Citation: SONG Da-Yong, CHEN Jing. Hydrogen-Bonding Interactions between Ionic Liquid 1-Ethyl-3-methylimidazolium Trifluoromethanesulfonate and Water[J]. Acta Physico-Chimica Sinica, ;2014, 30(9): 1605-1610. doi: 10.3866/PKU.WHXB201407012 shu

Hydrogen-Bonding Interactions between Ionic Liquid 1-Ethyl-3-methylimidazolium Trifluoromethanesulfonate and Water

SONG Da-Yong ^1,2 ,
CHEN Jing ^1,

1.
1. State Key Laboratory for Oxo Synthesis and Selective Oxidation, Lanzhou Institute of Chemical Physics, Chinese Academy of Sciences, Lanzhou 730000, Gansu Province, P. R. China;
2. University of Chinese Academy of Sciences, Beijing 100049, P. R. China

Received Date: 21 May 2014
Available Online: 1 July 2014
Fund Project:

Attenuated total reflectance infrared (ATR-IR) spectroscopy, two- dimensional correlation spectroscopy, and quantum chemical calculations were used to elucidate the hydrogen-bonding interactions between an ionic liquid (IL), namely 1-ethyl-3-methylimidazolium trifluoromethanesulfonate ([emim][OTf]), and water over a wide concentration range. It was found that water molecules are isolated from each other and embedded in the IL environment at low water concentrations (0.1<x(D₂O)< 0.3). The water molecules occupy the IL interstices, and one water molecule forms two hydrogen bonds, with two [OTf]^- anions."[OTf]^-…HOH… [OTf]^-"hydrogen-bonded complexes exist in the [emim][OTf]^- water system. In this concentration range, the hydrogen-bonding interaction sites between the cation and water is the alkyl C―H rather than the aromatic C―H. At higher water concentrations, the water molecules form hydrogen bonds with themselves, producing water clusters in the mixture. The hydrogen-bonding interaction site between the cation and water is the aromatic C―H rather than the alkyl C―H.
- Ionic liquid,
- Hydrogen bonding interaction,
- Attenuated total reflectance infrared spectroscopy,
- Two-dimensional correlation spectroscopy
1. [1]
  
