Precision synthesis of poly(ionic liquid)-based block copolymers by cobalt-mediated radical polymerization and preliminary study of their self-assembling properties
[en] A poly(ionic liquid)-based block copolymer (PIL BCP), namely, poly(vinyl acetate)-b-poly(N-vinyl-3-butylimidazolium bromide), PVAc-b-PVBuImBr, is synthesized by sequential cobalt-mediated radical polymerization (CMRP). A PVAc precursor is first prepared at 30 °C in bulk by CMRP of VAc, using bis(acetylacetonato)cobalt(II), Co(acac)2, and a radical source (V-70). Growth of PVBuImBr from PVAc-Co(acac)2 is accomplished by CMRP in DMF/MeOH (2:1, v/v). This PIL BCP self-assembles in the sub-micron size range into aggregated core–shell micelles in THF, whereas polymeric vesicles are observed in water, as evidenced by dynamic light scattering (DLS) and transmission electron microscopy (TEM). Thin-solid sample cut from raw materials analyzed by TEM shows an ordered lamellar organization by temperature-dependent synchrotron small-angle X-ray scattering (SAXS). Anion exchange can be accomplished to achieve the corresponding PIL BCP with bis(trifluorosulfonyl)imide (Tf2N−) anions, which also gives rise to an ordered lamellar phase in bulk samples. A complete suppression of SAXS second-order reflection suggests that this compound has a symmetric volume fraction (f ≈ 0.5). SAXS characterization of both di- and triblock PIL BCP analogues previously reported also shows a lamellar phase of very similar behavior, with only an increase of the period by about 8% at 60 °C.
Research Center/Unit :
Center for Education and Research on Macromolecules (CERM)
Disciplines :
Materials science & engineering Chemistry
Author, co-author :
Coupillaud, Paul; University of the Basque Country, Institute for Polymer Materials (POLYMAT) > University of Bordeaux and Centre National de la Recherche Scientifique > Laboratoire de Chimie des Polymères Organiques
Fèvre, Maréva; University of Bordeaux and Centre National de la Recherche Scientifique > Laboratoire de Chimie des Polymères Organiques
Wirotius, Anne-Laure; University of Bordeaux and Centre National de la Recherche Scientifique > Laboratoire de Chimie des Polymères Organiques
Aissou, Karim; University of Bordeaux and Centre National de la Recherche Scientifique > Laboratoire de Chimie des Polymères Organiques
Fleury, Guillaume; University of Bordeaux and Centre National de la Recherche Scientifique > Laboratoire de Chimie des Polymères Organiques
Debuigne, Antoine ; Université de Liège - ULiège > Department of Chemistry > Center for Education and Research on Macromolecules (CERM)
Detrembleur, Christophe ; Université de Liège - ULiège > Department of Chemistry > Center for Education and Research on Macromolecules (CERM)
Mecerreyes, David; University of the Basque Country > Institute for Polymer Materials (POLYMAT)
Vignolle, Joan; University of Bordeaux and Centre National de la Recherche Scientifique > Laboratoire de Chimie des Polymères Organiques
Taton, Daniel; University of Bordeaux and Centre National de la Recherche Scientifique > Laboratoire de Chimie des Polymères Organiques
Language :
English
Title :
Precision synthesis of poly(ionic liquid)-based block copolymers by cobalt-mediated radical polymerization and preliminary study of their self-assembling properties
FP7 - 229036 - ORION - ORDERED INORGANIC-ORGANIC HYBRIDS USING IONIC LIQUIDS FOR EMERGING APPLICATIONS
Funders :
The French Ministry of Education and Research CNRS - Centre National de la Recherche Scientifique The European Commission in the frame of the ORION project F.R.S.-FNRS - Fonds de la Recherche Scientifique BELSPO - SPP Politique scientifique - Service Public Fédéral de Programmation Politique scientifique CE - Commission Européenne
F. S. Bates, M. A. Hillmyer, T. P. Lodge, C. M. Bates, K. T. Delaney, G. H. Fredrickson, Science 2012, 336, 434.
G. M. Whitesides, B. Grzybowski, Science 2002, 295, 2418.
C. Giacomelli, V. Schmidt, K. Aissou, R. Borsali, Langmuir 2010, 26, 15734.
D. Pan, J. L. Turner, K. L. Wooley, Chem. Commun. 2003, 2400.
I. Okhapkin, E. Makhaeva, A. Khokhlov, in Conformation-Dependent Design of Sequences in Copolymers I, (Ed:, A. Khokhlov), Springer, Berlin Heidelberg 2006, p. 177.
