CN108558765A - 一种醚基功能性离子液体及其制备方法 - Google Patents

一种醚基功能性离子液体及其制备方法 Download PDF

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CN108558765A
CN108558765A CN201810311591.2A CN201810311591A CN108558765A CN 108558765 A CN108558765 A CN 108558765A CN 201810311591 A CN201810311591 A CN 201810311591A CN 108558765 A CN108558765 A CN 108558765A
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ether
ionic liquids
functional ionic
ether functional
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佟静
井立强
刘春辉
刘海春
龚燕燕
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Liaoning University
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Liaoning University
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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
    • C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
    • C07D233/56—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to ring carbon atoms
    • C07D233/60—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to ring carbon atoms with hydrocarbon radicals, substituted by oxygen or sulfur atoms, attached to ring nitrogen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C227/00—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton
    • C07C227/14—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton from compounds containing already amino and carboxyl groups or derivatives thereof
    • C07C227/18—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton from compounds containing already amino and carboxyl groups or derivatives thereof by reactions involving amino or carboxyl groups, e.g. hydrolysis of esters or amides, by formation of halides, salts or esters
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C229/00—Compounds containing amino and carboxyl groups bound to the same carbon skeleton
    • C07C229/02—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton
    • C07C229/04—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated
    • C07C229/22—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated the carbon skeleton being further substituted by oxygen atoms

Abstract

本发明公开一种醚基功能性离子液体及其制备方法。所述的醚基功能性离子液体具有如(Ⅰ)所示的结构式。本发明的醚基功能离子液体制备方法简单，纯度高，成本低，可有效吸收酸性气体，拓展了离子液体的种类和加大了离子液体可调性及实用性。

Description

一种醚基功能性离子液体及其制备方法
技术领域
本发明涉及离子液体领域，具体的涉及一种醚基功能性离子液体及其制备方法。
背景技术
作为新型绿色介质的离子液体，因为有着特殊的物理性质和化学性质以及良好的设计性，引起了广泛的关注和众多学者的研究。离子液体是指在室温下呈液态的有机盐，这种液态盐由有机阳离子和有机阴离子或者无机阴离子构成。这种呈液态的熔融盐却又不同于其他离子化合物。离子液体有着较低的蒸汽压、难挥发、沸点低、极性强、溶解性强和较宽的化学电位。
随着人类生产生活的发展，全球气候变暖，温室气体的排放加剧，酸雨破坏力度的加大，引起了广泛的关注。同时如何有效的处理酸性气体，成为首要的任务。通常处理酸性气体有着物理吸收分离法、化学吸收分离法、吸附分离法、膜分离法等等。离子液体具有极大的可调性和可做性，这样就大大增加了离子液体的种类和用途。而现阶段的离子液体的研究还不是完善，对于新型的离子液体也在不断的出现。因此如何拓展离子液体的种类和用途是本领域不断研究的课题。
发明内容
本发明的目的是提供一种操作简单，成本低，纯度高，稳定性强的含有醚基的功能型的离子液体。
本发明采用的技术方案是：一种醚基功能性离子液体，具有如(Ⅰ)所示的结构式：
一种醚基功能性离子液体的制备方法，包括如下步骤：
1)将N‐甲基咪唑和2‐氯乙基醚类化合物，在氮气的保护下，78‐82℃反应45‐50h，所得反应物放置冰箱中冷冻10‐15h，分液去除上层液体，加入适量有机溶剂洗涤，再旋转蒸发除去有机溶剂，得到醚基功能性氯盐离子液体；
2)将醚基功能性氯盐离子液体加入到阴离子交换树脂中反应2‐4h，得到氢氧型醚基功能性离子液体；
3)将氢氧型醚基功能性离子液体和适量的氨基酸混合，室温下反应70‐75h，旋转蒸发，干燥，得醚基功能性离子液体。
优选的，N-甲基咪唑和2-氯乙基醚类化合物的摩尔比为1:1.1。
优选的，所述的2-氯乙基醚类化合物为2-氯乙基甲基醚。
优选的，所述的有机溶剂为乙酸乙酯和乙腈按体积比1：(1-2)的混合液。
优选的，所述的阴离子交换树脂为717型阴离子交换树脂。
优选的，氢氧型醚基功能性离子液体和氨基酸的摩尔比为1:1.05。
本发明的有益效果是：本发明合成的氨基酸类醚基功能性离子液体，拓展了离子液体的种类，提高了产品的纯度。
附图说明
图1是实施例1制备的醚基功能性离子液体的核磁氢谱。
具体的实施方式
下面通过具体的实例来进一步说明本发明。本发明不限于实施例，在不脱离所述的范围下，可以有微小的变动。
实施例1一种醚基功能性离子液体
制备方法如下：
1)将1mol N‐甲基咪唑加入到三口烧瓶中，冰盐浴的条件下，缓慢加入1.1mol 2‐氯乙基甲基醚，转移至油浴锅，通入氮气，升温至80℃，搅拌48h。反应物放置冰箱中，0℃以下冷冻10‐15h，分液去除上层液体，固体物用8ml的乙酸乙酯和乙腈的混合液(v:v＝1:1)洗涤三次，过滤，旋蒸蒸发去除有机溶剂，所得产物于65℃下，干燥8‐10h，重复洗涤、旋转蒸发，干燥步骤三次，最后于真空干燥箱中干燥8‐10小时，得1‐(2‐甲氧基乙基)‐3‐甲基咪唑氯盐离子液体。
2)取717型阴离子交换树脂，经过活化再生，处理得到氢氧型阴离子交换树脂，将氢氧型阴离子交换树脂装柱，水洗至中性，放干。将1‐(2‐甲氧基乙基)‐3‐甲基咪唑氯盐离子液体加入到氢氧型阴离子交换树脂中，反应2‐4h，得到氢氧型1‐(2‐甲氧基乙基)‐3‐甲基咪唑离子液体，并迅速标定。
3)将1mol氢氧型1‐(2‐甲氧基乙基)‐3‐甲基咪唑离子液体和1.05mol苏氨酸混合，室温下反应72h，旋转蒸发，干燥，得1‐(2‐甲氧基乙基)‐3‐甲基咪唑苏氨酸盐离子液体，结构式如下，产率为85.6％，纯度为98％。产物的核磁氢谱如图1。

