GB684640A - Reaction products of n-acylated polyalkylenepolyamines with alkenyl succinic acids or anhydrides or derivatives thereof - Google Patents
Reaction products of n-acylated polyalkylenepolyamines with alkenyl succinic acids or anhydrides or derivatives thereofInfo
- Publication number
- GB684640A GB684640A GB20271/50A GB2027150A GB684640A GB 684640 A GB684640 A GB 684640A GB 20271/50 A GB20271/50 A GB 20271/50A GB 2027150 A GB2027150 A GB 2027150A GB 684640 A GB684640 A GB 684640A
- Authority
- GB
- United Kingdom
- Prior art keywords
- anhydrides
- acid
- acids
- anhydride
- moles
- 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
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Classifications
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- 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
- 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
- C10M133/38—Heterocyclic nitrogen compounds
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- 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
- C07D233/12—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 with substituted hydrocarbon radicals attached to ring nitrogen atoms
- C07D233/16—Radicals substituted by nitrogen atoms
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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
- 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
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- 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
- C23F11/149—Heterocyclic compounds containing nitrogen as hetero atom
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- 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
- C10M2207/026—Hydroxy compounds having hydroxy groups bound to carbon atoms of six-membered aromatic rings with tertiary alkyl groups
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- 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
- C10M2207/40—Fatty vegetable or animal oils
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- 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
- C10M2207/40—Fatty vegetable or animal oils
- C10M2207/404—Fatty vegetable or animal oils obtained from genetically modified species
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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
- C10M2215/02—Amines, e.g. polyalkylene polyamines; Quaternary amines
- C10M2215/04—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms
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- 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
- C10M2215/065—Phenyl-Naphthyl amines
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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
- C10M2215/22—Heterocyclic nitrogen compounds
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- 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
- C10M2215/22—Heterocyclic nitrogen compounds
- C10M2215/221—Six-membered rings containing nitrogen and carbon only
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- 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
- C10M2215/22—Heterocyclic nitrogen compounds
- C10M2215/223—Five-membered rings containing nitrogen and carbon only
- C10M2215/224—Imidazoles
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- 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
- C10M2215/22—Heterocyclic nitrogen compounds
- C10M2215/225—Heterocyclic nitrogen compounds the rings containing both nitrogen and oxygen
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- 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
- C10M2215/22—Heterocyclic nitrogen compounds
- C10M2215/225—Heterocyclic nitrogen compounds the rings containing both nitrogen and oxygen
- C10M2215/226—Morpholines
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- 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
- C10M2215/26—Amines
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- 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
- C10M2215/30—Heterocyclic compounds
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- 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
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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
- 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
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- 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
