US2956020A - Anti-corrosion compositions - Google Patents

Anti-corrosion compositions Download PDF

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US2956020A
US2956020A US559793A US55979356A US2956020A US 2956020 A US2956020 A US 2956020A US 559793 A US559793 A US 559793A US 55979356 A US55979356 A US 55979356A US 2956020 A US2956020 A US 2956020A
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compositions
corrosion
oils
percent
oil
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US559793A
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Suprin Jean
Soldano Francis
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ExxonMobil Technology and Engineering Co
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Exxon Research and Engineering Co
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    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D5/00—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
    • C09D5/08—Anti-corrosive paints
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
    • C07D233/04—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
    • C07D233/06—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, directly attached to ring carbon atoms
    • C07D233/08—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, directly attached to ring carbon atoms with alkyl radicals, containing more than four carbon atoms, directly attached to ring carbon atoms
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    • C10L1/14—Organic compounds
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    • C10M133/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen
    • C10M133/02—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen having a carbon chain of less than 30 atoms
    • C10M133/16—Amides; Imides
    • C—CHEMISTRY; METALLURGY
    • C23—COATING METALLIC MATERIAL; COATING MATERIAL WITH METALLIC MATERIAL; CHEMICAL SURFACE TREATMENT; DIFFUSION TREATMENT OF METALLIC MATERIAL; COATING BY VACUUM EVAPORATION, BY SPUTTERING, BY ION IMPLANTATION OR BY CHEMICAL VAPOUR DEPOSITION, IN GENERAL; INHIBITING CORROSION OF METALLIC MATERIAL OR INCRUSTATION IN GENERAL
    • C23F—NON-MECHANICAL REMOVAL OF METALLIC MATERIAL FROM SURFACE; INHIBITING CORROSION OF METALLIC MATERIAL OR INCRUSTATION IN GENERAL; MULTI-STEP PROCESSES FOR SURFACE TREATMENT OF METALLIC MATERIAL INVOLVING AT LEAST ONE PROCESS PROVIDED FOR IN CLASS C23 AND AT LEAST ONE PROCESS COVERED BY SUBCLASS C21D OR C22F OR CLASS C25
    • C23F11/00—Inhibiting corrosion of metallic material by applying inhibitors to the surface in danger of corrosion or adding them to the corrosive agent
    • C23F11/08—Inhibiting corrosion of metallic material by applying inhibitors to the surface in danger of corrosion or adding them to the corrosive agent in other liquids
    • C23F11/10—Inhibiting corrosion of metallic material by applying inhibitors to the surface in danger of corrosion or adding them to the corrosive agent in other liquids using organic inhibitors
    • C23F11/14—Nitrogen-containing compounds
    • C23F11/145—Amides; N-substituted amides
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    • C10L1/14—Organic compounds
    • C10L1/18—Organic compounds containing oxygen
    • C10L1/188—Carboxylic acids; metal salts thereof
    • C10L1/1886—Carboxylic acids; metal salts thereof naphthenic acid
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    • C10L1/222—Organic compounds containing nitrogen containing at least one carbon-to-nitrogen single bond
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    • C10L1/14—Organic compounds
    • C10L1/24—Organic compounds containing sulfur, selenium and/or tellurium
    • C10L1/2431—Organic compounds containing sulfur, selenium and/or tellurium sulfur bond to oxygen, e.g. sulfones, sulfoxides
    • C10L1/2437—Sulfonic acids; Derivatives thereof, e.g. sulfonamides, sulfosuccinic acid esters
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    • C10M2201/042—Carbon; Graphite; Carbon black halogenated, i.e. graphite fluoride
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    • 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
    • C10M2215/26—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
    • C10M2215/28—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
    • C10M2217/00—Organic macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2217/04—Macromolecular compounds from nitrogen-containing monomers obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M2217/046—Polyamines, i.e. macromoleculars obtained by condensation of more than eleven amine monomers
    • 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
    • C10M2217/00—Organic macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2217/06—Macromolecular compounds obtained by functionalisation op polymers with a nitrogen containing compound
    • 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
    • C10M2219/024—Sulfur-containing compounds obtained by sulfurisation with sulfur or sulfur-containing compounds of esters, e.g. fats
    • 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
    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2010/00—Metal present as such or in compounds
    • 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
    • C10N2030/12—Inhibition of corrosion, e.g. anti-rust agents or anti-corrosives
    • 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
    • C10N2040/02—Bearings
    • 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
    • C10N2040/08—Hydraulic fluids, e.g. brake-fluids
    • 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

