- Stable diarylnitroxide diradical with triplet ground state
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Nitroxide diradical 2, the first isolated diarylnitroxide diradical, is stable in the solid state at room temperature and it possesses triplet ground state with strong ferromagnetic coupling. The Royal Society of Chemistry 2009.
- Rajca, Andrzej,Shiraishi, Kouichi,Rajca, Suchada
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Read Online
- Temperature-Dependent Effects of Alkyl Substitution on Diarylamine Antioxidant Reactivity
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Alkylated diphenylamines are among the most efficacious radical-trapping antioxidants (RTAs) for applications at elevated temperatures since they are able to trap multiple radical equivalents due to catalytic cycles involving persistent diphenylnitroxide and diphenylaminyl radical intermediates. We have previously shown that some heterocyclic diarylamine RTAs possess markedly greater efficacy than typical alkylated diphenylamines, and herein, report on our efforts to identify optimal alkyl substitution of the scaffold, which we had found to be the ideal compromise between reactivity and stability. Interestingly, the structure-activity relationships differ dramatically with temperature: para-alkyl substitution slightly increased reactivity and stoichiometry at 37 and 100 °C due to more favorable (stereo)electronic effects and corresponding diarylaminyl/diarylnitroxide formation, while ortho-alkyl substitution slightly decreased both reactivity and stoichiometry. No such trends were evident at 160 °C; instead, the compounds were segregated into two groups based on the presence/absence of benzylic C-H bonds. Electron spin resonance spectroscopy indicates that increased efficacy was associated with lesser diarylnitroxide formation, and deuterium-labeling suggests that this is due to abstraction of the benzylic H atom, precluding nitroxide formation. Computations predict that this reaction path is competitive with established fates of the diarylaminyl radical, thereby minimizing the formation of off-cycle products and leading to significant gains in high-temperature RTA efficacy.
- Shah, Ron,Poon, Jia-Fei,Haidasz, Evan A.,Pratt, Derek A.
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Read Online
- Copper-Assisted Amination of Boronic Acids for Synthesis of Bulky Diarylamines: Experimental and DFT Study
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Comparative investigation of copper-assisted oxidative and reductive amination showed that the latter was preferable for the synthesis of bulky diarylamines. DFT estimation of the mechanism of copper(I)-assisted reductive amination of boronic acids with aryl nitroso compounds was performed and possible active species were identified. DFT estimation of the steric penalty revealed that the barrier for the transmetalation step for the hindered nitroso compound was almost the same as that for the unsubstituted one, whereas a bulky group in the boronic acid increased the activation energy. A DFT study of the influence of the electronic properties of the substituents in both reactants on the activation energy revealed that the optimal combination for the synthesis of unsymmetrical diarylamines to provide better yields was an electron-rich aryl boronic acid and an electron-deficient nitroso compound. By using these helpful guidelines, a series of new bulky diarylamines were obtained and fully characterized.
- Levitskiy, Oleg A.,Grishin, Yuri K.,Sentyurin, Vyacheslav V.,Magdesieva, Tatiana V.
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Read Online
- 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 light emitting efficiency, stability and lifespan of an element, an organic electric element using the same, and an electronic device thereof.
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Paragraph 0166-0174
(2021/03/09)
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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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- Organic electroluminescent compound
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The invention provides an organic electroluminescent compound. The structure of the organic electroluminescent compound is represented by the formula (I), wherein R1 to R9 individually represent H, ahalogen atom, a cyano group, a C1-C20 alkyl group, a C1-C20 halogenated alkyl group, a C3-C20 cycloalkyl group, a C3-C20 halogenated cycloalkyl group, a C1-C20 alkoxyl group, a C1-C20 silicyl group, an aryloxyl group with a cyclization carbon number of 6-30, an aryl group with a cyclization carbon number of 6-30, and a heterocyclic aryl group with a cyclization carbon number of 6-30; X1 is one ofO, S, S=O, and O=S=O; X2 and X 3 individually represent C or N; m and n individually represent 0 or 1; and p represents an integer of 0 to 4. The compound is used as a doping material of an OLED luminescent layer, and the obtained OLED device has the advantages of long service life, high thermal decomposition temperature, good thermal stability, and excellent luminescent efficiency and color purity.
