US2124628A - Process for manufacturing lubricants - Google Patents
Process for manufacturing lubricants Download PDFInfo
- Publication number
- US2124628A US2124628A US12247A US1224735A US2124628A US 2124628 A US2124628 A US 2124628A US 12247 A US12247 A US 12247A US 1224735 A US1224735 A US 1224735A US 2124628 A US2124628 A US 2124628A
- Authority
- US
- United States
- Prior art keywords
- acids
- acid
- lubricants
- mineral lubricating
- manufacturing
- 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
- C10M129/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing oxygen
- C10M129/02—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing oxygen having a carbon chain of less than 30 atoms
- C10M129/26—Carboxylic acids; Salts thereof
- C10M129/28—Carboxylic acids; Salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms
- C10M129/38—Carboxylic acids; Salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having 8 or more carbon atoms
- C10M129/42—Carboxylic acids; Salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having 8 or more carbon atoms polycarboxylic
-
- 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
- C10M2207/121—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of seven or less carbon atoms
- C10M2207/123—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of seven or less carbon atoms polycarboxylic
-
- 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
- C10M2207/10—Carboxylix acids; Neutral salts thereof
- C10M2207/22—Acids obtained from 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
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/28—Esters
- C10M2207/287—Partial esters
- C10M2207/288—Partial esters containing free carboxyl groups
-
- 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
- C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
- C10N2030/12—Inhibition of corrosion, e.g. anti-rust agents or anti-corrosives
Definitions
- the invention relates to a process for manufacturing lubricants, such as mineral lubricating carboxylic acids are much more suitable for the object in view and moreover frequently have still other properties which are of importance in ap- 18 plying the lubricants.
- lubricants such as mineral lubricating carboxylic acids
- Suitable poiycarboxylic acids are for instance those obtained by a condensation reaction of oleflnes with maleic acid, anhydride, which reso action is related to them described by Diehls and Alder, Ann. 460, page 98 (i928) Ber. 62,
- Another suitable acid is agaric or l-cetyl citric acid (Chem. Abst. 25, page 1213, 1931). 5
- polycarboxylic acids obtained by polymerization, e. g., by heating and/or boiling, voltolizing, etc), of fatty acids, or acids produced from polymerized fats by hydrolyzing, or saponifying same and liberating the acids m from the soap.
- the added quantities of polycarboxylic acids are, as a rule, comparatively small, e. g. less than 5%, in many cases even below 1%.
- Example I The addition of 0.5% voltolized oleic acid to a mineral lubricating oil, either compounded or not, is suflicient to obtain the above efiect when using the oil as lubricant for cylinders of aeroengines.
- Example I A technical quick-drying oil, upon the soapsolution obtained being saponifled and acidified, yieldsa polycarboxylic acid-containing product 5 which when added in a quantity of 1% to a mineral lubricating oil has the property of preventing rust-formation in acre-engine cylinders.
- a lubricant capable of reducing corrosion in internal combustion engines consisting essentially of a mineral lubricating 011 containing as an active anticorrosion ingredient a small quan-' tity of a polycarboxylic acid obtained by condensatio'n of maleic acid anhydride and oleflnes.
- a lubricant capable of reducing corrosion in internal combustion engines consisting essentially of a mineral lubricating oil containing as an active anti-corrosion ingredient less than 5% of a polycarboxylic acid obtained by condensation of maleic acid anhydride and an oleflne.
- a lubricant capable of reducing corrosion in internal combustion engines consisting essentially of a mineral lubricating oil containing as an active anti corrosion ingredient less than 1% -of a polycarboxylic acid obtained by condensation ofmaleic acid anhydrlde and an oleflne.
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
Passed July as, was
UNITED STATES PATENT OFFICE i PROCESS FOR MANUFACTURING LUBRICANTS Fran: Rudolf Moser, Amsterdam, Netherlands, assignor to Shell Development. Company, San 'FranciscmCaliL, a'corporation of Delaware No Drawmg.
cation March 21,1935, Se-
Anv rial No. 12,247. In the Netherlands March 26,
1934 8 Claims.
The invention relates to a process for manufacturing lubricants, such as mineral lubricating carboxylic acids are much more suitable for the object in view and moreover frequently have still other properties which are of importance in ap- 18 plying the lubricants. Thus, for instance. it has been foundthat in the case of lubricating oils for cylinders of aero-engines the presence of polycarboxylic acids in these oils results .in an appreciably reduced attack of the piston and the 20 cylinder wall through rust-formation.
As higher molecular polycarbomiic acids there may be considered both substituted, e. g. containing groups of hydroxyls or esters, and nonsubstituted saturated or unsaturated acids. It is as essential, however, that more than one tree carboxyl group is present.
