Naphthodithiophenediimide (NDTI): Synthesis, structure, and applications

Yuta Fukutomi, Masahiro Nakano, Jian Yong Hu, Itaru Osaka, Kazuo Takimiya

Research output: Contribution to journalArticlepeer-review

124 Citations (Scopus)

Abstract

A straightforward synthesis of α,β-unsubstituted and α-halogenated naphtho[2,3-b:6,7-b′]dithiophenediimides (NDTIs) is described. Electrochemical and optical studies of N,N-dioctyl-NDTI demonstrate that the compound has a low-lying LUMO energy level (4.0 eV below the vacuum level) and a small HOMO-LUMO gap (∼2.1 eV). With its interesting electronic and optical properties, in addition to its planar structure, NDTI is a promising building block for the development of novel π-functional materials. In fact, it afforded n-channel, p-channel, and ambipolar materials, depending on the molecular modification.

Original languageEnglish
Pages (from-to)11445-11448
Number of pages4
JournalJournal of the American Chemical Society
Volume135
Issue number31
DOIs
Publication statusPublished - 2013 Aug 7
Externally publishedYes

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)
  • Biochemistry
  • Colloid and Surface Chemistry

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