COMB-LIKE POLY(ARYL-ETHER-KETONES) CONTAINING NAPHTHALENE MOIETIES IN THE MAIN-CHAIN

1,5-Naphthalenediol was alkoxylated with 1-alkyl bromides containing 3-16 C-atoms and then acylated with 4-fluorobenzoyl chloride under Friedel-Crafts conditions in 4- and 8-position of the naphthalene ring. These new difluorides (3a - d) were condensated with hydroquinone, bisphenol-A and 4,4'-biphenyldiol, yielding the corresponding poly(aryl-ether-ketones) 4a - d, 5a - d and 6a - d. The melting points o f both the difluorides and the poly(aryl-ether-ketones) decreased with increasing side chain length. The molecular weights of some of the poly(aryl-ether-ketones) were characterized by GPC measurements coupled with viscosity determinations, and they were found to be in the range of M(n)BAR from 10000 to 19000. From polymer solutions, solid and mechanically stable films were produced on a glass plate by evaporating the solvents. A perpendicular order of the phenyl ring was calculated by the MMX method.