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Ben Zhong Tang - One of the best experts on this subject based on the ideXlab platform.
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Supramolecular materials based on AIE luminogens (AIEgens): construction and applications.
Chemical Society reviews, 2020Co-Authors: Jianxing Wang, Nan Song, Dong Wang, Ben Zhong TangAbstract:The emergence of aggregation-induced emission luminogens (AIEgens) has significantly stimulated the development of luminescent supramolecular materials because their strong emissions in the Aggregated State have resolved the notorious obstacle of the aggregation-caused quenching (ACQ) effect, thereby enabling AIEgen-based supramolecular materials to have a promising prospect in the fields of luminescent materials, sensors, bioimaging, drug delivery, and theranostics. Moreover, in contrast to conventional fluorescent molecules, the configuration of AIEgens is highly twisted in space. Investigating AIEgens and the corresponding supramolecular materials provides fundamental insights into the self-assembly of nonplanar molecules, drastically expands the building blocks of supramolecular materials, and pushes forward the frontiers of supramolecular chemistry. In this review, we will summarize the basic concepts, seminal studies, recent trends, and perspectives in the construction and applications of AIEgen-based supramolecular materials with the hope to inspire more interest and additional ideas from researchers and further advance the development of supramolecular chemistry.
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tetraphenylbenzosilole an aie building block for deep blue emitters with high performance in nondoped spin coating oleds
Journal of Organic Chemistry, 2020Co-Authors: Weiqiang Feng, Ben Zhong Tang, Qiang Su, Zoran Džolic, Fei Huang, Zhiming Wang, Shuming ChenAbstract:1,1,2,3,4,5-Hexaphenylsilole (HPS) is a star building block of aggregation-induced emission luminogens (AIEgens) in constructing OLED emitters. However, their development is obstructed by their complicated preparation and difficulty of achieving blue/deep-blue emission via structure modification and tuning. In this study, a benzo-group modification strategy was adopted to increase the skeleton rigidity and reduce the vibrational–rotational motion of peripheral substituted phenyl groups. The resulting building block, named tetraphenylbenzosilole (TPBS), was synthesized easily via a silyl radical cascade process with intermolecular radical cyclization. After the structure of the reaction substrate was tuned, four TPBS-based derivatives were obtained which not only inherited AIE characteristics from HPS but also exhibited high-efficiency deep-blue emission in the Aggregated State thanks to their tuned HOMOs/LUMOs. Similar to HPS, propeller-like conformations in their single crystals were observed. In nondope...
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red emissive azabenzanthrone derivatives for photodynamic therapy irradiated with ultralow light power density and two photon imaging
Chemical Science, 2018Co-Authors: Qiguang Zang, Ben Zhong Tang, Jun QianAbstract:Photodynamic therapy has proved to be an effective strategy for cancer therapy, and advanced photosensitizers for image-guided photodynamic therapy require biocompatibility, intense absorption, high ROS generation efficiency, phototoxicity, low irradiation power density and efficient emission. In this work, four red emissive azabenzanthrone derivatives have been designed and synthesized, which generally exhibit efficient Aggregated State emission. Through structural optimization, 3-diphenylamino-11-azabenzanthrone was found to show satisfactory photo-induced ROS generation and high emission efficiency in the Aggregated State. Under the irradiation of a white LED lamp with an ultralow power density of 1.67 mW cm−2, this compound demonstrates significant photo-induced cytotoxicity toward HeLa cells. Moreover, deep tissue penetration can be realized by two-photon imaging of mouse brain vessels with these azabenzanthrone derivatives at vertical depths of up to 280 μm, attributed to the large emission wavelength and efficient emission.
