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International Journal of Polymer Science
Volume 2014, Article ID 643789, 10 pages
http://dx.doi.org/10.1155/2014/643789
Research Article

Copolymerization of 4-Acetylphenyl Methacrylate with Ethyl Methacrylate: Synthesis, Characterization, Monomer Reactivity Ratios, and Thermal Properties

1Department of Chemistry, Faculty of Science and Arts, University of Adiyaman, 02040 Adiyaman, Turkey
2Physics Engineering Department, Faculty of Science and Letters, Istanbul Technical University, Maslak, 34469 Istanbul, Turkey

Received 27 August 2013; Revised 2 November 2013; Accepted 3 November 2013; Published 4 February 2014

Academic Editor: Giridhar Madras

Copyright © 2014 Gamze Barim and Mustafa Gokhun Yayla. 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. I. Erol and S. Kolu, “Copolymers of a new methacrylate monomer bearing oxime ester and ether with methyl methacrylate: synthesis, characterization, monomer reactivity ratios, and biological activity,” Journal of Applied Polymer Science, vol. 120, no. 1, pp. 279–290, 2011. View at Publisher · View at Google Scholar · View at Scopus
  2. C. Soykan, A. Delibas, and R. Coskun, “Novel copolymers of 4-chloronaphthyl methacrylate with acrylonitrile: determination of monomer reactivity ratios and antimicrobial activity,” Journal of Macromolecular Science, Part A, vol. 46, no. 3, pp. 250–267, 2009. View at Publisher · View at Google Scholar · View at Scopus
  3. P. S. Vijayanand, C. S. Unnithan, A. Penlidis, and S. Nanjundan, “Copolymerization of benzoylphenyl methacrylate with methyl methacrylate: synthesis, characterization and determination of monomer reactivity ratios,” Journal of Macromolecular Science, Part A, vol. 42, no. 5, pp. 555–569, 2005. View at Publisher · View at Google Scholar · View at Scopus
  4. T. Narasimhaswamy, S. C. Sumathi, and B. S. R. Reddy, “4-acetylphenyl acrylate-glycidyl methacrylate copolymers: synthesis, characterization and reactivity ratios,” European Polymer Journal, vol. 27, no. 3, pp. 255–261, 1991. View at Google Scholar · View at Scopus
  5. K. Demirelli, E. Kaya, and M. Coşkun, “Polymers based on phenyl methacrylate: synthesis via atom transfer radical polymerization, characterization, monomer reactivity ratios, and thermal stabilities,” Journal of Applied Polymer Science, vol. 99, no. 6, pp. 3344–3354, 2006. View at Publisher · View at Google Scholar · View at Scopus
  6. O. B. Abdyev, “Radical copolymerization of glycidyl methacrylate and carbonyl-containing phenyl methacrylates,” Polymer Science Series B, vol. 53, no. 5-6, pp. 278–282, 2011. View at Publisher · View at Google Scholar · View at Scopus
  7. G. Kumar, N. Nisha, S. Mageswari, and K. Subramanian, “Synthesis, characterization of poly (4-benzyloxyphenylmethacrylate) and its copolymer with butyl methacrylate and determination of monomer reactivity ratios,” Journal of Polymer Research, vol. 18, no. 2, pp. 241–250, 2011. View at Publisher · View at Google Scholar · View at Scopus
  8. S. K. Das and S. Lenka, “Polymers from renewable resources. XXIX. Synthesis and characterization of interpenetrating networks derived from castor-oil-based polyurethane-4-acetyl phenyl methacrylate,” Polymer-Plastics Technology and Engineering, vol. 38, no. 1, pp. 149–157, 1999. View at Google Scholar · View at Scopus
  9. U. Senthilkumar, R. Balaji, and S. Nanjundan, “Copolymerization of 2-(n-phthalimido)ethyl methacrylate with glycidyl methacrylate: synthesis, characterization, and monomer reactivity ratios,” Journal of Applied Polymer Science, vol. 81, no. 1, pp. 96–103, 2001. View at Publisher · View at Google Scholar · View at Scopus
  10. L. J. F. Mary and A. V. R. Reddy, “Synthesis, characterization and thermal properties of copolymers of 3-hydroxy-4-acetylphenyl methacrylate with methyl acrylate,” European Polymer Journal, vol. 27, no. 7, pp. 627–631, 1991. View at Google Scholar · View at Scopus
  11. S. Mageswari and K. Subramanian, “Synthesis, characterization, and study of antibacterial activity of homopolymers and copolymers of 4-benzyloxyphenylacrylates for pressure-sensitive adhesive application,” Journal of Applied Polymer Science, vol. 125, no. 4, pp. 3115–3124, 2012. View at Publisher · View at Google Scholar · View at Scopus