Definitions

  • the present invention relates to-corrosioninhibiting States Patent 4 gines, or after being burnt off metal surfaces during annealing or other"operations.
  • V V a H The present invention therefore comprises anti-corrosion compositions comprising a hydrocarbon oil and a minor proportion of the reaction product of a cgcgjraa' acid and ethylene diamifne or diethylene triamine;
  • compositions and particularlyv relates to compositions
  • the additive compounds used in the compositions of the present invention are obtained by reaction between fatty acids and dior tri-alkyl amines.
  • any saturated or unsaturated C -C fatty acid may be used, which may contain one or more hydroxyl groups.
  • the preferred fatty acids include lauric, palmitic, stearic, oleic, linoleic, ricinoleic, oleomargic, erucic, behenic arachidic 0r lignoceric acids.
  • Corresponding compounds may be prepared using diethylene tri-amine.
  • the additive compounds obtained from reaction between the fatty acid and dior tri-ethylamines may be incorporated in hydrocarbon oils in amounts between 0.01% and 10% by weight based on the total composition.
  • hydrocarbon oils in which the additive compounds are incorporated may be any hydrocarbon, e.g. a petroleum fraction, in which they are soluble. They are preferably mineral lubricating oils, which may be used to prevent the rusting of inaccessible systems, or to prevent the rusting of metal parts during processing or storage. Compositions of the present invention comprising lubricating oils may advantageously be employed in equipment which requires lubrication in addition to protection from corrosion, such as in circulating oil and hydraulic systems, bearings, instruments or internal combustion englues.
  • the corrosion inhibiting compounds of the present invention may be incorporated in volatile solvent-type hydrocarbons such as gasolines, kerosines, white-spirits, or gas-oils.
  • volatile solvent-type hydrocarbons such as gasolines, kerosines, white-spirits, or gas-oils.
  • Such compositions generally contain also a film-forming material such as wax, resin, or petrolatum.
  • compositions of the present invention are ashless, e.g. do not form metallic deposits, when used in internal combustion enwith the compositions under test, wand stabilized ;for 16; hours in a box under-ambient conditions;
  • the covered plates were thentransfer-redto a-humidity cabinet, where;
  • compositions of the present invention were very effective in delaying the onset of rust on steel plates, compared with straight mineral oil.
  • a further aspect of the present invention is that a welldefined anti-corrosive synergistic effect is obtained when the additive compounds of the present invention are incorporated in hydrocarbon oils together with minor proportions of oil-soluble naphthenates or sulphonates of alkaline or alkaline-earth metals.
  • the preferred sulphonates are those with a molecular Weight between 300 and 600, and may conveniently be derived from petro; leum mahogany acids, or from other sources, cg. from the polypropyl benzene hydrocarbons obtained as a heavy alkylate during the manufacture of dodecyl hen-"l zene.
  • EXAMPLE I-r weight 500, and various proportions, usually 0.8% of fatty acid/ amine reaction products according to the present invention were used to cover bright steel plates as in Example I, and after stabilization for 16 hours were placed in a humidity cabinet, where the corrosion evalua t d a. 1-, was
  • An anti-corrosion composition consisting of a naphthenic mineral oil having a viscosity of about 155 cs. at
  • rustinhibitor additives of the present invention there may be added to the hydrocarbon oil base stocks other agents such as dyes, pour depressors, heat thickened fatty oils, sulphurised fatty oils, organo metallic compounds, metallic or other soaps, sludge dispersants, anti-oxidants, thickeners, viscosity index improvers, other corrosion inhibitors, oiliness agents, resins, olefin polymers, or volatalized fatty oils, fats, mineral oils, waxes, graphite or zinc oxide.
  • agents such as dyes, pour depressors, heat thickened fatty oils, sulphurised fatty oils, organo metallic compounds, metallic or other soaps, sludge dispersants, anti-oxidants, thickeners, viscosity index improvers, other corrosion inhibitors, oiliness agents, resins, olefin polymers, or volatalized fatty oils, fats, mineral oils, waxes, graphite or zinc oxide.
  • An anti-corrosion composition comprising: a major amount of a hydrocarbon oil; 0.1 to 3 wt. percent of an alkali metal petroleum sulfonate having a molecular weight in the range of 300 to 600; and 0.01 to 3 wt. percent of the dehydrated amide reaction product of 2 moles of a C C- fatty acid and one mole of ethylene diam e,

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Materials Engineering (AREA)
  • Wood Science & Technology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Mechanical Engineering (AREA)
  • Metallurgy (AREA)
  • Lubricants (AREA)
  • Preventing Corrosion Or Incrustation Of Metals (AREA)

