Ferrocenyl chalcones with phenolic and pyridyl anchors as potential sensitizers in dye-sensitized solar cells

Ratna Chauhan, Reena Yadav, Ashish Kumar Singh, Manoj Trivedi, Gabriele Kociok-Kohn, Abhinav Kumar, Suresh Gosavi, Sunit Rane

Research output: Contribution to journalArticle

7 Citations (Scopus)

Abstract

Five ferrocenyl chalcones viz. (E)-1-(3′-hydroxyphenyl)-3-ferrocenylprop-2-en-1-one (H-1), (E)-1-(4′-hydroxyphenyl)-3-ferrocenylprop-2-en-1-one (H-2), (E)-1-(2′-hydroxyphenyl)-3-ferrocenylprop-2-en-1-one (H-3), (E)-1-(4-pyridyl)-3-ferrocenylprop-2-en-1-one (H-4) and (E)-1-(2-pyridyl)-3-ferrocenylprop-2-en-1-one (H-5) having hydroxyl or pyridyl as the anchoring group have been synthesized and characterized using microanalyses, IR, 1H and 13C NMR, and in three cases, using single-crystal X-ray diffraction. UV-vis spectroscopic studies indicates that in comparison to ferrocene the electronic absorption bands of the synthesized dyes H-1-H-5 are bathochromically shifted up to 530 nm with concomitant enhancement in their intensities. The synthesized dyes have been exploited as photosensitizers in TiO2-based dye-sensitized solar cells (DSSCs). The photovoltaic performances and charge transport properties (EIS spectra) were studied to evaluate the synthesized dye performances in DSSCs. Amongst all the ferrocenyl chalcone dyes, those with the hydroxyl linker H-1-H-3 showed relatively superior photovoltaic performance in comparison to the dyes having a pyridyl anchor. The superior performances of H-1-H-3 are probably due to the better electronic communication between the ferrocene and the six-membered aromatic ring with anchoring group as well as the high dye loading abilities of these compounds on the TiO2 surface, which suppress charge recombination, prolong electron lifetime, and decreases the total resistance of DSSCs. The assembly fabricated using H-2 showed the best performance with an overall conversion efficiency η of 6.55%, Jsc of 11.99 mA cm-2 and Voc of -0.74 V. The long term stability of the photocurrent output of the cell using H-2 as photosensitizer has been monitored during 700 h which shows 92% retention of the cell parameters. Also, H-2 showed better thermal stability than the state-of-the-art N719 dye and also has a comparable lifetime of electrons in the conduction band.

Original languageEnglish
Pages (from-to)97664-97675
Number of pages12
JournalRSC Advances
Volume6
Issue number100
Early online date3 Oct 2016
DOIs
Publication statusPublished - 2016

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Chalcones
Anchors
Coloring Agents
Dyes
Photosensitizing Agents
Photosensitizers
Hydroxyl Radical
Chalcone
Electrons
Microanalysis
Dye-sensitized solar cells
Conduction bands
Photocurrents
Transport properties
Conversion efficiency
Charge transfer
Absorption spectra
Thermodynamic stability
Nuclear magnetic resonance
Single crystals

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Ferrocenyl chalcones with phenolic and pyridyl anchors as potential sensitizers in dye-sensitized solar cells. / Chauhan, Ratna; Yadav, Reena; Singh, Ashish Kumar; Trivedi, Manoj; Kociok-Kohn, Gabriele; Kumar, Abhinav; Gosavi, Suresh; Rane, Sunit.

In: RSC Advances, Vol. 6, No. 100, 2016, p. 97664-97675.

Research output: Contribution to journalArticle

Chauhan, R, Yadav, R, Singh, AK, Trivedi, M, Kociok-Kohn, G, Kumar, A, Gosavi, S & Rane, S 2016, 'Ferrocenyl chalcones with phenolic and pyridyl anchors as potential sensitizers in dye-sensitized solar cells', RSC Advances, vol. 6, no. 100, pp. 97664-97675. https://doi.org/10.1039/c6ra23034b
Chauhan, Ratna ; Yadav, Reena ; Singh, Ashish Kumar ; Trivedi, Manoj ; Kociok-Kohn, Gabriele ; Kumar, Abhinav ; Gosavi, Suresh ; Rane, Sunit. / Ferrocenyl chalcones with phenolic and pyridyl anchors as potential sensitizers in dye-sensitized solar cells. In: RSC Advances. 2016 ; Vol. 6, No. 100. pp. 97664-97675.
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abstract = "Five ferrocenyl chalcones viz. (E)-1-(3′-hydroxyphenyl)-3-ferrocenylprop-2-en-1-one (H-1), (E)-1-(4′-hydroxyphenyl)-3-ferrocenylprop-2-en-1-one (H-2), (E)-1-(2′-hydroxyphenyl)-3-ferrocenylprop-2-en-1-one (H-3), (E)-1-(4-pyridyl)-3-ferrocenylprop-2-en-1-one (H-4) and (E)-1-(2-pyridyl)-3-ferrocenylprop-2-en-1-one (H-5) having hydroxyl or pyridyl as the anchoring group have been synthesized and characterized using microanalyses, IR, 1H and 13C NMR, and in three cases, using single-crystal X-ray diffraction. UV-vis spectroscopic studies indicates that in comparison to ferrocene the electronic absorption bands of the synthesized dyes H-1-H-5 are bathochromically shifted up to 530 nm with concomitant enhancement in their intensities. The synthesized dyes have been exploited as photosensitizers in TiO2-based dye-sensitized solar cells (DSSCs). The photovoltaic performances and charge transport properties (EIS spectra) were studied to evaluate the synthesized dye performances in DSSCs. Amongst all the ferrocenyl chalcone dyes, those with the hydroxyl linker H-1-H-3 showed relatively superior photovoltaic performance in comparison to the dyes having a pyridyl anchor. The superior performances of H-1-H-3 are probably due to the better electronic communication between the ferrocene and the six-membered aromatic ring with anchoring group as well as the high dye loading abilities of these compounds on the TiO2 surface, which suppress charge recombination, prolong electron lifetime, and decreases the total resistance of DSSCs. The assembly fabricated using H-2 showed the best performance with an overall conversion efficiency η of 6.55{\%}, Jsc of 11.99 mA cm-2 and Voc of -0.74 V. The long term stability of the photocurrent output of the cell using H-2 as photosensitizer has been monitored during 700 h which shows 92{\%} retention of the cell parameters. Also, H-2 showed better thermal stability than the state-of-the-art N719 dye and also has a comparable lifetime of electrons in the conduction band.",
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T1 - Ferrocenyl chalcones with phenolic and pyridyl anchors as potential sensitizers in dye-sensitized solar cells

