High Fidelity Self-Recognition of Isomeric Oligopyridines in Binary 2D Self-Assembly and Its Application for Separation

被引:5
作者
Caterbow, Daniel [1 ]
Roos, Matthias [2 ]
Hoster, Harry E. [2 ]
Behm, R. Juergen [2 ]
Landfester, Katharina [1 ,3 ]
Ziener, Ulrich [1 ]
机构
[1] Univ Ulm, Inst Organ Chem Macromol Chem 3, D-89081 Ulm, Germany
[2] Univ Ulm, Inst Catalysis & Surface Chem, D-89081 Ulm, Germany
[3] Max Planck Inst Polymer Res, D-55128 Mainz, Germany
关键词
adsorption; binary mixtures; oligopyridines; scanning probe microscopy; self-assembly; SOLID-LIQUID INTERFACE; SCANNING-TUNNELING-MICROSCOPY; ORDERED PYROLYTIC-GRAPHITE; HOST-GUEST NETWORK; SUPRAMOLECULAR ASSEMBLIES; MOLECULAR NETWORKS; ORGANIC MONOLAYERS; SYMMETRY-BREAKING; SURFACES; MIXTURES;
D O I
10.1002/chem.201003319
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Self-assembly in two binary mixtures based on three isomeric oligopyridines at the liquid/HOPG (highly oriented pyrolytic graphite) interface is presented. Despite their structural similarity the molecules display exclusive phase separation, which is attributed to the highly specific intermolecular hydrogen bonding interactions. Variation of the mole fractions in solution reveal strongly preferred adsorption of the major compound, which underlines the importance of self-recognition for self-assembly. Those findings at the molecular level can be applied to separation issues on a macroscopic scale, leading to a completely new concept of separation, which could have a strong impact on various chromatographic processes.
引用
收藏
页码:7831 / 7836
页数:6
相关论文
共 55 条
[1]   In situ investigation of dynamical nanophase separation [J].
Abdel-Mottaleb, MMS ;
De Feyter, S ;
Sieffert, M ;
Klapper, M ;
Müllen, K ;
De Schryver, FC .
LANGMUIR, 2003, 19 (20) :8256-8261
[2]   2D supramolecular self-assembly of binary organic monolayers [J].
Barrena, Esther ;
de Oteyza, Dimas G. ;
Dosch, Helmut ;
Wakayama, Yutaka .
CHEMPHYSCHEM, 2007, 8 (13) :1915-1918
[3]   Surface noncovalent bonding for rational design of hierarchical molecular self-assemblies [J].
Bleger, David ;
Kreher, David ;
Mathevet, Fabrice ;
Attias, Andre-Jean ;
Schull, Guillaume ;
Huard, Axel ;
Douillard, Ludovic ;
Fiorini-Debuischert, Celine ;
Charra, Fabrice .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2007, 46 (39) :7404-7407
[4]   Supramolecular patterned surfaces driven by cooperative assembly of C60 and porphyrins on metal substrates [J].
Bonifazi, D ;
Spillmann, H ;
Kiebele, A ;
de Wild, M ;
Seiler, P ;
Cheng, FY ;
Güntherodt, HJ ;
Jung, T ;
Diederich, F .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2004, 43 (36) :4759-4763
[5]  
BONIFAZI D, 2004, ANGEW CHEM, V116, P4863
[6]   Supramolecular Chemistry at Interfaces: Molecular Recognition on Nanopatterned Porous Surfaces [J].
Bonifazi, Davide ;
Mohnani, Stefan ;
Llanes-Pallas, Anna .
CHEMISTRY-A EUROPEAN JOURNAL, 2009, 15 (29) :7004-7025
[7]   Two-dimensional pentacene:3,4,9,10-perylenetetracarboxylic dianhydride supramolecular chiral networks on Ag(111) [J].
Chen, Wei ;
Li, Hui ;
Huang, Han ;
Fu, Yuanxi ;
Zhang, Hong Liang ;
Ma, Jing ;
Wee, Andrew Thye Shen .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2008, 130 (37) :12285-12289
[8]   Synthesis and adsorption of shape-persistent macrocycles containing polycyclic aromatic hydrocarbons in the rigid framework [J].
Cheng, Xiaohong ;
Heyen, An Ver ;
Mamdouh, Wael ;
Uji-i, Hiroshi ;
De Schryver, Frans ;
Hoeger, Sigurd ;
De Feyter, Steven .
LANGMUIR, 2007, 23 (03) :1281-1286
[9]  
Ciesielski A., 2009, ANGEW CHEM, V121, P2073
[10]   Towards Supramolecular Engineering of Functional Nanomaterials: Pre-Programming Multi-Component 2D Self-Assembly at Solid-Liquid Interfaces [J].
Ciesielski, Artur ;
Palma, Carlos-Andres ;
Bonini, Massimo ;
Samori, Paolo .
ADVANCED MATERIALS, 2010, 22 (32) :3506-3520