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- 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
- C10M2221/00—Organic macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
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- 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
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- 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
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- 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
- C10N2040/135—Steam engines or turbines
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- 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
- C10N2040/20—Metal working
- C10N2040/22—Metal working with essential removal of material, e.g. cutting, grinding or drilling
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- 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
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Mechanical Engineering (AREA)
- Metallurgy (AREA)
- Lubricants (AREA)
Abstract
Corrosion inhibiting compounds are manufactured by reacting one mole. of a polyalkylenepolyamine, containing x nitrogen atoms and x-1 alkylene groups per molecule, with from one to x-1 moles of a monocarboxylic acid or its anhydride or halide or a mixture of said compounds, and reacting the intermediate product with from one to x-1 moles of an alkenyl succinic acid anhydride or the corresponding acid or a compound obtained from either by saturation of the double bond by an addition reaction (e.g. with hydrogen, sulphur, bromine, chlorine or iodine), the sum of the number of moles. of the monocarboxylic acid or equivalent and of the alkenyl succinic acid anhydride or equivalent being not greater than x. When the terminal nitrogen atom of the polyalkylenepolyamine is separated from the next nitrogen atom by two or three carbon atoms, the first molecule of monocarboxylic acid appears to react at both these points to form an imidazoline or D 2-tetrahydropyrimidine ring (e.g. one mole of caprylic acid with one mole of diethylene- or dipropylene-triamine yields respectively 1-b -aminoethyl - 2 - n - heptylimidazoline and 1 - g - aminopropyl - 2 - n - heptyl - D 2 - tetrahydropyrimidine), and in these cases some or all of the alkenyl succinic acid anhydride will be present merely in physical admixture unless the number of moles of monocarboxylic acid is not more than x-2 and the sum of the number of moles of monocarboxylic acid and of alkenyl succinic acid anhydride is not more than x-1. The first stage of the reaction is preferably effected at 130-160 DEG C., advantageously with removal of water liberated by azeotropic distillation with a hydrocarbon solvent (preferably aromatic), and the second stage preferably below 110 DEG C., advantageously in the presence of a solvent, especially one which forms an azeotropic mixture with water, or a mineral oil. Preferably the polyalkylenepolyamine is a polyethylenepolyamine containing 2-6 ethylene groups per molecule, the monocarboxylic acid is aliphatic (especially with a chain length of 10-30 carbon atoms), and the alkenyl succinic acid anhydride contains 8-18 carbon atoms in the alkenyl radical. Specified reactants, some of which are employed in examples, are: polyalkylene polyamines (obtainable by the action of ammonia on alkylene or substituted alkylene dihalides, especially ethylene bromide): diethylene-, di-(methylethylene)-, di-(1-methylbutylene)-, di-(1 - methylamylene) -, di - (1 - methyl - 4 - ethylbutylene)-, didodecylene-, dieicosylene-, di-(1 : 2 - dimethyl - 14 - nonyltetradecylene)- and di - (1 : 18 - dioctyloctadecylene) - triamine, triethylene-, tri-(ethylethylene)-, tri-(1 : 2 : 2-trimethylethylene)-, tri-(1 : 4-diethylbutylene)-, tridecylene-, tri-(1 : 15-dimethylpentadecylene)-, trioctadecylene- and tri-(1-methyl-1-phenyl-3-propylpropylene) - tetramine, tetraethylene-, tetrabutylene-, tetra-(1 : 3-dimethylpropylene)-, tetraoctylene-, tetra-(1 : 4-dipropylbutylene)-, tetratetradecylene-, tetra-(1 - methyl - 3 - benzylpropylene) - and tetra - (1 - ethyl - 2 - benzylethylene) - pentamine, penta - (1 - methylpropylene) -, penta-amylene -, penta - (1 : 5 - dimethylamylene)-, penta - (1 : 2 - dimethyl - 1 - isopropylethylene) -, penta - (1 - methyl - 4 - nonylbutylene)- and penta-(1-methyl-2-benzylethylene)-hexamine, hexapropylene- and hexa(1 : 1-dimethylethylene)-heptamine; monocarboxylic acids and equivalents; formic, acetic, fluoroacetic, bromacetic, propionic, b -chloropropionic, propiolic, isobutyric, a -bromobutyric, isocrotonic, b -ethylacrylic, valeric, a -bromoiso-valeric, allylacetic, hexanoic, sorbic and b , chloroacrylic acid, acetic, propionic, butyric, crotonic, acrylic and caproic anhydride, acetyl chloride and fluoride, propionyl bromide, crotonic acid chloride, hexanoyl chloride, nitrosobutyric acids, aminovaleric acids, aminohexanoic acids, heptanoic, octanoic, 2-ethylhexanoic, a -bromo-octanoic, decanoic, dodecanoic, undecylenic and tetradecanoic acid, heptanoic anhydride, myristoyl bromide, hexadecanoic, palmitic, oleic, heptadecanoic, stearic, linoleic and linolenic acid, phenylstearic acids, xylylstearic acids, a -dodecyltetradecanoic, arachidic, behenic, behenolic, erucic, cerutic, selacholeic, montanic, melissic and ketotriacontic acid, erucic and heptacosanoic anhydride, hexahydrobenzoic acid, hexahydrobenzoyl bromide, furoic acid, chlorofuroic acids, thiophenecarboxylic acids, picolinic, nicotinic and benzoic acid, benzoic anhydride, benzoyl chloride and iodide, toluic acids and anhydrides, xylic acids, chloranthranilic acids, chlorodinitrobenzoic acids, cinnamic acid and anhydride, aminocinnamic acids, salicylic acid, hydroxytoluic acids, iodosalicylic acids, naphthoyl chlorides and naphthoic acids, and mixtures of oleic acid with decanoic or dodecanoic acid; alkenylsuccinic acid anhydrides and equivalents: ethenylsuccinic acid and anhydride, ethylsuccinic anhydride, propenylsuccinic anhydrides and their sulphurized derivatives, butenylsuccinic acids, 2-methylbutenylsuccinic anhydrides, 1 : 2-dichloropentylsuccinic anhydride, hexenylsuccinic anhydrides, hexylsuccinic acid, sulphurized 3 - methylpentenylsuccinic anhydrides, 2 : 3- and 3 : 3-dimethylbutenylsuccinic anhydrides, 1 : 2 - dibromo - 2 - ethylbutylsuccinic acid, heptenylsuccinic anhydrides, 1 : 2 - di-iodo-octylsuccinic acid, octenylsuccinic anhydrides, 2 - methylheptenylsuccinic anhydrides, 4 - ethylhexenylsuccinic acids, 2 - isopropylpentenylsuccinic anhydrides, nonenylsuccinic anhydrides, 2-propylhexenylsuccinic anhydrides, decenylsuccinic acids, and anhydrides, 5 - methyl - 2 - isopropylhexenylsuccinic anhydrides, 1 : 2 - dibromo - 2 - ethyloctenylsuccinic anhydrides, decylsuccinic anhydride, undecenylsuccinic anhydrides, 1 : 2-dichloroundecylsuccinic acid, 3 - ethyl - 2 - tert. - butylpentenylsuccinic anhydrides, dodecenylsuccinic acids and anhydrides, 2-propylnonenylsuccinic anhydrides, 3-butyloctenyl - succinic anhydrides, tridecenylsuccinic anhydrides, tetradecenylsuccinic anhydrides, hexadecenylsuccinic anhydrides, sulphurized octadecenylsuccinic acids, octadecylsuccinic anhydride, 1 : 2 - dibromo - 2 - methylpentadecylsuccinic anhydrides, 8-propylpentadecylsuccinic anhydride, eicosenylsuccinic anhydrides, 1 : 2-dichloro - 2 - methylnonodecenylsuccinic anhydrides, 2-octyldodecenylsuccinic acids, 1 : 2-diiodotetracosenylsuccinic anhydrides, hexacosenylsuccinic acids and anhydrides, hentriacontenylsuccinic anhydrides, triisobutenylsuccinic anhydride, and commercial mixtures of alkenylsuccinic anhydrides containing 6-8, 8-10 or 10-12 carbon atoms in the alkenyl groups.ALSO:Oils, fats and waxes.-Corrosion inhibitors, suitable for addition to mineral lubricating oils, light petroleum products such as fuel oils, petroleum waxes such as slack wax and paraffin wax, natural waxes such as carnauba wax, Japan wax and beeswax, natural fats and oils such as sperm oil, tallow, cottonseed oil, castor oil, linseed oil, tung oil, soya bean oil, oiticica oil and oleo oil, and greases, consist of reaction products of one mole of a polyalkylene-polyamine, containing x nitrogen atoms and x-1 alkylene groups per molecule, with from one to x-1 moles of a monocarboxylic acid or its anhydride or halide or a mixture of said compounds, and with from one to x-1 moles of an alkenyl succinic acid anhydride or the corresponding acid or a compound obtained from either by saturation of the double bond by an addition reaction, the sum of the number of moles of the monocarboxylic acid or equivalent and of the alkenyl succinic acid anhydric or equivalent being not greater than x. In some cases the preparation of the corrosion inhibitors, or especially the second stage thereof, is advantageously carried out in solution or dispersion in a mineral oil. In an example, the reaction product of 1.5 moles of triethylenetetramine with 2 moles of oleic acid is heated with 3.4 moles of triisobutenyl succinic acid anhydride in a furfural-refined Midcontinent (Rodessa) distillate mineral lubricating oil; the product may be added to a leaded, catalytically cracked gasoline. Tables show the rust inhibiting properties of this and other products in the said oil and in a blend of solvent refined Midcontinent residual stock and solvent refined Midcontinent (Rodessa) distillate stock, both oils in most cases containing as antioxidants 2 : 6-di-tert.