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TPE
RSC Advances · 2018 ·Vol. 8 ·期 35 ·19701-19706 · IF 2.936

A highly selective TPE-based AIE fluorescent probe is developed for the detection of Ag+

Zhixiang Lu,Yunming Liu,Shuhan Lu,Yuan Li,Xiaolan Liu,Yu Qin,Liyan Zheng

The detection of Ag+ in the environment is very important to determine the level of pollution from silver complexes, which have caused various human health problems. Herein, an aggregation-induced emission (AIE) chromophore (tetraphenylethane, TPE) attached to a benzimidazole group (tetra-benzimidazole, TBI–TPE) is synthesized and utilized to detect Ag+ in the environment. The strong chelating effect between the benzimidazole group and Ag+ leads to the formation of aggregates, and strong yellow fluorescence signals were observed after adding Ag+ into a TBI–TPE solution. The stoichiometry of the complex of TBI–TPE and Ag+ was established to be 1 : 2 using photochemical and mass spectra measurements. The detection limit of the Ag+ assay is 90 nM with a linear range from 100 nM to 6 μM. This study provides a facile method to determine Ag+ in real environmental samples with satisfactory results.

研究领域: 环境科学 · 分析化学 · 生物医学
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MACROMOLECULES · 2019 · IF 5.997

High-Performance Emission/Color Dual-Switchable Polymer-Bearing Pendant Tetraphenylethylene (TPE) and Triphenylamine (TPA) Moieties

Ningwei Sun,Kaixin Su,Ziwei Zhou,Xuzhou Tian,Zhao Jianhua,Danming Chao,Daming Wang,Franziska Lissel,Xiaogang Zhao,Chunhai Chen

Electrofluorochromic (EFC) materials have aroused great interest owing to their interesting ability of tuning fluorescence in response to the applied potential. However, some crucial characteristics, such as response speed, fluorescence contrast, and switching stability, are still not well realized to meet the requirements of practical applications. Herein, we designed and synthesized a novel polyamide-bearing aggregation-induced emission (AIE)-active tetraphenylethylene (TPE) and a highly conjugated triphenylamine (TPA) pendant group. The rational combination of the highly conjugated TPA and TPE caused the resultant polymer to exhibit highly integrated electrochromic (EC) and EFC performances including multiple color-changing (colorless to green to blue), fast response speed (1.8/1.1 s for EC and 0.4/2.9 s for EFC process), high fluorescence contrast (82 at the duration time of 20 s), and excellent long-term stability over 300 cycles. The strategy of AIE functionality by combing a highly conjugated redox unit demonstrates a synergistic effect to prepare high-performance emission/color dual-switchable materials, greatly promoting their applications in sensors, smart windows, and displays.

研究领域: 材料科学 · 化学
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RSC Advances · 2018 ·Vol. 8 ·期 13 ·6798-6804 · IF 2.936

A novel biocompatible zwitterionic polyurethane with AIE effect for cell imaging in living cells

Junhuai Xu,Rui Yan,Haibo Wang,Zongliang Du,Jun Gu,Xu Cheng,Junjie Xiong

In this work, a novel and stable zwitterionic polymer (TPE-CB PUs) was prepared to realize a cellular imaging system. TPE was conjugated into the backbone of zwitterionic polyurethane, which could be well dispersed in aqueous solution and emitted strong blue fluorescence because the TPE segment was aggregated in the core of TPE-CB PUs micelles. More importantly, the TPE-CB PUs micelles showed significant stability in a large pH window and with different storage times. In addition, the micelles exhibited low cytotoxicity in HeLa cells and mainly distributed in the cytoplasm after being incubated with cells. The outstanding properties of TPE-CB PUs combining the merits of AIE and a zwitterionic segment highlight its potential for use as a cell imaging material with remarkable capability.

研究领域: 材料科学 · 生物医学工程 · 细胞生物学
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Materials Today Communications · 2020 · IF 2.678

Facile preparation of TPE/SiO2 flexible superhydrophobic composite film with acid corrosion resistance and stretchable recyclability

Bo Wang,Hongtao Liu,Chao Chen,Huaqiu Zhang,Chunchun Du,Lizao Zhou

Thermoplastic elastomers/silica (TPE/SiO 2 ) flexible superhydrophobic composite film was prepared by solvent blending and (Heptadecafluoro-1, 1, 2, 2-tetradecyl) trimethoxysilane (FAS-17) modification. The obtained TPE/17.5 % SiO 2 composite film has the best comprehensive performance, which can maintain superhydrophobicity under different tensile strains with large water contact angles of > 151.0° and small sliding angles of < 10.0°. After cyclic stretching for 200 % at strain for 500 times, the composite film surface still has good hydrophobic property. In addition, it has excellent acid corrosion resistance, the water contact angles of the composite film surface have no decrease but increase after immersion in hydrochloric acid solution. Even after 15 days of immersion corrosion, the surface remains superhydrophobic, which can be applied by means of film sticking for decoration, construction, automobile and electronics, etc.

