Synthesis of Functional Hyperbranched Poly(methyltriazolylcarboxylate)s by Catalyst-free Click Polymerization of Butynoa
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ARTICLE
POLYMER SCIENCE
https://doi.org/10.1007/s10118-020-2421-y Chinese J. Polym. Sci.
Synthesis of Functional Hyperbranched Poly(methyltriazolylcarboxylate)s by Catalyst-free Click Polymerization of Butynoates and Azides Mu-Ning Langa, Wei-Wen Chia, Ting Hanc, Qing-Zhen Zhaoa, Hong-Kun Lia,b*, Ben Zhong Tangb,c, and Yong-Fang Lia a State and Local Joint Engineering Laboratory for Novel Functional Polymeric Materials, Laboratory of Advanced Optoelectronic Materials, College of Chemistry,
Chemical Engineering and Materials Science, Soochow University, Suzhou 215123, China b State Key Laboratory of Luminescent Materials and Devices, Key Laboratory of Luminescence from Molecular Aggregates of Guangdong Province, Center for Aggregation-Induced Emission, South China University of Technology, Guangzhou 510640, China c Department of Chemistry, Hong Kong Branch of Chinese National Engineering Research Center for Tissue Restoration and Reconstruction, The Hong Kong University of Science & Technology, Clear Water Bay, Kowloon, Hong Kong, China
Electronic Supplementary Information Abstract Azide-alkyne click polymerization has become a powerful tool for polymer synthesis. However, the click polymerization between internal alkynes and azides is rarely utilized to prepare functional polymers. In this work, the polymerization reactions of activated internal alkyne monomers of tris(2-butynoate)s (1) with tetraphenylethene-containing diazides (2) were performed in dimethylformamide (DMF) under simple heating, affording four hyperbranched poly(methyltriazolylcarboxylate)s (hb-PMTCs) with high molecular weights (Mw up to 2.4 × 104) and regioregularities (up to 83.9%) in good yields. The hb-PMTCs are soluble in common organic solvents, and thermally stable with 5% weight loss temperatures up to 400 °C. They are non-emissive in dilute solution, but become highly emissive in aggregated state, exhibiting aggregationinduced emission characteristics. The polymers can generate fluorescent photopatterns with high resolution, and can work as fluorescent sensors to detect nitroaromatic explosive with high sensitivity. Keywords Click polymerization; Hyperbranched polymer; Aggregation-induced emission; Explosive detection; Photopattern Citation: Lang, M. N.; Chi, W. W.; Han, T.; Zhao, Q. Z.; Li, H. K.; Tang, B. Z.; Li, Y. F. Synthesis of functional hyperbranched poly(methyltriazolylcarboxylate)s by catalyst-free click polymerization of butynoates and azides. Chinese J. Polym. Sci. https://doi.org/10.1007/s10118-020-2421-y
INTRODUCTION Facile synthesis of polymers with new structures and functional properties is of great academic and industrial interest. Over the past decades, hyperbranched polymers have gained extensive attention because of their special physical and chemical properties, and great potential applications in coatings, catalysis, nanotechnology, supramolecular assembly, biomedical research, optoelectronic devices, and so on.[1,2] With the sustained efforts by polymer chemists, a large number of hyperbranched p
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