- Nucleophilic ipso-Substitution of Aryl Methyl Ethers through Aryl C-OMe Bond Cleavage; Access to Functionalized Bisthiophenes
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A metal and solvent free strategy to functionalize aryl methyl ethers through direct nucleophilic substitution of aryl C-OMe bond has been described. A wide range of O, S, N, and C-centered uncharged nucleophiles has been successfully employed. Using this protocol, functional derivatives of bisthiophene have been synthesized in a straightforward way. The reactions are highly atom-efficient and generate methanol as the only byproduct.
- Mishra, Abhishek Kumar,Verma, Ajay,Biswas, Srijit
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Read Online
- Synthesis of aminonaphthalene derivatives using the bucherer reaction under microwave irradiation
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A very simple and efficient method to prepare aminonaphthalene derivatives in good yield using the Bucherer reaction under microwave irradiation in a closed vessel is described. A reaction time of 30 min at 150 Watts of microwave power was established as the optimum irradiation conditions when approximately 2 g of the initial hydroxynaphthalene was used in the synthesis.
- Canete,Melendrez,Saitz,Zanocco
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- 2-N-PHENYLAMINONAPHTHALENE FROM LAVANDULA VERA
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The aerial parts of Lavandula vera afforded a new natural aromatic substance, which was identified as 2-N-phenylaminonaphthalene.Key Word Index - Lavandula vera; Labiatae; 2-N-phenylaminonaphthalene.
- Papanov, Georgi Y.,Gacs-Baitz, Eszter,Malakov, Peter Y.
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- Hyperaromatic stabilization of arenium ions: Acid-catalyzed dehydration of 2-substituted 1,2-dihydro-1-naphthols
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Rate constants for acid-catalyzed dehydration of cis-2-substituted 1,2-dihydro-naphthols are well correlated by the Taft relationship log k = -0.49 - 8.8σI, with minor negative deviations for OH and OMe. By contrast the trans substituents show a poor correlation with σI and in most cases react more slowly than their cis isomers. The behavior is consistent with rate-determining formation of a 2-substituted carbocation (naphthalenium ion) intermediate that for cis reactants possesses a 2-C-H bond suitably oriented for hyperconjugation with the charge center. For the trans isomers the 2-substituent itself is oriented for hyperconjugation in the initially formed conformation of the cation. It is argued that k cis/ktrans rate ratios for substituents (Me, 8.4; Bu t, 12.7; Ph, 3.8; NH3+, 160; OH, 440) reflect their hyperconjugating ability relative to hydrogen. Faster reactions of trans isomers are observed for substitutents known (RS, N3) or suspected (EtSO, EtSO2) of stabilizing the cation by a π or σ neighboring group effect. The good Taft correlation is taken to indicate that cis substuents are reacting normally, differentiated only by their inductive effects. The slower reactions of the trans isomers are the judged to be "abnormal". This is confirmed by comparing effects of cis and trans β-OH substituents on the reactivities of dihydro phenols, naphthols, and phenanthrols. Whereas kH/kOH for cis substituents varies by less than 8-fold and is consistent with the influence of an inductive effect of the OH group (kH/kOH ≈ 2000), kH/k OH for the trans substituents varies by 3 orders of magnitude, reflecting the additional influence of the lesser hyperconjugating ability of a C-OH bond compared to a C-H bond. The magnitude and variation of this difference is consistent with C-H hyperconjugation conferring aromatic character on the arenium ions
- Kudavalli, Jaya Satyanarayana,Coyne, Dara,O'Ferrall, Rory A. More
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- Organic compound, electronic component, comprising same and electronic device
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The invention provides an organic compound, an electronic component comprising the same and an electronic device, and belongs to the technical field of organic electroluminescence. The compound provided by the invention contains condensed rings of carbazole and fluorene, dibenzofuran or dibenzothiophene, has a rigid plane structure and high light-emitting quantum efficiency, and can improve the thermal stability and film stability of a material. According to the invention, the low triplet state energy level is effectively improved; and the compound is used for a light-emitting layer in a red light device, can effectively improve non-uniformity of charge transmission, improves the light-emitting efficiency and stability of the device, and effectively improves the performance of the device.
