Novel D–A−π–A-Type Organic
Dyes Containing a Ladderlike Dithienocyclopentacarbazole Donor for
Effective Dye-Sensitized Solar Cells
Posted on 2017-10-20 - 17:50
A novel
ladderlike fused-ring donor, dithienocyclopentacarbazole
(DTCC) derivative, is used to design and synthesize three novel donor–acceptor−π–acceptor-type
organic dyes (C1–C3) via facile direct arylation reactions,
in which the DTCC derivative substituted by four p-octyloxyphenyl groups is served as the electron donor and the carboxylic
acid group is used as the electron acceptor or anchoring group. To
fine-tune the optical, electrochemical, and photovoltaic properties
of the three dyes, various auxiliary acceptors, including benzo[2,1,3]thiadiazole
(BT), 5,6-difluorobenzo[2,1,3]thiadiazole (DFBT), and pyridal[2,1,3]thiadiazole
(PT), are incorporated into the dye backbones. The results indicate
that all of the three dyes exhibit strong light-capturing ability
in the visible region and obtain relatively high molar extinction
coefficients (>31 000 M–1 cm–1) due to their strong charge transfer (CT) from donor to acceptor.
Moreover, theoretical model calculations demonstrate fully separated
highest occupied molecular orbital and lowest unoccupied molecular
orbital energy levels for the three dyes, which is helpful for efficient
charge separation and electron injection. Using the three dyes as
sensitizers, conventional dye-sensitized solar cells (DSSCs) based
on liquid iodide/triiodide redox electrolytes are fabricated. Our
results indicate that the BT-containing dye C1 affords the highest
power conversion efficiency of up to 6.75%, much higher than that
of the DFBT-containing dye C2 (5.40%) and the PT-containing dye C3
(1.85%). To our knowledge, this is the first example reported in the
literature where the DTCC unit has been used to develop novel organic
dyes for DSSC applications. Our work unambiguously demonstrates that
the ladderlike DTCC derivatives are the superb electron-donating blocks
for the development of high-performance organic dyes
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Zheng, Liping; Cao, Qunfang; Wang, Jinfeng; Chai, Zhaofei; Cai, Guosheng; Ma, Zhongyun; et al. (2017). Novel D–A−π–A-Type Organic
Dyes Containing a Ladderlike Dithienocyclopentacarbazole Donor for
Effective Dye-Sensitized Solar Cells. ACS Publications. Collection. https://doi.org/10.1021/acsomega.7b01387
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AUTHORS (10)
LZ
Liping Zheng
QC
Qunfang Cao
JW
Jinfeng Wang
ZC
Zhaofei Chai
GC
Guosheng Cai
ZM
Zhongyun Ma
HH
Hongwei Han
QL
Qianqian Li
ZL
Zhen Li
HC
Huajie Chen
KEYWORDS
photovoltaic propertiescharge transferDSSC applicationspower conversion efficiencymodel calculationsPTcarboxylic acid groupdye backboneselectron-donating blockselectron donorelectron acceptordyes exhibitDTCC unitcharge separationDFBTEffective Dye-Sensitized Solar Cellselectron injectionCTarylation reactionsnovel ladderlike fused-ring donorladderlike DTCC derivativesBT-containing dye C 1octyloxyphenyl groupsenergy levelsLadderlike Dithienocyclopentacarbazole Donorlight-capturing ability