GB2106133A - Method of reducing brake chatter of oil-immersed disc brakes - Google Patents
Method of reducing brake chatter of oil-immersed disc brakes Download PDFInfo
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- GB2106133A GB2106133A GB08226296A GB8226296A GB2106133A GB 2106133 A GB2106133 A GB 2106133A GB 08226296 A GB08226296 A GB 08226296A GB 8226296 A GB8226296 A GB 8226296A GB 2106133 A GB2106133 A GB 2106133A
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- glycerol
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M139/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing atoms of elements not provided for in groups C10M127/00 - C10M137/00
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2227/00—Organic non-macromolecular compounds containing atoms of elements not provided for in groups C10M2203/00, C10M2207/00, C10M2211/00, C10M2215/00, C10M2219/00 or C10M2223/00 as ingredients in lubricant compositions
- C10M2227/06—Organic compounds derived from inorganic acids or metal salts
- C10M2227/061—Esters derived from boron
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- Chemical Kinetics & Catalysis (AREA)
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- Oil, Petroleum & Natural Gas (AREA)
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- Lubricants (AREA)
- Braking Arrangements (AREA)
Abstract
The unpleasant noise known as brake chatter associated with the use of oil-immersed disc brakes fitted to heavy machinery such as tractors can be reduced by the incorporation in the formulated lubricating oil composition in which the disc brakes are immersed 0.1-5% by wt. of a borated fatty acid ester of glycerol, such as a borated glycerol oleate.
Description
SPECIFICATION
Method of reducing brake chatter of oil-immersed disc brakes
This invention relates to lubricating oil compositions, particularly to lubricating oil compositions useful as functional fluids in systems requiring coupling, hydraulic fluids and/or lubrication of relatively moving parts. More particularly, it is concerned with functional fluids for use in the lubrication of heavy machinery, particularly high-power-output tractors, and to the reduction of brake chatter therein.
The use of heavy machinery, such as a tractor, has increased the demand for high-performance lubricating compositions. Modern tractors have many power-assisted components, such as power steering and power brakes. Power brakes are preferably of the disc type since they have greater braking capacity. The preferred disc brakes are the wet-type brake, which are immersed in a lubricant and are therefore isolated from dirt and grime.
Such brakes suffer from at least one problem, namely, brake chatter or brake squawk. This phenomenon is a very unpleasant noise that occurs upon application of the brake. In the past, frictionmodifying agents, such as dioleylhydrogen phosphite, have been added to the brake lubricating composition to reduce the chatter. Lubricating compositions containing this additive tend to suffer from very high wear rates, particularly at high temperature.
A further complication in eliminating brake chatter is the desire to use the same functional fluid, not only for the brake lubrication, but also for lubrication of other tractor parts, such as the hydraulic and mechanical power take-offs, the tractor transmission, gears and bearings, and the like. The functional fluid must act as a lubricant, a power transfer means, and as a heat transfer medium.
Obtaining a compounded fluid to meet all of these needs without brake chatter is difficult.
It has now been found that oil soluble borated fatty acid esters of glycerol act as appropriate friction-modifying agents, which, when added to a lubricating oil, exhibit good anti-chatter characteristics.
More specifically, this invention relates to a method for reducing brake chatter between oilimmersed disc brakes by lubricating the contacting surfaces of said brakes with a composition comprising a major amount of a lubricating oil containing an effective amount to reduce chatter of a borated fatty acid ester of glycerol.
The borated fatty acid esters of glycerol are prepared by borating a fatty acid ester of glycerol with boric acid with removal of the water of reaction. Preferably, there is sufficient boron present such that each boron will react with from 1.5 to 2.5 hydroxyl groups present in the reaction mixture.
The reaction may be carried out at a temperature in the range of 600C to 13500, in the absence or presence of any suitable organic solvent such as methanol, benzene, xylenes, toluene, neutral oil and the like.
Fatty acid esters of glycerol can be prepared by a variety of methods well known in the art. Many of these esters, such as glycerol monooleate and glycerol tallowate, are manufactured on a commercial scale. The esters useful for this invention are oil-soluble and are preferably prepared from C8 to C22 fatty acids or mixtures thereof such as are found in natural products. The fatty acid may be saturated or unsaturated. Certain compounds found in acids from natural sources may include licanic acid which contains one keto group. Most preferred C8 to C22 fatty acids are those of the formula R--COOH wherein R is alkyl or alkenyl.
