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Published in: Journal of Coatings Technology and Research 4/2016

25-04-2016

Long-term stability of PEG-based antifouling surfaces in seawater

Authors: Albert Camós Noguer, Stefan Møller Olsen, Søren Hvilsted, Søren Kiil

Published in: Journal of Coatings Technology and Research | Issue 4/2016

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Abstract

Poly(ethylene glycol) (PEG) is a hydrophilic polymer that has been extensively used in the biomedical and marine environment due to its antifouling properties. In the biomedical field, PEG has been successfully used to functionalize surfaces due to its resistance to cell and nonspecific protein adsorption. However, the long-term stability of PEG has limited its use in some areas. In the shipping industry, there is a great need for long-term solutions to keep the hulls of the ships fouling-free. The long-term stability of PEG in polydimethylsiloxane (PDMS) fouling-release coatings is studied here, in both accelerated laboratory tests and real seawater conditions. This article shows how PEG-based copolymers, which have been exposed in fouling-release coatings to real-life seawater conditions, are isolated and compared to those exposed to accelerated laboratory testing with successful results. The influence of the chemistry of the PEG compounds, the chosen laboratory degrading agents, and the possible degradation pathways and products are discussed.

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Literature
1.
go back to reference Messeguer Yebra, D, Kiil, D, Dam-Johansen, K, “Antifouling Technology—Past, Present and Future Steps Towards Efficient and Environmentally Friendly Antifouling Coatings.” Prog. Org. Coat., 50 75–104 (2004)CrossRef Messeguer Yebra, D, Kiil, D, Dam-Johansen, K, “Antifouling Technology—Past, Present and Future Steps Towards Efficient and Environmentally Friendly Antifouling Coatings.” Prog. Org. Coat., 50 75–104 (2004)CrossRef
2.
go back to reference Callow, JA, Callow, ME, “Trends in the Development of Environmentally Friendly Fouling-Resistant Marine Coatings.” Nat. Commun., 2 (244) 1–10 (2011) Callow, JA, Callow, ME, “Trends in the Development of Environmentally Friendly Fouling-Resistant Marine Coatings.” Nat. Commun., 2 (244) 1–10 (2011)
3.
go back to reference Chen, S, Li, L, Zhao, C, Zheng, J, “Surface Hydration: Principles and Applications Toward Low-Fouling/Nonfouling Biomaterials.” Polymer, 51 5283–5293 (2010)CrossRef Chen, S, Li, L, Zhao, C, Zheng, J, “Surface Hydration: Principles and Applications Toward Low-Fouling/Nonfouling Biomaterials.” Polymer, 51 5283–5293 (2010)CrossRef
4.
go back to reference Demirel, YK, Khorasanchi, M, Turan, O, Incecik, A, “On the Importance of Antifouling Coatings Regarding Ship Resistance and Powering.” Proc. Low Carbon Shipping, London 2013 Demirel, YK, Khorasanchi, M, Turan, O, Incecik, A, “On the Importance of Antifouling Coatings Regarding Ship Resistance and Powering.” Proc. Low Carbon Shipping, London 2013
5.
go back to reference Schultz, MP, “Effects of Coating Roughness and Biofouling on Ship Resistance and Powering.” Biofouling, 23 (5) 331–341 (2007)CrossRef Schultz, MP, “Effects of Coating Roughness and Biofouling on Ship Resistance and Powering.” Biofouling, 23 (5) 331–341 (2007)CrossRef
6.
go back to reference Bodkhe, RB, Stafslien, SJ, Cilz, N, Daniels, J, Thompson, SEM, Callow, ME, Callow, JA, Webster, DC, “Polyurethanes with Amphiphilic Surfaces Made Using Telechelic Functional PDMS Having Orthogonal Acid Functional Groups.” Prog. Org. Coat., 75 38–48 (2012)CrossRef Bodkhe, RB, Stafslien, SJ, Cilz, N, Daniels, J, Thompson, SEM, Callow, ME, Callow, JA, Webster, DC, “Polyurethanes with Amphiphilic Surfaces Made Using Telechelic Functional PDMS Having Orthogonal Acid Functional Groups.” Prog. Org. Coat., 75 38–48 (2012)CrossRef
7.
