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High barrier polyester/phenylenedi (oxyacetic acid) polyester blends

A technology of polyethylene terephthalate and glycolic acid, which is applied in the field of polyester compositions and can solve problems such as poor crystallinity and low gas barrier properties

Inactive Publication Date: 2001-07-25
EASTMAN CHEM CO
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The present invention solves the problems of poor crystallinity and low gas barrier properties by providing a new polyester blend containing phenylenedi(glycolic acid) with improved gas barrier properties

Method used

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  • High barrier polyester/phenylenedi (oxyacetic acid) polyester blends

Examples

Experimental program
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preparation example Construction

[0047] The preparation of benzenedi(glycolic acid) monomers is disclosed in US 4,935,540, the contents of which are incorporated herein by reference.

[0048] The polyester (I or II) of the present invention preferably has an intrinsic viscosity of 0.4 to 2.0, more preferably 0.50 to 1.2 [measured at 25° C. using a mixed solvent of phenol and tetrachloroethane (weight ratio 60:40)]. If the intrinsic viscosity is less than 0.4, the strength of the resulting polyester is so low that the necessary physical properties cannot be practically obtained when the polyester is discharged from the reactor after polymerization and cut into small pieces. On the other hand, if the intrinsic viscosity is greater than 2.0, the melt viscosity is so high that subsequent processing is difficult.

[0049] The polyester (I or II) of the present invention can be prepared by any generally known polymerization method for the polymerization of polyethylene terephthalate. For example, a polycondensatio...

example

[0087] The following examples are presented in order to provide those of ordinary skill in the art with a complete disclosure and description of how to make the polyester blend of the claimed invention and how to evaluate it, without limiting the scope of the invention as the inventors regard it. Efforts have been made to ensure accuracy with respect to numbers (eg, amounts, temperature, etc.), but some errors and deviations should be accounted for. Unless indicated otherwise, parts are parts by weight, temperature is in °C or is at room temperature, and pressure is at or near atmospheric.

[0088] The invention is illustrated in more detail with reference to the following non-limiting examples.

[0089] Intrinsic viscosity (IhV) measurements were carried out at 25°C in a 60 / 40 (W / W) phenol / tetrachloroethane solvent system.

[0090] The oxygen transmission rate of polyester is measured by MOCON Oxtran 100 instrument, which is the number of cubic centimeters permeated by the f...

example 1

[0093] Poly[1,4-phenylenedi(glycolic acid)ethylene glycol] was prepared as follows. A reaction kettle was charged with 22.42 g of 1,4-benzenedi(glycolic acid), 24.60 g of ethylene glycol, and 100 ppm titanium from titanium isopropoxide. The reaction mixture was heated and stirred at 210 °C under nitrogen atmosphere for 60 min. Then, the temperature was raised to 220° C. for 120 min until all the water was distilled from the reaction mixture. Then, the temperature was raised to 260° C., nitrogen was evacuated from the reaction system, and a vacuum was drawn. Under the column pressure of 0.5mmHg, continue to melt and condense at 260°C for 75min. Heating was discontinued, the reaction mixture was placed under 1 atmosphere of nitrogen, and the polymer was collected. The resulting polymer had an intrinsic viscosity of 0.88 dl / g.

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Abstract

The invention concerns polyester blend compositions comprising: (I) from about 5 to about 85 weight % of a polyester which is the reaction product of (A) and (B) wherein: (A) a repeat unit of phenylenedi(oxyacetic acid) represented by formula (I), wherein R<1>, R<2>, R<3> and R<4> each independently represents a hydrogen atom, an alkyl group having from 1 to 6 carbon atoms, an alkoxy group having from 1 to 6 carbon atoms, a phenyl group, a chlorine atom, a bromine atom, or a fluorine atom, or an ester derivative of phenylenedi(oxyacetic acid) of the formula (I); (B) a repeat unit of a diol containing up to 24 carbon atoms; and (II) from about 95 to about 15 weight % of a thermoplastic polyester of poly(ethylene terephthalate), a copolyester of poly(ethylene terephthalate) modified with from greater than 0 to about 70 mole % of a glycol comprising diethylene glycol, propanediol, butanediol, hexanediol or 1,4-cyclohexanedimethanol, and / or a dicarboxylic acid comprising isophthalic acid or naphthalenedicarboxylic acid, or a mixture of the poly(ethylene terephthalate) copolyesters with poly(ethylene terephthalate); from about 95 to about 15 weight % of a polyester of poly(ethylene naphthalate), a poly(ethylene naphthalate) copolyester modified with from greater than 0 to about 30 mole % of a glycol comprising diethylene glycol, propanediol, butanediol, hexanediol or 1,4-cyclohexanedimethanol, and / or a dicarboxylic acid comprising isophthalic acid or terephthalic acid, or a mixture of the poly(ethylene naphthalate) copolyester with poly(ethylene naphthalate); from about 95 to about 15 weight % of poly(butylene terephthalate); from about 95 to about 15 weight % of poly(trimethylene terephthalate); or from about 95 to about 15 weight % of poly(butylene naphthalate).

Description

[0001] This application claims the benefit of US Provisional Applications 60 / 089,220, filed June 15, 1998, 60 / 089,221, filed June 15, 1998, and 60 / 089,391, filed June 15, 1998. field of invention [0002] The present invention relates to polyester compositions having improved gas barrier properties. This new polyester blend contains phenylenedi (oxyacetic acid) repeating units. Such polyesters with improved gas barrier properties are used in packaging applications requiring low air permeability for protection and storage of contents. Background of the invention [0003] Phenylenedi(glycolic acid) can be prepared in several ways. US 4,238,625 and US 4,935,540 describe a process for the preparation of benzenedi(glycolic acid) by oxidation of aryloxyethanol. JP 3204833, JP 4091052 and JP 4173765 describe the preparation of benzenedi(glycolic acid) from resorcinol and chloroacetic acid. [0004] US 4,440,922 describes the preparation of polyester homopolymers from phenylenedi...

Claims

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Application Information

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IPC IPC(8): B32B27/36C08G63/672C08J5/18C08L67/02
CPCY10T428/1352Y10T428/1397C08L67/02C08J5/18C08J2367/02C08L67/025
Inventor D·R·法格尔博格M·E·罗杰斯R·B·巴比T·E·龙
Owner EASTMAN CHEM CO
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