GB1049716A - Pentaerythritol esters and lubricant compositions therefrom - Google Patents

Pentaerythritol esters and lubricant compositions therefrom

Info

Publication number
GB1049716A
GB1049716A GB23078/64A GB2307864A GB1049716A GB 1049716 A GB1049716 A GB 1049716A GB 23078/64 A GB23078/64 A GB 23078/64A GB 2307864 A GB2307864 A GB 2307864A GB 1049716 A GB1049716 A GB 1049716A
Authority
GB
United Kingdom
Prior art keywords
acids
esters
pentaerythritol
carbon atoms
mixture
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
GB23078/64A
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.)
Drew Chemical Corp
Original Assignee
Drew Chemical Corp
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 Drew Chemical Corp filed Critical Drew Chemical Corp
Publication of GB1049716A publication Critical patent/GB1049716A/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
    • C10M105/00—Lubricating compositions characterised by the base-material being a non-macromolecular organic compound
    • C10M105/08—Lubricating compositions characterised by the base-material being a non-macromolecular organic compound containing oxygen
    • C10M105/32—Esters
    • C10M105/38—Esters of polyhydroxy compounds
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
    • C07C69/02—Esters of acyclic saturated monocarboxylic acids having the carboxyl group bound to an acyclic carbon atom or to hydrogen
    • C07C69/22—Esters of acyclic saturated monocarboxylic acids having the carboxyl group bound to an acyclic carbon atom or to hydrogen having three or more carbon atoms in the acid moiety
    • C07C69/33—Esters of acyclic saturated monocarboxylic acids having the carboxyl group bound to an acyclic carbon atom or to hydrogen having three or more carbon atoms in the acid moiety esterified with hydroxy compounds having more than three hydroxy groups
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00—Use of organic ingredients
    • C08K5/49—Phosphorus-containing compounds
    • C08K5/51—Phosphorus bound to oxygen
    • C08K5/52—Phosphorus bound to oxygen only
    • C08K5/524—Esters of phosphorous acids, e.g. of H3PO3
    • 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
    • C10M2209/00—Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
    • C10M2209/10—Macromolecular compoundss obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M2209/103—Polyethers, i.e. containing di- or higher polyoxyalkylene 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
    • C10N2030/08—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

Abstract

Pentaerythritol esters comprising esters of pentaerythritol and a mixture of from two to six monocarboxylic alkanoic acids with from 5 to 9 carbon atoms, the average number of carbon atoms in the mixture being in the 6.0 to 7.25 range, the maximum per cent of carbon atoms contributed by straight chain 8-9 carbon acids being 60% and that by branched acids being 45% of the said average number (see Division C2) are used as or in lubricating compositions. The acids may be normal valeric, caproic, caprylic, and pelargonic and the branched chain acids may be isopentanoic and 2-methyl pentanoic acids.ALSO:Pentaerythritol esters comprising esters of pentaerythritol and a mixture of from two to six monocarboxylic alkanoic acids with from 5 to 9 carbon atoms, the average number of carbon atoms in the mixture being in the 6.0 to 7.25 range, the maximum per cent of carbon atoms contributed by straight chain 8-9 carbon acids being 60% and that by branched acids being 45% of the said average number are claimed and are used as or in lubricating compositions. The pentaerythritol may be of a technical grade containing mono-, di-, and tripentaerythritol and the acids may be normal valeric, caproic, caprylic and pelargonic and the branched chain acids may be isopentanoic and 2-methyl pentanoic acids. The esters may be prepared by heating the pentaerythritol and acids in liquid phase under reflux. The products are mixed esters, and examples describe the preparation of esters from a commercial isopentanoic acid and pelargonic acid, and a mixture of n-valeric, caproic, heptanoic, caprylic and pelargonic acids. The esters have lubricating properties.
GB23078/64A 1963-06-12 1964-06-03 Pentaerythritol esters and lubricant compositions therefrom Expired GB1049716A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US28721963A 1963-06-12 1963-06-12
US369600A US3360465A (en) 1963-06-12 1964-05-22 Synthetic ester lubricants

Publications (1)

Publication Number Publication Date
GB1049716A true GB1049716A (en) 1966-11-30

Family

ID=26964339

Family Applications (1)