AU - Chauhan, Ratna

AU - Yadav, Reena

AU - Singh, Ashish Kumar

AU - Trivedi, Manoj

AU - Kociok-Kohn, Gabriele

AU - Kumar, Abhinav

AU - Gosavi, Suresh

AU - Rane, Sunit

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N2 - Five ferrocenyl chalcones viz. (E)-1-(3′-hydroxyphenyl)-3-ferrocenylprop-2-en-1-one (H-1), (E)-1-(4′-hydroxyphenyl)-3-ferrocenylprop-2-en-1-one (H-2), (E)-1-(2′-hydroxyphenyl)-3-ferrocenylprop-2-en-1-one (H-3), (E)-1-(4-pyridyl)-3-ferrocenylprop-2-en-1-one (H-4) and (E)-1-(2-pyridyl)-3-ferrocenylprop-2-en-1-one (H-5) having hydroxyl or pyridyl as the anchoring group have been synthesized and characterized using microanalyses, IR, 1H and 13C NMR, and in three cases, using single-crystal X-ray diffraction. UV-vis spectroscopic studies indicates that in comparison to ferrocene the electronic absorption bands of the synthesized dyes H-1-H-5 are bathochromically shifted up to 530 nm with concomitant enhancement in their intensities. The synthesized dyes have been exploited as photosensitizers in TiO2-based dye-sensitized solar cells (DSSCs). The photovoltaic performances and charge transport properties (EIS spectra) were studied to evaluate the synthesized dye performances in DSSCs. Amongst all the ferrocenyl chalcone dyes, those with the hydroxyl linker H-1-H-3 showed relatively superior photovoltaic performance in comparison to the dyes having a pyridyl anchor. The superior performances of H-1-H-3 are probably due to the better electronic communication between the ferrocene and the six-membered aromatic ring with anchoring group as well as the high dye loading abilities of these compounds on the TiO2 surface, which suppress charge recombination, prolong electron lifetime, and decreases the total resistance of DSSCs. The assembly fabricated using H-2 showed the best performance with an overall conversion efficiency η of 6.55%, Jsc of 11.99 mA cm-2 and Voc of -0.74 V. The long term stability of the photocurrent output of the cell using H-2 as photosensitizer has been monitored during 700 h which shows 92% retention of the cell parameters. Also, H-2 showed better thermal stability than the state-of-the-art N719 dye and also has a comparable lifetime of electrons in the conduction band.

AB - Five ferrocenyl chalcones viz. (E)-1-(3′-hydroxyphenyl)-3-ferrocenylprop-2-en-1-one (H-1), (E)-1-(4′-hydroxyphenyl)-3-ferrocenylprop-2-en-1-one (H-2), (E)-1-(2′-hydroxyphenyl)-3-ferrocenylprop-2-en-1-one (H-3), (E)-1-(4-pyridyl)-3-ferrocenylprop-2-en-1-one (H-4) and (E)-1-(2-pyridyl)-3-ferrocenylprop-2-en-1-one (H-5) having hydroxyl or pyridyl as the anchoring group have been synthesized and characterized using microanalyses, IR, 1H and 13C NMR, and in three cases, using single-crystal X-ray diffraction. UV-vis spectroscopic studies indicates that in comparison to ferrocene the electronic absorption bands of the synthesized dyes H-1-H-5 are bathochromically shifted up to 530 nm with concomitant enhancement in their intensities. The synthesized dyes have been exploited as photosensitizers in TiO2-based dye-sensitized solar cells (DSSCs). The photovoltaic performances and charge transport properties (EIS spectra) were studied to evaluate the synthesized dye performances in DSSCs. Amongst all the ferrocenyl chalcone dyes, those with the hydroxyl linker H-1-H-3 showed relatively superior photovoltaic performance in comparison to the dyes having a pyridyl anchor. The superior performances of H-1-H-3 are probably due to the better electronic communication between the ferrocene and the six-membered aromatic ring with anchoring group as well as the high dye loading abilities of these compounds on the TiO2 surface, which suppress charge recombination, prolong electron lifetime, and decreases the total resistance of DSSCs. The assembly fabricated using H-2 showed the best performance with an overall conversion efficiency η of 6.55%, Jsc of 11.99 mA cm-2 and Voc of -0.74 V. The long term stability of the photocurrent output of the cell using H-2 as photosensitizer has been monitored during 700 h which shows 92% retention of the cell parameters. Also, H-2 showed better thermal stability than the state-of-the-art N719 dye and also has a comparable lifetime of electrons in the conduction band.

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