US2249340A - Method of decreasing metal corrosion - Google Patents

Method of decreasing metal corrosion Download PDF

Info

Publication number: US2249340A
Authority: US; United States
Prior art keywords: copper; oil; oils; peroxide; corrosion
Prior art date: 1938-12-03
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 - Lifetime

Application number

US243764A

Other languages

English (en)

Inventor

Carroll J Wilson

Charles E Morrell

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.)

Standard Oil Development Co

Original Assignee

Standard Oil Development 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.)

1938-12-03

Filing date

1938-12-03

Publication date

1941-07-15

1938-12-03 Application filed by Standard Oil Development Co filed Critical Standard Oil Development Co

1938-12-03 Priority to US243764A priority Critical patent/US2249340A/en

1939-08-30 Priority to GB24875/39A priority patent/GB542834A/en

1939-10-23 Priority to FR861065D priority patent/FR861065A/fr

1941-07-15 Application granted granted Critical

1941-07-15 Publication of US2249340A publication Critical patent/US2249340A/en

1958-07-15 Anticipated expiration legal-status Critical

Status Expired - Lifetime legal-status Critical Current

Links

238000005260 corrosion Methods 0.000 title description 15
230000007797 corrosion Effects 0.000 title description 15
239000002184 metal Substances 0.000 title description 11
229910052751 metal Inorganic materials 0.000 title description 11
238000000034 method Methods 0.000 title description 7
230000003247 decreasing effect Effects 0.000 title description 4
RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 32
239000003921 oil Substances 0.000 description 31
229910052802 copper Inorganic materials 0.000 description 29
239000010949 copper Substances 0.000 description 28
239000010687 lubricating oil Substances 0.000 description 19
239000003112 inhibitor Substances 0.000 description 18
-1 aromatic peroxides Chemical class 0.000 description 15
CXWXQJXEFPUFDZ-UHFFFAOYSA-N tetraline Natural products C1=CC=C2CCCCC2=C1 CXWXQJXEFPUFDZ-UHFFFAOYSA-N 0.000 description 14
239000000243 solution Substances 0.000 description 11
239000000314 lubricant Substances 0.000 description 8
230000003647 oxidation Effects 0.000 description 8
238000007254 oxidation reaction Methods 0.000 description 8
150000002978 peroxides Chemical class 0.000 description 8
UOFGSWVZMUXXIY-UHFFFAOYSA-N 1,5-Diphenyl-3-thiocarbazone Chemical compound C=1C=CC=CC=1N=NC(=S)NNC1=CC=CC=C1 UOFGSWVZMUXXIY-UHFFFAOYSA-N 0.000 description 7
238000012360 testing method Methods 0.000 description 7
150000001875 compounds Chemical class 0.000 description 6
150000002739 metals Chemical class 0.000 description 6
150000001451 organic peroxides Chemical class 0.000 description 6
NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 5
229910052717 sulfur Inorganic materials 0.000 description 5
239000011593 sulfur Substances 0.000 description 5
239000004215 Carbon black (E152) Substances 0.000 description 4
239000003795 chemical substances by application Substances 0.000 description 4
229930195733 hydrocarbon Natural products 0.000 description 4
150000002430 hydrocarbons Chemical class 0.000 description 4
239000010802 sludge Substances 0.000 description 4
VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 4
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
239000002253 acid Substances 0.000 description 3
230000002401 inhibitory effect Effects 0.000 description 3
230000001050 lubricating effect Effects 0.000 description 3
239000000203 mixture Substances 0.000 description 3
239000000126 substance Substances 0.000 description 3
150000003464 sulfur compounds Chemical class 0.000 description 3
JWAZRIHNYRIHIV-UHFFFAOYSA-N 2-naphthol Chemical compound C1=CC=CC2=CC(O)=CC=C21 JWAZRIHNYRIHIV-UHFFFAOYSA-N 0.000 description 2
QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
239000004342 Benzoyl peroxide Substances 0.000 description 2
OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 2
QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
150000001412 amines Chemical class 0.000 description 2
235000019400 benzoyl peroxide Nutrition 0.000 description 2
229910052799 carbon Inorganic materials 0.000 description 2
230000007423 decrease Effects 0.000 description 2
235000014113 dietary fatty acids Nutrition 0.000 description 2
230000000694 effects Effects 0.000 description 2
239000000194 fatty acid Substances 0.000 description 2
229930195729 fatty acid Natural products 0.000 description 2
239000010688 mineral lubricating oil Substances 0.000 description 2
239000003209 petroleum derivative Substances 0.000 description 2
150000002989 phenols Chemical class 0.000 description 2
238000012546 transfer Methods 0.000 description 2
XJHMOGCOFPLTNG-UHFFFAOYSA-N 2,2-dihydroperoxypropane Chemical compound OOC(C)(C)OO XJHMOGCOFPLTNG-UHFFFAOYSA-N 0.000 description 1
VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 1
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
CWYNVVGOOAEACU-UHFFFAOYSA-N Fe2+ Chemical group [Fe+2] CWYNVVGOOAEACU-UHFFFAOYSA-N 0.000 description 1
229910021529 ammonia Inorganic materials 0.000 description 1
235000011114 ammonium hydroxide Nutrition 0.000 description 1
238000004458 analytical method Methods 0.000 description 1
239000007864 aqueous solution Substances 0.000 description 1
150000004982 aromatic amines Chemical class 0.000 description 1
125000003118 aryl group Chemical group 0.000 description 1
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
230000009286 beneficial effect Effects 0.000 description 1
229950011260 betanaphthol Drugs 0.000 description 1
235000010290 biphenyl Nutrition 0.000 description 1
239000004305 biphenyl Substances 0.000 description 1
150000001721 carbon Chemical group 0.000 description 1
KXZJHVJKXJLBKO-UHFFFAOYSA-N chembl1408157 Chemical compound N=1C2=CC=CC=C2C(C(=O)O)=CC=1C1=CC=C(O)C=C1 KXZJHVJKXJLBKO-UHFFFAOYSA-N 0.000 description 1
239000003153 chemical reaction reagent Substances 0.000 description 1
239000004927 clay Substances 0.000 description 1
239000000470 constituent Substances 0.000 description 1
230000002939 deleterious effect Effects 0.000 description 1
230000008021 deposition Effects 0.000 description 1
238000011161 development Methods 0.000 description 1
230000003467 diminishing effect Effects 0.000 description 1
238000002845 discoloration Methods 0.000 description 1
238000004090 dissolution Methods 0.000 description 1
230000005611 electricity Effects 0.000 description 1
238000002474 experimental method Methods 0.000 description 1
150000004665 fatty acids Chemical class 0.000 description 1
239000012530 fluid Substances 0.000 description 1
238000010438 heat treatment Methods 0.000 description 1
239000004615 ingredient Substances 0.000 description 1
239000002480 mineral oil Substances 0.000 description 1
235000010446 mineral oil Nutrition 0.000 description 1
UFWIBTONFRDIAS-UHFFFAOYSA-N naphthalene-acid Natural products C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 1
239000007800 oxidant agent Substances 0.000 description 1
230000001590 oxidative effect Effects 0.000 description 1
229910052760 oxygen Inorganic materials 0.000 description 1
239000001301 oxygen Substances 0.000 description 1
125000004430 oxygen atom Chemical group O* 0.000 description 1
239000003208 petroleum Substances 0.000 description 1
ZUOUZKKEUPVFJK-UHFFFAOYSA-N phenylbenzene Natural products C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 1
238000007747 plating Methods 0.000 description 1
230000003244 pro-oxidative effect Effects 0.000 description 1
230000001737 promoting effect Effects 0.000 description 1
238000011160 research Methods 0.000 description 1
239000000344 soap Substances 0.000 description 1
239000002904 solvent Substances 0.000 description 1
239000012086 standard solution Substances 0.000 description 1
238000011282 treatment Methods 0.000 description 1
238000005406 washing Methods 0.000 description 1
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1

