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Synthesis of Novel Chain‐End‐Functionalized Polyethylenes via Thiol‐ene Click Chemistry
Author(s) -
Li Ying,
Zhang Yongjie,
Li Qian,
Li Huayi,
Zheng Shuirong,
Hu Youliang
Publication year - 2015
Publication title -
macromolecular chemistry and physics
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.57
H-Index - 112
eISSN - 1521-3935
pISSN - 1022-1352
DOI - 10.1002/macp.201400454
Subject(s) - thioglycolic acid , chemistry , polymer chemistry , cysteamine , thiol , anhydrous , hydrochloride , polyethylene , click chemistry , ene reaction , nuclear chemistry , organic chemistry
Chain‐end‐functionalized polyethylenes (Cef‐PEs: PESSH (Cef 1 ), PESfurfuryl (Cef 2 ), PESNH 2 (Cef 4 ), PESNH 2 •HCl (Cef 5 ), PESCOONa (Cef 6 ), PESCHA(Cef 7 ), PESSO 3 Na (Cef 8 ), PESOH (Cef 9 ) and PESCOOH (Cef 10 )) are synthesized by thiol‐ene addition of vinyl‐terminated polyethylene (v‐PE) with 1,2‐ethanedithiol, furfurylmercaptan, cysteamine, cysteamine hydrochloride, sodium thioglycolate, L‐cysteine hydrochloride, sodium 2‐mercaptoethanesulfonate, mercaptoethanol, and thioglycolic acid, respectively. PEStNCO (Cef 3 ) is obtained by subsequent reaction of Cef 9 with anhydrous 4,4′‐MDI. Cef‐PE 1–8 are reported for the first time. The conversions of all the reactions are up to 95%–100%. All the Cef‐PEs are characterized by NMR, GPC, DSC, FT‐IR, and TGA. In the experiments, it is found that alkaline mercaptans and solvents are adverse to the thiol‐ene click reactions.