93-46-9

Basic information

• Product Name: N,N'-Di-2-naphthyl-p-phenylenediamine
• Synonyms: DBNPD;DI-B-NAPHTHYL-P-PHENYLENE DIAMINE;di-beta-naphthyl-p-phenylenediamine;N,N'-Bis(2-naphthyl)-p-phenylenediamine;N,N'-DI-2-NAPHTHYL-1,4-PHENYLENEDIAMINE;N,N'-DI-2-NAPHTHYL-P-PHENYLENEDIAMINE;N,N-DI-2-NAPHTHYL-P-PHENYLENEDIAMINE;N,N'-DI-BETA-NAPHTHYL-P-PHENYLENEDIAMINE
• CAS NO: 93-46-9
• Molecular Formula: C₂₆H₂₀N₂
• Molecular Weight: 360.45
• EINECS: 202-249-2
• Product Categories: Industrial/Fine Chemicals;Organics;Diphenylamines (for High-Performance Polymer Research);Functional Materials;Reagent for High-Performance Polymer Research
• Mol File: 93-46-9.mol

Chemical Properties

• Melting Point: 225-229°C
• Boiling Point: 232-134°C (dec.)
• Flash Point: 399 °C
• Appearance: Gray powder
• Density: 1.25
• Vapor Pressure: 9.87E-15mmHg at 25°C
• Refractive Index: 1.7620 (estimate)
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility: Chloroform (Slightly, Heated, Sonicated), DMSO (Slightly)
• PKA: 3.10±0.30(Predicted)
• Water Solubility: <0.1 g/100 mL at 19℃
• CAS DataBase Reference: N,N'-Di-2-naphthyl-p-phenylenediamine(CAS DataBase Reference)
• NIST Chemistry Reference: N,N'-Di-2-naphthyl-p-phenylenediamine(93-46-9)
• EPA Substance Registry System: N,N'-Di-2-naphthyl-p-phenylenediamine(93-46-9)

Safety Data

• Statements: 20/21/22-36/37/38
• Safety Statements: 22-36/37/39
• RTECS: ST2100000
• Hazardous Substances Data: 93-46-9(Hazardous Substances Data)

Usage

Uses

Used in Chemical Synthesis:
N,N'-Di-2-naphthyl-p-phenylenediamine is used as an intermediate in organic synthesis for the production of various chemical compounds and materials.
Used in Rubber Industry:
N,N'-Di-2-naphthyl-p-phenylenediamine is used as an antidegradant for latex, nitrile rubber, styrene-butadiene, and nitrile-butadiene rubber to enhance their durability and resistance to degradation.
Used as Antioxidant:
N,N'-Di-2-naphthyl-p-phenylenediamine is used as an antioxidant to prevent the oxidation of materials, thereby extending their shelf life and performance.
Used as Stabilizer:
N,N'-Di-2-naphthyl-p-phenylenediamine is used as a stabilizer to maintain the stability of various materials and compounds, preventing their degradation or breakdown.
Used as Polymerization Inhibitor:
N,N'-Di-2-naphthyl-p-phenylenediamine is used as a polymerization inhibitor to control the rate of polymerization reactions, ensuring the desired properties of the final product.
Used in Automotive Industry:
N,N'-Di-2-naphthyl-p-phenylenediamine, under the trade name ASM-DNT, is used as a rubber door panel part in the automotive industry, providing durability and resistance to wear and tear.

Air & Water Reactions

Insoluble in water.

Reactivity Profile

N,N'-Di-2-naphthyl-p-phenylenediamine neutralizes acids in exothermic reactions to form salts plus water. May be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen may be generated in combination with strong reducing agents, such as hydrides.

Fire Hazard

Flash point data for N,N'-Di-2-naphthyl-p-phenylenediamine are not available; however, N,N'-Di-2-naphthyl-p-phenylenediamine is probably combustible.

Safety Profile

A human skin irritant. An experimental skin and eye irritant. Mutation data reported. Questionable carcinogen with experimental tumorigenic data. When heated to decomposition it emits toxic fumes of NOx.

InChI:InChI=1/C26H20N2/c1-3-7-21-17-25(11-9-19(21)5-1)27-23-13-15-24(16-14-23)28-26-12-10-20-6-2-4-8-22(20)18-26/h1-18,27-28H

Upstream product

• 106-50-3 1,4-phenylenediamine 
• 135-19-3 β-naphthol 

Downstream Products

• 4972-13-8 4-benzoyloxy-1-hydroxy-2,2,6,6-tetramethylpiperidine 
• 114687-22-8 C₂₆H₁₉N₂ 
• 4377-73-5 2,5-cyclohexadiene-1,4-diimine 
• 886446-76-0 N,N'-di-2-naphthyl-N-phenyl-1,4-phenylenediamine 
• 200192-05-8 N,N'-bis(β-naphthyl)-N,N'-bis(4-nitrobenzene)p-phenylenediamine 
• 200192-07-0 N,N'-bis(4-aminophenyl)-N,N'-bis(naphthalen-2-yl)-1,4-phenylenediamine 

Relevant articles and documents

METHOD FOR PRODUCING PHENYLENE DIAMINE DERIVATIVE

PROBLEM TO BE SOLVED: To provide a method for producing a phenylene diamine derivative that produces a phenylene diamine derivative having excellent economical efficiency and safety, and polymerization inhibitory performance. SOLUTION: A method for producing a phenylene diamine derivative is to produce a reaction mixture containing a phenylene diamine derivative by causing a reaction to occur between o-phenylenediamine, m-phenylenediamine, or p-phenylenediamine and a phenol. In the reaction, solid iodine as a catalyst is changed into a solution state through a solvent, and the solution is dropped as a catalyst onto a reaction system. SELECTED DRAWING: Figure 2 COPYRIGHT: (C)2021,JPOandINPIT

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New composition comprises a functional fluid in contact with ferrous metal and a corrosion inhibiting amount of at least one compound of formula (I) STR1 or a derivative thereof in which R1, R2 and R3 are, independently, hydrogen, a C1 -C15 straight or branched chain alkyl residue, a C5 -C12 cycloalkyl residue, a C6 -C15 aryl residue or C7 -C12 alkaryl residue, and R4 and R5 are, independently, hydrogen, 2-hydroxyethyl or 2-hydroxypropyl with the provisos that (a) R4 and R5 are not simultaneously hydrogen, (b) when R4 and R5 are each --CH2 --CH2 --OH, R1 and R2 are not simultaneously hydrogen and R3 is not a pentyl residue and (c) that polyalkylene and phenol or polycarboxylic ester co-additives are absent; as well as salts thereof. Some of the compounds of formula I are new.

Corrosion inhibiting composition

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An improved method for the reaction of β-naphthol with p-phenylenediamine to produce N,N'-di-2-naphthyl-p-phenylenediamine at lower temperatures and with decreased formation of undesirable by-products is accomplished by reacting with said materials in the presence of boric anhydride or boric acid.

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