1-chlorobutadiene–butadiene rubber. IV. Increasing the hydroxyl group content in the rubber
Article first published online: 9 MAR 2003
Copyright © 1979 John Wiley & Sons, Inc.
Journal of Applied Polymer Science
Volume 23, Issue 7, pages 1963–1972, 1 April 1979
How to Cite
Yamashita, S., Sando, K. and Kohjiya, S. (1979), 1-chlorobutadiene–butadiene rubber. IV. Increasing the hydroxyl group content in the rubber. J. Appl. Polym. Sci., 23: 1963–1972. doi: 10.1002/app.1979.070230707
- Issue published online: 9 MAR 2003
- Article first published online: 9 MAR 2003
- Manuscript Revised: 18 APR 1978
- Manuscript Received: 28 APR 1977
The hydroxyl group content in 1-chlorobutadiene–butadiene rubber (CB–BR) was increased by the following two methods: (1) heating of the CB–BR latex to hydrolyze the unstable chlorine in CB–BR and (2) introduction of hydroxyl by the Menschutkin-type reaction between 2-dimethylaminoethanol (DMAE) and the chlorine in CB–BR. By heating the latex at 70°C for 12 hr, 55% chlorine was hydrolyzed to result in a marked increase in hydroxyl group content in CB–BR, i.e., at least 55% chlorine is situated in the CB units of the 1,4-configuration. Heat-treated CB–BR was found to contain a small amount of conjugated triene structure by UV spectroscopy, which indicates that elimination of some unstable chlorine as hydrogen chloride occurs during latex heating. By reaction with DMAE, 44% chlorine was converted into hydroxyl in toluene at 27°C. CB–BR compounded with DMAE does not suffer from gelation by milling on an open roll. Thus, by these methods, high molecular weight butadiene rubber having various concentrations of hydroxyl groups is obtained.