291279-43-1Relevant articles and documents
An aggregation-induced emission dye-powered afterglow luminogen for tumor imaging
Xu, Yan,Yang, Weitao,Yao, Defan,Bian, Kexin,Zeng, Weiwei,Liu, Kai,Wang, Dengbin,Zhang, Bingbo
, p. 419 - 428 (2020)
Semiconducting polymer (SP)-based afterglow luminogens are showing increasing potential for in vivo imaging because of their long-life luminescence and the associated benefits (e.g., zero-autofluorescence background and high signal-to-noise ratio). Howeve
Facile Synthesis of Red/NIR AIE Luminogens with Simple Structures, Bright Emissions, and High Photostabilities, and Their Applications for Specific Imaging of Lipid Droplets and Image-Guided Photodynamic Therapy
Wang, Dong,Su, Huifang,Kwok, Ryan T. K.,Shan, Guogang,Leung, Anakin C. S.,Lee, Michelle M. S.,Sung, Herman H. Y.,Williams, Ian D.,Lam, Jacky W. Y.,Tang, Ben Zhong
, (2017)
Red/near-infrared (NIR) fluorescent molecules with aggregation-induced emission (AIE) characteristics are of great interest in bioimaging and therapeutic applications. However, their complicated synthetic approaches remain the major barrier to implementing these applications. Herein, a one-pot synthetic strategy to prepare a series of red/NIR-emissive AIE luminogens (AIEgens) by fine-tuning their molecular structures and substituents is reported. The obtained AIEgens possess simple structures, good solubilities, large Stokes shifts, and bright emissions, which enable their applications toward in vitro and in vivo imaging without any pre-encapsulation or -modification steps. Excellent targeting specificities to lipid droplets (LDs), remarkable photostabilities, high brightness, and low working concentrations in cell imaging application make them remarkably impressive and superior to commercially available LD-specific dyes. Interestingly, these AIEgens can efficiently generate reactive oxygen species upon visible light irradiation, endowing their effective application for photodynamic ablation of cancer cells. This study, thus, not only demonstrates a facile synthesis of red/NIR AIEgens for dual applications in simultaneous imaging and therapy, but also offers an ideal architecture for the construction of AIEgens with long emission wavelengths.
FLUORESCENT COMPOUNDS WITH WIDE COLOR TUNABILITY AND AGGREGATION-INDUCED EMISSION CHARACTERISTICS
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Page/Page column 28; 39-40, (2020/07/31)
The present subject matter relates to fluorescent compounds that have aggregation-induced emission (AIE) characteristics and tunable emission colors. The emission range of these compounds covers the whole visible region and extends to the near infrared (N
Facile synthesis of AIEgens with wide color tunability for cellular imaging and therapy
Xu, Wenhan,Lee, Michelle M. S.,Zhang, Zhihan,Sung, Herman H. Y.,Williams, Ian D.,Kwok, Ryan T. K.,Lam, Jacky W. Y.,Wang, Dong,Tang, Ben Zhong
, p. 3494 - 3501 (2019/03/28)
Luminogens with aggregation-induced emission (AIE) characteristics are nowadays undergoing explosive development in the fields of imaging, process visualization, diagnosis and therapy. However, exploration of an AIE luminogen (AIEgen) system allowing for extremely wide color tunability remains challenging. In this contribution, the facile synthesis of triphenylamine (TPA)-thiophene building block-based AIEgens having tunable maximum emission wavelengths covering violet, blue, green, yellow, orange, red, deep red and NIR regions is reported. The obtained AIEgens can be utilized as extraordinary fluorescent probes for lipid droplet (LD)-specific cell imaging and cell fusion assessment, showing excellent image contrast to the cell background and high photostability, as well as satisfactory visualization outcomes. Interestingly, quantitative evaluation of the phototherapy effect demonstrates that one of these presented AIEgens, namely TTNIR, performs well as a photosensitizer for photodynamic ablation of cancer cells upon white light irradiation. This study thus provides useful insights into rational design of fluorescence systems for widely tuning emission colors with high brightness, and remarkably extends the applications of AIEgens.
