TY  - JOUR
A1  - Stolte, Matthias
A1  - Hecht, Reinhard
A1  - Xie, Zengqi
A1  - Liu, Linlin
A1  - Kaufmann, Christina
A1  - Kudzus, Astrid
A1  - Schmidt, David
A1  - Würthner, Frank
T1  - Crystal Engineering of 1D Exciton Systems Composed of Single‐ and Double‐Stranded Perylene Bisimide J‐Aggregates
JF  - Advanced Optical Materials
N2  - Single crystals of three at bay area tetraphenoxy‐substituted perylene bisimide dyes are grown by vacuum sublimation. X‐ray analysis reveals the self‐assembly of these highly twisted perylene bisimides (PBIs) in the solid state via imide–imide hydrogen bonding into hydrogen‐bonded PBI chains. The crystallographic insights disclose that the conformation and sterical congestion imparted by the phenoxy substituents can be controlled by ortho‐substituents. Accordingly, whilst sterically less demanding methyl and isopropyl substituents afford double‐stranded PBI chains of complementary P and M atropo‐enantiomers, single hydrogen‐bonded chains of homochiral PBIs are observed for the sterically more demanding ortho‐phenyl substituents. Investigation of the absorption and fluorescence properties of microcrystals and thin films of these PBIs allow for an unambiguous interpretation of these exciton systems. Thus, the J‐aggregates of the double‐stranded crystals exhibit a much larger (negative) exciton coupling than the single‐stranded one, which in contrast has the higher solid‐state fluorescence quantum yield.
KW  - fluorescence
KW  - J‐aggregates
KW  - perylene bisimides
KW  - reabsorption
KW  - single crystal structure
Y1  - 2020
U6  - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-218221
VL  - 8
IS  - 18
ER  - 
TY  - JOUR
A1  - Schmidt, David
A1  - Stolte, Matthias
A1  - Süß, Jasmin
A1  - Liess, Dr. Andreas
A1  - Stepanenko, Vladimir
A1  - Würthner, Frank
T1  - Protein-like enwrapped perylene bisimide chromophore as bright microcrystalline emitter material
JF  - Angewandte Chemie International Edition
N2  - Strongly emissive solid‐state materials are mandatory components for many emerging optoelectronic technologies, but fluorescence is often quenched in the solid state owing to strong intermolecular interactions. The design of new organic pigments, which retain their optical properties despite their high tendency to crystallize, could overcome such limitations. Herein, we show a new material with monomer‐like absorption and emission profiles as well as fluorescence quantum yields over 90 % in its crystalline solid state. The material was synthesized by attaching two bulky tris(4‐tert‐butylphenyl)phenoxy substituents at the perylene bisimide bay positions. These substituents direct a packing arrangement with full enwrapping of the chromophore and unidirectional chromophore alignment within the crystal lattice to afford optical properties that resemble those of their natural pigment counterparts, in which chromophores are rigidly embedded in protein environments.
KW  - cristal engeneering
KW  - dyes
KW  - flourescence quantum yield
KW  - perylene bisimides
KW  - solid-state emitters
Y1  - 2019
U6  - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-204809
VL  - 58
IS  - 38
ER  -