Competitive Physisorption Among Alkyl Substituted p-Conjugated Oligomers at the Solid/Liquid Interface: Towards Prediction of Self-Assembly at Surfaces from a Multicomponent Solution

Bonini, M.; Zalewski, L.; Breiner, T.; Dötz, F.; Kastler, M.; Schädler, V.; Surin, Mathieu; Lazzaroni, Roberto; Samorì, P.

doi:10.1002/smll.200801901

Article (Scientific journals)

Competitive Physisorption Among Alkyl Substituted p-Conjugated Oligomers at the Solid/Liquid Interface: Towards Prediction of Self-Assembly at Surfaces from a Multicomponent Solution

Bonini, M.; Zalewski, L.; Breiner, T. et al.

2009 • In Small, 5 (13), p. 1521-1526

Peer Reviewed verified by ORBi

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https://hdl.handle.net/20.500.12907/36199

DOI
10.1002/smll.200801901

PubMed
19319916

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Abstract :

[en] Molecules play musical chairs too! Scanning tunneling microscopy reveals how subtle changes in molecular structure can dramatically affect the intermolecular and interfacial forces governing the self-assembly of [5,5']-bisphenyl-[2,2']-bithiophene alkyl derivatives at the graphite-solution interface. Experiments performed in a competitive scenario (see image) show that one derivative can be preferentially physisorbed or even cause the desorption of an already existing monolayer.

Disciplines :

Chemistry

Author, co-author :

Bonini, M.

Zalewski, L.

Breiner, T.

Dötz, F.

Kastler, M.

Schädler, V.

Surin, Mathieu ; Université de Mons > Faculté des Sciences > Chimie des matériaux nouveaux

Lazzaroni, Roberto ; Université de Mons > Faculté des Sciences > Service de Chimie des matériaux nouveaux

Samorì, P.

Language :

English

Title :

Competitive Physisorption Among Alkyl Substituted p-Conjugated Oligomers at the Solid/Liquid Interface: Towards Prediction of Self-Assembly at Surfaces from a Multicomponent Solution

Publication date :

03 July 2009

Journal title :

Small

ISSN :

1613-6810

eISSN :

1613-6829

Publisher :

Wiley - VCH Verlag GmbH & Co., Germany

Volume :

Issue :

Pages :

1521-1526

Peer reviewed :

Peer Reviewed verified by ORBi

Research unit :

S817 - Chimie des matériaux nouveaux

Research institute :

R400 - Institut de Recherche en Science et Ingénierie des Matériaux

Commentary :

Publié en ligne le 24 mars 2009

Available on ORBi UMONS :

since 10 June 2010

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Bibliography

A. Facchetti, Mater. Today 2007, 10, 28.
S. Vaidyanathan, F. Dötz, H. E. Katz, U. Lawrentz, J. Granstrom, E. Reichmanis, Chem. Mater. 2007, 19, 4676.
A. Facchetti, J. Letizia, M. H. Yoon, M. Mushrush, H. E. Katz, T. J. Marks, Chem. Mater. 2004, 16, 4715.
M. Mushrush, A. Facchetti, M. Lefenfeld, H. E. Katz, T. J. Marks, J. Am. Chem. Soc. 2003, 125, 9414.
X. M. Hong, H. E. Katz, A. J. Lovinger, B. C. Wang, K. Raghavacharl, Chem. Mater. 2001, 13, 4686.
H. A. Becerril, M. E. Roberts, Z. H. Liu, J. Locklin, Z. N. Bao, Adv. Mater. 2008, 20, 2588.
J. Huang, J. Sun, H. E. Katz, Adv. Mater. 2008, 20, 2567.
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.
A. Stabel, J. P. Rabe, Synthetic Metals 1994, 67, 47.
P. Bäuerle, T. Fischer, B. Bidlingmeier, A. Stabel, J. P. Rabe, Angew. Chem. Int. Ed. 1995, 34, 303.
a) A. Stabel, R. Heinz, F. De Schryver, J. Rabe, J. Phys. Chem. 1995, 99, 505;
b) P. Samorì, K. Müllen, J. P. Rabe, Adv. Mater. 2004, 16, 1761.
R. Azumi, G. Gotz, P. Bäuerle, Synthetic Metals 1999, 101, 569.
M. S. Vollmer, F. Effenberger, R. Stecher, B. Gompf, W. Eisenmenger, Chem. Eur. J. 1999, 5, 96.
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.
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.
M. M. S. Abdel-Mottaleb, G. Gotz, P. Kilickiran, P. Bäuerle, E. Mena-Osteritz, Langmuir 2006, 22, 1443.
R. Azumi, E. Mena-Osteritz, R. Boese, J. Benet-Buchholz, P. Bäuerle, J. Mater. Chem. 2006, 16, 728.
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.
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.
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.
a) S. De Feyter, F. C. De Schryver, J. Phys. Chem. B 2005, 109, 4290;
b) P. Samorì, J. P. Rabe, J. Phys.: Condens. Matter 2002, 14, 9955.
a) M. Surin, P. Samorì, Small 2007, 3, 190;
b) L. Piot, D. Bonifazi, P. Samorì, Adv. Funct. Mater. 2007, 17, 3689.
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.
Y. Kikkawa, E. Koyama, S. Tsuzuki, K. Fujiwara, K. Miyake, H. Tokuhisa, M. Kanesato, Chem. Commun. 2007, 1343.
R. Lazzaroni, A. Calderone, J. L. Brédas, J. P. Rabe, J. Chem. Phys. 1997, 107, 99.
N. Tchebotareva, X. M. Yin, M. D. Watson, P. Samorì, J. P. Rabe, K. Müllen, J. Am. Chem. Soc. 2003, 125, 9734.
a) C.-A. Palma, M. Bonini, A. Llanes-Pallas, T. Breiner, M. Prato, D. Bonifazi, P. Samorì, Chem. Commun. 2008, 5289;
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.
S. Lei, K. Tahara, F. C. De Schryver, M. V. d. Auweraer, Y. Tobe, S. De Feyter, Angew. Chem. Int. Ed. 2008, 47, 2964.
L. Kampschulte, T. L. Werblowsky, R. S. K. Kishore, M. Schmittel, W. M. Heckl, M. Lackinger, Angew. Chem. Int. Ed. 2008, 130, 8502.
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.
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.
The selective desorption and physisorption process was not simply due to dilution. This was proven by performing two experiments. In the first, the same experiment but with a second drop (always 5 μL for both droplets) of either pure 1-phenyloctane or the same 0.1 mg mL-1 solution of 1 In 1-phenyloctane. In both cases, only a slight increase in noise was observed during the first few seconds after the deposition of the second drop, demonstratingthatthe destabilization induced by the dilution of the solution, or simply by the increase in the volume of the droplet with respect to the interface area, is not enough to desorb the SAM. In the second, we executed the inverse experiment, i.e, the initial deposition of a 5 μL droplet of 0.1 mg mL-1 solution of 3 was followed bythe deposition of a 5 μL droplet of 0.1 mg mL-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.
A. Sung, M. M. Ling, M. L. Tang, Z. Bao, J. Locklin, Chem. Mater. 2007, 19, 2342.
S. L. Mayo, B. D. Olafson, W.-A. Goddard, III, J. Phys. Chem. 1990, 94, 8897.