Tough amphiphilic antifouling coating based on acrylamide, fluoromethacrylate and non-isocyanate urethane dimethacrylate crosslinker

References

• Abdurrahmanoglu S, Can V, Okay O. 2009. Design of high-toughness polyacrylamide hydrogels by hydrophobic modification. Polymer. 50:5449–5455. doi:10.1016/j.polymer.2009.09.042
   Web of Science ®Google Scholar
• Abdurrahmanoglu S, Cilingir M, Okay O. 2011. Dodecyl methacrylate as a crosslinker in the preparation of tough polyacrylamide hydrogels. Polymer (Guildf). 52:694–699. doi:10.1016/j.polymer.2010.12.044
   Web of Science ®Google Scholar
• Absolom DR, Lamberti FV, Policova Z, Zingg W, van Oss CJ, Neumann AW. 1983. Surface thermodynamics of bacterial adhesion. Appl Environ  Microbiol. 46(1):90–97. doi:10.1128/AEM.46.1.90-97.1983
   PubMed Web of Science ®Google Scholar
• Baier RE, Costlow JD, Tipper RC, editors. 1984. Initial events in microbial film formation in Marine biodeterioration: an interdisciplinary study. London: E & FN Spon Ltd.; p. 57–62.
   Google Scholar
• Callow JA, Callow ME. 2011. Trends in development of environmental-friendly fouling-resistant coatings. Nat. Commun. 2:244. doi:10.1038/ncomms1251.
   PubMed Web of Science ®Google Scholar
• Casse F, Stafslien SJ, Bahr J, Daniels J, Finlay J, Callow J, Callow M. 2007. Combinatorial materials research applied to the development of new surface coatings V. Application of a spinning water-jet for the semi-high throughput assessment of the attachment strength of marine fouling algae . Biofouling. 23:121–130. doi:10.1080/08927010701189583
   PubMed Web of Science ®Google Scholar
• Chaudhury MK. 1996. Interfacial interaction between low-energy surfaces. Mater. Sci. Eng. R Reports. 16:97–159. doi:10.1016/0927-796X(95)00185-9
   Web of Science ®Google Scholar
• Clare AS, Stübing D, Price C, Reynolds KJ, Guerin AJ, Brinkmann A, Finnie AA. 2018. Drag-reducing riblets with fouling-release properties: development and testing. Biofouling. 7014:1–13. doi:10.1080/08927014.2018.1469747
   Google Scholar
• Colwell RR. 1983. Biotechnology in the marine sciences. Science. 222:19–24. doi:10.1126/science.222.4619.19
   PubMed Web of Science ®Google Scholar
• Datta J, Włoch M. 2016. Progress in non-isocyanate polyurethanes synthesized from cyclic carbonate intermediates and di- or polyamines in the context of structure–properties relationship and from an environmental point of view. Polym Bull. 73:1459–1496. doi:10.1007/s00289-015-1546-6
   Web of Science ®Google Scholar
• Evans SM, Leksono T, Mckinnell PD. 1995. Tributyltin pollution – a diminishing problem following legislation limiting the use of Tbt-based anti-fouling paints. Mar Pollut Bull. 30:14–21. doi:10.1016/0025-326X(94)00181-8
   Web of Science ®Google Scholar
• Figovsky O, Shapovalov L, Buslov F. 2005. Ultraviolet and thermostable non-isocyanate polyurethane coatings. Surf Coat Int B: Coat Trans. 88:67–71. doi:10.1007/BF02699710
   Google Scholar
• Figovsky O, Shapovalov L, Leykin A, Birukova O, Potashnikova R, Polymate Ltd. – International Nanotechnology Research Center, Migdal HaEmek, Israel. 2013. Advances in the field of nonisocyanate polyurethanes based on cyclic carbonates. ChChT. 7:79–87. doi:10.23939/chcht07.01.079
