[en] Biodegradability makes aliphatic polyesters valuable candidates for biomaterials and environmentally friendly thermoplastics. Nevertheless, their chemical modification, which is mandatory for a series of potential applications, is usually a problem because it must be carried out under very mild conditions in order to prevent degradation by hydrolysis and/or transesterification from occurring. In this review, the copper(i) -catalyzed azide-alkyne cycloaddition, which is a click reaction, is shown to be very efficient to bypass these problems and to tailor the macromolecular architecture and functionality of those polyesters without facing undesired degradation reactions.
Research Center/Unit :
Center for Education and Research on Macromolecules (CERM)
Disciplines :
Materials science & engineering Chemistry
Author, co-author :
Lecomte, Philippe ; Université de Liège - ULiège > Department of Chemistry > Centre d'études et de rech. sur les macromolécules (CERM)
Riva, Raphaël ; Université de Liège - ULiège > Department of Chemistry > Center for Education and Research on Macromolecules (CERM)
Jérôme, Christine ; Université de Liège - ULiège > Department of Chemistry > Center for Education and Research on Macromolecules (CERM)
Jérôme, Robert ; Université de Liège - ULiège > Department of Chemistry > Center for Education and Research on Macromolecules (CERM)
Language :
English
Title :
Macromolecular engineering of biodegradable polyesters by ring-opening polymerization and 'Click' chemistry
scite shows how a scientific paper has been cited by providing the context of the citation, a classification describing whether it supports, mentions, or contrasts the cited claim, and a label indicating in which section the citation was made.
Bibliography
H. C. Kolb, M. G. Finn, K. B. Sharpless, Ang. Chem. Int. Ed. 2001, 41, 2004.
C. W. Tornøe, C. Christensen, M. Meldal, J. Org. Chem. 2002, 67, 3057.
V. V. Rostovstev, L. G. Green, V. V. Fokin, K. B. Sharpless, Ang. Chem. Int Ed. 2002, 42, 2596.
P. L. Golas, N. V. Tsarevsky, B. S. Summerlin, K. Matyjaszewski, Macromolecules 2006, 39, 6451.
L. Zhang, X. Chen, P. Xue, H. H. Y. Sun, I. D. Williams, K. B. Sharpless, V. V. Fokin, G. Jia, J. Am. Chem. Soc. 2005, 127, 15998.
J.-F. Lutz, Ang. Chem. Int. Ed. 2007, 46, 1018.
W. H. Binder, R. Sachsenhofer, Macromol. Rapid Commun. 2007, 28, 15.
R. A. Evans, Aust. J. Chem. 2007, 60, 384.
J. E. Moses, A. D. Moorhouse, Chem. Soc. Rev. 2007, 36, 1249.
D. Fournier, R. Hoogenboom, U. S. Schubert, Chem. Soc. Rev. 2007, 36, 1369.
M. V. Gil, M. J. Arevalo, O. Lopez, Synthesis 2007, 1589.
H. Himabindu, X. Hang, J. Lahann, Adv. Mater. 2007, 19, 2197.
S. Bräse, C. Gil, K. Knepper, V. Zimmermann, Angew. Chem. Int. Ed. 2005, 44, 5188.
S. Bräse, A. Friedrich, M. Gartner, T. Schröder, Top. Heterocyl. Chem. 2008, 12, 45.
A. R. Katritzki, N. K. Meher, S. A. Hanci, R. Gyanda, S. R. Tala, S. Mathai, R. S. Duran, S. E. Bernard, F. Sabri, S. K. Singh, I. Doskocz, D. A. Ciaramitaro, J. Polym. Sci., Part A: Polym. Chem. 2008, 46, 238.
Ph. Lecomte, R. Jérôme, "Encyclopedia of Polymer Science and Technology", Vol. 11, J. Kroschwitz, Ed., Wiley, New York 2004, p. 547.
