화학공학소재연구정보센터
Clean Technology, Vol.23, No.2, 148-157, June, 2017
UV-Curable Fluorinated Crosslinkable Polyurethane-Acrylates for Marine Antifouling Coatings
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To prepare UV-curable polyurethane-acrylate oligomer, NCO-terminated urethane prepolymers with trimethylolpropane, [TMP; 0 (0), 0.1 (0.021) and 0.2 (0.043) mole (mole fraction)] as crosslinkable tri-functional chain extender were end-capped with pentaerythritol triacrylate [PETA; 2.0 (0.400), 1.7 (0.354) and 1.4 (0.304) mole (mole fraction)] with one hydroxyl group/three vinyl functionalities. The stable as-formulated UV-curable polyurethane-acrylates [stable mixtures of PETA-capped oligomer/ reactive acrylic monomer diluents without/with heptadecafluorodecyl methacrylate (PFA; 0, 6 and 9 wt%)] were formed up to 0.2 (0.043) mole (mole fraction) of TMP content in the prepolymer, while homogeneous-mixing failed at 0.3 (0.068) mole (mole fraction), in which the crosslink density in NCO-terminated urethane prepolymer was too high to enable the formation of stable mixture. This study examined the effect of TMP/PETA molar ratio and heptadecafluorodecyl methacrylate (PFA) content (wt%) on the properties of UV-cured polyurethane-acrylates as marine antifouling coating materials. The properties of UV-cured polyurethane-acrylate were found to be significantly dependent on the crosslinkable TMP/PETA ratio and PFA content. With the increasing of the TMP and PFA contents, the contact angles increased, and consequently the surface tension decreased. The adhesion of algae/barnacles to PFA contained film samples were found to be sufficiently weak to allow their easy removal. These results suggest that the UV-cured samples containing PFA have strong potential as coating materials for antifouling applications.
  1. Yamazaki E, Hanahata H, Hiwatari JI, Kitahama Y, Polym. J., 29(10), 811 (1997)
  2. Mark H, Encyclopedia of Polymer Science and Technology Volume 11, John Wiley & Sons, Inc., New York, 506-563 (1972).
  3. Lai YC, Baccei LJ, J. Appl. Polym. Sci., 42, 2039 (1991)
  4. Chiou BS, Schoen PE, J. Appl. Polym. Sci., 83(1), 212 (2002)
  5. Liu Y, Wu CP, Pan CY, J. Appl. Polym. Sci., 67(13), 2163 (1998)
  6. Kothandaraman H, Venkatarao K, Thanoo BC, Polym. J., 21(10), 829 (1989)
  7. Consaga JP, French DM, J. Appl. Polym. Sci., 15, 2941 (1971)
  8. Jung HC, Kang SJ, Kim WN, Lee YB, Choe KH, Hong SH, Kim SB, J. Appl. Polym. Sci., 78(3), 624 (2000)
  9. Spirkova M, Matejka L, Hlavata D, Meissner B, Pytela J, J. Appl. Polym. Sci., 77(2), 381 (2000)
  10. Desai S, Thakore IM, Sarawade BD, Devi S, Euro. Polym. J., 30, 711 (2000)
  11. Krakovsky I, Bubenikova Z, Urakawa H, Kajiwara K, Polymer, 38(14), 3637 (1997)
  12. Chang WL, Baranowski T, Karalis T, J. Appl. Polym. Sci., 51(6), 1077 (1994)
  13. Fan Q, Chaobo X, Polym. Compos., 29, 758 (2008)
  14. Kaibin L, Yiding S, Guiqiang F, Haihua W, Prog. Org. Coat., 78, 146 (2015)
  15. Lee SG, Cheon JM, Chun JH, Lee YH, Rahman MM, Kim HD, J. Appl. Polym. Sci., 133, 43758 (2016)
  16. Cheon JM, Lee SG, Chun JH, Lee DJ, Lee YH, Kim HD, E-Polymers, 16(3), 189 (2016)
  17. Park YG, Lee YH, Rahman MM, Park CC, Kim HD, Colloid Polym. Sci., 293, 1369 (2015)
  18. Jeon JH, Park YG, Lee YH, Lee DJ, Kim HD, J. Appl. Polym. Sci., 132, 42168 (2015)
  19. Park JM, Jeon JH, Lee YH, Lee DJ, Park H, Chun HH, Do Kim H, Polym. Bull., 72(8), 1921 (2015)
  20. Park IJ, Lee SB, Choi CK, “Surface Properties of the Fluorine-Containing Graft Copolymer of Poly((perfluoroalkyl) ethylmethacrylate)-g-Poly(methyl methacrylate),” Macromolecules, 31, 7555-7558 (1998).
  21. Cheng SY, Chen YJ, Chen ZG, J. Appl. Polym. Sci., 85(6), 1147 (2002)
  22. Chen Y, Zhang C, Chen X, Euro. Polym. J., 42, 694 (2006)
  23. Xin H, Shen YD, Li XR, Polym. Bull., 67(9), 1849 (2011)
  24. Shin M, Lee Y, Rahman M, Kim H, Polymer, 54(18), 4873 (2013)
  25. Lee SW, Lee YH, Park H, Kim HD, Macromol. Res., 21(6), 709 (2013)
  26. Li H, Zhang ZB, Hu CP, Wu SS, Ying SK, Euro. Polym. J., 40, 2195 (2004)
  27. Tanaka H, Suzuki Y, Yoshino F, Colloids Surf. A: Physicochem. Eng. Asp., 153, 597 (1999)
  28. Zhang C, Zhang X, Dai J, Prog. Org. Coat., 63, 238 (2008)
  29. Kano Y, Akiyama S, Polymer, 37(20), 4497 (1996)
  30. Xu H, Qiu F, Wang Y, Wu W, Yang D, Guo Q, Prog. Org. Coat., 73, 47 (2016)
  31. Hwang HD, Kim HJ, J. Colloid Interface Sci., 362(2), 274 (2011)
  32. Lin YH, Liao KH, Chou NK, Wang SS, Chu SH, Hsieh KH, Euro. Polym. J., 44, 2927 (2008)
  33. Canak TC, Serhati IE, Prog. Org. Coat., 76, 388 (2013)
  34. Beregi, Monti P, “Boat Hull Antifouling cpd,” French Pat. No. 2,050,794 (1971).
  35. Kroyer K, Germ. Pat. No. 2,101,074 (1971).
  36. Kaelble DH, Moacanin J, Polymer, 18, 475 (1977)