ao7b01387_si_001.pdf (2.24 MB)
Novel D–A−π–A-Type Organic Dyes Containing a Ladderlike Dithienocyclopentacarbazole Donor for Effective Dye-Sensitized Solar Cells
journal contribution
posted on 2017-10-20, 17:50 authored by Liping Zheng, Qunfang Cao, Jinfeng Wang, Zhaofei Chai, Guosheng Cai, Zhongyun Ma, Hongwei Han, Qianqian Li, Zhen Li, Huajie ChenA 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
History
Usage metrics
Categories
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
Licence
Exports
RefWorks
BibTeX
Ref. manager
Endnote
DataCite
NLM
DC