Open Access
Molecules, volume 24, issue 8, pages 1588
[1,2,5]Thiadiazolo[3,4-d]pyridazine as an internal acceptor in the D-A-π-A organic sensitizers for dye-sensitized solar cells
Chmovzh
1
,
Knyazeva
1, 2
,
Tanaka Mlv@ioc Ac Ru
3
,
Popov
2
,
Mikhalchenko
1
,
Robertson &NA;
3
,
Rakitin Oleg A.
1, 2
Publication type: Journal Article
Publication date: 2019-04-22
PubMed ID:
31013657
Organic Chemistry
Drug Discovery
Physical and Theoretical Chemistry
Pharmaceutical Science
Molecular Medicine
Analytical Chemistry
Chemistry (miscellaneous)
Abstract
Four new D-A-π-A metal-free organic sensitizers for dye-sensitized solar cells (DSSCs), with [1,2,5]thiadiazolo[3 ,4-d]pyridazine as internal acceptor, thiophene unit as π-spacer and cyanoacrylate as anchoring electron acceptor, have been synthesized. The donor moiety was introduced into [1,2,5]thiadiazolo[3,4-d]pyridazine by nucleophilic aromatic substitution and Suzuki cross-coupling reactions, allowing design of D-A-π-A sensitizers with the donor attached to the internal heterocyclic acceptor not only by the carbon atom, as it is in a majority of DSSCs, but by the nitrogen atom also. Although low values of power conversion efficiency (PCE) were found, a few important consequences were identified: (i) poor PCE data can be attributed to high electron deficiency of the internal [1,2,5]thiadiazolo[3,4-d]pyridazine acceptor due to lower light harvesting by the dye; (ii) the manner in which the donor was attached to the internal acceptor (by carbon or nitrogen) did not play an essential role in the photovoltaic properties of the dyes; (iii) dyes based on the novel donor 2,3,4,4a,9,9a-hexahydro-1H-1,4-methanocarbazolyl and 9-(p-tolyl)-2,3,4,4a,9,9a-hexahydro-1H- carbazole moieties showed similar photovoltaic properties to dyes based on the well-known 4-(p-tolyl)-1,2,3,3a,4,8b-hexahydrocyclopenta[b]indolyl building block, which opens the door for further optimization potential of new dye families.
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1 publication, 4.55%
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Citations by publishers
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7
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7 publications, 31.82%
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Multidisciplinary Digital Publishing Institute (MDPI)
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Springer Nature
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2 publications, 9.09%
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American Chemical Society (ACS)
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2 publications, 9.09%
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SAGE
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1 publication, 4.55%
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Pleiades Publishing
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Thieme
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1 publication, 4.55%
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- We do not take into account publications that without a DOI.
- Statistics recalculated only for publications connected to researchers, organizations and labs registered on the platform.
- Statistics recalculated weekly.
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Chmovzh et al. [1,2,5]Thiadiazolo[3,4-d]pyridazine as an internal acceptor in the D-A-π-A organic sensitizers for dye-sensitized solar cells // Molecules. 2019. Vol. 24. No. 8. p. 1588.
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Chmovzh, Knyazeva, Tanaka M. A. R., Popov, Mikhalchenko, Robertson &., Rakitin O. A. [1,2,5]Thiadiazolo[3,4-d]pyridazine as an internal acceptor in the D-A-π-A organic sensitizers for dye-sensitized solar cells // Molecules. 2019. Vol. 24. No. 8. p. 1588.
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TY - JOUR
DO - 10.3390/molecules24081588
UR - https://doi.org/10.3390%2Fmolecules24081588
TI - [1,2,5]Thiadiazolo[3,4-d]pyridazine as an internal acceptor in the D-A-π-A organic sensitizers for dye-sensitized solar cells
T2 - Molecules
AU - Tanaka, Mlv@ioc Ac Ru
AU - Chmovzh
AU - Knyazeva
AU - Popov
AU - Mikhalchenko
AU - Robertson, &NA;
AU - Rakitin, Oleg A.
PY - 2019
DA - 2019/04/22 00:00:00
PB - Multidisciplinary Digital Publishing Institute (MDPI)
SP - 1588
IS - 8
VL - 24
PMID - 31013657
SN - 1420-3049
ER -
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@article{2019_Chmovzh,
author = {Mlv@ioc Ac Ru Tanaka and Chmovzh and Knyazeva and Popov and Mikhalchenko and &NA; Robertson and Oleg A. Rakitin},
title = {[1,2,5]Thiadiazolo[3,4-d]pyridazine as an internal acceptor in the D-A-π-A organic sensitizers for dye-sensitized solar cells},
journal = {Molecules},
year = {2019},
volume = {24},
publisher = {Multidisciplinary Digital Publishing Institute (MDPI)},
month = {apr},
url = {https://doi.org/10.3390%2Fmolecules24081588},
number = {8},
pages = {1588},
doi = {10.3390/molecules24081588}
}
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Chmovzh, et al. “[1,2,5]Thiadiazolo[3,4-d]pyridazine as an internal acceptor in the D-A-π-A organic sensitizers for dye-sensitized solar cells.” Molecules, vol. 24, no. 8, Apr. 2019, p. 1588. https://doi.org/10.3390%2Fmolecules24081588.