The fatty acid monoester of glycerol is preferred, however, mixtures of mono- and diesters may be used. Preferably any mixture of mono- and diester contains at least 40% of the monoester. Most preferably, mixtures of mono- and diesters of glycerol contain from 40 to 60 percent by weight of the monoester. For example, commercial glycerol monooleate contains a mixture of from 45% to 55% by weight monoester and from 55% to 45% diester.
Preferred fatty acids are oleic, stearic, palmitic, myristic, palmitoleic, linoleic, lauric, linolenic, and eleostearic, and the acids from the natural products tallow, palm oil, olive oil, peanut oil, corn oil, neat's foot oil and the like.
A particularly preferred acid is oleic acid.
The lubricating compositions used in the process of this invention contain a major amount of a lubricating oil and from about 0.1% to 5.0% by weight of the borated fatty acid ester of glycerol preferably from 0.5% to 2% by weight based on the weight of the total composition. The optimum amount of a borated fatty acid ester of glycerol within these ranges will vary slightly depending on the base oil and other additives present in the oil.
Additive concentrates are also included within the scope of this invention. In the concentrate additive form, the borated fatty acid ester of glycerol is present in a concentration ranging from 5% to 50% by weight.
The lubricating compositions are prepared by admixing, using conventional techniques, the appropriate amount of the desired borated fatty acid ester of glycerol with the lubricating oil. When concentrates are being prepared, the amount of lubricating oil is limited, but is sufficient to dissolve the required amount of borated fatty acid ester of glycerol. Generally, the concentrate will have sufficient borated fatty acid ester of glycerol to permit subsequent dilution with 1- to 1 0-fold more lubricating oil.
The lubricating oil, which may be employed in the practice of this invention, includes a wide variety of hydrocarbon oils derived from synthetic or natural sources, such as naphthenic base, paraffin base, and mixed base oils as are obtained from the refining of crude oil. Other lubricating oils derived from shale oil, tar sands or coal are also useful. The lubricating oils may be used individually or in combinations wherever miscible. The lubricating oils generally have a viscosity which ranges from 50 to 5,000 SUS (Saybolt Universal Seconds), and usually from 100 to 1,500 SUS at 1 000F. The preferred oils have an SAE rating in the range of 10 to 40 and are paraffinic in structure.
In some tractor systems in which the brake fluid is kept in a separate sump, the hydrocarbon oil/borated fatty acid ester of glycerol composition of this invention is a sufficient lubricant and can be used as such. However, in the more usual tractor systems in which there is a common sump for all functional fluids, e.g., transmission lubricant, hydraulic fluid, and the like, the lubricating oil is compounded with a variety of additives. These additives include anti-oxidants, detergents, dispersants, rust inhibitors, foam inhibitors, corrosion inhibitors, anti-wear agents, viscosity index (Vl) improvers, friction control agents, elastomer swell agents, extreme pressure (EP) agents, pour point depressants, and metal deactivators. All of these additives are well known in the lubricating oil art.
The preferred additives which may be added to the lubricating oils to which the borated fatty acid esters of glycerol are added, are the oil soluble detergents, such as the alkali or alkaline earth metal hydrocarbyl sulfonates, or alkali or alkaline earth metal phenates, or mixtures thereof, extreme pressure additives, such as the Group II metal salt dihydrocarbyl dithiophosphates and dispersants such as the alkenyl succinimides, or succinates or mixtures thereof.
The alkali or alkaline earth metal hydrocarbyl sulfonates may be either petroleum sulfonate, synthetically alkylated aromatic sulfonates, or aliphatic sulfonates such as those derived from polyisobutylene. One of the more important functions of the sulfonates is to act as a detergent and dispersant. These sulfonates are well known in the art. The hydrocarbyl group must have a sufficient number of carbon atoms to render the sulfonate molecule oil soluble. Preferably, the hydrocarbyl portion has at least 20 carbon atoms and may be aromatic or aliphatic, but is usually alkylaromatic.
Most preferred for use are calcium, magnesium or barium sulfonates which are aromatic in character.
Certain sulfonates are typically prepared by sulfonating a petroleum fraction having aromatic groups, usually mono- or dialkylbenzene groups, and then forming the metal salt of the sulfonic acid material. Other feedstocks used for preparing these sulfonates include synthetically alkylated benzenes and aliphatic hydrocarbons prepared by polymerizing a mono- or diolefin, for example, a polyisobutenyl group prepared by polymerizing isobutene. The metallic salts are formed directly or by metathesis using well-known procedure.
The sulfonates may be neutral or overbased having base numbers up to about 400 or more.
Carbon dioxide is the most commonly used material to produce the basic or overbased sulfonates.
