US3127353A - Lubricating compositions - Google Patents

Lubricating compositions Download PDF

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Publication number
US3127353A
US3127353A US3127353DA US3127353A US 3127353 A US3127353 A US 3127353A US 3127353D A US3127353D A US 3127353DA US 3127353 A US3127353 A US 3127353A
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US
United States
Prior art keywords
aryl
lubricating compositions
glycide
oxide
lubricant
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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
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English (en)
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Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D303/00Compounds containing three-membered rings having one oxygen atom as the only ring hetero atom
    • C07D303/02Compounds containing oxirane rings
    • C07D303/12Compounds containing oxirane rings with hydrocarbon radicals, substituted by singly or doubly bound oxygen atoms
    • C07D303/18Compounds containing oxirane rings with hydrocarbon radicals, substituted by singly or doubly bound oxygen atoms by etherified hydroxyl radicals
    • C07D303/20Ethers with hydroxy compounds containing no oxirane rings
    • C07D303/22Ethers with hydroxy compounds containing no oxirane rings with monohydroxy compounds
    • 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
    • C10M129/00Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing oxygen
    • C10M129/02Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing oxygen having a carbon chain of less than 30 atoms
    • C10M129/16Ethers
    • C10M129/18Epoxides
    • 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
    • C10M2201/00Inorganic compounds or elements as ingredients in lubricant compositions
    • C10M2201/08Inorganic acids or salts thereof
    • C10M2201/082Inorganic acids or salts thereof containing nitrogen
    • C10M2201/083Inorganic acids or salts thereof containing nitrogen nitrites
    • 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
    • C10M2207/04Ethers; Acetals; Ortho-esters; Ortho-carbonates
    • C10M2207/042Epoxides
    • 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
    • C10M2215/00Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2215/02Amines, e.g. polyalkylene polyamines; Quaternary amines
    • C10M2215/06Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to carbon atoms of six-membered aromatic rings
    • C10M2215/062Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to carbon atoms of six-membered aromatic rings containing hydroxy groups bound to the aromatic ring

Definitions

  • the present invention relates to lubricating compositions; more particularly it concerns lubricating composi- CH B tions containing a lubricant, especially a lubricant based on minenal oils, and an aryl-glycide ether of the general fl- 2 63 formula (311E R on: on,
  • R stands for an alkyl radial containing at least E7 58 12 carbon atoms.
  • Suitable aryl-glycide ethers are for instance 4-dodecylphenoxy-p-ropene oxide, 4-is0dodecyl-phenoxy-propene 12 iso @-O-GH1-CH OH; 31 oxide, 3-pentadecyl-phenoxy-propene oxide, 4-octadecylphenoxy-propene oxide and 4-isooctadecyl-phenoxy-prm 25 P6116 oxide.
  • 4-dodecylphenoxy-p-ropene oxide 4-is0dodecyl-phenoxy-propene 12 iso @-O-GH1-CH OH; 31 oxide, 3-pentadecyl-phenoxy-propene oxide, 4-octadecylphenoxy-propene oxide and 4-isooctadecyl-phenoxy-prm 25 P6116 oxide.
  • Aryl-glycide ethers of this type are obtainable by various methods, e.g. by reacting epichorohydrin with phe- 1101s which are substituted by an alkyl radical containing at least 12 carbon atoms, or by epoxylating the corre- 76 sponding arylallyl ethers; in general, they are viscous, colourless or slightly coloured, odourless liquids.
  • the aryl-glycide ethers present in the lubricating compositions of the invention increase mainly the thermal We claim: stability of the lubricants to which they impart good 35 A lubflcatlPg composltlon comprlsm'g mal0T high-pressure properties as well as detergent action; morep of a lubncant and 014% by Welght of an n over, it is remarkable that they are compatible with glyclde ether of the general formula other lubricant additives such as antioxidants or anti- 3 corrosion agents.
  • the requisite quantities of aryl-glycide ethers may readily be established by preliminary 40 gexperiments; in general, an addition of 0.1 to 5 percent by weight, referred to the lubricant, is sufiicient.
  • a lubricating composition comprising a major Ar-0-oH, oHoH, amount of a mineral oil lubricant and 0. 1-5 by weight of 4-isododecyl-phenoxy-propene oxide.
  • a lubricatin com osition com risin a ma'or Wher.em Ar Stanqs ⁇ or a phenyl. radwal which amount of a miner al oil liibricant and (51-57%; by weight substituted or which 15 only substituted by alkyl radicals of a 3 pentadecyl henox m ens oxide containing on the Whole at most 4 carbon atoms.
  • Com- 5O 4 A Lubricating g g com risin a mabr pared with such additives the aryl-glycide others of the amo'unt of a miner al on lubricant and 5 5 wellht present invention are surprisingly more active.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Lubricants (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Epoxy Compounds (AREA)
US3127353D 1958-07-15 Lubricating compositions Expired - Lifetime US3127353A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEF0026177 1958-07-15

Publications (1)

Publication Number Publication Date
US3127353A true US3127353A (en) 1964-03-31

Family

ID=7091915

Family Applications (1)

Application Number Title Priority Date Filing Date
US3127353D Expired - Lifetime US3127353A (en) 1958-07-15 Lubricating compositions

Country Status (7)

Country Link
US (1) US3127353A (fr)
BE (1) BE580739A (fr)
CH (1) CH375817A (fr)
DE (1) DE1074185B (fr)
FR (1) FR1230201A (fr)
GB (1) GB851845A (fr)
NL (1) NL110202C (fr)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6121211A (en) * 1998-07-17 2000-09-19 The Lubrizol Corporation Engine oil having dithiocarbamate and aldehyde/epoxide for improved seal performance, sludge and deposit performance

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3637507A (en) * 1968-02-12 1972-01-25 Stauffer Chemical Co Aircraft hydraulic fluid and method of controlling acid buildup therein with acid acceptor

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2665254A (en) * 1950-06-23 1954-01-05 Sun Oil Co Oxidation inhibited mineral oil

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2734032A (en) * 1956-02-07 Lubricants
FR966140A (fr) * 1947-05-13 1950-09-30
US2655254A (en) * 1948-01-26 1953-10-13 Joy Mfg Co Swivel for conveyer troughs

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2665254A (en) * 1950-06-23 1954-01-05 Sun Oil Co Oxidation inhibited mineral oil

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6121211A (en) * 1998-07-17 2000-09-19 The Lubrizol Corporation Engine oil having dithiocarbamate and aldehyde/epoxide for improved seal performance, sludge and deposit performance

Also Published As

Publication number Publication date
BE580739A (fr)
FR1230201A (fr) 1960-09-14
DE1074185B (fr) 1960-01-28
GB851845A (en) 1960-10-19
NL110202C (fr)
CH375817A (de) 1964-03-15

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