US3112232A - Quenching composition - Google Patents

Quenching composition Download PDF

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US3112232A
US3112232A US6428860A US3112232A US 3112232 A US3112232 A US 3112232A US 6428860 A US6428860 A US 6428860A US 3112232 A US3112232 A US 3112232A
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oil
quenching
blend
balance
sus
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Curtis L Early
Rozalsky Irving
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Shell USA Inc
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Shell Oil Co
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Priority to NL270497D priority Critical patent/NL270497A/xx
Priority to BE609473D priority patent/BE609473A/xx
Application filed by Shell Oil Co filed Critical Shell Oil Co
Priority to US6428860 priority patent/US3112232A/en
Priority to GB3793761A priority patent/GB951138A/en
Priority to FR876737A priority patent/FR1304350A/fr
Priority to GB15562/62A priority patent/GB951139A/en
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    • C10M1/00Liquid compositions essentially based on mineral lubricating oils or fatty oils; Their use as lubricants
    • C10M1/08Liquid compositions essentially based on mineral lubricating oils or fatty oils; Their use as lubricants with additives
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    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D233/00Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
    • C07D233/04Heterocyclic 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
    • C07D233/06Heterocyclic 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
    • C07D233/08Heterocyclic 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
    • C07D233/12Heterocyclic 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
    • C07D233/14Radicals substituted by oxygen atoms
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    • C21METALLURGY OF IRON
    • C21DMODIFYING THE PHYSICAL STRUCTURE OF FERROUS METALS; GENERAL DEVICES FOR HEAT TREATMENT OF FERROUS OR NON-FERROUS METALS OR ALLOYS; MAKING METAL MALLEABLE, e.g. BY DECARBURISATION OR TEMPERING
    • C21D1/00General methods or devices for heat treatment, e.g. annealing, hardening, quenching or tempering
    • C21D1/56General methods or devices for heat treatment, e.g. annealing, hardening, quenching or tempering characterised by the quenching agents
    • C21D1/58Oils
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    • C10M2209/02Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M2209/06Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds containing monomers having an unsaturated radical bound to an acyloxy radical of saturated carboxylic or carbonic acid
    • C10M2209/062Vinyl esters of saturated carboxylic or carbonic acids, e.g. vinyl acetate
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    • C10M2215/08Amides [having hydrocarbon substituents containing less than thirty carbon atoms]
    • C10M2215/082Amides [having hydrocarbon substituents containing less than thirty carbon atoms] containing hydroxyl groups; Alkoxylated derivatives
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    • C10M2215/00Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant Compositions
    • C10M2215/22Heterocyclic nitrogen compounds
    • C10M2215/223Five-membered rings containing nitrogen and carbon only
    • C10M2215/224Imidazoles
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    • C10M2215/00Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant Compositions
    • C10M2215/24Organic 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
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    • C10M2217/00Organic macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2217/02Macromolecular compounds obtained from nitrogen containing monomers by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M2217/022Macromolecular compounds obtained from nitrogen containing monomers by reactions only involving carbon-to-carbon unsaturated bonds containing monomers having an unsaturated radical bound to an amino group
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    • C10M2219/00Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
    • C10M2219/04Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions containing sulfur-to-oxygen bonds, i.e. sulfones, sulfoxides
    • C10M2219/044Sulfonic acids, Derivatives thereof, e.g. neutral salts
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    • C10N2040/00Specified use or application for which the lubricating composition is intended
    • C10N2040/20Metal working
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
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Definitions

