Molecular engineering of cyclopentadithiophene-containing organic dyes for dye-sensitized solar cell: Experimental results vs theoretical calculation

Wu, Chun Guey; Shieh, Wei Tsung; Yang, Chin Sheng; Tan, Chun Jui; Chang, Chiao Hsin; Chen, Su‐Chin; Wu, Chia Yin; Tsai, Hui Lien

doi:10.1016/j.dyepig.2013.08.016

Cited by 16 publications

(12 citation statements)

References 58 publications

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“…The optimized ground and excited state geometry were analyzing excitation energy ( E g ), vertical transitions energy ( λ max ), and oscillator strength ( f ) for the 20 lowest singlet‐singlet states in acetonitrile medium (CH 3 CN), by pertaining Time‐Dependent DFT (TD‐DFT) with the B3LYP exchange‐correlation function standard basis set . Solvent effects for acetonitrile ( ɛ = 35.7) were contained by Conductor‐like Polarizable Continuum Model (C‐PCM) . The C‐PCM analyzed is most regularly used model for recognizing the solvation to indicate solvent effects in the DSSCs.…”

Section: Theoretical Methodsmentioning

confidence: 99%

Effects of the bridge unit in D‐π‐A architecture to improve light harvesting efficiency at DSSCs: A first principle theoretical study

Madhu

Anbarasan

2017

Env Prog and Sustain Energy

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This work systematically has investigated on the issues of spacer modified at D‐π‐A based organic sensitizers for Dye‐Sensitized Solar Cells (DSSCs). The rigidity of the donor and electron acceptor namely triphenylamine and 2‐cyanobut‐2‐enoic acid with good electron with drawing moiety are used for this study. The first principle theoretical calculations, the general effects of electron flow/electron injection in the π‐spacer based modified organic sensitizers are initially examined and explained. All the computations were carried out within the DFT and TD‐DFT framework, using the B3LYP functional. The solvation effects were incorporated using the Conductor like Polarized Continuum Model (C‐PCM) for the acetonitrile (CH3CN). Finally, the photovoltaic effective factors like the light harvesting properties and vertical dipole moment are evaluated and could be practically useful to achieve the efficiency of the studied dyes in DSSCs devices. © 2017 American Institute of Chemical Engineers Environ Prog, 37: 1403–1410, 2018

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Section: Theoretical Methodsmentioning

confidence: 99%

Effects of the bridge unit in D‐π‐A architecture to improve light harvesting efficiency at DSSCs: A first principle theoretical study

Madhu

Anbarasan

2017

Env Prog and Sustain Energy

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“…Finally, optimized structures of all of the studied dye–(TiO 2 ) 38 complexes were used to calculate their UV–vis spectra, using the CAM-B3LYP/6-31G(d,p) method with Gaussian 09 in dichloromethane (modeled by C-PCM). The electron density difference map (EDDM) − corresponding to the electronic transitions that visually revealed the changes in electron density before and after transitions was generated using GaussSum (v. 2.2.6) …”

Section: Methodsmentioning

confidence: 99%

First-Principle Characterization of the Adsorption Configurations of Cyanoacrylic Dyes on TiO₂ Film for Dye-Sensitized Solar Cells

Tsai

Tan

et al. 2016

J. Phys. Chem. A

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The loading of sensitizers on a semiconductor is crucial for determining the light-harvesting efficiency of dye-sensitized solar cells (DSSCs). The interfacial properties of dyes adsorbed on a TiO film, such as adsorption configurations and adsorption energy, can influence the total amount of dye sensitizers that loads and the stability of a DSSC device. Therefore, it is important to characterize the adsorption properties of sensitizers on TiO films atomically and electronically to ensure rational structure-based dye design for high-performance DSSCs. Due to the complex properties of interfacial dyes, previous works on the identification of adsorption configurations of dyes on TiO have sometimes been controversial, in particular, the essential IR band assignments. In this study, we employed density functional theory to investigate the adsorption energies, geometries, and vibrational frequencies of various adsorption configurations of 2-cyano-3-(thiophen-2-yl)acrylic acid adsorbed on TiO. We performed a comparative assignment of the calculated vibrational peaks of tridentate and bidentate configurations to the experimental FT-IR spectra simultaneously. Our work backs up the coexistence of tridentate and bidentate bridging configurations, first proposed by Meng and co-workers. Moreover, our comparative IR mode assignments provide clues for further studies of the interfacial properties of dyes adsorbed on TiO. Study of the transformation mechanisms between tridentate and bidentate modes suggests that the bidentate bridging configuration is a kinetically trapped adsorption mode and the tridentate configuration is thermodynamically the most stable one. Finally, we investigated the photophysical properties of a D-π-A dye in tridentate and bidentate adsorption configurations.

