GB1099716A - Esters of dibasic carboxylic acids and their use as lubricating oils - Google Patents
Esters of dibasic carboxylic acids and their use as lubricating oilsInfo
- Publication number
- GB1099716A GB1099716A GB17935/65A GB1793565A GB1099716A GB 1099716 A GB1099716 A GB 1099716A GB 17935/65 A GB17935/65 A GB 17935/65A GB 1793565 A GB1793565 A GB 1793565A GB 1099716 A GB1099716 A GB 1099716A
- Authority
- GB
- United Kingdom
- Prior art keywords
- octyl
- esters
- iso
- prepared
- succinic
- 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
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
- C10M2207/28—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
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/28—Esters
- C10M2207/34—Esters having a hydrocarbon substituent of thirty or more carbon atoms, e.g. substituted succinic acid derivatives
-
- 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
- C10N2030/08—Resistance to extreme temperature
-
- 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
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/12—Gas-turbines
-
- 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
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/12—Gas-turbines
- C10N2040/13—Aircraft turbines
-
- 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
- C10N2050/015—Dispersions of solid lubricants
- C10N2050/02—Dispersions of solid lubricants dissolved or suspended in a carrier which subsequently evaporates to leave a lubricant coating
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Lubricants (AREA)
Abstract
Lubricants comprise at least one diester of an alkyl succinic acid of the formula <FORM:1099716/C4-C5/1> where R3 is a C4- 10 alkyl group and R1 and R2 are the same or different and represent C6- 10 alkyl groups. Specified esters are the di-n-octyl esters of iso-octyl- and iso-butyl-succinic acids, di-(2-ethylhexyl) iso-octylsuccinate and n-hexyl n-octyl iso-octylsuccinate. The lubricant may include other esters, e.g. those of the above formula in which R3 is a C4- 10 alkenyl group, esters derived from trihydric aliphatic alcohols and long chain monocarboxylic acids, such as trimethylolpropane tripelargonate, and esters derived from C6- 10 aliphatic dicarboxylic acids and monohydric C8- 10 aliphatic alcohols. The lubricants are particularly useful for high speed engines, e.g. jet engines and gas turbines.ALSO:The invention comprises di-n-octyl isooctylsuccinate, di(2-ethylhexyl) isooctylsuccinate and n-hexyl n-octyl isooctylsuccinate. The compounds are prepared by esterification of the corresponding succinic acids or anhydrides with the appropriate alcohols, preferably in the presence of p-toluene sulphonic acid. The diesters are used as lubricants (see Division C5). The n-octyl diester of isobutyl succinic acid are prepared in a similar manner. The iso-octyl- and isobutyl-succinic acid anhydrides reactants are prepared by reduction of the corresponding isooctenyl- and isobutenyl compounds, e.g. by hydrogenation over a Raney Ni catalyst. Isooctenyl succinic anhydride is prepared from maleic anhydride and di-isobutylene.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DER37837A DE1246921B (en) | 1964-05-05 | 1964-05-05 | Lubricating oils for high-speed aircraft with jet or gas turbine propulsion |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1099716A true GB1099716A (en) | 1968-01-17 |
Family
ID=7405328
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB17935/65A Expired GB1099716A (en) | 1964-05-05 | 1965-04-28 | Esters of dibasic carboxylic acids and their use as lubricating oils |
Country Status (4)
Country | Link |
---|---|
BE (1) | BE663454A (en) |
DE (1) | DE1246921B (en) |
GB (1) | GB1099716A (en) |
NL (1) | NL6504915A (en) |
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2017116897A1 (en) * | 2015-12-28 | 2017-07-06 | Exxonmobil Research And Engineering Company | Low viscosity low volatility lubricating oil base stocks and methods of use thereof |
US9976099B2 (en) | 2015-12-28 | 2018-05-22 | Exxonmobil Research And Engineering Company | Low viscosity low volatility lubricating oil base stocks and methods of use thereof |
US10077409B2 (en) | 2015-12-28 | 2018-09-18 | Exxonmobil Research And Engineering Company | Low viscosity low volatility lubricating oil base stocks and methods of use thereof |
US10125306B2 (en) | 2014-10-02 | 2018-11-13 | Croda, Inc. | Asphaltene inhibition |
US10233403B2 (en) | 2016-11-03 | 2019-03-19 | EXXONMOBiL RESEARCH AND ENGiNEERENG COMPANY | High viscosity index monomethyl ester lubricating oil base stocks and methods of making and use thereof |
Family Cites Families (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2575195A (en) * | 1948-10-01 | 1951-11-13 | Standard Oil Dev Co | Dibasic acid esters and method for producing them |
GB722634A (en) * | 1951-12-21 | 1955-01-26 | Standard Oil Dev Co | Improvements in or relating to synthetic lubricants |
GB821941A (en) * | 1954-12-09 | 1959-10-14 | Air Reduction | A method of lubricating relatively moving parts |
US2889281A (en) * | 1956-03-21 | 1959-06-02 | Exxon Research Engineering Co | Synthetic lubricating composition |
DE1031917B (en) * | 1956-05-29 | 1958-06-12 | Exxon Research Engineering Co | Synthetic lubricating oil |
US2937993A (en) * | 1957-09-23 | 1960-05-24 | Exxon Research Engineering Co | High melting point synthetic base grease containing an alkali metal salt of a dicarboxylic acid |
FR1275283A (en) * | 1959-12-24 | 1961-11-03 | Exxon Research Engineering Co | Process for preparing oils based on synthetic diesters |
-
1964
- 1964-05-05 DE DER37837A patent/DE1246921B/en active Pending
-
1965
- 1965-04-15 NL NL6504915A patent/NL6504915A/xx unknown
- 1965-04-28 GB GB17935/65A patent/GB1099716A/en not_active Expired
- 1965-05-05 BE BE663454D patent/BE663454A/xx unknown
Cited By (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US10125306B2 (en) | 2014-10-02 | 2018-11-13 | Croda, Inc. | Asphaltene inhibition |
WO2017116897A1 (en) * | 2015-12-28 | 2017-07-06 | Exxonmobil Research And Engineering Company | Low viscosity low volatility lubricating oil base stocks and methods of use thereof |
US9976099B2 (en) | 2015-12-28 | 2018-05-22 | Exxonmobil Research And Engineering Company | Low viscosity low volatility lubricating oil base stocks and methods of use thereof |
US10077409B2 (en) | 2015-12-28 | 2018-09-18 | Exxonmobil Research And Engineering Company | Low viscosity low volatility lubricating oil base stocks and methods of use thereof |
US10316265B2 (en) | 2015-12-28 | 2019-06-11 | Exxonmobil Research And Engineering Company | Low viscosity low volatility lubricating oil base stocks and methods of use thereof |
US10233403B2 (en) | 2016-11-03 | 2019-03-19 | EXXONMOBiL RESEARCH AND ENGiNEERENG COMPANY | High viscosity index monomethyl ester lubricating oil base stocks and methods of making and use thereof |
Also Published As
Publication number | Publication date |
---|---|
DE1246921B (en) | 1967-08-10 |
BE663454A (en) | 1965-09-01 |
NL6504915A (en) | 1965-11-08 |
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