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Patent 2674549 Summary

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(12) Patent Application: (11) CA 2674549
(54) English Title: LUBRICATING COMPOSITIONS
(54) French Title: COMPOSITIONS DE LUBRIFICATION
Status: Dead
Bibliographic Data
(51) International Patent Classification (IPC):
  • C10M 107/34 (2006.01)
  • C10M 145/34 (2006.01)
  • C10M 145/36 (2006.01)
  • C10M 169/04 (2006.01)
(72) Inventors :
  • BUSH, JAMES H. (United States of America)
(73) Owners :
  • THE LUBRIZOL CORPORATION (United States of America)
(71) Applicants :
  • THE LUBRIZOL CORPORATION (United States of America)
(74) Agent: RIDOUT & MAYBEE LLP
(74) Associate agent:
(45) Issued:
(86) PCT Filing Date: 2008-01-24
(87) Open to Public Inspection: 2008-08-07
Examination requested: 2013-01-03
Availability of licence: N/A
(25) Language of filing: English

Patent Cooperation Treaty (PCT): Yes
(86) PCT Filing Number: PCT/US2008/051898
(87) International Publication Number: WO2008/094812
(85) National Entry: 2009-07-02

(30) Application Priority Data:
Application No. Country/Territory Date
60/886,973 United States of America 2007-01-29

Abstracts

English Abstract

The invention provides a lubricating composition containing hydrocarbyl-capped polyoxyalkylene polyol. The invention further provides lubricating compositions containing the hydrocarbyl-capped polyoxyalkylene polyol; and a method for lubricating a mechanical device with the lubricating composition.


French Abstract

L'invention concerne une composition de lubrification contenant du polyol de polyoxyalkylène coiffé par hydrocarbyl. L'invention concerne également des compositions de lubrification contenant le polyol de polyoxyalkylène coiffé par hydrocarbyl, et un procédé de lubrification d'un dispositif mécanique avec la composition de lubrification.

Claims

Note: Claims are shown in the official language in which they were submitted.



What is claimed is:
1. A method of lubricating a driveline device with a lubricating composition
comprising:
(a) about 1 wt % to about 99 wt % of a hydrocarbyl-capped
polyoxyalkylene polyol, wherein the hydrocarbyl-capped group of the
polyoxyalkylene polyol comprises a residue of a mixture of linear monohydric
alcohols selected from the group consisting of undecanol, dodecanol,
tridecanol,
tetradecanol, pentadecanol, hexadecanol, heptadecanol, octadecanol,
nonadecanol
and eicosanol; and
(b) a phosphorus-containing acid, salt or ester, or mixtures thereof.
2. The method of claim 1, wherein the mixture of linear monohydric
alcohols is a mixture of C12-15 alcohols.
3. The method of claim 1, wherein the hydrocarbyl-capped
polyoxyalkylene polyol is a mono-capped hydrocarbyl-capped polyoxyalkylene
polyol, a di-capped hydrocarbyl-capped polyoxyalkylene polyol, or mixtures
thereof.
4. The method of claim 1, wherein the hydrocarbyl-capped
polyoxyalkylene polyol is derived from a homopolymer of an alkylene oxide.
5. The method of claim 1, wherein the hydrocarbyl-capped
polyoxyalkylene polyol is derived from a copolymer of two or more alkylene
oxides.
6. The method of claim 1, wherein the phosphorus-containing acid, salt
or ester is present in the lubricating composition in ranges of about 0.01 wt
% to
about 20 wt %, or about 0.05 wt % to about 10 wt %, or about 0.1 wt % to about

wt % of the lubricating composition.
7. The method of claim 1 further comprises a non-phosphorus extreme
pressure agent, or mixtures thereof.
8. The method of claim 7, wherein the non-phosphorus extreme pressure
agent is selected from the group consisting of a boron-containing compound, a
sulphur-containing compound, and mixtures thereof.
9. The method of claim 1, wherein the non-phosphorus extreme pressure
agent is present at about 0:01 wt % to about 20 wt %, or about 0.05 wt % to
about
wt %, or about 0.1 wt % to about 8 wt % of the lubricating composition.
10. The method of claim 1, wherein the driveline device is selected from at
least of the group consisting of an axle, a gear, a gearbox and a
transmission.


11. The method of claim 10, wherein the transmission is selected from at
least of the group consisting of manual transmissions, continuously variable
transmissions, infinitely variable transmissions, toroidal transmissions,
continuously slipping torque converted clutches, automatic transmissions,
stepped automatic transmissions, traction drive transmissions and dual clutch
transmissions.

Description

Note: Descriptions are shown in the official language in which they were submitted.



CA 02674549 2009-07-02
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LUBRICATING COMPOSITIONS

FIELD OF INVENTION
The present invention relates to a lubricating composition comprising
hydrocarbyl-capped polyoxyalkylene polyol. The invention further provides
lubricating compositions containing the hydrocarbyl-capped polyoxyalkylene
polyol; and a method for lubricating a mechanical device with the lubricating
composition.
BACKGROUND OF THE INVENTION
[0001] It is known to lubricate mechanical devices such as driveline power
transmitting devices, internal combustion engines or hydraulic systems with a
lubricant comprising a polyalkylene glycol oil of lubricating viscosity.
[0002] In addition driveline power transmitting devices such as gears or
transmissions, especially axle fluids and manual transmission fluids (MTFs),
present highly challenging technological problems and solutions for satisfying
the multiple and often conflicting lubricating requirements, whilst providing
at
least one of wear performance, durability and fuel economy. One of the
important parameters influencing performance is lubricant viscosity.
Lubricants capable of performing at lower viscosity typically provide
increased
fuel economy (thus improving CAFE efficiency). Conversely, lower viscosity
fluids also contribute to elevated gear and transmission operating
temperatures,
which are believed to reduce fuel economy. Additionally, increasing lubricant
viscosity is believed to provide better wear protection and durability to
gears
and transmissions. Consequently, it would be desirable to provide a correctly
balanced lubricant composition to meet the needs of mechanical devices such
as gears and transmissions. Typically the lubricating composition is capable
of
imparting at least one of an acceptable co-efficient of friction, viscosity
index (VI),
oil blend thickening capabilities, shear stability, good low temperature
viscosity performance, reduced operating temperatures, acceptable wear
performance, acceptable durability, or acceptable fuel economy.


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[0003] US Patent 4,370,247 and European Patent Application 460 317
disclose polyalkylene glycol lubricating compositions.
[0004] US Patent 4,370,247 discloses the use of a polyalkylene glycol to
reduce power loss due to a frictional decrease.
[0005] European Patent Application 460 317 discloses gear oil a lubricating
composition containing a polyalkylene glycol lubricant and at least one
sulphur-containing antiwear or extreme pressure agent. The polyalkylene
glycol is prepared using water or monohydric alcohols. The monohydric alcohols
listed include methanol, ethanol, propanol, butanol, pentanol, hexanol,
isobutanol,
neopentanol and decanol. The examples disclose Emkarox series poly(ethylene-
propylene) glycols available from Uniquema that are believed to be made using
a
butanol initiator.
SUMMARY OF THE INVENTION
[0006] In one embodiment the invention provides a hydrocarbyl-capped
polyoxyalkylene polyol, wherein the hydrocarbyl-capped group of the
polyoxyalkylene polyol comprises a residue of a linear or branched monohydric
alcohol containing about 6 or more carbon atoms.
[0007] In one embodiment the invention provides a hydrocarbyl-capped
polyoxyalkylene polyol, wherein the hydrocarbyl-capped group of the
polyoxyalkylene polyol comprises a residue of a branched monohydric alcohol
containing about 6 or more carbon atoms.
[0008] In one embodiment the invention provides a hydrocarbyl-capped
polyoxyalkylene polyol, wherein the hydrocarbyl-capped group of the
polyoxyalkylene polyol comprises a residue of a linear monohydric alcohol
containing about 11 or more carbon atoms.
[0009] In one embodiment the invention provides a lubricating composition
comprising about 1 wt % to about 99 wt % of a hydrocarbyl-capped
polyoxyalkylene polyol wherein the hydrocarbyl-capped group of the
polyoxyalkylene polyol comprises a residue of a linear or branched monohydric
alcohol containing about 6 or more carbon atoms.
[0010] In one embodiment the invention provides a lubricating composition
comprising about 1 wt % to about 99 wt % of a hydrocarbyl-capped
2