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Paragraph 0040; 0066; 0067; 0068; 0069
(2020/03/02)
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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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- Direct Synthesis of Diphenylamines from Phenols and Ammonium Formate Catalyzed by Palladium
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Arylamines are commercially and synthetically useful compounds with a wide variety of applications. Their preparation has been traditionally achieved using metal-catalyzed C?N coupling reactions with aryl halides. In this work, 17 different diarylamines are prepared from phenols by using ammonium formate as the aminating reagent. Phenolic compounds are more desirable feedstocks, owing to their availability from lignin, making them valuable biorenewable alternatives to aryl halides. Ammonium formate is found to be a convenient surrogate for ammonia and a useful aminating reagent for phenols. Diarylamine products are obtained in good to excellent yields while only water and CO2 are generated as byproducts of the transformation.
- Dominguez-Huerta, Alejandra,Perepichka, Inna,Li, Chao-Jun
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p. 2999 - 3002
(2019/06/13)
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- Amination of Aryl Boronic Acids with Alkylnitrites: A Convenient Complement to Cu-Promoted Reductive Amination
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Copper-catalyzed amination of aryl boronic acids with alkylnitrites leading to symmetrical diarylamines with a practical 50-80% yield was elaborated. Two C(sp2)-N bonds are formed in the one-pot process under mild conditions. This new approach to diarylamines is a complement to the Cu-assisted reductive amination of aryl boronic acids avoiding preliminary synthesis of nitrosoarenes. The possible reaction scheme based on quantum chemical calculations was suggested, clarifying key intermediates.
- Levitskiy, Oleg A.,Magdesieva, Tatiana V.
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p. 10028 - 10032
(2019/12/24)
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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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- 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 an organic electronic element containing isoindoloindole compound and derivatives thereof, an organic electronic element using the same, and an electronic device thereof. According to the present invention, the light emitting efficiency, color purity, and lifetime of the element are improved and driving voltage is reduced. [Reference numerals] (401) Substrate;(402) Anode;(404) Hole transporting layer;(405) Light-emitting layer;(406) Electron transporting layer;(408) Cathode
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Paragraph 0093-0097
(2019/06/04)
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- Organic electroluminescent compound
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The invention provides an organic electroluminescent compound. The structure of the organic electroluminescent compound is represented by the formula (I) or (II); wherein R1 to R8 individually represent H, a cyano group, a C1-C20 alkyl group, a C1-C20 hal
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Paragraph 0030; 0038
(2018/03/26)
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- Organic electroluminescent compound
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The invention provides an organic electroluminescent compound. The structure of the organic electroluminescent compound is represented by the formula (I), (II), or (III); wherein R1 to R8 individuallyrepresent H, a halogen atom, a cyano group, a C1-C20 al
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Paragraph 0039; 0040
(2018/03/26)
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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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- 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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- 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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- Selective Cross-Coupling of (Hetero)aryl Halides with Ammonia to Produce Primary Arylamines using Pd-NHC Complexes
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Herein we report the first example of (hetero)arylation of ammonia using a monoligated palladium-NHC complex. The new, rationally designed, precatalyst (DiMeIHeptCl)Pd(allyl)Cl featuring highly branched alkyl chains has been shown to be effective in selective aminations across a range of challenging substrates, including nitrogen-containing heterocycles and those featuring base-sensitive functionality. The less bulky Pd-PEPPSI-IPentCl precatalyst performs well for ortho-substituted aryl halides, giving monoarylated products in high yield with good selectivity.
- Lombardi, Christopher,Day, Jonathan,Chandrasoma, Nalin,Mitchell, David,Rodriguez, Michael J.,Farmer, Jennifer L.,Organ, Michael G.
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supporting information
p. 251 - 254
(2017/04/26)
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- Organic electroluminescence compound
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The invention discloses an organic electroluminescence compound of which the structure formula is shown in figure 1 in the specification, in the formula, X1 to X16 are selected from H, amino, chain alkyl of C1-C20, halogenated chain alkyl of C1-C20, cycli
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Paragraph 0052; 0064; 0065; 0066
(2017/11/04)
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- Aromatic amine derivative, preparation method and application of aromatic amine derivative
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The invention provides an aromatic amine derivative, a preparation method and an application of the aromatic amine derivative and relates to the technical field of organic photoelectric materials. An electron withdrawing group is introduced and connected with nitrogen substituted carbazyl, so that a conjugated system is enlarged, the charge is more disperse, and the stability of the material is improved. Phenyl, xenyl and naphthyl and other groups are introduced, so that the molecular weight of a chemical compound can be increased, the glass transition temperature is raised to show the advantage of low crystallization possibility, the molecular planarity can be reduced, and film formation is easier. The chemical compound can be used for preparing an organic electroluminescent device, particularly serves as a hole transmission material in the organic electroluminescent device and shows the advantages of high efficiency and long life. The invention further provides a preparation method of the aromatic amine derivative. The preparation method is simple, and raw materials are easy to obtain.
