离子液体基低共熔溶剂在转化CO2中的应用

doi:10.11949/0438-1157.20230534

化工学报 ›› 2023, Vol. 74 ›› Issue (9): 3640-3653.DOI: 10.11949/0438-1157.20230534

• 离子液体与绿色过程专栏 • 上一篇下一篇

离子液体基低共熔溶剂在转化CO₂中的应用

程业品¹(), 胡达清², 徐奕莎¹, 刘华彦¹, 卢晗锋¹, 崔国凯¹()

^1.浙江工业大学，绿色化学合成技术国家重点实验室培育基地，化学工程学院，催化反应工程研究所，浙江杭州 310014
^2.浙江天地环保科技股份有限公司，浙江杭州 310003

收稿日期:2023-06-01 修回日期:2023-07-31 出版日期:2023-09-25 发布日期:2023-11-20
通讯作者: 崔国凯
作者简介:程业品（1998—），男，硕士研究生，2112101154@zjut.edu.cn
基金资助:
国家自然科学基金项目(22078294);浙江省自然科学基金项目(LZ21E080001);浙江省重点研发项目(2023C03127);国家重点研发计划项目(2022YFC3702003);浙江天地环保科技有限公司“绿色低能耗二氧化碳捕集离子液体吸收剂的开发”技术项目(TD-KJ-22-007-W001)

Application of ionic liquid-based deep eutectic solvents for CO₂ conversion

Yepin CHENG¹(), Daqing HU², Yisha XU¹, Huayan LIU¹, Hanfeng LU¹, Guokai CUI¹()

^1.State Key Laboratory Breeding Base of Green Chemistry Synthesis Technology, Institute of Catalytic Reaction Engineering, College of Chemical Engineering, Zhejiang University of Technology, Hangzhou 310014, Zhejiang, China
^2.Zhejiang Tiandi Environmental Protection Technology Co. , Ltd. , Hangzhou 310003, Zhejiang, China

Received:2023-06-01 Revised:2023-07-31 Online:2023-09-25 Published:2023-11-20
Contact: Guokai CUI

摘要/Abstract

摘要：

CO₂作为一种温室气体，是一种宝贵的C₁资源，为实现“碳达峰、碳中和”战略目标，大力发展二氧化碳利用与封存技术是当务之急。离子液体是由有机阳离子和有机或无机阴离子组成的绿色溶剂，而低共熔溶剂是由氢键受体和氢键供体通过氢键形成的一种新型的溶剂。离子液体基低共熔溶剂不仅拥有离子液体相似的性质，如低饱和蒸气压、宽液温范围、高热化学稳定性、结构性能可调控等，还具备了低共熔溶剂的氢键特性。本文综述了离子液体基低共熔溶剂在CO₂热催化、电催化、生物催化领域的应用，并分析了各种催化方式中的CO₂转化机理和影响因素，展望了低共熔溶剂应用于转化CO₂的前景，对目前该领域的发展所面临的主要问题和进一步的研究工作提出了建议。

关键词: 离子液体, 低共熔溶剂, 二氧化碳, 催化（作用）, 热催化, 电化学, 生物催化

Abstract:

As a greenhouse gas, CO₂is a precious C₁ resource. In order to achieve the strategic goal of “carbon peaking and carbon neutrality”, it is imperative to vigorously develop carbon dioxide utilization and storage technologies. Ionic liquids are green solvents composed of organic cations and organic or inorganic anions, while deep eutectic solvents (DESs) are a novel kind of green solvent formed by hydrogen bond acceptors (HBAs) and hydrogen bond donors (HBDs) via hydrogen bonds. Ionic deep eutectic solvents (iDES) are new green solvents. They not only have similar chemical properties with ionic liquids, such as low vapor pressure, wide liquid temperature range, high thermochemical stability, and tunable structure properties, but also have the characteristics of hydrogen bonds. In recent years, a series of iDES containing choline, quaternary ammonium salts, and quaternary phosphonium salts were reported as green sorbents, solvents, and catalysts for highly efficient capture and transformation of CO₂. However, the application and mechanism of iDES in the direction of CO₂ conversion have not been systematically summarized. Therefore, this article reviews iDES for CO₂ conversion during the last two decades (2003—2023), focusing on the thermal catalysis, biocatalysis, electrocatalysis of CO₂ to obtain a variety of high-value chemicals, such as cyclic carbonate, carbamate, methanol, CO and CaCO₃. Additionally, the mechanism of iDES on the catalytic reaction of CO₂ is discussed. Moreover, the development directions and challenges of DESs for CO₂ conversion are discussed.

Key words: ionic liquid, deep eutectic solvent, carbon dioxide, catalysis, thermal catalysis, electrochemistry, biocatalysis

中图分类号:

TQ 203.2

程业品, 胡达清, 徐奕莎, 刘华彦, 卢晗锋, 崔国凯. 离子液体基低共熔溶剂在转化CO₂中的应用[J]. 化工学报, 2023, 74(9): 3640-3653.

Yepin CHENG, Daqing HU, Yisha XU, Huayan LIU, Hanfeng LU, Guokai CUI. Application of ionic liquid-based deep eutectic solvents for CO₂ conversion[J]. CIESC Journal, 2023, 74(9): 3640-3653.

