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Triptycene-scaffolded tetraphenylethylenes with irregular temperature-dependence AIE
摘要: A series of new tetraphenylethylene monomer, dimer and three-dimensional trimer based triptycene-bridged triphenylethenes has been constructed. Their structures were clearly confirmed and the irregular fluorescent behaviors at different temperatures and solvents were investigated. Results showed the new tetraphenylethylenes performed remarkable aggregation-induced emission (AIE) properties and the emission intensities are dependent on temperature and viscosity. Compared with the model tetraphenylethylene without connecting triphenylethylene, the fluorescence quantum yields of the titled triptycene-scaffolded tetraphenylethylenes in aggregation are greater than tetraphenylethylene and increased as the increasing of the triphenylethylene units.
关键词: Tetraphenylethylene,Triptycene,Triphenylethene,AIE
更新于2025-09-23 15:22:29
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AIE-active Metal-organic Coordination Complexes Based on Tetraphenylethylene Unit and Their Applications
摘要: Tetraphenylethylene (TPE) and its derivatives, as the widely used aggregation-induced emission (AIE) fluorophores, have attracted rapidly growing interest in the fields of material science and biological technology due to their unique light-emitting mechanism—they are nearly non-emissive in dilute solution but emit brilliant fluorescence in the aggregate state because of the restriction of intramolecular motion. Coordination-driven self-assembly, which provides a highly effective method to put the individual chromophores together, is consistent with the AIE mechanism of TPE. During the past few years, some AIE-active metal-organic coordination complexes have been successfully constructed via coordination-driven self-assembly, and their AIE properties and applications have been investigated. In this review, we survey the recent progress on TPE-based metal-organic coordination complexes and their applications in fluorescence sensors, cell imaging, and light-emitting materials. We will introduce them from three different types of structures: metallacycles, metallacages, and metal-organic frameworks (MOFs).
关键词: Tetraphenylethylene,Self-assembly,Aggregation-induced emission,Sensor,Metal-organic coordination complexes
更新于2025-09-23 15:22:29
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Tetraphenylethylene Substituted Thienothiophene and Dithienothiophene Derivatives; Synthesis, Optical Properties and OLED Devices
摘要: Thieno[3,2-b]thiophene (TT) and dithieno[3,2-b;3,2-d]thiophene (DTT) have drawn an immense attention in the field of electronics and optoelectronics. In this work, first examples of TTs (TPE2-TT, TPE3-TT) and DTT (TPE2-DTT), having tetraphenylethylene (TPE) at the peripherals for aggregation induced emission (AIE) applications at OLEDs, were designed and synthesized by Suzuki coupling reaction. Their properties were investigated through experimental and computational studies, as well as X-ray diffraction and DFT-optimization. TPE2-TT produced an excellent device performance with a maximum luminance of 11620 cd m-2, a maximum current efficiency of 6.17 cd A-1 and maximum external quantum efficiency of 2.43%. Moreover, these synthetically easy accessible molecules had high thermal stability, which make them perfectly suitable for optical applications.
关键词: Tetraphenylethylene,Aggregation Induced Emission,Dithieno[3,2-b;3,2-d]thiophene,Thieno[3,2-b]thiophene,OLED
更新于2025-09-23 15:21:01
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Formation of emissive nanoparticles from tetraphenylethylene-containing boronate macrocycles: preparation, characterization and functionalization
摘要: Formation of emissive nanoparticles from tetraphenylethylene-containing boronate macrocycles: preparation, characterization and functionalization. [2+2] Macrocycles composed of two tetraphenylethylenes (TPEs) and two linkers, namely 1a (R = H) and 1b (R = NO2), were prepared in a facile manner through the one-pot dehydration of gem-di(boronic acid)-appended TPEs 2a (R = H) and 2b (R = NO2) with di(trimethylolpropane) 3 in MeOH. Considering that use of THF instead of MeOH as the reaction solvent gave a mixture of boronate esters, hydrophobicity-induced non-covalent interactions involving mono(boronate ester) intermediates produced by the dehydration of 2 and 3, may be responsible for the selective cyclization in MeOH. We found that these boronate macrocycles formed emissive nanoparticles of 1a (λem = 483 nm, λex = 365 nm, ΦF = 31%) and 1b (λem = 539 nm, λex = 365 nm, ΦF = 11%) in H2O, with average diameters of 312 ± 44.6 nm and 146 ± 25.5 nm, respectively. The dynamic features of these particles endow them with reversible thermoresponsive properties; indeed, emissiveness responded linearly to temperature over the tested range. The hysteresis-free temperature sensitivity (S) of the 1a-based nanoparticles was determined to be 0.75% K?1 in H2O. Such behavior was rationalized by dynamic light scattering (DLS) experiments, which facilitated the detection of particle-size changes in response to temperature. As a control, bis(pinacolboryl)-appended TPE 6, which does not form nanoparticles in H2O, was poorly responsive to changes in temperature. Furthermore, effective emission quenching was observed upon addition of 2,6-dichloro-4-nitroaniline (DCN), a toxic pesticide, at a detection limit of 2.00 ppm in H2O/MeOH (3 : 2 v/v). Although DCN-induced quenching is ascribable to the nature of the TPE units, the self-assembled nanoparticle morphologies were altered upon addition of DCN, as determined by DLS and field-emission scanning electron microscopy (FE-SEM), and appeared to involve an Ostwald ripening process.
