N-CYCLOHEXYL-N'-PHENYL-4-PHENYLENEDIAMINE

PRODUCT IDENTIFICATION

CAS NO

101-87-1

N-CYCLOHEXYL-N'-PHENYL-4-PHENYLENEDIAMINE

EINECS NO. 202-984-9
FORMULA

C18H22N2

MOL WT. 266.39
H.S. CODE  
TOXICITY

Oral rat LD50: >2000 mg/kg

SYNONYMS CPPD; N-Cyclohexyl-N'-phenyl-1,4-benzenediamine;

N-phenyl-N'-cyclohexyl-p-phenylenediamine; N-Ciclohexil-N'-fenil-p-fenilendiamina; N-Cyclohexyl-N'-phényl-p-phénylenediamine; Phenylcyclohexyl PPD;

SMILES
 

CLASSIFICATION

 

PHYSICAL AND CHEMICAL PROPERTIES

PHYSICAL STATE purple solid
MELTING POINT

>100 C

BOILING POINT 260 C
SPECIFIC GRAVITY 1.18
SOLUBILITY IN WATER

Slightly soluble (soluble in toluene. very soluble in acetone)

AUTOIGNITION  
pH  
VAPOR DENSITY  
NFPA RATINGS

Health: 2 Flammability: 1 Reactivity: 0

REFRACTIVE INDEX

 
FLASH POINT

182 C

STABILITY Stable under ordinary conditions.

APPLICATIONS

CPPD is used as an antioxidant and antiozonant for natural and synthetic elastomers, as a stabilizer of polymers and as a monomer polymerization inhibitor. CPPD is not regulated for use in food contact applications. 6PPD imparts high temperature stability, high strength, and chemical and electrical resistance.

Antioxidant is a substance added in small quantities to hydrocarbons which are susceptible to oxidation, such as rubbers, plastics, foods, and oils to inhibit or slow oxidative processes, while being itself oxidized.  Antioxidants work in two different ways. In primary antioxidants (also called free-radical scavengers), antioxidative activity is implemented by the donation of an electron or hydrogen atom to a radical derivative. These antioxidants are usually hindered amines (p-Phenylene diamine, trimethyl dihydroquinolines, alkylated diphenyl amines) or substituted phenolic compounds with one or more bulky functional groups such as a tertiary butyl at 2,6 position commonly. Butylated hydroxytoluene (BHT) is a common example of hindered phenolic antioxidant. The reaction order in SN1 mechanism is 3° > 2° > 1° > CH3 (no SN1) so, tertiary butyl groups are substituted in phenolic antioxidant compounds. Primary antioxidants are free radical scavengers which combine with peroxy radicals and break autocatalytic cycle. In secondary antioxidants ( also called peroxide decomposers), activity is implemented by the removal of an oxidative catalyst and the consequent prevention of the initiation of oxidation. Examples of peroxide decomposer type of antioxidant are trivalent phosphorous and divalent sulfurcontaining compound such as sulfides, thiodipropionates and organophosphites. Synergistic effect is expected when primary antioxidants are used together with secondary antioxidants as primary antioxidants are not very effective against the degradation by UV oxidation. Sometimes, chelating agents are added to scavenge metal impurities which can initiate decomposition.

p-Phenylenediamine is used as a parent compound in vulcanization accelerators and in antioxidants for rubber industry. PPD is chosen because it imparts high temperature stability, high strength, and chemical and electrical resistance. Examples of the most widely used anitioxidants or antiozonants derived form p-phenylenediamine are N-isopropyl-N'-phenyl-p- phenylenediamine (IPPD, CAS # 101-72-4) , N-cyclohexyl-N'-phenyl-p- phenylenediamine (CPPD, CAS #: 101-87-1), N,N'-Diphenyl-p-henylenediamine (DPPD, CAS # 74-31-7), and N-(1,3-dimethylbutyl)-N'-phenyl-p-phenylenediamine (6PPD, CAS #: 793-24-8). These derivatives are added to rubber products to retard degradation by oxidants and ozone.

SALES SPECIFICATION

APPEARANCE

purple powder
MELTING POINT

100 C

HEAT LOSS

0.5% max

FREE AMINE

0.5% max

ACETONE INSOLUBLES

4.0% max

TRANSPORTATION
PACKING 25kgs in bag
HAZARD CLASS

Not Regulated

UN NO.

 

PRICE

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