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Restriction of Intramolecular Motion(RIM):Investigating AIE Mechanism from Experimental and Theoretical Studies

Chemical Research in Chinese Universities 2021年第1期37卷 1-15页

作者： ZHANG Jianyu ZHANG Haoke lam jacky w.y. TANG Ben Zhong Department of Chemistry Hong Kong Branch of Chinese National Engineering Research Centre for Tissue Restoration and ReconstructionInstitute for Advanced Studyand Department of Chemical and Biological EngineeringThe Hong Kong University of Science&TechnologyClear Water BayKowloonHong KongP.R.China MOE Key Laboratory of Macromolecular Synthesis and Functionalization Department of Polymer Science and EngineeringZhejiang UniversityHangzhou310027P.R.China Center for Aggregation-Induced Emission SCUT-HKUST Joint Research InstituteState Key Laboratory of Luminescent Materials and DevicesSouth China University of TechnologyGuangzhou510640P.R.China Guangzhou Development District AIE InstituteGuangzhou510530P.R.China

Mechanistic studies promote scientific development from phenomena to ***-induced emission(AIE),as an unusual photophysical phenomenon,builds the bridge between molecular science and aggregate *** the twenty-year development of AIE,restriction of intramolecular motion(RIM)has been verified as the working mechanism of AIE *** this review,these mechanistic works about RIM are summarized from experimental and theoretical ***,the experimental studies are introduced from three parts:external rigidification,structural modification and structural *** the theoretical part,calculations on the low-frequency motion of AIEgens have been performed to prove the RIM *** virtue of the theoretical calculations,some new mechanisms are proposed to supplement the RIM,such as restriction of access to conical intersection,suppression of Kasha transition,restriction of access to dark state,*** is foreseeable that the RIM mechanism will unify the photophysical theories for both molecules and aggregates,and inspire more progress in aggregate science.

关键词： Aggregation-induced emission(AIE) Restriction of intramolecular motion Photophysical mechanism Aggregate science

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In-situ generation of poly(quinolizine)s via catalyst-free polyannulations of activated diyne and pyridines

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Science China Chemistry 2022年第4期65卷 789-795页

作者： Benzhao He Jiachang Huang Jing Zhang Xinyue Liu Dong wang Herman H.y.Sung yajun Liu Anjun Qin jacky w.y.lam Ben Zhong Tang Center for Advanced Materials Research Science and Technology Experimental PlatformAdvanced Institute of Natural SciencesBeijing Normal University at ZhuhaiZhuhai 519085China Department of Chemistry Hong Kong Branch of Chinese National Engineering Research Center for Tissue Restoration and Reconstructionand Guangdong-Hong Kong-Macao Joint Laboratory of Optoelectronic and Magnetic Functional MaterialsThe Hong Kong University of Science&TechnologyKowloonHong KongChina Center for AIE Research College of Materials Science and EngineeringShenzhen UniversityShenzhen 518060China Department of Laboratory Medicine Nanfang HospitalSouthern Medical UniversityGuangzhou 510515China State Key Laboratory of Luminescent Materials and Devices Guangdong Provincial Key Laboratory of Luminescence from Molecular AggregatesCenter for Aggregation-Induced EmissionSouth China University of TechnologyGuangzhou 510640China HKUST-Shenzhen Research Institute Shenzhen 518057China Shenzhen Institute of Aggregate Science and Technology School of Science and EngineeringThe Chinese University of Hong KongShenzhen 518172China

The development of new polymerization routes to afford N-heterocyclic polymers is of vital importance and highly desired for various practical applications. Herein, a facile and efficient polyannulation reaction of dual-activated alkyne and pyridines was developed to construct novel N-heterocyclic poly(quinolizine)s. This polymerization can proceed smoothly under catalystfree conditions with 100% atom utilization to furnish poly(quinolizine)s with high molecular weights(up to 34,100) and welldefined structures in acceptable yields. The resulting polymers show good solubility, high thermal stability and strong red emission. Moreover, the prepared poly(quinolizine)s exhibit low cytotoxicity and can selectively label lysosomes in live *** the remarkable advantages of readily available raw materials, mild polymerization conditions, atom economy, and excellent product performance, this new and efficient polymerization tool will open up enormous opportunities for preparing functional N-heterocyclic polymers.

