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Design and preparation of UV-curable waterborne polyurethane based on novel fluorinated chain extender

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Abstract

A series of UV-curable waterborne fluorinated polyurethane (UV-WFPU) were prepared successfully based on novel fluorinated side chain extender (F-TMP). The structure of F-TMP and particle size of UV-WFPU dispersions, contact angle (CA) and surface free energy, morphology, and damping property of UV-WFPU films were characterized through Fourier transform infrared spectroscopy, nanoparticle size analysis, contact angle test, scanning electron microscope and dynamic mechanical analysis (DMA), respectively. The results indicated that UV-WFPU dispersions had a particle size between 49.01 and 61.52 nm. The latex particle size and tan δ value of UV-WFPU films increased with the increase in F-TMP contents. The studies of surface properties confirmed that UV-WFPU films based on F-TMP had outstanding hydrophobicity properties. The highest CA of water and lowest surface free energy of UV-WFPU films reached 96.2° and 21.17 mJ/m2, respectively. Meanwhile, the DMA results showed UV-WFPU films possessed great damping property which had the broad temperature range enhanced by F-TMP, with a maximum value at 190.4 °C. The results of mechanical properties showed that the addition of fluorine increased in the tensile strength of the film. And these films have potential application values in the technical fields of damping, anti-corrosion and dust prevention.

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References

  1. Li Y, Yang Z, Qiu H, Dai Y, Zheng Q, Li J, Yang J (2014) Self-aligned graphene as anticorrosive barrier in waterborne polyurethane composite coatings. J Mater Chem A 2(34):14139–14145

    Article  CAS  Google Scholar 

  2. Bao L, Fan H, Chen Y, Yan J, Yang T, Guo Y (2016) Effect of surface free energy and wettability on the adhesion property of waterborne polyurethane adhesive. RSC Adv 6(101):99346–99352

    Article  CAS  Google Scholar 

  3. Garcia-Pacios V, Costa V, Colera M, Miguel Martin-Martinez J (2011) Waterborne polyurethane dispersions obtained with polycarbonate of hexanediol intended for use as coatings. Prog Org Coat 71(2):136–146

    Article  CAS  Google Scholar 

  4. Fu C, Zheng Z, Yang Z, Chen Y, Shen L (2014) A fully bio-based waterborne polyurethane dispersion from vegetable oils: from synthesis of precursors by thiol-ene reaction to study of final material. Prog Org Coat 77(1):53–60

    Article  CAS  Google Scholar 

  5. Mao H, Qiang S, Xu Y, Wang C (2017) Synthesis of polymeric dyes based on UV curable multifunctional waterborne polyurethane for textile coating. New J Chem 41(2):619–627

    Article  CAS  Google Scholar 

  6. Baradie B, Shoichet MS (2005) Novel fluoro-terpolymers for coatings applications. Macromolecules 38(13):5560–5568

    Article  CAS  Google Scholar 

  7. 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(21):7555–7558

    Article  CAS  Google Scholar 

  8. Signori F, Lazzari M, Castelvetro V, Chiantore O (2006) Copolymers of isopropenyl alkyl ethers with fluorinated acrylates and fluoroacrylates: influence of fluorine on their thermal, photochemical, and hydrolytic stability. Macromolecules 39(5):1749–1758

    Article  CAS  Google Scholar 

  9. Valade D, Boyer C, Ameduri B, Boutevin B (2006) Poly(vinylidene fluoride)-B-poly(styrene) block copolymers by iodine transfer polymerization (ITP): synthesis, characterization, and kinetics of ITP. Macromolecules 39(25):8639–8651

    Article  CAS  Google Scholar 

  10. Yi L, Meng X, Tian X, Zhou W, Chen R (2014) Wettability of electrospun films of microphase-separated block copolymers with 3,3,3-trifluoropropyl substituted siloxane segments. J Phys Chem C 118(46):26671–26682

    Article  CAS  Google Scholar 

  11. Shuaishuai Huang S, Liu G, Hu H (2018) Water-based anti-smudge NP-GLIDE polyurethane coatings. Chem Eng J 351:210–220

    Article  CAS  Google Scholar 

  12. Rabnawaz M, Liu G (2015) Graft-copolymer-based approach to clear, durable, and anti-smudge polyurethane coatings. Angew Chem Int Ed 54(22):6516–6520

