US2354171A - Lubricant - Google Patents

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Publication number
US2354171A
US2354171A US448152A US44815242A US2354171A US 2354171 A US2354171 A US 2354171A US 448152 A US448152 A US 448152A US 44815242 A US44815242 A US 44815242A US 2354171 A US2354171 A US 2354171A
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benzenes
halogenated
chlorbenzene
compounds
lubricating
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US448152A
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John D Morgan
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Cities Service Oil Co
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Cities Service Oil Co
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    • 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
    • C10M3/00Liquid compositions essentially based on lubricating components other than mineral lubricating oils or fatty oils and their use as lubricants; Use as lubricants of single liquid substances
    • 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
    • C10M2207/10Carboxylix acids; Neutral salts thereof
    • C10M2207/12Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms
    • C10M2207/125Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of eight up to twenty-nine carbon atoms, i.e. fatty acids
    • 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
    • C10M2207/10Carboxylix acids; Neutral salts thereof
    • C10M2207/12Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms
    • C10M2207/129Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of thirty or more 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
    • C10M2207/00Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/28Esters
    • C10M2207/281Esters of (cyclo)aliphatic monocarboxylic acids
    • 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
    • C10M2207/28Esters
    • C10M2207/282Esters of (cyclo)aliphatic oolycarboxylic acids
    • 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
    • C10M2207/28Esters
    • C10M2207/283Esters of polyhydroxy 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
    • C10M2207/00Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/28Esters
    • C10M2207/286Esters of polymerised unsaturated acids
    • 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
    • C10M2211/00Organic non-macromolecular compounds containing halogen as ingredients in lubricant compositions
    • C10M2211/02Organic non-macromolecular compounds containing halogen as ingredients in lubricant compositions containing carbon, hydrogen and halogen only
    • C10M2211/024Organic non-macromolecular compounds containing halogen as ingredients in lubricant compositions containing carbon, hydrogen and halogen only aromatic
    • 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
    • C10M2211/00Organic non-macromolecular compounds containing halogen as ingredients in lubricant compositions
    • C10M2211/04Organic non-macromolecular compounds containing halogen as ingredients in lubricant compositions containing carbon, hydrogen, halogen, and oxygen
    • C10M2211/044Acids; Salts or esters thereof
    • 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
    • C10M2211/00Organic non-macromolecular compounds containing halogen as ingredients in lubricant compositions
    • C10M2211/06Perfluorinated 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
    • C10M2223/00Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
    • C10M2223/02Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having no phosphorus-to-carbon bonds
    • C10M2223/04Phosphate esters
    • C10M2223/047Thioderivatives not containing metallic elements
    • 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
    • C10M2223/00Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
    • C10M2223/06Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having phosphorus-to-carbon bonds
    • 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
    • C10M2223/00Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
    • C10M2223/06Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having phosphorus-to-carbon bonds
    • C10M2223/061Metal salts
    • 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
    • C10N2010/02Groups 1 or 11
    • 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
    • C10N2050/00Form in which the lubricant is applied to the material being lubricated
    • C10N2050/10Semi-solids; greasy

