cas 65181-78-4, N,N'-Bis(3-methylphenyl)-N,N'-bis(phenyl)benzidine

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Electron Spin Resonance Spectroscopic Study of Electronic Charge Transport in an Aromatic Diamine
Electron spin resonance (ESR) spectra have been obtained for the radical cation of N,N'-diphenyl-N,N'-bis(3-methylphenyl)-4,4'-diamine (TPD) in dichloromethane solution, in solid amorphous films, and in TPD/polycarbonate films doped with tris(p-bromophenyl)ammonium hexachloroantimonate or HNO3.By use of ESR the mediation of electronic charge (hole) transport via the TPD+ radical cation has been observed in the TPD films in the absence of an applied field.Arrhenius activation parameters were calculated for charge transport from the ESR data, giving EA = 10 +/- 2 kJ/mol Α = (1.7 +/- 1) * 1010 s-1, and a rate constant at 300 K of (3.1 +/-1) * 108 s-1.The value of EA is one-half that from time-of-flight (TOF) measurements extrapolated to zero field, while the rate constant is a factor of 10 smaller, and Α is a factor of 1000 smaller.The differences can be understood in terms of the compensation effect due to the presence of residual solvent, and the ion pairing of an TPD+ ions with dopant counterions.In TPD/polycarbonate films the rate of hole transport is too slow to produce significant changes in the ESR spectrum.The rate of charge transport is thus less than 2*108 s-1 in these films, consistent with TOF data.In dichloromethane solution, an EA of 9.8 kJ/mol was observed with ESR.Extrapolating the solution data to solid TPD gives a hole transport rate of 9.75 * 109 s-1, a factor of 3 higher than that from TOF data.The lower Ea and higher rate in dichloromethane solution are consistent with the effect of the higher dielectric constant compared to an TPD film.This suggests that the rate-determing step for hole transport is the same in solution as it is in the solid state.
Veregin, Richard P.,Harbour, John R.
p. 6231 - 6237
(1990)
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Electrogenerated chemiluminescence from derivatives of aluminum quinolate and quinacridones: Cross-reactions with triarylamines lead to singlet emission through triplet-triplet annihilation pathways
Solution electrogenerated chemiluminescence (ECL) was evaluated for molecules of interest for organic light-emitting diodes (OLEDs), using high- frequency voltage pulses at a microelectrode Radical cations of different energies were electrogenerated from a series of triarylamine hole-transport materials (x-TPD), in the presence of radical anions of a high electron affinity sulfonamide derivative of tris(8-hydroxyquinoline)aluminum (Al(qs)3), or a bis(isoamyl) derivative of quinacridone (DIQA). The resultant emission was from the excited singlet states 1Al(qs)3* or 1DIQA*, the same excited state produced in OLEDs based on these molecules. In solution, the majority of the reaction pairs had insufficient energy to populate 1Al(qs)3* or 1DIQA* directly, but could form the triplet states 3Al(qs)3* or 3DIQA*. The reaction order and the temporal response of the emission were consistent with subsequent formation of the excited singlet states via triplet-triplet annihilation (TTA). For reactions with a low excess Gibbs free energy to form the triplet state (Δ(T)G), the efficiency increased exponentially with an increase in driving force (increase in oxidation potential of x-TPD), then reached a plateau. At the maximum, the efficiencies for formation of 1Al(qs)3* or 1DIQA* via the TTA route reach as high as a few percent. The computed energetics of these reactions suggest that similar light-producing electroluminescent reactions, proceeding via triplet formation, could also occur in condensed phase organic thin films.
