EP0750033B1 - Hydraulische Flüssigkeitzusammensetzung - Google Patents

Hydraulische Flüssigkeitzusammensetzung Download PDF

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Publication number
EP0750033B1
EP0750033B1 EP96304602A EP96304602A EP0750033B1 EP 0750033 B1 EP0750033 B1 EP 0750033B1 EP 96304602 A EP96304602 A EP 96304602A EP 96304602 A EP96304602 A EP 96304602A EP 0750033 B1 EP0750033 B1 EP 0750033B1
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EP
European Patent Office
Prior art keywords
constituent
glycol
carboxylic
fatty acids
fatty
Prior art date
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Expired - Lifetime
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EP96304602A
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English (en)
French (fr)
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EP0750033A1 (de
Inventor
Christian Broussard
Serge Decroocq
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BP Chemicals SNC
BP Chemicals Ltd
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BP Chemicals SNC
BP Chemicals Ltd
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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
    • 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
    • C10M2227/0615—Esters derived from boron used as base material
    • 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
    • C10M2227/062—Cyclic esters
    • C10M2227/0625—Cyclic esters used as base material
    • 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
    • C10M2229/00—Organic macromolecular compounds containing atoms of elements not provided for in groups C10M2205/00, C10M2209/00, C10M2213/00, C10M2217/00, C10M2221/00 or C10M2225/00 as ingredients in lubricant compositions
    • C10M2229/003—Organic macromolecular compounds containing atoms of elements not provided for in groups C10M2205/00, C10M2209/00, C10M2213/00, C10M2217/00, C10M2221/00 or C10M2225/00 as ingredients in lubricant compositions used as base material
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • 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

