New sorbic-type quaternary ammonium single-chain and gemini polymerizable surfactants: Synthesis, interfacial properties and anti-electrostatic activity

Colloids and Surfaces A: Physicochemical and Engineering Aspects

Volumn 413, Issue , 2012, Pages 119-124

  Bunio, P ^a   Chlebicki, J ^a  

^a WROCLAW UNIVERSITY OF TECHNOLOGY   (Poland)

Author keywords

Anti electrostatic activity; Quaternary ammonium salts; Sorbic derivatives; Surfmer

Indexed keywords

AMMONIUM COMPOUNDS; BROMINE COMPOUNDS; BUTENES; CARBOXYLIC ACIDS; CATIONIC SURFACTANTS; ELECTROSTATICS; POLYPROPYLENES; PROPYLENE; THERMOPLASTICS;

AMMONIUM BROMIDES; AMPHIPHILICS; CHEMICAL DATA; CMC VALUES; CONDUCTIVE PROPERTIES; DOUBLE CHAIN; DUST LEVELS; GEMINI COMPOUNDS; INTERFACIAL ACTIVITY; INTERFACIAL PROPERTY; MICELLAR PROPERTIES; NITROGEN ATOM; POLYMERIC SURFACES; POLYMERIZABLE SURFACTANT; POSITIVELY CHARGED; QUATERNARY AMMONIUM; QUATERNARY AMMONIUM BROMIDE; QUATERNARY AMMONIUM SALT; QUATERNARY SALTS; SORBIC ACID; SURFMER; SURFMERS; UV IRRADIATION;

POLYMERS;

ALKANOL; CATIONIC SURFACTANT; HEXYLENE GLYCOL; POLYPROPYLENE; PROPYLENE; QUATERNARY AMMONIUM BROMIDE; QUATERNARY AMMONIUM DERIVATIVE; SORBIC ACID; SORBYLOYLUNDECYLTRIMETHYL AMMONIUM BROMIDE; UNCLASSIFIED DRUG;

ADSORPTION; ANTIELECTROSTATIC ACTIVITY; ARTICLE; CHEMICAL STRUCTURE; ELECTRIC CONDUCTIVITY; INTERFACIAL PROPERTY; IRRADIATION; PHYSICAL PHENOMENA; PRIORITY JOURNAL; SYNTHESIS;

EID: 84867099649     PISSN: 09277757     EISSN: 18734359     Source Type: Journal    
DOI: 10.1016/j.colsurfa.2012.03.060     Document Type: Article

References (36)