Gross,Anderson,Slaterbeck,Thayumanavan,Barlow,Zhang,Marder,Hall,Flore Nabor,Wang,Mash,Armstrong,Wightman
p. 4972 - 4979
(2000)
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In-situ generation and analysis of charge transfer materials using an OTTLE cell and resonance Raman scattering
Poly(aryl)amine based charge transfer materials (CTMs) are essential components in a range of present and future technologies, from the Xerox process to display devices based upon light emitting polymers (LEPs). However, there is a lack of detailed understanding regarding the electronic properties of CTMs in their various neutral and oxidized forms. This paper reports the use of an optically transparent thin layer electrochemical (OTTLE) cell in combination with a Raman microprobe system and DFT calculations to provide information on the molecular and electronic structure of the mono- and di-oxidized derivatives of the classic CTM N,N′-diphenyl-N,N′-bis(3-methylphenyl)(1, 1′-biphenyl)-4,4′-diamine (TPD) and the closely related species N,N′-diphenyl-N,N′-bis(2,4-dimethylphenyl)(1,1′-biphenyl)-4, 4′-diamine (DMTPD). The resonance Raman scattering profile easily discriminates between the monovalent and divalent cations while DFT calculations permit correlation of the observed vibrational frequencies with localized atomic displacements. The cations are best described in terms of a symmetrical (i.e. fully delocalized) structure. The high sensitivity of the method suggests that it should be appropriate for the observation of low concentrations of the various cations generated from TPD type CTMs during device operation.
Littleford, Rachael E.,Paterson, Michael A. J.,Low, Paul J.,Tackley, Daniel R.,Jayes, Linda,Dent, Geoffrey,Cherryman, Julian C.,Brown, Bev,Smith, W. Ewen
p. 3257 - 3263
(2004)
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Hole Transport in Solid Solutions of a Diamine in Polycarbonate
Hole transport has been investigated in films of solutions of N,N'-diphenyl-N,N'-bis(3-methylphenyl)--4,4'-diamine in bisphenol A polycarbonate.Charge carrier mobilities in excess of 1E-3 cm2/(Vs) have been observed at room temperature at electric fields lower than 1E4 V/cm.The values of hole mobility were between 1E-10 and 1E-3 cm2/(Vs) as the molecular concentration was varied from 9 to 100 wtpercent.At high concentrations of the transport molecule and at fields less than 1E5 V/cm, the mobility is essentially independent of electric field.Field dependence was observed at lower concentrations and high fields.
Stolka, M.,Yanus, J. F.,Pai, D. M.
p. 4707 - 4714
(1984)
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(DiMeIHeptCl)Pd: A Low-Load Catalyst for Solvent-Free (Melt) Amination
(DiMeIHeptCl)Pd, a hyper-branched N-aryl Pd NHC catalyst, has been shown to be efficient at performing amine arylation reactions in solvent-free ("melt") conditions. The highly lipophilic environment of the alkyl chains flanking the Pd center serves as lubricant to allow the complex to navigate through the paste-like environment of these mixtures. The protocol can be used on a multi-gram scale to make a variety of aniline derivatives, including substrates containing alcohol moieties.
Semeniuchenko, Volodymyr,Sharif, Sepideh,Day, Jonathan,Chandrasoma, Nalin,Pietro, William J.,Manthorpe, Jeffrey,Braje, Wilfried M.,Organ, Michael G.
p. 10343 - 10359
(2021/07/31)

