Preparation of Amine-Containing Poly(amide-sulfone)s Using Vinylsulfone Reactive Monomers and Their Properties

Young-Min Jeon; Tai-Ho Lim; Soo-Han Kim; Jong-Gyu Kim; Myoung-Seon Gong

Macromolecular Research, Vol.15, No.1, 17-21, February, 2007

Export Citation

Preparation of Amine-Containing Poly(amide-sulfone)s Using Vinylsulfone Reactive Monomers and Their Properties

Young-Min Jeon, Tai-Ho Lim, Soo-Han Kim, Jong-Gyu Kim, and Myoung-Seon Gong^†

Department of Chemistry and Institute of Basic Science, Dankook University, Chungnam 330-714, Korea

E-mail:

A series of new, vinyl sulfone-containing monomers was prepared by p-aminophenyl vinyl sulfone (1) with various acid chlorides such as adipoly chloride, terephthaloyl chloride and isophthaloyl chloride. Finally, tertiary amine-containing poly(amide-sulfone)s were prepared by the Michael-type addition polymerization using N,Ndimethylethylenediamine (DMEDA), p-phenylenediamine and piperazin. To evaluate the relevant properties for permselective membranes and enzyme substrate, various physical properties such as molecular weight, solubility, quaternization behavior and thermal properties were examined.

Keywords:poly(amide-sulfone)s;vinyl sulfone;Michael addition;tertiary amine

[References]

Davis A, Makromol. Chem., 128, 242 (1969)
Rao VL, J. Macromol. Sci.-Rev. Macromol. Chem. Phys., C39, 655 (1999)
Macocinschi D, Grigoriu A, Filip D, Eur. Polym. J., 38, 1025 (2002)
Russo M, Mortillaro L, J. Polym. Sci. A-1, 7, 3337 (1969)
Imai Y, Shimizu H, Sato Y, Ueda M, J. Polym. Sci. A: Polym. Chem., 19, 3031 (1981)
Lim JC, Suzuki M, Saegusa T, J. Polym. Sci. A: Polym. Chem., 12, 3093 (1993)
Schmidt-Winkel P, Wudl F, Macromolecules, 31(9), 2911 (1998)
Gao C, Yan DY, Chem. Commun., 107 (2001)
Cook RE, Ivin KJ, O’Donnell JH, Trans. Faraday Soc., 55, 262 (1959)
Hwang JS, Tsonis CP, J. Polym. Sci. A: Polym. Chem., 31, 1417 (1993)
Florjanczyk Z, Raducha D, Makromol. Chem., 194, 2605 (1993)
Cho I, Prog. Polym. Sci, 25, 1013 (2000)
Du RH, Feng XS, Chakma A, J. Membr. Sci., 279(1-2), 76 (2006)
Nakano H, Seita K, Imamura K, Watanabe T, US Patent 4,787,977 (1988)
Fukutomi T, Takizawa M, Nakamura M, US Patent 5,543,045 (1996)
Streicher C, US Patent 5,607,557 (1997)
Rappoport Z, Advances in Physical Organic Chemistry, Academic Press, London & New York, 1969, Vol. 7
Nobler P, Borgardt TG, Reed WL, Chem. Rev., 19, 64 (1964)
Dean JA, Lange Handbook of Chemistry, 13th Ed., McGraw Hill, New York, 1985, p. 5, 18~60

[Referenced By]

[Related Articles]

[1] Davis A, Makromol. Chem., 128, 242 (1969)

[2] Rao VL, J. Macromol. Sci.-Rev. Macromol. Chem. Phys., C39, 655 (1999)

[3] Macocinschi D, Grigoriu A, Filip D, Eur. Polym. J., 38, 1025 (2002)

[4] Russo M, Mortillaro L, J. Polym. Sci. A-1, 7, 3337 (1969)

[5] Imai Y, Shimizu H, Sato Y, Ueda M, J. Polym. Sci. A: Polym. Chem., 19, 3031 (1981)

[6] Lim JC, Suzuki M, Saegusa T, J. Polym. Sci. A: Polym. Chem., 12, 3093 (1993)

[7] Schmidt-Winkel P, Wudl F, Macromolecules, 31(9), 2911 (1998)

[8] Gao C, Yan DY, Chem. Commun., 107 (2001)

[9] Cook RE, Ivin KJ, O’Donnell JH, Trans. Faraday Soc., 55, 262 (1959)

[10] Hwang JS, Tsonis CP, J. Polym. Sci. A: Polym. Chem., 31, 1417 (1993)

[11] Florjanczyk Z, Raducha D, Makromol. Chem., 194, 2605 (1993)

[12] Cho I, Prog. Polym. Sci, 25, 1013 (2000)

[13] Du RH, Feng XS, Chakma A, J. Membr. Sci., 279(1-2), 76 (2006)

[14] Nakano H, Seita K, Imamura K, Watanabe T, US Patent 4,787,977 (1988)

[15] Fukutomi T, Takizawa M, Nakamura M, US Patent 5,543,045 (1996)

[16] Streicher C, US Patent 5,607,557 (1997)

[17] Rappoport Z, Advances in Physical Organic Chemistry, Academic Press, London & New York, 1969, Vol. 7

[18] Nobler P, Borgardt TG, Reed WL, Chem. Rev., 19, 64 (1964)

[19] Dean JA, Lange Handbook of Chemistry, 13th Ed., McGraw Hill, New York, 1985, p. 5, 18~60