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US4481339A
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Acid-extended copolyamideimides and method for their preparation
Assignee: General Electric Co
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Filing: 1983-09-15
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Granted: 1984-11-06
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Expires: 2003-09-15
Abstract
Abstract Polyamideimides are prepared by first reacting a diamine, preferably an aromatic diamine, with a carboxy anhydride such as trimellitic anhydride and a dianhydride such as bisphenol A dianhydride; and then reacting mixtures of the resulting prepolymers and dicarboxylic acid, or functional derivatives thereof, with a diisocyanate or diamine, preferably an aromatic diisocyanate.
Inventors
- 👤 Donald A. Bolon
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-30 19:10
CPC Classifications
C; C08; C08G; C08G73/00; C08G73/06; C08G73/10; C08G73/14; C08G18/00; C08G18/06; C08G18/28; C08G18/40; C08G18/64; C08G18/6415; C08G18/6438
Claims Analysis
Total Claims: 21
Claim 1
Independent Claim
312 words
A method for preparing an acid-extended copolyamideimide which comprises the steps of: (1) reacting, under conditions whereby all water of reaction is removed: (A) at least one diamine having the formula H.sub.2 N--R.sup.1 --NH.sub.2, (I) wherein R 1 is a divalent aromatic hydrocarbon radical containing about 6-20 carbon atoms or halogenated derivative thereof, alkylene or cycloalkylene radical containing about 2-20 carbon atoms, or bis-alkylenepoly(dialkylsiloxane) radical; with (B) at least one carboxy anhydride of the formula ##STR8## wherein R 2 is a trivalent aliphatic radical containing about 2-20 carbon atoms or aromatic radical containing about 6-20 carbon atoms, and (C) at least one dianhydride of the formula ##STR9## wherein R 3 is a tetravalent aliphatic radical containing about 2-20 carbon atoms or aromatic radical containing about 6-20 carbon atoms; the molar ratio of reagent C to reagent B being at least about 0.25:1 and the ratio of equivalents of reagent A to anhydride equivalents of reagents B and C combined being about 1:1; and subsequently (2) reacting, at a temperature within the range of about 150°-225° C., a mixture of (D) the product of step 1, or a functional derivative thereof, and (F) at least one dicarboxylic acid having the formula HOOC--R.sup.7 --COOH, (IV) wherein R 7 is a divalent alkylene or aromatic hydrocarbon radical containing about 3-12 carbon atoms, or a functional derivative thereof; the molar ratio of reagent F to reagent D being about 0.1-2:1; with (E) at least one compound selected from the group consisting of diisocyanates having the formula OCN--R.sup.4 --NCO (IV) and diamines having the formula R.sup.5 NH--R.sup.4 --NHR.sup.6, (V) wherein R 4 is a divalent polymeric radical, aromatic hydrocarbon radical containing about 6-20 carbon atoms or halogenated derivative thereof, alkylene or cycloalkylene radical containing about 2-20 carbon atoms, or bis-alkylenepoly(dialkylsiloxane) radical; and each of R 5 and R 6 is independently hydrogen or a lower hydrocarbon radical.
Claim 2
Independent Claim
312 words
A method for preparing an acid-extended copolyamideimide which comprises the steps of: (1) reacting, under conditions whereby all water of reaction is removed: (A) at least one diamine having the formula H.sub.2 N--R.sup.1 --NH.sub.2, (I) wherein R 1 is a divalent aromatic hydrocarbon radical containing about 6-20 carbon atoms or halogenated derivative thereof, alkylene or cycloalkylene radical containing about 2-20 carbon atoms, or bis-alkylenepoly(dialkylsiloxane) radical; with (B) at least one carboxy anhydride of the formula ##STR8## wherein R 2 is a trivalent aliphatic radical containing about 2-20 carbon atoms or aromatic radical containing about 6-20 carbon atoms, and (C) at least one dianhydride of the formula ##STR9## wherein R 3 is a tetravalent aliphatic radical containing about 2-20 carbon atoms or aromatic radical containing about 6-20 carbon atoms; the molar ratio of reagent C to reagent B being at least about 0.25:1 and the ratio of equivalents of reagent A to anhydride equivalents of reagents B and C combined being about 1:1; and subsequently (2) reacting, at a temperature within the range of about 150°-225° C., a mixture of (D) the product of step 1, or a functional derivative thereof, and (F) at least one dicarboxylic acid having the formula HOOC--R.sup.7 --COOH, (IV) wherein R 7 is a divalent alkylene or aromatic hydrocarbon radical containing about 3-12 carbon atoms, or a functional derivative thereof; the molar ratio of reagent F to reagent D being about 0.1-2:1; with (E) at least one compound selected from the group consisting of diisocyanates having the formula OCN--R.sup.4 --NCO (IV) and diamines having the formula R.sup.5 NH--R.sup.4 --NHR.sup.6, (V) wherein R 4 is a divalent polymeric radical, aromatic hydrocarbon radical containing about 6-20 carbon atoms or halogenated derivative thereof, alkylene or cycloalkylene radical containing about 2-20 carbon atoms, or bis-alkylenepoly(dialkylsiloxane) radical; and each of R 5 and R 6 is independently hydrogen or a lower hydrocarbon radical.
