GB793152A - Lubricant additives - Google Patents

Lubricant additives

Info

Publication number
GB793152A
GB793152A GB24812/56A GB2481256A GB793152A GB 793152 A GB793152 A GB 793152A GB 24812/56 A GB24812/56 A GB 24812/56A GB 2481256 A GB2481256 A GB 2481256A GB 793152 A GB793152 A GB 793152A
Authority
GB
United Kingdom
Prior art keywords
oils
solution
hydrocarbon
hours
kerosene
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
GB24812/56A
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 GB793152A publication Critical patent/GB793152A/en
Expired legal-status Critical Current

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Classifications

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    • C07ORGANIC CHEMISTRY
    • C07FACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F5/00Compounds containing elements of Groups 3 or 13 of the Periodic Table
    • C07F5/06Aluminium compounds
    • C07F5/069Aluminium compounds without C-aluminium linkages
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    • C07ORGANIC CHEMISTRY
    • C07FACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02Phosphorus compounds
    • C07F9/04Reaction products of phosphorus sulfur compounds with hydrocarbons
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    • C07ORGANIC CHEMISTRY
    • C07FACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02Phosphorus compounds
    • C07F9/28Phosphorus compounds with one or more P—C bonds
    • C07F9/30Phosphinic acids [R2P(=O)(OH)]; Thiophosphinic acids ; [R2P(=X1)(X2H) (X1, X2 are each independently O, S or Se)]
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    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M137/00Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing phosphorus
    • C10M137/02Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing phosphorus having no phosphorus-to-carbon bond
    • C10M137/04Phosphate esters
    • C10M137/10Thio derivatives
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    • C10M2201/00Inorganic compounds or elements as ingredients in lubricant compositions
    • C10M2201/04Elements
    • C10M2201/041Carbon; Graphite; Carbon black
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    • C10M2201/00Inorganic compounds or elements as ingredients in lubricant compositions
    • C10M2201/04Elements
    • C10M2201/041Carbon; Graphite; Carbon black
    • C10M2201/042Carbon; Graphite; Carbon black halogenated, i.e. graphite fluoride
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    • C10M2201/00Inorganic compounds or elements as ingredients in lubricant compositions
    • C10M2201/06Metal compounds
    • C10M2201/062Oxides; Hydroxides; Carbonates or bicarbonates
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    • C10M2203/00Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
    • C10M2203/10Petroleum or coal fractions, e.g. tars, solvents, bitumen
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    • C10M2203/10Petroleum or coal fractions, e.g. tars, solvents, bitumen
    • C10M2203/102Aliphatic fractions
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    • C10M2203/104Aromatic fractions
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    • C10M2203/108Residual fractions, e.g. bright stocks
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    • C10M2207/00Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/02Hydroxy compounds
    • C10M2207/021Hydroxy compounds having hydroxy groups bound to acyclic or cycloaliphatic carbon atoms
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    • C10M2207/04Ethers; Acetals; Ortho-esters; Ortho-carbonates
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    • C10M2207/10Carboxylix acids; Neutral salts thereof
    • C10M2207/12Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms
    • C10M2207/125Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of eight up to twenty-nine carbon atoms, i.e. fatty acids
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    • C10M2229/00Organic macromolecular compounds containing atoms of elements not provided for in groups C10M2205/00, C10M2209/00, C10M2213/00, C10M2217/00, C10M2221/00 or C10M2225/00 as ingredients in lubricant compositions
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  • General Health & Medical Sciences (AREA)
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  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Lubricants (AREA)

