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New NIR dyes based on quinolizino[1,9-hi]phenoxazin-6-iminium chlorides: synthesis, photophysics and antifungal activity
A series of new quinolizino[1,9-hi]phenoxazinium dyes built on julolidine and naphthalen-1-amine derivatives or anthracen-1-amine were prepared. The N-terminal of these quinolizino[1,9-hi]phenoxazinium chlorides contains aromatic or aliphatic substituents, along with the functionalities such as chloro, hydroxyl and carboxyl. The photophysical behaviour of these compounds was studied in anhydrous ethanol and aqueous medium under acidic and basic conditions. These fluorophores display absorption and emission maxima up to 675 and 712 nm, respectively, can serve as alternative sensing tools in biological assays. All the quinolizino[1,9-hi]phenoxazinium chlorides were evaluated against the yeast Saccharomyces cerevisiae in a broth microdilution assay. It was found that their antifungal activity depended on the substituent at 14-amino position in benzo[a]quinolizino[1,9-hi]phenoxazin-14(5H)-iminium chlorides, and also on the addition of a fused benzene ring, which occurs in naphtho[2,3-a]quinolizino[1,9-hi]phenoxazin-14(5H)-iminium chloride. The highest activity, with a MIC of 0.78 μM, was obtained for benzo[a]quinolizino[1,9-hi]phenoxazin-14(5H)-iminium chloride with a 3-chloropropyl substituent at the 14-amino position of the heterocycle core.
Raju, B. Rama,Leit?o, Maria Inês P.S.,Sousa, Maria Jo?o,Coutinho, Paulo J.G.,Gon?alves, M. Sameiro T.
(2020)
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Fabrication of TiO2 Nanoparticles by electrostatic jet using the low dielectric constant solvent
Tert-butyl alcohol (TBA) was used as a low dielectric constant solvent for the fabrication of TiO2 nanoparticles by electrostatic jet. The phase, morphology and diameter distribution properties of the resulting TiO2 nanoparticles were characterized by XRD and SEM, respectively. As the PVAc content of the precursor solutions increased, the diameter of the electrostatic jet PVAc/butyl titanate composite nanoparticles increased. The resulting composite nanoparticles possessed a smooth surface and displayed perfect spherical structures when the PVAc content was 3 wt%, where as a PVAc content of 9 wt% or more led to a co-continuous structure of nanoparticles and fibers, other were erythrocyte-liked in shape and contained large pits on their surface. Anatase TiO2 nanoparticles were formed from the butyl titanate/PVAc nanoparticles following their calcination at 550 °C. The diameter distribution of the TiO2 nanoparticles was wide, with the values falling in the range of 623-8±122-8 to 1328-3±247-6 nm. When its diameter is 238 nm and adding content is 2 g/L, the 40 min degradation rate of methylene blue catalyzed by titanium oxide nanoparticles is 92.39%.
Tang, Yufei,Zhang, Heng,Zhao, Kang,Xie, Gaowei,Teng, Letian,Liu, Zhaowei
p. 9943 - 9950
(2016)
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Nitrogen-containing compound, organic electroluminescent device, and electronic device
The invention provides a nitrogen-containing compound, an organic electroluminescent device and an electronic device, and belongs to the technical field of organic materials. The structure of the nitrogen-containing compound is represented by Chemical Formula 1: wherein X1, X2, Y1, Y2 are the same or different from each other and are each independently a single bond, O, S, N(R3), C(R4R5), Ge(R6R7), Si(R8R9), Se, wherein X1 and Y1 are not single bonds simultaneously and X2 and Y2 are not single bonds simultaneously.
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Paragraph 0111-0115; 0118

(2021/01/24)

Organic compound, and electronic element and electronic device using same
The invention relates to an organic compound. The structure of the organic compound is shown as a formula I. When the organic compound is used as a hole adjustment layer material of an electronic element, driving voltage can be reduced, the luminous efficiency of a device can be improved, and the service life of the device can be prolonged.
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Paragraph 0150-0152; 0155

(2021/07/14)

Organic compound and electronic device and device containing the same
The invention relates to the technical field of organic electroluminescent materials, in particular to an organic electroluminescent material 9 with 10 -9 dihydro 9 -10 -dimethyl and oxanthrene and arylamine groups, an electronic device containing the compound and a device. The organic electroluminescent device has lower driving voltage. Higher luminous efficiency and longer service life.
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Paragraph 0216-0219; 0220-0222; 0227

(2021/09/11)

COMPOUND FOR ORGANIC ELECTRONIC ELEMENT, ORGANIC ELECTRONIC ELEMENT USING THE SAME, AND A ELECTRONIC DEVICE THEREOF
In the present invention, provided is a novel compound capable of improving luminance efficiency, stability, and service life of an element, an organic electronic element using the same, and an electronic device thereof. By using the compound of the present invention, high luminance efficiency, low driving voltages, and high heat resistance of the element can be achieved, and color purity and service life of the element can be greatly improved.
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Paragraph 0103; 0106-0109

(2021/06/22)

Nickel-Catalyzed Amination of Aryl Nitriles for Accessing Diarylamines through C?CN Bond Activation
A nickel-catalyzed amination to access diarylamines has been developed through C?CN bond activation of aryl nitriles with anilines. In this developed catalytic protocol, various aromatic and heteroaromatic nitriles could be utilized as the electrophiles to couple with substituted anilines. A diversity of diarylamines were obtained in 15–95% yields. (Figure presented.).
Wu, Ke,Rong, Qiang,Sun, Nan,Hu, Baoxiang,Shen, Zhenlu,Jin, Liqun,Hu, Xinquan
p. 4708 - 4713
(2021/08/27)

