43036-73-3

Upstream product

• 82087-20-5 C₂₀H₁₄Br₂N₂O₄ 
• 81534-82-9 3,6-diamino-2,5-dibromo-1,4-hydroquinone 
• 100-52-7 benzaldehyde 
• 27344-26-9 3,6-diamino-2,5-dibromo-1,4-benzoquinone 
• 488-48-2 tetrabromobenzoquinone 
• 98-88-4 benzoyl chloride 

Downstream Products

• 1350803-79-0 C₃₆H₂₀N₂O₂ 
• 1446406-42-3 C₃₀H₂₈N₂O₂Si₂ 

Relevant academic research and scientific papers

Evaluating the Impact of Fluorination on the Electro-optical Properties of Cross-Conjugated Benzobisoxazoles

Six 2,4,6,8-Tetrarylbenzo[1,2-d:4,5-d′]bisoxazoles (BBOs) were synthesized: Three bearing phenyl substituents at the 2-And 6-positions and three bearing perfluorophenyl groups at those positions. The influence of perfluoro-Aryl group substitution on the physical, optical, and electronic properties of 2,4,6,8-Tetrarylbenzo[1,2-d:4,5-d′]bisoxazoles (BBO) was evaluated using both experimental and theoretical methods. The density functional theory (DFT) model was found to be well-matched to the experimental optical data, as evidenced by the UV-vis spectra. Both cyclic voltammetry (CV) and ultraviolet photoelectron spectroscopy (UPS) were used to determine the position of the HOMO with varying results. The values obtained by CV were deeper than those obtained via UPS and correlated well with the theoretical calculations. However, the UPS values were more consistent with the expected outcomes for a system with segregated frontier molecular orbitals (FMOs). The UPS results are also supported by the electrostatic potential maps, which indicate that the electron density within the LUMO and HOMO is nearly completely localized along the 2,6-or 4,8-Axis, respectively. The summation of the results indicates that strongly electron-withdrawing groups can be used to selectively tune the LUMO level with minor perturbation of the HOMO, something that is challenging to accomplish in typical donor-Acceptor systems.

Organic compound, and organic electroluminescent device using same, and electronic device

The invention relates to an organic compound with the structure shown as a formula 1, and belongs to the field of organic materials. In the formula 1, a ring A and a ring B are respectively and independently selected from unsubstituted aryl with the carbon atom number of 6-14 and unsubstituted heteroaryl with the carbon atom number of 5-12; Ar1, Ar2 and Ar3 are the same or different and are respectively and independently selected from substituted or unsubstituted alkyl with the carbon atom number of 1-20, substituted or unsubstituted aryl with the carbon atom number of 6-30, substituted or unsubstituted heteroaryl with the carbon atom number of 3-30 and substituted or unsubstituted cycloalkyl with the carbon atom number of 3-20; and L1, L2, L3, L4, L5 and L6 are respectively and independently selected from a single bond, a substituted or unsubstituted arylene with the carbon atom number of 6-30, and a substituted or unsubstituted heteroarylene with the carbon atom number of 3-30. When the organic compound is used as a light-emitting layer material of an electronic device, the light-emitting efficiency and the service life of the electronic device can be improved .

Organic compound, electronic component applying the same and electronic device

The invention relates to an organic compound, an electronic component applying the same and an electronic device. The organic compound has a heterocyclic ring with a benzoxazole ring core as a parent structure, a benzoxazole series derivative molecule is

Benzobisoxazole cruciforms: A tunable, cross-conjugated platform for the generation of deep blue OLED materials

Four new cross-conjugated small molecules based on a central benzo[1,2-d:4,5-d′]bisoxazole moiety possessing semi-independently tunable HOMO and LUMO levels were synthesized and the properties of these materials were evaluated experimentally and theoretically. The molecules were thermally stable with 5% weight loss occurring well above 350 °C. The cruciforms all exhibited blue emission in solution ranging from 433-450 nm. Host-guest OLEDs fabricated from various concentrations of these materials using the small molecule host 4,4′-bis(9-carbazolyl)-biphenyl (CBP) exhibited deep blue-emission with Commission Internationale de L'Eclairage (CIE) coordinates of (0.15 ≤ x ≤ 0.17, 0.05 ≤ y ≤ 0.11), and maximum luminance efficiencies as high as ～2 cd A-1. These results demonstrate the potential of benzobisoxazole cruciforms as emitters for developing high-performance deep blue OLEDs.

Synthesis of 2,5-Disubstituted 3,6-Diamino-1,4-benzoquinones

A general synthetic approach to a wide variety of 2,5-disubstituted 3,6-diamino-1,4-benzoquinones was developed.Bromanil was diaminated with ammonia, and adjacent NH2 and OH groups were protected as benzoxazoles by treatment with a carboxylic acid chloride followed by a polyphosphate ester cyclization-dehydration.The resulting 2,5-dibromobenzobis(oxazoles) were monolithiated by halogen-metal exchange with n-butyllithium and then reacted with a variety of electrophiles.The remaining bromide was replaced in a similar fashion.Alternatively the second bromide was replaced by reaction with ? allylnickel halide complexes.The benzoxazole protecting group could be hydrolyzed with zinc(II) chloride/HCl-aqueous ethanol under an inert atmostphere.Air oxidation of the resulting hydroquinone under neutral conditions gave the desired 2,5-disubstituted 3,6-diamino-1,4-benzoquinone in good to excellent overall yield.This method was used to synthesize precursors to the basic ring system of the mitomycin antineoplastic antibiotics.Acid hydrolysis of the benzoxazole protecting group under oxidizing conditions resulted in the production of 2,5-disubstituted 3,6-dihydroxy-1,4-benzoquinone.Methylation followed by reaction with ammonia gave the desired diaminoquinone.