Zwitterionic and mesoionic liquids: Molecular aggregation in 3-methylsydnone

Science China Chemistry

Volumn 53, Issue 9, 2010, Pages 2063-2069

  Cassel, Stéphanie ^a   Rico Lattes, Isabelle ^a   Lattes, Armand ^a  

^a Université Paul Sabatier   (France)

Author keywords

3 methylsydnone; ionic liquids; mesoionic liquids; micellization; molecular aggregation; solvophobicity; zwitterionic liquids

Indexed keywords

3-METHYLSYDNONE; MESOIONIC LIQUIDS; MOLECULAR AGGREGATION; SOLVOPHOBICITY; ZWITTERIONIC LIQUIDS;

AMIDES; BOILING LIQUIDS; CHEMICAL COMPOUNDS; ELECTRIC PROPERTIES; HYDROGEN BONDS; IONS; MICELLIZATION; SOLVENTS; SURFACE ACTIVE AGENTS;

IONIC LIQUIDS;

EID: 77957909484     PISSN: 16747291     EISSN: None     Source Type: Journal    
DOI: 10.1007/s11426-010-4062-4     Document Type: Conference Paper

References (27)

1. R.D. Rogers K.R. Seddon 2003 Ionic liquids - Solvents of the future? Science 302 792 793 10.1126/science.1090313 (Pubitemid 37339605)
2. Rogers RD, Seddon KR. Ionic liquids III A: Fundamentals, progress, challenges, and opportunities. ACS Symposium Series, 2005, 901
3. Rogers RD, Seddon KR. Ionic liquids III B: Fundamentals, progress, challenges, and opportunities. ACS Symposium Series, 2005, 902
4. J. Ranke S. Stolte R. Stoerman J. Aming B. Jastorff 2007 Design of sustainable chemical products - The example of ionic liquids Chem Rev 107 2183 2206 1:CAS:528:DC%2BD2sXmtlaks78%3D 10.1021/cr050942s (Pubitemid 47029092)
5. N.V. Plechkova K.R. Seddon 2008 Applications of ionic liquids in the chemical industry Chem Soc Rev 37 123 150 1:CAS:528:DC%2BD1cXmtVWhsQ%3D%3D 10.1039/b006677j
6. D. Rogers 2007 Materials science: Reflections on ionic liquids Nature 447 917 918 1:CAS:528:DC%2BD2sXms1yqurg%3D 10.1038/447917a (Pubitemid 46978258)
7. Huddleston JG, Willauer HD, Swatloski RP, Visser AE, Rogers RD. Room temperature ionic liquids as novel media for 'clean' liquid- liquid extraction. Chem Commun, 1998: 1765-1766
8. C.P. Fredlake J.M. Crosthwaite D.G. Herb N.V.K. Aki Sudhir J.F. Boennecke 2004 Thermophysical properties of imidazolium-based ionic liquids J Chem Eng Data 49 954 964 1:CAS:528:DC%2BD2cXks1Gisbw%3D 10.1021/je034261a
9. IUPAC. Ionic Liquids Database. Last uptake: 28 February 2010
10. S. Ahrens A. Peritz T. Strassner 2009 Tunable aryl alkyl ionic liquids (TAAILs), the next generation of ionic liquids Angew Chem Int Ed 48 7908 7910 1:CAS:528:DC%2BD1MXht1ekt7nK 10.1002/anie.200903399
11. nd ed
12. M. Yoshizawa H. Ohno 2004 A new family of zwitterionic liquids arising from a phase transition of ammonium inner salts containing an ether bond Chem Lett 33 1594 1595 1:CAS:528:DC%2BD2cXhtFaitL%2FE 10.1246/cl.2004.1594 (Pubitemid 40352516)
13. Earl JC, Mackney AW. The action of acetic anhydride on N-nitrosophenylglycine and some of its derivatives. J Chem Soc, 1935: 899-903
14. M. Ramadan D.F. Evans R. Lumry S. Phillion 1985 Micelle formation in hydrazine-water mixture J Phys Chem 89 3405 3408 1:CAS:528:DyaL2MXksF2ktLY%3D 10.1021/j100261a049
