4863-90-5Relevant academic research and scientific papers
Tetraphenylethene-Based Conjugated Fluoranthene: A Potential Fluorescent Probe for Detection of Nitroaromatic Compounds
Chandrasekaran, Yogesh,Venkatramaiah, Nutalapati,Patil, Satish
, p. 5288 - 5294 (2016)
This study reports the synthesis and photophysical properties of a star-shaped, novel, fluoranthene-tetraphenylethene (TFPE) conjugated luminogen, which exhibits aggregation-induced blue-shifted emission (AIBSE). The bulky fluoranthene units at the periph
Synthesis and Properties of BODIPY Appended Tetraphenylethylene Scaffolds as Photoactive Arrays
Sample, Harry C.,Emandi, Ganapathi,Twamley, Brendan,Grover, Nitika,Khurana, Bhavya,Sol, Vincent,Senge, Mathias O.
, p. 4136 - 4143 (2021)
Tetraphenylethylene (TPE) and its derivatives exhibit excellent aggregation-induced emission (AIE) properties. The TPE unit is easily accessible, and many functional groups can be introduced in a facile manner to yield effective luminescent materials in both solution and the solid-state. It is because of this, several TPE-based compounds have been developed and applied in many areas, such as OLEDs and chemical sensors. Boron dipyrromethenes (BODIPYs) are a class of pyrrolic fluorophore of great interest with myriad application in both material science and biomedical applications. Through the combination of Pd-catalyzed cross-coupling reactions and traditional dipyrromethene chemistry, we present the syntheses of novel tetra-BODIPY-appended TPE derivatives with different distances between the TPE and BODIPY cores. The TPE-BODIPY arrays 6 and 9 show vastly differing AIE properties in THF/H2O systems, with 9 exhibiting dual-AIE, along with both conjugates being found to produce singlet oxygen (1O2). We presume the synthesized BODIPY-appended TPE scaffolds to be utilized for potential applications in the fields of light-emitting systems and theranostics.
A tetravalent sialic acid-coated tetraphenylethene luminogen with aggregation-induced emission characteristics: design, synthesis and application for sialidase activity assay, high-throughput screening of sialidase inhibitors and diagnosis of bacterial vaginosis
Liu, Guang-jian,Wang, Beihan,Wang, Shu,Xing, Guo-wen,Yang, Xiaoli,Zhang, Yuan
, p. 10691 - 10694 (2018)
We report a turn-on tetravalent sialic acid-coated tetraphenylethene luminogen (TPE4S) with excellent hydrophilicity, good stability, high sensitivity and unique selectivity towards sialidases, and the maximum fluorescence enhancement was ~40 fold. More importantly, TPE4S was successfully utilized for the screening of sialidase inhibitors and diagnosis of bacterial vaginosis.
Solid-State Chemical Transformations to Enhance Gas Capture in Benzoxazine-Linked Conjugated Microporous Polymers
Mohamed, Mohamed Gamal,Chen, Tzu-Chun,Kuo, Shiao-Wei
, p. 5866 - 5877 (2021)
We describe the first examples of benzoxazine (BZ)-linked tetraphenylethylene (TPE)-and pyrene (Py)-containing conjugated microporous organic polymers (CMPs)-TPE-TPE-BZ and Py-TPE-BZ, respectively-having high surface areas and pore volumes, prepared through multistep syntheses (Schiff base, reduction, Mannich, and Sonogashira-Hagihara coupling), and their solid-state transformations through ring-opening polymerizations (ROPs) to give BZ linkages have never been reported previously. The chemical structures and, particularly, the presence of BZ units in the TPE-TPE-BZ and Py-TPE-BZ CMPs were confirmed through Fourier transform infrared and solid-state nuclear magnetic resonance spectroscopic analyses. The TEP-TPE-BZ CMP had a high BET specific surface area and a high total pore volume (325 m2 g-1 and 0.69 cm3 g-1, respectively). Because BZ units can undergo ROP through simple thermal treatment without the need for a curing agent or catalyst, the CMPs readily underwent one-step chemical transformations in the solid state to form new CMPs featuring phenolic OH and Mannich bridges as functional groups capable of forming strong intermolecular hydrogen bonds and/or acid/base interactions with molecules of CO2 gas to enhance the gas uptake ability.