Hole Transfer Compound and Organic Light-Emitting Diodes Using The same
The present invention relates to a hole transport compound represented by a chemical formula 1, and an organic light emitting device including the same. The hole transport compound according to the present invention is based on high hole transport properties and reduces ionization potential to improve hole transport ability, has high compatibility with other layers of general OLED devices and has high hole mobility and long lifespan.
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Paragraph 0113-0116

(2021/06/22)

Design, preparation and characterization of aerogel NiO-CuO-CoO/SiO2 nanocomposite as a reusable catalyst for C-N cross-coupling reaction
Aerogels are porous, non-crystalline solid materials with high specific surface space, plentiful three-dimensional (3D) porous construction, ultra-low density and significant porosity. The aerogel nanocomposite is produced using sol-gel and supercritical drying processes. CO2 supercritical drying (SCD) is the most powerful process, ensuring optimal product properties such as high porosity, low density, and high thermal conductivity. On this account, we used the CO2 supercritical drying method to produce NiO-CuO-CoO/SiO2 nanocomposite aerogels and applied it as a reusable catalyst for the C-N cross-coupling reaction (Buchwald-Hartwig amination). Powerful catalytic activity for the C-N cross-coupling reaction was obtained for the new nanocomposite aerogel, that is, NiO-CuO-CoO/SiO2. The catalyst was characterized by X-ray Powder Diffraction (XRD), field emission scanning electron microscopy (FE-SEM), energy-dispersive X-ray spectroscopy (EDS), elemental mapping and Brunauer-Emmett-Teller (BET). Also, organic compounds were identified by melting point, Fourier-transform infrared spectroscopy (FT-IR) and hydrogen-1 nuclear magnetic resonance (1H NMR) analyses.
Ghasemi, Amir Hossein,Naeimi, Hossein
supporting information
p. 5056 - 5063
(2020/04/09)

COMPOUND FOR ORGANIC ELECTRONIC ELEMENT, ORGANIC ELECTRONIC ELEMENT USING THE SAME, AND AN ELECTRONIC DEVICE THEREOF
Provided are a compound of Formula 1; an organic electric element comprising a first electrode, a second electrode, and an organic material layer formed between the first electrode and the second electrode, comprising a mixture of a compound of Formula 1 and a compound of Formula 2, or comprising a compound of Formula 3, a subgenus of Formula 1, in the organic material layer; and an electronic device comprising the element, which has lowered driving voltage and increased luminous efficiency and life time.
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Paragraph 0212; 0213

(2020/07/14)

Luminescent material and application thereof
The invention discloses a novel organic compound, which has a structure represented by the following formula (I), wherein Ar, Ar, Ar and Ar are respectively and independently selected fromone of substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C6-C30 condensed aryl and substituted or unsubstituted C3-C30 heteroaryl, L, L, L and L are respectively andindependently selected from one of a single bond, substituted or unsubstituted C6-C30arylene, substituted or unsubstituted C6-C30 heteroarylene and substituted or unsubstituted C6-C30 condensed arylene, and the L-Ar, the L-Ar, the L-Ar and the L-Ar do not select the same substituent group at the same time. When the compound provided by the invention is used as a hole transport material in an OLED device, excellent device performance and stability are shown. The invention also discloses an organic light-emitting device adopting the compound with the general formula.
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Paragraph 0069-0071

(2020/06/17)

Organic electroluminescent compound and preparation method thereof, and organic electroluminescent device
The invention discloses an organic electroluminescent compound and a preparation method thereof, and an organic electroluminescent device, and belongs to the field of chemical synthesis and photoelectric materials, wherein the structural general formula of the organic electroluminescent compound is defined in the specification, and in a formula I, L is one selected from a chemical bond, substituted or unsubstituted C6-C30 aryl and substituted or unsubstituted C3-C30 heteroaryl, X is a heteroatom, and Ar1 and Ar2 are respectively and independently selected from substituted or unsubstituted C1-C30 alkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C3-C30 heteroaryl, substituted or unsubstituted C3-C30 arylamino, substituted or unsubstituted C3-C30 aliphatic amino and single ring or multi-ring formed by linking adjacent substituent groups. According to the invention, with the application of the organic electroluminescent compound as the material of the light-emitting auxiliary layer and/or hole transport layer of an organic electroluminescent device, the driving voltage of the organic electroluminescent device can be remarkably reduced, the light-emitting efficiency of the organic electroluminescent device is improved, and the service life of the organic electroluminescent device is prolonged.
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Paragraph 0057-0061

(2020/04/22)

