Synthesis and Characterization of Crosslinked Polyacrylates Containing Cubane and Silyl Groups

Mehrdad Mahkam; Mohammad Assadi; Rana Mohammadzadeh

Macromolecular Research, Vol.14, No.1, 34-37, February, 2006

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Synthesis and Characterization of Crosslinked Polyacrylates Containing Cubane and Silyl Groups

Mehrdad Mahkam^†, Mohammad Assadi, and Rana Mohammadzadeh

Chemistry Department, Azarbaijan University of Tarbiat Moallem, Tabriz, Iran

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Attaching the organosilyl groups to macromolecular chains of 2-hydroxyethyl methacrylate (HEMA) should lead to important modifications of polymer properties. t-BuMe2Si and cubane-1,4-dicarboxylic acid (CDA) were covalently linked with 2-hydroxyethyl methacrylate (HEMA). The silyl-linked HEMA is abbreviated as TSMA, while cubane-1,4-dicarboxylic acid (CDA) linked to two HEMA groups is the cross-linking agent (CA). Free radical cross-linking copolymerization of TSMA and HEMA with various ratios of CA as the cross-linking agent was carried out at 60-70 ℃. The compositions of the cross-linked, three-dimensional polymers were determined by FTIR spectroscopy. The glass transition temperature (Tg) of the network polymers was determined calorimetrically. The Tg of the network polymer increased with increasing cross-linking degree.

Keywords:copolymerization;cross-linking;glass transition temperature;silyl group;modified polymer

[References]

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Martin BD, Linhardt RJ, Dordick JS, Biomaterials, 19, 69 (1998)
Cicek H, Tuncel A, J. Polym. Sci. A: Polym. Chem., 36(4), 543 (1998)
Jayakumar R, Balaji R, Nanjundan S, Eur. Polym. J., 36, 1659 (2000)
Madheswari D, Nanzundan S, Eur. Polym. J., 28, 1123 (1992)
Joshi HN, Pharm. Technol., 12, 112 (1988)
Langer RS, Peppas NA, Biomaterials, 2, 201 (1981)
Nakadaira Y, Ohara K, Sakurai H, J. Org. Chem., 309, 247 (1986)
Yampolskii Y, Pavlova A, Ushakov N, Finkelshtein E, Macromol. Rapid Commun., 15, 917 (1994)
Finkelshtein E, Makoveskii K, Yampolskii Y, Ostrovskaya I, Portnykh E, Kalyuhnyi N, Makromol. Chem., 192, 1 (1991)
Kim YH, Kwon SK, Choi SK, Macromolecules, 30(21), 6677 (1997)
Safa KD, Babazadeh M, Namazi H, Mahkam M, Asadi MG, Eur. Polym. J., 40, 459 (2004)
Wisianneilson P, Xu GF, Macromolecules, 29(10), 3457 (1996)
Zhang J, Hou X, J. Membr. Sci., 97, 257 (1994)
Montheard JP, Jegat C, Camps M, J. Macromol. Sci.-Polym. Rev, 39, 135 (1999)
Kowalewska A, Stanczyk WA, Boileau S, Lestel L, Smith JD, Polymer, 40(3), 813 (1999)
Park KY, Kim HJ, Kim WY, Jeong YS, Lee YS, Bull. Korean Chem. Soc., 22, 1049 (2001)
Nagasaki Y, Suda M, Tsuruta T, Macromol. Rapid Commun., 10, 255 (1989)
Nagasaki Y, Tsuruta T, Macromol. Rapid Commun., 7, 437 (1986)
Mahkam M, Sharifi N, Entezami AA, J. Bioact. Compat. Polym., 15, 396 (2000)
Mahkam M, Sharifi N, Polym. Int., 49, 260 (2000)
Chang CH, Sheu YM, Hu WP, Wang LF, Chen JS, J. Polym. Sci. A: Polym. Chem., 36(9), 1481 (1998)
Mahkam M, J. Bioact. Compat. Polym., 19, 209 (2004)

[Referenced By]

[1] Harris FW, "Controlled release from polymers containing pendent bioactive substituents". R. S. Langer and D. L. Wise, Eds., in Medical Application of Controlled Release, CRC Press, Boca Raton, FL (1984)

[2] Martin BD, Linhardt RJ, Dordick JS, Biomaterials, 19, 69 (1998)

[3] Cicek H, Tuncel A, J. Polym. Sci. A: Polym. Chem., 36(4), 543 (1998)

[4] Jayakumar R, Balaji R, Nanjundan S, Eur. Polym. J., 36, 1659 (2000)

[5] Madheswari D, Nanzundan S, Eur. Polym. J., 28, 1123 (1992)

[6] Joshi HN, Pharm. Technol., 12, 112 (1988)

[7] Langer RS, Peppas NA, Biomaterials, 2, 201 (1981)

[8] Nakadaira Y, Ohara K, Sakurai H, J. Org. Chem., 309, 247 (1986)

[9] Yampolskii Y, Pavlova A, Ushakov N, Finkelshtein E, Macromol. Rapid Commun., 15, 917 (1994)

[10] Finkelshtein E, Makoveskii K, Yampolskii Y, Ostrovskaya I, Portnykh E, Kalyuhnyi N, Makromol. Chem., 192, 1 (1991)

[11] Kim YH, Kwon SK, Choi SK, Macromolecules, 30(21), 6677 (1997)

[12] Safa KD, Babazadeh M, Namazi H, Mahkam M, Asadi MG, Eur. Polym. J., 40, 459 (2004)

[13] Wisianneilson P, Xu GF, Macromolecules, 29(10), 3457 (1996)

[14] Zhang J, Hou X, J. Membr. Sci., 97, 257 (1994)

[15] Montheard JP, Jegat C, Camps M, J. Macromol. Sci.-Polym. Rev, 39, 135 (1999)

[16] Kowalewska A, Stanczyk WA, Boileau S, Lestel L, Smith JD, Polymer, 40(3), 813 (1999)

[17] Park KY, Kim HJ, Kim WY, Jeong YS, Lee YS, Bull. Korean Chem. Soc., 22, 1049 (2001)

[18] Nagasaki Y, Suda M, Tsuruta T, Macromol. Rapid Commun., 10, 255 (1989)

[19] Nagasaki Y, Tsuruta T, Macromol. Rapid Commun., 7, 437 (1986)

[20] Mahkam M, Sharifi N, Entezami AA, J. Bioact. Compat. Polym., 15, 396 (2000)

[21] Mahkam M, Sharifi N, Polym. Int., 49, 260 (2000)

[22] Chang CH, Sheu YM, Hu WP, Wang LF, Chen JS, J. Polym. Sci. A: Polym. Chem., 36(9), 1481 (1998)

[23] Mahkam M, J. Bioact. Compat. Polym., 19, 209 (2004)