Efficient access to materials-oriented aromatic alkynes: Via the mechanochemical Sonogashira coupling of solid aryl halides with large polycyclic conjugated systems
Feng, Chi,Gao, Yunpeng,Ito, Hajime,Kubota, Koji,Seo, Tamae
, p. 430 - 438 (2022/01/22)
Sonogashira coupling represents an indispensable tool for the preparation of organic materials that contain C(sp)-C(sp2) bonds. Improving the efficiency and generality of this methodology has long been an important research subject in materials science. Here, we show that a high-temperature ball-milling technique enables the highly efficient palladium-catalyzed Sonogashira coupling of solid aryl halides that bear large polyaromatic structures including sparingly soluble substrates and unactivated aryl chlorides. In fact, this new protocol provides various materials-oriented polyaromatic alkynes in excellent yield within short reaction times in the absence of bulk reaction solvents. Notably, we synthesized a new luminescent material via the mechanochemical Sonogashira coupling of poorly soluble Vat Red 1 in a much higher yield compared to those obtained using solution-based conditions. The utility of this method was further demonstrated by the rapid synthesis of a fluorescent metal-organic framework (MOF) precursor via two sequential mechanochemical Sonogashira cross-coupling reactions. The present study illustrates the great potential of Sonogashira coupling using ball milling for the preparation of materials-oriented alkynes and for the discovery of novel functional materials.
Halogen Bonding Tetraphenylethene Anion Receptors: Anion-Induced Emissive Aggregates and Photoswitchable Recognition
Beer, Paul D.,Davis, Jason J.,Docker, Andrew,Kuhn, Heike,Langton, Matthew J.,Shang, Xiaobo,Yuan, Daohe,Zhang, Zongyao
supporting information, p. 19442 - 19450 (2021/07/31)
A series of tetraphenylethene (TPE) derivatives functionalized with highly potent electron-deficient perfluoroaryl iodo-triazole halogen bond (XB) donors for anion recognition are reported. 1H NMR titration experiments, fluorescence spectroscopy, dynamic light scattering measurements, TEM imaging and X-ray crystal structure analysis reveal that the tetra-substituted halogen bonding receptor forms luminescent nanoscale aggregates, the formation of which is driven by XB-mediated anion coordination. This anion-coordination-induced aggregation effect serves as a powerful sensory mechanism, capable of luminescence chloride sensing at parts per billion concentration. Furthermore, the doubly substituted geometric isomers act as unprecedented photoswitchable XB donor anion receptors, where the composition of the photostationary state can be modulated by the presence of a coordinating halide anion.
Tetrastyrene compounds containing sialic acid glycosyl units, and preparation method and application thereof
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Paragraph 0031-0032, (2019/07/04)
The invention relates to detection of sialidase activity by an aggregation induced luminescence probe. In particular, the invention relates to two tetrastyrene compounds containing sialic acid glycosyl units, and a preparation method and an application th
Water-soluble Glucosamine-coated AIE-Active Fluorescent Organic Nanoparticles: Design, Synthesis and Assembly for Specific Detection of Heparin Based on Carbohydrate–Carbohydrate Interactions
Ji, Yan-ming,Liu, Guang-jian,Li, Cui-yun,Liu, Yi-chen,Hou, Min,Xing, Guo-wen
, p. 3295 - 3300 (2019/11/05)
Two water-soluble carbohydrate-coated AIE-activate fluorescent organic nanoparticles TPE3G and TPE4G were designed and synthesized for the detection of heparin. Different from the reported strategy, we not only utilized the general detection mechanism of
White-Light Emission from Dual-Way Photon Energy Conversion in a Dye-Encapsulated Metal–Organic Framework
Wang, Zheng,Zhu, Cheng-Yi,Mo, Jun-Ting,Fu, Peng-Yan,Zhao, Yan-Wu,Yin, Shao-Yun,Jiang, Ji-Jun,Pan, Mei,Su, Cheng-Yong
supporting information, p. 9752 - 9757 (2019/07/08)
The design of white-light phosphors is attractive in solid-state lighting (SSL) and related fields. A new strategy in obtaining white light emission (WLE) from dual-way photon energy conversion in a series of dye?MOF (LIFM-WZ-6) systems is presented. Besi
Functionalized metal-organic framework compounds, complexes formed therefrom, and methods of preparation and use thereof
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Paragraph 0070-0071; 0080-0081, (2019/10/01)
The invention discloses a functionalized metal-organic framework compounds, complexes formed therefrom, and methods of preparation and use thereof, wherein the molecular formula of the functionalizedmetal-organic framework compound is C36H22N7O4Zn, and th
