[en] The hydrolytic and thermal stability of random copolyesters of epsilon-caprolactone (epsilon-CL) and ca. 30 mol-% 2-oxepane-1,5-dione (OPD) have been investigated. Compared with poly(epsilon-caprolactone) (PCL) of a comparable molecular weight, the hydrolytic degradation of the copolyester is faster in a phosphate buffer (pH = 7.4) at 37°C as confirmed by the time dependence of water absorption, weight loss, melting temperature, and molecular weight. This difference is a result of the higher hydrophilicity imparted to the copolyester by the ketone of the OPD units. The thermal degradation has been studied by thermogravimetric analysis (TGA), (HNMR)-H-1 spectroscopy, and size exclusion chromatography (SEC). The activation energy of the thermal degradation under nitrogen has been found to be lower for the copolyesters than for PCL, which indicates that the OPD co-units have a deleterious effect on the thermal stability of PCL. The thermal degradation primarily occurs by pyrolysis of the ester functions.
Research center :
Center for Education and Research on Macromolecules (CERM)
Disciplines :
Chemistry Materials science & engineering
Author, co-author :
Dwan'Isa Latere, Jean-Pierre; Université de Liège - ULiège > Department of Chemistry > Center for Education and Research on Macromolecules (CERM)
Lecomte, Philippe ; Université de Liège - ULiège > Department of Chemistry > Center for Education and Research on Macromolecules (CERM)
Dubois, Philippe ; University of Mons-Hainaut (UMH) > Laboratory of Polymeric and Composite Materials (SMPC)
Jérôme, Robert ; Université de Liège - ULiège > Department of Chemistry > Center for Education and Research on Macromolecules (CERM)
Language :
English
Title :
Hydrolytic and thermal degradation of random copolyesters of epsilon-caprolactone and 2-oxepane-1,5-dione
BELSPO - SPP Politique scientifique - Service Public Fédéral de Programmation Politique scientifique F.R.S.-FNRS - Fonds de la Recherche Scientifique [BE] Solvay sa [BE]
Huang, S., (1985) Encyclopedia of Polymer and Science and Engineering, 2, p. 222. , H. F. Mark, N. M. Bikales, C. G. Overberger, G. Menges, Eds., Wiley, New York
Kopecek, J., Ulbrich, K., (1983) Prog. Polym. Sci., 9, p. 1
Williams, D.F., (1989) Comprehensive Polymer Science, 6, p. 607. , G. C. Eastmond, A. Ledwith, S. Russo, P. Sigwalt, Eds., Pergamon, Oxford
Swift, G., (1993) Acc. Chem. Res., 26, p. 105
Gilding, D.K., (1980) Biocompatibility of Implant Material, , D. F. William, Ed., CRC Press, Boca Raton
Schindler, A., Jeffcoat, R., Kimmel, G.L., Pitt, C.G., Wall, M.E., Zweidinger, R., (1977) Contemporary Topics in Polymer Science, 2, p. 251. , Plenum Press, New York
Vion, J.M., Jérôme, R., Teyssié, P., Aubin, M., Prud'homme, R.E., (1986) Macromolecules, 19, p. 1828
Barakat, I., Dubois, P., Jérôme, R., Teyssié, P., Mazurek, M., (1984) Macroml. Symp., 88, p. 227
Fukuzaki, H., Yoshida, M., Asano, M., Kamakura, M., Mashimo, T., Yuasa, H., Imai, K., Yamakana, H., (1990) Polymer, 31, p. 2006
Latere, J.-P., Lecomte, P., Dubois, P., Jérôme, R., (2002) Macromolecules, 35, p. 7857
Pitt, C.G., Chaslow, S.I., Hibionada, Y.M., Klismas, D.M., Schindler, A., (1981) J. Appl. Polym. Sci., 26, p. 3779
Woodward, S.C., Brewer, P.S., Moatamed, F., Schindler, A., Pitt, C.G., (1985) J. Biomed. Mater. Res., 19, p. 437
Li, S., Vert, M., Biodegradable Polymers: Polyesters (1999) The Encyclopedia of Controlled Drug Delivery, p. 71. , E. Mathiowitz, Ed., Wiley, New York
Holland, S.J., Tighe, G.J., Gould, P.L., (1986) J. Controlled Release, 4, p. 155
Pitt, C.G., Schindler, A., (1983) Controlled Drug Delivery, , S. D. Bruck, Ed., CRC Press, Boca Raton
Pitt, C.G., Gratzel, M.M., Jeffcoat, A.R., Zweidinger, R., Schindler, A., (1981) Biomaterials, 2, p. 215
Nakamura, T., Hitomi, S., Shimamoto, T., Hyon, S.-H., Ikada, Y., Watanabe, S., Shimizu, S., (1987) Biomaterials and Clinical Applications, p. 759. , A. Pizzoferrato, P. G. Marchetti, A. Ravaglioli, A. J. C. Lee, Eds., Elsevier, Amsterdam
Sawney, A.S., Hubbell, J.A., (1990) J. Biomed. Mater. Res., 24, p. 1397
Malin, M., Hiljanen-Vainio, M., Karjalainen, T., Seppälä, J., (1996) AJ. Appl. Polym. Sci, 59, p. 1289
Kunioka, M., Doi, Y., (1990) Macromolecules, 23, p. 1933
Persenaire, O., Alexandre, M., Degée, P., Dubois, P., (2001) Biomacromolecules, 2, p. 288
Van Krevelen, D.W., (1990) Properties of Polymers, p. 641. , Elsevier, Amsterdam, Ch. 21
Pitt, C.G., (1992) Biodegradable Polymers and Plastics, , M. Vert, J. Feijen, A. Albertsson, G. Scott, E. Chiellini, Eds., Royal Society of Chemistry, Cambridge
Makino, K., Ohshima, H., Kondo, T., (1986) J. Microencapsulation, 3, p. 203
Kenley, R.A., Lee, M.O., Mahoney T.R. II, Sanders, L.M., (1987) Macromolecules, 20, p. 2398
Makino, K., Ohshima, H., Kondo, T., (1986) J. Microencapsulation, 3, p. 203
Lewis, D.H., (1990) Biodegradable Polymers as Drug Delivery Systems, , M. Chasin, R. Langer, Eds., Marcel Dekker, New York
Grizzi, I., Garreau, H., Li, S., Vert, M., (1995) Biomaterials, 16, p. 305
Heller, J., (1983) ACS Symposium Series 212, p. 373. , American Chemical Society, Washington, DC
Li, S., Garreau, H., Vert, M., (1990) J. Mater. Sci. Mater. Med., 1, p. 123
Li, S., Garreau, H., Vert, M., (1990) J. Mater. Sci. Mater. Med., 1, p. 131
Therin, M., Christel, P., Li, S.M., Garreau, H., Vert, M., (1992) Biomaterials, 13, p. 594
Holland, S.J., Tighe, G.J., Gould, P.L., (1986) J. Controlled Release, 4, p. 155
Pitt, C.G., Gratzel, M.M., Kimmel, G.L., Surles, J., Schindler, A., (1981) Biomaterials, 2, p. 215
Silverstein, R.M., Bassler, G.C., Morrill, T.C., (1991) "Spectrometric Identification of Organic Compounds", 5th Edition, , Wiley, New York
March, J., (1985) "Advanced Organic Chemistry Reactions, Mechanisms and Structure", 3rd Edition, , Wiley-Interscience, New York
