Skip to main content

The Halogenation of Poly[Isobutylene-CO-(2,3-Dimethyl-1,3-Butadiene)]

  • Chapter

Part of the book series: Polymer Science and Technology ((POLS,volume 21))

Abstract

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.

This is a preview of subscription content, log in via an institution.

Buying options

Chapter
USD   29.95
Price excludes VAT (USA)
  • Available as PDF
  • Read on any device
  • Instant download
  • Own it forever
eBook
USD   39.99
Price excludes VAT (USA)
  • Available as PDF
  • Read on any device
  • Instant download
  • Own it forever
Softcover Book
USD   54.99
Price excludes VAT (USA)
  • Compact, lightweight edition
  • Dispatched in 3 to 5 business days
  • Free shipping worldwide - see info

Tax calculation will be finalised at checkout

Purchases are for personal use only

Learn about institutional subscriptions

Preview

Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.

References

  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 

  3. C. Corno, A. Priola and S. Cesca, Macromolecules, 15, 840 (1982).

    Article  ADS  Google Scholar 

  4. R. W. Taft, J. Am. Chem. Soc., 70, 3364 (1948).

    Article  Google Scholar 

  5. M. L. Poutsma, Science, 157, 997 (1967).

    Article  ADS  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 

  7. G. A. Olah and J. M. Bollinger, J. Am. Chem. Soc., 90 6082 (1968).

    Article  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 

  12. P. J. Flory, J. Am. Chem. Soc., 65, 372 (1943).

    Article  Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Editor information

Editors and Affiliations

Rights and permissions

Reprints and permissions

Copyright information

© 1983 Plenum Press, New York

About this chapter

Cite this chapter

Kuntz, I., Hudson, B.E. (1983). The Halogenation of Poly[Isobutylene-CO-(2,3-Dimethyl-1,3-Butadiene)]. In: Carraher, C.E., Moore, J.A. (eds) Modification of Polymers. Polymer Science and Technology, vol 21. Springer, Boston, MA. https://doi.org/10.1007/978-1-4613-3748-5_5

Download citation

  • DOI: https://doi.org/10.1007/978-1-4613-3748-5_5

  • Publisher Name: Springer, Boston, MA

  • Print ISBN: 978-1-4613-3750-8

  • Online ISBN: 978-1-4613-3748-5

  • eBook Packages: Springer Book Archive

Publish with us

Policies and ethics