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Synthesis, Characterization and Thermal Behaviour of Amino Functional Polymers from 4-Chloromethyl Styrene Polymers
Corresponding Author(s) : M.H. Nasirtabrizi
Asian Journal of Chemistry,
Vol. 25 No. 5 (2013): Vol 25 Issue 5
Abstract
The 4-chloromethyl styrene was copolymerized with different styrenes monomers such as styrene, methyl styrene and 4-methoxy styrene by free radical polymerization at 70 ± 1 ºC using a,a'-azobis(isobutyronitrile) (AIBN) as an initiator and the copolymers I, II and III collected, respectively. The copolymer compositions were characterized by 1H NMR spectra and the polydispersity of the copolymers were determined using gel permeation chromatography. The phthalimide substituents were attached to the obtained copolymers with replacement of all the chlorine atoms in 4-chloromethyl styrene units. The hydrolysis of those polymers gave poly(4-aminomethyl styrene). The polymers, obtained in quantitative yields, were characterized by FTIR, 1H NMR spectroscopy and dynamic mechanical thermal analysis. All the polymers containing phthalimide groups and amino groups showed a high glass transition temperature (in the range 140-150 ºC) and (in the range 120-130 ºC), respectively in comparison with copolymers I-III (in the range 75-95 ºC).
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- K.D. Safa, H.A. Eram and M.H. Nasirtabrizi, Iran. Polym. J., 15, 249 (2006).
- J.Y. Dong, E. Manias and T.C. Chung, Macromol., 35, 3439 (2002).
- J.P. Montheard, C. Jegat and M. Camps, J. Macromol. Sci. Polym. Rev., 39, 135 (1999).
- M. Yus, C. Gomez and P. Candela, Tetrahedron Lett., 42, 3977 (2001).
- L.A. Worl, WE. Jones, G.F. Strouse, J.N. Younathan, E. Danielson and K.A. Maxwell, Inorg. Chem., 38, 2705 (1999).
- N. Kawashima,A. Kameyama, T. Nishikubo and T. Nagai, React. Funct. Polym., 55, 75 (2003).
- A. Kanazawa, T. Ikeda and T. Endo, J. Polym. Sci. A: Polym. Chem., 31, 2873 (1993).
- M. Babazadeh, J. Appl. Polym. Sci., 102, 633 (2006).
- M. Babazadeh, Polym. Degrad. Stab., 91, 3245 (2006).
- C.M. Cheng, M.I. Egbe, J.M. Grasshoff, D.J. Guarrera, R.P. Pai and J.C. Warner, J. Polym. Sci. A: Polym. Chem., 33, 2515 (1995).
- C. Noel, K.C. Ching, M. Large, D. Reyx and F. Kajzar, Macromol. Chem. Phys., 198, 1665 (1997).
- K. Kihara, H. Toda, M. Mori, M. Hashimoto and S. Mizogami, Eur. J. Med. Chem., 23, 411 (1988).
- M.H. Tabrizi, S. Davaran and A. Entezami, Iran. Polym. J., 5, 243 (1996).
- R. Jayakumar, R. Balaji and S. Nanjundan, Eur. Polym. J., 36, 1659 (2000).
- U. Senthilkumar, R. Balaji, R. Arun Prasath and S. Nanjundan, J. Macromol. Sci.-Pure Appl. Chem., 38, 67 (2001).
- M. Ismail, V. Veena and K.R. Animesh, J. Appl. Polym. Sci., 62, 217 (1998).
- K. Ohno, Y. Izu, Y. Tsujii, T. Fukuda and H. Kitano, Eur. Polym. J., 40, 81 (2004).
- K.D. Safa and MH. Nasirtabrizi, Eur. Polym. J., 41, 2310 (2005).
- K.D. Safa, A. Hassanpour, S. Tofangdarzadeh and M.H. Nasirtabrizi, J. Iran. Chem. Soc., 5, 458 (2008).
- Y. Mansoori, S.V. Atghia, M.R. Zamanloo, Gh. Imanzadeh and M. Sirousazar, Macromol. Nanotechnol., 46, 1844 (2010).
- K.D. Safa, M.H. Nasirtabrizi and S. Tofangdarzadeh, Iran. Polym. J., 17, 39 (2008).
