Photoswitchable Nanoassemblies by Electrostatic Self-Assembly
Immanuel Willerich
Department of Chemistry and Pharmacy, Interdisciplinary Center for Molecular Materials (ICMM), Friedrich-Alexander-Universität Erlangen-Nürnberg, Egerlandstrasse 3, 91058 Erlangen (Germany), Fax: (+49) 9131-8527736
Search for more papers by this authorProf. Dr. Franziska Gröhn
Department of Chemistry and Pharmacy, Interdisciplinary Center for Molecular Materials (ICMM), Friedrich-Alexander-Universität Erlangen-Nürnberg, Egerlandstrasse 3, 91058 Erlangen (Germany), Fax: (+49) 9131-8527736
Search for more papers by this authorImmanuel Willerich
Department of Chemistry and Pharmacy, Interdisciplinary Center for Molecular Materials (ICMM), Friedrich-Alexander-Universität Erlangen-Nürnberg, Egerlandstrasse 3, 91058 Erlangen (Germany), Fax: (+49) 9131-8527736
Search for more papers by this authorProf. Dr. Franziska Gröhn
Department of Chemistry and Pharmacy, Interdisciplinary Center for Molecular Materials (ICMM), Friedrich-Alexander-Universität Erlangen-Nürnberg, Egerlandstrasse 3, 91058 Erlangen (Germany), Fax: (+49) 9131-8527736
Search for more papers by this authorGraphical Abstract
Light controls size: A novel type of self-organized supramolecular nanoparticles can change their size upon irradiation with UV light (see picture). The doubly responsive system combines a light-triggered size with a pH-induced switching between nanoscale aggregates and molecular building blocks. The nano-objects form by a combination of ionic and π–π interactions between macro-ions and dye ions.
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References
- 1
- 1aJ. M. Lehn, Angew. Chem. 1988, 100, 91--116; Angew. Chem. Int. Ed. 1988, 27, 89–112;
- 1bH. Ringsdorf, B. Schlarb, J. Venzmer, Angew. Chem. 1988, 100, 117–162; Angew. Chem. Int. Ed. 1988, 27, 113–158;
- 1cR. P. Sijbesma, F. H. Beijer, L. Brunsveld, B. J. B. Folmer, J. H. K. K. Hirschberg, R. F. M. Lange, J. K. L. Lowe, E. W. Meijer, Science 1997, 278, 1601–1604;
- 1dD. E. Discher, A. Eisenberg, Science 2002, 297, 967–973;
- 1eM. Antonietti, S. Förster, Adv. Mater. 2003, 15, 1323–1333;
- 1fV. Percec, A. E. Dulcey, V. S. K. Balagurusamy, Y. Miura, J. Smidrkal, Nature 2004, 430, 764–768;
- 1gT. E. Kaiser, H. Wang, V. Stepanenko, F. Würthner, Angew. Chem. 2007, 119, 5637–5640;
10.1002/ange.200701139 Google ScholarAngew. Chem. Int. Ed. 2007, 46, 5541–5544;
- 1hC. Schmuck, T. Rehm, K. Klein, F. Gröhn, Angew. Chem. 2007, 119, 1723–1727;
10.1002/ange.200603629 Google ScholarAngew. Chem. Int. Ed. 2007, 46, 1693–1697;
- 1iM. M. Elmahdy, X. Dou, M. Mondeshki, G. Floudas, H. J. Butt, H. W. Spiess, K. Müllen, J. Am. Chem. Soc. 2008, 130, 5311–5319;
- 1jE. Lee, J. K. Kim, M. Lee, Angew. Chem. 2008, 120, 6475–6478; Angew. Chem. Int. Ed. 2008, 47, 6375–6378;
- 1kS. Amajjahe, S. Choi, M. Munteanu, H. Ritter, Angew. Chem. 2008, 120, 3484–3486;
10.1002/ange.200704995 Google ScholarAngew. Chem. Int. Ed. 2008, 47, 3435–3437;
- 1lM. S. Becherer, B. Schade, C. Böttcher, A. Hirsch, Chem. Eur. J. 2009, 15, 1637–1648;
- 1mY. Xu, S. Bolisetty, M. Ballauff, A. H. E. Müller, J. Am. Chem. Soc. 2009, 131, 1640–1641;
- 1nB. A. Grzybowski, C. E. Wilmer, J. Kim, K. P. Bowne, K. J. M. Bishop, Soft Matter 2009, 5, 1110–1128;
- 1oM. Lemmers, J. Sprakel, I. K. Voets, J. van der Gucht, M. A. Cohen Stuart, Angew. Chem. 2010, 122, 720–723;
10.1002/ange.200905515 Google ScholarAngew. Chem. Int. Ed. 2010, 49, 708–711.
