139255-17-7

Basic information

• Product Name: N,N'-Bis(naphthalene-2-yl)-N,N'-bis(phenyl)benzidine
• Synonyms: N,N'-Di(naphthalen-2-yl)-N,N'-diphenyl-benzine;N,N'-Bis(naphthalene-2-yl)-N,N'-bis (phenyl)benzidine;N,N'-Bis(naphthalene-2-yl)-N,N'-diphenyl-[1,1'-biphenyl]-4,4'-diamine;N,N'-Bis(naphthalene-2-yl)-N,N'-bis(phenyl)benzi ;N,N'-Bis(naphthalene;β- NPB ,N,N'-bis(naphthalen-2-yl)-N,N'-bis(phenyl)-benzidine;N,N′-Bis(naphthalen-2-yl)-N;N4,N4'-Di(naphthalen-2-yl)-N4,N4'-diphenyl-[1,1'-biphenyl]-4,4'-diamine
• CAS NO: 139255-17-7
• Molecular Formula: C₄₄H₃₂N₂
• Molecular Weight: 588.73828
• Product Categories: Light yellow powder;oled materials
• Mol File: 139255-17-7.mol

Chemical Properties

• Melting Point: 174~176°C
• Boiling Point: 772.518 °C at 760 mmHg
• Flash Point: 340.846 °C
• Appearance: /
• Density: 1.213
• Storage Temp.: 2-8°C
• PKA: -0.08±0.50(Predicted)
• CAS DataBase Reference: N,N'-Bis(naphthalene-2-yl)-N,N'-bis(phenyl)benzidine(CAS DataBase Reference)
• NIST Chemistry Reference: N,N'-Bis(naphthalene-2-yl)-N,N'-bis(phenyl)benzidine(139255-17-7)
• EPA Substance Registry System: N,N'-Bis(naphthalene-2-yl)-N,N'-bis(phenyl)benzidine(139255-17-7)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 139255-17-7(Hazardous Substances Data)

Usage

Uses

Used in organic electronic light emitting devices.

Upstream product

• 92-86-4 4-(4-bromophenyl)bromobenzene 
• 135-88-6 N-Phenyl-2-naphthylamine 
• 3001-15-8 4,4'-diiodobiphenyl 

Relevant articles and documents

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).

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).

Diazabutadiene: a simple and efficient ligand for copper-catalyzed N-arylation of aromatic amines

Diazabutadienes (DABs) were chosen as ancillary ligands in the Cu-catalyzed C-N coupling reaction for the synthesis of triarylamines. A combination of CuI/DAB (1) [1: N,N′-bis(2,6-diisopropylphenyl)-1,4-diaza-1,3-butadiene] was found to be an efficient catalyst system for N-arylation of diarylamines and anilines with aryl iodides, affording the desired products in good to excellent yields.

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.

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.

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.