Condensation reaction of benzaldehyde and acetone in o/w microemulsions: Effect of microemulsion compositions

Colloids and Surfaces A: Physicochemical and Engineering Aspects

Volumn 370, Issue 1-3, 2010, Pages 64-71

  Shrikhande, Janhavi J ^a   Hassan, P A ^b   Jayaram, R V ^a  

^a INSTITUTE OF CHEMICAL TECHNOLOGY   (India)

^b BHABHA ATOMIC RESEARCH CENTRE   (India)

Author keywords

Aldol condensation; Kinetics; Microemulsion; Oil in water

Indexed keywords

ACETONE; ALDEHYDES; AMMONIUM COMPOUNDS; BROMINE COMPOUNDS; CATIONIC SURFACTANTS; CONDENSATION; CONDENSATION REACTIONS; DROP FORMATION; DYES; HEXANE; REACTION RATES; SOLUBILITY;

ALDOL CONDENSATION; CETYLTRIMETHYLAMMONIUM BROMIDE; CO-SURFACTANTS; DROPLET SIZES; HYDRODYNAMIC DIAMETER; MICROEMULSION COMPOSITIONS; N-BUTANOL; N-HEXANE; OIL CONTENTS; OIL DROPLETS; OIL PHASE; OIL-IN-WATER; SURFACTANT CONTENT;

MICROEMULSIONS;

ACETONE; BENZALDEHYDE; BUTANOL; CETRIMIDE; COSURFACTANT; HEXANE;

ARTICLE; CORRELATION ANALYSIS; HYDRODYNAMICS; LIGHT SCATTERING; MICROEMULSION; POLYMERIZATION; PRIORITY JOURNAL; SOLUBILIZATION;

EID: 77957754007     PISSN: 09277757     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.colsurfa.2010.08.047     Document Type: Article

References (41)

