Nondoped deep-blue spirofluorenexanthene-based green organic semiconductors (GOS) via a pot, atom and step economic (PASE) route combining direct arylation with tandem reaction

Abstract

We demonstrated a PASE route by combining direct arylation with one-pot/tandem reaction to synthesize a GOS DSFX-TFB for OLEDs with EQE of 4.1%.

Simple Organic Light-Emitting Devices with a Charge Carrier Modulation Layer Towards Lower Driving Voltage and Higher Electroluminescent Efficiency

“…NPB denotes N,N'-diphenyl-N,N'-bis(1,1'-bi-phenyl)-4,4'-diamine, which serves as a hole-transporting layer. [17][18][19][20] Alq 3 is short for tris-(8-hydroxyquinoline) aluminum, which is a fluorescent light-emitting material possessing a decent electron mobility. Figure 1 shows molecular structures used in this investigation and the device architecture.…”

C−H Direct Arylated 6H‐Indolo[2,3‐b]quinoxaline Derivative as a Thickness‐Dependent Hole‐Injection Layer

“…[39,40] Therefore, the research and development of eco-friendly organic HIL materials should help to determine an effective strategy for green and sustainable electronics. [41,42] In this work, we report ah ole-injection layer material based on an IQ derivative:9 ,9'-(perfluoro-1,4-phenylene)bis{6-(2-ethylhexyl)-6H-indolo [2,3-b]quinoxaline} (TFBIQ;s ee Scheme 1).…”

“…The molecular structure of TFBIQ contains two IQ moieties and ab ridged perfluoro-1,4-phenylene group joined by means of facile CÀHd irecta rylation. [41,[43][44][45][46] Symmetrical tetrafluorosubstituted phenylene promisingly endowed TFBIQ with low verticali onization potential( IP v ), thus leading to it possessing an anti-oxidation property (see the Supporting Information). The optoelectricalp roperties, film morphologies, and thermal properties of TFBIQ were measured by meanso fU V/Vis, photoluminescence (PL) spectra,c yclic voltammetry (CV), atomic force microscopy (AFM), thermogravimetric analysis (TGA), and differential scanning calorimetry (DSC) analysis.W ea lso fabricated several green OLEDs to verify the usability of TFBIQ as an HIL.…”

“…Although their synthetic methods and mechanisms have been systematically studied, C−C coupling methods are usually not eco‐friendly owing to the greater amounts of toxic organic tin reagents or harsh organic lithium reagents than are used in C−H direct arylation . Therefore, the research and development of eco‐friendly organic HIL materials should help to determine an effective strategy for green and sustainable electronics …”

“…In this work, we report a hole‐injection layer material based on an IQ derivative: 9,9′‐(perfluoro‐1,4‐phenylene)bis{6‐(2‐ethylhexyl)‐6 H ‐indolo[2,3‐ b ]quinoxaline} ( TFBIQ ; see Scheme ). The molecular structure of TFBIQ contains two IQ moieties and a bridged perfluoro‐1,4‐phenylene group joined by means of facile C−H direct arylation . Symmetrical tetrafluoro‐substituted phenylene promisingly endowed TFBIQ with low vertical ionization potential (IP v ), thus leading to it possessing an anti‐oxidation property (see the Supporting Information).…”