Four types of fluorine‐containing aromatic poly(ketone)s, poly(ether/ketone), poly(ketone), poly(sulfide/ketone) and poly(sulfone/ketone), were synthesized from 4,4′‐[1‐(trifluoromethyl)‐trifluoroethylidene]dibenzoic acid and diaryl compounds, diphenyl ether, diphenyl ketone, diphenyl sulfide and diphenyl sulfone, by direct polycondensation using phosphorus pentoxide/methanesulfonic acid as both condensing agent and solvent. The expected chemical structures were confirmed by IR and 1 H NMR spectroscopy and elemental analysis. Two series of fluorine‐containing copoly(ketone)s, copoly(ether/ketone) and copoly(sulfide/ketone), were also similarly prepared by using different proportions of the dicarboxylic acid and the corresponding analogous 4,4′‐isopropylidenedibenzoic acid but without fluorine, and the effect of the introduction of the fluorine atom on the properties of these polymers was discussed with relation to the fluorine contents. Most of the poly(ketone)s with and without fluorine were essentially amorphous and soluble in a wide range of organic solvents including chloroform and tetrahydrofuran, and afforded transparent films by solution casting. The contact angles of the films to water increased significantly and monotonously with increasing fluorine content in the copoly(ketone)s. Thermal properties such as glass transition temperature and thermal stability were also successfully improved by the introduction of a fluorine atom, and both of them increased markedly and monotonically with the increase of the fluorine content.
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Saegusa et al. (1993) studied this question.
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