Condensation polymerization of triphenylamine derivatives with paraformaldehyde

Triphenylamine derivatives, such as 4-tolyldiphenylamine (TDPA) and N, N'-d iphenyl-N, N'-di-(4-methylphenyl)-1,4-phenylene-diamine (PDA), were reacted with paraformaldehyde (FA) using p-toluenesulfonic acid catalyst to yield linear polymers. H-1-NMR and C-13-NMR spectra revealed that FA reacted excl usively at the p-position of triphenylamine derivatives, and TDPA and PDA u nits were linked not only by a methylene Linkage but also by a methylene et her linkage. The PDA-FA polymer contained higher amount of methylene linkag e as compared to TDPA-FA polymer. Additionally, the number of methylene eth er linkage was increased with the concentration of paraformaldehyde. The gl ass transition temperatures of PDA-FA and TDPA-FA were at 204 degrees C and 111 degrees C, respectively. These polymers were soluble in conventional s olvents such as chloroform, toluene, etc., and showed sufficient morphologi cal stability after the film formation. The hole drift mobility of PDA-FA w as found to be in the order of 10(-6) cm(2)/V s. (C) 1998 Elsevier Science S.A. All rights reserved.