Abstract

The invention comprises the reaction products of a phosphosulphurized hydrocarbon and an aluminium alcoholate, the alcohol residues of which may be the same or different and are derived from aliphatic, preferably saturated, alcohols containing 1-20, preferably 3-8 carbon atoms. Suitable hydrocarbons are paraffins, olefins, olefin polymers with a molecular weight of 100 to 50,000, diolefins, acetylenes, aromatics, alkylaromatics, cycloaliphatics, araliphatics and petroleum fractions. Preferred hydrocarbon materials are isobutylene polymers having molecular weights in the range 100 to 50,000, preferably 250 to 10,000, and more preferably 500 to 2000, and refined mineral lubricating oil bright stocks, preferably those which have been deasphalted, solvent extracted or acid treated, dewaxed and filtered, having S.S.U. viscosities at 210 DEG F. in the range 100 to 200, preferably 130 to 170. Phosphosulphurization is carried out by reacting the hydrocarbon with a phosphorus sulphide, e.g. P2S3, P2S5, P4S7, &c., preferably P2S5, at a temperature of 200 DEG to 600 DEG F., preferably 300 DEG to 550 DEG F., using from 1 to 10, preferably 2 to 5, molecular proportions of hydrocarbon to 1 molecular proportion of phosphorus sulphide, and advantageously in an inert atmosphere. The reaction time is not critical and from 2 to 10 hours may be required. If desired, the product may be blown with steam, alcohol, ammonia or an amine at 200 DEG to 600 DEG F. to improve its odour. 1 to 2 mols. of phosphosulphurized hydrocarbon is reacted with each mol. of aluminium alcoholate at a temperature of 150-450 DEG F., preferably 200-350 DEG F., more preferably 275-325 DEG F., for 0.2 to 10 hours, preferably 2-6, more preferably 3-5 hours. The reaction may be carried out in a solvent such as a mineral lubricating oil, preferably in such proportions as to form a composition containing 25 to 75 per cent active ingredient (reaction product). If desired the by-product alcohol may be removed, e.g. by blowing with an inert gas, or vacuum distillation. The products are added to lubricating and other oils, greases, hydraulic fluids and the like (see Group III). In an example: polyisobutylene (M.W. 1100) is heated with P2S5 at 425 DEG F. for 10 hours in a stream of nitrogen, the mixture cooled to 350 DEG F., a solvent extracted paraffinic mineral oil distillate added and the solution filtered; the filtrate is mixed with a solution of aluminium amylate in kerosene and the mixture heated to 300 DEG F. for 3 hours, nitrogen being blown through the solution during this period to remove amyl alcohol and kerosene.ALSO:Lubricating oil compositions contain the reaction products of a phosphosulphurized hydrocarbon and an aluminium alcoholate, the alcohol residues of which may be the same or different and are derived from aliphatic, preferably saturated, alcohols containing 1-20 carbon atoms. Suitable hydrocarbons are paraffins, olefins, olefin polymers, diolefins, acetylenes, aromatics, alkylaromatics, cycloaliphatics, araliphatics and petroleum fractions. Preferred hydrocarbon materials are isobutylene polymers and refined mineral lubricating oil bright stocks. (For preparation of the reaction products see Group IV (b)). The reaction products may be added to lubricating oils as detergents and inhibitors in proportions of 0.01 to 20 per cent by weight or more. It is convenient to prepare a concentrated oil solution containing 25 to 50 per cent by weight of additive. Other detergent additives may be present such as metal soaps, sulphonates, phenates, alcoholates, alkylphenol sulphides, organo phosphates, thiophosphates, phosphites, thiophisphites, salicylates, xanthates, thioxanthates, and thiocarbamates; amines; reaction products of metal phenates and sulphur or phosphorus sulphides; metal phenol sulphonates; phenols; phenol sulphides. Suitable oil base stocks include mineral oils, blends of animal, vegetable or fish oils or their hydrogenated or voltolized products with mineral oils and synthetic oils such as esters and complex esters, polyethers, polymerized olefines, oxo products, coal hydrogenation products, halocarbon oils (e.g. polychlorotrifluoroethylene), silicone oils, phosphate esters, sulphite esters, carbonate esters, mercaptals, formals, and polyglycols. Other agents may be present such as dyes, pour depressors; heat thickened fatty oils; sulphurized fatty oils; organo-metallic compounds; sludge dispersers; anti-oxidants; thickeners; viscosity index improvers; oiliness agents; resins; rubber; olefin polymers; volatolized fats; minerals oils and/or waxes; and colloidal solids such as graphite and zinc oxide; also solvents and assisting agents such as esters, ketones, alcohols, aldehydes and halogenated or nitrated compounds. The reaction products may be used in cutting oils, flushing oils, turbine oils, transformer oils, industrial oils, process oils and gear lubricants and greases. In an example: polyisobutylene (M.W. 1100) is heated with P2S5, a solvent extracted paraffinic mineral oil distillate added and the solution filtered; the filtrate is mixed with a solution of aluminium amylate in kerosene and the mixture heated to 300 DEG F., nitrogen being blown through the solution during heating to remove amyl alcohol and kerosene; the filtered product is blended with a mixture of approximately 75 per cent of a solvent extracted neutral mineral oil and 25 per cent of a solvent extracted mineral oil bright stock.ALSO:Oil-soluble lubricating oil additives are made by heating 1 to 2 mols. of a phospho-sulphurized hydrocarbon with 1 mol. of an aluminium alcoholate derived from aliphatic alcohols containing 1 to 20 carbon atoms. Suitable hydrocarbons are the polymers of ethylene, propylene, butylene, isobutylene, n- and iso-amylenes, 2-methyl- and 2-ethyl-butene-1 and hexenes, copolymers thereof and with butadiene, isoprene, chloroprene, cyclopentadiene,2,3-dimethylbutadiene, pentadiene-1,3, hexadienes-1,4 and -2,4,terpenes and acetylene. Polyisobutylenes having molecular weights of 100 to 50,000 are preferred. The reaction is carried out at 150-450 DEG F., e.g. in a solvent such as a mineral lubricating oil. The product may be purified by blowing with an inert gas at elevated temperature or by vacuum distillation. In the example polyisobutylene is heated with P2S5 at 425 DEG F. for 10 hours under nitrogen, the mixture cooled to 350 DEG F., a solvent extracted paraffinic mineral oil distillate added and the solution filtered. The filtrate is heated with a solution of aluminium amylate in kerosene at 300 DEG F. for 3 hours, nitrogen being blown through the solution to remove amyl alcohol or kerosene.
GB24812/56A 1955-09-28 1956-08-14 Lubricant additives Expired GB793152A (en)