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Paragraph 0116; 0165-0168; 0173
(2021/07/17)
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- Organic compound, and electronic element and electronic device using same
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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; 0154
(2021/07/14)
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- Nitrogen-containing compound, organic electroluminescent device, and electronic device
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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)
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- COMPOUND FOR ORGANIC ELECTRONIC ELEMENT, ORGANIC ELECTRONIC ELEMENT USING THE SAME, AND AN ELECTRONIC DEVICE THEREOF
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The present invention provides a novel compound capable of improving the luminous efficiency, stability, and lifespan of a device, an organic electric device using the same, and an electronic apparatus thereof. By using a compound according to the present invention, high luminous efficiency, low driving voltage, and high heat resistance of the device can be achieved, and color purity and lifespan of the device can be greatly improved.
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Paragraph 0250; 0395-0397; 0399-0401
(2021/08/10)
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- COMPOUND FOR ORGANIC ELECTRONIC ELEMENT, ORGANIC ELECTRONIC ELEMENT USING THE SAME, AND A ELECTRONIC DEVICE THEREOF
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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)
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- CO2-tuned highly selective reduction of formamides to the corresponding methylamines
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We herein describe an efficient, CO2-tuned and highly selective C-O bond cleavage of N-methylated formanilides. With easy-to-handle and commercially available NaBH4 as the reductant, a variety of formanilides could be turned into the desired tertiary amines in moderate to excellent yields. The role of CO2 has been investigated in detail, and the mechanism is proposed on the basis of experiments.
- Chao, Jianbin,Guo, Zhiqiang,Pang, Tengfei,Wei, Xuehong,Xi, Chanjuan,Yan, Leilei
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supporting information
p. 7534 - 7538
(2021/10/12)
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- Nickel-Catalyzed Amination of Aryl Nitriles for Accessing Diarylamines through C?CN Bond Activation
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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
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p. 4708 - 4713
(2021/08/27)
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- Triarylamine derivative and organic electroluminescent device thereof
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The invention provides a triarylamine derivative and an organic electroluminescent device thereof, and relates to the technical field of organic electroluminescence. The triarylamine derivative provided by the invention has a higher triplet energy level. When the organic electroluminescent device is applied to the organic electroluminescent device, the driving voltage of the organic electroluminescent device can be effectively reduced, the luminous efficiency is improved, and the service life of the device is prolonged.
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Paragraph 0179-0182
(2021/09/15)
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- Compound using spirobibenzocycloheptene fluorene as core, and applications in organic electroluminescent devices
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The invention discloses a compound using spirobibenzocycloheptene fluorene as a core, and applications in organic electroluminescent devices. According to the invention, the compound contains aspirobibenzocycloheptene fluorene structure, has strong rigidity, and further has characteristics of difficult crystallization and aggregation among molecules, good film-forming property and the like after the compound is linked to a carbazole derivative long branched chain structure or an arylamine derivative branched chain structure; due to different electron donating capacities of the branched chain groups, the HOMO energy levels of the material are different, and the compound can be used as different functional layer materials; the compound has high triplet state energy level, can effectively block energy loss, and is beneficial to energy transfer; and with the application of the compound as the organic electroluminescent functional layer material in the OLED device, the current efficiency, the power efficiency and the external quantum efficiency of the device are greatly improved while the service life of the device is obviously prolonged.