go back to reference Bodkhe, RB, Stafslien, SJ, Daniels, J, Cilz, N, Muelhberg, AJ, Thompson, SEM, Callow, ME, Callow, JA, Webster, DC, “Zwitterionic Siloxane-Polyurethane Fouling-Release Coatings.” Prog. Org. Coat., 78 269–380 (2015) Bodkhe, RB, Stafslien, SJ, Daniels, J, Cilz, N, Muelhberg, AJ, Thompson, SEM, Callow, ME, Callow, JA, Webster, DC, “Zwitterionic Siloxane-Polyurethane Fouling-Release Coatings.” Prog. Org. Coat., 78 269–380 (2015)
8.
go back to reference Kavanagh, CJ, Swain, GW, Kovach, BS, Stein, J, Darkangelo-Wood, C, Truby, K, Holm, E, Motemarano, J, Meyer, A, Wiebe, D, “The Effects of Silicone Fluid Additives and Silicone Elastomer Matrices on Barnacle Adhesion Strength.” Biofouling, 19 (6) 381–390 (2003)CrossRef Kavanagh, CJ, Swain, GW, Kovach, BS, Stein, J, Darkangelo-Wood, C, Truby, K, Holm, E, Motemarano, J, Meyer, A, Wiebe, D, “The Effects of Silicone Fluid Additives and Silicone Elastomer Matrices on Barnacle Adhesion Strength.” Biofouling, 19 (6) 381–390 (2003)CrossRef
9.
go back to reference Ostuni, E, Chapman, RG, Holmin, RE, Takayama, S, Whitesides, GM, “A Survey of Structure-Property Relationships of Surfaces that Resist the Adsorption of Protein.” Langmuir, 17 5605–5620 (2001)CrossRef Ostuni, E, Chapman, RG, Holmin, RE, Takayama, S, Whitesides, GM, “A Survey of Structure-Property Relationships of Surfaces that Resist the Adsorption of Protein.” Langmuir, 17 5605–5620 (2001)CrossRef
10.
go back to reference Ekblad, T, Hydrogel Coatings for Biomedical and Biofouling Applications. Linköping University, Linköping, 2010. Ekblad, T, Hydrogel Coatings for Biomedical and Biofouling Applications. Linköping University, Linköping, 2010.
11.
go back to reference Li, L, Chen, S, Zheng, J, Ratner, BD, Jiang, S, “Protein Adsorption on Oligo(ethylene glycol)-Terminated Alkanethiolate Self-Assembled Monolayers: The Molecular Basis for Nonfouling Behavior.” J. Phys. Chem., 109 2934–2941 (2005)CrossRef Li, L, Chen, S, Zheng, J, Ratner, BD, Jiang, S, “Protein Adsorption on Oligo(ethylene glycol)-Terminated Alkanethiolate Self-Assembled Monolayers: The Molecular Basis for Nonfouling Behavior.” J. Phys. Chem., 109 2934–2941 (2005)CrossRef
12.
go back to reference Thorlaksen, PCW, Blom, A, Bork, U, “Novel Fouling Control Coating Compositions.” WO Patent 076856A1, 2011 Thorlaksen, PCW, Blom, A, Bork, U, “Novel Fouling Control Coating Compositions.” WO Patent 076856A1, 2011
13.
go back to reference Thorlaksen, PCW, “Fouling Control Coating Compositions Comprising Polysiloxane and Pendant Hydrophilic Oligomer/Polymer Moieties.” WO Patent 076856A1, 2011 Thorlaksen, PCW, “Fouling Control Coating Compositions Comprising Polysiloxane and Pendant Hydrophilic Oligomer/Polymer Moieties.” WO Patent 076856A1, 2011
14.
go back to reference Webster, DC, Bodkhe, RB, “Functionalized Silicones with Polyalkylene Oxide Side Chains.” WO Patent 052181A2, 2013 Webster, DC, Bodkhe, RB, “Functionalized Silicones with Polyalkylene Oxide Side Chains.” WO Patent 052181A2, 2013
15.
go back to reference Reynolds, KJ, Tyson, BV, “Anti-Fouling Compositions with a Fluorinated Oxyalkylene-Containing Polymer or Oligomer.” WO Patent 131695A1, 2014 Reynolds, KJ, Tyson, BV, “Anti-Fouling Compositions with a Fluorinated Oxyalkylene-Containing Polymer or Oligomer.” WO Patent 131695A1, 2014
16.
