US2483859A - Antiring sticking lubricating composition - Google Patents

Antiring sticking lubricating composition Download PDF

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US2483859A
US2483859A US685779A US68577946A US2483859A US 2483859 A US2483859 A US 2483859A US 685779 A US685779 A US 685779A US 68577946 A US68577946 A US 68577946A US 2483859 A US2483859 A US 2483859A
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Prior art keywords
mixture
temperature
lubricating
sticking
salt
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US685779A
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Mintje Van Loon
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Shell Development Co
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Shell Development Co
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    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2010/00—Metal present as such or in compounds
    • C10N2010/14—Group 7
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2010/00—Metal present as such or in compounds
    • C10N2010/16—Groups 8, 9, or 10

Definitions

  • acids include phthalic acid, xylidinic acids, and cumidinic acids.
  • Typical hydroxy aromatic acids include orthometa or para-'hydroxybenzoic acid, 4-hydroxy phthalic acid-1,2, 4-hydroxy-1,3-dicarboxybenzene, 3-hydroxyphthalic acid-1,2, 2-hydroxy-1,3- dlcarboxybenzene, -hydroxy-1,3-dicarboxybenzenes, etc.
  • the various aromatic compounds useful in forming the compositions of the present invention may contain alkyl, aryl or aralkyl radicals, as well as alkoxy, aroxy, or amino groups, in addition to hydroxyl or carboxyl groups.
  • Catalysts which promote the polymerization and alkylation of the subject mixtures are of the type represented by aluminum chloride, boron trifiuoride and hydrofluoric acid. Promoters such as concentrated sulfuric acid or ortho-phosphoric acid may also be present, although they are not essential.
  • a solvent is not essential to the preparation of the mixtures, a substantially inert solvent may be used.
  • a solvent is a saturated hydrocarbon, or mixture thereof, such as a lubricating oil.
  • the mixture formed by the alkylation and polymerization has free base-binding groups, the amount substantially dependent upon the amount of alkylated aromatic present therein. Since the effectiveness of the present mixture as a lubricant additive is primarily dependent upon the amount of base-binding group present, it is a preferred practice to adjust the reaction conditions so that a maximum amount of alkylated aromatic material is present in the mixture.
  • the time of polymerization and alkylation is dependent upon several factors such as the identity of the components and the catalyst, the reaction temperature and the product desired.
  • an active catalyst such as aluminum chloride or boron trifiuoride
  • the reaction temperature is from about C. to. about 125 C. optimum results are obtained when the reaction is allowed to proceed for about 2-20 hours, preferably from 3 to 8 hours.
  • Other compounds useful as lubricant additives and having metallic contents as high as about 30% may be prepared by heating the metallic salts formed as described hereinbefore, at temperatures from about 250 C. to about 300 0., preferably in the presence of an inert medium such as a lubricating oil. Under these conditions, an insoluble precipitate is formed which subsequently redissolves, evolution of gases, such as carbon dioxide, taking place in the meantime.
  • the constitution of the reaction product is unknown, except that the decomposition proceeds so as to efiect a lossof carbon, hydrogen and oxygen, to give products having unusually high metallic contents.
  • These thermal decomposition products are highly effective anti-ring sticking compounds. Normally they are solids or semisolids at room temperature.
  • the lubricant in which the additive is employed may be any fluid having lubricating properties, such as mineral oils, synthetic lubricants, such as polymeric hydrocarbons, poly (alkylene oxides), poly (alkylene glycols), viscous esters such as z-ethylhexyl sebacate, polymeric amides and amines, silicone polymers, etc.
  • synthetic lubricants such as polymeric hydrocarbons, poly (alkylene oxides), poly (alkylene glycols), viscous esters such as z-ethylhexyl sebacate, polymeric amides and amines, silicone polymers, etc.
  • the substituents of the aromatic material and the olefin are chosen so as to obtain a metallic salt dispersible in the lubricating medium. While it is preferable that the salt be substantially completely dissolved in the lubricant, it may alternatively beuniformly dispersed therein in the form of a colloidal suspension, if necessary with the aid of a dispersing agent.
  • EXAMPLE IV Twenty parts of zinc salt prepared from the mixture obtained as described in Example III (reaction temperature C.) and 80 parts by 75 weight of a highly refined parafiine hydrocarbon oils.
  • a lubricating composition comprising a mmeral oil containing. dispersed therein from 0.5% to 20% of a polyvalent metal salt of a reaction product obtained by simultaneously polymerizing and alkylating in the presence of a Friedel- Crafts catalyst a hydroxy aromatic monocarboxylic acid and an olefin having at least four carbon atoms at a temperature of between 50 to 200 C., and thereafter reheating said reaction product in an inert liquid medium at a temperature of between 250 and 300 C. for about /2 hour.
  • a lubricating composition comprising a mineral oil containing dispersed therein from 0.5% to 20% of a polyvalent metal salt of a reaction product obtained by simultaneously polymerizing and alkylating in the presence of a Friedel-Crafts catalyst a salicylic acid and a cracked wax olefin at a. temperature of between 50 and 200 C., and thereafter reheating said reaction product in an inert liquid medium at a temperature of between 250 and 300 C. for about /2 hour.

