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US4139521A Expired / Lapsed US ⏱️ 0.0 years remaining

Production of thermally stabilized polyester

Assignee: Honeywell International Inc
•
Filing: 1978-04-13
•
Granted: 1979-02-13
•
Expires: 1998-04-13
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Abstract

Abstract High molecular weight linear condensation polyesters are stabilized against deterioration by heat with a stabilizer comprising an N-epoxyalkyl imide of a dicarboxylic acid, having 5 to 20 carbon atoms in the imide molecule and composed of carbon, hydrogen, carbonyl and epoxy oxygen, and imide nitrogen atoms, said epoxy oxygen being linked to adjacent carbon atoms.

Inventors

  • 👤 Stanley D. Lazarus
  • 👤 Kalidas Chakravarti

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-25 12:38
CPC Classifications
C; C08; C08G; C08G63/00; C08G63/91; C08G63/914; C08G63/68; C08G63/685; C08G63/6854; C08G63/78

Claims Analysis

Total Claims: 22
Claim 1
Independent Claim 85 words
A thermally stabilized high molecular weight linear terephthalate condensation polyester having incorporated therein a thermally stabilizing amount of a stabilizer consisting of an N-epoxyalkyl imide of a dicarboxylic acid having 5 to 20 carbon atoms in the imide molecule and composed of carbon, hydrogen, carbonyl and epoxy oxygen, and imide nitrogen atoms, said epoxy oxygen being linked to adjacent carbon atoms, said thermally stabilized polyester having a free carboxyl concentration of less than 15 gram equivalents of carboxyl groups per 10 6 grams of polyester.
Claim 2
Dependent Claim 85 words
A thermally stabilized high molecular weight linear terephthalate condensation polyester having incorporated therein a thermally stabilizing amount of a stabilizer consisting of an N-epoxyalkyl imide of a dicarboxylic acid having 5 to 20 carbon atoms in the imide molecule and composed of carbon, hydrogen, carbonyl and epoxy oxygen, and imide nitrogen atoms, said epoxy oxygen being linked to adjacent carbon atoms, said thermally stabilized polyester having a free carboxyl concentration of less than 15 gram equivalents of carboxyl groups per 10 6 grams of polyester.
Claim 3
Dependent Claim 14 words
The polyester of claim 1 wherein the linear terephthalate condensation polyester is polyethylene terephthalate.
Claim 4
Dependent Claim 68 words
The polyester of claim 1 wherein said N-epoxyalkyl imide of a dicarboxylic acid, having 5 to 20 carbon atoms in the imide molecule, has the general formula ##STR2## where R represents the radical remaining after removal of the carboxyl groups from a dicarboxylic acid, R 1 , R 2 and R 3 represent hydrogen or hydrocarbon radicals, and n is an integer that can be zero or one.
Claim 5
Dependent Claim 24 words
The polyester of claim 1 wherein 5 to 70 gram mols of said imide compound is incorporated per 10 6 grams of the polyester.
Claim 6
Dependent Claim 24 words
The polyester of claim 1 wherein 10 to 50 gram mols of said imide compound is incorporated per 10 6 grams of the polyester.
Claim 7
Dependent Claim 137 words
In a process for the preparation of a high molecular weight linear terephthalate condensation polyester wherein terephthalic acid is reacted with a glycol containing 2 to 10 carbon atoms per molecule under esterification conditions and the resulting esterification product is polycondensed, the improvement which comprises providing a reduction in the free carboxyl content of the polyester to a carboxyl concentration of less than 15 gram equivalents per 10 6 grams of polyester by adding to the polyester after polycondensation of the polyester to an intrinsic viscosity of 0.4 to 1.0, a thermally stabilizing amount of a stabilizer comprising an N-epoxyalkyl imide of a dicarboxylic acid, having 5 to 20 carbon atoms in the imide molecule and composed of carbon, hydrogen, carbonyl and epoxy oxygen, and imide nitrogen atoms, said epoxy oxygen being linked to adjacent carbon atoms.
Claim 8
Dependent Claim 137 words
