US3846319A - Dioxan-containing aluminum lubricant - Google Patents

Dioxan-containing aluminum lubricant Download PDF

Info

Publication number
US3846319A
US3846319A US00345400A US34540073A US3846319A US 3846319 A US3846319 A US 3846319A US 00345400 A US00345400 A US 00345400A US 34540073 A US34540073 A US 34540073A US 3846319 A US3846319 A US 3846319A
Authority
US
United States
Prior art keywords
dioxan
water
lubricant
aluminum
carrier fluid
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
US00345400A
Inventor
B Hotten
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.)
Chevron USA Inc
Original Assignee
Chevron Research and Technology 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 Chevron Research and Technology Co filed Critical Chevron Research and Technology Co
Priority to US00345400A priority Critical patent/US3846319A/en
Application granted granted Critical
Publication of US3846319A publication Critical patent/US3846319A/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

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
    • 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
    • C10M129/20Cyclic ethers having 4 or more ring atoms, e.g. furans, dioxolanes
    • 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
    • C10M173/00Lubricating compositions containing more than 10% water
    • C10M173/02Lubricating compositions containing more than 10% water not containing mineral or fatty oils
    • 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
    • C10M2201/02Water
    • 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
    • C10M2207/00Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/04Ethers; Acetals; Ortho-esters; Ortho-carbonates
    • 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
    • C10M2207/00Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/04Ethers; Acetals; Ortho-esters; Ortho-carbonates
    • C10M2207/044Cyclic ethers having four or more ring atoms, e.g. furans, dioxolanes
    • 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
    • C10M2207/08Aldehydes; Ketones
    • 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
    • C10M2207/287Partial esters
    • C10M2207/289Partial esters containing free hydroxy groups
    • 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
    • C10M2209/00Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
    • C10M2209/10Macromolecular compoundss obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M2209/103Polyethers, i.e. containing di- or higher polyoxyalkylene groups
    • C10M2209/104Polyethers, i.e. containing di- or higher polyoxyalkylene groups of alkylene oxides containing two carbon atoms only
    • 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
    • C10M2209/00Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
    • C10M2209/12Polysaccharides, e.g. cellulose, biopolymers
    • 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
    • C10M2211/022Organic non-macromolecular compounds containing halogen as ingredients in lubricant compositions containing carbon, hydrogen and halogen only aliphatic
    • 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
    • C10M2211/06Perfluorinated 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
    • C10M2215/00Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2215/02Amines, e.g. polyalkylene polyamines; Quaternary amines
    • C10M2215/04Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms
    • C10M2215/042Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms containing hydroxy groups; Alkoxylated derivatives 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
    • C10M2219/00Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
    • C10M2219/04Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions containing sulfur-to-oxygen bonds, i.e. sulfones, sulfoxides
    • C10M2219/044Sulfonic acids, Derivatives thereof, e.g. neutral 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
    • C10N2040/00Specified use or application for which the lubricating composition is intended
    • C10N2040/20Metal working
    • C10N2040/24Metal working without essential removal of material, e.g. forming, gorging, drawing, pressing, stamping, rolling or extruding; Punching metal
    • 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
    • C10N2040/20Metal working
    • C10N2040/241Manufacturing joint-less pipes
    • 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
    • C10N2040/20Metal working
    • C10N2040/242Hot working
    • 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
    • C10N2040/20Metal working
    • C10N2040/243Cold working
    • 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
    • C10N2040/20Metal working
    • C10N2040/244Metal working of specific metals
    • 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
    • C10N2040/20Metal working
    • C10N2040/244Metal working of specific metals
    • C10N2040/245Soft metals, e.g. aluminum
    • 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
    • C10N2040/20Metal working
    • C10N2040/244Metal working of specific metals
    • C10N2040/246Iron or steel
    • 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
    • C10N2040/20Metal working
    • C10N2040/244Metal working of specific metals
    • C10N2040/247Stainless steel
    • 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
    • C10N2050/01Emulsions, colloids, or micelles

