Title: Synthesis of metal-free organic dyes containing tris(dodecyloxy)phenyl and dithienothiophenyl units and a study of their mesomorphic and photovoltaic properties
Authors: Shellaiah, Muthaiah
Fang, Hsiao-Ping
Lin, Yu-Ling
Hsu, Ying-Chan
Lin, Jiann-T'suen
Lin, Hong-Cheu
Department of Materials Science and Engineering
Keywords: 3,4,5-Tris(dodecyloxy)phenyl;Dye-sensitized solar cell;Dithienothiophene;Metal-free organic dye
Issue Date: 4-Mar-2013
Abstract: In this study we synthesized three metal-free organic dyes (Cpd11, Cpd16, and Cpd22) featuring 3,4,5-tris(dodecyloxy)phenyl and cyanoacrylic acid moieties as electron-donor and electron-acceptor/anchoring units, respectively, linked through various dithienothiophenyl conjugated spacers. Cpd16 exhibits mesomorphic properties, confirmed through polarizing optical microscopy, differential scanning calorimetly, and X-ray diffraction (XRD), due to the appropriate ratio of the lengths of its flexible chain to its rigid core. Molecular modeling of Cpd16, and its d-spacing determined from XRD data, verified the existence of a tilt angle in the SmC phase. Among these metal-free organic dyes, a dye-sensitized solar cell incorporating Cpd16 exhibited the best performance, presumably because of its better packing and its mesomorphic properties; the power conversion efficiency was 3.72% (V-oc=0.58 V; J(sc)=9.98 mA cm(-2); FF=0.65) under simulated AM 1.5 irradiation (100 mW cm(-2)). (c) 2013 Elsevier Ltd. All rights reserved.
URI: http://dx.doi.org/10.1016/j.tet.2013.01.009
ISSN: 0040-4020
DOI: 10.1016/j.tet.2013.01.009
Volume: 69
Issue: 9
Begin Page: 2124
End Page: 2130
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