CAS / MDL: 112945-52-5
研究领域: 材料科学 · 表面化学
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Bio-Design and Manufacturing · 2023 · IF 7.9

Highly specific characterization and discrimination of monosodium urate crystals in gouty arthritis based on aggregation-induced emission luminogens

Wang Wenjuan,Zhang Guiquan,Chen Ziyi,Xu Hanlin,Zhang Bohan,Hu Rong,Qin Anjun,Hua Yinghui

Existing technologies used to detect monosodium urate (MSU) crystals for gout diagnosis are not ideal due to their low sensitivity and complexity of operation. The purpose of this study was to explore whether aggregation-induced emission luminogens (AIEgens) can be used for highly specific imaging of MSU crystals to assist in the diagnosis of gout. First, we developed a series of luminogens (i.e., tetraphenyl ethylene (TPE)-NH 2 , TPE-2NH 2 , TPE-4NH 2 , TPE-COOH, TPE-2COOH, TPE-4COOH, and TPE-Ketoalkyne), each of which was then evenly mixed with MSU crystals. Next, optimal fluorescence imaging of each of the luminogens was characterized by a confocal laser scanning microscope (CLSM). This approach was used for imaging standard samples of MSU, hydroxyapatite (HAP) crystals, and mixed samples with 1:1 mass ratio of MSU/HAP. We also imaged samples from mouse models of acute gouty arthritis, HAP deposition disease, and comorbidities of interest. Subsequently, CLSM imaging results were compared with those of compensated polarized light microscopy, and we assessed the biosafety of TPE-Ketoalkyne in the RAW264.7 cell line. Finally, CLSM time series and three-dimensional imaging were performed on MSU crystal samples from human gouty synovial fluid and tophi. As a promising candidate for MSU crystal labeling, TPE-Ketoalkyne was found to detect MSU crystals accurately and rapidly in standard samples, animal samples, and human samples, and could precisely distinguish gout from HAP deposition disease. This work demonstrates that TPE-Ketoalkyne is suitable for highly specific and timely imaging of MSU crystals in gouty arthritis and may facilitate future research on MSU crystal-related diseases. Graphic abstract

研究领域: 医学 · 生物成像 · 分子诊断
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CELLULOSE · 2025 · IF 4.8

Multifunctional water-soluble TPE derivatives: from aggregation-induced emission to stimuli-controlled photochromism based on cotton fibers

Zhang Haiping,Tian Haoye,Liu Shicheng,Dong Xia,He Jinxin,Zhao Qiangqiang

The water-soluble tetraphenylethylene derivatives bearing sulfonic acid groups, namely TPE1S, TPE2S, TPE3S, and TPE4S were synthesised. These derivatives exhibit aggregation-induced emission (AIE) behavior, and fluorescence is also detected in dilute aqueous solution under UV irradiation. Furthermore, these compounds display slightly photochromism in both dissolved and solid states. When applied to modified cotton fabric substrates, the compounds exhibit significant photochromic properties due to the interaction force with the fibers. The photochromic behavior of the material can be modulated by external stimuli such as light, temperature, and humidity. The material undergoes complete decolorization within least 3300 s under dark conditions, while green light irradiation accelerates the process to 20 s. A discernible change in imaging color occurs after 18 h of storage at − 20 °C. At 50 °C, the color fades completely within 60 s. These features endow the materials with the potential for light-activated multicolor fluorescent patterning, information encryption, anti-counterfeiting, and smart textiles. Graphical abstract

CAS / MDL: 632-51-9
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Journal of Materials Chemistry C · 2024 ·Vol. 12 ·期 39 ·15903-15914 · IF 5.7

Chiral self-assembled (β,D)-RIB-TPE micron vesicles with AIE characteristics used as targeting-drug carriers

Mengyuan Niu,Yuliang Yang,Yue Sun,Yu Hu,Kaiyue Song,Xiaoxia Sun

A novel chiral fluorescent probe, tetraphenylvinyltriazole-ribosyl ribose derivative (β,D)-RIB-TPE, was prepared by Click reaction. It can self-assemble into amphiphilic micron vesicles in methanol solution. (β,D)-RIB-TPE has good AIE properties with a large Stokes shift (redshift 61.8 nm), self-assembles into J-aggregates in a mixed solution with 98% water content, and exhibits a relative fluorescence intensity αAIE = 24, emitting bright blue fluorescence. In addition to the micron vesicles, (β,D)-RIB-TPE self-assembled into J-aggregates in different mixtures, showing different morphologies, such as a cross-linked network structure and an irregular bulk stacking structure. The fluorescent probe (β,D)-RIB-TPE could achieve high efficiency and rapid multi-channel detection of clopidogrel S-(+)-sulfate by fluorescence chromatography and CD spectroscopy. Infrared, nuclear magnetic titration, scanning electron microscopy and DFT calculations confirmed that the probe (β,D)-RIB-TPE recognized S-(+)-clopidogrel sulfate by an ICT mechanism. (β,D)-RIB-TPE and S-(+)-clopidogrel sulfate were co-assembled in methanol to form single-target drug-carrying micron vesicles with a smaller particle size than the self-assembled (β,D)-RIB-TPE vesicles and good drug embedding capacity.

