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US4417044A Expired / Lapsed US ⏱️ 0.0 years remaining

Process for making polyetherimides

Assignee: General Electric Co
•
Filing: 1982-05-25
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Granted: 1983-11-22
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Expires: 2002-05-25
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Abstract

Abstract A process for making polyetherimides involving reacting an aromatic bis(ether anhydride) with an organic diamine in an inert solvent to form a prepolymer solvent mixture, effecting solvent removal by thin-film evaporation, and heating the resulting prepolymer to a temperature above the glass transition temperature of the final polyetherimide product and less than 450° C. to form the polyetherimide.

Inventors

  • 👤 Shashi L. Parekh

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-23 19:35
CPC Classifications
C; C08; C08G; C08G73/00; C08G73/06; C08G73/10; C08G73/1057; C08G73/1064; C08G73/1046; C08G73/1053; C08G73/106; C08G73/1067; C08G73/1071

Claims Analysis

Total Claims: 19
Claim 1
Independent Claim 268 words
A process for making polyetherimide, which comprises: (a) reacting an aromatic bis(ether anhydride) of the formula ##STR9## with an organic diamine of the formula H.sub.2 N-R-NH.sub.2 in an inert solvent under polyetherimide-forming conditions, which include a reaction temperature of from about 40° C. to about 200° C., to form a prepolymer-solvent mixture; (b) forming a thin film of the prepolymer-solvent mixture under solvent-volatilizing conditions, which includes a temperature of from about 200° C. to about 450° C., to effect substantially complete removal of solvent and water of reaction from said mixture to form a prepolymer; and (c) heating the prepolymer to a temperature above the glass transition temperature of the final polyetherimide product and less than about 450° C. to form the polyetherimide; wherein, Z is a member selected from the class consisting of (A) divalent organic radicals having the following formulas ##STR10## and (B) divalent organic radicals of the general formula ##STR11## wherein X is a member selected from the group consisting of divalent radicals of the formulas ##STR12## where y is an integer from 1 to about 5; and R is a divalent organic radical selected from the group 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 ##STR13## where Q is a member selected from the class consisting of ##STR14## and x is an integer from 1 to about 5.
Claim 2
Dependent Claim 268 words
A process for making polyetherimide, which comprises: (a) reacting an aromatic bis(ether anhydride) of the formula ##STR9## with an organic diamine of the formula H.sub.2 N-R-NH.sub.2 in an inert solvent under polyetherimide-forming conditions, which include a reaction temperature of from about 40° C. to about 200° C., to form a prepolymer-solvent mixture; (b) forming a thin film of the prepolymer-solvent mixture under solvent-volatilizing conditions, which includes a temperature of from about 200° C. to about 450° C., to effect substantially complete removal of solvent and water of reaction from said mixture to form a prepolymer; and (c) heating the prepolymer to a temperature above the glass transition temperature of the final polyetherimide product and less than about 450° C. to form the polyetherimide; wherein, Z is a member selected from the class consisting of (A) divalent organic radicals having the following formulas ##STR10## and (B) divalent organic radicals of the general formula ##STR11## wherein X is a member selected from the group consisting of divalent radicals of the formulas ##STR12## where y is an integer from 1 to about 5; and R is a divalent organic radical selected from the group 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 ##STR13## where Q is a member selected from the class consisting of ##STR14## and x is an integer from 1 to about 5.
Claim 3
Dependent Claim 31 words
The process of claim 1, wherein the aromatic bis (ether anhydride) is of the formula ##STR15## and mixtures thereof, where Y is selected from the group consisting of --O--, --S--, ##STR16##
Claim 4
Dependent Claim 22 words
The process of claim 2, wherein the aromatic bis (ether anhydride) is of the formula ##STR17## and Y is as defined above.
Claim 5
Dependent Claim 21 words
The process of claim 2, wherein the aromatic bis(ether anhydride) is of the formula ##STR18## and Y is as defined above.
Claim 6
Dependent Claim 21 words
The process of claim 1, wherein the aromatic bis (ether anhydride) is 2,2-bis[4-(3,4-dicarboxyphenoxy)phenyl] propane dianhydride and the organic diamine is m-phenylenediamine.
Claim 7
Dependent Claim 35 words
The process of claim 1, wherein the polyetherimide-forming conditions of step (a) include a reaction solvent which is an inert nonpolar organic solvent or an inert polar solvent that does not deleteriously affect the reaction.
Claim 8
Dependent Claim 67 words
The process of claim 1, wherein the reaction temperature is from about 80° C. to about 180° C., the reaction solvent is selected from the group consisting of benzene, toluene, xylene, ethylbenzene, propylbenzene, chlorobenzene, dichlorobenzenes, trichlorobenzenes, biphenyl, terphenyl, diphenylether, diphenylsulfide, acetophenone, chlorinated biphenyls, chlorinated diphenylethers, dichlorethane, tetrachlorethane, trichloroethylene, tetrachloroethylene, methylcyclohexane, octane, isooctane and decane, and the polyetherimide-forming conditions further include conducting the reaction under an inert atmosphere.
Claim 9
Dependent Claim 24 words
The process of claim 7, wherein the molar ratio of organic diamine to aromatic bis (ether anhydride) is from about 0.5:1 to about 2:1.
Claim 10
Dependent Claim 23 words
The process of claim 7, wherein the molar ratio of organic diamine to aromatic bis(ether anhydride) is from about 0.9:1 to about 1.1:1.
Claim 11
Dependent Claim 54 words
The process of claim 9, wherein the reaction mixture of step (a) further includes monofunctional organic amine or an organic anhydride to provide molecular weight control and a catalytic amount of a catalyst selected from the group consisting of alkali metal carbonates, sodium chlorate, ferric sulfate and alkali metal salts of oxygenated phosphorous compounds.
Claim 12
Dependent Claim 12 words
The process of claim 10, wherein the catalyst is sodium phenyl phosphonate.
Claim 13
Dependent Claim 28 words
The process of claim 1 or 10, wherein the temperature is from about 250° C. to about 350° C., and the solvent-volatilizing conditions further include a reduced pressure.
Claim 14
Dependent Claim 14 words
The process of claim 12, wherein step (b) is conducted in a thin-film evaporator.
Claim 15
Dependent Claim 23 words
The process of claim 1 or 10, wherein the temperature employed in step (c) is from about 250° C. to about 350° C.
Claim 16
Dependent Claim 21 words
The process of claim 12, wherein the temperature employed in step (c) is from about 250° C. to about 350° C.
Claim 17
Dependent Claim 18 words
The process of claim 14, wherein step (c) is conducted in a second thin-film evaporator under reduced pressure.
Claim 18
Dependent Claim 18 words
The process of claim 15, wherein step (c) is conducted in a second thin-film evaporator under reduced pressure.
Claim 19
Dependent Claim 18 words
The process of claim 14, wherein step (c) is conducted in a screw extrusion apparatus under reduced pressure.

References Cited (Backward Citations)

US4157996A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1986-11-21 1987-05-23 1987-11-22 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1990-11-21 1991-05-23 1991-11-22 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1994-11-21 1995-05-23 1995-11-22 $7700.00 Window Closed / Lapsed

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