Marine biofouling resistance of polyurethane with biodegradation and hydrolyzation

ACS Applied Materials and Interfaces

Volumn 6, Issue 6, 2014, Pages 4017-4024

  Xu, Wentao ^a   Ma, Chunfeng ^a   Ma, Jielin ^a   Gan, Tiansheng ^a   Zhang, Guangzhao ^a,b  

^a SOUTH CHINA UNIVERSITY OF TECHNOLOGY   (China)

^b UNIVERSITY OF SCIENCE AND TECHNOLOGY OF CHINA   (China)

Author keywords

antibiofouling; degradation; hydrolysis; poly(triisopropylsilyl acrylate); poly( caprolactone); polyurethane

Indexed keywords

BIODEGRADATION; CHAINS; CONDENSATION REACTIONS; DEGRADATION; HYDROLYSIS;

ANTI-BIOFOULING; ANTI-FOULING ABILITY; ANTIFOULING PERFORMANCE; BIOFOULING-RESISTANCE; CAPROLACTONE; HYDROPHILIC SURFACES; POLY(TRIISOPROPYLSILYL ACRYLATE); QUARTZ CRYSTAL MICROBALANCE WITH DISSIPATION;

POLYURETHANES;

POLYCAPROLACTONE; POLYESTER; POLYURETHAN; SEA WATER;

ARTICLE; BIOFOULING; BIOREMEDIATION; CHEMISTRY; HYDROLYSIS; MATERIALS TESTING; POLYMERIZATION; SYNTHESIS;

BIODEGRADATION, ENVIRONMENTAL; BIOFOULING; HYDROLYSIS; MATERIALS TESTING; POLYESTERS; POLYMERIZATION; POLYURETHANES; SEAWATER;

EID: 84896984261     PISSN: 19448244     EISSN: 19448252     Source Type: Journal    
DOI: 10.1021/am4054578     Document Type: Article

References (46)

