US3609113A
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Poly-(arylene-triketoimidazolidines and process for preparing the same
Assignee: Dynamit Nobel AG
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Filing: 1969-04-04
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Granted: 1971-09-28
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Expires: 1989-04-04
Abstract
Abstract Poly-(arylene-triketoimidazolidines) are prepared by reacting approximately diamine amounts of bis- (oxalic acid-monoalkyl ester-monoamide) of an aromatic diamine with an aromatic diisocyanate in a polar organic solvent at an elevated temperature. The polymers melt at about 310* C. up to > 400* C. with decomposition. Organic solvent solutions thereof can be used for the production of high-temperature resistant films and fibers as well as coatings for metals. Wire insulating varnishes can also be prepared therefrom.
Inventors
- 👤 Gerhard Schade
- 👤 Franz Blaschke
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-29 01:38
CPC Classifications
C; C08; C08G; C08G18/00; C08G18/06; C08G18/28; C08G18/30; C08G18/38; C08G18/3819; C08G18/3821; C08G73/00; C08G73/06; C08G73/0605; C08G73/0616
Claims Analysis
Total Claims: 18
Claim 1
Independent Claim
59 words
An inert polar organic solvent solution of a poly-(arylene-triketoimidazolidine) having the general formula: wherein Ar is an arylene group selected from the group consisting of unsubstituted and alkyl-substituted 4, 4''-diphenylmethane; 3, 3''-diphenylmethane; 4, 4''-diphenyl oxide; 4, 4''-diphenyl sulfone; 1, 5-naphthalene; and p-phenylene, Ar'' is selected from the same group as Ar and m-phenylene, and n is a positive integer.
Claim 2
Dependent Claim
13 words
The organic solvent solution of claim 2, wherein said polar solvent is cresol.
Claim 3
Dependent Claim
13 words
The organic solvent solution of claim 2, wherein said polar solvent is N-methylpyrrolidone.
Claim 4
Dependent Claim
103 words
A wire insulating varnish comprising a poly-(arylene-triketoimidazolidine) having the general formula: wherein Ar is an arylene group selected from the group consisting of unsubstituted and alkyl-substituted 4, 4''-diphenylmethane; 3, 3''-diphenylmethane; 4, 4''-diphenyl oxide; 4, 4''-diphenyl sulfone; 1, 5-naphthalene; and p-phenylene, Ar'' is selected from the same group as Ar and m-phenylene, and n is a positive integer, an ester resin of terephthalic or isophthalic acid, ethylene glycol and at least one higher polyfunctional alcohol, and an inert polar organic solvent, said wire insulating varnish containing approximately 30 parts by weight of said poly-(arylenetriketoimidazolidine) per approximately 35 parts by weight of said ester resin.
Claim 5
Dependent Claim
11 words
The varnish of claim 5, wherein said polar solvent is cresol.
Claim 6
Dependent Claim
90 words
A process for the preparation of a poly-(arylenetriketoimidazolidine) which comprises reacting a bis(oxalic acid-monoalkyl ester-monoamide) of an aromatic diamine having the amino groups on two different benzene rings or para-positioned amino groups on the same benzene ring with an approximately equimolar amount of an aromatic diisocyaNate in an inert polar organic solvent at a temperature between that at which the corresponding alkanol cleavage commences and the decomposition temperature of said bis-(oxalic acid-monoalkyl ester-monoamide), the alkanol cleaved during the reaction being removed from the reaction mixture, and recovering the resultant polymer.
Claim 7
Dependent Claim
44 words
The process of claim 7, wherein said bis (oxalic acid-monoalkyl ester-monoamide) is obtained by reacting an aromatic diamine having the amino groups on two different benzene rings or para-positioned amino groups on the same benzene ring with an excess amount of a dialkyl oxalate.
Claim 8
Dependent Claim
12 words
The process of claim 8, wherein said dialkyl oxalate is diethyl oxalate.
Claim 9
Dependent Claim
24 words
The process of claim 7, wherein said aromatic diisocyanate is selected from the group consisting of 2,4- and 2,6-diisocyanatotoluene, 4, 4''-diisocyanatodiphenylmethane, 1,4-diisocyanatobenzene and 1,5-diisocyanatonaphthalene.
Claim 10
Dependent Claim
26 words
The process of claim 7, wherein said polar solvent is N-methylpyrrolidone and the reaction is carried out at a temperature of at least about 160*-170* C.
Claim 11
Dependent Claim
26 words
The process of claim 7, wherein said polar solvent is cresol and the reaction is carried out at a temperature of at least about 190*-195* C.
Claim 12
Dependent Claim
36 words
The process of claim 7, wherein a small excess of diisocyanate is employed, resulting in the production of polymers having terminal isocyanate or urethane groups, and wherein these terminal groups are then converted into urea moieties.
Claim 13
Dependent Claim
23 words
The process of claim 13, wherein the conversion into urea moieties is effected by adding water or a diamine to the reaction mixture.
Claim 14
Dependent Claim
17 words
The process of claim 7, wherein the reactants are 4, 4''-diaminodiphenylmethane, diethyl oxalate and 4, 4 ''-diisocyanatodiphenylmethane.
Claim 15
Dependent Claim
15 words
The process of claim 7, wherein the reactants are diaminodiphenyl oxide, diethyl oxalate and 1,5-diisocyanatonapthalene.
Claim 16
Dependent Claim
15 words
The process of claim 7, wherein the reactants are diaminodiphenylmethane, diethyl oxalate and toluylene diisocyanate.
Claim 17
Dependent Claim
15 words
The process of claim 7, wherein the reactants are diaminodiphenylsulfone, diethyl oxalate and 2,4-toluylene diisocyanate.
Claim 18
Dependent Claim
18 words
The process of claim 7, wherein the reactants are diaminodiphenylmethane-p-phenylenediamine (1:1 molar ratio), diethyl oxalate and 4, 4''-diisocyanatodiphenylmethane.
References Cited (Backward Citations)
No citation records indexed.
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1974-09-27 | 1975-03-29 | 1975-09-28 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1978-09-27 | 1979-03-29 | 1979-09-28 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1982-09-27 | 1983-03-29 | 1983-09-28 | $7700.00 | Window Closed / Lapsed |