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US2229528A - Stabilized hydrocarbon oil - Google Patents

Stabilized hydrocarbon oil Download PDF

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Publication number
US2229528A
US2229528A US197611A US19761138A US2229528A US 2229528 A US2229528 A US 2229528A US 197611 A US197611 A US 197611A US 19761138 A US19761138 A US 19761138A US 2229528 A US2229528 A US 2229528A
Authority
US
United States
Prior art keywords
alcoholates
oils
lubricating
thio
ring sticking
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 - Lifetime
Application number
US197611A
Inventor
Bernard H Shoemaker
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 Co
Original Assignee
Standard Oil Co
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Standard Oil Co filed Critical Standard Oil Co
Priority to US197611A priority Critical patent/US2229528A/en
Application granted granted Critical
Publication of US2229528A publication Critical patent/US2229528A/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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Classifications

    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • 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
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2207/00Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/02Hydroxy compounds
    • C10M2207/021Hydroxy compounds having hydroxy groups bound to acyclic or cycloaliphatic carbon atoms
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2219/00Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
    • C10M2219/08Thiols; Sulfides; Polysulfides; Mercaptals
    • C10M2219/082Thiols; Sulfides; Polysulfides; Mercaptals containing sulfur atoms bound to acyclic or cycloaliphatic carbon atoms
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10NINDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2010/00Metal present as such or in compounds
    • C10N2010/04Groups 2 or 12
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10NINDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2010/00Metal present as such or in compounds
    • C10N2010/06Groups 3 or 13
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10NINDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2010/00Metal present as such or in compounds
    • C10N2010/08Groups 4 or 14
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10NINDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2010/00Metal present as such or in compounds
    • C10N2010/10Groups 5 or 15
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10NINDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2010/00Metal present as such or in compounds
    • C10N2010/14Group 7
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10NINDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2010/00Metal present as such or in compounds
    • C10N2010/16Groups 8, 9, or 10
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10NINDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2040/00Specified use or application for which the lubricating composition is intended
    • C10N2040/135Steam engines or turbines
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10NINDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2040/00Specified use or application for which the lubricating composition is intended
    • C10N2040/14Electric or magnetic purposes
    • C10N2040/16Dielectric; Insulating oil or insulators
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10NINDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2040/00Specified use or application for which the lubricating composition is intended
    • C10N2040/14Electric or magnetic purposes
    • C10N2040/17Electric or magnetic purposes for electric contacts

Definitions

  • This invention relates to improvements in be prepared by treating aluminum with butyl allubricating oils and, in particular, to lubricating cohol in the presence of iodine.
  • the reaction oils having improved lubricity, color and sludge which takes place may be illustrated by the folstability and non-rlngsticking properties. lowing equation:
  • 5 It is the primary object of this invention to 5 provide viscous mineral oils, such as lubricating l+6C4Ho0H 2Al(0C4Hs):-l-3 Oils Suitable for use in the lubrication of autolm-
  • the heavy metal alcoholates or thio alcoholates t ve and Dies l e nes and turbines. whi v may also be prepared by treating the metal halide especially d lubricating P p t e a e highly with sodium alcoholate or thio alcoholate, as
  • erties n be imp to ViSoOII-S mineral oils of
  • the corresponding thio alcoholates may be prethe type fin d by ddin to such oils from about pared by substituting the corresponding mercap '0-001% to about 5% and prefera ly fr m about tan for the alcohol or alcoholates in the above 15 0.01% to about 1% of the heavy metal alcoholates equations.
  • Lubrlcating oils containing small amounts of holates or thio alcoholates have the general the heavy metal alcoholates or thio alcoholates formula M(XR)d in which M is a heavy metal, X are particularly well adapted for use in lubricatis an element selected from the group consisting ing high speed combustion engines, especially en f xy d u R is B radical selected from gines of the Diesel type because of their property the group consisting of alkyl, aryl, aralkyl and of eliminating or materially reducing the tendy 171 c s and n p ese ts e n mber ency to ring sticking.
  • Ring sticking is due to the of the effective valences of the metal M.
  • the term heavy metal as used herein and in and/or oxidation which are deposited or formed the appended claims includes the elements such in the piston ring grooves. Ring sticking causes as aluminum, zinc, iron, tin, lead, antimony, etc., excessive blow-by resulting in decreased engine and excludes the light metals such as potassium.
  • holates and/or thio alcoholates of the type herein A8 Specific examples of the alcoholates or thio described materially improves the efiectiveness alooholalies which may e e v y us d a e!
  • the alcoholates or thio a-lcohol y be p leum products such as insulating oils, transformer pared by treating the metal with an alcohol or 11 t mercaptan using iodine or tin tetra chloride as a I lai carrier.
  • aluminum butylate may 1, Th method of preventing ring sticking in 55 Diesel engines which comprises lubricating said engines with a lubricant comprising a mineral lubricating oil normally having the tendency to cause ring sticking in such engines and a heavy metal alcoholate having the general formula MQKR) in which M is a heavy metal, X is an element selected from the group consisting of oxygen and sulfur, R is a radical selected from the group consisting of alkyl, aryl, aralkyl and hydroaryl radicals and n represents the number Diesel engine which comprises lubricating said engine with a lubricant comprising a mineral lubricating oil normally having the tendency to cause ring sticking in such engine and a small amount oi aluminum lorolate in small but sufllcient quantity to substantially inhibit ring sticking.