Compound, organic light-emitting device, and electronic device
The invention belongs to the technical field of organic materials, and provides a compound with a structure as shown in a chemical formula 1 which is described in the specification. In the chemical formula 1, Ar1, Ar2, Ar3 and Ar4 are H or a group as shown in a chemical formula 1-1, and at least one of Ar1, Ar2, Ar3 and Ar4 is the group as shown in the chemical formula 1-1. As the molecular structure of the compound contains a triarylamine group, and contains an electron-donating triphenylamine part and a molecular large conjugated system, the molecule of the compound has the property of intramolecular charge transfer. An organic light-emitting device prepared from the compound has high device efficiency. Compared with the prior art, an organic electroluminescent material disclosed by theinvention has higher stability, so the service life of an organic electroluminescent device is prolonged. In addition, a phenanthrene fused ring derivative is used for structural modification of an electron donor and an electron acceptor respectively, so the photophysical and electrochemical properties of the material can be effectively regulated and controlled, and a luminescent layer material with a narrow energy level band gap is obtained. The invention further provides the organic light-emitting device and an electronic device.
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Paragraph 0175-0177; 0192-0194

(2020/05/01)

COMPOUND FOR ORGANIC ELECTRONIC ELEMENT, ORGANIC ELECTRONIC ELEMENT USING THE SAME, AND AN ELECTRONIC DEVICE THEREOF
The present invention provides a novel compound capable of improving light emitting efficiency, stability, and lifespan of an element, an organic electronic element using same, and an electronic device for the same. In one aspect, the present invention provides a compound represented by the following chemical formula 1. The compounds according to the present invention by utilizing a light emitting device of high efficiency, low driving voltage, high heat resistance can be achieved, and the color purity of the device can greatly improve the service life.
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Paragraph 0105-0109; 0111; 0112-0113

(2020/06/23)

COMPOUND FOR ORGANIC ELECTRONIC ELEMENT, ORGANIC ELECTRONIC ELEMENT USING THE SAME, AND A ELECTRONIC DEVICE THEREOF
The present invention provides a novel compound capable of improving luminance efficiency, stability, and service life of an element, an organic electronic element using the same, and an electronic device thereof. By using the compound of the present invention, high luminance efficiency, low driving voltage, and high heat resistance of the element can be achieved, and color purity and service life of the element can be greatly improved.
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Paragraph 0123; 0127-0131

(2020/06/24)

COMPOUND FOR ORGANIC ELECTRONIC ELEMENT, ORGANIC ELECTRONIC ELEMENT USING THE SAME, AND AN ELECTRONIC DEVICE THEREOF
Discloses a novel compound capable of improving the luminous efficiency, stability and lifetime of an element, and an organic electronic element, or an electronic device using the same. (by machine translation)
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Paragraph 0115-0119; 0121-0123

(2020/06/24)

COMPOUND FOR AN ORGANIC ELECTRONIC ELEMENT, ORGANIC ELECTRONIC ELEMENT USING THE SAME, AND AN ELECTRONIC DEVICE THEREOF
The present invention provides a novel compound capable of improving light emitting efficiency, stability, and lifespan of an element, an organic electronic element using same, and an electronic device for the same. In one aspect, the present invention provides a compound represented by combination of chemical formula 1 and chemical formula 2. The compounds according to the present invention by utilizing a light emitting device of high efficiency, low driving voltage, high heat resistance can be achieved, and the color purity of the device can greatly improve the service life.
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Paragraph 0115-0122; 0124

(2020/07/28)

COMPOUND FOR ORGANIC ELECTRONIC ELEMENT, ORGANIC ELECTRONIC ELEMENT USING THE SAME, AND AN ELECTRONIC DEVICE THEREOF
The present invention relates to a device for emitting light. Provided are a novel mixture capable of improving stability and longevity, an organic electronic element using the same, and an electronic device thereof. (by machine translation)
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Paragraph 0335; 0437-0443; 0444

(2020/08/28)

Amine-based compound and organic light emitting diode comprising the same
An amine-based compound and an organic light-emitting diode including the same are provided.
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Paragraph 0214; 0229-0232; 0246-0247; 0250-0251

(2020/09/08)

A Novel Modified Cross-Coupling of Phenols and Amines Using Dichloroimidazolidinedione (DCID)
Phenols are considered as an ideal alternative to aryl halides as coupling partners in cross-coupling reactions. In the present work a copper-catalyzed cross-coupling of phenols with various aromatic and aliphatic amines for the synthesis of secondary aryl amines using dichloroimidazolidinedione (DCID) as a new and efficient activating agent has been developed. Substituted phenols were compatible with the standard reaction conditions. The two proposed mechanisms, which are based on the oxidation addition of copper with Ar-OMCID (MCID: Monochloroimidazolidinedione), are also discussed.
Madankar, Kamelia,Mokhtari, Javad,Mirjafary, Zohreh
supporting information
p. 1725 - 1729
(2020/09/01)

Nickel-Catalyzed Amination of Aryl Thioethers: A Combined Synthetic and Mechanistic Study
Herein, we report a nickel-1,2-bis(dicyclohexylphosphino)ethane (dcype) complex for the catalytic Buchwald-Hartwig amination of aryl thioethers. The protocol shows broad applicability with a variety of different functional groups tolerated under the catalytic conditions. Extensive organometallic and kinetic studies support a nickel(0)-nickel(II) pathway for this transformation and revealed the oxidative addition complex as the resting state of the catalytic cycle. All the isolated intermediates have proven to be catalytically and kinetically competent catalysts for this transformation. The fleeting transmetalation intermediate has been successfully synthesized through an alternative synthetic organometallic pathway at lower temperature, allowing for in situ NMR study of the C-N bond reductive elimination step. This study addresses key factors governing the mechanism of the nickel-catalyzed Buchwald-Hartwig amination process, thus improving the understanding of this important class of reactions.
Bismuto, Alessandro,Delcaillau, Tristan,Müller, Patrick,Morandi, Bill
p. 4630 - 4639
(2020/05/19)