Definitions

  • the present invention relates to the use of dioxans in the lubrication of the surface of aluminum or aluminum alloys during cold forming processes, machining, including tapping and drilling, or in mechanical devices.
  • Machining aluminum also requires lubricants. Lack of adequate lubrication during drilling, tapping, or other machining of aluminum seriously shortens the useful life of tools such as drills and taps.
  • the process of this invention is a process for lubricating aluminum and aluminum alloys during cold working, machining, or other mechanical operation which comprises applying to the surface of the material a lubricant comprising a major portion of a carrier fluid and a minor portion of a C -C 1,3 dioxan.
  • the carrier fluid may be a mineral oil, synthetic hydrocarbon oil, petroleum distillate, halogenated or oxygenated hydrocarbon, or water.
  • R is selected fifth Hydrogen or a hydrocarbyl group of from 1 to 26 carbon atoms.
  • the dioxans of this invention willprobably contain no atoms other than carbon, hydrogen, and oxygen.
  • the carrier fluid should preferably contain no atoms other than carbon, hydrogen, oxygen, and halogen.
  • Exemplary dioxans useful in the practice of this invention include 6-n-decyll,3-dioxan; 4-methyl-6- decyl-1,3-dioxan, 6-n-dodecyI-l ,3-dioxan, 6-n-hexadecyll ,3-dioxan; 6-n-eicosyll ,3-dioxan, 6-n-hexadecyl- 1,3-dioxan, 6-benzyl-l ,3-dioxan, 6-naphthyl-l ,3- dioxan, 6( 3-hexylbenzyl)- 1 ,3-dioxan, 6( 5-n-decylbenzyl)-1,3-dioxan, 4-ethyl-6-benzyl-l ,3-dioxan and 4,6-dihexyl-l ,3-dioxan.
  • alkyl dioxans One particular preferred group of dioxans is the alkyl dioxans. These have the formula:
  • R is an aliphatic'hydrocarbon group of from 7 to 26 carbon atoms.
  • the dioxans must contain at least 10 carbon atoms and preferably at least 12 carbon atoms. It has been found that dioxans having less than 10 carbon atoms do not exhibit the superior antiwear and lubricating properties of the C -C dioxans. Similarly, dioxans having more than 30 carbon atoms have notbeen found to be the equivalent of the C -C dioxans.
  • the carrier fluid which comprises the major portion of the lubricant of this invention may be a mineral oil, hydrocarbonoil, hydrocarbon distillate, halogenated or oxygenated hydrocarbon, or water.
  • Water is the preferred carrier fluid because of its high heat removal properties.
  • an emulsifier When water is used asthe carrier fluid, it is preferred to add a small amount, generally up to about 5-10 volume percent, of an emulsifier to the water/dioxan mixture.
  • the emulsifier may be ionic or nonionic. Suitable emulsifiers include alkylarylpolyethoxy alcohols, sorbitan monooleate, polyethoxylated amines, amides or fatty acids, sugar esters, soaps, and sulfonates.
  • Oils suitable as carrier fluids in the process of this invention are generally hydrocarbon oils produced .by distillation, cracking hydrogenation, or other refining processes. They typically haveboiling points of 500 to 1,000F and viscosities of 50 to 500 SSU at F.
  • a typical example of a suitableoil is a hydrocarbonneutral oil having a viscosity of SSU at 100F. These may provide a minor amount of lubrication themselves.
  • the oxygenated hydrocarbon fluids useful in thisinvention include carboxylic acid esters, alcohols,-ketones, ethers, and aldehydes.
  • the halogen-substituted hydrocarbons include haloalkyls and haloaryls.
  • the fluids may have both substituents, as in the case of a haloether.
  • Typical nonhydrocarbon fluids which may be used include carbon tetrachloride, 1,1,1- trichloroethane, chloroform, bromoform, 1,2- dichloroethane, chlorobenzene, ethanol, methanol, isopropanol, allyl alcohol, vbenzyl alcohol, nbutyraldehyde, benzaldehyde, acetone, methyl ethyl ketone, 2-hexanone, methyl isobutyl ketone, ethyl ether, n-propyl ether, ethylphenyl ether, 1,4-dioxane, and propylene oxide.