Definitions

  • This invention relates to lubricants. More particularly the invention relates to lubricants having a comparatively small change in viscosity over a wide temperature range.
  • hydrocarbon lubricants which are made from petroleum, shales, and the hydrogenation of coal all have widely different viscosities over the temperature range which may be encountered in aviation, that is, from minus 40 F. to 200 F.
  • chlorbenzene has a melting point of -49 F.
  • brombenzene a melting point of --23 R
  • iodobenzene has a melting point of 19 F.
  • chlorbenzene is a fluid throughout the temperature range of --40 F. to 200 F.
  • Chlorbenzene is soluble in practically all of the other halogenated benzenes so that it may be used to convert other halogenated benzenes from solid into lubricating fluids; By blending two or more of the halogenated benzene compounds together the mean boiling point of the mixture will be above the boiling point of the lower boiling point constituent and the vapor pressure of the mixture may be lowered considerably below the vapor pressure of the low boiling constituent.
  • the primary object of the'present invention is to utilize the halogenated benzenesyas lubricants.
  • a further object of the invention is to utilize a mixture of halogenated benzenes as a lubricant.
  • Another object of the invention is to utilize halogenated benzenes as lubricants and to utilize addition agents to inhibit the corrosion of metal bearing surfaces and to increase the lubricating and load-carrying qualities of the halogenated benzenes.
  • Another object of the invention is to utilize halogenated benzenes in the manufacture of lubricating greases.
  • a further object of the invention is to utilize the halogenated benzenes to produce a lubricating fluid which will have relatively uniform viscosity throughout the temperature range of 40 F. to 200 F.
  • halogenated benzenes such as the monohalogen benzenes
  • the halogenated benzenes have comparatively high boiling points and comparatively low melting points.
  • chlorbenzene has a boiling point of 220 F. and a'melting point of 40 F.
  • Brombenzene has a boiling point of 388 F. and a melting'point of 23 F.
  • Iodobenzene has a boiling point of 371 F. and a melting point of F. All of these monohalogen benzenes are'mutually soluble.
  • Chlorination of the monohalogen compounds produces a series of dihalogen compounds and the chlorination of dihalogen compounds produces trihalogen compounds all of which have lubricatingqualities and are comparatively high boiling constituents.
  • Someof the halogenated benzenes having desirable lubricating qualities are:
  • Chlorbenzene has a comparatively flat viscosity curve or a comparatively uniform viscosity over Yi e ofrth hfifl e h ble de 1 W? :b qw 9;. ent st k at m nus 3 witlstq its ts:
  • lfhe tricresyl' phosphiie is a fur condensed tricresyl phosphine or phosphltei
  • This oil addition product is described in h h s w l hwewfihe tkmeno q c mni 'it lelisinelle he zu mention: 'wide tempcigture ira,nge.; m dich t nmehugMa wt e f mum at" 100' 1" end ccntistoke at-200$ PM i mi -W0 new! +1 HQ.”- ever.
  • chlorbenzene may be blend 1th" 111- ciumond sodium stearates to make greases.
  • Z'I he blending, of calcium andsodiumilstearateswith the chlorbenrenes may be facilitated byosmall An example of c .gtea seyis: as fol- 2 V
  • Another example of A calcium h ase grease is .$odium*stearate f 3 Percentsby W
  • Aluminum stelrete a solved a mixture of metal stearates in suflicient amount to impart a grease consistency, said grease being inhibited against corrosion and reinforced for load-carrying capacity with small amounts of a corrosion inhibitor and an extreme pressure addition agent.

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  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Organic Chemistry (AREA)
  • Lubricants (AREA)

