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AIE
MACROMOLECULES · 2020 · IF 5.918

“Colorless-to-Black” Electrochromic and AIE-Active Polyamides: An Effective Strategy for the Highest-Contrast Electrofluorochromism

Ningwei Sun,Kaixin Su,Ziwei Zhou,Daming Wang,Andreas Fery,Franziska Lissel,Xiaogang Zhao,Chunhai Chen

Electrofluorochromic (EFC) materials have gained extensive attention owing to their interesting modulations of fluorescence by an electric stimulus. However, the limited performances, especially the low fluorescence on/off contrast, significantly hampered their further applications. Herein, we design a new strategy to achieve high-contrast electrofluorochromism by combinations of “colorless-to-black” electrochromism and highly fluorescent AIE activity. Given the effective fluorescence quenching effect and high solid-state fluorescence, a fluorescence contrast of 838 is realized, to the best of our knowledge, the highest reported so far. Furthermore, to explore the structure–property relationships, we also separated the E/Z isomers of tetraphenylethylene (TPE) and studied the properties of the three electroactive/fluorescent polymers (11TPE-PA, E-12TPE-PA, and Z-12TPE-PA) derived from different TPE derivatives and isomers. The three branches of polymers all exhibited AIE-active and “colorless-to-black” electrochromic (EC) properties. In addition to the ultrahigh fluorescence contrast, Z-12TPE-PA also integrated high electrochromic contrast (Δ% T = 92%), short response time (0.6 s/0.3 s), and excellent switching stability (300 cycles), paving the way for the applications in various electronic applications. The study will provide novel insights into the future design and development of high-performance EC/EFC materials.

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SOLAR ENERGY MATERIALS AND SOLAR CELLS · 2019 · IF 6.019

AIE-active electrochromic materials based on tetraphenylethylene cored benzoates with high optical contrast and coloration efficiency

Zhen-jie Huang,Hong-rong Mou,Jia-ping Xie,Feng Li,Cheng-Bin Gong,Qian Tang,Xiang-Kai Fu

In this work, a series of dual functional materials , 4,4′,4″,4‴-(ethene-1,1,2,2-tetrayl)tetrabenzoates (ETBAs), were developed with an aggregation-induced emission (AIE) luminogenic center (tetraphenylethylene) and electrochromically active moieties (benzoates). The highest occupied molecular orbital and lowest unoccupied molecular orbital energy levels of the ETBAs were determined via density functional theory calculations. The fluorescent, electrochemical, and electrochromic performances of the ETBAs were characterized via fluorescence spectroscopy , cyclic voltammetry , UV–Vis spectroscopy, and chronoamperometry . All the ETBAs demonstrated an AIE effect in water/N-methyl pyrrolidone. The ETBAs underwent a quasi-reversible reduction-oxidation. Electrochromic devices based on the ETBAs exhibited a significant color change from a transparent bleached state to a colored blue state, high optical contrast (ca. 80%), and large coloration efficiency. The used substituents markedly influenced the cyclability and response time, and compounds with a larger conjugation degree had lower energy gap values and faster response time. Compound c with a longer alkyl chain length had the best performance with regards to coloration efficiency and cyclability. In summary, this work demonstrated a strategy for the design of novel high-performance ECMs and could extend the applications of such multi-functional materials.

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SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY · 2019 · IF 2.931

Rationally introduce AIE into chemosensor: A novel and efficient way to achieving ultrasensitive multi-guest sensing

Yan-Yan Chen,Qi Lin,You-Ming Zhang,Hong Yao,Tai-Bao Wei,Yan-Qing Fan,Xiao-Wen Guan,Guan-Fei Gong,Qi Zhou

Recently, ultrasensitive detection and multi-guest sensing have received extensive attention due to their high sensitivity and efficiency. Herein, we report a novel approach to achieve ultrasensitive detection of multi-analyte. This approach is concluded as “rationally introduce Aggregation-Induced Emission (AIE) into chemosensor”. According to this approach, by rationally introducing self-assembly moiety, the obtained chemosensor DNS could serve as a novel AIEgen and show strong AIE in DMSO/H 2 O (water fraction 80%) binary solution. Interestingly, a simple fluorescent sensor array based on the DNS has been developed. This sensor array could selectively sense Fe 3+ , Al 3+ , H 2 PO 4 − and L-Arg in water solution. More importantly, this sensor array shows ultrasensitive detection for Fe 3+ , Al 3+ and L-Arg. The LODs of the sensor array for Fe 3+ , Al 3+ and L-Arg are in the range of 3.54   ×   10 −9   M to 9.42   ×   10 −9   M. Moreover, H 2 PO 4 − could realize the reversible detection of Fe 3+ in the DMSO/H 2 O (water fraction 80%) solution. Meanwhile, DNS -based test papers and thin films were prepared, which could serve as test kits for convenient detection Fe 3+ , Al 3+ , and L-Arg in water. In addition, they could also act as efficient erasable fluorescent display materials.