   Google Scholar
• Finlay JA, Bennett SM, Brewer LH, Sokolova A, Clay G, Gunari N, Meyer AE, Walker GC, Wendt DE, Callow ME, et al. 2010. Barnacle settlement and the adhesion of protein and diatom microfouling to xerogel films with varying surface energy and water wettability. Biofouling. 26:657–666. doi:10.1080/08927014.2010.506242
   PubMed Web of Science ®Google Scholar
• Fleischer M, Blattman H, Mülhaupt R. 2013. Glycerol-, pentaerythritol and trimethylolpropane-based polyurethanes and their cellulose carbonate composites prepared via the non-isocyanate route with catalytic carbon dioxide fixation. Green Chem. 15:934–942. doi:10.1039/c3gc00078h
   Web of Science ®Google Scholar
• Ista LK, Callow ME, Finlay JA, Coleman SE, Nolasco AC, Simons RH, Callow JA, Lopez GP. 2004. Effect of substratum surface chemistry and surface energy on attachment of marine bacteria and algal spores. Appl Environ Microbiol. 70:4151–4157. doi:10.1128/AEM.70.7.4151-4157.2004
   PubMed Web of Science ®Google Scholar
• Johnson KL, Kendall K, Roberts AD. 1971. Surface energy and the contact of elastic solids. Proc Royal Soc London Ser A. 324:301–313. doi:10.1098/rspa.1971.0141
   Web of Science ®Google Scholar
• Kathalewar MS, Joshi PB, Sabnis AS, Malshe V. 2013. Non-isocyanate polyurethanes: from chemistry to applications. RSC Adv. 3:4110–4129. doi:10.1039/c2ra21938g
   Web of Science ®Google Scholar
• Kempf G. 1937. On the effect of roughness on the resistance of ships. Trans INA. 79:109–119.
   Google Scholar
• King RN, Andrade JD, Ma SM, Gregonis DE, Brostrom LR. 1985. Interfacial tensions at acrylic hydrogel-water interfaces. J Colloid Interface Sci. 103:62–75. doi:10.1016/0021-9797(85)90077-3
   Web of Science ®Google Scholar
• Klein GL, Pierre G, Bellon-Fontaine M-N, Zhao J-M, Breret M, Maugard T, Graber M. 2014. Marine diatom Navicula jeffreyi from biochemical composition and physico-chemical surface properties to understanding the first step of benthic biofilm formation. J Adhes Sci Technol. 28:1739–1753. doi:10.1080/01694243.2014.920461
   Web of Science ®Google Scholar
• Koetting MC, Peters JT, Steichen SD, Peppas NA. 2016. Stimulus-responsive hydrogels: theory, modern advances, and applications. Mater Sci Eng R Rep. 93:1–49. doi:10.1016/j.mser.2015.04.001
   Web of Science ®Google Scholar
• Lee A, Deng Y. 2015. Green polyurethane from lignin and soybean oil through non-isocyanate reactions. Eur Polym J. 63:67–73. doi:10.1016/j.eurpolymj.2014.11.023
   Web of Science ®Google Scholar
• Lejars M, Margaillan A, Bressy C. 2012. Fouling release coatings: a nontoxic alternative to biocidal antifouling coatings. Chem Rev. 112:4347–4390. doi:10.1021/cr200350v
   PubMed Web of Science ®Google Scholar
• Lewin R. 1984. Microbial adhesion is a sticky problem. Science. 224:375–377. doi:10.1126/science.6143401
   PubMed Web of Science ®Google Scholar
• Loeb GI, Neihof RA. 1975. Marine conditioning film. In Advances chemical series. Washington D.C: American Chemical Society; 145:319–335.
