Citation: WEI Jie, DONG Hexin, CHEN Xia, YANG Yuxuan, FANG Dawei, GUAN Wei, YANG Jiazhen. Physicochemical Properties of 1-Methoxyethyl-3-Methylimidazolium Glycine[J]. Acta Physico-Chimica Sinica, ;2018, 34(8): 927-932. doi: 10.3866/PKU.WHXB201801112 shu

Physicochemical Properties of 1-Methoxyethyl-3-Methylimidazolium Glycine

Institute of Rare and Scattered Elements, College of Chemistry, Liaoning University, Shenyang 110036, P. R. China

Corresponding author: FANG Dawei, davidfine@163.com GUAN Wei, guanweiy@sina.com
Received Date: 25 December 2017
Revised Date: 9 January 2018
Accepted Date: 9 January 2018
Available Online: 11 August 2018
Fund Project: The project was supported by the National Natural Science Foundation of China (21673107, 21373005, 21703090)The project was supported by the National Natural Science Foundation of China 21673107The project was supported by the National Natural Science Foundation of China 21703090The project was supported by the National Natural Science Foundation of China 21373005

Because of the unique acid-base behavior of amino acids, we combined glycine as the anion with an ether group as the cation and prepared a novel ionic liquid (IL), 1-methoxyethyl-3-methylimidazolium glycine [MOEMIM][Gly]. The formation of this IL was confirmed by ¹H-NMR, ¹³C-NMR, differential scanning calorimetry (DSC) and thermogravimetry (TG) analyses. The density, ρ, and surface tension, γ, of the ILs were measured in the temperature range from 298.15 K to 338.15 K at intervals of 5 K using the standard addition method, because the strong hydrogen bonds between the IL [MOEMIM][Gly] and trace amounts of water made it, extremely difficult to remove water by convention methods. The calculated molar volume, V_m, of [MOEMIM][Gly] increased with increasing temperature. The thermal expansion coefﬁcient, α, was also obtained based on the density values. In terms of the molar surface Gibbs free energy, g_s for [MOEMIM][Gly], the traditional Etvs equation is improved so that it has physical signiﬁcance, that is, the intercept C₀ represents molar surface enthalpy, h, which is a temperature-independent constant and the slop C₁ = −(\begin{document}$\partial $\end{document}g_s/\begin{document}$\partial $\end{document}T)_p is molar surface entropy, s, it shows that modified Etvs equation is not only an empirical equation, but also a strict thermodynamic one. In addition, by a combination of g_s and the modified Etvs equation, the surface tension values of [MOEMIM][Gly] were estimated and compared with the experimental values; both sets of data were in good accordance with each other.
- 1-Methoxyethyl-3-methy limidazolium glycine,
- Density,
- Surface tension,
- Molar surface Gibbs free energy
1. [1]