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“…Co‐absorbent chenodeoxycholic acid (CDCA) purchased from TCI was used in device fabrication as it was received. Each synthesis of 4‐methoxy‐ N‐( 4‐methoxyphenyl)‐ N‐( 4‐(tributylstannyl)phenyl)aniline ( MP‐Sn ), N , N ‐bis(4‐methoxyphenyl)‐5‐(tributylstannyl)thiophen‐2‐amine ( MT‐Sn ), N , N ‐diphenyl‐4‐(tributylstannyl)aniline ( PP‐Sn ), 4,4‐difluoro‐1,3,5,7,8‐pentamethyl‐4‐bora‐3a,4a‐diaza‐ s ‐indacene ( PM5 546 or B ) and 2,6‐dibromo‐4,4‐difluoro‐1,3,5,7,8‐pentamethyl‐4‐bora‐3a,4a‐diaza‐ s ‐indacene ( Br‐B‐Br ), (5‐(1,3‐dioxolan‐2‐yl)thiophen‐2‐yl)tributylstannane (Sn‐T‐dOx) , (5‐(1,3‐dioxolan‐2‐yl)thieno[3,2‐b]thiophen‐2‐yl)tributylstannane ( Sn‐TT‐dOx ), 2‐tri‐ n ‐butylstannyl‐5‐(4‐pyridyl)thiophene ( Sn‐T‐py ), followed or modified the known literature procedures accordingly. The synthesis (oxidation of pyridine moiety with 3‐chloroperbenzoic acid) of pyridine N ‐oxide products ( MPBT‐pyO and MPBTT‐pyO ) followed the procedure in pertinent literature reports …”

Section: Methodsmentioning

confidence: 99%

Structure–Property Relationship Study of Donor and Acceptor 2,6‐Disubstituted BODIPY Derivatives for High Performance Dye‐Sensitized Solar Cells

Yeh

Wang

Yang

et al. 2017

Chemistry A European J

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Seven donor and acceptor 2,6-disubstituted 4,4-difluoro-4-bora-3a,4a-diaza-s-indacene (BODIPY) dyes have been synthesized and characterized. Including MPBTCA, which is a known compound, the seven BODIPY dyes have been characterized by varied physical methods, such as UV/Visible absorption spectroscopy, low energy photo-electron spectroscopy (AC-2), and HOMO-LUMO DFT/TDDFT calculation. All seven BODIPY dyes have absorption λ around 535-545 nm, which is significantly longer than 499 nm of 4,4-difluoro-1,3,5,7,8-pentamethyl-4-bora-3a,4a-diaza-s-indacene (PM 546). Having structural variation on donor group, acceptor group, donor π-spacer, acceptor π-spacer, and the substituent on boron, some BODIPY dyes exhibit small extinction coefficients or spectral integrals in solution (MPCtBTCA, MPBT-pyO, MPBTT-pyO, MTBTCA), broadening absorption spectral profile (MTBTCA), weak intramolecular charge transfer characteristics (MPBT-pyO, MPBTT-pyO, MTBTCA), too low LUMO energy level (PPBTCA), or insufficient dye-uptake by TiO FTO (MPBT-pyO, MPBTT-pyO, MTBTCA). Two of the seven BODIPY dyes, MPBTCA and MPBTTCA, do not show the adverse properties like other BODIPY dyes. With our improved TiO FTO (fluorine doped tin oxide) dyeing method, namely a solution dropping method, high performance dye-sensitized solar cells (DSCs) have been realized by MPBTCA and MPBTTCA photosensitizers. Power conversion efficiencies of 6.3 and 6.4 % have been achieved by MPBTCA and MPBTTCA DSCs, respectively. To the best of our knowledge, MPBTCA and MPBTTCA are the most efficient dyes for the donor and acceptor 2,6-disubstituted BODIPY DSCs so far.

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Molecular engineering of cyclopentadithiophene-containing organic dyes for dye-sensitized solar cell: Experimental results vs theoretical calculation

Cited by 16 publications

References 58 publications

Effects of the bridge unit in D‐π‐A architecture to improve light harvesting efficiency at DSSCs: A first principle theoretical study

Effects of the bridge unit in D‐π‐A architecture to improve light harvesting efficiency at DSSCs: A first principle theoretical study

First-Principle Characterization of the Adsorption Configurations of Cyanoacrylic Dyes on TiO₂ Film for Dye-Sensitized Solar Cells

Structure–Property Relationship Study of Donor and Acceptor 2,6‐Disubstituted BODIPY Derivatives for High Performance Dye‐Sensitized Solar Cells

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Molecular engineering of cyclopentadithiophene-containing organic dyes for dye-sensitized solar cell: Experimental results vs theoretical calculation

Cited by 16 publications

References 58 publications

Effects of the bridge unit in D‐π‐A architecture to improve light harvesting efficiency at DSSCs: A first principle theoretical study

Effects of the bridge unit in D‐π‐A architecture to improve light harvesting efficiency at DSSCs: A first principle theoretical study

First-Principle Characterization of the Adsorption Configurations of Cyanoacrylic Dyes on TiO2 Film for Dye-Sensitized Solar Cells

Structure–Property Relationship Study of Donor and Acceptor 2,6‐Disubstituted BODIPY Derivatives for High Performance Dye‐Sensitized Solar Cells

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First-Principle Characterization of the Adsorption Configurations of Cyanoacrylic Dyes on TiO₂ Film for Dye-Sensitized Solar Cells