N-octyl-N-phenylaniline

Conditions: temp:160.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: In a 50 gallon (about 189 L) reactor, 144 pounds (about 65.5 kg) of diphenylamine and 5.9 pounds (about 2.7 kg) of Filtrol™ clay (Engelhard Corp., Iselin, N.J.) were mixed in a reactor and heated to 160° C. for 20 minutes to drive off moisture. About 124.3 pounds (about 56.5 kg) of diisobutylene at room temperature was then added to the reactor at a rate of about 60 pounds (about 27 kg) per minute. The reaction temperature dropped to 140° C. and then climbed back to an initial set point temperature of 160° C. Within about 10 minutes of first adding the diisobutylene, 37.4 pounds (about 17 kg) of isobutylene was charged in the reactor over one hour. The temperature during this period reached a maximum of about 190° C. due to the exothermic nature of the reaction. Based on experience and Examples illustrated in U.S. Pat. No. 5,750,787, it is believed that the initiation of the addition of isobutylene occurred before the reactive composition of diisobutylene and diphenylamine formed at least 50 wt. % monooctyldiphenylamine. The reaction temperature dropped to 140° C. set point temperature of 160° C was charged in the reactor over one hour The temperature during this period reached a maximum of about 190° C. due to the exothermic nature of the reaction

Conditions: temp:160.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: In a 50 gallon (about 189 L) reactor, 144 pounds (about 65.5 kg) of diphenylamine and 5.9 pounds (about 2.7 kg) of Filtrol™ clay (Engelhard Corp., Iselin, N.J.) were mixed in a reactor and heated to 160° C. for 20 minutes to drive off moisture. About 124.3 pounds (about 56.5 kg) of diisobutylene at room temperature was then added to the reactor over the period of one minute or less. The reaction temperature dropped and then climbed back to an initial set point temperature of 160° C. Within about 10 minutes of first adding the diisobutylene, 28.7 pounds (about 13 kg) of isobutylene was charged in the reactor over a period of about 30 minutes such that the pressure was kept below about 90 psi (about 6.2×105 Pa). Based on experience and Examples illustrated in U.S. Pat. No. 5,750,787, it is believed that the initiation of the addition of isobutylene occurred before the reactive composition of diisobutylene and diphenylamine formed at least 50 wt. % monooctyldiphenylamine. The reaction temperature dropped set point temperature of 160° C was charged in the reactor over a period of about 30 minutes such that the pressure

Conditions: temp:140.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 3080 pounds (about 1400 kg) of diphenylamine (Aristech Chemical Corp., Pittsburgh, Pa.) and 125 pounds (about 56.8 kg) of Retrol™ F-20 clay (Engelhard Corp., Iselin, N.J.) were mixed in a reactor and heated to 140° C. for 10 minutes to drive off moisture. These components were then heated to 150° C. About 2658 pounds (443 gallons, about 1208 kg, about 1677 L) of diisobutylene (Neochem, Bayonne, N.J.) at room temperature was then added to the reactor at a rate of 50 gallons (about 189 L) per minute. The reaction temperature dropped and then climbed back to an initial set point temperature of 150° C. Within about 10 minutes of first adding the diisobutylene, 630 pounds (about 286 kg) of isobutylene (Exxon Chemical Co., Baytown, Tex.) was charged in the reactor at a rate of 18 pounds (about 8.2 kg) per minute. Based on experience and Examples illustrated in U.S. Pat. No. 5,750,787, it is believed that the initiation of the addition of isobutylene occurred before the reactive composition of diisobutylene and diphenylamine formed at least 50 wt. % monooctyldiphenylamine. These components were then heated to 150° C The reaction temperature dropped set point temperature of 150° C was charged in the reactor at a rate of 18 pounds (about 8.2 kg) per minute