In a process for the preparation of a high molecular weight linear terephthalate condensation polyester wherein terephthalic acid is reacted with a glycol containing 2 to 10 carbon atoms per molecule under esterification conditions and the resulting esterification product is polycondensed, the improvement which comprises providing a reduction in the free carboxyl content of the polyester to a carboxyl concentration of less than 15 gram equivalents per 10 6 grams of polyester by adding to the polyester after polycondensation of the polyester to an intrinsic viscosity of 0.4 to 1.0, a thermally stabilizing amount of a stabilizer comprising an N-epoxyalkyl imide of a dicarboxylic acid, having 5 to 20 carbon atoms in the imide molecule and composed of carbon, hydrogen, carbonyl and epoxy oxygen, and imide nitrogen atoms, said epoxy oxygen being linked to adjacent carbon atoms.
Claim 9
Dependent Claim 14 words
The process of claim 6 wherein the linear terephthalate condensation polyester is polyethylene terephthalate.
Claim 10
Dependent Claim 68 words
The process of claim 6 wherein said N-epoxyalkyl imide of a dicarboxylic acid, having 5 to 20 carbon atoms in the imide molecule, has the general formula ##STR3## where R represents the radical remaining after removal of the carboxyl groups from a dicarboxylic acid, R 1 , R 2 and R 3 represent hydrogen or hydrocarbon radicals, and n is an integer that can be zero or one.
Claim 11
Dependent Claim 24 words
The process of claim 6 wherein 5 to 70 gram mols of said imide compound is added per 10 6 grams of the polyester.
Claim 12
Dependent Claim 24 words
The process of claim 6 wherein 10 to 50 gram mols of said imide compound is added per 10 6 grams of the polyester.
Claim 13
Dependent Claim 178 words
In the preparation of tire yarn from a linear polyethylene terephthalate condensation polyester by melt spinning, the method of providing a reduction in the free carboxyl content of the polyester to a carboxyl concentration of less than 15 gram equivalents per 10 6 grams of polyester which comprises adding to the polyester after polycondensation of the polyester to an intrinsic viscosity of 0.4 to 1.0, a thermally stabilizing amount of a stabilizer comprising an N-epoxyalkyl imide of a dicarboxylic acid, having 5 to 20 carbon atoms in the imide molecule and composed of carbon, hydrogen, carbonyl and epoxy oxygen, and imide nitrogen atoms, said epoxy oxygen being linked to adjacent carbon atoms, said imide compound having the formula ##STR4## where R represents the radical remaining after removal of the carboxyl groups from a dicarboxylic acid, R 1 , R 2 and R 3 represent hydrogen or hydrocarbon radicals, and n is an integer that can be zero or one, and 5 to 70 gram mols of said imide compound being adder per 10 6 grams of said polyester.
Claim 14
Dependent Claim 178 words
In the preparation of tire yarn from a linear polyethylene terephthalate condensation polyester by melt spinning, the method of providing a reduction in the free carboxyl content of the polyester to a carboxyl concentration of less than 15 gram equivalents per 10 6 grams of polyester which comprises adding to the polyester after polycondensation of the polyester to an intrinsic viscosity of 0.4 to 1.0, a thermally stabilizing amount of a stabilizer comprising an N-epoxyalkyl imide of a dicarboxylic acid, having 5 to 20 carbon atoms in the imide molecule and composed of carbon, hydrogen, carbonyl and epoxy oxygen, and imide nitrogen atoms, said epoxy oxygen being linked to adjacent carbon atoms, said imide compound having the formula ##STR4## where R represents the radical remaining after removal of the carboxyl groups from a dicarboxylic acid, R 1 , R 2 and R 3 represent hydrogen or hydrocarbon radicals, and n is an integer that can be zero or one, and 5 to 70 gram mols of said imide compound being adder per 10 6 grams of said polyester.
Claim 15
Dependent Claim 138 words
In a process for the preparation of a high molecular weight linear terephthalate condensation polyester wherein terephthalic acid is reacted with a glycol containing 2 to 10 carbon atoms per molecule under esterification conditions and the resulting esterification product is polycondensed, the improvement which comprises providing a reduction in the free carboxyl content of the polyester to a carboxyl concentration of less than 15 gram equivalents per 10 6 grams of polyester by adding to the polyester after polycondensation of the polyester to an intrinsic viscosity of 0.8 to 1.0, a thermally stabilizing amount of a stabilizer comprising an N-epoxy alkyl imide of a dicarboxylic acid, having 5 to 20 carbon atoms in the imide molecule and composed of carbon, hydrogen, carbonyl and epoxy oxygen, and imide nitrogen atoms, said epoxy oxygen being linked to adjacent carbon atoms.
Claim 16
Dependent Claim 138 words