  • Quenching compositions of the above types are defective in a number of respect-s among which are that water or emulsion quenching causes stress and strains in the metal such as steel which results in warping and cracking thereof, rendering the metal unusable.
  • Oil quenching although essentially obviating this objectionable characteristic of water or emulsion quenching compositions, tend to leave adherent deposits on quenching metal surfaces which must be removed by relatively expensive butfing or machining operations prior to further processing of the metal. This, plus the fact that oil quenching is expensive and the life of such oil is short because of thermal and oxidation deterioration, thereby requiring continuous replacement with fresh oils, presents a pressing problem to the industry.
  • An object of the present invention is an improved process for quenching metals.
  • a further object is to provide a quenching oil composition of superior speed and stability.
  • Another object is to provide a quenching oil composition capable of producing bright quenched metal surfaces. Still other objects will be apparent from the following description of the invention.
  • the above objects may be attained in accordance with the present invention by quenching a metal in a thermally and oxidatively stable mixture of particular petroleum fractions which contains a critical amount within the range of from about 0.1% to about 2%, preferably between 0.2% and 0.5% by weight of a non-ash forming oil-soluble NC acyl sarcosine and nitrogen-base salts or esters thereof.
  • a particular petroleum mixture is meant a blend of 5095% (preferably 6'070%) of (1) a mineral oil fraction in the viscosity range of 80-250 SUS at 100 F., a viscosity index of at least 90, preferably between 95 and 120 and an aromatic content of at least preferably between 30 and 60%, such as a 100 SUS at 100 F.
  • HVI neutral or 250 SUS at 100 F.
  • HVI neutral and the balance of the blend being (2) a highly refined medium VI (-80 VI) light mineral oil such as a spray base oil or transformer oil in the viscosity range of from 40 to 100 SUS at 100 F. and/or a heavy residue fraction such as a 150-210 bright stock or an asphalt or derivatives thereof.
  • a highly refined medium VI (-80 VI) light mineral oil such as a spray base oil or transformer oil in the viscosity range of from 40 to 100 SUS at 100 F. and/or a heavy residue fraction such as a 150-210 bright stock or an asphalt or derivatives thereof.
  • Patents 2,866,729, 2,485,103 or 2,340,724 with the additives of the present invention results in poor quick-quenching and only fair surface brightness and the same holds true when well known quenching additives such as metal sulfonates or certain polymeric compounds are used in the oil base blend of the present invention.
  • NC acyl sarcosines and derivatives thereof have the general formula (I) RCONCHz-COOX GIL;
  • R is a C saturated or unsaturated alkyl radical, preferably a C unsaturated alkyl radical
  • X is the same as R or is a hydrogen or is an amine, preferably a heterocyclic amine.
  • R may be decyl, tetradecyl, dodecyl, tetra-decenyl, hexadecenyl, oleyl, ricinoleyl radicals and the amine may be a C1048 alkyl amine such as monoor di-decyl, dodecyl, tetradecyl, hexadecyl, octadecyl and octadecenyl amines; heterocyclic amines such as substituted imidazolincs having the formula (II) N C Hz where R is the same as R in Formula I.
  • N-acyl sarcosines used as quenching speed additive and surface brighteners are illustrated by the following: N- lauroyl sarcosine, N-stearoyl sarcosine, N-caproyl sarcosine, N myristol sarcosine, n-oleoyl sarcosine, N -palmitoyl sarcosine, and N-arachidoyl sarcosine, amine salts of such acid as monodecylamine, didecylarnine, monotetradecylamine, ditetradecylamine, monooctadecylamine, dioctadecylamine, 1-hydroxyethyl-2-undecylimidazoline, l-hydroxyethyl-Z-heptadecylimidazoline and l-hydroxyethyl- Z-heptadecylimidazoline salts of N
  • the esters include the NC acyl sarcosinates of C alkanols such as octyl, decyl, dodecyl and octadecyl alcohol-s, e.g., N- oleoyl sarcosinate of octyl alcohol, N-oleoyl sarcosinate of octadecyl alcohol.
  • NC acyl sarcosinates of C alkanols such as octyl, decyl, dodecyl and octadecyl alcohol-s
  • N- oleoyl sarcosinate of octyl alcohol N-oleoyl sarcosinate of octadecyl alcohol.
  • Mixtures of the free acid, ester or amine salts may be used such as a mixture of N-oleoyl sarcosine and 1-hydr0x
  • the oil base blend which is a critical feature of the invention must have thermal and oxidative resistant properties capable of meeting the requirements desired in a quenching oil.
  • the oil of part (1) of the blend must be high viscosity index o-il (-120 VI) in the viscosity range of 80250 SUS at F., preferably 100- SUS at 100 F. and an aromatic content of 1560%.
  • Such oils may be illustrated by a HVI 100 neutral having the following properties (Ia):
