Synthesis and characterization of random copolyesters of epsilon-caprolactone and 2-oxepane-1,5-dione

[en] 2-Oxepane-1,5-dione (OPD) has been synthesized by the Baeyer-Villiger oxidation of 1,4-cyclohexanedione and copolymerized with epsilon-caprolactone. This random copolymerization has been initiated by different metal derivatives, i.e., tin octanoate, dibutyltin dimethoxide, and aluminum isopropoxide. Dibutyltin dimethoxide is the preferred initiator, and the course of polymerization is controlled by the competition of the ketone of OPD and the ester of the lactones for coordination to the initiator. Semicrystalline copolymers are formed, whose the randomness has been confirmed by DSC, H-1 NMR, and C-13 NMR analysis. A single melting temperature (Tm) has been observed, which varies regularly and monotonically with the OPD content as result of a cocrystallization phenomenom. The single glass transition temperature (Tg) obeys the Fox equation.

Research Center/Unit :

Center for Education and Research on Macromolecules (CERM)

Disciplines :

Chemistry
Materials science & engineering

Author, co-author :

Latere Dwan'Isa, Jean-Pierre; Université de Liège - ULiège > Centre d'études et de rech. sur les macromolécules (CERM)

Lecomte, Philippe ; Université de Liège - ULiège > Centre d'études et de rech. sur les macromolécules (CERM)

Dubois, Philippe ; Université de Mons-Hainaut - UMH > Laboratory of Polymeric and Composite Materials (SMPC)

Jérôme, Robert ; Université de Liège - ULiège > Centre d'études et de rech. sur les macromolécules (CERM)

Language :

English

Title :

Synthesis and characterization of random copolyesters of epsilon-caprolactone and 2-oxepane-1,5-dione

Publication date :

22 April 2003

Journal title :

Macromolecules

ISSN :

0024-9297

eISSN :

1520-5835

Publisher :

Amer Chemical Soc, Washington, United States - Washington

Volume :

Issue :

Pages :

2609-2615

Peer reviewed :

Peer Reviewed verified by ORBi

Additional URL :

http://pubs.acs.org/doi/pdf/10.1021/ma025973t

Funders :

BELSPO - SPP Politique scientifique - Service Public Fédéral de Programmation Politique scientifique
F.R.S.-FNRS - Fonds de la Recherche Scientifique
Solvay sa

Available on ORBi :

