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US3860559A Expired / Lapsed US ⏱️ 0.0 years remaining

Method of preparing a soluble high molecular weight aromatic polyamide imide composition

Assignee: Toray Industries Inc
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Filing: 1973-02-22
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Granted: 1975-01-14
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Expires: 1993-02-22
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Abstract

Abstract A soluble solution of high molecular weight aromatic polyamide imide composition, having a degree of imidization of at least about 95%, is obtained directly in a one step heating process by reacting, at 200*-350*C, certain aromatic tricarboxylic acid and aromatic diamines with phosphorus compound as catalyst in a selected solvent, at a reactant concentration of 40-90%, and then diluting the reaction media with additional solvent as the reaction progresses.

Inventors

  • 👤 Muneyoshi Minami
  • 👤 Masaharu Taniguchi

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-01 10:04
CPC Classifications
C; C08; C08G; C08G73/00; C08G73/06; C08G73/10; C08G73/14

Claims Analysis

Total Claims: 16
Claim 1
Independent Claim 136 words
POLYMERIZING AND RING CLOSING (A) AN AROMATIC DIAMINO COMPOUND AND (B) AN AROMATIC TRIBASIC CARBOXYLIC ACID COMPOUND HAVING TWO CARBOXYL GROUPS ATTACHED TO ADJACENT CARBON ATOMS EITHER IN ACID FORM OR AS ANHYDRIDE, ESTER, AMIDE, OR AMMONIUM SALT DERIVATIVE THEREOF, IN ABOUT EQUIMOLAR RATIO, SAID ESTER COMPRISING A REACTION PRODUCT OF SAID TRICARBOXYLIC ACID WITH AN ALCOHOL HAVING 1-8 CARBON ATOMS, SAID AMIDE COMPRISING A REACTION PRODUCT OF SAID TRICARBOXYLIC ACID AND A SECONDARY AMINE OF AN ALIPHATIC CYCLOALIPHATIC OR ARYL RADICAL OF C1 TO C8 OR AMMONIA, WHEREIN SAID AROMATIC DIAMINO COMPOUND HAS 1-3 BENZENE RINGS AND 6-24 CARBON ATOMS AND SAID TRIBASIC CARBOXYLIC ACID COMPOUND HAS 1-3 BENZENE RINGS AND 9-27 CARBON ATOMS, IN THE PRESENCE OF ABOUT 0.5-15 MOL % OF PHOSPHORUS COMPOUND, BASED ON THE REACTANTS, SELECTED FROM THE GROUP CONSISTING OF
Claim 2
Dependent Claim 136 words
POLYMERIZING AND RING CLOSING (A) AN AROMATIC DIAMINO COMPOUND AND (B) AN AROMATIC TRIBASIC CARBOXYLIC ACID COMPOUND HAVING TWO CARBOXYL GROUPS ATTACHED TO ADJACENT CARBON ATOMS EITHER IN ACID FORM OR AS ANHYDRIDE, ESTER, AMIDE, OR AMMONIUM SALT DERIVATIVE THEREOF, IN ABOUT EQUIMOLAR RATIO, SAID ESTER COMPRISING A REACTION PRODUCT OF SAID TRICARBOXYLIC ACID WITH AN ALCOHOL HAVING 1-8 CARBON ATOMS, SAID AMIDE COMPRISING A REACTION PRODUCT OF SAID TRICARBOXYLIC ACID AND A SECONDARY AMINE OF AN ALIPHATIC CYCLOALIPHATIC OR ARYL RADICAL OF C1 TO C8 OR AMMONIA, WHEREIN SAID AROMATIC DIAMINO COMPOUND HAS 1-3 BENZENE RINGS AND 6-24 CARBON ATOMS AND SAID TRIBASIC CARBOXYLIC ACID COMPOUND HAS 1-3 BENZENE RINGS AND 9-27 CARBON ATOMS, IN THE PRESENCE OF ABOUT 0.5-15 MOL % OF PHOSPHORUS COMPOUND, BASED ON THE REACTANTS, SELECTED FROM THE GROUP CONSISTING OF
Claim 3
Dependent Claim 20 words
DILUTING SAID MIXTURE WITH SAID SOLVENT TO LESS THAN 40% BY WEIGHT OF REACTANT CONCENTRATION AS THE POLYMERIZATION REACTION PROGRESSES.
Claim 4
Dependent Claim 20 words
DILUTING SAID MIXTURE WITH SAID SOLVENT TO LESS THAN 40% BY WEIGHT OF REACTANT CONCENTRATION AS THE POLYMERIZATION REACTION PROGRESSES.
Claim 5
Dependent Claim 20 words
diluting said mixture with said solvent to less than 40% by weight of reactant concentration as the polymerization reaction progresses.