关键词： polyannulation activated alkyne N-heterocyclic polymers poly(quinolizine)s bioimaging

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white-light emission from organic aggregates:a review

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Advanced Photonics 2022年第1期4卷 13-29页

作者： Jianyu Zhang Xueqian Zhao Hanchen Shen jacky w.y.lam Haoke Zhang Ben Zhong Tang The Hong Kong University of Science and Technology Department of ChemistryHong Kong Branch of Chinese National Engineering Research Center for Tissue Restoration and Reconstructionand Guangdong-Hong Kong-Macao Joint Laboratory of Optoelectronic and Magnetic Functional MaterialsClear Water BayKowloonHong KongChina Zhejiang University MOE Key Laboratory of Macromolecular Synthesis and FunctionalizationDepartment of Polymer Science and EngineeringHangzhouChina ZJU-Hangzhou Global Scientific and Technological Innovation Center HangzhouChina South China University of Technology Guangdong Provincial Key Laboratory of Luminescence from Molecular AggregatesGuangzhouChina The Chinese University of Hong Kong Shenzhen Institute of Aggregate Science and TechnologySchool of Science and EngineeringShenzhenChina AIE Institute Guangzhou Development DistrictGuangzhouChina

white light,which contains polychromic visible components,affects the rhythm of organisms and has the potential for advanced applications of lighting,display,and *** with traditional incandescent bulbs and inorganic diodes,pure organic materials are superior in terms of better compatibility,flexibility,structural diversity,and environmental *** the past few.years,polychromic emission has been obtained based on organic aggregates,which provides a platform to achieve white-light *** white-light emitters are sporadically reported,but the underlying mechanistic picture is still not fully *** on these considerations,we will focus on the single-component and multicomponent strategies to achieve efficient white-light emission from pure organic ***,single-component strategy is introduced from four parts:dual fluorescence,fluorescence and phosphorescence,dual phosphorescence with anti-Kasha’s behavior,and ***,doping,supramolecular assembly,and cocrystallization are summarized as strategies for multicomponent *** the construction strategies of white-light emitters,their advanced representative applications,such as organic light-emitting diodes,white luminescent dyes,circularly polarized luminescence,and encryption,are also *** is expected that this review will draw a comprehensive picture of white-light emission from organic aggregates as well as their emerging applications.

关键词： aggregate white-light emission aggregation-induced emission organic mechanism

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Metal-free multicomponent polymerization of activated diyne,electrophilic styrene and isocyanide towards highly substituted and functional poly(cyclopentadiene)

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Science China Chemistry 2023年第3期66卷 863-869页

作者： Xinyue Liu Xueqin yang Xin Li Jianwei Sun Benzhao He jacky w.y.lam Ben Zhong Tang Department of Chemistry and Hong Kong Branch of Chinese National Engineering Research Center for Tissue Restoration and Reconstruction Guangdong-Hong Kong-Macao Joint Laboratory of Optoelectronic and Magnetic Functional MaterialsThe Hong Kong University of Science and TechnologyHong Kong 999077China Center for Advanced Materials Research Beijing Normal University at ZhuhaiZhuhai 519085China School of Science and Engineering Shenzhen Institute of Aggregate Science and TechnologyThe Chinese University of Hong KongShenzhen 518172China Center for Aggregation-Induced Emission South China University of TechnologyGuangzhou 510640China

The development of a facile and efficient polymerization to prepare cyclopentadiene-containing polymers is of vital importance and highly desired. In this work, a metal-free multicomponent polymerization of activated diyne, electrophilic styrene and isocyanide for the preparation of highly substituted poly(cyclopentadiene) was established. Soluble and thermally stable polymers with high molecular weights are obtained in high yields under mild conditions. By introducing the tetraphenylethene or triphenylamine moiety into polymer backbones, the resultant polymers show unique aggregation-induced emission(AIE)characteristics. Interestingly, AIE polymers can also be generated in situ from non-AIE monomers. Moreover, the prepared polymers can generate photopatterns to function as photoresists and can also serve as visualizing agents to selectively stain the lipid droplets in live cells. This efficient polymerization will open up enormous opportunities for preparing functional cyclopentadiene-containing polymers applicable in diverse areas.

关键词： multicomponent polymerization activated alkynes highly substituted poly(cyclopentadiene)

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A mitochondria-targeted AIE photosensitizer for enhancing specificity and efficacy of ferroptosis inducer

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Science China Chemistry 2022年第5期65卷 870-876页

作者： Shan wang Chao Chen Jianmin wu Jianyu Zhang jacky w.y.lam Hongyang wang Lei Chen Ben Zhong Tang Fudan University Shanghai Cancer Center Shanghai Medical CollegeFudan UniversityShanghai 200032China Department of Chemistry Hong Kong Branch of Chinese National Engineering Research Center for Tissue Restoration and ReconstructionInstitute for Advanced StudyState Key Laboratory of Molecular NanoscienceDivision of Life Scienceand Department of Chemical and Biological EngineeringThe Hong Kong University of Science and TechnologyHong Kong 999077China Institute of Metabolism and Integrative Biology Fudan UniversityShanghai 200433China The International Cooperation Laboratory on Signal Transduction Eastern Hepatobiliary Surgery HospitalSecond Military Medical UniversityShanghai 200438China National Center for Liver Cancer Shanghai 200441China Shenzhen Institute of Aggregate Science and Technology School of Science and EngineeringThe Chinese University of Hong KongShenzhen 518172China AIE Institute Guangzhou Development DistrictGuangzhou 510530China