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polyoxyalkylene polyol, wherein the hydrocarbyl-capped group of the
polyoxyalkylene polyol comprises a residue of a branched monohydric alcohol
containing about 6 or more carbon atoms.
[0011] In one embodiment the invention provides a lubricating composition
comprising about 1 wt % to about 99 wt % of a hydrocarbyl-capped
polyoxyalkylene polyol, wherein the hydrocarbyl-capped group of the
polyoxyalkylene polyol comprises a residue of a linear monohydric alcohol
containing about 11 or more carbon atoms.
[0012] In one embodiment the invention provides the lubricating
compositions disclosed herein in the form of a concentrate.
[0013] In one embodiment the invention provides the lubricating
compositions disclosed herein in the form of a fully formulated lubricant.
[0014] In one embodiment the invention provides a method of lubricating a
mechanical device with a lubricating composition comprising about 1 wt % to
about
99 wt % of a hydrocarbyl-capped polyoxyalkylene polyol wherein the hydrocarbyl-

capped group of the polyoxyalkylene polyol comprises a residue of a linear or
branched monohydric alcohol containing about 6 or more carbon atoms.
[0015] In one embodiment the invention provides a method of lubricating a
mechanical device with a lubricating composition comprising about 1 wt % to
about
99 wt % of a hydrocarbyl-capped polyoxyalkylene polyol, wherein the
hydrocarbyl-
capped group of the polyoxyalkylene polyol comprises a residue of a branched
monohydric alcohol containing about 6 or more carbon atoms.
[0016] In one embodiment the invention provides a method of lubricating a
mechanical device with a lubricating composition comprising about 1 wt % to
about
99 wt % of a hydrocarbyl-capped polyoxyalkylene polyol, wherein the
hydrocarbyl-
capped group of the polyoxyalkylene polyol comprises a residue of a linear
monohydric alcohol containing about 11 or more carbon atoms.
[0017] In one embodiment the mechanical device includes a driveline device.
[0018] In one embodiment the lubricating composition further comprises a
phosphorus-containing acid, salt or ester, or mixtures thereof.
[0019] In one embodiment the lubricating composition further comprises a non-
phosphorus extreme pressure agent, or mixtures thereof.

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[0020] In one embodiment the invention provides for the use of the
hydrocarbyl-capped polyoxyalkylene polyol disclosed herein as an oil of
lubricating
viscosity.
DETAILED DESCRIPTION OF THE INVENTION
[0021] As disclosed above, the present invention provides a hydrocarbyl-
capped polyoxyalkylene polyol; a lubricating composition comprising the
hydrocarbyl-capped polyoxyalkylene polyol; and a method of lubricating a
mechanical device with the lubricating composition.
Hydrocarbyl-Cgpped Polyox.lkylene Polyol
[0022] In one embodiment the hydrocarbyl-capped polyoxyalkylene polyol
includes compounds derived from a homopolymer or a copolymer of an alkylene
oxide. In one embodiment the hydrocarbyl-capped polyoxyalkylene polyol is a
copolymer and may be random or block. In one embodiment the copolymer is
block. In one embodiment the copolymer is random.
[0023] In one embodiment the hydrocarbyl-capped polyoxyalkylene polyol has a
weight average molecular weight of about 200 to about 50,000, or about 500 to
about 20,000, or about 750 to about 10,000, or about 1000 to about 5000.
[0024] In one embodiment the hydrocarbyl-capped polyoxyalkylene polyol
includes compounds derived from a copolymer of two or more alkylene oxides.
[0025] In one embodiment the hydrocarbyl-capped polyoxyalkylene polyol is
obtained/obtainable by a process that comprises reacting (i) an alkylene
oxide, (ii) a
linear or branched monohydric alcohol containing about 6 or more carbon atoms,
(iii) optionally a base catalyst, and (iv) optionally an alcohol other than
(ii).
[0026] In one embodiment the hydrocarbyl-capped polyoxyalkylene polyol is
obtained/obtainable by a process that comprises reacting (i) an alkylene
oxide, (ii) a
linear or branched monohydric alcohol containing about 6 or more carbon atoms,
(iii) a base catalyst, (iv) optionally an alcohol other than (ii).
[0027] In one embodiment the processes defined above to prepare the
hydrocarbyl-capped polyoxyalkylene polyol comprise a mixture of a linear or
branched monohydric alcohol containing about 6 or more carbon atoms, and an
alcohol other than the linear or branched alcohol as defined above.

4


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[0028] In one embodiment the hydrocarbyl-capped polyoxyalkylene polyol is
obtained/obtainable from an alkylene oxide including ethylene oxide, propylene
oxide, butylene oxide, pentylene oxide, hexylene oxide, heptylene oxide,
octylene oxide, nonylene oxide, decylene oxide, undecylene oxide, dodecylene
oxide, tridecylene oxide, tetradecylene, pentadecylene oxide, hexadecylene
oxide, heptadecylene oxide, octadecylene oxide, nonadecylene oxide,
eicosylene oxide, or mixtures thereof.
[0029] In one embodiment the hydrocarbyl-capped polyoxyalkylene polyol is
obtained/obtainable from a mixture of (1) at least one alkylene oxide selected
from
the group consisting of ethylene oxide, propylene oxide, butylene oxide,
pentylene oxide, hexylene oxide, heptylene oxide, and mixtures thereof; and
(2)
at least one alkylene oxide selected from the group consisting of octylene
oxide,
nonylene oxide, decylene oxide, undecylene oxide, dodecylene oxide,
tridecylene oxide, tetradecylene, pentadecylene oxide, hexadecylene oxide,
heptadecylene oxide, octadecylene oxide, nonadecylene oxide, eicosylene
oxide, and mixtures thereof.
[0030] In one embodiment the alkylene oxide of (2) is selected from the
group consisting of decylene oxide, undecylene oxide, dodecylene oxide,
tridecylene oxide, tetradecylene, pentadecylene oxide, hexadecylene oxide,
heptadecylene oxide, octadecylene oxide, and mixtures thereof.
[0031] In one embodiment the hydrocarbyl-capped polyoxyalkylene polyol is
obtained/obtainable from a copolymer of two or more alkylene oxides.
[0032] In one embodiment the hydrocarbyl-capped polyoxyalkylene polyol is
obtained/obtainable from a copolymer of (i) one or more alkylene oxides, and
(ii)
styrene oxide.
[0033] In one embodiment the hydrocarbyl-capped polyoxyalkylene polyol is
obtained/obtainable from a copolymer of ethylene oxide and propylene oxide.
[0034] In one embodiment the hydrocarbyl-capped polyoxyalkylene polyol in
mono-capped.
[0035] In one embodiment the hydrocarbyl-capped polyoxyalkylene polyol in
di-capped. A di- hydrocarbyl-capped polyoxyalkylene polyol may be formed by


