- The protonation and benzidine rearrangement of tetraphenylhydrazine
-
Tetraphenylhydrazine is stable at 0 °C in trifluoroacetic acid-antimony pentafluoride and can be recovered by caustic quench at low temperature but rapidly rearranges to NN'-diphenylbenzidine at room temperature.
- Svanholm, Ulla,Parker, Vernon D.
-
-
Read Online
- Organic electroluminescent compound based on symmetric aromatic amine structure
-
The invention discloses an organic electroluminescent compound based on a symmetric aromatic amine structure. The structural formula of the organic electroluminescent compound is shown as a general formula (I) which is described in the specification. The organic electroluminescent compound has the advantages of high glass transition temperature, good thermal stability and high refractive index. When the compound is applied to an organic electroluminescent device, under the same current density, the luminous efficiency is improved to a certain extent, the starting voltage of the device is reduced, the power consumption is relatively reduced, and the service life is correspondingly prolonged.
- -
-
Paragraph 0038-0042
(2021/03/24)
-
- Arylamine compound of imidazopyridine, and application thereof
-
The invention relates to an arylamine compound ofimidazopyridine, and application thereof. The compound has a structure as shown in a formula (I). The compound disclosed by the invention has the advantages of low sublimation temperature, good thermal stability, high refractive index, small refractive index difference in a visible region and the like, can be used as a light extraction layer material and is applied to an organic light-emitting device.
- -
-
Paragraph 0053-0056
(2021/06/12)
-
- ORGANIC LIGHT-EMITTING DEVICE AND LIGHT-EMITTING APPARATUS INCLUDING THE SAME
-
Provided are an organic light-emitting device including a capping layer including an amine-based compound represented by a set or predetermined formula and a radical scavenger, and a light-emitting apparatus including the organic light-emitting device. The organic light-emitting device includes: a first electrode; a second electrode facing the first electrode; an organic layer between the first electrode and the second electrode and including an emission layer a capping layer on the second electrode, wherein the capping layer includes the amine-based compound.
- -
-
Paragraph 0444-0447
(2020/08/30)
-
- Aromatic amine derivative and organic light-emitting device using same
-
The invention provides an aromatic amine derivative and an organic light-emitting device using the same and relates to the technical field of organic optoelectronic materials. Carbazole structures have higher redox potential values and good stability under air or illumination conditions. Therefore, by introducing the carbazole structures, the obtained aromatic amine derivative disclosed by the invention shows good thermal stability, can be used for preparing the organic light-emitting device and particularly shows the advantages of high efficiency and low driving voltage when being used as a hole transmission material in the organic light-emitting device; the aromatic amine derivative is an organic light-emitting material with excellent performance; the organic light-emitting device disclosed by the invention is superior to an existing common OLED (Organic Light Emitting Diode) device.
- -
-
Paragraph 0061-0063
(2018/03/01)
-
- ORGANIC COMPOUND AND LIGHT EMITTING DIODE AND ORGANIC LIGHT EMITTING DIODE DISPLAY DEVICE USING THE SAME
-
The present invention relates to an organic compound in which at least one diphenylmethylene fluorenyl group is directly or indirectly connected to a nitrogen atom constituting at least one amine group. The organic compound according to the present invention has excellent hole injection properties and/or hole transporting properties, and has excellent thermal stability. Accordingly, the organic compound of the present invention, when used in a hole layer, an electron blocking layer and/or a charge generation layer of a light-emitting device, can drive the light-emitting device by securing a sufficient current density at a low voltage. Even when the temperature increases according to driving of the light-emitting device, the compound of the present invention does not become deformed nor degraded, and can reduce stress transferred to the light-emitting device due to low-voltage driving. Accordingly, the organic compound of the present invention can be applied to embody a light-emitting diode and a display device having good luminous efficiency.(110) First electrode(120) Second electrodeCOPYRIGHT KIPO 2018
- -
-
Paragraph 0188-0190
(2018/07/28)
-
- One-Pot Palladium-Catalyzed Cross-Coupling Treble of Borylation, the Suzuki Reaction and Amination
-
A methodology for a sequential palladium-catalyzed cross-coupling procedure consisting of borylation, the Suzuki reaction and amination has been developed for the assembly of molecules with multi-aryl backbones. The linchpin of this development is the meta-terarylphosphine ligand, Cy*Phine, which has been employed as an air- and moisture-stable precatalyst, Pd(Cy*Phine)2Cl2, to improve the efficiency of one-pot borylation–Suzuki reactions. Additionally, the reactivity of the Pd-Cy*Phine system could be tuned to furnish a one-pot, borylation–Suzuki reaction–amination (BSA) cross-coupling treble. The methodology successfully integrated complementary conditions for three distinctly different and modular reactions. Average yields of 74–94% could be achieved for each segment that cumulatively afforded 50–84% yield over the entire three-step sequence in a single pot. (Figure presented.).
