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FR2702772A1 - Hydraulic fluid composition. - Google Patents

Hydraulic fluid composition. Download PDF

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Publication number
FR2702772A1
FR2702772A1 FR9303342A FR9303342A FR2702772A1 FR 2702772 A1 FR2702772 A1 FR 2702772A1 FR 9303342 A FR9303342 A FR 9303342A FR 9303342 A FR9303342 A FR 9303342A FR 2702772 A1 FR2702772 A1 FR 2702772A1
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FR
France
Prior art keywords
amine
composition
hydraulic fluid
ether
composition according
Prior art date
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Granted
Application number
FR9303342A
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French (fr)
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FR2702772B1 (en
Inventor
Gillmann Andre
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BP Chemicals SNC
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BP Chemicals SNC
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Priority to FR9303342A priority Critical patent/FR2702772B1/en
Priority to ES94301644T priority patent/ES2141196T3/en
Priority to EP94301644A priority patent/EP0617116B1/en
Priority to DE69422075T priority patent/DE69422075T2/en
Publication of FR2702772A1 publication Critical patent/FR2702772A1/en
Application granted granted Critical
Publication of FR2702772B1 publication Critical patent/FR2702772B1/en
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    • C10M133/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen
    • C10M133/02—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen having a carbon chain of less than 30 atoms
    • C10M133/04—Amines, e.g. polyalkylene polyamines; Quaternary amines
    • C10M133/06—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms
    • C10M133/08—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms containing hydroxy groups
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    • C10M107/20—Lubricating compositions characterised by the base-material being a macromolecular compound containing oxygen
    • C10M107/30—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M107/32—Condensation polymers of aldehydes or ketones; Polyesters; Polyethers
    • C10M107/34—Polyoxyalkylenes
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    • C10M2207/02—Hydroxy compounds
    • C10M2207/023—Hydroxy compounds having hydroxy groups bound to carbon atoms of six-membered aromatic rings
    • C10M2207/024—Hydroxy compounds having hydroxy groups bound to carbon atoms of six-membered aromatic rings having at least two phenol groups but no condensed ring
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    • C10M2207/04—Ethers; Acetals; Ortho-esters; Ortho-carbonates
    • C10M2207/0406—Ethers; Acetals; Ortho-esters; Ortho-carbonates used as base material
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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
    • C10M2223/041—Triaryl phosphates
    • 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

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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)
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Abstract

La présente invention concerne une composition de fluide hydraulique contenant à titre principal un éther de glycol ou un ester borique d'un éther de glycol et à titre d'additif au moins une amine comportant au moins un motif dérivé d'un époxyde et ayant une masse moléculaire comprise entre 120 et 300. La composition présente à la fois un point ébullition élévé et une viscosité relativement faible tout en ayant de bonnes propriétés anticorrosion.The present invention relates to a hydraulic fluid composition containing mainly a glycol ether or a boric ester of a glycol ether and as an additive at least one amine comprising at least one unit derived from an epoxide and having a Molecular mass between 120 and 300. The composition has both a high boiling point and a relatively low viscosity while having good anticorrosion properties.

Description

La présente invention concerne une composition de fluide hydraulique et enThe present invention relates to a hydraulic fluid composition and

particulier une composition de liquide de frein. Il est connu de préparer des fluides hydrauliques à base d'éthers de glycol et/ou à base d'esters boriques d'éthers de glycol Ces fluides hydrauliques contiennent le plus souvent des additifs, en particulier des additifs  especially a brake fluid composition. It is known to prepare hydraulic fluids based on glycol ethers and / or based on boric esters of glycol ethers These hydraulic fluids most often contain additives, in particular additives

anticorrosion, antioxydant et un agent neutralisant.  anticorrosive, antioxidant and neutralizing agent.

Il est connu de préparer des fluides hydrauliques contenant des amines à titre d'additif anticorrosion et/ou à titre d'agent neutralisant En particulier, il est connu selon la demande de brevet européen EP-A-454 110 et le brevet US-3 711 410 d'utiliser des alkanolamines Cependant on a constaté que ces alkanolamines ne permettent pas de préparer des fluides hydrauliques à haut point d'ébullition ayant simultanément plusieurs caractéristiques En particulier, elles ne permettent pas de préparer des fluides hydrauliques ayant une viscosité et éventuellement une volatilité souhaitées en fonction du point d'ébullition, tout en ayant par ailleurs une bonne compatibilité avec les élastomères de type styrène butadiène rubber (SBR), un p H basique ainsi que de bonnes  It is known to prepare hydraulic fluids containing amines as an anti-corrosion additive and / or as a neutralizing agent. In particular, it is known according to European patent application EP-A-454,110 and US patent 3. 711 410 to use alkanolamines However, it has been found that these alkanolamines do not make it possible to prepare hydraulic fluids with high boiling point having simultaneously several characteristics In particular, they do not make it possible to prepare hydraulic fluids having a viscosity and possibly a desired volatility as a function of the boiling point, while also having good compatibility with elastomers of styrene butadiene rubber (SBR) type, a basic p H as well as good

propriétés anticorrosion.anticorrosion properties.