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SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY · 2019 · IF 2.931

An AIE active pyrene based fluorescent probe for selective sensing Hg2+ and imaging in live cells

Yaqin Wu,Xiaoye Wen,Zhefeng Fan

A novel fluorescence probe pyrene based derivatives ( 1 ) with aggregation induced emission (AIE) properties was synthesized by an easy procedure. The probe 1 was characterized by UV–vis, Fluorescent, NMR, MS, SEM etc. It displayed high sensitivity and selectivity to Hg 2+ compared with other metal ions in H 2 O/DMF solvent and the detection limit was 4.2 × 10 −7  M. Upon addition of Hg 2+ , the 1  − Hg 2+ compound was formed with the formation of 2:1. More importantly, the probe exhibited very low cytotoxicity and strong fluorescence emission in live cells. This showed that the probe had potential applications for detection of Hg 2+ in environment and biosystems.

CAS / MDL: 3029-19-4 5824-40-8
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Nanomaterials · 2019 ·Vol. 9 ·期 5 ·707 · IF 4.034

Aggregation-Induced Emission (AIE)-Labeled Cellulose Nanocrystals for the Detection of Nitrophenolic Explosives in Aqueous Solutions

Xiu Ye,Haoying Wang,Lisha Yu,Jinping Zhou

Aggregation-induced emission (AIE) active cellulose nanocrystals (TPE-CNCs) were synthesized by attaching tetraphenylethylene (TPE) to cellulose nanocrystals (CNCs). The structure and morphology of TPE-CNCs were characterized by FT-IR, XRD, ζ-potential measurements, elemental analysis, TEM, atomic force microscopy (AFM), and dynamic laser light scattering (DLS). Fluorescent properties of TPE-CNCs were also further studied. Unlike aggregation-caused quenching (ACQ), TPE-CNCs emitted weak fluorescence in the dilute suspensions, while emitting efficiently in the aggregated states. The AIE mechanism of TPE-CNCs was attributed to the restriction of an intramolecular rotation (RIR) process in the aggregated states. TPE-CNCs displayed good dispersity in water and stable fluorescence, which was reported through the specific detection of nitrophenolic explosives in aqueous solutions by a fluorescence quenching assay. The fluorescence emissions of TPE-CNCs showed quantitative and sensitive responses to picric acid (PA), 2,4-dinitro-phenol (DNP), and 4-nitrophenol (NP), and the detection limits were 220, 250, and 520 nM, respectively. Fluorescence quenching occurred through a static mechanism via the formation of a nonfluorescent complex between TPE-CNCs and nitrophenolic analytes. A fluorescence lifetime measurement revealed that the quenching was a static process. The results demonstrated that TPE-CNCs were excellent sensors for the detection of nitrophenolic explosives in aqueous systems, which has great potential applications in chemosensing and bioimaging.Keywords:cellulose nanocrystals;aggregation-induced emission (AIE);detection;nitrophenolic explosives;fluorescence

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Journal of the Taiwan Institute of Chemical Engineers · 2017 · IF 4.217

Fabrication of AIE-active fluorescent organic nanoparticles through one-pot supramolecular polymerization and their biological imaging

Dazhuang Xu,Meiying Liu,Hui Zou,Qiang Huang,Hongye Huang,Jianwen Tian,Ruming Jiang,Yuanqing Wen,Xiaoyong Zhang,Yen Wei

Supramolecular interactions between individual molecules are universal forces in living organisms and have been extensively investigated and utilized for fabrication of multifunctional materials over the past few decades. In this work, we reported a rather facile strategy to fabricate the fluorescent organic nanoparticles (FONs) with red fluorescence and aggregation-induced emission (AIE) feature through the supramolecular interactions between the β cyclodextrin (β-CD) and adamantine terminating AIE dye. The structures of prepared Ph-Ad/β-CD FONs were characterized by 1 H nuclear magnetic resonance (NMR) and Fourier transform infrared spectroscopy   (FTIR) spectroscopy. The size and morphology of the final self-assemblies (named as Ph-Ad/β-CD FONs) was characterized by transmission electronic microscopy (TEM). Results demonstrated that these AIE-active FONs can self-assemble into nanoparticles with excellent dispersity and strong fluorescence due to their AIE feature. Biological evaluation demonstrated that Ph-Ad/β-CD FONs has superior biocompatibility and imaging performance. These features endow the Ph-Ad/β-CD FONs good performance in biomedical fields.