- 2
- 2aT. Ikeda, J. Mamiya, Y. Yu, Angew. Chem. 2007, 119, 512–535; Angew. Chem. Int. Ed. 2007, 46, 506–528;
- 2bY. Zakrevskyy, J. Stumpe, B. Smarsly, C. F. J. Faul, Phys Rev. E 2007, 75, 031703;
- 2cA. Priimagi, J. Vapaavuori, F. J. Rodriguez, C. F. J. Faul, M. T. Heino, O. Ikkala, M. Kauranen, M. Kaivoli, Chem. Mater. 2008, 20, 6358–6363;
- 2dO. Sadovski, A. A. Beharry, F. Zhang, G. A. Woolley, Angew. Chem. 2009, 121, 1512–1514;
10.1002/ange.200805013 Google ScholarAngew. Chem. Int. Ed. 2009, 48, 1484–1486;
- 2eM. Zhou, X. Liang, T. Mochizuki, H. Asanuma, Angew. Chem. 2010, 122, 2213–2216; Angew. Chem. Int. Ed. 2010, 49, 2167–2170.
- 3
- 3aM. Haubs, H. Ringsdorf, Angew. Chem. 1985, 97, 880–882; Angew. Chem. Int. Ed. 1985, 24, 882–883;
- 3bX. Yuan, K. Fischer, W. Schärtl, Adv. Funct. Mater. 2004, 14, 457–463;
- 3cX. Yuan, K. Fischer, W. Schärtl, Langmuir 2005, 21, 9374–9380;
- 3dJ. Eastoe, A. Vesperinas, A.-C. Donnewirth, P. Wyatt, I. Grillo, R. K. Heenan, S. Davis, Langmuir 2006, 22, 5299–5305.
- 4
- 4aJ. B. Beck, S. J. Rowan, J. Am. Chem. Soc. 2003, 125, 13922–13923;
- 4bF. Rakotondradany, M. A. Whitehead, A. M. Lebuis, H. F. Sleiman, Chem. Eur. J. 2003, 9, 4771–4780;
- 4cS. Yagai, A. Kitamura, Chem. Soc. Rev. 2008, 37, 1520–1529;
- 4dY.-L. Zhao, J. F. Stoddart, Langmuir 2009, 25, 8442–8446;
- 4eT. Tazawa, S. Yagai, Y. Kikkawa, T. Karatsu, A. Kitamura, A. Ajayaghosh, Chem. Commun. 2010, 46, 1076–1078.
