Indole-based organic dyes with different electron donors for dye-sensitized solar cells

Wang, Yan; Wan, Zhongquan; Jia, Chunyang; Yao, Xiaojun

doi:10.1016/j.synthmet.2015.10.024

Cited by 22 publications

(10 citation statements)

References 45 publications

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“…Figure F4 in Supplementary Material-II provides a box-plot of the absorption shifts for the various π -linkers (over 40 categories identified) used in the dyes. The conjugated spacers based on vinylene, ethynylene, furan, thiazole, thiophene and other fused aromatic segments (indole 87 , fluorene 88 , benzothiadiazole 89 ) showed similar peak shifts in both directions. Other groups such as diphenylquinoxaline 90 , 1-chlorobuta-1,3-diene 91 , dithienobenzotriazole 92 and dithienobenzofurazan 93 found in a limited number of cases were largely associated with red-shifted peaks.…”

Section: Resultsmentioning

confidence: 95%

Prediction of Absorption Spectrum Shifts in Dyes Adsorbed on Titania

Venkatraman

Yemene

Mello

2019

Sci Rep

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Dye adsorption on metal-oxide films often results in small to substantial absorption shifts relative to the solution phase, with undesirable consequences for the performance of dye-sensitized solar cells and optical sensors. While density functional theory is frequently used to model such behaviour, it is too time-consuming for rapid assessment. In this paper, we explore the use of supervised machine learning to predict whether dye adsorption on titania is likely to induce a change in its absorption characteristics. The physicochemical features of each dye were encoded as a numeric vector whose elements are the counts of molecular fragments and topological indices. Various classification models were subsequently trained to predict the type of absorption shift i.e. blue, red or unchanged (|Δλ| ≤ 10 nm). The models were able to predict the nature of the shift with a good likelihood (~80%) of success when applied to unseen data.

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Section: Resultsmentioning

confidence: 95%

Prediction of Absorption Spectrum Shifts in Dyes Adsorbed on Titania

Venkatraman

Yemene

Mello

2019

Sci Rep

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“…[19] It is built into proteins in the form of the amino acid tryptophan and it provides the skeleton to neurotransmitters serotonin and melatonin, [20] as well as a number of phytoconstituents such as the plant hormone auxin, [21] perfumes, [22] and indole alkaloids. [23,24] Moreover, it is a common structural motif in a variety of natural or synthetic biologically active or otherwise relevant compounds, for instance, antioxidants, [25][26][27][28] anticancer agents, [29][30][31] photosensitizers for photodynamic therapy, [32][33][34] dyes, [35,36] colorimetric sensors, [37][38][39] or fluorescent probes. [40][41][42] Therefore, it might be of advantage to design compounds that would offer the opportunity of combining indole and 1,3,4oxadiazole systems.…”

Section: Introductionmentioning

confidence: 99%

Synthesis of 5‐[(1H‐indol‐3‐yl)methyl]‐1,3,4‐oxadiazole‐2(3H)‐thiones and their protective activity against oxidative stress

Iškauskienė

Kadlecová

Voller

et al. 2021

Archiv der Pharmazie

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A small library of 2-[(1H-indol-3-yl)methyl]-5-(alkylthio)-1,3,4-oxadiazoles was prepared, starting from indole-3-acetic acid methyl ester and its 5-methyl-substituted derivative. The synthetic route involved the formation of intermediate hydrazides, their condensation with carbon disulfide, and intramolecular cyclization to corresponding 5-[(1H-indol-3-yl)methyl]-1,3,4-oxadiazole-2(3H)-thiones. The latter were then S-alkylated, and in case of ester derivatives, they were further hydrolyzed into corresponding carboxylic acids. All 5-[(1H-indol-3-yl)methyl]-1,3,4-oxadiazole-2(3H)-thiones and their S-alkylated derivatives were then screened for their protective effects in vitro and in vivo. Methyl substitution on the indole ring and propyl, butyl, or benzyl substitution on sulfhydryl group-possessing compounds were revealed to protect Friedreich's ataxia fibroblasts against the effects of glutathione depletion induced by the γ-glutamylcysteine synthetase inhibitor, buthionine sulfoximine. Two of the active compounds also reproducibly increased the survival of Caenorhabditis elegans exposed to juglone-induced oxidative stress.

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“…The fluorescence-based immuno approach has attracted increasing attention in recent years. Traditional fluorescent materials, including organic dyes, dye-doped nanomaterials, and quantum dots, have shown some advantages, such as tunability, high brightness, and ease of conjugation with proteins. − Unfortunately, their use also involves some inherent obstacles, such as their biotoxicity and their unstable optical and chemical features. , Alternatively, lanthanide-based upconversion nanoparticles (UCNPs) were selected as a candidate for ideal fluorescence biolabels and have been successfully used in bioanalytical and bioimaging studies because of their unique properties, such as low autofluorescence background, good photochemical stability, nonblinking and nonbleaching emission, deep penetration into biological samples, and relatively low toxicity. − UCNPs as fluorescence labels have not yet been used for the analysis of SA residues in animal-derived products, although a few studies applying related techniques for detecting mycotoxins and bacteria , have been reported recently.…”

Section: Introductionmentioning

confidence: 99%

Upconversion Nanoparticles and Monodispersed Magnetic Polystyrene Microsphere Based Fluorescence Immunoassay for the Detection of Sulfaquinoxaline in Animal-Derived Foods

Sheng

Zhang

et al. 2016

J. Agric. Food Chem.

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A novel fluorescence immunoassay for detecting sulfaquinoxaline (SQX) in animal-derived foods was developed using NaYF4:Yb/Tm upconversion nanoparticles (UCNPs) conjugated with antibodies as fluorescence signal probes, and monodisperse magnetic polystyrene microspheres (MMPMs) modified with coating antigen as immune-sensing capture probes for trapping and separating the signal probes. Based on a competitive immunoassay format, the detection limit of the proposed method for detecting SQX was 0.1 μg L(-1) in buffer and 0.5 μg kg(-1) in food samples. The recoveries of SQX in spiked samples ranged from 69.80 to 133.00%, with coefficients of variation of 0.24-25.06%. The extraction procedure was fast, simple, and environmentally friendly, requiring no organic solvents. In particular, milk samples can be analyzed directly after simple dilution. This method has appealing properties, such as sensitive fluorescence response, a simple and fast extraction procedure, and environmental friendliness, and could be applied to detecting SQX in animal-derived foods.

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Indole-based organic dyes with different electron donors for dye-sensitized solar cells

Cited by 22 publications

References 45 publications

Prediction of Absorption Spectrum Shifts in Dyes Adsorbed on Titania

Prediction of Absorption Spectrum Shifts in Dyes Adsorbed on Titania

Synthesis of 5‐[(1H‐indol‐3‐yl)methyl]‐1,3,4‐oxadiazole‐2(3H)‐thiones and their protective activity against oxidative stress

Upconversion Nanoparticles and Monodispersed Magnetic Polystyrene Microsphere Based Fluorescence Immunoassay for the Detection of Sulfaquinoxaline in Animal-Derived Foods

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