B. Parish, T. Breitenkamp, T. Emrick, J. Am. Chem. Soc. 2005, 127, 7404.
C. K. Williams, Chem. Soc. Rev. 2007, 36, 1573.
N. Xu, F.-Z. Lu, F.-S. Du, Z.-C. Li, Macromol. Chem. Phys. 2007, 208, 730.
S. Stassen, S. Archambeau, Ph. Dubois, R. Jérôme, Ph. Teyssié, J. Polym. Sci., Part A: Polym. Chem. 1994, 32, 2443.
R. J. Thibault, K. Takizawa, P. Lowenheuilm, B. Helms, J. L. Mynar, J. M. J. Fréchet, C. Hawker, J. Am. Chem. Soc. 2006, 128, 12084.
R. Riva, L. Chafaqi, R. Jérôme, Ph. Lecomte, Arkivoc 2007, 10, 292.
D. Mecerreyes, V. Lee, C. J. Hawker, J. L. Hedrick, A. Wursch, W. Volksen, T. Magbitang, E. Huang, R. D. Miller, Adv. Mater. 2001, 13, 204.
H. Li, A. Debuigne, R. Jérôme, Ph. Lecomte, Angew. Chem. Int. Ed. 2006, 45, 2264
H. Li, R. Jérôme, Ph. Lecomte, Polymer 2006, 47, 8406.
D. Mecerreyes, J. Humes, R. D. Miller, J. L. Hedrick, Ph. Lecomte, C. Detrembleur, R. Jérôme, Macromol. Rapid. Commun. 2000, 21, 779.
L. Chafaqi, Masters Thesis, University of Liege, Belgium 2006.
M. Liu, N. Vladimirov, J.-M. Fréchet, Macromolecules 1999, 32, 6881.
C. G. Pitt, Z.-W. Gu, P. Ingram, R. W. Hendren, J. Polym. Sci. Part A: Polym. Chem. 1987, 25, 955.
R. Riva, R. Jérôme, Ph. Lecomte, unpublished data.
S. Ponsart, J. Coudane, M. Vert, Biomacromolecules 2000, 1, 275.
B. Saulnier, S. Ponsart, J. Coudane, H. Garreau, M. Vert, Macromol. Biosci. 2004, 4, 232.
Ph. Lecomte, R. Riva, S. Schmeits, J. Rieger, K. Van Butsele, Ch., Jérôme, R. Jérôme, Macromol. Symp. 2006, 240, 157.
J. Rieger, K. Van Butsele, Ph. Lecomte, C. Detrembleur, R. Jérôme, C. Jérôme, Chem, Commun. 2005, 274.
R. Riva, S. Lenoir, R. Jérôme, Ph. Lecomte, Polymer 2005, 8511.
J. B. Wolinsky, W. C. Ray, III, Y. L. Colson, M. W. Grinstaff, Macromolecules 2007, 40, 7065.
E. L. Prime, J. J. Cooper-White, G. G. Qiao, Aust J. Chem. 2006, 59, 534.
R. Riva, S. Schmeits, F. Stoffelbach, C. Jérôme, R. Jérôme, Ph. Lecomte, Chem. Commun. 2005, 5334.
R. Riva, Ch. Schmeits, S. Jérôme, R. Jérôme, Ph. Lecomte, Macromolecules 2007, 40, 796.
A. H. Brown, V. V. Sheares, Polym. Prepr. (Am. Chem. Soc., Div. Polym. Chem.) 2008, 49, 181.
B. Vroman, M. Mazza, M. R. Fernandez, R. Jérôme, V. Préat, J. Controlled Release 2007, 118, 136.
B. Vroman, I. Ferreira, C. Jérôme, R. Jérôme, V. Préat, Int. J. Pharm. 2007, 344, 88.
B. Nottelet, J. Vendrell, J. Coudane, M. Vert, e-polymers 2008, 31, 1.
C. Detrembleur, M. Mazza, O. Halleux, Ph. Lecomte, D. Mecerreyes, J. L. Hedrick, R. Jérôme, Macromolecules 2000, 33, 7751.