Description

Unite ANTI-CORROSION COMPOSITIONS Jean Suprin, Notre-Dame-de Gravenchon, and- Francis Soldano, Les Aygalades-Mars'eille, France, assig'n'o'rs to Esso StandardSdcieteAnonyme-Francaise, Paris, France, a body corporate No Drawing. Filed Jan.;18,-,19 6, s'r. No.-ss9,793- Claims priority, application France Mar; 19;. "1955' 2 Claims; 01. 252*334 The present invention relates to-corrosioninhibiting States Patent 4 gines, or after being burnt off metal surfaces during annealing or other"operations. V V a H The present invention therefore comprises anti-corrosion compositions comprising a hydrocarbon oil and a minor proportion of the reaction product of a cgcgjraa' acid and ethylene diamifne or diethylene triamine;
compositions, and particularlyv relates to compositions;
comprising hydrocarbon oils and minor proportions of the reaction products of C -C fatty acids and ethylene diamine or diethylene triamine. v
The additive compounds used in the compositions of the present invention are obtained by reaction between fatty acids and dior tri-alkyl amines.
Thus a reaction between oleic acid and ethylene diamine is carried out at temperaturesof about 140 -'-160 C-. to obtain oleylamidoethylamine asrepresented-bythe equation:
which may in turn be dehydrated to form dioleylamidoiethane, C17H33.CO;NH.C2HLNH.CO.C17H33. V
In preparing the above types of compounds any saturated or unsaturated C -C fatty acid may be used, which may contain one or more hydroxyl groups. The preferred fatty acids include lauric, palmitic, stearic, oleic, linoleic, ricinoleic, oleomargic, erucic, behenic arachidic 0r lignoceric acids.
Corresponding compounds may be prepared using diethylene tri-amine. The additive compounds obtained from reaction between the fatty acid and dior tri-ethylamines may be incorporated in hydrocarbon oils in amounts between 0.01% and 10% by weight based on the total composition.
The hydrocarbon oils in which the additive compounds are incorporated may be any hydrocarbon, e.g. a petroleum fraction, in which they are soluble. They are preferably mineral lubricating oils, which may be used to prevent the rusting of inaccessible systems, or to prevent the rusting of metal parts during processing or storage. Compositions of the present invention comprising lubricating oils may advantageously be employed in equipment which requires lubrication in addition to protection from corrosion, such as in circulating oil and hydraulic systems, bearings, instruments or internal combustion englues.
In another type of application the corrosion inhibiting compounds of the present invention may be incorporated in volatile solvent-type hydrocarbons such as gasolines, kerosines, white-spirits, or gas-oils. Such compositions generally contain also a film-forming material such as wax, resin, or petrolatum. When such compositions are applied to a metal surface, the volatile solvent evaporates in a short time, and leaves a thin film which inhibit rusting of the metal.
A particular advantage of the compositions of the present invention is that they are ashless, e.g. do not form metallic deposits, when used in internal combustion enwith the compositions under test, wand stabilized ;for 16; hours in a box under-ambient conditions; The covered plates were thentransfer-redto a-humidity cabinet, where;
Having now described the invention in'broad terms;
reference'may be'made'tothe'followingiexample.
i EXAMPLEJ steel covered with anti-rust compositions' according to' the invention. Two compositions were used in this series of'test, both being based-;onnaphthenic mineral :oilof viscosity 155 cs.--at- F; Sample liconsisted.of the; base oilcontaining.- 5% ob dioleylamido ethane and;
ase. oil, containing.-.- 5 of sample fil consisted of the b oleylamidoethylamine oleate. p 1 H 1 The steelplateswere cleaned by sandblasting:v covered they were spaced apart inan, upright'position and ex posed'to continual-condensation of awater vapour. at at. temperatureof 100 F. Theeificacypf-the -anti-rus t compositions was taken as the 'minimurntlm6 lIljhOl1lS taken-by aplate to show the first signs of rust...
The resultsof this test are shown in Table I the test samples are compared with the--straight base oil.
