Abstract
The present paper describes the polymerization of 3-hydroxy-1-propane sulfonic acid sultone (PS) with tertiary amines at 80°C.The course of polymerization involved an early stage which was a slow initiation, a propagation step, and an equilibrium state between polymer and monomer. The slow initiation seemed to be the following reaction:
It was explained that the low reactivity of the anion side of the zwitterion is attributed to the intramolecular ion-pair. The low reactivity of the anion side of the zwitterion could be expected from the fact that the coulombic energy of charge separation in the intramolecular ion-pair is higher than that in the macrozwitterion.This mechanism was explained practically from the rate of addition reaction of PS with tertiary amines in solvents, and from the formation of zwitterion in bulk polymerization, which was directly monitored by using an NMR spectrometer.The rate constants kp of propagation for quinoline, triethylamine, diethyl sulfide, and sulfobetain (formed from PS and diethylaniline) showed fairly close agreement with each other.
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S. Hashimoto, T. Yamashita, and M. Kaneda, Kobunshi Kagaku (Chem. High Polymers), 30, 244 (1973).
S. Hashimoto, T. Yamashita, and M. Kaneda, Polym. J., 6, 238 (1974).
J. H. Helberger, Ann., 588, 71 (1954).
H. C. Brown and N. R. Eldred, J. Am. Chem. Soc., 71, 445 (1949).
T. Saegusa, H. Ikeda, and H. Fujii, Macromolecules, 5, 359 (1971).
N. Mathes and V. Jaacks, Makromol. Chem., 142, 209 (1971).
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Hashimoto, S., Yamashita, T. Ring-Opening Polymerization of Suit Ones. VIII. Initial Reaction on Ring-Opening Polymerization of 3-Hydroxy-1-propane Sulfonic Acid Sultone with Tertiary Amines. Polym J 8, 15–20 (1976). https://doi.org/10.1295/polymj.8.15
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DOI: https://doi.org/10.1295/polymj.8.15