  • the present invention relates to a hydraulic fluid composition, especially a brake fluid composition employed in particular in the braking systems of motor vehicles, and to a process for the treatment of a hydraulic fluid with a view to reducing the corrosion of the ferrous alloys or metals in contact with the said fluid.
  • US Patent No. 3,914,182 discloses a hydraulic fluid composition
  • the ester of formula (I) is a dicarboxylic acid ester
  • the ester of formula (II) is a C 2 or C 3 carboxylic acid di-ester of glycol.
  • the composition may comprise various additives selected amongst lubricity additives, antioxidants, corrosion inhibitors and stabilizers such as primary or secondary aliphatic amines containing from 4 to 12 carbon atoms.
  • US Patent No. 3,003,968 discloses a hydraulic fluid composition comprising a C 2 to C 5 carboxylic acid di-ester of polyoxyethylene glycols.
  • GB Patent Application No. 1,131,263 discloses a hydraulic fluid composition based on glycol ether or a mixture of a polyalkylene glycol and a glycol ether.
  • the composition is not based on a boric ester of a glycol ether.
  • GB Patent Application No. 908,291 discloses esters of ricinoleic acid and polyalkylene glycols which are particularly useful as constituents of hydraulic fluid composition. However the composition is not based on a boric ester of a glycol ether.
  • US Patent No. 3,206,486 discloses fatty acid monoesters of polyoxypropylene-polyoxyethylene block copolymer glycols and their use in brake fluid compositions. However, the compositions are not based on a boric ester of a glycol ether.
  • hydraulic fluid composition which is known, especially according to US Patent No. 4,371,448, essentially based on a boric ester of a glycol ether and comprising an alkylamine optionally with corrosion-inhibiting agent chosen from fatty acids, esters of phosphorous or phosphoric acid with a C 1 -C 6 aliphatic alcohol and triazoles.
  • a hydraulic fluid composition has now been found, and especially a brake fluid composition based essentially on a boric ester of a glycol ether comprising a corrosion-inhibitor system, allowing the abovementioned requirements to be satisfied simultaneously.
  • the composition and in particular its corrosion-inhibiting system must ensure at the same time good compatibility with water originating a possible water uptake of the composition and excellent anticorrosive properties in a moist atmosphere, while maintaining the boiling point and kinematic viscosity characteristics, especially at the very severe levels demanded by the abovementioned standards.
  • the present invention therefore relates to a hydraulic fluid composition based essentially on a boric ester of a glycol ether, comprising a corrosion-inhibiting system, characterized in that it includes :
  • Fatty mono-, di- or polyamines mean primary, secondary or tertiary amines containing at least one C 8 -C 22 , preferably C 13 -C 22 , especially C 15 -C 18 , e.g. C 16 or C 18 alkyl or alkylene radical R, the alkylene radical R which may contain one or more ethylenic double bonds.
  • the constituent (A) may be especially a fatty mono-, di- or polyamine corresponding to one of the following general formulae : R 1 - NH - (CH 2 ) 3 - NH 2 ; R 1 - [NH - (CH 2 ) 3 ] 2 - NH 2 ; R 1 - [NH - (CH 2 ) 3 ] n - NH 2 ; in which general formulae R 1 and R 2 , being identical or different, have the definition of the abovementioned radical R, n is a number ranging from 3 to 6, and x, y and z, being identical or different, are numbers ranging from 1 to 3.
  • the constituent (A) is preferably the salt of one or more carboxylic fatty acids, especially C 8 -C 22 , with one of the fatty mono-, di- or polyamines corresponding especially to one of the preceding general formulae and in particular to the general formula : R 1 -NH-(CH 2 ) 3 -NH 2 in which R 1 has the same definition as above.
  • constituent (A) is preferably a fatty diamine, in particular corresponding to general formula : R 1 -NH-(CH 2 ) 3 -NH 2 in which R 1 has the same definition as above, in particular R 1 is an alkylene radical, e.g. a C 18 alkylene radical.
  • the constituent (B) may be the product of the reaction of one or more carboxylic fatty acids, especially C 8 -C 22 , with a polyoxyalkylene glycol such as diethylene glycol or preferably dipropylene glycol. It may also be the product of the transesterification reaction of one or more esters of carboxylic fatty acids, especially C 8 -C 22 , preferably of one or more glycerides of the said carboxylic fatty acids, with a polyoxyalkylene glycol such as diethylene glycol or preferably dipropylene glycol.
  • the constituent (B) may be preferably the product of the transesterification reaction of castor oil with a polyoxyalkylene glycol such as diethylene glycol or especially dipropylene glycol.
  • the polyoxyalkylene glycol involved in the above-mentioned reaction products used as constituent (B) generally corresponds to the general formula : HO- (CH 2 CHR 2 O) n - H in which R 2 represents a hydrogen atom or a C 1 - C 4 alkyl radical, preferably the methyl radical, and n is a number ranging from 1 to 4, preferably equal to 2 or 3, especially equal to 2.
