Isoindigo-based small molecules with varied donor components for solution-processable organic field effect transistor devices

Patil, Hemlata, Chang, Jingjing, Gupta, Akhil, Bilic, Ante, Wu, Jishan, Sonar, Prashant, & Bhosale, Sheshanath V. (2015) Isoindigo-based small molecules with varied donor components for solution-processable organic field effect transistor devices. Molecules, 20(9), pp. 17362-17377.

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Abstract

Two solution-processable small organic molecules, (E)-6,6′-bis(4-(diphenylamino)phenyl)-1,1′-bis(2-ethylhexyl)-(3,3′-biindolinylidene)-2,2′-dione (coded as S10) and (E)-6,6′-di(9H-carbazol-9-yl)-1,1′-bis(2-ethylhexyl)-(3,3′-biindolinylidene)-2,2′-dione (coded as S11) were successfully designed, synthesized and fully characterized. S10 and S11 are based on a donor-acceptor-donor structural motif and contain a common electron accepting moiety, isoindigo, along with different electron donating functionalities, triphenylamine and carbazole, respectively. Ultraviolet-visible absorption spectra revealed that the use of triphenylamine donor functionality resulted in an enhanced intramolecular charge transfer transition and reduction of optical band gap, when compared with its carbazole analogue. Both of these materials were designed to be donor semiconducting components, exerted excellent solubility in common organic solvents, showed excellent thermal stability, and their promising optoelectronic properties encouraged us to scrutinize charge-carrier mobilities using solution-processable organic field effect transistors. Hole mobilities of the order of 2.2 × 10−4 cm2/Vs and 7.8 × 10−3 cm2/Vs were measured using S10 and S11 as active materials, respectively.

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ID Code: 99795
Item Type: Journal Article
Refereed: Yes
Keywords: isoindigo; solution-processable; organic field effect transistors; donor-acceptor-donor; carbazole; triphenylamine
DOI: 10.3390/molecules200917362
ISSN: 1420-3049
Divisions: Current > Schools > School of Chemistry, Physics & Mechanical Engineering
Current > QUT Faculties and Divisions > Science & Engineering Faculty
Copyright Owner: Copyright 2015 by the authors; licensee MDPI, Basel, Switzerland
Copyright Statement: This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution license (http://creativecommons.org/licenses/by/4.0/).
Deposited On: 10 Oct 2016 23:15
Last Modified: 12 Oct 2016 03:48

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