15. D.F. Evans A. Yamauchi G.J. Wei V.A. Bloomfield 1983 Micelle size in ethylammonium nitrate as determined by classical and quasi-elastic scattering J Phys Chem 87 3537 3541 1:CAS:528:DyaL3sXkvFCit74%3D 10.1021/j100241a035
16. A. Ray 1971 Solvophobic interaction and micelles formation in structure forming non aqueous solvents Nature 231 313 315 1:CAS:528:DyaE3MXksFSksrk%3D 10.1038/231313a0
17. A. Lattes E. Perez I. Rico-Lattes 2009 Organized molecular systems in structured non aqueous solvents. Is formamide a water like solvent? CR Chimie 12 45 53 1:CAS:528:DC%2BD1MXhs1Onu70%3D
18. X. Auvray C. Petipas T. Perche R. Anthore M.J. Marti I. Rico A. Lattes 1990 Formation of liquid-crystal phases in the binary system cetylpyridinium bromide/N-methylsydnone studied by light microscopy and small angle X-ray diffraction J Phys Chem 94 8604 8607 1:CAS:528:DyaK3cXmt1Wru74%3D 10.1021/j100386a022
19. A.H. Beesley D.F. Evans R.G. Laughlin 1988 Evidence for the essential role of hydrogen bonding in promoting amphiphilic self-assembly: Measurements in 3-methylsydnone J Phys Chem 92 791 793 1:CAS:528:DyaL1cXot1Gltg%3D%3D 10.1021/j100314a039
20. R.G. Laughlin R.L. Munyon 1987 Diffuse interfacial transport: A new approach to phase studies J Phys Chem 91 3299 3305 1:CAS:528:DyaL2sXit1Wjtro%3D 10.1021/j100296a038
21. I. Rico A. Lattes 1986 Formamide, a water substitute: Krafft temperature and micelle formation of ionic surfactants in formamide J Phys Chem 90 5870 5872 1:CAS:528:DyaL28Xlslyrtrk%3D 10.1021/j100280a081
22. X. Auvray C. Petipas T. Perche R. Anthore M.J. Marti I. Rico A. Lattes 1992 Influence of solvent-headgroup interaction on the formation of lyotropic liquid crystal phases of surfactants in water and non aqueous protic and aprotic solvents Langmuir 8 2671 2679 1:CAS:528:DyaK38XmsVShsbo%3D 10.1021/la00047a017
23. A. Le Berre A. Delacroix 1973 L'addition des sels d'amines tertiaires aux composés éthyléniques électrophiles. III Bétaïnes et sels quaternaires à partir d'acides α,β -insaturés Bull Soc Chim Fr 7-8 2404 2409
24. W.P. Reeves M.L. Bahr 1976 Phase-transfer catalysis. Preparation of alkyl azides Synthesis 12 823 10.1055/s-1976-24222
25. B. Escoula I. Rico A. Lattes 1986 Formamide: A water substitute: Effect of formamide on the fluoride-chloride exchange. Reactions under transition conditions from liquid to solid phases Tetrahedron Lett 27 1499 1500 1:CAS:528:DyaL2sXhtVWmsrY%3D 10.1016/S0040-4039(00)84296-3
26. Rico I, Lattes A. A new type of water insoluble surfactants and non-aqueous microemulsion. In: Rosano HL, Clausse M Eds. Microemulsion Systems. New York: Marcel Dekker, 1987. Vol. 23, 341-349
27. R. Ramsch S. Cassel I. Rico-Lattes 2009 Impact of solvent physical parameters on the aggregation process of catanionic amphiphiles Langmuir 25 6733 6738 1:CAS:528:DC%2BD1MXisVKkt74%3D 10.1021/la900224b