Abstract
The new copolymers from different feed compositions of glycidyl methacrylate (GMA) and tetrahydrofurfuryl acrylate (THFA) were synthesized using free radical polymerization in toluene at 70±1 °C using benzoyl peroxide (BPO) as initiator. The polymers were characterized by 1H NMR, 13C NMR and FTIR spectroscopic techniques. The polydispersities of the copolymers suggest a strong tendency for chain termination by disproportionation. The glass transition temperature of the copolymers increases with increase in GMA content. The thermal stability of the copolymers increases with increase in THFA content. The copolymer compositions were determined using 1H NMR analysis. Reactivity ratios for GMA and THFA as determined by the Mao-Huglin method were r1=0.379 and r2=0.266. The results showed that all these copolymerizations are strictly linear systems describable by the Mayo-Lewis equation based on the terminal model and that accurate reactivity ratio data can be obtained.
Similar content being viewed by others
References
B. Adhikari and S. Majumdar, Prog. Polym. Sci., 29, 699 (2004).
M. Y. ArIca, G. Bayramoglu, and N. Biçak, Proc. Biochem., 39, 2007 (2004).
J. P. H. Pérez, E. López-Cabarcos, and B. López-Ruiz, Biomol. Eng., 23, 233 (2006).
G. Bayramoglu, S. Akgöl, A. Bulut, A. Denizli, and M. Y. ArIca, Biochem. Eng. J., 14, 117 (2003).
G. D. Nino, M. Turacchio, A. A. D’Archivio, S. Lora, B. Corain, and G. Antonini, React. Funct. Polym., 61, 411 (2004).
M. Malmsten and A. Larsson A, Colloid. Surf. B, 18, 277 (2000).
S. Slomkowski, Prog. Polym. Sci., 23, 815 (1998).
X.-Z. Zhang, P. J. Lewis, and C.-C. Chu, Biomater., 26, 3299 (2005).
J. G. Park, J. W. Kim, and K. D. Suh, Colloid. Polym. Sci., 279, 638 (2001).
K. D. Safa and M. H. NNasirtabrizi, Polym. Bull., 57, 293 (2006).
A. Trzeciak, E. Mieczyñska, J. Ziólkowski, W. Bukowski, A Bukowsa, J. Noworól, and J. Okal, New J. Chem., 32, 1124 (2008).
D. Horák, E. Pollert, and H. J. Macková, Mater. Sci., 43, 5845 (2008).
T. Caykara, S. S. Alaskan, M. Gürü, H. Bodugöz, and O, Güven, Radit. Phys. Chem., 76, 1569 (2007).
R. Prodanović, S. Jovanović, and Z. Vuzčić, Biotechnol. Lett., 23, 1171 (2001).
A. Nastasović, S. Jovanović, D. Đorđević, A. Onjia, D. Jakovljević, and T. Novaković, React. Funct. Polym., 58, 139 (2004).
D. Blondieau, M. Bigan, and P. Desres, React. Funct. Polym., 27, 175 (1995).
S. Zhang, X. huang, N. Yao, and C. Horváth, J. Chromatogr. A, 948, 193 (2002).
N. Bicak, D. C. Sherrington, S. Sungur, and N. Tan, React. Funct. Polym., 58, 43 (2004).
Y. Bondar, H. J. Kim, S. H. Yoon, and Y. J. Lim, J. React. Funct. Polym., 54, 141 (2003).
C. Soykan, M. Ahmedzade, and M. Coskum, Eur. Polym. J., 36, 1667 (2000).
B. Podkościelna, J. Appl. Polym. Sci., 120, 3920 (2011).
A. Wolf, F. Bandermann, and C. Schwede, Macromol. Chem. Phys., 203, 393 (2002).
H. Bakhshi, M. J. Zohuriaan-Mehr, H. Bouhendi, and K. Kabiri, Polym. Test., 28, 730 (2009).
M. H. Espinosa, P. J. O. del Toro, and D. Z. Silva, Polymer, 42, 3393 (2001).
P. Y. Ghi, D. J. T. Hill, and A. K. Whittaker, J. Polym. Sci. Pol. Chem., 37, 3730 (1999).
K. Rajendrakumar and R. Dhamodharan, Eur. Polym. J., 45, 2685 (2009).
S. Teramachi, A. Hasegawa, M. Akatsuka, A. Yamashita, and N. Takemoto, Macromolecules, 11, 1206 (1978).
G. Liu, Z. Meng, W. Wang, Y. Zhou, and L. Zhang, J. Phys. Chem. B, 112, 93 (2008).
G. G. Odian, “Principles of Polymerization”, pp.1–55, 4th ed., Wiley-Interscience, New Jersey, 2004.
J. Brandrup, E. H. Immergut, and W. McDowell, Polymer Handbook, 2nd ed., Wiley Interscience, New York, 1975.
N. Grassie, B. J. D. Torrance, J. D. Fortune, and J. D. Gemmell, Polymer, 6, 653 (1965).
F. R. Mayo and F. M. Lewis, J. Am. Chem. Soc., 66, 1594 (1944).
T. Kelen and F. Tüdós, J. Macromol. Sci. A, 9, 1 (1975).
T. Kelen and F. Tüdós, React. Kinet. Catal. L., 1, 487 (1974).
M. Fineman and S. D. Ross, J. Polym. Sci., 5, 259 (1950).
F. Tüdos, T. Kelen, T. Földes-berezsnich, and B. Turcsányi, J. Macromol. Sci. A., 10, 1513 (1976).
R. Mao and M. B. Huglin, Polymer, 34, 1709 (1993).
R. Mao, M. B. Huglin, T. P. Davis, and A. S. Overend, Polym. Int., 31, 375 (1993).
I. Skeist, J. Am. Chem. Soc., 68, 1781 (1946).
G. E. P. Box, W. G. Hunter, and J. S. Hunter, Statistics for Experiments, John Wiley & Sons, New York, 1978.
F. Tüdos, T. Kelen, B. Turcsányi, and J. P. Kennedy, J. Polym. Sci. Pol. Chem., 19, 1119 (1981).
D. Braun, W. Czerwinski, G. Disselhoff, F. Tüdós, T. Kelen, B. Turcsányi, and D. Angew, Makromol. Chem., 125, 161 (1984).
Author information
Authors and Affiliations
Corresponding author
Rights and permissions
About this article
Cite this article
Azzahari, A.D., Yahya, R., Hassan, A. et al. Synthesis and characterization of new copolymers from glycidyl methacrylate and tetrahydrofurfuryl acrylate: Determination of reactivity ratios. Fibers Polym 13, 555–563 (2012). https://doi.org/10.1007/s12221-012-0555-4
Received:
Revised:
Accepted:
Published:
Issue Date:
DOI: https://doi.org/10.1007/s12221-012-0555-4