- Jong, Howard,Eey, Stanley T.-C.,Lim, Yee Hwee,Pandey, Sangeeta,Iqbal, Nurul Azmah Bte,Yong, Fui Fong,Robins, Edward G.,Johannes, Charles W.
-
p. 616 - 622
(2017/02/23)
-
- Metal-Free Oxidative C-C Coupling of Arylamines Using a Quinone-Based Organic Oxidant
-
A variety of arylamines are shown to undergo oxidative C-C bond formation using quinone-based chloranil/H+ reagent as the recyclable organic (metal-free) oxidant system to afford benzidines/naphthidines. Arylamines (3°/2°) designed with various substituents were employed to understand the steric as well as electronic preferences of oxidative dimerization, and a mechanism involving amine radical cation has been proposed. The tetraphenylbenzidine derivative obtained via oxidative C-C coupling has been further converted to blue-emissive hole-transporting material via a simple chemical transformation. This study highlights the preparation of novel HTMs in a simple, economic, and efficient manner.
- Maddala, Sudhakar,Mallick, Sudesh,Venkatakrishnan, Parthasarathy
-
p. 8958 - 8972
(2017/09/11)
-
- Transformations of diphenyl sulfide and diphenylamine on aluminum chloride
-
Thianthrene has been synthesized by reacting diphenyl sulfide with AlCl3 in heptane at 98°C for 8 h at a diphenyl sulfide: AlCl3 molar ratio of 2: 1; the thianthrene yield is 58%. The reaction mechanism proposed previously has been confirmed by quantum-chemical calculations; the reaction is characterized by a low negative value of Gibbs free energy, a low heat of reaction, and a high activation energy of the first step. Diphenyl ether and diphenylamine do not enter the test reaction because of low nucleophilicity of the heteroatoms; diphenylamine dimerizes under the reaction conditions to form N,N′-diphenylbenzidine.
- Nekhoroshev,Gubaidullin,Yarkova,Nekhorosheva,Nifant’ev,Voronkov,Poleshchuk, O. Kh.,Tarasova
-
p. 272 - 277
(2017/04/07)
-
- Iron-catalyzed aromatic amination for nonsymmetrical triarylamine synthesis
-
Novel iron-catalyzed amination reactions of various aryl bromides have been developed for the synthesis of diaryl- and triarylamines. The key to the success of this protocol is the use of in situ generated magnesium amides in the presence of a lithium halide, which dramatically increases the product yield. The present method is simple and free of precious and expensive metals and ligands, thus providing a facile route to triarylamines, a recurrent core unit in organic electronic materials as well as pharmaceuticals.
- Hatakeyama, Takuji,Imayoshi, Ryuji,Yoshimoto, Yuya,Ghorai, Sujit K.,Jin, Masayoshi,Takaya, Hikaru,Norisuye, Kazuhiro,Sohrin, Yoshiki,Nakamura, Masaharu
-
supporting information
p. 20262 - 20265
(2013/02/23)
-
- Hole injection/transport materials derived from heck and sol-gel chemistry for application in solution-processed organic electronic devices
-
An organosilicate polymer, based on N,N′-diphenyl-N,N′-bis(4- ((E)-2-(triethoxysilyl)vinyl)phenyl)biphenyl-4,4′-diamine (TEVS-TPD) with extended conjugation between the Si atom and the aromatic amine, was prepared under mild conditions via sequential Heck and sol-gel chemistry and used as an alternative to poly(3,4-ethylenedioxythiophene):poly(styrenesulfonate) (PEDOT:PSS), the most widely used planarizing hole injection/transport layer in solution-processed organic electronic devices. Spin-coating TEVS-TPD polymer solutions yield defect-free, uniform, thin films with excellent adhesion to the ITO electrode. Upon thermal cross-linking at 180 C, the cross-linked polymer exhibits excellent solvent resistance and electrochemical stability. Solution-processed organic light emitting diode (OLED) devices using iridium-based triplet emitting layers and cross-linked TEVS-TPD films as a hole injection/transport layer show significantly improved performance including lower leakage current, lower turn-on voltage, higher luminance, and stability at high current density, as compared to the control device prepared with PEDOT:PSS.
