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一种新型含炔基的聚合2-乙基-2-噁唑啉引发剂的合成
引用本文:Muhammad Waqas Ali,高亚婷,Muhammad Siddiq,叶晓东.一种新型含炔基的聚合2-乙基-2-噁唑啉引发剂的合成[J].化学物理学报,2018,31(1):77-84.
作者姓名:Muhammad Waqas Ali  高亚婷  Muhammad Siddiq  叶晓东
作者单位:中国科学技术大学化学物理系, 合肥微尺度物质科学国家研究中心, 合肥 230026,中国科学技术大学化学物理系, 合肥微尺度物质科学国家研究中心, 合肥 230026,巴基斯坦真纳大学化学系, 伊斯兰堡 45320,中国科学技术大学化学物理系, 合肥微尺度物质科学国家研究中心, 合肥 230026;中国科学技术大学, 中国科学院软物质化学重点实验室, 合肥 230026
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收稿时间:2017/9/13 0:00:00

A Novel Initiator Containing Alkyne Group for the Polymerization of 2-Ethyl-2-oxazoline
Muhammad Waqas Ali,Ya-ting Gao,Muhammad Siddiq and Xiao-dong Ye.A Novel Initiator Containing Alkyne Group for the Polymerization of 2-Ethyl-2-oxazoline[J].Chinese Journal of Chemical Physics,2018,31(1):77-84.
Authors:Muhammad Waqas Ali  Ya-ting Gao  Muhammad Siddiq and Xiao-dong Ye
Institution:Hefei National Laboratory for Physical Sciences at the Microscale, Department of Chemical Physics, University of Science and Technology of China, Hefei 230026, China,Hefei National Laboratory for Physical Sciences at the Microscale, Department of Chemical Physics, University of Science and Technology of China, Hefei 230026, China,Department of Chemistry, Quaid-I-Azam University, Islamabad 45320, Pakistan and Hefei National Laboratory for Physical Sciences at the Microscale, Department of Chemical Physics, University of Science and Technology of China, Hefei 230026, China;CAS Key Laboratory of Soft Matter Chemistry, University of Science and Technology of China, Hefei 230026, China
Abstract:A novel trifunctional initiator with one alkyne and two trifluoromethanesulfonate moieties was synthesized from a protected alcohol 5-hydroxyl-2-phenyl-1, 3-dioxane. The alkyne functionalized intermediate with two protected alcohol groups was synthesized by reacting with propargyl bromide. The alcohol groups were cleaved using a mixture of tetrahydrofuran and hydrochloric acid aqueous solution. In the last step the initiator was synthesized using triflic anhydride in carbon tetrachloride. The initiator was characterized by 1H NMR and used for the polymerization of 2-ethyl-2-oxazoline which gives polymers with narrow distribution. For comparison a similar initiator with two tosylates was prepared and used for the polymerization of the monomer 2-ethyl-2-oxazoline, the resulting product has a wide molecular weight distribution and most of the initiator remains unreacted after 24 h which may be due to the steric hindrance between the two tosylate groups. To further explore the steric hindrance phenomenon, a linear tosylate initiator was synthesized, but still some of the initiator remains unreacted, illustrating that both steric hindrance and electrophilic balance affect the efficiency of the cationic ring-opening polymerization. All of the polymers were characterized in detail by using 1H NMR, matrix-assisted laser desorption/ionization time-of-flight mass spectroscopy, and size exclusion chromatography to confirm the purity and distribution of the polymers.
Keywords:Electrophile  2-Ethyl-2-oxazoline  Steric hindrance  Triflate
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