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Facile synthesis of a semiconducting bithiophene-azine polymer and its application for organic thin film transistors and organic photovoltaics
摘要： A new azine polymer poly(4,40-didodecyl-2,20-bithiophene-azine) (PDDBTA) was synthesized in only three steps. PDDBTA showed hole mobilities of up to 4.1 (cid:2) 10(cid:3)2 cm2 V(cid:3)1 s(cid:3)1 in organic thin ?lm transistors (OTFTs) as a p-channel material. As a donor in organic photovoltaics (OPVs), power conversion e?ciencies (PCEs) of up to 2.18% were achieved, which is the ?rst example of using an azine-based polymer for OPVs. These preliminary results demonstrate the potential of bithiophene-azine polymers as a new type of low-cost semiconductor material for OPVs and other organic electronics.
关键词： azine polymer,semiconductor material,organic photovoltaics,organic thin film transistors
更新于2025-09-19 17:13:59
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Highly fluorescent materials derived from ortho-vanillin: Structural, photophysical electrochemical and theoretical studies
摘要： Small-molecule organic fluorophores are highly in demand attributed to their extensive prospective in material and biomedical applications. Particularly, luminescent π-conjugated organic molecules that possess an efficient solid-state emission are excellent candidates for optoelectronic devices. Focusing on high demand of organic fluorophores, we herein report the synthesis of three organic fluorescent materials derived from o-vanillin, viz. an ester (F1), an azine (F2) and an azo dye (F3). Interestingly, F2 exhibited very intense luminescence in its aggregate phase due to the restriction in intra-molecular rotation (RIR), as demonstrated by solution thickening studies. Further, its Single Crystal X-ray Crystallography (SCXRD) study suggested bathochromic shift in fluorescence from solution to solid phase was confirmed by its thin-film emission spectrum, which evidences the formation of J-aggregates. The observed RIR, development of J-aggregates and high conjugation in F2 impart an excellent fluorescence in its aggregated state. Thin films of both F2 and F3 on ITO plates exhibited a bathochromic shift with a deep orange to red photoluminescence on UV excitation. Furthermore, the morphological characterization revealed the presence of clear dense grains in case of F2 and F3, while the DSC analysis indicated phase transitions of all the derivatives. As seen from dielectric measurement studies, the azo dye F3 exhibited the highest dielectric constant among the three derivatives. The electronic and photophysical data based on Density Functional Theory (DFT) and Time Dependent-DFT (TD-DFT) calculations are in agreement with the experimental results. All the above data clearly advocate that, the synthesized fluorophoric o-vanillin derivatives are excellent candidates for electro-optical devices.
关键词： Fluorophore,Electrochemical,X-ray Crystallography,Aggregation,Dielectric,DFT,Azine
更新于2025-09-10 09:29:36