US2916457A - Pressure transmitting fluids for brakes and hydraulic apparatus - Google Patents

Pressure transmitting fluids for brakes and hydraulic apparatus Download PDF

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US2916457A
US2916457A US395590A US39559053A US2916457A US 2916457 A US2916457 A US 2916457A US 395590 A US395590 A US 395590A US 39559053 A US39559053 A US 39559053A US 2916457 A US2916457 A US 2916457A
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acid
weight
glycol
group
parts
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Friedrich Hilda
Fischer Kurt
Rummert Gunter
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Hoechst AG
Continental Teves AG and Co oHG
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Hoechst AG
Alfred Teves GmbH
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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
    • C10M3/00—Liquid 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
    • C—CHEMISTRY; METALLURGY
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    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2201/00—Inorganic compounds or elements as ingredients in lubricant compositions
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    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2201/00—Inorganic compounds or elements as ingredients in lubricant compositions
    • C10M2201/06—Metal compounds
    • C10M2201/061—Carbides; Hydrides; Nitrides
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    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2201/00—Inorganic compounds or elements as ingredients in lubricant compositions
    • C10M2201/087—Boron oxides, acids or salts
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    • C10M2201/16—Carbon dioxide
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    • C10M2201/18—Ammonia
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    • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/02—Hydroxy compounds
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    • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/10—Carboxylix acids; Neutral salts thereof
    • C10M2207/14—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to carbon atoms of six-membered aromatic rings
    • C10M2207/141—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to carbon atoms of six-membered aromatic rings monocarboxylic
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    • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/40—Fatty vegetable or animal oils
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    • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/40—Fatty vegetable or animal oils
    • C10M2207/404—Fatty vegetable or animal oils obtained from genetically modified species
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    • C10M2209/00—Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
    • C10M2209/10—Macromolecular compoundss obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M2209/103—Polyethers, i.e. containing di- or higher polyoxyalkylene groups
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    • C10M2209/00—Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
    • C10M2209/10—Macromolecular compoundss obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M2209/103—Polyethers, i.e. containing di- or higher polyoxyalkylene groups
    • C10M2209/104—Polyethers, i.e. containing di- or higher polyoxyalkylene groups of alkylene oxides containing two carbon atoms only
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    • C10M2209/10—Macromolecular compoundss obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M2209/103—Polyethers, i.e. containing di- or higher polyoxyalkylene groups
    • C10M2209/109—Polyethers, i.e. containing di- or higher polyoxyalkylene groups esterified
    • C—CHEMISTRY; METALLURGY
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    • C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2215/02—Amines, e.g. polyalkylene polyamines; Quaternary amines
    • C10M2215/04—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms
    • C10M2215/042—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms containing hydroxy groups; Alkoxylated derivatives thereof
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    • C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2215/02—Amines, e.g. polyalkylene polyamines; Quaternary amines
    • C10M2215/06—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to carbon atoms of six-membered aromatic rings
    • C—CHEMISTRY; METALLURGY
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    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
    • C10M2219/10—Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring
    • C—CHEMISTRY; METALLURGY
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    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
    • C10M2219/10—Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring
    • C10M2219/102—Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring containing sulfur and carbon only in the ring
    • 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
    • C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
    • C10M2219/10—Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring
    • C10M2219/104—Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring containing sulfur and carbon with nitrogen or oxygen in the ring
    • 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
    • C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
    • C10M2219/10—Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring
    • C10M2219/104—Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring containing sulfur and carbon with nitrogen or oxygen in the ring
    • C10M2219/106—Thiadiazoles
    • C—CHEMISTRY; METALLURGY
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    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2223/00—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
    • C10M2223/02—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having no phosphorus-to-carbon bonds
    • C10M2223/04—Phosphate esters
    • 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
    • C10M2223/00—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
    • C10M2223/02—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having no phosphorus-to-carbon bonds
    • C10M2223/04—Phosphate esters
    • C10M2223/042—Metal salts thereof
    • 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
    • C10M2223/00—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
    • C10M2223/02—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having no phosphorus-to-carbon bonds
    • C10M2223/04—Phosphate esters
    • C10M2223/047—Thioderivatives not containing metallic elements
    • 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
    • C10M2223/00—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
    • C10M2223/06—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having phosphorus-to-carbon bonds
    • 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
    • C10M2223/00—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
    • C10M2223/06—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having phosphorus-to-carbon bonds
    • C10M2223/061—Metal salts
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    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2223/00—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
    • C10M2223/06—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having phosphorus-to-carbon bonds
    • C10M2223/065—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having phosphorus-to-carbon bonds containing sulfur
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    • 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
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    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2040/00—Specified use or application for which the lubricating composition is intended
    • C10N2040/08—Hydraulic fluids, e.g. brake-fluids

