Synthesis of PCL-graft-PS by combination of ROP, ATRP, and click chemistry

European Polymer Journal

Volumn 47, Issue 2, 2011, Pages 187-195

  Darcos, Vincent ^a   Tabchi, Hadil Al ^a   Coudane, Jean ^a  

^a UNIVERSITÉ DE MONTPELLIER   (France)

Author keywords

ATRP; Caprolactone; Click chemistry; Graft polyester; PCL; Ring opening polymerisation

Indexed keywords

ATRP; CAPROLACTONE; CLICK CHEMISTRY; PCL; RING OPENING;

ACETYLENE; CYCLOADDITION; GRAFT COPOLYMERS; MOLECULAR WEIGHT DISTRIBUTION; POLYDISPERSITY; POLYMER BLENDS; POLYMERIZATION; POLYMERS; POLYSTYRENES; SIZE EXCLUSION CHROMATOGRAPHY; SYNTHESIS (CHEMICAL);

GRAFTING (CHEMICAL);

EID: 78751571241     PISSN: 00143057     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.eurpolymj.2010.11.011     Document Type: Article

References (37)

1. Muller AHE, Matyjaszewski K. Controlled and living polymerizations: from mechanisms to applications weinheim, Germany: Wiley-VCH Verlag Gmbh & Co.; 2009.
2. M. Hruby, C. Konak, J. Kucka, M. Vetrik, S.K. Filippov, and D. Vetvicka Thermoresponsive, hydrolytically degradable polymer micelles intended for radionuclide delivery Macromol Biosci 9 10 2009 1016 1027
3. Y.R. Ren, X.S. Jiang, G.L. Yin, and J. Yin Multistimuli responsive amphiphilic graft poly(ether amine): synthesis, characterization, and self-assembly in aqueous solution J Polym Sci Part A: Polym Chem 48 2 2010 327 335
4. S.E. Stiriba, H. Kautz, and H. Frey Hyperbranched molecular nanocapsules: comparison of the hyperbranched architecture with the perfect linear analogue J Am Chem Soc 124 33 2002 9698 9699
5. J.F. Xing, L.D. Deng, J. Li, and A.J. Dong Amphiphilic poly{[alpha-maleic anhydride-omega-methoxy-poly(ethylene glycol)-co-(ethyl cyanoacrylate)} graft copolymer nanoparticles as carriers for transdermal drug delivery Int J Nanomed 4 2009 227 232
6. X.H. Liu, and P.X. Ma The nanofibrous architecture of poly(l-lactic acid)-based functional copolymers Biomaterials 31 2 2009 259 269
7. V.S. Trubetskoy Polymeric micelles as carriers of diagnostic agents Adv Drug Deliver Rev 37 1-3 1999 81 88
8. M.F. Zhang, M. Drechsler, and A.H.E. Muller Template-controlled synthesis of wire-like cadmium sulfide nanoparticle assemblies within core-shell cylindrical polymer brushes Chem Mater 16 3 2004 537 543
9. R. Djalali, S.Y. Li, and M. Schmidt Amphipolar core-shell cylindrical brushes as templates for the formation of gold clusters and nanowires Macromolecules 35 11 2002 4282 4288
10. A.C. Albertsson, and I.K. Varma Recent developments in ring opening polymerization of lactones for biomedical applications Biomacromolecules 4 6 2003 1466 1486
11. P. Lecomte, R. Riva, S. Schmeits, J. Rieger, K. Van Butsele, and C. Jerome New prospects for the grafting of functional groups onto aliphatic polyesters. Ring-opening polymerization of alpha- or gamma-substituted epsilon-caprolactone followed by chemical derivatization of the substituents Macromol Symp 240 2006 157 165
12. N. Hadjichristidis, M. Pitsikalis, and H. Iatrou Synthesis of block copolymers 2005 Berlin Springer-Verlag Berlin pp. 1-124
13. F. Bougard, C. Giacomelli, L. Mespouille, R. Borsali, P. Dubois, and R. Lazzaroni Influence of the macromolecular architecture on the self-assembly of amphiphilic copolymers based on poly(N,N-dimethylamino-2-ethyl methacrylate) and poly(epsilon-caprolactone) Langmuir 24 15 2008 8272 8279
14. L. Mespouille, P. Degee, and P. Dubois Amphiphilic poly(N,N- dimethylamino-2-ethyl methacrylate)-g-poly(epsilon-caprolactone) graft copolymers: synthesis and characterisation Eur Polymer J 41 6 2005 1187 1195
15. S. Lenoir, R. Riva, X. Lou, C. Detrembleur, R. Jerome, and P. Lecomte Ring-opening polymerization of a-chloro-e-caprolactone and chemical modification of Poly(a-chloro-e-caprolactone) by atom transfer radical processes Macromolecules 37 11 2004 4055 4061
16. D. Mecerreyes, B. Atthoff, K.A. Boduch, M. Trollsas, and J.L. Hedrick Unimolecular combination of an atom transfer radical polymerization initiator and a lactone monomer as a route to new graft copolymers Macromolecules 32 16 1999 5175 5182
17. G.J. Wang, Y. Shi, Z.F. Fu, W.T. Yang, Q.G. Huang, and Y.D. Zhang Controlled synthesis of poly(epsilon-caprolactone)-graft-polystyrene by atom transfer radical polymerization with poly(epsilon-caprolactone-co-alpha-bromo- epsilon-caprolactone) copolymer as macroinitiator Polymer 46 23 2005 10601 10606
