Abstract: A method of manufacturing an organic light-emitting device includes a heat treatment performed at a set or predetermined temperature range when forming a hole transport layer utilizing a solution process. When an emission layer is formed thereon utilizing a solution process, a mixed layer may be formed to a suitable thickness for improving hole injection into the emission layer. An organic light-emitting device may be manufactured utilizing the method.

Abstract: The present invention provides a simple, cost effective and time saving one step method for synthesizing triarylamines comprising two alkyl alcohol without the need for the protection and the deprotection steps. More particularly, the invention provides an improved method of producing triarylamine compounds having two alkyl alcohol groups by reaction of a primary arylamine (aniline) with a halogenated aryl alkyl alcohol. The reaction proceeds in one step, whereby a primary arylamine is reacted with two equivalents of a halogenated aryl alkyl alcohol in the presence of a catalytic amount of palladium, ligand, solvent and base.

Abstract: The invention relates to a method for preparing ring-halogenated N,N-dialkylbenzylamines and intermediates obtainable therefrom for preparing agrochemicals and pharmaceutically active ingredients.

Abstract: A triphenylamine derivative is represented by General Formula (1). In General Formula (1), OR1 represents an alkoxy group having 2 to 8 carbon atoms. R2 to R6 each independently represent a hydrogen atom or an alkyl group having 1 to 8 carbon atoms. Ar1 and Ar2 each independently represent a hydrogen atom, an aryl group having 6 to 20 carbon atoms and optionally substituted with an alkyl group having 1 to 6 carbon atoms, an aryl group having 6 to 20 carbon atoms and optionally substituted with an alkoxy group having 1 to 6 carbon atoms, a cycloalkyl group having 3 to 10 carbon atoms, or a 3- to 10-membered heterocyclic group. Note that the case where Ar1 and Ar2 are both a hydrogen atom is excluded.

Abstract: A substituted paracyclophane of formula (I) is provided wherein X1 and X2 are linking groups comprising between 2 to 4 carbon atoms, Y1 and Y2 are selected from the group consisting of hydrogen, halide, oxygen, nitrogen, alkyl, cycloalkyl, aryl or heteroaryl and Z is a substituted or unsubstituted alkyl group, aryl group or heteroaryl group. The substituted paracyclophane provides transition metal catalysts that are useful in C—C and C—N bond formation and asymmetric hydrogenation reactions.

Abstract: The invention relates to a method for preparing ring-halogenated N,N-dialkylbenzylamines and intermediates obtainable therefrom for preparing agrochemicals and pharmaceutically active ingredients.

Abstract: The present invention relates to substituted benzo[c]phenanthrene derivatives and to the production and to the use thereof in electronic devices, and to the electronic devices themselves. The present invention relates in particular to benzo[c]phenanthrene derivatives substituted with at least one aromatic unit or at least one diarylamino unit.

Abstract: The present invention relates to a process for the preparation of compounds of formula (I) wherein R1 is C6-C7 alkyl or a group (A1) wherein R2, R3 and R4 are each independently of the others hydrogen or C1-C4 alkyl; wherein a compound of formula (II) wherein R1 is as defined for formula (I) and X is bromine or chlorine, is reacted with urea in the presence of a base and a catalytic amount of at least one palladium complex compound, wherein the palladium complex compound comprises at least one ferrocenyl-biphosphine ligand.

Abstract: Provided are asymmetric arylamine derivatives for an organic electroluminescent element, represented by the formula (1), which is prepared by sequentially inducing a secondary amine and a tertiary amine to an aryl compound Ar core so that they do not include a symmetrical axis and a symmetrical surface in a molecule, a manufacturing method of the same, an organic thin layer material including the asymmetric arylamine derivatives, and an organic electroluminescent element employing the same: wherein Ar represents a C10-C20 divalent aryl group, Ar1 is a divalent C6-C30 aryl group, and Ar2 to Ar5 each independently represents a divalent C6-C30 aryl group, at least one of Ar2 to Ar5 having a different structure when the secondary amine and the tertiary amine in Ar are substituted at symmetrical positions, and Ar2 to Ar5 having the same structure or different structures when the secondary amine and the tertiary amine in Ar are substituted at asymmetrical positions.

Abstract: 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.

Abstract: The invention relates to the improvement of organic electroluminescent devices, in which compounds that are represented by formula (1) are used, in particular as hole injection materials or hole transport materials in a hole injection layer or hole transport layer.