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either (i) a linear or branched monohydric alcohol containing about 6 or more
carbon atoms, or (ii) an alcohol other than the linear or branched alcohol of
(i).
[0036] In one embodiment the di- hydrocarbyl-capped polyoxyalkylene polyol is
formed by a mixture of a linear or branched monohydric alcohol containing
about 6
or more carbon atoms, and an alcohol other than the linear or branched alcohol
as
defined above.
[0037] In one embodiment the alcohol other than the linear or branched
alcohol of (i) has about 1 to about 5 carbon atoms. In one embodiment the
alcohol is
methanol.
[0038] In one embodiment the hydrocarbyl-capped polyoxyalkylene polyol
comprises (i) a portion of oxyalkylene groups derived from ethylene oxide; and
(ii) a portion of oxyalkylene groups derived from an alkylene oxide containing
about 3 to about 8 carbon atoms.
[0039] In one embodiment the hydrocarbyl-capped polyoxyalkylene polyol
comprises (i) about 0 wt % to about 80 wt % of ethylene oxide, and an alkylene
oxide containing about 3 to about 8 carbon atoms present at about 20 wt % to
about 100 wt % of the hydrocarbyl-capped polyoxyalkylene polyol.
[0040] In one embodiment the hydrocarbyl-capped polyoxyalkylene polyol
comprises (i) about 0 wt % to about 75 wt % of ethylene oxide, and an alkylene
oxide containing about 3 to about 8 carbon atoms present at about 25 wt % to
about 100 wt % of the hydrocarbyl-capped polyoxyalkylene polyol.
[0041] In one embodiment the hydrocarbyl-capped polyoxyalkylene polyol
comprises (i) about 1 wt % to about 70 wt % of ethylene oxide, and an alkylene
oxide containing about 3 to about 8 carbon atoms present at about 30 wt % to
about 99 wt % of the hydrocarbyl-capped polyoxyalkylene polyol.
[0042] In one embodiment the hydrocarbyl-capped polyoxyalkylene polyol
comprises (i) about 5 wt % to about 60 wt % of ethylene oxide, and an alkylene
oxide containing about 3 to about 8 carbon atoms present at about 40 wt % to
about 95 wt % of the hydrocarbyl-capped polyoxyalkylene polyol.
[0043] The hydrocarbyl-capped polyoxyalkylene polyol is commercially
available for example available from Bayer with tradename ActaclearTMND-21.

6


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[0044] The hydrocarbyl-capped polyoxyalkylene polyol may be prepared by
basic catalysis. U.S. Patents 4,274,837, 4,877,416, and 5,600,025 disclose the
use of alkali metals such as potassium as a basic catalyst for making
hydrocarbyl-capped polyoxyalkylene polyol.
[0045] In one embodiment the hydrocarbyl-capped polyoxyalkylene polyol
may be prepared using a double metal cyanide catalyst. Suitable double cyanide
catalysts are described in U.S. Pat. Nos. 3,278,457, 3,941,849, 4,472,560,
5,158,922, 5,470,813, 5,482,908.
[0046] In one embodiment the hydrocarbyl-capped polyoxyalkylene polyol
may be prepared using a zinc hexacyanocobaltate-tert-butyl alcohol complex as
disclosed in US Pat No. 6,821,308.
[0047] In one embodiment the base catalyst includes Lewis bases.
[0048] The reaction may be carried out a reaction temperature range of about
50
C to about 150 C, or about 100 C to about 120 C.
[0049] The reaction may be carried out at atmospheric pressure between
about 10 kPa to about 3000 kPa (or about 0.1 bar to about 30 bar), or about 50
kPa to about 1500 kPa (or about 0.5 bar to about 15 bar).
[0050] Typically the hydrocarbyl-capped polyoxyalkylene polyol will undergo
remove or neutralize the base catalyst. The base catalyst may be removed or
neutralised by techniques including acid neutralization, ion exchange,
adsorption of
metals, or mixtures thereof.
[0051] The monohydric alcohol typically forms a capping group on the
hydrocarbyl-capped polyoxyalkylene polyol. Also the monohydric alcohol may
also
be described as an initiator.
[0052] In different embodiments the hydrocarbyl-capped group of the
polyoxyalkylene polyol comprises a residue of a linear or branched monohydric
alcohol containing about 6 to about 40, or about 6 to about 30, or about 8 to
about 20
carbon atoms.
[0053] In different embodiments the hydrocarbyl-capped group of the
polyoxyalkylene polyol comprises a residue of a branched monohydric alcohol
containing about 6 to about 60, or about 8 to about 50, or about 8 to about
30, or
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about 8 to about 12 carbon atoms. The branching may occur at any point in the
chain and the branching may be of any length.
[0054] Examples of a branched monohydric alcohol containing about 6 or more
carbon atoms include 2-ethylhexanol, isotridecanol, Guerbet alcohols, or
branched
alcohols of the Formula R'R"CHCHzOH, or mixtures thereof. In one embodiment
the branched monohydric alcohol includes 2-ethylhexanol or isotridecanol.
[0055] Examples of suitable groups for R' and R" on the formula defined
above include the following:
1) alkyl groups containing C15_16 polymethylene groups, such as 2-Ci_15
alkyl-hexadecyl groups (e.g. 2-octylhexadecyl) and 2-alkyl-octadecyl groups
(e.g. 2-ethyloctadecyl, 2-tetradecyl-octadecyl and 2-hexadecyloctadecyl);
2) alkyl groups containing C13_14polymethylene group, such as 2-Ci_15
alkyl-tetradecyl groups (e.g. 2-hexyltetradecyl, 2-decyltetradecyl and
2-undecyltridecyl) and 2-Ci_15alkyl-hexadecyl groups (e.g. 2-ethyl-hexadecyl
and 2-dodecylhexadecyl);
3) alkyl groups containing C10_12polymethylene group, such as 2-Ci_15
alkyl-dodecyl groups (e.g. 2-octyldodecyl) and 2-Ci_15alkyl-dodecyl groups
(2-hexyldodecyl and 2-octyldodecyl), 2-Ci_15alkyl-tetradecyl groups (e.g.
2-hexyltetradecyl and 2-decyltetradecyl);
4) alkyl groups containing C6_9polymethylene group, such as 2-Ci_15
alkyl-decyl groups (e.g. 2-octyldecyl and 2,4-di-C1_15 alkyl-decyl groups
(e.g.
2-ethyl-4-butyl-decyl group);
5) alkyl groups containing Ci_spolymethylene group, such as 2-(3-
methylhexyl)-7-methyl-decyl and 2-(1,4,4-trimethylbutyl)-5,7,7-trimethyl-octyl
groups; and
6) and mixtures of two or more branched alkyl groups, such as alkyl
residues of oxoalcohols corresponding to propylene oligomers (from hexamer
to undecamer), ethylene/propylene (molar ratio of about 16:1-1:11) oligomers,
iso-butene oligomers (from pentamer to octamer), C5_17 a-olefin oligomers
(from dimer to hexamer).
[0056] In different embodiments the hydrocarbyl-capped group of the
polyoxyalkylene polyol comprises a residue of a linear monohydric alcohol
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containing about 11 to about 60, or about 11 to about 30, or about 12 to about
20, or
about 12 to about 18 carbon atoms.
[0057] In different embodiments linear monohydric alcohol includes undecanol,
dodecanol, tridecanol, tetradecanol, pentadecanol, hexadecanol, heptadecanol,
octadecanol, nonadecanol, eicosanol, or mixtures thereof.
[0058] In different embodiments a suitable linear monohydric alcohol includes
mixtures of Ciz_15 alcohol, or Cg_io alcohols.
[0059] In one embodiment the hydrocarbyl-capped polyoxyalkylene polyol is
present in the lubricating composition at a range selected from the group
consisting
of about 1 wt % to about 99 wt %, or about 10 wt % to about 97 wt %, or about
25
wt % to about 95 wt %, or about 50 wt % to about 95 wt %, and about 65 wt % to
about 95 wt %, of the lubricating composition.
Phosphorus-Containing Acid, Salt or Ester
[0060] In one embodiment the lubricating composition includes a
phosphorus-containing acid, salt or ester. The phosphorus-containing acid,
salt
or ester may be an antiwear agent and/or an extreme pressure agent. In one
embodiment the phosphorus-containing acid, salt or ester is in the form of a
mixture.
[0061] The phosphorus-containing acid, salt or ester may be ash-containing
(i.e. metal containing) or ashless (i.e. metal free (prior to being mixed with
other components)).
[0062] The phosphorus-containing acid, salt or ester includes (i) a non-ionic
phosphorus compound; (ii) an amine salt of a phosphorus compound; (iii) an
ammonium salt of a phosphorus compound; (iv) a monovalent metal salt of a
phosphorus compound, such as a metal dialkyldithiophosphate or a metal
dialkylphosphate; or (v) mixtures of (i), (ii), (iii) or (iv).
[0063] In one embodiment the phosphorus-containing acid, salt or ester
includes a metal dialkyldithiophosphate. The alkyl groups of the
dialkyldithiophosphate include linear or branched containing about 2 to about
20 carbon atoms, provided that the total number of carbons is sufficient to
make the metal dialkyldithiophosphate soluble in the hydrocarbyl-capped group
of the polyoxyalkylene polyol. The metal of the metal dialkyldithiophosphate
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typically includes monovalent or divalent metals. Examples of suitable metals
include sodium, potassium, copper, calcium, magnesium, barium or zinc. In
one embodiment the phosphorus-containing acid, salt or ester is a zinc
dialkyldithiophosphate. Examples of a suitable zinc dialkylphosphate often
referred to as ZDDP, ZDP or ZDTP) include, zinc di-(amyl) dithiophosphate,
zinc di-(1,3-dimethylbutyl) dithiophosphate, zinc di-(heptyl) dithiophosphate,
zinc di-(octyl) dithiophosphate di-(2-ethylhexyl) dithiophosphate, zinc di-
(nonyl) dithiophosphate, zinc di-(decyl) dithiophosphate, zinc di-(dodecyl)
dithiophosphate, zinc di-(dodecylphenyl) dithiophosphate, zinc di-
(heptylphenyl) dithiophosphate, or mixtures thereof.
[0064] Examples of a zinc dialkyldithiophosphate derived from mixtures of
alcohols include those derived from (i) a mixture of amyl alcohol and isobutyl
alcohol, (ii) 2-ethylhexyl alcohol and isopropyl alcohol, and (iii) 4-methyl-2-

