GB2127431A - Lubricating oil composition - Google Patents
Lubricating oil composition Download PDFInfo
- Publication number
- GB2127431A GB2127431A GB08325904A GB8325904A GB2127431A GB 2127431 A GB2127431 A GB 2127431A GB 08325904 A GB08325904 A GB 08325904A GB 8325904 A GB8325904 A GB 8325904A GB 2127431 A GB2127431 A GB 2127431A
- Authority
- GB
- United Kingdom
- Prior art keywords
- butadiene
- polymer
- oil
- composition
- lubricating
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M129/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing oxygen
- C10M129/86—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing oxygen having a carbon chain of 30 or more atoms
- C10M129/88—Hydroxy compounds
- C10M129/90—Hydroxy compounds having hydroxy groups bound to acyclic or cycloaliphatic carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M143/00—Lubricating compositions characterised by the additive being a macromolecular hydrocarbon or such hydrocarbon modified by oxidation
- C10M143/10—Lubricating compositions characterised by the additive being a macromolecular hydrocarbon or such hydrocarbon modified by oxidation containing aromatic monomer, e.g. styrene
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M143/00—Lubricating compositions characterised by the additive being a macromolecular hydrocarbon or such hydrocarbon modified by oxidation
- C10M143/12—Lubricating compositions characterised by the additive being a macromolecular hydrocarbon or such hydrocarbon modified by oxidation containing conjugated diene
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2205/00—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions
- C10M2205/04—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions containing aromatic monomers, e.g. styrene
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2205/00—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions
- C10M2205/06—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions containing conjugated dienes
Abstract
A lubricating oil composition having improved friction reducing properties comprises a major amount of weight of lubricating base oil and from 0.01 to 5.0% by weight of at least one oil-soluble hydroxyl terminated polymer of butadiene and/or styrene- butadiene. Preferably the number average molecular weight of the polymer(s) in from 100 to 10,000, more especially 1,000 to 6,000. Preferred polymers are those having the structures <IMAGE> where n is from 2 to 100.0
Description
SPECIFICATION
Lubricating oil composition
This invention relates to a lubricating oil composition having improved friction reducing properties and to a method for reducing friction in internal combustion engines.
There has been considerable effort in recent years to develop lubricating oil compositions which will reduce friction in engines, and particularly, automotive engines. This effort is based on the need to improve the fuel economy of such engines which operate on petroleum fuel, a product having a declining source of supply and escalating price. It is knownthathigh enginefriction causes significant energy loss and,thus, onewayto improvefuel economy is to reduce such friction.
Known ways to solve the problems of energy losses due to high friction, e.g., in crankcase motor oils, include the use of synthetic ester base oils which are expensive and the use of insoluble molybdenum sulfides, which have the disadvantage of giving the oil composition a black or hazy appearance.
Various friction reducing additives have been disclosed in the art as well as many other additives known for providing antioxidant, antiwear, corrosion inhibiting and other useful properties. While such known additives may in fact satisfy one or more of these properties, it is also known that many additives act in a different physical or chemical manner and often complete with one another, e.g., they may compete forthe surface of moving metal parts which are subjected to lubrication and often times are incompatible with one another. Accordingly, extreme care must be exercised in the selection of these additives to insure compatibility and effectiveness.
Among the friction reducing additives which have been used are a number of molybdenum compounds including insoluble molybdenum sulfides, and organo molybdenum complexes e.g. molybdenum amine complexes disclosed in U.S. Patent 4,164,473, molybdenum thio - bis - phenol complexes disclosed in U.S.
Patents 4,192,757,4,201,683 and 4,248,720, molybdenum oxazoline complexes disclosed in U.S. Patent 4,176,074 and molybdenum lactone oxazoline complexes disclosed in U.S. Patent 4,176,073.
Another group offriction reducing additives which have been used in lubricating oils are the carboxylic acid esters. These compounds include the esters of fatty acid dimers and glycols as disclosed in U.S.
Patent 4,105,571, the esters of monocarboxylic acids and glycerol as disclosed in U.S. 4,304,678, the ester of dimer acids and monohydric alcohol disclosed in
U.S. 4,167,486, the esters of glycerol and monocar boxylicfatty acids as disclosed in U.K. 2,038,355 and 2,038,356, and esters of monocarboxylicfatty acids and polyhydric alcohols disclosed in U.S. 3,933,659.