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Paragraph 0154; 0158-0161; 0173-0174; 0177
(2020/01/25)
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- COMPOUND FOR ORGANIC ELECTRONIC ELEMENT, ORGANIC ELECTRONIC ELEMENT USING THE SAME, AND AN ELECTRONIC DEVICE THEREOF
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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)
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- COMPOUND FOR ORGANIC ELECTRONIC ELEMENT, ORGANIC ELECTRONIC ELEMENT USING THE SAME, AND A ELECTRONIC DEVICE THEREOF
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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)
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- COMPOUND FOR ORGANIC ELECTRONIC ELEMENT, ORGANIC ELECTRONIC ELEMENT USING THE SAME, AND AN ELECTRONIC DEVICE THEREOF
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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)
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- COMPOUND FOR AN ORGANIC ELECTRONIC ELEMENT, ORGANIC ELECTRONIC ELEMENT USING THE SAME, AND AN ELECTRONIC DEVICE THEREOF
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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)
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- COMPOUND FOR ORGANIC ELECTRONIC ELEMENT, ORGANIC ELECTRONIC ELEMENT USING THE SAME, AND AN ELECTRONIC DEVICE THEREOF
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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)
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- Amine-based compound and organic light emitting diode comprising the same
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An amine-based compound and an organic light-emitting diode including the same are provided.
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Paragraph 0214; 0229-0232; 0352-0355
(2020/09/08)
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- 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
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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
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p. 3010 - 3021
(2020/04/29)
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- Mono/Dual Amination of Phenols with Amines in Water
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We herein describe a practical direct amination of phenols through a palladium-catalyzed hydrogen-transfer-mediated activation method to synthesize the secondary and tertiary amines. In this conversion, environmentally friendly water and inexpensive ammonium formate were used as solvent and reductant, respectively. A range of amines, including aliphatic amines, aniline, secondary amines, and diamines, could be coupled effectively by this method to achieve mono/dual amination and cyclization of phenols. This study not only provides a green and mild strategy for the synthesis of secondary and tertiary naphthylamines but also expands the synthesis of chloroquine in organic chemistry.
- Liang, Wanyi,Xie, Feng,Yang, Zhihai,Zeng, Zheng,Xia, Chuanjiang,Li, Yibiao,Zhu, Zhongzhi,Chen, Xiuwen
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supporting information
p. 8291 - 8295
(2020/10/12)
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- Combined KOH/BEt3Catalyst for Selective Deaminative Hydroboration of Aromatic Carboxamides for Construction of Luminophores
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The selective catalytic C-N bond cleavage of amides into value-added amine products is a desirable but challenging transformation. Molecules containing iminodibenzyl motifs are prevalent in pharmaceutical molecules and functional materials. Here we established a combined KOH/BEt3 catalyst for deaminative hydroboration of acyl-iminodibenzyl derivatives, including nonheterocyclic carboxamides, to the corresponding amines. This novel transition-metal-free methodology was also applied to the construction of Clomipramine and luminophores.
- Li, Jinshan,Wang, Jiali,Yang, Jianguo,Yao, Wubing,Zhong, Aiguo
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supporting information
p. 8086 - 8090
(2020/11/03)
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- Nickel-Catalyzed Amination of Aryl Thioethers: A Combined Synthetic and Mechanistic Study
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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
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p. 4630 - 4639
(2020/05/19)
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- Elemental Sulfur-Promoted Aerobic Dehydrogenative Aromatization of Cyclohexanones with Amines
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An elemental sulfur-promoted aerobic dehydrogenation system for the access to N,N′-dialkyl-o-phenylenediamines and N-substituted 2-naphthylamines is reported herein. Readily available cyclohexanones and amines (especially alkylamines) are transformed smoo
- Wang, Zhen,Li, Cheng,Huang, Huawen,Deng, Guo-Jun
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p. 9415 - 9423
(2020/08/14)
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- COMPOUND FOR ORGANIC ELECTRONIC ELEMENT, ORGANIC ELECTRONIC ELEMENT USING THE SAME, AND A ELECTRONIC DEVICE THEREOF
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The present invention relates to a novel compound, an organic electric element using the same, and an electronic device thereof. According to the present invention, a luminous efficiency, a color purity and a lifespan of the element can be improved and a driving voltage can be lowered. The organic electric element comprises: an anode; a cathode; and an organic material layer formed between the anode and the cathode.
