Zastosowanie cieczy jonowych w technikach chromatograficznych

Makoś, P.; Boczkaj, G.

Artykuł - szczegóły

Tytuł artykułu

Zastosowanie cieczy jonowych w technikach chromatograficznych

Autorzy

Makoś P. , Boczkaj G.

Treść / Zawartość

Pełne teksty:

Pobierz

Identyfikatory

Warianty tytułu

Application of ionic liquids in chromatographic techniques

Języki publikacji

Abstrakty

Ciecze jonowe (ang. Ionic Liquids, ILs) z uwagi na swoje unikalne właściwości fizyko – chemiczne oraz możliwość prostej modyfikacji budowy, w znacznym stopniu przyczyniły się do rozwoju technik rozdzielania. W chromatografii gazowej fazy stacjonarne w postaci cieczy jonowych stanowią istotne uzupełnienie istniejących faz stacjonarnych na bazie polisiloksanów i glikolu polietylenowego. Ze względu na wysoką stabilność termiczną oraz wysoką polarność umożliwiają selektywne rozdzielenie szerokiej gamy związków. W chromatografii cieczowej, wykorzystywane są do modyfikacji faz ruchomych w celu tłumienia szkodliwych oddziaływań silanolowych, jak również do pokrywania krzemionkowych faz stacjonarnych dla zapewnienia wysokiej rozdzielczości badanych związków. W technikach elektroforetycznych ciecze jonowe stosuje się głównie jako dodatki do buforu podstawowego dla zwiększenia selektywności związków hydrofobowych.

Ionic liquids (ILs) due to their unique physical and chemical properties and the possibility of a simple modification of their composition, have significantly contributed to the development of separation techniques. In gas chromatography the ionic liquids as stationary phases are an important supplement to the existing stationary phases based on polysiloxanes and polyethylene glycol. Due to its high thermal stability and high polarity they allow selective separation of a wide variety of compounds. In liquid chromatography Ils are used to modify the mobile phase to suppress the harmful silanol effects, as well as the coating of the silica stationary phase for high-resolution of test compounds. In electrophoretic techniques, ionic liquids are used mainly as additives in the buffer to increase the selectivity of the basic hydrophobic compounds.

Słowa kluczowe

ciecze jonowe ILs techniki chromatograficzne chromatografia gazowa chromatografia cieczowa elektroforeza kapilarna

ionic liquids ILs chromatographic techniques gas chromatography liquid chromatography capillary electrophoresis

Wydawca

Publishing House of Siedlce University of Natural Sciences and Humanities

Czasopismo

Camera Separatoria

Rocznik

2014

Tom

Vol. 6, No. 1

Strony

37--49

Opis fizyczny

Bibliogr. 64 poz., tab.

Twórcy

autor

Makoś P.

Katedra Inżynierii Chemicznej i Procesowej, Wydział Chemiczny, Politechnika Gdańska

autor

Boczkaj G.

grzegorz.boczkaj@gmail.com

Katedra Inżynierii Chemicznej i Procesowej, Wydział Chemiczny, Politechnika Gdańska