Synthesis of unsymmetrically substituted triarylaminesviaacceptorless dehydrogenative aromatization using a Pd/C andp-toluenesulfonic acid hybrid relay catalyst
An efficient and convenient procedure for synthesizing triarylamines based on a dehydrogenative aromatization strategy has been developed. A hybrid relay catalyst comprising carbon-supported Pd (Pd/C) andp-toluenesulfonic acid (TsOH) was found to be effective for synthesizing a variety of triarylamines bearing different aryl groups starting from arylamines (diarylamines or anilines), using cyclohexanones as the arylation sources under acceptorless conditions with the release of gaseous H2. The proposed reaction comprises the following relay steps: condensation of arylamines and cyclohexanones to produce imines or enamines, dehydrogenative aromatization of the imines or enamines over Pd nanoparticles (NPs), and elimination of H2from the Pd NPs. In this study, an interesting finding was obtained indicating that TsOH may promote the dehydrogenation.
Jin, Xiongjie,Koizumi, Yu,Mizuno, Noritaka,Nozaki, Kyoko,Takayama, Satoshi,Yamaguchi, Kazuya,Yatabe, Takafumi
p. 4074 - 4084
(2020/05/25)

Method for preparing biphenyl triarylated amine compound by taking carboxyl as guide group, intermediate and preparation method thereof
The invention relates to a method for preparing a biphenyl triarylated amine compound by taking carboxyl as a guide group, an intermediate and a preparation method thereof. The intermediate has a structure as shown in the formula, (the formula is shown in the description), wherein R is selected from hydrogen, alkyl with a carbon atom number of 1-10, halogenated alkyl with a carbon atom number of 1-5, alkoxy with a carbon atom number of 1-5 and aryl. The intermediate is prepared from simple and easily available raw materials, and the biphenyl triarylated amine compound prepared by the intermediate is high in purity and yield, so that the production cost of the biphenyl triarylated amine compound can be remarkably reduced, and therefore, the method is very suitable for industrial productionof the biphenyl triarylated amine compound.
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(2018/07/30)

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)

Method for producing hydroxytriarylamine (by machine translation)
PROBLEM TO BE SOLVED: To economically provide arylamines such as triarylamine. SOLUTION: An arylamine compound represented by formula (1) and an aryl compound having a leaving group represented by formula (2): X-Ar2-X1, are subjected to an arylamination reaction in the presence of a basic group, an alkaline metal salt and/or an alkaline earth metal salt, and an iron catalyst to thereby obtain arylamines such as triarylamines. In formula (1), Ar and Ar1are identical or different, and denote a substituted or non-substituted aryl group, and may be ring-condensed; and a denotes 1 or 2. In formula (2), X and X1are identical or different, and denote at least one leaving group selected from the group consisting of H or Br, I, CMs (mesylate), OTf (triflate) and OTs (tosylate), provided that X and X1are not simultaneously H, and have at least one leaving group; and Ar2denotes a substituted or non-substituted aryl group. COPYRIGHT: (C)2012,JPO&INPIT
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Paragraph 0037

(2018/02/24)

The heterogeneous catalyst using the same and method of manufacturing hydroxytriarylamine compd. (by machine translation)
PROBLEM TO BE SOLVED: To provide an industrially-useful heterogeneous catalyst for coupling reaction, and a method for producing a triarylamine compound and/or triarylamine polymer using the heterogeneous catalyst. SOLUTION: The heterogeneous catalyst for coupling reaction includes a carrier, a palladium compound, and tri (tert-butyl) phosphine, and is characterized in that the palladium compound content in weight is 0.03 to 0.2 times the carrier weight in terms of palladium atom and the tri (tert-butyl) phosphine content in mole is 0.6 to 12 times one palladium atom mole in the palladium compound. In addition, the heterogeneous catalyst is used. COPYRIGHT: (C)2013,JPO&INPIT
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Paragraph 0089; 0098; 0099

(2016/10/09)

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)

METHOD FOR PRODUCING TRIARYLAMINE COMPOUND
[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.
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Page/Page column 9-10

(2010/04/23)

Clean synthesis of triarylamines: Buchwald-Hartwig reaction in water with amphiphilic resin-supported palladium complexes
Catalytic aromatic amination was achieved in water under heterogeneous conditions by the use of palladium complexes anchored to the amphiphilic PS-PEG resin with little palladium leaching to provide a green and clean (metal-uncontaminated) protocol for the preparation of triarylamines, including the optoelectronically active N,N,N′,N′-tetraaryl-1,1′- biphenyl-4,4′-diamines (TPDs).
Hirai, Yoshinori,Uozumi, Yasuhiro
supporting information; experimental part
p. 1103 - 1105
(2010/06/18)

