Synthesis of Telechelic 1,4-Polybutadiene by Metathesis Reactions and Borane Monomers

Tze-chiang Chung, M. Chasmawala

Research output: Contribution to journalArticle

51 Citations (Scopus)

Abstract

This paper describes a novel method for preparing telechelic 1,4-polybutadiene polymers which have functional groups, such as hydroxy and iodo groups, located at both ends of the polymer chains. The chemistry is based on borane-terminated 1,4-polybutadiene intermediates, in which the borane groups can be quantitatively converted to other functional groups under mild reaction conditions. The preparation of borane-terminated 1,4-polybutadiene involves two metathesis reactions, one being ring-opening metathesis polymerization of 1,5-cycooctadiene in conjunction with a borane monomer as the chain-transfer agent, the other involving the metathesis degradation of 1,4-polybutadine with the simultaneous functionalization of the broken chain end by borane monomer. Due to the good stability of borane moieties to transition-metal catalysts and good solubility of borane-containing polymers in hydrocarbon solution, both metathesis reactions are very effective in providing telechelic polymers with not only a high degree of functionalization but also controllable molecular weight.

Original languageEnglish (US)
Pages (from-to)5137-5144
Number of pages8
JournalMacromolecules
Volume25
Issue number20
DOIs
StatePublished - Sep 1 1992

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Boranes
Polybutadienes
Monomers
Polymers
Functional groups
Ring opening polymerization
Transition metals
Solubility
Molecular weight
Hydrocarbons
Degradation
Catalysts
polybutadiene

All Science Journal Classification (ASJC) codes

  • Organic Chemistry
  • Polymers and Plastics
  • Inorganic Chemistry
  • Materials Chemistry

Cite this

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abstract = "This paper describes a novel method for preparing telechelic 1,4-polybutadiene polymers which have functional groups, such as hydroxy and iodo groups, located at both ends of the polymer chains. The chemistry is based on borane-terminated 1,4-polybutadiene intermediates, in which the borane groups can be quantitatively converted to other functional groups under mild reaction conditions. The preparation of borane-terminated 1,4-polybutadiene involves two metathesis reactions, one being ring-opening metathesis polymerization of 1,5-cycooctadiene in conjunction with a borane monomer as the chain-transfer agent, the other involving the metathesis degradation of 1,4-polybutadine with the simultaneous functionalization of the broken chain end by borane monomer. Due to the good stability of borane moieties to transition-metal catalysts and good solubility of borane-containing polymers in hydrocarbon solution, both metathesis reactions are very effective in providing telechelic polymers with not only a high degree of functionalization but also controllable molecular weight.",
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Synthesis of Telechelic 1,4-Polybutadiene by Metathesis Reactions and Borane Monomers. / Chung, Tze-chiang; Chasmawala, M.

In: Macromolecules, Vol. 25, No. 20, 01.09.1992, p. 5137-5144.

Research output: Contribution to journalArticle

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