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Keywords:

  • charge transfer;
  • donor–acceptor systems;
  • dyes;
  • photophysics;
  • sensitizers

Abstract

A series of donor–π–acceptor-type organic dyes based on 1-alkyl-1H-imidazole spacers 1, 2, 3, 4, 5 have been developed and characterized. The two electron donors are at positions 4 and 5 of the imidazole, while the electron-accepting cyanoacrylic acid is incorporated at position 2 by a spacer-containing heteroaromatic rings, such as thiophene and thiazole. Detailed investigation on the relationship between the structure, spectral and electrochemical properties, and performance of DSSC is described here. Dye-sensitized solar cells (DSSCs) using dyes as the sensitizers exhibit good efficiencies, ranging from 3.06 to 6.35 %, which reached 42–87 % with respect to that of N719-based device (7.33 %) fabricated and measured under similar conditions. Time-dependent density functional theory (TDDFT) calculations have been performed on the dyes, and the results show that both electron donors can contribute to electron injection upon photo-excitation, either directly or indirectly by internal conversion to the lowest excited state.

Featured Compounds

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  1. 1 - 17
Compound 1
Molecular Weight:471.528
Molecular Formula:C26H21N3O4S
InChIKey:CSYJBRPIWSHFCS-NBVRZTHBSA-N
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Compound 2
Molecular Weight:759.915
Molecular Formula:C49H37N5O2S
InChIKey:CZLKXPCNFHFDPH-LAWMERGMSA-N
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Compound 3
Molecular Weight:511.638
Molecular Formula:C29H29N5O2S
InChIKey:IDUBLDQHKGCTBN-HEHNFIMWSA-N
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Compound 4
Molecular Weight:1048.341
Molecular Formula:C71H61N5O2S
InChIKey:UWQYYZXLBLDDHI-RXMXZGMVSA-N
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Compound 5
Molecular Weight:843.027
Molecular Formula:C52H38N6O2S2
InChIKey:DIIZPVWURWVLQL-NNIBMBRCSA-N
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Compound 1a
Molecular Weight:376.471
Molecular Formula:C22H20N2O2S
InChIKey:JOINFTBSWUQTGI-UHFFFAOYSA-N
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Compound 1b
Molecular Weight:404.482
Molecular Formula:C23H20N2O3S
InChIKey:YZFOQKXELDSHGM-UHFFFAOYSA-N
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Compound 2a
Molecular Weight:660.827
Molecular Formula:C45H32N4S
InChIKey:FPWYSAQHCPYHHX-UHFFFAOYSA-N
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Compound 2b
Molecular Weight:692.869
Molecular Formula:C46H36N4OS
InChIKey:HLDNKKACMFZNQQ-UHFFFAOYSA-N
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Compound 3a
Molecular Weight:416.582
Molecular Formula:C25H28N4S
InChIKey:INLQUDGRAFXHTR-UHFFFAOYSA-N
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Compound 3b
Molecular Weight:444.592
Molecular Formula:C26H28N4OS
InChIKey:ZCGWLUQHVGDUNV-UHFFFAOYSA-N
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Compound 4a
Molecular Weight:957.317
Molecular Formula:C67H64N4S
InChIKey:DWAGJZZPTJZXFA-UHFFFAOYSA-N
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Compound 4b
Molecular Weight:985.327
Molecular Formula:C68H64N4OS
InChIKey:CKPWKPANQCWOFK-UHFFFAOYSA-N
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Compound 5a
Molecular Weight:747.971
Molecular Formula:C48H37N5S2
InChIKey:CZDUGYHYULJGSU-UHFFFAOYSA-N
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Compound 5b
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 1'
Molecular Weight:365.406
Molecular Formula:C19H15N3O3S
InChIKey:HEDXTCXQTRYJGQ-UKTHLTGXSA-N
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Compound 1''
Molecular Weight:365.406
Molecular Formula:C19H15N3O3S
InChIKey:NRBWJEHGZPSYCS-UKTHLTGXSA-N
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  1. 1 - 17