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red emitting salicylaldehyde schiff base with aie behaviour and large stokes shift
Chinese Chemical Letters, 2018Co-Authors: Junyi Gong, Jacky Wing Yip Lam, Peifa Wei, Xing Feng, Dongzhou Zhang, Xiangzhi Song, Ben Zhong TangAbstract:Abstract Three salicylaldehyde Schiff base (SSB), iso -PBP, PBP and EPB, were facilely synthesized and exhibited aggregation-induced emission. The introduction of C = N-N = C moiety in these SSB dyes largely extend the conjugation system and push their emission to yellow to red spectral region. These SSB dyes were negligibly fluorescent in dilute THF solution. In THF/water mixtures with high water fractions, they displayed strong yellow to red fluorescence (up to 617 nm) and large Stokes shifts (up to 152 nm). Single crystal analysis on EBP showed the longer emission of in Aggregated State was attributed to the molecular packing effect as compared with that in dilute solution. The bio-imaging application indicated EBP could specifically accumulate in lipid droplets in living cells.
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multiple yet controllable photoswitching in a single aiegen system
Journal of the American Chemical Society, 2018Co-Authors: Peifa Wei, Jacky Wing Yip Lam, Junyi Gong, Jingxuan Zhang, Zheng Zhao, Yuncong Chen, Ming Chen, Ho Yung Sung, Ian D Williams, Ben Zhong TangAbstract:Seeking new methods to obtain elaborate artificial on-demand photoswitching with multiple functionalities remains challenging. Most of the systems reported so far possess only one specific function and their nonemissive nature in the Aggregated State inevitably limit their applications. Herein, a tailored cyanostilbene-based molecule with aggregation-induced emission characteristic was synthesized and was found to exhibit efficient, multiple and controllable photoresponsive behaviors under different conditions. Specifically, three different reactions were involved: (i) reversible Z/E isomerization under room light and thermal treatment in CH3CN, (ii) UV-induced photocyclization with a concomitant dramatic fluorescence enhancement, and (iii) regio- and stereoselective photodimerization in aqueous medium with microcrystal formation. Experimental and theoretical analyses gave visible insights and detailed mechanisms of the photoreaction processes. Fluorescent 2D photopattern with enhanced signal-to-backgroun...
Bin Liu - One of the best experts on this subject based on the ideXlab platform.
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effect of solvent on the solution State of conjugated polymer p7dpf including single chain to Aggregated State structure formation dynamic evolution and related mechanisms
Macromolecules, 2020Co-Authors: Hao Zhang, Bin Liu, Jinyi Lin, Linghai XieAbstract:The effect of solvent on the bulky polydiarylfluorene poly[4-(n-alkoxy)-9,9-diphenylfluoren-2,7-diyl]-co-[5-(n-alkoxy)-9,9-diphenylfluoren-2,7-diyl] (P7DPF) solution State including single-chain to...
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functionality and versatility of aggregation induced emission luminogens
Applied physics reviews, 2017Co-Authors: Guangxue Feng, Ben Zhong Tang, Ryan T K Kwok, Bin LiuAbstract:Breakthrough innovations in light-emitting materials have opened new exciting avenues for science and technology over the last few decades. Aggregation-induced emission (AIE) represents one of such innovations. It refers to a unique light-emitting phenomenon, in which luminescent materials that are non-emissive in molecular State can be induced to emit efficiently in Aggregated State. The design and development of AIE luminogens (AIEgens) have overcome technical and fundamental limitations that exist in conventional light-emitting materials, and thus generate great opportunities for various applications. In this review, we aim to introduce the wonderful world of AIE to scientists from different disciplines by summarizing the recent progress made in this exciting research field. The mechanistic analyses and the working principles of the AIE processes are first elaborated, which reveal the restriction of intramolecular motions as the main cause for the AIE effect. The different molecular engineering strateg...
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one step formulation of targeted aggregation induced emission dots for image guided photodynamic therapy of cholangiocarcinoma
ACS Nano, 2017Co-Authors: Yang Gao, Ben Zhong Tang, Bin Liu, Youyong Yuan, Zifang Song, Qi Chang ZhengAbstract:Photodynamic therapy (PDT) is a palliative technique that can improve median survival with minimal invasion for cholangiocarcinoma (CC) patients. An ideal photosensitizer (PS) is critical to guarantee the efficacy of PDT. However, conventional PSs have some obvious drawbacks, such as lack of specificity and easy aggregation in aqueous media that limit their further application in the clinic. We herein fully take advantage of a red emissive aggregation-induced emission (AIE) PS to fabricate integrin ανβ3 targeted organic AIE dots for image-guided PDT via a simple and straightforward one-step strategy. The obtained AIE dots exhibit high specificity to CC as well as excellent antitumor effect both in vitro and in vivo. Different from conventional PSs and previously reported PS-loaded nanostructures, the AIE dots do not suffer from aggregation-caused fluorescence quenching and reduction in reactive oxygen species production when the AIE PS molecules are in an Aggregated State. The significant antitumor effect...