  (1) Hallett, J. P.;Welton, T. Chem. Rev. 2011, 111, 3508. doi: 10.1021/cr1003248
2. [2]
  (2) Greaves, T. L.; Drummond, C. J. Chem. Rev. 2011, 108, 206.(3) Welton, T. Chem. Rev. 1999, 99, 2071. doi: 10.1021/cr980032t
3. [3]
  (4) Dupont, J.; de Souza, R. F.; Suarez, P. A. Z. Chem. Rev. 2002, 102, 3667. doi: 10.1021/cr010338r
4. [4]
  (5) Grabowski, S. J. Hydrogen Bonding: New Insights; Springer: Dordrecht, 2006.(6) Nicodemus, R. A.; Corcelli, S. A.; Skinner, J. L.; Tokmakoff, A. J. Phys. Chem. B 2011, 115, 5604. doi: 10.1021/jp111434u
5. [5]
  (7) Tobias, D. J.; Hemminger, J. C. Science 2008, 319, 1197. doi: 10.1126/science.1152799
6. [6]
  (8) Skarmoutsos, I.; Tom, T.; Hunt, P. A. Phys. Chem. Chem. Phys. 2014, 16, 3675. doi: 10.1039/c3cp54551b
7. [7]
  (9) Fumino, K.;Wulf, A.; Ludwig, R. Phys. Chem. Chem. Phys. 2009, 11, 8790. doi: 10.1039/b905634c
8. [8]
  (10) Miki, K.;Westh, P.; Nishikawa K.; Koga, Y. J. Phys. Chem. B 2005, 109, 9014. doi: 10.1021/jp046309c
9. [9]
  (11) Elaiwi, A.; Hitchcock, P. B.; Seddon, K. R.; Srinivasan, N.; Tan, Y. M.;Welton, T.; Zora, J. A. J. Chem. Soc. Dalton Trans. 1995, 21, 3467.(12) Zhang, L. Q.; Li, H. R. Acta Phys. -Chim. Sin. 2010, 26, 2877. [张力群, 李浩然. 物理化学学报, 2010, 26, 2877.] doi: 10.3866/PKU.WHXB20101123
10. [10]
  (13) Zhang, L. Q.;Wang, Y.; Xu, Z.; Li, H. J. Phys. Chem. B 2009, 113, 5978. doi: 10.1021/jp900139z
11. [11]
  (14) Cammarata, L.; Kazarian, S. G.; Salterb, P. A.;Welton, T. Phys. Chem. Chem. Phys. 2001, 3, 5192. doi: 10.1039/b106900d
12. [12]
  (15) Zhang, L.; Xu, Z.;Wang, Y.; Li, H. J. Phys. Chem. B 2008, 112, 6411. doi: 10.1021/jp8001349
13. [13]
  (16) Wang, N. N.; Zhang, Q. G.;Wu, F. G.; Li, Q. Z.; Yu, Z.W. J. Phys. Chem. B 2010, 114, 8689. doi: 10.1021/jp103438q
14. [14]
  (17) Zhang, Q. G.;Wang, N. N.; Yu, Z.W. J. Phys. Chem. B 2010, 114, 4747. doi: 10.1021/jp1009498
15. [15]
  (18) Zhang, Q. G.;Wang, N. N.;Wang, S. L. Yu, Z.W. J. Phys. Chem. B 2011, 115, 11127. doi: 10.1021/jp204305g
16. [16]
  (19) Wang, Y.; Li, H. R.; Han, S. J. J. Phys. Chem. B 2006, 110, 24646. doi: 10.1021/jp064134w
17. [17]
  (20) Köddermann, T.;Wertz, C.; Heintz, A.; Ludwig, R. Angew. Chem. Int. Edit. 2006, 45, 3697.(21) Bonhôte, P.; Dias, A.; Papageorgiou, N.; Kalyanasundaram, K.; Grätzel, M. Inorg. Chem. 1996, 35, 1168. doi: 10.1021/ic951325x
18. [18]
  (22) Behar, D.; Neta, P. J. Phys. Chem. A 2002, 106, 3139.(23) Socrates, G. Infrared Characteristic Group Frequencies; John Wiley & Sons: Chichester, U.K., 1980; p 91.(24) Andanson, J.; Baiker, A. J. Phys. Chem. C 2013, 117, 12210. doi: 10.1021/jp403340v
19. [19]
  (25) Tait, S.; Osteryoung, R. A. Inorg. Chem. 1984, 23, 4352. doi: 10.1021/ic00193a049
20. [20]
  (26) Joseph, J.; Jemmis, E. D. J. Am. Chem. Soc. 2007, 129, 4620. doi: 10.1021/ja067545z
21. [21]
  (27) Noda, I. Appl. Spectrosc. 1993, 47, 1329. doi: 10.1366/0003702934067694
22. [22]
  (28) Yang, J. Z.; Lu, X. M.; Gui, J. S.; Xu,W. G. Green Chem. 2004, 6, 541. doi: 10.1039/b412286k
23. [23]
  (29) Choudhury, A. R.;Winterton, N.; Steiner, A.; Cooper, A. I.; Johnson, K. A. CrystEngComm 2006, 8, 742. doi: 10.1039/b609598d
1. [1]
  Yameen Ahmed , Xiangxiang Feng , Yuanji Gao , Yang Ding , Caoyu Long , Mustafa Haider , Hengyue Li , Zhuan Li , Shicheng Huang , Makhsud I. Saidaminov , Junliang Yang . Interface Modification by Ionic Liquid for Efficient and Stable FAPbI₃ Perovskite Solar Cells. Acta Physico-Chimica Sinica, 2024, 40(6): 2303057-0. doi: 10.3866/PKU.WHXB202303057
2. [2]
  Qiang Zhang , Yuanbiao Huang , Rong Cao . Imidazolium-Based Materials for CO₂ Electroreduction. Acta Physico-Chimica Sinica, 2024, 40(4): 2306040-0. doi: 10.3866/PKU.WHXB202306040
3. [3]
  Yang Wang , Yunpeng Fu , Xiaoji Liu , Guotao Zhang , Guobin Li , Wanqiang Liu , Jinglun Wang . Structural Analysis of Nitrile Solutions Based on Infrared Spectroscopy Probes. University Chemistry, 2025, 40(4): 367-374. doi: 10.12461/PKU.DXHX202406113
4. [4]
  Yuxin CHEN , Yanni LING , Yuqing YAO , Keyi WANG , Linna LI , Xin ZHANG , Qin WANG , Hongdao LI , Wenmin WANG . Construction, structures, and interaction with DNA of two Sm^Ⅲ₄ complexes. Chinese Journal of Inorganic Chemistry, 2025, 41(6): 1141-1150. doi: 10.11862/CJIC.20240258
