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

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

doi:10.1016/j.jelechem.2017.01.053

Cited by 22 publications

(7 citation statements)

References 32 publications

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“…The properties of self-assembled monolayers of azobenzene derivatives—also macrocyclic—on different surfaces [ 86 – 92 ] showed, that such materials are promising candidates for molecular devices for energy storage and conversion.…”

Section: Azobenzene and Its Derivativesmentioning

confidence: 99%

Azo group(s) in selected macrocyclic compounds

Wagner‐Wysiecka

Łukasik

Biernat

et al. 2018

J Incl Phenom Macrocycl Chem

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Azobenzene derivatives due to their photo- and electroactive properties are an important group of compounds finding applications in diverse fields. Due to the possibility of controlling the trans–cis isomerization, azo-bearing structures are ideal building blocks for development of e.g. nanomaterials, smart polymers, molecular containers, photoswitches, and sensors. Important role play also macrocyclic compounds well known for their interesting binding properties. In this article selected macrocyclic compounds bearing azo group(s) are comprehensively described. Here, the relationship between compounds’ structure and their properties (as e.g. ability to guest complexation, supramolecular structure formation, switching and motion) is reviewed.

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Section: Azobenzene and Its Derivativesmentioning

confidence: 99%

Azo group(s) in selected macrocyclic compounds

Wagner‐Wysiecka

Łukasik

Biernat

et al. 2018

J Incl Phenom Macrocycl Chem

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“…The flat band potential V fb , calculated from the intersection of the linear region with the X -axis, is 0.49 V (m-SNO), 0.35 V (3%-SNOSc), 0.29 V (3%-SNOY), and 0.41 V (3%-SNOLa) vs. Ag/AgCl (equivalent to 0.69, 0.55, 0.49, and 0.61 V vs. NHE). Fermi level ( E F ) is calculated according to the empirical formula E F = −( V fb + 4.5) eV by assuming the energy level of normal hydrogen electrode as −4.5 eV [53]. Thus, the E F values of the films are −5.19 eV (m-SNO), −5.05 eV (3%-SNOSc), −4.99 eV (3%-SNOY), and −5.11 eV (3%-SNOLa), which are consistent with the UPS results.…”

Section: Resultsmentioning

confidence: 99%

High-Performance and Hysteresis-Free Perovskite Solar Cells Based on Rare-Earth-Doped SnO ₂ Mesoporous Scaffold

Guo

Yang

et al. 2019

Research

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Tin oxide (SnO2), as electron transport material to substitute titanium oxide (TiO2) in perovskite solar cells (PSCs), has aroused wide interests. However, the performance of the PSCs based on SnO2 is still hard to compete with the TiO2-based devices. Herein, a novel strategy is designed to enhance the photovoltaic performance and long-term stability of PSCs by integrating rare-earth ions Ln3+ (Sc3+, Y3+, La3+) with SnO2 nanospheres as mesoporous scaffold. The doping of Ln promotes the formation of dense and large-sized perovskite crystals, which facilitate interfacial contact of electron transport layer/perovskite layer and improve charge transport dynamics. Ln dopant optimizes the energy level of perovskite layer, reduces the charge transport resistance, and mitigates the trap state density. As a result, the optimized mesoporous PSC achieves a champion power conversion efficiency (PCE) of 20.63% without hysteresis, while the undoped PSC obtains an efficiency of 19.01%. The investigation demonstrates that the rare-earth doping is low-cost and effective method to improve the photovoltaic performance of SnO2-based PSCs.

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“…The CV of dye on the GC electrode was done from −2.2 to 0.7 V at scan rates of 0.02, 0.05, 0.1, and 0.15 mV/s (Figure ). The two reduction peaks at E = −1.3 V and E = −1.8 V were contributed to the azobenzene moiety . Two electrons transferred at the two-step reaction, and the reduction at −1.8 V was irreversible, which means that the dye molecule could be decomposed on the electrode at a higher potential .…”

Section: Resultsmentioning

confidence: 99%

“…Once the dye molecule decomposed, the polar product will increase the polarity of the oil solution and enhance the charge transfer through the oil phase and enhance the charge transfer at the oil/water interface. The other redox couple at −0.8 V was also reversible and was attributed to the tertiary amines unit . Tertiary amines can be oxidized by chemical one-electron oxidants electrochemically, and electrolytic dealkylation can lead from tertiary to secondary and primary amines. , In an organic solvent, for example, acetonitrile (where water would always be present as an impurity), aliphatic amines are smoothly dealkylated electrochemically at the electrode surface to give an amine of lower order and an aldehyde .…”

Section: Resultsmentioning

confidence: 99%

Asymmetrical Electrowetting on Dielectrics Induced by Charge Transfer through an Oil/Water Interface

Guo

Deng

et al. 2018

Langmuir

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Electrowetting on dielectrics is a fascinating as well as a precise way in microfluid manipulation. As one of the controversial conclusions, charge trapping on the dielectric surface might be one of the causes which induces water contact angle saturation and forms one of the significant issues that bear on the applications of electrowetting on dielectrics. Recently, it was demonstrated that the contact angle saturation can be significantly reduced by employing an oil lubrication layer on the hydrophobic surface. In this work, we have investigated the influence of effects of an oil layer on the electrowetting behavior by dissolving a nonpolar oil-soluble dye in the oil phase. We monitored the contact angle of water drops with varying pH on an oil-lubricated hydrophobic insulator. Interestingly, we found asymmetry in the electrowetting curve. Several analysis methods were proceeded trying to explain this asymmetric electrowetting phenomenon. First and foremost, the electrochemical properties of dye were investigated by cyclic voltammetry which demonstrates that oxidation-reduction reactions of the dye can indeed happen on the electrode and one irreversible peak was found which indicated that the dye molecule might decompose at a higher voltage. Second, thin-layer cyclic voltammetry confirmed ions can transgress the oil/water interface. Also, the conductivity of the oil phase increases with the dissolved dye concentration, which indicates that charges can be transported in the oil phase. Finally, to further understand the transfer mechanism, the transient current of dye-doped oil was measured, which indicates that the formation of inverse micelles in the oil phase at high voltage could be one of the charge carriers. We demonstrated the oil-property-dependent asymmetry phenomenon of electrowetting and its association with charge transfer through the oil/water interface for the first time.

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

Cited by 22 publications

References 32 publications

Azo group(s) in selected macrocyclic compounds

Azo group(s) in selected macrocyclic compounds

High-Performance and Hysteresis-Free Perovskite Solar Cells Based on Rare-Earth-Doped SnO ₂ Mesoporous Scaffold

Asymmetrical Electrowetting on Dielectrics Induced by Charge Transfer through an Oil/Water Interface

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

Cited by 22 publications

References 32 publications

Azo group(s) in selected macrocyclic compounds

Azo group(s) in selected macrocyclic compounds

High-Performance and Hysteresis-Free Perovskite Solar Cells Based on Rare-Earth-Doped SnO 2 Mesoporous Scaffold

Asymmetrical Electrowetting on Dielectrics Induced by Charge Transfer through an Oil/Water Interface

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Product

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High-Performance and Hysteresis-Free Perovskite Solar Cells Based on Rare-Earth-Doped SnO ₂ Mesoporous Scaffold