Poly(vinyl ester) star polymers via xanthate-mediated living radical polymerization: From poly(vinyl alcohol) to glycopolymer stars

Bernard, J., Favier, A., Zhang, L., Nilasaroya, A., Davis, T. P., Barner-Kowollik, C., & Stenzel, M. H. (2005) Poly(vinyl ester) star polymers via xanthate-mediated living radical polymerization: From poly(vinyl alcohol) to glycopolymer stars. Macromolecules, 38(13).

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Abstract

PolyCvinyl ester) stars have been synthesized via different macromolecular design via interchange of xanthate (MADIX)/reversible addition-fragmentation chain transfer (RAFT) polymerization methodologies. Two approaches were investigated. The first method involved attaching the xanthate functionality to the core via a nonfragmenting covalent bond (Z-group approach). The second approach involved attaching the xanthate functionality to the core via a fragmenting covalent bond (R-group approach). The R-group approach yielded well-defined poly(vinyl acetate), poly(vinyl pivalate), and poly-(vinyl neodecanoate) stars with narrow polydispersities (PDI ≤ 1.4). In contrast, the molecular weight distributions of poly(vinyl acetate) stars prepared using the Z-approach tended to broaden at moderate to high conversions. We attribute this broadening to steric congestion around the xanthate functionality, restricting the access of monomer to the C=S bonds. The R-group approach was also found to be superior for preparing precursor stars suitable for hydrolysis to poly(vinyl alcohol). Hydrolysis of stars generated by the Z-group approach resulted in destruction of the architecture, as the process also cleaved the xanthate linkage at the nexus of the arms and core. Preliminary experiments on using the R-group approach to mediate the star-polymerization of vinyl-functional glycomonomers demonstrated the possibility of generating complex glycopolymer architectures. However, some significant problems were observed, and this synthetic approach requires further optimization. © 2005 American Chemical Society.