  12. S. Nanjundan, C. S. Unnithan, C. S. J. Selvamalar, and A. Penlidis, “Homopolymer of 4-benzoylphenyl methacrylate and its copolymers with glycidyl methacrylate: synthesis, characterization, monomer reactivity ratios and application as adhesives,” Reactive and Functional Polymers, vol. 62, no. 1, pp. 11–24, 2005. View at Publisher · View at Google Scholar · View at Scopus
  13. P. Samatha, T. Thimma Reddy, P. V. S. S. Srinivas, and N. Krishnamurti, “Effect of addition of various acrylates on the performance of ethyl cyanoacrylate adhesive,” Polymer-Plastics Technology and Engineering, vol. 39, no. 2, pp. 381–392, 2000. View at Google Scholar · View at Scopus
  14. C. S. Jone Selvamalar, P. S. Vijayanand, A. Penlidis, and S. Nanjundan, “Homopolymer and copolymers of 4-benzyloxycarbonylphenyl acrylate with glycidyl methacrylate: synthesis, characterization, reactivity ratios, and application as adhesive for leather,” Journal of Applied Polymer Science, vol. 91, no. 6, pp. 3604–3612, 2004. View at Google Scholar · View at Scopus
  15. N. Soto, M. Sanmiguel, and F. Vázquez, “Synthesis and characterization of water-borne adhesives based on 2-ethylhexylacrylate-butylacrylate copolyrners functionalized with acrylic acid,” International Journal of Polymeric Materials, vol. 54, no. 9, pp. 871–881, 2005. View at Publisher · View at Google Scholar · View at Scopus
  16. P. S. Vijayanand, C. S. J. Selvamalar, A. Penlidis, and S. Nanjundan, “Copolymers of 3,5-dimethylphenyl acrylate and methyl methacrylate: synthesis, characterization and determination of monomer reactivity ratios,” Polymer International, vol. 52, no. 12, pp. 1856–1862, 2003. View at Publisher · View at Google Scholar · View at Scopus
  17. P. G. Vijayaraghavan and B. S. R. Reddy, “4-Chlorophenyl acrylate and glycidyl methacrylate copolymers: synthesis, characterization, reactivity ratios, and application,” Journal of Macromolecular Science, Part A, vol. 36, no. 9, pp. 1181–1195, 1999. View at Google Scholar · View at Scopus
  18. J. L. Hua, J. W. Y. Lam, H. Dong, L. Wu, K. S. Wong, and B. Z. Tang, “Synthesis, light emission, and photo-cross-linking of luminescent polyacetylenes containing acrylic pendant groups,” Polymer, vol. 47, no. 1, pp. 18–22, 2006. View at Publisher · View at Google Scholar · View at Scopus
  19. K. Ichimura and Y. Nishio, “Photocrosslinkable polymers having p-phenylenediacrylate group in the side chain: argon laser photoresist,” Journal of Polymer Science, Part A, vol. 25, no. 6, pp. 1579–1590, 1987. View at Google Scholar · View at Scopus
  20. R. Balaji, D. Grande, and S. Nanjundan, “Photoresponsive polymers having pendant chlorocinnamoyl moieties: synthesis, reactivity ratios and photochemical properties,” Polymer, vol. 45, no. 4, pp. 1089–1099, 2004. View at Publisher · View at Google Scholar · View at Scopus
  21. A. Arun and B. S. R. Reddy, “In vitro drug release studies from the polymeric hydrogels based on HEA and HPMA using 4-{(E)-[(3Z)-3-(4-(acryloyloxy)benzylidene)-2-hexylidene]methyl} phenyl acrylate as a crosslinker,” Biomaterials, vol. 26, no. 10, pp. 1185–1193, 2005. View at Publisher · View at Google Scholar · View at Scopus
  22. S. C. Pandeya, N. Rathor, and A. Singh, “Synthesis and characterisation of biologically active barium containing polymer films,” Journal of Polymer Materials, vol. 16, no. 3, pp. 253–258, 1999. View at Google Scholar · View at Scopus
  23. M. Jöhnck, L. Müller, A. Neyer, and J. W. Hofstraat, “Copolymers of halogenated acrylates and methacrylates for the application in optical telecommunication: optical properties, thermal analysis and determination of unsaturation by quantitative FT-Raman and FT-IR spectroscopy,” European Polymer Journal, vol. 36, no. 6, pp. 1251–1264, 2000. View at Google Scholar · View at Scopus
  24. R. V. Yarapathi, S. Kurva, and S. Tammishetti, “Synthesis of 3,4-dihydropyrimidin-2(1H)ones using reusable poly(4-vinylpyridine-co-divinylbenzene)-Cu(II)complex,” Catalysis Communications, vol. 5, no. 9, pp. 511–513, 2004. View at Publisher · View at Google Scholar · View at Scopus
