Hostname: page-component-586b7cd67f-2brh9 Total loading time: 0 Render date: 2024-11-26T09:40:06.676Z Has data issue: false hasContentIssue false
  • English
  • Français

Hierarchically Structured Conjugated Polymers

Published online by Cambridge University Press:  31 January 2011

Holger Frauenrath
Holger Frauenrath*
Affiliation:
[email protected], École Polytechnique Fédérale de Lausanne (EPFL), Institute of Materials, Lausanne, Switzerland
Get access

Abstract

Functional carbonaceous materials, organic electronic materials, and polymer materials which "speak the language" of biomaterials in their propensity for hierarchical structure formation play a central role in current materials science research. In this context, we prepared hierarchically structured conjugated polymers from diacetylene macromonomers based on β-sheet-forming oligopeptide-polymer conjugates as supramolecular building blocks. The monomers gave rise to supramolecular polymers with a finite number of strands, a uniform diameter of a few nanometers, and defined superstructures. These were then converted into conjugated polymers under retention of their hierarchical structures, leading to poly(diacetylene)s with multiple-helical quaternary structures and a rich folding behavior. The diacetylene macromonomers served as a model system to improve our understanding of how to use hydrogen-bonding sites in order to control the placement of reactive molecular precursors for hierarchically structured organic materials.

Keywords

biomimetic (assembly)polymerizationself-assembly
Type
Research Article
Information
MRS Online Proceedings Library (OPL) , Volume 1236: Symposium SS – Biosurfaces and Biointerfaces , 2009 , 1236-SS09-06
Copyright
Copyright © Materials Research Society 2010

Access options

Get access to the full version of this content by using one of the access options below. (Log in options will check for institutional or personal access. Content may require purchase if you do not have access.)