- Suitable poiycarboxylic acids are for instance those obtained by a condensation reaction of oleflnes with maleic acid, anhydride, which reso action is related to them described by Diehls and Alder, Ann. 460, page 98 (i928) Ber. 62,
.pagelifi (1929) and Ann. 470, page 62, (1929).
and of which the following is a typical example:
200 grams of a highly cracked hydrocarbon 35 distillate boiling from 150 to 200 0. obtained by cracking paraflln wax in the vapor phase and haying a bromine number or 116 is heated with 140 grams maleic acid anhydride during 14 hours at 150460 0. and then for '30 hours at zoo-230 40 6., whereafter it is fractionated under a vacuum of 13 'mm. mercury. .146 grams of a fraction 'boiling from 155 to "165 C. are subsequently hydrated by boiling-for 2 hours with 500 milliliters of water to produce the free acid. Upon extrac 4,5 tion with ether an extract amounting to 155 grams oflish'tyellow acid-reacting viscous oil is obtained. w
When adding .25 to this acidto aminferallubricatingoibtheresultingblendedoilis capable of eifectively preventing corrosion of internal combustion engines, whether such engines have been in use or not.
Another suitable acid is agaric or l-cetyl citric acid (Chem. Abst. 25, page 1213, 1931). 5
Further examples are polycarboxylic acids obtained by polymerization, e. g., by heating and/or boiling, voltolizing, etc), of fatty acids, or acids produced from polymerized fats by hydrolyzing, or saponifying same and liberating the acids m from the soap.
The added quantities of polycarboxylic acids are, as a rule, comparatively small, e. g. less than 5%, in many cases even below 1%.
Example I The addition of 0.5% voltolized oleic acid to a mineral lubricating oil, either compounded or not, is suflicient to obtain the above efiect when using the oil as lubricant for cylinders of aeroengines.
Example I! A technical quick-drying oil, upon the soapsolution obtained being saponifled and acidified, yieldsa polycarboxylic acid-containing product 5 which when added in a quantity of 1% to a mineral lubricating oil has the property of preventing rust-formation in acre-engine cylinders.
I claim: a
l. A lubricant capable of reducing corrosion in internal combustion engines, consisting essentially of a mineral lubricating 011 containing as an active anticorrosion ingredient a small quan-' tity of a polycarboxylic acid obtained by condensatio'n of maleic acid anhydride and oleflnes.
V 2. A lubricant capable of reducing corrosion in internal combustion engines consisting essentially of a mineral lubricating oil containing as an active anti-corrosion ingredient less than 5% of a polycarboxylic acid obtained by condensation of maleic acid anhydride and an oleflne.
3. A lubricant capable of reducing corrosion in internal combustion engines consisting essentially of a mineral lubricating oil containing as an active anti corrosion ingredient less than 1% -of a polycarboxylic acid obtained by condensation ofmaleic acid anhydrlde and an oleflne.
FRANZ RUDOLF MOBER.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
NL2124628X | 1934-03-26 |
Publications (1)
Publication Number | Publication Date |
---|---|
US2124628A true US2124628A (en) | 1938-07-26 |
Family
ID=19873707
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US12247A Expired - Lifetime US2124628A (en) | 1934-03-26 | 1935-03-21 | Process for manufacturing lubricants |
Country Status (2)
Country | Link |
---|---|
US (1) | US2124628A (en) |
FR (1) | FR781570A (en) |
Cited By (18)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2442672A (en) * | 1941-02-18 | 1948-06-01 | Shell Dev | Rust-preventive hydrocarbon compositions |
US2631979A (en) * | 1950-08-30 | 1953-03-17 | Standard Oil Dev Co | Rust inhibiting composition |
US2647872A (en) * | 1950-01-27 | 1953-08-04 | Shell Dev | Grease composition |
DE917027C (en) * | 1941-02-18 | 1954-08-23 | Bataatsche Petroleum Mij Nv De | Rust-preventing hydrocarbon mixtures |
US2806860A (en) * | 1955-07-20 | 1957-09-17 | Union Carbide Corp | Epoxyalkyl succinic anhydrides |
US2833713A (en) * | 1955-04-18 | 1958-05-06 | Standard Oil Co | Corrosion inhibited motor oils |
US2960469A (en) * | 1956-04-19 | 1960-11-15 | Sinclair Refining Co | Load carrying lubricant |
US3208945A (en) * | 1963-05-31 | 1965-09-28 | California Research Corp | Rust resistant lubricant composition |
US3923671A (en) * | 1974-10-03 | 1975-12-02 | Aluminum Co Of America | Metal working lubricant |
US4042515A (en) * | 1974-08-16 | 1977-08-16 | B. V. Beverolfabrieken | Anhydrous deep-drawing lubricant |
WO1994005746A1 (en) * | 1992-09-07 | 1994-03-17 | Henkel Kommanditgesellschaft Auf Aktien | Amine-free cooling lubricants |
US5866521A (en) * | 1995-09-05 | 1999-02-02 | Nalco Chemical Company | ISO-steric acid-2-amino-2-methyl-1-propanol salt for improving petroleum oil rejection properties of synthetic and semi-synthetic metal-working fluids |
WO2011033526A2 (en) | 2009-09-17 | 2011-03-24 | Bharat Petroleum Corporation Limited | Gasohol fuel composition for internal combustion engines |
