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International Journal of Polymer Science
Volume 2016, Article ID 5368602, 10 pages
http://dx.doi.org/10.1155/2016/5368602
Research Article

Photoinduced Copolymerization of APMP-MMA: The Role of Reactive Hindered Amine APMP

1Guangdong Provincial Key Laboratory of Functional Soft Condensed Matter, Department of Polymeric Materials and Engineering, School of Materials and Energy, Guangdong University of Technology, Guangzhou 510006, China
2College of Chemistry and Environment, Minnan Normal University, Zhangzhou, Fujian 363000, China

Received 8 February 2016; Accepted 30 May 2016

Academic Editor: Atsushi Sudo

Copyright © 2016 Ting Zhang et al. This is an open access article distributed under the Creative Commons Attribution License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

Linked References

  1. M. A. Tasdelen, M. Uygun, and Y. Yagci, “Photoinduced controlled radical polymerization,” Macromolecular Rapid Communications, vol. 32, no. 1, pp. 58–62, 2011. View at Publisher · View at Google Scholar · View at Scopus
  2. E. Andrzejewska, “Photopolymerization kinetics of multifunctional monomers,” Progress in Polymer Science, vol. 26, no. 4, pp. 605–665, 2001. View at Publisher · View at Google Scholar · View at Scopus
  3. X. Yang, L. Zhu, Y. Zhang et al., “Surface properties and self-cleaning ability of the fluorinated acrylate coatings modified with dodecafluoroheptyl methacrylate through two adding ways,” Applied Surface Science, vol. 295, pp. 44–49, 2014. View at Publisher · View at Google Scholar · View at Scopus
  4. S. Atlas, M. Raihane, A. Hult, M. Malkoch, M. Lahcini, and B. Ameduri, “Radical copolymerization of acrylonitrile with 2,2,2-trifluoroethyl acrylate for dielectric materials: structure and characterization,” Journal of Polymer Science A: Polymer Chemistry, vol. 51, no. 18, pp. 3856–3866, 2013. View at Publisher · View at Google Scholar · View at Scopus
  5. H. Yari, M. Mohseni, B. Ramezanzadeh, and A. M. Rabea, “Investigating the degradation resistance of silicone-acrylate containing automotive clearcoats exposed to bird droppings,” Progress in Organic Coatings, vol. 75, no. 3, pp. 170–177, 2012. View at Publisher · View at Google Scholar · View at Scopus
  6. F. D. Jochum and P. Theato, “Temperature- and light-responsive smart polymer materials,” Chemical Society Reviews, vol. 42, no. 17, pp. 7468–7483, 2013. View at Publisher · View at Google Scholar · View at Scopus
  7. J. Su, H. Huang, Y. Cui, Y. Chen, and X. Liu, “A photo-induced nitroxide trapping method to prepare α,ω-heterotelechelic polymers,” Polymer Chemistry, vol. 7, no. 14, pp. 2511–2520, 2016. View at Publisher · View at Google Scholar
  8. H. Yu, L. Cao, F. Li et al., “The antioxidant mechanism of nitroxide TEMPO: scavenging with glutathionyl radicals,” RSC Advances, vol. 5, no. 78, pp. 63655–63661, 2015. View at Publisher · View at Google Scholar · View at Scopus
  9. K. Schwetlick and W. D. Habicher, “Antioxidant action mechanisms of hindered amine stabilisers,” Polymer Degradation and Stability, vol. 78, no. 1, pp. 35–40, 2002. View at Publisher · View at Google Scholar · View at Scopus
  10. G. Gryn'ova, K. U. Ingold, and M. L. Coote, “New insights into the mechanism of amine/nitroxide cycling during the hindered amine light stabilizer inhibited oxidative degradation of polymers,” Journal of the American Chemical Society, vol. 134, no. 31, pp. 12979–12988, 2012. View at Publisher · View at Google Scholar · View at Scopus
  11. G. I. Likhtenstein, K. Ishii, and S. I. Nakatsuji, “Dual chromophore-nitroxides: novel molecular probes, photochemical and photophysical models and magnetic materials,” Photochemistry and Photobiology, vol. 83, no. 4, pp. 871–881, 2007. View at Publisher · View at Google Scholar · View at Scopus