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Paragraph 0065; 0070; 0071; 0072
(2017/07/21)
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- Formal arylation of NH3 to produce diphenylamines over supported Pd catalysts
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In the presence of supported Pd nanoparticle catalysts, e.g., Pd/Al2O3, various diphenylamines could be synthesized through acceptorless formal arylation using NH3 or its surrogates, e.g., urea, as nitrogen sources and cyclohexanones as arylation sources. The observed catalysis was truly heterogeneous, and the catalyst was reusable with retention of its high catalytic performance.
- Koizumi, Yu,Taniguchi, Kento,Jin, Xiongjie,Yamaguchi, Kazuya,Nozaki, Kyoko,Mizuno, Noritaka
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supporting information
p. 10827 - 10830
(2017/10/09)
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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; 0231
(2017/01/26)
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- Supported gold-palladium alloy nanoparticle catalyzed tandem oxidation routes to N-substituted anilines from non-aromatic compounds
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In the presence of a supported gold-palladium alloy nanoparticle catalyst (Au-Pd/Al2O3), various kinds of N-substituted anilines can be synthesized from non-aromatic compounds. The observed catalysis is truly heterogeneous, and Au-Pd/Al2O3 can be reused without a significant loss of its catalytic performance.
- Taniguchi, Kento,Jin, Xiongjie,Yamaguchi, Kazuya,Mizuno, Noritaka
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supporting information
p. 14969 - 14972
(2015/10/12)
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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 compound of Formula 1 and an organic electric element including a first electrode, a second electrode, and an organic material layer between the first electrode and the second electrode and comprising the compound, the element showing improved luminescence efficiency, stability, and life span.
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Paragraph 0349 - 0352; 0392; 0393
(2016/10/07)
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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 which can improve light emitting efficiency, stability, and life of an element, an organic electronic element using the same, and an electronic device thereof. The organic electronic element of the present invention comprises: a first electrode; a second electrode; and an organic matter layer located between the first electrode and the second electrode, wherein the organic matter layer consists of a light emitting auxiliary layer and a hole transport layer containing the compound of the present invention.
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Paragraph 0150; 0151; 0157
(2016/10/08)
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- COMPOUND FOR ORGANIC ELECTRONIC ELEMENT, ORGANIC ELECTRONIC ELEMENT USING THE SAME, AND AN ELECTRONIC DEVICE THEREOF
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Disclosed is a compound presented by chemical formula 1. Disclosed is an organic electronic element including a first electrode, a second electrode, and an organic substance layer located between the first electrode and the second electrode, wherein the organic substance layer includes the compound presented by chemical formula 1. When the compound represented by chemical formula 1, light emitting efficiency, stability, and life of the organic electronic element can be improved.(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 transporting layer(170) Electron injection layer(180) Negative electrodeCOPYRIGHT KIPO 2015
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Paragraph 0347; 0380; 0381
(2016/10/08)
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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 which can improve the light emitting efficiency, stability, and lifespan of an element; an organic electronic element using the same; and an electronic device thereof. The organic electronic element comprises: a first electrode; a second electrode; and an organic layer located between the first electrode and the second electrode, wherein the compound is included in the organic layer.(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 2015
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Paragraph 0180; 0181; 0187
(2016/10/08)
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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 in the present invention are a novel compound which can improve light emitting efficiency, stability, and life, an organic electronic element using the same, and an electronic device thereof. The organic electronic element is characterized by comprising a first electrode; a second electrode; and an organic substance layer located between the first electrode and the second electrode, wherein the compound is contained in the organic substance layer. The organic electronic element is characterized by having the compound contained in at least one layer among a hole injection layer, a hole transfer layer, an light emitting auxiliary layer, or a light emitting layer of an organic substance layer.(140) Hole transfer layer(141) Buffer layer(150) Light emitting layer(151) Auxiliary light emitting layer(160) Electron transfer layer(170) Electron injection layer(180) Negative electrode(130) Hole injection layer(120) Positive electrode(110) SubstrateCOPYRIGHT KIPO 2015
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Paragraph 0175; 0184
(2016/10/08)
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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 which can improve light emitting efficiency, stability, and durability of an element, an organic electronic element, and an electronic device thereof. The organic electronic element comprises: a first electrode; a second electrode; and an organic layer located between the first electrode and the second electrode, wherein the compound is included in the organic layer.(110) Substrate(120) Positive electrode(130) Hole injection layer(140) Hole transfer 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 2015
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Paragraph 0176; 0183; 0185
(2016/10/09)
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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 which can improve the light emitting efficiency, stability and lifetime of an element; an organic electronic element using the same; and an electronic device thereof. The organic electronic element comprises: a first electrode; a second electrode; and an organic layer located between the first electrode and the second electrode, wherein the compound is included in the organic layer.(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 2015
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Paragraph 0187; 0188; 0194
(2017/01/02)
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- The catalytic mechanism of diarylamine radical-trapping antioxidants
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Diarylamine radical-trapping antioxidants are important industrial additives, finding widespread use in petroleum-derived products. They are uniquely effective at elevated temperatures due to their ability to trap multiple radicals per molecule of diaryla
- Haidasz, Evan A.,Shah, Ron,Pratt, Derek A.
