US2379850A - Lubricants - Google Patents
Lubricants Download PDFInfo
- Publication number
- US2379850A US2379850A US445644A US44564442A US2379850A US 2379850 A US2379850 A US 2379850A US 445644 A US445644 A US 445644A US 44564442 A US44564442 A US 44564442A US 2379850 A US2379850 A US 2379850A
- Authority
- US
- United States
- Prior art keywords
- lubricant
- ricinoleate
- grease
- ester
- 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.)
- Expired - Lifetime
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
- C10M3/00—Liquid compositions essentially based on lubricating components other than mineral lubricating oils or fatty oils and their use as lubricants; Use as lubricants of single liquid substances
-
- 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
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/10—Carboxylix acids; Neutral salts thereof
- C10M2207/12—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms
- C10M2207/125—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of eight up to twenty-nine carbon atoms, i.e. fatty acids
-
- 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
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/10—Carboxylix acids; Neutral salts thereof
- C10M2207/12—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms
- C10M2207/129—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of thirty or more 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
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/28—Esters
- C10M2207/281—Esters of (cyclo)aliphatic monocarboxylic acids
-
- 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
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/28—Esters
- C10M2207/282—Esters of (cyclo)aliphatic oolycarboxylic acids
-
- 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
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/28—Esters
- C10M2207/283—Esters of polyhydroxy compounds
-
- 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
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/28—Esters
- C10M2207/286—Esters of polymerised unsaturated acids
-
- 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
- C10M2211/00—Organic non-macromolecular compounds containing halogen as ingredients in lubricant compositions
- C10M2211/04—Organic non-macromolecular compounds containing halogen as ingredients in lubricant compositions containing carbon, hydrogen, halogen, and oxygen
- C10M2211/044—Acids; Salts or esters thereof
-
- 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
- C10M2211/00—Organic non-macromolecular compounds containing halogen as ingredients in lubricant compositions
- C10M2211/06—Perfluorinated compounds
-
- 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
- C10M2223/00—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
- C10M2223/02—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having no phosphorus-to-carbon bonds
- C10M2223/04—Phosphate esters
- C10M2223/047—Thioderivatives not containing metallic elements
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2010/00—Metal present as such or in compounds
- C10N2010/02—Groups 1 or 11
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2010/00—Metal present as such or in compounds
- C10N2010/06—Groups 3 or 13
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2050/00—Form in which the lubricant is applied to the material being lubricated
- C10N2050/10—Semi-solids; greasy
Definitions
- This invention relates to lubricants. More particularly the invention relates to lubricants produced from ricinoleic acid.
- mineral oil hydrocarbons are a mixture of different and distinct hydrocarbons. Each separate hydrocarbon has its own boiling point, vis cosity, flash point, pour point, melting point and the like, but the lubricating oil which comprises a mixture of these compounds has a mean boiling point range, a. mean viscosity, a variable pour point, etc.
- a lubricating oil is made from a crude oil which comes from a specific field, the chemical composition of the hydrocarbons in the crude oil varies from time to time so that the chemical composition of the lubricating oil thus varies.
- the main aim is to provide a predetermined boiling range or a redetermined viscosity.
- the viscosities of mineral oil lubricants are greatly afiected by the temperature. At high temperatures the paraflin oils become light, mobile liquids while at temperatures below the freezing point of water the oils become solids. A grease which is made up principally from a parafiin base mineral oil becomes so thick and solidat temperatures below zero ,degrees F. that it ceases to be a lubricant.
- the primary object of the present invention is to provide a lubricant having a base of a single definite chemical compound which has fixed physical properties.
- Another object of the invention is to provide a lubricating product having a compound of uniformcomposition as a base product, the viscosity and pour point of such compound being affected to a relatively small degree by changes in temperature.
- a further object of the invention is to provide a lubricant in which a synthetic ester of ricinoleic acid is the base material.
- a further object of the invention is to provide a grease lubricant in which a recinoleic acid ester is the base lubricant and is base soap.
- Butyl acetyl ricinoleate is a yellow. oily liquid which is the result of the reaction of butyl alcohol, acetic acid and ricinoleic acid. This product has distinct lubricating qualities and its visgelled with a lithium cation.