Table If" Anti-rust liquid ffo'z; rust to g V appear V r hours Base 011 Sample I (Base oil +5% dioleyltunido ethane) a. 1, 700 Sample II (Base oil +5% oleylamide ethylamine oleate) 1, 300
It will be seen from the test results shown in Table I that compositions of the present invention were very effective in delaying the onset of rust on steel plates, compared with straight mineral oil.
A further aspect of the present invention is that a welldefined anti-corrosive synergistic effect is obtained when the additive compounds of the present invention are incorporated in hydrocarbon oils together with minor proportions of oil-soluble naphthenates or sulphonates of alkaline or alkaline-earth metals. The preferred sulphonates are those with a molecular Weight between 300 and 600, and may conveniently be derived from petro; leum mahogany acids, or from other sources, cg. from the polypropyl benzene hydrocarbons obtained as a heavy alkylate during the manufacture of dodecyl hen-"l zene. Thus if from 0.01% to 5%, preferably 0.1% to 3% of the said sulphonates or naphthenates are incorporated in the said hydrocarbon oils, much loss of the fatty acid/amine reaction products are required to give efiective anti-corrosion properties. Thus from 0.01% to 3% of the additive product may be sufficient. This effect is illustrated by Example II below.
EXAMPLE I-r weight 500, and various proportions, usually 0.8% of fatty acid/ amine reaction products according to the present invention were used to cover bright steel plates as in Example I, and after stabilization for 16 hours were placed in a humidity cabinet, where the corrosion evalua t d a. 1-, was
- Tests werecarried out-on; plates of hot-"roll'ed bright tion of the various compositions evaluated as before. The results are shown in Table 11 below.
2. An anti-corrosion composition consisting of a naphthenic mineral oil having a viscosity of about 155 cs. at
Table II ANTI-RUST COMPOSITION Control III IV V VI VII VIII IX X Mineral Base Oil, percent 97. 7 97. 1 97. 1 97. 1 97. 1 97. 1 97. 1 97. 1 97.1 Sod. sulphonate (MW 500). 2.3 2. l 2. l 2. 1 2.1 2.1 2. 1 2. 1 2. 1 Oleylamidoethylamine-- 0. 8 Stearylamidoethyl m e- 0. 8 Laurylamidoethylaminm- 0. 8 Ricinoleylethylamine. 0. 8 Dloleylamidoeth ane. 0. 8 Oleyl-2 imidazole Ethylene diamtue dioleate Time taken for rust to appear (hours) 90 1, 580 1, 200 850 600 1, 580
It will be noted from the results shown in Table II, that much less of the fatty acid/ amine reaction product is required to endow anti-corrosion properties when incorporated in hydrocarbon oils with sulphonates, than when the products are contained in the oils alone.
It is to be understood that in addition to the rustinhibitor additives of the present invention there may be added to the hydrocarbon oil base stocks other agents such as dyes, pour depressors, heat thickened fatty oils, sulphurised fatty oils, organo metallic compounds, metallic or other soaps, sludge dispersants, anti-oxidants, thickeners, viscosity index improvers, other corrosion inhibitors, oiliness agents, resins, olefin polymers, or volatalized fatty oils, fats, mineral oils, waxes, graphite or zinc oxide.
What we claim is:
1. An anti-corrosion composition comprising: a major amount of a hydrocarbon oil; 0.1 to 3 wt. percent of an alkali metal petroleum sulfonate having a molecular weight in the range of 300 to 600; and 0.01 to 3 wt. percent of the dehydrated amide reaction product of 2 moles of a C C- fatty acid and one mole of ethylene diam e,
Re. 23,227 Blair et a1. May 9, 1950 2,481,585 Freeman Sept. 13, 1949 2,493,483 Francis et al. Jan. 3, 1950 2,598,213 Blair et al. May 27, 1952 2,640,029 Blair et a1. May 26, 1953 2,646,399 Hughes July 21,1953. 2,720,490 Oxford Oct. 11, 1955 2,763,614 Cantrell et al Sept. 18, 1956 2,791,495 Rudel et a1. H. May 7, 1957. 2,798,045 Buck et a1. July 2, 1957] 2,828,259 Wirtel et al. Mar. 25, 1958 2,882,227 Lindberg Apr. 14, 1959 2,888,399 Wirtel et a1 May 26, 1959 F., about 2.1 wt. percent of a sodium petroleum sulfonate having an average molecular weight of about 500, and about 0.8 wt. percent dioleylamidoethane. 7
References Cited in the file of this patent UNITED STATES PATENTS Gunderson et a1 Sept. 1, 1959