    Article  CAS  Google Scholar 

  13. Rabnawaz M, Liu G, Hu H (2015) Fluorine-free anti-smudge polyurethane coatings. Angew Chem Int Ed 54(43):12722–12727

    Article  CAS  Google Scholar 

  14. Wen J, Sun Z, Xiang J, Fan H, Chen Y, Yan J (2019) Preparation and characteristics of waterborne polyurethane with various lengths of fluorinated side chains. Appl Surf Sci 494:610–618

    Article  CAS  Google Scholar 

  15. Zhao J, Zhou T, Zhang J, Chen H, Yuan C, Zhang W, Zhang A (2014) Synthesis of a waterborne polyurethane-fluorinated emulsion and its hydrophobic properties of coating films. Ind Eng Chem Res 53(49):19257–19264

    Article  CAS  Google Scholar 

  16. Yu LZ, Wang YY, Qiu FX, Xu JC, Xu BB, Jiang Y, Yang DY, Li PL (2013) Preparation, characterisation and properties of waterborne fluorinated polyurethane acrylate/SiO2 hybrid. Plast, Rubber Compos 42(9):385–392

    Article  CAS  Google Scholar 

  17. Zhang FA, Yu CL (2007) Application of a silicone-modified acrylic emulsion in two-component waterborne polyurethane coatings. J Coat Technol Res 4(3):289–294

    Article  CAS  Google Scholar 

  18. Turri S, Levi M, Trombetta T (2004) Waterborne anionomeric polyurethane-ureas from functionalized fluorovolvethers. J Appl Polym Sci 93(1):136–144

    Article  CAS  Google Scholar 

  19. Tonelli C, Ajroldi G (2003) New fluoro-modified thermoplastic polyurethanes. J Appl Polym Sci 87(14):2279–2294

    Article  CAS  Google Scholar 

  20. Turri S, Levi M, Trombetta T (2004) Process design of fluorinated polyurethane-urea anionomer aqueous dispersions. Macromol Symp 218:29–38

    CAS  Google Scholar 

  21. Kim YS, Lee JS, Ji Q, McGrath JE (2002) Surface properties of fluorinated oxetane polyol modified polyurethane block copolymers. Polymer 43(25):7161–7170

    Article  CAS  Google Scholar 

  22. Jiang M, Zhao XL, Ding XB, Zheng ZH, Peng YX (2005) A novel approach to fluorinated polyurethane by macromonomer copolymerization. Eur Polym J 41(8):1798–1803

    Article  CAS  Google Scholar 

  23. Li GH, Li XR, Shen YD, Ren QH (2006) Effect of hydrophilic monomer on the surface properties of cationic polyurethane-fluorinated acrylate hybrid dispersions. J Appl Polym Sci 99(5):2721–2725

    Article  CAS  Google Scholar 

  24. Jiang W, Huang Y, Gu GT, Meng W, Qing F (2006) A novel waterborne polyurethane containing short fluoroalkyl chains: synthesis, characterization and its application on cotton fabrics surface. Appl Surf Sci 253(4):2304–2309

    Article  CAS  Google Scholar 

  25. Song M, Hourston DJ, Schafer FU (2001) Correlation between mechanical damping and interphase content in interpenetrating polymer networks. J Appl Polym Sci 81(10):2439–2442

    Article  CAS  Google Scholar 

  26. Huang GS, Li Q, Jiang LX (2002) Structure and damping properties of polydimethylsiloxane and polymethacrylate sequential interpenetrating polymer networks. J Appl Polym Sci 85(3):545–551

    Article  CAS  Google Scholar 

  27. Trakulsujaritchok T, Hourston DJ (2006) Damping characteristics and mechanical properties of silica filled PUR/PEMA simultaneous interpenetrating polymer networks. Eur Polym J 42(11):2968–2976

    Article  CAS  Google Scholar 

  28. Guo X, Cheng Q, Yu G, Wang H, Tian Z, Shi Z, Cui Z, Zhu S (2020) The functions of hydrophobic elastic polyurethane combined with an antibacterial triclosan derivative in the dentin restoration interface. J. Mech Behav Biomed 102:103471

    Article  CAS  Google Scholar 

  29. Zhang L, Li H, Lai X, Wu W, Zeng X (2018) Hindered phenol functionalized graphene oxide for natural rubber. Mater Lett 210:239–242

    Article  CAS  Google Scholar 

  30. Nguyen LT, Hillewaere XKD, Teixeira RFA, van den Berg O, Du Prez FE (2015) Efficient microencapsulation of a liquid isocyanate with in situ shell functionalization. Polym Chem-Uk 6(7):1159–1170