While the different approaches and additives all generally provide some reduced engine friction and consequently improved fuel economy, there is still the need for additional additives and compositions which besides providing the necessary and desired friction reduction, are also economical, readily available, and most important, are compatible with commonly used lubricating base oils and the many conventional additives used in lubricating oil compositions.
Now it has been found that lubricating oil compositions containing hydroxyl terminated polymers of butadiene or styrene - butadiene as an additive, have significantly improved friction reducing properties.
More particularly, this invention is directed to a lubricating oil composition having improved friction reducing properties comprising a major amount of lubricating base oil and from about 0.01 to about 5.0 parts by weight of oil soluble hydroxyl terminated polymer(s) butadiene and/or styrene - butadiene.
Another embodiment of this invention relates to a method of reducing friction in an internal combustion engine by lubricating said engine using a lubricating oil composition containing an effective friction reducing amount of an additive which is an oil soluble hydroxyl terminated polymer of butadiene or styrene - butadiene.
This invention is directed to a lubricating oil composition containing a selected polymer additive to provide improved friction reducing properties and to a method of reducing friction in an internal combustion engine by using a lubricating oil composition which contains said polymer additive.
Thisfriction reducing additive which is used in this invention is 3/oil soluble, hydroxyl terminated polymer(s) of butadiene andiorstyrene- butadiene.
Such polymer additives typically have strictures such as:
where n is an integer which will vary depending on the particular molecular weight desired, as discussed below, and generally will vary between about 2 to about 100. In the above butadiene polymer, the configuration can vary with differing amounts of e.g.
the trans, cis and vinyl butadieneform present and in the styrene - butadiene polymer, varying amounts of the styrene and butadiene components can be present.
Generally, the polymer additives ofthis invention will be liquid, oil suluble and have an average number molecule weight of from about 100 to about 10,000, preferablyfrom about 1,000 to about 6,000 and more preferably from about 2,000 to about4,000. Compounds ofthistype are commercially available and can be prepared in accordance with known methods of preparation. Discussions involving polymers of this general type and the preparation thereof may be found in Kirk-Othmer Encyclopedia of Chemical Technology, 2nd edition, 1968, Vol. 16, pp.219 to 252 and Vol. 17, pp.657 to 660 as well as Textbook of
Polymer Science by F. W. Billmeyer, Jn, 2nd edition, 1970, pp.255-376.
The hydroxyl terminated polymer additives ofthis invention will generally be used at a concentration of from about 0.01 to about 5.0 parts by weight, preferably from about 0.01 to about 2.0 and more preferably from about 0.1 to about 1.0 parts by weight per 100 parts of lubricating oil composition.
The lubricating base oil will generally comprise a major amount of the lubricating composition, i.e., at least 50% by weight thereof, and will include liquid hydrocarbons such as the mineral lubricating oils and the synthetic lubricating oils and mixtures thereof.
The synthetic oils which can be used include diester oils such as di (2 - ethylhexyi) sebacate, azelate and adipate; complex ester oils such as those formed from dicarboxylic acids, glycols and either monobasic acids or monohydric alcohols; silicone oils, sulfide esters, organic carbonates; and other synthetic oils known to the art.
Other additives, known in the art, may be added to the oil composition of the present invention to form a finished oil. Such additives include dispersants, antiwear agents, antioxidants, corrosion inhibitors, detergents, pour point depressants, extreme pressure additives, viscosity index improvers, etc. These additives are typically disclosed for example in "Lubricant Additives" by C. V. Smalheer and R.
Kennedy Smith, 1967, pp. 1-1 1 and in the U.S. Patent 4,105,571.
The following examples are further illustrative of this invention and are not intended to be construed as limitations thereof.
EXAMPLE 1
A 1 OW40SE quality automotive engine oil was prepared containing 0.1 wt.% based on total lubricating oil of an hydroxyl terminated butadiene polymer having a number average molecularweightofabout 3,000. The oil also contained conventional additives, namely, a zinc dialkyl dithiophosphate antioxidanti antiwearagent; a rust inhibitor, i.e. overbased magnesium sulfonate; a detergent, being a basic sulfurised metal phenate; a V.l. improver, i.e. an ethylene - propylene copolymer; and a polyiso
butenylsuccinic anhydrideipolyamine dispersant.
The prepared composition was tested for relative friction using a ball on cylindertest described in the
"Journal of the Aermican Society of Lubrication
Engineers" (ASLETransaction),Vol.4, pages 1-11, 1961. In essence, the apparatus consists basically of a
fixed metal ball loaded against a rotating cylinder.
