Synthesis of trisiloxane-tailed surface active ionic liquids and their aggregation behavior in aqueous solution

Colloids and Surfaces A: Physicochemical and Engineering Aspects

Volumn 441, Issue , 2014, Pages 744-751

  Du, Zhiping ^a,b   Li, Enze ^a   Cao, Yang ^a   Li, Xiang ^a   Wang, Guoyong ^a  

^a CHINA RESEARCH INSTITUTE OF DAILY CHEMICAL INDUSTRY   (China)

^b SHANXI UNIVERSITY   (China)

Author keywords

Aggregation behavior; Ionic liquids; Surface active; Trisiloxane tailed; Vesicular like

Indexed keywords

AGGREGATES; CHLORINE COMPOUNDS; DYNAMIC LIGHT SCATTERING; SILICON; SOLUTIONS; SURFACE TENSION; TRANSMISSION ELECTRON MICROSCOPY; X RAY DIFFRACTION;

AGGREGATION BEHAVIOR; CRITICAL AGGREGATION CONCENTRATION; ELECTRICAL CONDUCTIVITY; SURFACE ACTIVE; SURFACE ACTIVE IONIC LIQUIDS; SURFACE TENSION MEASUREMENTS; TRISILOXANE-TAILED; VESICULAR-LIKE;

IONIC LIQUIDS;

1 METHYL 3 TRISILOXANEIMIDAZOLIUM CHLORIDE; 1 METHYL 3 TRISILOXANEPYRIDINIUM CHLORIDE; IONIC LIQUID; SILOXANE; UNCLASSIFIED DRUG;

ADSORPTION; AQUEOUS SOLUTION; ARTICLE; CHEMICAL COMPOSITION; DIFFERENTIAL SCANNING CALORIMETRY; DISSOLUTION; ELECTRIC CONDUCTIVITY; LIGHT SCATTERING; PRIORITY JOURNAL; RADIATION SCATTERING; SURFACE PROPERTY; SURFACE TENSION; SYNTHESIS; THERMOGRAVIMETRY; THERMOSTABILITY; THICKNESS; TRANSMISSION ELECTRON MICROSCOPY; X RAY DIFFRACTION;

EID: 84887592236     PISSN: 09277757     EISSN: 18734359     Source Type: Journal    
DOI: 10.1016/j.colsurfa.2013.10.004     Document Type: Article

References (40)