关键词: boronate macrocycles,tetraphenylethylene,thermoresponsive,nanoparticles,aggregation-induced emission,chemosensor
更新于2025-09-19 17:15:36
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Fused tetraphenylethylene-triphenylamine for efficient hole transporting materials in perovskite solar cells
摘要: Fused tetraphenylethylene-based hole transporting material shows higher power conversion efficiency and better stability compared with that of non-fused counterpart, and former molecule even outperforms the conventional spiro-OMeTAD.
关键词: power conversion efficiency,perovskite solar cells,hole transporting materials,tetraphenylethylene,triphenylamine
更新于2025-09-19 17:13:59
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Near-Infrared Microlasers from Self-assembled Spiropyrane-Based Microsphercial Caps
摘要: Near-infrared (NIR) microlasers play a significant role in telecommunication and biomedical tissue imaging. However, it remains a big challenge to realize NIR microlasers due to the difficulty in preparing highly efficient NIR luminescent materials and perfect optical resonators. Here we propose a molecular design strategy to creatively realize the first spiropyrane-based NIR microlasers with low threshold from self-assembled microsphercial caps. Tetraphenylethylene (TPE) moiety with a highly twisted conformation provides a large free volume to facilitate the photoisomerization process of spiropyrane (SP) and enhance NIR emission of merocyanine in the solid state. Moreover, self-assembled TPE-SP microsphercial caps simultaneously serve as gain media and resonating microcavities, providing optical gain and feedback for NIR laser oscillations with a low threshold (3.68 μJ/cm2). These results are beneficial for deeply understanding the SP microstructures-lasing emission characteristic relationship and provide a useful guideline for the rational molecular design of NIR microlasers with special functionalities.
关键词: tetraphenylethylene twisted conformation,spiropyrane,enhanced quantum yield,self-assembled microsphercial cap,NIR microlaser
更新于2025-09-11 14:15:04
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High-Energy Charge-Separated States by Reductive Electron Transfer Followed by Electron Shift in Tetraphenylethylene – Aluminum(III) Porphyrin – Fullerene Triad
摘要: A high potential supramolecular triad (TPE-AlPor?Im-C60) composed of aluminum(III) porphyrin (AlPor), fullerene (C60), and tetraphenylethylene (TPE) has been constructed. The fullerene and tetraphenylethylene units are bound axially to opposite faces of the porphyrin plane via coordination and covalent bonds, respectively. The ground and excited-state properties of the triad and reference dyads are studied using steady-state and time-resolved spectroscopic techniques. The transient data show that photoexcitation results in charge separation (CS) from tetraphenylethylene to the excited singlet state of the porphyrin (1AlPor*), generating high-energy (2.14 eV) charge-separated state, (TPE)?+-(AlPor)?? in toluene. A subsequent electron migration from the AlPor?? to fullerene generates a second high-energy (1.78 eV) charge-separated state (TPE)?+-AlPor?Im-(C60)??. The lifetime of the charge separation persists about 25 ns. The high energy stored in the form of charge-separated states along with its reasonable lifetimes makes these donor-acceptor systems potential electron-transporting catalysts to carry out energy-demanding photochemical reactions, especially in artificial photosynthesis for conversion of solar energy into chemical energy.
关键词: high-energy charge-separated states,aluminum(III) porphyrin,tetraphenylethylene,fullerene,reductive electron transfer,electron shift,triad
更新于2025-09-09 09:28:46