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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
- C10M1/00—Liquid compositions essentially based on mineral lubricating oils or fatty oils; Their use as lubricants
- C10M1/08—Liquid compositions essentially based on mineral lubricating oils or fatty oils; Their use as lubricants with additives
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- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
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- 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
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- C10M2207/044—Cyclic ethers having four or more ring atoms, e.g. furans, dioxolanes
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- C10M2207/10—Carboxylix acids; Neutral salts thereof
- C10M2207/12—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms
- C10M2207/121—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of seven or less carbon atoms
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- C10M2207/122—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of seven or less carbon atoms monocarboxylic
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- C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
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- 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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- C10N2040/08—Hydraulic fluids, e.g. brake-fluids
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- C10N2040/14—Electric or magnetic purposes
- C10N2040/16—Dielectric; Insulating oil or insulators
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- C10N2040/17—Electric or magnetic purposes for electric contacts
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- C10N2040/38—Conveyors or chain belts
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- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/40—Generators or electric motors in oil or gas winning field
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- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/42—Flashing oils or marking oils
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- C10N2040/44—Super vacuum or supercritical use
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- C10N2050/00—Form in which the lubricant is applied to the material being lubricated
- C10N2050/10—Form in which the lubricant is applied to the material being lubricated semi-solid; greasy

Definitions

This invention relates to a process for decreasing corrosion of metals in contact with viscous hydrocarbon oil-s. More particularly, it relates to the use of relatively stable organic peroxides in lubricating oil to inhibit chemical solution of copper and similarly corrodible metals by lubricating oils so as to decrease the transfer of the dissolved metal to other parts of a machine lubricated by the oils.
substances which have been found to have excellent inhibiting properties are the relatively stable peroxides, which for the most part are aromatic peroxides, in particular tetralin peroxide.
Triacetone peroxide is one of the more stable aliphatic peroxides. But, in general, the more stable peroxides are aromatic, e. g., naphthalene peroxide, tetralin peroxide, ascarldole, and benzoyl peroxide. Stability, of course, is considered with reference to the conditions under which the compound is employed.
Dissolved copper is leached from the withdrawn one co. sample with a 10% aqueous solution of sulfuric acid. Copper isthen extracted from this acid solution with a 0.006% solution of diphenyl thiocarbazone '(dithizone) in carbon tetrachloride. Upon doing this, if an appreciable quantity of copper is present, a color change from green to violet is noted. Excess diphenyl thiocarbazone is removed from the carbon tetrachloride-copper diphenyl thiocarbazone solution with dilute ammonia (5 cc.
the peroxides which are compounds containing two oxygen atoms linked together and each being linked to a difierent carbon atom in a molecule, have hitherto been known as powerful oxidizing agents or pro-oxidants, but in lowering the copper'solubility of an oil they appear to confer upon the oil a characteristic which has generally been identified with low sludge forming oils.
oils which were improved in regard to lower corrosive effects on copper contained no free sulfur, and even some which were so highly refined as to have very low organically combined sulfur contents were also improved in the same respect by the added inhibitor.
These results may be interpreted as indicating that the inhibitor lowers both the oxidation of the oil and the deleterious action of any combined sulfur compounds. It is more important to consider the practical fact that the inhibitor decreases the dissolving power of the oil on such metals as copper.
the amount of preferred inhibitors more effective than ei her ingredient separately 1 I in lowering corrosion by some lubricating oils should be beneficial in counteracting any corrosive tendency in the use of additional agents, such as fatty acid esters or soaps, or sulfur-containing compounds.- These considerations are of value in making the peroxide corrosion inhibitors also valuable for improving slush'ing oils, hydraulic fluids, greases, etc.
a refrigerator compressor lubricating oil having low copper corrosion tendencies which comprises a hydrocarbon lubricating oil having a Saybolt Viscosity in the range of 100 to 400 seconds at 100 F. and a small amount of an added stable oil-soluble organic peroxide inhibitor.
a lubricating oil composition stabilized against copper corrosion tendencies of any organically combined sulfur constituents present and oxidation efiects which comprises a major proportion of mineral lubricating oil and a small amount of an added stable oil-soluble organic peroxide inhibitor.
An improved lubricating composition having 8.
a refrigerating compressor lubricating oil having low copper corrosion tendencies which comprises a refined hydrocarbon lubricating oil having a Saybolt viscosity at 100 F. in the range of 100 to 400 seconds and containing no ,free sulfur and about .1% to 5% of tetralin peroxide.
a lubricant comprising a substantial amount of mineral lubricating oil, a small amount of an oxidation inhibitor selected from the group consisting of aromatic amines and phenols, and a small amount of tetralin peroxide.
a lubricant comprising essentially a petroleum oil having a life not substantially more than 27 hours before dissolving 0.05% of copper when heated in contact with a copper wire coil substantially as described, said lubricant having added thereto a suflicient amount of a .stable oil-soluble organic peroxide corrosion inhibitor to raise the life of the blend to at least about 115 hours.

