Triphenylamine derivatives and the lithium-ion capture of [3.3]cyclophane used in organic dye-sensitized solar cells

Yu Hsiang Chiu; Masahiko Shibahara; Rui Yu Huang; Motonori Watanabe; Zhong Sheng Wang; Yu Jen Hsiao; Bo Fong Chang; Ting Hsuan Chiang; Yuan Jay Chang

doi:10.1016/j.dyepig.2016.09.043

Triphenylamine derivatives and the lithium-ion capture of [3.3]cyclophane used in organic dye-sensitized solar cells

Yu Hsiang Chiu, Masahiko Shibahara, Rui Yu Huang, Motonori Watanabe, Zhong Sheng Wang, Yu Jen Hsiao, Bo Fong Chang, Ting Hsuan Chiang, Yuan Jay Chang

Research output: Contribution to journal › Article › peer-review

14 Citations (Scopus)

Abstract

Four novel organic dyes (H-1, H-2, H-3, H-4) containing phenyl-thiophenyl-thiophenyl as a bridge unit were synthesized and effectively used for the fabrication of dye-sensitized solar cells (DSSCs). In both compounds, a triarylamine moiety and cyanoacrylic acid function as an electron donor and an electron acceptor, respectively. H-1 and H-3 exhibited high interaction between lithium ions and [3.3]paracyclophane, resulting in low charge recombination and high open-circuit voltage (V_oc). When deoxycholic acid was used as a coadsorbent, the optimal device performance was observed in H-3, involving a short-circuit current of 16.96 mA cm⁻², a V_oc of 705 mV, and a fill factor of 0.64, which correspond to an overall conversion efficiency of 7.55%. Photophysical properties were analyzed using a time-dependent density functional theory model and the B3LYP functional. Furthermore, the electronic characteristics of the DSSCs were determined using electrochemical impedance spectroscopy and controlled intensity-modulated photospectroscopy.

Original language	English
Pages (from-to)	761-772
Number of pages	12
Journal	Dyes and Pigments
Volume	136
DOIs	https://doi.org/10.1016/j.dyepig.2016.09.043
Publication status	Published - Jan 1 2017

All Science Journal Classification (ASJC) codes

Chemical Engineering(all)
Process Chemistry and Technology

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10.1016/j.dyepig.2016.09.043

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@article{0f9ffdfd21c14a499220cf7d13666eb6,

title = "Triphenylamine derivatives and the lithium-ion capture of [3.3]cyclophane used in organic dye-sensitized solar cells",

abstract = "Four novel organic dyes (H-1, H-2, H-3, H-4) containing phenyl-thiophenyl-thiophenyl as a bridge unit were synthesized and effectively used for the fabrication of dye-sensitized solar cells (DSSCs). In both compounds, a triarylamine moiety and cyanoacrylic acid function as an electron donor and an electron acceptor, respectively. H-1 and H-3 exhibited high interaction between lithium ions and [3.3]paracyclophane, resulting in low charge recombination and high open-circuit voltage (Voc). When deoxycholic acid was used as a coadsorbent, the optimal device performance was observed in H-3, involving a short-circuit current of 16.96 mA cm−2, a Voc of 705 mV, and a fill factor of 0.64, which correspond to an overall conversion efficiency of 7.55%. Photophysical properties were analyzed using a time-dependent density functional theory model and the B3LYP functional. Furthermore, the electronic characteristics of the DSSCs were determined using electrochemical impedance spectroscopy and controlled intensity-modulated photospectroscopy.",

author = "Chiu, {Yu Hsiang} and Masahiko Shibahara and Huang, {Rui Yu} and Motonori Watanabe and Wang, {Zhong Sheng} and Hsiao, {Yu Jen} and Chang, {Bo Fong} and Chiang, {Ting Hsuan} and Chang, {Yuan Jay}",