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FOOD RESEARCH INTERNATIONAL · 2024 · IF 7

Highly Efficient AIE-Active palmatine photosensitizer for photodynamic inactivation of Listeria monocytogenes in apple juice preservation

Shiyu Peng,Qianying Li,Hui Wei,Ping Li,Shuyuan Liu,Lijuan Nie,Yuankui Leng,Xiaolin Huang

Photodynamic sterilization is a promising alternative to conventional antibacterial approaches with merits of high efficiency and safety. The exploration of aggregation-induced emission (AIE)-type photosensitizers from natural sources is highly valued by researchers and food industry. Herein, the use of palmatine (PA), an aggregation-induced emission-active natural product from traditional Chinese medicine, as photosensitizers for photodynamic inactivation of a tenacious foodborne pathogen of Listeria monocytogenes is investigated. Antibacterial and antibiofilm activity against L. monocytogenes of PA-mediated photodynamic process were first assessed. The results showed that PA-mediated photodynamic process could inhibit the growth of L. monocytogenes , and the minimum bactericidal concentration was determined as 80 μM. At this PA dosing level, well-established biofilms of L. monocytogenes can be effectively destroyed under light irritation. Afterward, cell- and gene-level investigations were conducted to explore the antibacterial mechanism. It is concluded that the exceptional photodynamic antibacterial activity of PA against L. monocytogenes is attributed to the disruption of the cell wall and membrane, increased cell permeability, leakage of functional proteins, and damage to DNA structure. Subsequently, PA-mediated photodynamic process was applied to reduce bacterial activity in apple juice while preserving its quality. Overall, this work highlights the significant potential of PA-mediated photodynamic strategy for controlling foodborne pathogens in food systems.

CAS / MDL: 7664-38-2
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Materials Today Bio · 2024 · IF 8.7

An AIE fungal vacuole membrane probe toward species differentiation, vacuole formation visualization, and targeted photodynamic therapy

Bingnan Wang,Siyuan Wang,Chunyang Li,Jianqing Li,Meixi Yi,Jing-Wen Lyu,Bing Gu,Ryan T.K. Kwok,Jacky W.Y. Lam,Anjun Qin,Ben Zhong Tang

Vacuoles are unique organelles of fungi. The development of probes targeting the vacuoles membrane will enable visualization of physiological processes and precise diagnosis and therapy. Herein, a zwitterionic molecule, MXF-R, comprising of an aggregation-induced emission (AIE) photosensitizing unit and an antibiotic moxifloxacin, was found capable of specifically imaging vacuole membrane and using for targeted antifungal therapy. MXF-R demonstrated a higher signal-to-noise ratio, stronger targeting capability, and better biocompatibility than the commercial probe FM4-64. By using MXF-R, real-time visualization of vacuole formation during Candida albicans ( C. albicans ) proliferation was achieved. More importantly, owing to its varying staining ability towards different fungus, MXF-R could be used to quickly identify C. albicans in mixed strains by fluorescence imaging. Moreover, MXF-R exhibits a remarkable ability to generate reactive oxygen species under white light, effectively eradicating C. albicans by disrupting membrane structure. This antifungal therapy of membrane damage is more effective than clinical drug fluconazole. Therefore, this work not only presents the initial discovery of a probe targeting vacuolar membrane, but also provides a way to develop novel materials to realize integrated diagnosis and therapy.

CAS / MDL: 86386-73-4 162112-35-8
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MICROCHEMICAL JOURNAL · 2024 · IF 4.9

A novel triaminopyridine fluorescent probe based on AIE effect with high selectivity under solvent shielding effect

Xiaoyong Tian,Yu Zhang,Kezhen Zhang,Nan Wang,Huaping Wang,Hongyao Xu,Shanyi Guang

A new fluorescent probe TPA-DAP with aggregation-induced emission ( AIE ) characteristic based on 2,6-pyridinedicarboxylic acid was synthesized for the detection of paramagnetic ions (Cu 2+ , Co 2+ , Ni 2+ ). In the DMF/PBS (5:95, v/v, pH = 7.40) solvent mixture, the fluorescence intensity exhibited a notable enhancement of over 3-fold when compared to DMF alone. Concurrently, fluorescence quenching phenomena were observed in the presence of Cu 2+ , Co 2+ , and Ni 2+ , with corresponding detection limits measured at 56.4 nM, 22.4 nM, and 26.5 nM, respectively. These detection limits were found to be lower than the prescribed thresholds for Cu 2+ in Class I groundwater and Co 2+ , Ni 2+ in Class III groundwater, multi-functional detection was possible. The coordination constants were 9.07 × 10 5 , 3.63 × 10 5 and 5.69 × 10 5 , respectively. However, in the DMSO system, the probe will be highly selective in the presence of solvent shielding effects. The probe showed more than 10-fold enhancement of fluorescence intensity in DMSO/Tris-HCl (5:95, v/v, pH = 7.00) compared to DMSO and specific detection of Cu 2+ with a detection limit of 36.7 nM and a coordination constant of 4.35 × 10 5 , and was cyclically detectable in the presence of EDTA. TPA-DAP was applied for the detection of Cu 2+ in actual water samples and showed good biocompatibility and recyclability, making it suitable for water testing and test paper experiments, and also for a wide range of applications in the identification of Cu 2+ , Co 2+ , Ni 2+ and other bioassays in cells and zebrafish. Solvents could be selected according to actual test requirements.