- Lim, Younhee,Park, Young-Seo,Kang, Yerang,Jang, Do Young,Kim, Joo Hyun,Kim, Jang-Joo,Sellinger, Alan,Yoon, Do Y.
-
supporting information; experimental part
p. 1375 - 1382
(2011/04/16)
-
- Electrochemical oxidation of o-anisidine, p-anisidine, diphenylamine and o-toluidine at platinum electrode
-
The oxidation of o-anisidine, p-anisidine, diphenylamine and o-toluidine was carried out at constant potential in non-aqueous system at platinum electrode. The electrolysis was carried out at controlled anodic potential in an electrochemical cell assembly containing reaction mixture, working as well as counter electrode and reference electrode. The oxidative products formed during the electrolysis of aromatic amines at platinum anode are discussed and reported here.
- Sharma, Laxmi Kant,Kumar, Sanjeev,Singh,Siddiqui
-
experimental part
p. 1117 - 1123
(2011/05/05)
-
- METHOD FOR PRODUCING DIARYLBENZIDINES
-
The invention relates to a method for producing diarylbenzidines, especially diphenylbenzidines, from the corresponding optionally substituted biphenyldihalogenides and optionally substituted anilins using a base and a catalyst. Said catalyst comprises a palladium compound and a bisaryl-dialkylphosphine.
- -
-
Page/Page column 10
(2008/06/13)
-
- Phenylcarbazole-based compound and organic electroluminescent device employing the same
-
A phenylcarbazole-based compound is represented by Formula 1, and has superior electric properties and charge transport abilities, and thus is useful as a hole injection material, a hole transport material, and/or an emitting material which is suitable for fluorescent and phosphorescent devices of all colors, including red, green, blue, and white colors. The phenylcarbazole-based compound is synthesized by reacting carbazole with diamine. The organic electroluminescent device manufactured using the phenylcarbazole-based compound has high efficiency, low voltage, high luminance, and a long lifespan.
- -
-
Page/Page column 11-12
(2008/06/13)
-
- Highly fluorescent blue-emitting materials from the Heck reaction of triphenylvinylsilane with conjugated dibromoaromatics
-
A new family of conjugated, highly photoluminescent blue-emitting organosilicon materials prepared from the Heck reaction of triphenylvinylsilane with various dibromoaromatics is described. The products are prepared in one high-yielding step (60-79%) from readily available starting materials. Their high photoluminescent quantum yields (67-98%) coupled with moderate glass transition temperatures (Tg, 69-138 °C) make them excellent candidates for active materials in organic light-emitting diodes (OLEDs). Georg Thieme Verlag Stuttgart.
- Lo, Mee Yoon,Sellinger, Alan
-
p. 3009 - 3012
(2008/03/11)
-
- Kinetic study of redox reaction between diphenylbenzidine and arsenic(III) oxide
-
The redox reaction between diphenylbenzidine and arsenic(III) oxide was investigated by using UV visible spectrophotometer. The effect of pH and temperature on the rate of reaction is also being reported. The reaction was carried out between a pH range of 3.0 to 4.5 and at temperatures between 15 to 30 °C. Diphenylbenzidine was prepared through the interaction between diphenylamine and cerium(IV) sulfate tetrahydrate with a ratio of 1:2. Effect of pH and temperature on the order of reaction with respect to each of the reactants i.e. arsenic(III) oxide, diphenylbenzidine and H+ was evaluated and found to be first. where k1 is the rate constant for the reaction [DPBD] + [As2O3] → product, having the value of k1 = 2.308 × 106 dm3 mol -1 s-1. Activation parameters (Ea, ΔS≠ and ΔH≠) were established. Plot of log k against 1/T was used to determine the value of activation energy with the help of Arrhenius equation, which was found to be 22.06 kJ mol-1. ΔS≠ and ΔH≠ were calculated by plotting In (k/T) against inverse temperature (1/T). By the slope and intercept of Eyring equation ΔS≠ has been found to be -0.13S kJ mol -1 K-1 and that ΔH≠ was 18.744 kj mol-1.