note = "Funding Information: This work was financial supported by the Ministry of Science and Technology of Taiwan ( MOST 103-2113-M-029-007-MY2 ), Tung Hai University and Academia Sinica are gratefully acknowledged. Special thanks to Professor C.-P. Hsu at the Institute of Chemistry Sinica of Taiwan for her assistance on quantum chemistry computations. M.S. thanks a Grant-in-Aid for Science Research ( C 25410050 ) from the Japan Society for the Promotion of Science (JSPS) , Japan and the Cooperative Research Program of the Network Joint Research Center for Materials and Devices (IMCE, Kyushu University). ",

year = "2017",

month = jan,

day = "1",

doi = "10.1016/j.dyepig.2016.09.043",

language = "English",

volume = "136",

pages = "761--772",

journal = "Dyes and Pigments",

issn = "0143-7208",

publisher = "Elsevier BV",

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TY - JOUR

T1 - Triphenylamine derivatives and the lithium-ion capture of [3.3]cyclophane used in organic dye-sensitized solar cells

AU - Chiu, Yu Hsiang

AU - Shibahara, Masahiko

AU - Huang, Rui Yu

AU - Watanabe, Motonori

AU - Wang, Zhong Sheng

AU - Hsiao, Yu Jen

AU - Chang, Bo Fong

AU - Chiang, Ting Hsuan

AU - Chang, Yuan Jay

N1 - Funding Information: This work was financial supported by the Ministry of Science and Technology of Taiwan ( MOST 103-2113-M-029-007-MY2 ), Tung Hai University and Academia Sinica are gratefully acknowledged. Special thanks to Professor C.-P. Hsu at the Institute of Chemistry Sinica of Taiwan for her assistance on quantum chemistry computations. M.S. thanks a Grant-in-Aid for Science Research ( C 25410050 ) from the Japan Society for the Promotion of Science (JSPS) , Japan and the Cooperative Research Program of the Network Joint Research Center for Materials and Devices (IMCE, Kyushu University).

PY - 2017/1/1

Y1 - 2017/1/1

N2 - Four novel organic dyes (H-1, H-2, H-3, H-4) containing phenyl-thiophenyl-thiophenyl as a bridge unit were synthesized and effectively used for the fabrication of dye-sensitized solar cells (DSSCs). In both compounds, a triarylamine moiety and cyanoacrylic acid function as an electron donor and an electron acceptor, respectively. H-1 and H-3 exhibited high interaction between lithium ions and [3.3]paracyclophane, resulting in low charge recombination and high open-circuit voltage (Voc). When deoxycholic acid was used as a coadsorbent, the optimal device performance was observed in H-3, involving a short-circuit current of 16.96 mA cm−2, a Voc of 705 mV, and a fill factor of 0.64, which correspond to an overall conversion efficiency of 7.55%. Photophysical properties were analyzed using a time-dependent density functional theory model and the B3LYP functional. Furthermore, the electronic characteristics of the DSSCs were determined using electrochemical impedance spectroscopy and controlled intensity-modulated photospectroscopy.

AB - Four novel organic dyes (H-1, H-2, H-3, H-4) containing phenyl-thiophenyl-thiophenyl as a bridge unit were synthesized and effectively used for the fabrication of dye-sensitized solar cells (DSSCs). In both compounds, a triarylamine moiety and cyanoacrylic acid function as an electron donor and an electron acceptor, respectively. H-1 and H-3 exhibited high interaction between lithium ions and [3.3]paracyclophane, resulting in low charge recombination and high open-circuit voltage (Voc). When deoxycholic acid was used as a coadsorbent, the optimal device performance was observed in H-3, involving a short-circuit current of 16.96 mA cm−2, a Voc of 705 mV, and a fill factor of 0.64, which correspond to an overall conversion efficiency of 7.55%. Photophysical properties were analyzed using a time-dependent density functional theory model and the B3LYP functional. Furthermore, the electronic characteristics of the DSSCs were determined using electrochemical impedance spectroscopy and controlled intensity-modulated photospectroscopy.

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DO - 10.1016/j.dyepig.2016.09.043

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AN - SCOPUS:84988624521

SN - 0143-7208

VL - 136

SP - 761

EP - 772

JO - Dyes and Pigments

JF - Dyes and Pigments

ER -

Triphenylamine derivatives and the lithium-ion capture of [3.3]cyclophane used in organic dye-sensitized solar cells

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