Claims (7)

1.一种醚基功能性离子液体，其特征在于，具有如(Ⅰ)所示的结构式：
2.权利要求1所述的一种醚基功能性离子液体的制备方法，其特征在于，包括如下步骤：
1)将N‐甲基咪唑和2‐氯乙基醚类化合物，在氮气的保护下，78‐82℃反应45‐50h，所得反应物放置冰箱中冷冻10‐15h，分液去除上层液体，加入适量有机溶剂洗涤，再旋转蒸发除去有机溶剂，得到醚基功能性氯盐离子液体；
2)将醚基功能性氯盐离子液体加入到阴离子交换树脂中反应2‐4h，得到氢氧型醚基功能性离子液体；
3)将氢氧型醚基功能性离子液体和适量的氨基酸混合，室温下反应70‐75h，旋转蒸发，干燥，得醚基功能性离子液体。
3.根据权利要求2所述的制备方法，其特征在于，步骤1)，N-甲基咪唑和2-氯乙基醚类化合物的摩尔比为1:1.1。
4.根据权利要求2所述的制备方法，其特征在于，步骤1)，所述的2-氯乙基醚类化合物为2-氯乙基甲基醚。
5.根据权利要求2所述的制备方法，其特征在于，步骤1)，所述的有机溶剂为乙酸乙酯和乙腈按体积比1：(1-2)的混合液。
6.根据权利要求2所述的制备方法，其特征在于，步骤2)，所述的阴离子交换树脂为717型阴离子交换树脂。
7.根据权利要求2所述的制备方法，其特征在于，步骤3)，氢氧型醚基功能性离子液体和氨基酸的摩尔比为1:1.05。
CN201810311591.2A 2018-04-09 2018-04-09 一种醚基功能性离子液体及其制备方法 Pending CN108558765A (zh)

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CN110041265A (zh) * 2019-05-10 2019-07-23 辽宁大学 一种功能型含醚基基团离子液体及其制备方法
CN114671812A (zh) * 2022-04-29 2022-06-28 辽宁大学 一种含醚基基团的功能型离子液体及其制备方法
CN114700018A (zh) * 2022-04-08 2022-07-05 上海交通大学 一种咪唑氨基酸离子液体的半自动集成式反应装置及制备方法

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Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN110041265A (zh) * 2019-05-10 2019-07-23 辽宁大学 一种功能型含醚基基团离子液体及其制备方法
CN114700018A (zh) * 2022-04-08 2022-07-05 上海交通大学 一种咪唑氨基酸离子液体的半自动集成式反应装置及制备方法
CN114671812A (zh) * 2022-04-29 2022-06-28 辽宁大学 一种含醚基基团的功能型离子液体及其制备方法

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