TY - JOUR
T1 - Ordered architectures of a soluble hexa-peri-hexabenzocoronene-pyrene dyad
T2 - Thermotropic bulk properties and nanoscale phase segregation at surfaces
AU - Tchebotareva, Natalia
AU - Yin, Xiaomin
AU - Watson, Mark D.
AU - Samorì, Paolo
AU - Rabe, Jürgen P.
AU - Müllen, Klaus
PY - 2003/8/13
Y1 - 2003/8/13
N2 - An alkylated hexa-peri-hexabenzocoronene with a covalently tethered pyrene unit serves as a model to study self-assembling discotic π-system dyads both in the bulk and at a surface. Wide-angle X-ray scattering, polarized light microscopy, and differential scanning calorimetry revealed bulk self-assembly into columnar structures. Relative to a control without a tethered pyrene, the new dyad exhibits a more ordered columnar phase at room temperature but with dramatically lowered isotropization temperature, facilitating homeotropic alignment. These two features are important for processing such materials into molecular electronic devices, e.g., photovoltaic diodes. Scanning tunneling microscopy at a solution-solid interface revealed uniform nanoscale segregation of the large from the small π-systems, leading to a well-defined two-dimensional crystalline monolayer, the likes of which may be employed in the future to study intramolecular electron transfer processes at surfaces, on the molecular scale.
AB - An alkylated hexa-peri-hexabenzocoronene with a covalently tethered pyrene unit serves as a model to study self-assembling discotic π-system dyads both in the bulk and at a surface. Wide-angle X-ray scattering, polarized light microscopy, and differential scanning calorimetry revealed bulk self-assembly into columnar structures. Relative to a control without a tethered pyrene, the new dyad exhibits a more ordered columnar phase at room temperature but with dramatically lowered isotropization temperature, facilitating homeotropic alignment. These two features are important for processing such materials into molecular electronic devices, e.g., photovoltaic diodes. Scanning tunneling microscopy at a solution-solid interface revealed uniform nanoscale segregation of the large from the small π-systems, leading to a well-defined two-dimensional crystalline monolayer, the likes of which may be employed in the future to study intramolecular electron transfer processes at surfaces, on the molecular scale.
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U2 - 10.1021/ja028609i
DO - 10.1021/ja028609i
M3 - Article
C2 - 12904039
AN - SCOPUS:0043127092
SN - 0002-7863
VL - 125
SP - 9734
EP - 9739
JO - Journal of the American Chemical Society
JF - Journal of the American Chemical Society
IS - 32
ER -