Ferroptosis is a form of regulated cell death characterized by iron-dependent accumulation of lipid peroxidation and lethal reactive oxygen species(ROS).To date,misregulated ferroptosis has been implicated in several types of cancers,and ferroptosis inducers can be used to promote ferroptosis in tumor cells and play an anti-tumor ***,the specificity and efficacy of ferroptosis inducers remain ***,a new mitochondria-targeted photosensitizer(PS)with aggregation-induced emission(AIE)characteristic named TCSVP was designed,which efficiently generates ROS in mitochondria after light *** administration significantly sensitizes tumor cells to ferroptosis inducer(RSL3)-mediated cell death by specifically and light-dependently triggering a moderate ROS generation in vitro and in ***,the expression levels of ferroptosis related proteins Acyl-CoA synthetase long-chain family member 4(FACL4/ACSL4)and cyclooxygenase-2(COX2)were increased in TCSVP/RSL3-treated cells after light exposure,coupled with decreased Glutathione peroxidase 4(GPX4)activity and excessive malondialdehyde(MDA)*** study declared that light-induced moderate ROS generation within mitochondria in cancer cells by AIE-PS can be used to enhance the specificity and efficacy of ferroptosis inducers,bringing a new synergistic strategy for tumor intervention.

关键词： controlling ROS generation high-performance AIE-PS lipid peroxidation ferroptosis

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Recent Progress in AIE-active Polymers

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Chinese Journal of Polymer Science 2019年第4期37卷 289-301,I0004页

作者： yu Bing Hu jacky w.y.lam Ben Zhong Tang HKUST-Shenzhen Research Institute Department of Chemistry The Hong Kong Branch of Chinese National Engineering Research Center for Tissue Restoration and Reconstruction and Institute for Advanced StudyThe Hong Kong University of Science and Technology Center for Aggregation-Induced Emission SCUT-HKUST Joint Research InstituteState Key Laboratory of Luminescent Materials and DevicesSouth China University of Technology

The demand for highly efficient solid-state luminophores is continuously growing due to their potential applications in optoelectrical devices, chemosensors, and biological applications. The discovery of luminogens with aggregation-induced emission(AIE)by Tang et al. in 2001 provides a good reponse to this demand. Among the exploited AIE luminogens, AIE-active polymers possess many advantages such as simple synthesis, convenient structrue modifications, and good processability, which offer an extensive platform for scientists and engineers. Herein, the design principles and latest synthetic advancement of AIE-active polymers are summarized, including click polymerization and multicomponent polymerization. Non-conjugated heteroatom-rich polymers were in situ generated and demonstated non-conventional clusteroluminoscence. Advanced applications including fluorescent sensors, stimuli-responsive materials,biological applications, circularly polarized luminescence, and electroluminescence are then introduced in detail. AIE-active polymers display the signal-amplification effect for sensitive and selective response to chemo/bioanalytes or stimuli and enhanced photosensitization effect for cancer theranostics. Retrospecting the expansion of this field can further strengthen our belief that AIE-active polymers are promising for conceptual innovation and technological breakthroughs in the near future.

关键词： Aggregation-induced emission Polymer synthesis High-tech application

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Amine-catalyzed polycyclotrimerization of arylene bipropiolate:A metal-free and regioselective route to hyperbranched polymer

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Science China Chemistry 2008年第8期51卷 705-708页

作者： JIM Cathy K w lam jacky w.y HAEUSSLER Matthias Department of Chemistry The Hong Kong University of Science & TechnologyClear Water BayKowloonHong KongChina

This paper presents a new synthetic route to hyperbranched polymer. An arylene bipropiolate monomer,dimethylmethylenebis(1,4-phenylene) bipropiolate,was prepared by a one-step esterification reaction of bisphenol A with propiolic acid. Polycyclotrimrtization of the monomer was effected by reflux in dimethylformamide(DMF),producing a soluble hyperbranched poly(aroxycarbonylphenylene) in a good yield. The polymer was perfectly branched with a degree of branching of 100%.