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Paragraph 0168; 0172-0175
(2020/05/30)
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- COMPOUND FOR ORGANIC ELECTRONIC ELEMENT, ORGANIC ELECTRONIC ELEMENT USING THE SAME, AND AN ELECTRONIC DEVICE THEREOF
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The present invention provides an organic electric device including a compound represented by chemical formula 1, a first electrode, a second electrode, and an organic material layer between the first electrode and the second electrode. The present invention also provides an electronic device including the organic electric device. By including the compound represented by chemical formula 1 in the organic material layer, it is possible to lower the driving voltage of the organic electric device and improve luminous efficiency and lifetime.COPYRIGHT KIPO 2021
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Paragraph 0198-0200
(2020/09/26)
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- Benzophenanthroline derivative and application thereof
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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; 0102-0105
(2019/01/23)
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- O-quinoline derivative and application thereof
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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; 0074; 0075; 0076; 0077
(2019/01/23)
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- Quinoline derivative, application of quinoline derivative and organic electroluminescence device
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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; 0104; 0105; 0106; 0107
(2019/01/23)
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- COMPOUND FOR ORGANIC ELECTRONIC ELEMENT, ORGANIC ELECTRONIC ELEMENT USING THE SAME, AND A ELECTRONIC DEVICE THEREOF
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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)
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- Copper-Catalyzed NaBAr 4-Based N-Arylation of Amines
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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
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supporting information
p. 538 - 544
(2019/01/10)
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- Reductive Molybdenum-Catalyzed Direct Amination of Boronic Acids with Nitro Compounds
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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
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supporting information
p. 2129 - 2133
(2019/01/25)
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- Hydride-catalyzed selectively reductive cleavage of unactivated tertiary amides using hydrosilane
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The first hydride-catalyzed reductive cleavage of various unactivated tertiary amides, including the biologically active aryl-phenazine carboxamides and the challenging non-heterocyclic carbonyl functions, using low-cost hydrosilane as a reducing reagent has been developed. The novel catalyst system exhibits high efficiency and exclusive selectivity, providing the desired amines in useful to excellent yields under mild conditions. Overall, this transition metal-free process may offer a versatile alternative to currently employed expensive reducing reagents, high-pressure hydrogen or metal systems for the selective reductive cleavage of amides.
- Yao, Wubing,Li, Rongrong,Yang, Jianguo,Hao, Feiyue
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p. 3874 - 3878
(2019/08/07)
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- Palladium-catalyzed c(sp2)-n bond cross-coupling with triaryl phosphates
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The first general palladium-catalyzed amination of aryl phosphates is described. The combination of MorDalPhos with [Pd(-cinnamyl)Cl]2 enables the amination of electron-rich, electron-neutral, and electron-poor aryl phosphates with a board range of aromatic, aliphatic, and heterocyclic amines. Common functional groups such as ether, keto, ester, and nitrile show an excellent compatibility in this reaction condition. The solvent-free amination reactions are also successful in both solid coupling partners. The gram-scale cross-coupling is achieved by this catalytic system.
- Chen, Zicong,Chen, Xiangmeng,So, Chau Ming
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- Palladium-Catalyzed C(sp2)-N Bond Cross-Coupling with Triaryl Phosphates
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The first general palladium-catalyzed amination of aryl phosphates is described. The combination of MorDalPhos with [Pd(?-cinnamyl)Cl]2 enables the amination of electron-rich, electron-neutral, and electron-poor aryl phosphates with a board range of aromatic, aliphatic, and heterocyclic amines. Common functional groups such as ether, keto, ester, and nitrile show an excellent compatibility in this reaction condition. The solvent-free amination reactions are also successful in both solid coupling partners. The gram-scale cross-coupling is achieved by this catalytic system.
