and R 6 are each selected from the group consisting of H, an alkyl group containing 1 to 4 carbon atoms, and an aryl group; and n=0 to 10.
Claim 3
Dependent Claim
29 words
A compound according to claim 1 where R 1 is --CH 2 --CH 2 --, R 2 is --CH 3 , and R 2 ' is --CH 3 .
Claim 4
Dependent Claim
24 words
A compound according to claim 2 where R 3 is attached to the benzene ring at the position meta to the silyl group attachment.
Claim 5
Dependent Claim
24 words
A compound according to claim 2 where R 3 is attached to the benzene ring at the position para to the silyl group attachment.
Claim 6
Dependent Claim
29 words
A compound according to claim 1 where R 1 is --(CH 2 ) 6 --, R 2 is --CH 3 , and R 2 ' is --CH 3 .
Claim 7
Dependent Claim
29 words
A compound according to claim 1 where R 1 is --(CH 2 ) 8 --, R 2 is --CH 3 , and R 2 ' is --CH 3 .
Claim 8
Dependent Claim
31 words
A compound according to claim 1 where R 1 is a C 2 to C 10 aliphatic hydrocarbon group, R 2 is --CH 3 , and R 2 ' is phenyl.
Claim 9
Dependent Claim
23 words
A compound according to claim 1 where R 1 is ##STR21## and R 2 and R 2 ' are each --CH 3 .
Claim 10
Dependent Claim
23 words
A compound according to claim 1 where R 1 is ##STR22## R 2 is --CH 3 , and R 2 ' is phenyl.
Claim 11
Dependent Claim
24 words
A compound according to claim 1 where said aryl group is selected from the group consisting of a phenyl, naphthyl, anthryl, and phenanthryl group.
Claim 12
Dependent Claim
27 words
A compound according to claim 10 where said aryl group is substituted with a member selected from the group consisting of a methyl, carboxyl, and halogen group.
Claim 13
Dependent Claim
24 words
A compound according to claim 11 where said aryl group is substituted with said member at a position meta to the silyl group attachment.
Claim 14
Dependent Claim
24 words
A compound according to claim 11 where said aryl group is substituted with said member at a position para to the silyl group attachment.
Claim 15
Dependent Claim
179 words
A process for preparing a monomer having formula I below ##STR23## where R 1 is selected from the group consisting of: (1) an aliphatic hydrocarbon group containing 2 to 10 carbon atoms, and (2) a group having the formula ##STR24## where n=1 to 3 m=0 to 5 and R 2 and R 2 ' are each selected from the group consisting of an alkyl group containing 1 to 4 carbon atoms, an unsubstituted aryl group, and a substituted aryl group, said process comprising the steps of: (a) reacting a dibromobenzene compound with magnesium in anhydrous ether solvent to form a Grignard reagent and subsequently reacting said Grignard reagent with allyl bromide to form a (bromophenyl)propene compound; (b) reacting said (bromophenyl)propene compound with a compound of formula II below ##STR25## where R 1 , R 2 and R 2 ' are as defined above in the presence of magnesium in tetrahydrofuran solvent to form a compound of formula III below ##STR26## (c) reacting said compound of formula III with an epoxidizing agent to form said monomer of formula I above.
Claim 16
Dependent Claim
179 words
A process for preparing a monomer having formula I below ##STR23## where R 1 is selected from the group consisting of: (1) an aliphatic hydrocarbon group containing 2 to 10 carbon atoms, and (2) a group having the formula ##STR24## where n=1 to 3 m=0 to 5 and R 2 and R 2 ' are each selected from the group consisting of an alkyl group containing 1 to 4 carbon atoms, an unsubstituted aryl group, and a substituted aryl group, said process comprising the steps of: (a) reacting a dibromobenzene compound with magnesium in anhydrous ether solvent to form a Grignard reagent and subsequently reacting said Grignard reagent with allyl bromide to form a (bromophenyl)propene compound; (b) reacting said (bromophenyl)propene compound with a compound of formula II below ##STR25## where R 1 , R 2 and R 2 ' are as defined above in the presence of magnesium in tetrahydrofuran solvent to form a compound of formula III below ##STR26## (c) reacting said compound of formula III with an epoxidizing agent to form said monomer of formula I above.
Claim 17
Dependent Claim
22 words
A process according to claim 14 wherein said epoxidizing agent is selected from the group consisting of 3-chloroperoxybenzoic acid and trichloroperoxyimidic acid.
Claim 18
Dependent Claim
190 words
A process for preparing a monomer having formula IV below ##STR27## where R 1 is selected from the group consisting of: (1) an aliphatic hydrocarbon group containing 2 to 10 carbon atoms, and (2) a group having the formula ##STR28## where n=1 to 3 m=0 to 5; R 2 and R 2 ' are each selected from the group consisting of an alkyl group containing 1 to 4 carbon atoms, an unsubstituted aryl group, and a substituted aryl group; and R 4 , R 5 , and R 6 are each selected from the group consisting of H, an alkyl group containing 1 to 4 carbon atoms, and an aryl group, said process comprising the steps of: (a) reacting a dibromobenzene compound with magnesium in anhydrous ether solvent to form a Grignard reagent and subsequently reacting said Grignard reagent with allyl bromide to from a (bromophenyl)propene compound; (b) reacting said (bromophenyl)propene compound with a compound of formula II below ##STR29## where R 1 , R 2 and R 2 ' are as defined above, in the presence of magnesium in tetrahydrofuran solvent to form said monomer of formula IV above.
Claim 19
Dependent Claim
190 words
A process for preparing a monomer having formula IV below ##STR27## where R 1 is selected from the group consisting of: (1) an aliphatic hydrocarbon group containing 2 to 10 carbon atoms, and (2) a group having the formula ##STR28## where n=1 to 3 m=0 to 5; R 2 and R 2 ' are each selected from the group consisting of an alkyl group containing 1 to 4 carbon atoms, an unsubstituted aryl group, and a substituted aryl group; and R 4 , R 5 , and R 6 are each selected from the group consisting of H, an alkyl group containing 1 to 4 carbon atoms, and an aryl group, said process comprising the steps of: (a) reacting a dibromobenzene compound with magnesium in anhydrous ether solvent to form a Grignard reagent and subsequently reacting said Grignard reagent with allyl bromide to from a (bromophenyl)propene compound; (b) reacting said (bromophenyl)propene compound with a compound of formula II below ##STR29## where R 1 , R 2 and R 2 ' are as defined above, in the presence of magnesium in tetrahydrofuran solvent to form said monomer of formula IV above.
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