Exploring the role of the spacers and acceptors on the triphenylamine-based dyes for dye-sensitized solar cells

Sivanadanam, Jagadeeswari; Mukkamala, Ramesh; Mandal, Sudip; Vedarajan, Raman; Matsumi, Noriyoshi; Aidhen, Indrapal Singh; Ramanujam, Kothandaraman

doi:10.1016/j.ijhydene.2017.10.183

Cited by 28 publications

(20 citation statements)

References 64 publications

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“…The determined IPs were only slightly varied, probably due to weak conjugation of the triphenylamine group with the other parts of the molecules, as shown by the theoretical calculations. Very close values have been reported for similar triphenylamine-based dyes [31][32][33][34][35]. It is noteworthy that the experimental values correlate very well with the theoretically calculated ones.…”

Section: Electrochemistrysupporting

confidence: 84%

“…This difference is probably caused by the predicted conformation twist in the compounds equipped with 1,9-anthracenylene spacer that hampers ICT in contrast to the most planar molecules bearing a 1,4-phenylene linker. It is noteworthy that the molar absorption coefficients were higher than those of similar organic dyes and much higher than those of the Ru-based dyes [32,40]. Unexpectedly, the molar absorption coefficients of the ICT band were always lowered when the carboxymethyl group was introduced in position N-3 of 2-thiohydantoin.…”

Section: Optical Characterizationmentioning

confidence: 86%

“…Even dyes of much more complex structure and characterized by similar surface loading did not show such a high efficiency [48,49]. Moreover, the dyes of similar structure equipped with hydantoin, 2,4-thiazolidinedione, and rhodanine-3-acetic acid acceptor groups showed inferior performance relative to 1a [32,50].…”

Section: Photovoltaic Propertiesmentioning

confidence: 95%

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2-Thiohydantoin Moiety as a Novel Acceptor/Anchoring Group of Photosensitizers for Dye-Sensitized Solar Cells

et al. 2020

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Very recently, we have reported the synthesis and evaluation of biological properties of new merocyanine dyes composed of triphenylamine moiety, π-aromatic spacer, and rhodanine/2-thiohydantoin-based moiety. Interestingly, 2-thiohydantoin has never been studied before as an electron-accepting/anchoring group for the dye-sensitized solar cells (DSSCs). In the presented study, we examined the applicability of 2-thiohydantoin, an analog of rhodanine, in DSSC technology. The research included theoretical calculations, electrochemical measurements, optical characterization, and tests of the solar cells. As a result, we proved that 2-thiohydantoin might be considered as an acceptor/anchoring group since all the compounds examined in this study were active. The most efficient device showed power conversion efficiency of 2.59%, which is a promising value for molecules of such a simple structure. It was found that the cells’ performances were mainly attributed to the dye loading and the ICT molecular absorption coefficients, both affected by the differences in the chemical structure of the dyes. Moreover, the effect of the aromatic spacer size and the introduction of carboxymethyl co-anchoring group on photovoltaic properties was observed and discussed.

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Section: Electrochemistrysupporting

confidence: 84%

Section: Optical Characterizationmentioning

confidence: 86%

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2-Thiohydantoin Moiety as a Novel Acceptor/Anchoring Group of Photosensitizers for Dye-Sensitized Solar Cells

et al. 2020

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“…Because of the extension of the long conjugate system caused by 4-methoxyphenylacetylene, the reduction process could not be carried out effectively and the oxidation and reduction processes exhibit irreversible. 48 T A B L E 1 Optical and electrochemical properties for PT-1, PT-2 and PT-3 The intersection of normalized absorption and emission spectra. f Calculated from the equation E 0-0 = 1240/λ inse ( Figure S7).…”

Section: Electrochemical Propertiesmentioning

confidence: 99%

Electronic anti‐injection effect for carbonyl in anchor group based on diphenylacetylene D ₂ ‐π‐A sensitizer in dye‐sensitized solar cells

Pang

2020

Int J Energy Res

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Summary Up to now, in developing organic molecules for dye‐sensitized solar cells, the determining role of acceptors has not yet received enough attention. Herein, three novel sensitizers were prepared with D2‐π‐A structure, following cyanoacetic acid, acetic acid, and rhodanine‐3‐acetic acid as the acceptors, respectively. It was found that the thiocarbonyl and carbonyl groups, which are separated by two atoms with carboxyl group, effectively promoted molecular light harvesting, intramolecular charge transfer, and improved energy level matching, but a significant electron‐blocking effect occurred, which limited the enhancement of photoelectric conversion performance with rhodanine‐3‐acetic acid. From PT‐1 to PT‐3, the power conversion efficiency decreased sharply from 5.27% to 2.70%. As a result, an electronic anti‐injection effect of electron‐drawing unit in the anchor group compared with cyanoacetic acid was found for the development of organic sensitizer design.

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“…27,28 Another noteworthy feature of such cyclic systems is their strong polar and electron-withdrawing character, making them popular anchoring and electron-accepting groups in construction of merocyanine dyes for organic dye-sensitized solar cells (DSSC). [29][30][31] Additionally, the popularity of these heterocycles as building blocks is supported by the feasibility of their multifunctionalization in various positions (Scheme 1).…”

Section: Introductionmentioning

confidence: 99%

Highly efficient microwave synthesis of rhodanine and 2-thiohydantoin derivatives and determination of relationships between their chemical structures and antibacterial activity

et al. 2019

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Exploring the role of the spacers and acceptors on the triphenylamine-based dyes for dye-sensitized solar cells

Cited by 28 publications

References 64 publications

2-Thiohydantoin Moiety as a Novel Acceptor/Anchoring Group of Photosensitizers for Dye-Sensitized Solar Cells

2-Thiohydantoin Moiety as a Novel Acceptor/Anchoring Group of Photosensitizers for Dye-Sensitized Solar Cells

Electronic anti‐injection effect for carbonyl in anchor group based on diphenylacetylene D ₂ ‐π‐A sensitizer in dye‐sensitized solar cells

Highly efficient microwave synthesis of rhodanine and 2-thiohydantoin derivatives and determination of relationships between their chemical structures and antibacterial activity

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Exploring the role of the spacers and acceptors on the triphenylamine-based dyes for dye-sensitized solar cells

Cited by 28 publications

References 64 publications

2-Thiohydantoin Moiety as a Novel Acceptor/Anchoring Group of Photosensitizers for Dye-Sensitized Solar Cells

2-Thiohydantoin Moiety as a Novel Acceptor/Anchoring Group of Photosensitizers for Dye-Sensitized Solar Cells

Electronic anti‐injection effect for carbonyl in anchor group based on diphenylacetylene D 2 ‐π‐A sensitizer in dye‐sensitized solar cells

Highly efficient microwave synthesis of rhodanine and 2-thiohydantoin derivatives and determination of relationships between their chemical structures and antibacterial activity

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Product

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Electronic anti‐injection effect for carbonyl in anchor group based on diphenylacetylene D ₂ ‐π‐A sensitizer in dye‐sensitized solar cells