Definitions

  • Pressure transmitting fluids for brakes and hydraulic apparatus are characterized, among other things, by good anti-freezing qualities and high lubricating power.
  • hydraulic fluids have appeared on the market "in the past, they consisted, to a great extent, of castor ities but lack adequate lubricating power.
  • Attempts have been made to increase the lubricating power by making mixtures, such as by adding castor oil to the aforementioned materials.
  • the problem is, therefore, to find addi tives, for hydraulic fluids having a polyglycol or polyglycol-ether base, which will increase the lubricating power but not affect the anti-freezing qualities,
  • Additives which substantially increase the lubricating power are organic phosphorous compounds containing oxygen or sulphur, such as esters of phosphoric acid, thiophosphoric acid, phosphorous acid, phosphinous and phosphinic acid, phosphonous and phosphonic acid, as well as the esters of polyphosphorous acids.
  • organic phosphorous compounds containing oxygen or sulphur such as esters of phosphoric acid, thiophosphoric acid, phosphorous acid, phosphinous and phosphinic acid, phosphonous and phosphonic acid, as well as the esters of polyphosphorous acids.
  • the neutral and acidic phosphoric acid esters of aliphatic polyoxyand polyhydroxy compounds such as ethylene glycol, butylene glycol, glycerol and, particularly, polyethylene glycols.
  • sulphur may replace oxygen.
  • the ef fect produced by individual components may be increased by using mixtures containing several of the above-described phosphorous compounds.
  • an increase in lubricating power may also be effected by a combination of phosphoric acid esters with boric acid esters or borates.
  • oils such as castor oil or other similar oils or derivatives thereof, may be added in such quantities that good antifreezing qualities are preserved.
  • phosphorous-containing esters mentioned are added in amounts which may differ a great deal depending on the purpose for which the hydraulic fluids are to be used. v
  • brake fluids which contain as a base, polyalcohols or their ethers and polyalkylene glycols (in admixture with other solvents if desired), an addition of 0.5 to 5.0% by weight is sufficient to increase the lubricating power of the base quite substantially.
  • Additives of the above described type increase the lubricating power considerably without affecting miscibility with castor oil-containing fluids. Moreover, they do not cause any undesirable changes in viscosity of the fluid at high or low temperatures; and the swelling capacity of the normally employed sealing materials (e.g. gaskets, washers, etc.) is practically uninfluenced by these additiv'es.
  • the phosphoric acid esters are adjusted to pH 79 with ammonia, triethanol amine or other organic bases and to them are added the customary corrosion inhibitors, namely as inorganic or organic compounds giving a buflering effect, such as alkali salts of boric acid, benzoic acid, the phenyl glycines and mercaptobenzthiazol, etc.
  • Example 1 A hydraulic fluid consisting of:
  • the ethylpolyglycol is essentially a mixture of diethylene and triethyleneglycol monoethylether in the proportion of about 2:1;
  • the butyl polyglycol mentioned in the above as well as the following examples, is essentially a mixture of diethylene and triethyleneglycol monobutylether in the proportion of about 2:1.
