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Copolyester of polyethylene terephthalate and sulfonyl diphenol

Assignee: Zeneca Inc
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Filing: 1982-10-25
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Granted: 1984-03-13
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Expires: 2002-10-25
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Abstract

Abstract A copolyester of polyethylene terephthalate and sulfonyl diphenol and a process for its preparation are provided. The copolyester has an instrinsic viscosity, glass transition temperature, and impact strength comparable to polyethylene terephthalate homopolymer but exhibits an increased crystallization time and is capable of being molded into clear articles. The process for preparing the copolyester comprises the steps of forming a polyethylene terephthalate prepolymer and polycondensing the prepolymer, preferably in the solid phase, with from about 2 to about 20 mole percent of sulfonyl diphenol in the presence of a suitable metallic catalyst system.

Inventors

  • 👤 Michael S. Cholod

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-01 19:12
CPC Classifications
C; C08; C08G; C08G63/00; C08G63/68; C08G63/688; C08G63/6884; C08G63/6886

Claims Analysis

Total Claims: 22
Claim 1
Independent Claim 39 words
A copolyester of polyethylene terephthalate capable of being molded into clear articles comprising from about 2 to about 20 mole percent sulfonyl diphenol, isomers and mixtures thereof, and from about 98 to about 80 mole percent ethylene terephthalate prepolymer.
Claim 2
Dependent Claim 39 words
A copolyester of polyethylene terephthalate capable of being molded into clear articles comprising from about 2 to about 20 mole percent sulfonyl diphenol, isomers and mixtures thereof, and from about 98 to about 80 mole percent ethylene terephthalate prepolymer.
Claim 3
Dependent Claim 29 words
The copolyester of claim 1 where said sulfonyl diphenol, isomers and mixtures thereof further comprise from about 2.5 to about 5 mole percent sulfonyl diphenol, isomers and mixtures thereof.
Claim 4
Dependent Claim 34 words
The copolyester of claim 1 where said units derived from sulfonyl diphenol or isomers and mixtures thereof further comprise from about 2.5 to about 3.5 mole percent sulfonyl diphenol or isomers and mixtures thereof.
Claim 5
Dependent Claim 19 words
The copolyester of claims 1 or 2 having a crystallization time at 200° C. greater than polyethylene terephthalate homopolymer.
Claim 6
Dependent Claim 18 words
The copolyester of claim 3 wherein the crystallization time at 200° C. is at least about five minutes.
Claim 7
Dependent Claim 26 words
The copolyester of claim 2 having an intrinsic viscosity, glass transition temperature, impact strength and resistance to thermal-induced embrittlement at least equivalent to polyethylene terephthalate homopolymer.
Claim 8
Dependent Claim 25 words
The copolyester of claim 6 having an intrinsic viscosity of about 0.72 and a glass transition temperature of about 83° C. to about 85° C.
Claim 9
Dependent Claim 65 words
A process for preparing the copolyester of claim 1 comprising forming a prepolymer of polyethylene terephthalate by an ester interchange or a direct esterification reaction, and polycondensing the prepolymer in the presence of said sulfonyl diphenol or isomers and mixtures thereof and a catalyst system comprising antimony and titanium compounds, wherein said sulfonyl diphenol or isomers and mixtures thereof are added during said polycondensation step.
Claim 10
Dependent Claim 24 words
The process of claim 8 wherein the prepolymer of polyethylene terephthalate is prepared by an ester interchange reaction of ethylene glycol and dimethyl terephthalate.
Claim 11
Dependent Claim 116 words
A process for preparing a copolyester of polyethylene terephthalate having a crystallization time greater than polyethylene terephthalate and capable of being molded into clear articles comprising: (1) preparing a polyethylene terephthalate prepolymer by the ester interchange reaction of ethylene glycol and dimethyl terephthalate; (2) polycondensing said prepolymer in the presence of from about 2 mole percent to about 20 mole percent of sulfonyl diphenol or isomers and mixtures thereof and a suitable amount of a catalyst system; and (3) polymerizing the polycondensed copolyester in the solid phase at a temperature above the glass transition temperature of the copolyester and below its melting point until said copolyester has an intrinsic viscosity of at least about 0.72 dl/g.
Claim 12
Dependent Claim 116 words
