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US Patent 6255442 - Esterification process

US Patent Issued on July 3, 2001
Estimated Patent Expiration Date: Icon_subject February 8, 2020Estimated Expiration Date is calculated based on simple USPTO term provisions. It does not account for terminal disclaimers, term adjustments, failure to pay maintenance fees, or other factors which might affect the term of a patent.
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Abstract

A process that can be used in an esterification and polycondensation processes to produce a polyester such as, for example, poly(trimethylene terephthalate) is disclosed. The process comprises contacting an acid with 1,3-propanediol in the presence of a catalyst comprising tin and titanium. A copolymer that contains up to 20 mole percent of another acid and/or a second alcohol is also disclosed. Further disclosed are a composition of, or comprising, a bis(3-hydroxypropyl) terephthalate prepolymer or a composition of, or comprising, a poly(trimethylene terephthalate) polymer. The bis(3-hydroxypropyl) terephthalate prepolymer and poly(trimethylene terephthalate) can each contain 10 to 100 ppm tin and 10 to 200 ppm titanium relative to the terephthalic acid content.

Other References

  • European Patent Office PCT International Search Report for counterpart application No. PCT/US/ 00/21782, mailed Nov. 28, 2000
  • U.S. Patent Application No. 09/273,288, filed Mar. 19, 1999 and claiming priority from U.S. Provisional Patent Application No. 60/100,847, filed Sep. 18, 199

Inventors

Assignee

Application

No. 500340 filed on 02/08/2000

US Classes:

528/279, Material contains a Group IVB metal atom (Ti, Zr, Hf)524/755, Ether compound DNRM, e.g., aryl ether, dimethylether, etc.524/765, Alcohol compound as DNRM, i.e., R-OH524/783, Group IV or Group IIB, i.e., Ge, Sn, Pb, Zr, Ti, Hf, Zn, Cd, Hg528/283, Material contains a Group IVA metal atom (Ge, Sn, Pb)528/298, Fused- or bridged-ring-containing reactant other than solely as cyclic acid anhydride group528/301, Acyclic ether-oxygen compound528/302, Two or more carboxylic acid or derivatives or mixtures thereof528/308, Aryl-containing carboxylic acid or derivative of an aryl-containing dicarboxylic acid528/308.6Contains terephthalic acid or substituted forms thereof

Field of Search

528/279, Material contains a Group IVB metal atom (Ti, Zr, Hf)528/283, Material contains a Group IVA metal atom (Ge, Sn, Pb)528/298, Fused- or bridged-ring-containing reactant other than solely as cyclic acid anhydride group528/301, Acyclic ether-oxygen compound528/302, Two or more carboxylic acid or derivatives or mixtures thereof528/308, Aryl-containing carboxylic acid or derivative of an aryl-containing dicarboxylic acid528/308.6, Contains terephthalic acid or substituted forms thereof524/755, Ether compound DNRM, e.g., aryl ether, dimethylether, etc.524/765, Alcohol compound as DNRM, i.e., R-OH524/783Group IV or Group IIB, i.e., Ge, Sn, Pb, Zr, Ti, Hf, Zn, Cd, Hg

Examiners

Primary: Acquah, Samuel A.

US Patent References

3056818, 3936421, Process of preparing polytetramethylene terephthalate
Issued on: 02/03/1976
Inventor: Hayashi ,   et al.
4018708, Tin-titanium complexes as esterification/transesterification catalysts
Issued on: 04/19/1977
Inventor: Vogt ,   et al.
4020010, Tin titanium complexes as esterification/transesterification catalysts
Issued on: 04/26/1977
Inventor: Vogt ,   et al.
4611049, Process for producing aromatic polyester
Issued on: 09/09/1986
Inventor: Kuratsuji ,   et al.
5015759, Process for increasing the direct esterification reaction rate of a diacid with a glycol
Issued on: 05/14/1991
Inventor: Lowe
5340909, Poly(1,3-propylene terephthalate)
Issued on: 08/23/1994
Inventor: Doerr, et al.
5434239, Continuous polyester process
Issued on: 07/18/1995
Inventor: Bhatia
5510454, Production of poly(ethylene terephthalate)
Issued on: 04/23/1996
Inventor: Stouffer, et al.
5540868, Process for pellet formation from amorphous polyester
Issued on: 07/30/1996
Inventor: Stouffer, et al.
5633018, Apparatus for forming crystalline polymer pellets
Issued on: 05/27/1997
Inventor: Stouffer, et al.
5663281, Process for preparing high molecular weight polyesters
Issued on: 09/02/1997
Inventor: Brugel
5670606, Crystalline form of poly(ethylene 2,6-naphthalate) and a method for its production
Issued on: 09/23/1997
Inventor: Stouffer, et al.
5677415, Apparatus and process for a polycondensation reaction
Issued on: 10/14/1997
Inventor: Bhatia
5763104, Production of poly(trimethylene terephthalate)
Issued on: 06/09/1998
Inventor: Stouffer, et al.
5786443, Process of making polyester prepolymer
Issued on: 07/28/1998
Inventor: Lowe
5811496, Process for polymerization of polyester oligomers
Issued on: 09/22/1998
Inventor: Iwasyk, et al.
5840957, Transesterification process using lanthanum compound catalyst
Issued on: 11/24/1998
Inventor: Kurian, et al.
5891985, Soluble mono-alkyl stannoic acid catalyst and its use in preparing high molecular weight polyesters
Issued on: 04/06/1999
Inventor: Brugel
5990265, Production of poly(trimethylene terephthalate)
Issued on: 11/23/1999
Inventor: Blanchard, et al.
6093786Process for preparing polytrimethylene terephthalate
Issued on: 07/25/2000
Inventor: Kelsey

Foreign Patent References

  • WO 98/23662 WO. 06/11/1998
  • WO99/54040 WO. 04/11/1999
  • WO 00/17265 WO. 03/11/2010

International Class

C08G 063/78

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