Copper complexes of 1,4-diazabutadiene ligands: Tuning of metal oxidation state and, application in catalytic C-C and C-N bond formation
Reaction of 1,4-diazabutadiene (p-RC6H4N = C(H)(H)C = NC6H4R-p; R = OCH3, CH3, H and Cl; abbreviated as L-R) with CuCl2·2H2O in methanol at ambient temperature (25 °C) affords a group of doubly chloro-bridged dicopper complexes of type [{CuI(L-R)Cl}2], designated as 1-R. Similar reaction carried out in acetonitrile furnishes a family of doubly chloro-bridged dicopper complexes of type [{CuII(L-R)Cl2}2], designated as 2-R. Molecular structures of 1-OCH3 and 2-OCH3 have been determined by X-ray crystallography. While copper(I) is having a nearly tetrahedral N2Cl2 coordination sphere in 1-OCH3, the N2Cl3 coordination sphere around copper(II) is distorted square pyramidal in nature in 2-OCH3. Isolated 2-R complexes, on dissolution in methanol, are found to undergo facile reduction of the metal center to generate the corresponding 1-R complexes. The 1-R and 2-R complexes show intense absorptions in the visible and ultraviolet regions. Cyclic voltammetry on the 1-R and 2-R complexes shows both metal-centered and ligand centered redox responses. The 1-R complexes are found to efficiently catalyze C-N cross-coupling reactions between arylboronic acids and aryl amines; while the 2-R complexes display notable catalytic efficiency for nitroaldol reactions.
Mukherjee, Aparajita,Basu, Semanti,Bhattacharya, Samaresh
(2019/11/11)

Chan-Evans-Lam C?N Coupling Promoted by a Dinuclear Positively Charged Cu(II) Complex. Catalytic Performance and Some Evidence for the Mechanism of CEL Reaction Obviating Cu(III)/Cu(I) Catalytic Cycle
In the present study, we report the synthesis of a series of copper(II) complexes with a wide range of ligands and their testing in the copper catalyzed Chan-Evans-Lam (CEL) coupling of aniline and phenylboronic acid. The efficiency of the coupling was directly connected with the ease of the reduction of Cu(II) to Cu(I) of the complexes. The most efficient catalyst was derived from 4-t-butyl-2,5-bis[(quinolinylimino)methyl]phenolate and two Cu(II) ions. Depending on the counter-anion nature and the concentration of the reaction mixture, the reaction can be directed to predominant C?N-bond formation. Forty-three derivatives of diphenylamine were prepared under the optimized conditions. The proposed mechanism of the catalysis was based on the reduction potential of a series of complexes, molecular weight measurements of the catalytic complex in MeOH and the kinetic studies of aniline and phenylboronic acid coupling. In addition, an 1H NMR experiment in a sealed NMR tube, without external oxygen supply available, proved that no complete Cu(II) to Cu(I) conversion was observed under the condition, ruling out the usually accepted mechanism of the C?N coupling, which included the oxygenation of the intermediately formed Cu(I) complexes after the key step of C?N conversion had already been completed. Instead, a mechanism was proposed, involving an oxygen molecule coordinated to two copper ions in the key C?N bond formation without any detectable conversion of the Cu(II) complexes to Cu(I).
Akatyev, Nikolay,Il'in, Mikhail,Il'in, Mikhail,Peregudova, Svetlana,Peregudov, Alexander,Buyanovskaya, Anastasiya,Kudryavtsev, Kirill,Dubovik, Alexander,Grinberg, Valerij,Orlov, Victor,Pavlov, Alexander,Novikov, Valentin,Volkov, Ilya,Belokon, Yuri
p. 3010 - 3021
(2020/04/29)

Mixed er-NHC/phosphine Pd(ii) complexes and their catalytic activity in the Buchwald-Hartwig reaction under solvent-free conditions
A series of novel (NHC)PdCl2-PR3 complexes were synthesized and fully characterized by 1H, 13C, 31P NMR and FT-IR spectroscopy. These complexes showed high catalytic activity toward solvent-free Buchwald-Hartwig amination. Both primary and secondary amines were efficiently utilized under the same reaction conditions. The solvent-free synthesis of valuable N-aryl carbazoles and similar N-heterocyclic systems was described.
Ageshina, Alexandra A.,Sterligov, Grigorii K.,Rzhevskiy, Sergey A.,Topchiy, Maxim A.,Chesnokov, Gleb A.,Gribanov, Pavel S.,Nechaev, Mikhail S.,Asachenko, Andrey F.,Bermeshev, Maxim V.,Melnikova, Elizaveta K.
supporting information
p. 3447 - 3452
(2019/04/30)

COMPOUND FOR ORGANIC ELECTRIC ELEMENT, ORGANIC ELECTRIC ELEMENT USING SAME, AND ELECTRONIC DEVICE COMPRISING SAME ORGANIC ELECTRONIC ELEMENT
Provided are an organic electric element and an electronic device comprising the same. According to the present invention, the organic electric element uses a mixture of compounds as a phosphorescent host material which can achieve a high light-emitting efficiency and a low driving voltage and can greatly improve a lifespan in an organic electric element.
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Paragraph 0133; 0136-0137; 0392

(2019/05/18)