Mixtures of neutral and overbased sulfonates may be used. The neutral sulfonates are ordinarily used so as to provide from 5 to 25 millimoles of sulfonate per kilogram of the total composition. Preferably, the neutral sulfonates are present from 10 to 20 millimoles per kilogram of the total composition and the overbased sulfonates are present from 50 to 200 millimoles per kilogram of the total composition.
The phenates for use in this invention are those conventional products which are the alkali or alkaline earth metal salts of alkylated phenols. One of the functions of the phenates is to act as a detergent and dispersant. The phenols may be mono- or polyalkylated.
The alkyl portion of the alkyl phenate is present to lend oil solubility to the phenate. The alkyl portion can be obtained from naturally occurring or synthetic sources. Naturally occurring sources include petroleum hydrocarbons such as white oil and wax. Being derived from petroleum, the
hydrocarbon moiety is a mixture of different hydrocarbyl groups, the specific composition of which depends upon the particular oil stock which was used as a starting material. Suitable synthetic sources include various commercially available alkenes and alkane derivatives which, when reacted with the phenol, yield an alkylphenol. Suitable radicals obtained include butyl, hexyl, octyl, decyl, dodecyl,
hexadecyl, eicosyl, tricontyl, and the like. Other suitable synthetic sources of the alkyl radical include olefin polymers such as polypropylene, polybutylene, polyisobutylene and the like.
The alkyl group can be straight-chained or branch-chained, saturated or unstaurated (if unsaturated, preferably containing not more than 2 and generally not more than 1 site of olefinic unsaturation). The alkyl radicals will generally contain from 4 to 30 carbon atoms. Generally when the phenol is monoalkyl-substituted, the alkyl radical should contain at least 8 carbon atoms. The phenate may be sulfurized if desired. It may be either neutral or overbased and if overbased will have a base number of up to 200 to 300 or more. Mixtures of neutral and overbased phenates may be used.
The phenates are ordinarily present in the oil to provide from 10 to 60 millimoles of phenate per kilogram of the total composition. Preferably, the neutral phenates are present from 20 to 50 millimoles per kilogram of the total composition and the overbased phenates are present from 50 to 200 millimoles per kilogram of the total composition. Preferred metals are calcium, magnesium, strontium or barium.
The sulfurized alkaline earth metal alkyl phenates may also be used. These salts are obtained by a variety of processes such as treating the neutralization product of an alkaline earth metal base and an alkylphenol with sulfur. Conveniently the sulfur, in elemental form, is added to the neutralization product and reacted at elevated temperatures to produce the sulfurized alkaline earth metal alkyl phenate.
If more alkaline earth metal base were added during the neutralization reaction than was necessary to neutralize the phenol, a basic sulfurized alkaline earth metal alkyl phenate is obtained.
See, for example, the process of Walker et al, U.S. Patent No. 2,680,096. Additional basicity can be obtained by adding carbon dioxide to the basic sulfurized alkaline earth metal alkyl phenate. The excess alkaline earth metal base can be added subsequent to the sulfurization step but is conveniently added at the same time as the alkaline earth metal base is added to neutralize the phenol.
Carbon dioxide is the most commonly used material to produce the basic or "overbased" phenates. A process wherein basic sulfurized alkaline earth metal alkylphenates are produced by adding carbon dioxide is shown in Hanneman, U.S. Patent No. 3,178,368.
The Group II metal salts of dihydrocarbyl dithiophosphoric acids exhibit wear, antioxidant and thermal stability properties. Group II metal salts of phosphorodithioic acids have been described previously. See, for example, U.S. Patent No. 3,390,080, columns 6 and 7, wherein these compounds and their preparation are described generally. Suitably, the Group II metal salts of the dihydrocarbyl dithiophosphoric acids useful in the lubricating oil composition of this invention contain from about 4 to about 12 carbon atoms in each of the hydrocarbyl radicals and may be the same or different and may be aromatic, alkyl or cycloalkyl. Preferred hydrocarbyl groups are alkyl groups containing from 4 to 8 carbon atoms and are represented by butyl, isobutyl, sec.-butyl, hexyl, isohexyl, octyl, 2ethylhexyl and the like.The metals suitable for forming these salts include barium, calcium, strontium, zinc and cadmium, of which zinc is preferred.
Preferably, the Group II metal salt of a dihydrocarbyl dithiophosphoric acid has the following formula:
wherein
e. R2 and R3 each independently represent hydrocarbyl radicals as described above, and
f. Ma represents a Group II metal cation as described above.
