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
  • C10M159/00—Lubricating compositions characterised by the additive being of unknown or incompletely defined constitution
  • C10M159/12—Reaction products
  • C10M159/20—Reaction mixtures having an excess of neutralising base, e.g. so-called overbasic or highly basic products
• • 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
  • C10M2207/02—Hydroxy compounds
  • C10M2207/023—Hydroxy compounds having hydroxy groups bound to carbon atoms of six-membered aromatic rings
• • 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
  • C10M2207/02—Hydroxy compounds
  • C10M2207/023—Hydroxy compounds having hydroxy groups bound to carbon atoms of six-membered aromatic rings
  • C10M2207/027—Neutral salts thereof
• • 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
  • C10M2207/02—Hydroxy compounds
  • C10M2207/023—Hydroxy compounds having hydroxy groups bound to carbon atoms of six-membered aromatic rings
  • C10M2207/028—Overbased salts thereof
• • 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
  • C10M2209/02—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
  • C10M2209/08—Macromolecular 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
  • C10M2209/084—Acrylate; Methacrylate
• • 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
  • C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant Compositions
  • C10M2215/02—Amines, e.g. polyalkylene polyamines; Quaternary amines
  • C10M2215/06—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to carbon atoms of six-membered aromatic rings
• • 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
  • C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant Compositions
  • C10M2215/02—Amines, e.g. polyalkylene polyamines; Quaternary amines
  • C10M2215/06—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to carbon atoms of six-membered aromatic rings
  • C10M2215/064—Di- and triaryl amines
• • 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
  • C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant Compositions
  • C10M2215/08—Amides [having hydrocarbon substituents containing less than thirty carbon atoms]
• • 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
  • C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant Compositions
  • C10M2215/08—Amides [having hydrocarbon substituents containing less than thirty carbon atoms]
  • C10M2215/082—Amides [having hydrocarbon substituents containing less than thirty carbon atoms] containing hydroxyl groups; Alkoxylated 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
  • C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant Compositions
  • C10M2215/24—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant Compositions having hydrocarbon substituents containing thirty or more carbon atoms, e.g. nitrogen derivatives of substituted succinic acid
  • C10M2215/28—Amides; Imides
• • 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
  • C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
  • C10M2219/02—Sulfur-containing compounds obtained by sulfurisation with sulfur or sulfur-containing compounds
  • C10M2219/022—Sulfur-containing compounds obtained by sulfurisation with sulfur or sulfur-containing compounds of hydrocarbons, e.g. olefines
• • 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
  • C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
  • C10M2219/04—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions containing sulfur-to-oxygen bonds, i.e. sulfones, sulfoxides
  • C10M2219/044—Sulfonic acids, Derivatives thereof, e.g. neutral salts
• • 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
  • C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
  • C10M2219/04—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions containing sulfur-to-oxygen bonds, i.e. sulfones, sulfoxides
  • C10M2219/046—Overbased sulfonic acid salts
• • 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
  • C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
  • C10M2219/08—Thiols; Sulfides; Polysulfides; Mercaptals
  • C10M2219/082—Thiols; Sulfides; Polysulfides; Mercaptals containing sulfur atoms bound to acyclic or cycloaliphatic carbon atoms
  • C10M2219/087—Thiols; Sulfides; Polysulfides; Mercaptals containing sulfur atoms bound to acyclic or cycloaliphatic carbon atoms containing hydroxy groups; Derivatives thereof, e.g. sulfurised phenols
• • 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
  • C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
  • C10M2219/08—Thiols; Sulfides; Polysulfides; Mercaptals
  • C10M2219/082—Thiols; Sulfides; Polysulfides; Mercaptals containing sulfur atoms bound to acyclic or cycloaliphatic carbon atoms
  • C10M2219/087—Thiols; Sulfides; Polysulfides; Mercaptals containing sulfur atoms bound to acyclic or cycloaliphatic carbon atoms containing hydroxy groups; Derivatives thereof, e.g. sulfurised phenols
  • C10M2219/088—Neutral salts
• • 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
  • C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
  • C10M2219/08—Thiols; Sulfides; Polysulfides; Mercaptals
  • C10M2219/082—Thiols; Sulfides; Polysulfides; Mercaptals containing sulfur atoms bound to acyclic or cycloaliphatic carbon atoms
  • C10M2219/087—Thiols; Sulfides; Polysulfides; Mercaptals containing sulfur atoms bound to acyclic or cycloaliphatic carbon atoms containing hydroxy groups; Derivatives thereof, e.g. sulfurised phenols
  • C10M2219/089—Overbased salts
• • 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
  • C10M2223/00—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
  • C10M2223/02—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having no phosphorus-to-carbon bonds
  • C10M2223/04—Phosphate esters
  • C10M2223/041—Triaryl phosphates
• • 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
  • C10M2223/00—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
  • C10M2223/02—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having no phosphorus-to-carbon bonds
  • C10M2223/04—Phosphate esters
  • C10M2223/045—Metal containing thio 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
  • C10M2225/00—Organic macromolecular compounds containing phosphorus as ingredients in lubricant compositions
  • C10M2225/04—Organic macromolecular compounds containing phosphorus as ingredients in lubricant compositions obtained by phosphorisation of macromolecualr compounds not containing phosphorus in the monomers
  • C10M2225/041—Hydrocarbon polymers
• • 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
  • C10N2010/00—Metal present as such or in compounds
  • C10N2010/04—Groups 2 or 12
• • 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
  • C10N2070/00—Specific manufacturing methods for lubricant compositions
  • C10N2070/02—Concentrating of additives