  • 70 parts by weight butyl polyglycol and 30 parts by weight triethylene glycol including a minor quantity of corrosion inhibitor shows considerably increased lubricating power by adding to it 5 parts by weight of an alcoholysis product of castor oil with butyl diglycol and 0.5 part by weight pentaethyleneglycol tertiary phosphate adjusted with triethanolamine to about pH 8.5 (as in Example 1).
  • the freezing point of the liquid is 70 C. and it is miscible with castol oil-containing hydraulic fluids.
  • 30 parts by weight diethylene glycol and 70 parts by weight butyl polyglycol containing the customary corrosion inhibitor are significantly improved in lubricating power by adding 4 parts by weight triethyleneglycol tertiary phosphate, adjusted to pH 9 in aqueous test solution, and 3 parts by weight glycol triethanolamine borate.
  • the freezing point is 75 C.
  • Example 6 55 parts by weight polyethylene glycol monobutyl ether parts by weight diethylene glycol 8 parts by weight triethylene glycol including a minor quantity of corrosion inhibitor is increased in lubricating power by adding 2 parts by weight of a mixed poly-condensed tertiary ester formed by esterification of 1 mol phosphoric acid and 1 mol boric acid with 3 mols of a mixture of tetra and pentaethylene glycol having an average molecular weight of 200.
  • a mixed poly-condensed tertiary ester formed by esterification of 1 mol phosphoric acid and 1 mol boric acid with 3 mols of a mixture of tetra and pentaethylene glycol having an average molecular weight of 200.
  • the liquid may be mixed with castor oil-containing hydraulic liquids.
  • the phosphoric acid-boric acid-mixed ester may be replaced by corresponding esters of other glycols and polyglycols.
  • a hydraulic fluid consisting essentially of a mixture of at least one alcohol selected from the group consisting of lower alkyl polyglycols, lower alkylene glycols and lower polyalkylene glycol ether bases together with a minor but lubricating increasing proportion up to 5% by weight of an ester which is the reaction product of an acid selected from the group consisting of phosphoric acid, thicphosphoric acid, phosphorous acid, phosphinous acid, phosphinic acid, phosphonous acid, phosphonic acid and polyphosphorous acids, and an alcohol selected from the group consisting of ethylene glycol, butylene glycol, glycerol and polyethylene glycols.
  • a hydraulic fluid consisting essentially of a mixture of at least one alcohol selected from the group consisting of lower alkyl polyglycols, lower alkylene glycols and lower polyalkylene glycol ether bases together with a minor but lubricating increasing proportion up to 5% by weight of an ester which is the reaction product of an acid selected from the group consisting of phosphoric acid, thiophosphoric acid, phosphorous acid, phosphinous acid, phosphinic acid, phosphonous acid, phosphonic acid and polyphosphorous acids, and an alcohol selected from the group consisting of ethylene glycol, butylene glycol, glycerol and polyethylene glycols adjusted to a pH within the range 7-9 by the addition of a compound selected from the group consisting of the alkali salts of boric proportion by weight of a corrosion inhibitor selected acid, benzoic acid, the phenyl glycines and mercaptobenzthiazol.
  • a hydraulic fluid consisting essentially of polyethylene glycol monobutyl ether, a polyethylene glycol, and a minor but lubricating-increasing proportion up to 5% of a mixed poly-condensed tertiary ester formed by esterifying a mixture containing 1 mol of phosphoric acid and 1 mol of boric acid with 3 mols of a mixture of tetra and pentaethylene glycol.
  • a corrosion inhibitor selected from the group consisting of the alkali salts of boric acid,
  • benzoic acid the phenyl glycines and mercaptobenzthiazol.

