IP Library Granted Patent US 8,933,004
Granted Patent B2
US 8,933,004 · App. 13/978,558 · Granted Jan 13, 2015

Mineral oils containing phenolic antioxidants with improved color stability

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Quick Facts
Patent No.
US 8,933,004
App. No.
13/978,558
Granted
Jan 13, 2015
Kind
B2
Abstract

This invention relates to a mineral oil containing hindered phenolic antioxidants with improved color stability. More particularly, it relates to non-coloring hindered phenolic blend that contains an oxygen scavenger, i.e., dibenzylhydroxyl amine (DBHA) as well as mineral oils containing such a blend.

Claims (22)

1. An antioxidant concentrate composition, suitable to prevent oxidation of a mineral oil, comprising:

(i) about 0.1 to about 5 wt % of dibenzylhydroxylamine, about 0.1 to about 99.9 wt % of ortho-tert-butylphenol, and 0 to about 99.8 wt % of 2,6-di-tert-butylphenol, all wt % based on the total weight of the antioxidant concentrate composition, or

(ii) about 5 to about 20 wt % of dibenzylhydroxylamine and about 80 to about 95 wt % of ortho-tert-butylphenol, all wt% based on the total weight of the antioxidant concentrate composition

(iii) about 0.1 to about 5 wt % of dibenzylhydroxylamine, about 30 to about 95wt % of 3,5-di-tert-butyl-4-hydroxyphenylhydrocinnamic acid, C7-C9 branched alkyl esters, and 0 to about 70 wt % of 2,6-di-tert-butylphenol, all wt % based on the total weight of the antioxidant concentrate composition, or

(iv) about 0.1 to about 5 wt % of dibenzylhydroxylamine and about 95 to about 99.9 wt % of 4,4′-methylenebis(2,6-di-tert-butylphenol), all wt % based on the total weight of the antioxidant concentrate composition.

2. A mineral oil composition comprising mineral oil, dibenzylhydroxylamine and at least one hindered phenol selected from the group consisting of:

ortho-tert-butylphenol,

2,6-di-tert-butylphenol,

3,5-di-tert-butyl- 4 -hydroxyphenylhydrocinnamicacid, C7-C9 branched alkyl esters,

4,4′-methylenebis(2,6-di-tert-butylphenol), and mixtures thereof.

3. The composition of claim 2 , wherein said mineral oil comprises about 0 to about 30 wt. % aromatic hydrocarbons, about 5 to about 70 wt. % naphthenic hydrocarbons and about 10 to about 90 wt. % paraffinic hydrocarbons.

4. The composition of claim 2 wherein said mineral oil comprises about 96 to 99.95 wt % mineral oil, about 1 ppm to about 1000 ppm of dibenzylhydroxylamine, about 0.010 to about 2 wt % of ortho-tert-butylphenol, and 0 to about 2 wt % of 2,6-di-tert-butylphenol, all wt % based on the total weight of the mineral oil composition.

5. The composition of claim 2 wherein said mineral oil comprises about 98 to 99.75 wt % mineral oil, about 15 ppm to about 1800 ppm of dibenzylhydroxylamine, and about 0.25 to about 1.5 wt % of ortho-tert-butylphenol, all wt % based on the total weight of the mineral oil composition.

6. The composition of claim 2 wherein said mineral oil comprises about 96 to 99.75 wt % mineral oil, about 1 ppm to about 1000 ppm of dibenzylhydroxylamine, about 0.25 to about 2 wt % of 3,5-di-tert-butyl-4-hydroxyphenylhydrocinnamic acid, C7-C9 branched alkyl esters, and 0 to about 2 wt % of 2,6-di-tert-butylphenol, all wt % based on the total weight of the mineral oil composition.

7. The composition of claim 2 wherein said mineral oil comprises about 98 to 99.85 wt % mineral oil, about 1 ppm to about 1000 ppm of dibenzylhydroxylamine, and 0.1 to about 2 wt % of 4,4′-methylenebis(2,6-di-tert-butylphenol), all wt % based on the total weight of the mineral oil composition.

8. A method of reducing the color of mineral oils comprising the steps of:

contacting dibenzylhydroxylamine with a mineral oil to form a mineral oil composition;

heating the mineral oil composition at a temperature of from about room temperature to about 120° C.

9. The method of claim 8 , wherein the temperature of the mineral oil composition is from about 30° C. to about 120° C.

10. The method of claim 8 , wherein the temperature of the mineral oil composition is from about 50° C. to about 100° C.

11. The method of claim 8 , wherein further comprising the step of heating the mineral oil composition for about 0.25 to about 20 hours.

12. The method of claim 8 , wherein the mineral oil is off-color.

Assignments (3)
RELEASE OF SECURITY INTEREST Recorded Nov 1, 2024
From: JPMORGAN CHASE BANK, N.A., AS ADMINISTRATIVE AGENT
To: SI GROUP, INC.; ADDIVANT USA, LLC; SI GROUP USA (USAA), LLC (F/K/A ADDIVANT USA, LLC)
Reel/Frame 069290/0057 →
SECURITY INTEREST Recorded Nov 16, 2018
From: SI GROUP, INC.; ADDIVANT USA, LLC
To: JPMORGAN CHASE BANK, N.A., AS ADMINISTRATIVE AGENT
Reel/Frame 048822/0965 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 6, 2014
From: ALBEMARLE CORPORATION
To: SI GROUP, INC.
Reel/Frame 034116/0253 →