Definitions

• Detergents for lubricating oils are prepared by reacting a mixture of a phosphosulfurized polyolefin and an alkyl phenol sulfide or an alkylphenol with an alkanol solution of an alkoxide of magnesium or a carbonated alkoxide of magnesium.
• This invention relates to the production of lubricating oil additives, and particularly to a process for the production of magnesium-containing lubricating oil additives.
• Detergent and dispersant additives are added to what are called premium lubricating oils for the purpose of improving their dispersion power, and hence, when they are used in an internal combustion engine, of delaying the onset of piston seizure, the corrosion and wear of the cylinder, and the formation of sludge and carbon deposits.
• One effective type of detergent additive is a blend of an alkaline earth metal salt of a phosphosulfurized polyolefin and an alkaline earth metal salt of an alkylphenol or alkylphenol sulfide, which blend may typically be made by the coneutralization of a mixture of the phosphosulfurized polyolefin and alkylphenol or alkylphenol sulfide.
• the barium salts have been considered to be the most effective of the alkaline earth metal salts in this type of detergent additive, and these, as well as the calcium salts, can be made efficiently using the oxide or hydroxide of the metal.
• This invention comprises a process for the production of a detergent additive for lubricating oils, in which a mixture comprising a phosphosulfurized polyolefin and an alkylphenol sulfide or an alkylphenol is reacted with a solution of an alkoxide of magnesium or a carbonated alkoxide of magnesium in an alkanol.
• the invention further comprises compositions that have been prepared by the process of the invention.
• the alkylphenol sulfide that is, a compound containing two or more alkylphenol residues linked by one or more sulfur atoms, or the alkylphenol is preferably one which has an aromatic nucleus that is substituted by an alkyl group having from 5 to 20 carbon atoms, especially from 7 to 12 carbon atoms.
• An alkyl group having 9 carbon atoms is often particularly satisfactory.
• alkylphenol sulfide rather than the alkylphenol itself.
• the sulfide can be a monosulfide, but disulfides, trisulfides, tetrasulfides, pentasulfides and other polysulfides are also very useful.
• a suitable alkylphenol sulfide can in fact be made from an appropriate alkylphenol by reaction with sulfur dichloride, the composition of the product depending on the molar ratio of alkylphenol to sulfur dichloride used and the alkylphenol residues being linked in general by monosulfide links.
• alkylphenol sulfide and alkylphenol starting materials are nonylphenol and dodecylphenol and the product of reacting from three to five moles of an alkylphenol in which the alkyl group has from 7 to 11 carbon atoms with from two to four moles of sulfur dichloride.
• a particularly preferred example is the reaction product of four moles of nonylphenol and three moles of sulfur dichloride.
• the polyolefin that is used in phosphosulfurized form is preferably one of relatively low molecular weight; it can be, for example, a polypropylene, polybutene or polyisobutylene, for instance one that has an average molecular weight between 500 and 2500, for example 1100. It can for instance have been phosphosulfurized by reacting it with a phosphorus sulfide such as, for example, P 8 P 5 or more preferably P 8
• the phosphosulfurized polyolefin can be used as such, that is, in the form in which it is produced by phosphosulfurization.
• alkylphenol sulfide or alkylphenol and the phosphosulfurized polyolefin can be used in any desired relative proportion, but usually it is preferred to employ these in a Weight ratio between 1:12 and 6: 1, especially between 1:9 and 4:1, and more preferably between 3:7 and 1:1.
• the magnesium alkoxide can be, for example, magnesium methoxide, ethoxide, propoxide or isopropoxide. These compounds are produced by reacting clean magnesium metal with excess alkanol and the solution thus formed can be used to neutralize the mixture of a phosphosulfurized polyolefin and an alkylphenol sulfide or an alkylphenol. Iodine or mercury can be used to initiate the reaction between magnesium and the alkanol if desired but only a catalytic amount should be used. The magnesium alkoxides or solutions containing them should be protected from atmospheric moisture.
