Exchange reactions of poly(arylene ether ketone) dithioketals with aliphatic diols: formation and deprotection of poly(arylene ether ketal)s

Manolakis, I., Cross, P. and Colquhoun, H. (2017) Exchange reactions of poly(arylene ether ketone) dithioketals with aliphatic diols: formation and deprotection of poly(arylene ether ketal)s. Macromolecules, 50 (24). pp. 9561-9568. ISSN 0024-9297 doi: 10.1021/acs.macromol.7b02203

Abstract/Summary

The dithioketal derivatives of industrially important, semi-crystalline poly(arylene ether ketone)s undergo facile exchange with aliphatic diols in the presence of N-bromo-succinimide to give a range of novel poly(arylene ether ketal)s. These are amorphous and readily soluble in a wide range of organic solvents. Although generally stable under ambient conditions, they undergo rapid and quantitative hydrolysis in the presence of acids to regenerate the original polyketones. The poly(ether ketal)s reported here are not accessible from ketal-type monomers, nor can they be obtained by direct reaction of poly(ether ketone)s with aliphatic diols. The starting polyketones are essentially unchanged after sequential dithioketalization, dithioketal-ketal exchange, ketal hydrolysis, and re-dithioketalization. Poly(arylene ether ketal)s provide a new approach to the processing of poly(arylene ether ketone)s into carbon fiber composite materials.

Item Type	Article
URI	https://reading-clone.eprints-hosting.org/id/eprint/73954
Identification Number/DOI	10.1021/acs.macromol.7b02203
Refereed	Yes
Divisions	Interdisciplinary centres and themes > Chemical Analysis Facility (CAF) Life Sciences > School of Chemistry, Food and Pharmacy > Department of Chemistry
Publisher	American Chemical Society
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