Synthesis and solid-state polymerization of diacetylene derivatives directly substituted with a phenylcarbazole moiety

Masataka Ikeshima, Masashi Mamada, Tsuyoshi Minami, Shizuo Tokito, Shuji Okada

Research output: Contribution to journalArticle

4 Citations (Scopus)

Abstract

We synthesized five novel asymmetric carbamate diacetylene (DA) derivatives with a 9-phenyl-9H-carbazol-3-yl group as an aromatic donor moiety directly bound to the DA. Upon ultraviolet irradiation, three DA derivatives became greenish blue in color and exhibited characteristic excitonic absorption bands, indicating successful regular 1,4-addition polymerization in the solid state to afford polydiacetylenes (PDAs). Among the derivatives, the PDA with the highest conversion exhibited a small ionization potential of 5.2 eV. This value is appropriate for hole injection from general electrodes, and this PDA has the potential for application in low-operating voltage organic electronic devices.

Original languageEnglish
Pages (from-to)1013-1018
Number of pages6
JournalPolymer Journal
Volume48
Issue number10
DOIs
Publication statusPublished - Oct 1 2016
Externally publishedYes

All Science Journal Classification (ASJC) codes

  • Polymers and Plastics
  • Materials Chemistry

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