  Beniwal, V.; Kumar, A. J. Phys. Chem. B 2017, 121, 11367.doi: 10.1021/acs.jpcb.7b08240 doi: 10.1021/acs.jpcb.7b08240
2. [2]
  Kuhlmann, E.; Himmler, S.; Giebelhaus, H.; Wasserscheid, P. Green Chem. 2007, 9, 233. doi: 10.1039/B611974C doi: 10.1039/B611974C
3. [3]
  Zhao, H.; Baker, G. A.; Song, Z.; Olubajo, O.; Crittle, T.; Peters, D. Green Chem. 2008, 10, 696. doi: 10.1039/B801489B doi: 10.1039/B801489B
4. [4]
  Zhao, H.; Jones, C. L.; Cowins, J. V. Green Chem. 2009, 11, 1128. doi: 10.1039/B905388C doi: 10.1039/B905388C
5. [5]
  Zhao, H.; Baker, G. A.; Cowins, J. V. Biotechnol. Prog. 2010, 26, 127. doi: 10.1002/btpr.331 doi: 10.1002/btpr.331
6. [6]
  Galletti, P.; Moretti, F.; Samori, C.; Tagliavini, E. Green Chem. 2007, 9, 987. doi: 10.1039/B702031G doi: 10.1039/B702031G
7. [7]
  Revelli, A. L.; Mutelet, F.; Jaubert, J. N.; Garcia-Martinez, M.; Sprunger, L. M.; AcreeJr, W. E.; Baker, G. A. J. Chem. Eng. Data 2010, 55, 2434. doi: 10.1021/je900838a doi: 10.1021/je900838a
8. [8]
  Mutelet, F.; Revelli, A. L.; Jaubert, J. N.; Sprunger, L. M.; Acree, W. E.; Baker, G. A. J. Chem. Eng. Data 2010, 55, 234. doi: 10.1021/je9003178 doi: 10.1021/je9003178
9. [9]
  Yang, Z. Z.; Zhao, Y. N.; He, L. N. RSC Adv. 2011, 1, 545. doi: 10.1039/C1RA00307K doi: 10.1039/C1RA00307K
10. [10]
  Ginderen, P. V.; Herrebout, W. A.; van der Veken, B. J. J. Phys. Chem. A 2003, 107, 5391. doi: 10.1021/jp034553i doi: 10.1021/jp034553i
11. [11]
  Sasaki, K.; Matsumura, S.; Toshima, K. A. Tetrahedron Lett. 2004, 45, 7043. doi: 10.1016/j.tetlet.2004.07.128 doi: 10.1016/j.tetlet.2004.07.128
12. [12]
  Wang, L.; Zhang, Y. H.; Xie, C. S.; Wang, Y. G. 2005, 36, 1861. doi: 10.1055/s-2005-871566 doi: 10.1055/s-2005-871566
13. [13]
  Luo, C.; Zhang, Y.; Wang, Y. J. Mol. Catal. A: Chem. 2005, 229, 7. doi: 10.1016/j.molcata.2004.10.039 doi: 10.1016/j.molcata.2004.10.039
14. [14]
  Petrović, Z. D.; Marković, S.; Petrović, V. P.; Simijonović, D. J. Mol. Model. 2012, 18, 433. doi: 10.1007/s00894-011-1052-1 doi: 10.1007/s00894-011-1052-1
15. [15]
  Monteiro, M. J.; Camilo, F. F.; Ribeiro, M. C. C.; Torresi, R. M. J. Phys. Chem. B. 2010, 114, 12488. doi: 10.1021/jp104419k doi: 10.1021/jp104419k
16. [16]
  Smith, G. D.; Borodin, O.; Li, L.; Kim, H.; Liu, Q.; Bara, J. E.; Gin, D. L.; Nobel, R. A. Phys. Chem. Chem. Phys. 2008, 10, 6301. doi: 10.1039/B808303G doi: 10.1039/B808303G
17. [17]
  Fang, S.; Yang, L.; Wang, J.; Li, M.; Tachibana, K.; Kamijima, K. Electrochim. Acta 2009, 54, 4269. doi: 10.1016/j.electacta.2009.02.082 doi: 10.1016/j.electacta.2009.02.082
18. [18]
  Zheng, J. C.; Tong, X.; Lee, J. M. RSC Adv. 2012, 2, 10564. doi: 10.1039/C2RA21772D doi: 10.1039/C2RA21772D
19. [19]
  Tao, G. H.; He, L.; Liu, W. S.; Xu, L.; Xiong, W.; Wang, T.; Kou, Y. Green Chem. 2006, 8, 639. doi:10.1039/B600813E doi: 10.1039/B600813E