  • the petroleum fractions of (2) may be illustrated by a mineral spray oil (Ila) of viscosity 45-80 SUS at 100 F., a viscosity index of 7080 and having 14.7% aromatics, 85.2% naphthenes and 0.1% parafiins or refined transformer oil and the heavy oils (IIc) may be illustrated by 150 HVI bright stock, 170 HVI bright stock having a viscosity index of 90-110 or propane asphalt, petroleum resins, asphaltenes, short residues, etc. Oil blends which are particularly useful are:
  • compositions of the present invention which contain as the essential additive N-acyl sarcosines and derivatives thereof can be further improved with respect to oxidation stability by addition thereto of from 0.01% to 2%, preferably from 0.1% to 2%, of polymeric ashless dispersants such as nitrogen-containing polymers described in US. Patents 2,737,496, 2,839,512, 2,889,282, 2,944,974, or British 808,665 or polyhydric polymeric compounds described in US. Patents 2,800,450-2.
  • polymeric ashless dispersants such as nitrogen-containing polymers described in US. Patents 2,737,496, 2,839,512, 2,889,282, 2,944,974, or British 808,665 or polyhydric polymeric compounds described in US. Patents 2,800,450-2.
  • Polymers of this type having a molecular Weight of from 20,000800,000 can be illustrated by copolymer of lauryl methacrylate/diethylaminoethyl methacrylate, copolymer of 2-methyl-5-vinylpyridine/lauryl methacrylate/stearyl methacrylate, copolymer of 2-methyl-5-vinylpyridine/ lauryl methacrylate/stearyl methacrylate/rnethyl methacrylate, copolymer of vinyl pyrrolidone/lauryl methacrylate, hydrolyzed copolymer of C alpha-olefin/ vinyl acetate.
  • phenolic anti-oxidants such as mono or bisphenols, preferably phenols which contain at least one tertiary alkyl radical.
  • Alkyl phenols of this type include 2,4,6-triethyl-, tributyl-, trioctyl-, 2,4-ditertbutyl'6-methyl, 2,6-ditert-butyl-4-methyl, 2,4,6-ditert-buty1-, 2,6-dicyclohexyl-4-methyl, 2,6-dimethyl-4-cyclohexylphenols, 2,6-ditert-butyl, 2,2-ditert-butyl, 2,6-tert-butylcyclohexyl, 2-methyl-6-tert-butyl-4-methylphenols.
  • the alkyl bisphenols include 1,1-bis-(2-hydroxy-3-tert-butyl-5- methyIphenyDmethane; bis(2-hydroxy 3 tert-butyl-S- methylphenyl)ethane; 1,1-bis(2-hydroXy-3-tert butyl-5- methylphenyhpropane; bis(2 hydroxy 3 tert-butyl-S- methylphenyl butane; bis Z-hydroxy-3-tert-butyl-5-methylphenyl)iso-butane; 1,1-bis(6 hydroxy 5 tert-butyl-3- methylphenyl)methane; bis( 2 hydroxy 5 tert-butyl-3- methylphenyl)ethane; 1,1-bis(2-hydroxy 5 tert-butyl-3- methylphenyl)propane; 1,1-bis(2-hydroxy-5-tert-amyl-3- methylphenyl)butane; 1,1-bis(2-
  • 2,4,6-trialkyl phenols containing two tertiary alkyl groups in the 2,4- or 2,6- positions are preferred, such as 2,4-ditert-butyl-6-methyl-, 2,6-ditert-butyl-4-rnethylphenol or 2,6-ditert-butyl-4-methylolphenol or 4,4-methylene bis(2,6-dibutylphenol).
  • Composition I Percent wt. N-oleoyl sarcosine 0.2 2,6-ditert-butyl-4'methylphenol 0.1
  • Base oil blend (A) Balance Composition IL- N-oleoyl sarcosine 0.25 2,6-di-tert-butyl-4-methylphenol 0.1
  • Base oil blend (A) Balance Composition III N-oleoyl sarcosine 0.2 Base oil blend (A) Balance Composition IV N-oleoyl sarcosine 0.3 Hydrolyzed copolymer of C1648 alpha-olefin/ vinyl acetate (3:1) (M.W.
  • Base oil blend (D) Balance Composition V 1-hydroxyethyl-Z-heptadecenyl imidazoline N- oleoyl sarcosine 0.2 Base oil blend (A) Balance Composition VI- Octadecylamine N-oleoyl sarcosine 0.5 Base oil blend (B) Balance Composition VII N-lauroyl sarcosine 0.2 2,6-di-tert-butyl-4-methylphenol 0.1 Base oil blend (A) Balance Composition VIII N-cocoyl sarcosine 0.3 Hydrolyzed copolymer of C1648 alpha-olefin/ vinyl acetate (3:1) (M.W.
  • Compositions VIl to X also are excellent quenching speed oils and leave the surface bright and clean for immediate further processing.
  • a process for heat treating steel comprising heating the metal to a quench hardening temperature and thereafter quenching the metal by immersion in an oil blend containing from 0.1% to 2% of an oil-soluble NC acyl sarcosine, said oil blend consisting of a predominant amount of a high viscosity index mineral oil having a viscosity index of from 90 to 120, and an aromatic content of from 20 to 60% and the balance of the blend being selected from the group consisting of a light mineral oil having a viscosity range of from 40 to 100 SUS at 100 F, a heavy residue fraction and mixtures thereof.
  • oil blend consists of a mixture of from 50 to 95% of 80-250 SUS at 100 F. HVI neutral mineral oil and the balance being bright stock.
  • oil blend consists of a mixture of from 50 to 95 of 80-250 SUS at 100 F. HVI neutral mineral oil and the balance being spray base oil.
  • oil blend consists of a mixture of from 50 to 95% of 80-250 SUS at 100 F. HVi neutral mineral oil and the balance being refined transformer oil.