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dual targeted activatable photosensitizers with aggregation induced emission aie characteristics for image guided photodynamic cancer cell ablation
Journal of Materials Chemistry B, 2016Co-Authors: Youyong Yuan, Bin Liu, Chongjing Zhang, Ruoyu ZhangAbstract:The currently available photosensitizers (PSs) for photodynamic therapy (PDT) can easily lead to undesirable normal cell death due to their intrinsic photo-toxicity and lack of selectivity for cancer cells. Activatable PSs with high therapeutic efficiency towards cancer cells but minimized side effects on normal cells are thus highly desirable. In this work, we developed a probe with dual-targeted activatable PSs that can recognize and ablate cancer cells with high selectivity. The probe is composed of a fluorophore with aggregation-induced emission (AIE) characteristics which can be used as an imaging agent as well as a PS, a quencher moiety that can be cleaved upon encountering biothiols, and a cyclic arginine–glycine–aspartic acid (cRGD) tripeptide for targeting cancer cells with overexpressed αvβ3 integrin. The probe itself is non-fluorescent and its ability to generate reactive oxygen species (ROS) is prohibited. However, it could be selectively activated to offer specific fluorescence turn-on with efficient ROS generation in the Aggregated State, which was used to ablate cancer cells overexpressing both αvβ3 integrin receptors and glutathione. As compared to conventional activatable PSs which show quenched fluorescence and reduced ROS generation in the Aggregated State, the dual-selection process with enhanced fluorescence and efficient ROS generation of the activated AIE probe in Aggregated State offers a high signal-to-background ratio for MDA-MB-231 cancer cell imaging and ablation. This strategy thus opens up new opportunities for designing activatable PSs with high selectivity and low intrinsic photo-toxicity for photodynamic cancer cell ablation.
Jacky Wing Yip Lam - One of the best experts on this subject based on the ideXlab platform.
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red emitting salicylaldehyde schiff base with aie behaviour and large stokes shift
Chinese Chemical Letters, 2018Co-Authors: Junyi Gong, Jacky Wing Yip Lam, Peifa Wei, Xing Feng, Dongzhou Zhang, Xiangzhi Song, Ben Zhong TangAbstract:Abstract Three salicylaldehyde Schiff base (SSB), iso -PBP, PBP and EPB, were facilely synthesized and exhibited aggregation-induced emission. The introduction of C = N-N = C moiety in these SSB dyes largely extend the conjugation system and push their emission to yellow to red spectral region. These SSB dyes were negligibly fluorescent in dilute THF solution. In THF/water mixtures with high water fractions, they displayed strong yellow to red fluorescence (up to 617 nm) and large Stokes shifts (up to 152 nm). Single crystal analysis on EBP showed the longer emission of in Aggregated State was attributed to the molecular packing effect as compared with that in dilute solution. The bio-imaging application indicated EBP could specifically accumulate in lipid droplets in living cells.
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multiple yet controllable photoswitching in a single aiegen system
Journal of the American Chemical Society, 2018Co-Authors: Peifa Wei, Jacky Wing Yip Lam, Junyi Gong, Jingxuan Zhang, Zheng Zhao, Yuncong Chen, Ming Chen, Ho Yung Sung, Ian D Williams, Ben Zhong TangAbstract:Seeking new methods to obtain elaborate artificial on-demand photoswitching with multiple functionalities remains challenging. Most of the systems reported so far possess only one specific function and their nonemissive nature in the Aggregated State inevitably limit their applications. Herein, a tailored cyanostilbene-based molecule with aggregation-induced emission characteristic was synthesized and was found to exhibit efficient, multiple and controllable photoresponsive behaviors under different conditions. Specifically, three different reactions were involved: (i) reversible Z/E isomerization under room light and thermal treatment in CH3CN, (ii) UV-induced photocyclization with a concomitant dramatic fluorescence enhancement, and (iii) regio- and stereoselective photodimerization in aqueous medium with microcrystal formation. Experimental and theoretical analyses gave visible insights and detailed mechanisms of the photoreaction processes. Fluorescent 2D photopattern with enhanced signal-to-backgroun...