• the solution of magnesium alkoxide in alkanol can conveniently also contain a liquid hydrocarbon, for example aromatic hydrocarbons such as benzene, toluene and xylene, and various petroleum fractions such as the naphthenic hydrocarbons, light oils and other oils of various kinds because liquid hydrocarbons reduce the tendency for the magnesium alkoxide to separate as a solid phase from the mixture and allow the use of less alcohol.
• the liquid hydrocarbon can either be present before the reaction between magnesium and the alkanol commences or can be added during or after the reaction.
• the reaction between magnesium and the alcohol can conveniently take place at any temperature from 10 to 120 0, preferably at from 40 to C., more preferably at from 50 to 60 C. and can be started at, for example, room temperature or at from 50 to 60 C. and the mixture can either reflux during the exothermic reaction or can be cooled to moderate the reaction.
• carbonated magnesium alkoxide When carbonated magnesium alkoxide is used to neutralize the mixture of a phosphosulfurized polyolefin and an alkylphenol sulfide or an alkylphenol it is made by passing or dissolving carbon dioxide in a solution of magnesium alkoxide in an alkanol or an alkanol-liquid hydrocarbon solvent. This reaction is suitably carried out at from 20 to C., preferably at from 30 to 80 C. and more preferably at from 45 to 65 C. A suitable technique is to introduce carbon dioxide gas under the surface of the magnesium alkoxide solution.
• the product of neutralizing the mixture of a phosphosulfurized polyolefin, an alkylphenol sulfide or an alkylphenol with a magnesium alkoxide or a carbonated magnesium alkoxide can either be neutral or overbased. To obtain a neutral product equivalent weights of the reactants are used. To obtain an overbased product an excess of the magnesium alkoxide or the carbonated magnesium alkoxide is added. The magnesium alkoxide or the carbonated magnesium alkoxide in the alkanol can be added to the mixture comprising a phosphosulfurized polyolefin, an alkylphenol sulfide or an alkylphenol, or vice versa.
• An overbased product obtained from an excess of magnesium alkoxide or from an excess of magnesium alkoxide which has been incompletely carbonated will contain magnesium alkoxide and such an overbased product is usually carbonated at from 20 to 150 C., preferably at from 120 to 150 C. after distillation to this temperature. If carbonation is carried out at from 20 to 70 C. any excess alcohol is preferably removed after the treatment is complete; this can conveniently be done by distillation, by-product water being removed at the same time, often in the form of an azeotrope. If the overbased product is not carbonated, it is preferable to add a small quantity of water to hydrolyze the remaining alkoxide so that the product is then overbased with magnesium oxide or hydroxide.
• the final product is preferably added to a lubricating oil in an amount corresponding to a magnesium content between 0.005% and 1% by weight of the final composition, for instance between 0.005% and 0.05%, especially about 0.03% by weight.
• Oil compositions containing higher proportions of the product, for instance corresponding to a magnesium content of up to 10% by weight, especially from 0.5% to 5% by weight, are also useful as concentrates to be diluted with more oil before use.
• organic sulfonic acid in the mixture of the phosphosulfurized polyolefin and the alkylphenol sulfide or the alkylphenol to be neutralized because the product has very satisfactory prop erties.
• the method of neutralizing the phosphosulfurized polyolefin and the alkylphenol sulfide or the alkylphenol is exactly the same when it contains an organic sulfonic acid.
• Suitable organic sulfonic acids are alkylarylsulfonic acids especially alkylbenzenesulfonic acids.
• the alkyl groups preferably have from 8 to 30 carbon atoms, e.g., nonyl, dodecyl, tridecyl, tetradecyl or pentadecyl groups. Sulfonated wax/benzene condensate is also suitable.
• the proportions of the phosphosulfurized polyolefin, the organic sulfonic acid and the alkylphenol sulfide or the alkylphenol are such that the organic sulfonic acid preferably does not exceed 75% by weight of the mixture.
• the weight of the amount of the organic sulfonic acid which can be present in the mixture is suitably from 10% to 50% by weight and preferably from to 30% by weight.
• the product of neutralizing the mixture of the phosphosulfurized polyolefin and the alkylphenol sulfide or the alkylphenol can be used alone as a lubricating oil additive or it may be mixed with a sulfonated detergent additive.