Bibliografia

1. A.K. Abdul-Sada, K.R. Seddon, N.J. Stewart, Ionic liquids of ternary melts, World Pat., 95 (1995) 21872.
2. D. Chen, X. OuYang, Y. Wang, L. Yang, C. He, Liquid–liquid extraction of caprolactam from water using room temperature ionic liquids, Sep. Purif. Technol., 104 (2013) 263.
3. J. Saint, A.S. Best, A.F. Hollenkamp, J. Kerr, J-H. Shin, M.M. Doeff, Compatibility of LixTiyMn1- yO2 (y=0, 0.11) electrode materials with pyrrolidinium-based ionic liquid electrolyte systems, J. Electrochem. Soc., 155 (2008) 172.
4. M. Egashira, M. Tanaka-Nakagawa, I. Watanabe, S. Okada, J. Yamaki, Charge–discharge and high temperature reaction of LiCoO2 in ionic liquid electrolytes based on cyano-substituted quaternary ammonium cation, J. Power Sources, 160 (2006) 1387.
5. L. Zhou, J-P. Wang L. Gai, D-J. Li, Y-B. Li, An amperometric sensor based on ionic liquid and carbon nanotube modified composite electrode for the determination of nitrite in milk, Sensor Actuat. BChem., 181 (2013) 65.
6. N.V. Khrenova, M.G. Chernyshov, D.V. Formanovsky, A.A. Baulin, V.E.Pletnev, Ionic liquids plasticize and bring ion-sensing ability to polymer membranes of selective electrodes, Electroanalysis 18 (2006) 1416.
7. A. P. Abbott, G. Frisch, K.S. Ryder, Electroplating Using Ionic Liquids, Annu. Rev. Mater. Res., 43 (2013) 335.
8. E. Privalovaa, S. Rasib, K. Eränena, D.Y. Murzin, J-P. Mikkola, Ionic liquids versus amine solutions in biogas upgrading: the level of volatile organic compounds, Biofuels, 4 (2013) 3.
9. J.F. Brennecke, B.E. Gurkan, Ionic Liquids for CO2 Capture and Emission Reduction, J. Phys. Chem. Lett., 24 (2010) 3459.
10. C.J. Adams, M.J. Earle, G. Roberts, K.R. Seddon, Friedel-Crafts reactions in room temperature ionic liquids, Chem. Commun. 19 (1998) 2097.
11. Earle, M.J., McCormac, P.B. and Seddon, K.R., Diels-Alder Reactions in ionic liquids: A safe recyclable green alternative to lithium perchlorate-diethyl ether mixtures, Green Chem. 1 (1999) 23.
12. N.J. Stewart, Ionic liquids of imidazolium halide for oligomerization or polymerization of olefins, World Pat., WO 95 (1995) 21871.
13. M.J. Earle, K.R. Seddon, P.B. McCormac, The first high yield green route to a pharmaceutical in a room temperature ionic liquid, Green Chem. 2 (2000) 261.
14. J. Zheng, Y. Polyakova, K.H. Row, Effects of Ionic Liquid as Additive and the pH of the Mobile Phase on the Retention Factors of Amino Benzoic Acids in RP-HPLC, J. Chromatogr. Sci., 45 (2007) 256.
15. T. Welton, Room-Temperature Ionic Liquids. Solvents for Synthesis and Catalysis, Chem. Rev. 99 (1999) 2071.
16. F. Pacholec, C.F. Poole, Stationary phase properties of the organic molten salt ethylpyridinium bromide in gas chromatography, Chromatographia, 17 (1983) 370.
17. D.W. Armstrong, L. He, Y. Liu, Examination of ionic liquids and their interactions with molecules, when used as stationary phases in gas chromatography, Anal Chem., 71 (1999) 3873.
18. J.L. Anderson , R. Ding , A. Ellern, D. W. Armstrong, Structure and Properties of High Stability Geminal Dicationic Ionic Liquids, J. Am. Chem. Soc., 127 (2005) 593.
19. T. Payagala, J. Huang, Z.S. Breitbach, P.S. Sharma, D.W. Armstrong, Unsymmetrical Dicationic Ionic Liquids:Manipulation of Physicochemical Properties Using Specific Structural Architectures, Chem. Mater., 19 (2007) 5848.
20. K. Huang, X. Han, X. Zhang, D.W. Armstrong, PEG-linked geminal dicationic ionic liquids as selective, high-stability gas chromatographic stationary phases, Anal Bioanal Chem.,389 (2007) 2265.
21. https://www.sigmaaldrich.com/content/dam/sigmaaldrich/ docs/Supelco/Posters/1/ionic_liquid_gc_columns.pdf (data dostępu: 16.10.2014).
22. https://m.webofknowledge.com/, (data dostępu: 17.12.2012).
23. M. D. Buchanan, K. K. Stenerson, L.M. Sidisky, SLB-IL111 for Petroleum Applications, Technical Report SIGMA-ALDRICH 2012.
24. Q. Gu, F. David, F. Lynen, P. Vanormelingen, W. Rumpel, G. Xu, P. Sandra, Evaluation of ionic liquid stationary phases for one dimensional gas chromatography-mass spectrometry and comprehensive two dimensional gas chromatographic analyses of fatty acids in marine biota. J. Chromatogr. A, 1218 (2011) 3056.