pentanol and isopropyl alcohol.
[0065] In one embodiment the phosphorus-containing acid, salt or ester is
other than metal dialkyldithiophosphate.
[0066] In one embodiment the phosphorus-containing acid, salt or ester
includes an ammonium or amine salt of a phosphorus-containing acid or ester.
[0067] The amine salt of a phosphorus acid or ester includes phosphoric
acid esters and amine salts thereof; dialkyldithiophosphoric acid esters and
amine salts thereof; amine salts of phosphites; and amine salts of phosphorus-
containing carboxylic esters, ethers, and amides; and mixtures thereof.
[0068] The amine salt of a phosphorus acid or ester may be used alone or in
combination. In one embodiment the amine salt of a phosphorus compound is
derived from an amine salt of a phosphorus compound, or mixtures thereof.
[0069] In one embodiment the amine salt of a phosphorus acid or ester
includes a partial amine salt-partial metal salt compounds or mixtures
thereof.
In one embodiment the amine salt of a phosphorus acid or ester further
includes
at least one sulphur atom in the molecule.
[0070] Suitable amines that are suitable for making the amine salt include
primary amines, secondary amines, tertiary amines, and mixtures thereof. The
amines include those with at least one hydrocarbyl group, or, in certain


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embodiments, two or three hydrocarbyl groups. The hydrocarbyl groups may
contain about 2 to about 30 carbon atoms, or in other embodiments about 8 to
about 26, or about 10 to about 20, or about 13 to about 19 carbon atoms.
[0071] Primary amines include ethylamine, propylamine, butylamine,
2-ethylhexylamine, octylamine, and dodecylamine, as well as such fatty amines
as n-octylamine, n-decylamine, n-dodecylamine, n-tetradecylamine,
n-hexadecylamine, n-octadecylamine and oleyamine. Other useful fatty amines
include commercially available fatty amines such as "Armeen " amines
(products available from Akzo Chemicals, Chicago, Illinois), such as Armeen
C, Armeen 0, Armeen OL, Armeen T, Armeen HT, Armeen S and Armeen SD,
wherein the letter designation relates to the fatty group, such as coco,
oleyl,
tallow, or stearyl groups.
[0072] Examples of suitable secondary amines include dimethylamine,
diethylamine, dipropylamine, dibutylamine, diamylamine, dihexylamine,
diheptylamine, methylethylamine, ethylbutylamine and ethylamylamine. The
secondary amines include cyclic amines such as piperidine, piperazine and
morpholine.
[0073] In one embodiment the amine includes a tertiary-aliphatic primary
amine. The aliphatic group of the tertiary-aliphatic primary amine includes an
alkyl group containing about 2 to about 30, or about 6 to about 26, or about 8
to
about 24 carbon atoms. Tertiary alkyl amines include monoamines such as tert-
butylamine, tert-hexylamine, 1-methyl-l-amino-cyclohexane, tert-octylamine,
tert-decylamine, tertdodecylamine, tert-tetradecylamine, tert-hexadecylamine,
tert-octadecylamine, tert-tetracosanylamine, and tert-octacosanylamine.
[0074] In one embodiment the amine salt of a phosphorus acid or ester
includes an amine with about C 11 to about C 14 tertiary alkyl primary groups
or
mixtures thereof. In one embodiment the amine salt of a phosphorus compound
includes an amine with about C 14 to about C 18 tertiary alkyl primary amines
or
mixtures thereof. In one embodiment the amine salt of a phosphorus compound
includes an amine with about C 18 to about C22 tertiary alkyl primary amines
or
mixtures thereof.

