Macromolecular Research, Vol.21, No.2, 221-227, February, 2013
Synthesis and thermal properties of ferrocene-modified poly(epichlorohydrin-co-2-(methoxymethyl)oxirane)
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2-(Methoxymethyl)oxirane (MOMO) was used as a co-monomer for ring-opening polymerization, and four different samples of poly(epichlorohydrin-co-2-(methoxymethyl)oxirane) (poly(ECH-co-MOMO)) were synthesized by cationic ring opening copolymerization in the presence of BF3-etherate and 1,4-butandiol as an initiator system. Further, ferrocene modified copolymers were obtained by a substitution reaction of ferrocene methanol with the epichlorohydrin (ECH) unit in poly (ECH-co-MOMO) under mild 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-MOMO) and ferrocene-modified poly(ECH-co-MOMO) were compared using differential scanning calorimetry (DSC) and thermal gravimetric analysis (TGA). The glass transition temperatures (T g ) of PECH and PMOMO were -47 and -61 °C, respectively. As the contents of PMOMO increased, the T g of the poly(ECH-co-MOMO)s were decreased and the onset of thermal decomposition shifted to a higher temperature. The decomposition temperature of poly(ECH-co-MOMO) was higher than that of the ferrocene-modified poly(ECH-co-MOMO).
- 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, Chichester (1988)
- Iizawa T, Nishikubo T, Ichikawa M, Sugawara Y, J.Polym. Sci. Part A: Polym. Chem., 23, 1893 (1985)
- Perez M, Ronda JC, Reina JA, Serra A, Polymer, 42(1), 1 (2001)
- Nishikubo T, Iizawqa T, Mizutami Y, Okawara M, Makromol. Chem. Rapid Commun., 3, 617 (1982)
- Nishikubo T, Iizawqa T, Sukawara Y, Shimokawa TJ, J. Polym. Sci. Part A: Polym. Chem., 24, 1097 (1986)
- Lee JC, Litt MH, Rogers CE, J. Polym. Sci. B: Polym. Phys., 36(1), 75 (1998)
- Sohn EH, Kim JE, Kim BG, Kang JI, Chung JS, Ahn JY, Yoon JY, Lee JC, Colloid. Surf. B: Biointerfaces., 77, 191 (2010)
- Kang H, Sohn EH, Kang DS, Lee JC, Liq. Cryst., 36, 855 (2009)
- Callau L, Reina JA, Mantecon A, Tessier M, Spassky N, Macromolecules, 32(23), 7790 (1999)
- Kim BG, Chung JS, Sohn EH, Kwak SY, Lee JC, Macromolecules, 42(9), 3333 (2009)
- Perez M, Ronda JC, Reina JA, Serra A, Polymer, 39(17), 3885 (1998)
- Casado CM, Gonzalez B, Cusdrado I, Alonso B, Moran M, Losada J, Angew. Chem. Int. Ed., 39, 2135 (2000)
- Alonso B, Armada PG, Losada J, Cuadrado I, Gonzalez B, Casado CM, Biosens. Bioelectron., 19, 1617 (2004)
- Oh SK, Baker LA, Crooks RM, Langmuir, 18(18), 6981 (2002)
- Nlate S, Ruiz J, Sartor V, Navarro R, Blais JC, Astruc D, Chem. Eur. J., 6, 2544 (2000)
- Kim C, Park E, Song CK, Koo BW, Synth. Met., 123, 493 (2001)
- 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., 269/270, 273 (1995)
- Urbanski T, Chemistry and Technology of Explosives Vol III; Pergamon Press, NewYork (1985)
- Swarts PJ, Mathilda I, Lamprecht GJ, Greyling SE, Swarts JC, S-Afr Tydskr Chem., 50, 208 (1994)
- Subramanian K, J. Polym. Sci. A: Polym. Chem., 37(22), 4090 (1999)
- Cho BS, Noh ST, J. Appl. Polym. Sci., 121(6), 3560 (2011)
- Ulrich T, Mueller W, Yang Z, Georg I, J. Organomet.Chem., 463, 163 (1993)
- Senel M, Synth. Met., 161, 1861 (2011)
- Nakatsuji Y, Nakamura T, Okahara M, Dishong DM, Gokel GW, J. Org. Chem., 48, 1237 (1983)