  • any suitable hydrocarbomhalogenated hydrocarbon, or oxygenated hydrocarbon may be used which can, by the use of suitable emulsifiers, be made miscible with the particular dioxan in question.
  • the carrier fluid may be a mixture oftwo or more of the above materials. All materials so combined should be mutually miscible or should be capable of being made so by use of appropriate emulsifiers.
  • the dioxan comprises a minor portion.
  • the dioxan comprises no more than 30 percent by volume of the dioxan-carrier fluid mixture.
  • the dioxan is no more than volume per cent of the mixture and, more preferably, no more than 10 volume percent.
  • the minimum dioxan concentration is 0.1 volume percent.
  • the dioxan is first dispersed in a polyolefin, such as polybutene having a number average molecular weight of about 300 to 1,000. The mixture is then emulsified in water. Such materials are readily volatilized during the annealing of the aluminum following cold rolling, and thus leave little surface residue on the aluminum.
  • volumetric ratio of dioxan to polyolefin is 1:1 to 1:10.
  • the lubricant composition of this invention may also contain conventional additives, such as antirust agents, oxidation inhibitors, and lubricity agents.
  • a typical lubricity agent is lard oil. These additives will normally be present as 5-25 weight percent of the lubricant.
  • EXAMPLE 1 A mixture of 2,000 grams (7.5 mols) of C C a-olefins, 900 grams (15 mols) of acetic acid, 480 grams of paraformaldehyde and 40 grams of sulfuric acid (sulfuric acid added incrementally at 4-hour intervals) are heated at 105-1 10C for a total of 16 hours. On standing at room temperature, the product deposited white crystals which on filtration weighed 322 grams. Recrystallization in isopropanol gave the purified 6-(C -C alkyl)-1,3-dioxan; mp 5556C. On
  • Example 2 The product of Example 1 is tested for its lubricating properties in an aqueous emulsion lubricant.
  • the lubricant consisted of 7.6 weight percent polybutene, 0.2 weight percent of an oil-soluble polyethoxyalkyl phenol dispersant, 0.2 weight percent of a water-soluble polyethoxyalkyl phenol dispersant, 2 weight percent of the product of example 1 and 90 weight percent water.
  • This lubricant was tested in a Falex Machine test for its load-carrying lubricating properties. This is a wellknown test in which a cylindrical shaft of steel is rotated between and incontact with two V-shaped aluminum blocks. The shaft is connected to a motor by a small shear-pin. The shaft and blocks are immersed in the lubricant to be tested. An increasing load is placed on the blocks, forcing them against the shaft. The point at which the shaft seizes against the blocks and shears the shear-pin is measured, and the pounds of force being exerted against the blocks at that point is recorded as the failure load of the lubricant. The Falex Al/Steel failure load is measured at 2,950 pounds.
  • a process for lubricating aluminum or aluminum alloys which comprises applying to the surface of the aluminum or aluminum alloys a lubricant comprising a major portion of a carrier fluid selected from the group consisting of water, aqueous emulsions, halogenated hydrocarbons and oxygenated hydrocarbons and from 0.1 to 15 volume percent of a C -C hydrocarbyl-1,3- dioxan.
  • R is an alkyl having from 7 to 26 carbons.
  • said carrier fluid is a mixture of two or more materials each of which is selected from different member of the group consisting of water, hydrocarbon oils, halogenated hydrocarbons, and oxygenated hydrocarbons.
  • composition comprising a major portion of water and a minor portion of a C -C hydrocarbyl- 1,3-dioxan.
  • composition of claim 8 also containing an emulsifier.
  • An aqueous lubricating composition useful for lubricating aluminum which comprises:
  • an emulsifier in an amount sufficient to permit the dioxan to form a stable emulsion with the water.

