Dithiophene-fused tetracyanonaphthoquinodimethanes (DT-TNAPs): Synthesis and characterization of π-extended quinoidal compounds for n-channel organic semiconductor

Naoyuki Yanai, Takamichi Mori, Shoji Shinamura, Itaru Osaka, Kazuo Takimiya

Research output: Contribution to journalArticle

21 Citations (Scopus)

Abstract

Dithiophene-fused tetracyanonaphthoquinodimethanes (DTTNAPs) were synthesized and evaluated as n-channel organic semiconductors. DTTNAPs, regardless of isomeric structures and substituents, have low-lying LUMO energy levels (∼4.6 eV below the vacuum level), suitable for stable n-channel field-effect transistors (FETs) under ambient conditions. In fact, α-DTTNAP derivatives afforded solution-processed FETs showing an electron mobility of 10-3 cm2 V-1 s-1, indicating that DTTNAPs are a potential molecular framework for n-channel organic semiconductors.

Original languageEnglish
Pages (from-to)240-243
Number of pages4
JournalOrganic letters
Volume16
Issue number1
DOIs
Publication statusPublished - 2014 Jan 3
Externally publishedYes

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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