- Chen, Zicong,Chen, Xiangmeng,So, Chau Ming
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p. 6366 - 6376
(2019/05/24)
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- Benzo-phenanthroline derivative and application thereof
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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; 0090; 0091; 0092; 0093
(2018/11/22)
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- COMPOUND FOR ORGANIC ELECTRONIC ELEMENT, ORGANIC ELECTRONIC ELEMENT USING THE SAME, AND A ELECTRONIC DEVICE THEREOF
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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)
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- Magnetic Nanoparticle Anchored Deep Eutectic Solvents as a Catalyst for the Etherification and Amination of Naphthols
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Herein, we introduce a reusable catalyst consisting of a deep eutectic solvent made up of choline chloride and p-toluene sulfonic acid (pTSA) covalently immobilized on magnetic nanoparticles (MNPs) as an agent for chemoselective direct ipso etherification and amination of naphthols. The bonding of the DES to the surface of the nanoparticles has increased the catalytic activity of the DES and also has simplified catalyst recovery from the reaction mixture. The MNP bound DES particles with an average size of 12±2 nm was characterized by FTIR, PXRD, HRTM, TGA, and VSM. For 16 tested etherification reactions, the functionalized magnetite nanoparticle catalyst gave an average yield of 84%; for 5 tested aminations the average yield was 77%. For all 23 tested reactions the yield was above 70% and pTSA Br?nsted acid loading was only 0.45 mol%. The catalytic performance could be attributed to the dispersion of the nanoparticles, strong DES-support interactions and interactions of the hydrogen donor species with naphthols. This work is the first catalytic examination of PDES covalently bonded on MNPs as a platform for organic transformations. (Figure presented.).
- Zamani, Parisa,Ozdemir, John,Ha, Yumi,Benamara, Mourad,Kuchuk, Adrian V.,Wang, Tengjiao,Chen, Jingyi,Khosropour, Ahmad R.,Beyzavi, M. Hassan
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supporting information
p. 4372 - 4380
(2018/10/15)
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- Iodine-catalyzed synthesis of N, N ′-diaryl-o-phenylenediamines from cyclohexanones and anilines using DMSO and O2 as oxidants
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A novel I2-catalyzed cross-dehydrogenative aromatization of cyclohexanones and anilines to synthesize N,N′-diaryl-o-phenylenediamines has been unprecedentedly developed with dimethyl sulfoxide and oxygen employed as mild terminal oxidants. To prove the rationality of the two separate dehydration steps of the proposed mechanism, a resulting I2-catalyzed cross-dehydrogenative aromatization of cyclohexenones and anilines to synthesize diarylamines has also been reported.
- Xiong, Mingteng,Gao, Zhan,Liang, Xiao,Cai, Pengfei,Zhu, Heping,Pan, Yuanjiang
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supporting information
p. 9679 - 9682
(2018/09/10)
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- Metal-free synthesis of secondary amines by the reaction of tosyl triazene and aryl boronic acid
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A metal free noncatalytic amination process has been developed for the synthesis of N-substituted aniline using a new amine source. The amine source p-toluene sulfonyl triazene (PhN?NNHTs) has been prepared by treating aryldiazonium salt with p-tosylamide. Various unsymmetrical amines could be synthesized by treating this reagent and boronic acid in toluene at 110 °C in the presence of DBU and 4 ? molecular sieve. A large variety of N-substituted aniline could be synthesized with moderate yield.