- U. Georgi, M. Erber, J. Stadermann, M. Abulikemu, H. Komber, A. Lederer and B. Voit, J. Polym. Sci. A: Polym. Chem., 48, 2224 (2010).
- S. Moulay, Prog. Polym. Sci., 35, 303 (2010).
- D. Zhang, T. Zhang, J. Deng and W. Yang, React. Funct. Polym., 70, 376 (2010).
- M. Guntupallia, C.W. Wilkins and P.E. Cassidya, Int. J. Polym. Mater., 57, 442 (2008).
- A. Parthiban, A. Le Guen, Y. Yansheng, U. Hoffmann, M. Klapper and K. Müllen, Macromol., 30, 2238 (1997).
References
K.D. Safa, H.A. Eram and M.H. Nasirtabrizi, Iran. Polym. J., 15, 249 (2006).
J.Y. Dong, E. Manias and T.C. Chung, Macromol., 35, 3439 (2002).
J.P. Montheard, C. Jegat and M. Camps, J. Macromol. Sci. Polym. Rev., 39, 135 (1999).
M. Yus, C. Gomez and P. Candela, Tetrahedron Lett., 42, 3977 (2001).
L.A. Worl, WE. Jones, G.F. Strouse, J.N. Younathan, E. Danielson and K.A. Maxwell, Inorg. Chem., 38, 2705 (1999).
N. Kawashima,A. Kameyama, T. Nishikubo and T. Nagai, React. Funct. Polym., 55, 75 (2003).
A. Kanazawa, T. Ikeda and T. Endo, J. Polym. Sci. A: Polym. Chem., 31, 2873 (1993).
M. Babazadeh, J. Appl. Polym. Sci., 102, 633 (2006).
M. Babazadeh, Polym. Degrad. Stab., 91, 3245 (2006).
C.M. Cheng, M.I. Egbe, J.M. Grasshoff, D.J. Guarrera, R.P. Pai and J.C. Warner, J. Polym. Sci. A: Polym. Chem., 33, 2515 (1995).
C. Noel, K.C. Ching, M. Large, D. Reyx and F. Kajzar, Macromol. Chem. Phys., 198, 1665 (1997).
K. Kihara, H. Toda, M. Mori, M. Hashimoto and S. Mizogami, Eur. J. Med. Chem., 23, 411 (1988).
M.H. Tabrizi, S. Davaran and A. Entezami, Iran. Polym. J., 5, 243 (1996).
R. Jayakumar, R. Balaji and S. Nanjundan, Eur. Polym. J., 36, 1659 (2000).
U. Senthilkumar, R. Balaji, R. Arun Prasath and S. Nanjundan, J. Macromol. Sci.-Pure Appl. Chem., 38, 67 (2001).
M. Ismail, V. Veena and K.R. Animesh, J. Appl. Polym. Sci., 62, 217 (1998).
K. Ohno, Y. Izu, Y. Tsujii, T. Fukuda and H. Kitano, Eur. Polym. J., 40, 81 (2004).
K.D. Safa and MH. Nasirtabrizi, Eur. Polym. J., 41, 2310 (2005).
K.D. Safa, A. Hassanpour, S. Tofangdarzadeh and M.H. Nasirtabrizi, J. Iran. Chem. Soc., 5, 458 (2008).
Y. Mansoori, S.V. Atghia, M.R. Zamanloo, Gh. Imanzadeh and M. Sirousazar, Macromol. Nanotechnol., 46, 1844 (2010).
K.D. Safa, M.H. Nasirtabrizi and S. Tofangdarzadeh, Iran. Polym. J., 17, 39 (2008).
U. Georgi, M. Erber, J. Stadermann, M. Abulikemu, H. Komber, A. Lederer and B. Voit, J. Polym. Sci. A: Polym. Chem., 48, 2224 (2010).
S. Moulay, Prog. Polym. Sci., 35, 303 (2010).
D. Zhang, T. Zhang, J. Deng and W. Yang, React. Funct. Polym., 70, 376 (2010).
M. Guntupallia, C.W. Wilkins and P.E. Cassidya, Int. J. Polym. Mater., 57, 442 (2008).
A. Parthiban, A. Le Guen, Y. Yansheng, U. Hoffmann, M. Klapper and K. Müllen, Macromol., 30, 2238 (1997).