  • a process for heat treating steel comprising heating the metal to a quench hardening temperature and thereafter quenching the oil by immersion in an oil blend containing from 0.1 to 2% of NC acyl sarcosine, said blend consisting of 60-70% of HVI neutral mineral oil having a viscosity range of from 80-250 SUS at 100 F, a viscosity index of 90-120 and an aromatic content of 20-60% and the balance being a mixture of a highly refined transformer oil and -10% bright stock.
  • a process for heat treating steel comprising heating the metal to a quench hardening temperature and thereafter quenching the oil by immersion in an oil blend containing from 0.1 to 2% of amine salt of NC acyl sarcosine, said blend consisting of 60-70% of HVI neutral mineral oil having a viscosity range of from 80-250 SUS at 100 F., a viscosity index of 90-120 and an aromatic content of 20-60% and the balance being a mixture of a highly refined transformer oil and 5-10% bright stock.
  • a process for heat treating steel comprising heating the metal to a quench hardening temperature and thereafter quenching the oil by immersion in an oil blend containing from 0.1 to 2% of octadecyl amine salt of N- oleoyl sarcosine, said blend consisting of 60-70%of HVI neutral mineral oil having a viscosity range of from 250 SUS at 100 F., a viscosity index of -120 and an aromatic content of 20-60% and the balance being a mixture of a highly refined transformer oil and 5-10% bright stock.
  • a process for heat treating steel comprising heating the metal to a quench hardening temperature and thereafter quenching the oil by immersion in an oil blend containing from 0.1 to 2% of 1-hydroxyethyl-2-heptadecenyl imidazoline salt of N-oleoyl sarcosine, said oil blend consisting of 6070% of HVI neutral mineral oil having a viscosity range of from 80-250 SUS at 'F., a viscosity index of 90-120 and an aromatic content of 20- 60% and the balance being a mixture of a highly refined transformer oil and 5-10% bright stock.
  • a process for heat treating steel comprising heating the metal to a quench hardening temperature and thereafter quenching the oil by immersion in an oil blend containing from 0.1 to 2% of N--C acyl sarcosine, 0.01 to 2% of an ashless polymeric dispersant and 0.001 to 2% of a phenolic antioxidant, said blend consisting of 60-70% of HV-I neutral mineral oil having a viscosity range of from 80-250 SUS at 100 F., a viscosity index of 90-120 and an aromatic content of 20-60% and the balance being a mixture of a highly refined transformer oil and 5-10% bright stock.
  • a quenching oil composition consisting essentially of a mineral oil blend containing from 0.1 to 2% of an oil-soluble NC acyl sarcosine, said blend consisting of a predominant amount of a high viscosity index mineral oil having a viscosity index of from 90 to and an aromatic content of from 20 to 60% and the balance of the blend being selected from the group consisting of a light mineral oil having a viscosity range of from 40 to 100 SUS at 100 F., a heavy residue fraction and mixtures thereof.
  • composition of claim 11 wherein the oil blend consists of a mixture of from 50-95% of 80-250 SUS at 100 F. HVI neutral mineral oil having an aromatic content of from 20-60% and the balance being a bright stock.
  • composition of claim 11 wherein the oil blend consists of a mixture of from 50-95% of 80-250 SUS at 100 F. HVI neutral mineral oil having an aromatic content of from 20-60% and the balance being a propane asphalt.
  • composition of claim 11 wherein the oil blend consists of a mixture of from 50-95% of 80-250 SUS at 100 F. HVI neutral mineral oil having an aromatic content of from 20-60% and the balance being a spray base oil.
  • composition of claim 11 wherein the oil blend consists of a mixture of from 50-95% of 80-250 SUS at 100 F. HVI neutral oil having an aromatic content of from 20-60% and the balance being a refined transformer oil.
  • a quenching oil composition consisting of a mixture of from 50-85% of 80-250 SUS at 100 F. HVl neutral mineral oil having an aromatic content of from 30-60% and the balance being a mixture of bright stock and spray base oil, said mineral oil blend containing from 0.1 to 2% of N-oleoyl sarcosine.
  • a quenching oil composition consisting of a mixture of from 5085% of 80-250 SUS at 100 F. HVI neutral mineral oil having a viscosity index of from 90 to 120 and an aromatic content of from 30-60% and the balance being a mixture of bright stock and spray base oil, said mineral oil blend containing from 0.1 to 2% octadecyl amine salt of N-oleoyl sarcosine.
  • a quenching oil composition consisting of a mixture of from 50-85% of 80250 SUS at 100 F. HVI neutral mineral oil having a viscosity index of from 90 to 120 and an aromatic content of from 30-60% and the balance being a mixture of bright stock and spray base oil, said mineral oil blend containing from 0.1 to 2% of 1-hydroxyetl1yl-2-lieptadecenyl imidazoline salt of N- oleoyl sarcosine.
  • composition of claim 16 containing a small amount of a polymeric dispersant and a phenolic antioxidant.
  • composition of claim 18 containing a small amount of a polymeric dispersant and a phenolic antioxidant.

