Enhancement of dye regeneration kinetics in dichromophoric porphyrin–carbazole triphenylamine dyes influenced by more exposed radical cation orbitals

Zhao, Long; Wagner, Paweł; Barnsley, Jonathan E.; Clarke, Tracey M.; Gordon, Keith C.; Mori, Shogo; Mozer, Attila J.

doi:10.1039/c6sc00429f

Cited by 31 publications

(23 citation statements)

References 20 publications

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“…In 2016, we showed that TPA – carbazole units attached to porphyrin molecules on TiO 2 enhanced the electron transfer rate by up to five times at the same driving force (see Figure 16). [5b] In this system, sub‐nanosecond hole transfer was observed from the porphyrin cation radical to the TPA‐carbazole donor unit. The regeneration rates probed at wavelengths corresponding to the TPA‐carbazole cation radical was five times faster than at wavelengths corresponding to the porphyrin cation radical, which was explained by the larger interface of the carbazole‐TPA towards the electrolyte.…”

Section: Electronic Coupling (Hda) Effect Of Redox‐active Molecules O...mentioning

confidence: 89%

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Effect of Molecular Structure on Interfacial Electron Transfer Kinetics in the Framework of Classical Marcus Theory

Cho

Mozer

2021

Israel Journal of Chemistry

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Section: Electronic Coupling (Hda) Effect Of Redox‐active Molecules O...mentioning

confidence: 89%

“… Chemical structures of the porphyrin dye (Por), the TPA‐carbazole moiety (Cb‐TPA), and the extended Por with the moiety (Por‐(Cb‐TPA)) [5b] . Reproduced from Ref.…”

Section: Electronic Coupling (Hda) Effect Of Redox‐active Molecules O...mentioning

confidence: 99%

Effect of Molecular Structure on Interfacial Electron Transfer Kinetics in the Framework of Classical Marcus Theory

Cho

Mozer

2021

Israel Journal of Chemistry

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“…Carbazole groups possess large similarity to the DPA, but with more rigid configuration (Zhao et al, 2016 ). Considering the “ring fusion” effect, one can expect a lower HOMO energy level of carbazole conjugated porphyrin compared to the DPA porphyrin (Qi et al, 2015 ).…”

Section: The Development Of Porphyrins For Solar Cell Applicationmentioning

confidence: 99%

Push-Pull Zinc Porphyrins as Light-Harvesters for Efficient Dye-Sensitized Solar Cells

Liu

Wang

2018

Front. Chem.

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Dye-sensitized solar cell (DSSC) has been attractive to scientific community due to its eco-friendliness, ease of fabrication, and vivid colorful property etc. Among various kinds of sensitizers, such as metal-free organic molecules, metal-complex, natural dyes etc., porphyrin is one of the most promising sensitizers for DSSC. The first application of porphyrin for sensitization of nanocrystaline TiO2 can be traced back to 1993 by using [tetrakis(4-carboxyphenyl) porphyrinato] zinc(II) with an overall conversion efficiency of 2.6%. After 10 years efforts, Officer and Grätzel improved this value to 7.1%. Later in 2009, by constructing porphyrin sensitizer with an arylamine as donor and a benzoic acid as acceptor, Diau and Yeh demonstrated that this donor-acceptor framwork porphyrins could attain remarkable photovoltaic performance. Now the highest efficiencies of DSSC are dominated by donor-acceptor porphyrins, reaching remarkable values around 13.0% with cobalt-based electrolytes. This achievement is largely contributed by the structural development of donor and acceptor groups within push-pull framwork. In this review, we summarized and discussed the developement of donor-acceptor porphyrin sensitizers and their applications in DSSC. A dicussion of the correlation between molecular structure and the spectral and photovoltaic properties is the major target of this review. Deeply dicussion of the substitution group, especially on porphyrin's meso-position were presented. Furthermore, the limitations of DSSC for commercialization, such as the long-term stability, sophisticated synthesis procedures for high efficiency dye etc., have also been discussed.

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“…One of the interesting aspects of the multi-chromophoric design is that the electronic communication between the chromophores can be inhibited by a twisted three-dimensional structure, weakening the dispersion forces (polarizability of the molecule) and elongating the electron lifetime [ 9 ]. Furthermore, intramolecular hole transfer between the porphyrin and the side chain chromophore can lead to faster dye regeneration rate at the TiO 2 /dye/electrolyte interface without increased driving force for the electron transfer reaction [ 12 ]. However, the PCEs of DSSCs using multi-chromophoric porphyrin dyes are often lower than those of the best single porphyrin or porphyrin/organic dye co-sensitized solar cell approaches.…”

Section: Introductionmentioning

confidence: 99%

Effect of the second chromophore energy gap on photo-induced electron injection in di-chromophoric porphyrin-sensitized solar cells

Zhao

2018

R. Soc. open sci.

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This work investigates the effect of the second chromophore energy gap on charge generation in porphyrin-based di-chromophoric dye-sensitized solar cells (DSSCs). Three di-chromophoric porphyrin dyes (PorY, PorO and PorR) containing three organic chromophores with decreasing frontier orbital energy offsets, including a carbazole-triphenylamine chromophore (yellow, Y), a carbazole fused-thiophene chromophore (orange, O) or a carbazole-thiophene benzothiadiazole thiophene chromophore (red, R), were investigated using optical and electrochemical methods, steady-state photoluminescence and photovoltaic device characterization. Energy transfer from the organic chromophore to the porphyrin was suggested in PorY and PorO as the main charge generation mechanism in DSSCs using these di-chromophoric dyes. On the other hand, electron transfer from the photo-excited porphyrin to the organic chromophore as a competing pathway leading to the loss of photocurrent is suggested for PorR-sensitized solar cells. The latter pathway leading to a loss of photocurrent is due to the lower lying lowest unoccupied molecular orbital of the additional organic chromophore (R) and suggests the limitation of the current di-chromophoric approach to increase the overall efficiency of DSSCs.

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Enhancement of dye regeneration kinetics in dichromophoric porphyrin–carbazole triphenylamine dyes influenced by more exposed radical cation orbitals

Abstract: Dye regeneration kinetics is enhanced by five times in a di-chromophoric porphyrin dye by attaching tridimensionally enlarged electron donor moieties.

Cited by 31 publications

References 20 publications

Effect of Molecular Structure on Interfacial Electron Transfer Kinetics in the Framework of Classical Marcus Theory

Effect of Molecular Structure on Interfacial Electron Transfer Kinetics in the Framework of Classical Marcus Theory

Push-Pull Zinc Porphyrins as Light-Harvesters for Efficient Dye-Sensitized Solar Cells

Effect of the second chromophore energy gap on photo-induced electron injection in di-chromophoric porphyrin-sensitized solar cells

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