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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)

Description

Patented Jan. 21, 1941 2,229,528
v STABILIZED HYDROCABBQN OIL Bernard H. Shoemaker, Hammond, Ind., assignor toStandard Oil Company, Chicago, 11]., a corporation of Indiana No Drawing. Application March 23, 1938, Serial No. 197,611
Claims. (01. 25235) This invention relates to improvements in be prepared by treating aluminum with butyl allubricating oils and, in particular, to lubricating cohol in the presence of iodine. The reaction oils having improved lubricity, color and sludge which takes place may be illustrated by the folstability and non-rlngsticking properties. lowing equation:
5 It is the primary object of this invention to 5 provide viscous mineral oils, such as lubricating l+6C4Ho0H 2Al(0C4Hs):-l-3 Oils Suitable for use in the lubrication of autolm- The heavy metal alcoholates or thio alcoholates t ve and Dies l e nes and turbines. whi v may also be prepared by treating the metal halide especially d lubricating P p t e a e highly with sodium alcoholate or thio alcoholate, as
10 resistant to color and sludge formation and which illustrated by the equation 10 have no tendency to cause ring sticking, e
I have found that these highly desirable propzncli+ u u (0 u u):+2Na
erties n be imp to ViSoOII-S mineral oils of The corresponding thio alcoholates may be prethe type fin d by ddin to such oils from about pared by substituting the corresponding mercap '0-001% to about 5% and prefera ly fr m about tan for the alcohol or alcoholates in the above 15 0.01% to about 1% of the heavy metal alcoholates equations. and th o alooholatese e heavy metal alo Lubrlcating oils containing small amounts of holates or thio alcoholates have the general the heavy metal alcoholates or thio alcoholates formula M(XR)d in which M is a heavy metal, X are particularly well adapted for use in lubricatis an element selected from the group consisting ing high speed combustion engines, especially en f xy d u R is B radical selected from gines of the Diesel type because of their property the group consisting of alkyl, aryl, aralkyl and of eliminating or materially reducing the tendy 171 c s and n p ese ts e n mber ency to ring sticking. Ring sticking is due to the of the effective valences of the metal M. The decomposition or breakdown of the lubricants 25 yl l'floa-l i Pr f y n ntaining at least under high temperatures and pressures to form three carbon atomsinthe radical. sludge and other products of decomposition The term heavy metal as used herein and in and/or oxidation which are deposited or formed the appended claims includes the elements such in the piston ring grooves. Ring sticking causes as aluminum, zinc, iron, tin, lead, antimony, etc., excessive blow-by resulting in decreased engine and excludes the light metals such as potassium. efiiciency, excessive oil consumption and engine 30 S u um, strontium, barium wear. While the addition of heavy metal alcoand the like. holates and/or thio alcoholates of the type herein A8 Specific examples of the alcoholates or thio described materially improves the efiectiveness alooholalies which may e e v y us d a e! 