go back to reference Stein, J, Burnell, TB, Cella, JA, “Condensation Curable Silicone Foul Release Coatings and Articles Coated Therewith.” US Patent 6,107,381, 2000 Stein, J, Burnell, TB, Cella, JA, “Condensation Curable Silicone Foul Release Coatings and Articles Coated Therewith.” US Patent 6,107,381, 2000
17.
go back to reference Tanino, S, “Antifouling Coating Composition, Antifouling Coating Film, Antifouling Substrate, and Method for Improving Storage Stability of Antifouling Coating Composition.” European Patent 2,921,538A1, 2015 Tanino, S, “Antifouling Coating Composition, Antifouling Coating Film, Antifouling Substrate, and Method for Improving Storage Stability of Antifouling Coating Composition.” European Patent 2,921,538A1, 2015
18.
go back to reference Liao, WP, “Antifouling System Comprising Silicone Hydrogel.” WO Patent 126643A1, 2014 Liao, WP, “Antifouling System Comprising Silicone Hydrogel.” WO Patent 126643A1, 2014
19.
go back to reference Nurioglu, AG, Esteves, ACA, de With, G, “Non-Toxic, Non-Biocide-Release Antifouling Coatings Based on Molecular Structure Design for Marine Applications.” J. Mater. Chem. B, 3 6547–6570 (2015)CrossRef Nurioglu, AG, Esteves, ACA, de With, G, “Non-Toxic, Non-Biocide-Release Antifouling Coatings Based on Molecular Structure Design for Marine Applications.” J. Mater. Chem. B, 3 6547–6570 (2015)CrossRef
20.
go back to reference Kober, M, Wesslén, B, “Surface Properties of a Segmented Polyurethane Containing Amhiphilic Polymers as Additives.” J. Appl. Polym. Sci., 54 793–803 (1994)CrossRef Kober, M, Wesslén, B, “Surface Properties of a Segmented Polyurethane Containing Amhiphilic Polymers as Additives.” J. Appl. Polym. Sci., 54 793–803 (1994)CrossRef
21.
go back to reference Murthy, R, Cox, CD, Hahn, MS, Grunlan, MA, “Protein-Resistant Silicones: Incorporation of Poly(Ethylene Oxide) via Siloxane Tethers.” Biomacromolecules, 8 3244–3252 (2007)CrossRef Murthy, R, Cox, CD, Hahn, MS, Grunlan, MA, “Protein-Resistant Silicones: Incorporation of Poly(Ethylene Oxide) via Siloxane Tethers.” Biomacromolecules, 8 3244–3252 (2007)CrossRef
22.
go back to reference Lee, JH, Lee, HB, Andrade, JD, “Blood Compatibility of Polyethylene Oxide Surfaces.” Prog. Polym. Sci., 20 1043–1079 (1995)CrossRef Lee, JH, Lee, HB, Andrade, JD, “Blood Compatibility of Polyethylene Oxide Surfaces.” Prog. Polym. Sci., 20 1043–1079 (1995)CrossRef
23.
go back to reference Zhang, H, Chiao, M, “Anti-fouling Coatings of Poly(dimethyl siloxane) Devices for Biological and Biomedical Applications.” J. Med. Biol. Eng., 35 143–155 (2015)CrossRef Zhang, H, Chiao, M, “Anti-fouling Coatings of Poly(dimethyl siloxane) Devices for Biological and Biomedical Applications.” J. Med. Biol. Eng., 35 143–155 (2015)CrossRef
24.
go back to reference Kawai, F, “Microbial Degradation of Polyethers.” Appl. Microbiol. Biotechnol., 58 30–38 (2002)CrossRef Kawai, F, “Microbial Degradation of Polyethers.” Appl. Microbiol. Biotechnol., 58 30–38 (2002)CrossRef
25.
go back to reference Han, S, Kim, C, Kwon, D, “Thermal/Oxidative Degradation and Stabilization of Polyethylene Glycol.” Polymer, 38 (2) 317–323 (1997)CrossRef Han, S, Kim, C, Kwon, D, “Thermal/Oxidative Degradation and Stabilization of Polyethylene Glycol.” Polymer, 38 (2) 317–323 (1997)CrossRef
26.
