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US4293684A Expired / Lapsed US ⏱️ 0.0 years remaining

Polyetherimide having long chain aliphatic end groups and method for making

Assignee: General Electric Co
•
Filing: 1980-03-26
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Granted: 1981-10-06
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Expires: 2000-03-26
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Abstract

Abstract Polyetherimides having long chain aliphatic end groups have been found to exhibit significantly lower melt viscosities and higher notched izod impact values compared to comparable polyetherimides end capped with organic radicals derived from aromatic organic amines or aromatic organic anhydrides.

Inventors

  • 👤 Tohru Takekoshi

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-06 11:11
CPC Classifications
C; C08; C08G; C08G73/00; C08G73/06; C08G73/10; C08G73/1067; C08G73/1071

Claims Analysis

Total Claims: 13
Claim 1
Independent Claim 170 words
Polyetherimides consisting essentially of chemically combined units of the formula, ##STR8## and terminal radicals of the formula, --R.sup.1, where Z is a member selected from ##STR9## and divalent organic radicals of the general formula, ##STR10## where X is a member selected from the class consisting of divalent radicals of the formula, ##STR11## where y is an integer from 1 to 5, and 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, ##STR12## where Q is a member selected from --O--, --S--, --SO 2 --, --CO-- and --C x H 2x --, x is an integer from 1 to 5, a is 0 or 1 and R 1 is an aliphatic radical having from 12-20 carbon atoms.
Claim 2
Dependent Claim 170 words
Polyetherimides consisting essentially of chemically combined units of the formula, ##STR8## and terminal radicals of the formula, --R.sup.1, where Z is a member selected from ##STR9## and divalent organic radicals of the general formula, ##STR10## where X is a member selected from the class consisting of divalent radicals of the formula, ##STR11## where y is an integer from 1 to 5, and 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, ##STR12## where Q is a member selected from --O--, --S--, --SO 2 --, --CO-- and --C x H 2x --, x is an integer from 1 to 5, a is 0 or 1 and R 1 is an aliphatic radical having from 12-20 carbon atoms.
Claim 3
Dependent Claim 10 words
Polyetherimide in accordance with claim 1, where Z is p,p'-(2,2-diphenylpropane).
Claim 4
Dependent Claim 10 words
Polyetherimide in accordance with claim 1, where Z is p,p'-diphenylsulfide.
Claim 5
Dependent Claim 10 words
Polyetherimide in accordance with claim 1, where R is 1,3-phenylene.
Claim 6
Dependent Claim 10 words
Polyetherimide in accordance with claim 1, where R is p,p'-diphenylether.
Claim 7
Dependent Claim 15 words
Polyetherimide in accordance with claim 1, where R 1 is --C 18 H 37 .
Claim 8
Dependent Claim 11 words
Polyetherimide in accordance with claim 1, where R 1 is dodecyl.
Claim 9
Independent Claim 216 words
A method for making polyetherimide which comprises melt polymerizing at a temperature in the range of from about 200° C. to about 400° C., a mixture of substantially equal molar amounts of organic dianhydride of the formula, ##STR13## an organic diamine of the formula, H.sub.2 N--R--NH.sub.2, in the presence of an effective amount of aliphatic organic amine chain stopper of the formula, R.sup.1 --NH.sub.2, where Z is a member selected from ##STR14## and divalent organic radicals of the general formula, ##STR15## where X is a member selected from the class consisting of divalent radicals of the formula, ##STR16## where y is an integer from 1 to 5, and 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, ##STR17## where Q is a member selected from --O--, --S--, --SO 2 --, --CO-- and --C x H 2x --, x is an integer from 1 to 5, a is 0 or 1 and R 1 is an aliphatic radical having from 12-20 carbon atoms.
Claim 10
Independent Claim 216 words
A method for making polyetherimide which comprises melt polymerizing at a temperature in the range of from about 200° C. to about 400° C., a mixture of substantially equal molar amounts of organic dianhydride of the formula, ##STR13## an organic diamine of the formula, H.sub.2 N--R--NH.sub.2, in the presence of an effective amount of aliphatic organic amine chain stopper of the formula, R.sup.1 --NH.sub.2, where Z is a member selected from ##STR14## and divalent organic radicals of the general formula, ##STR15## where X is a member selected from the class consisting of divalent radicals of the formula, ##STR16## where y is an integer from 1 to 5, and 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, ##STR17## where Q is a member selected from --O--, --S--, --SO 2 --, --CO-- and --C x H 2x --, x is an integer from 1 to 5, a is 0 or 1 and R 1 is an aliphatic radical having from 12-20 carbon atoms.
Claim 11
Independent Claim 230 words
A method of making polyetherimide which comprises (1) interfacially reacting substantially equal molar amounts of organic dianhydride of the formula, ##STR18## in an organic solvent and organic diamine of the formula, H.sub.2 N--R--NH.sub.2, in water in the presence of an effective amount of aliphatic amine of the formula, R.sup.1 --NH.sub.2, (2) effecting the removal of the organic solvent by evaporation from the resulting mixture of (1) and (3) recovering the resulting polyetherimide from the aqueous suspension of (2), where Z is a member selected from ##STR19## and divalent organic radicals of the general formula, ##STR20## where X is a member selected from the class consisting of divalent radicals of the formula, ##STR21## where y is an integer from 1 to 5, and 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## where Q is a member selected from --O--, --S--, --SO 2 --, --CO-- and --C x H 2x --, x is an integer from 1 to 5, a is 0 or 1 and R 1 is an aliphatic radical having from 12-20 carbon atoms.
Claim 12
Independent Claim 230 words
A method of making polyetherimide which comprises (1) interfacially reacting substantially equal molar amounts of organic dianhydride of the formula, ##STR18## in an organic solvent and organic diamine of the formula, H.sub.2 N--R--NH.sub.2, in water in the presence of an effective amount of aliphatic amine of the formula, R.sup.1 --NH.sub.2, (2) effecting the removal of the organic solvent by evaporation from the resulting mixture of (1) and (3) recovering the resulting polyetherimide from the aqueous suspension of (2), where Z is a member selected from ##STR19## and divalent organic radicals of the general formula, ##STR20## where X is a member selected from the class consisting of divalent radicals of the formula, ##STR21## where y is an integer from 1 to 5, and 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## where Q is a member selected from --O--, --S--, --SO 2 --, --CO-- and --C x H 2x --, x is an integer from 1 to 5, a is 0 or 1 and R 1 is an aliphatic radical having from 12-20 carbon atoms.
Claim 13
Dependent Claim 14 words
A method in accordance with claim 9, where the organic dianhydride is 2,2-bis[4-(3,4-dicarboxyphenoxy)phenyl]propane dianhydride.

References Cited (Backward Citations)

US3847867A Cited
US3803085A Cited
US3989670A Cited
US3905942A Cited
US3983093A Cited
US4197396A Cited
US4221897A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1984-10-05 1985-04-06 1985-10-06 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1988-10-05 1989-04-06 1989-10-06 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1992-10-05 1993-04-06 1993-10-06 $7700.00 Window Closed / Lapsed

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