References

(1) Lakes, R. Nature 1993, 361, 511–515.Google Scholar
(2) Muthukumar, M.; Ober, C. K.; Thomas, E. L. Science 1997, 277, 1225–1232.Google Scholar
(3) Hecht, S. Materials Today 2005, 8, 48–55.Google Scholar
(4) Hawker, C. J.; Wooley, K. L. Science 2005, 309, 1200–1205.Google Scholar
(5) Meijer, E. W.; Schenning, A. P. H. J. Nature 2002, 419, 353–4.Google Scholar
(6) Hardy, J. G.; Roemer, L. M.; Scheibel, T. R. Polymer 2008, 49, 4309–4327.Google Scholar
(7) Vepari, C.; Kaplan, D. L. Prog. Polym. Sci. 2007, 32, 991–1007.Google Scholar
(8) Lewis, R. V. Chem. Rev. 2006, 106, 3762–3774.Google Scholar
(9) Scheibel, T. Appl. Phys. A: Mater. Sci. Process. 2006, 82, 191–192.Google Scholar
(10) Schulz, S. Angew. Chem., Int. Ed. Engl. 1997, 36, 314–326.Google Scholar
(11) Chen, X.; Shao, Z.; Vollrath, F. Soft Matter 2006, 2, 448–451.Google Scholar
(12) Vollrath, F.; Knight, D. P. Nature 2001, 410, 541–548.Google Scholar
(13) Slotta, U.; Hess, S.; Spiess, K.; Stromer, T.; Serpell, L.; Scheibel, T. Macromol. Biosci. 2007, 7, 183–188.Google Scholar
(14) Simmons, A. H.; Michal, C. A.; Jelinski, L. W. Science 1996, 271, 84–7.Google Scholar
(15) O'Brien, J. P.; Fahnestock, S. R.; Termonia, Y.; Gardner, K. H. Adv. Mater. 1998, 10, 1185–1195.Google Scholar
(16) Selkoe, D. J. Nature 2003, 426, 900–904.Google Scholar
(17) Tycko, R. Curr. Opin. Struct. Biol. 2004, 14, 96–103.Google Scholar
(18) Makin, O. S.; Serpell, L. C. FEBS J. 2005, 272, 5950–5961.Google Scholar
(19) Nelson, R.; Eisenberg, D. Adv. Protein Chem. 2006, 73, 235–82.Google Scholar
(20) Sunde, M.; Serpell, L. C.; Bartlam, M.; Fraser, P. E.; Pepys, M. B.; Blake, C. C. F. J. Mol. Biol. 1997, 273, 729–739.Google Scholar
(21) Sumner Makin, O.; Serpell, L. C. J. Mol. Biol. 2004, 335, 1279–1288.Google Scholar
(22) Aggeli, A.; Bell, M.; Boden, N.; Keen, J. N.; Knowles, P. F.; McLeish, T. C.; Pitkeathly, M.; Radford, S. E. Nature 1997, 386, 259–62.Google Scholar
(23) Aggeli, A.; Nyrkova, I. A.; Bell, M.; Harding, R.; Carrick, L.; McLeish, T. C. B.; Semenov, A. N.; Boden, N. Proc. Natl. Acad. Sci. U. S. A. 2001, 98, 11857–11862.Google Scholar
(24) Fishwick, C. W. G.; Beevers, A. J.; Carrick, L. M.; Whitehouse, C. D.; Aggeli, A.; Boden, N. Nano Lett. 2003, 3, 1475–1479.Google Scholar
(25) Whitehouse, C.; Fang, J.; Aggeli, A.; Bell, M.; Brydson, R.; Fishwick Colin W. G.; Henderson Jim R.; Knobler Charles M.; Owens Robert W.; Thomson Neil H.; Smith D. A.; Boden N. Angew. Chem. Int. Ed. 2005, 44, 1965–8.Google Scholar
(26) Toniolo, C.; Bonora, G. M.; Mutter, M. J. Am. Chem. Soc. 1979, 101, 450–4.Google Scholar
(27) Bonora, G. M.; Palumbo, M.; Toniolo, C.; Mutter, M. Makromol. Chem. 1979, 180, 1293–304.Google Scholar
(28) Toniolo, C.; Bonora, G. M.; Pillai, V. N. R.; Mutter, M. Macromolecules 1980, 13, 772–4.Google Scholar
(29) Burkoth, T. S.; Benzinger, T. L. S.; Jones, D. N. M.; Hallenga, K.; Meredith, S. C.; Lynn, D. G. J. Am. Chem. Soc. 1998, 120, 7655–7656.Google Scholar
(30) Burkoth, T. S.; Benzinger, T. L. S.; Urban, V.; Lynn, D. G.; Meredith, S. C.; Thiyagarajan, P. J. Am. Chem. Soc. 1999, 121, 7429–7430.Google Scholar
(31) Burkoth, T. S.; Benzinger, T. L. S.; Urban, V.; Morgan, D. M.; Gregory, D. M.; Thiyagarajan, P.; Botto, R. E.; Meredith, S. C.; Lynn, D. G. J. Am. Chem. Soc. 2000, 122, 7883–7889.Google Scholar
(32) Collier, J. H.; Messersmith, P. B. Adv. Mater. 2004, 16, 907–910.Google Scholar
(33) Hamley, I. W.; Ansari, I. A.; Castelletto, V.; Nuhn, H.; Roesler, A.; Klok, H. A. Biomacromolecules 2005, 6, 1310–1315.Google Scholar
(34) Lashuel, H. A.; LaBrenz, S. R.; Woo, L.; Serpell, L. C.; Kelly, J. W. J. Am. Chem. Soc. 2000, 122, 5262–5277.Google Scholar
(35) Rettig, H.; Krause, E.; Börner, H. G. Macromol. Rapid Commun. 2004, 25, 1251–1256.Google Scholar
(36) Hentschel, J.; Börner, H. G. J. Am. Chem. Soc. 2006, 128, 14142–14149.Google Scholar
(37) Hentschel, J.; Krause, E.; Börner, H. G. J. Am. Chem. Soc. 2006, 128, 7722–7723.Google Scholar
(38) Jahnke, E.; Lieberwirth, I.; Severin, N.; Rabe, J. P.; Frauenrath, H. Angew. Chem. Int. Ed. 2006, 45, 5383–5386.Google Scholar
(39) Jahnke, E.; Millerioux, A.-S.; Severin, N.; Rabe, J. P.; Frauenrath, H. Macromol. Biosci. 2007, 7, 136–143.Google Scholar
(40) Frauenrath, H.; Jahnke, E. Chem. Eur. J. 2008, 14, 2942–2955.Google Scholar
(41) Jahnke, E.; Kreutzkamp, P.; Severin, N.; Rabe, J. P.; Frauenrath, H. Adv. Mater. 2008, 20, 409–414.Google Scholar
(42) Weiss, J.; Jahnke, E.; Frauenrath, H. Macromol. Rapid Commun. 2008, 29, 330–339.Google Scholar
(43) Weiss, J.; Jahnke, E.; Severin, N.; Rabe, J. P.; Frauenrath, H. Nano Lett. 2008, 8, 1660–1666.Google Scholar
(44) Jahnke, E.; Weiss, J.; Neuhaus, S.; Hoheisel, T. N.; Frauenrath, H. Chem. Eur. J. 2009, 15, 388–404.Google Scholar