Claim 3
Dependent Claim
26 words
A method according to claim 1 wherein reagent D is said prepolymer, reagent F is said dicarboxylic acid and reagent E is at least one diisocyanate.
Claim 4
Dependent Claim
39 words
A method according to claim 2 wherein each of R 2 and R 3 is an aromatic radical and the ratio of equivalents of reagents D and F combined to reagent E is from about 0.67:1 to about 1.5:1.
Claim 5
Dependent Claim
22 words
A method according to claim 3 wherein R 7 is an alkylene radical containing 3-6 carbon atoms or an aromatic hydrocarbon radical.
Claim 6
Dependent Claim
36 words
A method according to claim 4 wherein the molar ratio of reagent C to reagent B is at least about 0.5:1 and the molar ratio of reagent F to reagent E is up to about 1.5:1.
Claim 7
Dependent Claim
23 words
A method according to claim 5 wherein each of R 1 and R 4 is an aromatic hydrocarbon radical, R 2 is ##STR10##
Claim 8
Dependent Claim
19 words
A method according to claim 6 wherein R 7 is at least one of the m- and p-phenylene radicals.
Claim 9
Dependent Claim
35 words
A method according to claim 7 wherein reagent A is m-phenylenediamine, m-toluenediamine or 4,4-diaminodiphenylmethane and reagent E is at least one compound selected from the group consisting of 2,4-toluene diisocyanate, 2,6-toluene diisocyanate and 4,4'-methylenebis(phenyl isocyanate).
Claim 10
Dependent Claim
10 words
An acid-extended copolyamideimide prepared by the method of claim 1.
Claim 11
Dependent Claim
10 words
An acid-extended copolyamideimide prepared by the method of claim 3.
Claim 12
Dependent Claim
10 words
An acid-extended copolyamideimide prepared by the method of claim 4.
Claim 13
Dependent Claim
10 words
An acid-extended copolyamideimide prepared by the method of claim 7.
Claim 14
Dependent Claim
143 words
An acid-extended copolyamideimide consisting essentially of units having the formulas ##STR11## wherein: each of R 1 and R 4 is independently a divalent aromatic hydrocarbon radical contaning about 6-20 carbon atoms or halogenated derivative thereof, alkylene or cycloalkylene radical containing about 2-20 carbon atoms, or bis-alkylenepoly(dialkylsiloxane) radical; R 2 is a trivalent aliphatic radical containing about 2-20 carbon atoms or aromatic radical containing about 6-20 carbon atoms; R 3 is a tetravalent aliphatic radical containing about 2-20 carbon atoms or aromatic radical containing about 6-20 carbon atoms; each of R 5 and R 6 is independently hydrogen or a hydrocarbon radical; R 7 is a divalent alkylene or aromatic hydrocarbon radical containing about 3-12 carbon atoms, and the average value of n is at least 0.5; the ratio of units of formula XI to those of formula X being up to about 2:1.
Claim 15
Dependent Claim
143 words
An acid-extended copolyamideimide consisting essentially of units having the formulas ##STR11## wherein: each of R 1 and R 4 is independently a divalent aromatic hydrocarbon radical contaning about 6-20 carbon atoms or halogenated derivative thereof, alkylene or cycloalkylene radical containing about 2-20 carbon atoms, or bis-alkylenepoly(dialkylsiloxane) radical; R 2 is a trivalent aliphatic radical containing about 2-20 carbon atoms or aromatic radical containing about 6-20 carbon atoms; R 3 is a tetravalent aliphatic radical containing about 2-20 carbon atoms or aromatic radical containing about 6-20 carbon atoms; each of R 5 and R 6 is independently hydrogen or a hydrocarbon radical; R 7 is a divalent alkylene or aromatic hydrocarbon radical containing about 3-12 carbon atoms, and the average value of n is at least 0.5; the ratio of units of formula XI to those of formula X being up to about 2:1.
Claim 16
Dependent Claim
29 words
A copolyamideimide according to claim 13 wherein each of R 2 and R 3 is an aromatic hydrocarbon radical and each of R 5 and R 6 is hydrogen.
Claim 17
Dependent Claim
22 words
A copolyamideimide according to claim 14 wherein R 7 is an alkylene radical containing 3-6 carbon atoms or an aromatic hydrocarbon radical.
Claim 18
Dependent Claim
36 words
A copolyamideimide according to claim 15 wherein the average value of n is at least 1 and the ratio of units of formula XI to those of formula X is from about 0.67:1 to about 0.5:1.
Claim 19
Dependent Claim
33 words
A copolyamideimide according to claim 16 wherein each of R 1 and R 4 is an aromatic hydrocarbon radical, R 2 is ##STR12## and the average value of n is at least 1.
Claim 20
Dependent Claim
19 words
A copolyamide according to claim 17 wherein R 7 is at least one of the m- and p-phenylene radicals.
Claim 21
Dependent Claim
25 words
A copolyamideimide according to claim 18 wherein R 1 is ##STR13## and R 4 is at least one of the 2,4-tolylene, 2,6-tolylene and 4,4'-methylenebis-phenyl radicals.
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) | 1987-11-06 | 1988-05-07 | 1988-11-06 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1991-11-06 | 1992-05-07 | 1992-11-06 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1995-11-06 | 1996-05-07 | 1996-11-06 | $7700.00 | Window Closed / Lapsed |