Description

Patented July 18, 1944 LUBRICANT John D. Morgan, South Orange, N. 3., assignor to Cities Service Oil Company,New York, N. Y., a corporation of Pennsylvania No Drawing. Application June 23, 1942, Serial No. 448,152
J 7 Claims. (Cl. 252-35) This invention relates to lubricants. More particularly the invention relates to lubricants having a comparatively small change in viscosity over a wide temperature range.
The hydrocarbon lubricants which are made from petroleum, shales, and the hydrogenation of coal all have widely different viscosities over the temperature range which may be encountered in aviation, that is, from minus 40 F. to 200 F.
It is desirable that products which have good temperatures between -40 and 200 F. On the other hand chlorbenzene has a melting point of -49 F., brombenzene a melting point of --23 R, and iodobenzene has a melting point of 19 F. Thus chlorbenzene is a fluid throughout the temperature range of --40 F. to 200 F. Chlorbenzene is soluble in practically all of the other halogenated benzenes so that it may be used to convert other halogenated benzenes from solid into lubricating fluids; By blending two or more of the halogenated benzene compounds together the mean boiling point of the mixture will be above the boiling point of the lower boiling point constituent and the vapor pressure of the mixture may be lowered considerably below the vapor pressure of the low boiling constituent.
The primary object of the'present invention is to utilize the halogenated benzenesyas lubricants.
A further object of the invention is to utilize a mixture of halogenated benzenes as a lubricant.
Another object of the invention is to utilize halogenated benzenes as lubricants and to utilize addition agents to inhibit the corrosion of metal bearing surfaces and to increase the lubricating and load-carrying qualities of the halogenated benzenes.
Another object of the invention is to utilize halogenated benzenes in the manufacture of lubricating greases.
A further object of the invention is to utilize the halogenated benzenes to produce a lubricating fluid which will have relatively uniform viscosity throughout the temperature range of 40 F. to 200 F.
With these and other, objects in view the invention consists in the method of lubricating metallic bearings and the lubricants therefor, which are hereinafter described and particularly defined in the claims. 7
The halogenated benzenes, such as the monohalogen benzenes, have comparatively high boiling points and comparatively low melting points. For example, chlorbenzene has a boiling point of 220 F. and a'melting point of 40 F. Brombenzene has a boiling point of 388 F. and a melting'point of 23 F. Iodobenzene has a boiling point of 371 F. and a melting point of F. All of these monohalogen benzenes are'mutually soluble.
Chlorination of the monohalogen compounds produces a series of dihalogen compounds and the chlorination of dihalogen compounds produces trihalogen compounds all of which have lubricatingqualities and are comparatively high boiling constituents. Someof the halogenated benzenes having desirable lubricating qualities are:
From the above table it will be seen that many of the polyhalogen benzenes are solid at ordinary atmospheric temperatures. Therefore if it is desired to produce a lubricating fluid such polyhalogen compounds must be diluted with the monohalogen compounds. The dilution of the polyhalogenwith the monohalogen-compounds has advantageous properties because it tends to place the mean boiling point of the mixture considerably above the boiling point of the monohalogen and to place the vapor pressure of the mixture materially below the vapor pressure of the monohaiogen. This is very desirable because the monohalogens as well as the polyhalogen compounds tend to volatilize at atmospheric pressure. Furthermore it is desirable to use the halogenated benzene lubricants in closed bearings in order to minimize the volatilizatlon of the halo- I genated benzenes..
Chlorbenzene has a comparatively flat viscosity curve or a comparatively uniform viscosity over Yi e ofrth hfifl e h ble de 1 W? :b qw 9;. ent st k at m nus 3 witlstq its ts:
who end orthodiiodobenzene v red with chlorbenzene or brombenzene produce the tempernturerange of 40' to 200 1". Chior- Another example of c line none in benzene huthe following viscoeities: as follows:
mm Tempenture 2833:, 5 Sodium steam, 4. 1a
1 Sulfurized tricresyl phosphite or Polxne 1 Chlorbenzene I 80 g Tests have been made on the monoand poly- I i e 1 I 5?- l s ufib lini nd fll th 'h' a i 8 Dibrombenzene with' one percent ofParhflbw *mbrmatf We per? therein manned naphthalene) has the {011 t cent of Polane, or one percent of sulfurized trimm M: 1 cresyl phosphite is dissolved in these halogenated v bgnzenes then such compounds have extreme "pressure lubricating qualities. As shown in the vimm une examplesabovesithe extreme pressure addition s m age ts to the greases in order to impart extreme i btessure or? high load-carrying 1 ,chu gcteristicsfo the greases. 3! lfhe tricresyl' phosphiie mentioned herein is a fur condensed tricresyl phosphine or phosphltei This oil addition product is described in h h s w l hwewfihe tkmeno q c mni 'it lelisinelle he zu mention: 'wide tempcigture ira,nge.; m dich t nmehugMa wt e f mum at" 100' 1" end ccntistoke at-200$ PM i mi -W0 new! +1 HQ."- ever. if ,50 'percent of chlorbenzene is dissolv ed w also h r-b en 1 h l wtt h se. ompou d Ii 1. mont ewner r hish-zdboll n tmin 40 endure desirehlefor-lubricxting'bea ingsathigh with metallic min-ates for the-monume t: v For example it has.,been found that orthodiehlorb'enzene, 'plradichlorbenzene, 1,2,4-
brombenuene, and orthodiiodobenzene' maybear:
outing grease. Preferably 'chnnifium te'jitgtfe iis I the other bond all of these being n zjenes yasuz 1 cmounto! nluminumstemte. i
lowsz ts follows:
4m w men died-i;
trichlofbenzene. orthodibrombenzene, metadidissolved in lithium stem-ate to produce, luhriused with the lithium stearateljs;
ent tofprevent the greases fromghleedin e in: m.
well as chlorbenzene may be blend 1th" 111- ciumond sodium stearates to make greases. Z'I he blending, of calcium andsodiumilstearateswith the chlorbenrenes may be facilitated byosmall An example of c .gtea seyis: as fol- 2 V Another example of A calcium h ase grease is .$odium*stearate f 3 Percentsby W Aluminum stearate Chlormethyl stearate Aluminum steal-ate Aluminum stelrete a solved a mixture of metal stearates in suflicient amount to impart a grease consistency, said grease being inhibited against corrosion and reinforced for load-carrying capacity with small amounts of a corrosion inhibitor and an extreme pressure addition agent.
JOHN D. MORGAN.
US448152A 1942-06-23 1942-06-23 Lubricant Expired - Lifetime US2354171A (en)

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Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2420902A (en) * 1943-12-08 1947-05-20 Standard Oil Dev Co Lubricating composition
US2446177A (en) * 1945-06-21 1948-08-03 George M Hain Silicone grease and method of preparation
US2460126A (en) * 1945-10-23 1949-01-25 Gen Electric Insulating and dielectric compositions
US3129186A (en) * 1961-03-24 1964-04-14 Westinghouse Electric Corp Damping and flotation fluid

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2420902A (en) * 1943-12-08 1947-05-20 Standard Oil Dev Co Lubricating composition
US2446177A (en) * 1945-06-21 1948-08-03 George M Hain Silicone grease and method of preparation
US2460126A (en) * 1945-10-23 1949-01-25 Gen Electric Insulating and dielectric compositions
US3129186A (en) * 1961-03-24 1964-04-14 Westinghouse Electric Corp Damping and flotation fluid

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