Abstract: To provide a process for preparing an arylamine highly selectively and highly efficiently, which is also industrially superior without a fear of a side reaction when a strong base is employed. An aryl compound having an active group is reacted with an amine compound in the presence of a base by means of a catalyst for producing an arylamine which comprises a palladium compound having a tertiary phosphine group and a phase-transfer catalyst.

Abstract: The present invention relates to a novel a process for the preparation of the compound of the general formula (I), wherein R1 and R2 are independently H or C1-6 alkyl, which comprises treating with a reducing agent either a compound of the general formula (II), wherein R1 and R2 have the meanings given for the compound of the formula (I), R3 is H or C1-4alkyl and Ph is phenyl, or a compound of the general formula (III), wherein R1, R2, R3 and Ph have the meanings given for the compound of the formula (II), the reducing agent being effective to cleave the benzyl moiety Ph-CH(R3)— from the benzylamino moiety PhCH(R3)NH— in the compound of the formula (II) or in the compound of the formula (III) to leave an amino group and, in addition, in the case of the compound of the formula (III), to reduce both the 2,3-double bond and the double bond joining the R1R2C— moiety to the 9-position of the benzonorbornene ring to single bonds.

Abstract: This invention is involved with a preparation method of 2,6-dichloro-4-trifluoromethyl-aniline. With this process, p-Chlorobenzotrifluoride is used as the starting material and subjected to halogenation reaction and ammoniation reaction and through separation of reaction products the desired 2,6-dichloro-4-trifluoromethyl-aniline is obtained. In addition, ammonia is recovered from the surplus ammonia water in ammoniation reaction. This applied invention in characterized by simple process, cheap and easy-available raw materials, high reaction yield and friendly environment.

Abstract: Improved methods for making hole transport molecules (HTMs) that are incorporated into imaging members, such as layered photoreceptor devices, to increase the photoreceptor's “hole mobility,” or its ability to move charge, across its charge transport layer (CTL). Embodiments pertain to a continuous process for making N,N-diphenyl-4-biphenylamine and a system for performing the same.

Abstract: [Problem] To provide a method for producing a triarylamine compound in which the reaction can be attained under a practical condition, the purification operation after the reaction is simple, the environmental burden is reduced and the production efficiency is high. [Means for Resolution] A method for producing a triarylamine compound through amination of a diarylamine compound and an aryl halide, wherein a catalyst comprising a salt of an imidazolium derivative represented by the following general formula (1) and a palladium compound is used, as combined with a base and a solvent to coexist therein.

Abstract: A process for forming an arylamine compound, including reacting an arylamine and an aryl halide in the presence of a palladium ligated catalyst, a base and a suitable solvent in a microreactor.

Abstract: A process for forming an arylamine compound, including reacting an arylamine and an aryl halide in the presence of a palladium ligated catalyst, a base and a suitable solvent in a microreactor.

Abstract: A process for forming a triarylamine compound includes reacting a halogenated aryl alcohol with an alcohol protecting agent and a first base to form a halogenated protected aryl alcohol compound, and reacting the halogenated protected aryl alcohol compound with an amine in the presence of a suitable catalyst and a second base.

Abstract: A process for forming a triarylamine compound includes reacting a halogenated aryl alcohol with an alcohol protecting agent and a first base to form a halogenated protected aryl alcohol compound, and reacting the halogenated protected aryl alcohol compound with an amine in the presence of a suitable catalyst and a second base.

Abstract: A process for forming a tetra(aryl)-biphenyldiamine compound, including reacting a dibromobiphenyl compound and a diarylamine compound in the presence of a palladium ligated catalyst and a base.

Abstract: A process for forming a diarylamine compound, including reacting an aniline and an arylbromide in the presence of a palladium ligated catalyst and a base.

Abstract: A tertiary arylamine compound, such as N,N-diphenyl-4-aminobiphenyl, is formed by reacting an arylbromidem such as 4-bromobiphenyl, and an arylamine, such as diphenylamine, preferably in the presence of a palladium ligated catalyst.

Abstract: Methods and compounds are provided for the formation of carbon-nitrogen or carbon-carbon bonds comprising reacting an amine or an aryl boronic acid with an aryl halide in the presence of a palladium catalyst, a base, and a compound of formula II:

Abstract: A process for forming a tetra(aryl)-biphenyldiamine compound, including reacting a dibromobiphenyl compound and a diarylamine compound in the presence of a palladium ligated catalyst and a base.

Abstract: A process for forming a diarylamine compound, including reacting an aniline and an arylbromide in the presence of a palladium ligated catalyst and a base.

Abstract: A process for forming a triarylamine compound, including reacting an aniline and an arylchloride in the presence of a ligated palladium catalyst and a base.