Landscapes

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

Abstract

A process of lubricating aluminum and aluminum alloys by applying to the metal surface a lubricant comprising a major portion of a carrier fluid, such as mineral oil, hydrocarbon oil, halogenated or oxygenated hydrocarbons, or water, and a minor portion of a C10-C30 1,3-dioxan. The dioxan is present as 0.1-30 volume percent of the lubricant.

Description

United States Patent Hotten 1451 Nov. 5, 1974 DIOXAN-CONTAINING ALUMINUM LUBRICANT Bruce W. Hotten, Orinda, Calif.
Chevron Research Company, San Francisco, Calif.
Filed: Mar. 27, 1973 Appl. No.: 345,400
Inventor:
Assignee:
us. 01 252/495, 252/52, 260/3407 Int. Cl. C10m1/ 20,Cl0m 3/14 Field of Search 252/52 R, 49.5; 260/3401 References Cited UNITED STATES PATENTS 3/l9 43 Arundale et al. 260/340] 4/1966 Whitaker 252/52 R 1/1967 Brown 252/49.5 X ll/l968 Treat 252/49.5 X
3/1972 Hotten "252/52 R OTHER PUBLICATIONS Dromgold et a1. Lubrication Engineering January,
1970 pages 26-31.
Primary Examiner-W. Cannon Assistant ExaminerW. Cannon Attorney, Agent, or FirmG, F. Madgehurger; C. J.
.Tonkin; M. D. Nelson eral oil, hydrocarbon oil, halogenated or oxygenated hydrocarbons, or water, and a minor portion of a C -C 1,3-dioxan. The dioxan is'present as 0.1-30 I volume percent of the lubricant.
10 Claims, No Drawings DIOXAN-CONTAINING ALUMINUM LUBRICANT BACKGROUND OF THE INVENTION FIELD OF THE INVENTION The present invention relates to the use of dioxans in the lubrication of the surface of aluminum or aluminum alloys during cold forming processes, machining, including tapping and drilling, or in mechanical devices.
always mixtures of polar or oiliness additives with a light mineral oil, synthetic hydrocarbon oil, petroleum distillate, or water. The effect of the additives in rolling lubricants is to improve the lubricating ability of the oil or water, thus decreasing friction in the roll bite between rolls and metal. By resultant effects, a decrease in friction allows more efficient reduction in thickness of the metal being rolled. These additives also, through their chemical or polar action, serve to decrease the tendency of the metal to weld to or pickup on the surface of the rolls during rolling.
Similar lubricants are used to lubricate aluminum parts in engines, gears, and other machinery. Here the problems have been especially acute, and lack of a suitable aluminum lubricant has severely restricted the development of unlined aluminum cylinder engines.
Machining aluminum also requires lubricants. Lack of adequate lubrication during drilling, tapping, or other machining of aluminum seriously shortens the useful life of tools such as drills and taps.
SUMMARY The process of this invention is a process for lubricating aluminum and aluminum alloys during cold working, machining, or other mechanical operation which comprises applying to the surface of the material a lubricant comprising a major portion of a carrier fluid and a minor portion of a C -C 1,3 dioxan. The carrier fluid may be a mineral oil, synthetic hydrocarbon oil, petroleum distillate, halogenated or oxygenated hydrocarbon, or water.
DETAILED DESCRIPTION OF THE INVENTION R wherein R is selected fifth Hydrogen or a hydrocarbyl group of from 1 to 26 carbon atoms.
In the lubrication of aluminum, it is important that materials detrimental to the aluminum surface not be present in the lubricant. Consequently, the dioxans of this invention willprobably contain no atoms other than carbon, hydrogen, and oxygen. Similarly, the carrier fluid should preferably contain no atoms other than carbon, hydrogen, oxygen, and halogen.