1. Zana R., Xia J. Gemini Surfactants. Series: Surfactant Science 2003, vol. 117. Marcel Dekker, Inc., New York.
2. Zana R. Dimeric (gemini) surfactants: effect of the spacer group on the association behavior in aqueous solution. J. Colloid Interface Sci. 2002, 248:203-220.
3. Laschewsky A., Wattebled L., Arotcarena M., Habib-Jiwan J.-L., Rakotoaly R.H. Synthesis and properties of cationic oligomeric surfactants. Langmuir 2005, 21:7179.
4. Zana R. Gemini (dimeric) surfactants. Curr. Opin. Colloid Interface Sci. 1996, 1:566-571.
5. Shukla D., Tyagi V.K. Cationic gemini surfactants: a review. J. Oleo Sci. 2006, 55:381-390.
6. Wegrzyńska J., Chlebicki J. Preparation, surface-active and antielectrostatic properties of multiple quaternary ammonium salts. J. Surf. Deterg. 2006, 9:221-226.
7. Jones R.A. Quaternary ammonium salts: their use in phase-transfer catalysis 2001, Academic Press, London.
8. Matolcsy G., Nadasy M., Andriska V. Pesticide Chemistry 1988, Elsevier Publishing Company, Budapest.
9. Mc Canna et al., Compositions comprising polyquaterniums in combination with polymeric biguanides for disinfecting contact lenses, US Patent 615,368, 2000.
10. Van Der Walle C. Peptide and Protein Delivery 2011, Elsevier Reference.
11. Utracki L.A. Clay-containing Polymeric Nanocomposites 2004, iSmithers Rapra Publishing, Shropshire.
12. Bazylińska U., Skrzela R., Szczepanowicz K., Warszyński P., Wilk K.A. Novel approach to long sustained multilayer nanocapsules: influence of surfactant head groups and polyelectrolyte layer number on the release of hydrophobic compounds. Soft Matter 2011, 7:6113-6124.
13. Herold M., Brunner H., Tovar G.E.M. Polymer nanoparticles with activated ester surface by using functional surfmers. Macromol. Chem. Phys. 2003, 204:770-778.
14. Choi T.S. Solubilization of disperse dyes in cationic gemini surfactant micelles. Dyes Pigments 2000, 45:145-152.
15. Sakai K., Izumi K., Sakai H., Abe M. Polymerizable gemini surfactants at solid/solution interfaces: adsorption and polymerization on melamine formaldehyde particles and capsule formation. J. Colloid Interface Sci. 2010, 343:491-495.
16. Hössel P., Dieing R., Nörenberg R., Pfau A., Sander R. Conditioning polymers in today's shampoo formulations - efficacy, mechanism and test methods. Int. J. Cosmet. Sci. 2000, 22:1-10.
17. Bunio P., Zielińska K., Chlebicki J., Wilk K.A. Preparation of polymeric nanoparticles using a new polymerizable surfactant. Cent. Eur. J. Phys. 2011, 9:570-575.
18. Abe M., Tsubone K., Koike T., Tsuchiya K., Ohkubo T., Sakai H. Polymerizable cationic gemini surfactant. Langmuir 2006, 22:8293-8297.
19. Sharma A.K., Mazumdar S.N., Mahajan M.P. A convenient trans diastereoselective synthesis of 3-butadienylazetidinones and their Diels-Alder cycloaddition reactions. J. Org. Chem. 1996, 61:5506-5509.
20. Chlebicki J., Wegrzyńska J., Maliszewska I., Oświecimska M. Preparation, surface-active properties, and antimicrobial activities of bis-quaternary ammonium salts from amines and epichlorohydrin. J. Surf. Deterg. 2005, 8:227-232.
21. Marsili N.R., Sobrero M.S., Goicoechea H.C. Spectrophotometric determination of sorbic and benzoic acids in fruit juices by a net analyte signal-based method with selection of the wavelength range to avoid non-modelled interferences. Anal. Bioanal. Chem. 2003, 376:126-133.
22. Wakil S.J., Hubscher G. Quantitative determination of coenzyme A by sorbyl coenzyme A formation. J. Biol. Chem. 1960, 235:1554-1558.
23. Pernak J., Poźniak R., Krejpcio Z., Skrzypczak A. The antielectrostatic properties of quaternary imidazolium chlorides. Acta Polym. 1987, 38:299-303.
24. Sisson T.M., Lamparski H.G., Kollchens S., Elayadi A., O'Brien D.F. Cross-linking polymerizations in two-dimensional assemblies. Macromolecules 1996, 29:8321-8329.
25. Tieke B. Solid state polymerization of butadienes in layer structures. Mol. Cryst. Liq. Cryst. 1986, 137:101-116.
26. Mueller A., O'Brien D.F. Supramolecular materials via polymerization of mesophases of hydrated amphiphiles. Chem. Rev. 2002, 102:727-757.
27. Sisson T.M., Srisiri W., O'Brien D.F. Novel polymer architectures via the selective polymerization of lyotropic liquid crystals of heterobifunctional amphiphiles. J. Am. Chem. Soc. 1998, 120:2322-2329.
28. xOH, in aqueous solution. J. Phys. Chem. 1982, 86:541-545.
29. Skrzela R., Para G., Warszyński P., Wilk K.A., Experimental Theoretical approach to nonequivalent adsorption of novel dicephalic ammonium surfactants at the air/solution interface. J. Phys. Chem. B 2010, 114:10471-10480.
30. Para G., Hamerska-Dudra A., Wilk K.A., Warszyński P. Surface activity of cationic surfactants, influence of molecular structure. Colloids Surf. A 2010, 365:215-221.
31. Li F., Rosen M.J., Sulthana S.B. Surface properties of cationic gemini surfactants and their interaction with alkylglucoside or maltoside surfactants. Langmuir 2001, 17:1037-1042.
32. Bales B.L. A Definition of the degree of ionization of a micelle based on its aggregation number. J. Phys. Chem. B 2001, 105:6798-6804.
33. Pisarcik M., Devinsky F., Lacko I. Critical micelle concentration, ionisation degree and micellisation energy of cationic dimeric (gemini) surfactants in aqueous solution and in mixed micelles with anionic surfactant. Acta Facultatis Pharmaceuticae Universitatis Comenianae 2003, L:119-131.
34. Qiu L., Xie A., Shen Y. Understanding the effect of the spacer length on adsorption of gemini surfactants onto steel surface in acid medium. Appl. Surf. Sci. 2005, 246:1-5.
35. Ihara H., Takafuji M., Hirayama C. Effect of photopolymerization on the morphology of helical supramolecular assemblies. Langmuir 1992, 8:1548-1553.
36. Menger F.M., Keiper J.S., Mbadugha B.N.A., Caran K.L., Romsted L.S. Interfacial composition of gemini surfactant micelles determined by chemical trapping. Langmuir 2000, 16:9095-9098.