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US4418181A
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Polyimides having bis-maleimide terminal groups
Assignee: Plastics Engineering Co
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Filing: 1981-05-26
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Granted: 1983-11-29
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Expires: 2001-05-26
Abstract
Abstract The compositions described herein comprise polyimides having bis-maleimide terminal groups and having the formula: ##STR1## wherein Q is a trivalent aromatic radical, Ar is a divalent aromatic radical, Ar" is a tetravalent aromatic radical and n has a value of 0-20. Derivatives may be made of these compounds by homopolymerization, copolymerization with other copolymerizable materials and by reaction with Diels-Alder reactable materials.
Inventors
- 👤 Walter J. Monacelli
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-31 17:14
CPC Classifications
C; C08; C08G; C08G73/00; C08G73/06; C08G73/10; C08G73/1067; C08G73/1071; C08G73/12; C08G73/126; C08G73/127; C08G73/128
Claims Analysis
Total Claims: 28
Claim 1
Independent Claim
71 words
A tetra-maleimide polyimide having the formula: ##STR32## wherein Q is a trivalent aromatic radical; Ar" is a tetravalent aromatic radical, the four carbonyl groups being attached directly to separate carbon atoms of said aromatic radical and each pair of carbonyl groups being attached to adjacent carbon atoms or peri carbon atoms in Ar"; Ar is a divalent aromatic radical; and n is zero or an integer having a value of 1-20.
Claim 2
Dependent Claim
71 words
A tetra-maleimide polyimide having the formula: ##STR32## wherein Q is a trivalent aromatic radical; Ar" is a tetravalent aromatic radical, the four carbonyl groups being attached directly to separate carbon atoms of said aromatic radical and each pair of carbonyl groups being attached to adjacent carbon atoms or peri carbon atoms in Ar"; Ar is a divalent aromatic radical; and n is zero or an integer having a value of 1-20.
Claim 3
Dependent Claim
16 words
The polyimide of claim 1, in which Q represents the radical >C 6 H 3 --.
Claim 4
Dependent Claim
16 words
The polyimide of claim 1, in which Q represents the radical >C 10 H 5 --.
Claim 5
Dependent Claim
12 words
The polyimide of claim 1, in which Q represents the radical: ##STR33##
Claim 6
Dependent Claim
22 words
The polyimide of claim 1, wherein each N atom attached to Q is attached directly to a separate benzenoid radical in Q.
Claim 7
Dependent Claim
12 words
The polyimide of claim 1, in which Q has the formula: ##STR34##
Claim 8
Dependent Claim
12 words
The polyimide of claim 1 in which Q has the formula: ##STR35##
Claim 9
Dependent Claim
18 words
The polyimide of claim 7, in which Ar" is a radical selected from the class consisting of: ##STR36##
Claim 10
Dependent Claim
10 words
The polyimide of claim 7, in which Ar" is ##STR37##
Claim 11
Dependent Claim
108 words
The polyimide of claim 1, in which the Ar is derived from a diamine 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; 1,3-; 1,4- and 1,2-bis(3-aminophenoxy)benzene; 1,3- and 1,4-bis(4-aminophenoxy)benzene; and H 2 NC 6 H 4 OC 6 H 4 SO 2 C 6 H 4 OC 6 H 4 SO 2 C 6 H 4 OC 6 H 4 NH 2 in which the respective attachments to a C 6 H 4 ring are meta or para to each other.
Claim 12
Dependent Claim
15 words
The polyimide of claim 10, in which the Ar is derived from a methylene dianiline.
Claim 13
Dependent Claim
15 words
The polyimide of claim 10, in which the Ar is derived from a sulfonyl dianiline.
Claim 14
Dependent Claim
14 words
The polyimide of claim 10, in which the Ar is derived from an oxydianiline.
Claim 15
Dependent Claim
14 words
The polyimide of claim 10, in which the Ar is derived from 2,4-toluene diamine.
