4.6 Article

Molecular engineering of D-A-π-A dyes with 2-(1,1-dicyanomethylene)rhodanine as an electron-accepting and anchoring group for dye-sensitized solar cells

期刊

ELECTROCHIMICA ACTA
卷 179, 期 -, 页码 179-186

出版社

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.electacta.2015.05.003

关键词

2-(1,1-Dicyanomethylene) rhodanine; Benzothiadiazole; Acceptor; Dihedral angle; Dye sensitized solar cells

资金

  1. NSFC/China [21,421,004, 21,172,073, 21,372,082, 91,233,207]
  2. National Basic Research 973 Program [2013CB733700]

向作者/读者索取更多资源

The electron-accepting and anchoring group plays a significant role on the optical and electrochemical properties of an organic dye. They also affect the intramolecular charge transfer, the electron injection processes and the adsorption mode, hence the photostability of the dye on TiO2 films. In this study, we have designed and synthesized two new D-A-pi-A dyes (RD-III and RD-IV) with 2-(1,1-dicyanomethylene) rhodanine (DCRD) as electron-accepting and anchoring group. For comparison, an analogue of RD-III, namely CA-III, with cyanoacrylic acid (CA) as the acceptor was also prepared. We have carefully examined their optical and electrochemical properties, device performance and electrochemical impedance spectroscopy (EIS). Supplementary support is given by computational approach to gain indepth insight into the adsorption states and electron contributions. The theoretical calculation of dye/(TiO2)(38) displayed that the angle between the molecule of RD-III and the surface of TiO2 was only 31.84(0) in contrast to 97.16(0) for CA-III. This adsorption state can facilitate dye aggregation and charge recombination, resulting in a decrease of short circuit current density (J(sc)) and open circuit voltage (V-oc). Further improvement has been successfully made by adding long alkoxy chains with large steric hindrance. After introducing the alkoxy chains, the dihedral angle between RD-IV and TiO2 increased to 42.61(0) and the steric hindrance can inhibit dye aggregation and charge recombination. Therefore, higher photoelectric conversion efficiency of 5.53 % was obtained with RD-IV in DSSC devices compared with 4.51 % for DSSC based on RD-III. (C) 2015 Elsevier Ltd. All rights reserved.

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