Synthesis and Characterization of Poly(ferrocenyl glycidyl ether)-1,2-Butylene Oxide Copolymers

Bong-Sang Cho; Jeong-Su Kim; Jae-Myung Lee; Jeong-Ohk Kweon; Si-Tae Noh

Macromolecular Research, Vol.22, No.8, 826-831, August, 2014

DOI10.1007/s13233-014-2115-9 Export Citation

Synthesis and Characterization of Poly(ferrocenyl glycidyl ether)-1,2-Butylene Oxide Copolymers

Bong-Sang Cho, Jeong-Su Kim, Jae-Myung Lee, Jeong-Ohk Kweon, and Si-Tae Noh^†

Department of Chemical Engineering, College of Engineering science, Hanyang University, Gyeonggi, 426-791, Korea

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Five different samples of poly(epichlorohydrin-co-1,2-butylene oxide) (poly(ECH-co-BO)) were synthesized by ring opening cationic copolymerization in the presence of BF3-etherate with diethyleneglycol as an initiator system. Poly(ferrocenyl glycidyl ether)-butylene oxide (poly(FcGE)-BO) copolymers were obtained by a substitution reaction of ferrocene methanol with the epichlorohydrin (ECH) unit in poly(ECH-co-BO) under basic conditions. Structural analysis of all products was performed using Fourier transform infrared (FTIR) spectroscopy and nuclear magnetic resonance (NMR). The thermal behaviors of the poly(ECH-co-BO) and poly(FcGE)-BO copolymers were compared using differential scanning calorimetry (DSC) and thermal gravimetric analysis (TGA). As iron content increased, the Tg of poly(FcGE)-BO copolymers also increased. The decomposition temperature of poly (ECH-co-BO) was higher than those of poly(FcGE)-BO copolymers.

Keywords:cationic ring opening polymerization;ferrocene;PECH copolymers.

[References]

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Gaur B, Lochab B, Choudhary V, Varma IK, J. Macromol. Sci. Polym. Rev., 43, 505 (2003)
Al-Kaabi K, Van Reenen AJ, J. Appl. Polym. Sci., 114(1), 398 (2009)
Kang H, Sohn EH, Kang DS, Lee JC, Liq. Cryst., 36, 855 (2009)
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Tonhauser C, Alkan A, Schomer M, Dingels C, Ritz S, Mailander V, Frey H, Wurm FR, Macromolecules, 46(3), 647 (2013)
Millan JL, Martinez G, Mijangos C, Gomez-Elvira JM, Makromol. Chem. Makromol. Symp., 29, 185 (1989)
Sherrington DC, Hodge P, Synthesis and Separations Using Functional Polymers, Wiley, New York (1988)
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Nishikubo T, Iizawqa T, Sukawara Y, Shimokawa TJ, J. Polym. Sci. Part A: Polym. Chem., 24, 1097 (1986)
Casado CM, Gonzalez B, Cusdrado I, Alonso B, Moran M, Losada J, Angew. Chem. Int. Ed., 39, 2135 (2000)
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Oh SK, Baker LA, Crooks RM, Langmuir, 18(18), 6981 (2002)
Gibbs JM, Park SJ, Anderson DR, Watson KJ, Mirkin CA, Nguyen ST, J. Am. Chem. Soc., 127(4), 1170 (2005)
Carvalheira P, Gadiot GMHJL, de Klerk WPC, Thermochim. Acta, 269, 273 (1995)
Urbanski T, Chemistry and Technology of Explosives, Vol III, Pergamon Press, NewYork (1985)
Subramanian K, J. Polym. Sci. A: Polym. Chem., 37(22), 4090 (1999)
Cho BS, Noh ST, J. Appl. Polym. Sci., 121(6), 3560 (2011)
Senel M, Synth. Met., 161, 1861 (2011)

[Related Articles]

[1] Penczek S, Kubisa P, Szymanski R, Makromol. Chem. Macromol. Symp., 3, 203 (1986)

[2] Kubisa P, Penczek S, Prog. Polym. Sci., 24, 1409 (1999)

[3] Tokar R, Kubisa P, Penczek S, Dworak A, Macromolecules, 27(2), 320 (1994)

[4] Francis U, Venkatachalam S, Kanakavel M, Ravindran PV, Ninan KN, Eur. Polym. J., 39, 831 (2003)

[5] Guanaes D, Bittencourt E, Eberlin MN, Sabino AA, Eur. Polym. J., 43, 2141 (2007)

[6] Frankel MB, Grant LR, Flanagan JE, J. Propul. Power, 8, 560 (1992)

[7] Arslan H, Eroglu MS, Hazer B, Eur. Polym. J., 37, 581 (2001)

[8] Gaur B, Lochab B, Choudhary V, Varma IK, J. Macromol. Sci. Polym. Rev., 43, 505 (2003)

[9] Al-Kaabi K, Van Reenen AJ, J. Appl. Polym. Sci., 114(1), 398 (2009)

[10] Kang H, Sohn EH, Kang DS, Lee JC, Liq. Cryst., 36, 855 (2009)

[11] Han X, Shanks RA, Pavel D, Eur. Polym. J., 41, 984 (2005)

[12] Tonhauser C, Alkan A, Schomer M, Dingels C, Ritz S, Mailander V, Frey H, Wurm FR, Macromolecules, 46(3), 647 (2013)

[13] Millan JL, Martinez G, Mijangos C, Gomez-Elvira JM, Makromol. Chem. Makromol. Symp., 29, 185 (1989)

[14] Sherrington DC, Hodge P, Synthesis and Separations Using Functional Polymers, Wiley, New York (1988)

[15] Perez M, Ronda JC, Reina JA, Serra A, Polymer, 42(1), 1 (2001)

[16] Nishikubo T, Iizawqa T, Sukawara Y, Shimokawa TJ, J. Polym. Sci. Part A: Polym. Chem., 24, 1097 (1986)

[17] Casado CM, Gonzalez B, Cusdrado I, Alonso B, Moran M, Losada J, Angew. Chem. Int. Ed., 39, 2135 (2000)

[18] Alonso B, Armada PG, Losada J, Cuadrado I, Gonzalez B, Casado CM, Biosens. Bioelectron., 19, 1617 (2004)

[19] Oh SK, Baker LA, Crooks RM, Langmuir, 18(18), 6981 (2002)

[20] Gibbs JM, Park SJ, Anderson DR, Watson KJ, Mirkin CA, Nguyen ST, J. Am. Chem. Soc., 127(4), 1170 (2005)

[21] Carvalheira P, Gadiot GMHJL, de Klerk WPC, Thermochim. Acta, 269, 273 (1995)

[22] Urbanski T, Chemistry and Technology of Explosives, Vol III, Pergamon Press, NewYork (1985)

[23] Subramanian K, J. Polym. Sci. A: Polym. Chem., 37(22), 4090 (1999)

[24] Cho BS, Noh ST, J. Appl. Polym. Sci., 121(6), 3560 (2011)

[25] Senel M, Synth. Met., 161, 1861 (2011)