GB706205A - Improvements in or relating to synthetic lubricants - Google Patents

Improvements in or relating to synthetic lubricants

Info

Publication number
GB706205A
GB706205A GB13304/51A GB1330451A GB706205A GB 706205 A GB706205 A GB 706205A GB 13304/51 A GB13304/51 A GB 13304/51A GB 1330451 A GB1330451 A GB 1330451A GB 706205 A GB706205 A GB 706205A
Authority
GB
United Kingdom
Prior art keywords
oxo
acid
alcohol
olefine
copolymer
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
GB13304/51A
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.)
Standard Oil Development Co
Original Assignee
Standard Oil Development 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 Standard Oil Development Co filed Critical Standard Oil Development Co
Publication of GB706205A publication Critical patent/GB706205A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M105/00Lubricating compositions characterised by the base-material being a non-macromolecular organic compound
    • C10M105/08Lubricating compositions characterised by the base-material being a non-macromolecular organic compound containing oxygen
    • C10M105/32Esters
    • C10M105/34Esters of monocarboxylic acids
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2203/00Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
    • C10M2203/10Petroleum or coal fractions, e.g. tars, solvents, bitumen
    • C10M2203/108Residual fractions, e.g. bright stocks
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2207/00Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/28Esters
    • C10M2207/281Esters of (cyclo)aliphatic monocarboxylic acids
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2207/00Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/28Esters
    • C10M2207/282Esters of (cyclo)aliphatic oolycarboxylic acids
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2207/00Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/28Esters
    • C10M2207/283Esters of polyhydroxy compounds
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2207/00Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/28Esters
    • C10M2207/286Esters of polymerised unsaturated acids
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2209/00Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
    • C10M2209/02Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M2209/08Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds containing monomers having an unsaturated radical bound to a carboxyl radical, e.g. acrylate type
    • C10M2209/084Acrylate; Methacrylate
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2209/00Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
    • C10M2209/02Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M2209/08Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds containing monomers having an unsaturated radical bound to a carboxyl radical, e.g. acrylate type
    • C10M2209/086Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds containing monomers having an unsaturated radical bound to a carboxyl radical, e.g. acrylate type polycarboxylic, e.g. maleic acid
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10NINDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2030/00Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
    • C10N2030/08Resistance to extreme temperature
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10NINDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2040/00Specified use or application for which the lubricating composition is intended
    • C10N2040/12Gas-turbines
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10NINDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2040/00Specified use or application for which the lubricating composition is intended
    • C10N2040/12Gas-turbines
    • C10N2040/13Aircraft turbines

Landscapes

  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Emergency Medicine (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Organic Chemistry (AREA)
  • Lubricants (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)

Abstract

Esters of formula R COO R1 where R is a branched chain alkyl group having 7-16, preferably 8-13 and particularly 8 or 9 carbon atoms corresponding to that of an acid made by the oxo-process, e.g. by the reaction of a copolymer or polymer of a C3 and a C4 olefine with CO and water in the presence of a carbonylation catalyst or by the oxidation of corresponding oxo alcohols or aldehydes made using hydrogen in place of water and wherein R1 is a branched chain alkyl group of 7-16, preferably 8-13 and particularly 8 carbon atoms corresponding to that of an alcohol made by the oxo process, e.g. by reaction of a copolymer or polymer of a C3 and a C4 olefine with CO and excess H2 in the presence of a carbonylation catalyst. Oxo synthesis conditions specified are temperatures of about 300-400 DEG F., pressures of about 1,000-3,000 p.s.i. with cobalt carbonyl as catalyst. Polymer or copolymer olefines are made by conventional polymerization processes, e.g. by passing the olefine stream in liquid phase over acid catalysts such as phosphoric acid on kieselguhr or silica gel, copper phosphate, sulphuric acid and Friedel-Crafts catalysts. With phosphoric acid temperatures of 300-500 DEG F. are used and pressures of 250-5,000 p.s.i. Feed-stocks may comprise 15-60 mol. per cent. propylenes, 0.5-15 mol. per cent. butylenes, 0.1-10 mol. per cent. isobutylene or the dimer and trimer of isobutylene. The oxo-alcohol may be oxidized by treatment at 235 DEG F. with an equimolar quantity of sodium hydroxide or mixture of 50 per cent. sodium hydroxide and 50 per cent. potassium hydroxide. Oxo aldehydes are oxidized with air or nitric acid. The products are synthetic lubricants (see Group III). In Examples (1) a C8 oxo alcohol is esterified in toluene with a C8 oxo acid in the presence of p-toluene sulphonic acid, and in (2) a C8, and (3) a C13 oxo alcohol is similarly esterified with a C9 oxo acid.ALSO:Lubricating oil compositions comprise esters of formula RCOOR1 where R is a branched chain alkyl group of 7-16, preferably 8-13 and particularly 8 or 9 carbon atoms corresponding to that of an acid made by the oxo process, e.g. by the reaction of a copolymer or polymer of a C3 and a C4 olefine with CO and water in the presence of a carbonylation catalyst or by the oxidation of corresponding oxo alcohols or aldehydes made using hydrogen in place of water and where R1 is a branched chain alkyl group of 7-16, preferably 8-13 and particularly 8 carbon atoms corresponding to that of an alcohol made by the oxo process, e.g. by reaction of a polymer or copolymer of a C3 and a C4 olefine with CO and excess H2 in the presence of a carbonylation catalyst. Mixtures of esters may be used and other synthetic esters, e.g. acrylate and methacrylate copolymers and fumarate vinyl acetate copolymers may be present as thickeners. Example 4 shows tests on a lubricating oil made by blending an ester of a C8 oxo alcohol with a C9 oxo acid with an ester of a C9 oxo acid with a C13 oxo alcohol.
GB13304/51A 1950-11-29 1951-06-05 Improvements in or relating to synthetic lubricants Expired GB706205A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US706205XA 1950-11-29 1950-11-29

Publications (1)

Publication Number Publication Date
GB706205A true GB706205A (en) 1954-03-24

Family

ID=22096398

Family Applications (1)

Application Number Title Priority Date Filing Date
GB13304/51A Expired GB706205A (en) 1950-11-29 1951-06-05 Improvements in or relating to synthetic lubricants

Country Status (1)

Country Link
GB (1) GB706205A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1996015210A1 (en) * 1994-11-14 1996-05-23 Unichema Chemie B.V. Lubricant

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1996015210A1 (en) * 1994-11-14 1996-05-23 Unichema Chemie B.V. Lubricant
AU706477B2 (en) * 1994-11-14 1999-06-17 Croda International Plc Lubricant
US6008167A (en) * 1994-11-14 1999-12-28 Unilever Patent Holdings B.V. Lubricant
US6346504B1 (en) 1994-11-14 2002-02-12 Unilever Patent Holdings B.V. Lubricant

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