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
  • [41] Dynamical exchange behavior in organic monolayers studied by STM analysis of labeled mixtures
    Stevens, F
    Beebe, TP
    [J]. LANGMUIR, 1999, 15 (20) : 6884 - 6889
  • [42] Multicomponent monolayer architectures at the solid-liquid interface: Towards controlled space-confined properties and reactivity of functional building blocks
    Surin, Mathieu
    Samori, Paolo
    [J]. SMALL, 2007, 3 (02) : 190 - 194
  • [43] Site-selective guest inclusion in molecular networks of butadiyne-bridged pyridino and benzeno square macrocycles on a surface
    Tahara, Kazukuni
    Lei, Shengbin
    Mamdouh, Wael
    Yamaguchi, Yui
    Ichikawa, Tomoyuki
    Uji-i, Hiroshi
    Sonoda, Motohiro
    Hirose, Keiji
    De Schryver, Frans C.
    De Feyter, Steven
    Tobe, Yoshito
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2008, 130 (21) : 6666 - +
  • [44] Controlling molecular deposition and layer structure with supramolecular surface assemblies
    Theobald, JA
    Oxtoby, NS
    Phillips, MA
    Champness, NR
    Beton, PH
    [J]. NATURE, 2003, 424 (6952) : 1029 - 1031
  • [45] Scanning tunneling microscopy and spectroscopy of donor-acceptor-donor triads at the liquid/solid interface
    Uji-i, H
    Miura, A
    Schenning, A
    Meijer, EW
    Chen, ZJ
    Würthner, F
    De Schryver, FC
    Van der Auweraer, M
    De Feyter, S
    [J]. CHEMPHYSCHEM, 2005, 6 (11) : 2389 - 2395
  • [46] Behavior of binary alcohol mixtures adsorbed on graphite using calorimetry and scanning tunneling microscopy
    Wang, Guojie
    Lei, Shengbin
    De Feyter, Steven
    Feldman, Rebecca
    Parker, Julia E.
    Clarke, Stuart M.
    [J]. LANGMUIR, 2008, 24 (06) : 2501 - 2508
  • [47] Coadsorption-induced reconstruction of supramolecular assembly characteristics
    Wu, Dongxia
    Deng, Ke
    He, Meng
    Zeng, Qingdao
    Wang, Chen
    [J]. CHEMPHYSCHEM, 2007, 8 (10) : 1519 - 1523
  • [48] Chiral symmetry breaking in two-dimensional C60-ACA intermixed systems
    Xu, B
    Tao, CG
    Cullen, WG
    Reutt-Robey, JE
    Williams, ED
    [J]. NANO LETTERS, 2005, 5 (11) : 2207 - 2211
  • [49] Coverage dependent supramolecular structures:: C60:ACA monolayers on Ag(111)
    Xu, Bo
    Tao, Chenggang
    Williams, Ellen D.
    Reutt-Robey, Janice E.
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2006, 128 (26) : 8493 - 8499
  • [50] An STM investigation of the adsorption of mixtures of fatty acids and substituted acids at the solution-graphite interface
    Yablon, DG
    Ertas, D
    Fang, HB
    Flynn, GW
    [J]. ISRAEL JOURNAL OF CHEMISTRY, 2003, 43 (3-4) : 383 - 392