25. C. Villegas, Y. Zhao, J.M. Curtis; Two methods for the separation of monounsaturated octadecenoic acid isomers, J. Chromatogr. A, 1217 (2010) 775.
26. K. K. Stenerson; Efficient Determination of Trans Fats in Cookies Using SP™-2560 and SLB™-IL111 GC Columns after Silver-Ion SPE Fractionation, Reporter Supelco Analytical, 52 (2012) 5.
27. C. Reyes-Contreras, C. Domínguez, J. M. Bayona, Determination of nitrosamines and caffeine metabolites in wastewaters using gas chromatography mass spectrometry and ionic liquid stationary phases, J. Chromatogr A, 1261 (2012) 164.
28. C. Cagliero, C. Bicchi, C. Cordero, E. Liberto, B. Sgorbini, P. Rubiolo, Room temperature ionic liquids: New GC stationary phases with a novel selectivity for flavor and fragrance analyses, J.Chromatogr. A, 1268 (2012) 130.
29. G. Boczkaj, P. Makoś, Zastosowanie chromatografii gazowej do rozdzielania związków tlenoorganicznych - porównanie selektywności faz stacjonarnych o różnej polarności, Cam. Sep. 5 (2013) 70.
30. B. M. Weber, J. J. Harynuk, Gas chromatographic retention of alkyl phosphates on ionic liquid stationary phases, J. Chromatogr. A, 1271 (2013) 170.
31. D. Sciarrone, P.Q. Tranchida, C. Ragonese, L. Schipilliti, L. Mondello, Multidimensional GC coupled to MS for the simultaneous determination of oxygenate compounds and BTEX in gasoline, J.Sep. Sci., 33 (2010) 594.
32. M. Zapadlo, J. Krupcík, P. Májek, D.W. Armstrong, P. Sandra, Use of a polar ionic liquid as second column for the comprehensive two-dimensional GC separation of PCBs, J. Chromatogr.A, 1217 (2010) 5859.
33. W.C. Siegler, J.A. Crank, D.W. Armstrong, R.E. Synovec, Increasing selectivity in comprehensive three-dimensional gas chromatography via an ionic liquid stationary phase column in one dimension, J. Chromatogr. A, 1217 (2010) 3144.
34. X. Sun, Y. Zhu, P. Wang, J. Li, C. Wu, J. Xing, High temperature and highly selective stationary phases of ionic liquid bonded polysiloxanes for gas chromatography, J.Chromatogr. A, 1218 (2011) 833.
35. Y-N. Hsieh, W-Y. Ho, R.S. Horng, P-C. Huang, C-Y. Hsu, H-H. Huang, C-H. Kuei, Study of anion effects on separation phenomenon for the vinyloctylimidazolium based ionic liquid polymer stationary phases in GC, Chromatographia, 66 (2007) 607.
36. Q. Zhao, J. L. Anderson, Highly selective GC stationary phases consisting of binary mixtures of polymeric ionic liquids, J. Sep. Sci. 33 (2010) 79.
37. L.M. Yuan, Y. Han, Y. Zhou, X. Meng, Z. Li, M. Zi, Y. Chang, (R)-N,N,N-trimethyl-2-aminobutanolbis( trifluoromethane-sulfon)imidate chiral ionic liquid used as chiral selector in HPCE, HPLC, and CGC, Anal. Lett. 39 (2006) 1439.
38. L. Zhao, P. Ai, A-H. Duan, L-M. Yuan, Single-walled carbon nanotubes for improved enantioseparations on a chiral ionic liquid stationary phase in GC, Anal. Bioanal. Chem. 399 (2011) 143.
39. K-P. Huang, T.K. Misra, G.-R. Wang, B.-Y. Huang, C-Y. Liu, Novel stationary phase for complexation gas chromatography originating from ionic liquid and metallomesogen, J. Chromatogr. A, 1215 (2008) 177.
40. A.W. Lantz, V. Pino, J.L. Anderson, D.W. Armstrong, Determination of solute partition behavior with room-temperature ionic liquid based micellar gas–liquid chromatography stationary phases using the pseudophase model, J. Chromatogr. A, 1115 (2006) 217.
41. L-M. Yuan, C-X. Ren, L. Li, P. Ai, Z-H. Yan, M. Zi, Z-Y. Li, Single-walled carbon nanotubes used as stationary phase in GC, Anal. Chem., 78 (2006) 6384.
42. R. Kaliszan, M.P. Marszałł, M.J. Markuszewski, T. Bączek, J. Pernak, Suppression of deleterious effects of free silanols In liquid chromatography by imidazolium tetrafluoroborate ionic liquids, J. Chromatogr A, 1030 (2004) 263.
43. C.F. Poole, B.R. Kersten, S.S.J. Ho, M.E. Coddens, K.G. Furton, Organic salts, liquid at room temperature as mobile phases in liquid chromatography, J. Chromatogr. A, 352 (1986) 407.
44. B. Chen, M. He, X. Mao, R. Cui, D. Pang, B. Hu, Ionic liquids improved reversed-phase HPLC on-line coupled with ICP-MS for selenium speciation, Talanta, 83 (2011) 724.