go back to reference Haines, JR, Alexander, M, “Microbial Degradation of Polyethylene Glycols.” Appl. Microbiol., 29 (5) 621–625 (1975) Haines, JR, Alexander, M, “Microbial Degradation of Polyethylene Glycols.” Appl. Microbiol., 29 (5) 621–625 (1975)
27.
go back to reference Bernhard, M, Eubeler, JP, Zok, S, Knepper, TP, “Aerobic Biodegradation of Polyethylene Glycols of Different Molecular Weights in Wastewater and Seawater.” Water Res., 42 4791–4801 (2008)CrossRef Bernhard, M, Eubeler, JP, Zok, S, Knepper, TP, “Aerobic Biodegradation of Polyethylene Glycols of Different Molecular Weights in Wastewater and Seawater.” Water Res., 42 4791–4801 (2008)CrossRef
28.
go back to reference Morlat, S, Gardette, JL, “Phototransformation of Water-Soluble Polymers. I: Photo- and Thermooxidaion of Poly(ethylene oxide) in Solid State.” Polymer, 42 6071–6079 (2001)CrossRef Morlat, S, Gardette, JL, “Phototransformation of Water-Soluble Polymers. I: Photo- and Thermooxidaion of Poly(ethylene oxide) in Solid State.” Polymer, 42 6071–6079 (2001)CrossRef
29.
go back to reference Yang, L, Heatley, F, Blease, TG, Thompson, RIG, “A Study of the Mechanism of the Oxidative Thermal Degradation of Poly(ethylene oxide) and Poly(propylene oxide) Using 1H- and 13C-NMR.” Eur. Polym. J., 32 (5) 535–547 (1996)CrossRef Yang, L, Heatley, F, Blease, TG, Thompson, RIG, “A Study of the Mechanism of the Oxidative Thermal Degradation of Poly(ethylene oxide) and Poly(propylene oxide) Using 1H- and 13C-NMR.” Eur. Polym. J., 32 (5) 535–547 (1996)CrossRef
30.
go back to reference Mkhatresh, OA, Heatley, F, “A 13C NMR Study of the Products and Mechanism of the Thermal Oxidative Degradation of Poly(ethylene oxide).” Macromol. Chem. Phys., 203 2273–2280 (2002)CrossRef Mkhatresh, OA, Heatley, F, “A 13C NMR Study of the Products and Mechanism of the Thermal Oxidative Degradation of Poly(ethylene oxide).” Macromol. Chem. Phys., 203 2273–2280 (2002)CrossRef
31.
go back to reference Hassouna, F, Morlat-Thérias, S, Mailhot, G, Gardette, JL, “Influence of Water on the Photodegradation of Poly(ethylene oxide).” Polym. Degrad. Stab., 92 2042–2050 (2007)CrossRef Hassouna, F, Morlat-Thérias, S, Mailhot, G, Gardette, JL, “Influence of Water on the Photodegradation of Poly(ethylene oxide).” Polym. Degrad. Stab., 92 2042–2050 (2007)CrossRef
32.
go back to reference Morlat, S, Gardette, JL, “Phototransformation of Water-soluble Polymers. Part II: Photooxidation of Poly(ethylene oxide) in Aqueous Solution.” Polymer, 44 7891–7897 (2003)CrossRef Morlat, S, Gardette, JL, “Phototransformation of Water-soluble Polymers. Part II: Photooxidation of Poly(ethylene oxide) in Aqueous Solution.” Polymer, 44 7891–7897 (2003)CrossRef
33.
go back to reference Milne, A, “Anti-Fouling Marine Compositions.” US Patent 4,025,693, 1977 Milne, A, “Anti-Fouling Marine Compositions.” US Patent 4,025,693, 1977
34.
go back to reference Wu, Z, Hjort, K, “Surface Modification of PDMS by Gradient-Induced Migration of Embedded Pluronic.” Lab Chip, 9 1500–1503 (2009)CrossRef Wu, Z, Hjort, K, “Surface Modification of PDMS by Gradient-Induced Migration of Embedded Pluronic.” Lab Chip, 9 1500–1503 (2009)CrossRef
35.
go back to reference Li, JT, Caldwell, KD, Rapoport, N, “Surface Properties of Pluronic-Coated Polymeric Colloids.” Langmuir, 10 4475–4482 (1994)CrossRef Li, JT, Caldwell, KD, Rapoport, N, “Surface Properties of Pluronic-Coated Polymeric Colloids.” Langmuir, 10 4475–4482 (1994)CrossRef
36.