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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

PRESSURE TRANSMITTING FLUIDS FQR BRAKES AND HYDRAULIC APPARATUS Hilda Friedrich, Gendorf, Kurt Fischer, Altoetting, and Gunter Rummert, Burghausen, Salzach, Germany, assignors of one-half to Farbwerke Hoechst Aktie-ngeselischaft vormals Meister Lucius & Bruning, Frankfurt am Main, Germany, a corporation of Germany, and of one-half to'Alfred 'leves Maschineu-und Armature!!- fabrik Kommandit-Gasselschaft, Frankfurt am Main,
. Germany, a limited partnership, as tenants in common Application December -1, 1953 Serial No. 395,590
N Drawing.
Claims.
Pressure transmitting fluids for brakes and hydraulic apparatus are characterized, among other things, by good anti-freezing qualities and high lubricating power. Insofar as such hydraulic fluids have appeared on the market "in the past, they consisted, to a great extent, of castor ities but lack adequate lubricating power. Attempts have been made to increase the lubricating power by making mixtures, such as by adding castor oil to the aforementioned materials. However, it was not possible to maintain the anti-freezing qualities at the desired level when this was done. The problem is, therefore, to find addi tives, for hydraulic fluids having a polyglycol or polyglycol-ether base, which will increase the lubricating power but not affect the anti-freezing qualities,
Since, despite the disadvantage of having poor antifreezing qualities, castor oil-containing fluids are still very often used in industry, it is necessary that hydraulic fluids having a glycol base and containing castor oil be miscible with the castor oil in all proportions. It is therefore required that the additive for increasing lubricating power should not interfere with this miscibility. Under anhydrous conditions, polyglycolor glycol ethercontaining hydraulic fluids in suitable composition are miscible inall proportion with castor oil-containing fluids. Therefore, another condition is that the glycol-containing fluids be anhydrous.
It has now been established that hydraulic fluids which have good anti-freezing qualities and, furthermore, are compatible with castor oil-containing hydraulic fluids, are obtained if one adds, as a supplement to a liquid mixture having a base consisting essentially of anhydrous polyalcohols or ether-alcohols, certain quantities of phosphorous compounds, such as esters derived from the acids of phosphorous. Especially suitable as bases are diand triethylene glycol or other alkylene glycols, as well as ethyl, propyl and butyl polyglycols, used either individually or in mixtures; the bases may also be mixed with anhydrous solvents such as diacetone alcohol, lower alcohols and the like.
Additives which substantially increase the lubricating power are organic phosphorous compounds containing oxygen or sulphur, such as esters of phosphoric acid, thiophosphoric acid, phosphorous acid, phosphinous and phosphinic acid, phosphonous and phosphonic acid, as well as the esters of polyphosphorous acids. Especially simple to obtain and preferred because of their effective- States Patent 0 ness, are the neutral and acidic phosphoric acid esters of aliphatic polyoxyand polyhydroxy compounds, such as ethylene glycol, butylene glycol, glycerol and, particularly, polyethylene glycols. In the compounds meritionc'd, sulphur may replace oxygen. Very often the ef fect produced by individual components may be increased by using mixtures containing several of the above-described phosphorous compounds. In many cases, an increase in lubricating power may also be effected by a combination of phosphoric acid esters with boric acid esters or borates. In addition to the esters mentioned, oils, such as castor oil or other similar oils or derivatives thereof, may be added in such quantities that good antifreezing qualities are preserved.
The phosphorous-containing esters mentioned are added in amounts which may differ a great deal depending on the purpose for which the hydraulic fluids are to be used. v For ordinary requirements, in brake fluids which contain as a base, polyalcohols or their ethers and polyalkylene glycols (in admixture with other solvents if desired), an addition of 0.5 to 5.0% by weight is sufficient to increase the lubricating power of the base quite substantially.
Additives of the above described type increase the lubricating power considerably without affecting miscibility with castor oil-containing fluids. Moreover, they do not cause any undesirable changes in viscosity of the fluid at high or low temperatures; and the swelling capacity of the normally employed sealing materials (e.g. gaskets, washers, etc.) is practically uninfluenced by these additiv'es. To maintain the pH values necessary for satisfactory corrosion inhibition, the phosphoric acid esters are adjusted to pH 79 with ammonia, triethanol amine or other organic bases and to them are added the customary corrosion inhibitors, namely as inorganic or organic compounds giving a buflering effect, such as alkali salts of boric acid, benzoic acid, the phenyl glycines and mercaptobenzthiazol, etc.
Example 1 A hydraulic fluid consisting of:
43 parts by weight butyl polyglycol 6 parts by weight ethyl polyglycol 17 parts by weight diethylene glycol 34 parts by' weight triethylene glycol 0.3 parts by weight sodium mercaptoben'zthiazol and which shows very moderate lubricating power, can have its lubricating power improved considerably by adding 3 parts by weight pentaethyleneglycol secondary phosphate, adjusted to approximately pH 8.5 with triethanolamine in aqueoustest solution (1:9). The freezing point of this liquid is C.