20. [20]
  Fukumoto, K.; Yoshizawa, M.; Ohno, H. J. Am. Chem. Soc. 2005, 127, 2398. doi: 10.1021/ja043451i doi: 10.1021/ja043451i
21. [21]
  Wei, J.; Chang, C.; Zhang, Y. Y.; Hou, S. Y.; Fang, D. W.; Guan, W. J. Chem. Thermodyn. 2015, 90, 310. doi: 10.1016/j.jct.2015.04.029 doi: 10.1016/j.jct.2015.04.029
22. [22]
  Ma, X. X.; Wei, J.; Zhang, Q. B.; Tian, F.; Feng, Y. Y.; Guan, W. Ind. Eng. Chem. Res. 2013, 52, 9490. doi: 10.1021/ie401130d doi: 10.1021/ie401130d
23. [23]
  Fang, D. W.; Tong, J.; Guan, W.; Wang, H.; Yang, J. Z. J. Phys. Chem. B 2010, 114, 13808. doi: 10.1021/jp107452q doi: 10.1021/jp107452q
24. [24]
  Lide, D. R. Handbook of Chemistry and Physics, 82nd ed.; CRC Press: Boca Raton, FL, USA, 2001–2002.
25. [25]
  Adamson, A.W. Physical Chemistry of Surfaces; Wiley: New York, NY, USA, 1976.
26. [26]
  Tong, J.; Wang, L. F.; Liu, D. L.; Chen, T. F.; Tong, J.; Yang, J. Z. J. Chem. Thermodyn. 2016, 97, 221. doi: 10.1016/j.jct.2016.01.009 doi: 10.1016/j.jct.2016.01.009
27. [27]
  Tong, J.; Yang, H. X.; Liu, R. J.; Li, C.; Xia, L. X.; Yang, J. Z. J. Phys. Chem. B 2014, 118, 12972.doi: 10.1021/jp509240w doi: 10.1021/jp509240w
28. [28]
  Wei, J.; Fan, B. H.; Pan, Y.; Xing, N. N.; Men, S. Q.; Tong, J.; Guan, W. 2016, 101, 278. doi: 10.1016/j.jct.2016.03.043 doi: 10.1016/j.jct.2016.03.043
29. [29]
  Mountain, B. W.; Seward, T. M. Geochim. Cosmochim. Acta 2003, 67, 3005. doi: 10.1016/S0016-7037[03]00303-X doi: 10.1016/S0016-7037[03]00303-X
1. [1]
  Yukai Tong , Zhijun Wu , Bo Zhou , Min Hu , Anpei Ye . Surface tension of single suspended aerosol microdroplets. Chinese Chemical Letters, 2024, 35(4): 109062-. doi: 10.1016/j.cclet.2023.109062
2. [2]
  Qingyun Hu , Wei Wang , Junyuan Lu , He Zhu , Qi Liu , Yang Ren , Hong Wang , Jian Hui . High-throughput screening of high energy density LiMn_1-xFe_xPO₄ via active learning. Chinese Chemical Letters, 2025, 36(2): 110344-. doi: 10.1016/j.cclet.2024.110344
3. [3]
  Shu'e Song , Xiaokui Wang , Yongmei Liu , Wanchun Zhu , Hong Yuan , Fuping Tian , Yunshan Bai , Yunchao Li , Li Wang , Zhongyun Wu , Yuan Chun , Jianrong Zhang , Shuyong Zhang . Suggestions on Operating Specifications of Physical Chemistry Experiment: Measurement of Viscosity, Density and Optical Properties. University Chemistry, 2025, 40(5): 148-156. doi: 10.12461/PKU.DXHX202503026
4. [4]
  Yongmin Zhang , Shuang Guo , Mingyue Zhu , Menghui Liu , Sinong Li . Design and Improvement of Physicochemical Experiments Based on Problem-Oriented Learning: a Case Study of Liquid Surface Tension Measurement. University Chemistry, 2024, 39(2): 21-27. doi: 10.3866/PKU.DXHX202307026
5. [5]
  Yutong Dong , Huiling Xu , Yucheng Zhao , Zexin Zhang , Ying Wang . The Hidden World of Surface Tension and Droplets. University Chemistry, 2024, 39(6): 357-365. doi: 10.3866/PKU.DXHX202312022