- Perveen, Abida,Naqvi, Iftikhar Imam
-
p. 899 - 902
(2007/10/03)
-
- Nickel(0)/N-heterocyclic carbene complexes catalysed arylation of aromatic diamines
-
Nickel complexes of N-heterocyclic carbenes were examined for effecting C-N coupling reactions between aromatic diamines and aryl chlorides of varying electron density. The Ni(0) ? 2IPr (IPr = N,N′-bis(2,6- diisopropylphenyl)imidazol-2-ylidene) complex associated to t-BuONa allowed N,N′-diarylation at 100 °C in 1,4-dioxane with excellent yields. Selective monoarylation of diamines could be performed in THF at 65 °C.
- Kuhl, Sébastien,Fort, Yves,Schneider, Rapha?l
-
p. 6169 - 6177
(2007/10/03)
-
- Adsorption and room temperature degradation of N-nitrosodiphenylamine on zeolites
-
N-Nitrosodiphenylamine (NDPA) is selected as a model compound to reveal the specific adsorption and catalytic function of zeolites in the removal of carcinogenic nitrosamines from the environment. The bulky NDPA molecule is indeed adsorbed in the zeolite KA having a small aperture, by insertion of the -N-N=O group into the channel and involving a specific interaction between the nitrosamine and the zeolite. Degradation of NDPA at room temperature on zeolite is reported for the first time, revealing the potential applicability of zeolites to eliminate nitrosamines under mild conditions. The acidity of zeolite is the key factor determining its ability to degrade NDPA and, among the zeolites evaluated, Hβ is the most effective catalyst with an activity much higher than that of other zeolites at ambient temperature.
- Zhou, Chun Fang,Yun, Zhi Yu,Xu, Yang,Wang, Yi Meng,Chen, Jia,Zhu, Jian Hua
-
p. 807 - 814
(2007/10/03)
-
- Process for preparing arylamines
-
The process of preparing a tertiary amine by the condensation of a mono- or di-tertiary amine and a mono- or di-iodoaryl compound. Conducting the condensation reaction in the presence of potassium hydroxide, and a copper catalyst, either in the absence of a solvent or with an inert saturated hydrocarbon solvent, in an inert atmosphere, at a temperature between from about 120° C. to about 190° C. for a period of time sufficient to at least substantially complete the reaction.
- -
-
-
- Aromatic aryl amine polymers
-
A polymer of the formula STR1 wherein Φ=phenyl or phenylene b=0, 1, 2 or 3 n=3 or greater.
- -
-
-
- EFFECT OF NATURE OF REAGENTS AND MEDIUM ON THE DIRECTION OF TRANSFORMATIONS OF RADICAL-CATIONS IN THE REACTION OF DIARYLAMINES WITH NITROSONIUM FLUOROBORATE
-
Diphenylamine and 4,4'-dimethoxydiphenylamine in acetonitrile undergo one-electron oxidation by NOBF4.The maximum current concentration of intermediate radical-cations formed in this reaction was measured for the case of 4,4'-dimethoxydiphenylamine.In acetonitrile the radical-cations dimerize, being converted into products from oxidative condensation of the amines, and the corresponding nitrosamines are not observed.The formation of nitrosamines by recombination of the radical-cation with NO is only realized in the presence of proton-accepting solvents and pyridine, in particular.
- Koshechko, V. G.,Inozemtsev, A. N.,Pokhodenko, V. D.
-
p. 662 - 666
(2007/10/02)
-