图/表 12

图1 iDES应用于CO2转化及其转化产物

Fig.1 iDES for CO2 conversion and corresponding products

图2 典型氢键受体和氢键供体的分子结构

Fig.2 Molecular structures of the typical HBA and HBD

图3 [Emim][I]/m-DHB（2∶1）催化转化环氧化合物的机理图[45]

Fig.3 Mechanism diagram of [Emim][I]/m-DHB (2∶1) catalytic conversion of epoxy compounds[45]

图4 [Ch][Br]/Im（2∶1）催化转化环氧化合物的可能机理[53]

Fig.4 Possible mechanism of the cycloaddition of CO2 epoxide catalyzed by [Ch][Br]/Im (2∶1)[53]

表1 离子液体基低共熔溶剂转化CO2

Tabel 1 CO2 conversion by ionic liquid-based deep eutectic solvents

DES	底物	$P_{C O_{2}}$ /MPa	温度/℃	时间/h	产率^①/%	文献
[Ch][Cl]/Urea (1∶2)	PO	—	110	10	99	[44]
[Emim][I]/m-DHB (2∶1)	PO	0.1	RT	6	90(79)	[45]
[P₄₄₄₂NH₂][Br]/DEG (1∶3)	PO	0.8	60	4	96(94)	[46]
[AcCh][Br]/LMA (2∶1)	PO	0.1	80	2	98(96)	[47]
[Ch][I]/Citric acid (2∶1)	PO	0.5	70	3	98	[48]
[DBUH][Br]/DEA (2∶1)	PO	0.1	RT	48	97	[49]
[Ch][Cl]/PEG₂₀₀ (1∶2)	PO	0.8	150	5	99.1	[50]
[Ch][I]/NHS (1∶2)	PO	1.0	30	10	96	[51]
[Bmim][Cl]/GA/BA(7∶1∶1)	PO	0.8	70	7	98.3(82.1)	[52]
[Ch][Br]/Im (2∶1)	PO	1.0	100	4	97(97)	[53]
[P₄₄₄₄][Br]/3-AP(1∶2)	PO	1.0	80	1	96(90)	[54]
	环氧氯丙烷	1.0	80	1	99
	丁基环氧丙烷	1.0	80	1	89
	环氧苯乙烷	1.0	80	1	87
	环氧环己烯	1.0	80	1	19
[N₄₄₄₄][I]/2-HMP(1∶1)	PO	0.1	25	20	97	[55]

表1 离子液体基低共熔溶剂转化CO2

Tabel 1 CO2 conversion by ionic liquid-based deep eutectic solvents

DES	底物	$P_{C O_{2}}$ /MPa	温度/℃	时间/h	产率^①/%	文献
[Ch][Cl]/Urea (1∶2)	PO	—	110	10	99	[44]
[Emim][I]/m-DHB (2∶1)	PO	0.1	RT	6	90(79)	[45]
[P₄₄₄₂NH₂][Br]/DEG (1∶3)	PO	0.8	60	4	96(94)	[46]
[AcCh][Br]/LMA (2∶1)	PO	0.1	80	2	98(96)	[47]
[Ch][I]/Citric acid (2∶1)	PO	0.5	70	3	98	[48]
[DBUH][Br]/DEA (2∶1)	PO	0.1	RT	48	97	[49]
[Ch][Cl]/PEG₂₀₀ (1∶2)	PO	0.8	150	5	99.1	[50]
[Ch][I]/NHS (1∶2)	PO	1.0	30	10	96	[51]
[Bmim][Cl]/GA/BA(7∶1∶1)	PO	0.8	70	7	98.3(82.1)	[52]
[Ch][Br]/Im (2∶1)	PO	1.0	100	4	97(97)	[53]
[P₄₄₄₄][Br]/3-AP(1∶2)	PO	1.0	80	1	96(90)	[54]
	环氧氯丙烷	1.0	80	1	99
	丁基环氧丙烷	1.0	80	1	89
	环氧苯乙烷	1.0	80	1	87
	环氧环己烯	1.0	80	1	19
[N₄₄₄₄][I]/2-HMP(1∶1)	PO	0.1	25	20	97	[55]

图5 CO2转化为氨基甲酸盐机理[56]

Fig.5 The proposed mechanism for CO2 conversion into carbamates[56]

图6 在DES中CaCl2捕获CO2并将其转化为纳米CaCO3的机制[57]

Fig.6 The proposed mechanism of CO2 capture and conversion into nano CaCO3 by CaCl2 in DES[57]

图7 [N2222][4-PyO]/DMSO (1∶4) 催化CO2与2-氨基苯甲腈反应的可能机理[58]

Fig.7 Possible reaction mechanism of CO2 with 2-aminobenzonitrile using [N2222][4-PyO]/DMSO (1∶4) as the catalyst[58]

图8 以iDES为电解质，CO2在Au上发生反应的机理[59]

Fig.8 Proposed mechanism of reactions taking place at Au electrode in iDES as electrolyte[59]

图9 天然CA结构和活性中心[61]

Fig.9 Structure and active center of natural CA[61]

图10 木质素-[Ch][Cl]-PABA和四丁基溴化铵（TBABr）协同催化CO2化学固定的反应机理[62]

Fig.10 A plausible reaction mechanism for CO2 chemical fixation with epoxide co-catalyzed by lignin-[Ch][Cl]-PABA and TBABr[62]

图11 不同条件下的电酶法生产甲醇反应及含盐溶液中CO2浓度[64]

Fig.11 Electro-enzymatic reaction for methanol production under different conditions and the CO2 concentration in the SerGly-contained solution[64]

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离子液体基低共熔溶剂在转化CO₂中的应用

Application of ionic liquid-based deep eutectic solvents for CO₂ conversion

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