title: 4,10-Dibromoanthanthrone as a new building block for p-type, n-type, and ambipolar π-conjugated materials.
abstract: New p-type, n-type, and ambipolar molecules were synthesized from commercially available 4,10-dibromoanthanthrone dye. Substitution at the 4,10- and 6,12-positions with different electron-rich and electron-poor units allowed the modulation of the optoelectronic properties of the molecules. A bis(dicyanovinylene)-functionalized compound was also prepared with a reduction potential as low as -50 mV versus Ag(+)  with a crystalline two-dimensional lamellar packing arrangement. These characteristics are important prerequisites for air-stable n-type organic field-effect transistor applications.
authors.affiliation: Département de Chimie et Centre de Recherche sur les Matériaux Avancés (CERMA), Université Laval, Pavillon A.-Vachon, 1045 Ave de la Médecine, Québec, G1V 0A6, Canada.
authors.forename: Jean-Benoît
authors.initials: JB
authors.lastname: Giguère
authors.forename: Quentin
authors.initials: Q
authors.lastname: Verolet
authors.forename: Jean-François
authors.initials: JF
authors.lastname: Morin