COMPOUND FOR ORGANIC ELECTRONIC DEVICE, ORGANIC ELECTRONIC DEVICE USING SAME, AND ELECTRONIC APPARATUS THEREOF
Provided are an organic electric element comprising as a phosphorescent host material, a mixture of the compounds of Formula (1) and Formula (2), and an organic electronic device or apparatus thereof for achieving a high luminous efficiency, a low driving voltage, and an improved lifespan.
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Paragraph 0132; 0133

(2019/07/03)

COMPOUND FOR ORGANIC ELECTRONIC ELEMENT, ORGANIC ELECTRONIC ELEMENT USING THE SAME, AND AN ELECTRONIC DEVICE THEREOF
Provided are an organic electronic device and an electronic apparatus thereof which, by using a mixture of a compound according to the present invention as a phosphorescent host material, can achieve high luminous efficiency and low driving voltage of the organic electronic device, and thus can greatly improve a lifespan of a device. An object of the present invention is to provide the compound capable of increasing a lifespan, the organic electronic device using the same, and the electronic apparatus thereof.(110) Substrate(120) Positive electrode(130) Hole injection layer(140) Hole transporting layer(141) Buffer layer(150) Light emitting layer(151) Light-emitting assisting layer(160) Electron transfer layer(170) Electron injection layer(180) Negative electrodeCOPYRIGHT KIPO 2020
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Paragraph 0252; 0274-0276

(2019/11/03)

COMPOUND FOR ORGANIC ELECTRONIC ELEMENT, ORGANIC ELECTRONIC ELEMENT USING THE SAME, AND AN ELECTRONIC DEVICE THEREOF
The present invention provides an organic electric element capable of achieving high luminous efficiency and low driving voltage of an organic electric element, and also greatly enhancing the life of the element by using a mixture of compounds according to the present invention as phosphorescent host materials, and an electronic device thereof. The organic electric element comprises a first electrode, a second electrode, and an organic matter layer formed between the first electrode and the second electrode.(110) Substrate(120) Positive electrode(130) Hole injection layer(140) Hole transporting layer(141) Buffer layer(150) Light emitting layer(151) Light-emitting assisting layer(160) Electron transfer layer(170) Electron injection layer(180) Negative electrodeCOPYRIGHT KIPO 2020
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Paragraph 0250; 0268-0274; 0302

(2019/11/03)

COMPOUND FOR ORGANIC ELECTRONIC ELEMENT, ORGANIC ELECTRONIC ELEMENT USING THE SAME, AND AN ELECTRONIC DEVICE THEREOF
The present invention provides an organic electric element capable of achieving high luminous efficiency and low driving voltage of an organic electric element, and also greatly enhancing the life of the element by using a mixture of compounds according to the present invention as phosphorescent host materials, and an electronic device thereof. The organic electric element comprises a first electrode, a second electrode, and an organic matter layer formed between the first electrode and the second electrode.(110) Substrate(120) Positive electrode(130) Hole injection layer(140) Hole transporting layer(141) Buffer layer(150) Light emitting layer(151) Light-emitting assisting layer(160) Electron transfer layer(170) Electron injection layer(180) Negative electrodeCOPYRIGHT KIPO 2020
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Paragraph 0250; 0272-0274

(2019/11/03)

COMPOUND FOR ORGANIC ELECTRONIC ELEMENT, ORGANIC ELECTRONIC ELEMENT USING THE SAME, AND AN ELECTRONIC DEVICE THEREOF
Provided are an organic electronic device and an electronic apparatus thereof which, by using a mixture of a compound according to the present invention as a phosphorescent host material, can achieve high luminous efficiency and low driving voltage of the organic electronic device, and thus can greatly improve a lifespan of a device. By using the mixture according to the present invention as the phosphorescent host material, it is possible to achieve high luminous efficiency and low driving voltage of the organic electronic device.(110) Substrate(120) Positive electrode(130) Hole injection layer(140) Hole transporting layer(141) Buffer layer(150) Light emitting layer(151) Light-emitting assisting layer(160) Electron transfer layer(170) Electron injection layer(180) Negative electrodeCOPYRIGHT KIPO 2020
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Paragraph 250; 0272-0274

(2019/12/03)

Phenothiazine Scope: Steric Strain Induced Planarization and Excimer Formation
Phenothiazine derivatives based on the 10-phenyl-10H-phenothiazine (NAS) chromophore, namely 7-phenyl-7H-benzo[c]phenothiazine (NAS-1) and 12-phenyl-12H-benzo[a]phenothiazine (NAS-2), were designed and synthesized. NAS-1 and NAS-2 are constitutional isomers with different steric strains imposed on the phenothiazine core moiety. In solution, the more-strained NAS-2 possesses a bent structure and undergoes photoinduced structural planarization (PISP). In the crystal, despite the absence of PISP, bent NAS-2 exhibits prominent excimer emission as well as emission mechanochromism, which is not observed in the planar-like NAS and NAS-1. This unconventional observation results from the bent core structure facilitating π–π stacking of the peripheral naphthalene moieties. Two-photon-coupled depth-dependent emission shows spectral differences between the surface and kernel of the NAS-2 crystal, and is believed to be a general phenomenon, at least in part, for materials exhibiting emission mechanochromism.
Chen, Deng-Gao,Chen, Yi,Wu, Cheng-Ham,Chen, Yi-An,Chen, Meng-Chi,Lin, Jia-An,Huang, Chun-Ying,Su, Jianhua,Tian, He,Chou, Pi-Tai
supporting information
p. 13297 - 13301
(2019/08/20)

