Molecular design of triarylamine dyes incorporating phenylene spacer and the influence of alkoxy substituent on the performance of dye-sensitized solar cells

Han, Hong-Yu; Liang, Mao; Tang, Kai; Cheng, Xiaobing; Zong, Xueping; Sun, Zhe; Xue, Song

doi:10.1016/j.jphotochem.2011.09.019

Cited by 11 publications

(4 citation statements)

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“…A reported mechanism of charge transfer in working electrode is about the intermolecular electron hopping across the TiO 2 nanoparticle surface after the oxidation of dye molecules on the film. , Wang et al proposed that organic dyes with strong π–π stacking allow facile intermolecular electron hopping during oxidation in the cyclic voltammetry experiment. , Therefore, the high current intensity of M18-sensitized film can be partially caused by a strong intermolecular electron hopping. This strong intermolecular π–π interaction induces formation of aggregates of M18 dyes, which may result in poor absorbed photon-to-current conversion efficiency (APCE). , …”

Section: Resultsmentioning

confidence: 99%

“…This strong intermolecular π−π interaction induces formation of aggregates of M18 dyes, which may result in poor absorbed photon-to-current conversion efficiency (APCE). 46,47 Photovoltaic Performance. The incident-photon-to-current conversion efficiency (IPCE) for DSCs sensitized with M14, M18, and M19 employing cobalt bipyridine redox couples (EL-cobalt) using a 5.5 μm single-layer TiO 2 film is shown in Figure 4.…”

Section: ■ Results and Discussionmentioning

confidence: 99%

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Design of Truxene-Based Organic Dyes for High-Efficiency Dye-Sensitized Solar Cells Employing Cobalt Redox Shuttle

et al. 2012

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Developing photosensitizers with high extinction coefficients, proper electronic structures, and steric properties is warranted for the dye-sensitized solar cells (DSCs) employing one-electron outer-sphere redox shuttles. DSCs incorporating Co(II/III)tris(1,10-phenanthroline)based redox electrolyte and three synthesized organic dyes as photosensitizers (M14, M18, and M19) are described. The hexapropyltruxene group on the dyes retards the rate of interfacial back electron transfer from the conduction band of the nanocrystalline titanium dioxide film to the [Co(III)-(phenanthroline) 3 ] 3+ ions, which enables attainment of high photovoltages approaching 0.9 V. The measurement of photocurrent transients shows that the mass transport limitation of the cobalt redox shuttle has been largely removed by using thin TiO 2 films. DSCs sensitized with M14 in combination with the cobalt redox shuttle yield a DSC with an overall power conversion efficiency (PCE) of 7.2% under 100 mW cm −2 AM1.5 G illumination. The influences of the dye structure on the performance of DSCs were also investigated.

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Section: Resultsmentioning

confidence: 99%

Section: ■ Results and Discussionmentioning

confidence: 99%

Design of Truxene-Based Organic Dyes for High-Efficiency Dye-Sensitized Solar Cells Employing Cobalt Redox Shuttle

et al. 2012

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“…Compound 7b (R = OHex) was synthesized according to literature methods. 36,37 Intermediate 8b was obtained as a colorless UVlight-sensitive oil after purification by silica gel chromatography, and was therefore used right away for the following Vilsmeier− Haack reaction. Styryl derivative 8a could be isolated as a solid and used later on.…”

Section: Resultsmentioning

confidence: 99%

“…Elongation of the π-spacer through a mere Wittig coupling , followed by a Vilsmeier–Haack formylation gave the acrylaldehydes 9a and 9b in medium-to-high yields. Compound 7b (R = OHex) was synthesized according to literature methods. , Intermediate 8b was obtained as a colorless UV-light-sensitive oil after purification by silica gel chromatography, and was therefore used right away for the following Vilsmeier–Haack reaction. Styryl derivative 8a could be isolated as a solid and used later on.…”