45. M.J. Ruiz-Angel, S. Carda-Broch, A. Berthod, Ionic liquids versus triethylamine as mobile phase additives in the analysis of β-blockers, J. Chromatogr. A, 1119 (2006) 202.
46. H. You, Y-M. Sun, C-M. Zou, Imidazolium ionic liquid as the background ultraviolet absorption reagent for determination of morpholinium cations by high performance liquid chromatography-indirect ultraviolet detection, Chin. Chem. Lett. 25 (2014) 1371.
47. H. Qiu, A.K. Mallik, M.Takafuji, X. Liub, S. Jiang, H. Ihara, A new imidazolium-embedded C18 stationary phase with enhanced performance in reversed-phase liquid chromatography, Anal. Chim. Acta, 738 (2012) 95.
48. L.I. He, W.Z. Zhang, L. Zhao, X. Liu, S.X. Jiang, Effect of 1-alkyl-3-methylimidazolium-based ionic liquids as the eluent on the separation of ephedrines by liquid chromatography, J Chromatogr A, 1007 (2003) 39.
49. H. Qiu, S. Jiang, X. Liu, N-Methylimidazolium anion-exchange stationary phase for high-performance liquid chromatography, J. Chromatogr. A, 1103 (2006) 265.
50. K. R. Chitta, D. S. Van Meter, A. M. Stalcup, Separation of peptides by HPLC using a surfaceconfined ionic liquid stationary phase, Anal Bioanal Chem, 396 (2010) 775.
51. F-M. Chou, W-T. Wang, G-T. Wei, Using subcritical/supercritical fluid chromatography to separate acidic, basic, and neutral compounds over an ionic liquid-functionalized stationary phase, J. Chromatogr. A, 1216 (2009) 3594.
52. A. Berthod, S. Carda-Broch, Use of the ionic liquid 1-butyl-3-methylimidazolium hexafluorophosphate in countercurrent chromatography, Anal Bioanal Chem, 380 (2004) 168.
53. L. Qiao, H. Li, Y. Shan, S. Wang, X. Shi, X. Lu, G. Xu, Study of surface-bonded dicationic ionic liquids as stationary phases for hydrophilic interaction chromatography, J. Chromatogr. A, 1330 (2014) 40.
54. M. Vaher, M. Koel, M. Kaljurand, Ionic liquids as electrolytes for nonaqueous capillary electrophoresis, Electrophoresis, 23 (2003) 426.
55. Y. Lu, C. Jia, P. Yao, H. Zhong, MC Breadmore, Analysis of flavonoids by non-aqueous capillary electrophoresis with 1-ethyl-3-methylimidazolium ionic-liquids as background electrolytes, J. Chromatogr. 1319 (2013) 160.
56. M.P. Marszałł, M.J. Markuszewski, R.Kaliszan, Separation of nicotinic acid and its structural isomersusing 1-ethyl-3-methylimidazolium ionic liquid as a buffer additive by capillary electrophoresis, J. Pharm. Biomed. Anal. 41 (2006) 329.
57. S.M. Mwongela, A. Numan, N.L. Gill, R.A. Agbaria, I.M. Warner, Separation of Achiral and Chiral Analytes Using Polymeric Surfactants with Ionic Liquids as Modifiers in Micellar Electrokinetic Chromatography, Anal. Chem. 75 (2003) 6089.
58. M. Yu, D. Hang, Y. Cao, Effects of ionic liquids on micellar microstructures and separation performance in micellar electrokinetic chromatography. Chin. J. Chromatogr. 29 (2011) 131.
59. Y. Tian, R. Feng, L. Liao, H. Liu, H. Chen, Z. Zeng, Dynamically coated silica monolith with ionic liquids for capillary electrochromatography, Electrophoresis, 29 (2008) 3153.
60. E.G. Yanes, S.R. Gratz, M.J. Baldwin, S.E. Robison, and A.M. Stalcup. Capillary Electrophoretic Application of 1-Alkyl-3 methylimidazolium-Based Ionic Liquids, Anal. Chem. 73 (2001) 3838.
61. C.C. Liu, Q.L. Deng, G.Z. Fang, H.L. Liu, J.H. Wu, M.F. Pan, S. Wang, Ionic liquids monolithic columns for protein separation in capillary electrochromatography, Anal. Chim. Acta, 804 (2013) 313.
62. Q. Wang, H. Qui, J. Li, X. Liu, S. Jiang, On-line coupling of ionic liquid-based single-drop microextraction with capillary electrophoresis for sensitive detection of phenols, J. chromatogr. A, 1217 (2010) 5434.
63. C. Zhou, S. Tong, Y. Chang, Q. Jia, W. Zhou, Ionic liquid-based dispersive liquid-liquid microextraction with back-extraction coupled with capillary electrophoresis to determine phenolic compounds, Electrophoresis, 33 (2012) 1331.
64. W. Qin, S.F.Y. Li, An ionic liquid coating for determination od sildenaftyl and UK-103, 320 in human serum by capillary zone electrophoresis – ion trap mass spectrometry, Electrophoresis, 23 (2002) 1440.

Typ dokumentu

Bibliografia

Identyfikator YADDA

bwmeta1.element.baztech-cb1b15df-3458-49b8-9922-30e3909b8c31