title: Dibenzobarrelene-Based Azaacenes: Emitters in Organic Light-Emitting Diodes.
abstract: The synthesis of soluble dibenzobarrelene-substituted azaacenes either by condensation reactions in solution or, more effectively, in the solid state by using a ball mill is reported herein. We relate their optical properties in thin films to their packing in the solid state. The targets are characterized by cyclic voltammetry, X-ray crystallography and UV/Vis and fluorescence analysis. Three highly fluorescent, amorphous azaacenes were processed into organic light-emitting diodes, and their improved performance (luminance, efficiency and efficacy) was compared with that of structurally related iptycene-based azaacenes.
authors.affiliation: Organisch-Chemisches Institut, Ruprecht-Karls-Universität, Im Neuenheimer Feld 270, 69120, Heidelberg, Germany.
authors.forename: Michael
authors.initials: M
authors.lastname: Ganschow
authors.affiliation: Organisch-Chemisches Institut, Ruprecht-Karls-Universität, Im Neuenheimer Feld 270, 69120, Heidelberg, Germany.
authors.forename: Silke
authors.initials: S
authors.lastname: Koser
authors.affiliation: Organisch-Chemisches Institut, Ruprecht-Karls-Universität, Im Neuenheimer Feld 270, 69120, Heidelberg, Germany.
authors.forename: Sebastian
authors.initials: S
authors.lastname: Hahn
authors.affiliation: Organisch-Chemisches Institut, Ruprecht-Karls-Universität, Im Neuenheimer Feld 270, 69120, Heidelberg, Germany.
authors.forename: Frank
authors.initials: F
authors.lastname: Rominger
authors.affiliation: Organisch-Chemisches Institut, Ruprecht-Karls-Universität, Im Neuenheimer Feld 270, 69120, Heidelberg, Germany.|InnovationLab GmbH, Speyerer Straße 4, 69115, Heidelberg, Germany.
authors.forename: Jan
authors.initials: J
authors.lastname: Freudenberg
authors.affiliation: Organisch-Chemisches Institut, Ruprecht-Karls-Universität, Im Neuenheimer Feld 270, 69120, Heidelberg, Germany.|Centre for Advanced Materials, Ruprecht-Karls-Universität, Im Neuenheimer Feld 225, 69120, Heidelberg, Germany.
authors.forename: Uwe H F
authors.initials: UH
authors.lastname: Bunz
keywords: fluorescence; pi interactions; solid-state reactions; solid-state structures; thin films