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Home  >  Journal list  >  Polymer Journal  >  Vol.14  No.5 (1982)  >  pp.335-342

Polymer Journal
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Acid-Base and Chiroptical Properties of Partially Quaternized Optically Active Poly[thio-1-(N-(S)-s-butyl-N-methylaminomethyl)ethylene]

Jovanka Huguet1), Didier Vallin1) and Michel Vert1)
1) Laboratoire de Chimie Macromolécularie, ERA CNRS n° 471, Faculté des Sciences et des Techniques, Université de Haute-Normandie

ABSTRACT:  Investigation was made of the effects of counterion exchange at quaternary ammonium sites and of protonation of residual tertiary amine groups on ORD and CD of partially quaternized poly[-thio-1-(N-(S)-s-butyl-N-methylaminomethyl)ethylene]s in water and in 80:20 v/v methanol–water mixture. Each repeating unit of this type of optically active copolymers bears two chiral centers, one in the main chain and one in the side-chain. The present study is limited to copolymers rendered optically active through side-chain chirality, the main-chain chiral centers being racemic. Compounds with 4 and 7% methylated tertiary amine groups (Q-P(TBMAE)RSS* 4 and 7 respectively) are considered. It is shown that deprotonated Q-P(TBMAE)RSS* 7 is slightly aggregated in water. The protonation of tertiary amine residues destabilizes the aggregates and then proceeds non-conventionally through a two-phase mechanism similar to a cooperative conformational transition. ORD and CD do not reflect the particular conformational behavior of Q-P(TBMAE)*. The acid-induced chiroptical property changes depend on the content of charged repeating units only. Comparison is made with Q-P(TDAE)* 17, an N,N-diethyl homologue of Q-P(TBMAE)*’s, whose optical activity is caused by main chain chiral centers only.

Synthetic Polyamines/ Partially Quaternized Poly(tertiary amine)s/ Dibasic Polyelectrolytes/ Cooperative Conformational Transition/ Cooperativity/ Buffering Effect/ ORD/ CD/ Optically Active Polymer/ Polybases

Published online: March 03, 2006
© Copyright, 2006 by The Society of Polymer Science, Japan



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