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aggregation induced emission of tetraphenylethene hexaphenylbenzene adducts effects of twisting amplitude and steric hindrance on light emission of nonplanar fluorogens
Chemistry: A European Journal, 2013Co-Authors: Jacky Wing Yip Lam, Ben Zhong Tang, Yi Liu, Xiaoa ZhangAbstract:A series of nonplanar tetraphenylethene (TPE)-hexaphenylbenzene (HPB) adducts was designed and synthesized by Diels-Alder reaction of the acetylene precursors and tetraphenylcyclopentadienone. All of the adducts showed aggregation-induced emission features. The twisting amplitude and steric hindrance of the TPE and HPB units were found to play a crucial role in their fluorescence behaviors in the Aggregated State.
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a new route to functional polymers atom economical synthesis of poly pyrazolylnaphthalene s by rhodium catalyzed oxidative polycoupling of phenylpyrazole and internal diynes
Polymer Chemistry, 2013Co-Authors: Meng Gao, Ben Zhong Tang, Jacky Wing Yip Lam, Yajing LiuAbstract:A new route for atom-economical synthesis of functional polymers was developed. Oxidative polycoupling of 3,5-dimethyl-1-phenylpyrazole with 4,4′-(α,ω-alkylenedioxy) bis(diphenylacetylene)s and 1,2-diphenyl-1,2-bis[4-(phenylethynyl)phenyl]ethene, respectively, were catalyzed by [Cp*RhCl2]2, 1,2,3,4-tetraphenylcyclopenta-1,3-diene and copper(II) acetate in dimethylformamide under stoichiometric imbalance conditions, affording soluble poly(pyrazolylnaphthalene)s in satisfactory yields (isolation yield up to 82%) with high molecular weights (Mw up to 35 700). All the polymers were thermally stable, losing little of their weight at high temperatures of 323–422 °C. They possessed good film-forming property and their thin solid films showed high refractive indices (RI = 1.747 − 1.593) in a wide wavelength region of 400–1000 nm. The polymer carrying tetraphenylethene units displayed a phenomenon of aggregation-induced emission and showed enhanced light emission in the Aggregated State. The emission of its nanoaggregates could be quenched efficiently by picric acid in both solution and solid States, suggesting that it is a promising sensitive chemosensor for detecting explosives for real-world applications.
Zhenguo Chi - One of the best experts on this subject based on the ideXlab platform.
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synthesis and properties of a new class of aggregation induced enhanced emission compounds intense blue light emitting triphenylethylene derivatives
Dyes and Pigments, 2015Co-Authors: Cong Liu, Guang Shi, Haiyuan Luo, Song Zhang, Zhenguo ChiAbstract:Abstract A new series of fluorescent carbazole derivatives bearing linear alkyl chains with aggregation-enhanced emission properties have been synthesized. The compounds were fully characterized by elemental analysis, mass spectrometry and nuclear magnetic resonance spectroscopy. The compounds have high decomposition temperatures of 310–361 °C and exhibit intense blue fluorescence with maximum emission wavelengths at 445–473 nm. All the compounds emit weakly in solutions, but become strong emitters in the Aggregated State and the photoluminescence intensity values increase up to 14 fold. An emitting device was fabricated using one of the compounds in the emitting layer which exhibits good electroluminescent performance with a blue emission color (λ = 478 nm), a turn-on voltage of 3.6 V and a maximum luminance of 1463 cd/m2.
