Organic compounds -- part of the class 532-570 series – Organic compounds – Carboxylic acid esters
Reexamination Certificate
2002-10-30
2004-09-07
Howard, Jacqueline V. (Department: 1764)
Organic compounds -- part of the class 532-570 series
Organic compounds
Carboxylic acid esters
C508S186000
Reexamination Certificate
active
06787663
ABSTRACT:
BACKGROUND OF THE INVENTION
The present invention relates to compositions suitable for use as lubricant additives which contain an ester-substituted hindered phenol antioxidant and other additives suitable for lubricants such as a detergent or a dispersant. The present invention provides an economical antioxidant which has good performance properties when used in lubricant formulations especially for heavy duty diesel engines and passenger car crankcase.
U.S. Pat. No. 5,523,007, Kristen et al., Jun. 4, 1996, discloses a lubricant oil composition comprising a diesel engine lubricating oil and, as antioxidant, a compound of the formula
X can be —CH
2
—CH
2
—C(═O)—OR and R is a straight chain or branched alkyl radical of the formula —CH
n
H
2n+1
wherein n is an integer from 8 to 22.
U.S. Pat. No. 3,285,855, Dexter et al., Nov. 15, 1966, discloses stabilization of organic material with esters containing an alkylhydroxyphenyl group. The ester can have the structure
in which x has a value of from 0 to 6, inclusively, and y has a value of from 6 to 30, inclusively. The “lower alkyl” groups can be t-butyl. Organic materials which can be stabilized include, among many others, lubricating oil of the aliphatic ester type, and mineral oil.
U.S. Pat. No. 5,206,414, Evans et al., Apr. 27, 1993, discloses a process for the preparation of compounds of the general formula
A can be —OR
4
where R
4
can be C
2
-C
45
alkyl.
The present invention provides, among other advantages, a convenient method for obtaining a certain class of hindered phenolic ester antioxidants having particularly useful properties. In particular the antioxidants (shown below), that is, those having an R
3
group of 2 to 6 carbon atoms, can be conveniently prepared in a single step. In a preferred synthesis, no trans-esterification reaction is necessary, resulting in a simplified process which leads to fewer byproducts. The antioxidants thus prepared impart excellent thermal and oxidative stability to lubricant formulations and show excellent performance in seal durability tests.
SUMMARY OF THE INVENTION
A composition comprising;
(A) at least one antioxidant of the formula
wherein R
3
is an alkyl group containing 2 to 6 carbon atoms; and
(B) at least one component selected from the group consisting of dispersants and detergents.
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European Publication EP 0 620 267, Oct. 19, 1994, equivalent to US 5,460,741.
Adams Paul E.
Wolak Thomas J.
Esposito Michael F.
Howard Jacqueline V.
Shold David M.
The Lubrizol Corporation
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