CAS / MDL: 603-34-9
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DYES AND PIGMENTS · 2020 · IF 4.613

Polymeric optoelectronic materials with low-voltage colorless-to-black electrochromic and AIE-activity electrofluorochromic dual-switching properties

Tiechen Yu,Yuntao Han,Hongyan Yao,Zheng Chen,Shaowei Guan

In recent years, colorless-to-black electrochromic (EC) and electrofluorochromic (EFC) materials are attracting increasing interest for the fundamental scientific research and potential applications. In order to achieve multiple-response optoelectronic materials with better black conversion and solid-state fluorescence performance (black-color/emission dual-switchable materials), we adopted a novel design strategy to synthesis a diamine monomer named TPE-NH 2, in which the π-core tetraphenylethene (TPE) connects with two oxidation centers. All the polyamides/polyimides based on this monomer exhibited good solubility, thermal stability and aggregation-induced emission (AIE) activity. Among these, polyamide 5a not only showed rare EC properties (colorless-to-black) with ultra-low voltage (0–0.75 V), high optical contrasts (up to 87.9% at 692 nm) and fast switching times (2.04/1.45 s) but also demonstrated high fluorescence properties with the introduction of TPE. In addition, polyamide 5a showed good continuous switching stability for EC property and acceptable stability for EFC property, which makes it a potential candidate in EC/EFC applications.

研究领域: 材料科学 · 光学工程
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DYES AND PIGMENTS · 2021 · IF 4.889

A novel fluorescent sensor based on triphenylamine with AIE properties for the highly sensitive detection of CN−

Bin Zuo,Lian Liu,Xicheng Feng,Denghui Li,Wanfang Li,Mingxian Huang,Qinyue Deng

In this study, a novel fluorescent sensor 1 built on triphenylamine was designed for the extremely sensitive detection of trace cyanide anions. The UV absorbance and fluorescence emission intensity of sensor 1 with aggregation-induced emission (AIE) properties vary with water fraction ( f w ). In the 1% DMSO aqueous solution, sensor 1 exhibits the optimal aggregation state and fluorescence intensity , and has high selectivity and sensitivity for cyanide ions (CN − ). From formula 3δ/S, it is clear that sensor 1 has an extremely low limit of detection (LOD) for CN − (LOD = 2.95 × 10 −8  mol/L). Excellent anti-interference performance and broad pH response scope (1.0–9.0) are also advantages of sensor 1. Fluorescence spectroscopy , 1 H NMR, 13 C NMR spectroscopy, HRMS, Job's plot analysis and density functional theory calculations have been employed to elucidate the sensing mechanism between TPEB and CN − . Through colorimetry and fluorescence approach, the sensor 1 test strip can easily detect CN − . Therefore, the novel sensor 1 provides a broad application prospect for detecting toxic environmental pollutants.

研究领域: 分析化学 · 环境科学
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JOURNAL OF MOLECULAR STRUCTURE · 2024 · IF 4

An AIE-active liquid crystal with mechano- and thermo- fluorochromic behaviors and its potential application in displays

Xiaoling Niu,Xiaojing Wu,Heng Zhou,Yongliang Liu,Zhen Feng,Min Tian,Shengbo Zhu

A novel aggregation-induced emission (AIE)-active liquid crystal of DC-DBM bearing rod-like dicyanodistilbenic (DC) core and alky chain was synthesized by Knoevenagel condensation reaction. It shows remarkable AIE and liquid crystal properties, and undergoes obvious mechano- and thermo- fluorochromic behaviors. The color of DC-DBM changed from green to light-yellow after grinding, and returned after fuming with organic solvent under UV light. It also took a smart response upon temperature accompanying with obvious change of colors. The force and temperature responsive phenomena were all associated with changes in the modes of molecular packing and phase states. The stimuli-responsive mechanism were unveiled by powder X-ray diffraction (PXRD) and differential scanning calorimetry (DSC). Moreover, DC-DBM displayed electro-tunable character of luminescence after mixing it with the nematic liquid crystal of 5CB. The fluorescent emission intensity with voltage showed a linear relationship from 10 to 30 V. The results showed that the AIE-active liquid crystal was a multi-function fluorescence material, which could be used in the fields of mechano-sensors, temperature detectors, security encryption and displays.

研究领域: 材料科学 · 光学 · 化学
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