The dithiophosphoric salts are present in the lubricating oil composition in an amount effective to inhibit wear and oxidation of the lubricating oil. The preferred amount ranges from about 3 to 30 millimoles of dithiophosphoric salt per kilogram of the total composition. Most preferably the salt is present in an amount ranging from about 1 5 to 20 millimoles per kilogram of the total lubricating oil composition.
The alkenyl succinimide or succinate or mixtures thereof are present to, among other things, act as a dispersant and prevent formation of deposits. The alkenyl succinimides and succinates are well known in the art. The alkenyl succinimides are the reaction product of a polyolefin polymer-substituted succinic anhydride with an amine, preferably a polyalkylene polyamine, and the alkenyl succinates are the reaction product of a polyolefin polymer-substituted succinic anhydride with monohydric and polyhydric alcohols, phenols and naphthols, preferably a polyhydric alcohol containing at least three hydroxy radicals. The polyolefin polymer-substituted succinic anhydrides are obtained by reaction of a polyolefin polymer or a derivative thereof with maleic anhydride. The succinic anhydride thus obtained is reacted with the amine or hydroxy compound.The preparation of the alkenyl succinimides has been described many times in the art. See, for example, U.S. Patent Nos. 3,390,082, 3,219,666 and 3,172,892.
The preparation of the alkenyl succinates has also been described in the art. See, for example,
U.S. Patent Nos. 3,381,022 and 3,522,179.
Particularly good results may be obtained with the lubricating oil compositions of this invention when the alkenyl succinimide or succinate is a polyisobutene-substituted succinic anhydride or a polyalkylene polyamine or polyhydric alcohol, respectively.
The polyisobutene from which the polyisobutene-substituted succinic anhydride is obtained by polymerizing isobutene and can vary widely in its compositions. The average number of carbon atoms can range from 30 or less to 250 or more, with a resulting number average molecular weight of about 400 or less to 3,000 or more. Preferably, the average number of carbon atoms per polyisobutene molecule will range from about 50 to about 100 with the polyisobutenes having a number average molecular weight of about 600 to about 1,500. More preferably, the average number of carbon atoms per polyisobutene molecule ranges from about 60 to about 90, the number average molecular weight ranges from about 800 to 1,300. The polyisobutene is reacted with maleic anhydride according to well-known procedures to yield the polyisobutene-substituted succinic anhydride.
In preparing the alkenyl succinimide, the substituted succinic anhydride is reacted with a polyalkylene polyamine to yield the corresponding succinimide. Each alkylene radical of the polyalkylene polyamine usually has up to about 8 carbon atoms. The number of alkylene radicals can range up to about 8. The alkylene radical is exemplified by ethylene, propylene, butylene, trimethylene, tetramethylene, pentamethylene, hexamethylene, octamethylene, etc. The number of amino groups generally, but not necessarily, is one greater than the number of alkylene radicals present in the amine, i.e., if a polyalkylene polyamine contains 3 alkylene radicals, it will usually contain 4 amino radicals.
The number of amino radicals can range up to about 9. Preferably, the alkylene radical contains from about 2 to about 4 carbon atoms and all amine groups are primary or secondary. In this case, the number of amine groups exceeds the number of alkylene groups by 1. Preferably the polyalkylene polyamine contains from 3 to 5 amine groups. Specific examples of the polyalkylene polyamines include ethylenediamine, diethylenetriamine, triethylenetetramine, propylenediamine, tripropylenetetramine, tetraethylenepentamine, trimethylenediamine, pentaethylenehexamine, di (trimethylene)triamine, tri(hexamethylene)tetramine, etc.
Other amines suitable for preparing the alkenyl succinimide useful in this invention include the cyclic amines such as piperizine, morpholine and dipiperizines.
Preferably the alkenyl succinimides which may be used in the compositions of this invention have the following formula:
wherein:
a. R, represents an alkenyl group, preferably a substantially saturated hydrocarbon prepared by polymerizing aliphatic monoolefins. Preferably R, is prepared from isobutene and has an average number of carbon atoms and a number average molecular weight as described above;
b. the "Alkylene" radical represents a substantially hydrocarbyl group containing up to about 8 carbon atoms and preferably containing from about 2A carbon atoms as described hereinabove;
c. A represents a hydrocarbyl group, an amine-substituted hydrocarbyl group, or hydrogen. The hydrocarbyl group and the amine-substituted hydrocarbyl groups are generally the alkyl and aminosubstituted alkyl analogs of the alkylene radicals described above.Preferably A represents hydrogen;
d. n represents an integer of from about 1 to 10, and preferably from about 3-5.