US9034808B2 (en) | 2005-01-18 | 2015-05-19 | Bestline International Research, Inc. | Universal synthetic lubricant additive with micro lubrication technology to be used with synthetic or miner host lubricants from automotive, trucking, marine, heavy industry to turbines including, gas, jet and steam |
US9284507B2 (en) | 2005-01-18 | 2016-03-15 | Bestline International Research, Inc. | Universal synthetic diesel fuel additive product-by-process to replace the lost sulfur lubrication when using low-sulfur diesel fuels |
US9309482B2 (en) | 2005-01-18 | 2016-04-12 | Bestline International Research, Inc. | Universal synthetic water displacement multi-purpose penetrating lubricant, method and product-by-process |
US10400192B2 (en) | 2017-05-17 | 2019-09-03 | Bestline International Research, Inc. | Synthetic lubricant, cleaner and preservative composition, method and product-by-process for weapons and weapon systems |
US11377616B2 (en) | 2015-01-29 | 2022-07-05 | Bestline International Research Inc. | Motor oil blend and method for reducing wear on steel and eliminating ZDDP in motor oils by modifying the plastic response of steel |
-
1934
- 1934-11-20 FR FR781570D patent/FR781570A/en not_active Expired
-
1935
- 1935-03-21 US US12247A patent/US2124628A/en not_active Expired - Lifetime
Cited By (22)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2442672A (en) * | 1941-02-18 | 1948-06-01 | Shell Dev | Rust-preventive hydrocarbon compositions |
DE917027C (en) * | 1941-02-18 | 1954-08-23 | Bataatsche Petroleum Mij Nv De | Rust-preventing hydrocarbon mixtures |
US2647872A (en) * | 1950-01-27 | 1953-08-04 | Shell Dev | Grease composition |
US2631979A (en) * | 1950-08-30 | 1953-03-17 | Standard Oil Dev Co | Rust inhibiting composition |
US2833713A (en) * | 1955-04-18 | 1958-05-06 | Standard Oil Co | Corrosion inhibited motor oils |
US2806860A (en) * | 1955-07-20 | 1957-09-17 | Union Carbide Corp | Epoxyalkyl succinic anhydrides |
US2960469A (en) * | 1956-04-19 | 1960-11-15 | Sinclair Refining Co | Load carrying lubricant |
US3208945A (en) * | 1963-05-31 | 1965-09-28 | California Research Corp | Rust resistant lubricant composition |
US4042515A (en) * | 1974-08-16 | 1977-08-16 | B. V. Beverolfabrieken | Anhydrous deep-drawing lubricant |
US3923671A (en) * | 1974-10-03 | 1975-12-02 | Aluminum Co Of America | Metal working lubricant |
WO1994005746A1 (en) * | 1992-09-07 | 1994-03-17 | Henkel Kommanditgesellschaft Auf Aktien | Amine-free cooling lubricants |
US5866521A (en) * | 1995-09-05 | 1999-02-02 | Nalco Chemical Company | ISO-steric acid-2-amino-2-methyl-1-propanol salt for improving petroleum oil rejection properties of synthetic and semi-synthetic metal-working fluids |
US9034808B2 (en) | 2005-01-18 | 2015-05-19 | Bestline International Research, Inc. | Universal synthetic lubricant additive with micro lubrication technology to be used with synthetic or miner host lubricants from automotive, trucking, marine, heavy industry to turbines including, gas, jet and steam |
US9284507B2 (en) | 2005-01-18 | 2016-03-15 | Bestline International Research, Inc. | Universal synthetic diesel fuel additive product-by-process to replace the lost sulfur lubrication when using low-sulfur diesel fuels |
US9309482B2 (en) | 2005-01-18 | 2016-04-12 | Bestline International Research, Inc. | Universal synthetic water displacement multi-purpose penetrating lubricant, method and product-by-process |
US9834735B2 (en) | 2007-12-19 | 2017-12-05 | Bestline International Research, Inc. | Universal synthetic lubricant, method and product-by-process to replace the lost sulfur lubrication when using low-sulfur diesel fuels |
WO2011033526A2 (en) | 2009-09-17 | 2011-03-24 | Bharat Petroleum Corporation Limited | Gasohol fuel composition for internal combustion engines |
US9447343B2 (en) | 2009-09-17 | 2016-09-20 | Bharat Petroleum Corporation Limited | Gasohol fuel composition for internal combustion engines |
US9932538B2 (en) | 2010-09-22 | 2018-04-03 | Bestline International Research, Inc. | Universal synthetic water displacement multi-purpose penetrating lubricant, method and product-by-process |
US11473031B2 (en) | 2010-09-22 | 2022-10-18 | Bestline International Research, Inc. | Motor oil blend and method for reducing wear on steel and eliminating ZDDP in motor oils by modifying the plastic response of steel |
US11377616B2 (en) | 2015-01-29 | 2022-07-05 | Bestline International Research Inc. | Motor oil blend and method for reducing wear on steel and eliminating ZDDP in motor oils by modifying the plastic response of steel |
US10400192B2 (en) | 2017-05-17 | 2019-09-03 | Bestline International Research, Inc. | Synthetic lubricant, cleaner and preservative composition, method and product-by-process for weapons and weapon systems |
Also Published As
Publication number | Publication date |
---|---|
FR781570A (en) | 1935-05-18 |
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