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ID Code: 99100
Item Type: Journal Article
Refereed: Yes
Additional Information: Cited By :133
Export Date: 5 September 2016
CODEN: MAMOB
Correspondence Address: Stenzel, M.H.; Centre for Advanced Macromolecular Design (CAMD), School of Chemical Engineering and Industrial Chemistry, University of New South Wales, Sydney, NSW 2052, Australia; email: camd@unsw.edu.au
References: Le, T.P., Moad, G., Rizzardo, E., Thang, S.H., PCT Int. Appl. WO9801478 A1 19980115(1998) Chem. Abstr., 128, p. 115390; Chiefari, J., Chong, Y.K., Ercole, F., Krstina, J., Jeffery, J., Le, T.P., Mayadunne, R.T.A., Thang, S.H., (1998) Macromolecules, 31, pp. 5559-5562; Destarac, M., Charmot, D., Franck, X., Zard, S.Z., (2000) Macromol. Rapid Commun., 21, pp. 1035-1039; Stenzel-Rosenbaum, M., Davis, T.P., Chen, V., Fane, A.G., (2001) J. Polym. Sci., Part A, 39, pp. 2777-2783; Mayadunne, R.T.A., Jeffery, J., Moad, G., Rizzardo, E., (2003) Macromolecules, 36, pp. 1505-1513; Stenzel, M.H., Davis, T.P., (2002) J. Polym. Sci., Part A, 40, pp. 4498-4512; Ming, C., Ghiggino, K.P., Launikonis, A., Mau, A.W.H., Rizzardo, E., Sasse, W.H.F., Thang, S.H., Wilson, G.J., (2003) J. Mater. Chem., 13, pp. 2696-2700; Stenzel, M.H., Davis, T.P., Barner-Kowollik, C., (2004) Chem. Commun., 13, pp. 1546-1547; Dureault, A., Taton, D., Destarac, M., Leising, F., Gnanou, Y., (2004) Macromolecules, 37, pp. 5513-5519; Matyjaszewski, K., Wang, J.S., PCT Int. Appl. WO9630421 A1 19961063Ueda, J., Matsuyama, M., Kamigaito, M., Sawamoto, M., (1998) Macromolecules, 31, pp. 557-562; Angot, S., Murthy, K.S., Taton, D., Gnanou, Y., (1998) Macromolecules, 31, pp. 7218-7225; Hedrick, J.L., Trollsas, M., Hawker, C.J., Claesson, A.H., Heise, A., Miller, R.D., Mecerreyes, D., Dubois, P., (1998) Macromolecules, 31, pp. 8691-8705; Matyjaszewski, K., Xia, J., (2001) Chem. Rev., 101, pp. 2921-2990; Hawker, C.J., Bosman, A.W., Harth, E., (2001) Chem. Rev., 101, pp. 3661-3688; Hawker, C.J., (1995) Angew. Chem., Int. Ed. Engl., 34, pp. 1456-1459; Robin, S., Guerret, O., Couturier, J.L., Gnanou, Y., (2002) Macromolecules, 35, pp. 2481-2486; Stenzel, M.H., Cummings, L., Roberts, G.E., Davis, T.P., Vana, P., Barner-Kowollik, C., (2003) Macromol. Chem. Phys., 204, pp. 1160-1168; Favier, A., Barner-Kowollik, C., Davis, T.P., Stenzel, M.H., (2004) Macromol. Chem. Phys., 205, pp. 925-936; Uhrich, K.E., Cannizarro, S.M., Langer, R.S., Shakesheff, K.M., (1999) Chem. Rev., 99, pp. 3181-3198; Orienti, I., Di Pietra, A., Luppi, B., Zecchi, V., (2000) Arch. Pharm. Pharm. Med. Chem., 333, pp. 421-424; Hassan, C.M., Peppas, N.A., (2000) Eur. J. Pharmacol. Biopharm., 49, pp. 161-165; Rump, A.F.E., Woschee, U., Theisohn, M., Fischbach, R., Heindel, W., Lackner, K., Klaus, W., (2002) Eur. J. Clin. Pharmacol., 58, pp. 459-465; Inoue, K., (2000) Prog. Polym. Sci., 25, pp. 453-571; Hadjichristidis, N., Pitsikalis, M., Pispas, S., Iatrou, H., (2001) Chem. Rev., 101, pp. 3747-3792; Haddleton, D.M., Edmonds, R., Heming, A.M., Kelly, E.J., Kukulj, D., (1999) New J. Chem., 23, pp. 477-479; Jesberger, M., Barner, L., Stenzel, M.H., Malmstrom, E., Davis, T.P., Barner-Kowollik, C., (2003) J. Polym. Sci., Part A, 41, pp. 3847-3861; Chaffey-Millar, H., Busch, M., Davis, T.P., Stenzel, M.H., Barner-Kowollik, C., (2005) Macromol. Theory Simul., 14, pp. 143-157; Albertin, L., Kohlert, C., Stenzel, M.H., Foster, J.L.R., Davis, T.P., (2004) Biomacromolecules, 5, pp. 255-260; Schaefgen, J.R., Flory, J., (1948) J. Am. Chem. Soc., 70, pp. 2709-2718; Yamada, K., Nakano, T., Okamoto, Y., (1998) Macromolecules, 31, pp. 7598-7605; Yamada, K., Nakano, T., Okamoto, Y., (2000) J. Polym. Sci., Part A, 38, pp. 220-228; Tokiwa, Y., Fan, H., Hiraguri, H., Kurane, R., Kitagawa, M., Shibatani, S., Maekawa, Y., (2000) Macromolecules, 33, pp. 1636-1639; Kitagawa, M., Raku, T., Shimakawa, H., Fan, H., Tokiwa, Y., (2002) Macromol. Biosci., 2, pp. 233-237
Keywords: Addition reactions, Chemical bonds, Free radical polymerization, Hydrolysis, Molecular weight, Synthesis (chemical), Viscosity measurement, Atom transfer radical polymerization (ATRP), Glycopolymer stars, Polydispersity, Vinyl esters, Polyvinyl acetates
DOI: 10.1021/ma050050u
ISSN: 00249297
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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