FLUORESCENT COMPOUNDS FOR LIPID DROPLET IMAGING AND IMAGE-GUIDED PHOTODYNAMIC THERAPY
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Page/Page column 18, (2019/04/16)
Fluorescent compounds that have aggregation-induced emission (AIE) characteristics and exhibit near infrared absorption. The compounds can be synthesized using a one-pot synthetic approach. The compounds can be utilized as LD-specific bio-probes in cell imaging and in vivo zebrafish-imaging, with high photostability and brightness. In addition, the compounds can efficiently generate reactive oxygen species (ROS) in vivo when irradiated with white light. As such, the compounds can be effective in killing cancer cells through photodynamic therapy (PDT) processes.
PHOTOELECTRIC CONVERSION ELEMENT, TWO-DIMENSIONAL SENSOR, IMAGE SENSOR, AND IMAGING APPARATUS
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Paragraph 0257; 0425, (2018/01/02)
PROBLEM TO BE SOLVED: To provide an organic compound which is capable of photoelectric conversion in a wide range of the visible light region and is excellent in thermal stability. SOLUTION: The organic compound is represented by formula [1] [Ar1 and Ar2 are each independently a substituted/unsubstituted C6-18 aryl group or a substituted/unsubstituted C3-15 heteroaryl group; R1-R3 are each independently H, a halogen, an alkyl group, or the like; R4 is an electron-withdrawing substituent having an unsaturated bond at least at the α-position; X1 is O or S; and Y1-Y3 are each independently C or N]. SELECTED DRAWING: None COPYRIGHT: (C)2018,JPOandINPIT
Rapid and green synthesis of complementary D-A small molecules for organic photovoltaics
Grolleau, Jérémie,Gohier, Frédéric,Allain, Magali,Legoupy, Stéphanie,Cabanetos, Clément,Frère, Pierre
, p. 322 - 328 (2017/01/09)
Two push-pull molecules with close molecular structures have been synthesized through two green steps, direct heteroarylation and Knoevenagel condensation. The electronic properties and the basic bilayer heterojunction solar cells demonstrate that the two
Small molecular push-pull donors for organic photovoltaics: effect of the heterocyclic π-spacer
Labrunie, Antoine,Jiang, Yue,Baert, Fran?ois,Leliège, Antoine,Roncali, Jean,Cabanetos, Clément,Blanchard, Philippe
, p. 102550 - 102554 (2015/12/08)
A series of (D-π-A) small push-pull molecules involving a triphenylamine electron-rich group (D) connected to a dicyanovinyl electron-deficient unit (A) through different chalcogenophene type π-connectors has been synthesized. Optical and electrochemical results reveal that the replacement of furan by thiophene and selenophene leads to a progressive decrease of the optical band gap of the material and to a parallel increase of hole mobility and power conversion efficiency (PCE). Thus, a PCE of 3.33% has been obtained for a simple air-processed solar cell involving the selenophene-based donor and the [6,6]-phenyl-C61-butyric acid methyl ester (PC61BM) as the acceptor.
Tuning photophysical properties of triphenylamine and aromatic cyano conjugate-based wavelength-shifting compounds by manipulating intramolecular charge transfer strength
Li, Yilin,Ren, Tianhui,Dong, Wen-Ji
, p. 1 - 9 (2015/09/01)
A series of triphenylamine-based aromatic cyano compounds have been synthesized as red-emitting fluorophores with large Stokes shifts in both solution (>100 nm in CHCl3) and solid state (>150 nm in film). Intramolecular charge transfer (ICT) properties of the synthesized compounds are examined using UV-Vis absorptions, photoluminescence measurements and solvatochromic studies. Our studies suggest that Stokes shifts of these compounds can be fine-tuned by manipulating the ICT strength between donor and acceptor with various electronic donating groups, and the largest Stokes shifts are typically associated with compounds that have the strong ICT characters. The observed spectroscopic properties of the compounds are consistent with theoretical calculations using density function theory (DFT) or time-dependent density function theory (TD-DFT). The calculations suggest that the ICT occurs from localized HOMO to localized LUMO with magnitudes of 60-80%. The relative quantum yields of these fluorophores in solution are various and highly solvent dependent. In solid state, the quantum yields of the compounds are significantly increased and some can reach to 0.40.
Structural modulation of internal charge transfer in small molecular donors for organic solar cells
Leliege, Antoine,Regent, Charles-Henri Le,Allain, Magali,Blanchard, Philippe,Roncali, Jean
, p. 8907 - 8909 (2012/11/14)
Donor-acceptor molecules with small chain extension have been synthesized and used as active material in organic solar cells. The effect of fusion of a phenyl group on the end dicyanovinylene acceptor is discussed.