Application Number Title Priority Date Filing Date
GB23078/64A Expired GB1049716A (en) 1963-06-12 1964-06-03 Pentaerythritol esters and lubricant compositions therefrom

Country Status (5)

Country Link
US (1) US3360465A (en)
BE (1) BE649019A (en)
DE (1) DE1281422B (en)
GB (1) GB1049716A (en)
NL (1) NL6406651A (en)

Families Citing this family (20)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4113635A (en) * 1971-12-13 1978-09-12 Nippon Steel Corporation Rust-proof lubricant compositions
US4064058A (en) * 1972-03-01 1977-12-20 Hercules Incorporated Mixed synthetic ester grease base stock
US4031019A (en) * 1972-06-29 1977-06-21 The United States Of America As Represented By The Secretary Of Agriculture Alcohol esters of fatty acids as useful metalworking lubricants
US4064059A (en) * 1972-12-21 1977-12-20 Texaco Inc. Synthetic aircraft turbine oil
FR2410041A1 (en) * 1977-11-29 1979-06-22 Hercules Inc Synthetic ester grease base stocks - contg. esters of pentaerythritol and neopentyl glycol
US4157970A (en) * 1977-12-27 1979-06-12 Texaco Inc. Synthetic aircraft turbine oil
US4189388A (en) * 1977-12-27 1980-02-19 Texaco Inc. Synthetic aircraft turbine oil
US4157971A (en) * 1977-12-27 1979-06-12 Texaco Inc. Synthetic aircraft turbine oil
US4263159A (en) * 1978-03-24 1981-04-21 Stauffer Chemical Company Automatic transmission fluid comprising esters derived from a particular monocarboxylic acid composition
US4253981A (en) * 1979-07-05 1981-03-03 Morton-Norwich Products, Inc. Viscous lubricant composition comprising mixed esters and a silicone oil
DE3643935C2 (en) * 1986-12-22 1995-07-06 Henkel Kgaa Synthetic polyol esters
US20030104956A1 (en) * 1994-04-28 2003-06-05 Schaefer Thomas G. Synthetic lubricant base stock formed from high content branched chain acid mixtures
US5254277A (en) * 1991-12-20 1993-10-19 Akzo N.V. Corrosion inhibitor composition for formulated polyol ester fluids
NZ255727A (en) * 1992-08-28 1996-06-25 Henkel Corp Biodegradable ester base stock for two-stroke engine oils and the engine oil mixture made therefrom
US6656888B1 (en) 1992-08-28 2003-12-02 Cognis Corporation Biodegradable two-cycle engine oil compositions, grease compositions, and ester base stocks use therein
US5503761A (en) * 1994-08-02 1996-04-02 Exxon Research & Engineering Co./Hatco Corp. Technical pentaerythritol esters as lubricant base stock
AU4517296A (en) * 1994-12-08 1996-06-26 Exxon Chemical Patents Inc. Biodegradable branched synthetic ester base stocks and lubricants formed therefrom
US5728658A (en) * 1996-05-21 1998-03-17 Exxon Chemical Patents Inc Biodegradable synthetic ester base stocks formed from branched oxo acids
US6884761B2 (en) * 2001-12-18 2005-04-26 Bp Corporation North America Inc. High temperature stable lubricant mixed polyol ester composition containing an aromatic carboxylic acid and method for making the same
WO2023114161A2 (en) * 2021-12-14 2023-06-22 Dover Chemical Corporation Gun-barrel lubricant compositions and related methods

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CA536837A (en) * 1957-02-05 H. Matuszak Alfred Synthetic lubricant
US2991297A (en) * 1958-07-02 1961-07-04 Celanese Corp Process for preparing synthetic lubricants
US2961406A (en) * 1959-04-23 1960-11-22 Hercules Powder Co Ltd Pentaerythritol ester lubricants
US3067137A (en) * 1959-04-29 1962-12-04 Shell Oil Co Lubricant compositions containing 9-amino acridines

Also Published As

Publication number Publication date
NL6406651A (en) 1964-12-14
DE1281422B (en) 1968-10-31
BE649019A (en)
US3360465A (en) 1967-12-26

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