   Google Scholar
• Lovell LG, Lu H, Elliott JE, Stansbury JW, Bowman CN. 2001. The effect of cure rate on the mechanical properties of dental resins. Dent Mater. 17:504–511. doi:10.1016/s0109-5641(01)00010-0
   PubMed Web of Science ®Google Scholar
• Magin CM, Cooper SP, Brennan AB. 2010. Non-toxic antifouling strategies. Mater Today. 13:36–44. doi:10.1016/S1369-7021(10)70058-4
   Web of Science ®Google Scholar
• Maréchal J, Hellio C. 2009. Challenges for the development of new non-toxic antifouling solutions. Int J Mol Sci. 10:4623–4637. doi:10.3390/ijms10114623
   PubMed Web of Science ®Google Scholar
• Miller TM, Zhao L, Brennan AB. 1998. Rubber-elasticity of hybrid organic-inorganic composites evaluated using dynamic mechanical spectroscopy and equilibrium swelling. J Appl Polym Sci. 68:947–957. doi:10.1002/(SICI)1097-4628(19980509)68:6<947::AID-APP8>3.0.CO;2-H
   Web of Science ®Google Scholar
• Miquelard-Garnier G, Demoures S, Creton C, Hourdet D. 2006. Synthesis and rheological behavior of new hydrophobically modified hydrogels with tunable properties. Macromolecules. 39:8128–8139. doi:10.1021/ma061361n
   Web of Science ®Google Scholar
• Moghadam MN, Pioletti DP. 2015. Improving hydrogels' toughness by increasing the dissipative properties of their network. J Mech Behav Biomed Mater. 41:161–167. doi:10.1016/j.jmbbm.2014.10.010
   PubMed Web of Science ®Google Scholar
• Molino PJ, Wetherbee R. 2008. The biology of biofouling diatoms and their role in the development of microbial slimes. Biofouling. 24:365–379. doi:10.1080/08927010802254583
   PubMed Web of Science ®Google Scholar
• Murosaki T, Ahmed N, Gong JP. 2011. Antifouling properties of hydrogels. Sci Technol Adv Mater. 12:064706. doi:10.1088/1468-6996/12/6/064706
   PubMed Web of Science ®Google Scholar
• Nakashima K, Takeshita T, Morimoto K. 2002. Review of the occupational exposure to isocyanates: mechanisms of action. Environ Health Prev Med. 7:1–6. doi:10.1007/BF02898058
   PubMedGoogle Scholar
• Newby BZ, Chaudhury MK, Brown HR. 1995. Macroscopic evidence of the effect of interfacial slippage on adhesion. Science. 269:1407–1409. doi:10.1126/science.269.5229.1407
   PubMed Web of Science ®Google Scholar
• Patent No. PCT/EP20 10/070509 2011. Hempel A/S Novel fouling control compositions; 22 December Issue 12.
   Google Scholar
• Pradhan S, Kumar S, Mohanty S, Nayak SK. 2019. Environmentally benign fouling-resistant marine coatings: a review. Polymer–Plast Technol Eng. 58:1–21. doi:10.1080/03602559.2018.1482922
   Web of Science ®Google Scholar
• Salta M, Wharton JA, Stoodley P, Dennington SP, Goodes LR, Werwinski S, Mart U, Wood RJK, Stokes KR. 2013. Marine biofilms on artificial surfaces: structure and dynamics. Philos Trans R. Soc, A. 15:2879–2893. doi:10.1111/1462-2920.12186
   Google Scholar
• Schultz MP. 2007. Effects of coating roughness and biofouling on ship resistance and powering. Biofouling. 23:331–341. doi:10.1080/08927010701461974
   PubMed Web of Science ®Google Scholar
• Schultz MP, Bendick JA, Holm ER, Hertel WM. 2011. Economic impact of biofouling on a naval surface ship. Biofouling. 27:87–98. doi:10.1080/08927014.2010.542809
   PubMed Web of Science ®Google Scholar
• Shibayama M, Tanaka T. 1993. Volume phase transition and related phenomena of polymer gels. In: Dušek K, editors. Responsive gels: volume Transitions I. Advances in polymer science, vol. 109. Berlin: Springer; p. 1–62.
