Competitive physisorption among alkyl-substituted π-conjugated oligomers at the solid-liquid interface: Towards prediction of self-assembly at surfaces from a multicomponent solution

Small

Volumn 5, Issue 13, 2009, Pages 1521-1526

  Bonini, Massimo ^b   Zalewski, Leszek ^b   Breiner, Thomas ^b   Dötz, Florian ^b   Kastler, Marcel ^b   Schädler, Volker ^b   Surin, Mathieu ^c   Lazzaroni, Roberto ^c   Samorì, Paolo ^a  

^a UNIVERSITÉ DE STRASBOURG   (France)

^b BASF SE   (Germany)

^c UNIVERSITY OF MONS   (Belgium)

Author keywords

Oligothiophenes; Physisorption; Scanning tunneling microscopy; Self assembled monolayers; Solid liquid interfaces

Indexed keywords

2-D PACKING; 2D SELF-ASSEMBLY; ALKYL CHAIN; CONJUGATED OLIGOMER; GRAPHITE INTERFACES; IN-SITU; INTERDIGITATION; MULTICOMPONENT SOLUTIONS; NO FORMATION; OLIGOTHIOPHENES; PRECISE CONTROL; ROOM TEMPERATURE; SOLID-LIQUID INTERFACES;

ALKYLATION; GRAPHITE; LIQUIDS; OLIGOMERS; ORGANIC POLYMERS; PHYSISORPTION; SCANNING; SCANNING TUNNELING MICROSCOPY; SELF ASSEMBLED MONOLAYERS; SELF ASSEMBLY; TWO DIMENSIONAL; WIND TUNNELS;

PHASE INTERFACES;

GRAPHITE; NANOMATERIAL; THIOPHENE DERIVATIVE;

ABSORPTION; ALKYLATION; ARTICLE; CHEMICAL MODEL; CHEMISTRY; COMPUTER SIMULATION; CRYSTALLIZATION; MATERIALS TESTING; METHODOLOGY; SOLUTION AND SOLUBILITY; SURFACE PROPERTY; ULTRASTRUCTURE;

ABSORPTION; ALKYLATION; COMPUTER SIMULATION; CRYSTALLIZATION; GRAPHITE; MATERIALS TESTING; MODELS, CHEMICAL; NANOSTRUCTURES; SOLUTIONS; SURFACE PROPERTIES; THIOPHENES;

EID: 67749111572     PISSN: 16136810     EISSN: 16136829     Source Type: Journal    
DOI: 10.1002/smll.200801901     Document Type: Article

References (38)