Exemplary dioxans useful in the practice of this invention include 6-n-decyll,3-dioxan; 4-methyl-6- decyl-1,3-dioxan, 6-n-dodecyI-l ,3-dioxan, 6-n-hexadecyll ,3-dioxan; 6-n-eicosyll ,3-dioxan, 6-n-hexadecyl- 1,3-dioxan, 6-benzyl-l ,3-dioxan, 6-naphthyl-l ,3- dioxan, 6( 3-hexylbenzyl)- 1 ,3-dioxan, 6( 5-n-decylbenzyl)-1,3-dioxan, 4-ethyl-6-benzyl-l ,3-dioxan and 4,6-dihexyl-l ,3-dioxan.
One particular preferred group of dioxans is the alkyl dioxans. These have the formula:
where R is an aliphatic'hydrocarbon group of from 7 to 26 carbon atoms.
The dioxans must contain at least 10 carbon atoms and preferably at least 12 carbon atoms. It has been found that dioxans having less than 10 carbon atoms do not exhibit the superior antiwear and lubricating properties of the C -C dioxans. Similarly, dioxans having more than 30 carbon atoms have notbeen found to be the equivalent of the C -C dioxans.
The carrier fluid which comprises the major portion of the lubricant of this invention may be a mineral oil, hydrocarbonoil, hydrocarbon distillate, halogenated or oxygenated hydrocarbon, or water. Water is the preferred carrier fluid because of its high heat removal properties. When water is used asthe carrier fluid, it is preferred to add a small amount, generally up to about 5-10 volume percent, of an emulsifier to the water/dioxan mixture. The emulsifier may be ionic or nonionic. Suitable emulsifiers include alkylarylpolyethoxy alcohols, sorbitan monooleate, polyethoxylated amines, amides or fatty acids, sugar esters, soaps, and sulfonates.
Oils suitable as carrier fluids in the process of this invention are generally hydrocarbon oils produced .by distillation, cracking hydrogenation, or other refining processes. They typically haveboiling points of 500 to 1,000F and viscosities of 50 to 500 SSU at F. A typical example of a suitableoil is a hydrocarbonneutral oil having a viscosity of SSU at 100F. These may provide a minor amount of lubrication themselves.
The oxygenated hydrocarbon fluids useful in thisinvention include carboxylic acid esters, alcohols,-ketones, ethers, and aldehydes. The halogen-substituted hydrocarbons include haloalkyls and haloaryls. The fluids may have both substituents, as in the case of a haloether. Typical nonhydrocarbon fluids which may be used include carbon tetrachloride, 1,1,1- trichloroethane, chloroform, bromoform, 1,2- dichloroethane, chlorobenzene, ethanol, methanol, isopropanol, allyl alcohol, vbenzyl alcohol, nbutyraldehyde, benzaldehyde, acetone, methyl ethyl ketone, 2-hexanone, methyl isobutyl ketone, ethyl ether, n-propyl ether, ethylphenyl ether, 1,4-dioxane, and propylene oxide.
The above materials are cited only as examplesAny suitable hydrocarbomhalogenated hydrocarbon, or oxygenated hydrocarbon may be used which can, by the use of suitable emulsifiers, be made miscible with the particular dioxan in question. Further, the carrier fluid may be a mixture oftwo or more of the above materials. All materials so combined should be mutually miscible or should be capable of being made so by use of appropriate emulsifiers.
in the lubricant composition used in the process of this invention the dioxan comprises a minor portion. Typically, the dioxan comprises no more than 30 percent by volume of the dioxan-carrier fluid mixture. Preferably, the dioxan is no more than volume per cent of the mixture and, more preferably, no more than 10 volume percent. The minimum dioxan concentration is 0.1 volume percent. In a preferred embodiment, the dioxan is first dispersed in a polyolefin, such as polybutene having a number average molecular weight of about 300 to 1,000. The mixture is then emulsified in water. Such materials are readily volatilized during the annealing of the aluminum following cold rolling, and thus leave little surface residue on the aluminum. Generally, the volumetric ratio of dioxan to polyolefin is 1:1 to 1:10. In a typical composition of this invention, there will be 90 volume percent water, 2 volume percent dioxan, 7.5 volume percent polybutene, and 0.5 volume percent nonionic emulsifiers.
