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US3944518A Expired / Lapsed US ⏱️ 0.0 years remaining

Polyamides having improved dyeability and thermal stability

Assignee: Imperial Chemical Industries Ltd
•
Filing: 1966-06-15
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Granted: 1976-03-16
•
Expires: 1986-06-15
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Abstract

Abstract A method for improving the polymerization of polyamide compositions and the improved compositions formed thereby by polymerizing the polyamide in the presence of a small molar percent of a phosphonic acid salt of an organic diamine. The phosphonic acid salt increases the polymerization rate and results in a polymer of improved whiteness.

Inventors

  • 👤 Harold George Burrows
  • 👤 Stephen John Hepworth

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-31 20:09
CPC Classifications
C; C08; C08K; C08K5/00; C08K5/49; C08K5/51; C08K5/53; C08K5/5313; C08B; C08B3/00; C08B3/22; C08B3/30; C08G; C08G69/00; C08G69/02; C08G69/04; C08G69/08; C08G69/14; C08G69/16; C08G69/26; C08G69/28; C08K5/5317; C08L; C08L77/00

Claims Analysis

Total Claims: 26
Claim 1
Independent Claim 94 words
A polyamide comprising recurring carbonamide groups separated from each other by 2 to 18 carbon atoms and 0.1 to 10 molar percent based on the molecular weight of the recurring units of the polyamide chain, of a salt of an organic diamine of 2 to 18 carbon atoms between amino groups with a phosphonic acid of the formula: ##EQU5## wherein R 1 is an n-valent organic alkyl, cycloalkyl, aryl or aralkyl radical and n is an integer of from 1 to 3, said phosphonic acid salt being the predominate phosphorus material by molar percent.
Claim 2
Dependent Claim 94 words
A polyamide comprising recurring carbonamide groups separated from each other by 2 to 18 carbon atoms and 0.1 to 10 molar percent based on the molecular weight of the recurring units of the polyamide chain, of a salt of an organic diamine of 2 to 18 carbon atoms between amino groups with a phosphonic acid of the formula: ##EQU5## wherein R 1 is an n-valent organic alkyl, cycloalkyl, aryl or aralkyl radical and n is an integer of from 1 to 3, said phosphonic acid salt being the predominate phosphorus material by molar percent.
Claim 3
Dependent Claim 19 words
The composition of claim 1 including the addition of a stabilizing amount of a copper salt and an iodide.
Claim 4
Dependent Claim 12 words
The composition of claim 2 wherein the copper salt is cupric acetate.
Claim 5
Dependent Claim 11 words
The composition of claim 1 in the form of a filament.
Claim 6
Dependent Claim 23 words
The composition of claim 4 in the form of a filament wherein the polyamide is polyhexamethyleneadipamide and the salt is hexamethylene diammonium phenylphosphonate.
Claim 7
Dependent Claim 15 words
The composition of claim 1 wherein the phosphonic acid is a lower alkyl phosphonic acid.
Claim 8
Dependent Claim 12 words
The composition of claim 1 wherein the phosphonic acid is cyclohexylphosphonic acid.
Claim 9
Dependent Claim 15 words
The composition of claim 1 wherein the phosphonic acid is a monocyclic aryl phosphonic acid.
Claim 10
Dependent Claim 12 words
The composition of claim 1 wherein the phosphonic acid is phenylphosphonic acid.
Claim 11
Dependent Claim 11 words
The composition of claim 1 wherein the organic diamine is hexamethylenediamine.
Claim 12
Dependent Claim 10 words
The composition of claim 1 wherein the polyamide is polycaprolactam.
Claim 13
Dependent Claim 10 words
The composition of claim 1 wherein the polyamide is polyhexamethyleneadipamide.
Claim 14
Dependent Claim 143 words