J. Ruokolainen, R. Mäkinen, M. Torkkeli, T. Mäkelä, R. Serimaa, G. t. Brinke, O. Ikkala, Science 1998, 280, 557.
Y. Lin, A. Boker, J. He, K. Sill, H. Xiang, C. Abetz, X. Li, J. Wang, T. Emrick, S. Long, Q. Wang, A. Balazs, T. P. Russell, Nature 2005, 434, 55.
F. Meng, Z. Zhong, J. Feijen, Biomacromolecules 2009, 10, 197.
R. Ruiz, H. Kang, F. A. Detcheverry, E. Dobisz, D. S. Kercher, T. R. Albrecht, J. J. de Pablo, P. F. Nealey, Science 2008, 321, 936.
F. S. Bates, G. H. Fredrickson, D. Hucul, S. F. Hahn, AIChE J. 2001, 47, 762.
C. G. Gamys, J.-M. Schumers, C. Mugemana, C.-A. Fustin, J.-F. Gohy, Macromol. Rapid Commun. 2013, 34, 962.
J.-F. Gohy, Y. Zhao, Chem. Soc. Rev. 2013, 42, 7117.
H. A. Klok, S. Lecommandoux, Adv. Mater. 2001, 13, 1217.
F. S. Bates, G. H. Fredrickson, Phys. Today 1999, 52, 32.
B. Yu, B. Li, P. Sun, T. Chen, Q. Jin, D. Ding, A.-C. Shi, J. Chem. Phys. 2005, 123, 234902.
J. Ding, G. Liu, M. Yang, Polymer 1997, 38, 5497.
J.-F. Lutz, Nat. Chem. 2010, 2, 84.
J.-F. Lutz, M. Ouchi, D. R. Liu, M. Sawamoto, Science 2013, 341.
O. Green, S. Grubjesic, S. Lee, M. A. Firestone, Polym. Rev. 2009, 49, 339.
J. Yuan, M. Antonietti, Polymer 2011, 52, 1469.
J. Yuan, D. Mecerreyes, M. Antonietti, Prog. Polym. Sci. 2013, 38, 1009.
D. Mecerreyes, Prog. Polym. Sci. 2011, 36, 1629.
J. Lu, F. Yan, J. Texter, Prog. Polym. Sci. 2009, 34, 431.
M. D. Green, T. E. Long, Polym. Rev. 2009, 49, 291.
P. M. Carrasco, A. Ruiz de Luzuriaga, M. Constantinou, P. Georgopanos, S. Rangou, A. Avgeropoulos, N. E. Zafeiropoulos, H.-J. Grande, G. n. Cabañero, D. Mecerreyes, I. Garcia, Macromolecules 2011, 44, 4936.
P. M. Carrasco, L. Tzounis, F. J. Mompean, K. Strati, P. Georgopanos, M. Garcia-Hernandez, M. Stamm, G. Cabañero, I. Odriozola, A. Avgeropoulos, I. Garcia, Macromolecules 2013, 46, 1860.
E. F. Wiesenauer, J. P. Edwards, V. F. Scalfani, T. S. Bailey, D. L. Gin, Macromolecules 2011, 44, 5075.
P. T. Nguyen, E. F. Wiesenauer, D. L. Gin, R. D. Noble, J. Membr. Sci. 2013, 430, 312.
E. F. Wiesenauer, P. T. Nguyen, B. S. Newell, T. S. Bailey, R. D. Noble, D. L. Gin, Soft Matter 2013, 9, 7923.
G. Sudre, S. Inceoglu, P. Cotanda, N. P. Balsara, Macromolecules 2013.
M. D. Green, D. Wang, S. T. Hemp, J.-H. Choi, K. I. Winey, J. R. Heflin, T. E. Long, Polymer 2012, 53, 3677.
M. D. Green, J.-H. Choi, K. I. Winey, T. E. Long, Macromolecules 2012, 45, 4749.
R. Gao, D. Wang, J. R. Heflin, T. E. Long, J. Mater. Chem. 2012, 22, 13473.
Y. Ye, J.-H. Choi, K. I. Winey, Y. A. Elabd, Macromolecules 2012, 45, 7027.
Y. Ye, S. Sharick, E. M. Davis, K. I. Winey, Y. A. Elabd, ACS Macro Lett. 2013, 575.
J.-H. Choi, Y. Ye, Y. A. Elabd, K. I. Winey, Macromolecules 2013, 46, 5290.
