甲基咪唑胺类离子液体的合成及其对ATRP反应的影响

doi:10.3969/j.issn.0438-1157.20161132

化工学报 ›› 2016, Vol. 67 ›› Issue (S2): 159-163.DOI: 10.3969/j.issn.0438-1157.20161132

• 催化、动力学与反应器 • 上一篇下一篇

甲基咪唑胺类离子液体的合成及其对ATRP反应的影响

薛腾, 周剑, 付坦坦, 唐二军, 赵地顺

河北科技大学化学与制药工程学院, 河北石家庄 050018

收稿日期:2016-08-09 修回日期:2016-10-10 出版日期:2016-12-30 发布日期:2016-12-30
通讯作者: 唐二军
基金资助:
国家自然科学基金项目（21304030）；河北省自然科学基金项目（B2013208183）。

Synthesis of methyl imidazole amine ionic liquid for ATRP reaction system

XUE Teng, ZHOU Jian, FU Tantan, TANG Erjun, ZHAO Dishun

College of Chemical and Pharmaceutical Engineering, Hebei University of Science and Technology, Shijiazhuang 050018, Hebei, China

Received:2016-08-09 Revised:2016-10-10 Online:2016-12-30 Published:2016-12-30
Supported by:
supported by the National Natural Science Foundation of China (21304030)and the Natural Science Foundation of Hebei Province (B2013208183).

摘要/Abstract

摘要：

以N-甲基咪唑为骨架引入1，2-二氯乙烷合成中间体氯化1-氯乙基-3-甲基咪唑（[CeMIM]Cl），再与1，3-丙二胺反应合成了氯化1-（丙基氨基）乙基-3-甲基咪唑离子液体（[N₂C₃MIM]Cl）。通过FT-IR、¹H NMR对[N₂C₃MIM]Cl进行分析测试，确证了其化学结构。通过循环伏安法测得[N₂C₃MIM]Cl具有较低的氧化还原电势，为-0.522 V，与有机配体相比[N₂C₃MIM]Cl具有较好的配位性能。将[N₂C₃MIM]Cl与CuBr配位用于催化甲基丙烯酸甲酯（MMA）的原子转移自由基聚合（ATRP）反应，经凝胶渗透色谱法（GPC）测试证明[N₂C₃MIM]Cl对ATRP反应具有较好的可控性。原子吸收光谱测定聚合产物PMMA中Cu²⁺的残留量仅为270 mg·kg^-1，表明与传统有机配体相比，[N₂C₃MIM]Cl有利于催化剂与聚合产物的分离。

关键词: 配位物, 离子液体, ATRP, 循环伏安法, GPC, 聚合物

Abstract:

1-(Propyl amine)ethyl-3-methyl chloride ionic liquid ([N₂C₃MIM]Cl) was prepared on the base of N-methylimidazole by 1,2-dichloroethane to obtain the intermediates 1-chloro-ethyl-3-methyl chloride ionic liquid ([CeMIM]Cl)and then reacting with 1,3-propanediamine.The chemical structure of [N₂C₃MIM]Cl was confirmed by FT-IR and ¹H NMR.[N₂C₃MIM]Cl possessed a lower REDOX potential (-0.522 V) through cyclic voltammetry measurement,[N₂C₃MIM]Cl presented a perfect coordination property compared with organic ligands.The obtained ionic liquid[N₂C₃MIM]Cl coordinated with CuBr was used to catalyze atom transfer radical polymerization (ATRP) of methyl methacrylate (MMA)and it indicated by gel permeation chromatography (GPC) that the coordination ionic liquid[N₂C₃MIM]Cl presented the perfect controllability to the ATRP reactions.The residues of Cu²⁺ in polymerization product PMMA was only 270 mg·kg^-1 by atomic absorption spectrometry determination.It showed that[N₂C₃MIM]Cl was conducive to the separation of catalyst from the obtained product compared with the traditional organic ligands.

Key words: complexes, ionic liquids, ATRP, cyclic voltammetry, GPC, polymers

中图分类号:

TQ032.4

薛腾, 周剑, 付坦坦, 唐二军, 赵地顺. 甲基咪唑胺类离子液体的合成及其对ATRP反应的影响[J]. 化工学报, 2016, 67(S2): 159-163.

XUE Teng, ZHOU Jian, FU Tantan, TANG Erjun, ZHAO Dishun. Synthesis of methyl imidazole amine ionic liquid for ATRP reaction system[J]. CIESC Journal, 2016, 67(S2): 159-163.

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甲基咪唑胺类离子液体的合成及其对ATRP反应的影响

Synthesis of methyl imidazole amine ionic liquid for ATRP reaction system

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