Spontaneous copolymerization of 1,3-dehydroadamantane

Takashi Ishizone, Shin Ichi Matsuoka, Naoto Ogiwara, Yosuke Uehara, Shingo Kobayashi

Research output: Contribution to journalArticlepeer-review

3 Citations (Scopus)

Abstract

Copolymerizations of 1,3-dehydroadamantane, 1, and various vinyl monomers were carried out in THF at room temperature. On mixing of 1 with electron-deficient vinyl monomers such as acrylonitrile and methyl acrylate in the absence of initiator, the copolymerization spontaneously proceeded to give alternating copolymers in 28-88% yields. By contrast, no reaction of 1 occurred at all, when isobutyl vinyl ether or styrene was mixed under the similar conditions. These results indicate the high electron density of a central ó-bond in a strained [3.3.i]propellane derivative, 1. Alternating sequences of the resulting copolymers were characterized by NMR and MALDI-TOF-MS measurements. DSC and TGA measurements revealed the high thermal stability of the alternating copolymers containing bulky, stiff, and strain-free adamantane skeletons.

Original languageEnglish
Pages (from-to)373-377
Number of pages5
JournalMacromolecular Symposia
Volume249-250
DOIs
Publication statusPublished - 2007
Externally publishedYes

All Science Journal Classification (ASJC) codes

  • Condensed Matter Physics
  • Organic Chemistry
  • Polymers and Plastics
  • Materials Chemistry

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