1426682-62-3

Upstream product

• 1575-37-7 4-Bromo-benzene-1,2-diamine 
• 579-07-7 1-Phenylpropane-1,2-dione 
• 705-60-2 1-phenyl-2-nitroprop-1-ene 

Relevant academic research and scientific papers

Deep Red Iridium(III) Complexes Based on Pyrene-Substituted Quinoxaline Ligands for Solution-Processed Phosphorescent Organic Light-Emitting Diodes

In this paper, we systemically investigated the photoelectric properties of three new deep-red quinoxaline-based iridium(III) complexes: Ir-0, Ir-1, and Ir-2. (MPQ)2Ir(dpm) (Ir-0) bore a 2-methyl-3-phenylquinoxaline cyclometalated ligand, while (c-PyMPQ)2Ir(dpm) (Ir-1) and (t-PyMPQ)2Ir(dpm) (Ir-2) possessed a 1-pyrene substituent that connected at the 6/7 position of the corresponding ligands. The configurations of the latter two complexes were well-confirmed by single-crystal X-ray diffraction, and both of them had large dihedral angles between the quinoxaline and pyrene units, preventing the emission peaks of the three complexes from being altered too much. Based on the density functional theory (DFT) and time-dependent DFT (TD-DFT) calculations, we concluded that the emission of all complexes originated predominantly from the triplet metal-to-ligand/intraligand charge transfer (3MLCT/3ILCT) state of the non-pyrene-substituted counterpart Ir-0 core. Interestingly, we also obtained another type of pyrene-stacking characteristic crystal of Ir-1, which had an emission resembled the phosphorescence observed in thin film. The easily formed pyrene-stacking configuration would most probably limit their device performance at a higher concentration. Moreover, the fabricated organic light-emitting diodes (OLEDs) using these materials achieved considerable device performance at a low doping concentration of 0.5 wt %. This work provides an approach for reasonably designing large fused-ring-substituted quinoxaline ligands of iridium complexes.

Quinoxaline compound containing triazine group, quinoxaline composition, electron transport material and electroluminescent device

The invention provides a quinoxaline compound containing a triazine group, a quinoxaline composition, an electron transport material and an electroluminescent device. The quinoxaline compound has a structure as shown in a general formula A. In the general

Mono-aryl-substituted quinoxaline-based cyclometalated iridium (III) complex deep red photoelectrophosphorescent material and application thereof

The invention specifically relates to a mono-aryl-substituted quinoxaline-based cyclometalated iridium (III) complex deep red photoelectrophosphorescent material and application thereof, belonging tothe technical field of organic photoelectric materials. According to the invention, quinoxaline ligand monosubstituted by Pi-conjugated arene is used as main ligand, and 2,2,6,6-tetramethyl-3,5-heptanedione is used as auxiliary ligand to construct a mononuclear cyclometalated iridium (III) complex electroluminescent material. Such complex has good solubility, thermal stability and high fluorescence quantum yield. The electroluminescent material is used as a dopant for a light-emitting layer, and PVK/OXD-7 is used as a host material to prepare an organic electrophosphorescent light-emitting device. A deep red organic electrophosphorescent light-emitting device with a maximum emission peak of 673 nm, external quantum efficiency of 11.43% and a chromaticity coordinate of (0.63, 0.29) is obtained in the invention, and efficient deep red electroluminescence of the cyclometalated iridium (III) complex with mono-aryl-substituted quinoxaline as the main ligand is realized.

Synthesis of isomeric (E)-[4-(dimethylamino)phenyl]-vinylquinoxalines – precursors for a new class of nonlinear optical chromophores

[Figure not available: see fulltext.] Methods are presented for the preparation of isomeric (Е)-3-, (Е)-6-, (Е)-7-[4-(dimethylamino)phenylethenyl]quinoxalin-2-ones and 2-phenylquinoxalines – compounds of “donor–π-bridge” type, which serve as precursors for new nonlinear optical chromophores with potentially high first hyperpolarizability values. The introduction of dimethylanilinoethenyl moiety at position 3 of the quinoxaline system was achieved in good yields by fusion of 3-methyl derivatives with 4-(dimethylamino)benzaldehyde at 220°С in the presence of catalytic amounts of acetic anhydride and pyridine during the synthesis of 3-(dimethylaminophenylethenyl)quinoxalin-2-ones or as a result of condensation of these reactants by the action of 20 М sodium hydroxide solution in the presence of Aliquat 336 during the synthesis of 3-(dimethylaminophenylethenyl)-2-phenylquinoxalines. The introduction of dimethylanilinoethenyl moiety at positions 6 and 7 was achieved by Heck reaction of p-dimethylaminovinylbenzene with 6- or 7-bromoquinoxalines in the presence of palladium acetate. The structures of isomeric 6-bromo- and 7-bromo-3-methyl derivatives of quinoxalines were confirmed by X-ray diffraction analysis.

A highly cis-selective and enantioselective metal-free hydrogenation of 2,3-disubstituted quinoxalines

A wide range of 2,3-disubstituted quinoxalines have been successfully hydrogenated with H2 using borane catalysts to produce the desired tetrahydroquinoxalines in 80-99% yields with excellent cis selectivity. Significantly, the asymmetric reaction employing chiral borane catalysts generated by the in situ hydroboration of chiral dienes with HB(C6F5)2 under mild reaction conditions has also been achieved with up to 96% ee, and represents the first catalytic asymmetric system to furnish optically active cis-2,3-disubstituted 1,2,3,4-tetrahydroquinoxalines.

Cu(II)-catalyzed synthesis of quinoxalines from o-phenylenediamines and nitroolefins

An easy and efficient copper-catalyzed reaction for the synthesis of quinoxalines from o-phenylenediamines and nitroolefins is developed. This reaction could proceed well without additional base and be applied to various available substrates with a one-step synthetic procedure in moderate to good yields.