GB758061A - Improvements in or relating to carboxylic ester lubricating compositions - Google Patents

Improvements in or relating to carboxylic ester lubricating compositions

Info

Publication number
GB758061A
GB758061A GB17944/54A GB1794454A GB758061A GB 758061 A GB758061 A GB 758061A GB 17944/54 A GB17944/54 A GB 17944/54A GB 1794454 A GB1794454 A GB 1794454A GB 758061 A GB758061 A GB 758061A
Authority
GB
United Kingdom
Prior art keywords
esters
alcohol
sec
ester
ethylene oxide
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
GB17944/54A
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.)
ExxonMobil Technology and Engineering Co
Original Assignee
Exxon Research and Engineering Co
Esso Research and Engineering Co
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 Exxon Research and Engineering Co, Esso Research and Engineering Co filed Critical Exxon Research and Engineering Co
Publication of GB758061A publication Critical patent/GB758061A/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
    • C10M2207/282—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
    • C10M2207/30—Complex esters, i.e. compounds containing at leasst three esterified carboxyl groups and derived from the combination of at least three different types of the following five types of compounds: monohydroxyl compounds, polyhydroxy xompounds, monocarboxylic acids, polycarboxylic acids or hydroxy carboxylic acids
    • C10M2207/304—Complex esters, i.e. compounds containing at leasst three esterified carboxyl groups and derived from the combination of at least three different types of the following five types of compounds: monohydroxyl compounds, polyhydroxy xompounds, monocarboxylic acids, polycarboxylic acids or hydroxy carboxylic acids derived from the combination of monohydroxy compounds, dihydroxy compounds and dicarboxylic acids only and having no free hydroxy or carboxyl groups
    • 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
    • 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
    • C10M2207/40—Fatty vegetable or animal oils
    • 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
    • C10M2207/40—Fatty vegetable or animal oils
    • C10M2207/404—Fatty vegetable or animal oils obtained from genetically modified species
    • 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
    • C10N2050/10—Semi-solids; greasy

Abstract

The invention comprises the ester product obtained by esterifying an aliphatic mono- or di-carboxylic acid with the primary alcohol obtained from the reaction of a secondary aliphatic monohydric alcohol and ethylene oxide, the said ester being selected to have an A.S.T.M. pour point below 35 DEG F., a flash point above 300 DEG F., and a kinematic viscosity at 210 DEG F. within the range of from 2 to 60 centistokes. The preferred ester products are those having an A.S.T.M. pour point below about -15 DEG F., a flash point above about 375 DEG F., and a viscosity at 210 DEG F. within the range of 2.6 to 13 centistokes. Suitable mono- and di-carboxylic acids are caproic, 2-ethylbutyric, caprylic, 2-ethylhexoic, C8-oxo, pelargonic, capric, C10-oxo, lauric, C13-oxo, stearic, oleic, adipic, azelaic, sebacic and succinic acids. The preferred dicarboxylic acids are those containing from 4 to 10 carbon atoms. Secondary aliphatic alcohols which may be reacted with the ethylene oxide are those containing from 3 to 8 carbon atoms such as isopropyl and sec.-butyl alcohols, pentanol-2, pentanol-3, 3-methylbutanol-2, sec.-hexanols, sec.-heptanols, sec.-octanols including octanol-2 and sec.-alcohols derived from olefin hydration and by alkyl halide hydrolysis. The ester products usually contain 20 to 130 carbon atoms, preferably 25 to 100 carbon atoms. The reaction of the secondary aliphatic alcohol and ethylene oxide may be brought about by adding the ethylene oxide dropwise to the alcohol at a temperature of about 25 DEG to 50 DEG F., preferably with agitation and a catalyst. The resulting alcohol is of the formula RR1CHO(C2H4O)xH, wherein RR1CHO- is derived from the secondary aliphatic monohydric alcohol and x is an integer, and may then be esterified in a conventional manner with the aliphatic mono- or di-carboxylic acid. The following esters are referred to: di-[2-2(21-caproxyethoxy) ethyl] adipate and di-[2-(21-isopropoxyethoxy) ethyl] adipate.ALSO:A lubricating composition contains the ester obtained from the esterification of an aliphatic mono- or di-carboxylic acid with the alcohol obtained from the reaction of a secondary aliphatic monohydric alcohol and ethylene oxide, the said ester being selected to have an A.S.T.M. pour point below 35 DEG F., a flash point above 300 DEG F., and a kinematic viscosity at 210 DEG F. within the range of from 2 to 60 centistokes. The esters may be added to natural oils such as mineral oils or oils derived from plants or animals, or to synthetic lubricants. Suitable compositions are obtained by blending the esters with other dibasic acid esters such as primary alcohol esters of adipic, sebacic, glutaric and succinic acids, and with complex esters such as the alcoho-dibasic acid-glycol-dibasic acidalcohol esters. The compositions may be thickened with grease forming soaps. Other additives which may be added to the compositions are rust, corrosion and oxidation inhibitors, viscosity index improvers, and load carrying and antiwear agents.
GB17944/54A 1953-09-14 1954-06-18 Improvements in or relating to carboxylic ester lubricating compositions Expired GB758061A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US758061XA 1953-09-14 1953-09-14

Publications (1)

Publication Number Publication Date
GB758061A true GB758061A (en) 1956-09-26

Family

ID=22128097

Family Applications (1)

Application Number Title Priority Date Filing Date
GB17944/54A Expired GB758061A (en) 1953-09-14 1954-06-18 Improvements in or relating to carboxylic ester lubricating compositions

Country Status (1)

Country Link
GB (1) GB758061A (en)

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1107869B (en) * 1958-04-12 1961-05-31 Roehm & Haas Gmbh Additives to hydraulic fluids based on mineral oil-free glycol ethers or triaryl phosphates
WO2019092366A1 (en) * 2017-11-10 2019-05-16 Arkema France Alkoxylated secondary alcohol
US11339123B2 (en) 2017-11-10 2022-05-24 Arkema France Alkoxylated secondary alcohol sulfates
US11548904B2 (en) 2017-11-10 2023-01-10 Arkema France Secondary alcohol phosphate ester

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1107869B (en) * 1958-04-12 1961-05-31 Roehm & Haas Gmbh Additives to hydraulic fluids based on mineral oil-free glycol ethers or triaryl phosphates
WO2019092366A1 (en) * 2017-11-10 2019-05-16 Arkema France Alkoxylated secondary alcohol
FR3073519A1 (en) * 2017-11-10 2019-05-17 Arkema France ALCOHOL ALCOHOL ALCOHOL
US11339123B2 (en) 2017-11-10 2022-05-24 Arkema France Alkoxylated secondary alcohol sulfates
US11485695B2 (en) 2017-11-10 2022-11-01 Arkema France Alkoxylated secondary alcohol
US11548904B2 (en) 2017-11-10 2023-01-10 Arkema France Secondary alcohol phosphate ester
US11718581B2 (en) 2017-11-10 2023-08-08 Arkema France Alkoxylated secondary alcohol sulfates

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