US 2020/0262971 A1 · TEREPHTHALATE-CO-4,4-BIBENZOATE POLYESTERS

Abstract

Copolyesters are based on a diacid component containing terephthalate and 4,4′-biphenyl dicarboxylate or 3,4′-biphenyl dicarboxylate, and a diol component containing an alkylene diol, e.g., ethylene glycol or NPG, and an alicyclic polyhydroxyl compound, e.g., CHDM. The copolyesters may have a glass transition temperature more than 100° C. and mechanical, thermal and/or barrier characteristics at least comparable to some commercially available copolyesters. A method to control the morphology and properties of a copolyester involves contacting diacid and diol components in the presence of a catalyst, selecting proportions of terephthalic and 4,4′-biphenyl dicarboxylic or 3,4′-biphenyl dicarboxylic acids or ester producing equivalents thereof in the diacid component, and selecting the alkylene diol and proportions of the CHDM (or other alicyclic polyhydroxyl compound) and the alkylene diol in the diol component, to obtain the desired morphology and other properties.

Claims28

Dependent claims

A copolyester comprising:

a diol component comprising an alkylene diol and an alicyclic polyhydroxyl compound;
and
a diacid component comprising terephthalate and one or a combination of 4,4′-biphenyl dicarboxylate and 3,4′-biphenyl dicarboxylate,
wherein the copolyester has an amorphous morphology.

1 more element

A method to control the morphology, glass transition temperature, melting temperature and/or toughness of a copolyester, comprising:

contacting (i) a diacid component comprising from about 10 to 90 mole percent 4,4′-biphenyl dicarboxylic acid or ester producing equivalent thereof, and from about 90 to 10 mole percent terephthalic acid or ester producing equivalent thereof, based on the total moles of the diacid component in the copolyester, with (ii) a diol component comprising from about 10 to 90 mole percent 1,4-cyclohexanedimethanol and from about 90 to 10 mole percent alkylene diol comprising ethylene glycol, 1,3-propanediol, 1,4-butanediol, 1,6-hexanediol, neopentyl glycol or the combination thereof, based on the total moles of the diol component in the copolyester, and optionally a multifunctional carboxylic acid or ester producing equivalent thereof, in the presence of (iii) a catalyst;
and
selecting a proportion of the 1,4-cyclohexanedimethanol in the diol component, and a proportion of the 4,4′-biphenyl dicarboxylic acid or ester producing equivalent thereof in the diacid component, and optionally a proportion of a multifunctional carboxylic acid or ester producing equivalent thereof, to produce a copolyester comprising:
an essentially amorphous morphology;
and
a glass transition temperature within a selected range equal to or greater than about 110° C., determined by differential scanning calorimetry (DSC) analysis from a second heating ramp at a heating rate of 10° C./min.

3 more elements

Dependencies are inferred from the claim text.

Terephthalate-co-4,4-bibenzoate polyesters

Life of this patent

Terephthalate-co-4,4-bibenzoate polyesters

Life of this patent

Abstract

Claims28