Synthesis and transistor properties of asymmetric oligothiophenes: Relationship between molecular structure and device performance

Tae Kyu An, Sang Hun Jang, Seul Ong Kim, Jaeyoung Jang, Jihun Hwang, Hyojung Cha, Young Ri Noh, Soon Byung Yoon, Yong Jin Yoon, Lae Ho Kim, Dae Sung Chung, Soon Ki Kwon, Yun Hi Kim, Sang Gyeong Lee, Chan Eon Park

Research output: Contribution to journalArticlepeer-review

39 Scopus citations

Abstract

A series of three thiophene-naphthalene-based asymmetric oligomers-5-decyl-2, 2′:5′,2″:5″,2′″- quaterthio-phene (DtT), 5-decyl-5″-(naphthalen-2-yl)-2, 2′:5′,2″-terthiophene (D3TN), and 5-(4-decylphenyl)-5′- (naphthalen-2-yl)-2, 2′-bithiophene (DP2TN)-was synthesized by Suzuki cross-coupling reactions. The long alkyl side chains improved both the solubility of the oligomers in solvents and their tendency to self-assemble. UV/Vis absorption measurements suggested that DtT, D3TN, and DP2TN form H-type aggregates with a face-to-face packing structure. In addition, the three oligomers were found to adopt vertically aligned crystalline structures in films deposited on substrates, as revealed by grazing-incidence wide-angle X-ray scattering. These oligomers were used as the active layers of p-type organic field-effect transistors, and the resulting devices showed field-effect mobilities of 3.3×10-3 cm2V-1s -1 for DtT, 1.6 × 10-2cm2V -1s-1 for D3TN, and 3.7 × 10-2cm 2V-1s-1 for DP2TN. The differences in transistor performances were attributed to the degree of π overlap and the morphological differences determined by the molecular structures.

Original languageEnglish
Pages (from-to)14052-14060
Number of pages9
JournalChemistry - A European Journal
Volume19
Issue number42
DOIs
StatePublished - 11 Oct 2013

Keywords

  • Aggregation
  • Oligothio-phenes
  • Semiconductors
  • Thin films
  • Transistors

Fingerprint

Dive into the research topics of 'Synthesis and transistor properties of asymmetric oligothiophenes: Relationship between molecular structure and device performance'. Together they form a unique fingerprint.

Cite this