The alkenyl succinimide can be reacted with boric acid or a similar boron-containing compound to form borated dispersants having utility in this invention. The borated succinimides are intended to be included within the scope of the term "alkenyl succinimide".
The alkenyl succinates are those of the above-described succinic anhydride with hydroxy compounds which may be aliphatic compounds such as monohydric and polyhydric alcohols or aromatic compounds such as phenols and naphthols. The aromatic hydroxy compounds from which the esters may be derived are illustrated by the following specific examples: phenol, beta-naphthol, alpha-naphthol, cresol, resorcinol, catechol, p,p'dihydroxybiphenyl, 2-chiorophenol, 2,4-dibutylphenol, propene tetramer-substituted phenol, didodecylphenol, 4,4'-methylene-bisphenol, alpha-decyl-betanaphthol, polyisobutene(molecular weight of 1000)-substituted phenol, the condensation product of heptylphenol with 0.5 mole of formaldehyde, the condensation product of octylphenol with acetone, di(hydroxyphenyl)oxide, di(hydroxyphenyl)su Ifide, di(hydroxyphenyl)disu Ifide, and 4-cyclohexyiphenol.
Phenol and alkylated phenols having up to three alkyl substituents are preferred. Each of the alkyl substituents may contain 100 or more carbon atoms.
The alcohols from which the esters may be derived preferably contain up to about 40 aliphatic carbon atoms. They may be monohydric alcohols such as methanol, ethanol, isooctanol, dodecanol, cyclohexanol, cyclopentanol, behenyl alcohol, hexatriacontanol, neopentyl alcohol, isobutyl alcohol, benzyl alcohol, betaphenylethyl alcohol, 2-methylcyclohexanol, beta-chloroethanol, monomethyl ether of ethylene glycol, monobutyl ether of ethylene glycol, monopropyl ether of diethylene glycol, monododecyl ether of triethylene glycol, monooleate of ethylene glycol, monostearate of diethylene glycol, sec-pentyl alcohol, tert-butyl alcohol, 5-bromo-dodecanol, nitro-octadecanol and dioleate of glycerol. The polyhydric alcohols preferably contain from 2 to about 10 hydroxy radicals. They are illustrated by, for example, ethylene glycol, diethylene glycol, triethylene glycol, tetraethylene glycol, dipropylene glycol, tripropylene glycol, dibutylene glycol, tributylene glycol, and other alkylene glycols in which the alkylene radical contains from 2 to about 8 carbon atoms. Other useful polyhydric alcohols include glycerol, monooleate of glycerol, monomethyl ether of glycerol, pentaerythritol, 9,1 0-dihydroxy stearic acid, methyl ester of 9,10-dihydroxy stearic acid, 1 ,2-butanediol, 2,3-hexanediol, 2,4- hexanediol, pinacol, erythritol, arabitol, sorbitol, mannitol, 1 ,2-cyclohexanediol, and xylene glycol.
Carbohydrates such as sugars, starches, celluloses, etc., likewise may yield esters. The carbohydrates may be exemplified by a glucose, fructose, sucrose, rhamnose, mannose, glyceraldehyde, and galactose.
An especially preferred class of polyhydric alcohols are those having at least three hydroxy radicals, some of which have been esterified with a monocarboxylic acid having from about 8 to about 30 carbon atoms such as octanoic acid, oleic acid, stearic acid, linoleic acid, dodecanoic acid, or tall oil acid. Examples of such partially esterified polyhydric alcohols are the monooleate of sorbitol, distearate of sorbitol, monooleate of glycerol, monostearate of glycerol, di-dodecanoate of erythritol.
The esters may also be derived from unsaturated alcohols such as allyl alcohol, cinnamyl alcohol, propargyl alcohol, 1 -cyclohexene-3-ol, an oleyl alcohol. Still other classes of the alcohols capable of yielding the esters of this invention comprises the ether-alcohols and amino-alcohols including, for example, the oxyalkylene-, oxy-arylene-, amino-alkylene-, and amino-arylene-substituted alcohols having one or more oxy-alkylene, amino-alkylene or amino-arylene oxy-arylene radicals.They are exemplified by Ceilosolve, carbitol, phenoxy-ethanol, heptylphenyl-(oxypropylene)6-H, octyl (oxyethylene)30-H, phenyl(oxyoctylene)2-H, mono(heptylphenyl-oxypropyiene)-substituted glycerol, poly(styrene oxide), amino-ethanol, 3-amino ethyl-pentanol, di(hydroxyethyl)amine, p-aminophenol, tri(hydroxypropyl)a m ine, N-hydroxyethyl ethylene diamine, N,N,N',N'-tetrahydroxytrimethylene diamine, and the like. For the most part, the ether-alcohols having up to about 150 oxy-alkylene radicals in which the alkylene radical contains from 1 to about 8 carbon atoms are preferred.
