JSEMAT  Vol.4 No.2 , April 2014
Development of Coatings Marine Antifouling Based on Perfluorinated Surfactants Synthesis and Physicochemical Study
ABSTRACT

The fight against dirt settling on the hulls of ships and more generally on all underwater structures is more than 2000 years. The need for effective antifouling paints, which prevents the establishment and growth of marine organisms on submerged structures, is universally recognized. In this work, we synthesize two perfluorinated surfactants from simple monomers. After describing the reactions, we discuss the different analyzes of the proton nuclear magnetic resonance (1H NMR), the fluorine nuclear magnetic resonance (NMR I9F), gel permeation chromatography (GPC) and the light scattering (LS) at a fixed angle 90. The glass transition temperature of the two surfactants diethylallylphosphonate and allylamine are obtained by Differential Scanning Calorimetry (DSC). Antifouling paint properties were followed by exposure of the plates to the marine environment by visual observation.


Cite this paper
Bacha, A. and Méghabar, R. (2014) Development of Coatings Marine Antifouling Based on Perfluorinated Surfactants Synthesis and Physicochemical Study. Journal of Surface Engineered Materials and Advanced Technology, 4, 87-97. doi: 10.4236/jsemat.2014.42012.
References
[1]   Dafforn, K.A., Lewis, J.A. and Johnston, E.L. (2011) Antifouling Strategies: History and Regulation, Ecological Impacts and Mitigation. Marine Pollution Bulletin, 62, 62453-62465.
http://dx.doi.org/10.1016/j.marpolbul.2011.01.012

[2]   Belbachir, B. (1996) Synthèse et étude de macromonomères à activité biocide. Formulation de peintures antisalissures, Mémoire de Magister, Oran.

[3]   Evans, S.M., Birchenough, A.C. and Brancato, M.S. (2000) The TBT Ban: Out of the Trying Pan into the Fire. Marine Pollution Bulletin, 40, 204-211. http://dx.doi.org/10.1016/S0025-326X(99)00248-9

[4]   Fent, K. (1996) Ecotoxicology of Organotin Compounds. Critical Reviews in Toxicology, 26, 1-117.

[5]   Alzieu, C., Thybaud, Y., Heral, M. and Boutier, B. (1980) Evaluation des risques dus à l’emploi des peintures anti-salissures dans les zones conchylicoles. Revue des Travaux de l’Institut des Pêches maritimes, 44, 301-348.

[6]   Gibbs, P.E. and Bryan, G.W. (1987) TBT Paints and the Demise of the Dog-Whelk Nucella Lapillus (Gastropoda). OCEAN’S 87 Proceedings Organotin Symposium, Halifax, 28 September-1 October 1987, 1482-1487.

[7]   Abbott, A., Abel, P.D., Arnold, D.W. and Milne, A. (2000) Cost-Benefit Analysis of the Use of TBT: The Case for a Treatment Approach. Science of The Total Environment, 258, 5-19.
http://dx.doi.org/10.1016/S0048-9697(00)00505-2

[8]   Jellali, R. (2008) Elaboration de revêtements antifouling par photoréticulation d’oligoisoprènes fonctionnalisés: Etude de leurs activités antibactériennes, antifongiques et antialgale. Thèse de Doctorat, Université du Maine, France.

[9]   Kobayshi, Y., Fujino, S. and Kumadaki, I. (1981) Syntheses of Trifluoromethylated Thiadiphosphanorbornadiene and Thiadiphosphole. Journal of the American Chemical Society, 103, 2465-2466. http://dx.doi.org/10.1021/ja00399a079

[10]   Kobayshi, Y., Nakano, T., Takahashi, R. and Kumadaki, I. (1979) J. Chem. Soc, Perkin. I, 2253.

[11]   Kobayshi, Y., Hamana, H., Fujino, S., Ohsawa, A. and Kumadaki, I. (1979) Studies on Organic Fluorine Compounds. 29. Cycloaddition Reactions of Hexakis(trifluoro4methyl)-1,4-diphospha4barrelene. The Journal of Organic Chemistry, 44, 4930-4933. http://dx.doi.org/10.1021/jo00394a038

[12]   Bacha, A. and Méghabar, R. (2012) Preparation of Perfluorinated Surfactant Activates for Antifouling Paints. Journal of Surface Engineered Materials and Advanced Technology, 2, 271-277.

[13]   Bacha, A. (1996) Thesis, Synthèse et Etude Physicochimique des Tensioactifs Perfluorés Ioniques. University of Es-Senia Oran, Algeries.

[14]   Chakraborty, S., Vendyopadhyay, S., Dsgupta, S., Mukhopadhyay, R. and Deuri, A.S. (2006) Polymer Testing, 25, 12-15. http://dx.doi.org/10.1016/j.polymertesting.2005.09.012

[15]   Okamoto, M, Kubo, H. and Kotaba, T. (1998) Elongational Flow-Induced Crystallization and Structure Development in Supercooled Poly(Ethylene Naphthalate). Macromolecules, 31, 4223.
http://dx.doi.org/10.1021/ma971713d

[16]   Yim, H., Kent, M.S., Matheson, A., Stevens, M.J., Ivkov, R., Satja, S., et al. (2002) Adsorption of Sodium Poly(Styrenesulfonate) to the Air Surface of Water by Neutron and X-Ray Reflectivity and Surface Tension Measurements: Polymer Concentration Dependence. Macromolécules, 35, 9737-9747.
http://dx.doi.org/10.1021/ma0200468

[17]   Maschke, U., Benmouna, F., Roussel, F., Daoudi, A., Gyselinck, F., Buisine, J.M., Coqueret, X. and Benmouna, M. (2000) Phase Behavior of Electron Beam Cured and Uncured Propoxylated Glyceroltriacrylate/E7 Mixtures. Polymer Bulletin, 44, 577-584.
http://dx.doi.org/10.1007/s002890070081

[18]   Yen, K.C., Woo, E.M. and Tashiro, K. (2009) Amorphous Phase and Crystalline Morphology in Blend of Two Polymorphic Polyesters: Poly(Hexamethylene Terephthalate) and Poly(Heptamethylene Terephthalate). Polymer, 50, 6312-6322. http://dx.doi.org/10.1016/j.polymer.2009.10.066

[19]   Abdoune, F. (2006) Thèse de Doctorat. Université de Lille I, Lille.

[20]   Allison, D.G. (2003) The Biofilm Matrix. Biofouling, 19, 139-150.
http://dx.doi.org/10.1080/0892701031000072190

[21]   Chapman, B. (2004) La vie sur la plate-forme littorale. Plages à Risque, 3.

[22]   Le Magueresse, A. (2005) Balanes: Chtamales, Environnement Littoral-Ifremer/Photo.

[23]   Davies, D.G., Parsek, M.R.M., Pearson, J.P., Iglewski, B.H. and Costerton, J.W. (1998) The Involvement of Cell-Cell Signals in the Development of a Bacterial Biofilm. Science, 280, 295-298.
http://dx.doi.org/10.1126/science.280.5361.295

[24]   Yebra, D.M., Kiil, S. and Dam-Johansen, K. (2004) Antifouling Technology-Past, Present and Future Steps towards Efficient and Environmentally Friendly Antifouling Coatings. Progress in Organic Coatings, 50, 75-104.
http://dx.doi.org/10.1016/j.porgcoat.2003.06.001

[25]   Bordes, R. (2007) Synthèse Physicochimie et Polymérisation de Tensioactifs Paires d’Ions Dérivés du Norbonène. Thèse de Doctorat, Université de Toulouse III, Toulouse.

 
 
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