Unravelling the effect of donor-π-acceptor architecture in designing 1,3-indanedione based sensitizers for DSSC applications

Singh, Manjeev; Nadendla, Sudeena; Kanaparthi, Ravi Kumar

doi:10.1016/j.jphotochem.2022.114328

Cited by 8 publications

(1 citation statement)

References 71 publications

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“…However, industrial applications of organic solar cells are hampered by issues related to cost, synthesis scalability, and the stability of organic dyes [2,7,8]. Organic sensitizers for DSSCs, as a rule, have a D-π-A-type donor-acceptor structure, in which the acceptor also acts as an anchor during adsorption on the surface of nanocrystalline TiO 2 [9,10]. In this case, the donor (D) and acceptor (A) parts are connected to each other through a π bridge, designed to expand the conjugation chain and increase the distance traveled by the electron during excitation [11].…”

Section: Introductionmentioning

confidence: 99%

5-(9-(p-Tolyl)-2,3,4,4a,9,9a-hexahydro-1H-1,4-methanocarbazol-6-yl)thiophene-2-carbaldehyde

Gudim,

Knyazeva,

Rakitin

2024

Molbank

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Donor–π spacer–acceptor (D–π–A) dyes are among the most attractive structures for the design of organic dye-sensitized solar cells (DSSCs). Typically, the key intermediates for these sensitizers are D–π compounds containing an aldehyde group to which an anchor acceptor group is attached via the Knoevenagel reaction. In this communication, 5-(9-(p-tolyl)-2,3,4,4a,9,9a-hexahydro-1H-1,4-methanocarbazol-6-yl)thiophene-2-carbaldehyde was prepared via the Suzuki cross-coupling reaction. The structure of the newly synthesized compound was established by means of high-resolution mass spectrometry, 1H NMR, 13C NMR, IR, and UV–Vis spectroscopy. The title compound would be used in the synthesis of sensitizers for DSSCs.

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Section: Introductionmentioning

confidence: 99%

5-(9-(p-Tolyl)-2,3,4,4a,9,9a-hexahydro-1H-1,4-methanocarbazol-6-yl)thiophene-2-carbaldehyde

Gudim,

Knyazeva,

Rakitin

2024

Molbank

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Computational Insights Into Betanin for Dsscs: Unraveling Deprotonation Variations and Identifying Optimal Anchoring Sites on TiO₂

Lopera,

Restrepo,

Vélez

2024

Advcd Theory and Sims

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Betanin (Bn), a natural dye in the Betalains family, predominantly takes on a cationic form known as Bn+. However, it exists in a neutral state as Bn_C2, Bn_C15, and Bn_C17 by losing an H+ from one of its carboxylic acids. Density functional theory (DFT) and Time‐dependent density functional theory (TD‐DFT) studies evaluate the efficiency of each betanin form and pinpoint the most probable anchoring point to TiO2. The Bn_C17 variant stands out as a highly promising candidate for DSSC cells, demonstrating a distinctive combination of electron injection efficiency, electrochemical performance, hole transport capabilities, and photovoltaic behavior. Considering factors like adsorption energy, binding mode, structural compatibility, electronic properties, and absorption characteristics, Bn_C17@TiO2 emerges as the most favorable dye@TiO2 complex among the studied betanin forms for DSSC applications. Contrastingly, the C2‐COOH anchoring point presents challenges with monodentate binding, a different orientation, and potential load distribution issues. This behavior, resembling that of a p‐type dye, differs from the n‐type behavior exhibited by the C15‐COOH and C17‐COOH forms, making the latter two more suitable as sensitizers. Consequently, C2‐COOH may not be the optimal anchoring point for TiO2 in the investigated betanin forms, especially when compared to the more favorable C17‐COOH anchoring point.

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Synthesis and optical properties of II–VI semiconductor quantum dots: a review

Al‐Douri

Khan

Jennings

2023

J Mater Sci: Mater Electron

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Unravelling the effect of donor-π-acceptor architecture in designing 1,3-indanedione based sensitizers for DSSC applications

Cited by 8 publications

References 71 publications

5-(9-(p-Tolyl)-2,3,4,4a,9,9a-hexahydro-1H-1,4-methanocarbazol-6-yl)thiophene-2-carbaldehyde

5-(9-(p-Tolyl)-2,3,4,4a,9,9a-hexahydro-1H-1,4-methanocarbazol-6-yl)thiophene-2-carbaldehyde

Computational Insights Into Betanin for Dsscs: Unraveling Deprotonation Variations and Identifying Optimal Anchoring Sites on TiO₂

Synthesis and optical properties of II–VI semiconductor quantum dots: a review

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Unravelling the effect of donor-π-acceptor architecture in designing 1,3-indanedione based sensitizers for DSSC applications

Cited by 8 publications

References 71 publications

5-(9-(p-Tolyl)-2,3,4,4a,9,9a-hexahydro-1H-1,4-methanocarbazol-6-yl)thiophene-2-carbaldehyde

5-(9-(p-Tolyl)-2,3,4,4a,9,9a-hexahydro-1H-1,4-methanocarbazol-6-yl)thiophene-2-carbaldehyde

Computational Insights Into Betanin for Dsscs: Unraveling Deprotonation Variations and Identifying Optimal Anchoring Sites on TiO2

Synthesis and optical properties of II–VI semiconductor quantum dots: a review

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Computational Insights Into Betanin for Dsscs: Unraveling Deprotonation Variations and Identifying Optimal Anchoring Sites on TiO₂