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Synthesis of Novel Chain‐End‐Functionalized Polyethylenes via Thiol‐ene Click Chemistry
Authors:Ying Li  Yongjie Zhang  Qian Li  Huayi Li  Shuirong Zheng  Youliang Hu
Affiliation:1. Department of Applied Chemistry, School of Natural and Applied Sciences, Northwestern Polytechnical University, Xi'an, P.R. China;2. Beijing National Laboratory of Molecular Sciences, CAS Key Laboratory of Engineering Plastics, Joint Laboratory of Polymer Science and Materials, Institute of Chemistry, Chinese Academy of Sciences, Beijing, P.R. China
Abstract:Chain‐end‐functionalized polyethylenes (Cef‐PEs: PE? S? SH (Cef1), PE? S? furfuryl (Cef2), PE? S? NH2 (Cef4), PE? S? NH2?HCl (Cef5), PE? S? COONa (Cef6), PE? S? CHA(Cef7), PE? S? SO3Na (Cef8), PE? S? OH (Cef9) and PE? S? COOH (Cef10)) 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. PE? S? t? NCO (Cef3) is obtained by subsequent reaction of Cef9 with anhydrous 4,4′‐MDI. Cef‐PE1–8 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.
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Keywords:Chain‐end‐functionalized polyethylene  thiol‐ene click chemistry  vinyl‐terminated polyethylene
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