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

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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 

机构地区:[1]Center for Advanced Materials Research,Science and Technology Experimental Platform,Advanced Institute of Natural Sciences,Beijing Normal University at Zhuhai,Zhuhai 519085,China [2]Department of Chemistry,Hong Kong Branch of Chinese National Engineering Research Center for Tissue Restoration and Reconstruction,and Guangdong-Hong Kong-Macao Joint Laboratory of Optoelectronic and Magnetic Functional Materials,The Hong Kong University of Science&Technology,Kowloon,Hong Kong,China [3]Center for AIE Research,College of Materials Science and Engineering,Shenzhen University,Shenzhen 518060,China [4]Department of Laboratory Medicine,Nanfang Hospital,Southern Medical University,Guangzhou 510515,China [5]State Key Laboratory of Luminescent Materials and Devices,Guangdong Provincial Key Laboratory of Luminescence from Molecular Aggregates,Center for Aggregation-Induced Emission,South China University of Technology,Guangzhou 510640,China [6]HKUST-Shenzhen Research Institute,Shenzhen 518057,China [7]Shenzhen Institute of Aggregate Science and Technology,School of Science and Engineering,The Chinese University of Hong Kong,Shenzhen 518172,China

出  处:《Science China Chemistry》2022年第4期789-795,共7页中国科学(化学英文版)

基  金:supported by the National Natural Science Foundation of China(22101028,21788102);the start-up funding from Beijing Normal University(310432102,310432103);the Innovation and Technology Commission(ITC-CNERC14SC01);the Science and Technology Plan of Shenzhen(JCYJ20160229205601482,JCYJ20180507183832744,JCYJ20170818113602462);the Natural Science Foundation of Guangdong Province(2019B121205002);the Research Grants Council of Hong Kong(16305618,16304819,16305320,NHKUST609/19,C6009-17G,C6014-20W/16)。

摘  要: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 cells.Considering 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 

分 类 号:TQ317[化学工程—高聚物工业]

 

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