  • Fatty acids are monocarboxylic acids with 8 to 22, preferably 12 to 20, especially 15 to 18, e.g. 18 carbon atoms.
  • composition according to the invention includes from 0.05 to 2 %, preferably from 0.1 to 1 % by weight of the constituent(s) (A) and from 0.5 to 10 %, preferably from 1 to 8 % by weight of the constituent(s) (B).
  • the composition is based essentially on a boric ester of a glycol ether in a proportion that can range from 40 to 95 %, preferably from 65 to 95 % by weight.
  • the boric ester of a glycol ether preferably is a boric ester of an ethylene glycol monoalkyl ether which is generally obtained when reacting orthoboric acid and an ethylene glycol monoalkyl ether corresponding to the formula : R 3 (OCH 2 CH 2 ) m OH in which R 3 represents an alkyl radical e.g. with 1 to 4, preferably 1 or 2 carbon atoms, and m is a number ranging from 1 to 4, preferably 2 to 3.
  • the preferred boric ester of a glycol ether is the boric ester of triethylene glycol monomethyl ether.
  • the composition may additionally advantageously include at least one glycol ether such as triethylene glycol monobutyl ether or monoethyl ether or, preferably, triethylene glycol monomethyl ether in a proportion that can range from 5 to 40 %, preferably from 10 to 30 % by weight.
  • the composition may also include other additives such as corrosion-inhibiting agents.
  • additives such as corrosion-inhibiting agents.
  • it may include the following additives :
  • composition according to the present invention may be prepared by mixing the constituents (A) and (B) and optionally other constituents and additives with the boric ester of a glycol ether, in any order, under an inert atmosphere such as nitrogen, and at a temperature that can range from - 20 to + 50°C.
  • the hydraulic fluid composition according to the present invention is particularly suitable for being employed as brake fluid. It may additionally satisfy the requirements of the standards FMVSS 116-DOT 4 and in particular of the standards DOT 5.1 relating to the dry and wet boiling points, the requirements of the ISO standard 4925 relating to kinematic viscosity at - 40°C and those of the SAE standard J 1703 - January 1995, relating to the fluidity and the appearance of the brake fluid at - 50°C, and may simultaneously exhibit excellent anticorrosive properties in a moist atmosphere according to the LCSEA-C-6 test method of the French Armies' Department of Petrols.
  • the present invention also relates to a process for the treatment of a hydraulic fluid composition, especially of a brake fluid composition including a boric ester of a glycol ether, preferably the boric ester of triethylene glycol monomethyl ether, and optionally a glycol ether such as triethylene glycol monobutyl ether or monoethyl ether or preferably triethylene glycol monomethyl ether, a treatment for reducing the corrosion of ferrous alloys or metals in contact with the said composition, especially in a moist atmosphere, including the addition of a corrosion-inhibiting system, characterized in that the corrosion-inhibiting system includes :
  • the constituents (A) an (B) may correspond to those described above and especially to the preferred constituents (A) and (B), employed in particular in the abovementioned proportions.
  • the composition treated according to the present invention may additionally include additives such as those mentioned above and in the same proportions.
  • the present process for treatment of a hydraulic fluid composition, in particular of brake fluid has the advantage of ensuring an excellent protection against the corrosion of ferrous alloys or metals especially in a humid atmosphere, while maintaining the dry and wet boiling points and the kinematic viscosity at - 40°C at the level of the abovementioned standards, without causing turbidity or crystallization at - 50°C under a moist atmosphere.
  • constituents (A) and (B) and optionally other constituents or additives may be mixed with the boric ester of a glycol ether in any order, under an inert atmosphere such as nitrogen and a temperature that can range from - 20° to + 50°C.
  • Brake fluid comparative compositions 1 to 4 and the brake fluid composition 5 according to the present invention are prepared by mixing the various constituents mentioned in Table 1 at ambient temperature (20°C) and under a nitrogen atmosphere.
  • the constituents (A) and (B) employed simultaneously in the present invention form, through a synergy effect, a hydraulic fluid and especially brake fluid composition with excellent properties which are superior of those of the comparative compositions containing only a single one of the constituents (A) and (B), even in proportions that are very markedly high than those employed in the present composition.
  • Brake fluid composition 6 is prepared by mixing the following various constituents at ambient temperature (20°C) and under a nitrogen atmosphere : % by weight

