title: 2,3-di-n-decyloxy-6,7-dichloroanthracene (Cl2DDOA), a new low-molecular-mass fluorescent organogelator: physical properties and structures.
abstract: To extend the family of 2,3-didecyloxyanthracene (DDOA, 1), an organogelator having a rodlike shape, a high polarity, and fluorescing properties, the 6,7-dichloro derivative (Cl2DDOA, 2), was designed and prepared. Compound 2 forms gels in alcohols, nitriles, and alkanes. The electronic absorption spectra of the gel show a finer structure than those of the isotropic solutions, pointing to a specific degree of packing of the molecules; such an aggregation mode is also supported by fluorescence data. The gel-to-sol temperatures (Tm) were determined as a function of gelator concentration and the corresponding enthalpies (DeltaHm) were extracted. Scattering experiments have shown that the molecular packing in aggregates of 2 organogels is less reminiscent of the crystalline state than was the situation with DDOA gels. 2 organogels in butanol are made up of 120 A radius fibers much thinner than those observed in DDOA gels (r ca. 300 A) and with rather monodisperse cross sections. In 1-octanol, dodecane, or cyclohexane, the fibrillar organogel networks involve a broader distribution of the related cross sections through anisometric sections of the fibers and/or formation of bundles.
authors.affiliation: UMR 5819, CEA-Grenoble, Département de Recherche Fondamentale sur la Matière Condensée, 17 rue des Martyrs, 38054 Grenoble Cedex 09, France. pterech@cea.fr
authors.forename: Pierre
authors.initials: P
authors.lastname: Terech
authors.forename: Danny
authors.initials: D
authors.lastname: Meerschaut
authors.forename: J-P
authors.initials: JP
authors.lastname: Desvergne
authors.forename: M
authors.initials: M
authors.lastname: Colomes
authors.forename: H
authors.initials: H
authors.lastname: Bouas-Laurent