    Article  Google Scholar 

  31. Yang W, Cheng X, Wang H, Liu Y, Du Z (2017) Surface and mechanical properties of waterborne polyurethane films reinforced by hydroxyl-terminated poly(fluoroalkyl methacrylates). Polymer 133:68–77

    Article  CAS  Google Scholar 

  32. Fu H, Yan C, Zhou W, Huang H (2014) Nano-SiO2/fluorinated waterborne polyurethane nanocomposite adhesive for laminated films. J Ind Eng Chem 20(4):1623–1632

    Article  CAS  Google Scholar 

  33. Fowkes FM (1964) Attractive forces at interfaces. Ind Eng Chem 56(12):40

    Article  CAS  Google Scholar 

  34. Xu W, An Q, Hao L, Zhang D, Zhang M (2013) Synthesis and characterization of self-crosslinking fluorinated polyacrylate soap-free latices with core-shell structure. Appl Surf Sci 268:373–380

    Article  CAS  Google Scholar 

  35. Xu W, An Q, Hao L, Huang L (2012) Synthesis, film morphology, and performance of cationic fluorinated polyacrylate emulsion with core-shell structure. J Appl Polym Sci 125(3):2376–2383

    Article  CAS  Google Scholar 

  36. Shi Y, Yan H, Wen R, Wan L (2017) Direct visualization of nucleation and growth processes of solid electrolyte interphase film using in situ atomic force microscopy. ACS Appl Mater Interfaces 9(26):22063–22067

    Article  CAS  PubMed  Google Scholar 

  37. Wang Q, Aubry C, Chen Y, Song H, Zou L (2017) Insights on tuning the nanostructure of rGO laminate membranes for low pressure osmosis process. ACS Appl Mater Interfaces 9(27):22509–22517

    Article  CAS  PubMed  Google Scholar 

  38. Hao L, An Q, Xu W, Huang L (2012) Synthesis, film morphology and hydrophobicity of novel fluorinated polyacrylate emulsion and solution on silicon wafer. Colloid Surf A 396:83–89

    Article  CAS  Google Scholar 

  39. Xu W, Zhao W, Hao L, Wang S, Pei M, Wang X (2018) Synthesis and characterization of novel fluoroalkyl-terminated hyperbranched polyurethane latex. Appl Surf Sci 436:1104–1112

    Article  CAS  Google Scholar 

  40. Shi X, Shi H, Wu H, Shen H, Cao P (2018) Synthesis and properties of novel fluorinated polyurethane based on fluorinated gemini diol. Polym Adv Technol 29(7):1939–1952

    Article  CAS  Google Scholar 

  41. Urayama K, Miki T, Takigawa T, Kohjiya S (2004) Damping elastomer based on model irregular networks of end-linked poly(dimethylsiloxane). Chem Mater 16(1):173–178

    Article  CAS  Google Scholar 

  42. Zhu J, Zhao X, Liu L, Song M, Wu S (2018) Quantitative relationships between intermolecular interaction and damping parameters of irganox-1035/NBR hybrids: a combination of experiments, molecular dynamics simulations, and linear regression analyses. J Appl Polym Sci 135(17):46202

    Article  CAS  Google Scholar 

  43. Deng YJ, Zhou C, Zhang MY, Zhang HX (2018) Effects of the reagent ratio on the properties of waterborne polyurethanes-acrylate for application in damping coating. Prog Org Coat 122:239–247

    Article  CAS  Google Scholar 

  44. Shi G, Yin X, Wu G (2018) Thermodynamic phase analysis of acrylic polymer/hindered phenol hybrids: effects of hydrogen bonding strength. Polymer 153:317–324

    Article  CAS  Google Scholar 

Download references

Acknowledgments

This study was supported by the Association for the Promotion of Science/Education Foundation Program of Shanghai (LM201874, LM201626) and the Science and Technology Innovation Action Plan Project of Shanghai (15520503400).

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Correspondence to Yingqiang Zhang.

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Shan, C., Ning, C., Lou, J. et al. Design and preparation of UV-curable waterborne polyurethane based on novel fluorinated chain extender. Polym. Bull. 78, 2067–2083 (2021). https://doi.org/10.1007/s00289-020-03202-7

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  • DOI: https://doi.org/10.1007/s00289-020-03202-7

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