The esters may be di-esters of succinic acids or acidic esters, i.e., partially esterified succinic acids, as well as partially esterified polyhydric alcohols or phenols, i.e., esters having free alcoholic or phenolic hydroxyl radicals. Mixtures of the above-illustrated esters likewise are contemplated within the scope of the invention.
The alkenyl succinates can be reacted with boric acid or a similar boron-containing compound to form borated dispersants having utility in this invention. Such borated succinates are described in U.S.
Patent No. 3,533,945, the disclosure of which is incorporated herein by reference. The borated succinates are intended to be included within the scope of the term "alkenyl succinate".
The alkenyl succinimide and succinates are present in the lubricating oil compositions in an amount effective to act as a dispersant and prevent the deposit of contaminants formed in the oil. The amount of alkenyl succinimide and succinates can range from about 0.5 percent to about 20 percent weight of the total lubricating oil composition. Preferably the amount of alkenyl succinimide or succinate which may be present in the lubricating oil composition ranges from about 2 to about 5 percent by weight of the total composition.
The finished lubricating oil may be single or multigrade. Multigrade lubricating oils are prepared by adding viscosity index (VI) improvers. Typical viscosity index improvers are polyalkyl methacrylates, ethylene propylene copolymers, styrene diene copolymers and the like. So-called decorated Vl improvers having both viscosity index and dispersant properties are also suitable for use in the formulations of this invention.
The following examples are offered to specifically illustrate the invention. These examples and illustrations are not to be construed in any way as limiting the scope of the invention.
Example 1
Preparation of borated glycerol monooleate
To a mixture containing 125.23 grams of glycerol monooleate (45% to 55% by weight) and glycerol dioleate (55% to 45% by weight) were added 30.92 grams boric acid and 250 mis of xylene.
The reaction mixture was heated at 990 to 141 0C for about nine and one-half hours under nitrogen at azeotropic conditions. 1 7.6 mis of water were collected by a Dean Stark trap. The reaction product was filtered and stripped on a roto evaporator under vacuum to 1 350C to yield 1 28.35 grams. Analysis: boron 2.42% and 2.52% hydroxyl number 32 mg KOH/gm. Infrared spectroscopy analysis of the product shows no free glycerol-type hydroxyl stretching but does have strong BO-H bond and virtually no B-O-B-type absorption.
Example 2
The compositions of this invention were tested in a laboratory test. The test was carried out on an
SAE No. 2 friction machine modified by adding a moderate-speed hydraulic motor drive. The test specimen was a sandwich of one General Metals Powder Co. 1 500 mix sintered bronze plate between two steel spacer plates mounted in the above apparatus. The test fluid, about 300 grams in quantity, was then charged to the test-oil sump. The hydraulic drive rotated the test specimens at 100 rpm. A piston-like brake was applied at an apply pressure of 75 psig. The SAE No. 2 load cell measured the braking torque and an electric tachometer measured rpm. An x-y plotter was used to produce a trace of torque versus rpm as the hydraulic drive was slowly adjusted to decrease the speed to 0 rpm.The brake chatter performance of a fluid is related to the slope of the friction vs. velocity curve. The slope of the curve is found by measuring the slope of a line drawn through the 50 rpm point on the trace and the highest point on the trace below 50 rpm. As the slope of this curve becomes increasingly negative, the brake chatter noise becomes progressively louder. This tendency correlates with full scale tractor brake noise tests.
The above described test was run on three mineral oil based tractor hydraulic fluids. The results for these three fluids are shown in Table I. Composition A was a base without a friction modifier and composition B contains in addition 1% borated glycerol monooleate of Example 1. Composition C is a commercial tractor hydraulic fluid. As shown in Table I, the addition of borated glycerol monooleate (Fluid B) to the base fluid (Fluid A) increased the slope indicating it is effective in reducing brake chatter. Also shown in Table I is the slope obtained with a commercial tractor hydraulic fluid.
Table I
Effect of borated fatty acid ester upon laboratory
brake chatter simulation
Slope of friction v.
