56164-85-3

Upstream product

• 623-03-0 4-Cyanochlorobenzene 
• 120-12-7 anthracene 
• 22362-86-3 9-iodoanthracene 
• 126747-14-6 4-cyanophenylboronic acid 
• 623-00-7 4-bromobenzenecarbonitrile 
• 100622-34-2 anthracene-9-boronic acid 
• 1564-64-3 9-Bromoanthracene 
• 171364-82-2 4-cyanophenylboronic acid pinacol ester 
• 586-75-4 4-chlorobenzoyl chloride 
• 875845-12-8 2-benzyl-4'-bromo-benzophenone 
• 280-57-9 1,4-diaza-bicyclo[2.2.2]octane 
• 24672-71-7 9-(4’-bromophenyl)anthracene 

Downstream Products

• 124562-62-5 C₃₇H₂₃NO₂ 
• 937372-45-7 4-(10-bromoanthracene-9-yl)benzonitrile 

Relevant academic research and scientific papers

Efficient deep blue OLEDs with extremely low efficiency roll-off at high brightness based on phenanthroimidazole derivatives

Phosphorescent and thermally activated delayed fluorescence (TADF) emitters can break through the spin statistics rules and achieve great success in external quantum efficiency (over 5%). However, maintaining high efficiency at high brightness is a tremendous challenge for applications of organic light emitting diodes. Hence, we reported two phenanthroimidazole derivatives PPI-An-CN and PPI-An-TP and achieved extremely low efficiency roll-off with about 99% of the maximum external quantum efficiency (EQEmax) maintained even at a high luminance of 1000 cd/cm2 based non-doped devices. When doping the two materials in CBP (4,4′-bis(N-carbazolyl)-1,1′-biphenyl), the doped devices still exhibited excellent stability at high brightness with CIEy ≈ 0.07 and low turn-on voltage of only 2.8 V. The state-of-the-art low efficiency roll-off makes the new materials attractive for potential applications. It is the first time that the Fragment Contribution Analysis method has been used to analyze the excited state properties of the molecules in the field of OLEDs, which helps us understand the mechanism more intuitively and deeply.

Nondoped blue fluorescent organic light-emitting diodes based on benzonitrile-anthracene derivative with 10.06% external quantum efficiency and low efficiency roll-off

In this manuscript, by utilizing limited conjugation of carbazole and easily realizing triplet-triplet annihilation properties of 4-(anthracen-9-yl)benzonitrile, two new blue materials 4-(10-(9-phenyl-9H-carbazol-3-yl)anthracen-9-yl)benzonitrile (3CzAnBzt) and 4-(10-(4-(9H-carbazol-9-yl)phenyl)anthracen-9-yl)benzonitrile (pCzAnBzt) were designed and synthesized. In both cases, these compounds exhibited small energy gap and orbit overlapped between excited state of Tm and Sn, which would accelerate the triplet-triplet annihilation process. Additionally, when these two compounds were used as emitters in nondoped devices, the triplet energy was utilized efficiently through triplet-triplet annihilation, excellent blue electroluminescence performances were achieved. The maximum external quantum efficiency values were 10.06% and 9.23% for 3CzAnBzt and pCzAnBzt, respectively. The efficiency roll-off for 3CzAnBzt and pCzAnBzt were very low, the EQEs still remained 8.97% and 7.10% at the luminescence of 1000 cd m-2. (0.14, 0.14) and (0.14, 0.10) are the Commission International de L'Eclairage coordinates for 3CzAnBzt and pCzAnBzt, respectively, at the voltage of 6 V. Up to now, the outstanding EL performances were the state-of-the-art compared to previously reported nondoped blue EL devices.

Sterically enhanced 2-iminopyridylpalladium chlorides as recyclable ppm-palladium catalyst for Suzuki–Miyaura coupling in aqueous solution

Sterically hindered 2-iminopyridine derivatives and their palladium chlorides complexes are designed and prepared, which efficiently promote the Suzuki–Miyaura coupling (SMC) reaction in aqueous solution. Besides the good to excellent yields and broad substrate scope, these catalysts can be reused for at least four new batches of the substrates. Spontaneous separation of coupling products in the aqueous reaction medium is the additional striking feature of this catalytic process. Furthermore, catalytic performance of palladium complexes bearing the azo-bridged phenyl groups was greatly influenced by the UV irradiation due to the cis/trans photoisomerization of azo unit of the catalysts. In conclusion, titled palladium complexes provide a green, sustainable, cost-effective, and convenient process to synthesize SMC products at multi-gram-scale reaction.

When Anthracene and Quinone Avoid Cycloaddition: Acid-Catalyzed Redox Neutral Functionalization of Anthracene to Aryl Ethers

Benzoquinone and 9-phenylanthracene barely undergo anticipated cycloaddition under acid catalysis. Instead, 9-anthracenyl aryl ethers are obtained as unexpected products. Mechanistic studies indicate that the reaction likely undergoes an ionic mechanism between protonated anthracene species and nucleophilic oxygen of 1,4-benzoquinone or 1,4-hydroquinone. A variety of 9-anthracenyl aryl ethers are constructed with this method. Produced anthracenyl aryl ethers are potential scaffolds for new fluorescent molecules.

