Abstract
The methacrylate monomer 4-chloro-3‐methyl phenyl methacrylate (CMPM) was synthesized by reacting 4-chloro-3‐methyl phenol with methacryloyl chloride. The homopolymer and various copolymers of CMPM with n-butyl methacrylate were synthesized by free-radical polymerization in toluene at 70°C using 2,2′-azobis(isobutyronitrile) as the initiator. The CMPM monomer was characterized by Fourier transform IR and 1H-NMR studies. The copolymers were characterized by IR spectroscopy. The molecular weights (M n and M w) and the polydispersity index were obtained from gel permeation chromatography. The solubility and intrinsic viscosity of the homopolymer and the copolymers are also discussed here. The copolymer composition obtained from UV spectra led to the determination of reactivity ratios employing Fineman-Ross and Kelen-Tudos linearization methods. Thermogravimetric analyses of the homopolymer and the copolymers were carried out under a nitrogen atmosphere. The homopolymer and the copolymers prepared were tested for their antimicrobial activity against bacteria, fungi and yeasts.
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References
N. L. Zutty and J. A. Faucher, J. Polym. Sci., 60, 536 (1962).
R. W. Rees and D. J. Vaughan, Polym. Prepr. Am. Chem. Soc. Div. Polym. Chem., 61(1), 287 (1965).
S. Nanjundan, A. Penlidis, C. S. Selvamalar and C. U. Sreekuttan, React. Funct. Polym., 61(1), 11–24 (2005).
G. G. Godwin, C. S. J. Selvamalar, A. Penlidis and S. Nanjundan, React. Funct. Polym., 59, 197 (2004).
S. D. Worley and G. Sun, Trends Polym. Sci., 32, 375–380 (1996).
A. Akelah and A. Moel, Functionalized Polymer and their Applications, Thompson, New Delhi, 1990.
J. H. Jung and C. K. Ito, J. Polym. Sci., A, Polym. Chem., 40(8), 1200 (2002).
B. B. Kine and R. W. Nivak, Encyclopedia of Polymer Science and Engineering, 2nd edn., Wiley, New York, 1986, p 234.
M. Malhotra and A. S. Brar, Macromolecules, 29, 7470 (1996).
P. G. Samul, S. A. Hashemi, I. Meldrum and H. Omidian, Polymer, 40, 1753 (1999).
D. C. Neckers and A. Lengu, J. Coat. Technol., 67, 29 (1995).
S. D. Worley and G. Sun, Trends Polym. Sci., 11, 364 (1996).
Yuyusun and S. Gang, Polym. Prepr., 41, 271 (2000).
E. Atherton, R. Arshady, D. L. J. Clive and R. C. Sheppard, J. Chem. Soc., Perkin Trans., 1, 259 (1981).
S. Thamizharasi, G. Srinivas, N. Sulochana and B. S. R. Reddy, J. Appl. Polym. Sci., 73, 1153 (1999).
O. F. Williams, Fundamental Aspects of Biocompatibility, CRC, Boca Raton, FL, 1981.
A. Pleurdean, C. M. Brunean and C. Potin, in: 11th International Conference of Organic Coating Science Technology, 1985, pp. 293–301.
E. Strum and G. Offen, Chem. Abstr., 84, 150522v (1976).
I. Erol, C. Soykan and S. Kirbag, J. Appl. Polym. Sci., 90, 3244 (2003).
I. Erol, J. Polym. Sci., A, Polym. Chem., 42(13), 3157 (2004).
G. W. Hasting, Polymer, 26, 1331 (1985).
M. Nagia, H. Matsum and H. S. Tanable, Paint India, XLV, 41 (1995).
M. B. Patel, Ph.D. Thesis, Department of Chemistry, Sardar Patel University, 2001.
M. Fineman and S. D. Ross, J. Polym. Sci., 5(2), 259–265 (1950).
T. Kelen and F. Tudos, J. Macromol. Sci., Chem., A9, 1 (1975).
G. H. Stempel, R. P. Cross and R. P. Mareiolla, J. Am. Chem. Soc., 72, 2299 (1950).
M. B. Patel, D. A. Patel, A. Ray and R. M. Patel, Polym. Int., 52, 367–372 (2003).
M. B. Patel, S. A. Patel, A. Ray and R. M. Patel, J. Appl. Polym. Sci., 89, 895–900 (2003).
G. H. Silverstein and F. X. Webster, Spectrometric Identification of Organic Compounds, 6th edn., Wiley, New York, 1998.
L. J. Bellamy, Advances in Infrared Group Frequencies, Methuen, UK, 1968.
N. B. Colthup, L. H. Daly and S. E. Wiberley, Introduction to Infrared Spectroscopy, Academic, New York, 1990.
V. R. Gowariker, N. V. Viswanathan and J. Sreedhar, Polymer Science, 1st edn., New Age International, New Delhi, 1980, p. 204.
A. Broido, J. Polym. Sci., A-2, 7, 1761–1774 (1969).
C. D. Doyle, Anal. Chem., 33(1), 77–79 (1961).
L. Reich, Makromol. Chem., 123, 42–45 (1969).
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Patel, J.N., Dolia, M.B., Patel, K.H. et al. Homopolymer of 4-chloro-3-methyl Phenyl Methacrylate and its Copolymers with Butyl Methacrylate: Synthesis, Characterization, Reactivity Ratios and Antimicrobial Activity. J Polym Res 13, 219–228 (2006). https://doi.org/10.1007/s10965-005-9029-3
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DOI: https://doi.org/10.1007/s10965-005-9029-3