Evaluation of Silane Imidazolium Bis(trifluoromethane)sulfonimide Ionic Liquid Stationary Phase for Gas Chromatography

doi:10.11944/j.issn.1000-0518.2020.04.190231

Chinese Journal of Applied Chemistry ›› 2020, Vol. 37 ›› Issue (4): 447-454.DOI: 10.11944/j.issn.1000-0518.2020.04.190231

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Evaluation of Silane Imidazolium Bis(trifluoromethane)sulfonimide Ionic Liquid Stationary Phase for Gas Chromatography

MA Hao^a,ZHAO Xue^b,LI Kunlan^a,SHAO Guolin^a,AN Qingda^a^*(),YANG Liyu^a,WEI Ligang^a^*()

^aSchool of Light Industry & Chemical Engineering, Dalian Polytechnic University,Dalian,Liaoning 116034,China;
^bDalian Zhonghuida Scientific Instrument Co. Ltd.,Dalian,Liaoning 116023,China

Received:2019-09-02 Accepted:2020-02-27 Published:2020-04-01 Online:2020-04-10
Contact: AN Qingda,WEI Ligang
Supported by:
Supported by the National Natural Science Foundation of China(No.21776026)

Abstract

Abstract:

Silane imidazolium ionic liquids (ILs) with different alkyl substituted groups (C1,C2 and C4) on the cations and bis(trifluoromethane)sulfonimide ions ([NTf₂]^-) as the anions were synthesized as the stationary phase for packed column gas chromatography. The silane-based imidazolium ILs are strong polar stationary phases. The cation structure influences the thermal stability, polarity and separation properties. The separation behavior of 1-butyl-3-[(3-trimethoxysilyl)-propyl]imidazolium bis(trifluoromethane)sulfonimide ([PBIM]NTf₂) is better than that of other IL stationary phases. The [PBIM]NTf₂ stationary phase was further evaluated using solvation parameter model. The interaction mechanism between stationary phase and components as well as separation properties of [PBIM]NTf₂ column for different chemical compounds were investigated. The results indicate that hydrogen-bond basicity and dipole-dipole interactions as the main intermolecular forces exist between [PBIM]NTf₂ and components. The stationary phase shows a good selectivity for the components such as Grob test mixture, alkanes, alcohols, esters and amines.

Key words: ionic liquid, silane, gas chromatography, stationary phase

MA Hao, ZHAO Xue, LI Kunlan, SHAO Guolin, AN Qingda, YANG Liyu, WEI Ligang. Evaluation of Silane Imidazolium Bis(trifluoromethane)sulfonimide Ionic Liquid Stationary Phase for Gas Chromatography[J]. Chinese Journal of Applied Chemistry, 2020, 37(4): 447-454.

References

[1]	Freemantle M. Designer Solvents: Ionic Liquids may Boost Clean Technology Development[J]. Chem Eng News, 1998,76(13):32-37.
[2]	Pacholec F, Butler H T, Poole C F. Molten Organic Salt Phase for Gas-Liquid Chromatography[J]. Anal Chem, 1982,54(12):1938-1941.
[3]	Ragonese C, Sciarrone D, Tranchida P Q, et al. Use of Ionic Liquids as Stationary Phases in Hyphenated Gas Chromatography Techniques[J]. J Chromatogr A, 2012,1255(14):130 144.
[4]	LU Kai, LIU Wei, QI Meiling, et al. Evaluation of Two Hydroxyl-Terminated Monocationic Ionic Liquid Stationary Phases with High Thermal Stability for Capillary Gas Chromatography[J]. Chinese J Chromatogr, 2010,28(8):731-736(in Chinese). 卢凯,刘伟,齐美玲,等. 两种高热稳定性端羟基单阳离子型咪唑离子液体毛细管气相色谱固定相的性能评价[J]. 色谱, 2010,28(8):731-736.
[5]	Talebi M, Patil R A, Armstrong D W, et al. Variation of Anionic Moieties of Dicationic Ionic Liquid GC Stationary Phases:Effect On Stability and Selectivity[J]. Anal Chim Acta, 2018,1042(26):155-164.
[6]	CHEN Xiaoyan, LU Kai, QI Meiling, et al. Evaluation of Chromatographic Performance of Polymerized Ionic Liquid Stationary Phase for Capillary Gas Chromatography[J]. Chinese J Chromatogr, 2009,27(6):750-754(in Chinese). 陈晓燕,卢凯,齐美玲,等. 聚合离子液体毛细管气相色谱固定相的性能评价[J]. 色谱, 2009,27(6):750-754.
[7]	Sun X J, Zhu Y L, Xing J, et al. High Temperature and Highly Selective Stationary Phases of Ionic Liquid Bonded Polysiloxanes for Gas Chromatography[J]. J Chromatogr A, 2011,1218(6):833-841.
[8]	Zhao X J, Tan K F, Xing J. A Flexible and Convenient Strategy for Synthesis of Ionic Liquid Bonded Polysiloxane Stationary Phases[J]. J Chromatogr A, 2019,1587:197-208.
[9]	Dai J L, Zhao L H, Shi J H. Preparation and Evaluation of a Novel Bonded Imidazolium Ionic Liquid as Stationary Phase for Gas Chromatography[J]. J Sep Sci, 2017,40(13):2769-2778.
[10]	Parajó J J, Teijeira T, Fernández J, et al. Thermal Stability of Some Imidazolium [NTf2] Ionic Liquids:Isothermal and Dynamic Kinetic Study Through Thermogravimetric Procedures[J]. J Chem Thermodyn, 2017,112:105-113.
[11]	Patil R A, Talebi M, Armstrong D W, et al. Synthesis of Thermally Stable GeminalDicationic Ionic Liquids and Related Ionic Compounds:An Examination of Physicochemical Properties by Structural Modification[J]. Chem Mater, 2016,28(12):4315-4323.
[12]	WANG Zhonglai, WANG Yunfeng, SHI Enlin, et al. Effects of Substituted Functional Groups of Cations on Retention Performance of Ionic Liquid Stationary Phases in Gas Chromatography[J]. Chinese J Chromatogr, 2018,36(6):557-565(in Chinese). 王仲来,王云峰,石恩林,等. 阳离子取代基对离子液体气相色谱固定相保留性能的影响[J]. 色谱, 2018,36(6):557-565.
[13]	Heydar K T, Azadeh A M, Yaghoubnejad S, et al. Characterization of a Dicationic Imidazolium-Based Ionic Liquid as a Gas Chromatography Stationary Phase[J]. J Chromatogr A, 2017,1511:92-100.
[14]	Rodríguez-Sánchez S, Galindo-Iranzo P, Soria A C, et al. Characterization by the Solvation Parameter Model of the Retention Properties of Commercial Ionic Liquid Columns for Gas Chromatography[J]. J Chromatogr A, 2014,1326:96-102.
[15]	Abraham M H. Scales of Solute Hydrogen-Bonding:Their Construction and Application to Physicochemical and Biochemical Processes[J]. Chem Soe Rev, 1993,22:73-83.
[16]	Baltazar Q Q, Leininger S K, Anderson J L. Binary Ionic Liquid Mixtures as Gas Chromatography Stationary Phases for Improving the Separation Selectivity of Alcohols and Aromatic Compounds[J]. J Chromatogr A, 2008,1182(1):119-127.

Evaluation of Silane Imidazolium Bis(trifluoromethane)sulfonimide Ionic Liquid Stationary Phase for Gas Chromatography

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