-butyl-4-methylphenol and phenyl-a-naphthylamine. Other additives specified are pour point depressants, V.I. improvers, antidetonants, cetane number improvers, emulsifiers and thinners. Coating compositions.-The same corrosion inhibitors may be incorporated in paints, varnishes and lacquers, suitable vehicles including water, drying oils and asphalt roofing compositions.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
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US684640XA | 1949-11-14 | 1949-11-14 |
Publications (1)
Publication Number | Publication Date |
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GB684640A true GB684640A (en) | 1952-12-24 |
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Application Number | Title | Priority Date | Filing Date |
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GB20271/50A Expired GB684640A (en) | 1949-11-14 | 1950-08-15 | Reaction products of n-acylated polyalkylenepolyamines with alkenyl succinic acids or anhydrides or derivatives thereof |
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GB (1) | GB684640A (en) |
Cited By (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0377358A2 (en) * | 1988-12-05 | 1990-07-11 | Elf Antar France | Nitrogen-bearing additives having antioxidant properties, and lubricant compositions comprising same |
EP0388991A1 (en) * | 1985-11-08 | 1990-09-26 | The Lubrizol Corporation | Fuel compositions |
EP0721979A2 (en) * | 1995-01-13 | 1996-07-17 | Ciba-Geigy Ag | Stabilized lubricant compositions |
FR2753455A1 (en) * | 1996-09-18 | 1998-03-20 | Elf Antar France | ADDITIVE DETERGENT AND ANTI-CORROSION FOR FUELS AND FUEL COMPOSITION |
EP1645616A1 (en) * | 2004-10-08 | 2006-04-12 | Afton Chemical Corporation | Power transmission fluids with enhanced antishudder durability |
CN113698350A (en) * | 2021-07-01 | 2021-11-26 | 新乡市瑞丰新材料股份有限公司 | Preparation method and combined application of efficient imidazoline type antirust agent |
CN114164430A (en) * | 2021-11-30 | 2022-03-11 | 哈尔滨工业大学(深圳) | Metal corrosion inhibitor and preparation method thereof |
-
1950
- 1950-08-15 GB GB20271/50A patent/GB684640A/en not_active Expired
Cited By (13)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0388991A1 (en) * | 1985-11-08 | 1990-09-26 | The Lubrizol Corporation | Fuel compositions |
EP0377358A2 (en) * | 1988-12-05 | 1990-07-11 | Elf Antar France | Nitrogen-bearing additives having antioxidant properties, and lubricant compositions comprising same |
EP0377358A3 (en) * | 1988-12-05 | 1990-09-19 | Elf France | Nitrogen-bearing additives having antioxidant properties, and lubricant compositions comprising same |
EP0721979A2 (en) * | 1995-01-13 | 1996-07-17 | Ciba-Geigy Ag | Stabilized lubricant compositions |
EP0721979A3 (en) * | 1995-01-13 | 1997-04-16 | Ciba Geigy Ag | Stabilized lubricant compositions |
WO1998012283A1 (en) * | 1996-09-18 | 1998-03-26 | Elf Antar France | Detergent and anti-corrosive additive for fuels and fuel composition |
FR2753455A1 (en) * | 1996-09-18 | 1998-03-20 | Elf Antar France | ADDITIVE DETERGENT AND ANTI-CORROSION FOR FUELS AND FUEL COMPOSITION |
US6083287A (en) * | 1996-09-18 | 2000-07-04 | Elf Antar France | Detergent and anti-corrosive additive for fuels and fuel composition |
EP1645616A1 (en) * | 2004-10-08 | 2006-04-12 | Afton Chemical Corporation | Power transmission fluids with enhanced antishudder durability |
KR100744983B1 (en) | 2004-10-08 | 2007-08-02 | 에프톤 케미칼 코포레이션 | Power transmission fluids with enhanced antishudder durability and handling characteristics |
CN113698350A (en) * | 2021-07-01 | 2021-11-26 | 新乡市瑞丰新材料股份有限公司 | Preparation method and combined application of efficient imidazoline type antirust agent |
CN114164430A (en) * | 2021-11-30 | 2022-03-11 | 哈尔滨工业大学(深圳) | Metal corrosion inhibitor and preparation method thereof |
CN114164430B (en) * | 2021-11-30 | 2023-06-20 | 哈尔滨工业大学(深圳) | Metal corrosion inhibitor and preparation method thereof |
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