Claims (1)

1. AN ANTI-CORROSION COMPOSITION COMPRISING: A MAJOR AMOUNT OF A HYDROCARBON OIL, 0.1 TO 3 WT. PERCENT OF AN ALKALI METAL PETROLEUM SULFONATE HAVING A MOLECULAR WEIGHT IN THE RANGE OF 300 TO 600, AND 0.01 TO 3 WT. PERCENT OF THE DEHYDRATED AMIDE REACTION PRODUCT OF 2 MOLES OF A C8-C24 FATTY ACID AND ONE MOLE OF ETHYLENE DIAMINE.
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US3294705A (en) * 1965-12-16 1966-12-27 Chevron Res Refinery corrosion inhibitor
US3359202A (en) * 1965-10-29 1967-12-19 Rohm & Haas Lubricating compositions
DE1271863B (en) * 1960-10-21 1968-07-04 Shell Int Research Corrosion-preventing oil, especially suitable for tank protection
US3412024A (en) * 1964-04-07 1968-11-19 Nalco Chemical Co Inhibition of corrosion of metals
US3838991A (en) * 1972-12-01 1974-10-01 Du Pont Gasoline compositions containing bisamide additives
US3894849A (en) * 1973-11-29 1975-07-15 Du Pont Gasoline
EP0310363A1 (en) * 1987-09-30 1989-04-05 Amoco Corporation Chlorine-free silver protective lubricant composition (I)
US5302304A (en) * 1990-12-21 1994-04-12 Ethyl Corporation Silver protective lubricant composition
CN103184456A (en) * 2013-03-01 2013-07-03 上海金兆节能科技有限公司 Environment-friendly long-life emulsified antirust agent and preparation method thereof
EP2692839A1 (en) * 2012-07-31 2014-02-05 Infineum International Limited A lubricating oil compostion comprising a corrosion inhibitor
WO2015199124A1 (en) * 2014-06-24 2015-12-30 出光興産株式会社 Lubrication oil additive and method for manufacturing same, and lubrication oil composition using same

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US3017257A (en) * 1957-09-06 1962-01-16 Sinclair Refining Co Anti-corrosive mineral oil compositions
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US3088910A (en) * 1959-08-10 1963-05-07 Exxon Research Engineering Co Corrosion inhibitors
US3147223A (en) * 1959-10-14 1964-09-01 Nalco Chemical Co Aqueous cooling solution and method of inhibiting corrosion in cooling system
US2991249A (en) * 1960-01-12 1961-07-04 Socony Mobil Oil Co Inc Grease composition containing an imidazoline
US3247094A (en) * 1962-11-23 1966-04-19 Nalco Chemical Co Inhibiting corrosion of metal conductors
US3408297A (en) * 1966-02-28 1968-10-29 Sinclair Research Inc Corrosion-resistant soluble oil composition
JPS52155605A (en) * 1976-06-22 1977-12-24 Idemitsu Kosan Co Ltd Hydraulic oil composition
FR2481308A1 (en) * 1980-04-29 1981-10-30 Labo Ind Wax-based corrosion inhibitor compsns. - contg. alkaline earth metal alkyl:sulphonamido carboxylate
DE3049553A1 (en) * 1980-12-31 1982-07-29 Basf Ag, 6700 Ludwigshafen PETROLEUM DISTILLATES WITH IMPROVED COLD BEHAVIOR
AU1143683A (en) * 1982-02-18 1983-08-25 British Petroleum Company Plc, The Polyamides as anti-fouling agents
FR2692912B1 (en) * 1992-06-30 1995-06-30 Lorraine Laminage PROCESS FOR PROTECTION AGAINST CORROSION OF METAL PARTS AND METAL PARTS OBTAINED BY THIS PROCESS.
CN110760242A (en) * 2019-11-12 2020-02-07 安徽阜南县向发工艺品有限公司 Preparation method of corrosion-resistant paint for wood products

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DE1271863B (en) * 1960-10-21 1968-07-04 Shell Int Research Corrosion-preventing oil, especially suitable for tank protection
US3412024A (en) * 1964-04-07 1968-11-19 Nalco Chemical Co Inhibition of corrosion of metals
US3359202A (en) * 1965-10-29 1967-12-19 Rohm & Haas Lubricating compositions
US3294705A (en) * 1965-12-16 1966-12-27 Chevron Res Refinery corrosion inhibitor
US3838991A (en) * 1972-12-01 1974-10-01 Du Pont Gasoline compositions containing bisamide additives
US3894849A (en) * 1973-11-29 1975-07-15 Du Pont Gasoline
EP0310363A1 (en) * 1987-09-30 1989-04-05 Amoco Corporation Chlorine-free silver protective lubricant composition (I)
US4948523A (en) * 1987-09-30 1990-08-14 Amoco Corporation Chlorine-free silver protective lubricant composition (I)
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JPWO2015199124A1 (en) * 2014-06-24 2017-04-20 出光興産株式会社 Lubricating oil additive, process for producing the same, and lubricating oil composition using the same
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Also Published As

Publication number Publication date
GB782879A (en) 1957-09-11
GB810715A (en) 1959-03-18
FR1123818A (en) 1956-09-28
DE1188751B (en) 1965-03-11
FR69649E (en) 1958-11-10

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