Claim 16
Dependent Claim
86 words
The process of preparing a polyimide of claim 1, which comprises reacting a maleamic acid amine of the formula: ##STR38## with an anhydride of the formula: ##STR39## wherein Q, n, Ar and Ar" are the same as defined in claim 1, said amine being used in a proportion of about two molar equivalents per molar equivalent of said anhydride and thereafter effecting ring closure of the amic acid groups in the intermediate produced thereby said ring closure being effected at a temperature of approximately 60°-100° C.
Claim 17
Dependent Claim
15 words
The amic acid intermediate obtained in the process of claim 15, having the formula: ##STR40##
Claim 18
Dependent Claim
84 words
The process of preparing a polyimide of claim 1 which comprises reacting an amine of the formula: ##STR41## with an amic acid anhydride of the formula: ##STR42## wherein Q, n, Ar and Ar" are as defined in claim 1, said amine being used in a proportion of about two molar equivalents per molar equivalent of said anhydride and thereafter effecting ring closure of the amic acid groups in the intermediate produced thereby said ring closure being effected at a temperature of approximately 60°-100° C.
Claim 19
Dependent Claim
71 words
The process of preparing the tetra-maleimide polyimide of claim 1, comprising the steps of heating a mixture of two molar equivalents of the di(maleamic acid) derivative of an aromatic triamine with n+1 molar equivalents of an aromatic tetracarboxylic acid dianhydride and n molar equivalents of an aromatic diamine to produce an intermediate amic acid derivative, and thereafter effecting ring closure on said amic acid groups to produce the tetramaleimide polyimide product.
Claim 20
Dependent Claim
31 words
The amic acid intermediate obtained in the process of either of claims 17 or 18 having the formula: ##STR43## wherein Q, n, Ar and Ar" are as defined in claim 1.
Claim 21
Dependent Claim
47 words
The process of any of claims 15, 17 or 18 in which the ring closure of said amic acid intermediate is effected in the presence of an anhydride of a monocarboxylic acid of 2-5 carbon atoms and an anhydrous alkali metal salt of such a monocarboxylic acid.
Claim 22
Dependent Claim
18 words
The process of claim 20, in which said anhydride is acetic anhydride and said salt is sodium acetate.
Claim 23
Dependent Claim
11 words
An addition polymerization product of the tetra-maleimide polyimide of claim 1.
Claim 24
Dependent Claim
29 words
An addition copolymerization product of the tetra-maleimide polyimide of claim 1, with a compound having at least one CH 2 ═CH-- or CH 2 ═C(CH 3 )-- radical therein.
Claim 25
Dependent Claim
40 words
The addition product of the tetra-maleimide polyimide of claim 1, with a compound having at least one conjugated diyne group therein the addition being effected between the --CH═CH-- of the maleimide group and yne group of the conjugated diyne compound.
Claim 26
Dependent Claim
40 words
The addition product of the tetra-maleimide polyimide of claim 1, with a compound having at least one conjugated diene group therein the addition being effected between the --CH═CH-- of the maleimide and the conjugated diene of the conjugated diene compound.
Claim 27
Dependent Claim
43 words
The addition product of the tetra-maleimide polyimide of claim 1, with at least one compound having at least one conjugated enyne group therein the addition being effected between the --CH═CH-- of the maleimide and the conjugated enyne group of the conjugated enyne compound.
Claim 28
Dependent Claim
44 words
The product of any of claims 22, 23, 24, 25 or 26 in which said tetra-maleimide is the tetra-maleimide of the triamine 2,4-bis(p-aminobenzyl)aniline with the three amino-nitrogens of the original triamine being the respective nitrogen atoms in the respective imide structures of the maleimide.
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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) | 1986-11-28 | 1987-05-30 | 1987-11-29 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1990-11-28 | 1991-05-30 | 1991-11-29 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1994-11-28 | 1995-05-30 | 1995-11-29 | $7700.00 | Window Closed / Lapsed |