研究领域: 材料科学 · 生物医学工程 · 药学
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TALANTA · 2020 · IF 5.339

Execution of aggregation-induced emission as nano-sensors for hypochlorite detection and application for bioimaging in living cells and zebrafish

Hong Chen,Xiaojun He,Yuzhong Yu,Yuna Qian,Jianliang Shen,Shanchao Zhao

Hypochlorite (ClO − ) could be used as a diagnostic marker for inflammation and related diseases. Although there have been many reports on probes for ClO − imaging, there was still a lack of specificity and anti-interference ability. Herein, carbazole (NEC) and tetraphenylethylene (TPE) equipped with thiobarbituric acid (TBA), NEC-TBA and TPE-TBA , were synthesized and used as a fluorescence biosensor for monitoring ClO − with aggregation-induced emission (AIE) effect. we identified that TPE-TBA , with formed nanoparticles in the mean grain size at 76 nm (5 μM), was a superior probe to target ClO − over other analytes with fluorescence “turn off” strategy. Subsequently, to explore the bioimaging application, TPE-TBA was able to sense exogenous ClO − in living HeLa cells through fluorescence imaging. In zebrafish model, TPE-TBA effectively captured exogenous ClO − in the entire organization of zebrafish. Overall, these AIE-based probes merit further development as organism targeting ClO − sensors.

CAS / MDL: 7681-52-9
研究领域: 生物化学 · 细胞生物学 · 分子生物学
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Polymer Chemistry · 2018 ·Vol. 9 ·期 30 ·4150-4160 · IF 4.927

Highly efficient luminescent side-chain polymers with short-spacer attached tetraphenylethylene AIEgens via RAFT polymerization capable of naked eye explosive detection

Qian Li,Xiao Li,Zhongying Wu,Yuhao Sun,Jianglin Fang,Dongzhong Chen

Tetraphenylethylene (TPE) is one of the well-known typical aggregation-induced emission (AIE) luminogens (AIEgens) and TPE-containing polymers possess excellent processing properties which facilitates the fabrication of various AIE systems and devices. For AIE active side-chain polymers, increasing the fluorescence quantum yield through suitable molecular design is very appealing. In this work, we present the well-controlled synthesis of a series of TPE polyacrylate side-chain polymers of Pm with short spacers with methylene number m = 0–5 via RAFT polymerization. All the obtained polymers exhibit typical and strong AIE characteristics in THF/H2O solution mixtures and in solid state films. In particular, greatly enhanced fluorescence emission is achieved with reduced spacer lengths, and further significant improvement achieved through annealing, which is ascribed to the restriction of intramolecular motions (RIM) and the blocking of the non-radiative channels due to overcrowding and confinement thanks to the strong positive coupling effect and the jacketing effect of side-chain polymers with very short spacers. The quantum yields of 34.4%, 32.0% and 31.4%, respectively, for the polymer films P0, P1 and P2 are several times higher than those of homologous polymers with longer spacers reported in the literature. Based on these TPE side-chain polymers of very short spacers, a simple, economic and visual method for detection of the explosive 2,4,6-trinitrotoluene (TNT) is demonstrated. Therefore, a facile approach and feasible strategy of simply adopting very short spacers for side-chain AIE active polymer preparation to significantly enhance the luminescence efficiency has been properly established and proposed, which may provide guidance and have a wealth of implications for the rational design and preparation of highly efficient luminescent AIE polymer materials.

CAS / MDL: 78-67-1
研究领域: 材料科学 · 高分子化学 · 分析化学 · 纳米技术
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MACROMOLECULAR CHEMISTRY AND PHYSICS · 2023 ·Vol. 224 ·期 18 ·2300036 · IF 2.5

Facile Fabrication of Fluorescent Cellulose with Aggregation-Induced Emission Characteristic in a CO2 Switchable Solvent