  25. N. Ayaz, F. Bezgin, and K. Demırellı, “Polymers based on methacrylate bearing coumarin group: synthesis via free radical polymerization, monomer reactivity ratios, dielectric behavior, and thermal stabilities,” ISRN Polymer Science, vol. 2012, Article ID 352759, 13 pages, 2012. View at Publisher · View at Google Scholar
  26. P. S. Vijayanand, S. Kato, S. Satokawa, M. Kishimoto, and T. Kojima, “Synthesis, characterization and thermal properties of homo and copolymers of 3,5-dimethoxyphenyl methacrylate with glycidyl methacrylate: determination of monomer reactivity ratios,” Reactive and Functional Polymers, vol. 69, no. 6, pp. 333–340, 2009. View at Publisher · View at Google Scholar · View at Scopus
  27. G. Barim, K. Demirelli, and M. Coşkun, “Conventional and atom transfer radical copolymerization of phenoxycarbonylmethyl methacrylate-styrene and thermal behavior of their copolymers,” Express Polymer Letters, vol. 1, no. 8, pp. 535–544, 2007. View at Publisher · View at Google Scholar · View at Scopus
  28. G. J. Reddy, S. V. Naidu, and A. V. Rami Reddy, “Synthesis and Characterization of Poly(N-phenyl methacrylamide-co-methyl methacrylate) and Reactivity Ratios Determination,” Journal of Applied Polymer Science, vol. 90, no. 8, pp. 2179–2186, 2003. View at Publisher · View at Google Scholar · View at Scopus
  29. S. G. Roy, K. Bauri, S. Pal, A. Goswami, G. Madras, and P. De, “Synthesis, characterization and thermal degradation studies of dual temperature- and pH-sensitive RAFT-made copolymers of N,N-(dimethylamino)ethyl methacrylate and methyl methacrylate,” Polymer International, vol. 62, no. 3, pp. 463–473, 2013. View at Google Scholar
  30. S. Thamizharasi, P. Gnanasundaram, and B. S. R. Reddy, “4-acetylphenyl methacrylate-co-glycidyl methacrylate polymers: synthesis, characterization and reactivity ratios,” Journal of Polymer Materials, vol. 15, no. 3, pp. 229–236, 1998. View at Google Scholar · View at Scopus
  31. T. Kelen and F. Tüdös, “Analysis of linear methods for determining copolymerization reactivity ratios, I. New improved linear graphic method,” Journal of Macromolecular Science. Chemistry A, vol. 9, no. 1, pp. 1–27, 1975. View at Google Scholar
  32. T. Kelen, F. Tudos, B. Turcsanyi, and J. P. Kennedy, “Analysis of the linear methods for determining copolymerization reactivity ratios. IV. A comprehensive and critical reexamination of carbocationic copolymerization data,” Journal of Polymer Science: Polymer Chemistry Edition, vol. 15, no. 12, pp. 3047–3074, 1977. View at Publisher · View at Google Scholar
  33. D. Sünbül, H. Çatalgil-Giz, W. Reed, and A. Giz, “An error-in-variables method for determining reactivity ratios by on-line monitoring of copolymerization reactions,” Macromolecular Theory and Simulations, vol. 13, no. 2, pp. 162–168, 2004. View at Publisher · View at Google Scholar · View at Scopus
  34. Z. M. O. Rzaev, A. Güner, G. Kibare, H. Kaplan Can, and A. Aşc, “Terpolymerization of maleic anhydride, trans-stilbene and acrylic monomers,” European Polymer Journal, vol. 38, no. 6, pp. 1245–1254, 2002. View at Publisher · View at Google Scholar · View at Scopus
  35. S. Teramachi, A. Hasegawa, M. Akatsuka, A. Yamashita, and N. Takemoto, “Molecular Weight Distribution and correlation between chemical composition and Molecular Weight in a high-conversion copolymer of styrene-methyl acrylate,” Macromolecules, vol. 11, no. 6, pp. 1206–1210, 1978. View at Google Scholar · View at Scopus
  36. 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 Google Scholar · View at Scopus
  37. W. I. Kim, S. D. Kim, S. B. Lee, and I. K. Hong, “Kinetic characterization of thermal degradation process for commercial rubbers,” Journal of Industrial and Engineering Chemistry, vol. 6, no. 5, pp. 348–355, 2000. View at Google Scholar · View at Scopus
  38. J. H. Flynn and L. A. Wall, “A quick, direct method for the determination of activation energy from thermogravimetric data,” Journal of Polymer Science, Polymer Letters, vol. 4, no. 5, pp. 323–328, 1966. View at Google Scholar