A new type of organic sensitizers with pyridine-N-oxide as the anchoring group for dye-sensitized solar cells

Wang, Lei; Yang, Xichuan; Li, Shifeng; Cheng, Ming; Sun, Licheng

doi:10.1039/c3ra41182f

Cited by 35 publications

(23 citation statements)

References 15 publications

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“…This result was rather surprising, since it had been previously demonstrated by Sun et al that pyridine N-oxide itself could function as a suitable anchoring group for organic sensitizers [38]. However, it should be pointed out that, compared to Sun's sensitizer, in BC3 the N-oxide function was positioned differently relative to the sensitizer backbone, and that an additional nitrile group was present on the terminal ring.…”

Section: Respectively)contrasting

confidence: 38%

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Design and synthesis of organic sensitizers with enhanced anchoring stability in dye-sensitized solar cells

Reginato

Calamante

Zani

et al. 2017

Pure and Applied Chemistry

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D-π-A dyes have received a special attention in the field of dye-sensitized solar cells (DSSCs). In this kind of molecules, the acceptor group (A) generally acts as an anchor, enabling the adsorption of the dye onto the metal oxide substrate (TiO 2 ) and providing a good electron injection. The search for new anchors represents a critical factor for the development of improved DSSCs and in recent years has been a very active research field. This mini-review focuses especially on our work on pyridine-derived anchoring groups for D-π-A dyes, with a special regard on the preparation and characterization of three different families of dyes and a critical evaluation of their stability and efficiency.

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Section: Respectively)contrasting

confidence: 38%

“…Sensitizers endowed with a pyridine-N-oxide anchoring moiety were also recently introduced [38]. For these compounds, photoelectrochemical data suggested a good coordination between pyridine-N-oxide and TiO 2 films, which effectively guaranteed electron injection and stable adsorption of dye molecules.…”

Section: Respectively)mentioning

confidence: 99%

Design and synthesis of organic sensitizers with enhanced anchoring stability in dye-sensitized solar cells

Reginato

Calamante

Zani

et al. 2017

Pure and Applied Chemistry

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“…However, most organic dyes possess absorption peak maxima that are typically below an excitation wavelength λ exc of about 500 nm [7][8][9][10][11][12]. BSmall^dyes [13][14][15] typically have absorption peaks in the blue part of the spectrum, and to achieve absorption above 500 nm, extended π-conjugation has been required [1,6,16]. It is, however, not possible to decrease the excitation energy E exc (i.e., increase λ exc ) and the bandgap indefinitely by extending the degree of conjugation [17].…”

Section: Introductionmentioning

confidence: 99%

Computational design of small phenothiazine dyes for dye-sensitized solar cells by functionalizations affecting the thiophene unit

Tu¹,

Tan

Rege

et al. 2015

J Mol Model

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We present a computational density functional theory study of the potential to improve the solar absorbance of small organic dyes featuring a phenothiazine donor and an acceptor moiety that combines a thiophene unit and a cyanoacrylic group. We consider different conjugation orders and functional groups on and around the thiophene unit, including electron-donating and electron-withdrawing moieties (H, F, CH3, CF3, and CN). We predict that by combining change of conjugation order and functionalization with electron withdrawing CN groups, it must be possible to decrease the excitation energy by up to 60 % vs. the parent dye (which would correspond to a redshift of the absorption peak maximum from 450 nm to 726 nm), effectively enabling red light absorption with small dyes. The contraction of the band gap is mostly due to the stabilization of the LUMO (by up to 1.8 eV), so that-in spite of the kinetic redundancy of the parent dye with respect to the conduction-band minimum of TiO2-care must be taken to ensure efficient injection when using the dyes in dye-sensitized solar cells. By studying 50 dyes, of which 44 are new dyes that are studied for the first time in this work, we identify parameters (such as charges, dihedral angles between donor and acceptor groups, bond length alternation) which can serve as predictors of the band gap. We find that bond length alternation or dihedral angles are not good predictors, while the charge on the thiophene unit is.

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“…[13][14][15][16] Thereto, through the cosensitization of the porphyrin YD2-o-C8 with the excellent organic dye Y123 based on a cobalt(II/III) redox electrolyte, a record efficiency as high as 12.3% has been achieved by judicious molecular engineering methodology. Actually, over the past two decades, a variety of anchoring groups, such as carboxylic acid groups, sulfonic acid groups, 21 phosphonic acid groups 22 and the pyridine ring, 23 have been applied to various sensitizers for DSSCs. 18 Recently, a solar cell cosensitized by the organic dye C1 and the porphyrin XW4 with an extended conjugation framework and a carbazole donor exhibited a high PCE of 10.45% with improved current density ( J sc ) and open-circuit voltage (V oc ) values.…”

Section: Introductionmentioning

confidence: 99%

Push–pull porphyrins with different anchoring group orientations for fully printable monolithic dye-sensitized solar cells with mesoscopic carbon counter electrodes

Chen

Sheng

et al. 2015

New J. Chem.

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Here, four D-p-A porphyrin dye molecules with carboxylic acid at the para-position or meta-position of the benzene ring (coded as WH-C4, WH-C1, WH-C6 and WH-C7, respectively) were designed and synthesized for monolithic dye-sensitized solar cells with mesoscopic carbon counter electrodes.Significant optical and electrochemical differences were found for WH-C6 and WH-C7 with carboxylic acid at the meta-position of the benzene ring in comparison with WH-C4 and WH-C1 with carboxylic acid at the para-position of the benzene ring. The influence of anchoring group positions on the photovoltaic performance of corresponding devices was systematically investigated. The devices sensitized by WH-C6and WH-C7 show inferior open circuit voltage (V oc ) and short circuit photocurrent ( J sc ) compared with those sensitized by WH-C4 and WH-C1. The above performance differences were confirmed and explained by electrochemical impedance spectroscopy (EIS), UV-visible absorption spectra and dye loading measurement, respectively.

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A new type of organic sensitizers with pyridine-N-oxide as the anchoring group for dye-sensitized solar cells

Cited by 35 publications

References 15 publications

Design and synthesis of organic sensitizers with enhanced anchoring stability in dye-sensitized solar cells

Design and synthesis of organic sensitizers with enhanced anchoring stability in dye-sensitized solar cells

Computational design of small phenothiazine dyes for dye-sensitized solar cells by functionalizations affecting the thiophene unit

Push–pull porphyrins with different anchoring group orientations for fully printable monolithic dye-sensitized solar cells with mesoscopic carbon counter electrodes

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