Formulation velocity curve A-base oil -.0131
abase oil+ 1% by weight borated -.0092
glycerol oleate of Example 1 C-commercial formulation -.0143
Claims (9)
1. A method of reducing oil-immersed disc brake chatter by lubricating the contacting surfaces of an oil-immersed disc brake with a lubricating oil composition comprising a lubricating oil and from 0.1% to 5% by weight of a borated fatty acid ester of glycerol.
2. A method according to Claim 1, wherein the borated fatty acid ester of glycerol is a borated glycerol oleate.
3. A method according to Claim 2, wherein the borated fatty acid ester of glycerol is a mixture containing 45% to 55% by weight of borated glycerol monooleate and from 55% to 45% by weight of borated glycerol dioleate.
4. A method according to Claim 2, wherein the borated fatty acid ester of glycerol is borated glycerol monooleate.
5. A method in accordance with Claim 1, substantially as described in the foregoing Example 2.
6. A lubricating oil composition formulated for use with oil-immersed disc brakes of a tractor, the composition comprising a formulated oil composition containing from 0.1% to 5% by weight of a borated fatty acid ester of glycerol.
7. A lubricating oil composition as claimed in Claim 6, wherein the borated fatty acid ester of glycerol is a borated glycerol oleate.
8. A lubricating oil composition as claimed in Claim 7, wherein the borated fatty acid ester of glycerol is a mixture containing from 45% to 55% by weight of borated glycerol monooleate and from 55% to 45% by weight of borated glycerol dioleate.
9. A lubricating oil composition as claimed in Claim 7, wherein the borated fatty acid ester of glycerol is borated glycerol monooleate.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
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US30453481A | 1981-09-22 | 1981-09-22 |
Publications (2)
Publication Number | Publication Date |
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GB2106133A true GB2106133A (en) | 1983-04-07 |
GB2106133B GB2106133B (en) | 1985-01-09 |
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Application Number | Title | Priority Date | Filing Date |
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GB08226296A Expired GB2106133B (en) | 1981-09-22 | 1982-05-15 | Method of reducing brake chatter of oil immersed disc brakes |
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JP (1) | JPS5865791A (en) |
AU (1) | AU548965B2 (en) |
BE (1) | BE894454A (en) |
BR (1) | BR8205361A (en) |
CA (1) | CA1190540A (en) |
DE (1) | DE3233347A1 (en) |
DK (1) | DK162656C (en) |
FR (1) | FR2513260B1 (en) |
GB (1) | GB2106133B (en) |
GR (1) | GR70367B (en) |
IT (1) | IT1153734B (en) |
MX (1) | MX7570E (en) |
NL (1) | NL8203590A (en) |
NO (1) | NO154844C (en) |
SE (1) | SE456743B (en) |
ZA (1) | ZA825816B (en) |
Cited By (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0135932A2 (en) * | 1983-09-28 | 1985-04-03 | Hitachi, Ltd. | Lubricant for metal forming and process for metal forming |
EP0151859A2 (en) * | 1984-02-06 | 1985-08-21 | Mobil Oil Corporation | Grease composition |
EP0155131A2 (en) * | 1984-03-07 | 1985-09-18 | Mobil Oil Corporation | Grease composition containing boron compound and hydroxy containing soap thickener |
US4780227A (en) * | 1984-08-22 | 1988-10-25 | Mobil Oil Corporation | Grease composition containing borated alkoxylated alcohols |
US4828734A (en) * | 1985-08-27 | 1989-05-09 | Mobil Oil Corporation | Grease compositions containing borated oxazoline compounds and hydroxy-containing soap thickeners |
US4961868A (en) * | 1983-01-10 | 1990-10-09 | Mobil Oil Corporation | Grease composition |
US5084194A (en) * | 1984-03-07 | 1992-01-28 | Mobil Oil Corporation | Grease composition |
US10982166B2 (en) | 2015-02-06 | 2021-04-20 | Castrol Limited | Use of a boron-containing additive as an inhibitor of lead corrosion |
Families Citing this family (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH0631381B2 (en) * | 1985-06-13 | 1994-04-27 | 石川島播磨重工業株式会社 | Anti-rust oil |
