74-31-7 Usage
Description
N,N-Diphenyl-p-phenylenediamine, also known as N,N'-Diphenyl-4-phenylenediamine (DPPD), is a chemical compound that appears as a gray or dark gray powder or flakes. It is an N-substituted diamine where one hydrogen from each amino group is replaced by a phenyl group. DPPD is a rubber accelerator, previously found in the "black rubber mix".
Uses
Used in Rubber Industry:
N,N-Diphenyl-p-phenylenediamine is used as an antioxidant for rubber, petroleum oils, and feedstuffs. It serves as a stabilizer and a polymerization inhibitor, helping to retard the degradation of rubber materials.
Used in Flame Retardant Silicone Rubber:
N1,N4-Diphenylbenzene-1,4-diamine, a related compound, can be used to prepare low pressure change, high temperature resistant flame retardant silicone rubber.
Used in Chemical Synthesis:
N,N'-Diphenyl-4-phenylenediamine is used as an intermediate for the synthesis of dyes, drugs, plastics, and detergents.
Used in Antidegradant Applications:
N,N'-Diphenyl-4-phenylenediamine acts as an antidegradant for various types of rubber, including nitrile-butadiene rubber, natural rubber, styrene-butadiene, isoprene, butadiene, and chloroprene rubbers.
Occupational Exposure:
The most frequent occupational categories for exposure to N,N'-Diphenyl-4-phenylenediamine are in the metal industry, homemakers, health services and laboratories, and building industries.
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.
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.]
Check Digit Verification of cas no
The CAS Registry Mumber 74-31-7 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 7 and 4 respectively; the second part has 2 digits, 3 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 74-31:
(4*7)+(3*4)+(2*3)+(1*1)=47
47 % 10 = 7
So 74-31-7 is a valid CAS Registry Number.
InChI:InChI=1/C18H16N2/c1-3-7-15(8-4-1)19-17-11-13-18(14-12-17)20-16-9-5-2-6-10-16/h1-14,19-20H
74-31-7Relevant articles and documents
Formation and photophysics of a stable concave-convex supramolecular complex of C60 and a substituted s-triazine derivative
Schuster, David I.,Rosenthal, Joel,MacMahon, Shaun,Jarowski, Peter D.,Alabi, Christopher A.,Guldi, Dirk M.
, p. 2538 - 2539 (2002)
Spectroscopic, electrochemical and computational data (show that C60 and a highly phenylated s-triazine derivative form a stable supramolecular complex at micromolar concentrations in solution at ambient temperatures, due to strong van der Waals attraction between their complementary surfaces.
Preparation method of diaryl p-phenylenediamine anti-aging agent
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Paragraph 0069-0076, (2020/02/10)
The invention provides a preparation method of a diaryl p-phenylenediamine anti-aging agent represented by a formula I, wherein the method comprises: carrying out a condensation dehydrogenation reaction on p-nitroaniline and a raw material B represented by a formula II in the presence of a solvent, a water-carrying agent and a catalyst, wherein R1 and R2 are respectively and independently H or C1-C6 alkyl, and R is H or C1-C6 alkyl.
Continuous Synthesis of Aryl Amines from Phenols Utilizing Integrated Packed-Bed Flow Systems
Ichitsuka, Tomohiro,Kobayashi, Shū,Koumura, Nagatoshi,Sato, Kazuhiko,Takahashi, Ikko
, p. 15891 - 15896 (2020/07/13)
Aryl amines are important pharmaceutical intermediates among other numerous applications. Herein, an environmentally benign route and novel approach to aryl amine synthesis using dehydrative amination of phenols with amines and styrene under continuous-flow conditions was developed. Inexpensive and readily available phenols were efficiently converted into the corresponding aryl amines, with small amounts of easily removable co-products (i.e., H2O and alkanes), in multistep continuous-flow reactors in the presence of heterogeneous Pd catalysts. The high product selectivity and functional-group tolerance of this method allowed aryl amines with diverse functional groups to be selectively obtained in high yields over a continuous operation time of one week.