Abstract: A process for the preparation of a tertiary arylamine compound, comprising reacting an arylhalide, such as an arylbromide, and an arylamine in an alkylene glycol compound in the presence of a catalyst.

Abstract: To provide a process for preparing an arylamine highly selectively and highly efficiently, which is also industrially superior without a fear of a side reaction when a strong base is employed. An aryl compound having an active group is reacted with an amine compound in the presence of a base by means of a catalyst for producing an arylamine which comprises a palladium compound having a tertiary phosphine group and a phase-transfer catalyst.

Abstract: A process for producing an arylamine is provided which is characterized by reacting an aromatic halogen compound with an aromatic amine in the presence of an organic salt selected from specific pyridinium salts, imidazolium salts and quaternary onium salts, a copper catalyst, and a base. Thus, the reaction of even an aromatic halogen compound substituted by an electron-donating group proceeds efficiently, and an inexpensive chlorinated aromatic compound or brominated aromatic compound is usable, and an arylamine, in particular a triarylamine or diarylamine, having a high purity can be produced at low cost.

Abstract: One aspect of the present invention relates to ligands for transition metals. A second aspect of the present invention relates to the use of catalysts comprising these ligands in transition metal-catalyzed carbon-heteroatom and carbon-carbon bond-forming reactions. The subject methods provide improvements in many features of the transition metal-catalyzed reactions, including the range of suitable substrates, reaction conditions, and efficiency.

Abstract: The invention concerns a method for method for preparing 1,3,5-triaminobenzene, characterized in that it comprises a step which consists in amination of a compound of formula (I), wherein: A represents a halogen atom or a NH2 group; X1 and X2, identical or different, represent each a halogen atom, the amination step being carried out in the presence of ammonia and a catalyst selected from the group consisting of copper salts, cupric and cuprous oxides or mixtures thereof at a temperature ranging between 150° C. and 250° C.

Abstract: The invention relates to copper complexes of phosphorus compounds, to a process for their preparation and to their use in catalytic coupling reactions.

Abstract: One aspect of the present invention relates to novel ligands for transition metals. A second aspect of the present invention relates to the use of catalysts comprising these ligands in transition metal-catalyzed carbon-heteroatom and carbon-carbon bond-forming reactions. The subject methods provide improvements in many features of the transition metal-catalyzed reactions, including the range of suitable substrates, reaction conditions, and efficiency.

Abstract: The present invention provides a process for the preparation of arylamines comprises reacting aryl halide and aryl amine/heterocyclic amine. The said process is carried out in the presence of a solvent, catalyst and a base.

Abstract: The present invention relates to a process for the preparation of N-aryl amine and N-aryl amide compounds. Generally, the process of the present invention involves reacting a compound having a primary or secondary amino or amido group with an arylating compound, in the presence of a weak base and a transition metal catalyst, under reaction conditions effective to form an N-aryl amine or N-aryl amide compound, the transition metal catalyst comprising a Group 8 metal, e.g., Ni, Pd, or Pt, and at least one carbene-containing ligand. Typically, the transition metal catalyst is formed in a preceding step from the conjugate acid form of the carbene ligand, a stoichiometric amount of a strong base, and a Group 8 metal atom or ion.

Abstract: An organic electroluminescent device having an organic layer between a pair of electrodes.

Abstract: A process for producing a halogenated aromatic amine compound by allowing an aromatic amine compound to react with a dihalogenated aromatic compound in the presence of i) a metallic catalyst having a phosphorus-containing ligand having at least one cyclic hydrocarbon group and ii) a basic compound in a non-reactive solvent.

Abstract: A method for producing aromatic amino compound (V): 1

Abstract: The present invention relates to a process for the preparation of N-aryl amine and N-aryl amide compounds. Generally, the process of the present invention involves reacting a compound having a primary or secondary amino or amido group with an arylating compound, in the presence of a weak base and a transition metal catalyst, under reaction conditions effective to form an N-aryl amine or N-aryl amide compound, the transition metal catalyst comprising a Group 8 metal, e.g., Ni, Pd, or Pt, and at least one carbene-containing ligand. Typically, the transition metal catalyst is formed in a preceding step from the conjugate acid form of the carbene ligand, a stoichiometric amount of a strong base, and a Group 8 metal atom or ion.

