Significant improvement of phenothiazine organic dye-sensitized solar cell performance using dithiafulvenyl unit as additional donor

Wan, Zhongquan; Jia, Chunyang; Wang, Yan; Luo, Junsheng; Yao, Xiaojun

doi:10.1016/j.orgel.2015.09.009

Cited by 35 publications

(11 citation statements)

References 53 publications

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“…It has the advantages of low production cost, high power conversion efficiency (η), and environmental friendliness. In DSSC, a sensitizer which absorbs sunlight to generate electrons and transmit generated electrons is an important factor, which significantly affects not only the η but also the stability of DSSC. , Among the various types of sensitizers, metal-free organic dyes have been extensively exploited due to their adjustable spectral characteristics, high molar extinction coefficients (ε), facile synthesis, and low cost. − Generally, metal-free organic dye used in DSSC is the connection of electron donor and acceptor (D–A) system by π-conjugated bridge, which owns photoinduced intramolecular charge transfer natures …”

Section: Introductionmentioning

confidence: 99%

A Strategy To Boost the Efficiency of Rhodanine Electron Acceptor for Organic Dye: From Nonconjugation to Conjugation

Wan

Jia

Wang

et al. 2017

ACS Appl. Mater. Interfaces

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Rhodanine-3-acetic acid is a very important and common electron acceptor of organic dye for dye-sensitized solar cells (DSSCs). However, the photovoltaic performances of organic dyes with rhodanine-3-acetic acid are relatively poor in the great majority of cases due to its nonconjugated structure between rhodanine ring and carboxyl anchoring group. Herein, a rhodanine derivative with conjugated structure between rhodanine ring and anchoring group is first employed as electron acceptor for TiO-based DSSCs. Organic dye with this conjugated electron acceptor can not only maintain wide absorption spectrum but also greatly improve the electronic structure and adsorption geometry on TiO, which significantly enhances the electron injection and slows the charge recombination. So the power conversion efficiency of DSSC based on organic dye CRD-I with this conjugated electron acceptor is increased by 2 times as compared with DSSC based on organic dye RD-I with nonconjugated rhodanine-3-acetic acid. Moreover, it is also found that CRD-I is superior to RD-I with respect to DSSC stability and binding ability to TiO. This work unambiguously demonstrates that the conjugated rhodanine derivative is a highly promising electron acceptor and provides a new strategy for high-efficiency rhodanine-based organic dyes in DSSCs.

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Section: Introductionmentioning

confidence: 99%

A Strategy To Boost the Efficiency of Rhodanine Electron Acceptor for Organic Dye: From Nonconjugation to Conjugation

Wan

Jia

Wang

et al. 2017

ACS Appl. Mater. Interfaces

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“…Due to the presence of electron rich sulfur and nitrogen atoms, phenothiazine has a strong electron-donating feature and hence ability to promote extended conjugation. Some phenothiazine based compounds provided high carrier mobility and low emission properties being used in building photovoltaics − or field effect transistors, − while others provided high luminescence and moderate mobility giving organic light emitting diodes with good performances. − The balance of properties that guide the material to the applications is a function of the intrinsic properties but also of the supramolecular arrangement. Even if plenty of phenothiazine based materials were synthesized and used in testing for above-mentioned optoelectronic devices, the supramolecular structure was reported only for a few. − They revealed that phenothiazine ring adopts a bent structure known as butterfly geometry, which further promotes a supramolecular architecture with large intermolecular distances of the compounds contained it.…”

Section: Introductionmentioning

confidence: 99%

Structure-Directed Functional Properties of Phenothiazine Brominated Dyes: Morphology and Photophysical and Electrochemical Properties

Bejan

Shova

Damaceanu

et al. 2016

Crystal Growth & Design

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A series of nine dyes based on electron-donating phenothiazine core functionalized with various carbonyl containing electron-withdrawing moieties as primary end group and with or without bromine as a second heavy end group were designed and synthesized to generate variable supramolecular architectures with distinct thermotropic, photophysical, and electrochemical properties. The supramolecular architecture of the obtained dyes was studied in detail by single crystal X-ray diffraction and polarized light microscopy, while optoelectronic properties were investigated by UV–vis and photoluminescence spectroscopy and cyclic voltammetry measurements. The phenothiazine dyes emit light from UV to orange domain, depending on the electron-withdrawing substituent, with great quantum yield reaching up to 71% and high color purity. The introduction of the bromine as a second substituent produced a nearly 2-fold increase of the quantum yield, compared with their counterparts. It was settled that this major benefit of the bromine on the improvement of the quantum yield happened because by its presence some molecular orbital interactions were generated. An interesting and challenging achievement was evidenced in the case of the direct connection of the formyl group to the phenothiazine ring when an unexpected planarization of the dye, unknown up to now in the literature, with drastic consequences on the photophysical and electrochemical behavior was attained. It was concluded that there is a close relationship between the nature of the building blocks of the phenothiazine dyes and their ability to promote favorable properties for different optoelectronic applications.

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“…Notably, all of these dyes exhibit apparent red shifted absorption thresholds of above 650nm on TiO 2 film compared with those in solution; this match well with the solar spectrum in the visible region. However, the longer alkyl chains could decrease the unfavorable aggregation on the TiO surface, 31 which has been suggested accountable for greater DSC's performances.…”

Section: Optical Propertiesmentioning

confidence: 99%

Design and synthesis of phenothiazine based push-pull organic sensitizers with benzimidazole as an auxiliary donor for DSC’s

Sambathkumar¹

2018

MOJBOC

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Three benzimidazole-phenothiazine based organic dyes (SS BP1, SS BP2 and SS BP3) configured with donor -donor-π spacer-acceptor (D-D-π-A) structures were synthesized with different acceptor units. The optical and electrochemical properties of the dyes was analyzed and compared with suitable references. Based on the obtained results the synthesized dyes are considered to have proper electronic energy levels as promising sensitizers in DSC's. This contribution brings further credit to these molecular designs as efficient sensitizers for DSCs, enroute for a cheap and less toxic substitute to ruthenium based sensitizers and silicon based photovoltaics as potential eco-friendly energy candidates in future.

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Significant improvement of phenothiazine organic dye-sensitized solar cell performance using dithiafulvenyl unit as additional donor

Cited by 35 publications

References 53 publications

A Strategy To Boost the Efficiency of Rhodanine Electron Acceptor for Organic Dye: From Nonconjugation to Conjugation

A Strategy To Boost the Efficiency of Rhodanine Electron Acceptor for Organic Dye: From Nonconjugation to Conjugation

Structure-Directed Functional Properties of Phenothiazine Brominated Dyes: Morphology and Photophysical and Electrochemical Properties

Design and synthesis of phenothiazine based push-pull organic sensitizers with benzimidazole as an auxiliary donor for DSC’s

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