US4168367A
Expired / Lapsed
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Acetylene-terminated polyimide derivatives
Assignee: Plastics Engineering Co
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Filing: 1978-07-25
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Granted: 1979-09-18
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Expires: 1998-07-25
Abstract
Abstract Novel, unsaturated, polyimide-polyesters and processes for their preparation are disclosed herein. These new polyimides are derivatives of anhydride-terminated aromatic polyimides, from which they are prepared by esterification to provide unsaturated ester groups having a terminal --C.tbd.CH group. These new compositions are more tractable than the original anhydride-terminated polyimides and can be converted at appropriate lower temperatures to crosslinked, insoluble, infusible polymers without by-product formation, thereby extending greatly the applications for which the aromatic polyimides can be employed.
Inventors
- 👤 Gaetano F. D'Alelio
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-25 21:01
CPC Classifications
C; C08; C08G; C08G73/00; C08G73/06; C08G73/10; C08G73/16; Y; Y10; Y10T; Y10T428/00; Y10T428/31504; Y10T428/31551; Y10T428/31623; Y10T428/31652
Claims Analysis
Total Claims: 24
Claim 1
Independent Claim
129 words
A polyimide-ester of the formula: ##STR24## wherein: Ar' is a tetravalent aromatic organic radical, the four carbonyl groups being attached directly to separate carbon atoms and each pair of carbonyl groups being attached to adjacent carbon atoms in the Ar' radical except that in the case of the Ar' being a naphthalene radical one or both pairs of the carbonyl groups may be attached to peri carbon atoms; Ar is a divalent aromatic organic radical, n is an integer of at least one; R' is an organic moiety containing 2 to 14 carbon atoms and having a terminal CH.tbd.C-- structure; Y is OR or X; R is H,R' or the residue of an alcohol other than R'OH containing one to 18 carbon atoms; and X is a halide radical.
Claim 2
Dependent Claim
129 words
A polyimide-ester of the formula: ##STR24## wherein: Ar' is a tetravalent aromatic organic radical, the four carbonyl groups being attached directly to separate carbon atoms and each pair of carbonyl groups being attached to adjacent carbon atoms in the Ar' radical except that in the case of the Ar' being a naphthalene radical one or both pairs of the carbonyl groups may be attached to peri carbon atoms; Ar is a divalent aromatic organic radical, n is an integer of at least one; R' is an organic moiety containing 2 to 14 carbon atoms and having a terminal CH.tbd.C-- structure; Y is OR or X; R is H,R' or the residue of an alcohol other than R'OH containing one to 18 carbon atoms; and X is a halide radical.
Claim 3
Dependent Claim
10 words
The polyimide-ester of claim 1 in which Y is OR.
Claim 4
Dependent Claim
12 words
The polyimide-ester of claim 2 in which R' is --CH 2 C.tbd.CH.
Claim 5
Dependent Claim
16 words
The polyimide-ester of claim 2 in which R' is --CH 2 C 6 H 4 C.tbd.CH.
Claim 6
Dependent Claim
18 words
The polyimide-ester of claim 2 in which R' is --CH 2 C 6 H 4 CH 2 C.tbd.CH.
Claim 7
Dependent Claim
10 words
The polyimide-ester of claim 2 in which R is H.
Claim 8
Dependent Claim
10 words
The polyimide-ester of claim 3 in which R is R'.
Claim 9
Dependent Claim
10 words
The polyimide-ester of claim 4 in which R is R'.
Claim 10
Dependent Claim
10 words
The polyimide-ester of claim 5 in which R is R'.
Claim 11
Dependent Claim
12 words
The polyimide-ester of claim 2 in which n is at least 2.
Claim 12
Dependent Claim
18 words
The polyimide-ester of claim 1 in which Ar' is a radical selected from the class consisting of: ##STR25##
Claim 13
Dependent Claim
10 words
The polyimide-ester of claim 1 in which Ar' is ##STR26##
Claim 14
Dependent Claim
50 words
The polyimide-ester of claim 1 in which the diamine from which it is prepared is selected from the class consisting of: 1,3- and 1,4-(NH 2 ) 2 benzene 2,3-, 2,5-; 2,6- and 3,5-(NH 2 ) 2 toluene; 3,3'-; 4,4'- and 3,4'-methylene dianiline; 4,4'-; 3,3'- and 3,4'-oxydianiline; 4,4'-; 3,3'- and 3,4'-sulfonyldianiline;
Claim 15
Dependent Claim
8 words
3-; 1,4- and 1,2-bis(3-aminophenoxy)benzene; and 1,3- and 1,4-bis(4-aminophenoxy)benzene.
Claim 16
Dependent Claim
8 words
3-; 1,4- and 1,2-bis(3-aminophenoxy)benzene; and 1,3- and 1,4-bis(4-aminophenoxy)benzene.
Claim 17
Dependent Claim
13 words
The polyimide-ester of claim 13 in which the diamine is a methylene dianiline.
Claim 18
Dependent Claim
13 words
The polyimide-ester of claim 13 in which the diamine is a sulfonyl dianiline.
Claim 19
Dependent Claim
12 words
The polyimide-ester of claim 13 in which the diamine is an oxydianiline.
Claim 20
Dependent Claim
12 words
The polyimide-ester of claim 13 in which the diamine is 2,4-toluene diamine.
Claim 21
Dependent Claim
89 words
The process of preparing the polyimide-ester of claim 2 in which R is hydrogen which comprises reacting R'OH with a dianhydride of the formula: ##STR27## wherein Ar', Ar, n and R' are defined in claim 1, said R'OH being reacted in a proportion of 2 to 4 moles per mole of said dianhydride, and when said Y represents X said polyimide-ester is prepared by the reaction of a slight molar excess of thionyl halide or phosphoric pentachloride per free carboxy group in the intermediate product from said R'OH reaction.
Claim 22
Dependent Claim
34 words
The process of preparing a polyimide-diester of claim 1 which comprises further reacting the product of claim 18 with ROH wherein R is R' or another organic moiety containing one to twenty carbon atoms.
Claim 23
Dependent Claim
25 words
The polyimide-ester of claim 1 having the formula: ##STR28## wherein X is halogen and Ar', Ar, R' and n are as defined in claim 1.
Claim 24
Dependent Claim
11 words
The acid halide of claim 20 in which X is chlorine.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1982-09-17 | 1983-03-19 | 1983-09-18 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1986-09-17 | 1987-03-19 | 1987-09-18 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1990-09-17 | 1991-03-19 | 1991-09-18 | $7700.00 | Window Closed / Lapsed |