US4281100A
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US
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Injection moldable polyetherimide oligomers and method for making
Assignee: General Electric Co
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Filing: 1980-06-18
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Granted: 1981-07-28
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Expires: 2000-06-18
Abstract
Abstract A method is described for making substantially solvent-free particulated injection moldable polyetherimide oligomer directly from aromatic bis(ether anhydride) and organic diamine. The particulated polyetherimide oligomer can be used to make shaped, high molecular weight polyetherimide by melt polymerization.
Inventors
- 👤 Tohru Takekoshi
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-31 12:00
CPC Classifications
C; C08; C08G; C08G73/00; C08G73/06; C08G73/10; C08G73/1046; C08G73/1053; C08G73/1057; C08G73/1064; C08G73/1067; C08G73/1071
Claims Analysis
Total Claims: 17
Claim 1
Independent Claim
98 words
Particulated substantially organic solvent-free polyetherimide amide acid prepolymer convertible under melt polymerization conditions to high molecular weight injection moldable polyetherimide which comprises the product of reaction under interfacial polymerization conditions of substantially equal molar amounts of aromatic bis(ether anhydride) and organic diamine which allows for the production of reaction product having terminal units of the formula, ##STR14## which can be present at up to about 20 mole percent, based on the total moles of chemically combined units in the polyetherimide amide acid prepolymer and where the stoichiometry of the initial reactants in the reaction product is substantially maintained.
Claim 2
Dependent Claim
98 words
Particulated substantially organic solvent-free polyetherimide amide acid prepolymer convertible under melt polymerization conditions to high molecular weight injection moldable polyetherimide which comprises the product of reaction under interfacial polymerization conditions of substantially equal molar amounts of aromatic bis(ether anhydride) and organic diamine which allows for the production of reaction product having terminal units of the formula, ##STR14## which can be present at up to about 20 mole percent, based on the total moles of chemically combined units in the polyetherimide amide acid prepolymer and where the stoichiometry of the initial reactants in the reaction product is substantially maintained.
Claim 3
Dependent Claim
264 words
Particulated substantially organic solvent-free polyetherimideamide acid which is the product of reaction under aqueous-organic interfacial conditions of substantially equal molar amounts of aromatic bis(ether anhydride) and organic diamine which is selected from the class consisting of (A) polyetherimideamide acid consisting essentially of one or more chemically combined units selected from ##STR15## mixtures thereof, having chemically combined terminal units of the formula, ##STR16## and mixtures of such diacid units and one or more terminal units selected from ##STR17## (B) a mixture of (A) and up to 15% by weight of ether tetra-acid of the formula, ##STR18## where Z is a member selected from ##STR19## and divalent organic radicals of the general formula, ##STR20## X is a member selected from the class consisting of divalent radicals of the formula, ##STR21## R is a divalent organic radical selected from the class consisting of aromatic hydrocarbon radicals having from 6 to about 20 carbon atoms and halogenated derivatives thereof, alkylene radicals having from 2 to about 20 carbon atoms, cycloalkylene radicals having from 3 to about 20 carbon atoms, from C 2 to about C 8 alkylene terminated polydiorganosiloxane and divalent radicals of the formula, ##STR22## R 1 is selected from C.sub.(6-13) aromatic radicals and C.sub.(1-20) alkyl radicals, R 2 is selected from C.sub.(1-20) alkyl radicals and R 1 O-radicals, Q is a member selected from the class consisting of --O--, --S--, and --C x H 2x --, y is an integer from 1 to 5, x is an integer from 1 to 5, a is 0 or 1, and b is equal to 0 to 2 inclusive.