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  • Chemical & Material Sciences (AREA)
  • General Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Chemistry (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Engineering & Computer Science (AREA)
  • Lubricants (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
US685779A 1945-07-31 1946-07-23 Antiring sticking lubricating composition Expired - Lifetime US2483859A (en)

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NL120645A NL65636C (de) 1945-07-31 1945-07-31

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DE (2) DE832313C (de)
FR (1) FR929275A (de)
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Publication number Priority date Publication date Assignee Title
US4320021A (en) 1975-10-14 1982-03-16 The Lubrizol Corporation Amino phenols useful as additives for fuels and lubricants
US5207940A (en) * 1990-09-12 1993-05-04 Ethyl Corporation α-olefin oligomer-phenol lubricant oil adducts
US5225588A (en) * 1992-02-03 1993-07-06 Ethyl Corporation Process for alkylating salicylates with polyalphaolefin
CN108264892A (zh) * 2017-12-21 2018-07-10 东北农业大学 一种用于释放地下油质材料的表面活性剂的组合物

Citations (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2197837A (en) * 1936-08-29 1940-04-23 Socony Vacuum Oil Co Inc Mineral oil composition
US2228661A (en) * 1938-10-08 1941-01-14 Standard Oil Co Compounded oil
US2228671A (en) * 1938-10-04 1941-01-14 Standard Oil Co Compounded mineral oil
US2258591A (en) * 1938-12-05 1941-10-14 Shell Dev Lubricating oil composition
US2324784A (en) * 1941-01-02 1943-07-20 Standard Oil Dev Co Condensation product and method of preparing and using same
US2347546A (en) * 1940-12-07 1944-04-25 Sinclair Refining Co Lubricating oil composition
US2347547A (en) * 1941-08-15 1944-04-25 Sinclair Refining Co Lubricating oil composition
US2356685A (en) * 1943-06-14 1944-08-22 Standard Oil Co California Compounded oils

Patent Citations (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2197837A (en) * 1936-08-29 1940-04-23 Socony Vacuum Oil Co Inc Mineral oil composition
US2228671A (en) * 1938-10-04 1941-01-14 Standard Oil Co Compounded mineral oil
US2228661A (en) * 1938-10-08 1941-01-14 Standard Oil Co Compounded oil
US2258591A (en) * 1938-12-05 1941-10-14 Shell Dev Lubricating oil composition
US2347546A (en) * 1940-12-07 1944-04-25 Sinclair Refining Co Lubricating oil composition
US2324784A (en) * 1941-01-02 1943-07-20 Standard Oil Dev Co Condensation product and method of preparing and using same
US2347547A (en) * 1941-08-15 1944-04-25 Sinclair Refining Co Lubricating oil composition
US2356685A (en) * 1943-06-14 1944-08-22 Standard Oil Co California Compounded oils

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GB632990A (en) 1949-12-05
DE865927C (de) 1953-02-05
NL65636C (de) 1950-05-15
DE832313C (de) 1952-02-21
FR929275A (fr) 1947-12-22
GB625104A (en) 1949-06-22

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