Novel D–A–π–A organic dyes based on 3-dimensional triarylamine and benzothiadiazole derivatives for high-performance dye-sensitized solar cells

Huang, Hongli; Chen, Huajie; Long, Jun; Guo, Wei; Tan, Songting

doi:10.1016/j.jpowsour.2016.06.099

Cited by 34 publications

(26 citation statements)

References 48 publications

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“…This 3D structure may potentially reduce the tendency of the dyes to aggregate on the surface of the semiconductor substrate. 34 The dihedral angles around the central nitrogen atom is in the range of ∼30 to ∼45° for all of the dyes, due to the steric effects of the adjacent groups. The backbone of the dye is the part of the dye mainly affecting the interaction with the semiconductor substrate.…”

Section: Resultsmentioning

confidence: 97%

“…7–20 nm blue-shift most likely owing to the deprotonation of the carboxylic acid groups upon adsorption to TiO 2. 34 …”

Section: Resultsmentioning

confidence: 99%

“…Moreover, the electron lifetime (τ) of the injected photoelectrons can be evaluated from the peak frequency ( f ) at the intermediate frequency region in the Bode plots ( Figure 7 b) following the relation τ = 1/(2π f ). 34 The slower the charge recombination rate, the longer the electron lifetime affecting both V OC and J SC . Figure 7 b shows that f increases in the order WS5 < WS7 < WS6.…”

Section: Resultsmentioning

confidence: 99%

See 2 more Smart Citations

Comparison between Benzothiadizole–Thiophene- and Benzothiadizole–Furan-Based D–A−π–A Dyes Applied in Dye-Sensitized Solar Cells: Experimental and Theoretical Insights

et al. 2020

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Three novel donor–acceptor−π–acceptor-type compounds (WS5, WS6, and WS7) were synthesized and investigated in dye-sensitized solar cells (DSSCs) exploring the effect of conjugated linkers on device performance. The new dyes showed strong light-harvesting ability in the visible region with relatively high molar absorption coefficients (>21 800 M –1 cm –1 ). This can be attributed to their intrinsic charge transfer (CT) from the arylamine to the acceptor group. Density functional theory (DFT) calculations revealed a favorable lowest unoccupied molecular orbital (LUMO) energy level, allowing efficient injection into the semiconductor conduction band after excitation. Upon application in DSSC devices, the WS5 dye containing 4,7-di(furan-2-yl)benzo[ c ][1,2,5]thiadiazole as conjugated linker mediated the highest device power conversion efficiency (PCE) amounting to 5.5%. This is higher than that of the WS6-containing dye based on the 4,7-di(thiophen-2-yl)benzo[ c ][1,2,5]thiadiazole linker (3.5%) and the WS7 dye based on the 4-(thiophen-2-yl)benzo[ c ][1,2,5]thiadiazole linker (4.3%) under AM 1.5 G illumination. The present results show furan-based dye linker systems to have a significant potential for improving DSSC efficiencies.

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Section: Resultsmentioning

confidence: 97%

“…7–20 nm blue-shift most likely owing to the deprotonation of the carboxylic acid groups upon adsorption to TiO 2. 34 …”

Section: Resultsmentioning

confidence: 99%

Section: Resultsmentioning

confidence: 99%

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Comparison between Benzothiadizole–Thiophene- and Benzothiadizole–Furan-Based D–A−π–A Dyes Applied in Dye-Sensitized Solar Cells: Experimental and Theoretical Insights

et al. 2020

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“…A long-conjugated molecule forms from the structure, which broadens the longwavelength absorption spectrum. In the field of dye-sensitized solar cells, it is reported that benzothiadiazole-based dyes can match the simulated solar light [28][29][30][31]. In addition, 4,7-dibromo-2,1,3-benzothiadiazole is very reactive for nucleophilic substitution reactions and coupling reactions [32].…”

Section: Introductionmentioning

confidence: 96%

Visible light-induced cationic photopolymerization by diphenyliodonium hexafluorophosphate and benzothiadiazole dyes

Liu

Wang

et al. 2020

Polym. Bull.

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New benzothiadiazole-based long-wavelength organic dyes (Y-1 and Y-2) were prepared for effectively sensitizing diphenyliodonium hexafluorophosphate (IOPF) to initiate the fast curing of bisphenol-A epoxy resin (E51) under visible light, avoiding traditional UV light sources that have high energy and high radiation. Y-1 and Y-2 have absorption spectra extended to more than 550 nm. By using Y-1 and Y-2 as photosensitizers for IOPF, E51 reach high epoxy conversions of 95% under light wavelength of 470-nm irradiation. IOPF and benzothiadiazole dyes present at the same time show good visible-light initiating activity. The high curing conversions are attributed to the photoelectron transfer reaction between diphenyliodonium hexafluorophosphate and benzothiadiazole dyes, based on our photochemical and electrochemical experiments. In addition, the terminated groups or of Y-1 (-F) and Y-2 (-OCH 3) have a great influence on the photopolymerization rate of the curing systems and thermal properties of E51 after cured. In addition, E51 was even polymerized about 70% in the presence of 510-nm light filter.

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“…The ruthenium‐based dyes, such as N719 and N3, have been widely used as the sensitizers for DSSCs, due to their intense absorption in the visible range, efficient excited‐state lifetime, and intramolecular charge transfer (ICT) . On the other hand, some issues, such as heavy metal toxicity, resource scarcity, high cost, and synthesis problems constrain their commercial application …”

Section: Introductionmentioning

confidence: 99%

Photovoltaic properties of the flavonoid‐based photosensitizers: Molecular‐scale perspective on the natural dye solar cells

Sabagh

Izadyar

Arkan

2020

Int J of Quantum Chemistry

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The molecular modification and the effects of the gas and water media on the ability of some flavonoids as the photosensitizers in the natural dye‐sensitized solar cells were theoretically investigated. According to the results, water increases the electrophilicity of the dyes and weakens the dye/TiO2 coupling, prohibiting the electron injection toward TiO2. A longer path for charge transfer and a less electron‐hole overlap for dihydroxychromens elevate the electron transfer more efficient than trihydroxychromen‐based flavonoids. However, the presence of water molecules within an increment in the OH groups in the flavonoid structures improves their spectroscopic properties, which is related to decrement in the gap of the frontier molecular orbitals and increment in the oscillator strength. Also, such favorable structural effects and influence of the water medium on the polarizability and excited‐state lifetime have emerged. According to the energy conversion efficiency, water is a favorable solvent for dihydroxychromen‐based flavonoids. Finally, different analyses on the structural geometries, excited‐state, lifetime within the kinetics, and dynamics of the photovoltaic processes were performed and discussed.

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Novel D–A–π–A organic dyes based on 3-dimensional triarylamine and benzothiadiazole derivatives for high-performance dye-sensitized solar cells

Cited by 34 publications

References 48 publications

Comparison between Benzothiadizole–Thiophene- and Benzothiadizole–Furan-Based D–A−π–A Dyes Applied in Dye-Sensitized Solar Cells: Experimental and Theoretical Insights

Comparison between Benzothiadizole–Thiophene- and Benzothiadizole–Furan-Based D–A−π–A Dyes Applied in Dye-Sensitized Solar Cells: Experimental and Theoretical Insights

Visible light-induced cationic photopolymerization by diphenyliodonium hexafluorophosphate and benzothiadiazole dyes

Photovoltaic properties of the flavonoid‐based photosensitizers: Molecular‐scale perspective on the natural dye solar cells

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