US4826997A
Expired / Lapsed
US
⏱️ 0.0 years remaining
N-Substituted arylcyclo butenyl-maleimides
Assignee: Dow Chemical Co
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Filing: 1986-08-04
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Granted: 1989-05-02
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Expires: 2006-08-04
Abstract
Abstract The invention is a compound which comprises an unsaturated cyclic imide moiety and an aryl cyclobutene moiety, wherein the cyclobutene moiety is fused to the aryl radical, and wherein the imide nitrogen is connected to the aryl radical by a direct bond or a bridging member. Another aspect of this invention is a polyimide polymeric composition which results from the polymerization of the above-described compounds.
Inventors
- 👤 Robert A. Kirchhoff
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-04 06:31
CPC Classifications
C; C07; C07D; C07D207/00; C07D207/02; C07D207/44; C07D207/444; C07D207/448; C07D207/452; C07C; C07C13/00; C07C13/28; C07C13/32; C07C13/44; C07F; C07F7/00; C07F7/02; C07F7/08; C07F7/0803; C07F7/0805; C07C2602/00; C07C2602/02; C07C2602/04; C07C2602/06
Claims Analysis
Total Claims: 16
Claim 1
Independent Claim
107 words
A compound which corresponds to the formula ##STR49## wherein R 1 is separately in each occurrence a hydrocarbyl, hydrocarbylthio, hydrocarbyloxy, electron-withdrawing or electron-donating group; R 2 is separately in each occurrence hydrogen, cyano, halo or an electron donating group; R 3 is separately in each occurrence hydrogen, hydrocarbyl, hydrocarbyloxy or hydrocarbylthio; Y is a direct bond or a divalent organic radical; and b is an integer of from 0 to 3, inclusive; with the proviso that at least two of R 2 are hydrogen and the further proviso that the moieties R 1 , R 2 and R 3 do not interfere with polymerization of the compound.
Claim 2
Dependent Claim
107 words
A compound which corresponds to the formula ##STR49## wherein R 1 is separately in each occurrence a hydrocarbyl, hydrocarbylthio, hydrocarbyloxy, electron-withdrawing or electron-donating group; R 2 is separately in each occurrence hydrogen, cyano, halo or an electron donating group; R 3 is separately in each occurrence hydrogen, hydrocarbyl, hydrocarbyloxy or hydrocarbylthio; Y is a direct bond or a divalent organic radical; and b is an integer of from 0 to 3, inclusive; with the proviso that at least two of R 2 are hydrogen and the further proviso that the moieties R 1 , R 2 and R 3 do not interfere with polymerization of the compound.
Claim 3
Dependent Claim
115 words
The compound of claim 1 wherein R 1 is C 1-20 alkyl, C 1-20 alkoxy, C 1-20 alkylthio, C 6-20 aryl, C 6-20 aryloxy, C 6-20 arylthio, C 7-20 arkaryl, C 7-20 alkaryloxy, C 7-20 alkarylthio, C 7-20 aralkyl, C 7-20 aralkoxy, C 7-20 aralkylthio, cyano, carboxylate, hydrocarbylcarbonyloxy, nitro, halo, hydrocarbylsulfinyl, hydrocarbylsulfonyl or amino; R 2 is hydrogen, cyano, halo, alkyl or alkoxy; R 3 is hydrogen, C 1-20 alkyl, C 1-20 alkoxy, C 1-20 alkylthio, C 6-20 aryl, C 6-20 aryloxy, C 6-20 arylthio, C 7-20 alkaryl, C 7-20 alkaryloxy, C 7-20 alkarylthio, C 7-20 aralkyl, C 7-20 aralkoxy or C 7-20 aralkylthio; and b is an integer of 0, 1, 2 or 3.
Claim 4
Dependent Claim
32 words
The compound of claim 2 wherein R 1 is C 1-20 alkyl, halo, nitro or cyano; R 2 is hydrogen, halo or cyano; and R 3 is hydrogen or C 1-20 alkyl.
Claim 5
Dependent Claim
31 words
The compound of claim 3 wherein R 1 is C 1-3 alkyl, halo, nitro or cyano; R 2 is hydrogen or cyano; and R 3 is hydrogen or C 1-3 alkyl.
Claim 6
Dependent Claim
18 words
The compound of claim 4 wherein R 2 is hydrogen; R 3 is hydrogen; and b is 0.
