Journal
PHYSICAL CHEMISTRY CHEMICAL PHYSICS
Volume 13, Issue 38, Pages 17210-17221Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c1cp21714c
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Funding
- Council of Scientific and Industrial Research, New Delhi, India [01(2480)/11/EMR-II]
- National Science Council, Taiwan
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A new series of metal-free organic dyes containing pyrene and alpha-cyanoacrylic acid end groups and thiophene, bithiophene, thienylbenzene or thienylfluorene pi-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 pi p-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 pi-pi* 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.
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