GB1099716A - Esters of dibasic carboxylic acids and their use as lubricating oils - Google Patents

Esters of dibasic carboxylic acids and their use as lubricating oils

Info

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
Application number
GB17935/65A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Rheinpreussen AG fuer Bergbau und Chemie
Original Assignee
Rheinpreussen AG fuer Bergbau und Chemie
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Rheinpreussen AG fuer Bergbau und Chemie filed Critical Rheinpreussen AG fuer Bergbau und Chemie
Publication of GB1099716A publication Critical patent/GB1099716A/en
Expired legal-status Critical Current

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.
GB17935/65A 1964-05-05 1965-04-28 Esters of dibasic carboxylic acids and their use as lubricating oils Expired GB1099716A (en)

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)

* Cited by examiner, † Cited by third party
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)

* Cited by examiner, † Cited by third party
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

Cited By (6)

* Cited by examiner, † Cited by third party
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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