Ambipolar organic field-effect transistors from cross-conjugated aromatic quaterthiophenes; Comparisons with quinoidal parent materials

Rocío Ponce Ortiz, Antonio Facchetti, Tobin J Marks, Juan Casado, Marek Z. Zgierski, Masatoshi Kozaki, Víctor Hernández, Juan T. López Navarrete

Research output: Contribution to journalArticle

57 Citations (Scopus)

Abstract

This contribution presents an electrochemical, Raman spectroscopic, and theoretical study probing the differences in molecular and electronic structure of two quinoidal oligothiophenes (3′,4′-dibutyl-5,5″- bis(dicyanomethylene)-5,5″-dihydro-2,2′:5′, 2″-terthiophene and 5,5′-bis(dicyanomethylene)-3-hexyl-2,5-dihydro- 4,4′-dihexyl-2,2′,5,5′-tetrahydro-tetrathiophene) with terminal tetracyanomethylene functionalization and aromatic oligothiophenes where acceptor moieties are positioned at lateral positions along the conjugated chain (6,6′-dibutylsulfenyl-[2,2′-bi-[4-dicyanovinylene-4H- cyclopenta[2,1-b:3,4-b′]dithiophene]). In this way, the consequences of linear and cross conjugation are compared and contrasted. From this analysis, it is apparent that organic field-effect transistors fabricated with cross-conjugated tetrathiophene semiconductors should combine the benefits of an electron-donor aromatic chain with strongly electron-accepting tetracyanomethylene substituents. The corresponding organic field-effect transistors exhibit ambipolar transport with rather similar hole and electron mobilities. Moreover, n-channel conduction is enhanced to yield one of the highest electron mobilities found to date for this type of material.

Original languageEnglish
Pages (from-to)386-394
Number of pages9
JournalAdvanced Functional Materials
Volume19
Issue number3
DOIs
Publication statusPublished - Feb 10 2009

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Organic field effect transistors
Electron mobility
electron mobility
field effect transistors
Hole mobility
Electrons
hole mobility
conjugation
Molecular structure
Electronic structure
electrons
molecular structure
Semiconductor materials
electronic structure
conduction
cyanomethylidyne
alpha-terthienyl

ASJC Scopus subject areas

  • Biomaterials
  • Electrochemistry
  • Condensed Matter Physics
  • Electronic, Optical and Magnetic Materials

Cite this

Ambipolar organic field-effect transistors from cross-conjugated aromatic quaterthiophenes; Comparisons with quinoidal parent materials. / Ortiz, Rocío Ponce; Facchetti, Antonio; Marks, Tobin J; Casado, Juan; Zgierski, Marek Z.; Kozaki, Masatoshi; Hernández, Víctor; López Navarrete, Juan T.

In: Advanced Functional Materials, Vol. 19, No. 3, 10.02.2009, p. 386-394.

Research output: Contribution to journalArticle

Ortiz, Rocío Ponce ; Facchetti, Antonio ; Marks, Tobin J ; Casado, Juan ; Zgierski, Marek Z. ; Kozaki, Masatoshi ; Hernández, Víctor ; López Navarrete, Juan T. / Ambipolar organic field-effect transistors from cross-conjugated aromatic quaterthiophenes; Comparisons with quinoidal parent materials. In: Advanced Functional Materials. 2009 ; Vol. 19, No. 3. pp. 386-394.
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