A New Chemo-Enzymatic Route to Side-Chain Liquid-Crystalline Polymers: The Synthesis and Polymerization of 6-(4-Methoxybiphenyl-4′-oxy)hexyl Vinyl Hexanedioate

Hao, X., Albertin, L., Foster, L. J. R., Davis, T. P., & Barner-Kowollik, C. (2003) A New Chemo-Enzymatic Route to Side-Chain Liquid-Crystalline Polymers: The Synthesis and Polymerization of 6-(4-Methoxybiphenyl-4′-oxy)hexyl Vinyl Hexanedioate. Macromolecular Bioscience, 3(11).

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A novel synthetic method combining chemo and enzymatic synthesis strategies was employed to prepare a vinyl acetate type monomer, 6-(4-methoxybiphenyl-4′-oxy)hexyl vinyl hexanedioate (VA-LC). Homo- and copolymers of VA-LC with maleic anhydride (MAn) were prepared by conventional free radical polymerization using 2,2′-azobisisobutyronitrile (AIBN) and 1,1′-azobis (cyclohexane carbonitrile) (AHCN) as an initiator at 95 and 60 °C, respectively. The thermal properties of the generated polymeric material were investigated by differential scanning calorimetry (DSC), and the optical texture was inspected by polarizing optical microscopy (POM). While the monomer VA-LC does not exhibit liquid-crystalline properties, poly(VA-LC), and the alternating copolymer of VA-LC with maleic anhydride both displayed such properties.

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ID Code: 99071
Item Type: Journal Article
Refereed: Yes
Additional Information: Cited By :2 Export Date: 5 September 2016 CODEN: MBAIB Correspondence Address: Davis, T.P.; Ctr. for Adv. Macromolecular Design, Sch. of Chem. Eng. and Indust. Chem., University of New South Wales, Sydney, NSW 2052, Australia Chemicals/CAS: adipic acid, 124-04-9; maleic anhydride, 108-31-6 References: Collyer, A.A., (1992) Liquid Crystal Polymers: From Structures to Applications, , Elsevier Applied Science, London and New York; McArdle, C.B., (1989) Side Chain Liquid Crystal Polymers, , Blackie, Glasgow and London 1989, Chapman and Hall, New York; Finkelmann, H., Happ, M., Portugall, M., Ringsdorf, H., (1978) Makromol. Chem., 179, p. 2541; Finkelmann, H., Day, D., (1979) Makromol. Chem., 180, p. 2269; Fischer, H., Poser, S., Arnold, M., Frank, W., (1994) Macromolecules, 27, p. 7133; Iannelli, P., Pragliola, S., Roviello, A., Sirigu, A., (1997) Macromolecules, 30, p. 4247; Kasko, A.M., Heintz, A.M., Wang, Y., Pugh, C., (1997) Polym. Prepr. (Am. Chem. Soc. Div. Polym. Chem.), 38, p. 675; Kasko, A.M., Heintz, A.M., Pugh, C., (1998) Macromolecules, 31, p. 256; Kasko, A.M., Grunwald, S.R., Pugh, C., (2001) Polym. Prepr. (Am. Chem. Soc. Div. Polym. Chem.), 42, p. 160; Kim, G.-H., Jin, S., Pugh, C., Cheng, S.Z.D., (2001) J. Polym. Sci. Part B: Polym. Phys., 39, p. 3029; Keller, P., Shao, R., Walba, D.M., Brunet, M., (1995) Liq. Cryst., 18, p. 915; Kremer, F., Lehmann, W., Skupin, H., Hartmann, L., Stein, P., Finkelmann, H., (1998) Polym. Adv. Technol., 9, p. 672; Fan, X., Zhou, Q., (2001) Huaxue Jinzhan, 13, p. 251; P. Le Barny, Fr. Demande 2597109, 1987, 16 ppMeredith, G.R., Vandusen, J.G., Williams, D.J., (1983) ACS Symp. Ser., 233, p. 109; J. E. Kuder, US 4607095, 1986, 5 ppHirschmann, H., Meier, W., Finkelmann, H., (1991) Proceed. SPIE - The International Society for Optical Engineering, 1559, p. 27; Kahn, F.J., (1973) Appl. Phys. Lett., 22, p. 111; Kajiyama, T., Kikuchi, H., (1991) C-MRS Int. Symp. Proc., 3, p. 181; Finkelmann, H., Wermter, H., (2000) Book of Abstracts, 219th ACS National Meeting, pp. PMSE189; Finkelmann, H., Shahinpoor, M., (2002) Proc. SPIE-The International Society for Optical Engineering, 4695, p. 459; Albertin, L., Kohlert, C., Heuts, J.P.A., Stenzel, M.H., Foster, J.L.R., Davis, T.P., (2003) Biomacromolecules, , in press; Khan, A., Haddleton, D.M., Hannon, M.J., Kukulj, D., Marsh, A., (1999) Macromolecules, 32, p. 6560; Marsh, A., Khan, A., Haddleton, D.M., Hannon, M.J., (1999) Macromolecules, 32, p. 8725; Chen, X., Martin, B.D., Neubauer, T.K., Linhardt, R.J., Dordick, J.S., Rethwisch, D.G., (1995) Carbohydr. Polym., 28, p. 15; Tokiwa, Y., Kitagawa, M., (1998) Sci. Technol. Polym. Adv. Mater., p. 477; Wulff, G., Schmid, J., Venhoff, T., (1996) Macromol. Chem. Phys., 197, p. 259; Kline, B.J., Beckman, E.J., Russell, A.J., (1998) J. Am. Chem. Soc., 120, p. 9475; Stern, E.W., Spector, M.L., Leftin, H.P., (1966) J. Catal., p. 152; Nakno, T., Hasegawa, T., Okamoto, Y., (1993) Macromolecules, 26, p. 5494; Rodriguez-Parada, J.M., Percec, V., (1986) J. Polym. Sci. Polym. Chem., 24, p. 1363; Allcock, H.R., Kim, C., (1990) Macromolecules, 23, p. 3881; Kraty, O., Krauss, A., (1957) Kolloid Z., 14, p. 151
Keywords: Calorimetry, Enzymes, Liquid-crystalline polymers (LCP), Polarizing optical microscopy, Radical polymerization, Copolymers, Differential scanning calorimetry, Free radical polymerization, Monomers, Optical microscopy, Synthesis (chemical), Textures, Optical texture, Polarizing optical microscopy (POM), Liquid crystal polymers, 6 (4 methoxybiphenyl 4' oxy)hexylvinyl hexanedioate, adipic acid, maleic anhydride, unclassified drug, article, crystallization, enzyme metabolism, liquid crystal, macromolecule, nonlinear system, phase transition, polarization microscopy, polymerization, proton nuclear magnetic resonance, structure analysis, synthesis, viscosity, Homo
DOI: 10.1002/mabi.200300007
ISSN: 16165187
Divisions: Current > Schools > School of Chemistry, Physics & Mechanical Engineering
Current > Institutes > Institute for Future Environments
Current > QUT Faculties and Divisions > Science & Engineering Faculty
Deposited On: 22 Sep 2016 04:50
Last Modified: 22 Sep 2016 04:50

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