3-Aryl-4-hydroxycyclobut-3-ene-1,2-diones as sensitizers for TiO2 solar cell

Matsui, Masaki; Nagasaka, Ken-ichi; Tokunaga, S.; Funabiki, Kazumasa; Yoshida, Tsukasa; Minoura, Hideki

doi:10.1016/s0143-7208(03)00067-6

Cited by 18 publications

(2 citation statements)

References 8 publications

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“…In the case of Ru dyes, Kroeze et al concluded that the alkyl chain itself is effective to slow charge recombination, whereas Mori et al reported that the alkyl chain itself does not impede the approach of I 3 − ions to the TiO 2 surface, indicating that the alkyl chain effect is still controversial. Matsui et al reported that the V oc for DSSCs based on squaraine dyes was improved with increasing the alkyl chain length . For MK dyes, we simultaneously observed enhanced electron lifetime and V oc by the hexyl chains.…”

Section: Resultssupporting

confidence: 59%

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Hexylthiophene-Functionalized Carbazole Dyes for Efficient Molecular Photovoltaics: Tuning of Solar-Cell Performance by Structural Modification

et al. 2008

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Novel organic dyes (MK dyes), which have a carbazole derivative as an electron donor and a cyanoacrylic acid moiety (dC(sCtN)COOH) as an electron acceptor and an anchoring group, connected with n-hexyl-substituted oligothiophenes as a π-conjugated system, were designed and synthesized for application in dye-sensitized solar cells (DSSCs), which are one of the promising molecular photovoltaics. The photovoltaic performance of the DSSCs based on MK dyes markedly depends on the molecular structure of the dyes in terms of the number and position of n-hexyl chains and the number of thiophene moieties. Retardation of charge recombination caused by the existence of n-hexyl chains linked to the thiophene groups resulted in an increase in electron lifetime. As a consequence, an improvement of open-circuit photovoltage (V oc ) and hence the solar-to-electric power conversion efficiency (η) of DSSCs was achieved upon addition of n-hexyl chains to the thiophene groups. In addition, the adsorption condition (amount of dye molecules and/or dye aggregate thickness) on the nanoporous TiO 2 electrode, depending on the number of hexyl chains, strongly affected the performance of DSSCs. A larger amount and/or thicker aggregate of dye molecules brought about longer electron lifetime, which resulted in higher V oc , and slower diffusion of I 3 ions in the nanoporous TiO 2 electrode, which led to lower short-circuit photocurrent (J sc ) and fill factor (FF). In the result of thorough investigation on the series of MK dyes, a DSSC based on MK-2 consisting of n-hexyl-substituted quarter-thiophene produced 8.3% of η (J sc ) 15.22 mA cm -2 , V oc ) 0.73 V, and FF ) 0.75) under 100 mW cm -2 simulated AM1.5G solar irradiation.

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Section: Resultssupporting

confidence: 59%

“…Matsui et al reported that the V oc for DSSCs based on squaraine dyes was improved with increasing the alkyl chain length. 63 For MK dyes, we simultaneously observed enhanced electron lifetime and V oc by the hexyl chains. One possibility is the blocking effect of the hexyl chain itself.…”

Section: Resultsmentioning

confidence: 86%

Hexylthiophene-Functionalized Carbazole Dyes for Efficient Molecular Photovoltaics: Tuning of Solar-Cell Performance by Structural Modification

et al. 2008

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Molecular Design of Sensitizers for Dye-Sensitized Solar Cells

Hara

2009

Molecular Catalysts for Energy Conversion

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A comparative study of semi-squaraine and squaraine dyes using computational techniques: tuning the charge transfer/biradicaloid character by substitution

et al. 2012

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Semi-squaraines (SMSQ) are known as donor-acceptor (D-A) type molecules whereas squaraines (SQ), which differs from SMSQ by an extra donor group, are more or less biradicaloids in nature. The effect of the additional donor group in SQ, which changes the nature of the molecule, on geometrical and electronic structure are studied here and compared with the corresponding SMSQ. It is noticed from the geometrical parameters that, a strong resonance exists in SQ whereas disparity in carbon-carbon bond lengths of central C4 ring is seen in SMSQ dyes. The increasing and decreasing of antibonding interactions between central C4 ring and side donor groups cause destabilization of HOMO and stabilization of LUMO respectively in case of SQ compared to SMSQ molecules. This leads to decreasing the HOMO-LUMO gap and promotes biradicaloid character of SQ. The absorption maxima obtained by using TD-DFT method with BLYP, B3LYP, BHandHLYP, CAM-B3LYP and M06-2X functionals are not in good agreement with experimental results. On the other hand SAC-CI method gives better results for all the molecules. From this work we can evolve a design principle of these molecules which play a role as sensitizers in dye sensitized solar cells.

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3-Aryl-4-hydroxycyclobut-3-ene-1,2-diones as sensitizers for TiO2 solar cell

Cited by 18 publications

References 8 publications

Hexylthiophene-Functionalized Carbazole Dyes for Efficient Molecular Photovoltaics: Tuning of Solar-Cell Performance by Structural Modification

Hexylthiophene-Functionalized Carbazole Dyes for Efficient Molecular Photovoltaics: Tuning of Solar-Cell Performance by Structural Modification

Molecular Design of Sensitizers for Dye-Sensitized Solar Cells

A comparative study of semi-squaraine and squaraine dyes using computational techniques: tuning the charge transfer/biradicaloid character by substitution

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