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Synthesis and photochemical characterization of fumaronitrile-based organic semiconductor and its use in solution-processed small molecule organic solar cells

Paper ID Volume ID Publish Year Pages File Format Full-Text
26151 43937 2013 8 PDF Available
Title
Synthesis and photochemical characterization of fumaronitrile-based organic semiconductor and its use in solution-processed small molecule organic solar cells
Abstract

A novel and efficient symmetrical donor–acceptor–donor organic semiconductor, TFN-bis[ter-HT3-TPA], comprising two triphenylamine (TPA) donors and one fumaronitrile (FN) acceptor linked by π-conjugated hexylated quaterthiophene, was synthesized and its photovoltaic behavior in solution-processed small molecule organic solar cells (SMOSCs) was investigated. Under light illumination, the synthetic intermediate di-bithophenyl-fumaronitrile, containing the FN acceptor moiety, exhibited cis–trans isomerization in solution, while cis–trans photoisomerisation of TFN-bis[ter-HT3-TPA] was not observed, presumably because of the steric bulk of the TPA-hexylated terthiophene in the cis-isomer. The TFN-bis[ter-HT3-TPA] showed strong intramolecular charge transfer between the TPA donor and the FN acceptors. A TFN-bis[ter-HT3-TPA]:PC71BM bulk heterojunction film with an optimized weight ratio of 1:3 resulted in an improved photovoltaic performance and an enhanced hole mobility. After insertion of a TiOx layer between the photoactive layer and the Al electrode, a power conversion efficiency of 2.21% was obtained in devices fabricated from the TFN-bis[ter-HT3-TPA]:PC71BM film resulting in a ∼17% higher efficiency than devices without a TiOx layer.

Graphical abstractA novel and efficient symmetrical donor–acceptor–donor organic semiconductor, TFN-bis[ter-HT3-TPA], comprising two triphenylamine donors and one fumaronitrile acceptor linked by π-conjugated hexylated quaterthiophene, was synthesized and characterized the photoisomerisation found in synthetic intermediate and investigated its photovoltaic properties in solution processed small molecule organic solar cell.Figure optionsDownload full-size imageDownload as PowerPoint slideHighlights► A novel symmetrical donor–acceptor–donor organic semiconductor based on fumaronitrile acceptor was synthesized. ► The photoisomerization of synthetic intermediate was found upon light illumination. ► Intramolecular charge transfers were effectively appeared in between two triphenylamine donors and fumaronitrile acceptors.

Keywords
Photoisomerisation; Organic semiconductor; Organic solar cell; Small molecule
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Synthesis and photochemical characterization of fumaronitrile-based organic semiconductor and its use in solution-processed small molecule organic solar cells
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Publisher
Database: Elsevier - ScienceDirect
Journal: Journal of Photochemistry and Photobiology A: Chemistry - Volume 251, 1 January 2013, Pages 25–32
Authors
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Subjects
Physical Sciences and Engineering Chemical Engineering Bioengineering
Get Full-Text Now
Don't Miss Today's Special Offer
Price was $35.95
You save - $31
Price after discount Only $4.95
100% Money Back Guarantee
Full-text PDF Download
Online Support
Any Questions? feel free to contact us