1. A. Facchetti, Mater. Today 2007, 10, 28.
2. S. Vaidyanathan, F. Dötz, H. E. Katz, U. Lawrentz, J. Granstrom, E. Reichmanis, Chem. Mater. 2007, 19, 4676.
3. A. Facchetti, J. Letizia, M. H. Yoon, M. Mushrush, H. E. Katz, T. J. Marks, Chem. Mater. 2004, 16, 4715.
4. M. Mushrush, A. Facchetti, M. Lefenfeld, H. E. Katz, T. J. Marks, J. Am. Chem. Soc. 2003, 125, 9414.
5. X. M. Hong, H. E. Katz, A. J. Lovinger, B. C. Wang, K. Raghavacharl, Chem. Mater. 2001, 13, 4686.
6. H. A. Becerril, M. E. Roberts, Z. H. Liu, J. Locklin, Z. N. Bao, Adv. Mater. 2008, 20, 2588.
7. J. Huang, J. Sun, H. E. Katz, Adv. Mater. 2008, 20, 2567.
8. P. G. A. Janssen, M. Pouderoijen, A. van Breemen, P. T. Herwig, G. Koeckelberghs, A. R. Popa-Merticaru, S. C. J. Meskers, J. J. P. Valeton, E. W. Meijer, A. Schenning, J. Mater. Chem. 2006, 16, 4335.
9. A. Stabel, J. P. Rabe, Synthetic Metals 1994, 67, 47.
10. P. Bäuerle, T. Fischer, B. Bidlingmeier, A. Stabel, J. P. Rabe, Angew. Chem. Int. Ed. 1995, 34, 303.
11. a) A. Stabel, R. Heinz, F. De Schryver, J. Rabe, J. Phys. Chem. 1995, 99, 505;
12. b) P. Samorì, K. Müllen, J. P. Rabe, Adv. Mater. 2004, 16, 1761.
13. R. Azumi, G. Gotz, P. Bäuerle, Synthetic Metals 1999, 101, 569.
14. M. S. Vollmer, F. Effenberger, R. Stecher, B. Gompf, W. Eisenmenger, Chem. Eur. J. 1999, 5, 96.
15. A. Gesquiére, M. M. S. Abdel-Mottaleb, S. De Feyter, F. C. De Schryver, F. Schoonbeek J.van Esch, R. M. Kellogg, B. L. Feringa, A. Calderone, R. Lazzaroni, J. L. Bredas, Langmuir 2000, 16, 10385.
16. A. Gesquiére, S. De Feyter, F. C. De Schryver, F. Schoonbeek, J. van Esch, R. M. Kellogg, B. L. Feringa, Nano Lett. 2001, 3, 201.
17. M. M. S. Abdel-Mottaleb, G. Gotz, P. Kilickiran, P. Bäuerle, E. Mena-Osteritz, Langmuir 2006, 22, 1443.
18. R. Azumi, E. Mena-Osteritz, R. Boese, J. Benet-Buchholz, P. Bäuerle, J. Mater. Chem. 2006, 16, 728.
19. L. P. Xu, J. R. Gong, L. J. Wan, T. G. Jiu, Y. L. Li, D. B. Zhu, K. Deng, J. Phys. Chem. B 2006, 110, 17043.
20. Z.-Y. Yang, H.-M. Zhang, C.-J. Yan, S.-S. Li, H.-J. Yan, W.-G. Song, L.-J. Wan, Proc. Natl. Acad. Sci. USA 2007, 104, 3707.
21. M. Surin, P. Leclère, S. De Feyter, M. M. S. Abdel-Mottaleb, F. C. De Schryver, O. Henze, W. J. Feast, R. Lazzaroni, J. Phys. Chem. B 2006, 110, 7898.
22. a) S. De Feyter, F. C. De Schryver, J. Phys. Chem. B 2005, 109, 4290;
23. b) P. Samorì, J. P. Rabe, J. Phys.: Condens. Matter 2002, 14, 9955.
24. a) M. Surin, P. Samorì, Small 2007, 3, 190;
25. b) L. Piot, D. Bonifazi, P. Samorì, Adv. Funct. Mater. 2007, 17, 3689.
26. K. G. Nath, O. Ivasenko, J. A. Miwa, H. Dang, J. D. Wuest, A. Nanci, D. F. Perepichka, F. Rosei, J. Am. Chem. Soc. 2006, 128, 4212.
27. Y. Kikkawa, E. Koyama, S. Tsuzuki, K. Fujiwara, K. Miyake, H. Tokuhisa, M. Kanesato, Chem. Commun. 2007, 1343.
28. R. Lazzaroni, A. Calderone, J. L. Brédas, J. P. Rabe, J. Chem. Phys. 1997, 107, 99.
29. N. Tchebotareva, X. M. Yin, M. D. Watson, P. Samorì, J. P. Rabe, K. Müllen, J. Am. Chem. Soc. 2003, 125, 9734.
30. a) C.-A. Palma, M. Bonini, A. Llanes-Pallas, T. Breiner, M. Prato, D. Bonifazi, P. Samorì, Chem. Commun. 2008, 5289;
31. b) A. Llanes-Pallas, C.-A. Palma, L. Piot, A. Belbakra, A. Listorti, M. Prato, P. Samorì, N. Armaroli, D. Bonifazl, J. Am. Chem. Soc. 2009, 131, 509.
32. S. Lei, K. Tahara, F. C. De Schryver, M. V. d. Auweraer, Y. Tobe, S. De Feyter, Angew. Chem. Int. Ed. 2008, 47, 2964.
33. L. Kampschulte, T. L. Werblowsky, R. S. K. Kishore, M. Schmittel, W. M. Heckl, M. Lackinger, Angew. Chem. Int. Ed. 2008, 130, 8502.
34. A. Gesquiére, M. M. S. Abdel-Mottaleb, S. De Feyter, F. C. De Schryver, M. Sieffert, K. Müllen, A. Calderone, R. Lazzaroni, J. L. Bredas, Chem. Eur. J. 2000, 6, 3739.
35. These experiments were performed to prove that the selective physlsorption of one molecule in one specific phase is not simply due to the slight difference in solubility between the different molecules.
36. -1 solution of 1. In this case, the addition of the second droplet determined only a slight noise lasting a few seconds, with no desorption of the SAM formed by 3.
37. A. Sung, M. M. Ling, M. L. Tang, Z. Bao, J. Locklin, Chem. Mater. 2007, 19, 2342.
38. S. L. Mayo, B. D. Olafson, W.-A. Goddard, III, J. Phys. Chem. 1990, 94, 8897.