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Process for preparing high molecular weight copolyesters

Assignee: Eastman Chemical Co
•
Filing: 1979-12-14
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Granted: 1981-03-31
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Expires: 1999-12-14
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Abstract

Abstract Disclosed is a process for preparing linear, high molecular weight copolyesters from either (A) polyesters or copolyesters, the acid component of which consists of at least 70 mole percent terephthalic acid and the diol component of which consists of at least 70 mole percent ethylene glycol or (B) copolyesters, the acid component of which consists of at least 70 mole percent terephthalic acid and the diol component of which consists of at least 70 mole percent of a mixture of ethylene glycol and 1,4-cyclohexanedimethanol in a mole ratio of from 20:80 to 97:3, the process comprising heating the polymer in the presence of 1,4-cyclohexanedimethanol to glycolize the polymer, distilling out ethylene glycol from the glycolysis mixture, and polycondensing the glycolysis mixture to form a copolyester of which at least a portion of ethylene glycol units are replaced by 1,4-cyclohexanedimethanol units. The process provides a fast polymerization rate and the polymers so produced can be used in the manufacture of plastics, fibers, films and other shaped objects having good physical properties.

Inventors

  • 👤 Winston J. Jackson, Jr.
  • 👤 Herbert F. Kuhfuss

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-29 09:19
CPC Classifications
C; C08; C08G; C08G63/00; C08G63/78