The ethylpolyglycol, mentioned in the' above as well as the following examples, is essentially a mixture of diethylene and triethyleneglycol monoethylether in the proportion of about 2:1; the butyl polyglycol, mentioned in the above as well as the following examples, is essentially a mixture of diethylene and triethyleneglycol monobutylether in the proportion of about 2:1.
Example 2 A mixture of:
10 parts by weight ethyl glycol 70 parts by weight butyl polyglycol 19.5 parts by weight triethylene glycol 0.5 part by weight castor oil provided with the customary corrosion inhibitor is significantly improved in lubricating power by adding 0.5 part by weight pentaethyleneglycol tertiary phosphate and 0.5 part by weight pentaethyleneglycol secondary phosphate, both adjusted to about pH 8.5 (as in Example 1). The freezing point of the liquid is 70 C.
Example 3 A mixture of:
70 parts by weight butyl polyglycol and 30 parts by weight triethylene glycol including a minor quantity of corrosion inhibitor shows considerably increased lubricating power by adding to it 5 parts by weight of an alcoholysis product of castor oil with butyl diglycol and 0.5 part by weight pentaethyleneglycol tertiary phosphate adjusted with triethanolamine to about pH 8.5 (as in Example 1). The freezing point of the liquid is 70 C. and it is miscible with castol oil-containing hydraulic fluids.
Example 4 A mixture of:
30 parts by weight diethylene glycol and 70 parts by weight butyl polyglycol containing the customary corrosion inhibitor are significantly improved in lubricating power by adding 4 parts by weight triethyleneglycol tertiary phosphate, adjusted to pH 9 in aqueous test solution, and 3 parts by weight glycol triethanolamine borate. The freezing point is 75 C.
Example 5 A mixture of:
95 parts by weight ethyl polyglycol and 5 parts by weight triethylene glycol tertiary phosphate adjusted to pH 89.5 in aqueous test solution is provided with a minor quantity of corrosion inhibitor. This liquid has a freezing point of 70 C.
Example 6 55 parts by weight polyethylene glycol monobutyl ether parts by weight diethylene glycol 8 parts by weight triethylene glycol including a minor quantity of corrosion inhibitor is increased in lubricating power by adding 2 parts by weight of a mixed poly-condensed tertiary ester formed by esterification of 1 mol phosphoric acid and 1 mol boric acid with 3 mols of a mixture of tetra and pentaethylene glycol having an average molecular weight of 200. The
4 freezing point of this liquid is C. The liquid may be mixed with castor oil-containing hydraulic liquids.
The phosphoric acid-boric acid-mixed ester may be replaced by corresponding esters of other glycols and polyglycols.
What is claimed is:
1. A hydraulic fluid consisting essentially of a mixture of at least one alcohol selected from the group consisting of lower alkyl polyglycols, lower alkylene glycols and lower polyalkylene glycol ether bases together with a minor but lubricating increasing proportion up to 5% by weight of an ester which is the reaction product of an acid selected from the group consisting of phosphoric acid, thicphosphoric acid, phosphorous acid, phosphinous acid, phosphinic acid, phosphonous acid, phosphonic acid and polyphosphorous acids, and an alcohol selected from the group consisting of ethylene glycol, butylene glycol, glycerol and polyethylene glycols.
2. The hydraulic fluid of claim 1 which also contains diacetone alcohol as a solvent.
3. The hydraulic fluid of claim 1 which also contains triethanolamine as a pH adjuster.
4. A hydraulic fluid consisting essentially of a mixture of at least one alcohol selected from the group consisting of lower alkyl polyglycols, lower alkylene glycols and lower polyalkylene glycol ether bases together with a minor but lubricating increasing proportion up to 5% by weight of an ester which is the reaction product of an acid selected from the group consisting of phosphoric acid, thiophosphoric acid, phosphorous acid, phosphinous acid, phosphinic acid, phosphonous acid, phosphonic acid and polyphosphorous acids, and an alcohol selected from the group consisting of ethylene glycol, butylene glycol, glycerol and polyethylene glycols adjusted to a pH within the range 7-9 by the addition of a compound selected from the group consisting of the alkali salts of boric proportion by weight of a corrosion inhibitor selected acid, benzoic acid, the phenyl glycines and mercaptobenzthiazol.
5. A hydraulic fluid consisting essentially of polyethylene glycol monobutyl ether, a polyethylene glycol, and a minor but lubricating-increasing proportion up to 5% of a mixed poly-condensed tertiary ester formed by esterifying a mixture containing 1 mol of phosphoric acid and 1 mol of boric acid with 3 mols of a mixture of tetra and pentaethylene glycol.
References Cited in the file of this patent UNITED STATES PATENTS 2,169,231 Fife Aug. 15, 1939 2,462,694 Walker Feb. 22, 1949 2,469,285 White May 3, 1949 2,507,401 Doelling May 9, 1950 2,632,767 Smith et a1 Mar. 24, 1953 2,659,699 George et a1 Nov. 17, 1953 2,661,366 Gamrath et al. Dec. 1, 1953 2,665,312 Ohlmann et al. Jan. 5, 1954 UNITED STATES PATENT OFFICE CERTIFICATE OF CORRECTION Patent No. 2,916,457 December 8, 1959 Hilda Friedrich et a1 It is hereby certified that error appears in the printed specification of the above numbered patent requiring correction and that the said Letters Patent should read as corrected below.
Column 4, lines 36 to 39, should appear as shown below instead of as in the patent:
from the group consisting of ammonia and Hiethanol amine together with a minor but corrosion-inhibiting proportion by weight of a corrosion inhibitor selected from the group consisting of the alkali salts of boric acid,
benzoic acid, the phenyl glycines and mercaptobenzthiazol.
Signed and sealed this 27th day of September 1960,
(SEAL) Attest:
KARL H. AXLINE ROBERT C; WATSON Attesting Officer Commissioner of Patents

