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US4072664A Expired / Lapsed US ⏱️ 0.0 years remaining

Aromatic polyamides from N,N'-bis(p-aminobenzoyl)ethylene diamine

Assignee: Toyobo Co Ltd
•
Filing: 1975-02-14
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Granted: 1978-02-07
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Expires: 1995-02-14
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Abstract

Abstract An aromatic polyamide comprising (1) a unit of the formula: ##STR1## and (2) a unit of the formula: ##STR2## and being excellent in strength, rigidity and heat resistance and improved in light resistance, flexibility and wear resistance, which can be produced by polycondensation of a diamine component comprising N,N'-bis(p-aminobenzoyl)-ethylenediamine and p-phenylenediamine, the content of the N,N'-bis (p-aminobenzoyl)ethylenediamine being from about 0.6 to 50 mol %, with a dicarboxylic acid component comprising terephthalic acid or its reactive derivative in a substantially equimolar amount to the diamine component in an amide polar solvent.

Inventors

  • 👤 Tuyoshi Konomi
  • 👤 Seiji Endo
  • 👤 Masayasu Yamaguchi
  • 👤 Kenichi Katsuo

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-02 09:51
CPC Classifications
D; D01; D01F; D01F6/00; D01F6/78; D01F6/80; D01F6/805; C; C08; C08G; C08G69/00; C08G69/02; C08G69/26; C08G69/32

Claims Analysis

Total Claims: 19
Claim 1
Independent Claim 51 words
A filament forming aromatic polyamide which consists essentially of ( 1) a unit of the formula: ##STR6## and (2) a unit of the formula: ##STR7## the amount of the unit (2) being from about 0.6 to 50 mol% on the basis of the combined amount of the units (1) and 2).
Claim 2
Dependent Claim 51 words
A filament forming aromatic polyamide which consists essentially of ( 1) a unit of the formula: ##STR6## and (2) a unit of the formula: ##STR7## the amount of the unit (2) being from about 0.6 to 50 mol% on the basis of the combined amount of the units (1) and 2).
Claim 3
Dependent Claim 35 words
The aromatic polyamide according to claim 1, wherein the amount of the unit (2) is from about 10 to 50 mol % on the basis of the combined amount of the units (1) and (2).
Claim 4
Dependent Claim 39 words
The aromatic polyamide according to claim 1, which shows a minimum viscosity at a concentration of not less than about 21% by weight when dissolved in sulfuric acid having a purity of not lower than about 95% by weight.
Claim 5
Dependent Claim 23 words
The filament according to claim 1, which has a birefringence of from about 390 × 10 -3 to 450 × 10 -3 .
Claim 6
Dependent Claim 65 words
A process for preparing a filament forming aromatic polyamide, which comprises polycondensing a diamine component comprising N,N'-bis (p-aminobenzoyl)ethylenediamine and p-phenyl-enediamine, the amount of N,N'-bis(p-aminobenzoyl)ethylenediamine being from about 0.6 to 50 mol % on the basis of the amount of diamine component, with a dicarboxylic acid component comprising terephthalic acid or its reactive derivative in a substantially equimolar ratio in at least one amide polar solvent.
Claim 7
Dependent Claim 65 words
A process for preparing a filament forming aromatic polyamide, which comprises polycondensing a diamine component comprising N,N'-bis (p-aminobenzoyl)ethylenediamine and p-phenyl-enediamine, the amount of N,N'-bis(p-aminobenzoyl)ethylenediamine being from about 0.6 to 50 mol % on the basis of the amount of diamine component, with a dicarboxylic acid component comprising terephthalic acid or its reactive derivative in a substantially equimolar ratio in at least one amide polar solvent.
Claim 8
Dependent Claim 29 words
The process according to claim 5, wherein the amount of N,N'-bis(p-aminobenzoyl)ethylenediamine is from about 10 to 50 mol % on the basis of the amount of the diamine component.
Claim 9
Dependent Claim 29 words
The process according to claim 5, wherein the amount of N,N'-bis(p-aminobenzoyl)ethylenediamine is from about 12.5 to 30 mol % on the basis of the amount of the diamine component.
Claim 10
Dependent Claim 17 words
The process according to claim 5, wherein the reactive derivative of terephthalic acid is a terephthalyl dihalide.
Claim 11
Dependent Claim 16 words
The process according to claim 8, wherein the terephthalyl dihalide is terephthalyl dichloride or terephthalyl dibromide.
Claim 12
Dependent Claim 20 words
The process according to claim 5, wherein the amide polar solvent is hexamethylphosphoramide, N-methylyrrolidone, tetramethylurea or N,N-dimethylacetamide, or their mixture.
Claim 13
Dependent Claim 18 words
The process according to claim 5, wherein the amide polar solvent is a mixture of hexamethylphosphoramide and N-methylpyrrolidone.
Claim 14
Dependent Claim 24 words
The process according to claim 11, wherein the volume ratio of hexamethylphosphoramide and N-methylpyrrolidone is from about 3 : 1 to 1 : 4.
Claim 15
Dependent Claim 24 words
The process according to claim 5, wherein the amide polar solvent contains at least one of alkali metal salts and alkaline earth metal salts.
Claim 16
Dependent Claim 36 words
The process according to claim 5, wherein the dicarboxylic acid component is added to a solution of the diamine component in the amide polar solvent cooled at a temperature of from about -30° to 10° C.
Claim 17
Dependent Claim 17 words
The process according to claim 5, wherein the polycondensation is effected in the presence of an acid-acceptor.
Claim 18
Dependent Claim 33 words
The process according to claim 15, wherein the acid-acceptor is used in an amount of not more than about 10% by volume on the basis of the volume of the amide polar solvent.
Claim 19
Dependent Claim 19 words
The process according to claim 15, wherein the acid-acceptor is triethylamine, pyridine, N-ethylmorpholine, N-ethylpiperidine or N-methylpyrrolidine, or their mixture.

References Cited (Backward Citations)

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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) 1981-02-06 1981-08-08 1982-02-07 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1985-02-06 1985-08-08 1986-02-07 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1989-02-06 1989-08-08 1990-02-07 $7700.00 Window Closed / Lapsed

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