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Chemical & Material Sciences (AREA)
Oil, Petroleum & Natural Gas (AREA)
Engineering & Computer Science (AREA)
Chemical Kinetics & Catalysis (AREA)
General Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Lubricants (AREA)
Production Of Liquid Hydrocarbon Mixture For Refining Petroleum (AREA)

US243764A 1938-12-03 1938-12-03 Method of decreasing metal corrosion Expired - Lifetime US2249340A (en)

Priority Applications (3)

Application Number	Priority Date	Filing Date	Title
US243764A US2249340A (en)	1938-12-03	1938-12-03	Method of decreasing metal corrosion
GB24875/39A GB542834A (en)	1938-12-03	1939-08-30	An improved method of decreasing metal corrosion
FR861065D FR861065A (fr)	1938-12-03	1939-10-23	Procédé pour diminuer la corrosion des métaux

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
US243764A US2249340A (en)	1938-12-03	1938-12-03	Method of decreasing metal corrosion

Publications (1)

Publication Number	Publication Date
US2249340A true US2249340A (en)	1941-07-15

Family

ID=22920035

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
US243764A Expired - Lifetime US2249340A (en)	1938-12-03	1938-12-03	Method of decreasing metal corrosion

Country Status (3)

Country	Link
US (1)	US2249340A (fr)
FR (1)	FR861065A (fr)
GB (1)	GB542834A (fr)

Cited By (10)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US2470276A (en) *	1945-11-29	1949-05-17	Sinclair Refining Co	Oil addend
US2496508A (en) *	1946-06-26	1950-02-07	Standard Oil Co	Stabilized organic sulfur-containing compounds
US2787531A (en) *	1953-05-22	1957-04-02	Pure Oil Co	Stabilized petroleum naphthas
US2959556A (en) *	1957-12-05	1960-11-08	Dow Chemical Co	Halogenated hydrocarbons inhibited with organic peroxides
US3012967A (en) *	1957-07-26	1961-12-12	Socony Mobil Oil Co Inc	Mineral oil composition
US4599185A (en) *	1985-03-25	1986-07-08	Borg-Warner Corporation	Refrigerant additive and method for reducing corrosion in refrigeration systems
EP2920275A4 (fr) *	2012-11-16	2016-06-29	Field Upgrading Ltd	Procédé de prévention de la corrosion d'oléoducs, de structures de stockage de pétrole et de conduites de pétrole
US9512368B2 (en)	2009-11-02	2016-12-06	Field Upgrading Limited	Method of preventing corrosion of oil pipelines, storage structures and piping
US9546325B2 (en)	2009-11-02	2017-01-17	Field Upgrading Limited	Upgrading platform using alkali metals
US9688920B2 (en)	2009-11-02	2017-06-27	Field Upgrading Limited	Process to separate alkali metal salts from alkali metal reacted hydrocarbons

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US2473242A (en) *	1945-04-26	1949-06-14	Gen Electric	Heat-resisting capacitor
US2977310A (en) *	1957-04-17	1961-03-28	Sun Oil Co	Oxidation of petroleum fractions