JP4898504B2 (en) * | 2007-03-19 | 2012-03-14 | 香港塔祈巴那電器有限公司 | Fever code |
Family Cites Families (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3117089A (en) * | 1961-02-10 | 1964-01-07 | Standard Oil Co | Compositions of matter having anti-rust properties |
CA1164008A (en) * | 1980-03-24 | 1984-03-20 | Andrew G. Horodysky | Borated glycerol and thioglycerol hydroxyester friction reducing additives and lubricant compositions containing same |
-
1982
- 1982-05-15 GB GB08226296A patent/GB2106133B/en not_active Expired
- 1982-08-11 CA CA000409208A patent/CA1190540A/en not_active Expired
- 1982-08-11 ZA ZA825816A patent/ZA825816B/en unknown
- 1982-08-12 AU AU87115/82A patent/AU548965B2/en not_active Ceased
- 1982-09-08 DE DE19823233347 patent/DE3233347A1/en active Granted
- 1982-09-13 GR GR69259A patent/GR70367B/el unknown
- 1982-09-14 BR BR8205361A patent/BR8205361A/en unknown
- 1982-09-15 FR FR8215586A patent/FR2513260B1/en not_active Expired
- 1982-09-16 NL NL8203590A patent/NL8203590A/en not_active Application Discontinuation
- 1982-09-20 SE SE8205370A patent/SE456743B/en not_active IP Right Cessation
- 1982-09-21 JP JP57164791A patent/JPS5865791A/en active Granted
- 1982-09-21 NO NO823187A patent/NO154844C/en unknown
- 1982-09-21 DK DK419382A patent/DK162656C/en not_active IP Right Cessation
- 1982-09-21 MX MX8210289U patent/MX7570E/en unknown
- 1982-09-21 BE BE0/209063A patent/BE894454A/en not_active IP Right Cessation
- 1982-09-21 IT IT23347/82A patent/IT1153734B/en active
Cited By (11)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4961868A (en) * | 1983-01-10 | 1990-10-09 | Mobil Oil Corporation | Grease composition |
EP0135932A2 (en) * | 1983-09-28 | 1985-04-03 | Hitachi, Ltd. | Lubricant for metal forming and process for metal forming |
EP0135932B1 (en) * | 1983-09-28 | 1990-05-02 | Hitachi, Ltd. | Lubricant for metal forming and process for metal forming |
EP0151859A2 (en) * | 1984-02-06 | 1985-08-21 | Mobil Oil Corporation | Grease composition |
EP0151859A3 (en) * | 1984-02-06 | 1986-04-16 | Mobil Oil Corporation | Grease composition |
EP0155131A2 (en) * | 1984-03-07 | 1985-09-18 | Mobil Oil Corporation | Grease composition containing boron compound and hydroxy containing soap thickener |
EP0155131A3 (en) * | 1984-03-07 | 1986-04-23 | Mobil Oil Corporation | Grease composition containing boron compound and hydroxy containing soap thickener |
US5084194A (en) * | 1984-03-07 | 1992-01-28 | Mobil Oil Corporation | Grease composition |
US4780227A (en) * | 1984-08-22 | 1988-10-25 | Mobil Oil Corporation | Grease composition containing borated alkoxylated alcohols |
US4828734A (en) * | 1985-08-27 | 1989-05-09 | Mobil Oil Corporation | Grease compositions containing borated oxazoline compounds and hydroxy-containing soap thickeners |
US10982166B2 (en) | 2015-02-06 | 2021-04-20 | Castrol Limited | Use of a boron-containing additive as an inhibitor of lead corrosion |
Also Published As
Publication number | Publication date |
---|---|
JPH0412319B2 (en) | 1992-03-04 |
ZA825816B (en) | 1983-06-29 |
DE3233347A1 (en) | 1983-04-07 |
NL8203590A (en) | 1983-04-18 |
DK419382A (en) | 1983-03-23 |
SE8205370D0 (en) | 1982-09-20 |
SE8205370L (en) | 1983-03-23 |
BR8205361A (en) | 1983-08-23 |
CA1190540A (en) | 1985-07-16 |
DE3233347C2 (en) | 1992-05-21 |
NO823187L (en) | 1983-03-23 |
AU8711582A (en) | 1983-03-31 |
DK162656B (en) | 1991-11-25 |
FR2513260B1 (en) | 1986-04-04 |
GB2106133B (en) | 1985-01-09 |
NO154844C (en) | 1987-01-07 |
DK162656C (en) | 1992-04-13 |
SE456743B (en) | 1988-10-31 |
JPS5865791A (en) | 1983-04-19 |
AU548965B2 (en) | 1986-01-09 |
BE894454A (en) | 1983-01-17 |
IT1153734B (en) | 1987-01-14 |
NO154844B (en) | 1986-09-22 |
IT8223347A0 (en) | 1982-09-21 |
MX7570E (en) | 1989-11-09 |
FR2513260A1 (en) | 1983-03-25 |
GR70367B (en) | 1982-09-29 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
PE20 | Patent expired after termination of 20 years |
Effective date: 20020914 |