Zn(II)-porphyrin dyes with several electron acceptor groups linked by vinyl-fluorene or vinyl-thiophene spacers for dye-sensitized solar cells

Arteaga, Danny; Cotta, Robert; Ortíz, Alejandro; Insuasty, Braulio; Martı́n, Nazario; Echegoyen, Luís

doi:10.1016/j.dyepig.2014.06.028

Cited by 26 publications

(10 citation statements)

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“…Indeed, there have been 100+ publications relying on the dicyanorhodanine acceptor since 2013, speaking to the important role that this structure has played in the development of OPV materials. Early on, RCN was introduced to small molecule dye-sensitized solar cell (DSSC) materials, [6][7][8][9] including relatively high performers such as indoline-based D-A-p-A systems which have demonstrated power conversion efficiencies (PCEs) as high as 8.53% when using 2,1,3-benzothiadiazole as an internal acceptor. 10 More recently, DSSC small molecules relying on a triarylamine donor and RCN acceptor were developed [11][12][13] and have generated PCEs up to 8.98% for an optimized device using a Zn 2+ porphyrin co-sensitizer.…”

Section: Introductionmentioning

confidence: 99%

Photoisomerization of dicyanorhodanine-functionalized thiophenes

Kornman

Weldeab

et al. 2020

Chem. Sci.

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Section: Introductionmentioning

confidence: 99%

Photoisomerization of dicyanorhodanine-functionalized thiophenes

Kornman

Weldeab

et al. 2020

Chem. Sci.

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“…The LUMO of 2 b is localized in the truxene core, whereas the LUMO of 3 b is mostly situated in its fluorene arms. This result reveals that different electronic structures were produced by introducing substituents at different types of methylene carbon atoms …”

Section: Resultsmentioning

confidence: 91%

“…This result reveals that different electronic structuresw ere produced by introducing substituents at different types of methylene carbon atoms. [55][56]…”

Section: Electrochemical Propertiesmentioning

confidence: 99%

Triindolo‐Truxene Derivatives: Design, Synthesis, and Fine‐Tuning of Electronic Properties and Molecular Assembly through Molecular Engineering

Chen

Zhou

et al. 2018

Chemistry A European J

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Triindolo-truxene, a C 3 -symmetric moleculew ith a large p-conjugated plane, hass ix methylene carbon atoms and three aromatic carbon atoms that can be facilely functionalized. Herein, butyl, carbonyl, cyano, and/or malononitrile groups were introduced at six methylene carbon atoms (6-, 14-, 22-or 8-, 16-, 24-positions) and/or three aromatic carbon atoms (2-, 10-, and1 8-positions)o ft riindolo-truxene to produce eight derivatives. Their photophysical properties, electrochemical properties,a nd molecular assembly can be effectively modulated by substituents and substitution patterns. Incorporation of electron-deficient groups led to redshifts in both the absorption and emissiono ft hesed erivatives and also lowered their HOMO and LUMO levels.D iffer-ent substitution patterns resulted in the differentintramolecular donor-acceptor interactions. Electron-deficient substituents at the methylene carbon atoms in the 6-, 14-, and 22positions led to intramolecular charget ransfer from the fluorene arms to the truxenec ore, whereas the corresponding substitutions at the methylene carbon atoms in the 8-, 16-, and 24-positions resulted in intramolecular charget ransfer from the truxene core to the fluorene arms. The molecular packingi ns ingle crystals and molecular aggregationi ns olution are also influenced by the substituents and substitution patterns.T hisw ork provides as traightforwards trategy to alter the properties of triindolo-truxene.Supporting information and the ORCID identification number(s) for the author(s) of this articlecan be found under: https://doi.Figure 4. Photographs of triindolo-truxene derivatives in CH 2 Cl 2 (1 10 À5 m) under sunlight (top) and under3 65 nm UV light (bottom).Figure 5. Cyclic voltammograms of a) 2a-2d and b) 3a-3d in CH 2 Cl 2 .

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“…Porphyrins and related tetrapyrrolic macrocyclic pigments are important heterocyclic compounds due to their wide chemical and biologically applications. They have been employed successfully in the areas of catalysis, medicine, and material science [1][2][3][4].…”

Section: Introductionmentioning

confidence: 99%