Discovery of Novel Naphthylphenylketone and Naphthylphenylamine Derivatives as Cell Division Cycle 25B (CDC25B) Phosphatase Inhibitors: Design, Synthesis, Inhibition Mechanism, and in Vitro Efficacy against Melanoma Cell Lines
CDC25 phosphatases play a critical role in the regulation of the cell cycle and thus represent attractive cancer therapeutic targets. We previously discovered the 4-(2-carboxybenzoyl)phthalic acid (NSC28620) as a new CDC25 inhibitor endowed with promising anticancer activity in breast, prostate, and leukemia cells. Herein, we report a structure-based optimization of NSC28620, leading to the identification of a series of novel naphthylphenylketone and naphthylphenylamine derivatives as CDC25B inhibitors. Compounds 7j, 7i, 6e, 7f, and 3 showed higher inhibitory activity than the initial lead, with Ki values in the low micromolar range. Kinetic analysis, intrinsic fluorescence studies, and induced fit docking simulations provided a mechanistic understanding of the activity of these derivatives. All compounds were tested in the highly aggressive human melanoma cell lines A2058 and A375. Compound 4a potently inhibited cell proliferation and colony formation, causing an increase of the G2/M phase and a reduction of the G0/G1 phase of the cell cycle in both cell lines.
Cerchia, Carmen,Nasso, Rosarita,Mori, Matteo,Villa, Stefania,Gelain, Arianna,Capasso, Alessandra,Aliotta, Federica,Simonetti, Martina,Rullo, Rosario,Masullo, Mariorosario,De Vendittis, Emmanuele,Ruocco, Maria Rosaria,Lavecchia, Antonio
p. 7089 - 7110
(2019/08/20)

New Insights into the Reaction Capabilities of Ionic Organic Bases in Cu-Catalyzed Amination
The application of ionic organic bases in the copper-catalyzed amination reaction (Ullmann reaction) has been studied at room temperature, with sub-mol-% catalyst loadings, and with more challenging amines at elevated temperatures. The cation present in the base has been shown to have little effect on the reaction at standard catalyst and ancillary ligand loadings, whereas the choice of anion is crucial for good reactivity. A substrate scope carried out at room temperature with the best performing bases, TBAM and TBPM, showed both bases to be highly effective under these mild reaction conditions. Moreover, under sub-mol % catalyst loadings and room temperature conditions, TBPM gave good to excellent yields for a number of different amines and functionalized aryl iodides (14 examples). However, reactions involving more challenging amines gave little or no yield. By using more forceful conditions (120 °C) moderate to excellent yields of cross-coupled products containing more challenging amines was achievable using TBPM and to a lesser extent with TBAM. As part of this work a study on the stability of the organic bases at 120 °C was undertaken. TBAM is shown to decompose to give nBu3N and mono-butylmalonate at higher temperatures, and this can be correlated to a decrease in performance in the coupling reaction. The phosphonium cations in TBPM did not undergo analogous reactivity but were shown instead to experience some degree of deprotonation at the α-CH2 to generate phosphonium ylides. This however did not lead to a significantly degradation in the activity of the TBPM in the cross-coupling reaction.
Lo, Quintin A.,Sale, David,Braddock, D. Christopher,Davies, Robert P.
p. 1944 - 1951
(2019/02/19)

Benzophenanthroline derivative and application thereof
The invention discloses a kind of benzophenanthroline derivative and application thereof in preparation in the field of organic electroluminescent display and illumination technology. The invention also provides an organic electroluminescent device, which comprises the benzophenanthroline derivative. Compared with an existing organic electroluminescent device, the organic electroluminescent deviceof the invention has better luminous performance, can be driven by a lower voltage, and has lower power consumption and longer service life.
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Paragraph 0083-0087; 0096-0099

(2019/01/23)

O-quinoline derivative and application thereof
The invention discloses an o-quinoline derivative, application thereof and an organic light-emitting device. The o-quinoline derivative is of a structure shown in the general formula (1) (the formulacan be seen in the description). The o-quinoline derivative is applied into the organic light-emitting device and can reduce the driving voltage, improve the current efficiency and prolong the deviceservice life.
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Paragraph 0058; 0059; 0068; 0069; 0070; 0071

(2019/01/23)

Quinoline derivative, application of quinoline derivative and organic electroluminescence device
The invention relates to a quinoline derivative, application of the quinoline derivative and an organic electroluminescence device. The quinolone derivative has a structure represented as the formula(1-1) or (1-2). The quinoline derivative is applied to theorganic electroluminescence device, the driving voltage can be reduced, the current efficiency is improved, and the life of the organic electroluminescence device is prolonged.
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Paragraph 0086; 0087; 0088; 0089; 0098; 0099; 0100; 0101

(2019/01/23)

