New D−π–A-Conjugated Organic Sensitizers Based on 4<i>H</i>-Pyran-4-ylidene Donors for Highly Efficient Dye-Sensitized Solar Cells

Franco, Santiago; Garı́n, Javier; Baroja, Natalia Martínez de; Pérez-Tejada, Raquel; Orduna, Jesús; Yu, Youhai; Lira‐Cantú, Mónica

doi:10.1021/ol203298r

Cited by 57 publications

(16 citation statements)

References 22 publications

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“…Several DSC photosensitizers have recently employed the use of proaromatic structures 8. 11–13 These structures benefit from added stability provided by a region of local aromaticity in their excited‐state (Figure 1). Due to this aromatically stabilized excited state, photoexcitation occurs at significantly lower energies, which leads to a narrowed optical bandgap.…”

Section: Introductionmentioning

confidence: 99%

A Computational and Experimental Study of Thieno[3,4‐b]thiophene as a Proaromatic π‐Bridge in Dye‐Sensitized Solar Cells

Brogdon

Giordano

Puneky

et al. 2015

Chemistry A European J

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Four D-π-A dyes (D=donor, A=accpetor) based on a 3,4-thienothiophene π-bridge were synthesized for use in dye-sensitized solar cells (DSCs). The proaromatic building block 3,4-thienothiophene is incorporated to stabilize dye excited-state oxidation potentials. This lowering of the excited-state energy levels allows for deeper absorption into the NIR region with relatively low molecular weight dyes. The influence of proaromatic functionality is probed through a computational analysis of optimized bond lengths and nucleus independent chemical shifts (NICS) for both the ground- and excited- states. To avoid a necessary lowering of the TiO2 semiconductor conduction band (CB) to promote efficient dye-TiO2 electron injection, strong donor functionalities based on triaryl- and diarylamines are employed in the dye designs to raise both the ground- and excited-state oxidation potentials of the dyes. Solubility, aggregation, and TiO2 surface protection are addressed by examining an ethylhexyl alkyl chain in comparison to a simple ethyl chain on the 3,4-thienothiophene bridge. Power conversion efficiencies of up to 7.8 % are observed.

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Section: Introductionmentioning

confidence: 99%

A Computational and Experimental Study of Thieno[3,4‐b]thiophene as a Proaromatic π‐Bridge in Dye‐Sensitized Solar Cells

Brogdon

Giordano

Puneky

et al. 2015

Chemistry A European J

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“…The dye (P) has been previously synthetised in our research group with good photovoltaic performance [17] and is used in order to compare the photovoltaic properties of the devices prepared with (Cx-2-TPA), Scheme 1.…”

Section: Synthesis and Characterizationmentioning

confidence: 99%

“…Its main feature relies on its proaromatic caracter that improves the charge transfer process through the gain in aromaticity. Moreover, the electronic properties can be modulated by incorporating substituents with different electronic behaviour [15][16][17][18].…”

Section: Introductionmentioning

confidence: 99%

Multichromophoric sensitizers based on calix[4]arene scaffold and 4 H -pyranylidene moiety for DSSCs application

et al. 2017

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We have synthesized lower rim 1,3-derivatives of 4-tert-butylcalix[4]arene-appended dyes in order to test their physical and photovoltaic properties. These dyes consist in a donor group based on triphenylamine and/or 4H-pyranylidene moieties, a heteroaromatic π-conjugated spacer such a thiophene ring and an acceptor group like cyanoacetic acid. The molar extinction coefficient of these systems increases with the introduction of the second dye in the same molecule and it is observed an extended band along the visible spectrum. The use of calix[4]arene platform with other dyes could lead to a new strategy to the achievement of novel panchromatic dyes.

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“…The target compounds 1, 2, and 3 were prepared via condensation of the corresponding aldehyde derivative (7,10,14) and cyanoacetic acid in the presence of piperidine (Scheme 1).…”

Section: Synthesismentioning

confidence: 99%

Organic sensitizers bearing a trialkylsilyl ether group for liquid dye sensitized solar cells

et al. 2015

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a b s t r a c tIn this work we present the synthesis, optical characterization and performance of five metal-free sensitizers for dye-sensitized solar cells (DSSC).All dyes include, for the first time, a trialkylsilyl ether group in the p-conjugated bridge (a thiophene ring). The influence of different donor unities, like tri-arylamine (TPA), 4H-pyranylidene and dithiafulvene has been evaluated in DSSC with a liquid I3/I -electrolyte, obtaining the best results with the 4H-pyranylidene moiety. The size and the position of the bulky group have a great importance in the efficiency of the final devices. In order to explain the recombination processes and electron life-time, charge extraction (CE) and transient photovoltage (TPV) experiments have been carried out.

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New D−π–A-Conjugated Organic Sensitizers Based on 4H-Pyran-4-ylidene Donors for Highly Efficient Dye-Sensitized Solar Cells

Cited by 57 publications

References 22 publications

A Computational and Experimental Study of Thieno[3,4‐b]thiophene as a Proaromatic π‐Bridge in Dye‐Sensitized Solar Cells

A Computational and Experimental Study of Thieno[3,4‐b]thiophene as a Proaromatic π‐Bridge in Dye‐Sensitized Solar Cells

Multichromophoric sensitizers based on calix[4]arene scaffold and 4 H -pyranylidene moiety for DSSCs application

Organic sensitizers bearing a trialkylsilyl ether group for liquid dye sensitized solar cells

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