1. Yebra, D. M.; Kiil, S.; Dam-Johansen, K. Antifouling Technology-Past, Present and Future Steps Towards Efficient and Environmentally Friendly Antifouling Coatings Prog. Org. Coat. 2004, 50, 75-104
2. Schultz, M. P.; Bendick, J. A.; Holm, E. R.; Hertel, W. M. Economic Impact of Biofouling on a Naval Surface Ship Biofouling 2011, 27, 87-98
3. Callow, J. A.; Callow, M. E. Trends in the Development of Environmentally Friendly Fouling-Resistant Marine Coatings Nat. Commun. 2011, 2, 244-254
4. Finnie, A.; Williams, D. N. In Paint and Coatings Technology for the Control of Marine Fouling in Biofouling; Durr, S.; Thomason, J. C., Eds.; Wiley-Blackwell: Chichester, U.K., 2010; p 429.
5. Thomas, K. V.; Brooks, S. The Environmental Fate and Effects of Antifouling Paint Biocides Biofouling 2010, 26, 73-88
6. Lejars, M.; Margaillan, A.; Bressy, C. Fouling Release Coatings: A Nontoxic Alternative to Biocidal Antifouling Coatings Chem. Rev. 2012, 112, 4347-4390
7. Beigbeder, A.; Degee, P.; Conlan, S. L.; Mutton, R. J.; Clare, A. S.; Pettitt, M. E.; Callow, M. E.; Callow, J. A.; Dubois, P. Preparation and Characterisation of Silicone-Based Coatings Filled with Carbon Nanotubes and Natural Sepiolite and Their Application as Marine Fouling-Release Coatings Biofouling 2008, 24, 291-302
8. Gudipati, C. S.; Greenleaf, C. M.; Johnson, J. A.; Pryoncpan, P.; Wooley, K. L. Hyperbranched Fluoropolymer and Linear Poly(ethylene glycol) Based Amphiphilic Crosslinked Networks as Efficient Antifouling Coatings: An Insight into the Surface Compositions, Topographies, and Morphologies J. Polym. Sci., Part A: Polym. Chem. 2004, 42, 6193-6208
9. Krishnan, S.; Ramakrishnan, A.; Hexemer, A.; Finlay, J. A.; Sohn, K. E.; Perry, R.; Ober, C. K.; Kramer, E. J.; Callow, M. E.; Callow, J. A.; Fischer, D. A. Anti-Biofouling Properties of Comblike Block Copolymers with Amphiphilic Side Chains Langmuir 2006, 22, 5075-5086
10. Wang, Y. P.; Finlay, J. A.; Betts, D. E.; Merkel, T. J.; Luft, J. C.; Callow, M. E.; Callow, J. A.; DeSimone, J. M. Amphiphilic Co-Networks with Moisture-Induced Surface Segregation for High-Performance Nonfouling Coatings Langmuir 2011, 27, 10365-10369
11. Wang, Y. P; Betts, D. E.; Finlay, J. A.; Lenora, H. B.; Callow, M. E.; Callow, J. A.; Wendt, D. E.; DeSimone, J. M. Photocurable Amphiphilic Perfluoropolyether/Poly(ethylene glycol) Networks for Fouling-Release Coatings Macromolecules 2011, 44, 878-885
12. Wang, Y. P.; Pitet, L. M.; Finlay, J. A.; Lenora, H. B.; Cone, G.; Betts, D. E.; Callow, M. E.; Callow, J. A.; Wendt, D. E.; Hillmyer, M. A.; DeSimone, J. M. Investigation of the Role of Hydrophilic Chain Length in Amphiphilic Perfluoropolyether/Poly(ethylene glycol) Networks: Towards High-Performance Antifouling Coatings Biofouling 2011, 27, 1139-1150
13. Zhang, Z.; Finlay, J. A.; Wang, L.; Gao, Y.; Callow, J. A.; Callow, M. E.; Jiang, S. Y. Polysulfobetaine-Grafted Surfaces as Environmentally Benign Ultralow Fouling Marine Coatings Langmuir 2009, 25, 13516-13521
14. Jiang, S. Y.; Cao, Z. Ultralow-Fouling, Functionalizable, and Hydrolyzable Zwitterionic Materials and Their Derivatives for Biological Applications Adv. Mater. 2010, 22, 920-932
15. Xie, L. Y.; Hong, F.; He, C. X.; Ma, C. F.; Liu, J. H.; Zhang, G. Z.; Wu, C. Coatings with a Self-Generating Hydrogel Surface for Antifouling Polymer 2011, 52, 3738-3744
16. Thorlaksen, P.; Yebra, D. M.; Catala, P. Hydrogel-Based Third Generation Fouling Release Coatings Gallois Mag. 2010, 5, 218-224
17. Bressy, C.; Margaillan, A.; Faÿ, F.; Linossier, I.; Vallée-Réhel, K. In Advances in Marine Antifouling Coatings and Technologies; Hellio, C.; Yebra, D. M., Eds.; Woodhead Publishing: Cambridge, U.K., 2009; p 459.
18. Almeida, M.; Diamantino, T. C.; de Sousa, O. Marine Paints: The Particular Case of Antifouling Paints Prog. Org. Coat. 2007, 59, 2-20
19. Fukuda, S.; Honda, Y.; Itoh, M.; Masuoka, S.; Taniguchi, M. Metal-Free Binders for Self-Polishing Antifouling Paints. U.S. Patent 5,436,284, 1995.
20. Oya, M.; Nakamura, N.; Tsuboi, M. Antifouling Coating Composition, Coating Film Therefrom, Base Material Covered with the Coating Film and Antifouling Method. U.S. Patent 6,916,860 B2, 2005.
21. Longo, F. N.; Gardega, T. Polymer Based Antifouling Coating. U.S. Patent219944 A1, 2008.
22. Bressy, C.; NGuyen, M. N.; Tanguy, B.; Ngo, V. G.; Margaillan, A. Poly(trialkylsilyl methacrylate)s: A Family of Hydrolysable Polymers with Tuneable Erosion Profiles Polym. Degrad. Stab. 2010, 95, 1260-1268
23. Bressy, C.; Hellio, C.; NGuyen, M. N.; Tanguy, B.; Maréchal, J.-P.; Margaillan, A. Optimized Silyl Ester Diblock Methacrylic Copolymers: A New Class of Binders for Chemically Active Antifouling Coatings Prog. Org. Coat. 2014, 77, 665-673