Section: Results and Discussionmentioning

confidence: 99%

Deep Blue Asymmetrical Streptocyanine Dyes: Synthesis, Spectroscopic Characterizations, and Ion-Specific Cooperative Adsorption at the Surface of TiO₂ Anatase Nanoparticles

et al. 2017

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Various triflate (TfO–), tetrafluoroborate (BF4 –), and perchlorate (ClO4 –) salts of (E)-9-(3-(4-(diphenylamino)phenyl)allylidene)-9H-carbazol-9-ium chromophores, asymmetrical streptocyanine blue dyes, were synthesized, and their structures and photochemical and electrochemical properties were characterized. Displaying a high absorption band in the wavelength range 620–640 nm in acidified benzonitrile, the dyes provide an intense absorption at longer wavelength thanks to their oxidized π-conjugated systems. The π-electronic structure underwent twisting and bending, counteracting the electron-donating/withdrawing induction of its different substituents with a propensity to cancel its dipole moment and HOMO–LUMO charge-transfer coefficient. Zeta potential measurements of colloidal suspensions of sensitized TiO2 anatase nanoparticles outlined the difference in electric behavior of the organic ionic pairs at the surface of the nanoparticles: The noncoordinating or coordinating characters of the counterions were found governing the molecular density at the surface and the adsorption/desorption kinetics of the ionic pairs. Dye-sensitized solar cell (DSSC) measurements performed with I–/I3 – as redox shuttle outlined the availability of the dyes for solar cell sensitization and the conditions for best stability/efficiency of such π-conjugated structures according to the nature of the counterion.

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Fine Tuning the Performance of DSSCs by Variation of the π‐Spacers in Organic Dyes that Contain a 2,7‐Diaminofluorene Donor

Baheti¹,

Thomas²,

Lee³

et al. 2012

Chemistry An Asian Journal

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Organic dyes that contain a 2,7-diaminofluorene-based donor, a cyanoacrylic-acid acceptor, and various aromatic conjugation segments, which are composed of benzene, fluorene, carbazole, and thiophene units, as a π-bridge have been synthesized and characterized by optical, electrochemical, and theoretical investigations. The trends in the absorption and electrochemical properties of these dyes are in accordance with the electron-donating ability of the conjugating segment. Consequently, the dyes that contained a 2,7-carbazole unit in the π-spacer exhibited red-shifted absorption and lower oxidation potentials than their corresponding fluorene- and phenylene-bridged dyes. However, the enhanced power-conversion efficiency that was exhibited by the fluorene-bridged dyes in the DSSCs was attributed to their broader and intense absorption. Despite the longer-wavelength absorption and reasonable optical density, carbazole-bridged dyes exhibited lower power-conversion efficiencies, which were ascribed to the poor alignment of the LUMO level in these dyes, thereby leading to the inhibition of electron injection into the TiO(2) conduction band.

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Molecular design of triarylamine dyes incorporating phenylene spacer and the influence of alkoxy substituent on the performance of dye-sensitized solar cells

Cited by 11 publications

References 40 publications

Design of Truxene-Based Organic Dyes for High-Efficiency Dye-Sensitized Solar Cells Employing Cobalt Redox Shuttle

Design of Truxene-Based Organic Dyes for High-Efficiency Dye-Sensitized Solar Cells Employing Cobalt Redox Shuttle

Deep Blue Asymmetrical Streptocyanine Dyes: Synthesis, Spectroscopic Characterizations, and Ion-Specific Cooperative Adsorption at the Surface of TiO₂ Anatase Nanoparticles

Fine Tuning the Performance of DSSCs by Variation of the π‐Spacers in Organic Dyes that Contain a 2,7‐Diaminofluorene Donor

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Molecular design of triarylamine dyes incorporating phenylene spacer and the influence of alkoxy substituent on the performance of dye-sensitized solar cells

Cited by 11 publications

References 40 publications

Design of Truxene-Based Organic Dyes for High-Efficiency Dye-Sensitized Solar Cells Employing Cobalt Redox Shuttle

Design of Truxene-Based Organic Dyes for High-Efficiency Dye-Sensitized Solar Cells Employing Cobalt Redox Shuttle

Deep Blue Asymmetrical Streptocyanine Dyes: Synthesis, Spectroscopic Characterizations, and Ion-Specific Cooperative Adsorption at the Surface of TiO2 Anatase Nanoparticles

Fine Tuning the Performance of DSSCs by Variation of the π‐Spacers in Organic Dyes that Contain a 2,7‐Diaminofluorene Donor

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Deep Blue Asymmetrical Streptocyanine Dyes: Synthesis, Spectroscopic Characterizations, and Ion-Specific Cooperative Adsorption at the Surface of TiO₂ Anatase Nanoparticles