COMPOUND FOR ORGANIC ELECTRONIC ELEMENT, ORGANIC ELECTRONIC ELEMENT USING THE SAME, AND A ELECTRONIC DEVICE THEREOF
PURPOSE: A compound containing bisindole for an organic electronic element is provided to improve light emitting efficiency, heat resistance, color purity, and lifetime and to lower driving voltage. CONSTITUTION: A compound for an organic electronic element contains compounds of chemical formulas 1 and 2. The organic electronic element contains one or more organic layers containing the compound. The organic layers are formed of the compounds by a solution process. The organic electronic element sequentially comprises a first electrode, the organic layers, and a second electrode. The organic layers are selected among a light emitting layer, a hole injection layer, a hole transport layer, an electron injection layer, and an electron transport layer. An electronic device comprises a display device containing the organic electronic element, and a control unit which drives the display device.
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Paragraph 0091; 0093; 0095-0097

(2019/03/30)

COMPOUND FOR ORGANIC ELECTRONIC ELEMENT, ORGANIC ELECTRONIC ELEMENT COMPRISING THE SAME, AND ELECTRONIC DEVICE THEREOF
Disclosed are an organic electroluminescent element comprising a compound represented by chemical formula 1 as a light emitting auxiliary layer material and an electronic device comprising the same. By comprising the compound represented by chemical formula 1 in a light emitting auxiliary layer, it is possible to lower a driving voltage, improve luminous efficiency, and expand lifespan of the organic electroluminescent element.COPYRIGHT KIPO 2019
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Paragraph 0111; 0116-0118; 0122; 0125; 0127; 0129

(2019/07/25)

Well-Designed N-Heterocyclic Carbene Ligands for Palladium-Catalyzed Denitrative C-N Coupling of Nitroarenes with Amines
The C-N bond formation is one of the fundamental reactions in organic chemistry, because of the widespread presence of amine moieties in pharmaceuticals and biologically active compounds. Palladium-catalyzed C-N coupling of haloarenes represents one of the most efficient approaches to aromatic amines. Nitroarenes are ideal alternative electrophilic coupling partners, since they are inexpensive and readily available. The denitration and cross-coupling using nitroarenes as the electrophilic partners is challenging, because of the low reactivity of the Ar-NO2 bond toward oxidative addition. We report here the C-N coupling of nitroarenes and amines using palladium/5-(2,4,6-triisopropylphenyl)imidazolylidene[1,5-a]pyridines as the catalyst. The ligands are readily available from commercial chemicals. The reaction shows broad substrate scope and functional group tolerance. The method is applicable to both aromatic and aliphatic amines, and many secondary and tertiary aromatic amines bearing various functional groups were obtained in high yields.
Chen, Kai,Chen, Wanzhi,Chen, Wei,Liu, Miaochang,Wu, Huayue
p. 8110 - 8115
(2019/08/26)

Copper-Catalyzed NaBAr 4-Based N-Arylation of Amines
Using NaBAr 4 as an arylating agent, the formation of carbon-heteroatom bonds by a Cham-Lam cross-coupling reaction in the presence of catalytic copper(II) acetate monohydrate in acetonitrile at room temperature under air is described. The investigation of reaction scope suggests that several aliphatic and aromatic amines are compatible. In particular, the reaction of alkylamine and NaBAr 4 proceeds smoothly to offer the corresponding products in good to excellent yields.
Yang, Qin,Lei, Xiaoli,Yin, Zhijian,Deng, Zhihong,Peng, Yiyuan
supporting information
p. 538 - 544
(2019/01/10)

Reductive Molybdenum-Catalyzed Direct Amination of Boronic Acids with Nitro Compounds
The synthesis of aromatic amines is of utmost importance in a wide range of chemical contexts. We report a direct amination of boronic acids with nitro compounds to yield (hetero)aryl amines. The novel combination of a dioxomolybdenum(VI) catalyst and triphenylphosphine as inexpensive reductant has revealed to be decisive to achieve this new C?N coupling. Our methodology has proven to be scalable, air and moisture tolerant, highly chemoselective and engages both aliphatic and aromatic nitro compounds. Moreover, this general and step-economical synthesis of aromatic secondary amines showcases orthogonality to other aromatic amine syntheses as it tolerates aryl halides and carbonyl compounds.
Suárez-Pantiga, Samuel,Hernández-Ruiz, Raquel,Virumbrales, Cintia,Pedrosa, María R.,Sanz, Roberto
supporting information
p. 2129 - 2133
(2019/01/25)

Copper-catalyzed, ceric ammonium nitrate mediated N-arylation of amines
Cu-Catalyzed, ligand- and base-free cross-coupling of aryl boronic acids with primary and secondary amines has been reported. This ‘Chan-Evans-Lam' reaction has revealed that at room temperature, with a catalytic amount of copper(ii) acetate and ceric ammonium nitrate (CAN) as an oxidant, N-arylation can result in an effective C-N bond formation. This air stable, practical, robust protocol enables tolerance towards a variety of functional groups on both boronic acid and amine partners.
Gonela, Uma Maheshwar,Ablordeppey, Seth Y.
supporting information
p. 2861 - 2864
(2019/02/17)

Dibenzfluorene compound and organic electroluminescent device thereof
The invention provides a dibenzfluorene compound and an organic electroluminescent device thereof, and relates to the technical field of organic optoelectronic materials. A dibenzfluorene body is connected with an arylamine and substituted or unsubstituted aromatic cyclic condensed imidazole derivative to obtain the dibenzfluorene compound, the dibenzfluorene compound is provided with a bipolar transmission material, so that a hole and an electron are compounded on a luminescence layer, the dibenzfluorene compound has excellent stability and luminescence efficiency, is simple to synthesize, easy to operate and applied to the organic electroluminescent device, serves as a doped material of the luminescence layer and can effectively solve the problems of short service life and low luminescence efficiency of a blue luminescence material in the organic electroluminescent device, and the organic electroluminescent device of the component has the advantages of high luminescence efficiency and long service life.
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Paragraph 0075; 0076; 0082