1. Paul B., Moulik S.P. Uses and applications of microemulsions. Curr. Sci. 2001, 80:990-1001.
2. Stubenrauch C., Wielputz T., Sottmann T., Roychowdhury C., DiSalvo F.J. Microemulsions as templates for the synthesis of metallic nanoparticles. Colloids Surf. A: Phys. Eng. Asp. 2008, 317:328-338.
3. Pestana K.C., Formariz T.P., Franzini C.M., Sarmento V.H.V., Chiavacci L.A., Scarpa M.V., Egito E.S.T., Oliveira A.G. Oil-in-water lecithin-based microemulsions as a potential delivery system for amphotericin B. Colloids Surf. B: Biointerfaces 2008, 66:253-259.
4. Huang Y.B., Lin Y.H., Lu T.M., Wang R.J., Tsai Y.H., Wu P.C. Transdermal delivery of capsaicin derivative-sodium nonivamide acetate using microemulsions as vehicles. Int. J. Pharm. 2008, 349:206-211.
5. Spernath A., Aserin A. Microemulsions as carriers for drugs and nutraceuticals. Adv. Coll. Int. Sci. 2006, 128-130:47-64.
6. Rusling J.F., Schweizer S., Zhang S., Kamau G.N. Microemulsions as media for destruction of organohalide pollutants by electrolysis. Colloids Surf. A: Phys. Eng. Asp. 1994, 88:41-49.
7. Holmberg K. Organic reactions in microemulsions. Eur. J. Org. Chem. 2007, 731-742.
8. Holmberg K. Organic reactions in microemulsions. Curr. Opin. Coll. Int. Sci. 2003, 8:187-196.
9. Mackay R.A. Chemical reactions in microemulsions. Adv. Coll. Int. Sci. 1981, 15:131-156.
10. Jing L., Li X.J., Han Y.C., Chu Y. The esterification in cyclohexane/DBSA/water microemulsion system. Colloids Surf. A: Phys. Eng. Asp. 2008, 326:37-41.
11. Hager M., Currie F., Holmberg K. A nucleophilic substitution reaction in microemulsions based on either an alcohol ethoxylate or a sugar surfactant. Colloids Surf. A: Phys. Eng. Asp. 2004, 250:163-170.
12. 2O microemulsions. Coll. Polym. Sci. 2008, 286:169-174.
13. Wang H.-J., Li D.-S., Peng M. Preparation of bicontinuous porous polymeric materials via microemulsion polymerization. Polym. Mater. Sci. Eng. 2008, 24:70-73.
14. Currie F., Holmberg K., Westman G. Regioselective nitration of phenols and anisols in microemulsion. Colloids Surf. A: Phys. Eng. Asp. 2001, 182:321-327.
15. Shrikhande J.J., Gawande M.B., Jayaram R.V. Cross-aldol and knoevenagel condensation reactions in aqueous micellar media. Catal. Commun. 2008, 9:1010-1016.
16. Deli J., Lonard T., Szabo D., Foldesi A. Potential bio-active pyrimidinederivatives. Part 1: 2-amino-4-aryl-8-arylidene-3,4,5,6,7,8-hexahydroquinazolines. Pharmazie 1984, 539-541.
17. Ogawa M., Ishii Y., Nakano T., Irifune S. Jpn. Kohai Tokkyo JP 63192446 A2 1988, (Chem. Abstr. 63 (1988) 238034).
18. Prince L. Microemulsion Theory and Practice 1977, Academic Press, New York.
19. Sripriya R., Muthu Raja K., Santhosh G., Chandrasekaran M., Noel M. The effect of structure of oil phase, surfactant and co-surfactant on the physicochemical and electrochemical properties of bicontinuous microemulsions. J. Colloid Interface Sci. 2007, 314:712-717.
20. Cheng S., Han F., Wang Y., Yan J. Effect of co-surfactant on ionic liquid solubilization capacity in cylcohexane/TX-100/1-butyl-3-methylimidazolium tetrafluoroborate microemulsions. Colloids Surf. A: Phys. Eng. Asp. 2008, 317:457-461.
21. Ghosh K.K., Satnami M.L. Nucleophilic substitution reaction of carboxylate and phosphate esters with hydroxymate ions in microemulsions. Colloids Surf. A: Phys Eng. Asp. 2006, 274:125-129.
22. Oh S.-G., Kizling J., Holmberg K. Microemulsions as reaction media for the synthesis of sodium decyl sulfonate 1: role of microemulsion composition. Colloids Surf. A: Phys. Eng. Asp. 1995, 97:169-179.
23. Hao J. Effect of the structures of microemulsions on chemical reactions. Colloid Polym. Sci. 2000, 278:150-154.
24. Garcia-Rio L., Ramon Leis J., Mejuto J.C., Perez-Lorenzo M. Microemulsions as microreactors in physical chemistry. Pure Appl. Chem. 2007, 79:1111-1123.
25. Wu D.-Y., Zhang L.-P., Wu L.-Z., Wang B.-J., Tung C.-H. Water-in-oil microemulsions as microreactors to control the regioselectivity in the photocycloaddition of 9-substituted anthracenes. Tetrahedron Lett. 2002, 43:1281-1283.
26. Engberts J.B.F.N., Fernandez E., Garcia-Rio L., Leis J.R. Water in oil microemulsions as reaction media for a Diels-Alder reaction between N-ethylmaleimide and cyclopentadiene. J. Org. Chem. 2006, 71:4111-4117.
27. Johannsson R., Almgren M., Schomaecker R. Diffusion-controlled reactions in bicontinuous microemulsions of AOT and C12E5 studied by triplet-state deactivation. Langmuir 1993, 9:1269-1273.
28. Sathishkumar M., Jeong E.S., Yun S.E., Mun S.P., Rusling J.F. Bicontinuous microemulsion as reaction medium for β-glucosidase-catalysed synthesis of n-hexyl-β-d-glucopyranoside. Enz. Microb. Tech. 2008, 42:252-258.
29. Cabaleiro-Lago C., Garcia-Rio L., Hervella P. The effect of changing the microstrucutre of a microemulsion on chemical reactivity. Langmuir 2007, 23:9586-9595.
30. Hager M., Holmberg K. A substitution reaction in an oil-in-water microemulsion catalyzed by a phase transfer catalyst. Tetrahedron Lett. 2000, 41:1245-1248.
31. Hager M., Holmberg K., Olsson U. Synthesis of an amphiphilic polymer performed in an oil-in-water microemulsion and in a lamellar liquid crystalline phase. Colloids Surf. A: Phys. Eng. Asp. 2001, 189:9-19.
32. Jiang J.-Z., Wei Y.-A., Cai C. Copper-and ligand free sonogashira reaction catalyzed by palladium in microemulsion: effect of surfactant and alcohol. J. Coll. Int. Sci. 2007, 312:439-443.
33. Gomez-Cisneros M., Trevino M.E., Peralta R.D., Rabelero M., Mendizaba E., Puig J.E., Cesterosc C., Lopez R.G. Surfactant concentration effects on the microemulsion polymerization of vinyl acetate. Polymer 2005, 46:2900-2907.
34. Shrikhande J.J., Gawande M.B., Jayaram R.V. A catalyst free N-benzyloxycarbonylation of amines in aqueous micellar media at room temperature. Tetrahedron Lett. 2008, 49:4799-4803.
35. Hyde S.T., Andersson S., Larsson K., Blum Z., Landh T., Lidin S., Ninham B.W. The Language of Shape 1997, vol. 170. Elsevier, Amsterdam.
36. Sarma S., Gohain B., Dutta R.K. A visible spectroscopic study of microstructure of O/W microemulsions of anionic surfactants: effect of cosurfactant. J. Disp. Sci. Tech. 2006, 27:899-905.
37. Fanun M. Oil type effect on diclofenac solubilization in mixed nonionic surfactants microemulsions. Colloids Surf. A: Phys. Eng. Asp. 2009, 343:75-82.
38. Amar I., Aserin A., Garti N. Microstrucutre transitions derived from solubilization of lutein and lutein esters in food microemulsions. Colloids Surf. B: Biointerfaces 2004, 33:143-150.
39. Yaghmur A., Aserin A., Abbas A., Garti N. Reactivity of furfural-cysteine model reaction in food grade five-component nonionic O/W microemulsions. Colloids Surf. A: Phys. Eng. Asp. 2005, 253:223-234.
40. Ahmad N., Kumar P., Hashmi A.A., Khan Z. Effect of cationic micelles of cetyltrimethylammonium bromide on the oxidation of thiourea by permanganate. Colloids Surf. A: Phys. Eng. Asp. 2008, 315:226-231.
41. N2-E2 reactions induced by aqueous association colloids. Colloids Surf. A: Phys. Eng. Asp. 1998, 132:303-314.