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Publication number Priority date Publication date Assignee Title
DE1166191B (en) * 1960-04-07 1964-03-26 Kalk Chemische Fabrik Gmbh Process for the preparation of metal complexes of dialkyldithiophosphines
DE1137732B (en) * 1960-04-23 1962-10-11 Kalk Chemische Fabrik Gmbh Process for the preparation of metal complexes of dialkyldithiophosphines
CN113136256A (en) * 2021-04-09 2021-07-20 西安航天动力试验技术研究所 Coal-based anti-wear hydraulic oil and preparation method thereof

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US2274302A (en) * 1940-01-22 1942-02-24 Standard Oil Co Compounded oil
US2422585A (en) * 1944-05-08 1947-06-17 Standard Oil Co Lubricant
US2427272A (en) * 1944-05-18 1947-09-09 Socony Vacuum Oil Co Inc Mineral oil composition
US2506570A (en) * 1945-10-05 1950-05-09 Socony Vacuum Oil Co Inc Lubricating oil compositions
NL75832C (en) * 1949-04-23
DE843852C (en) * 1950-08-06 1952-07-14 Basf Ag Process for the preparation of sulfur and phosphorus containing lubricating oil improvers
US2688013A (en) * 1950-11-04 1954-08-31 Continental Oil Co Light metal thiocyanate derivatives of phosphor-sulfurized aliphatic hydrocarbons
US2724725A (en) * 1954-01-26 1955-11-22 Lubrizol Corp Preparation of phosphinothioic halides from phosphinodithioic acids and hydrogen halides

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