The lubricant composition of this invention may also contain conventional additives, such as antirust agents, oxidation inhibitors, and lubricity agents. A typical lubricity agent is lard oil. These additives will normally be present as 5-25 weight percent of the lubricant.
The following examples are presented to illustrate the practice of specific embodiments of this invention and should not be interpreted as limitations upon the scope of the invention.
EXAMPLE 1 A mixture of 2,000 grams (7.5 mols) of C C a-olefins, 900 grams (15 mols) of acetic acid, 480 grams of paraformaldehyde and 40 grams of sulfuric acid (sulfuric acid added incrementally at 4-hour intervals) are heated at 105-1 10C for a total of 16 hours. On standing at room temperature, the product deposited white crystals which on filtration weighed 322 grams. Recrystallization in isopropanol gave the purified 6-(C -C alkyl)-1,3-dioxan; mp 5556C. On
analysis the product had an oxygen content of 10.5
weight percent.
EXAMPLE 2 The product of Example 1 is tested for its lubricating properties in an aqueous emulsion lubricant. The lubricant consisted of 7.6 weight percent polybutene, 0.2 weight percent of an oil-soluble polyethoxyalkyl phenol dispersant, 0.2 weight percent of a water-soluble polyethoxyalkyl phenol dispersant, 2 weight percent of the product of example 1 and 90 weight percent water.
This lubricant was tested in a Falex Machine test for its load-carrying lubricating properties. This is a wellknown test in which a cylindrical shaft of steel is rotated between and incontact with two V-shaped aluminum blocks. The shaft is connected to a motor by a small shear-pin. The shaft and blocks are immersed in the lubricant to be tested. An increasing load is placed on the blocks, forcing them against the shaft. The point at which the shaft seizes against the blocks and shears the shear-pin is measured, and the pounds of force being exerted against the blocks at that point is recorded as the failure load of the lubricant. The Falex Al/Steel failure load is measured at 2,950 pounds.
I claim:
1. A process for lubricating aluminum or aluminum alloys which comprises applying to the surface of the aluminum or aluminum alloys a lubricant comprising a major portion of a carrier fluid selected from the group consisting of water, aqueous emulsions, halogenated hydrocarbons and oxygenated hydrocarbons and from 0.1 to 15 volume percent of a C -C hydrocarbyl-1,3- dioxan.
2. The process of claim 1, wherein said C -C hydrocarbyl-1,3-dioxan has the structural formula R- OTB o wherein R is selected from hydrogen or a hydrocarbyl having from 1 to 26 carbon atoms.
3. The process of claim 2, wherein said C -C dioxan is an aliphatic dioxan having the formula:
where R, is an alkyl having from 7 to 26 carbons.
4. The process of claim 1, wherein said C -C dioxan is present as 0.1 to 15 volume percent of said lubricant.
5. The process of claim 1, wherein said carrier fluid is water.
6. The process of claim 1, wherein said carrier fluid is a halogenated or oxygenated hydrocarbon.
7. The process of claim 1, wherein said carrier fluid is a mixture of two or more materials each of which is selected from different member of the group consisting of water, hydrocarbon oils, halogenated hydrocarbons, and oxygenated hydrocarbons.
8. A composition comprising a major portion of water and a minor portion of a C -C hydrocarbyl- 1,3-dioxan.
9. The composition of claim 8, also containing an emulsifier.
10. An aqueous lubricating composition useful for lubricating aluminum, which comprises:
a. a major amount of water;
b. from 0.1 to 15 volume percent of a C -C alkyl- 1,3-dioxan;
c. an emulsifier in an amount sufficient to permit the dioxan to form a stable emulsion with the water.

