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Issue 6, 2018
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Effect of structural manipulation in hetero-tri-aryl amine donor-based D–A′–π–A sensitizers in dye-sensitized solar cells

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Abstract

The role of hetero-atom manipulation/hetero-aryl group insertion in the triarylamine to obtain hetero triarylamine as a donor in highly efficient photosensitizers was investigated to study the structure–efficiency relationship in dye-sensitized solar cells (DSSCs). A newly synthesized sensitizer was explored containing N-phenyl-N-(pyridin-2-yl) pyridine-2-amine (DPPA) and N-(pyridin-2-yl)-N-(thiophen-2-yl) pyridine-2-amine (DPTA) as the donor along with a strong electron-withdrawing cyano group (–CN) as the auxiliary acceptor group and cyanoacetic acid and rhodamine-3-acetic acid as anchoring groups. The triphenylamine donor was manipulated for the first time with the insertion of a nitrogen atom in the aryl ring for DSSCs. These hetero-aryl-based sensitizers showed a significant improvement in the photophysical as well as photovoltaic performance. The replacement of cyanoacetic acid by rhodanine-3-acetic acid as an anchoring unit resulted in a significant red-shift in absorption as well as emission maxima. The methylene group in rhodanine-3-acetic acid interrupted the LUMO delocalization on the anchoring group in sensitizers DP3 and DP4, as shown by DFT calculations. The presence of cyanoacetic acid in sensitizers DP1 and DP2 showed effective charge transfer from HOMO to LUMO and efficient electron injection from LUMO to the conduction band of the TiO2 semiconductor. The sensitizer DP2 showed a maximum efficiency of 4.7%, a short-circuit current Jsc = 11.78 mA cm−2, an open-circuit voltage Voc = 0.608 V and a fill factor FF = 0.62. The enhanced efficiency of sensitizer DP2 was attributed to the presence of the strong electron-withdrawing cyanoacetic acid anchoring group and the presence of the thiophene linker at the N-aryl core.

Graphical abstract: Effect of structural manipulation in hetero-tri-aryl amine donor-based D–A′–π–A sensitizers in dye-sensitized solar cells

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Publication details

The article was received on 26 Nov 2017, accepted on 02 Feb 2018 and first published on 05 Feb 2018


Article type: Paper
DOI: 10.1039/C7NJ04620K
Citation: New J. Chem., 2018,42, 4361-4371
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    Effect of structural manipulation in hetero-tri-aryl amine donor-based D–A′–π–A sensitizers in dye-sensitized solar cells

    D. S. Patil, K. K. Sonigara, M. M. Jadhav, K. C. Avhad, S. Sharma, S. S. Soni and N. Sekar, New J. Chem., 2018, 42, 4361
    DOI: 10.1039/C7NJ04620K

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