(2018/09/11)

A containing [...] compound and its organic light-emitting device (by machine translation)
The present invention provides a containing [...] compound and its organic light-emitting device, relates to organic photoelectric material technical field. The invention through [...] fluorene main body connected with the aromatic amine, substituted or not substituted fused imidazole, fused oxazole derivative to obtain a containing [...] compound, is a dual polarity transmission material, holes and electrons in the luminescent layer is of composite, has good stability and light-emitting efficiency, it is simple and easy to operate, and can be applied to organic light-emitting device as the dopant material in the luminescent layer, the organic light-emitting device can effectively solve the blue light-emitting material in the light emitting efficiency is low, the problem of short service life, its organic light emitting device having high luminous efficiency, long service life. (by machine translation)
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Paragraph 0090; 0091; 0092

(2018/11/27)

Transition-metal-free synthesis of aromatic amines via the reaction of benzynes with isocyanates
An unexpected reaction between benzynes and isocyanates to generate aromatic amines has been developed under transition-metal-free conditions. The in situ prepared anions formed through cleavage of the N–C bond in isocyanates, reacted with aryne precursor
Seo, Jeong Hoon,Ko, Haye Min
supporting information
p. 671 - 674
(2018/01/19)

NIXANTPHOS: A highly active ligand for palladium catalyzed Buchwald-Hartwig amination of unactivated aryl chlorides
Xantphos is one of the two most common ligands used in palladium catalyzed Buchwald-Hartwig amination reactions, because of its broad scope and high probability of success. It does not, however, work well with unactivated aryl chlorides. Herein NIXANTPHOS is compared to Xantphos and an array of mono- and bidentate phosphines. NIXANTPHOS outperforms Xantphos and all other bidentate ligands examined. Under the optimal reaction conditions, unactivated aryl chlorides afford the expected products in good to excellent yield with as low as 0.05 mol% (500 ppm) palladium loading.
Mao, Jianyou,Zhang, Jiadi,Zhang, Shuguang,Walsh, Patrick J.
supporting information
p. 8690 - 8696
(2018/07/13)

Solvent-free mechanochemical Buchwald-Hartwig amination of aryl chlorides without inert gas protection
A solvent-free Buchwald-Hartwig amination had been developed under high-speed ball-milling conditions, which afforded the desired products with moderate to high yields. The addition of sodium sulfate was found to be crucial for improving both the performance and the reproducibility. Comparative solvent-free stirring experiments implicated the importance of mechanical interaction for the transformation, and the inert gas was proved to be unnecessary for this amination.
Shao, Qiao-Ling,Jiang, Zhi-Jiang,Su, Wei-Ke
supporting information
p. 2277 - 2280
(2018/05/16)

Organic compound with tetrahedral-like geometry
An organic compound with a tetrahedral-like geometry is disclosed. The organic compound has a structure represented by formula (I): wherein A1 to A4 each independently represent a 5-membered or 6-membered unsaturated ring; B1 represents direct bonding, —C—, —O—, —N—, —S— or —C═C—; m is 0 or 1; each of Ra's is independently hydrogen, fluorine, oxygen, substituted or unsubstituted C1-C12 alkyl or substituted or unsubstituted C6-C12 aryl; and n is an integer of 0 to 2.
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Page/Page column 39-42

(2018/03/25)

Organic compound having tetrahedron-like configuration
The present invention relates to an organic compound having a tetrahedron-like configuration, wherein the organic compound has a structure represented by the following general formula (I) defined in the specification, A1-A4 are respectively and independently an unsaturated five-membered ring or an unsaturated six-membered ring, B is a direct bond , -C, -O-, -N-, -S-, or -C=C-, m is 0 or 1, Ris hydrogen, fluorine, substituted or unsubstituted C1-C12 alkyl, or substituted or unsubstituted C6-C12 aryl, and n is an integer of 0-2. The organic compound of the present invention has excellentphotoelectric property.
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Paragraph 0112; 0118; 0120; 0121

(2018/07/07)

Benzo-phenanthroline derivative and application thereof
The invention discloses a benzo-phenanthroline derivative and application thereof in the technical field of preparing organic light-emitting-diode displays and illuminating. The invention further provides an organic light-emitting device. The device comprises the benzo-phenanthroline derivative. Compared with the conventional organic light-emitting device, the organic light-emitting device disclosed by the invention has the advantages of better light emitting performance, lower voltage drive, lower electric consumption and longer life.
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Paragraph 0073; 0074; 0075; 0084; 0085; 0086; 0087

(2018/11/22)

COMPOUND FOR ORGANIC ELECTRONIC ELEMENT, ORGANIC ELECTRONIC ELEMENT USING THE SAME, AND A ELECTRONIC DEVICE THEREOF
The present invention is to complete an element with low-voltage driving, high life expectancy, and high efficiency through development of a bisindole derivative compound for implementing an element with low-voltage driving, high life expectancy, and high efficiency, which are required characteristics of an organic electroluminescent element. A compound for an organic electronic element includes a compound of a chemical formula 1.COPYRIGHT KIPO 2018
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Paragraph 0104-0106

(2019/01/05)