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Highly Luminescence Anthracene Derivatives as Promising Materials for OLED Applications
Author(s) -
Slodek Aneta,
Filapek Michal,
SchabBalcerzak Ewa,
Grucela Marzena,
Kotowicz Sonia,
Janeczek Henryk,
Smolarek Karolina,
Mackowski Sebastian,
Malecki Jan Grzegorz,
Jedrzejowska Agnieszka,
SzafraniecGorol Grazyna,
Chrobok Anna,
Marcol Beata,
Krompiec Stanislaw,
Matussek Marek
Publication year - 2016
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201600532
Subject(s) - anthracene , oled , fluorene , carbazole , electroluminescence , sonogashira coupling , chemistry , photochemistry , quantum yield , intramolecular force , thermal stability , photoluminescence , fluorescence , intermolecular force , luminescence , polymer chemistry , materials science , polymer , optoelectronics , organic chemistry , molecule , layer (electronics) , palladium , physics , quantum mechanics , catalysis
Novel symmetrical anthracene derivatives with bulky carbazolyl‐fluorene, diphenylamino‐fluorene, or carbazolyl‐carbazole units connected to the anthracene frame through an ethynyl bridge were synthesized in excellent yield by using Sonogashira cross‐coupling. The ethynyl bridge in the anthracene dyes increases π‐electron conjugation and the bulky substituents considerably attenuate intermolecular interactions. The dyes possess high thermal stability, tremendous solubility in common organic solvents, and especially high photoluminescence quantum yield ( Φ f ) in solution in the range of 77–98 %. OLED devices were fabricated. The AFM images of thin films and blends prepared from all compounds show a uniform and flat surface, indicating excellent film‐forming properties. Devices incorporating the anthracene derivative with diphenylamino‐fluorene end‐capping groups exhibited the highest value of current density ( J ). All of the fabricated OLED devices emitted yellowish‐orange light under applied voltage.