  12. D. I. Pattison, M. Lam, S. S. Shinde, R. F. Anderson, and M. J. Davies, “The nitroxide TEMPO is an efficient scavenger of protein radicals: cellular and kinetic studies,” Free Radical Biology and Medicine, vol. 53, no. 9, pp. 1664–1674, 2012. View at Publisher · View at Google Scholar · View at Scopus
  13. J. Nicolas, Y. Guillaneuf, C. Lefay, D. Bertin, D. Gigmes, and B. Charleux, “Nitroxide-mediated polymerization,” Progress in Polymer Science, vol. 38, no. 1, pp. 63–235, 2013. View at Publisher · View at Google Scholar · View at Scopus
  14. F. Kato, A. Kikuchi, T. Okuyama, K. Oyaizu, and H. Nishide, “Nitroxide radicals as highly reactive redox mediators in dye-sensitized solar cells,” Angewandte Chemie—International Edition, vol. 51, no. 40, pp. 10177–10180, 2012. View at Publisher · View at Google Scholar · View at Scopus
  15. M. Aydın, B. Esat, Ç. Kılıç, M. E. Köse, A. Ata, and F. Yilmaz, “A polythiophene derivative bearing TEMPO as a cathode material for rechargeable batteries,” European Polymer Journal, vol. 47, no. 12, pp. 2283–2294, 2011. View at Publisher · View at Google Scholar · View at Scopus
  16. F. Gugumus, “Aspects of the impact of stabilizer mass on performance in polymers. 2. Effect of increasing molecular mass of polymeric HALS in PP,” Polymer Degradation and Stability, vol. 67, no. 2, pp. 299–311, 2000. View at Publisher · View at Google Scholar · View at Scopus
  17. R. P. Singh, A. Vishwa Prasad, and J. K. Pandey, “Synthesis, characterization and performance evaluation of polymeric hindered amine light stabilizers in styrenic polymers,” Macromolecular Chemistry and Physics, vol. 202, no. 5, pp. 672–680, 2001. View at Google Scholar · View at Scopus
  18. G. J. Sun, H. J. Jang, S. Kaang, and K. H. Chae, “A new polymeric HALS: preparation of an addition polymer of DGEBA-HALS and its photostabilizing effect,” Polymer, vol. 43, no. 22, pp. 5855–5863, 2002. View at Publisher · View at Google Scholar · View at Scopus
  19. L. Coulier, E. R. Kaal, M. Tienstra, and T. Hankemeier, “Identification and quantification of (polymeric) hindered-amine light stabilizers in polymers using pyrolysis-gas chromatography-mass spectrometry and liquid chromatography-ultraviolet absorbance detection-evaporative light scattering detection,” Journal of Chromatography A, vol. 1062, no. 2, pp. 227–238, 2005. View at Publisher · View at Google Scholar · View at Scopus
  20. B. Xue and A. Toyota, “Synthesis of novel polymeric HALS stabilizers and chain transfer effect of hindered amine norbornene derivatives on ring-opening metathesis polymerization,” Polymer Bulletin, vol. 62, no. 3, pp. 327–336, 2009. View at Publisher · View at Google Scholar · View at Scopus
  21. Y. Zhang, X. Liu, Z. Dong, and Y. Cui, “Study on photostabilization in situ of reactive hindered amine light stabilizers applied to UV-curable coatings,” Journal of Coatings Technology Research, vol. 9, no. 4, pp. 459–466, 2012. View at Publisher · View at Google Scholar · View at Scopus
  22. A. R. Mahdavian, M. Abdollahi, L. Mokhtabad, H. R. Bijanzadeh, and F. Ziaee, “Kinetic study of radical polymerization. IV. Determination of reactivity ratio in copolymerization of styrene and itaconic acid by1H-NMR,” Journal of Applied Polymer Science, vol. 101, no. 3, pp. 2062–2069, 2006. View at Publisher · View at Google Scholar · View at Scopus
  23. A. L. Holmberg, M. G. Karavolias, and T. H. Epps, “RAFT polymerization and associated reactivity ratios of methacrylate-functionalized mixed bio-oil constituents,” Polymer Chemistry, vol. 6, no. 31, pp. 5728–5739, 2015. View at Publisher · View at Google Scholar · View at Scopus
