[0001] The present invention relates to oil-based lubricant compositions comprising esters
of aromatic polycarboxylic acids.
[0002] Oil-based lubricants conventionally contain a mineral oil, a hydrocarbon polymer
e.g. a polybutene and an organic ester as the main components. The esters are added
to the lubricants to improve their performance in specific applications. The choice
of ester used is limited by several factors such as viscosity index, compatibility
with hydrocarbon base oil components (e.g. polybutenes), volatility and oxidative
stability. One type of ester which meets most of these criteria is that derived from
trimellitic acid and linear primary alcohols. A specific example is an ester derived
from trimellitic acid and a mixture of linear Cg and C
10 primary alcohols.
[0003] However, trimellitates of linear primary alcohols suffer from some disadvantages
under low temperature conditions. For instance, such trimellitates have unacceptable
low temperature compatibility with the hydrocarbon base oil components in the lubricant.
More importantly, lubricants containing trimellitates of linear primary alcohols solidify
on standing at low temperatures, e.g. around -10°C. These disadvantages are significant
if the lubricants are to be used in cold environments especially if used as crank
case lubricants in automotive engines.
[0004] On the other hand if the linear esters are totally replaced by trimellitates of branched
chain alcohols, such compositions have unacceptably high viscosity ratio and low oxidation
stability.
[0005] It has now been found surprisingly that the above problems can be mitigated by replacing
part of the trimellitates of linear primary alcohols with the corresponding esters
derived from branched chain primary alcohols.
[0006] Accordingly, the present invention is a lubricant composition comprising a mineral
oil, a hydrocarbon base oil component and a trimellitate ester component characterised
in that the ester component is either a mixture of a trimellitate ester of a branched
chain alcohol and a trimellitate ester of a linear alcohol, or a trimellitate ester
derived from a mixture of linear and branched chain alcohols.
[0007] The hydrocarbon base oil component referred to herein is preferably a hydrocarbon
polymer, most preferably a polybutene. The weight average molecular weight of the
polybutene used is suitably from 200 to 6000, preferably from 1000 to 3000.
[0008] The trimellitate esters are suitably those of linear and branched chain primary alcohols
and are preferably derived by reacting trimellitic acid or the anhydride thereof with
one or more of the appropriate primary alcohols having 8 to 10 carbon atoms.
[0009] The trimellitate ester component is more preferably derived by the reaction of trimellitic
anhydride with a mixture of the relevant linear and branched primary alcohols. Trimellitate
esters which are derived from mixtures of isodecanol and C
S-C
10 linear alcohols are particularly preferred.
[0010] The relative amounts of the trimellitate esters derived from linear and branched
chain primary alcohols will depend upon the intended use of the lubricant composition.
However, for lubricants usable in low temperature environments, the relative proportions
of linear trimellitate esters to branched chain trimellitate esters is suitably from
4:1 to 1:4, preferably from 2:1 to 1:2 by weight. The lubricant composition may contain
other conventional additives such as antioxidants, detergents, stabilizers and the
like.
[0011] The present invention is further illustrated with reference to the following examples.
Examples
1. Ester Preparation
[0012] Three trimellitate esters were prepared from trimellitic anhydride and the respective
alcohol using a round-bottom two litre flask fitted with anchor stirrer, thermometer
pocket, nitrogen sparge and Dean and Stark head/condenser. All products were prepared
using conventional stannous oxalate catalysts, at a maximum reaction temperature of
210°C using conventional techniques.
[0013] The alkyl group composition of esters prepared is detailed in Table 1.
2. Ester Evaluation
[0014] Low temperature hydrocarbon compatability of the esters prepared was simply assessed
by mixing 80g of each trimellitate ester with 20g of Hyvis 200 (Registered Trade Mark,
polybutene), in a test tube and placing the blend in a refrigerator at -5°C. Each
mixture was periodically observed; the results are given in Table 2.
[0015] Ester viscosity was measured at 20° intervals between 0° and 100°C using appropriate
'U' tube viscometers maintained at constant temperature in a water bath. The results
are given in Table 3.

It can be seen from the above tables that:
(a) The viscosity ratio of tri(isodecyl)trimellitate was found to be similar to mixed
tri(isodecyl/tridecyl) trimellitate, (see Table 3), both materials having a branched
alkyl group structure. As expected, the replacement of a proportion of isodecanol
with a linear C8/C10 alcohol gave a reduction in viscosity ratio. In fact, the V.R. of this mixed linear/branched
product (IDLT) was approximately half that of the product (IDTDT) when calculated
across the entire 0° to 80°C temperature range examined (see Table 3).
(b) Furthermore, the mixed linear/branched structure showed an acceptable low temperature
compatibility in Hyvis 200 (Registered Trade Mark, polybutene) at -5°C for 14 days.
Consequently, IDLT appeared to offer an improved viscosity ratio compared to IDTDT,
whilst retaining an acceptable low temperature hydrocarbon compatability.
3. Conclusions
[0016] The mixed trimellitate of linear C
8/C
10 alcohol and isodecanol was found to offer both a much reduced viscosity ratio compared
to a mixed tri(isodecyl/tridecyl) trimellitate and an acceptable low temperature hydrocarbon
compatability.
1. A lubricant composition comprising a mineral oil, a hydrocarbon base oil component
and a trimellitate ester component characterised in that the ester component is either
a mixture of a trimellitate ester of a branched chain alcohol and a trimellitate ester
of a linear alcohol, or a trimellitate ester derived from a mixture of linear and
branched chain alcohols.
2. A composition according to claim 1 wherein the hydrocarbon base oil component is
a hydrocarbon polymer.
3. A composition according to claim 2 wherein the hydrocarbon polymer is a polybutene.
4. A composition according to claim 3 wherein the weight average molecular weight
of the polybutene is from 200-6000.
5. A composition according to any one of the preceding claims wherein the trimellitate
esters of linear and branched alcohols are derived by reacting trimellitic acid or
the anhydride thereof with one or more of the appropriate primary alcohols having
8 to 10 carbon atoms.
6. A composition according to any one of the preceding claims wherein the trimellitate
ester is derived from a mixture of isodecanol and a CS-C10 linear alcohol.
7. A composition according to any one of the preceding claims wherein the relative
proportions of linear trimellitate esters to branched chain trimellitate esters in
the ester component is from 4:1 to 1:4.
8. A composition according to any one of the preceding claims wherein said composition
contains one or more additives selected from antioxidants, stabilizers and detergents.