Claim 6
Dependent Claim 20 words
diluting said mixture with said solvent to less than 40% by weight of reactant concentration as the polymerization reaction progresses.
Claim 7
Dependent Claim 20 words
The method according to claim 1, wherein said aromatic diamino compound is a member selected from the group consisting of
Claim 8
Dependent Claim 70 words
The method according to claim 1, wherein said aromatic tribasic carboxylic compound is a member selected from the group consisting of trimellitic acid, trimellitic anhydride, trimellitic acid monoester of alcohol or phenol having 6 to 8 carbon atoms, trimellitic acid monoamide of ammonia or alkyl sec-amine having 2-8 carbon atoms, and/or trimellitic acid monoammonium salt of ammonia, alkyl sec-amine having 2-8 carbon atoms or terta- amine having 3-12 carbon atoms.
Claim 9
Dependent Claim 26 words
The method according to claim 1, wherein said organic solvent is one selected from the group consisting of N-methyl pyrrolidone, N-phenyl pyrrolidone, quinoline, isoquinoline and cresol.
Claim 10
Dependent Claim 81 words
The method according to claim 1, wherein said phosphorus compound is a member selected from the group consisting of phosphorous acid, phosphoric acid, phenyl phosphorous acid, phenyl phosphoric acid, and derivatives thereof as esters of alcohol selected from the group consisting of alkyL alcohol having 1-8 carbon atoms, phenol and cresol, amides of ammonia or sec-alkyl amine wherein said alkyl has 1-4 carbon atoms, and ammonium salts of ammonia, sec-alkyl amine or tert-alkyl amine wherein said alkyl has 1-4 carbon atoms.
Claim 11
Dependent Claim 32 words
The method according to claim 1, wherein a part of said tribasic carboxylic acid compound is replaced with an aromatic dicarboxylic acid or an anhydride, ester, amide, or ammonium salt derivative thereof.
Claim 12
Dependent Claim 24 words
The method according to claim 6, wherein said dicarboxylic acid or derivative thereof comprises up to 90 mol % of said total acidic reactants.
Claim 13
Dependent Claim 30 words
The method according to claim 6, wherein said dicarboxylic acid or its derivative is isophthalic acid, terephthalic acid, or 4,4''-dicarboxy diphenyl ether, or an ester, amide or ammonium salt thereof.
Claim 14
Dependent Claim 38 words
The method according to claim 1, wherein a part of said tribasic carboxylic acid compound and said diamino compound is replaced with an aromatic amino carboxylic acid or its derivative as an ester, an amide, or ammonium salt.
Claim 15
Dependent Claim 22 words
The method according to claim 9, wherein said aromatic amino carboxylic acid comprises up to 90 mole % of said total reactant.
Claim 16
Dependent Claim 29 words
The method according to claim 9, wherein said amino carboxylic acid is m-amino benzoic acid, p-amino benzoic acid or p-(p-aminophenoxy) benzoic acid, or ester, amide or ammonium salt thereof.

References Cited (Backward Citations)

US3238181A Cited
US3347828A Cited
US3575891A Cited
US3696077A Cited
US3716519A Cited
US3661832A Cited
US3652498A Cited
US3716514A Cited
US3691136A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1978-01-13 1978-07-15 1979-01-14 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1982-01-13 1982-07-15 1983-01-14 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1986-01-13 1986-07-15 1987-01-14 $7700.00 Window Closed / Lapsed

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