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[0075] Mixtures of amines may also be used in the invention. In one
embodiment a useful mixture of amines is "Primene 81R" or "Primene
JMT." Primene 81 R and Primene JMT (both produced and sold by Rohm &
Haas) are mixtures of about C l 1 to about C 14 tertiary alkyl primary amines
and
about Cl8 to about C22 tertiary alkyl primary amines respectively.
[0076] In one embodiment the amine salt of a phosphorus acid or ester is the
reaction product of a about C14 to about C18 alkyl phosphoric acid with
Primene 81R (produced and sold by Rohm & Haas) which is a mixture of
about C l 1 to about C 14 tertiary alkyl primary amines.
[0077] Examples of the amine salt of a phosphorus acid or ester include the
reaction product(s) of isopropyl, methyl-amyl (4-methyl-2-pentyl or mixtures
thereof), 2-ethylhexyl, heptyl, octyl or nonyl dithiophosphoric acids with
ethylene diamine, morpholine, or Primene 81RTM, and mixtures thereof.
[0078] In one embodiment a dithiophosphoric acid may be reacted with an
epoxide or a glycol. This reaction product is further reacted with a
phosphorus
acid, anhydride, or lower ester (where "lower" signifies about 1 to about 8,
or
about 1 to about 6, or about 1 to about 4, or 1 to about 2 carbon atoms in the
alcohol-derived portion of the ester). The epoxide includes an aliphatic
epoxide or a styrene oxide. Examples of useful epoxides include ethylene
oxide, propylene oxide, butene oxide, octene oxide, dodecene oxide, styrene
oxide and the like. In one embodiment the epoxide is propylene oxide.
Suitable examples of the glycols include aliphatic glycols having 1 to about
12,
or about 2 to about 6, or about 2 to about 3 carbon atoms. The
dithiophosphoric acids, glycols, epoxides, inorganic phosphorus reagents and
methods of reacting the same are described in U.S. Patent numbers 3,197,405
and 3,544,465. The resulting acids may then be salted with amines. An example
of suitable dithiophosphoric acid is prepared by adding phosphorus pentoxide
(about 64 grams) at about 58 C over a period of about 45 minutes to about 514
grams of hydroxypropyl 0,0 -di(4-methyl-2-pentyl)phosphorodithioate
(prepared by reacting di(4-methyl-2-pentyl)-phosphorodithioic acid with about
1.3 moles of propylene oxide at about 25 C). The mixture is heated at about
75 C for about 2.5 hours, mixed with a diatomaceous earth and filtered at
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about 70 C. The filtrate contains about 11.8% by weight phosphorus, about
15.2% by weight sulphur, and an acid number of 87 (bromophenol blue).
[0079] In one embodiment the phosphorus-containing acid, salt or ester
includes a non-ionic phosphorus compound. Typically the non-ionic
phosphorus compound may have an oxidation of +3 or +5. The different
embodiments include phosphite ester, phosphate esters, or mixtures thereof. A
more detailed description of the non-ionic phosphorus compound include
column 9, line 48 to column 11, line 8 of US 6,103,673.
[0080] In one embodiment the phosphorus-containing acid, salt or ester
includes an amine salt of at least one partially esterified monothiophosphoric
acid, or mixtures thereof.
[0081] In one embodiment the phosphorus-containing acid, salt or ester
includes an amine salt of at least one partially esterified phosphoric acid.
[0082] A more detailed description of the amine salt of at least one partially
esterified monothiophosphoric acid; and the amine salt of at least one
partially
esterified phosphoric acid is disclosed in EP 460 317.
[0083] In one embodiment the phosphorus-containing acid, salt or ester is
present in the lubricating composition at a range selected from the group
consisting of about 0 wt % to about 20 wt %, about 0.01 wt % to about 20 wt
%, or about 0.05 wt % to about 10 wt %, and about 0.1 wt % to about 5 wt %,
of the lubricating composition.
Extreme Pressure Agent
[0084] The extreme pressure agent, is other than the phosphorus-containing
acid, salt, or ester.
[0085] The extreme pressure agent includes a boron-containing compound, a
sulphur-containing compound, or mixtures thereof.
[0086] In one embodiment the extreme pressure agent includes a boron-
containing compound, or mixtures thereof.
[0087] In one embodiment the extreme pressure agent includes a sulphur-
containing compound, or mixtures thereof.
[0088] In one embodiment the extreme pressure agent includes a sulphur-
containing compound and a boron-containing compound.

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[0089] In one embodiment the extreme pressure agent is present in the
lubricating composition at a range selected from the group consisting of about
0.01
wt % to about 20 wt %, or about 0.05 wt % to about 10 wt %, and about 0.1 wt
% to about 8 wt %, of the lubricating composition.
Sulphur-Containing _ Compound
[0090] In one embodiment the extreme pressure agent includes a sulphur-
containing compound. In one embodiment the sulphur-containing compound
includes a sulphurised olefin, a polysulphide, or mixtures thereof.
[0091] Examples of the sulphurised olefin include an olefin derived from
propylene, isobutylene, pentene, an organic sulphide and/or polysulphide
including benzyldisulphide; bis-(chlorobenzyl) disulphide; dibutyl
tetrasulphide; di-tertiary butyl polysulphide; and sulphurised methyl ester of
oleic acid, a sulphurised alkylphenol, a sulphurised dipentene, a sulphurised
terpene, a sulphurised Diels-Alder adduct, an alkyl sulphenyl N'N-dialkyl
dithiocarbamates; or mixtures thereof. In one embodiment the sulphurised
olefin includes an olefin derived from propylene, isobutylene, pentene or
mixtures thereof.
[0092] In one embodiment the extreme pressure agent sulphur-containing
compound including a dimercaptothiadiazole derivative, or mixtures thereof.
Examples of the dimercaptothiadiazole derivative include
2,5-dimercapto-1,3-4-thiadiazole or a hydrocarbyl-substituted 2,5-dimercapto-
1,3-4-thiadiazole, or oligomers thereof. The oligomers of hydrocarbyl-
substituted 2,5-dimercapto-1,3-4-thiadiazole typically form by forming a
sulphur-sulphur bond between 2,5-dimercapto-1,3,4-thiadiazole units to form
oligomers of two or more of said thiadiazole units. Suitable
2,5-dimercapto-1,3-4-thiadiazole compounds include 2,5-bis(tert-nonyldithio)-
1,3,4-thiadiazole or 2-tert-nonyldithio-5-mercapto-1,3,4-thiadiazole.
[0093] The number of carbon atoms on the hydrocarbyl substituents of the
hydrocarbyl-substituted 2,5-dimercapto-1,3,4-thiadiazole typically include
about 1 to about 30, or about 2 to about 20, or about 3 to about 16.

14


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Borate Ester or Borate Alcohol
[0094] In one embodiment the extreme pressure agent includes a boron-
containing compound. The boron-containing compound includes a borate ester,
a borate alcohol, or mixtures thereof.
[0095] In one embodiment the boron-containing compound includes a borate
ester or a borate alcohol. The borate ester or borate alcohol compounds are
substantially the same except the borate alcohol has at least one hydroxyl
group that
is not esterified. Therefore, as used herein the term "borate ester" is used
to refer to
either borate ester or borate alcohol.
[0096] The borate ester may be prepared by the reaction of a boron compound
and at least one compound selected from epoxy compounds, halohydrin compounds,
epihalohydrin compounds, alcohols and mixtures thereof. The alcohols include
dihydric alcohols, trihydric alcohols or higher alcohols, with the proviso for
one
embodiment that hydroxyl groups are on adjacent carbon atoms i.e. vicinal.
Hereinafter "epoxy compounds" is used when referring to "at least one compound
selected from epoxy compounds, halohydrin compounds, epihalohydrin compounds
and mixtures thereof."
[0097] Boron compounds suitable for preparing the borate ester include the
various forms selected from the group consisting of boric acid (including
metaboric acid, HBOz, orthoboric acid, H3B03, and tetraboric acid, H2B407),
boric oxide, boron trioxide and alkyl borates. The borate ester may also be
prepared from boron halides.
[0098] In one embodiment the borate ester is formed by the reaction of a
borating agent with an epoxy compound, dihydric alcohols, trihydric alcohols
or
higher alcohols.
[0099] The borating agent includes various forms of boric acid (including
metaboric acid, HBOz, orthoboric acid, H3B03, and tetraboric acid, H2B407),
boric
oxide, boron trioxide, and alkyl borates, such as those of the formula
(RO)XB(OH)y
wherein x is 1 to 3 and y is 0 to 2, the sum of x and y being 3, and where R
is a
hydrocarbyl group containing about 1 or more carbon atoms, provided that the
borating agent is soluble in the hydrocarbyl-capped group of the
polyoxyalkylene
polyol.