- 5aH. Sakai, A. Matsumura, S. Yokoyama, T. Saji, M. Abe, J. Phys. Chem. B 1999, 103, 10737–10740;
- 5bJ. Eastoe, M. Sanchez Dominguez, P. Wyatt, A. Beeby, R. K. Heenan, Langmuir 2002, 18, 7837–7844;
- 5cC. T. Lee, Jr., K. A. Smith, T. A. Hatton, Macromolecules 2004, 37, 5397–5405;
- 5dJ. Eastoe, A. Vesperinas, Soft Matter 2005, 1, 338–347;
- 5eC. T. Lee, Jr., K. A. Smith, T. A. Hatton, Biochemistry 2005, 44, 524–536;
- 5fF. P. Hubbard, Jr., G. Santonicola, E. W. Kaler, N. L. Abbott, Langmuir 2005, 21, 6131–6136;
- 5gR. Iwaura, T. Shimizu, Angew. Chem. 2006, 118, 4717–4720;
10.1002/ange.200601173 Google ScholarAngew. Chem. Int. Ed. 2006, 45, 4601–4604,
- 5hF. P. Hubbard, N. L. Abbott, Langmuir 2007, 23, 4819–4829;
- 5iC. Park, J. Lim, M. Yun, C. Kim, Angew. Chem. 2008, 120, 3001–3005; Angew. Chem. Int. Ed. 2008, 47, 2959–2963;
- 5jY. Lin, X. Cheng, Y. Qiao, C. Yu, Z. Li, Y. Yana, J. Huang, Soft Matter 2010, 6, 902–908.
- 6
- 6aF. Gröhn, K. Klein, S. Brand, Chem. Eur. J. 2008, 14, 6866–6869;
- 6bI. Willerich, F. Gröhn, Chem. Eur. J. 2008, 14, 9112–9116;
- 6cF. Gröhn, Macromol. Chem. Phys. 2008, 209, 2295–2301;
- 6dI. Willerich, H. Ritter, F. Gröhn, J. Phys. Chem. 2009, 113, 3339–3354;
- 6eC. Ruthard, M. Maskos, U. Kolb, F. Gröhn, Macromolecules 2009, 42, 830–840;
- 6fF. Reinhold, U. Kolb, F. Gröhn, Langmuir 2009, 25, 1345–1351;
- 6gL. Yi, U. H. Yildiz, K. Müllen, F. Gröhn, Biomacromolecules 2009, 10, 530–540;
- 6hU. H. Yildiz, K. Koynov, F. Gröhn, Macromol. Chem. Phys. 2009, 210, 1678–1690;
- 6iF. Gröhn, K. Klein, K. Koynov, Macromol. Rapid Commun. 2010, 31, 75–80;
- 6jF. Gröhn, Soft Matter 2010, DOI: .
- 7
- 7aJ. F. G. A. Jansen, E. M. M. de Brabander-van den Berg, E. W. Meijer, Science 1994, 266, 1226–1229;
- 7bJ. F. G. A. Jansen, E. W. Meijer, J. Am. Chem. Soc. 1995, 117, 4417–4418;
- 7cD. L. Richter-Egger, J. C. Landry, A. Tesfai, S. A. Tucker, J. Phys. Chem. 2001, 105, 6826–6833.
- 8
- 8aN. Negishi, K. Ishihara, I. Shinohara, J. Polym. Sci. Polym. Lett. 1981, 19, 593–597;
- 8bK. Petrak, P. Douglas, L. L. Leyshon, J. Appl. Polym. Sci. 1986, 31, 553–565.
- 9aD. Horn, Prog. Colloid Polym. Sci. 1978, 65, 251–264;
- 9bI. Moreno-Villoslada, C. Torres-Gallegos, R. Araya-Hermosilla, H. Nishide, J. Phys. Chem. B 2010, 114, 4151–4158.
- 10Disassembling by increasing pH and carrying out spectroscopic investigations prior to re-isomerization allowed UV/Vis data to be analyzed without a scattering contribution.
- 11AFM diameters given are measured at the surface but half widths that are much smaller are the basis for a volume comparison with DLS. Based on this, the volume change upon irradiation is in the same order of magnitude.
- 12The change is not due to the size change, as the particle size increases upon irradiation.
- 13This is evident from UV/Vis measurements.
- 14Furthermore, because the cis/trans ratio for free and bound dye differs, there may be a readjustment in the equilibrium between trans dye in the assembly and in solution.