18. S. El Habnouni, S. Blanquer, V. Darcos, and J. Coudane Aminated PCL-based copolymers by chemical modification of poly(alpha-iodo-epsilon-caprolactone-co- epsilon-caprolactone) J Polym Sci Part A: Polym Chem 47 22 2009 6104 6115
19. S. El Habnouni, V. Darcos, and J. Coudane Synthesis and ring opening polymerization of a new functional lactone, alpha-iodo-epsilon-caprolactone: a novel route to functionalized aliphatic polyesters Macromol Rapid Commun 30 3 2009 165 169
20. B. Nottelet, V. Darcos, and J. Coudane Polyiodized-PCL as multisite transfer agent: towards an enlarged library of degradable graft copolymers J Polym Sci Part A: Polym Chem 47 19 2009 5006 5016
21. B. Nottelet, A. El Ghzaoui, J. Coudane, and M. Vert Novel amphiphilic poly(Îμ-caprolactone)-g-poly(l-lysine) degradable copolymers Biomacromolecules 8 8 2007 2594 2601
22. B. Nottelet, M. Vert, and J. Coudane Novel amphiphilic degradable poly(epsilon-caprolactone)-graft-poly (4-vinyl pyridine), poly (epsilon-caprolactone)-graft-poly(dimethylaminoethyl methacrylate) and water-soluble derivatives Macromol Rapid Commun 29 9 2008 743 750
23. P. Wu, A.K. Feldman, A.K. Nugent, C.J. Hawker, A. Scheel, and B. Voit Efficiency and fidelity in a click-chemistry route to triazole dendrimers by the copper(I)-catalyzed ligation of azides and alkynes Angew Chem Int Ed 43 30 2004 3928 3932
24. B. Parrish, R.B. Breitenkamp, and T. Emrick PEG- and peptide-grafted aliphatic polyesters by click chemistry J Am Chem Soc 127 20 2005 7404 7410
25. R. Riva, P. Schmeits, F. Stoffelbach, C. Jerome, R. Jerome, and P. Lecomte Combination of ring-opening polymerization and "click'' chemistry towards functionalization of aliphatic polyesters Chem Commun 2005 5334 5336
26. R. Riva, S. Schmeits, C. Jerome, R. Jerome, and P. Lecomte Combination of ring-opening polymerization and "click chemistry": toward functionalization and grafting of poly(epsilon-caprolactone) Macromolecules 40 4 2007 796 803
27. V. Darcos, S. El Habnouni, B. Nottelet, A. El Ghzaoui, and J. Coudane Well-defined PCL-graft-PDMAEMA prepared by ring-opening polymerisation and click chemistry Polym Chem 1 3 2010 280 282
28. L.P. Yang, X.H. Dong, and C.Y. Pan Synthesis of inverse star block copolymer by combination of ATRP, ring opening polymerization, and "click chemistry" J Polym Sci Pol Chem 46 23 2008 7757 7772
29. G. Ceccorulli, M. Scandola, and G. Adamus Compatibilizing effect of a graft copolymer on bacterial poly (3-hydroxybutyrate)/poly (methyl methacrylate) blends J Polym Sci Part B Polym Phys 40 13 2002 1390 1399
30. H.Q. Feng, C.H. Ye, J. Tian, Z.L. Feng, and B.T. Huang Compatibilization effect of graft copolymer on immiscible polymer blends: 1. LLDPE/SBS/LLDPE-g-PS systems Polymer 39 10 1998 1787 1792
31. R.M. Ho, Y.W. Chiang, C.C. Lin, and S.J. Bai Block copolymer self-assembly induced compatibilization of PCL/PS-PEP blends Macromolecules 35 4 2002 1299 1306
32. J.F. Lutz, H.G. Borner, and K. Weichenhan Combining atom transfer radical polymerization and click chemistry: a versatile method for the preparation of end-functional polymers Macromol Rapid Commun 26 7 2005 514 518
33. B.M. Cooper, and T. Emrick Sequential and localized grafting on aliphatic polyester diblock copolymers using alkyne deprotection and click cycloaddition J Polym Sci Part A: Polym Chem 47 24 2009 7054 7065
34. N.V. Tsarevsky, B.S. Sumerlin, and K. Matyjaszewski Step-growth "click" coupling of telechelic polymers prepared by atom transfer radical polymerization Macromolecules 38 9 2005 3558 3561
35. S.F. Alfred, Z.M. Al-Badri, A.E. Madkour, K. Lienkamp, and G.N. Tew Water soluble poly(ethylene oxide) functionalized norbornene polymers J Polym Sci Pol Chem 46 8 2008 2640 2648
36. H.Q. Bao, L. Li, L.H. Gan, Y.A. Ping, J. Li, and P. Ravi Thermo- and pH-responsive association behavior of dual hydrophilic graft chitosan terpolymer synthesized via ATRP and click chemistry Macromolecules 43 13 2010 5679 5687
37. V. Darcos, A. Dureault, D. Taton, Y. Gnanou, P. Marchand, and A.-M. Caminade Synthesis of hybrid dendrimer-star polymers by the RAFT process Chem Commun 18 2004 2110 2111