New Oxindole-Bridged Acceptors for Organic Sensitizers: Substitution and Performance Studies in Dye-Sensitized Solar Cells

Tingare, Yogesh S.; Su, Chun‐Hsi; Shen, Ming Tai; Tsai, Sheng Han; Ho, Shih Yu; Li, Wen Ren

doi:10.3390/molecules25092159

Cited by 7 publications

(3 citation statements)

References 66 publications

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“…A new series of oxindole sensitizers (29)(30)(31)(32)(33) were designed and synthesized under microwave irradiation [24]. These exhibited respectable photoelectric conversion efficiencies due to excellent electron-donating triphenylamine (TPA) donor and the thiophene in the spacer and are differentiated by various halogensubstituted oxindole acceptors.…”

Section: Microwave Synthesized Dyes/sensitizers In Dsscsmentioning

confidence: 99%

Microwave Synthesized Functional Dyes

Marganakop¹,

Kattimani²,

Satyanarayana³

et al. 2021

Microwave Heating - Electromagnetic Fields Causing Thermal and Non-Thermal Effects

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Microwave chemistry involves the application of microwave radiation to chemical reactions and has played an important role in organic synthesis. Functional dyes are those with hi-tech applications and this chapter attempts to provide an overview of the recent developments in microwave-assisted synthesis of functional dyes. Emphasis has been paid to the microwave-assisted synthesis of dye molecules which are useful in hi-tech applications such as optoelectronics (dye-sensitized solar cells), photochromic materials, liquid crystal displays, newer emissive displays (organic-light emitting devices), electronic materials (organic semiconductors), imaging technologies (electrophotography viz., photocopying and laser printing), biomedical applications (fluorescent sensors and anticancer treatment such as photodynamic therapy). In this chapter, the advantages of microwaves as a source of energy for heating synthesis reactions have been demonstrated. The use of microwaves to functional dyes is a paradigm shift in dye chemistry. Until recently most academic laboratories did not practice this technique in the synthesis of such functional dyes but many reports are being appeared in the journals of high repute.

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Section: Microwave Synthesized Dyes/sensitizers In Dsscsmentioning

confidence: 99%

Microwave Synthesized Functional Dyes

Marganakop¹,

Kattimani²,

Satyanarayana³

et al. 2021

Microwave Heating - Electromagnetic Fields Causing Thermal and Non-Thermal Effects

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“…In particular, the effects of fluorine substitution were evaluated. These compounds were chosen as oxindoles are of particular interest for their use in pharmaceutical [27,28] and organic material applications [29,30]. The halogenated oxindoles of this study possess an ensemble of potential competing intermolecular interactions including hydrogen-bonding and several types of halogen interactions.…”

Section: Introductionmentioning

confidence: 99%

Halogen Interactions in Halogenated Oxindoles: Crystallographic and Computational Investigations of Intermolecular Interactions

et al. 2021

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X-ray structural determinations and computational studies were used to investigate halogen interactions in two halogenated oxindoles. Comparative analyses of the interaction energy and the interaction properties were carried out for Br···Br, C-H···Br, C-H···O and N-H···O interactions. Employing Møller–Plesset second-order perturbation theory (MP2) and density functional theory (DFT), the basis set superposition error (BSSE) corrected interaction energy (Eint(BSSE)) was determined using a supramolecular approach. The Eint(BSSE) results were compared with interaction energies obtained by Quantum Theory of Atoms in Molecules (QTAIM)-based methods. Reduced Density Gradient (RDG), QTAIM and Natural bond orbital (NBO) calculations provided insight into possible pathways for the intermolecular interactions examined. Comparative analysis employing the electron density at the bond critical points (BCP) and molecular electrostatic potential (MEP) showed that the interaction energies and the relative orientations of the monomers in the dimers may in part be understood in light of charge redistribution in these two compounds.

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“…55,56 Indeed, the D-A-p-A system has shown multiple advantages, including reducing electron recombination, minimizing aggregation, adjusting the molecular energy levels, causing a red-shi of the absorption band, and increasing the photovoltaic efficiency and stability; [57][58][59] whereas several organic dyes of triphenylamine-based compounds have been used as electron donors due to the excellent light-harvesting ability of triphenylamine (TPA)-based molecules, their capacity to control the energy levels of molecules, promote charge generation, and facilitate the formation of intermolecular interactions. [60][61][62][63][64] For DSSCs, several electron-acceptor materials have been developed and synthesized. [65][66][67] However, cyanoacrylic acid is oen employed as an electron-acceptor material due to its high electron-attracting capacity and solid binding to the TiO 2 surface, which facilitates electron injection.…”

mentioning

confidence: 99%