Claim 4
Dependent Claim
264 words
Particulated substantially organic solvent-free polyetherimideamide acid which is the product of reaction under aqueous-organic interfacial conditions of substantially equal molar amounts of aromatic bis(ether anhydride) and organic diamine which is selected from the class consisting of (A) polyetherimideamide acid consisting essentially of one or more chemically combined units selected from ##STR15## mixtures thereof, having chemically combined terminal units of the formula, ##STR16## and mixtures of such diacid units and one or more terminal units selected from ##STR17## (B) a mixture of (A) and up to 15% by weight of ether tetra-acid of the formula, ##STR18## where Z is a member selected from ##STR19## and divalent organic radicals of the general formula, ##STR20## X is a member selected from the class consisting of divalent radicals of the formula, ##STR21## R is a divalent organic radical selected from the class consisting of aromatic hydrocarbon radicals having from 6 to about 20 carbon atoms and halogenated derivatives thereof, alkylene radicals having from 2 to about 20 carbon atoms, cycloalkylene radicals having from 3 to about 20 carbon atoms, from C 2 to about C 8 alkylene terminated polydiorganosiloxane and divalent radicals of the formula, ##STR22## R 1 is selected from C.sub.(6-13) aromatic radicals and C.sub.(1-20) alkyl radicals, R 2 is selected from C.sub.(1-20) alkyl radicals and R 1 O-radicals, Q is a member selected from the class consisting of --O--, --S--, and --C x H 2x --, y is an integer from 1 to 5, x is an integer from 1 to 5, a is 0 or 1, and b is equal to 0 to 2 inclusive.
Claim 5
Dependent Claim
22 words
A polyetheramide acid in accordance with claim 1, where the aromatic bis(ether anhydride) is 2,2-bis[4-(3,4-dicarboxyphenoxy)phenyl]propane dianhydride and the organic diamine is metaphenylenediamine.
Claim 6
Dependent Claim
23 words
Polyetheramide acid in accordance with claim 2, where Z is ##STR23## R is ##STR24## and R 1 is -C 18 H 37 .
Claim 7
Independent Claim
222 words
A method for making polyetheramide acid which comprises (1) agitating substantially equal molar amounts of aromatic bis(ether anhydride) of the formula, ##STR25## and organic diamine of the formula, H.sub.2 N--R--NH.sub.2, under aqueous-organic solvent interfacial conditions at a temperature in the range of 0° C. to 100° C., (2) effecting the removal of the organic solvent from the resulting mixture, and (3) recovering the resulting polyetheramide acid from the mixture of (2), having the stoichiometry of the aromatic bis(ether anhydride) and the organic diamine substantially maintained, where Z is a member selected from ##STR26## and divalent organic radicals of the general formula, ##STR27## X is a member selected from the class consisting of divalent radicals of the formulas, ##STR28## R is a divalent organic radical selected from the class consisting of aromatic hydrocarbon radicals having from 6 to 20 carbon atoms and halogenated derivatives thereof, alkylene radicals having from 2 to about 20 carbon atoms, cycloalkylene radicals having from 3 to about 20 carbon atoms, from C 2 to about C 8 alkylene terminated polydiorganosiloxane and divalent radicals of the general formula, ##STR29## Q is a member selected from the class consisting of --O--, --S--, and --C x H 2x --, y is an integer from 1 to 5, x is an integer from 1 to 5, and a is 0 or 1.
Claim 8
Independent Claim
222 words
A method for making polyetheramide acid which comprises (1) agitating substantially equal molar amounts of aromatic bis(ether anhydride) of the formula, ##STR25## and organic diamine of the formula, H.sub.2 N--R--NH.sub.2, under aqueous-organic solvent interfacial conditions at a temperature in the range of 0° C. to 100° C., (2) effecting the removal of the organic solvent from the resulting mixture, and (3) recovering the resulting polyetheramide acid from the mixture of (2), having the stoichiometry of the aromatic bis(ether anhydride) and the organic diamine substantially maintained, where Z is a member selected from ##STR26## and divalent organic radicals of the general formula, ##STR27## X is a member selected from the class consisting of divalent radicals of the formulas, ##STR28## R is a divalent organic radical selected from the class consisting of aromatic hydrocarbon radicals having from 6 to 20 carbon atoms and halogenated derivatives thereof, alkylene radicals having from 2 to about 20 carbon atoms, cycloalkylene radicals having from 3 to about 20 carbon atoms, from C 2 to about C 8 alkylene terminated polydiorganosiloxane and divalent radicals of the general formula, ##STR29## Q is a member selected from the class consisting of --O--, --S--, and --C x H 2x --, y is an integer from 1 to 5, x is an integer from 1 to 5, and a is 0 or 1.
