Living cationic polymerization route to poly(oligooxyethylene carbonate) vinyl ethers

Ben Ami Feit, Baruch Halak

Research output: Contribution to journalArticlepeer-review

Abstract

The addition of dialkyl (R = Me or Et) carbonates to poly(oxyethylene)-based solid polymeric electrolytes resulted in enhanced ionic conductivities. Relatively high conductivities in lithium batteries with solutions of lithium salts in di(oligooxyethylene) carbonates such as R(-OCH2-CH2-)nOC(=O)-O-(-CH2CH2 O-)mR (R = Et, n = 1, 2, or 3, m = 0, 1, 2, or 3) and related carbonates were obtained. In this respect, related comb-shaped poly(oligooxyethylene carbonate) vinyl ethers of the type -CH2CH(OR)-were prepared [R = (-OCH2-CH2-)nOC(=O)-O-(-CH2CH2 O-)mR'; (1) n = 2 or 3, m = 0, R' = Et; (2) n = 2 or 3; m = 3, R' = Me]. The direct preparation of derived target polymers of this class by polymerization of the corresponding vinyl ether-type monomers could not be achieved because of a rapid in situ decarboxylative decomposition of these monomers (as formed) during the final step of their synthesis. Instead, a prepolymer was prepared by a living cationic polymerization of CH2=CH-(OCH2CH2-)n-O-C(=O)-CH3 (n = 2 or 3). The hydrolysis of its pendant ester groups, followed by the reaction of the hydrolyzed prepolymer with each of several alkyl chloroformates of the type Cl-C(=O)-O(-CH2CH2O-)mR' (m = 0, 2, or 3, R' = Me or Et) resulted in the corresponding target polymers.

Original languageEnglish
Pages (from-to)2171-2183
Number of pages13
JournalJournal of Polymer Science, Part A: Polymer Chemistry
Volume40
Issue number13
DOIs
StatePublished - 1 Jul 2002

Keywords

  • Comb-shaped polymers
  • Electrochemistry
  • Functionalization of polymers
  • Living cationic polymerization
  • Oligooxyethylene carbonate
  • Polymer solid electrolyte
  • Vinyl ethers
  • Vinyl oligooxyethylene acetate

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