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[00100] In one embodiment, the borating agent includes an alkali or mixed
alkali metal and alkaline earth metal borate. These metal borates are
generally
hydrated particulate metal borates which are known in the art. In one
embodiment the metal borates include mixed alkali and alkaline earth metal
borates. These metal borates are available commercially.
[00101] In one embodiment x is equal to 2 or 3 for the formula (RO)XB(OH)y.
When x is equal to 2 or 3, at least two of the R groups per the above formula
are
hydrocarbyl groups. The hydrocarbyl groups include alkyl, aryl or cycloalkyl
when any two adjacent R groups are connected in a ring. When R is alkyl, the
group include saturated or unsaturated. In one embodiment the hydrocarbyl
group is an unsaturated alkyl. In one embodiment the hydrocarbyl group is
cyclic. In one embodiment the hydrocarbyl groups are mixtures of alkyl and
cycloalkyl.
[00102] Generally there is no upper limit on the number of carbon atoms in
the molecule, but a practical limit includes about 500, or about 400, or about
200, or about 100, or about 60. For example, the number of carbon atoms
present in each R group includes about 1 to about 60, or about 1 to about 40,
or
about 1 to about 30 carbon atoms, provided the total number of carbon atoms
on the R groups typically ranges from in about 9 or more, or about 10 or more,
or about 12 or more, or about 14 or more.
[00103] In one embodiment all R groups are hydrocarbyl groups containing
about 1 to about 30 carbon atoms, provided the total number of carbon atoms is
about 9 or more.
[00104] Examples of R groups include isopropyl, n-butyl, isobutyl, amyl, 2-
pentenyl, 4-methyl-2-pentyl, 2-ethylhexyl, heptyl, isooctyl, nonyl, decyl,
undecyl, dodecenyl, dodecyl, tridecyl, tetradecyl, pentadecyl, hexadecyl,
heptadecyl, octadecyl, nonadecyl and eicosyl groups.
[00105] In one embodiment the epoxy compounds useful for preparing the
borate ester or borate alcohol includes those represented by the formulae:

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R'
O
H T
R2
or
Rl

2
wherein
R' includes independently H or an alkyl chain containing 1 to about 4, or
about 1 to about 2 carbon atoms;
R2 includes an alkyl chain containing about 8 to about 30, or about 10 to
about 26, or about 12 to about 22 carbon atoms; and
T includes independently hydrogen or a halogen.
[00106] In one embodiment T includes a halogen, such as, chlorine, bromine,
iodine or fluorine or mixtures thereof; and the epoxy compounds are
epihalohydrin compounds. In one embodiment T is chlorine. In one embodiment T
is hydrogen.
[00107] In one embodiment the epoxy compounds of the invention include
commercial mixtures of C14-C16 epoxides or C14-Cig epoxides. In one
embodiment,
the epoxy compounds of the invention are substantially of the same carbon
number.
Examples of suitable such epoxy compounds may include 1,2-epoxydecane,
1,2-epoxyundecane, 1,2-epoxydodecane, 1,2-epoxytridecane, 1,2-epoxybutadecane,
1,2-epoxypentadecane 1,2-epoxyhexadecane, 1,2-epoxyheptadecane,
1,2-epoxyoctadecane, 1,2-epoxynonadecane and 1,2-epoxyicosane. In one
embodiment purified epoxy compounds include 1,2-epoxytetradecane,
1,2-epoxypentadecane 1,2-epoxyhexadecane, 1,2-epoxyheptadecane,
1,2-epoxyoctadecane. In one embodiment the epoxy compound is
1,2-epoxyhexadecane.

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[00108] The dihydric alcohols, trihydric alcohols or higher alcohols may
contain
about 2 to about 30, or about 4 to about 26, or about 6 to about 20 carbon
atoms.
The alcohol compounds may include glycerol compounds, such as, glycerol
monooleate.
[00109] The borate ester may be prepared by blending the borating agent and
the epoxy compounds or alcohols described above and heating them at a
suitable temperature, such as at about 80 C to about 250 C, about 90 C to
about 240 C, or about 100 C to about 230 C, until the desired reaction has
occurred. The molar ratio of the borating agent to the epoxy compounds
includes about 4:1 to about 1:4, or about 1:1 to about 1:3, or about 1:2. An
inert
liquid may be used in performing the reaction. The liquid includes toluene,
xylene, chlorobenzene, dimethylformamide, or mixtures thereof. Water is
typically formed and is distilled off during the reaction. Alkaline reagents
may
be used to catalyze the reaction.
[00110] In one embodiment suitable boron-containing compounds include
tripropyl borate, tributyl borate, tripentyl borate, trihexyl borate,
triheptyl
borate, trioctyl borate, trinonyl borate and tridecyl borate.
[00111] In one embodiment the borate ester compounds include tributyl
borate, tri-2-ethylhexyl borate or mixtures thereof.
Conventional Oil of Lubricating Viscosity
[00112] In one embodiment the hydrocarbyl-capped polyoxyalkylene polyol
disclosed herein, is mixed with a conventional oil of lubricating viscosity.
In
instance where a conventional oil of lubricating viscosity may be immiscible
with
the hydrocarbyl-capped polyoxyalkylene polyol disclosed herein, a person
skilled in
the art may further include ester base oils. The presence of ester base oils
without
being bound by theory is believed to aid in solubilising hydrocarbyl-capped
polyoxyalkylene polyol disclosed herein, and a conventional oil of lubricating
viscosity.
[00113] In one embodiment the lubricating compositions of the present
invention are lubricated with the hydrocarbyl-capped polyoxyalkylene polyol as
disclosed herein i.e. the lubricating composition is free of a conventional
oil of
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lubricating viscosity, other than diluent oil conventionally associated with
lubricant additives.
[00114] The conventional oil of lubricating viscosity is an oil other than the
hydrocarbyl-capped polyoxyalkylene polyol as disclosed herein. The
conventional
oil of lubricating viscosity includes natural and synthetic oils, oil derived
from
hydrocracking, hydrogenation, and hydrofinishing, unrefined, refined and re-
refined oils or mixtures thereof.
[00115] Unrefined oils are those obtained directly from a natural or synthetic
source generally without (or with little) further purification treatment.
[00116] Refined oils are similar to the unrefined oils except they have been
further treated in one or more purification steps to improve one or more
properties. Purification techniques are known in the art and include solvent
extraction, secondary distillation, acid or base extraction, filtration,
percolation
and the like.
[00117] Re-refined oils are also known as reclaimed or reprocessed oils, and
are obtained by processes similar to those used to obtain refined oils and
often
are additionally processed by techniques directed to removal of spent
additives
and oil breakdown products.
[00118] Natural oils useful in making the conventional oil of lubricating
viscosity include animal oils, vegetable oils (e.g., castor oil, lard oil),
mineral
lubricating oils such as liquid petroleum oils and solvent-treated or acid-
treated
mineral lubricating oils of the paraffinic, naphthenic or mixed paraffinic-
naphthenic types and oils derived from coal or shale or mixtures thereof.
[00119] Synthetic conventional oils of lubricating viscosity are useful and
include hydrocarbon oils such as polymerised and interpolymerised olefins
(e.g., polybutylenes, polypropylenes, propyleneisobutylene copolymers);
poly(1-hexenes), poly(1-octenes), poly(1-decenes), and mixtures thereof; alkyl-

benzenes (e.g. dodecylbenzenes, tetradecylbenzenes, dinonylbenzenes, di-(2-
ethylhexyl)-benzenes); polyphenyls (e.g., biphenyls, terphenyls, alkylated
polyphenyls); alkylated diphenyl ethers and alkylated diphenyl sulphides and
the derivatives, analogs and homologs thereof or mixtures thereof.

