Structural variations in a family of orthodialkoxyarenes organogelators.
A series of low mass organic gelators (LMOGS) 1 to 6 whose chemical structures have in common an orthodialkoxyarene feature was prepared in order to compare the shape of their fibrillar network as investigated by small-angle neutron scattering (SANS) experiments. All members of the family exhibit a pronounced tendency to bundle formation by merging isolated fibers in extended packets of average diameter >500 A. Variations of the 2D packing symmetry are observed from hexagonal to square orderings with close derivatives of the reference member 2,3-didecyloxyanthracene (DDOA). Networks in which the fraction of isolated fibers is significant enough to allow for their SANS identification are those for 6,7-dichloro-2,3-didecyloxyanthracene (Cl(2)DDOA) and 2,3-dodecyloxy-9,10-anthraquinone (5). For this latter, the monodispersity of the cross-sections (thickness=74 A) is remarkable and the rectangular shape (b/a approximately 0.12) accounts for a merging mechanism into anisotropic bundles (ribbons).
Terech
Pierre
P
UMR 5819 CEA-CNRS-Univ. J. Fourier, DRFMC-SI3M, CEA-Grenoble 17, rue des Martyrs, 38054 Grenoble Cedex 9, France. pierre.terech@cea.fr
Clavier
Gilles
G
Bouas-Laurent
Henri
H
Desvergne
Jean-Pierre
JP
Demé
Bruno
B
Pozzo
Jean-Luc
JL
D016880:Anisotropy; D000873:Anthracenes / Q000737:chemistry*; D000880:Anthraquinones / Q000737:chemistry*; D055598:Chemical Phenomena; D002627:Chemistry, Physical; D005782:Gels / Q000737:chemistry*; D006841:Hydrocarbons, Aromatic / Q000737:chemistry*; D015394:Molecular Structure; D033363:Neutron Diffraction; D010316:Particle Size; D053838:Scattering, Small Angle; D013499:Surface Properties
C520119:2,3-didecyloxy-9,10-anthraquinone; C520117:2,3-didecyloxyanthracene; C520118:6,7-dichloro-2,3-didecyloxyanthracene; D000873:Anthracenes; D000880:Anthraquinones; D005782:Gels; D006841:Hydrocarbons, Aromatic