Liquid-Crystalline Tris[60]fullerodendrimers

Autor: Bertrand Donnio, Benoît Heinrich, Virginie Russo, Pauline Pieper, Robert Deschenaux
Přispěvatelé: Institut de Chimie, Université de Neuchâtel, Université de Neuchâtel (UNINE), Institut de Physique et Chimie des Matériaux de Strasbourg (IPCMS), Université de Strasbourg (UNISTRA)-Matériaux et nanosciences d'Alsace (FMNGE), Institut de Chimie du CNRS (INC)-Université de Strasbourg (UNISTRA)-Université de Haute-Alsace (UHA) Mulhouse - Colmar (Université de Haute-Alsace (UHA))-Institut National de la Santé et de la Recherche Médicale (INSERM)-Centre National de la Recherche Scientifique (CNRS)-Institut de Chimie du CNRS (INC)-Université de Strasbourg (UNISTRA)-Université de Haute-Alsace (UHA) Mulhouse - Colmar (Université de Haute-Alsace (UHA))-Institut National de la Santé et de la Recherche Médicale (INSERM)-Centre National de la Recherche Scientifique (CNRS)-Centre National de la Recherche Scientifique (CNRS)-Réseau nanophotonique et optique, Centre National de la Recherche Scientifique (CNRS)-Université de Strasbourg (UNISTRA)-Université de Haute-Alsace (UHA) Mulhouse - Colmar (Université de Haute-Alsace (UHA))-Centre National de la Recherche Scientifique (CNRS)-Université de Strasbourg (UNISTRA)
Jazyk: angličtina
Rok vydání: 2018
Předmět:
Zdroj: Journal of Organic Chemistry
Journal of Organic Chemistry, American Chemical Society, 2018, 83 (6), pp.3208-3219. ⟨10.1021/acs.joc.8b00093⟩
ISSN: 0022-3263
1520-6904
DOI: 10.1021/acs.joc.8b00093⟩
Popis: Liquid-crystalline tris[60]fullerodendrimers based on first- and second-generation poly(arylester)dendrons carrying cyanobiphenyl mesogens were synthesized for the first time by the olefin cross-metathesis reaction between type I (terminal) and type II (α,β-unsaturated carbonyl) olefinic precursors, using a second-generation Grubbs or Hoveyda-Grubbs catalyst. The modular synthetic approach developed here also allowed the selective preparation of the [60]fullerene-free, mono[60]fullerodendrimer, and bis[60]fullerodendrimer derivatives from the appropriate precursors. As revealed by polarized optical microscopy, differential scanning calorimetry, and small-angle X-ray scattering, all of the materials displayed liquid-crystalline properties. In agreement with the nature of the dendritic building blocks, the emergence of lamellar mesophases (smectic C and/or smectic A phases), with the segregation of the various constitutive parts, was systematically observed. The small variation of the mesomorphic temperature range and of the mesophase stability suggested that the mesomorphism is essentially dominated by the dendrimer itself and is regulated by a subtle adaptive mechanism, in which the proportion of monolayering and bilayering arrangements of the multisegregated lamellar mesophases is modified in order to compensate the space requirements of each of the elementary building blocks, namely, the [60]fullerene units, the cyanobiphenyl mesogens, and the dendritic matrix.
Databáze: OpenAIRE