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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)
  • Health & Medical Sciences (AREA)
  • Emergency Medicine (AREA)
  • Lubricants (AREA)
  • Preventing Corrosion Or Incrustation Of Metals (AREA)

Claims (10)

  1. Hydraulische Flüssigkeitzusammensetzung, basierend im wesentlichen auf einem Borsäureester eines Glykolethers, enthaltend ein korrosionsinhibierendes System, dadurch gekennzeichnet, daß es einschließt:
    (1) Zumindest einen Bestandteil (A), ausgewählt aus fettigen und wahlweise ethoxylierten, Mono-, Di- oder Polyaminen, und Fettaminen, enthaltend zumindest einen C8-22-Alkyl- oder -Alkylenrest R, wobei der Alkylenrest R eine oder mehrere ethylenische Doppelbindungen enthalten kann, oder aus den Salzen von einer oder mehreren Carbonsäuren mit den erwähnten Aminen in einer Menge von 0,05 bis 2 Gew.-% des Bestandteils (der Bestandteile) (A), und
    (2) zumindest einen Bestandteil (B), ausgewählt aus den Produkten, resultierend aus der Reaktion von einer oder mehreren Carbonfettsäuren mit einem Polyoxyalkylenglykol, oder aus der Umesterungsreaktion von einem oder mehreren Estern von Carbonfettsäuren mit einem Polyoxyalkylenglykol in einer Menge von 0,5 bis 10 Gew.-% des Bestandteils (der Bestandteile) (B), wobei die erwähnten Fettsäuren Monocarbonsäuren mit 8 bis 22 Kohlenstoffatomen sind.
  2. Zusammensetzung nach Anspruch 1, dadurch gekennzeichnet, daß der Bestandteil (A) ein Fett-mono-, -di- oder -polyamin ist, entsprechend einer der nachfolgenden allgemeinen Formeln:
    Figure 00170001
    R1-[NH-(CH2)3]2-NH2 ; R1-[NH-(CH2)3]n-NH2 ;
    Figure 00170002
    in welchen die allgemeinen Formeln R1 und R2, identisch oder verschieden, einen C8-22-Alkyl- oder -Alkylenrest R bedeuten, wobei der Alkylenrest R 1 oder mehrere ethylenische Doppelbindungen enthält, n eine Zahl im Bereich von 3 bis 6 ist und x, y und z, identisch oder verschieden, Zahlen im Bereich von 1 bis 3 sind.
  3. Zusammensetzung nach Anspruch 1 oder 2, dadurch gekennzeichnet, daß der Bestandteil (A) das Salz von einer oder mehreren Carbonfettsäuren mit einem der fetthaltigen Mono-, Di- oder Polyamine ist.
  4. Zusammensetzung nach Anspruch 3, dadurch gekennzeichnet, daß das fetthaltige Mono-, Di- oder Polyamin der allgemeinen Formel R1-NH-(CH2)3-NH2 entspricht, in welcher R1 einen C8-22-Alkyl- oder -Alkylenrest R bedeutet, wobei der Alkylenrest R eine oder mehrere ethylenische Doppelbindungen enthält.
  5. Zusammensetzung nach irgendeinem der Ansprüche 1 bis 4, dadurch gekennzeichnet, daß der Bestandteil (B) das Produkt ist, resultierend aus der Reaktion von einer oder mehreren C8-22-Carbonfettsäuren mit Diethylenglykol oder Dipropylenglykol, oder aus der Umesterungsreaktion von einen oder mehreren Glyceriden von C8-22-Carbonfettsäuren mit Diethylenglykol oder Dipropylenglykol.
  6. Zusammensetzung nach irgendeinem der Ansprüche 1 bis 5, dadurch gekennzeichnet, daß der Bestandteil (B) das Produkt der Umesterungsreaktion von Castoröl mit Diethylenglykol oder Dipropylenglykol ist.
  7. Zusammensetzung nach irgendeinem der Ansprüche 1 bis 6, dadurch gekennzeichnet, daß sie von 0,1 bis 1 Gew.-% des Bestandteils (der Bestandteile) (A) und von 1 bis 8 Gew.-% des Bestandteils (der Bestandteile) (B) einschließt.
  8. Zusammensetzung nach irgendeinem der Ansprüche 1 bis 7, dadurch gekennzeichnet, daß sie im wesentlichen auf dem Borsäureester von Triethylenglykolmonomethylether basiert und wahlweise einen Glykolether enthält, ausgewählt aus Triethylenglykolmonobutylether oder Monoethylether oder Monomethylether.
  9. Verfahren für die Herstellung der Zusammensetzung nach irgendeinem der Ansprüche 1 bis 8, dadurch gekennzeichnet, daß die Bestandteile (A) und (B) und wahlweise andere Bestandteile und Additive mit dem Borsäureester eines Glykolethers unter einer inerten Atmosphäre gemischt sind.
  10. Verfahren für die Behandlung einer hydraulischen Flüssigkeitzusammensetzung, einschließend einen Borsäureester eines Glykolethers, um die Korrosion von Eisen(II)-Legierungen oder Metallen in Kontakt mit der erwähnten Zusammensetzung zu reduzieren, einschließend den Zusatz eines korrosionsinhibierenden Systems, dadurch gekennzeichnet, daß das korrosionsinhibierende System einschließt:
    (1) Zumindest einen Bestandteil (A), ausgewählt aus fetthaltigen und wahlweise ethoxylierten Mono-, Di- oder Polyaminen, wobei die erwähnten Fettamine zumindest einen C8-22-Alkyl- oder -Alkylenrest R enthalten, wobei der Alkylenrest R eine eine oder mehrere ethylenische Doppelbindungen enthalten kann, oder aus den Salzen oder aus einem oder mehreren Carbonsäuren mit den erwähnten Aminen, in einer Menge von 0,05 bis 2 Gew.-% des Bestandteils (der Bestandteile) (A), und
    (2) zumindest einen Bestandteil (B), ausgewählt aus den Produkten, resultierend aus der Reaktion von einer oder mehreren Carbonfettsäuren mit einem Polyoxyalkylenglykol, oder aus der Umesterungsreaktion von einem oder mehreren Estern von Carbonfettsäuren mit einem Polyoxyalkylenglykol, in einer Menge von 0,5 bis 10 Gew.-% des Bestandteils (der Bestandteile) (B), wobei die erwähnten Fettsäuren Monocarbonsäuren mit 8 bis 22 Kohlenstoffatomen sind.
EP96304602A 1995-06-23 1996-06-20 Hydraulische Flüssigkeitzusammensetzung Expired - Lifetime EP0750033B1 (de)

Applications Claiming Priority (2)

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FR9507955A FR2735784B1 (fr) 1995-06-23 1995-06-23 Composition de fluide hydraulique comportant un systeme inhibiteur de corrosion
FR9507955 1995-06-23

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JP2015516495A (ja) * 2012-05-15 2015-06-11 ビーエーエスエフ ソシエタス・ヨーロピアＢａｓｆ Ｓｅ 新規の低粘度機能性液体組成物
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PL3938479T3 (pl) 2020-04-23 2023-10-23 Clariant International Ltd Kompozycja funkcjonalnego płynu o niskiej lepkości
CN111518124A (zh) * 2020-06-03 2020-08-11 辽宁大学 醇醚型硼酸酯润滑油添加剂及其制备方法和应用
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CN114058425B (zh) * 2020-08-03 2022-08-05 北京蓝星清洗有限公司 一种机动车制动液及其制备方法
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EP0750033A1 (de) 1996-12-27
DE69607247D1 (de) 2000-04-27
DE69607247T2 (de) 2000-09-07
FR2735784A1 (fr) 1996-12-27
FR2735784B1 (fr) 1997-08-22

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