Heterogeneous aromatic amination of aryl halides with arylamines in water with PS-PEG resin-supported palladium complexes
Catalytic aromatic amination is achieved in water under heterogeneous conditions by the use of immobilized palladium complexes coordinated with the amphiphilic polystyrene-poly-(ethylene glycol) resin-supported di(tert-butyl)phosphine ligand. Aromatic amination of aryl halides with diphenylamine and N,N-double arylation of anilines with bromobenzene were found to proceed in water with broad substrate tolerance to give the triarylamines in high yield with high recyclability of the polymeric catalyst beads. Very little palladium leached from the polymeric catalyst under the waterbased reaction conditions to provide a green and clean (metal-uncontaminated) protocol for the preparation of triarylamines, including the optoelectronically active N,N,N',N'-tetraaryl-1,1'-biphenyl-4,4'-diamines (TPDs).
Hirai, Yoshinori,Uozumi, Yasuhiro
supporting information; experimental part
p. 1788 - 1795
(2011/04/16)

A multiligand based Pd catalyst for C-N cross-coupling reactions
An alternative approach to catalyst development, which led to a Pd catalyst based on two biarylphosphine ligands for C-N cross-coupling reactions, is reported. By effectively being able to take the form of multiple catalysts this system manifests the best properties that catalysts based on either of the two ligands exhibit separately and displays the highest reactivity and substrate scope of any system that has been reported to date for these reactions.
Fors, Brett P.,Buchwald, Stephen L.
supporting information; experimental part
p. 15914 - 15917
(2011/01/07)

Selective palladium-catalyzed arylation of ammonia: Synthesis of anilines as well as symmetrical and unsymmetrical di- and triarylamines
It is shown that by selection of an appropriate palladium/ligand system, temperature, concentration, and stoichiometry of reagents, ammonia may be selectively arylated to give either anilines, symmetrical di-, or triarylamines. Furthermore different aryl halides may be added sequentially to the reaction mixture, allowing the synthesis of unsymmetrical di- and triarylamines from aryl halides and ammonia in a one-pot protocol Copyright
Surry, David S.,Buchwald, Stephen L.
p. 10354 - 10355
(2008/03/13)

Triarylamine dimer derivative having amorphous phase
A triarylamine dimer derivative is represented by the following chemical formula [1] ???(in the chemical formula [1]: -Ar1, -Ar2, -Ar3 and -Ar4 are aryl groups being to have a substitutional group respectively, -R1 and -R2 are same or different to each other and one thereof is selected from the group consisting of a hydrogen atom, an alkyl group, an alkoxyl group and a halogen atom; m and n are from 0 to 4; and with a proviso that -Ar1 and -Ar2, -Ar3 and -Ar4 are being to bind respectively to compose a cyclic structure group having a nitrogen atom) having an amorphous phase indicated by spectrum of powder X-ray diffractometry. The triarylamine dimer derivative is used for a charge transport material, an electrophotographic photosensitive conductor having thereof, an electroluminescence elemental device having a hole transport material thereof.
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Page/Page column 11

(2008/06/13)

METHOD OF PURIFYING CHARGE TRANSPORT SUBSTANCE, ELECTROPHOTOGRAPHIC PHOTORECEPTOR, PROCESS CARTRIDGE AND ELECTROPHOTOGRAPHIC APPARATUS
PROBLEM TO BE SOLVED: To provide a method of efficiently purifying a charge transport substance for an electrophotographic photoreceptor having excellent properties, and an electrophotographic photoreceptor which excels in printing resistance and the stability on repeated copying. SOLUTION: The method of purifying a charge transport substance comprises using a continuous column chromatograph. The electrophotographic photoreceptor contains the purified charge transport substance in a sensitized layer. A process cartridge and an electrophotographic apparatus contain the electrophotographic photoreceptor.
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Page/Page column 25-27

(2008/06/13)

Method for preparing three types of benzidine compounds in a specific ratio
A method for preparing three types of benzidine compounds in a specific ratio, the method uses two types of diphenylamine compounds and one type of biphenyldihalide compound in a specific ratio as reactants to mix with an organic solvent and an additive to synthesize benzidine compounds in one step. The synthesized three types of benzidine compounds specially perform in a designated mixturing ratio having excellent photoelectric characteristics for a charge transporting layer in an organic photo-conductive drum.
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Page/Page column 2

