N,N-Diphenyl-p-phenylenediamine

Synonym(s):DPPD;N,N′-Diphenyl-1,4-phenylenediamine

CAS NO.：74-31-7
Empirical Formula: C18H16N2
Molecular Weight: 260.33
MDL number: MFCD00003015
EINECS: 200-806-4
SAFETY DATA SHEET (SDS)
Update Date: 2024-11-19 23:02:33

N,N-Diphenyl-p-phenylenediamine Structural

What is N,N-Diphenyl-p-phenylenediamine?

Description

N,N'-Diphenyl-4-phenylenediamine (DPPD) is a rubber accelerant, formerly contained in the "black rubber mix". The most frequent occupational categories are in metal industry, homemakers, health services and laboratories, and building industries.

Chemical properties

grey powder

The Uses of N,N-Diphenyl-p-phenylenediamine

Polymerization inhibitor. Antioxidant for rubber, petroleum oils, feedstuffs.

The Uses of N,N-Diphenyl-p-phenylenediamine

N,N'-Diphenyl-4-phenylene diamine is an antioxidant for rubber, petroleum oils, and feed stuffs; stabilizer; a polymerization inhibitor; used to retard copper degradation; as an intermediate for dyes, drugs, plasties and detergents; antidegradant for nitrile-butadiene rubber, natural, styrene-butadiene, isoprene, butadiene, and ehloroprene rubbers.

The Uses of N,N-Diphenyl-p-phenylenediamine

N1,N4-Diphenylbenzene-1,4-diamine can be used to prepare low pressure change, high temperature resistant flame retardant silicone rubber.

Definition

ChEBI: An N-substituted diamine that is 1,4-phenylenediamine in which one hydrogen from each amino group is replaced by a phenyl group.

General Description

Gray or dark gray powder or flakes.

Air & Water Reactions

Insoluble in water.

Reactivity Profile

N,N-Diphenyl-p-phenylenediamine may react with oxidizing materials . 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

N,N-Diphenyl-p-phenylenediamine is combustible. N,N-Diphenyl-p-phenylenediamine may form explosive dust-air mixtures.

Contact allergens

A rubber accelerant, formerly contained in “blackrubber mix.” The most frequent occupational categories are in the metal industry, homemakers, health services and laboratories, and the building industry.

Metabolism

Not Available

Purification Methods

Crystallise the diamine from EtOH, chlorobenzene/pet ether or *benzene. It has also been crystallised from aniline, then extracted three times with absolute EtOH. [Beilstein 13 H 80.]

Properties of N,N-Diphenyl-p-phenylenediamine

Melting point:	143-145 °C(lit.)
Boiling point:	220-225 °C0.5 mm Hg(lit.)
Density	1.2
refractive index	1.6300 (estimate)
Flash point:	220-225°C/1mm
storage temp.	Store below +30°C.
solubility	DMSO (Slightly), Methanol (Slightly)
form	Solid
pka	1.85±0.20(Predicted)
color	Pale Grey to Very Dark Grey
Water Solubility	<0.1 g/100 mL at 20 ºC
Merck	14,3329
BRN	2215944
Stability:	Stable. Incompatible with strong acids, strong oxidizing agents
CAS DataBase Reference	74-31-7(CAS DataBase Reference)
NIST Chemistry Reference	1,4-Benzenediamine, N,N'-diphenyl-(74-31-7)
EPA Substance Registry System	N,N'-Diphenyl-p-phenylenediamine (74-31-7)

Safety information for N,N-Diphenyl-p-phenylenediamine

Signal word	Warning
Pictogram(s)	Exclamation Mark Irritant GHS07
GHS Hazard Statements	H317:Sensitisation, Skin H412:Hazardous to the aquatic environment, long-term hazard
Precautionary Statement Codes	P273:Avoid release to the environment. P280:Wear protective gloves/protective clothing/eye protection/face protection. P302+P352:IF ON SKIN: wash with plenty of soap and water.