EP0750033A1 - Hyraulische Flüssigkeitzusammensetzung - Google Patents

Hyraulische Flüssigkeitzusammensetzung Download PDF

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Publication number
EP0750033A1
EP0750033A1 EP96304602A EP96304602A EP0750033A1 EP 0750033 A1 EP0750033 A1 EP 0750033A1 EP 96304602 A EP96304602 A EP 96304602A EP 96304602 A EP96304602 A EP 96304602A EP 0750033 A1 EP0750033 A1 EP 0750033A1
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EP
European Patent Office
Prior art keywords
constituent
glycol
carboxylic
fatty acids
composition according
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Granted
Application number
EP96304602A
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English (en)
French (fr)
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EP0750033B1 (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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Publication of EP0750033A1 publication Critical patent/EP0750033A1/de
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Publication of EP0750033B1 publication Critical patent/EP0750033B1/de
Anticipated expiration legal-status Critical
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    • C10M2223/049—Phosphite
    • 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
    • C10M2223/10—Phosphatides, e.g. lecithin, cephalin
    • 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,l3l,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 are generally understood to mean primary, secondary or tertiary amines containing at least one C 8 -C 22 , preferably C 13 -C 22 , especially C 5 -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 2 ; R 1 -NH-R 2 ; 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 generally understood to mean monocarboxylic acid with 8 to 22, preferably 12 to 20, especially 15 to 18, e.g. 18 carbon atoms.
  • composition according to the invention may include 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

Landscapes

  • 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)
EP96304602A 1995-06-23 1996-06-20 Hydraulische Flüssigkeitzusammensetzung Expired - Lifetime EP0750033B1 (de)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
FR9507955 1995-06-23
FR9507955A FR2735784B1 (fr) 1995-06-23 1995-06-23 Composition de fluide hydraulique comportant un systeme inhibiteur de corrosion

Publications (2)

Publication Number Publication Date
EP0750033A1 true EP0750033A1 (de) 1996-12-27
EP0750033B1 EP0750033B1 (de) 2000-03-22

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Country Status (4)

Country Link
EP (1) EP0750033B1 (de)
AT (1) ATE190996T1 (de)
DE (1) DE69607247T2 (de)
FR (1) FR2735784B1 (de)

Cited By (16)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6558569B1 (en) 2000-11-10 2003-05-06 Union Carbide Chemicals & Plastics Technology Corporation Low viscosity functional fluids compositions
WO2003054251A3 (en) * 2001-12-12 2004-08-05 Akzo Nobel Nv Nitrogen-containing compounds as corrosion inhibitors
CN102031179A (zh) * 2010-12-28 2011-04-27 北京化工大学 一种制动液用硼酸酯型基础液及其制备方法
US7951757B2 (en) 2005-07-01 2011-05-31 Dow Global Technologies Llc Low viscosity functional fluids
CN102433213A (zh) * 2011-10-21 2012-05-02 湘潭大学 一种高级硼酸酯型制动液的制备方法
WO2013171052A1 (en) * 2012-05-15 2013-11-21 Basf Se Novel low viscosity functional fluid composition
WO2015052234A1 (en) * 2013-10-10 2015-04-16 Basf Se Novel functional fluid composition
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
WO2021213693A1 (en) 2020-04-23 2021-10-28 Clariant International Ltd Low viscosity functional fluid composition
EP3929269A1 (de) 2020-06-22 2021-12-29 Clariant International Ltd Funktionale fluidzusammensetzung mit niedriger viskosität
CN114058425A (zh) * 2020-08-03 2022-02-18 北京蓝星清洗有限公司 一种机动车制动液及其制备方法
EP4056669A1 (de) 2021-03-12 2022-09-14 Clariant International Ltd Niedrigviskose funktionsflüssigkeitszusammensetzung
EP4130211A1 (de) 2021-08-02 2023-02-08 Clariant International Ltd Funktionale fluidzusammensetzung mit niedriger viskosität
EP4582524A1 (de) * 2024-01-03 2025-07-09 Clariant International Ltd Funktionsflüssigkeit
JP7760817B1 (ja) * 2024-10-03 2025-10-28 築野グループ株式会社 組成物
JP7795176B1 (ja) * 2024-10-03 2026-01-07 築野グループ株式会社 組成物