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  • Engineering & Computer Science (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
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  • Crystallography & Structural Chemistry (AREA)
  • Mechanical Engineering (AREA)
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  • Metallurgy (AREA)
  • Physics & Mathematics (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
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US6428860 1960-10-24 1960-10-24 Quenching composition Expired - Lifetime US3112232A (en)

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NL270497D NL270497A (enExample) 1960-10-24
BE609473D BE609473A (enExample) 1960-10-24
US6428860 US3112232A (en) 1960-10-24 1960-10-24 Quenching composition
GB3793761A GB951138A (en) 1960-10-24 1961-10-23 Quenching oil composition and quenching process
FR876737A FR1304350A (fr) 1960-10-24 1961-10-23 Composition d'huile de trempe
GB15562/62A GB951139A (en) 1960-10-24 1962-04-24 Quenching oil composition

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Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3156652A (en) * 1961-09-29 1964-11-10 California Research Corp Automatic transmission fluid
US3159510A (en) * 1962-02-23 1964-12-01 Shell Oil Co High-speed quenching composition
EP1359206A1 (en) * 2002-04-23 2003-11-05 Rohm And Haas Company Amine-unsaturated acid adducts as asphaltene dispersants in crude oil
US20040232043A1 (en) * 2003-05-23 2004-11-25 Ravindranath Mukkamala Amine-unsaturated acid adducts as asphaltene dispersants in crude oil

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE19642494A1 (de) * 1996-10-15 1998-04-16 Clariant Gmbh Verwendung von Sarkosinaten als Asphalten-Dispergatoren
EP2423296A1 (en) 2006-07-06 2012-02-29 Nippon Oil Corporation Lubricating oil composition for machine tools

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US1818431A (en) * 1929-05-16 1931-08-11 Rodman Chemical Company Quenching oils
US2790779A (en) * 1953-07-27 1957-04-30 Geigy Chem Corp Rust preventive compositions containing monoamidocarboxylic acids
US2848362A (en) * 1956-03-10 1958-08-19 Nynaes Petroleum Ab Method of quenching metal articles in amineral oil
US2935389A (en) * 1956-07-30 1960-05-03 American Oil Co Rust inhibited mineral oil compositions

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US1818431A (en) * 1929-05-16 1931-08-11 Rodman Chemical Company Quenching oils
US2790779A (en) * 1953-07-27 1957-04-30 Geigy Chem Corp Rust preventive compositions containing monoamidocarboxylic acids
US2848362A (en) * 1956-03-10 1958-08-19 Nynaes Petroleum Ab Method of quenching metal articles in amineral oil
US2935389A (en) * 1956-07-30 1960-05-03 American Oil Co Rust inhibited mineral oil compositions

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3156652A (en) * 1961-09-29 1964-11-10 California Research Corp Automatic transmission fluid
US3159510A (en) * 1962-02-23 1964-12-01 Shell Oil Co High-speed quenching composition
EP1359206A1 (en) * 2002-04-23 2003-11-05 Rohm And Haas Company Amine-unsaturated acid adducts as asphaltene dispersants in crude oil
US20040232043A1 (en) * 2003-05-23 2004-11-25 Ravindranath Mukkamala Amine-unsaturated acid adducts as asphaltene dispersants in crude oil

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BE609473A (enExample) 1900-01-01
GB951138A (en) 1964-03-04
NL270497A (enExample) 1900-01-01

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