Combination of ring-opening polymerization and "click" chemistry for the synthesis of an amphiphilic tadpole-shaped poly(epsilon-caprolactone) grafted by PEO
[en] A tadpole shaped poly(epsilon-caprolactone) (PCL; Mn = 24 500) was made amphiphilic by grafting the two PCL tails with PEO. In the first step, a macrocyclic PCL was synthesized by ring-opening polymerization of epsilon-caprolactone (epsilon-CL) initiated by a cyclic tin(IV) dialkoxide and stabilized by local intramolecular photo-cross-linking. In the second step, the polymerization of a mixture of epsilon CL and alpha-chloro-epsilon-caprolactone (alpha Cl epsilon CL) was resumed with formation of two activated chloride containing PCL tails. In the third step, the chlorides were converted into azides onto which alkynyl end-capped PEO was grafted by the copper-mediated Huisgen's cycloaddition [3 + 2], thus giving a "click" reaction. The thermal properties of the final copolymer and the precursors were analyzed by differential scanning calorimetry. The amphiphilicity of the final copolymer was confirmed by micellization in water.
Research Center/Unit :
Center for Education and Research on Macromolecules (CERM)
Riva, Raphaël ; Université de Liège - ULiège > Centre d'études et de rech. sur les macromolécules (CERM)
Jérôme, Robert ; 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)
Language :
English
Title :
Combination of ring-opening polymerization and "click" chemistry for the synthesis of an amphiphilic tadpole-shaped poly(epsilon-caprolactone) grafted by PEO
Publication date :
20 February 2007
Journal title :
Macromolecules
ISSN :
0024-9297
eISSN :
1520-5835
Publisher :
Amer Chemical Soc, Washington, United States - Washington
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Bibliography
(a) Hadjichristidis, N.; Pitskalis, M.; Pispas, S.; Iatrou, H. Chem. Rev. 2001, 101, 3747-3792;
(b) Hadjichristidis, N.; Iatrou, E.; Pitsikalis, M.; Mays, J. Prog. Polym. Sci. 2006, 31, 1068-1132.
Fiers, W.; Sinsheimer, R. L. J. Mol. Biol. 1962, 5, 424-434.
Roovers, J. In Cyclic Polymers, 2nd ed.; Semlyen, J. A., Ed.; Kluwer: Dordrecht, The Netherlands, 2000; p 347.
Kricheldorf, H. R.; Schwarz, G. Macromol. Rapid Commun. 2003, 24, 359-381.
Hild, G.; Kohler, A.; Rempp, P. Eur. Polym. J. 1980, 16, 525-527.
Roovers, J.; Toprowski, P. M. Macromolecules 1983, 16, 843-849.
Geiser, D.; Hocker, H. Polym. Bull. (Berlin) 1980, 2, 591-597.
Madani, A. El; Favier, J. C; Hemery, P.; Sigwalt, P. Polym. Int. 1992, 27, 353-357.
Rique-Lurbet, L.; Schappacher, M.; Deffieux, A. Macromolecules 1994, 27, 6318-6324.
Tezuka, Y.; Komiya, R. Macromolecules 2002, 35, 8667-8669.
Kubo, M.; Hayashi, T.; Kobayashi, H.; Tsuboi, K.; Itoh, T. Macromolecules 1997, 30, 2805-2807.
Laurent, B. A.; Grayson, S. M. J. Am. Chem. Soc. 2006, 128, 4238-4239.
Tezuka, Y. J. Polym. Sci., Polym. Chem. 2003, 41, 2905-2917.
Geiser, D.; Hocker, H. Macromolecules 1980, 13, 653-656.
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