6. [6]
  Ruilin Han , Xiaoqi Yan . Comparison of Multiple Function Methods for Fitting Surface Tension and Concentration Curves. University Chemistry, 2024, 39(7): 381-385. doi: 10.3866/PKU.DXHX202311023
7. [7]
  Meng Lin , Heng Zhang , Shiling Yuan . Exploring a Combined Theory-Practice-Simulation Teaching Model in Physical Chemistry: A Case Study of Surface Tension. University Chemistry, 2025, 40(4): 189-194. doi: 10.12461/PKU.DXHX202407053
8. [8]
  Yunfei Shen , Long Chen . Gradient imprinted Zn metal anodes assist dendrites-free at high current density/capacity. Chinese Journal of Structural Chemistry, 2024, 43(10): 100321-100321. doi: 10.1016/j.cjsc.2024.100321
9. [9]
  Renshu Huang , Jinli Chen , Xingfa Chen , Tianqi Yu , Huyi Yu , Kaien Li , Bin Li , Shibin Yin . Synergized oxygen vacancies with Mn2O3@CeO2 heterojunction as high current density catalysts for Li–O2 batteries. Chinese Journal of Structural Chemistry, 2023, 42(11): 100171-100171. doi: 10.1016/j.cjsc.2023.100171
10. [10]
  Huyi Yu , Renshu Huang , Qian Liu , Xingfa Chen , Tianqi Yu , Haiquan Wang , Xincheng Liang , Shibin Yin . Te-doped Fe3O4 flower enabling low overpotential cycling of Li-CO2 batteries at high current density. Chinese Journal of Structural Chemistry, 2024, 43(3): 100253-100253. doi: 10.1016/j.cjsc.2024.100253
11. [11]
  Honglin Gao , Chunlin Yuan , Hongyu Chen , Aiyi Dong , Pan Gao , Guangjin Hou . Surface gallium hydride on Ga2O3 polymorphs: A comparative solid-state NMR study. Chinese Journal of Structural Chemistry, 2025, 44(4): 100561-100561. doi: 10.1016/j.cjsc.2025.100561
12. [12]
  Zhiwei Zhong , Yanbin Huang , Wantai Yang . A simple photochemical method for surface fluorination using perfluoroketones. Chinese Chemical Letters, 2024, 35(5): 109339-. doi: 10.1016/j.cclet.2023.109339
13. [13]
  Yu He , Hao Jiang , Shaoxuan Yuan , Jiayi Lu , Qiang Sun . On-surface photo-induced dechlorination. Chinese Chemical Letters, 2024, 35(9): 109807-. doi: 10.1016/j.cclet.2024.109807
14. [14]
  Xin Li , Zhen Xu , Donglei Bu , Jinming Cai , Huamei Chen , Qi Chen , Ting Chen , Fang Cheng , Lifeng Chi , Wenjie Dong , Zhenchao Dong , Shixuan Du , Qitang Fan , Xing Fan , Qiang Fu , Song Gao , Jing Guo , Weijun Guo , Yang He , Shimin Hou , Ying Jiang , Huihui Kong , Baojun Li , Dengyuan Li , Jie Li , Qing Li , Ruoning Li , Shuying Li , Yuxuan Lin , Mengxi Liu , Peinian Liu , Yanyan Liu , Jingtao Lü , Chuanxu Ma , Haoyang Pan , JinLiang Pan , Minghu Pan , Xiaohui Qiu , Ziyong Shen , Shijing Tan , Bing Wang , Dong Wang , Li Wang , Lili Wang , Tao Wang , Xiang Wang , Xingyue Wang , Xueyan Wang , Yansong Wang , Yu Wang , Kai Wu , Wei Xu , Na Xue , Linghao Yan , Fan Yang , Zhiyong Yang , Chi Zhang , Xue Zhang , Yang Zhang , Yao Zhang , Xiong Zhou , Junfa Zhu , Yajie Zhang , Feixue Gao , Yongfeng Wang . Recent progress on surface chemistry Ⅰ: Assembly and reaction. Chinese Chemical Letters, 2024, 35(12): 110055-. doi: 10.1016/j.cclet.2024.110055
