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Gas separation properties of isophorone‐based polyarylates
Author(s) -
Jager Jan,
Hendriks Anton J. J.
Publication year - 1995
Publication title -
journal of applied polymer science
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.575
H-Index - 166
eISSN - 1097-4628
pISSN - 0021-8995
DOI - 10.1002/app.1995.070580907
Subject(s) - isophthalic acid , isophorone diisocyanate , isophorone , terephthalic acid , bisphenol , polymer chemistry , condensation polymer , bisphenol a , monomer , barrer , nitrogen , oxygen , bromine , moiety , chemistry , materials science , organic chemistry , polymer , polyurethane , selectivity , epoxy , polyester , diamine , catalysis
The oxygen and nitrogen permeability coefficients and oxygen/nitrogen selectivities of a series of isophorone‐based polyarylates have been measured. The monomeric bisphenols used in this study are easily accessible in two steps from cheap, commercially available, isophorone (3,5,5‐trimethyl‐2‐cyclohexen‐1‐one). The corresponding polyarylates can easily be prepared in high yield by means of the well‐known interfacial polycondensation route. The effect of substituents (CH 3 , Cl, or Br) on all positions ortho to both hydroxyl groups in the bisphenol and the influence of the terephthalic acid/isophthalic acid molar ratio in the polyarylate on the oxygen/nitrogen separation performance have been studied in detail. It has been found that the polyarylate with four bromine substituents displays a significantly increased oxygen and nitrogen permeability coefficient, combined with a high oxygen/nitrogen selectivity, relative to conventional polyarylates. Obviously, the bulky 3,3,5‐trimethylcyclohexylidene moiety in the bisphenol has structural features that hinder an effcient chain packing and reduce polymer segmental mobility. A further improvement in the gas permeability of these polyarylates can be achieved when the bulky t ‐butyl group is introduced on the 5 position in isophthalic acid. For example, the polyarylate prepared from the isophorone‐based bisphenol with four methyl substituents and 5‐ t ‐butylisophthalic acid is characterized by an oxygen permeability coefficient of 34.7 Barrer! © 1995 John Wiley & Sons, Inc.