'of Diesel lubricating oils derived from any petro- Aluminum butylate AMOQHQ) 3 leum base oil or synthetic lubricating oils, greater 35 Aluminum laurylate A1 (0C12H25 3 improvement is obtained when the heavy metal Aluminum cycle hexylate Al(o(Cyc1o)C6Hn) alcoholates or thio alcoholates are added to Diesel Aluminum thio butylate A1 SC4H9 3 lubricating oils derived from naphthemc base Zinc amylate zmocsnmz crude oils. These Diesel lubricating oils prefer- 40 Zinc laurylate zmocmflm 2 ably have a viscosity in the range of a S. A. E. 10 40 Zinc tyl t Zn(sC4H9)2 to a. S. A. E. and a viscosity index Of 1101'; Ferric amylate Fe(OC5Hn)3 I Over t or Lead thioamylate PMSCsHlDz In addition to preventing ring sticking the I heavy metal alcoholates and thio alcoholates 45 My invention contemp a e the use of the when added to lubricating oils prevent the deresponding i s f y of the above velopment of color forming bodies and materially pounds and mixtures of the alcoholates and/0r decrease t tendency of lubricating 11 t thio alcoholates, such as for example the lorolates crease i viscosity during use. They are effective which are a mixture of al yl alooholates having in stabilizing viscous hydrocarbon oils aginst color 30 12 to 18 carbon atoms in the alkyl chain but preand ludge formation during storage, They are dominately dodecyl and tet a decyl derivatives also-efiective oxidation inhibitors for other petro- The alcoholates or thio a-lcohol y be p leum products such as insulating oils, transformer pared by treating the metal with an alcohol or 11 t mercaptan using iodine or tin tetra chloride as a I lai carrier. For example, aluminum butylate may 1, Th method of preventing ring sticking in 55 Diesel engines which comprises lubricating said engines with a lubricant comprising a mineral lubricating oil normally having the tendency to cause ring sticking in such engines and a heavy metal alcoholate having the general formula MQKR) in which M is a heavy metal, X is an element selected from the group consisting of oxygen and sulfur, R is a radical selected from the group consisting of alkyl, aryl, aralkyl and hydroaryl radicals and n represents the number Diesel engine which comprises lubricating said engine with a lubricant comprising a mineral lubricating oil normally having the tendency to cause ring sticking in such engine and a small amount oi aluminum lorolate in small but sufllcient quantity to substantially inhibit ring sticking.
4. The method of preventing ring sticking in a Diesel engine which comprises lubricating said engine with a lubricant comprising a mineral lubricating oil normally having the tendency to cause ring sticking in such engine and a small amount of zinc octylate in small but suflicient quantity to'substantially inhibit ring sticking.
5. The method of preventing ring sticking in a Diesel engine which comprises lubricating said engine with a lubricant comprising a mineral lubricating oil normally having the tendency to cause ring sticking in such engines and a small amount of aluminum thioamylate in small but suilicient quantity to substantially inhibit ring sticking. BERNARD H. SHOEMAKER.
US197611A 1938-03-23 1938-03-23 Stabilized hydrocarbon oil Expired - Lifetime US2229528A (en)

