The Halogenation of Poly[Isobutylene-CO-(2,3-Dimethyl-1,3-Butadiene)]
This communication describes the halogenation of an isobutylene (B)-2,3-dimethyl-l,3-butadiene (DMB) copolymer (Structure 1) containing 1.7 mole % of units derived from the diolefin. Halogenations were carried out in hexane solutions at ambient temperatures in the dark. 13C and 1H NMR have been used to characterize the molecular details of the halogenated products. Copolymers of isobutylene with small amounts of dienes are butyl rubbers. The halogenation of the isoprene copolymer, the butyl rubber of commerce, has been well studied1,2 and Chlorobutyl and Bromobutyl are commercial products. Throughout this paper, we will compare the results obtained with the DMB and isoprene copolymers. The mechanistic aspects of the halogenations are discussed in Some detail.
KeywordsButyl Rubber Methyl Chloride Mercuric Acetate Olefinic Carbon Viscosity Average Molecular Weight
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- 1.F. P. Baldwin, D. J. Buckley, I. Kuntz and S. B. Robison, Rubber Plastics Age, 42, 500 (1961).Google Scholar
- 2.A. VanTongerloo and R. Vukov, Proc. Int. Rubber Conf., 1979, 70; Chem. Abstr., 92, 130306 (1980).Google Scholar
- 6.J. D. Roberts and M. C. Caserio, “Basic Principles of Organic Chemistry” W. A. Benjamin, New York, 1964, p. 326.Google Scholar
- 8.R. T. Arnold and W. W. Lee, ibid, 75, 5396 (1953).Google Scholar
- 9.J. W. Larsen and A. V. Metzner, ibid, 94, 1614 (1972).Google Scholar
- 10.G. A. Olah and T. R. Hockswender, ibid, 96, 3574 (1974).Google Scholar
- 11.J. Rehner and P. Gray, Ind. Eng. Chem., 17, 367 (1945).Google Scholar