A High Tg Carbazole-Based Hole-Transporting Material for Organic Light-Emitting Devices

Abstract

A new branched carbazole derivative, 1,3,5-tris(2-(9-ethylcarbazyl-3)ethylene)benzene (TECEB), was prepared as a hole-transporting material for organic light-emitting devices (OLEDs). TECEB is comparable to 1,4-bis(1-naphthylphenylamino)biphenyl (NPB) in terms of highest-occupied molecular orbital/lowestunoccupied molecular orbial energy levels, hole-drift mobility, as well as device performance (maximum luminence of about 10 000 cd m -2 and current efficiency of 3.27 cd A -1 ) in a standard hole-transporting layer/tris-(8-hydroxyquinoline)aluminum double-layer device, but is superior to NPB in terms of its higher glass-transition temperature (T g , 130 °C) and ease of synthesis. The latter features suggest that TECEB can be a potential alternative material to NPB especially for high-temperature applications in OLEDs and other organic electronic devices.

Conjugated Macrocycles: Concepts and Applications

“…Since carbazole has prominent optical and electronic properties and is chemically stable, carbazole derivatives have been studied for use in a variety of applications, including organic light-emitting diodes (OLEDs), [136] nonlinear optics (NLOs), [137] and organic field-effect transistors (OFETs).…”

Fluorene‐Carbazole Dendrimers: Synthesis, Thermal, Photophysical and Electroluminescent Device Properties

“…Coupling of 2,7-dibromo-9,9-dioctyl-9 H -fl uorene in excess carbazole under ( ∼ 65 ° C for TPD and ∼ 100 ° C for NPB), ease of crystallization and unsatisfactory morphological stability. [ 5,6 ] Recently, AHTMs with high T g such as dendritic carbazole molecules with a fl uorene core, [ 7,8 ] 1,4-bis( N-carbazolyl)benzene as a central unit and different numbers of diphenylamine moieties as the peripheral group, [ 9 ] 1,3,5-tris(2-(9-ethylcarbazolyl-3)ethylene)benzene, [ 10 ] 4,4 ′ ,4 ′ ′ -tri( N -dibenzocarbazolyl)triphenylamine [ 11 ] and monodisperse carbazole-based oligomers, [ 12 ] have been reported.…”

Synthesis, Crystal Structure, and DNA‐Cleaving Behavior of 5‐Substituted Benzene‐1,3‐bis(methylene)‐Spaced Dinuclear Copper(II) Complexes

“…Benzoyl peroxide (BPO), EtN(i-Pr) 2 , the disodium salt of calf thymus DNA (CT-DNA), and tris(hydroxymethyl)(amino)methane (Tris) were purchased from Sigma. The bis(pyridin-2-ylmethyl)amine (BPA) [13] and 1,3,5-tris(bromomethyl)benzene [14] were prepared according to the reported procedures. The plasmid pUC19 DNA was purchased from TaKaRa Biotechnology (Dalian).…”