Wei Zhang,Yi Sun,Yiting Xu,Xiaobo Yu,Yajin Fang,Fei Liu,Haining Na,Jin Zhu

Fabrication of fluorescent cellulose with aggregation-induced emission (AIE) characteristics is usually achieved by grafting tetraphenylethylene (TPE) to the cellulose backbone using TPE derivatives with highly active functional groups such as carboxylic, isothiocyanate, and alkynyl groups. However, besides the complicated synthetic routes of these TPE derivatives, conversion of hydroxyl groups in the cellulose chain to more reactive groups such as amine or azide groups is usually involved, and the resulting products have a degree of substitution (DS) of TPE lower than 0.08. Herein, a facile one-pot strategy for the grafting of a TPE group to the cellulose backbone with high DS of up to 0.22 in a CO 2 switchable solvent under mild reaction conditions is reported. The hydroxyl groups in the cellulose are in situ converted to cellulose carbonate intermediately during the dissolution step. Subsequently, nucleophilic substitution between the intermediate and a halogenated TPE derivative with bromine atom as leaving group is carried out to achieve the effective grafting of TPE. The synthetic route for this promising TPE derivative is much more convenient than those of TPE derivatives reported in previous studies. This work suggests a new and facile pathway for the synthesis of high-emission fluorescent cellulose with AIE functionality.

研究领域: 材料科学 · 化学 · 纳米技术
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Biosensors-Basel · 2021 ·Vol. 11 ·期 5 ·162 · IF 5.519

Thermoplastic Elastomer (TPE)–Poly(Methyl Methacrylate) (PMMA) Hybrid Devices for Active Pumping PDMS-Free Organ-on-a-Chip Systems

Mathias Busek,Steffen Nøvik,Aleksandra Aizenshtadt,Mikel Amirola-Martinez,Thomas Combriat,Stefan Grünzner,Stefan Krauss

Polydimethylsiloxane (PDMS) has been used in microfluidic systems for years, as it can be easily structured and its flexibility makes it easy to integrate actuators including pneumatic pumps. In addition, the good optical properties of the material are well suited for analytical systems. In addition to its positive aspects, PDMS is well known to adsorb small molecules, which limits its usability when it comes to drug testing, e.g., in organ-on-a-chip (OoC) systems. Therefore, alternatives to PDMS are in high demand. In this study, we use thermoplastic elastomer (TPE) films thermally bonded to laser-cut poly(methyl methacrylate) (PMMA) sheets to build up multilayered microfluidic devices with integrated pneumatic micro-pumps. We present a low-cost manufacturing technology based on a conventional CO2laser cutter for structuring, a spin-coating process for TPE film fabrication, and a thermal bonding process using a pneumatic hot-press. UV treatment with an Excimer lamp prior to bonding drastically improves the bonding process. Optimized bonding parameters were characterized by measuring the burst load upon applying pressure and via profilometer-based measurement of channel deformation. Next, flow and long-term stability of the chip layout were measured using microparticle Image Velocimetry (uPIV). Finally, human endothelial cells were seeded in the microchannels to check biocompatibility and flow-directed cell alignment. The presented device is compatible with a real-time live-cell analysis system.Keywords:organ-on-a-chip;micro-pneumatics;PDMS-free;thermoplastic elastomers;layer-by-layer manufacturing

研究领域: 生物医学工程 · 细胞生物学
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SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY · 2019 · IF 2.931

Double-detecting fluorescent sensor for ATP based on Cu2+ and Zn2+ response of hydrazono-bis-tetraphenylethylene

Shengjie Jiang,Jiabin Qiu,Shibing Chen,Hongyu Guo,Fafu Yang

Although all kinds of sensors with unique detecting ability for one guest were reported, the fluorescence sensor with multiple detecting abilities was seldom presented. This work designed and synthesized a novel AIE fluorescence probe bearing double detecting for ATP based on Cu 2+ and Zn 2+ response of hydrazono-bis-tetraphenylethylene ( Bis-TPE ). Bis-TPE was prepared in 82% yield with simple procedure. It exhibited strong red AIE fluorescence based on the large conjugated electron effect in aqueous media. It showed outstanding selective sensing abilities for Cu 2+ by strong fluorescence quenching and for Zn 2+ by red-orange fluorescence change. The sensing mechanism of 1:1 stoichiometric ratios was confirmed by 1 H NMR and MS study. The strong red fluorescence of Bis-TPE  + Cu 2+ system could be recovered by adding ATP. The orange fluorescence of Bis-TPE  + Zn 2+ system could be quenched by adding Cu 2+ and then was recovered by adding ATP. These double detecting abilities for ATP with the “off-on” red fluorescence in Bis-TPE  + Cu 2+ system and “allochroic-off-on” orange fluorescence in Bis-TPE  + Zn 2+ +Cu 2+ system were successfully applied to test Cu 2+ , Zn 2+ and ATP in test paper and living cell imaging, displaying the good application prospects for sensing Cu 2+ , Zn 2+ and double detecting ATP in the complicated environment.

研究领域: 分析化学 · 生物化学 · 材料科学 · 生物成像
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