Claim 7
Dependent Claim
21 words
The compound of claim 5 wherein Y is a direct bond, a hydrocarbylene, hydrocarbyleneamido, hydrocarbylenecarbonyloxy, hydrocarbyleneoxy, hydrocarbyleneamino, hydrocarbylenethio, hydrocarbylenesulfinyl or hydrocarbylenesulfonyl.
Claim 8
Dependent Claim
32 words
The compound of claim 6 wherein Y is a direct bond, alkylene, arylene, alkylene-bridged polyarylene, cycloalkylene-bridged polyarylene, alkyleneamido, aryleneamido, alkylenecarbonyloxy, arylenecarbonyloxy, aryleneoxy, alkyleneoxy, aryleneamino, alkyleneamino, alkylenethio, arylenethio, arylenesulfinyl, alkylenesulfinyl, arylenesulfonyl or alkylenesulfonyl.
Claim 9
Dependent Claim
11 words
The compound of claim 7 wherein Y is alkylene or arylene.
Claim 10
Dependent Claim
149 words
A compound which corresponds to the formula ##STR50## wherein Ar is a carbocyclic aromatic radical; R 1 is separately in each occurrence a hydrocarbyl, hydrocarbyloxy, hydrocarbylthio, an electron-donating or electron-withdrawing group; R 2 is separately in each occurrence hydrogen, cyano, halo, or electron-donating group; R 3 is separately in each occurrence hydrogen, a hydrocarbyl, hydrocarbyloxy or hydrocarbylthio group; Y is a direct bond or a divalent organic radical; and a is an integer of from 0 to 3; with the proviso that the two carbon atoms of the (C(R 2 ) 2 ) 2 moiety which are bound to Ar are bound to adjacent carbon atoms on the same aromatic ring of Ar; with the further proviso that at least two of R 2 are hydrogen; and the further proviso that the moieties R 1 , R 2 and R 3 do not interfere with polymerization of the compound.
Claim 11
Dependent Claim
149 words
A compound which corresponds to the formula ##STR50## wherein Ar is a carbocyclic aromatic radical; R 1 is separately in each occurrence a hydrocarbyl, hydrocarbyloxy, hydrocarbylthio, an electron-donating or electron-withdrawing group; R 2 is separately in each occurrence hydrogen, cyano, halo, or electron-donating group; R 3 is separately in each occurrence hydrogen, a hydrocarbyl, hydrocarbyloxy or hydrocarbylthio group; Y is a direct bond or a divalent organic radical; and a is an integer of from 0 to 3; with the proviso that the two carbon atoms of the (C(R 2 ) 2 ) 2 moiety which are bound to Ar are bound to adjacent carbon atoms on the same aromatic ring of Ar; with the further proviso that at least two of R 2 are hydrogen; and the further proviso that the moieties R 1 , R 2 and R 3 do not interfere with polymerization of the compound.
Claim 12
Dependent Claim
100 words
A monomer which corresponds to the formula ##STR51## wherein R 1 is separately in each occurrence an electron-withdrawing or electron-donating group; R 2 is separately in each occurrence hydrogen, a cyano, an alkoxy, a halo, or an alkyl group; R 3 is separately in each occurence hydrogen, hydrocarbyl, hydrocarbyloxy or hydrocarbylthio; Y is a direct bond; and b is an integer of from 0 to 3, inclusive with the proviso that at least two of R 2 are hydrogen with the further proviso that R 1 , R 2 and R 3 do not interfere with polymerization of the monomer.
Claim 13
Dependent Claim
100 words
A monomer which corresponds to the formula ##STR51## wherein R 1 is separately in each occurrence an electron-withdrawing or electron-donating group; R 2 is separately in each occurrence hydrogen, a cyano, an alkoxy, a halo, or an alkyl group; R 3 is separately in each occurence hydrogen, hydrocarbyl, hydrocarbyloxy or hydrocarbylthio; Y is a direct bond; and b is an integer of from 0 to 3, inclusive with the proviso that at least two of R 2 are hydrogen with the further proviso that R 1 , R 2 and R 3 do not interfere with polymerization of the monomer.
Claim 14
Dependent Claim
16 words
The compound of claim 10 wherein R 2 is separately in each occurrence hydrogen or cyano.
Claim 15
Dependent Claim
11 words
The compound of claim 10 which corresponds to the formula ##STR52##
Claim 16
Dependent Claim
11 words
The compound of claim 10 which correponds to the formula ##STR53##
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1992-05-01 | 1992-10-31 | 1993-05-02 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1996-05-01 | 1996-10-31 | 1997-05-02 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2000-05-01 | 2000-10-31 | 2001-05-02 | $7700.00 | Window Closed / Lapsed |