SITE-SITE INTERACTIONS IN A POLYMER MATRIX - EFFECT OF AMINE STRUCTURE ON TRANSFORMATIONS OF COPOLY(STYRENE-P-NITROPHENYLACRYLATE)

Crosslinked copoly(styrene-p-nitrophenylacrylate)s (1a, 1b and 1c, con taining 2, 4 and 10% divinylbenzene, respectively) reacted readily wit h secondary amines (piperidine, morpholine, piperazine, N-phenylpipera zine), the course of substitution bring influenced by the crosslinking of 1, solvent polarity (dimethylformamide, methanol, toluene) and the structure of the amine. Steric interactions influenced the transforma tion of 1a with various primary amines (n-butylamine, i-propylamine an d cyclohexylamine) giving the corresponding amides; tertbutylamine and aniline do not transform la under similar reaction conditions (dimeth ylformamide, T=50 degrees C). The swelling ability of the resins depen ded on the crosslinking of the starting copoly(styrene-p-nitrophenylac rylate) (1), the structure of the amide and solvent polarity (water, m ethanol, dimethylformamide, toluene, chloroform, cyclohexane). Copyrig ht (C) 1996 Elsevier Science Ltd.