Synthesis and Characterization of a New Cationic Surfactant Derived from 5-Chloro-1H-indole-2,3-dione In Aqueous Systems

In this paper, anovel cationic surfactant is synthesized by the alkylation reaction of 5-Chloro1H-indole-2,3-dioneunder the conditions of phase transfer catalysis and quaternizationby trimethylamine in acetone solution.Chemical structures of synthesized compounds were confirmed by 1 HNMR and 13 C NMR. The micellization of cationic surfactant in aqueous solution at room temperature has been reported using the conductivity of the measurements

[1]  Wei Lin,et al.  Migration behaviour and selectivity of dichlorophenols in micellar electrokinetic capillary chromatography Influence of micelle concentration and buffer pH , 1996 .

[2]  Yajuan Li,et al.  Odd/even effect in the chain length on the enthalpy of micellization of gemini surfactants in aqueous solution. , 2005, Langmuir : the ACS journal of surfaces and colloids.

[3]  R. S. Varma,et al.  Antiviral, antibacterial, and antifungal activities of isatin N-Mannich bases. , 1975, Journal of pharmaceutical sciences.

[4]  J. J. Galán,et al.  Effect of counterion on thermodynamic micellar properties of tetradecylpyridinium in aqueous solutions , 2005 .

[5]  F. Quina,et al.  Ion Binding and Reactivity at Charged Aqueous Interfaces , 1991 .

[6]  Ching-erh Lin,et al.  Determination of critical micelle concentration of surfactants by capillary electrophoresis. , 2004, Journal of chromatography. A.

[7]  D. Small,et al.  Micellar properties of dihydroxy and trihydroxy bile salts: effects of counterion and temperature. , 1969, Journal of colloid and interface science.

[8]  Hiroshi Nakamura,et al.  Determination of Critical Micelle Concentration of Anionic Surfactants by Capillary Electrophoresis Using 2-Naphthalenemethanol as a Marker for Micelle Formation , 1998 .

[9]  F. G. Sánchez,et al.  Cholic acid behavior in water and organic solvent: study of normal and inverted aggregates , 1998 .

[10]  Peixun Li,et al.  Micellization of Cationic Gemini Surfactants with Various Counterions and Their Interaction with DNA in Aqueous Solution , 2004 .

[11]  D. Sriram,et al.  Synthesis, antibacterial, antifungal and anti-HIV activities of Schiff and Mannich bases derived from isatin derivatives and N-[4-(4'-chlorophenyl)thiazol-2-yl] thiosemicarbazide. , 1999, European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences.

[12]  A. Holtzer,et al.  The hydrophobic bond in micellar systems. Effects of various additives on the stability of micelles of sodium dodecyl sulfate and of n-dodecyltrimethylammonium bromide. , 1967, Journal of Physical Chemistry A.

[13]  J. Jacquier,et al.  Determination of critical micelle concentration by capillary electrophoresis application to organo-saline electrolytes , 1996 .

[14]  S. Wettig,et al.  Thermodynamic and Aggregation Properties of Gemini Surfactants with Ethoxylated Spacers in Aqueous Solution , 2003 .

[15]  Mitchell A. Winnik,et al.  Poly(styrene-ethylene oxide) block copolymer micelle formation in water: a fluorescence probe study , 1991 .

[16]  P. Lianos,et al.  Effect of alcohol on the properties of micellar systems. Part 1. Critical micellization concentration, micelle molecular weight and ionization degree , 1981 .

[17]  Alejandro Cifuentes,et al.  Determination of Critical Micelle Concentration Values Using Capillary Electrophoresis Instrumentation , 1997 .

[18]  Kristina Mohlin,et al.  Use of cleavable surfactants for alkyl ketene dimer (AKD) dispersions , 2006 .

[19]  P. S. Subramanian,et al.  Hydrogen bonded helices: Synthesis, crystal structure and self-assembled microtubes , 2009 .

[20]  Yujie Wang,et al.  Thermodynamics of Hydrophobic Interaction of Dissymmetric Gemini Surfactants in Aqueous Solutions , 2002 .

[21]  D. Spinelli,et al.  Formation of micelles and liposomes from carnitine amphiphiles. , 2000, European journal of medicinal chemistry.

[22]  A. Chetouani,et al.  The micelle formation of cationic and anionic surfactants in aqueous medium : Determination of CMC and thermodynamic parameters at different temperatures , 2015 .

[23]  T. Aboul-Fadl,et al.  Anti-Tubercular Activity of Isatin Derivatives , 2010 .

[24]  W. D. Harkins,et al.  The effect of salts on the critical concentration for the formation of micelles in colloidal electrolytes. , 1947, Journal of the American Chemical Society.

[25]  Luis Montenegro,et al.  Determination of Critical Micelle Concentration of Some Surfactants by Three Techniques , 1997 .

[26]  F. Popp,et al.  The Chemistry of Isatin , 1975 .

[27]  M. Paluch,et al.  A study of the interaction of dodecyl sulfobetaine with cationic and anionic surfactant in mixed micelles and monolayers at the air/water interface. , 2005, Journal of colloid and interface science.

[28]  F. Popp,et al.  Synthesis of potential anticonvulsants: condensation of isatins with acetone and related ketones. , 1980, Journal of pharmaceutical sciences.

[29]  A. Blume,et al.  Thermodynamic Characterization of Bile Salt Aggregation as a Function of Temperature and Ionic Strength Using Isothermal Titration Calorimetry , 2000 .