Distinct influence of the anion and ether group on the polarity of ammonium and imidazolium ionic liquids | |
Department | 绿色化学研究发展中心 |
Zhang SG(张世国); Chen ZJ(陈正件); Qi XJ(亓秀娟); Deng YQ(邓友全); Deng YQ(邓友全) | |
2012 | |
Source Publication | New Journal of Chemistry |
ISSN | 1144-0546 |
Volume | 36Issue:4Pages:1043-1050 |
Abstract | The polarity of ionic liquids (ILs), usually denoted as ET(30) by the solvatochromic probe Reichardt’s dye, is one of the most fundamental properties that remarkably affect the solvation and chemical reaction in ILs. It was generally accepted that the ET(30) of ILs was dominated by the nature of the cation. However, in this work, it was found that the common ammonium-based ILs showed strongly anion-dependent ET(30). For example, the ET(30) value for [N1124][DCA] and [N1124][NTf2] is 49.0 and 59.0 kcal mol−1, respectively, while the corresponding imidazolium ILs bearing the same anions possess nearly identical ET(30), the ET(30) value for [BMIm][DCA] and [BMIm][NTf2] is 51.4 and 51.6 kcal mol−1, respectively. Moreover, introduction of an ether group was found to increase the ET(30) of imidazolium ILs while having no obvious effect on that of ammonium-based ILs. The Kamlet–Taft parameters and density functional theory (DFT) calculations indicated that the distinct result is related to different stabilization of the ground state of Reichardt's dye 30. In imidazolium ILs, the main interactions between ILs and zwitterionic dye involve both coulombic interaction (between the cation and the phenolate oxygen atom) and H-bonding interaction (between the acidic hydrogen on imidazolium ring and the phenolate oxygen atom). However, with the ammonium ILs lack of active hydrogen, the dye is only stabilized by the coulombic interaction between the cation and the phenolate oxygen atom. Interestingly, in both imidazolium and ammonium-based ILs, the spiropyran–merocyanine equilibrium exhibit obvious anion-dependent photochromism, solvatochromism, and thermal relaxation. |
Subject Area | 物理化学与绿色催化 |
DOI | 10.1039/c2nj20965a |
Funding Organization | the National Natural Science Foundation of China (No. 21103208;21173240) |
Indexed By | SCI |
If | 2.966 |
Language | 英语 |
Funding Project | 绿色催化课题组 |
compositor | 第一作者单位 |
Citation statistics | |
Document Type | 期刊论文 |
Identifier | http://ir.licp.cn/handle/362003/3698 |
Collection | 绿色化学研究发展中心 |
Corresponding Author | Deng YQ(邓友全) |
Affiliation | Chinese Acad Sci, Lanzhou Inst Chem Phys, Ctr Green Chem & Catalysis, Lanzhou 730000, Peoples R China |
Recommended Citation GB/T 7714 | Zhang SG,Chen ZJ,Qi XJ,et al. Distinct influence of the anion and ether group on the polarity of ammonium and imidazolium ionic liquids[J]. New Journal of Chemistry,2012,36(4):1043-1050. |
APA | Zhang SG,Chen ZJ,Qi XJ,Deng YQ,&邓友全.(2012).Distinct influence of the anion and ether group on the polarity of ammonium and imidazolium ionic liquids.New Journal of Chemistry,36(4),1043-1050. |
MLA | Zhang SG,et al."Distinct influence of the anion and ether group on the polarity of ammonium and imidazolium ionic liquids".New Journal of Chemistry 36.4(2012):1043-1050. |
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