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Highly efficient singlet oxygen generation of AIE luminogens enable mitochondria-targeted photodynamic therapy

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Green Chemical Engineering 2023年第4期4卷 448-453页

作者： Feng Gao Cheng-Yun Wang Yun Chen Fang-Zhou Xu Jian-Wei Zou Zhi-Qian Guo Wei-Hong Zhu key laboratory for advanced materials and institute of fine chemicals School of Chemistry and Molecular Engineering East China University of Science and Technology Ningbo Tech University

The development of aggregation-induced emission luminogens(AIEgens) with high brightness and efficient photodynamic therapy(PDT) is of great value for the precise diagnosis and treatment of cancers. In this contribution, two novel AIEgens, TBBCyP and TBTCyP with D-A-π-A structure, were designed and prepared based on molecular rational design of electron-donating receptors. Experimental and theoretical results indicated that both TBBCyP and TBTCyP own bright AIE feature, satisfy photos ability, and generate efficient singlet oxygen(1O2).Notably, TBBCyP exhibited brighter emission and higher1O2yield in compared with TBTCyP, which could be ascribed to its weaker twisted intramolecular charge transfer(TICT) effect and narrower singlet-triplet energy gap(ΔEST). Moreover, it was proved that TBBCyP and TBTCyP showed a great mitochondrial specificity and desired intracellular ROS productivity for realizing the effective mitochondria-targeted PDT of cancer cells.

关键词： Photodynamic therapy Photosensitizer Aggregation-induced emission Mitochondrial imaging

A fast approach to optimize dye loading of photoanode via ultrasonic technique for highly efficient dye-sensitized solar cells

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Journal of Energy Chemistry 2015年第6期24卷 750-755页

作者： Jue Chen Xing Li Wenjun Wu Jianli Hua key laboratory for advanced materials and institute of fine chemicals East China University of Science and Technology

A distinctive method is proposed by simply utilizing ultrasonic technique in Ti02 electrode fabrication in order to improve the optoelectronic performance of dye-sensitized solar cells （DSSCs）. Dye molecules are at random and single molecular state in the ultrasonic field and the ultrasonic wave favors the diffusion and adsorption processes of dye molecules. As a result, the introduction of ultrasonic technique at room temperature leads to faster and more well-distributed dye adsorption on TiO2 as well as higher cell efficiency than regular deposition, thus the fabrication time is markedly reduced. It is found that the device based on 40 kHz ultrasonic （within 1 h） with N719 exhibits a Voc of 789 mV, Jsc of 14.94 mA]cm2 and fill factor （FF） of 69.3, yielding power conversion efficiency （PCE） of 8.16%, which is higher than device regularly dyed for 12 h （PCE = 8.06%）. In addition, the DSSC devices obtain the best efficiency （PCE = 8.68%） when the ultrasonic deposition time increases to 2.5 h. The DSSCs fabricated via ultrasonic technique presents more dye loading, larger photocurrent, less charge recombination and higher photovoltage. The charge extraction and electron impedance spectroscopy （EIS） were performed to understand the influence of ultrasonic technique on the electron recombination and performance of DSSCs.

关键词： Ultrasonic technique Fast dye loading Photoanode High efficiency DSSC

A cucurbit [8] uril recognized rigid supramolecular polymer with photo-stimulated responsiveness

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Chinese Chemical Letters 2015年第7期26卷 867-871页

作者： Tian-Tian Cao Xu-Yang Yao Jing Zhang Qiao-Chun Wang Xiang Ma key laboratory for advanced materials and institute of fine chemicals East China University of Science and Technology

A rigid supramolecular polymer was constructed in aqueous solution via cucurbit[8]uril （CB[8]） host recognition with a rigid monomer containing an azobenzene unit and two 4,4＇-bipyridin-l-ium （BP） moieties in the two ends, which also exhibited photo-responsiveness owing to the photoinduced trans- cis ~somerization of azobenzene group.