Claims (10)

1. A PROCESS FOR LUBRICATING ALUMINUM OR ALUMINUM ALLOYS WHICH COMPRISES APPLYING TO THE SURFACE OF THE ALUMONUM OR ALUMINUM ALLOYS A LUBRICANT COMPRISING A MAJOR PORTION OF A CARRIER FLUID SELECTED FROM THE GROUP CONSISTING OF WATER, AQUEOUS EMULSIONS, HALOGENATED HYDROCARBONS AND OXYGENATED HYDROCARBONS AND FROM 0.1 TO 15 VOLUME PERCENT OF A C10-C30 HYDROCARBYL-1,3-DIOXAN.
2. The process of claim 1, wherein said C10-C30 hydrocarbyl-1,3-dioxan has the structural formula
3. The process Of claim 2, wherein said C10-C30 dioxan is an aliphatic dioxan having the formula:
4. The process of claim 1, wherein said C10-C30 dioxan is present as 0.1 to 15 volume percent of said lubricant.
5. The process of claim 1, wherein said carrier fluid is water.
6. The process of claim 1, wherein said carrier fluid is a halogenated or oxygenated hydrocarbon.
7. The process of claim 1, wherein said carrier fluid is a mixture of two or more materials each of which is selected from different member of the group consisting of water, hydrocarbon oils, halogenated hydrocarbons, and oxygenated hydrocarbons.
8. A composition comprising a major portion of water and a minor portion of a C10-C30 hydrocarbyl-1,3-dioxan.
9. The composition of claim 8, also containing an emulsifier.
10. An aqueous lubricating composition useful for lubricating aluminum, which comprises: a. a major amount of water; b. from 0.1 to 15 volume percent of a C10-C30 alkyl-1,3-dioxan; c. an emulsifier in an amount sufficient to permit the dioxan to form a stable emulsion with the water.
US00345400A 1973-03-27 1973-03-27 Dioxan-containing aluminum lubricant Expired - Lifetime US3846319A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
US00345400A US3846319A (en) 1973-03-27 1973-03-27 Dioxan-containing aluminum lubricant

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US00345400A US3846319A (en) 1973-03-27 1973-03-27 Dioxan-containing aluminum lubricant

Publications (1)

Publication Number Publication Date
US3846319A true US3846319A (en) 1974-11-05

Family

ID=23354891

Family Applications (1)

Application Number Title Priority Date Filing Date
US00345400A Expired - Lifetime US3846319A (en) 1973-03-27 1973-03-27 Dioxan-containing aluminum lubricant

Country Status (1)

Country Link
US (1) US3846319A (en)

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0512501A2 (en) * 1991-05-08 1992-11-11 Hoechst Aktiengesellschaft Use of acetals
WO1993016145A1 (en) * 1992-02-12 1993-08-19 Exxon Chemical Patents Inc. Functional fluid
US5523010A (en) * 1992-06-26 1996-06-04 Perstorp Ab Use of 1,3-dioxanes in lubricant and release agents
US20110152145A1 (en) * 2007-08-08 2011-06-23 Idemitsu Kosan Co., Ltd. Anti-wear agent, additive composition for lubricant, and lubricant composition
US20120129744A1 (en) * 2010-11-22 2012-05-24 Chevron Oronite Company Llc Lubricating composition containing 1,3-dioxolane-4-methanol compounds as antiwear additives
WO2014088814A1 (en) * 2012-12-07 2014-06-12 The Lubrizol Corporation Pyran dispersants

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2312743A (en) * 1939-12-01 1943-03-02 Standard Oil Dev Co Alkoxy meta-dioxanes
US3248327A (en) * 1963-10-02 1966-04-26 Gulf Research Development Co Lubricating composition
US3298954A (en) * 1964-03-27 1967-01-17 Standard Oil Co Metal working lubricant
US3408843A (en) * 1965-03-29 1968-11-05 Dow Chemical Co Lubricant-coolant emulsion stabilization and reuse
US3649538A (en) * 1969-08-27 1972-03-14 Chevron Res Diol-containing aluminum lubricant