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deep blue luminescent compound that emits efficiently both in solution and solid State with considerable blue shift upon aggregation
Journal of Materials Chemistry C, 2014Co-Authors: Yiwu Liu, Yi Zhang, Qi Lan, Chuansen Chen, Siwei Liu, Zhenguo Chi, Long Jiang, Xudong ChenAbstract:We have designed and synthesized a novel deep-blue luminescent compound (WuFDA), which can emit efficiently both in solution and in the Aggregated State; the fluorescence emission maximum of WuFDA in the Aggregated State shows a remarkable blue-shift from that shown in the dilute solution. Moreover, WuFDA shows interesting fluorescent behaviour in mixed solvent systems of THF–H2O, and a solvent effect in different polar solvents. These unusual phenomena have been interpreted by studies of the single crystalline structure of WuFDA and density functional theory (DFT) investigations. The special chemical structure (containing a planar conjugated fluorene core and strong polar groups (–NH and –F)) and their location in the molecule formed a typical non-planar D–π–A molecule with strong internal charge transfer (ICT). Such a polar molecule possesses the ability to form hydrogen bond interactions with itself, as well as with the polar solvents. Both the ICT effect and the intermolecular hydrogen bond interactions play very important roles in the geometrical manner of aggregation and the fluorescent behaviours of the WuFDA. In addition, WuFDA exhibited good thermal stability, with 5% and 10% weight-loss temperatures (Td) of WuFDA in nitrogen of 399 and 414 °C, respectively, and the glass transition temperature (Tg) was about 161 °C.
Hongwei Hou - One of the best experts on this subject based on the ideXlab platform.
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2 5 bis 4 alkoxycarbonylphenyl 1 4 diaryl 1 4 dihydropyrrolo 3 2 b pyrrole aapp aiegens tunable rir and tict characteristics and their multifunctional applications
Chemical Science, 2017Co-Authors: Yuanyuan Liu, Qi Feng, Hongwei Hou, Ben Zhong TangAbstract:Aggregation-induced emission luminogens (AIEgens) have attracted extensive interest for their outstanding luminescence properties in the Aggregated State and even in the solid State. In this work, we developed a series of novel AIEgens based on 2,5-bis(4-alkoxycarbonylphenyl)-1,4-diaryl-1,4-dihydropyrrolo[3,2-b]pyrrole (AAPP). The AIEgens can be facilely synthesized through a single-step reaction under mild conditions with satisfactory yields. Interestingly, AAPP was found to have multiple luminous mechanisms that result in variable fluorescence properties. The propeller-like structure of AAPP enables a restricted intramolecular rotation (RIR) process which significantly enhances its fluorescence in the Aggregated State (i.e. AIE fluorescence). In addition, there is a donor-acceptor interaction between the heterocycle center and the alkoxycarbonyl units in AAPP which allows a typical twisted intramolecular charge transfer (TICT) process in the dispersed State, resulting in strong fluorescence emissions in non-polar or low-polarity solvents but fluorescence quenching in high-polarity solvents. Due to the tunable RIR and TICT processes and the multiple fluorescence, AAPP compounds exhibit multifunctional applications: (1) as a reversible fluorescent thermometer, AAPP exhibited excellent fatigue resistance. There was a good linear relationship between its fluorescence intensity and temperature from 10 °C to 60 °C. (2) The desethyl AAPP derivative (CAPP) was successfully applied in the detection of Cd(ii) in aqueous solution at neutral pH, and showed a 500-fold fluorescence "turn-on" response to Cd(ii) with good selectivity.
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multiple color aggregation induced emission aie molecules as chemodosimeters for ph sensing
Chemical Communications, 2016Co-Authors: Qi Feng, Lili Wang, Jinmin Wang, Yuanyuan Liu, Hongwei HouAbstract:A series of 4-N,N-dimethylaminoaniline salicylaldehyde Schiff-base derivatives (DAS) were facilely prepared. They exhibit typical AIE properties with various fluorescence emissions and high fluorescence quantum yields in an Aggregated State. DAS exhibit unique pH-dependent optical properties, which indicated their potential applications in pH sensing.