Claims Analysis

Total Claims: 13
Claim 1
Independent Claim 189 words
Process for preparing linear, high molecular weight copolyesters from polymers selected from the group consisting of (A) polyesters or copolyesters, the acid component of which consists of at least 70 mole percent terephthalic acid and the diol component of which consists of at least 70 mole percent ethylene glycol and (B) copolyesters, the acid component of which consists of at least 70 mole percent terephthalic acid and the diol component of which consists of at least 70 mole percent of a mixture of ethylene glycol and 1,4-cyclohexanedimethanol in a mole ratio of from 20:80 to 97:3, said process comprising (a) heating said polymer to a temperature of from about 200° C. to about 290° C. in the presence of about 3 mole percent to an amount equivalent to the mole percent of ethylene glycol of 1,4-cyclohexanedimethanol to thereby glycolize said polymer, (b) distilling out at least a portion of the ethylene glycol from the glycolysis mixture, and (c) polycondensing the glycolysis mixture to form a copolyester of which at least a portion of ethylene glycol units are replaced by 1,4-cyclohexanedimethanol units and the inherent viscosity is at least 0.4.
Claim 2
Dependent Claim 189 words
Process for preparing linear, high molecular weight copolyesters from polymers selected from the group consisting of (A) polyesters or copolyesters, the acid component of which consists of at least 70 mole percent terephthalic acid and the diol component of which consists of at least 70 mole percent ethylene glycol and (B) copolyesters, the acid component of which consists of at least 70 mole percent terephthalic acid and the diol component of which consists of at least 70 mole percent of a mixture of ethylene glycol and 1,4-cyclohexanedimethanol in a mole ratio of from 20:80 to 97:3, said process comprising (a) heating said polymer to a temperature of from about 200° C. to about 290° C. in the presence of about 3 mole percent to an amount equivalent to the mole percent of ethylene glycol of 1,4-cyclohexanedimethanol to thereby glycolize said polymer, (b) distilling out at least a portion of the ethylene glycol from the glycolysis mixture, and (c) polycondensing the glycolysis mixture to form a copolyester of which at least a portion of ethylene glycol units are replaced by 1,4-cyclohexanedimethanol units and the inherent viscosity is at least 0.4.
Claim 3
Dependent Claim 16 words
Process according to claim 1 wherein said polymer has an inherent viscosity of at least 0.6.
Claim 4
Dependent Claim 19 words
Process according to claim 2 wherein said polymer has an inherent viscosity of from about 0.4 to about 0.7.
Claim 5
Dependent Claim 33 words
Process according to claim 1 wherein said polymer is heated to a temperature of about 275° C. in step (b) and maintained at such temperature for a time of at least 5 minutes.
Claim 6
Dependent Claim 133 words
Process for preparing linear, high molecular weight copolyesters from polyesters or copolyesters, the acid component of which consists of at least 70 mole percent terephthalic acid and the diol component of which consists of at least 70 mole percent ethylene glycol which comprises (a) heating said polymer to a temperature of from about 200° C. to about 290° C. in the presence of about 3 mole percent to an amount equivalent to the mole percent of ethylene glycol of 1,4-cyclohexanedimethanol to thereby glycolize said polymer, (b) distilling out at least a portion of the ethylene glycol from the glycolysis mixture, and (c) polycondensing the glycolysis mixture to form a copolyester of which at least a portion of ethylene glycol units are replaced by 1,4-cyclohexanedimethanol units and the inherent viscosity is at least 0.4.
Claim 7
Dependent Claim 133 words
Process for preparing linear, high molecular weight copolyesters from polyesters or copolyesters, the acid component of which consists of at least 70 mole percent terephthalic acid and the diol component of which consists of at least 70 mole percent ethylene glycol which comprises (a) heating said polymer to a temperature of from about 200° C. to about 290° C. in the presence of about 3 mole percent to an amount equivalent to the mole percent of ethylene glycol of 1,4-cyclohexanedimethanol to thereby glycolize said polymer, (b) distilling out at least a portion of the ethylene glycol from the glycolysis mixture, and (c) polycondensing the glycolysis mixture to form a copolyester of which at least a portion of ethylene glycol units are replaced by 1,4-cyclohexanedimethanol units and the inherent viscosity is at least 0.4.
Claim 8
Dependent Claim 45 words
Process according to claim 5 wherein the acid component of said polyester or copolyester comprises from about 70 to about 99.5 mole percent terephthalic acid and from about 30 to about 0.5 mole percent of an aliphatic, alicyclic or aromatic dicarboxylic acid other than terephthalic.
Claim 9
Dependent Claim 46 words
Process according to claim 5 wherein the diol component of said polyester or copolyester comprises from about 70 to about 99.5 mole percent of ethylene glycol and from about 30 to about 0.5 mole percent of another aliphatic glycol having from 2 to 8 carbon atoms.
Claim 10
Dependent Claim 147 words
Process for preparing linear, high molecular weight copolyesters from copolyesters, the acid component of which consists of at least 70 mole percent terephthalic acid and the diol component of which consists of at least 70 mole percent of a mixture of ethylene glycol and 1,4-cyclohexanedimethanol in a mole ratio of from 20:80 to 97:3, said process comprising (a) heating said polymer to a temperature of from about 200° C. to about 290° C. in the presence of about 3 mole percent to an amount equivalent to the mole percent of ethylene glycol of 1,4-cyclohexanedimethanol to thereby glycolize said polymer, (b) distilling out at least a portion of the ethylene glycol from the glycolysis mixture, and (c) polycondensing the glycolysis mixture to form a copolyester of which at least a portion of ethylene glycol units are replaced by 1,4-cyclohexanedimethanol units and the inherent viscosity is at least 0.4.
Claim 11
Dependent Claim 147 words
Process for preparing linear, high molecular weight copolyesters from copolyesters, the acid component of which consists of at least 70 mole percent terephthalic acid and the diol component of which consists of at least 70 mole percent of a mixture of ethylene glycol and 1,4-cyclohexanedimethanol in a mole ratio of from 20:80 to 97:3, said process comprising (a) heating said polymer to a temperature of from about 200° C. to about 290° C. in the presence of about 3 mole percent to an amount equivalent to the mole percent of ethylene glycol of 1,4-cyclohexanedimethanol to thereby glycolize said polymer, (b) distilling out at least a portion of the ethylene glycol from the glycolysis mixture, and (c) polycondensing the glycolysis mixture to form a copolyester of which at least a portion of ethylene glycol units are replaced by 1,4-cyclohexanedimethanol units and the inherent viscosity is at least 0.4.
Claim 12
Dependent Claim 45 words
Process according to claim 8 wherein the acid component of said polyester or copolyester comprises from about 70 to about 99.5 mole percent terephthalic acid and from about 30 to about 0.5 mole percent of an aliphatic, alicyclic or aromatic dicarboxylic acid other than terephthalic.
Claim 13
Dependent Claim 60 words
Process according to claim 8 wherein the diol component of said polyester or copolyester comprises from about 70 to about 99.5 mole percent of a mixture of ethylene glycol and 1,4-cyclohexanedimethanol in a mole ratio of from 20:80 to 97:3 and from about 30 to about 0.5 mole percent of another aliphatic glycol having from 2 to 8 carbon atoms.

References Cited (Backward Citations)

US3427267A Cited
US3222299A Cited
US3378402A Cited
US3344091A Cited
US4078143A Cited
US4079047A Cited
US4138374A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1984-03-30 1984-09-29 1985-03-31 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1988-03-30 1988-09-29 1989-03-31 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1992-03-30 1992-09-29 1993-03-31 $7700.00 Window Closed / Lapsed

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