Diphenyl derivatives of dinaphtho[2,3- b:2′,3′-f]thieno[3,2- b ]thiophene: Organic semiconductors for thermally stable thin-film transistors

Myeong Jin Kang, Eigo Miyazaki, Itaru Osaka, Kazuo Takimiya, Akiko Nakao

Research output: Contribution to journalArticle

52 Citations (Scopus)

Abstract

Two isomeric diphenyl-dinaphtho[2,3-b:2′,3′-f]thieno[3,2-b] thiophene (DPh-DNTTs), 2,9- and 3,10-DPh-DNTT, were characterized by means of single-crystal X-ray analysis, thin film XRDs, and evaluation of organic field-effect transistors (OFETs) using their evaporated thin films. The packing structures both in the single crystal and thin film state were classified into a typical herringbone packing regardless of the substitution positions, similar to the parent DNTT. The OFETs showed typical p-channel transistor characteristics with mobilities of as high as 3.5 cm2 V-1 s-1 for both isomers, which is slightly higher than that of the parent DNTT. Compared to related DNTT-based organic semiconductors, a unique point of DPh-DNTTs was found to be superior thermal stability in OFET devices. In particular, the 2,9-DPh-DNTT-based OFETs preserved its superior FET characteristics up to 250 C. For its excellent thermal stability with good FET characteristics, 2,9-DPh-DNTT can be a useful organic semiconductor in various applications that require processes at high temperatures.

Original languageEnglish
Pages (from-to)2331-2336
Number of pages6
JournalACS Applied Materials and Interfaces
Volume5
Issue number7
DOIs
Publication statusPublished - 2013 Apr 10
Externally publishedYes

Keywords

  • crystal structures
  • high mobility
  • organic field-effect transistors
  • structure-property relationship
  • thermal stability
  • thienoacene-based organic semiconductors

ASJC Scopus subject areas

  • Materials Science(all)

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