Di(p-methoxyphenyl)amine end-capped tri(p-thiophenylphenyl)amine based molecular glasses as hole transporting materials for solid-state dye-sensitized solar cells

Bui, Thanh‐Tuân; Shah, Said Karim; Sallenave, Xavier; Abbas, Mamatimin; Sini, Gjergji; Hirsch, Lionel; Goubard, Fabrice

doi:10.1039/c5ra07226c

Cited by 17 publications

(8 citation statements)

References 38 publications

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“…[14][15][16][17] A huge number of organic HTM have been reported in the literatures. 2,4,5,[18][19][20][21][22][23] Structurally, most of them contain electronrich tertiary aromatic amine function. 24 Among the different HTM families, carbazole derivatives occupy an important place, especially the materials containing the 3,6-bis(di(4-methoxyphenyl)aminyl)carbazole building block.…”

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Hole transporting materials for perovskite solar cells: molecular versus polymeric carbazole-based derivatives

et al. 2020

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Designing organic hole transporting materials (HTMs) for stable perovskite photovoltaic devices remains a great challenge. Herein, we have prepared two small carbazole-based HTMs bearing a polymerizable double bond and one of the corresponding polymers. All compounds can be easily synthetized by a short procedure from largely available commercial products. These compounds have thermal, morphological, optical and electrochemical properties suitable for an application in perovskite solar cells. The side chains at the N-positon on the carbazole have a negligible influence on the opto-electrochemical properties. However, the thermal properties differ largely between the monomer and its corresponding polymer. While these materials have the same photovoltaic performance, the polymeric HTM led to more stable devices. This illustrates the higher thermal stability of polymeric HTM versus its corresponding monomer.

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Hole transporting materials for perovskite solar cells: molecular versus polymeric carbazole-based derivatives

et al. 2020

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“…Hirsch, Goubard and coworkers synthesized three starshaped hole transporters based on a triphenylamine core and diphenylamine side groups linked to the core via a thiophene bridge. 263 The difference between 1 (called 1(bis) throughout this review to avoid confusion), 2 and 3 was that 2 and 3 had a methyl substitution on each thiophene bridge, on the inner or outer available carbon, respectively. Methyl substitutions in 2 and 3 appeared to be detrimental as the device with 1(bis) achieved a V OC of 790 mV, J SC of 3.0 mA cm À2 , FF of 0.51 and PCE of 1.2%; while those based on 2 and 3 only achieved a V OC of 870 mV, J SC of 1.8 mA cm À2 , FF of 0.29 and PCE of 0.46%; and a V OC of 810 mV, J SC of 1.85 mA cm À2 , FF of 0.29 and PCE of 0.44%; respectively, indicating charge transport issues.…”

Section: Organic Hole Transporting Materialsmentioning

confidence: 99%

The researcher's guide to solid-state dye-sensitized solar cells

2018

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“…[75][76][77] These final compounds were obtained as a yellowish powders in good yields (77-80 %) after purification. Both compounds were synthesized from commercially available dibromonaphthalene and di(4methoxyphenyl)amine involving a classical twofold Pdcatalyzed Buchwald-Hartwig amination as established for similar compounds in our previous works.…”

Section: Synthesis Of Nap-15-dpa and Nap-26-dpamentioning

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Bis(diphenylamino)naphthalene host materials: careful selection of the substitution pattern for the design of fully solution-processed triple-layered electroluminescent devices

et al. 2016

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Two new triarylamine-based wide bandgap small molecules differing by the position of their substituents were investigated as hosts for solution-processed organic light-emitting diodes (OLEDs). Blue-green, green and red OLEDs were realized with FIrpic, Ir(ppy)2(acac) and Ir(ppy)2(dbm) as triplet emitters respectively and the three layers constituting the device stacking were successively deposited with orthogonal solvents. Interestingly, one of the two bis(diphenylamino)naphthalene-based compounds, (NAP-1,5-DPA), furnished significantly enhanced EL performances compared to its isomeric counterpart. A maximum luminance of 3905 cd/m² at 21 V was notably achieved with this material for devices comprising FIrpic as dopant.To get a deeper insight into these major differences in devices, the two host materials were characterized by UV-visible absorption and luminescence spectroscopy, and cyclic voltammetry. Thin films of the two materials were also examined by optical and atomic force microscopy. Thermal properties of the two hosts were also investigated as well as their electronic characteristics by theoretical calculations. † Electronic Supplementary Information (ESI) available: Experimental and theoretical absorption spectra of compounds NAP-1,5-DPA and NAP-2,6-DPA, Theoretical dipole moments (Debye) of compounds NAP-1,5-DPA and NAP-2,6-DPA. For ESI, see

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Di(p-methoxyphenyl)amine end-capped tri(p-thiophenylphenyl)amine based molecular glasses as hole transporting materials for solid-state dye-sensitized solar cells

Abstract: Star shaped hole conducting molecular glasses were synthetized and applied in solid state dye-sensitized solar cells.

Cited by 17 publications

References 38 publications

Hole transporting materials for perovskite solar cells: molecular versus polymeric carbazole-based derivatives

Hole transporting materials for perovskite solar cells: molecular versus polymeric carbazole-based derivatives

The researcher's guide to solid-state dye-sensitized solar cells

Bis(diphenylamino)naphthalene host materials: careful selection of the substitution pattern for the design of fully solution-processed triple-layered electroluminescent devices

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