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supporting information
p. 16643 - 16650
(2015/02/02)
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- Acid-catalyzed disproportionation of N,N-bis(4-tert-butylphenyl) hydroxylamine. Synthesis and structure of 10-[5-tert-butyl-2-(4-tert- butylphenylamino)phenyl]-3,7-di-tert-butylphenoxazine
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New method of synthesis was developed for N,N-bis(4-tert-butylphenyl) hydroxylamine by reduction of the corresponding aminoxyl with hydrazine hydrate. At the treatment with strong acids this hydroxylamine derivative is converted in bis(4-tert-butylphenyl)amine and 10-[5-tert-butyl-2-(4-tert-butylphenylamino) phenyl]-3,7-di-tert-butylphenoxazine. The structure of the latter was established by X-ray diffraction analysis. The mechanism was suggested of the acid-catalyzed disproportionation of N,N-bis(4-tert-butylphenyl) hydroxylamine.
- Golubev,Tkachev,Sen'
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p. 678 - 684
(2014/07/08)
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- Oxidation and reductive bromination of Bis(4-tert-butylphenyl)aminoxyl
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One-electron oxidation of bis(4-tert-butylphenyl)aminoxyl with antimony pentachloride and bromine leads to the formation of oxoammonium salts with anions SbCl 6 - and Br 3 - respectively. The salt with the Br 3 - anion converted at heating into a mixture of bromodiphenylamines which formed also from the aminoxyl as a result of previously unknown reaction of three-electron reductive bromination. The mechanisms of these reactions were assumed.
- Golubev,Sen'
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p. 1143 - 1149
(2013/10/01)
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- Preparative syntheses of bis(4-tert-butylphenyl)aminoxyl
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Bis(4-tert-butylphenyl)aminoxyl was obtained in 80 and 95% yield by oxidation of the corresponding amine and hydroxylamine with H2O 2/WO 4 2- in methanol at 65 °C. The oxidation of bis(4-tert-butylphenyl)hydroxy
- Golubev,Sen'
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p. 555 - 558
(2013/06/27)
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- Tert-Butylation of diphenylamine over zeolite catalysts comparison of different alkylation agents and catalysts
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tert-Butylation of diphenylamine (DPA) with different tert-butylation agents isobutylene (IB), tert-butanol (TBA), and C4-fraction (C4-IB) in the liquid phase was studied over zeolite catalyst H-BEA (H-BEA CP 814E). This zeolite and acidic clay
- Kostrab, Gabriel,Lovi?, Martin,Turan, Andrej,Hudec, Pavol,Kaszonyi, Alexander,Bajus, Martin,Uhlár, Ján,Lehocky, Peter,Mravec, Du?an
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p. 176 - 181
(2013/01/15)
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- Diarylnitroxide diradicals: Low-temperature oxidation of diarylamines to nitroxides
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A low temperature method, in which the progress of the oxidation of secondary diarylamines with DMDO at low temperatures is monitored by magnetic resonance spectroscopy (EPR and NMR) and magnetic studies by a Superconducting Quantum Interference Device (SQUID), is developed for preparation of the first m-phenylene based diarylnitroxide diradical. EPR spectroscopy and magnetic studies (SQUID) indicate that the diradical in the dichloromethane matrix predominantly adopts anticonformation (2A-anti) and possesses triplet ground state. Similar oxidation experiments for conformationally constrained aza[1 4]metacyclophane provide evidence for the formation of small amounts of the corresponding diarylnitroxide diradical. Both diarylnitroxide diradicals could only be detected at low temperatures (-80°C and below).