In a process for the preparation of a high molecular weight linear terephthalate condensation polyester wherein terephthalic acid is reacted with a glycol containing 2 to 10 carbon atoms per molecule under esterification conditions and the resulting esterification product is polycondensed, the improvement which comprises providing a reduction in the free carboxyl content of the polyester to a carboxyl concentration of less than 15 gram equivalents per 10 6 grams of polyester by adding to the polyester after polycondensation of the polyester to an intrinsic viscosity of 0.8 to 1.0, a thermally stabilizing amount of a stabilizer comprising an N-epoxy alkyl imide of a dicarboxylic acid, having 5 to 20 carbon atoms in the imide molecule and composed of carbon, hydrogen, carbonyl and epoxy oxygen, and imide nitrogen atoms, said epoxy oxygen being linked to adjacent carbon atoms.
Claim 17
Dependent Claim 14 words
The process of claim 12 wherein the linear terephthalate condensation polyester is polyethylene terephthalate.
Claim 18
Dependent Claim 67 words
The process of claim 12 wherein said N-epoxyalkyl imide of dicarboxylic acid, having 5 to 20 carbon atoms in the imide molecule, has the general formula ##STR5## where R represents the radical remaining after removal of the carboxyl groups from a dicarboxylic acid, R 1 , R 2 and R 3 represent hydrogen or hydrocarbon radicals, and n is an integer that can be zero or one.
Claim 19
Dependent Claim 24 words
The process of claim 12 wherein 5 to 70 gram mols of said imide compound is adder per 10 6 grams of the polyester.
Claim 20
Dependent Claim 24 words
The process of claim 12 wherein 10 to 50 gram mols of said imide compound is added per 10 6 grams of the polyester.
Claim 21
Dependent Claim 179 words
In the preparation of tire yarn from a linear polyethylene terephthalate condensation polyester by melt spinning, the method of providing a reduction in the free carboxyl content of the polyester to a carboxyl concentration of less than 15 gram equivalents per 10 6 grams of polyester which comprises adding to the polyester after final polycondensation of the polyester to an intrinsic viscosity of 0.8 to 1.0, a thermally stabilizing amount of a stabilizer comprising an N-epoxyalkyl imide of a dicarboxylic acid, having 5 to 20 carbon atoms in the imide molecule and composed of carbon, hydrogen, carbonyl and epoxy oxygen, and imide nitrogen atoms, said epoxy oxygen being linked to adjacent carbon atoms, said imide compound having the formula ##STR6## where R represents the radical remaining after removal of the carboxyl groups from a dicarboxylic acid, R 1 , R 2 and R 3 represent hydrogen or hydrocarbon radicals, and n is an integer that can be zero or one, and 5 to 70 gram mols of said imide compound being added per 10 6 grams of said polyester.
Claim 22
Dependent Claim 179 words
In the preparation of tire yarn from a linear polyethylene terephthalate condensation polyester by melt spinning, the method of providing a reduction in the free carboxyl content of the polyester to a carboxyl concentration of less than 15 gram equivalents per 10 6 grams of polyester which comprises adding to the polyester after final polycondensation of the polyester to an intrinsic viscosity of 0.8 to 1.0, a thermally stabilizing amount of a stabilizer comprising an N-epoxyalkyl imide of a dicarboxylic acid, having 5 to 20 carbon atoms in the imide molecule and composed of carbon, hydrogen, carbonyl and epoxy oxygen, and imide nitrogen atoms, said epoxy oxygen being linked to adjacent carbon atoms, said imide compound having the formula ##STR6## where R represents the radical remaining after removal of the carboxyl groups from a dicarboxylic acid, R 1 , R 2 and R 3 represent hydrogen or hydrocarbon radicals, and n is an integer that can be zero or one, and 5 to 70 gram mols of said imide compound being added per 10 6 grams of said polyester.

References Cited (Backward Citations)

US4016142A Cited
US3627867A Cited
US3657191A Cited
US3692745A Cited
US3959215A Cited
US4017463A Cited
US3959228A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1982-02-12 1982-08-14 1983-02-13 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1986-02-12 1986-08-14 1987-02-13 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1990-02-12 1990-08-14 1991-02-13 $7700.00 Window Closed / Lapsed

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