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Cited By (16)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2461335A (en) * 1938-12-16 1949-02-08 Standard Oil Dev Co Organometallic compound
US2472504A (en) * 1939-12-30 1949-06-07 Standard Oil Dev Co Organometallic compound
US2493986A (en) * 1939-12-27 1950-01-10 Standard Oil Dev Co Heavy metal salts of alkyl phenol sulfides and method of making same
US2493987A (en) * 1939-12-27 1950-01-10 Standard Oil Dev Co Aluminum salts of alkylated phenol sulfides
US2581493A (en) * 1945-10-01 1952-01-08 Phillips Petroleum Co Purification of mercaptans
US2613162A (en) * 1952-10-07 Coating compositions containing
DE931972C (en) * 1951-12-23 1955-08-22 Albert Ag Chem Werke Process for the improvement of autoxidizable oils
US2877248A (en) * 1952-12-18 1959-03-10 Hoechst Ag Aluminum compounds soluble in organic solvents and process of preparing them
US2963434A (en) * 1957-11-05 1960-12-06 Pure Oil Co Method of preparing zing mercaptides and method of preparing a greases containing zinc mercaptides
US3277002A (en) * 1961-07-17 1966-10-04 Continental Oil Co Process for stably dispersing metal compounds
US3487095A (en) * 1967-12-28 1969-12-30 Pennwalt Corp Octa-mu3-halo and alkoxy hexamolybdenum(ii) alkoxides
US4745204A (en) * 1986-06-05 1988-05-17 International Business Machines Corporation Process for producing aluminum alkoxide or aluminum aryloxide
US4751318A (en) * 1986-05-09 1988-06-14 Stauffer Chemical Company Method of making organic solvent soluble zinc alkoxy alkoxides
US4835298A (en) * 1986-09-24 1989-05-30 Union Carbide Corporation Method for producing liquid alkoxides of mixed metals
US4946976A (en) * 1986-09-24 1990-08-07 Union Carbide Corporation Cordierite composition and method of production
US5139976A (en) * 1986-09-24 1992-08-18 Union Carbide Coatings Service Technology Corporation Cordierite composition and method of production

Cited By (16)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2613162A (en) * 1952-10-07 Coating compositions containing
US2461335A (en) * 1938-12-16 1949-02-08 Standard Oil Dev Co Organometallic compound
US2493986A (en) * 1939-12-27 1950-01-10 Standard Oil Dev Co Heavy metal salts of alkyl phenol sulfides and method of making same
US2493987A (en) * 1939-12-27 1950-01-10 Standard Oil Dev Co Aluminum salts of alkylated phenol sulfides
US2472504A (en) * 1939-12-30 1949-06-07 Standard Oil Dev Co Organometallic compound
US2581493A (en) * 1945-10-01 1952-01-08 Phillips Petroleum Co Purification of mercaptans
DE931972C (en) * 1951-12-23 1955-08-22 Albert Ag Chem Werke Process for the improvement of autoxidizable oils
US2877248A (en) * 1952-12-18 1959-03-10 Hoechst Ag Aluminum compounds soluble in organic solvents and process of preparing them
US2963434A (en) * 1957-11-05 1960-12-06 Pure Oil Co Method of preparing zing mercaptides and method of preparing a greases containing zinc mercaptides
US3277002A (en) * 1961-07-17 1966-10-04 Continental Oil Co Process for stably dispersing metal compounds
US3487095A (en) * 1967-12-28 1969-12-30 Pennwalt Corp Octa-mu3-halo and alkoxy hexamolybdenum(ii) alkoxides
US4751318A (en) * 1986-05-09 1988-06-14 Stauffer Chemical Company Method of making organic solvent soluble zinc alkoxy alkoxides
US4745204A (en) * 1986-06-05 1988-05-17 International Business Machines Corporation Process for producing aluminum alkoxide or aluminum aryloxide
US4835298A (en) * 1986-09-24 1989-05-30 Union Carbide Corporation Method for producing liquid alkoxides of mixed metals
US4946976A (en) * 1986-09-24 1990-08-07 Union Carbide Corporation Cordierite composition and method of production
US5139976A (en) * 1986-09-24 1992-08-18 Union Carbide Coatings Service Technology Corporation Cordierite composition and method of production

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