55315-12-3

Usage

Uses

Used in Chemical Synthesis:
N-(2-AMINO-4-NITROPHENYL)-N-PHENYLAMINE is used as an intermediate in the synthesis of various organic compounds, playing a crucial role in the production of a wide range of chemical products.
Used in Dye and Pigment Production:
In the dye and pigment industry, N-(2-AMINO-4-NITROPHENYL)-N-PHENYLAMINE is used as a key component in the creation of colorants, contributing to the vibrant hues and stability of these products.
Used in Pharmaceutical Manufacturing:
N-(2-AMINO-4-NITROPHENYL)-N-PHENYLAMINE is utilized in the pharmaceutical sector as a precursor for the development of various medications, highlighting its importance in the synthesis of therapeutic agents.
Used in Polymer Production:
In the polymer industry, N-(2-AMINO-4-NITROPHENYL)-N-PHENYLAMINE is employed in the manufacturing process of polymers, where it contributes to the formation of polymeric materials with specific properties.
Used as a Reagent in Organic Chemistry:
N-(2-AMINO-4-NITROPHENYL)-N-PHENYLAMINE is used as a reagent in various organic chemistry reactions, facilitating specific chemical transformations and processes.

InChI:InChI=1/C12H11N3O2/c13-11-8-10(15(16)17)6-7-12(11)14-9-4-2-1-3-5-9/h1-8,14H,13H2

Upstream product

• 961-68-2 N-phenyl-2,4-dinitroaniline 
• 7647-01-0 hydrogenchloride 
• 97-00-7 1-chloro-2,4-dinitro-benzene 
• 62-53-3 aniline 
• 97-02-9 2,4-Dinitroanilin 
• 462-06-6 fluorobenzene 
• 70-34-8 2,4-Dinitrofluorobenzene 

Downstream Products

• 14625-61-7 2-methyl-5-nitro-1-phenyl-1H-benzo[d]imidazole 
• 125797-39-9 acetic acid-(2-anilino-5-nitro-anilide) 
• 853791-71-6 5-nitro-1,2-diphenyl-1H-benzimidazole 
• 37422-22-3 benzoic acid-(2-anilino-5-nitro-anilide) 
• 94332-63-5 toluene-4-sulfonic acid-(2-anilino-5-nitro-anilide) 
• 93-89-0 benzoic acid ethyl ester 
• 15127-88-5 5-nitro-1-phenyl-1H-benzo[d]imidazole 
• 860766-52-5 4-nitro-N¹-phenyl-N²-picryl-o-phenylenediamine 
• 53897-95-3 1-phenylbenzimidazol-5-amine 
• 295364-80-6 N-(1-phenyl-1H-benzimidazol-5-yl)-acetamide 

Relevant academic research and scientific papers

Incorporation of: N -phenyl in poly(benzimidazole imide)s and improvement in H2O-absorbtion and transparency

5-Amine-2-(4-amino-benzene)-1-phenyl-benzimidazole (N-PhPABZ) was successfully synthesized and polymerized with 3,3′,4,4′-biphenyl tetracarboxylic dianhydride (BPDA) to obtain a novel N-phenyl-poly(benzimidazole imide) (N-Ph-PBII). The successful incorporation of N-phenyl addressed the issue of high H2O-absorption of traditional PBIIs while retained the superheat resistance property. The resulting N-Ph-PBII possessed a high glass-transition temperature (Tg) up to 425 °C and a low affinity for water of 1.4%. Furthermore, the loose molecular packing and noncoplanar structures led to an increase in optical transparency for the modified PBII.

Benzimidazole diamine monomer and preparation method thereof

The invention relates to a benzimidazole diamine monomer and a preparation method thereof. The preparation method comprises the steps that a benzimidazole intermediate with the structural formula shown in the formula (III) is reduced, a reduction product of the benzimidazole intermediate is mixed with a compound with the structural formula shown in the formula (IV), a substitution reaction and a reduction reaction are conducted in sequence, and the benzimidazole diamine monomer is obtained; the benzimidazole intermediate with the structural formula as shown in the formula (III) is prepared byfirstly carrying out partial reduction reaction on a compound with the structural formula as shown in the formula (I), then a partial reduction product of the compound is mixed with a compound with the structural formula as shown in the formula (II), and then the substitution reaction and a cyclization reaction are sequentially carried out. The structural formulas of the formula (I), the formula (II), the formula (III) and the formula (IV) are shown in the specification. The preparation method is simple and feasible, the prepared benzimidazole diamine monomer is used for preparing polyimide, and the heat resistance and solubility of polyimide can be improved.