La présente invention concerne une composition de fluide hydraulique à haut point d'ébullition qui permet de  The present invention relates to a high boiling hydraulic fluid composition which allows

résoudre le problème cité ci-dessus.  solve the problem mentioned above.

La présente invention a donc pour objet une composition de fluide hydraulique caractérisée en ce qu'elle contient à titre d'additif au moins une amine comportant au moins un motif dérivé d'un époxyde et ayant  The present invention therefore relates to a hydraulic fluid composition characterized in that it contains, as an additive, at least one amine comprising at least one unit derived from an epoxide and having

une masse moléculaire comprise entre 120 et 300.  a molecular weight between 120 and 300.

Selon la présente invention la composition contient une amine essentiellement utilisée à titre d'additif anticorrosion ou d'agent neutralisant Cette amine doit avoir une masse moléculaire comprise entre 120 et 300 Lorsqu'on utilise une amine ayant une masse moléculaire plus faible on obtient une composition volatile et ayant un faible point d'ébullition Par ailleurs lorsqu'on utilise une amine ayant une masse moléculaire plus importante on obtient une composition ayant une viscosité trop importante Le plus souvent la masse  According to the present invention, the composition contains an amine essentially used as an anticorrosion additive or neutralizing agent. This amine must have a molecular mass of between 120 and 300. When an amine having a lower molecular mass is used, a composition is obtained. volatile and having a low boiling point Furthermore, when an amine having a higher molecular mass is used, a composition having too high a viscosity is obtained Most often the mass

moléculaire de l'amine est comprise entre 150 et 250.  molecular amine is between 150 and 250.

Selon l'invention l'amine utilisée doit comporter au moins un et de préférence au moins 2 motifs dérivés d'un époxyde De ce fait l'amine est généralement obtenue par réaction d'une amine initiale comme une alkylamine ou très avantageusement une éther-amine, avec un époxyde comme par exemple l'oxyde d'éthylène, l'oxyde de propylène ou un mélange des deux Comme alkylamine on peut utiliser par exemple, la Nméthylcyclohexylamine, la diméthylamine ou la tertiobutylamine L'amine utilisée est généralement une monoamine et comporte avantageusement au moins une fonction  According to the invention, the amine used must contain at least one and preferably at least 2 units derived from an epoxide. Therefore, the amine is generally obtained by reaction of an initial amine such as an alkylamine or very advantageously an ether. amine, with an epoxide such as for example ethylene oxide, propylene oxide or a mixture of the two As alkylamine, for example, N-methylcyclohexylamine, dimethylamine or tert-butylamine can be used The amine used is generally a monoamine and advantageously comprises at least one function

éther Elle comporte de préférence 2 fonctions alcool.  ether It preferably has 2 alcohol functions.

Une amine particulièrement intéressante, peut être obtenue par réaction d'une éther-amine ayant la formule générale (A) suivante:  A particularly interesting amine can be obtained by reaction of an ether-amine having the following general formula (A):

R'-0-R 2-NH 2R'-0-R 2-NH 2

dans laquelle Ri est un radical alkyle, linéaire ou ramifié, ayant de préférence de 1 à 5 atomes de carbone et R 2 est un radical alkylène, linéaire ou ramifié, ayant de préférence de 2 à 8 atomes de carbone, avec de l'oxyde de propylène, de l'oxyde d'éthylène ou avec un mélange des deux L'amine obtenue contient avantageusememt les amines ayant la formule (B) suivante: 1 (CH 2-CHR-O) p-H  in which Ri is an alkyl radical, linear or branched, preferably having from 1 to 5 carbon atoms and R 2 is an alkylene radical, linear or branched, preferably having from 2 to 8 carbon atoms, with oxide of propylene, of ethylene oxide or with a mixture of the two The amine obtained advantageously contains the amines having the following formula (B): 1 (CH 2-CHR-O) pH