- Polane is oil-soluble and is understood to be an ester of a fatty acid or a chlorinated ester of a fatty acid such as ethyl laurate or dichlor methyl stearate.
- the sulfurized tricresyl phosphite referred to above is described in the patent to Engelke No. 2,260,303,
- the ricinoleate ester preferably has an extreme pressure addition agent such as sulfurized tricresyl phosphite therein in order to make the grease suitable for extreme pressure uses.
- a lubricant consisting essentially of butyl acety1 ricinoleate having a small amount of loadcarrying addition agent therein.
- Aslubricant consisting essentially of an acetyl ricinoleate of a lower alcohol and a small proportion of an extreme pressure agent.
- a lubricant consisting essentially of .butyl acetyl ricinoleate having from .5% to 1% of an extreme pressure addition agent dissolved therein.
- a lubricant consisting essentially of an acetyl ricinoleate of a lower alcohol, and suflicient lithium soap and aluminum soap to mak a stable thickened grease lubricant.
- a lubricant comprising a major portion of soap to thicken the same to-make a grease
- a lubricating grease consisting essentially of an acetyl ricinoleate of a lower alcohol, and suflicient soap to thicken the same to make a grease.
- a lubricating composition comprising ap- 20 proximately 93% of an acetyl ricinoleate of a lower alcohol, approximately 6% of lithium stearate and approximately 1% of aluminum stearate.
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Chemistry (AREA)
- Lubricants (AREA)
Description
Patentecl July 3, 1 945 John D. Morgan, South Orange, N.
Cities Service Oil Company,
J., assignor to New York, N. Y., a
corporation of Pennsylvania No Drawing. Application June 3, 1942,
; Serial'No. 445,644
. 9 Claims.
This invention relates to lubricants. More particularly the invention relates to lubricants produced from ricinoleic acid.
The great majority of lubricating oils in use today are made from mineral oil hydrocarbons.
These mineral oil hydrocarbons are a mixture of different and distinct hydrocarbons. Each separate hydrocarbon has its own boiling point, vis cosity, flash point, pour point, melting point and the like, but the lubricating oil which comprises a mixture of these compounds has a mean boiling point range, a. mean viscosity, a variable pour point, etc. When a lubricating oil is made from a crude oil which comes from a specific field, the chemical composition of the hydrocarbons in the crude oil varies from time to time so that the chemical composition of the lubricating oil thus varies. In the manufacture of the lubricating oil the main aim is to provide a predetermined boiling range or a redetermined viscosity.
The viscosities of mineral oil lubricants, particularly paraflin base mineral oils, are greatly afiected by the temperature. At high temperatures the paraflin oils become light, mobile liquids while at temperatures below the freezing point of water the oils become solids. A grease which is made up principally from a parafiin base mineral oil becomes so thick and solidat temperatures below zero ,degrees F. that it ceases to be a lubricant.
The primary object of the present invention is to provide a lubricant having a base of a single definite chemical compound which has fixed physical properties.
Another object of the invention is to provide a lubricating product having a compound of uniformcomposition as a base product, the viscosity and pour point of such compound being affected to a relatively small degree by changes in temperature.
A further object of the invention is to provide a lubricant in which a synthetic ester of ricinoleic acid is the base material.
A further object of the invention is to provide a grease lubricant in which a recinoleic acid ester is the base lubricant and is base soap.
With these and other objects and features in view the invention consists in the improved lubricant hereinafter described and particularly defined in the claims.
Butyl acetyl ricinoleate is a yellow. oily liquid which is the result of the reaction of butyl alcohol, acetic acid and ricinoleic acid. This product has distinct lubricating qualities and its visgelled with a lithium cation.
perature.
cosity is not greatly changed by changes in-tem- It has a comparatively high boiling point and flash point and will stand comparatively high bearing pressures. Pure butyl acetyl' ricinoleate is not suitable for extreme pressure lubrication because the bearings with the lubricant therein tend to seize at a fairly low pressure. However by the use of addition agents the ester may be modified to carry comparatively high bearing pressures and give excellent lubri- For example with .5% to 1% of sulfurized tricresyl phosphite-it has been found that the ricinoleate ester acts as an extreme pressure lubricant and will not permit seizure of the bearing surfaces until extremely high pressures are reached. Also from .5% .to 1% Of an addition agent sold under the trade name Polane can be added to the alkyl acetyl ricinoleate to provide a good lubricant. Polane is oil-soluble and is understood to be an ester of a fatty acid or a chlorinated ester of a fatty acid such as ethyl laurate or dichlor methyl stearate. The sulfurized tricresyl phosphite referred to above is described in the patent to Engelke No. 2,260,303,
Viscosity Temperature Very viscous.
