Electrochemical studies on triarylamines featuring an azobenzene substituent and new application for small-molecule organic photovoltaics

Kuo Yuan Chiu; Thai Thi Ha Tran; Chun Guey Wu; Sheng Hsiung Chang; Te Fang Yang; Yuhlong Oliver Su

doi:10.1016/j.jelechem.2017.01.053

Electrochemical studies on triarylamines featuring an azobenzene substituent and new application for small-molecule organic photovoltaics

Kuo Yuan Chiu, Thai Thi Ha Tran, Chun Guey Wu, Sheng Hsiung Chang, Te Fang Yang, Yuhlong Oliver Su

Department of Chemistry

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

18 Scopus citations

Abstract

Three N,N′-diaryl-4-amino-azobenzene derivatives containing donor (D) and acceptor (A) moieties have been synthesized for light harvesting. Their optical and electronic characteristics have been analyzed to determine the optical band gap between highest occupied molecular orbital (HOMO) and lowest occupied molecular orbital (LUMO). The electrochemical properties and electrochemical redox potential of the triarylamines exhibited linear relationship with respect to the Hammett equation. The stability of the oxidation products and spectral changes with different applied potentials were monitored with UV–vis spectroelectrochemical investigations and DFT calculations. A solution-processed organic photovoltaic cell employing N,N′-ditolyl-4-aminoazobenzene (DTAA) mixed with PC₆₀BM produced a power conversion efficiency (PCE) of 0.28% under 1 sun illumination.

Original language	English
Pages (from-to)	118-124
Number of pages	7
Journal	Journal of Electroanalytical Chemistry
Volume	787
DOIs	https://doi.org/10.1016/j.jelechem.2017.01.053
State	Published - 15 Feb 2017

Keywords

Azobenzene
Electrochemistry
Photovoltaic
Spectroelectrochemistry
Triarylamine

UN SDGs

This output contributes to the following UN Sustainable Development Goals (SDGs)

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10.1016/j.jelechem.2017.01.053

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title = "Electrochemical studies on triarylamines featuring an azobenzene substituent and new application for small-molecule organic photovoltaics",

abstract = "Three N,N′-diaryl-4-amino-azobenzene derivatives containing donor (D) and acceptor (A) moieties have been synthesized for light harvesting. Their optical and electronic characteristics have been analyzed to determine the optical band gap between highest occupied molecular orbital (HOMO) and lowest occupied molecular orbital (LUMO). The electrochemical properties and electrochemical redox potential of the triarylamines exhibited linear relationship with respect to the Hammett equation. The stability of the oxidation products and spectral changes with different applied potentials were monitored with UV–vis spectroelectrochemical investigations and DFT calculations. A solution-processed organic photovoltaic cell employing N,N′-ditolyl-4-aminoazobenzene (DTAA) mixed with PC60BM produced a power conversion efficiency (PCE) of 0.28% under 1 sun illumination.",

keywords = "Azobenzene, Electrochemistry, Photovoltaic, Spectroelectrochemistry, Triarylamine",

author = "Chiu, {Kuo Yuan} and Tran, {Thai Thi Ha} and Wu, {Chun Guey} and Chang, {Sheng Hsiung} and Yang, {Te Fang} and Su, {Yuhlong Oliver}",

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doi = "10.1016/j.jelechem.2017.01.053",

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TY - JOUR

T1 - Electrochemical studies on triarylamines featuring an azobenzene substituent and new application for small-molecule organic photovoltaics

AU - Chiu, Kuo Yuan

AU - Tran, Thai Thi Ha

AU - Wu, Chun Guey

AU - Chang, Sheng Hsiung

AU - Yang, Te Fang

AU - Su, Yuhlong Oliver

PY - 2017/2/15

Y1 - 2017/2/15

N2 - Three N,N′-diaryl-4-amino-azobenzene derivatives containing donor (D) and acceptor (A) moieties have been synthesized for light harvesting. Their optical and electronic characteristics have been analyzed to determine the optical band gap between highest occupied molecular orbital (HOMO) and lowest occupied molecular orbital (LUMO). The electrochemical properties and electrochemical redox potential of the triarylamines exhibited linear relationship with respect to the Hammett equation. The stability of the oxidation products and spectral changes with different applied potentials were monitored with UV–vis spectroelectrochemical investigations and DFT calculations. A solution-processed organic photovoltaic cell employing N,N′-ditolyl-4-aminoazobenzene (DTAA) mixed with PC60BM produced a power conversion efficiency (PCE) of 0.28% under 1 sun illumination.

AB - Three N,N′-diaryl-4-amino-azobenzene derivatives containing donor (D) and acceptor (A) moieties have been synthesized for light harvesting. Their optical and electronic characteristics have been analyzed to determine the optical band gap between highest occupied molecular orbital (HOMO) and lowest occupied molecular orbital (LUMO). The electrochemical properties and electrochemical redox potential of the triarylamines exhibited linear relationship with respect to the Hammett equation. The stability of the oxidation products and spectral changes with different applied potentials were monitored with UV–vis spectroelectrochemical investigations and DFT calculations. A solution-processed organic photovoltaic cell employing N,N′-ditolyl-4-aminoazobenzene (DTAA) mixed with PC60BM produced a power conversion efficiency (PCE) of 0.28% under 1 sun illumination.

KW - Azobenzene

KW - Electrochemistry

KW - Photovoltaic

KW - Spectroelectrochemistry

KW - Triarylamine

UR - http://www.scopus.com/inward/record.url?scp=85012292971&partnerID=8YFLogxK

U2 - 10.1016/j.jelechem.2017.01.053

DO - 10.1016/j.jelechem.2017.01.053

M3 - 期刊論文

AN - SCOPUS:85012292971

SN - 1572-6657

VL - 787

SP - 118

EP - 124

JO - Journal of Electroanalytical Chemistry

JF - Journal of Electroanalytical Chemistry

ER -

Electrochemical studies on triarylamines featuring an azobenzene substituent and new application for small-molecule organic photovoltaics

Abstract

Keywords

UN SDGs

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