Synthesis and properties of UV-curable polyurethane acrylates containing fluorinated acrylic monomer/vinyltrimethoxysilane

Polymer Bulletin

Volumn 72, Issue 8, 2015, Pages 1921-1936

  Park, Jeong Min ^a   Jeon, Jae Hwan ^a   Lee, Young Hee ^a   Lee, Dong Jin ^b   Park, Hyun ^a   Chun, Ho Hwan ^a   Do Kim, Han ^a  

^a Pusan National University   (South Korea)

^b Korea Institute of Footwear and Leather Technology   (South Korea)

Author keywords

Antifouling coating; Fluorinated polyurethane acrylate; UV curable

Indexed keywords

ACRYLIC MONOMERS; COATINGS; CURING; ESTERS; FLUORINE; MONOMERS; PHASE INTERFACES; PLATING; POLYURETHANES; SALTS; TENSILE STRENGTH;

ANTIFOULING COATING; ELONGATION AT BREAK; FLUORINATED ACRYLICS; FLUORINATED POLYURETHANE; GRADIENT CONCENTRATION; POLYURETHANE ACRYLATES; URETHANE ACRYLATE; UV CURABLE;

INTERFACES (MATERIALS);

EID: 84938949966     PISSN: 01700839     EISSN: None     Source Type: Journal    
DOI: 10.1007/s00289-015-1380-x     Document Type: Article

References (48)