关键词： Supramolecular polymerPhoto-responsivenessHost-guest recognitionCucurbituril

Effects of anchoring groups on perylenemonoimide-based sensitizers for p-type dye-sensitized solar cells and photoelectrochemical cells

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Journal of Energy Chemistry 2018年第3期27卷 728-735页

作者： Kang Yun Shicong Zhang Fengtao Yu Haonan Ye Jianli Hua key laboratory for advanced materials Institute of Fine Chemicals School of Chemistry and Molecular Engineering East China University of Science and Technology

In this work, two new dyes YK-1 and YK-2 with carboxylic acid and hydroxamic acid as anchoring groups,respectively, in combination with diphenylamine as donor and perylenemonoimide as acceptor were synthesized and applied in p-type dye-sensitized solar cells（p-DSCs） and dye-sensitized photoelectrochemical cells（PEC）. The results showed that the sensitizer（YK-1） based on carboxylic acid displayed a higher conversion efficiency of 0.064% under AM 1.5 solar conditions in p-DSCs. However, it was interesting that the hydroxamic acid based sensitizer（YK-2） on Ni O photocathode displayed better performance in a hydrophilic environment over a broad p H range under visible-light irradiation because of a versatile covalent attachment to Ni O surfaces. This may be ascribed to hydroxamic acid anchors, which have more sites interacting with the surface of Ni O in aqueous solution. This study demonstrates that YK-2 containing hydroxamic acid anchoring group is a promising candidate to achieve highly efficient and stable activity for dye-sensitized PEC system.

关键词： Perylenemonoimide Anchoring groups Hydroxamicacid Dye-sensitized NiO

A Convenient Preparation of Fluorinating Reagent F-TEDA Bearing Bisphenylsulfonylimide Counterion and Its Fluorination to Oxindoles

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中国化学:英文版 2015年第2期33卷 220-224页

作者： Wenhua Zhu Xiaohui Hu Fajie Wang Xianjin Yang Xinyan Wu key laboratory for advanced materials and institute of fine chemicals East China University of Science and TechnologyShanghai 200237China

The direct preparation of a kind of fluorinating reagent 1[F-TEDA-N(SO_(2)Ph)_(2)]was realized in high yield via the complexation of N-fluorobenzenesulfonimide(NFSI)with 1-(chloromethyl)-1,4-diazabicyclo[2.2.2]octan-1-ium N',N'-bis-(benzenesulfonylimide)salt.In its fluorination to oxindoles,the fluorinating products 6 were afforded in moderate to high yields.

关键词： fluorinating reagent fluorination oxindoles

Enantioselective Allylic Amination of Morita-Baylis-Hillman Acetates Catalyzed by Chiral Thiourea-Phosphine

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Chinese Journal of Chemistry 2015年第12期33卷 1333-1337页

作者： Xuan Zhao Tianchen Kang Jie Shen Feng Sha Xinyan Wu key laboratory for advanced materials and institute of fine chemicals East China University of Science and Technology Shanghai 200237 China

chiral 催化的 Morita-Baylis-Hillman 醋酸盐的 enantioselective allylic 胺化作用基于环己烷的 thiourea 磷化氢催化剂被调查。面对 20 mol% 导出松香的 thiourea 磷化氢 3j， chiral 胺在多达 88% 产量和多达 85% ee 被获得。

关键词：胺化反应手性膦催化剂烯丙基不对称硫脲乙酸手性胺

Near-Infrared mitochondria-targeted fluorescent probe for cysteine based on difluoroboron curcuminoid derivatives

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Chinese Chemical Letters 2017年第10期28卷 1952-1956页

作者： Peng Zhang Zhi-Qian Guo Chen-Xu Yan Wei-Hong Zhu key laboratory for advanced materials and institute of fine chemicals Shanghai Key Laboratory of Functional Materials Chemistry School of Chemistry and Molecular Engineering East China University of Science and Technology State key laboratory of fine chemicals Dalian University of Technology