- Sarma, Manas Jyoti,Phukan, Prodeep
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p. 656 - 662
(2018/02/19)
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- Synthesis of Arylamines via Non-Aerobic Dehydrogenation Using a Palladium/Carbon-Ethylene System
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The reaction of cyclohexanones with amines proceeded under an ethylene atmosphere in the presence of a catalytic amount of palladium/carbon to afford a variety of arylamines in good to high yields. The present reaction was carried out under completely non-aerobic conditions, and which is in contrast with the previously reported aerobic system. has wide applicability affording a variety of aromatic amines, and co-product of the reaction is only gaseous ethane. Thus, this method is environmentally friendly. This protocol was applied intramolecularly to provide a novel method for the construction of quinoline and isoquinoline compounds. (Figure presented.).
- Shimomoto, Yuya,Matsubara, Ryosuke,Hayashi, Masahiko
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supporting information
p. 3297 - 3305
(2018/08/07)
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- Compound, organic electric element using the same, and an electronic device thereof
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A compound represented by Formula 1. An organic electric element includes a first electrode, a second electrode, and an organic material layer including the compound of Formula 1. The organic material layer include a light emitting layer, a hole transport layer including a compound represented by Formula 2, and an emission-auxiliary layer including the compound represented by Formula 1. When the organic electric element includes the compound in the organic material layer, luminous efficiency, color purity, and life span can be improved.
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Page/Page column 225
(2018/08/07)
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- Organic electroluminescent compound, organic electroluminescent device and application thereof
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The invention relates to the field of luminescent materials, and in particular provides an organic electroluminescent compound, an organic electroluminescent device and application thereof. The structural formula of the organic electroluminescent compound is described in the description. The compound can be used as HTL, EBL, B-dopant, Host, EBL, ETL and CPL materials; when being used in the organic electroluminescent device, the compound can reduce the driving voltage, improve the luminous efficiency, brightness, thermal stability and color purity and prolong device lifetime.
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Paragraph 0125; 0135; 0137; 0139
(2018/06/26)
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- Fluorene naphthofuran derivative and application thereof
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The invention provides a compound shown in the general formula (1), wherein A-A are respectively and independently selected from Ar, N(Ar)(Ar), hydrogen, F, Cl, Br, I, CHO, C(=O)Ar, P(=O)(Ar)2, S(=O)Ar, S(=o)2Ar, CN, NO2, Si(R)3, C1-C30 substituted or unsubstituted alkyl groups or naphthenic groups, alkenyl groups and alkoxy or thioalkoxy groups; at least one of A-A is selectedfrom Ar or N(Ar1)(Ar2); when two adjacent substituent groups in the A-A are independently selected from Ar or N(Ar1)(Ar2), the two substituent groups can be fused into a ring; Ar, Ar and Ar are respectively and independently selected from C6-C30 substituted or unsubstituted aryl groups or are C5-C30 substituted or unsubstituted heteroaryl groups; substituent groups on the aryl or heteroaryl groups are independently selected from F, Cl, Br, I, CHO, CN and NO2 or selected from C1-C30 alkyl groups or naphthenic groups, alkenyl groups and alkoxy or thioalkoxy groups.
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Paragraph 0237-0239
(2018/07/06)
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- Pyridazines derivative, and preparation method and application thereof
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The invention provides a pyridazines derivative, and a preparation method and application thereof, and relates to the technical field of organic photoelectric materials. By optimizing the molecular structure design, the obtained pyridazines derivative has good hole transmission capability, and can be used for preparing organic electroluminescence devices; particularly, the pyridazines derivative shows the advantages of high efficiency, high brightness and long service life when being used as a hole transmission material in the organic electroluminescence device. The performance is better than that of the existing common use OLED (optical light emitting diode) device. The invention also provides the preparation method of the pyridazines derivative. The preparation method has the advantages that the method is simple; raw materials can be easily obtained.