Neutral Cyclometalated Iridium(III) Complexes Bearing Substituted N-Heterocyclic Carbene (NHC) Ligands for High-Performance Yellow OLED Application

The synthesis, crystal structure, and photophysics of a series of neutral cyclometalated iridium(III) complexes bearing substituted N-heterocyclic carbene (NHC) ancillary ligands ((CN)2Ir(R-NHC), where CN and NHC refer to the cyclometalating ligand benzo[h]quinoline and 1-phenylbenzimidazole, respectively) are reported. The NHC ligands were substituted with electron-withdrawing or -donating groups on C4′ of the phenyl ring (R = NO2 (Ir1), CN (Ir2), H (Ir3), OCH3 (Ir4), N(CH3)2 (Ir5)) or C5 of the benzimidazole ring (R = NO2 (Ir6), N(CH3)2 (Ir7)). The configuration of Ir1 was confirmed by a single-crystal X-ray diffraction analysis. The ground- and excited-state properties of Ir1-Ir7 were investigated by both spectroscopic methods and time-dependent density functional theory (TDDFT) calculations. All complexes possessed moderately strong structureless absorption bands at ca. 440 nm that originated from the CN ligand based 1π,π*/1CT (charge transfer)/1d,d transitions and very weak spin-forbidden 3MLCT (metal-to-ligand charge transfer)/3LLCT (ligand-to-ligand charge transfer) transitions beyond 500 nm. Electron-withdrawing substituents caused a slight blue shift of the 1π,π*/1CT/1d,d band, while electron-donating substituents induced a red shift of this band in comparison to the unsubstituted complex Ir3. Except for the weakly emissive nitro-substituted complexes Ir1 and Ir6 that had much shorter lifetimes (≤160 ns), the other complexes are highly emissive in organic solutions with microsecond lifetimes at ca. 540-550 nm at room temperature, with the emitting states being predominantly assigned to 3π,π*/3MLCT states. Although the effect of the substituents on the emission energy was insignificant, the effects on the emission quantum yields and lifetimes were drastic. All complexes also exhibited broad triplet excited-state absorption at 460-700 nm with similar spectral features, indicating the similar parentage of the lowest triplet excited states. The highly emissive Ir2 was used as a dopant for organic light-emitting diode (OLED) fabrication. The device displayed a yellow emission with a maximum current efficiency (ηc) of 71.29 cd A-1, a maximum luminance (Lmax) of 32747 cd m-2, and a maximum external quantum efficiency (EQE) of 20.6%. These results suggest the potential of utilizing this type of neutral Ir(III) complex as an efficient yellow phosphorescent emitter.

PARTIAL REDUCTION OF DINITROARENES TO NITROANILINES WITH HYDRAZINE HYDRATE.

Dinitroarenes containing substituents such as hydroxyl and amine groups could be conveniently reduced with 3 molar equivalents of hydrazine hydrate in presence of Raney nickel catalyst in ethanol/1,2-dichloro-ethane solvent mixture to give a product wherein one of the two nitro groups was reduced to the amino group. The yields of the partial reduction products are good. Under similar conditions alkoxyl substitutes in the o,p-position to the nitro groups were displaced by the hydrazine to give 2,4-dinitrophenyl-hydrazine as the main product. The details of the reduction reaction are described.

Process for the manufacture of benzimidazolones-(2)

Process for the manufacture of benzimidazolones-(2) wherein an o-phenylenediamine is reacted with optionally alkylated urea in the ratio of 1 to 1.3 moles per mole o-phenylenediamine in an organic solvent which has a solubility in water of not more than 5 g/l and has a boiling point above 100° C, at a temperature between 100° and 200° C.