423 centistokes. 17.9'centistokes.
5 centistokes.
Per cent Butyl acetyl ricinoleate 93 Lithium stearate 6 Aluminum stearate 1 The ricinoleate ester preferably has an extreme pressure addition agent such as sulfurized tricresyl phosphite therein in order to make the grease suitable for extreme pressure uses. The
' aluminum stearate is very valuable in maintain-v ing a uniform gel so that the ester does not tend toseparate from the soap. All of the various alkyl acetyl ricinoleates can be blended with lithium and aluminum stearates to form a grease. The esters having the alkyl groups with the smaller number of carbon atoms to the molecule have lower viscosities and thus modify the viscosities of the final product.
The preferred form of the invention having been'thus described what is claimed as new is:
1. A lubricant consisting essentially of butyl acety1 ricinoleate having a small amount of loadcarrying addition agent therein.
2. Aslubricant consisting essentially of an acetyl ricinoleate of a lower alcohol and a small proportion of an extreme pressure agent.
3. A lubricant consisting essentially of .butyl acetyl ricinoleate having from .5% to 1% of an extreme pressure addition agent dissolved therein.
4. A lubricant consisting essentially of an acetyl ricinoleate of a lower alcohol, and suflicient lithium soap and aluminum soap to mak a stable thickened grease lubricant.
5. A lubricant comprising a major portion of soap to thicken the same to-make a grease, and
an extreme pressure agent in suflicient proportion to substantially increase the load-carrying capacity of the lubricant.
8. A lubricating grease consisting essentially of an acetyl ricinoleate of a lower alcohol, and suflicient soap to thicken the same to make a grease.
9. A lubricating composition comprising ap- 20 proximately 93% of an acetyl ricinoleate of a lower alcohol, approximately 6% of lithium stearate and approximately 1% of aluminum stearate.
JOHN D. MORGAN.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US445644A US2379850A (en) | 1942-06-03 | 1942-06-03 | Lubricants |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US445644A US2379850A (en) | 1942-06-03 | 1942-06-03 | Lubricants |
Publications (1)
Publication Number | Publication Date |
---|---|
US2379850A true US2379850A (en) | 1945-07-03 |
Family
ID=23769684
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US445644A Expired - Lifetime US2379850A (en) | 1942-06-03 | 1942-06-03 | Lubricants |
Country Status (1)
Country | Link |
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US (1) | US2379850A (en) |
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2428340A (en) * | 1944-12-21 | 1947-09-30 | Griffin Chemical Company | Composition of matter, its preparation and utilization |
US2450221A (en) * | 1945-08-21 | 1948-09-28 | Texas Co | Shear-resistant grease |
US2450222A (en) * | 1945-09-07 | 1948-09-28 | Texas Co | Shear-resistant greases |
EP2702122A1 (en) * | 2011-06-17 | 2014-03-05 | Biosynthetic Technologies, LLC | Grease compositions comprising estolide base oils |
-
1942
- 1942-06-03 US US445644A patent/US2379850A/en not_active Expired - Lifetime
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2428340A (en) * | 1944-12-21 | 1947-09-30 | Griffin Chemical Company | Composition of matter, its preparation and utilization |
US2450221A (en) * | 1945-08-21 | 1948-09-28 | Texas Co | Shear-resistant grease |
US2450222A (en) * | 1945-09-07 | 1948-09-28 | Texas Co | Shear-resistant greases |
EP2702122A1 (en) * | 2011-06-17 | 2014-03-05 | Biosynthetic Technologies, LLC | Grease compositions comprising estolide base oils |
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