The weight on the ball and the rotation of the cylinder
can be varied during any given test or from testto
test. Also, thetime of any given test can be varied.
Generally, however, steel on steel is used at a
constant load, constant rpm and a fixed time and in
each ofthetests ofthese examples, a 4 kg load, 0.26 rpm and 70 minutes was used. The apparatus and
method used is more fully described in U.S. Patent
3,129,580.
The sample formulation containing the hydroxyl terminated butadiene polymer additive gave a rela tive friction of 0.19 while the same formulation withoutthe additive had a relative friction of 0.29.
For comparison purposes, a similarformulation containing 0.5 and 1.0 wt.% ofthe butadiene polymer additive had respective relative frictions of 0.09 and 0.07.
EXAMPLE2
Another automotive engine oil, being as described in Example 1 but having a PlBSNpentaerythritoli polyamine dispersant, was tested for relative friction in the same manner as described in Example 1.
The fresh test oil containing 1.0wt.% of a hydroxyl terminated butadiene polymer having an average number molecularweight of about 3,000 had a relative friction of 0.08 as compared to a relative friction of 0.28 forthe same oil without the butadiene additive. The same oils were also tested for relative friction after being oxidized for 3 hours so as to simulate engine service. The results were a relative friction of 0.07 for the oil containing the butadiene additive as compared to a relativefric#ion of 0.29 for the same oil withoutthe butadiene additive.
EXAMPLE 3
Another automotive engine oil having similar quality to the one described in Example 1 and having a different V.l. additive, i.e. an esterified am ine treated styreneimaleic anhydride copolymer, was tested for relative friction in the same manner as described in
Example 1. The fresh test oil containing 0.3 wt.% of an hydroxyterminated butadiene polymer having an average number molecularweight about3,000 had a relative friction of 0.12 as compared to a relative friction of 0.22 for the same oil withoutthe butadiene additive. The same oils were also tested for relative friction after being oxidized for3 hours so asto simulate engine service. The results were relative friction of0.O9fortheoil containing the butadiene additive as compared to a relative friction of 0.29 for the same oil without the butadiene additive.
Claims (10)
1. A lubricating oil composition having improved friction reducing properties comprising a major amount by weight of lubricating base oil and a total of from 0.01 to 5.0% by weight of at least one oil-soluble hydroxyl terminated polymer of butadiene and/or styrene - butadiene.
2. A composition as claimed in claim 1, wherein a total offrom 0.01 to 2.0% by weight of said polymer(s) is used.
3. A composition as claimed in claim 2, wherein a total of from 0A to 1.a% byweight of said polymer(# is used.
4. A composition as claimed in any preceding
claim, wherein the average number molecularweight of said polymers} is 100 to 10,000.
5. A composition as claimed in claim 4,wherein the average numbermolecularweightofsaid polym
er(s) is 1,000 to 6,000.
6. Acomposition as claimed in any preceding claim, wherein said polymer is an oil-soluble hydroxyl terminated polymer of butadiene.
7. A composition as claimed in claim 6, wherein said polymer has an average number molecular weightof 2,000to4,000.
8. Acompositionasclaimedinclaim 1 and substantially as herein described.
9, Acompositionasclaimedinclaim 1 and substantially as herein described with reference to any one ofthe Examples 1 to 3.