1. Kim BK, Lee KH, Kim HD (1996) Preparation and properties of UV-curable polyurethane acrylates. J Appl Polym Sci 60:799–805
2. Yoo HJ, Lee YH, Kwon JY, Kim HD (2001) Comparison of the properties of UV-cured polyurethane acrylates containing different diisocyanates and low molecular weight diols. Fibers Polymers 2(3):122–128
3. Kwon JY, Yoo HJ, Kim HD (2001) Effect of chemical structure on the properties of UV-cured polyurethane acrylates films. Fibers Polymers 2(3):141–147
4. Xu HP, Qiu FX, Wang YY, Wu WL, Yang DY, Guo Q (2012) UV-curable waterborne polyurethane-acrylate: preparation, characterization and properties. Prog Org Coat 73:47–53
5. Kim HD, Kang SG, Ha CS (1992) Properties of UV-curable polyurethane acrylates for primary optical fiber coating. J Appl Polym Sci 46:1339–1351
6. Koshiba M, Hwang KS, Foley SK, Yarusso DJ, Cooper SL (1982) Properties of ultra-violet curable polyurethane acrylates. J Material Sci 17:1447–1458
7. Ono H, Kawatsuki N (1994) Electrooptical properties of poly(vinyl alcohol)/liquid crystal composite films with added photocured polymers. Jpn J Appl Phys 33:6268–6272
8. Fox HW, Zisman WA (1950) The spreading of liquids on low energy surfaces, I. polytetrafluoroethylene. J Colloid Sci 5:514–531
9. Bernett MK, Zisman WA (1962) Wetting properties of acrylic and methacrylic polymers containing fluorinated side chains. J Phys Chem 66:1207–1208
10. Hare EF, Shafrin EG, Zisman WA (1954) Properties of films of adsorbed fluorinated acids. J Phys Chem 58:236–239
11. Bernett MK, Zisman WA (1960) Wetting properties of tetrafluoroethylene and hexafluoropropylene copolymers. J Phys Chem 64:1292–1294
12. Li H, Zhang ZB, Hu CP, Wu SS, Ying SK (2004) Surface composition and property of film prepared with aqueous dispersion of polyurethaneurea-acrylate including fluorinated block copolymer. Euro Polym J 40:2195–2201
13. Mawson S, Johnston KP, Betts DE, McClain JB, Desimone JM (1997) Stabilized polymer microparticles by precipitation with a compressed fluid antisolvent. 1. Poly(fluoro acrylates). Macromolecules 30:71–77
14. Park IJ, Lee SB, Choi CK (1998) Surface properties of the fluorine-containing graft copolymer of poly((perfluoroalkyl)ethyl methacrylate)-g-poly(methyl methacrylate). Macromolecules 31:7555–7558
15. Cheng S, Chen Y, Chen ZJ (2002) Core–shell latex containing fluorinated polymer rich in shell. J Appl Polym Sci 85:1147–1153
16. Krupers M, Slangen PJ, Moller M (1998) Synthesis and properties of polymers based on oligo(hexafluoropropene oxide) containing methacrylates and copolymers with methyl methacrylate. Macromolecules 31:2552–2558
17. Hopken J, Moller M (1992) Low surface energy polystyrene. Macromolecules 25:1461–1467
18. Bouteiller V, Garnault AM, Teyssie D, Boileau S, Moller M (1999) Synthesis, thermal and surface characterization of fluorinated polystyrenes. Polym Int 48:765–772
19. Schmidt DL, Coburn CE, DeKoven BM, Potter GE, Meyers GF, Fischer DA (1994) Water-based non-stick hydrophobic coatings. Nature 368:39–41
20. Elman JF, Johs BD, Long TE, Koverstein JT (1994) A neutron Reflectivity investigation of surface and interface segregation of polymer functional end groups. Macromolecules 27:5341–5349
21. Boutevin B, Diaf KO, Pietrasanta Y, Taha M (1986) Synthesis of block cotelomers involving a perfluorinated chain and a hydrophilic chain Part 1. Use of fluorinated telogens with trichloromethyl end groups. J Polym Sci Part A Polym Chem 24:3129–3137
22. Bonardi C (1991) Telomers acryliques fluores et application au traitement hydrofuge et oleofluge de substrats divers. Eur Pat Appl EP 426530
23. Wang JG, Mao GP, Ober CK, Kramer EJ (1997) Liquid crystalline, semifluorinated side grou block copolymers with stable low energy surfaces: synthesis, liquid crystalline structure, and critical surface tension. Macromolecules 30:1906–1914
24. Komber DH, Voigt D, Jehgnichen D, Haubler L, Gottwald A et al (2003) Synthesis and characterization of semifluorinated polymers and block copolymers. Macromol Symp 199:173–186
25. Corpart JM, Girault S, Juhue D (2001) Structure and surface properties of liquid crystalline fluoroalkyl polyacrylates: Role of the spacer. Langmuir 17:7237–7244
26. Tingting Y, Hui P, Shiyuan C, Park IJ (2005) Surface immobilization of perfluorinated acrylate copolymers by self-crosslinking. J Fluorine Chem 126:1570–1577
27. Marcu I, Daniels ES, Dimonie VL, Hagiopol C, Roberts JE, El-Aasser MS (2003) Incorporation of alkoxysilane into mode latex systems: vinyl copolymerization of vinyltriethoxysilane and n-butyl acrylate. Macromolecules 36:328–332
28. Cheng X, Chen Z, Shi T, Wang H (2007) Synthesis and characterization of core–shell LIPN-fluorine-containing polyacrylate latex. Colloids Surf A292:119–124
29. Zhang Y, Miao L, Yang C, Lu M (2013) Synthesis of ambient temperature self-crosslinking VTES-based core–shell polyacrylate emulsion via modified micro-emulsion polymerization process. Polym Bull 70:1631–1645
30. Kim DH, Lee YH, Park CC, Kim HD (2014) Synthesis and surface properties of self-crosslinking core–shell acrylic copolymer emulsions containing fluorine/silicone in the shell. Colloid Polym Sci 292:173–183
31. Chen YJ, Zhang CC, Chen XX (2006) Emulsifier-free latex of fluorinated acrylate copolymer. Euro Polym J 42:694–701
32. Hirose M, Kadowaki F, Zhou J (1997) The structure and properties of core–shell type acrylic–polyurethane hybrid aqueous emulsions. Prog Org Coat 31:157–169
33. Xin H, Shen YD, Li XR (2011) Synthesis and properties of cationic polyurethane-fluorinated acrylic hybrid latexes by emulsifier-free emulsion polymerization and the solvent-free method. Polym Bull 67:1849–1863
34. Shin MS, Lee YH, Mohammad MR, Kim HD (2013) Synthesis and properties of waterborne fluorinated polyurethane-acrylate using a solvent-/emulsifier-free method. Polymer 54:4873–4882
35. Lee SW, Lee YH, Park H, Kim HD (2013) Effect of total acrylic/fluorinated acrylic monomer contents on the properties of waterborne polyurethane/acrylic hybrid emulsions. Macromol Res 21:709–718
36. Tanaka H, Suzuki Y, Yoshino F (1999) Synthesis and coating application of waterborne fluoroacrylic–polyurethane composite dispersions. Coll Surf A 153:597–601
37. Zhang CY, Zhang XY, Dai JB et al (2008) Synthesis and properties of PDMS modified waterborne polyurethane-acrylic hybrid emulsion by solvent-free method. Prog Org Coat 63:238–244
38. Tang YW, Santerre JP, Labow RS, Taylor DG (1996) Synthesis of surface-modifying macromolecules for use in segmented polyurethanes. J Appl Polym Sci 62:1133–1145
39. Park IJ, Lee SB, Choi CK (1994) Surface properties for poly perfluoroalkylethyl methacrylate. J Appl Polym Sci 54:1449–1454
40. Kano Y, Akiyama S (1996) Estimation of surface tension and surface segregation of poly(ethyl acrylate)/poly(vinylidene fluoride-co-hexafluoroacetone) blends. Polymer 37:4497–4503
41. Xu HP, Qiu FX, Wang YY, Wu WL, Yang DY, Guo Q (2012) UV-curable waterborne polytrethane-acrylate:preparation, characterization and properties. Prog Org Coat 73:47–53
42. Hyeon HD, Kim HJ (2011) UV-curable low surface energy fluorinated polycarbonate-based polyurethane dispersion. J Colloid Interface Sci 362:274–284
43. Liu T, Pan X, Wu Y, Zhang T, Zheng Z, Ding X, Peng Y (2012) Synthesis and characterization of UV-curable waterborne polyurethane acrylate possessing perfluorooctanoate side-chain. J Polym Res 19:9741–9748
44. Lin YH, Liao KH, Chou NK, Wang SS, Chu SH, Hsieh KH (2008) UV-curable low-surface-energy fluorinated poly(urethane-acrylate)s for biomedical applications. Euro Polym J 44:2927–2937
45. Canak TC, Serhati IE (2013) Synthesis of fluorinated urethane acrylate based UV-curable coatings. Prog Org Coat 76:388–399
46. Park JM, Lee YH, Park H, Kim HD (2014) Preparation and properties of UV-curable fluorinated polyurethane acrylate. J App Polym Sci 131:40603
47. Kaelble DH, Moacanin J (1977) A surface energy analysis of bioadhesion. Polymer 18:475–482
48. Rahman MM, Lee IW, Chun HH, Kim HD, Park H (2014) Properties of waterborne polyurethane-fluorinated marine coatings: the effect of different types of diisocyanates and tetrafluorobutanediol chain extender content. J Appl Polym Sci 131:39905