54446-36-5Relevant articles and documents
High performance white organic light-emitting diodes with blue fluorescence and red phosphorescence
Lee, Hayoon,Kang, Hyeonmi,Jung, Hyocheol,Kang, Seokwoo,Park, Jongwook
, p. 5751 - 5754 (2017)
Highly efficient blue emitting material (DAnP) consisting of anthracene and pyrene was designed and synthesized. The PLmax of the DAnP is 469 nm in the solution state and 480 nm in the film state. DAnP was used as non-doped emitting layer (EMLs) in OLEDs with the following structures: ITO/2-TNATA (60 nm)/NPB (15 nm)/DAnP (35 nm)/Alq3 (20 nm)/LiF (1 nm)/Al (200 nm). The DAnP device has current efficiency of 5.45 cd/A, power efficiency of 2.71 lm/W, and CIEs of (0.19, 0.40) at 10 mA/cm2. An efficient multilayer white organic light-emitting diode (WOLED) with the structure of ITO/NPB (30 nm)/CBP: 3 wt% Ir(piq)3 (10 nm)/DAnP (40 nm)/TPBi (40 nm)/LiF (1 nm)/Al (200 nm) was fabricated and characterized, where DAnP and tris(1-phenylisoquinoline) iridium (III) [Ir(piq)3] were used as a blue fluorescent emitter and a red phosphorescent emitter respectively. A WOLED showed current efficiency of 5.08 cd/A, power efficiency of 2.55 lm/W, and CIEs of (0.35, 0.36) at 10 mA/cm2.
Mediator-Enabled Electrocatalysis with Ligandless Copper for Anaerobic Chan-Lam Coupling Reactions
Walker, Benjamin R.,Manabe, Shuhei,Brusoe, Andrew T.,Sevov, Christo S.
supporting information, p. 6257 - 6265 (2021/05/07)
Simple copper salts serve as catalysts to effect C-X bond-forming reactions in some of the most utilized transformations in synthesis, including the oxidative coupling of aryl boronic acids and amines. However, these Chan-Lam coupling reactions have historically relied on chemical oxidants that limit their applicability beyond small-scale synthesis. Despite the success of replacing strong chemical oxidants with electrochemistry for a variety of metal-catalyzed processes, electrooxidative reactions with ligandless copper catalysts are plagued by slow electron-transfer kinetics, irreversible copper plating, and competitive substrate oxidation. Herein, we report the implementation of substoichiometric quantities of redox mediators to address limitations to Cu-catalyzed electrosynthesis. Mechanistic studies reveal that mediators serve multiple roles by (i) rapidly oxidizing low-valent Cu intermediates, (ii) stripping Cu metal from the cathode to regenerate the catalyst and reveal the active Pt surface for proton reduction, and (iii) providing anodic overcharge protection to prevent substrate oxidation. This strategy is applied to Chan-Lam coupling of aryl-, heteroaryl-, and alkylamines with arylboronic acids in the absence of chemical oxidants. Couplings under these electrochemical conditions occur with higher yields and shorter reaction times than conventional reactions in air and provide complementary substrate reactivity.
Chitosan nanoparticles functionalized poly-2-hydroxyaniline supported CuO nanoparticles: An efficient heterogeneous and recyclable nanocatalyst for N-arylation of amines with phenylboronic acid at ambient temperature
Seyedi, Neda,Zahedifar, Mahboobeh
, (2021/07/25)
The present study aims to prepare an effective and eco-friendly nanocatalyst for the Chan–Lam coupling reaction of phenylboronic acid and amine in aerobic conditions. For this purpose, chitosan was extracted from shrimp shells waste by demineralization, deproteinization, and deacetylation processes and then converted to chitosan nanoparticles (CSN) by the ionic gelation with tripolyphosphate anions. Afterward, poly-2-hydroxyaniline (P2-HA) was grafted to chitosan nanoparticles (NPs) to employ as the support for CuO NPs. Characterization of the nanocatalyst was done using Fourier transform infrared (FT-IR), X-ray powder diffraction (XRD), scanning electron microscopy (SEM), mapping, energy-dispersive X-ray spectroscopy (EDS), transmission electron microscopy (TEM), and thermogravimetric analysis (TGA). The CuO NPs were identified in the spherical shape with an average size of 17 nm. The prepared nanocatalyst exhibited excellent catalytic performance with a high turnover number (TON) and turnover frequency (TOF) for the Chan–Lam coupling reaction of phenyl boronic acid and amines with different electronic properties. The prepared catalyst could be readily recovered and reused for at least five runs without any noticeable change in structure and catalytic performance. Chitosan (CS) was prepared via demineralization, deproteinization, and deacetylation of shrimp shell and chitosan nanoparticles (CSN) were prepared via ionic gelation process. Polymerization of 2-HA on the CSN surface was done to increase functional groups and create active sites for CuO NPs attachments. CuO NPs-P2-HA-CSN nanocomposite has been shown high efficiently for the Chan–Lam coupling reaction.