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2312743A (en) * 1939-12-01 1943-03-02 Standard Oil Dev Co Alkoxy meta-dioxanes
US3248327A (en) * 1963-10-02 1966-04-26 Gulf Research Development Co Lubricating composition
US3298954A (en) * 1964-03-27 1967-01-17 Standard Oil Co Metal working lubricant
US3408843A (en) * 1965-03-29 1968-11-05 Dow Chemical Co Lubricant-coolant emulsion stabilization and reuse
US3649538A (en) * 1969-08-27 1972-03-14 Chevron Res Diol-containing aluminum lubricant

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
Dromgold et al. Lubrication Engineering January, 1970 pages 26 31. *

Cited By (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0512501A2 (en) * 1991-05-08 1992-11-11 Hoechst Aktiengesellschaft Use of acetals
EP0512501A3 (en) * 1991-05-08 1993-06-30 Hoechst Aktiengesellschaft Use of acetals
AU654007B2 (en) * 1991-05-08 1994-10-20 Clariant Gmbh Use of acetals
US5759963A (en) * 1991-05-08 1998-06-02 Hoechst Aktiengesellschaft Use of acetals
WO1993016145A1 (en) * 1992-02-12 1993-08-19 Exxon Chemical Patents Inc. Functional fluid
US5523010A (en) * 1992-06-26 1996-06-04 Perstorp Ab Use of 1,3-dioxanes in lubricant and release agents
US20110152145A1 (en) * 2007-08-08 2011-06-23 Idemitsu Kosan Co., Ltd. Anti-wear agent, additive composition for lubricant, and lubricant composition
EP2520638A1 (en) * 2007-08-08 2012-11-07 Idemitsu Kosan Co., Ltd. Anti-wear agent, additive composition for lubricant, and lubricant composition
US8841242B2 (en) 2007-08-08 2014-09-23 Idemitsu Kosan Co., Ltd. Anti-wear agent, additive composition for lubricant, and lubricant composition
US20120129744A1 (en) * 2010-11-22 2012-05-24 Chevron Oronite Company Llc Lubricating composition containing 1,3-dioxolane-4-methanol compounds as antiwear additives
US8349777B2 (en) * 2010-11-22 2013-01-08 Chevron Oronite Company Llc Lubricating composition containing 1,3-dioxolane-4-methanol compounds as antiwear additives
JP2016128585A (en) * 2010-11-22 2016-07-14 シェブロン・オロナイト・カンパニー・エルエルシー Lubricating composition containing 1,3-dioxolane-4-methanol compounds as antiwear additive
WO2014088814A1 (en) * 2012-12-07 2014-06-12 The Lubrizol Corporation Pyran dispersants
US9695377B2 (en) 2012-12-07 2017-07-04 The Lubrizol Corporation Pyran dispersants

Similar Documents

Publication Publication Date Title
US2160273A (en) Lubricant
US3649538A (en) Diol-containing aluminum lubricant
US4462918A (en) Lubricating oil composition
US2279560A (en) Viscous hydrocarbon oil
US3180832A (en) Oil compositions containing anti-wear additives
US2805203A (en) Addition agent for oil compositions and the like
US2632734A (en) Emulsifiable metal-working lubricant
US2413353A (en) Cutting oil composition
US3846319A (en) Dioxan-containing aluminum lubricant
US2605224A (en) Metalworking lubricant
US3776847A (en) Lubricating oil composition
US2971915A (en) Lubricating oil compositions
US2298640A (en) Lubricating composition
US2695877A (en) Water-in-oil soluble oil
US2981128A (en) Process and lubricant composition for rolling aluminum
US2244886A (en) Lubricating oil
US3537999A (en) Lubricants containing benzothiadiazole
US4211662A (en) Synergistic lubricating compositions
US2073841A (en) Extreme pressure lubricating compositions
US2892784A (en) Oxidation resistant lubricant compositions
US3071544A (en) Emulsifiable mixtures of mineral oil and esters
US2727005A (en) Marine engine oil containing a petroleum oxidate
US2387999A (en) Lubrication
US2699429A (en) Lubricating oil composition
US3753908A (en) Oxidation inhibited lubricating oil compositions with extreme pressure properties