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US4533737A Expired / Lapsed US ⏱️ 0.0 years remaining

Silicon functionalized norbornane carboxyimide and methods for making

Assignee: General Electric Co
•
Filing: 1984-04-02
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Granted: 1985-08-06
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Expires: 2004-04-02
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Abstract

Abstract Silicon functionalized carboxyimides are provided which can be made by the hydrosilylation of norbornene terminated polyimides with silicon hydrides having hydrolyzable radicals attached thereto. The silicon functionalized carboxyimides can be used to make silanol terminated silicon-polyimide block polymers useful in making room temperature vulcanizable compositions.

Inventors

  • 👤 Hong-Son Ryang

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-06 20:05
CPC Classifications
C; C07; C07F; C07F7/00; C07F7/02; C07F7/08; C07F7/10; C07F7/18; C07F7/1804; C07F7/1896; C08; C08G; C08G77/00; C08G77/04; C08G77/38; C08G77/382; C08G77/388; C08G77/42; C08G77/452; C08G77/455; C08L; C08L83/00; C08L83/10

Claims Analysis

Total Claims: 13
Claim 1
Independent Claim 231 words
Silicon functionalized norbornane carboxyimides of the formula, ##STR27## where R is a divalent radical selected from the class consisting of (a) aromatic hydrocarbon radicals having from 6-20 carbon atoms and halogenated aromatic hydrocarbon radicals having from 6-20 carbon atoms, (b) alkylene radicals having from 2-20 carbon atoms and cycloalkylene radicals having from 2-20 carbon atoms, (c) C.sub.(2-8) alkylene terminated polydiorganosiloxane, and (d) radicals included by the general formula, ##STR28## Q' is a member selected from the class consisting of ##STR29## x is a whole number from 1 to 5 inclusive, Q is a tetravalent radical selected from ##STR30## where D is a member selected from ##STR31## and R 8 is a divalent radical selected from ##STR32## and divalent organic radicals of the general formula, ##STR33## X is a member selected from the class consisting of divalent radicals of the formula, ##STR34## y is an integer from 1 to 5, R 1 -R 6 are selected from hydrogen and C.sub.(1-8) alkyl radicals, R 7 is the same or different C.sub.(1-13) monovalent hydrocarbon radical and substituted C.sub.(1-13) monovalent hydrocarbon radical, Y is a divalent radical selected from --O-- and --C(R 1 ) 2 --, Z is selected from C.sub.(1-8) alkoxy, acyloxy, halogen and amine, n is an integer equal to 0-200 inclusive, and p is equal to 0 or 1, and R 10 -R 11 are selected from Z or R 7 .
Claim 2
Dependent Claim 231 words
Silicon functionalized norbornane carboxyimides of the formula, ##STR27## where R is a divalent radical selected from the class consisting of (a) aromatic hydrocarbon radicals having from 6-20 carbon atoms and halogenated aromatic hydrocarbon radicals having from 6-20 carbon atoms, (b) alkylene radicals having from 2-20 carbon atoms and cycloalkylene radicals having from 2-20 carbon atoms, (c) C.sub.(2-8) alkylene terminated polydiorganosiloxane, and (d) radicals included by the general formula, ##STR28## Q' is a member selected from the class consisting of ##STR29## x is a whole number from 1 to 5 inclusive, Q is a tetravalent radical selected from ##STR30## where D is a member selected from ##STR31## and R 8 is a divalent radical selected from ##STR32## and divalent organic radicals of the general formula, ##STR33## X is a member selected from the class consisting of divalent radicals of the formula, ##STR34## y is an integer from 1 to 5, R 1 -R 6 are selected from hydrogen and C.sub.(1-8) alkyl radicals, R 7 is the same or different C.sub.(1-13) monovalent hydrocarbon radical and substituted C.sub.(1-13) monovalent hydrocarbon radical, Y is a divalent radical selected from --O-- and --C(R 1 ) 2 --, Z is selected from C.sub.(1-8) alkoxy, acyloxy, halogen and amine, n is an integer equal to 0-200 inclusive, and p is equal to 0 or 1, and R 10 -R 11 are selected from Z or R 7 .
Claim 3
Dependent Claim 11 words
A silicon functionalized carboxyimide of claim 1 having the formula ##STR35##
Claim 4
Dependent Claim 15 words
A silicon functionalized carboxyimide of claim 1 having the formula ##STR36## where n is 1.
Claim 5
Dependent Claim 15 words
A silicon functionalized carboxyimide of claim 1 having the formula ##STR37## where n is 1.
Claim 6
Independent Claim 291 words