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[00120] Another synthetic conventional oil of lubricating viscosity include
polyol esters other than the the hydrocarbyl-capped polyoxyalkylene polyol as
disclosed herein, diesters, liquid esters of phosphorus-containing acids
(e.g.,
tricresyl phosphate, trioctyl phosphate, and the diethyl ester of decane
phosphonic acid), or polymeric tetrahydrofurans. Synthetic conventional oil of
lubricating viscosity also include those produced by Fischer-Tropsch reactions
and typically may be hydroisomerised Fischer-Tropsch hydrocarbons or waxes.
In one embodiment conventional oil of lubricating viscosity may be prepared by
a
Fischer-Tropsch gas-to-liquid synthetic procedure as well as other gas-to-
liquid
oils.
[00121] Conventional oils of lubricating viscosity may also be defined as
specified in the American Petroleum Institute (API) Base Oil
Interchangeability
Guidelines. The five base oil groups are as follows: Group I (sulphur content
>0.03 wt %, and/or <90 wt % saturates, viscosity index 80-120); Group II
(sulphur content <0.03 wt %, and >90 wt % saturates, viscosity index 80-120);
Group III (sulphur content <0.03 wt %, and >90 wt % saturates, viscosity index
>120); Group IV (all polyalphaolefins (PAOs)); and Group V (all others not
included in Groups I, II, III, or IV). The oil of lubricating viscosity
comprises
an API Group I, Group II, Group III, Group IV, Group V oil or mixtures
thereof. Often the oil of lubricating viscosity is an API Group I, Group II,
Group III, Group IV oil or mixtures thereof. Alternatively the oil of
lubricating
viscosity is often an API Group II, Group III or Group IV oil or mixtures
thereof.
Other Performance Additive
[00122] The lubricating composition of the invention optionally further
includes at least one other performance additive. The other performance
additives include metal deactivators, detergents, dispersants, viscosity index
improvers, antioxidants, corrosion inhibitors, foam inhibitors, demulsifiers,
pour point depressants, seal swelling agents, or mixtures thereof.
[00123] In one embodiment the total combined amount of the other
performance additive compounds present on an oil free basis is present in the
lubricating composition at a range selected from the group consisting of 0 wt
% to


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25wt%,or0.0lwt%to20wt%,or0.lwt%tol5wt%or0.5wt%tolOwt
%, and 1 to 5 wt %, of the lubricating composition. Although one or more of
the other performance additives may be present, it is common for the other
performance additives to be present in different amounts relative to each
other.
[00124] Antioxidants include molybdenum compounds such as molybdenum
dithiocarbamates, sulphurised olefins, hindered phenols, aminic compounds
(such as alkylated diphenylamines (typically di-nonyl diphenylamine, octyl
diphenylamine, di-octyl diphenylamine)); detergents include neutral or
overbased detergents, Newtonian or non-Newtonian, basic salts of alkali,
alkaline earth or transition metals with one or more of a phenate, a
sulphurised
phenate, a sulphonate, a carboxylic acid, a phosphorus acid, a mono- and/or a
di- thiophosphoric acid, a saligenin, an alkylsalicylate, and a salixarate;
and
dispersants include N-substituted long chain alkenyl succinimides, as well as
Mannich condensation products as well as post-treated versions thereof. Post-
treated dispersants include those by reaction with urea, thiourea,
dimercaptothiadiazoles, carbon disulphide, aldehydes, ketones, carboxylic
acids, hydrocarbon-substituted succinic anhydrides, nitriles, epoxides, and
phosphorus compounds.
[00125] Antiscuffing agents including organic sulphides and polysulphides,
such as benzyldisulphide, bis-(chlorobenzyl) disulphide, dibutyl
tetrasulphide,
di-tertiary butyl polysulphide, di-tert-butylsulphide, sulphurised Diels-Alder
adducts or alkyl sulphenyl N'N-dialkyl dithiocarbamates; and extreme pressure
(EP) agents including chlorinated wax, metal thiocarbamates, such as zinc
dioctyldithiocarbamate and barium heptylphenol diacid may also be used in the
composition of the invention.
[00126] Additionally the invention may also include friction modifiers other
than component including fatty amines, esters such as borated glycerol esters,
fatty glycerol partial esters (for example glycerol mono-oleate, or glycerol
di-
oleate), fatty phosphites, fatty acid amides, fatty epoxides, borated fatty
epoxides, alkoxylated fatty amines, borated alkoxylated fatty amines, metal
salts of fatty acids, or fatty imidazolines, condensation products of
carboxylic
acids and polyalkylene-polyamines.

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[00127] Viscosity modifiers include polymethacrylate acid esters,
polyacrylate acid esters, and esters of maleic anhydride-styrene copolymers.
In
one embodiment the polymer of the invention is mixed with a viscosity
modifier. The viscosity modifier polymer architecture includes linear or star
structures.
[00128] Other performance additives such as corrosion inhibitors including
octylamine octanoate, condensation products of dodecenyl succinic acid or
anhydride and a fatty acid such as oleic acid with a polyamine; metal
deactivators including derivatives of benzotriazoles (typically
tolyltriazole),
1,2,4-triazoles, benzimidazoles, 2-alkyldithiobenzimidazoles or 2-
alkyldithiobenzothiazoles; foam inhibitors including copolymers of ethyl
acrylate and 2-ethylhexylacrylate and optionally vinyl acetate; demulsifiers
including trialkyl phosphates, polyethylene glycols, polyethylene oxides,
polypropylene oxides and (ethylene oxide-propylene oxide) polymers; pour
point depressants including esters of maleic anhydride-styrene,
polymethacrylates, polyacrylates or polyacrylamides; and seal swell agents
including Exxon Necton-37TM (FN 1380) and Exxon Mineral Seal Oil (FN
3200); and dispersant viscosity modifiers (often referred to as DVM) include
functionalised polyolefins, for example, ethylene-propylene copolymers that
have been functionalized with the reaction product of maleic anhydride and an
amine, a polymethacrylate functionalised with an amine, or esters of styrene-
maleic anhydride copolymers reacted with an amine; may also be used in the
composition of the invention.
Industrial A1212lication
[00129] The method of the invention is useful for lubricating a variety of
mechanical devices. The mechanical device comprises at least one of an
internal combustion engine (for crankcase lubrication), a hydraulic system, an
axle, a gear, a gearbox or a transmission.
[00130] The transmission may include manual transmissions, continuously
variable transmissions (CVT), infinitely variable transmissions (IVT),
Toroidal
transmissions, continuously slipping torque converted clutches (CSTCC),
automatic transmissions, stepped automatic transmissions, traction drive
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transmissions or dual clutch transmissions (DVT). In one embodiment the
transmission is a manual transmission.
[00131] In one embodiment the hydrocarbyl-capped polyoxyalkylene polyol and
lubricating composition thereof is capable of providing the mechanical device
with
an oil of lubricating viscosity capable of imparting at least one of an
acceptable co-
efficient of friction, viscosity index (VI), oil blend thickening
capabilities, shear
stability, good low temperature viscosity performance, reduced operating
temperatures, acceptable wear performance, acceptable durability, or
acceptable fuel economy.
[00132] The following examples provide illustrations of the invention. These
examples are non exhaustive and are not intended to limit the scope of the
invention.
EXAMPLES
[00133] As quoted herein, the amount of additives added to the examples
below includes conventional amounts of diluent (may be 0 wt % to about 60 wt
% depending on additive).
[00134] Reference 1: is a gear oil containing 10 wt % of a commercially
available additive package and about 90 wt % of a commercially available
butanol-initiated polyalkylene glycol derived from propylene glycol. The gear
oil further contains about 5 wt % of a viscosity index improver (esters of
maleic anhydride-styrene copolymers), about 4.6 wt % of a sulphurised olefin,
about 1.9 wt % of phosphorus antiwear agents, about 3.25 wt % of antioxidants
(includes phenolic and aminic compounds).
[00135] Example 1: a gear oil containing 10 wt % of a commercially
available additive package and about 90 wt % of a C12_15-alkyl alcohol-
initiated
polyalkylene glycol derived from propylene glycol (commercially available
from Bayer with the trade name ActaclearTMND-21). The gear oil further
contains about 5 wt % of a viscosity index improver (esters of maleic
anhydride-styrene copolymers), about 4.6 wt % of a sulphurised olefin, about
1.9 wt % of phosphorus antiwear agents, about 3.25 wt % of antioxidants
(includes phenolic and aminic compounds).

