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Pyrene-based organic dyes with thiophene containing π-linkers for dye-sensitized solar cells: optical, electrochemical and theoretical investigations†
Abhishek Baheti,Chuan-Pei Lee,K. R. Justin Thomas,Kuo-Chuan Ho
Physical Chemistry Chemical Physics Pub Date : 08/30/2011 00:00:00 , DOI:10.1039/C1CP21714C
Abstract

A new series of metal-free organic dyes containing pyrene and α-cyanoacrylic acid end groups and thiophene, bithiophene, thienylbenzene or thienylfluorene π-linkers were synthesized and characterized by absorption, emission and electrochemical measurements. Time-dependent density functional theoretical calculations were also performed to unravel the nature of the absorption induced electronic excitations. Extension of conjugation in the π-linker by the incorporation of phenyl or fluorene was found to enhance the molar extinction coefficient while the use of thiophene red-shifted the absorption. The longer wavelength absorption peaks found for the dyes were attributed to π–π* transition with a contribution from the charge transfer transition which becomes prominent for the bithiophene bridged derivative. The bithiophene containing dye showed moderate overall light-to-electron conversion efficiency attributable to the favorable absorption and redox properties originating due to the presence of a bithiophene segment. The trends observed for the various dyes in the device performance were rationalized by electron-impedance spectroscopy measurements.

Graphical abstract: Pyrene-based organic dyes with thiophene containing π-linkers for dye-sensitized solar cells: optical, electrochemical and theoretical investigations
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