1. Li C.H., He J.H., Liu J.H., Qian L.A., Yu Z.Q., Zhang Q.L., He C.X. Liquid crystalline phases of 1,2-dimethyl-3-hexadecylimidazolium bromide and binary mixtures with water. J. Colloid Interface Sci. 2010, 349:224-229.
2. Goodchild I., Collier L., Millar S.L., Prokeš I., Lord J.C.D., Butts C.P., Bowers J., Webster J.R.P., Heenan R.K. Structural studies of the phase, aggregation and surface behavior of 1-alkyl-3-methylimidazolium halide+water mixtures. J. Colloid Interface Sci. 2007, 307:455-468.
3. Lee S. Functionalized imidazolium salts for task-specific ionic liquids and their applications. Chem. Commun. 2006, 10:1049-1063.
4. Dong B., Li N., Zheng L.Q., Yu L., Inoue T. Surface adsorption and micelle formation of surface active ionic liquids in aqueous solution. Langmuir 2007, 23:4178-4182.
5. Anouti M., Jones J., Boisset A., Jacquemin J., Caillon-Caravanier M., Lemordant D. Aggregation behavior in water of new imidazolium and pyrrolidinium alkycarboxylates protic ionic liquids. J.Colloid Interface Sci. 2009, 340:104-111.
6. Shi L.J., Li N., Zheng L.Q. Aggregation behavior of long-chain N-aryl imidazolium bromide in a room temperature ionic liquid. J. Phys. Chem. C 2011, 115:18295-18301.
7. Baltazar Q.Q., Chandawalla J., Sawyer K., Anderson J.L. Interfacial and micellar properties of imidazolium-based monocationic and dicationic ionic liquids. Colloids Surf. A 2007, 302:150-156.
8. Rogers R.D., Seddon K.R. Ionic liquids-solvents of the future. Science 2003, 302:792-793.
9. Wasserscheid P. Chemistry volatile times for ionic liquids. Nature 2006, 439:797.
10. McEwen A.B., Ngo H.L., LeCompte K., Goldman J.L. Electrochemical properties of imidazolium salt electrolytes for electrochemical capacitor applications. J. Electrochem. Soc. 1999, 146:1687-1695.
11. Gordon C.M., Holbrey J.D., Kennedy A.R., Seddon K.R. Ionic liquid crystals: hexafluorophosphate salts. J. Mater. Chem. 1998, 8:2627-2636.
12. Mo J., Xu L.J., Xiao J.L. Ionic liquid-promoted, highly regioselective heck arylation of electron-rich olefins by aryl halides. J. Am. Chem. Soc. 2005, 127:751-760.
13. Zerth H.M., Leonard N.M., Mohan R.S. Synthesis of homoallyl ethers via allylation of acetals in ionic liquids catalyzed by trimethylsilyl trifluoromethanesulfonate. Org. Lett. 2003, 5:55-57.
14. 3 and KCN with alkyl halides and tosylates. J. Org. Chem. 2003, 68:6710-6715.
15. Armand M., Endres F., MacFarlane D.R., Ohno H., Scrosati B. Ionic-liquid materials for the electrochemical challenges of the future. Nat. Mater. 2009, 8:621-629.
16. Kragl U., Eckstein M., Kaftzik N. Enzyme catalysis in ionic liquids. Curr. Opin. Biotechnol. 2002, 13:565-571.
17. 2 microspheres in ionic liquids. J. Am. Chem. Soc. 2003, 125:6386-6387.
18. Bowers J., Butts C.P., Martin P.J., Vergara-Gutierrez M.C. Aggregation behavior of aqueous solutions of ionic liquids. Langmuir 2004, 20:2191-2198.
19. Miskolczy Z., Sebok-Nagy K., Biczók L., Göktürk S. Aggregation and micelle formation of ionic liquids in aqueous solution. Chem. Phys. Lett. 2004, 400:296-300.
20. Inoue T., Ebina H., Dong B., Zheng L.Q. Electrical conductivity study on micelle formation of long-chain imidazolium ionic liquids in aqueous solution. J. Colloid Interface Sci. 2007, 314:236-241.
21. Dong B., Zhao X.Y., Zheng L.Q., Zhang J., Li N., Inoue T. Aggregation behavior of long-chain imidazolium ionic liquids in aqueous solution: micellization and characterization of micelle microenvironment. Colloids Surf. A: Physicochem. Eng. Aspects 2008, 317:666-672.
22. Dong B., Zhang J., Zheng L.Q., Wang S.Q., Li X.W., Inoue T. Salt-induced viscoelastic wormlike micelles formed in surface active ionic liquid aqueous solution. J. Colloid Interface Sci. 2008, 319:338-343.
23. Jungnickel C., Łuczak J., Ranke J., Fernández J.F., Müller A., Thöming J. Micelle formation of imidazolium ionic liquids in aqueous solution. Colloids Surf. A: Physicochem. Eng. Aspects 2008, 316:278-284.
24. Cornellas A., Perez L., Comelles F., Ribosa I., Manresa A., Garcia M.T. Self-aggregation and antimicrobial activity of imidazolium and pyridinium based ionic liquids in aqueous solution. J. Colloid Interface Sci. 2011, 355:164-171.
25. Galgano P.D., Seoud O.A.E. Surface active ionic liquids: study of the micellar properties of 1-(1-alkyl)-3-methylimidazolium chlorides and comparison with structurally related surfactants. J. Colloid Interface Sci. 2011, 361:186-194.
26. Wang G.Y., Du Z.P., Zhang W., Cao Q.Y. Synthesis and surface properties of trisiloxane-modified oligo(ethylene oxide). Tenside Surfact. Det. 2009, 46:214-217.
27. Wang G.Y., Qu W.S., Du Z.P., Cao Q.Y., Li Q.X. Adsorption and aggregation behavior of tetrasiloxane-tailed surfactants containing oligo(ethylene oxide) methyl ether and a sugar moiety. J. Phys. Chem. B 2011, 115:3811-3818.
28. Adamson A.W., Gast A.P. Physical Chemistry of Surface 1997, Wiley-Interface Publication, New York. 6th ed.
29. Seoud O.A.E., Pires P.A.R., Abdel-Moghny T., Bastos E.L. Synthesis and micellar properties of surface-active ionic liquids: 1-alkyl-3-methylimidazolium chlorides. J. Colloid Interface Sci. 2007, 313:296-304.
30. Rosen M.J., Dahanayake M., Cohen A.W. Relationship of structure to properties in surfactants. 11. Surface and thermodynamic properties of N-dodecylpyridinium bromide and chloride. Colloids Surf. 1982, 5:159-172.
31. Adamson A.W. Physical Chemistry of Surface 1976, John Wiley & Sons, New York. 3rd ed.
32. Mukherjee I., Moulik S.P., Rakshit A.K. Tensiometric determination of Gibbs surface excess and micelle point: a critical revisit. J. Colloid Interface Sci. 2013, 394:329-336.
33. Eastoe J., Nave S., Downer A., Paul A., Rankin A., Tribe K., Penfold J. Adsorption of ionic surfactants at the air-solution interface. Langmuir 2000, 16:4511-4518.
34. Jiao J.J., Dong B., Zhang H.N., Zhao Y.Y., Wang X.Q., Wang R., Yu L. Aggregation behaviors of dodecyl sulfate-based anionic surface active ionic liquids in water. J. Phys. Chem. B 2012, 116:958-965.
35. Rao K.S., Singh T., Trivedi T.J., Kumar A. Aggregation behavior of amino acid ionic liquid surfactants in aqueous media. J. Phys. Chem. B 2011, 115:13847-13853.
36. Wang G.Y., Qu W.S., Du Z.P., Wang W.X., Li Q.X. Adsorption and aggregation behaviors of tetrasiloxane-tailed gemini surfactants with (EO)m spacers. J. Phys. Chem. B 2013, 117:3154-3160.
37. Du Z.P., Wang L., Wang G.Y., Wang S.J. Synthesis, surface and aggregation properties of glucoside-grafted amphiphilic glycopolysiloxanes. Colloids Surf. A 2011, 338:55-60.
38. Wang L., Zhang D.L., Du Z.P., Wang G.Y., Wang S.J., Cao Y. Synthesis and properties of lactobionamide-based polysiloxane surfactant. Tenside Surfact. Det. 2011, 48:281-285.
39. Wang G.Y., Du Z.P., Li Q.X., Zhang W. Carbohydrate-modified siloxane surfactants and their adsorption and aggregation behavior in aqueous solution. J. Phys. Chem. B 2010, 114:6872-6877.
40. Wang Y., Yang H. Synthesis of CoPt nanorods in ionic liquids. J. Am. Chem. Soc. 2005, 127:5316-5317.