Curcuminoid difluoroboron has attractive performance as a promising near-infrared（NIR） fluorescent dye. In this contribution, we designed and synthesized a mitochondria-targeted NIR fluorescent probe DFB1 based on difluoroboron curcuminoid scaffold for the detection of Cys（cysteine）. DFB1 employs a curcumin analog as the NIR fluorophore, an acrylate group containing a, b-unsaturated ketone as a functional trigger moiety for Cys, and a triphenylphosphonium（TPP） cation moiety for specifically targeting mitochondria. The remarkable shift of DFB1 with Cys was observed from 470 nm to 590 nm in absorption spectra and from 560 nm to 680 nm in emission spectra. Notably, DFB1 manifests significantly dual-channel and turn-on NIR fluorescent signals simultaneously in response to Cys concentration,which make it favorable for monitoring endogenous Cys activity in vivo. This probe has high sensitivity and selectivity for the detection of Cys over homocysteine（Hcy） and glutathione（GSH）. This specific response for Cys was based on differences kinetics of intramolecular adduct/cyclizations. More importantly, biological experiments indicated that this probe could be utilized for the detection of endogenous mitochondrial Cys in living cells.

关键词： Near-infrared Fluorescent probe Dual-channel Cysteine Curcuminoid

Enhanced Visible Light Photocatalytic Activity of Flower-Like Bi2WO6 Loaded with MnOx

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Chinese Journal of Chemistry 2017年第2期35卷 153-158页

作者： Songhui Gu Lingzhi Wang Jinlong Zhang key laboratory for advanced materials and institute of fine chemicals East China University of Science and Technology Shanghai 200237 China

Bi2WO6 was modified with MnOx via a photodeposition method. Multiple techniques including XRD, SEM, TEM, UV-Vis and XPS were applied to investigate the structures, morphologies and optical characteristics of the as-prepared sample. The nanostructured composites were formed with MnOx loaded on the surface of flower-like Bi2WO6, where MnOx exists as a mixed-valence manganese of Mn3＋ and Mn4＋ as verified by XPS. The photocatalytic activity of the MnOx/Bi2WO6 composites was evaluated by using rhodamine B （RhB） as a target organic pollutant under visible light irradiation. The as-prepared MnOx/Bi2WO6 composites exhibited much higher photo- catalytic activities than pure Bi2WO6. The enhanced activities were attributed to the interfacial transfer of photo- generated holes from Bi2WO6 to MnOx, leading to effective way to improve photocatalytic efficiency, which may be extended to a strategy for other semiconductor. Based on the experimental results, a possible mechanism of MnOx for the enhancement of visible light performance was proposed.

关键词： photocatalytic MnOx/Bi2WO6 composites visible-light irradiation introduction

Synthesis and Evaluation of Sulfoxide-Functionalized BODIPYs as Chemosensors for Thiols

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Chinese Journal of Chemistry 2015年第7期33卷 711-716页

作者： Chunchang Zhao Haifeng Jiang key laboratory for advanced materials and institute of fine chemicals East China University of Seience & Technology Shanghai 200237 China

基于 BODIPY 荧光灯 chemosensors 适用 sulfoxide 功能被设计并且评估。在这些的触发的 sulfoxidesulfide transduction 探查的 Thiols 导致一明显在吸收和戏剧的荧光改进与红移动清楚地， ratiometric 展示，在生活房间启用 thiols ... 详细信息

基于 BODIPY 荧光灯 chemosensors 适用 sulfoxide 功能被设计并且评估。在这些的触发的 sulfoxidesulfide transduction 探查的 Thiols 导致一明显在吸收和戏剧的荧光改进与红移动清楚地， ratiometric 展示，在生活房间启用 thiols 的精确试金。

关键词：荧光化学传感器综合评价亚砜硫醇荧光增强硫化物活细胞吸收