   Google Scholar
• Sokolova A, Cilz N, Daniels J, Stafslien SJ, Brewer LH, Wendt DE, Bright FV, Detty MR. 2012. A comparison of the antifouling/foul-release characteristics of non-biocidal xerogel and commercial coatings toward micro- and macrofouling organisms. Biofouling. 28:511–523. doi:10.1080/08927014.2012.690197
   PubMed Web of Science ®Google Scholar
• Stafslien SJ, Bahr J, Daniels J, Christianson DA, Chisholm BJ. 2011. High-throughput screening of fouling-release properties: an overview. J Adhes Sci Technol. 25:2239–2253. doi:10.1163/016942411X574934
   Web of Science ®Google Scholar
• Stafslien SJ, Bahr JA, Daniels JW, Vander Wal L, Nevins J, Smith J, Schiele K, Chisholm B. 2007. Combinatorial materials research applied to the development of new surface coatings VI: an automated spinning water jet apparatus for the high-throughput characterization of fouling-release marine coatings. Rev Sci Instrum. 78:072204 doi:10.1063/1.2755965
   PubMed Web of Science ®Google Scholar
• Svenson TE, Medhurst JS. 1984. A simplified method for the assessment of propeller roughness penalties. Mar Technol. 21:41–48.
   Google Scholar
• Thomas K. 2009. The use of broad-spectrum organic biocides in marine antifouling paint. In Advances in marine antifouling coatings and technologies. Cambridge (UK): Elsevier Ltd; p. 522–553.
   Google Scholar
• Thomas KV, Brooks S. 2010. The environmental fate and effects of antifouling paint biocides. Biofouling. 26:73–88. doi:10.1080/08927010903216564
   PubMed Web of Science ®Google Scholar
• Townsin RL, Spencer DS, Mosaad M, Patience G. 1985. Rough propeller penalties. Trans SNAME. 93:165–187.
   Google Scholar
• Tuncaboylu DC, Sari M, Oppermann W, Okay O. 2011. Tough and self-healing hydrogels formed via hydrophobic interactions. Macromolecules. 44:4997–5005. doi:10.1021/ma200579v
   Web of Science ®Google Scholar
• Unverferth M, Kreye O, Prohammer A, Meier MAR. 2013. Renewable non-isocyanate based thermoplastic polyurethanes via polycondensation of dimethyl carbamate monomers with diols. Macromol Rapid Commun. 34:1569–1574. doi:10.1002/marc.201300503
   PubMed Web of Science ®Google Scholar
• Valentin JDP, Qin XH, Fessele C, Straub H, van der Mei HC, Buhmann MT, Maniura-Weber K, Ren Q. 2019. Substrate viscosity plays an important role in bacterial adhesion under fluid flow. J Colloid Interface Sci. 552:247–257. doi:10.1016/j.jcis.2019.05.043
   PubMed Web of Science ®Google Scholar
• Wang Y, Qiu F, Xu B, Xu J, Jiang Y, Yang D, Li P. 2013. Preparation, mechanical properties, and surface morphologies of waterborne fluorinated polyurethane-acrylate. Prog. Org. Coatings. 76:876–883. doi:10.1016/j.porgcoat.2013.02.003
   Web of Science ®Google Scholar
• Wilkes GL. 1978. Polymer Science and Technology: An interdisciplinary approach; Part II Physical aspects of polymers. American Chemical Society, Washington, DC, p. 129.
   Google Scholar
• Wu G, C-Li C, Jiang X-H, Yu L-M. 2016. Highly efficient antifouling property based on self-generating hydrogel layer of polyacrylamide coatings. J Appl Polym Sci. 133:44111. doi:10.1002/app.44111
   Web of Science ®Google Scholar
• Xu D, Su Y, Zhao L, Meng F, Liu C, Guan Y, Zhang J, Luo J. 2017. Antibacterial and antifouling properties of a polyurethane surface modified with perfluoroalkyl and silver nanoparticles. J Biomed Mater Res A. 105:531–538. doi:10.1002/jbm.a.35929
   PubMed Web of Science ®Google Scholar