Claim 9
Dependent Claim
12 words
The method of claim 5, where the organic solvent is methylene chloride.
Claim 10
Dependent Claim
12 words
The method of claim 5, where the organic dianhydride is 2,2-bis[4-(3,4-dicarboxyphenoxy)phenyl]propane dianhydride.
Claim 11
Dependent Claim
12 words
The method of claim 5, where the organic amine is metaphenylene diamine.
Claim 12
Independent Claim
227 words
A method of making polyetherimide capable of being injection molded consisting essentially of chemically combined units of the formula, ##STR30## which comprises, melt polymerizing at a temperature of 200° C. to 400° C. organic solvent free polyetheramide acid oligomer having an average particle size in the range of from about 5 microns to 80 microns and an intrinsic viscosity of less than 0.3 in dimethylformamide at 25° C., which is the product of reaction under interfacial conditions of substantially equal molar amounts of aromatic bis(ether anhydride) and organic diamine, where Z is a member selected from ##STR31## and divalent organic radicals of the general formula, ##STR32## X is a member selected from the class consisting of divalent radicals of the formulas, ##STR33## R is a divalent organic radical selected from the class consisting of aromatic hydrocarbon radicals having from 6 to about 20 carbon atoms and halogenated derivatives thereof, alkylene radicals having from 2 to about 20 carbon atoms, cycloalkylene radicals having from 3 to about 20 carbon atoms, from C 2 to about C 8 alkylene terminated polydiorganosiloxane and divalent radicals of the general formula, ##STR34## Q is a member selected from the class consisting of --O--, --S--, and --C x H 2x --, y is an integer from 1 to 5, x is an integer from 1 to 5 and a is 0 or 1.
Claim 13
Independent Claim
227 words
A method of making polyetherimide capable of being injection molded consisting essentially of chemically combined units of the formula, ##STR30## which comprises, melt polymerizing at a temperature of 200° C. to 400° C. organic solvent free polyetheramide acid oligomer having an average particle size in the range of from about 5 microns to 80 microns and an intrinsic viscosity of less than 0.3 in dimethylformamide at 25° C., which is the product of reaction under interfacial conditions of substantially equal molar amounts of aromatic bis(ether anhydride) and organic diamine, where Z is a member selected from ##STR31## and divalent organic radicals of the general formula, ##STR32## X is a member selected from the class consisting of divalent radicals of the formulas, ##STR33## R is a divalent organic radical selected from the class consisting of aromatic hydrocarbon radicals having from 6 to about 20 carbon atoms and halogenated derivatives thereof, alkylene radicals having from 2 to about 20 carbon atoms, cycloalkylene radicals having from 3 to about 20 carbon atoms, from C 2 to about C 8 alkylene terminated polydiorganosiloxane and divalent radicals of the general formula, ##STR34## Q is a member selected from the class consisting of --O--, --S--, and --C x H 2x --, y is an integer from 1 to 5, x is an integer from 1 to 5 and a is 0 or 1.
Claim 14
Dependent Claim
21 words
A method in accordance with claim 9, where the polyetheramide acid is the product of reaction of 2,2-bis[4-(3,4-dicarboxyphenoxy)phenyl]propane dianhydride and metaphenylenediamine.
Claim 15
Dependent Claim
16 words
A method in accordance with claim 9 using an organic amine or organic dianhydride chain stopper.
Claim 16
Dependent Claim
14 words
A method in accordance with claim 9 using phenoxyphthalic anhydride as a chain stopper.
Claim 17
Dependent Claim
13 words
A method in accordance with claim 9 using aniline as a chain stopper.
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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) | 1984-07-27 | 1985-01-26 | 1985-07-28 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1988-07-27 | 1989-01-26 | 1989-07-28 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1992-07-27 | 1993-01-26 | 1993-07-28 | $7700.00 | Window Closed / Lapsed |