Ethyl Corporation

Ethyl Petroleum Additives, Inc.

Scott A Culley

J Vincent Hanlon

Christopher J Nalepa

Edward F Zaweski

Kestutis A Keblys

An additive for improving the antioxidation properties of lubricating oil is made by reacting a sulfur halide selected from sulfur monochloride or sulfur dichloride with an aliphatic monoolefin (e.g. isobutene) to form an adduct, reacting the adduct thus formed with an alkali metal salt of an organocarbamodithioic acid in an aqueous alkanol medium and recovering the reaction product. When added to lubricating oil, the additive products of the invention improve the antioxidation properties of the lubricating oil.

Antioxidant additive and lubricating oil containing same

Liquid mixtures of alkyl phenols composed of from 1 to 8 wt % of 2-tert-butylphenol; from 4 to 12 wt % of 2,6-di-tert-butylphenol; from 4 to 12 wt % of 2-tert-butyl-4-n-butylphenol; from 4 to 12 wt % of 2,4,6-tri-tert-butylphenol; and from 65 to 89 wt % of 2,6-di-tert-butyl-4-n-butylphenol having a balance of properties rendering them ideally suited for use as stabilizers for middle distillate fuels. Such mixtures can be readily produced by an aldehyde-catalytzed alkylation procedure using n-butanol, an appropriate mixture of tertiary butylated phenols, and a strong base (e.g., NaOH, KOH, etc.).

Stabilizer compositions

Liquid mixtures of alkyl phenols composed of from 1 to 8 wt % 2-tert-butylphenol; from 4 to 12 wt % of 2,6-di-tert-butylphenol; from 4 to 12 wt % of 2-tri-tert-butylphenol; and from 65 to 80 wt % of 2,6-di-tert-butyl-4-n-butylphenol have a balance of properties rendering them ideally suited for use as stabilizers for middle distillate fuels. Such mixtures can be readily produced by an aldehyde-catalyzed alkylation procedure using n-butanol, an appropriate mixture of tertiary butylated phenols, and a strong base (e.g., NaOH, KOH, etc.).

Alkyl phenol stabilizer compositions for fuels and lubricants

Sterically hindered 1,3-diaminocyclohexanes which can be used in the preparation of polyurethane, polyurea, polyurethaneurea, and epoxy resins are prepared by hydrogenating a metaphenylenediamine having alkyl substituents of 1-6 carbons in the 4- and 6-positions and optionally also in the 2-position, at least one of the alkyl substituents containing at least two carbons, and the total number of carbons in the alkyl substituents being at least five, at a temperature of about 170.degree.-200.degree. C. and a pressure of at least about 6.9 MPa, preferably about 20-30 MPa, in the presence of a supported ruthenium catalyst and an activating amount of a modifier selected from alkali metal hydroxides and alkoxides and alkali metal amide salts of the meta-phenylenediamine to form the corresponding 1,3-diaminocyclohexane.

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Baton Rouge, LA, United States of America

Scott A Culley