5. [5]
  Jiaxun Wu , Mingde Li , Li Dang . The R eaction of Metal Selenium Complexes with Olefins as a Tutorial Case Study for Analyzing Molecular Orbital Interaction Modes. University Chemistry, 2025, 40(3): 108-115. doi: 10.12461/PKU.DXHX202405098
6. [6]
  Huiying Xu , Minghui Liang , Zhi Zhou , Hui Gao , Wei Yi . Application of Quantum Chemistry Computation and Visual Analysis in Teaching of Weak Interactions. University Chemistry, 2025, 40(3): 199-205. doi: 10.12461/PKU.DXHX202407011
7. [7]
  Wenjun Zheng . Application in Inorganic Synthesis of Ionic Liquids. University Chemistry, 2024, 39(8): 163-168. doi: 10.3866/PKU.DXHX202401020
8. [8]
  Yingran Liang , Fei Wang , Jiabao Sun , Hongtao Zheng , Zhenli Zhu . Construction and Application of a New Experimental Device for Determination of Alkaline Metal Elements by Plasma Atomic Emission Spectrometry Based on Solution Cathode Glow Discharge: An Alternative Approach for Fundamental Teaching Experiments in Emission Spectroscopy. University Chemistry, 2024, 39(5): 380-387. doi: 10.3866/PKU.DXHX202312024
9. [9]
  Hailian Tang , Siyuan Chen , Qiaoyun Liu , Guoyi Bai , Botao Qiao , Liu Fei . Stabilized Rh/hydroxyapatite Catalyst for Furfuryl Alcohol Hydrogenation: Application of Oxidative Strong Metal-Support Interactions in Reducing Conditions. Acta Physico-Chimica Sinica, 2025, 41(4): 2408004-0. doi: 10.3866/PKU.WHXB202408004
10. [10]
  Zilin Hu , Yaoshen Niu , Xiaohui Rong , Yongsheng Hu . Suppression of Voltage Decay through Ni³⁺ Barrier in Anionic-Redox Active Cathode for Na-Ion Batteries. Acta Physico-Chimica Sinica, 2024, 40(6): 2306005-0. doi: 10.3866/PKU.WHXB202306005
11. [11]
  Ke Zhao , Zhen Liu , Luyao Liu , Changyuan Yu , Jingshun Pan , Xuguang Huang . Functionalized Reflective Structure Fiber-Optic Interferometric Sensor for Trace Detection of Lead Ions. Acta Physico-Chimica Sinica, 2024, 40(4): 2304029-0. doi: 10.3866/PKU.WHXB202304029
12. [12]
  Qi Wang , Yicong Gao , Feng Lu , Quli Fan . Preparation and Performance Characterization of the Second Near-Infrared Phototheranostic Probe: A New Design and Teaching Practice of Polymer Chemistry Comprehensive Experiment. University Chemistry, 2024, 39(11): 342-349. doi: 10.12461/PKU.DXHX202404141
13. [13]
  Ran HUO , Zhaohui ZHANG , Xi SU , Long CHEN . Research progress on multivariate two dimensional conjugated metal organic frameworks. Chinese Journal of Inorganic Chemistry, 2024, 40(11): 2063-2074. doi: 10.11862/CJIC.20240195
14. [14]
  Huanhuan XIE , Yingnan SONG , Lei LI . Two-dimensional single-layer BiOI nanosheets: Lattice thermal conductivity and phonon transport mechanism. Chinese Journal of Inorganic Chemistry, 2025, 41(4): 702-708. doi: 10.11862/CJIC.20240281
15. [15]
  Haiyu Zhu , Zhuoqun Wen , Wen Xiong , Xingzhan Wei , Zhi Wang . 二维半金属/硅异质结中肖特基势垒高度的准确高效预测. Acta Physico-Chimica Sinica, 2025, 41(7): 100078-0. doi: 10.1016/j.actphy.2025.100078
16. [16]
  Juntao Yan , Liang Wei . 2D S-Scheme Heterojunction Photocatalyst. Acta Physico-Chimica Sinica, 2024, 40(10): 2312024-0. doi: 10.3866/PKU.WHXB202312024
17. [17]
  Chunling Qin , Shuang Chen , Hassanien Gomaa , Mohamed A. Shenashen , Sherif A. El-Safty , Qian Liu , Cuihua An , Xijun Liu , Qibo Deng , Ning Hu . Regulating HER and OER Performances of 2D Materials by the External Physical Fields. Acta Physico-Chimica Sinica, 2024, 40(9): 2307059-0. doi: 10.3866/PKU.WHXB202307059
18. [18]
  Renjie Xue , Chao Ma , Jing He , Xuechao Li , Yanning Tang , Lifeng Chi , Haiming Zhang . Catassembly in the Host-Guest Recognition of 2D Metastable Self-Assembled Networks. Acta Physico-Chimica Sinica, 2024, 40(9): 2309011-0. doi: 10.3866/PKU.WHXB202309011
19. [19]
  Shasha SUN , Weichun HUANG , Mengke WANG . Research progress of interface regulation strategies and applications of two‑dimensional MXenes. Chinese Journal of Inorganic Chemistry, 2025, 41(8): 1465-1482. doi: 10.11862/CJIC.20240430
20. [20]
  Yuanyuan Ping , Wangqing Kong . 光催化碳氢键官能团化合成1-苯基-1,2-乙二醇. University Chemistry, 2025, 40(6): 238-247. doi: 10.12461/PKU.DXHX202408092

Get Citation

PDF

XML

Metrics

PDF Downloads(648)
Abstract views(752)
HTML views(15)

通讯作者: 陈斌, bchen63@163.com

1.
沈阳化工大学材料科学与工程学院沈阳 110142