Ferrocenylethenyl-substituted oxadiazoles with phenolic and nitro anchors as sensitizers in dye sensitized solar cells

Amita Singh, Gabriele Kociok-Köhn, Manoj Trivedi, Ratna Chauhan, Abhinav Kumar, Suresh W. Gosavi, Chiaki Terashima, Akira Fujishima

Research output: Contribution to journalArticle

1 Citation (Scopus)

Abstract

Three new ferrocenyl oxadiazoles, viz. (E)-2-(4-hydroxyphenyl)-5-(2-ferrocenyl-ethen-1-yl)-1,3,4-oxadiazole (D2), (E)-2-(4-nitrophenyl)-5-(2-ferrocenyl-ethen-1-yl)-1,3,4-oxadiazole (D3) and (E)-3-(4-nitrophenyl)-5-[5-(2-ferroceneylethen-1-yl)-1,3,4-oxadiazol-2-yl]-1,2,4-oxadiazole (D4) derived from (E)-3-ferrocenylacrylic acid (D1) having phenolic or nitro anchors, have been synthesized and characterized using microanalyses and relevant spectroscopic techniques. UV-Vis spectroscopic studies indicate that with respect to ferrocene, the electronic absorption bands of the new compounds are bathochromically shifted up to 600 nm with a concomitant enhancement in their intensities. All four compounds have been used as photosensitizers in TiO 2 -based dye-sensitized solar cells (DSSCs). The photovoltaic performances and charge transport properties (EIS spectra) of these compounds were studied to appraise their dye performance. All four compounds displayed good photovoltaic performances. However, compounds D2 and D4 displayed superior performance, which might be due to the better electronic communication between the ferrocenyl moiety and the six membered aromatic ring with their -OH/NO 2 anchors having five membered oxadiazole spacers, as well as the high dye loading of these compounds on the TiO 2 surface, which suppresses charge recombination, prolongs electron lifetime, and decreases the total resistance of DSSCs. The assembly fabricated using D4 performed better with an overall conversion efficiency η of 4.70%, J sc of 10.33 mA cm -2 and V oc of -0.712 V.

Original languageEnglish
Pages (from-to)4745-4756
Number of pages12
JournalNew Journal of Chemistry
Volume43
Issue number12
Early online date15 Feb 2019
DOIs
Publication statusPublished - 28 Mar 2019

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)
  • Materials Chemistry

Cite this

Ferrocenylethenyl-substituted oxadiazoles with phenolic and nitro anchors as sensitizers in dye sensitized solar cells. / Singh, Amita; Kociok-Köhn, Gabriele; Trivedi, Manoj; Chauhan, Ratna; Kumar, Abhinav; Gosavi, Suresh W.; Terashima, Chiaki; Fujishima, Akira.

In: New Journal of Chemistry, Vol. 43, No. 12, 28.03.2019, p. 4745-4756.

Research output: Contribution to journalArticle

Singh, Amita ; Kociok-Köhn, Gabriele ; Trivedi, Manoj ; Chauhan, Ratna ; Kumar, Abhinav ; Gosavi, Suresh W. ; Terashima, Chiaki ; Fujishima, Akira. / Ferrocenylethenyl-substituted oxadiazoles with phenolic and nitro anchors as sensitizers in dye sensitized solar cells. In: New Journal of Chemistry. 2019 ; Vol. 43, No. 12. pp. 4745-4756.
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abstract = "Three new ferrocenyl oxadiazoles, viz. (E)-2-(4-hydroxyphenyl)-5-(2-ferrocenyl-ethen-1-yl)-1,3,4-oxadiazole (D2), (E)-2-(4-nitrophenyl)-5-(2-ferrocenyl-ethen-1-yl)-1,3,4-oxadiazole (D3) and (E)-3-(4-nitrophenyl)-5-[5-(2-ferroceneylethen-1-yl)-1,3,4-oxadiazol-2-yl]-1,2,4-oxadiazole (D4) derived from (E)-3-ferrocenylacrylic acid (D1) having phenolic or nitro anchors, have been synthesized and characterized using microanalyses and relevant spectroscopic techniques. UV-Vis spectroscopic studies indicate that with respect to ferrocene, the electronic absorption bands of the new compounds are bathochromically shifted up to 600 nm with a concomitant enhancement in their intensities. All four compounds have been used as photosensitizers in TiO 2 -based dye-sensitized solar cells (DSSCs). The photovoltaic performances and charge transport properties (EIS spectra) of these compounds were studied to appraise their dye performance. All four compounds displayed good photovoltaic performances. However, compounds D2 and D4 displayed superior performance, which might be due to the better electronic communication between the ferrocenyl moiety and the six membered aromatic ring with their -OH/NO 2 anchors having five membered oxadiazole spacers, as well as the high dye loading of these compounds on the TiO 2 surface, which suppresses charge recombination, prolongs electron lifetime, and decreases the total resistance of DSSCs. The assembly fabricated using D4 performed better with an overall conversion efficiency η of 4.70{\%}, J sc of 10.33 mA cm -2 and V oc of -0.712 V.",
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