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Test 1: Axle Efficiency
[00136] The axle efficiency of Reference example 1 and Example 1 is
determined by employing the methodology disclosed in SAE Paper No. 2003-01-
3235 (entitled: "Developing Next Generation Axle Fluids: Part III - Laboratory
CAFE Simulation Test as Key Fluid Development Tool", authors: Akucewich, E.
S.;
O'Connor, B. M.; Vinci, J. N.; Schenkenberger, C.). The test method simulates
the
Federal Test Procedure 75 (FTP-75). The method simulates FTP-75 by performing
a series of steady-state speed and load conditions in a laboratory full-scale
axle
stand. The test method employs a single axle for multiple lubricant
evaluations. In
order to minimize drift in efficiency performance associated with a new axle,
a
break-in procedure is conducted on the axle before the testing commences.
Following the break-in procedure, the examples are evaluated twice. The
results
obtained are:

Run 1 Run 2
Example 1 95.14 95.17
Reference Example 1 94.18 94.13

[00137] The results from the axle efficiency test indicate that the present
invention containing a hydrocarbyl-capped group of the polyoxyalkylene polyol
initiated with a linear or branched monohydric alcohol containing about 6 or
more
carbon atoms has improved axle efficiency over the a similar lubricating
composition employing a polyoxyalkylene polyol initiated with butanol.
Test 2: Coefficient of Friction
[00138] The example compositions disclosed above are evaluated for
coefficient of friction using a Mini Traction Machine (MTM) available from
PCS Instruments. The test configuration is that of a 19.05 mm (3/4 inch)
diameter bearing steel ball making a contact on a highly polished surface on a
46 mm diameter bearing steel disk. Ball makes contact with the disc such that
spin in the contact is eliminated. Rolling velocity, slide/roll ratio,
temperature
and load, were the parameters that could be varied during each test. The
specimen speeds are independently controlled using servo-motors to produce
24


CA 02674549 2009-07-02
WO 2008/094812 PCT/US2008/051898
desired slide/roll motion at the contact. The specimens are contained in a
sealed temperature controlled reservoir that contains an approximately 35 ml
fluid sample. The test temperature is controlled through the use of electric
heaters. The contact is automatically loaded to the desired Hertz pressure.
The
series of tests that were run for this particular study were carried out at a
Hertz
pressure of 1.25 GPa, temperature range of 40 C to 120 C, rolling velocity of
2.5 m/s and continuously variable slide to roll ratios from 0% to 30%. The
results obtained are:

Example Adjusted SRR (Slide Roll Ratio)
20 30
Example 1 0.010 0.014 0.016
Reference Example 1 0.010 0.014 0.016

[00139] Overall the data obtained demonstrates that the hydrocarbyl-capped
polyoxyalkylene polyol and lubricating compositions thereof, is capable of
providing the mechanical device with an oil of lubricating viscosity capable
of
imparting at least one of an acceptable co-efficient of friction, viscosity
index (VI),
oil blend thickening capabilities, shear stability, good low temperature
viscosity performance, reduced operating temperatures, acceptable wear
performance, acceptable durability, or acceptable fuel economy.
[00140] It is known that some of the materials described above may interact
in the final formulation, so that the components of the final formulation may
be
different from those that are initially added. The products formed thereby,
including the products formed upon employing lubricant composition of the
present invention in its intended use, may not be susceptible of easy
description. Nevertheless, all such modifications and reaction products are
included within the scope of the present invention; the present invention
encompasses lubricant composition prepared by admixing the components
described above.
[00141] While the invention has been explained in relation to its various
embodiments, it is to be understood that various modifications thereof will
become apparent to those skilled in the art upon reading the specification.


CA 02674549 2009-07-02
WO 2008/094812 PCT/US2008/051898
Therefore, it is to be understood that the invention disclosed herein is
intended
to cover such modifications as fall within the scope of the appended claims.
26

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Administrative Status

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Administrative Status

Title Date
Forecasted Issue Date Unavailable
(86) PCT Filing Date 2008-01-24
(87) PCT Publication Date 2008-08-07
(85) National Entry 2009-07-02
Examination Requested 2013-01-03
Dead Application 2015-01-26

Abandonment History

Abandonment Date Reason Reinstatement Date
2014-01-24 FAILURE TO PAY APPLICATION MAINTENANCE FEE
2014-05-14 R30(2) - Failure to Respond

Payment History

Fee Type Anniversary Year Due Date Amount Paid Paid Date
Registration of a document - section 124 $100.00 2009-07-02
Application Fee $400.00 2009-07-02
Maintenance Fee - Application - New Act 2 2010-01-25 $100.00 2010-01-04
Maintenance Fee - Application - New Act 3 2011-01-24 $100.00 2011-01-04
Maintenance Fee - Application - New Act 4 2012-01-24 $100.00 2012-01-05
Request for Examination $800.00 2013-01-03
Maintenance Fee - Application - New Act 5 2013-01-24 $200.00 2013-01-07
Owners on Record

Note: Records showing the ownership history in alphabetical order.

Current Owners on Record
THE LUBRIZOL CORPORATION
Past Owners on Record
BUSH, JAMES H.
Past Owners that do not appear in the "Owners on Record" listing will appear in other documentation within the application.
Documents

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Document
Description 
Date
(yyyy-mm-dd) 
Number of pages   Size of Image (KB) 
Abstract 2009-07-02 1 53
Claims 2009-07-02 2 156
Description 2009-07-02 26 1,234
Cover Page 2009-10-09 1 27
Correspondence 2009-09-22 1 15
PCT 2009-07-02 7 337
Assignment 2009-07-02 6 189
PCT 2009-07-03 6 607
Fees 2010-01-04 1 35
Correspondence 2011-03-24 1 16
Fees 2011-01-04 1 34
Prosecution-Amendment 2013-01-03 1 36
Prosecution-Amendment 2013-11-14 3 152