(2008/06/13)

TRIARYLAMINE DIMER DERIVATIVE HAVING AMORPHOUS PHASE AND METHOD FOR PRODUCING THE SAME
PROBLEM TO BE SOLVED: To provide a triarylamine dimer derivative having amorphous phase, having high solubility to organic solvent without introducing any long-chain aliphatic substituent and capable of forming thin film by a simple method such as coating or spin coating one. SOLUTION: The triarylamine dimer derivative is represented by formula 1 [wherein, Ar1 to Ar4 are each a (substituted) aryl; R1 and R2 are each H, an alkyl, alkoxy or halogen atom; m and n are each 0-4; wherein Ar1 and Ar2 and Ar3 and Ar4 may be bound to each other to form a nitrogen atom-containing cyclic structure, respectively] and shows amorphous phase by its powder X-ray diffraction spectrum.
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Page/Page column 10

(2008/06/13)

Palladium catalysed aryl amination reactions in supercritical carbon dioxide
Palladium catalysed C-N bond formation in supercritical carbon dioxide has been accomplished. Carbamic acid formation is avoided in part through the use of an N-silylamine as the coupling partner. Employing a catalyst system of Pd 2dba3 (1 mol%) and 2-dicyclohexylphosphino-2′, 4′,6′-triisopropyl-1,1′-biphenyl (X-Phos) (2 mol%) enabled the catalytic amination of aryl bromides and chlorides with N-silylanilines to be realised in excellent yield. Extension of the methodology to the N-arylation of N-silyldiarylamines, N-silylazoles and N-silylsulfonamides is reported. The Royal Society of Chemistry 2005.
Smith, Catherine J.,Tsang, Melanie W.S.,Holmes, Andrew B.,Danheiser, Rick L.,Tester, Jefferson W.
p. 3767 - 3781
(2007/10/03)

Synthesis of N4, N4-diphenyl-N4,N4-di-m-tolyl-biphenyl-4,4'-diamine from an unsymmetrical amine
Novel (4-halophenyl) biphenyl tolyl amines are described.
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Page column 4

(2010/02/05)

OLEDS containing thermally stable glassy organic hole transporting materials
Organic light emitting devices comprising a heterostructure for producing electroluminescence having a hole transporting layer with a glass structure. The hole transporting layer comprises a compound having a symmetric molecular structure. The end groups of the symmetric molecule are hole transporting diaryl amine moieties.
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(2008/06/13)

Organic amorphous material N,N,N,N′-tetraaryl(Ar12Ar2 2)-1,1′-biphenyl-4,4′-diamine
A series of N,N,N,N′-tetraaryl(Ar12Ar2 2)-1,1′-biphenyl-4,4′-diamine were synthesized by the Pd(0) catalyzed C-N bond formation methodology. The physical properties, including glass transition temperature (Tg), melting point (Mp) and oxidation potential were measured. For Ar1 = 2-naphthyl and Ar2 = 3-toly (4f) and Ar2 = 3-ethylphenyl(4h), the DSC charts indicate that they have Tg, but no observable Mp. These two compounds are amorphous in solid state. The X-ray powder diffraction pattern of 4f further confirmed that it is truly amorphous throughout the temperature range in which it is solid. Therefore, we have demonstrated that a low molecular weight organic solid can be amorphous. This is an important aspect in the preparation of morphologically stable amorphous thin film. Other compounds with Ar1 = Ph, 1-naphthyl while Ar2 = 3-toly or 3-ethylphenyl are normal compounds with both Tg and Mp when prepared in their glassy state by rapid cooling of their melt. The oxidation potentials for compounds with Ar1 = 1-naphthyl and 2-naphthyl and identical Ar2 are exactly the same. The molecular structural features must be important factors for an organic solid to be in the amorphous state.
Maiti,Wang,Cheng,Huang,Chao
p. 1059 - 1064
(2007/10/03)

