Method of manufacturing alkylated diphenylamine compositions and products thereof
AssigneeThe B. F. Goodrich Company
InventorJohn T. Lai
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Abstract
A method of manufacturing an alkylated diphenylamine composition to generate an alkylated diphenylamine composition with relatively low amounts of unsubstituted diphenylamine, based on the total weight of substituted and unsubstituted diphenylamine in the alkylated diphenylamine composition. The method includes reaction of unsubstituted diphenylamine with at least two olefins. In at least some instances, the alkylated diphenylamine composition may be used, for example, as an antioxidant in a lubricating fluid or polymer composition.
Claims18
A method of manufacturing an alkylated diphenylamine composition, comprising steps of:
- (a) reacting unsubstituted diphenylamine and at least one olefin in the presence of a clay catalyst to form a reactive composition wherein the at least one olefin comprises diisobutylene or α-olefins of the chemical formula (I):
- or combinations thereof, wherein R1, R2, and R3, independently, can be hydrogen, alkyl, alkoxy, ester, cyano or aryl groups;
- and
- (b) adding a second olefin composition to the reactive composition to react with the reactive composition and generate an alkylated diphenylamine composition comprising no more than 3 wt. % unsubstituted diphenylamine, based on the total weight of unsubstituted and substituted diphenylamine in the alkylated diphenylamine composition,
- (i) wherein at least a portion of the second olefin composition is added to the reactive composition prior to forming, in the reactive composition, at least 50 wt. % monoalkylated diphenylamine, based on the total weight of unsubstituted and substituted diphenylamine in the reactive composition at the time of initiating addition of the second olefin composition.
A method of manufacturing an alkylated diphenylamine composition, comprising a step of:
- (a) reacting unsubstituted diphenylamine, diisobutylene, and isobutylene in the presence of a clay catalyst to form an alkylated diphenylamine composition, wherein the alkylated diphenylamine composition comprises at least 25 wt. % butyloctyldiphenylamine, no more than 3 wt. % unsubstituted diphenylamine, and no more than 25 wt. % dioctyldiphenylamine, based on the total weight of unsubstituted and substituted diphenylamine in the alkylated diphenylamine composition.
Dependencies are inferred from the claim text.