“On Water”Effect for Green Click Reaction:Spontaneous Polymerization of Activated Alkyne with“Inert”Aromatic Amine in Aqueous Media  

作　　者：Xinyue Liu Chen Zhang Lianrui Hu Jinghan Wang Kai Li Hai-Tao Feng Jacky WYLam Benzhao He Ben Zhong Tang 

机构地区：[1]Department of Chemistry,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 Materials,The Hong Kong University of Science and Technology,Clear Water Bay,Kowloon,Hong Kong 999077 [2]HKUST-Shenzhen Research Institute,Shenzhen 518057 [3]Department of Biomedical Engineering,SUSTech Academy for Advanced Interdisciplinary Studies,Southern University of Science and Technology,Shenzhen 518055 [4]AIE Research Center,Shaanxi Key Laboratory of Phytochemistry,College of Chemistry and Chemical Engineering,Baoji University of Arts and Sciences,Baoji 721013 [5]Center for Advanced Materials Research,Beijing Normal University at Zhuhai,Zhuhai 519085 [6]School of Science and Engineering,Shenzhen Institute of Aggregate Science and Technology,The Chinese University of Hong Kong,Shenzhen 518172

出　　处：《CCS Chemistry》2023年第2期385-396,共12页中国化学会会刊（英文）

基　　金：supported by the National Natural Science Foundation of China(grant nos.21788102 and 22101028);the Research Grants Council of Hong Kong(grant nos.16304819,16305320,and C6014-20W);the Innovation and Technology Commission(grant no.ITC-CNERC14SC01);the Natural Science Foundation of Guangdong Province(grant no.2019B121205002);the China Postdoctoral Science Foundation(grant no.2021M691414);the Scientific and Technological Innovation Team of Shaanxi Province(grant no.2022TD-36).

摘　　要：Organic reactions in water have attracted great attention due to their advantages such as unique reaction performance and environmental friendliness.Organic reactions as well as polymerizations in aqueous media have been extensively investigated,and so far,there has been a massive amount of reporting about polymerizations in water.However,reports about click polymerization in water have been rare.Herein,click polymerization of activated alkyne and aromatic amine in aqueous media is developed.The“on water”effect facilitates polymerization in aqueous media better than in organic solvents,and its mechanism is deciphered through experimental data and theoretical calculations.Water participates in the reaction and reduces the energy barrier to some extent.Besides,polymerization makes it possible for aromatic amine with low reactivity to be linked.By using this strategy,polymers with high molecular weights can be obtained in high yields(up to 95.4%).They show good thermal stability and high refractivity.They can be photodegraded.The polymers with tetraphenylethylene moieties show aggregation-induced emission and can be used as materials for generating photopatterns and visualizing agents for specific staining of lysosome in living cells.

关 键 词：“on water”effect click polymerization aromatic amine PHOTODEGRADATION specific lysosome-staining 

分 类 号：O631.5[理学—高分子化学]