go back to reference De Sainte Claire, P, “Degradation of PEO in the Solid State: A Theoretical Kinetic Model.” Macromolecules, 42 3469–3482 (2009)CrossRef De Sainte Claire, P, “Degradation of PEO in the Solid State: A Theoretical Kinetic Model.” Macromolecules, 42 3469–3482 (2009)CrossRef
37.
go back to reference Griffiths, PJF, Gughes, JG, Park, GS, “The Autoxidation of Poly(propylene oxide)s.” Eur. Polym. J., 29 (2/3) 437–442 (1993)CrossRef Griffiths, PJF, Gughes, JG, Park, GS, “The Autoxidation of Poly(propylene oxide)s.” Eur. Polym. J., 29 (2/3) 437–442 (1993)CrossRef
38.
go back to reference Gallet, G, Erlandsson, B, Albertsson, AC, Karlsson, S, “Thermal Oxidation of Poly(ethylene oxide-propylene oxide-ethylene oxide) Triblock Copolymer: Focus on Low Molecular Weight Degradation Products.” Polym. Degrad. Stab., 77 55–66 (2002)CrossRef Gallet, G, Erlandsson, B, Albertsson, AC, Karlsson, S, “Thermal Oxidation of Poly(ethylene oxide-propylene oxide-ethylene oxide) Triblock Copolymer: Focus on Low Molecular Weight Degradation Products.” Polym. Degrad. Stab., 77 55–66 (2002)CrossRef
39.
go back to reference Gauvin, P, Lemaire, J, “Photo-oxydation de Polyéther-bloc-Polyamides, 3 Propriétés des Hydroperoxydes dans les Homopolymères de Polyéthers Correspondants.” Makromol. Chem., 188 1815–1824 (1987)CrossRef Gauvin, P, Lemaire, J, “Photo-oxydation de Polyéther-bloc-Polyamides, 3 Propriétés des Hydroperoxydes dans les Homopolymères de Polyéthers Correspondants.” Makromol. Chem., 188 1815–1824 (1987)CrossRef
40.
go back to reference Barton, Z, Kemp, TJ, Buzy, A, Jennings, KR, “Mass Spectral Characterization of the Thermal Degradation of Poly(propylene oxide) by Electrospray and Matrix-assisted Laser Desorption Ionization.” Polymer, 36 (26) 4927–4933 (1995)CrossRef Barton, Z, Kemp, TJ, Buzy, A, Jennings, KR, “Mass Spectral Characterization of the Thermal Degradation of Poly(propylene oxide) by Electrospray and Matrix-assisted Laser Desorption Ionization.” Polymer, 36 (26) 4927–4933 (1995)CrossRef
41.
go back to reference Olsen, SM, Controlled Release of Environmentally Friendly Antifouling Agents from Marine Coatings. Technical University of Denmark, Lyngby, 2009. Olsen, SM, Controlled Release of Environmentally Friendly Antifouling Agents from Marine Coatings. Technical University of Denmark, Lyngby, 2009.
42.
go back to reference Julian, JM, Anderson, DG, Brandau, AH, McGinn, JR, Millon, AM, An infrared Spectroscopy Atlas for the Coatings Industry. Federation of Societies for Coatings Technology. Blue Bell, Pennsylvania, 1991. Julian, JM, Anderson, DG, Brandau, AH, McGinn, JR, Millon, AM, An infrared Spectroscopy Atlas for the Coatings Industry. Federation of Societies for Coatings Technology. Blue Bell, Pennsylvania, 1991.
43.
go back to reference Mortensen, MN, Stabilization of Polyethylene Glycol in Archaeological Wood. Technical University of Denmark, Lyngby, 2009. Mortensen, MN, Stabilization of Polyethylene Glycol in Archaeological Wood. Technical University of Denmark, Lyngby, 2009.
Metadata
Title
Long-term stability of PEG-based antifouling surfaces in seawater
Authors
Albert Camós Noguer
Stefan Møller Olsen
Søren Hvilsted
Søren Kiil
Publication date
25-04-2016
Publisher
Springer US
Published in
Journal of Coatings Technology and Research / Issue 4/2016
Print ISSN: 1547-0091
Electronic ISSN: 1935-3804
DOI
https://doi.org/10.1007/s11998-016-9801-9

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