10. A method of reducing friction in an internal combustion engine comprising lubricating said engine using a lubricating oil composition defined in any one of the preceding claims.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US42837482A | 1982-09-29 | 1982-09-29 |
Publications (3)
Publication Number | Publication Date |
---|---|
GB8325904D0 GB8325904D0 (en) | 1983-11-02 |
GB2127431A true GB2127431A (en) | 1984-04-11 |
GB2127431B GB2127431B (en) | 1985-11-20 |
Family
ID=23698623
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB08325904A Expired GB2127431B (en) | 1982-09-29 | 1983-09-28 | Lubricating oil composition |
Country Status (2)
Country | Link |
---|---|
FR (1) | FR2533582B1 (en) |
GB (1) | GB2127431B (en) |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0180848A2 (en) * | 1984-11-03 | 1986-05-14 | BASF Aktiengesellschaft | Concentrates of viscosity index improvers for the preparation of multifunctional oils |
WO2015027367A1 (en) * | 2013-08-30 | 2015-03-05 | 中国石油天然气股份有限公司 | Macromolecule friction modifier with two polar ends |
CN104419499A (en) * | 2013-08-30 | 2015-03-18 | 中国石油天然气股份有限公司 | Spiral macromolecular friction modifier with two polar ends |
Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB1568951A (en) * | 1977-05-11 | 1980-06-11 | Shell Int Research | Starshaped dispersant viscosity index improver |
Family Cites Families (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3446740A (en) * | 1967-10-25 | 1969-05-27 | Sinclair Research Inc | Mineral oil improved in pour point by hydrogenated hydroxy diene polymer |
FR2141128A5 (en) * | 1971-06-01 | 1973-01-19 | Union Carbide Corp | |
FR2297863A2 (en) * | 1975-01-17 | 1976-08-13 | Anvar | Hydroxy telechelic polymers prepn. - with controlled proportions or mol. wts. of oligomers and polymers |
-
1983
- 1983-09-28 FR FR8315448A patent/FR2533582B1/en not_active Expired
- 1983-09-28 GB GB08325904A patent/GB2127431B/en not_active Expired
Patent Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB1568951A (en) * | 1977-05-11 | 1980-06-11 | Shell Int Research | Starshaped dispersant viscosity index improver |
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0180848A2 (en) * | 1984-11-03 | 1986-05-14 | BASF Aktiengesellschaft | Concentrates of viscosity index improvers for the preparation of multifunctional oils |
EP0180848A3 (en) * | 1984-11-03 | 1987-09-09 | BASF Aktiengesellschaft | Concentrates of viscosity index improvers for the preparation of multifunctional oils |
WO2015027367A1 (en) * | 2013-08-30 | 2015-03-05 | 中国石油天然气股份有限公司 | Macromolecule friction modifier with two polar ends |
CN104419498A (en) * | 2013-08-30 | 2015-03-18 | 中国石油天然气股份有限公司 | Macromolecule friction modifier with two polar ends |
CN104419499A (en) * | 2013-08-30 | 2015-03-18 | 中国石油天然气股份有限公司 | Spiral macromolecular friction modifier with two polar ends |
Also Published As
Publication number | Publication date |
---|---|
FR2533582A1 (en) | 1984-03-30 |
GB2127431B (en) | 1985-11-20 |
GB8325904D0 (en) | 1983-11-02 |
FR2533582B1 (en) | 1987-03-20 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
US5064546A (en) | Lubricating oil composition | |
EP0286996B2 (en) | Lubricating oil composition | |
KR100348013B1 (en) | Lubricant additive formulation | |
JP5654211B2 (en) | Lubricating composition | |
US4376711A (en) | Lubricant composition | |
US6649576B2 (en) | Lubricating oil compositions | |
US4244829A (en) | Hydrocarbon-soluble epoxidized fatty acid esters as lubricity modifiers for lubricating oils | |
JP2763813B2 (en) | Friction modifier | |
US5330666A (en) | Lubricant composition containing alkoxylated amine salt of hydrocarbylsalicyclic acid | |
US4557846A (en) | Lubricating oil compositions containing hydroxamide compounds as friction reducers | |
JPH08209178A (en) | Lubricant composition | |
US6040279A (en) | Lubricant composition suitable for direct fuel injected, crankcase-scavenged two-stroke cycle engines | |
US4664821A (en) | Lubricant additive concentrate containing isomerized jojoba oil | |
EP0093598B1 (en) | Lubricating oil composition | |
US4684473A (en) | Lubricant oil composition with improved friction reducing properties | |
US5244591A (en) | Lubricating oil compositions for internal combustion engines having silver bearing parts | |
US4101427A (en) | Lubricant composition | |
GB2127431A (en) | Lubricating oil composition | |
US5320767A (en) | Lubricant composition containing alkoxylated amine salt of hydrocarbylsulfonic acid | |
US5290463A (en) | Lubricant composition containing complexes of alkoxylated amine, hydrocarbylsalicylic acid and adenine | |
JP2000026879A (en) | Lubricating oil composition for internal combustion engine | |
JP4095750B2 (en) | Lubricating oil composition for internal combustion engines | |
US6376435B1 (en) | Lubrication system for internal combustion engines (law952) | |
US4938883A (en) | Overbased alkaline earth alkenyl succinates as a silver-mild source of alkalinity for heavy duty diesel engines | |
US4617134A (en) | Method and lubricant composition for providing improved friction reduction |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
PCNP | Patent ceased through non-payment of renewal fee |