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Paragraph 0051; 0054; 0056-0060; 0083
(2017/04/28)
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- A disubstituted amide derivatives decarbonylation hydrogenation green new method (by machine translation)
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The invention relates to a high efficiency, high selectivity of the disubstituted amide derivatives of decarbonylation hydrogenation reaction green new method. For the first time to the metallic compound triethylborane as catalyst, under mild conditions can be conveniently catalytic N, N - di-aryl substituted amide and its derivative and cheap and easy to obtain organic silicon reagent selective preparation of secondary organic amine product. Compared with the traditional method, the new method generally has the wide substrate universality, functional group compatibility outstanding, simple operation and the like. For the first time in order to realize the organic silicon reagent as reducing agent and amide compounds decarbonylation hydrogenation reaction, is the reduction of amides and derivatives thereof, in particular the organic light-emitting diodes (OLEDs) material unit - diaryl amine compound of the laboratory preparation or industrial production provides a brand-new "green" response strategies. (by machine translation)
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Paragraph 0074; 0075; 0076; 0077
(2018/02/04)
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- Versatile routes for synthesis of diarylamines through acceptorless dehydrogenative aromatization catalysis over supported gold-palladium bimetallic nanoparticles
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Diarylamines are an important class of widely utilized chemicals, and development of diverse procedures for their synthesis is of great importance. Herein, we have successfully developed novel versatile catalytic procedures for the synthesis of diarylamines through acceptorless dehydrogenative aromatization. In the presence of a gold-palladium alloy nanoparticle catalyst (Au-Pd/TiO2), various symmetrically substituted diarylamines could be synthesized starting from cyclohexylamines. The observed catalysis of Au-Pd/TiO2 was heterogeneous in nature and Au-Pd/TiO2 could be reused several times without severe loss of catalytic performance. This transformation needs no oxidants and generates molecular hydrogen (three equivalents with respect to cyclohexylamines) and ammonia as the side products. These features highlight the environmentally benign nature of the present transformation. Furthermore, in the presence of Au-Pd/TiO2, various kinds of structurally diverse unsymmetrically substituted diarylamines could successfully be synthesized starting from various combinations of substrates such as (i) anilines and cyclohexanones, (ii) cyclohexylamines and cyclohexanones, and (iii) nitrobenzenes and cyclohexanols. The role of the catalyst and the reaction pathways were investigated in detail for the transformation of cyclohexylamines. The catalytic performance was strongly influenced by the nature of the catalyst. In the presence of a supported gold nanoparticle catalyst (Au/TiO2), the desired diarylamines were hardly produced. Although a supported palladium nanoparticle catalyst (Pd/TiO2) gave the desired diarylamines, the catalytic activity was inferior to that of Au-Pd/TiO2. Moreover, the activity of Au-Pd/TiO2 was superior to that of a physical mixture of Au/TiO2 and Pd/TiO2. The present Au-Pd/TiO2-catalyzed transformation of cyclohexylamines proceeds through complex pathways comprising amine dehydrogenation, imine disproportionation, and condensation reactions. The amine dehydrogenation and imine disproportionation reactions are effectively promoted by palladium (not by gold), and the intrinsic catalytic performance of palladium is significantly improved by alloying with gold. One possible explanation of the alloying effect is the formation of electron-poor palladium species that can effectively promote the β-H elimination step in the rate-limiting amine dehydrogenation.
- Taniguchi, Kento,Jin, Xiongjie,Yamaguchi, Kazuya,Nozaki, Kyoko,Mizuno, Noritaka
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p. 2131 - 2142
(2017/03/09)
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- Three Different Reactions, One Catalyst: A Cu(I) PNP Pincer Complex as Catalyst for C-C and C-N Cross-Couplings
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An air-stable, thermally robust, and well-defined Cu(I) PNP pincer complex based on the 2,6-diaminopyridine scaffold is described. This complex is an active catalyst for the cross-couplings of a range of aryl and heteroaryl (including benzoxazole, thiazole, pyridine, and thiophene) halides with different organomagnesium reagents, alkynes, and aryl-amines giving excellent to good isolated yields.