15. [15]
  Xin Li , Zhen Xu , Donglei Bu , Jinming Cai , Huamei Chen , Qi Chen , Ting Chen , Fang Cheng , Lifeng Chi , Wenjie Dong , Zhenchao Dong , Shixuan Du , Qitang Fan , Xing Fan , Qiang Fu , Song Gao , Jing Guo , Weijun Guo , Yang He , Shimin Hou , Ying Jiang , Huihui Kong , Baojun Li , Dengyuan Li , Jie Li , Qing Li , Ruoning Li , Shuying Li , Yuxuan Lin , Mengxi Liu , Peinian Liu , Yanyan Liu , Jingtao Lü , Chuanxu Ma , Haoyang Pan , JinLiang Pan , Minghu Pan , Xiaohui Qiu , Ziyong Shen , Qiang Sun , Shijing Tan , Bing Wang , Dong Wang , Li Wang , Lili Wang , Tao Wang , Xiang Wang , Xingyue Wang , Xueyan Wang , Yansong Wang , Yu Wang , Kai Wu , Wei Xu , Na Xue , Linghao Yan , Fan Yang , Zhiyong Yang , Chi Zhang , Xue Zhang , Yang Zhang , Yao Zhang , Xiong Zhou , Junfa Zhu , Yajie Zhang , Feixue Gao , Li Wang . Recent progress on surface chemistry Ⅱ: Property and characterization. Chinese Chemical Letters, 2025, 36(1): 110100-. doi: 10.1016/j.cclet.2024.110100
16. [16]
  Wenli Xu , Yingzhao Zhang , Rui Wang , Chenyang Liu , Jialin Liu , Xiangyu Huo , Xinying Liu , He Zhang , Jianxu Ding . In-situ passivating surface defects of ultra-thin MAPbBr3 perovskite single crystal films for high performance photodetectors. Chinese Journal of Structural Chemistry, 2025, 44(1): 100454-100454. doi: 10.1016/j.cjsc.2024.100454
17. [17]
  Xianxu Chu , Lu Wang , Junru Li , Hui Xu . Surface chemical microenvironment engineering of catalysts by organic molecules for boosting electrocatalytic reaction. Chinese Chemical Letters, 2024, 35(8): 109105-. doi: 10.1016/j.cclet.2023.109105
18. [18]
  Ce Liang , Qiuhui Sun , Adel Al-Salihy , Mengxin Chen , Ping Xu . Recent advances in crystal phase induced surface-enhanced Raman scattering. Chinese Chemical Letters, 2024, 35(9): 109306-. doi: 10.1016/j.cclet.2023.109306
19. [19]
  Wenhao Chen , Jian Du , Hanbin Zhang , Hancheng Wang , Kaicheng Xu , Zhujun Gao , Jiaming Tong , Jin Wang , Junjun Xue , Ting Zhi , Longlu Wang . Surface treatment of GaN nanowires for enhanced photoelectrochemical water-splitting. Chinese Chemical Letters, 2024, 35(9): 109168-. doi: 10.1016/j.cclet.2023.109168
20. [20]
  Guoliang Liu , Zhiqiang Liu , Anmin Zheng . Modulation of zeolite surface realizes dynamic copper species redispersion. Chinese Journal of Structural Chemistry, 2024, 43(6): 100308-100308. doi: 10.1016/j.cjsc.2024.100308

Get Citation

PDF

XML

Metrics

PDF Downloads(8)
Abstract views(273)
HTML views(12)

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