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Protein-like Enwrapped Perylene Bisimide Chromophore as a Bright Microcrystalline Emitter Material.

Authors
  • Schmidt, David1
  • Stolte, Matthias1
  • Süß, Jasmin1
  • Liess, Andreas1
  • Stepanenko, Vladimir1
  • Würthner, Frank1
  • 1 Institut für Organische Chemie & Center for Nanosystems Chemistry, Universität Würzburg, Am Hubland, 97074, Würzburg, Germany. , (Germany)
Type
Published Article
Journal
Angewandte Chemie International Edition in English
Publisher
Wiley (John Wiley & Sons)
Publication Date
Jul 22, 2019
Identifiers
DOI: 10.1002/anie.201907618
PMID: 31329325
Source
Medline
Keywords
Language
English
License
Unknown

Abstract

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. © 2019 The Authors. Published by Wiley-VCH Verlag GmbH & Co. KGaA.

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