Abstract: The present invention relates to copper-catalyzed carbon-heteroatom and carbon-carbon bond-forming methods. In certain embodiments, the present invention relates to copper-catalyzed methods of forming a carbon-nitrogen bond between the nitrogen atom of an amide or amine moiety and the activated carbon of an aryl, heteroaryl, or vinyl halide or sulfonate. In additional embodiments, the present invention relates to copper-catalyzed methods of forming a carbon-nitrogen bond between a nitrogen atom of an acyl hydrazine and the activated carbon of an aryl, heteroaryl, or vinyl halide or sulfonate. In other embodiments, the present invention relates to copper-catalyzed methods of forming a carbon-nitrogen bond between the nitrogen atom of a nitrogen-containing heteroaromatic, e.g., indole, pyrazole, and indazole, and the activated carbon of an aryl, heteroaryl, or vinyl halide or sulfonate.

Abstract: One aspect of the present invention relates to novel ligands for transition metals. A second aspect of the present invention relates to the use of catalysts comprising these ligands in transition metal-catalyzed carbon-heteroatom and carbon-carbon bond-forming reactions. The subject methods provide improvements in many features of the transition metal-catalyzed reactions, including the range of suitable substrates, reaction conditions, and efficiency.

Abstract: The present invention provides a new process for the preparation of 2S,3S-N-isobutyl-N-(2-hydroxy-3-amino-4-phenylbutyl)-p-nitrobenzenesulfonylamide hydrochloride, wherein this compound is prepared directly from the chloromethylalcohol. Importantly, the process of the present invention results in higher yields of 2S,3S-N-isobutyl-N-(2-hydroxy-3-amino-4-phenylbutyl)-p-nitrobenzenesulfonylamide hydrochloride without sacrificing its purity. The processes of the present inventin can be used to prepare not only the 2S,3S-derivative, but also the 2R,3S-, 2S,2R- and the 2R,3R-derivatives.

Abstract: 1,4-diaminonaphthalene and/or 1,5-diaminonaphthalene are produced by (a) reacting naphthalene with a halogen, (b) optionally, separating 1,4-dihalogen naphthalene or 1,5-dihalogen naphthalene from the mixture from step (a), and (c) reacting the mixture from step (a) or the 1,4-dihalogen naphthalene or the 1,5-dihalogen naphthalene from step (b) with ammonia and/or an organic amine in the presence of a catalyst.

Abstract: The invention concerns a novel method for preparing polyhalogenated paratrifluormethylanilines particularly useful as reaction intermediates for preparing compositions used as insecticides. The products of the inventive method are obtained by the action of ammonia on polyhalogenated para-trifluoromethylbenzene at a temperature ranging between 150 and 350° C. The inventive reaction can be carried out in the presence of an alkaline halide.

Abstract: In a process for preparing aryl oligoamines, an amine is reacted with an activated aromatic and a base in a temperature range from 0 to 150° C. in the presence of a palladium component and a phosphine ligand. The aryl oligoamines are obtained simply and in good yields.

Abstract: A method is provided for the transition metal-catalyzed arylation, or vinylation, of hydrazines, hydrazones, and the like. Additionally, the invention provides a conceptually novel strategy, the cornerstone of which is the transition metal-catalyzed arylation or vinylation method, for the synthesis of indoles, carbazoles, and the like. The methods and strategies of the invention may be utilized in standard, parallel, and combinatorial synthetic protocols.

Abstract: A triphenylamine derivative represented by the following general formula (1): 1

Abstract: A tertiary amine imparted quaterphenyl compound represented by the following formula: where R1 and R2, which can be different or the same, are hydrogen, C1-C5 alkyl, or C6-C12 aryl, and R3 is hydrogen, C1-C5 alkyl, a vinyl group, or an aryl vinyl group. The tertiary amine-imparted quaterphenyl compound exhibits good blue light luminescence and hole-transportability, and can be used in forming a hole-transporting layer, a blue light emitting layer, or a combined hole-transporting and light emitting layer of a light emitting organic electroluminescent device. Examples of the quaterphenyl compounds include N-quaterphenyl-4-yl-N,N-diphenylamine, N-(4′-(1,1-diphenylvinyl)quaterphenyl-4-yl)-N-phenyl-N-(m-tolyl)amine, or N-quaterphenyl-4-yl-N-phenyl-N-(m-tolyl)amine.

Abstract: The present invention provides an activator in arylamination using a palladium compound as a catalyst, which is superior to conventional phosphines in stability and performance. With the phosphine sulfide as an activator, an arylamination reaction achieves improved selectivity to produce a desired aromatic amine in an obviously increased yield as compared with a reaction using the corresponding phosphine compound. Moreover, the phosphine sulfide of the invention is impervious to oxidation and exists stably in air and therefore sufficiently withstands use on an industrial scale.