关键词： cyclotrimerization regioselectivity hyperbranched polymer

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Conjugated polymers developed from alkynes

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National Science Review 2015年第4期2卷 493-509页

作者： yajing Liu jacky w.y.lam Ben Zhong Tang HKUST-Shenzhen Research Institute Department of Chemistry Division of Life Science State Key Laboratory of Molecular NeuroscienceInstitute for Advanced Study Institute of Molecular Functional Materials and Division of Biomedical Engineering The Hong Kong University of Science and Technology Guangdong Innovative Research Team SCUT-HKUST Joint Research Laboratory State Key Laboratory of Luminescent Materials and Devices South China University of Technology

The numerous merits of conjugated polymers(CPs) have encouraged scientists to develop a variety of synthetic routes to CPs with diverse structures and functionalities. Among the large scope of substrates,alkyne plays an important role in constructing polymers with conjugated backbones. In addition to some well-developed reactions including Glaser–Hay and Sonogashira coupling, azide/thiol-yne click reaction and cyclotrimerization, some novel alkyne-based reactions have also been explored such as oxidative polycoupling, decarbonylative polycoupling and multicomponent tandem polymerizations. his review focuses on the recent progress on the synthetic methodology of CPs in the last ive years using monomers with two or more triple bonds and some of their high-technological applications. Selected examples of materials properties of these CPs are given in this review, such as luorescence response to chemical or physical stimuli, magnetism, white light emission, cell imaging and bioprobing. Finally, a short perspective is raised in regard to the outlook of the preparation methodologies, functionalities as well as potential applications of CPs in the future.

关键词： conjugated polymer alkyne synthetic methodology functional polymer

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Mechanistic connotations of restriction of intramolecular motions(RIM)

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National Science Review 2021年第6期8卷 10-13页

作者： yujie Tu Zheng Zhao jacky w.y.lam Ben Zhong Tang Department of Chemistry Hong Kong Branch of Chinese National Engineering Research Center for Tissue Restoration and ReconstructionInstitute for Advanced Study and Department of Chemical and Biological EngineeringThe Hong Kong University of Science and Technology Center for Aggregation-Induced Emission SCUT-HKUST Joint Research InstituteState Key Laboratory of Luminescent Materials and DevicesSouth China University of Technology AIE Institute Guangzhou Development District Ming wai Lau Centre for Reparative Medicine Karolinska Institutet

Molecules are all in constant motions,which influence their properties. For example, in photophysics, the light emission behavior of a luminogen is determined by its electronic and nuclear motions in the excited state. Flexible molecular motions usually favor nonradiative decay along with the transformation of excited-state energy to other forms such as thermal energy. Therefore,the restriction of intramolecular motions(RIM) is commonly adopted to achieve luminescent materials with high emission brightness.

关键词： AGGREGATION-INDUCED EMISSION CONICAL INTERSECTION

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In Situ Generation of N-Heteroaromatic Polymers:Metal-Free Multicomponent Polymerization for Photopatterning,Morphological Imaging,and Cr(Ⅵ)Sensing

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CCS Chemistry 2022年第7期4卷 2308-2320页

作者： yubing Hu Neng yan Xiaolin Liu Lingyu Pei Canbin ye wen-Xiong wang jacky w.y.lam Ben Zhong Tang Department of Chemistry The Hong Kong Branch of ChineseNational Engineering Research Center for Tissue Restoration and ReconstructionInstitute for Advanced StudyThe Hong Kong University of Science and TechnologyGuangdong-Hong Kong-Macro Joint Laboratory of Optoelectronic and Magnetic Functional MaterialsClear Water BayKowloonHong Kong 999077 HKUST-Shenzhen Research Institute NanshanShenzhen 518057 School of Energy and Environment State Key Laboratory of Marine PollutionCity University of Hong KongKowloonHong Kong 999077 Center for Aggregation-Induced Emission From Molecular AggregatesSCUT-HKUST Joint Research InstituteState Key Laboratory of Luminescent Materials and DevicesSouth China University of TechnologyGuangzhou 510640 Shenzhen Institute of Molecular Aggregate Science and Engineering School of Science and EngineeringThe Chinese University of Hong KongShenzhenGuangdong 518172 AIE Institute Guangzhou Development DistinctHuangpuGuangzhou 510530

Electron-deficient N-heteroaromatic polymers are crucial for the high-tech applications of organicmaterials,especially in the electronic and optoelectronic ***,the development of new polymerizations to afford adaptable electron-donating-accepting scaffolds in N-heteroaromatic polymers is in high ***,we have developed metal-free multicomponent polymerizations of diynes,diamines,and glyoxylates successfully for in situ generation of poly(quinoline)s with high molecular weights(Mw up to 16,900)in nearly quantitative *** tuning the electron distributions of the polymer backbones,the resulting poly(quinoline)s showed various aggregation-induced behaviors and photoresponsive abilities:The thin films of the poly(quinoline)s could be fabricated readily intowell-resolved photopatterns by photolithography *** could be utilized as fluorescent probes to visualize themorphologies of polymer materials directly;these include spherulites and microphase separation of polymer *** nanoparticles demonstrated sensitive and highly selective fluorescence quenching to hexavalent chromium ion Cr(Ⅵ),thereby providing access for biological imaging of Cr(Ⅵ)in unicellular algae.

关键词： heteroaromatic polymers multicomponent polymerization morphology photopatterns chromium sensor

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