Claims (1)

1. A HYDRAULIC FLUID CONSISTING ESSENTIALLY OF A MIXTURE OF AT LEAST ONE ALCOHOL SELECTED FROM THE GROUP CONSISTING OF LOWER ALKYL POLYGLYCOLS, LOWER ALKYLENE GLYCOLS AND LOWER POLYALKYLENE GLYCOL ETHER BASES TOGETHER WITH A MINOR BUT LUBRICATING INCREASING PROPORTION UP TO 5% BY WEIGHT OF AN ESTER WHICH IS THE REACTION PRODUCT OF AN ACID SELECTED FROM THE GROUP CONSISTING OF PHOSPHORIC ACID, THIOPHOSPHORIC ACID, PHOSPHOROUS ACID, PHOSPHINOUS ACID, PHOSPHINIC ACID, PHOSPHONOUS ACID, PHOSPHONIC ACID AND POLYPHOSPHOROUS ACIDS, AND AN ALCOHOL SELECTED FROM THE GROUP CONSISTING OF ETHYLENE GLYCOL, BUTYLENE GLYCOL, GLYCEROL AND POLYETHYLENE GLYCOLS.
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US3623987A (en) * 1964-06-18 1971-11-30 Costrol Ltd Functional fluids
GB2309225A (en) * 1996-01-20 1997-07-23 Takei Seisakusho Co Ltd Heat regeneration agent comprising polyethylene glycol and butanediol

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US2169231A (en) * 1937-07-10 1939-08-15 Carbide & Carbon Chem Corp Hydraulic brake fluid
US2462694A (en) * 1946-10-09 1949-02-22 Du Pont Nonflammable hydraulic fluid
US2469285A (en) * 1947-03-18 1949-05-03 Genesee Res Corp Hydraulic pressure transmitting fluid
US2507401A (en) * 1948-01-19 1950-05-09 Wagner Electric Corp Brake fluid
US2632767A (en) * 1948-12-29 1953-03-24 Standard Oil Dev Co Complex phosphate ester synthetic lubricant
US2659699A (en) * 1949-07-28 1953-11-17 Lockheed Aircraft Corp Hydraulic fluid of polyhydric alcohol and trialkyl phosphate
US2661366A (en) * 1950-03-11 1953-12-01 Monsanto Chemicals Alkanediol mono-aryl orthophosphates
US2665312A (en) * 1951-08-03 1954-01-05 Dow Chemical Co Stabilized polyglycol compositions

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2169231A (en) * 1937-07-10 1939-08-15 Carbide & Carbon Chem Corp Hydraulic brake fluid
US2462694A (en) * 1946-10-09 1949-02-22 Du Pont Nonflammable hydraulic fluid
US2469285A (en) * 1947-03-18 1949-05-03 Genesee Res Corp Hydraulic pressure transmitting fluid
US2507401A (en) * 1948-01-19 1950-05-09 Wagner Electric Corp Brake fluid
US2632767A (en) * 1948-12-29 1953-03-24 Standard Oil Dev Co Complex phosphate ester synthetic lubricant
US2659699A (en) * 1949-07-28 1953-11-17 Lockheed Aircraft Corp Hydraulic fluid of polyhydric alcohol and trialkyl phosphate
US2661366A (en) * 1950-03-11 1953-12-01 Monsanto Chemicals Alkanediol mono-aryl orthophosphates
US2665312A (en) * 1951-08-03 1954-01-05 Dow Chemical Co Stabilized polyglycol compositions

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3623987A (en) * 1964-06-18 1971-11-30 Costrol Ltd Functional fluids
GB2309225A (en) * 1996-01-20 1997-07-23 Takei Seisakusho Co Ltd Heat regeneration agent comprising polyethylene glycol and butanediol
US5744054A (en) * 1996-01-20 1998-04-28 Takei Seisakusho Co., Ltd. Heat regenerating agent
GB2309225B (en) * 1996-01-20 1999-04-14 Takei Seisakusho Co Ltd Heat generation agent comprising polyethylene glycol and butanediol

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