The Effective Parameters in the Synthesis of N-(1, 3-Dimethylbutyl)-N'-Phenyl-p-Phenylenediamine as Antiozonant and Antioxidant for Natural and Synthetic Elastomers

N-(1, 3-Dimethylbutyl)-N'-phenyl-1, 4-phenylenediamine (Santoflex 6PPD) functions as a powerful antioxidant and antiozonant for natural and synthetic elastomeric compounds and as synthetic polymer stabilizer. Santoflex 6PPD provides protection against different forms of aging and fatigue degradation of flexible rubber components in both static and dynamic operation conditions at high temperature during storage and service operation is essential. In this research synthesis of this compound from 4-AminoDiPhenylAmine (4-ADPA) and Methyl IsoButyl Ketone (MIBK) in the presence of 5%Pt/C as catalyst with thermodynamic variables (temperature, pressure) and kinetic parameters (stirring speed, reaction time, and molar ratio) were examined with an oxidizer. At first, (4-nitrodiphenyl amine and 4-nitrosodiphenyl amine) were prepared by direct coupling of aniline and nitrobenzene under optimized molar ratio of hydrogen peroxide to moles nitrobenzene in the presence of a strong base. Then 4-ADPA was synthesized under hydrogen pressure about 200-220 psig at 80 °C in the presence of 5%Pt/C as catalyst with efficiency increase about 10% and by product reduce compared to conventional methods. In the second step, 4-ADPA was reacted with Methyl IsoButyl Ketone (MIBK) under hydrogen pressure of about 800 psig and temperature of 170-175 °C in the presence of 5% Pt/C catalyst Santo flex 6PPD was synthesized in 99% purity and the yield of reaction was 95% with efficiency increase about 3% in comparison with conventional methods. All of the synthesized compounds were ‍characterized by FT-IR, 1HNMR, C.H. N. and G.C. analysis.