• Suitable sulfonated additives include the neutral or overbased magnesium, calcium or barium salts of sulfonated aromatic hydrocarbons especially alkylbenzenesulfonic acids in which the alkyl groups have from 8 to 30 carbon atoms, e.g., the salts of nonyl-, dodecyl-, tridecyl-, tetradecylor pentadecyl-benzenesulfonic acid.
• the weight of sulfonated additive is preferably not more than 50% by weight of the combined weight of itself and the product of the invention, for example,
• This example describes the production of a neutral detergent oil additive according to the invention.
• Methylate carbonate complex Methanol (61 ml.) is added slowly to a stirred mixture of magnesium turnings (4 g., 0.1645 g. atom) and oil (25.8 g.) at 55 C. The resulting reaction is regulated by cooling and by the controlled addition of methanol. Complete conversion of the metal to methylate is achieved by a final refluxing period of about /2 hour.
• the stirred mixture is then cooled to 60 C. and carbonated at this temperature by introducing carbon dioxide gas under the surface of the mixture. Carbon dioxide is stopped after about conversion of methylate to carbonated magnesium methoxide.
• EXAMPLE 2 This example describes the production of an overbased detergent oil additive according to the invention.
• Methylate carbonate complex Methanol (200 ml.) is added slowly to stirred previously warmed magnesium turnings (15.6 g., 0.641 g. atom). The ensuing vigorous reaction is controlled by cooling and by the gradual addition of xylene (100 ml.) which additionally helps to solubilize the magnesium methylate formed. Complete conversion of the metal to methylate is achieved by a final reflux period of about /2 hour.
• the stirred mixture is then cooled to 50 C. and carbonated at this temperature by introducing carbon dioxide gas under the surface of the mixture. Carbon dioxide is stopped after about 60% conversion of the methylate to carbonated magnesium methoxide.
• EXAMPLE 3 This example describes the production of an overbased detergent oil additive according to the invention.
• the stirred mixture is then cooled to 60 C. and carbonated at this temperature by introducing carbon dioxide gas under the surface of the mixture.
• the passage of carbon dioxide gas is stopped after about conversion of methylate to carbonated magnesium methoxide.
• a process for the production of a detergent additive for lubricating oils which comprises reacting a mixture of a phosphosulfurized polyolefin and a compound selected from the group consisting of an alkylphenol sulfide and an alkylphenol with an alkanol solution of a compound selected from the group consisting of an alkoxide of magnesium and a carbonated alkoxide of mag nesium.
• a process of claim 2 wherein the mixture comprises a phosphosulfurized polyolefin and an alkylphenol sulfide obtained by reacting from about 3 to about 5 moles of an alkylphenol in which the alkyl group contains from about 7 to about 11 carbon atoms with from about 2 to about 4 moles of sulfur dichloride.
• a process of claim 3 wherein the phosphosulfurized polyolefin has an average molecular weight from about 500 to about 2500.
• alkoxide is selected from the group consisting of methoxide, ethoxide, propoxide and isopropoxide.
• organic sulfonic acid is an alkylbenzenesulfonic acid in which the alkyl group contains from about 8 to about 30 carbon atoms.
• a composition comprising a major amount of a lubricating oil and a minor amount of a product of claim 13.
• a composition of claim 14 wherein the magnesium content is from about 0.005% to about 1% by weight.

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• Chemical & Material Sciences (AREA)
• Chemical Kinetics & Catalysis (AREA)
• General Chemical & Material Sciences (AREA)
• Oil, Petroleum & Natural Gas (AREA)
• Organic Chemistry (AREA)
• Lubricants (AREA)
• Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Applications Claiming Priority (1)

Publications (1)

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ID=10479061

Family Applications (1)

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Cited By (3)

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• 1969
  • 1969-11-24 GB GB5739169A patent/GB1303048A/en not_active Expired
• 1970
  • 1970-11-20 DE DE2057167A patent/DE2057167C3/de not_active Expired
  • 1970-11-23 US US92136A patent/US3706665A/en not_active Expired - Lifetime
  • 1970-11-23 FR FR707041950A patent/FR2068612B1/fr not_active Expired

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