R 1-O-R 2-NR 1-O-R 2-N

\(CH 2-CHR-O)q-H\ (CH 2-CHR-O) q-H

dans laquelle R 1 et R 2 ont la même signification que ci-  in which R 1 and R 2 have the same meaning as above

dessus et R est un radical méthyle ou de préférence un atome d'hydrogène, p est un nombre entier allant de 1 à 3, et q est un nombre entier allant de O à 2 D'une manière très avantageuse p+q va de 1 à 3 Dans la pratique on obtient un mélange d'amines ayant la formule (B) On souhaite obtenir essentiellement l'amine ayant la formule  above and R is a methyl radical or preferably a hydrogen atom, p is an integer ranging from 1 to 3, and q is an integer ranging from O to 2 Very advantageously p + q ranges from 1 to 3 In practice, a mixture of amines having the formula (B) is obtained. It is essentially desired to obtain the amine having the formula

(B) dans laquelle p = 1 et q = 1.(B) in which p = 1 and q = 1.

La composition de fluide hydraulique selon l'invention contient en poids le plus souvent entre 0,5 et %, et de préférence entre 1 et 4 % d'amine. La composition de l'invention est généralement, essentiellement constituée d'au moins un éther de glycol comme par exemple le butyltriglycoléther, l'éthyltriglycoléther ou le méthyltriglycoléther, ou le plus souvent d'au moins un ester borique d'un éther de glycol comme par exemple l'ester borique du  The hydraulic fluid composition according to the invention most often contains by weight between 0.5 and%, and preferably between 1 and 4% of amine. The composition of the invention generally consists essentially of at least one glycol ether, such as, for example, butyltriglycolether, ethyltriglycolether or methyltriglycolether, or most often of at least one boric ester of a glycol ether, for example the boric ester of

méthyltriglycoléther ou encore d'un mélange des deux.  methyltriglycolether or a mixture of the two.

Lorsque le fluide hydraulique contient un ester borique,  When the hydraulic fluid contains a boric ester,

l'amine de l'invention est un excellent agent neutralisant.  the amine of the invention is an excellent neutralizing agent.

La composition peut contenir les additifs usuels des fluides hydrauliques En particulier elle peut contenir en plus de l'amine, un additif anticorrosion, comme le benzotriazole, le tolyltriazole, un nitrate d'un métal alcalin ou alcalino-terreux, la triphénylphosphite, l'anhydride dodécénylsuccinique Elle peut également contenir un additif antioxydant comme le bisphénol A ou la  The composition may contain the usual additives for hydraulic fluids. In particular, it may contain, in addition to the amine, an anticorrosion additive, such as benzotriazole, tolyltriazole, a nitrate of an alkali or alkaline earth metal, triphenylphosphite, dodecenylsuccinic anhydride It can also contain an antioxidant additive such as bisphenol A or

triméthylquinoléine polymérisée.  polymerized trimethylquinoline.

Une composition selon l'invention peut contenir avantageusement en poids: a) de 60 à 95 % d'ester borique du monométhyléther du triéthylèneglycol, b) de 1 à 15 % de monométhyléther du triéthylèneglycol, c) de O à 15 % de monobutyléther du triéthylèneglycol et  A composition according to the invention may advantageously contain by weight: a) from 60 to 95% of boric ester of the monomethyl ether of triethylene glycol, b) from 1 to 15% of monomethyl ether of the triethylene glycol, c) from O to 15% of monobutyl ether of triethylene glycol and

d) de 0,5 à 5 % d'amine selon l'invention.  d) from 0.5 to 5% of amine according to the invention.

L'amine utilisée permet d'obtenir plus particulièrement des compositions ayant un point d'ébullition à reflux constant (PERC) supérieur à 270 C et une viscosité cinématique mesurée à 40 C inférieure à 1100 mm 2/s, tout en ayant une faible volatilité que l'on caractérise par une faible variation du p H et de la réserve  The amine used makes it possible more particularly to obtain compositions having a boiling point at constant reflux (PERC) greater than 270 C and a kinematic viscosity measured at 40 C less than 1100 mm 2 / s, while having low volatility. which is characterized by a small variation in p H and the reserve

d'alcalinité (RA) après avoir subi un test d'évaporation.  alkalinity (RA) after undergoing an evaporation test.

Elle permet également d'obtenir des compositions ayant un PERC supérieur à 300 C tout en ayant une viscosité cinématique mesurée à 40 C inférieure à 1400 mm 2/s Par ailleurs toutes ces compositions ont un p H compris entre 7 et 9 et de préférence entre 7,5 et 8,5, une bonne compatibilité avec les élastomères ainsi que de bonnes propriétés anticorrosion, notamment vis à vis des métaux ou  It also makes it possible to obtain compositions having a PERC greater than 300 C while having a kinematic viscosity measured at 40 C less than 1400 mm 2 / s Furthermore all these compositions have a p H of between 7 and 9 and preferably between 7.5 and 8.5, good compatibility with elastomers as well as good anticorrosion properties, especially with respect to metals or

alliages ferreux.ferrous alloys.