1938
- 1938-12-03 US US243764A patent/US2249340A/en not_active Expired - Lifetime
1939
- 1939-08-30 GB GB24875/39A patent/GB542834A/en not_active Expired
- 1939-10-23 FR FR861065D patent/FR861065A/fr not_active Expired

Cited By (11)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US2470276A (en) *	1945-11-29	1949-05-17	Sinclair Refining Co	Oil addend
US2496508A (en) *	1946-06-26	1950-02-07	Standard Oil Co	Stabilized organic sulfur-containing compounds
US2787531A (en) *	1953-05-22	1957-04-02	Pure Oil Co	Stabilized petroleum naphthas
US3012967A (en) *	1957-07-26	1961-12-12	Socony Mobil Oil Co Inc	Mineral oil composition
US2959556A (en) *	1957-12-05	1960-11-08	Dow Chemical Co	Halogenated hydrocarbons inhibited with organic peroxides
US4599185A (en) *	1985-03-25	1986-07-08	Borg-Warner Corporation	Refrigerant additive and method for reducing corrosion in refrigeration systems
US9512368B2 (en)	2009-11-02	2016-12-06	Field Upgrading Limited	Method of preventing corrosion of oil pipelines, storage structures and piping
US9546325B2 (en)	2009-11-02	2017-01-17	Field Upgrading Limited	Upgrading platform using alkali metals
US9688920B2 (en)	2009-11-02	2017-06-27	Field Upgrading Limited	Process to separate alkali metal salts from alkali metal reacted hydrocarbons
EP2920275A4 (fr) *	2012-11-16	2016-06-29	Field Upgrading Ltd	Procédé de prévention de la corrosion d'oléoducs, de structures de stockage de pétrole et de conduites de pétrole
US9441170B2 (en)	2012-11-16	2016-09-13	Field Upgrading Limited	Device and method for upgrading petroleum feedstocks and petroleum refinery streams using an alkali metal conductive membrane

Also Published As

Publication number	Publication date
FR861065A (fr)	1941-01-31
GB542834A (en)	1942-01-29

Publication	Publication Date	Title
US2282513A (en)	1942-05-12	Stabilization of viscous petroleum oils
US2249340A (en)	1941-07-15	Method of decreasing metal corrosion
US2279560A (en)	1942-04-14	Viscous hydrocarbon oil
US2174248A (en)	1939-09-26	Stabilized lubricating composition
US2236168A (en)	1941-03-25	Lubricant
US2691000A (en)	1954-10-05	Lubricating oils
US2294525A (en)	1942-09-01	Inhibitor
US2462616A (en)	1949-02-22	Lubricating oil containing an antioxidant
US2218283A (en)	1940-10-15	Stabilized mineral oil composition
US2261888A (en)	1941-11-04	Steam turbine lubrication
US2259861A (en)	1941-10-21	Oxidation inhibitor
US2249626A (en)	1941-07-15	Lubricating composition
US2709156A (en)	1955-05-24	Oxidation-inhibited mineral oil compositions
US2198828A (en)	1940-04-30	Organic sulphide polymers and mineral oil compositions containing same
US2222431A (en)	1940-11-19	Lubrication
US2274302A (en)	1942-02-24	Compounded oil
US2999813A (en)	1961-09-12	Lubricant comprising a sulfurized mineral oil and a polyvalent metal dithiocarbamate
US2354252A (en)	1944-07-25	Lubricating composition
US2326483A (en)	1943-08-10	Stabilized mineral oil composition
US2361391A (en)	1944-10-31	Stabilization of lubricating greases against oxidation
US2340438A (en)	1944-02-01	Oxidation-stable grease composition
US2422276A (en)	1947-06-17	Compounded lubricating oil
USRE22909E (en)	1947-08-26	Antioxidant
US2358581A (en)	1944-09-19	Lubricant
US2119114A (en)	1938-05-31	Lubricating oils