Ligand-accelerated catalysis of the Ullmann condensation: Application to hole conducting triarylamines
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Goodbrand, H. Bruce,Hu, Nan-Xing
p. 670 - 674
(2007/10/03)

Oligomerization of aromatic tertiary amines
The oligomerization of some tertiary aromatic amines was studied using ferric chloride in a variety of solvent. The predominant dimer formation of triphenylamine (TPA) was observed in chloroform at O °C where concentration of TPA was 0.125 mmol/l and the molar ratio of ferric chloride to TPA was 4. Except for N-methyldiphenylamine, high molecular weight oligomers were formed in a variety of solvents.
Sato, Hisaya,Kanegae, Aiko,Yamaguchi, Ryoji,Ogino, Kenji,Kurjata, Jan
p. 79 - 80
(2007/10/03)

Palladium-catalyzed synthesis of triarylamines from aryl halides and diarylamines
Various triarylamines can be readily prepared in excellent yields by palladium-catalyzed cross-coupling reaction of aryl halides and diarylamines. The amination reaction takes place rapidly by using the catalyst combination of Pd(OAc)2 and a bulky and electron-rich ligands, P(t-Bu)3.
Yamamoto, Toshihide,Nishiyama, Masakazu,Koie, Yasuyuki
p. 2367 - 2370
(2007/10/03)

Low temperature arylamine processes
A process for the preparation of arylamines which comprises the reaction of methyldiphenylamine and diiodobiphenyl in the presence of a ligated copper catalyst, and wherein the ligand is selected from the group consisting of monodentate tertiary amines and bidentate tertiary amines, and which reaction is accomplished at a temperature of from about 120° C. to about 150° C.
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(2008/06/13)

Triarylamine processes
An Ullmann condensation process for the preparation of triarylamines which comprises the reaction of an aniline and a halobenzene in the presence of a an organic solvent, an alkali metal hydroxide, a ligated copper catalyst and wherein the ligand is selected from the group consisting of monodentate tertiary amines and bidentate tertiary amines, and which reaction is accomplished at a temperature of from about 120° to about 135° C.
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(2008/06/13)

Arylamine processes
A process for the preparation of triarylamines which comprises the reaction of an aniline and a haloaromatic component in the presence of a ligand copper catalyst, and wherein the ligand is selected from the group consisting of monodentate tertiary amines and bidentate tertiary amines, and which reaction is accomplished at a temperature of from about 120° C. to about 150° C.
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(2008/06/13)

Organic EL element and compound used therein
Tetraaryldiamine derivatives of formula (1) are used in organic EL elements. R1, R2, R3, and R4 represent aryl, alkyl, alkoxy, aryloxy, amino or halogen, at least one of R1 to R4 is an aryl group, r1, r2, r3, and r4 are 0 or an integer of 1 to 5, the sum of r1 to r4 is at least 1, R5 and R6 represent alkyl, alkoxy, amino or halogen, r5 and r6 are 0 or an integer of 1 to 4. The inventive compounds have high m.p. and high Tg and can be evaporated to deposit transparent smooth thin films of quality which maintain a stable amorphous state above room temperature over a long term. Organic EL elements using the inventive compounds in an organic compound layer, typically a hole injecting and transporting layer thereof provide uniform plane light emission and maintain a high intensity of luminescence in a stable manner over a long term. Thus the elements are fully durable and reliable.
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(2008/06/13)

Electrophotographic member
Disclosed is an electrophotographic member containing as a charge transport material a fluorine-containing N,N,N',N'-tetraarylbenzidine derivative which is remarkably excellent in solubility in an organic solvent and/or a binder such as polycarbonate resin, etc., can show very excellent electrophotographic properties such as high sensitivity, low residual potential and high durability. Further, a fluorine-containing N,N,N',N'-tetraarylbenzidine derivative usable as a charge transport material, and a process for producing the same are disclosed. Furthermore, a fluorine-containing diarylamine usable for producing the fluorine-containing N,N,N',N'-tetraarylbenzidine derivative, and a process for producing the same are disclosed.
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(2008/06/13)

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.
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(2008/06/13)