  24. F. R. Mayo and F. M. Lewis, “Copolymerization. I. A basis for comparing the behavior of monomers in copolymerization; the copolymerization of styrene and methyl methacrylate,” Journal of the American Chemical Society, vol. 66, no. 9, pp. 1594–1601, 1944. View at Publisher · View at Google Scholar · View at Scopus
  25. M. Fineman and S. D. Ross, “Linear method for determining monomer reactivity ratios in copolymerization,” Journal of Polymer Science, vol. 5, no. 2, pp. 259–262, 1950. View at Publisher · View at Google Scholar
  26. T. Kelen and F. Tüdős, “A new improved linear graphical method for determing copolymerization reactivity ratios,” Reaction Kinetics and Catalysis Letters, vol. 1, no. 4, pp. 487–492, 1974. View at Publisher · View at Google Scholar · View at Scopus
  27. F. Tüdos, T. Kelen, T. Földes-Berezhnykh, and B. Turcsányi, “Evaluation of high conversion copolymerization data by a linear graphical method,” Reaction Kinetics and Catalysis Letters, vol. 2, no. 4, pp. 439–447, 1975. View at Publisher · View at Google Scholar · View at Scopus
  28. T. Kelen, F. Tüdös, and B. Turcsányi, “Confidence intervals for copolymerization reactivity ratios determined by the Kelen-Tüdös method,” Polymer Bulletin, vol. 2, no. 1, pp. 71–76, 1980. View at Publisher · View at Google Scholar · View at Scopus
  29. X. Liu, Y. Zhang, Y. Cui, and Z. Dong, “Reactivity ratios and sequence structures of the copolymers prepared using photo-induced copolymerization of MMA with MTMP,” Magnetic Resonance in Chemistry, vol. 50, no. 5, pp. 372–378, 2012. View at Publisher · View at Google Scholar · View at Scopus
  30. Š. Chmela, P. Lajoie, P. Hrdlovič, and J. Lacoste, “Combined oligomeric light and heat stabilizers,” Polymer Degradation and Stability, vol. 71, no. 1, pp. 171–177, 2000. View at Publisher · View at Google Scholar · View at Scopus
  31. X. Liu, J. Yang, and Y. Chen, “Reactive-HALS I: synthesis, characterization, copolymerization reactivity and photo-stabilizing performance applied in UV-curable coatings,” Polymers for Advanced Technologies, vol. 13, no. 3-4, pp. 247–253, 2002. View at Publisher · View at Google Scholar · View at Scopus
  32. X. Liu, X. Zhang, X. Zhang et al., “Photoinduced controlled/living free-radical polymerization of 4-methacryloyl-1,2,2,6,6-pentamethyl-piperidenyl,” Journal of Polymer Science A: Polymer Chemistry, vol. 42, no. 11, pp. 2659–2665, 2004. View at Publisher · View at Google Scholar · View at Scopus
  33. T. Okada and M. Otsuru, “A study of sequence distribution of chloroprene and methyl methacrylate copolymers by 1H-NMR,” Journal of Applied Polymer Science, vol. 23, no. 7, pp. 2215–2221, 1979. View at Publisher · View at Google Scholar
  34. K. Hatada, T. Kitayama, Y. Terawaki et al., “NMR measurement of identical polymer samples by round robin method IV. Analysis of composition and monomer sequence distribution in poly(methyl methacrylate-co-acrylonitrile) leading to determinations of monomer reactivity ratios,” Polymer Journal, vol. 27, no. 11, pp. 1104–1112, 1995. View at Publisher · View at Google Scholar · View at Scopus
  35. I. Skeist, “Copolymerization: the composition distribution curve,” Journal of the American Chemical Society, vol. 68, no. 9, pp. 1781–1784, 1946. View at Publisher · View at Google Scholar · View at Scopus
  36. V. E. Meyer and G. G. Lowry, “Integral and differential binary copolymerization equations,” Journal of Polymer Science Part A: General Papers, vol. 3, no. 8, pp. 2843–2851, 1965. View at Publisher · View at Google Scholar
  37. M. T. Hunley and K. L. Beers, “Nonlinear method for determining reactivity ratios of ring-opening copolymerizations,” Macromolecules, vol. 46, no. 4, pp. 1393–1399, 2013. View at Publisher · View at Google Scholar · View at Scopus