Process for the manufacture of polyamides which comprises polymerising at elevated temperatures a polyamide-forming material selected from the group consisting of a. monoaminomonocarboxylic acids, and the corresponding lactams, having at least two carbon atoms between the amino and carboxylic acids, and b. substantially equimolecular proportions of a diamine having at least two carbon atoms between the amino groups and a dicarboxylic acid having at least two carbon atoms between the carboxylic acid groups, in the presence of from 0.1 to 10.0 molar percent, based on the molecular weight of the recurring units of the polyamide chain, of a salt of an organic diamine of 2 to 18 carbon atoms between amine groups with a phosphonic acid of the formula: ##EQU6## wherein R 1 is an n-valent organic alkyl, cycloalkyl, aryl or aralkyl radical and n is an integer of from 1 to 3.
Claim 15
Dependent Claim 143 words
Process for the manufacture of polyamides which comprises polymerising at elevated temperatures a polyamide-forming material selected from the group consisting of a. monoaminomonocarboxylic acids, and the corresponding lactams, having at least two carbon atoms between the amino and carboxylic acids, and b. substantially equimolecular proportions of a diamine having at least two carbon atoms between the amino groups and a dicarboxylic acid having at least two carbon atoms between the carboxylic acid groups, in the presence of from 0.1 to 10.0 molar percent, based on the molecular weight of the recurring units of the polyamide chain, of a salt of an organic diamine of 2 to 18 carbon atoms between amine groups with a phosphonic acid of the formula: ##EQU6## wherein R 1 is an n-valent organic alkyl, cycloalkyl, aryl or aralkyl radical and n is an integer of from 1 to 3.
Claim 16
Dependent Claim 9 words
The polyamide produced by the process of claim 13.
Claim 17
Dependent Claim 15 words
The polyamide produced by the process of claim 13 in the form of a filament.
Claim 18
Dependent Claim 22 words
The process of claim 13 wherein a stabilizing amount of a copper salt and an iodide are added to the polyamide-forming material.
Claim 19
Dependent Claim 12 words
The process of claim 16 wherein the copper salt is cupric acetate.
Claim 20
Dependent Claim 67 words
Process as claimed in claim 13 wherein caprolactam is polymerised in the presence of from 0.1 to 10.0 molar per cent, based on the molecular weight of the recurring units of the polyamide chain, of a salt of an organic diamine with a phosphonic acid of the formula: ##EQU7## wherein R 1 is an n-valent organic radical and n is an integer of from 1 to 3.
Claim 21
Dependent Claim 74 words
Process as claimed in claim 13 wherein substantially equimolecular proportions of adipic acid and hexamethylenediamine are polymerised in the presence of from 0.1 to 10.0 molar per cent, based on the molecular weight of the recurring units of the polyamide chain, of a salt of an organic diamine with a phosphonic acid of the formula: ##EQU8## wherein R 1 is an n-valent organic radical and n is an integer of from 1 to 3.
Claim 22
Dependent Claim 15 words
Process as claimed in claim 13 wherein the phosphonic acid is a lower alkylphosphonic acid.
Claim 23
Dependent Claim 13 words
Process as claimed in claim 13 wherein the phosphonic acid is cyclohexylphosphonic acid.
Claim 24
Dependent Claim 15 words
Process as claimed in claim 13 wherein the phosphonic acid is a monocyclic arylphosphonic acid.
Claim 25
Dependent Claim 12 words
Process as claimed in claim 13 wherein the organic diamine is hexamethylenediamine.
Claim 26
Dependent Claim 41 words
Process as claimed in claim 13 wherein the salt of the organic diamine with the phosphonic acid is added after formation of the polyamide and the resulting mixture is heated above the melting point of the mixture to effect further polymerization.

References Cited (Backward Citations)

US2510777A Cited
US3216976A Cited
US3235534A Cited
US3376258A Cited
US3321447A Cited
US3365428A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1979-03-16 1979-09-15 1980-03-16 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1983-03-16 1983-09-15 1984-03-16 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1987-03-16 1987-09-15 1988-03-16 $7700.00 Window Closed / Lapsed

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