- Mastalir, Matthias,Pittenauer, Ernst,St?ger, Berthold,Allmaier, Günter,Kirchner, Karl
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supporting information
p. 2178 - 2181
(2017/04/28)
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- Heterocyclic compound and organic light emitting device thereby
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The invention provides a heterocyclic compound and an organic light emitting device thereby, and belongs to the technical field of organic photoelectric materials. The heterocyclic compound is characterized in that a fluorene group is added into a structure to obviously improve the hole transportation performance of the material, and a connected group can be changed to further improve the physical characteristics of the material so as to improve the characteristics of luminescence of the organic light emitting device. When the heterocyclic compound provided by the invention is taken as a hole transportation layer to prepare the organic light emitting device, low switching voltage and high light emitting luminescence can be obtained, and the heterocyclic compound is an excellent OLED (Organic Light Emitting Diode) material.
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Paragraph 0054; 0055
(2017/07/19)
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- An electroluminescent compound and an electroluminescent device comprising the same
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The present invention relates to an organic light emitting compound applied to an organic electroluminescent device. The organic light emitting compound is represented by chemical formula 1. The organic electroluminescent device having excellent light emitting properties such as driving voltage, luminance, and long lifespan in the case of using the organic light emitting compound as a dopant compound inside a light emitting layer.COPYRIGHT KIPO 2016
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Paragraph 0120; 0264-0267
(2016/10/10)
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- COMPOUND FOR ORGANIC ELECTRONIC ELEMENT, ORGANIC ELECTRONIC ELEMENT USING THE SAME, AND AN ELECTRONIC DEVICE THEREOF
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Provided are a novel compound which enhances luminous efficiency, stability, and lifespan of an element; an organic electric element using the same; and an electronic device thereof. The compound of the present invention is represented by chemical formula (1). The organic electric element comprises: a first electrode; a second electrode; and an organic layer positioned between the first electrode and the second electrode.COPYRIGHT KIPO 2016
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Paragraph 0224; 0226
(2017/01/26)
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- Use of a "catalytic" Cosolvent, N,N-Dimethyl Octanamide, Allows the Flow Synthesis of Imatinib with no Solvent Switch
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A general, efficient method for C-N cross-coupling has been developed using N,N-dimethyloctanamide as a catalytic cosolvent for biphasic continuous-flow applications. The described method was used to generate a variety of biarylamines and was integrated into a two-step sequence which converted phenols into biarylamines via either triflates or tosylates. Additionally, the method was applied to a three-step synthesis of imatinib, the API of Gleevec, in good yield without the need of solvent switches. Going with the flow: A general flow method developed for C-N cross-coupling using N,N-dimethyloctanamide as a catalytic cosolvent was integrated into a two-step sequence which converted phenols into biarylamines via either triflates or tosylates. It was applied to a three-step synthesis of imatinib, the API of Gleevec, in good yield without the need of solvent switches.
- Yang, Jeffrey C.,Niu, Dawen,Karsten, Bram P.,Lima, Fabio,Buchwald, Stephen L.
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p. 2531 - 2535
(2016/02/18)
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- Br?nsted Acid Catalyzed Functionalization of Aromatic Alcohols through Nucleophilic Substitution of Hydroxyl Group
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The hydroxyl groups of naphthol and tautomerizable phenol derivatives have been substituted by O-, S-, N-, and C-centered nucleophiles under solvent-free reaction conditions. The products are generated in good to excellent yields. para-Toluenesulfonic acid exhibits the best catalytic activity compared to other Bronsted acids. Experimental observations suggest that the reaction proceeds through the intermediacy of the keto tautomer of naphthol. Nucleophilic addition to the carbonyl group followed by elimination of water generates the desired product. The present methodology provides access to substituted naphtho[2,1-b]furan derivatives. The products generated using N-centered nucleophiles can be further transformed to important classes of organic molecules such as benzocarbazole and imidazole derivatives.
- Mishra, Abhishek Kumar,Biswas, Srijit
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p. 2355 - 2363
(2016/04/04)
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