C. Chanthad, K. A. Masser, K. Xu, J. Runt, Q. Wang, J. Mater. Chem. 2012, 22, 341.
Y. Schneider, M. A. Modestino, B. L. McCulloch, M. L. Hoarfrost, R. W. Hess, R. A. Segalman, Macromolecules 2013.
R. L. Weber, Y. Ye, A. L. Schmitt, S. M. Banik, Y. A. Elabd, M. K. Mahanthappa, Macromolecules 2011, 44, 5727.
C. M. Stancik, A. R. Lavoie, J. Schütz, P. A. Achurra, P. Lindner, A. P. Gast, R. M. Waymouth, Langmuir 2003, 20, 596.
C. M. Stancik, A. R. Lavoie, P. A. Achurra, R. M. Waymouth, A. P. Gast, Langmuir 2004, 20, 8975.
H. Mori, M. Yahagi, T. Endo, Macromolecules 2009, 42, 8082.
H. Mori, Y. Ebina, R. Kambara, K. Nakabayashi, Polym. J. 2012, 44, 550.
E. Karjalainen, N. Chenna, P. Laurinmaki, S. J. Butcher, H. Tenhu, Polym. Chem. 2013, 4, 1014.
J. Texter, V. A. Vasantha, R. Crombez, R. Maniglia, L. Slater, T. Mourey, Macromol. Rapid Commun. 2012, 33, 69.
J. Yuan, H. Schlaad, C. Giordano, M. Antonietti, Eur. Polym. J. 2011, 47, 772.
K. Vijayakrishna, S. K. Jewrajka, A. Ruiz, R. Marcilla, J. A. Pomposo, D. Mecerreyes, D. Taton, Y. Gnanou, Macromolecules 2008, 41, 6299.
K. Vijayakrishna, D. Mecerreyes, Y. Gnanou, D. Taton, Macromolecules 2009, 42, 5167.
Y. Gu, T. P. Lodge, Macromolecules 2011, 44, 1732.
C. Detrembleur, A. Debuigne, M. Hurtgen, C. Jérôme, J. Pinaud, M. Fèvre, P. Coupillaud, J. Vignolle, D. Taton, Macromolecules 2011, 44, 6397.
A. Debuigne, R. Poli, C. Jérôme, R. Jérôme, C. Detrembleur, Prog. Polym. Sci. 2009, 34, 211.
A. Debuigne, C. Jérôme, C. Detrembleur, Angew. Chem., Int. Ed. 2009, 48, 1422.
A. Debuigne, J.-R. Caille, C. Detrembleur, R. Jérôme, Angew. Chem., Int. Ed. 2005, 44, 3439.
R. Marcilla, J. Alberto Blazquez, J. Rodriguez, J. A. Pomposo, D. Mecerreyes, J. Polym. Sci., Part A: Polym. Chem. 2004, 42, 208.
J. Pinaud, J. Vignolle, Y. Gnanou, D. Taton, Macromolecules 2011, 44, 1900.
R. Marcilla, J. A. Blazquez, R. Fernandez, H. Grande, J. A. Pomposo, D. Mecerreyes, Macromol. Chem. Phys. 2005, 206, 299.
C. S. Johnson, Jr,., Prog. Nucl. Magn. Reson. Spectrosc. 1999, 34, 203.
P. Stilbs, Anal. Chem. 1981, 53, 2135.
M. Holz, H. Weingartner, J. Magn. Reson. 1991, 92, 115.
L. G. Longsworth, J. Phys. Chem. A 1960, 64, 1914.
M. Borsboom, W. Bras, I. Cerjak, D. Detollenaere, D. Glastra van Loon, P. Goedtkindt, M. Konijnenburg, P. Lassing, Y. K. Levine, B. Munneke, M. Oversluizen, R. van Tol, E. Vlieg, J. Synchroton Radiat. 1998, 5, 518.
W. Bras, I. P. Dolbnya, D. Detollenaere, R. van Tol, M. Malfois, G. N. Greaves, A. J. Ryan, E. Heeley, J. Appl. Crystallogr. 2003, 36, 791.
H. He, M. Zhong, B. Adzima, D. Luebke, H. Nulwala, K. Matyjaszewski, J. Am. Chem. Soc. 2013, 135, 4227.
D. E. Discher, A. Eisenberg, Science 2002, 297, 967.
M. D. Green, D. Salas-de la Cruz, Y. Ye, J. M. Layman, Y. A. Elabd, K. I. Winey, T. E. Long, Macromol. Chem. Phys. 2011, 212, 2522.
M. W. Matsen, F. S. Bates, Macromolecules 1996, 29, 7641.
M. W. Matsen, F. S. Bates, J. Chem. Phys. 1997, 106, 2436.
M. W. Matsen, R. B. Thompson, J. Chem. Phys. 1999, 111, 7139.