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Cited By (29)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6558569B1 (en) 2000-11-10 2003-05-06 Union Carbide Chemicals & Plastics Technology Corporation Low viscosity functional fluids compositions
WO2003054251A3 (en) * 2001-12-12 2004-08-05 Akzo Nobel Nv Nitrogen-containing compounds as corrosion inhibitors
US8833450B2 (en) 2001-12-12 2014-09-16 Akzo Nobel N.V. Nitrogen containing compounds as corrosion inhibitors
US7951757B2 (en) 2005-07-01 2011-05-31 Dow Global Technologies Llc Low viscosity functional fluids
CN102031179A (zh) * 2010-12-28 2011-04-27 北京化工大学 一种制动液用硼酸酯型基础液及其制备方法
CN102433213A (zh) * 2011-10-21 2012-05-02 湘潭大学 一种高级硼酸酯型制动液的制备方法
CN102433213B (zh) * 2011-10-21 2013-12-18 湘潭大学 一种高级硼酸酯型制动液的制备方法
WO2013171052A1 (en) * 2012-05-15 2013-11-21 Basf Se Novel low viscosity functional fluid composition
US10941367B2 (en) 2013-10-10 2021-03-09 Basf Se Functional fluid composition
KR102265995B1 (ko) 2013-10-10 2021-06-16 바스프 에스이 신규 기능성 유체 조성물
KR20160068910A (ko) * 2013-10-10 2016-06-15 바스프 에스이 신규 기능성 유체 조성물
JP2016532736A (ja) * 2013-10-10 2016-10-20 ビーエーエスエフ ソシエタス・ヨーロピアＢａｓｆ Ｓｅ 新規の機能性流体組成物
CN105637075B (zh) * 2013-10-10 2019-01-04 巴斯夫欧洲公司 新的功能性流体组合物
CN105637075A (zh) * 2013-10-10 2016-06-01 巴斯夫欧洲公司 新的功能性流体组合物
WO2015052234A1 (en) * 2013-10-10 2015-04-16 Basf Se Novel functional fluid composition
US12012568B2 (en) 2020-04-23 2024-06-18 Clariant International Ltd Low viscosity functional fluid composition
WO2021213693A1 (en) 2020-04-23 2021-10-28 Clariant International Ltd Low viscosity functional fluid composition
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
EP3929269A1 (de) 2020-06-22 2021-12-29 Clariant International Ltd Funktionale fluidzusammensetzung mit niedriger viskosität
WO2021259514A1 (en) 2020-06-22 2021-12-30 Clariant International Ltd Low viscosity functional fluid composition
US12012569B2 (en) 2020-06-22 2024-06-18 Clariant International Ltd Low viscosity functional fluid composition
CN114058425A (zh) * 2020-08-03 2022-02-18 北京蓝星清洗有限公司 一种机动车制动液及其制备方法
WO2022189047A1 (en) 2021-03-12 2022-09-15 Clariant International Ltd Low viscosity functional fluid composition
EP4056669A1 (de) 2021-03-12 2022-09-14 Clariant International Ltd Niedrigviskose funktionsflüssigkeitszusammensetzung
EP4130211A1 (de) 2021-08-02 2023-02-08 Clariant International Ltd Funktionale fluidzusammensetzung mit niedriger viskosität
WO2023011801A1 (en) 2021-08-02 2023-02-09 Clariant International Ltd Low viscosity functional fluid composition
EP4582524A1 (de) * 2024-01-03 2025-07-09 Clariant International Ltd Funktionsflüssigkeit
JP7760817B1 (ja) * 2024-10-03 2025-10-28 築野グループ株式会社 組成物
JP7795176B1 (ja) * 2024-10-03 2026-01-07 築野グループ株式会社 組成物

Also Published As

Publication number Publication date
ATE190996T1 (de) 2000-04-15
DE69607247D1 (de) 2000-04-27
EP0750033B1 (de) 2000-03-22
DE69607247T2 (de) 2000-09-07
FR2735784A1 (fr) 1996-12-27
FR2735784B1 (fr) 1997-08-22

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