24. Ma, C. F.; Xu, L. G.; Xu, W. T.; Zhang, G. Z. Degradable Polyurethane for Marine Anti-Biofouling J. Mater. Chem. B 2013, 1, 3099-3106
25. Liu, G. B.; Zhao, H. Y.; Thiemann, T. Triphenylphosphine-Catalyzed Dehydrogenative Coupling Reaction of Carboxylic Acids with Silanes-A Convenient Method for the Preparation of Silyl Esters Adv. Synth. Catal. 2007, 6, 807-811
26. 2-Catalyzed Dehydrogenative Cross-Coupling of Carboxylic Acids and Silanes Synlett 2006, 9, 1431-1433
27. Ma, C. F.; Zhou, H.; Wu, B.; Zhang, G. Z. Preparation of Polyurethane with Zwitterionic Side Chains and Their Protein Resistance ACS Appl. Mater. Interfaces 2011, 3, 455-461
28. Ma, C. F.; Bi, X. B; Ngai, T.; Zhang, G. Z. Polyurethane-Based Nanoparticles as Stabilizers for Oil-in-Water or Water-in-Oil Pickering Emulsions J. Mater. Chem. A 2013, 1, 5353-5360
29. Ding, M. M.; Li, J. H.; Fu, X. T.; Zhou, J.; Tan, H.; Gu, Q.; Fu, Q. Synthesis, Degradation, and Cytotoxicity of Multiblock Poly(ε-caprolactone urethane)s Containing Gemini Quaternary Ammonium Cationic Groups Biomacromolecules 2009, 10, 2857-2865
30. Han, J.; Chen, B.; Ye, L.; Zhang, A. Y.; Zhang, J.; Feng, Z. G. Synthesis and Characterization of Biodegradable Polyurethane Based on Poly(ε-caprolactone) and L-Lysine Ethyl Ester Diisocyanate Front. Mater. Sci. China. 2009, 3, 25-32
31. Sivakumar, C.; Nasar, A. S. Poly(ε-caprolactone)-Based Hyperbranched Polyurethanes Prepared via A2+B3 Approach and Its Shape-Memory Behavior Eur. Polym. J. 2009, 45, 2329-2337
32. Sauerbrey, G. Use of Quartz Vibration for Weighing Thin Films on a Microbalance Z. Phys. 1959, 155, 206-212
33. Voinova, M. V.; Rodahl, M.; Jonson, M.; Kasemo, B. Viscoelastic Acoustic Response of Layered Polymer Films at Fluid-Solid Interfaces: Continuum Mechanics Approach Phys. Scr. 1999, 59, 391-396
34. Liang, H. M.; Miranto, H.; Granqvist, N.; Sadowski, J. W.; Viitala, T.; Wang, B. C.; Yliperttula, M. Surface Plasmon Resonance Instrument as a Refractometer for Liquids and Ultrathin Films Sens. Actuators, B 2010, 149, 212-220
35. Liu, J. T.; Chen, C. J.; Ikoma, T.; Yoshioka, T.; Cross, J. S.; Chang, S. J.; Tsai, J. Z.; Tanaka, J. Surface Plasmon Resonance Biosensor with High Anti-Fouling Ability for the Detection of Cardiac Marker Troponin T Anal. Chim. Acta 2011, 703, 80-86
36. Yu, J. Biodegradation-Based Polymer Surface Erosion and Surface Renewal for Foul-Release at Low Ship Speeds Biofouling 2003, 19, 83-90
37. Rutkowska, M.; Krasowska, K.; Heimowska, A.; Steinka, I.; Janik, H.; Haponiuk, J.; Karlsson, S. Biodegradation of Modified Poly(ε-caprolactone) in Different Environments Pol. J. Environ. Stud. 2002, 4, 413-420
38. Hou, Y.; Chen, J.; Sun, P. J.; Gan, Z. H.; Zhang, G. Z. In Situ Investigations on Enzymatic Degradation of Poly(ε-caprolactone) Polymer 2007, 48, 6348-6353
39. Rodahl, M.; Höök, F.; Krozer, A.; Kasemo, B.; Breszinsky, P. Quartz Crystal Microbalance Setup for Frequency and Q-factor Measurements in Gaseous and Liquid Environments Rev. Sci. Instrum. 1995, 66, 3924-3930
40. Dovrzynski, P.; Li, S.; Kasperczyk, J.; Bero, M.; Gasc, F.; Vert, M. Structure-Property Relationships of Copolymers Obtained by Ring-Opening Polymerization of Glycolide and ε-Caprolactone. Part 1. Synthesis and Characterization Biomacromolecules 2005, 6, 483-488
41. Gu, X. Z.; Wu, J.; Mather, P. T. Polyhedral Oligomeric Silsesquioxane (POSS) Suppresses Enzymatic Degradation of PCL-Based Polyurethanes Biomacromolecules 2011, 12, 3066-3077
42. Vogt, B. D.; Eric, K. L.; Wu, W. L.; Christopher, C. W. Effect of Film Thickness on the Validity of the Sauerbrey Equation for Hydrated Polyelectrolyte Films J. Phys. Chem. B 2004, 108, 12685-12690
43. Hong, F.; Xie, L. Y.; He, C. X.; Liu, J. H.; Zhang, G. Z.; Wu, C. Effects of Hydrolyzable Comonomer and Cross-linking on Anti-Biofouling Terpolymer Coatings Polymer 2013, 54, 2966-2972
44. Faÿ, F.; Renard, E.; Langlois, V.; Linossier, I.; Vallée-Réhel, K. Development of Poly(ε-caprolactone- co -L-lactide) and Poly(ε-caprolactone- co -δ-valerolactone) as New Degradable Binder Used for Antifouling Paint Eur. Polym. J. 2007, 43, 4800-4813
45. Bellenger, V.; Ganem, M.; Mortaigne, B.; Verdu, J. Lifetime Prediction in the Hydrolytic Ageing of Polyesters Polym. Degrad. Stab. 1995, 49, 91-97
46. Báez, J. E.; Ramírez, D.; Valentín, J. L.; Marcos-Fernández, A. Biodegradable Poly(ester-urethane-amide)s Based on Poly(ε-caprolactone) and Diamide-Diol Chain Extenders with Crystalline Hard Segments. Synthesis and Characterization Macromolecules 2012, 45, 6966-6980