Highly efficient deep-blue fluorescence OLEDs with excellent charge balance based on phenanthro[9,10-: D] oxazole-anthracene derivatives

Two blue fluorescent materials, m-PO-ABN and p-PO-ABN, are newly synthesized by controlling the conjugation length based on different linkages of the meta or para position between the phenanthro[9,10-d]oxazole (PO) moiety and anthracene substituted with a cyano group. The two materials emit deep-blue light with a high photoluminescence quantum yield (PLQY) in solution state. Non-doped devices fabricated using m-PO-ABN and p-PO-ABN show the EL peaks at 448 and 460 nm corresponding to the Commission Internationale de L'Eclairage (CIE) coordinates of (0.148, 0.099) and (0.150, 0.164), respectively. The external quantum efficiency (EQE) values of the devices are 5.9% and 5.3% for m-PO-ABN and p-PO-ABN, respectively. Transient EL measurements and optical calculation results reveal that both materials exhibit good charge balance and triplet-triplet annihilation in the devices, which may originate from enhanced bipolar characteristics due to the insertion of PO and cyano moieties.

Soluble resin substituted anthryl deep blue-light emitting material and preparation and application thereof

The invention belongs to the technical field of blue-light electroluminescent materials and discloses a soluble resin substituted anthryl deep blue-light emitting material and preparation and the application thereof. The structural formula of the anthryl deep blue-light emitting material is I, wherein R is one of electricity absorbing structural units. The invention also discloses a preparation method of the anthryl deep blue-light emitting material. The soluble resin substituted anthryl deep blue-light emitting material has the characteristics of being good in solubility, thermal stability, film shape stability and easy to synthesize and purify and the like. In a non-doped electroluminescence device, the material shows a high light-emitting efficiency and a low-efficiency roll-off, and has an important application prospect.

Anthracene-based fluorescent material with aggregation-induced fluorescence and pressure-induced fluorescence color change properties and application of anthracene-based fluorescent material

The invention discloses an anthracene-based fluorescent material with aggregation-induced fluorescence and pressure-induced fluorescence color change properties. The material can be prepared through asimple coupling reaction, has good solubility in an organic solvent, is hardly dissolved in water, can be in a nano aggregation state in water and the organic solvent, and has good aggregation-induced fluorescence characteristics. Meanwhile, by grinding the solid powder of the material, the fluorescence emission wavelength of the material can move towards the long-wave direction, the fluorescenceemission wavelength can be recovered after the material is fumigated with dichloromethane, the fluorescence emission wavelength of the material can still move towards the long-wave direction during grinding, the fluorescence emission wavelength of the material can be recovered by adopting a heating method, and the material has recoverable pressure-induced fluorescence color change performance. The fluorescent material with the pressure-induced fluorescence color change property is a novel intelligent material, and plays a quite important role in the aspects of copy paper, steganographic paperand mechanical force sensing.

Substituted aromatic compound, a blue light-emitting materials, the organic EL element

PROBLEM TO BE SOLVED: To provide a substituted aromatic compound, a blue light-emitting material using the same and having high color reproducibility, high color purity and high efficiency, and an organic electroluminescent (EL) element.SOLUTION: The substituted aromatic compound is represented by the general formula [1], where Rto Rare each independently hydrogen or a C1-C4 linear or branched alkyl group; A is hydrogen, a C1-C4 linear or branched alkyl group, or a C1-C4 linear or branched alkoxy group; and EWG is a cyano group or a trifluoromethyl group.

Remote substituent effects on the reactivity of 9-aryl- and 9,10-diarylanthracene radical cations with anions and amines

Radical cations of 9-aryl- and 9,10-diarylanthracenes with substituents on the 4 position of the aryl rings (PA-X?+ and DPA-X?+, respectively) have been generated by photoionization in acetonitrile. Their reactivity with n-butylamine (n-BuNH2) and 1,4-diazabicyclo[2.2.2]octane (DABCO) and a number of anions (CH3CO2-, Br-, CN-, N3-) has been studied using nanosecond laser flash photolysis. Reactions proceed by electron transfer and/or nucleophilic addition. Using PA-X and DPA-X as chemical probes, simple criteria are established that allow one mechanistic pathway to be distinguished from another. When electron transfer is thermodynamically feasible, this pathway dominates (e.g., DABCO and azide). For endothermic electron transfer, addition is not necessarily the preferred ultimate reaction pathway and an inner sphere process (addition/ homolysis) can compete. In these cases other, criteria including steric factors and the strength of the incipient bond become important. Simple kinetic criteria and an approach to estimate the thermochemistry of the addition process are developed. It is clear from these studies that reactivity trends in the radical cation chemistry cannot be generalized as easily as those in carbocation chemistry. This has some implications concerning the development and utility of "clock" reactions in radical cation chemistry.

PHOTOCHEMICAL VS. ELECTROCHEMICAL ELECTRON-TRANSFER REACTIONS. ONE-ELECTRON REDUCTION OF ARYL HALIDES BY PHOTOEXCITED ANION RADICALS.

Electrochemical reduction of aryl halides generally leads to expulsion of halide ion.The product aryl radical is unavoidably further reduced.In contrast, reduction of aryl halides by photoexcited anion radicals may be stopped at the aryl radical stage owing to the bimolecular nature of electron-transfer reactions.We have tested this hypothesis by photoinducing electron-transfer from anthraquinone anion radical to several aryl halides.For each halide it was possible to trap the corresponding radical by anthracene forming substituted 9-phenylanthracenes.