Synthesis, structural characterization, and unusual field-effect behavior of organic transistor semiconductor oligomers: Inferiority of oxadiazole compared with other electron-withdrawing subunits

Taegweon Lee, Chad A. Landis, Bal Mukund Dhar, Byung Jun Jung, Jia Sun, Amy Sarjeant, Ho Jin Lee, Howard E. Katz

Research output: Contribution to journalArticlepeer-review

80 Scopus citations

Abstract

A new series of heterocyclic oligomers based on the 1,3,4-oxadiazole ring were synthesized. Other electron-deficient cores (fluorenone and fumaronitrile) were introduced to investigate the oligomers as n-channel materials. The physical properties, thin film morphologies, and field-effect transistor characteristics of the oligomers were evaluated. Thin films were deposited at different substrate temperatures and on variously coated Si/Si02 for device optimization. Contrary to our expectations, the thin film devices of 4 revealed p-channel behavior, and the average hole mobility was 0.14 cm 2 V-1 s-1 (maximum value 0.18 cm2 V-1 s-1). Compound 11 is the first example of an oxadiazole-containing organic semiconductor (OSC) oligomer in an n-channel organic field-effect transistor (OFET) and shows moderate mobilities. Non- oxadiazole-containing oligomers 9 and 12 showed n-channel OFET behavior on hexamethyldisilazane- treated and Cytop spin-coated Si02 in vacuum. These are the first fluorenone- and fumaronitrile-based n-OSCs demonstrated in transistors. However, oxadiazole-core materials 14 and 16 were inactive in transistor devices.

Original languageEnglish
Pages (from-to)1692-1705
Number of pages14
JournalJournal of the American Chemical Society
Volume131
Issue number5
DOIs
StatePublished - 11 Feb 2009

Fingerprint

Dive into the research topics of 'Synthesis, structural characterization, and unusual field-effect behavior of organic transistor semiconductor oligomers: Inferiority of oxadiazole compared with other electron-withdrawing subunits'. Together they form a unique fingerprint.

Cite this