R. Riva, P. Lussis, C. Jérôme, R. Jérôme, Ph. Lecomte, Polymer 2008, 49, 2023.
B. Parish, T. Emrick, Bioconj. Chem. 2007, 18, 263.
C. Lu, Q. Shi, X. Chen, T. Lu, Z. Xie, X. Hu, J. Ma, X. Jing, J. Polym. Sci., Part A: Polym. Chem. 2007, 45, 3204.
E. B. Vogel, M. R. Smith, III, G. L. Baker, Polym. Prepr. (Am. Chem. Soc., Div. Polym. Chem.) 2008, 49, 157.
X. He, L. Liang, M. Xie, Y. Zhang, S. Lin, D. Yan, Macromol. Chem. Phys. 2007, 208, 1797.
L. Mespouille, M. Vachaudez, F. Suriano, P. Gerbaux, O. Coulembier, P. Degee, R. Flammang, P. Dubois, Macromol. Rapid Commun. 2007, 28, 2151.
R. Hoogenboom, B. C. Moore, U. S. Schubert, Chem, Commun. 2006, 4010.
O. Altintas, B. Yankul, G. Hizal, U. Tunca, ;. Polym. Sci., Part A: Polym. Chem. 2007, 45, 3588.
G. Deng, D. Ma, Z. Xu, Eur. Polym. L 2007, 43, 1179.
A. Ozean, G. Hizal, U. Tunca, J. Polym, Sci. Part A: Polym. Chem. 2008, 46, 1218.
H. Li, R. Jérôme, Ph. Lecomte, Macromolecules 2007, 40, 824.
H. Li, R. Riva, H. R. Kricheldorf, R. Jérôme, Ph. Lecomte, Chem. Eur. J. 2008, 14, 358.
R. Riva, J. Rieger, R. Jérôme, R. Jérôme, Ph. Lecomte, J. Polym. Sci. Part A: Polym. Chem. 2006, 44, 6015.
B. Parrish, T. Emrick, Macromolecules 2004, 37, 5863.
I. Taniguchi, A. M. Mayes, E. W. L. Chan, L. G. Griffith, Macromolecules 2005, 38, 216.
F. Stassin, O. Halleux, Ph. Dubois, C. Detrembleur, Ph. Lecomte, Macromol. Symp. 2000, 153, 27.
S. Lenoir, R. Riva, X. Lou, C. Detrembleur, R. Jérôme, Ph. Lecomte, Macromolecules 2004, 37, 4055.
S. Caes, Masters Thesis, University of Liege, Belgium 2007.
J. Zednik, R. Riva, C. Jérôme, R. Jérôme, Ph. Lecomte, Polymer 2008, 49, 697.
J. M. Baskin, J. A. Prescher, S. T. Laughlin, N. J. Agard, P. V. Chang, I. A. Miller, A. Lo, J. A. Codelli, C. R. Bertozzi, Proc. Natl. Acad. Sci. U. S. A. 2007, 104, 16793.
Similar publications
Sorry the service is unavailable at the moment. Please try again later.
This website uses cookies to improve user experience. Read more
Save & Close
Accept all
Decline all
Show detailsHide details
Cookie declaration
About cookies
Strictly necessary
Performance
Strictly necessary cookies allow core website functionality such as user login and account management. The website cannot be used properly without strictly necessary cookies.
This cookie is used by Cookie-Script.com service to remember visitor cookie consent preferences. It is necessary for Cookie-Script.com cookie banner to work properly.
Performance cookies are used to see how visitors use the website, eg. analytics cookies. Those cookies cannot be used to directly identify a certain visitor.
Used to store the attribution information, the referrer initially used to visit the website
Cookies are small text files that are placed on your computer by websites that you visit. Websites use cookies to help users navigate efficiently and perform certain functions. Cookies that are required for the website to operate properly are allowed to be set without your permission. All other cookies need to be approved before they can be set in the browser.
You can change your consent to cookie usage at any time on our Privacy Policy page.