A method for making a silicon functionalized norbornane carboxyimide which comprises (1) effecting reaction in the presence of an inert organic solvent at a temperature in the range of from 15° C. to 90° C. and under substantially anhydrous conditions between an aliphatically unsaturated polyimide of the formula, ##STR38## and a silicon hydride of the formula ##STR39## in the presence of an effective amount of a platinum catalyst, where R is a divalent radical selected from the class consisting of (a) aromatic hydrocarbon radicals having from 6-20 carbon atoms and halogenated aromatic hydrocarbon radicals having from 6-20 carbon atoms, (b) alkylene radicals having from 2-20 carbon atoms and cycloalkylene radicals having from 2-20 carbon atoms, (c) C.sub.(2-8) alkylene terminated polydiorganosiloxane, and (d) radicals included by the general formula, ##STR40## Q' is a member selected from the class consisting of ##STR41## x is a whole number from 1 to 5 inclusive, Q is a tetravalent radical selected from ##STR42## where D is a member selected from ##STR43## and R 8 is a divalent radical selected from ##STR44## and divalent organic radicals of the general formula, ##STR45## X is a member selected from the class consisting of divalent radicals of the formula, ##STR46## y is an integer from 1 to 5, R 1 -R 6 are selected from hydrogen and C.sub.(1-8) alkyl radicals, R 7 is the same or different C.sub.(1-13) monovalent hydrocarbon radical and substituted C.sub.(1-13) monovalent hydrocarbon radical, Y is a divalent radical selected from --O-- and --C(R 1 ) 2 --, Z is selected from C.sub.(1-8) alkoxy, acyloxy, halogen and amine, n is an integer equal to 0-200 inclusive, and p is equal to 0 or 1, and R 10 -R 11 are selected from Z or R 7 .
Claim 7
Independent Claim 291 words
A method for making a silicon functionalized norbornane carboxyimide which comprises (1) effecting reaction in the presence of an inert organic solvent at a temperature in the range of from 15° C. to 90° C. and under substantially anhydrous conditions between an aliphatically unsaturated polyimide of the formula, ##STR38## and a silicon hydride of the formula ##STR39## in the presence of an effective amount of a platinum catalyst, where R is a divalent radical selected from the class consisting of (a) aromatic hydrocarbon radicals having from 6-20 carbon atoms and halogenated aromatic hydrocarbon radicals having from 6-20 carbon atoms, (b) alkylene radicals having from 2-20 carbon atoms and cycloalkylene radicals having from 2-20 carbon atoms, (c) C.sub.(2-8) alkylene terminated polydiorganosiloxane, and (d) radicals included by the general formula, ##STR40## Q' is a member selected from the class consisting of ##STR41## x is a whole number from 1 to 5 inclusive, Q is a tetravalent radical selected from ##STR42## where D is a member selected from ##STR43## and R 8 is a divalent radical selected from ##STR44## and divalent organic radicals of the general formula, ##STR45## X is a member selected from the class consisting of divalent radicals of the formula, ##STR46## y is an integer from 1 to 5, R 1 -R 6 are selected from hydrogen and C.sub.(1-8) alkyl radicals, R 7 is the same or different C.sub.(1-13) monovalent hydrocarbon radical and substituted C.sub.(1-13) monovalent hydrocarbon radical, Y is a divalent radical selected from --O-- and --C(R 1 ) 2 --, Z is selected from C.sub.(1-8) alkoxy, acyloxy, halogen and amine, n is an integer equal to 0-200 inclusive, and p is equal to 0 or 1, and R 10 -R 11 are selected from Z or R 7 .
Claim 8
Dependent Claim 49 words
A norbornane imide of the formula, ##STR47## R 1 -R 6 are selected from hydrogen and C.sub.(1-8) alkyl radicals, R 7 is the same or different C.sub.(1-13) monovalent hydrocarbon radical and substituted C.sub.(1-13) monovalent hydrocarbon radical and R 10 -R 11 are selected from Z or R 7 .
Claim 9
Dependent Claim 49 words
A norbornane imide of the formula, ##STR47## R 1 -R 6 are selected from hydrogen and C.sub.(1-8) alkyl radicals, R 7 is the same or different C.sub.(1-13) monovalent hydrocarbon radical and substituted C.sub.(1-13) monovalent hydrocarbon radical and R 10 -R 11 are selected from Z or R 7 .
Claim 10
Dependent Claim 3 words
The compound ##STR48##
Claim 11
Dependent Claim 3 words
The compound ##STR48##
Claim 12
Dependent Claim 3 words
The compound ##STR49##
Claim 13
Dependent Claim 3 words
The compound ##STR49##

References Cited (Backward Citations)

US4238591A Cited
US4361690A Cited
US4360686A Cited
US4472565A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1988-08-05 1989-02-04 1989-08-06 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1992-08-05 1993-02-04 1993-08-06 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1996-08-05 1997-02-04 1997-08-06 $7700.00 Window Closed / Lapsed

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