since 24 November 2008

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Bibliography

Bastioli, C. Macromol. Symp. 1998, 135, 193.
(b) Bohlman, G.; Yoshida, Y. Biodegradable Polymers, CEH Report, Feb 2000.
Quirk, R. P.; Lee, Y.; Zhou, J. P. Polym. Prepr. (Am. Chem. Soc., Div. Polym. Chem.) 2000, 41 (1), 129.
(b) Thermoplastic Elastomers, 2nd ed.; Holden, G., Legge, N. R., Quirk, R., Schroeder, H. E., Eds.; Hanser Publ.: Münich, 1996.
Billingham, N. C.; Proctor, M. G.; Smith, J. D. J. Organomet. Chem. 1988, 341, 83.
(b) Hori, Y.; Takahashi, Y.; Yamaguchi, A.; Nishishita, T. Macromolecules 1993, 26, 4388.
(c) Duda, A.; Penczeck, S.; Dubois, P.; Mecerreyes, D.; Jérôme, R. Macromol. Chem. Phys. 1996, 197, 1273.
(d) Schue, F.; Jaimes, C.; Dobreva-Schue, R.; Giani-Beaune, O.; Amass, W.; Amass, A. Polym. Int. 2000, 49, 965.
Schindler, A.; Jeffcoat, R.; Kimmel, G. L.; Wall, M.; Zweindinger, R. Contemp. Top. Polym. Sci. 1977, 2, 251.
(b) Kricheldorf, H.; Jonte, J.; Berl, M. Makromol. Chem. Suppl. 1985, 12, 25.
Shalaby, S. W.; Jamiolowski, D. D. DE Patent 3,335-588-An, 1984.
(b) Shalaby, S. W.; Jamiolkowski, D. D. Polym. Prepr. (Am. Chem. Soc., Div. Polym. Chem.) 1985, 26 (2), 190.
(c) Shalaby, S. W.; Jamiolkowski, D. D. Polym. Prepr. (Am. Chem. Soc., Div. Polym. Chem.) 1985, 26 (2), 200.
Goodman, I.; Vachon, R. N. Eur. Polym. J. 1984, 20, 539.
Goodman, I.; Valavanidis, A. Eur. Polym. J. 1984, 20, 241.
Stridsberg, K.; Gruvegård, M.; Albertsson, A.-C. Macromol. Symp. 1998, 730, 367.
Vion, J.-M.; Jérôme, R.; Teyssié, Ph.; Aubin, M.; Prud'homme, R. Macromolecules 1986, 19, 1828.
Seefried, C. G.; Koleske, J. V.; Critchfield, F. E. J. Polym. Phys. Ed. 1976, 7, 795.
Tian, D.; Dubois, P.; Grandfils, C.; Jérôme, R. Macromolecules 1997, 30, 406.
Pitt, G.; Gu, Z. W.; Ingram, P.; Hundren, R. W. J. Polym. Sci., Part A: Polym. Chem. 1987, 25, 955.
(b) Stassin, F.; Halleux, O.; Dubois, Ph.; Detrembleur, C.; Lecomte, P.; Jérôme, R. Macromol. Symp. 2000, 153, 27.
Detrembleur, C.; Mazza, M.; Halleux, O.; Lecomte, P.; Mecerreyes, D.; Hedrick, J. L.; Jérôme, R. Macromolecules 2000, 33, 14.
Mecerreyes, D.; Miller, R. D.; Hedrick, J. L.; Detrembleur, C.; Jérôme, R. J. Polym. Sci., Part A: Polym. Chem. 2000, 38, 870.
Latere, J. P.; Lecomte, P.; Dubois, P.; Jérôme, R. Macromolecules 2002, 35, 7857.
Schindler, A.; Hibionada, Y. M.; Pitt, C. G. J. Polym. Sci., Polym. Chem. Ed. 1982, 20, 319.
Storey, R. F.; Taylor, A. E. J. Macromol. Sci., Pure Appl. Chem. 1998, A35, 723.
Kowalski, A.; Duda, A.; Penczeck, S. Macromol. Rapid Commun. 1998, 19, 567.
(b) Schindler, A.; Hibionada, Y. M.; Pitt, C. G.; Langer, R. J. J. Polym. Sci., Part A: Polym. Chem. 1982, 20, 319.
Latere Dwan'Isa, J. P.; Lecomte, P.; Dubois, P.; Jérôme, R. Macromol. Chem. Phys., submitted for publication.
Vanhoorne, P.; Dubois, P.; Jérôme, R.; Teyssié, P. Macromolecules 1992, 25, 37.
(b) Tian, D.; Dubois, P.; Jérôme, R. Macromolecules 1997, 30, 2575.
Silverstein, R. M.; Bassler, G. C.; Morrill, T. C. In Spectrometric Identification of Organic Compounds, 5th ed.; John Wiley & Sons: New York, 1991; Chapter 5.
Latere Dwan'Isa, J. P. PhD Thesis, University of Liège, Belgium, 2002.
Nelissen, M.; Keul, H.; Höcker, H. Macromol. Chem. Phys. 1995, 196, 1645.
Duda, A.; Penczeck, S. Macromolecules 1995, 28, 5981.
(b) Dubois, P.; Jérôme, R.; Teyssié, P. Makromol. Chem., Macromol. Symp. 1991, 42/43, 103.
Duda, A.; Penczeck, S. Makromol. Chem., Macromol. Symp. 1991, 47, 127.
(b) Kricheldorf, H. R.; Kreiser-Saunders, I. Polymer 1994, 35, 4175.
(c) Dubois, P.; Ropson, N.; Jérôme, R.; Teyssié, P. Macromolecules 1996, 29, 1965.
Kricheldorf, H. R.; Berl, M.; Scharngarl, N. Macromolecules 1988, 21, 286.
(b) Albert, P.; Warth, H.; Mülhaupt, R.; Janda, R. Macromol. Chem. Phys. 1996, 197, 1633.
Devaux, J.; Godard, P.; Mercier, J. P. Polym. Eng. Sci. 1982, 22, 229.
(b) Porter, R. S.; Wang, L.-H. Polymer 1992, 33, 2019.
(c) Zey, E. G. Esterification, in Kirk-Othmer Encyclopedia of Chemical Technology, 3rd ed.; Wiley: New York, 1980; Vol. 9, p 291.
Dubois, P. PhD Thesis, University of Liège, Belgium, 1991.
Lofgren, A.; Albertsson, A.-C.; Dubois, P.; Jérôme, R.; Teyssié, P. Macromolecules 1994, 27, 5556.
Kurcok, P.; Dubois, P.; Jérôme, R.; Teyssié, P. Macromolecules 1995, 28, 758.
Ropson, N.; Dubois, P.; Jérôme, R.; Teyssié, P. Macromolecules 1992, 25, 3820.
(b) Ropson, N.; Dubois, P.; Jérôme, R.; Teyssié, P. J. Polym. Sci., Polym. Chem. 1997, 35, 183.
Kuhling, S.; Keul, H.; Höcker, H. Makromol. Chem. 1992, 293, 1207.
Wilds, A. L. Org. React. 1947, 2, 178.
(b) Verley, A. Bull. Chem. Soc. Fr. 1925, 37, 537.
(c) Ponndorf, W. Angew. Chem. 1926, 39, 138.
Tian, D.; Halleux, O.; Dubois, P.; Jérôme, R. Macromolecules 1998, 31, 924.

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