- Rajca, Andrzej,Vale, Matthew,Rajca, Suchada
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supporting information; experimental part
p. 9099 - 9105
(2009/02/03)
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- PROCESS FOR THE SYNTHESIS OF ARYLAMINES FROM THE REACTION OF AN AROMATIC COMPOUND WITH AMMONIA OR A METAL AMIDE
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A catalytic process for the synthesis of aromatic primary amines, reagent compositions for effecting the process, and transition metal complexes useful in the process, are provided.
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Page/Page column 62
(2008/06/13)
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- Palladium-catalyzed coupling of ammonia and lithium amide with aryl halides
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A mild, palladium-catalyzed coupling of aryl halides with ammonia or lithium amide to form primary arylamines as the major product is described. These reactions occurred with excellent selectivity for formation of the primary arylamine over formation of the diarylamine (9.5:1 to over 50:1 ratios of arylamine to diarylamine). In addition, the first organopalladium complex with a terminal -NH2 ligand has been isolated. This complex reductively eliminates to form arylamines. Copyright
- Shen, Qilong,Hartwig, John F.
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p. 10028 - 10029
(2007/10/03)
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- ION CHANNEL MODULATORS
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The invention relates to compounds, compositions comprising the compounds, and methods of using the compounds and compound compositions. The compounds, compositions, and methods described herein can be used for the therapeutic modulation of ion channel fu
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Page/Page column 82
(2010/02/14)
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- Design and synthesis of stable triarylamines for hole-transport applications
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Three new tetrakis(triarylamino)methanes have been designed and synthesized. These triarylamines have been shown to exhibit high glass-transition temperatures and optimal oxidation potential for achieving efficient OLEDs. The para-position of the aryl rings is blocked with electron-donating t-butyl or methoxy groups, which enhances the radical cation stability of these molecules - a highly desirable quality for hole transporters.
- Zhao, Hongda,Tanjutco, Christine,Thayumanavan, S.
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p. 4421 - 4424
(2007/10/03)
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- 3,4'-Bis[bis(t-butyl- and methoxy-phenyl)amino]stilbene bis(cation radical)s and their electrochemical and magnetic properties
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3,4'-Bis[bis(p-t-butylphenyl)amino]stilbene 1a and 3,4'-bis[bis(p- methoxyphenyl)amino]stilbene 1b were synthesized. The oxidation of 1 was analyzed by electrochemical measurements, which revealed the reversible formation of the bis(cation radical) 2 via a two-electron transfer reaction. The chemical oxidation of 1 with NOBF4 also gave the bis(cation radical) 2; UV/vis and ESR spectroscopies supported aminium radical formation without any side reaction. Magnetization, magnetic susceptibility, and the ESR ΔM(s) = ±2 signal of the biradicals indicated triplet ground states with a large triplet-singlet energy gap.
- Michinobu, Tsuyoshi,Tsuchida, Eishun,Nishide, Hiroyuki
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p. 1021 - 1027
(2007/10/03)
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- KINETICS OF THE REACTION OF THE 2,4,6-TRI-TERT-BUTYLPHENOXYL RADICAL WITH AROMATIC AMINES UNDER QUASIEQUILIBRIUM CONDITIONS, AND THE DISSOCIATION ENERGY OF THE N-H BOND IN AROMATIC AMINES
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We have studied the kinetics of the reaction of the 2,4,6-tri-tert butylphenoxyl radical with 11 aromatic amines under quasiequilibrium conditions.The equilibrium constant for each amine was determined from the kinetic results.These values, together with their temperature dependence, were used to calculate the dissociation energy of the N-H bond in the 11 aromatic amines.By using earlier results for the reaction of the aroxyl radical with cumyl hydroperoxide, catalyzed by aromatic amines, we have calculated the rate constants for the reaction of 10 aminyl radicals with cumyl hydroperoxide and of cumylperoxy radicals with 10 aromatic amines.
- Varlamov, V. T.,Denisov, E. T.
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p. 657 - 662
(2007/10/02)
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