A process for preparing a copolyester of polyethylene terephthalate having a crystallization time greater than polyethylene terephthalate and capable of being molded into clear articles comprising: (1) preparing a polyethylene terephthalate prepolymer by the ester interchange reaction of ethylene glycol and dimethyl terephthalate; (2) polycondensing said prepolymer in the presence of from about 2 mole percent to about 20 mole percent of sulfonyl diphenol or isomers and mixtures thereof and a suitable amount of a catalyst system; and (3) polymerizing the polycondensed copolyester in the solid phase at a temperature above the glass transition temperature of the copolyester and below its melting point until said copolyester has an intrinsic viscosity of at least about 0.72 dl/g.
Claim 13
Dependent Claim 37 words
The process of claim 10 wherein said catalyst system comprises at least 2 parts and less than about 50 parts of titanium metal in the form of an alkyl titanate per million parts of said final copolyester.
Claim 14
Dependent Claim 35 words
The process of claim 11 wherein said catalyst system additionally comprises from 40 parts to 300 parts of an antimony metal in the form of an antimony compound per million parts of said final copolyester.
Claim 15
Dependent Claim 21 words
The process of claim 10 wherein the concentration of said sulfonyl diphenols is from about 2.5 to about 5 mole percent.
Claim 16
Dependent Claim 13 words
The process of claim 10 wherein said catalyst system comprises a tin compound.
Claim 17
Dependent Claim 80 words
A copolyester of polyethylene terephthalate capable of being molded into clear articles, said copolyester exhibiting a crystallization time greater than polyethylene terephthalate homopolymer and having an intrinsic viscosity, glass transition temperature, impact strength, and resistance to thermal induced embrittlement at least equivalent to polyethylene terephthalate homopolymer, comprising 97.0 mole percent polyethylene terephthalate and 3.0 mole percent of a crystallization-reducing comonomer selected from the group consisting of sulfonyl diphenol, isomers of sulfonyl diphenol, and mixtures of sulfonyl diphenol and isomers thereof.
Claim 18
Dependent Claim 80 words
A copolyester of polyethylene terephthalate capable of being molded into clear articles, said copolyester exhibiting a crystallization time greater than polyethylene terephthalate homopolymer and having an intrinsic viscosity, glass transition temperature, impact strength, and resistance to thermal induced embrittlement at least equivalent to polyethylene terephthalate homopolymer, comprising 97.0 mole percent polyethylene terephthalate and 3.0 mole percent of a crystallization-reducing comonomer selected from the group consisting of sulfonyl diphenol, isomers of sulfonyl diphenol, and mixtures of sulfonyl diphenol and isomers thereof.
Claim 19
Dependent Claim 48 words
The copolyester of claim 15 prepared by forming a prepolymer of polyethylene terephthalate by an ester interchange reaction of ethylene glycol and dimethyl terephthalate, polycondensing the prepolymer in the presence of said crystallization-reducing comonomer and a catalyst comprising 12 parts titanium per million parts of the final copolyester.
Claim 20
Dependent Claim 34 words
The copolyester of claim 16 where said titanium in said catalyst is in the form of an alkyl titanate selected from the group consisting of titanium tetra-isobutoxide, tetra-isopropyltitanate, acetyl tri-isopropyl titanate, and tetra-isobutyl titanate.
Claim 21
Dependent Claim 56 words
A clear molded article having a thickness of at least one-fifth inch comprising from about 98 to about 80 mole percent polyethylene terephthalate and from about 2 to about 20 mole percent of a crystallization-reducing comonomer selected from the group consisting of sulfonyl diphenol, isomers of sulfonyl diphenol, and mixtures of sulfonyl diphenol and isomers thereof.
Claim 22
Dependent Claim 56 words
A clear molded article having a thickness of at least one-fifth inch comprising from about 98 to about 80 mole percent polyethylene terephthalate and from about 2 to about 20 mole percent of a crystallization-reducing comonomer selected from the group consisting of sulfonyl diphenol, isomers of sulfonyl diphenol, and mixtures of sulfonyl diphenol and isomers thereof.

References Cited (Backward Citations)

US2973339A Cited
US4145517A Cited
US4163100A Cited
US4188357A Cited
US4330661A Cited
US4307060A Cited
US4384106A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1987-03-13 1987-09-12 1988-03-13 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1991-03-13 1991-09-12 1992-03-13 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1995-03-13 1995-09-12 1996-03-13 $7700.00 Window Closed / Lapsed

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