La composition selon l'invention est particulièrement adaptée à la fabrication de liquides de freins de type DOT 3 (DOT signifiant Department of Transportation U S A) et de préférence de type DOT 4 ou DOT 5 1 Ces liquides de freins peuvent être utilisés très avantageusement dans les circuits de freinage des voitures de compétition notamment lorsqu'ils ont un PERC supérieur à  The composition according to the invention is particularly suitable for the manufacture of brake fluids of the DOT 3 type (DOT meaning Department of Transportation USA) and preferably of the DOT 4 or DOT 5 type. These brake fluids can be used very advantageously in braking systems of competition cars especially when they have a PERC higher than

300 C.300 C.

Mesure du PERC Le PERC d'un fluide hydraulique est mesuré en C selon la  PERC measurement The PERC of a hydraulic fluid is measured in C according to the

norme SAE J 1703 de Juin 1991.SAE J 1703 standard of June 1991.

Mesure du p H Le p H d'un fluide hydraulique est mesuré selon la norme SAE J 1703 de Juin 1991. Mesure de la réserve d'alcalinité La réserve d'alcalinité (RA) d'un fluide hydraulique est mesurée par le volume d'acide chlorhydrique 0,1 N exprimé en ml nécessaire pour obtenir un p H de 5,5, pour un  Measurement of p H The p H of a hydraulic fluid is measured according to standard SAE J 1703 of June 1991. Measurement of the alkalinity reserve The alkalinity reserve (RA) of a hydraulic fluid is measured by the volume d hydrochloric acid 0.1 N expressed in ml necessary to obtain a p H of 5.5, for a

échantillon de 50 ml de fluide hydraulique.  50 ml sample of hydraulic fluid.

Les exemples suivant illustrent la présente invention.  The following examples illustrate the present invention.

Exemples 1 à 7Examples 1 to 7

On prépare 7 compositions de fluide hydraulique.  7 hydraulic fluid compositions are prepared.

Le tableau 1 donne les compositions en poids La composition 1 preparée selon l'invention contient de la 2, 2 ' l 3- (méthoxypropyl)iminol bis éthanol (amine (C)) qui est obtenue par réaction de la méthoxy-3 propylamine avec 2 moles d'oxyde d'éthylène Cette amine a la composition en poids suivante:  Table 1 gives the compositions by weight. Composition 1 prepared according to the invention contains 2, 2 'l 3- (methoxypropyl) iminol bis ethanol (amine (C)) which is obtained by reaction of 3-methoxy propylamine with 2 moles of ethylene oxide This amine has the following composition by weight:

CH 3-0 O-(CH 2)3-NH-CH 2-CH 2-OH 5 %  CH 3-0 O- (CH 2) 3-NH-CH 2-CH 2-OH 5%

CH 2-CH 2-OHCH 2-CH 2-OH

CH 3-0-(CH 2)3-N 85 %CH 3-0- (CH 2) 3-N 85%

CH 2-CH 2-OHCH 2-CH 2-OH

CH 2-CH 2-0-CH 2-CH 2-OHCH 2-CH 2-0-CH 2-CH 2-OH

CH 3-0-(CH 2)3-N 5 %CH 3-0- (CH 2) 3-N 5%

HH

CH 2-CH 2-0-CH 2-CH 2-OHCH 2-CH 2-0-CH 2-CH 2-OH

CH 3-0-(CH 2)3-N 5 %CH 3-0- (CH 2) 3-N 5%

CH 2-CH 2-OHCH 2-CH 2-OH

Les autre compositions sont comparatives et ne sont pas  The other compositions are comparative and are not

préparées selon l'invention.prepared according to the invention.

Le tableau 2 indique pour chacune des compositions 1 à 7 les caractéristiques suivantes: la teneur en bore en % poids, le p H, le point d'ébullition à reflux constant (PERC) la viscosité cinématique mesurée à 40 'C et exprimée en mm 2/s les résultats du test de gonflement caoutchouc SBR effectué à 120 'C et pendant 70 heures selon la norme SAE  Table 2 indicates the following characteristics for each of compositions 1 to 7: the boron content in% by weight, the p H, the boiling point at constant reflux (PERC) the kinematic viscosity measured at 40 ° C. and expressed in mm 2 / s the results of the SBR rubber swelling test carried out at 120 ° C and for 70 hours according to the SAE standard

J 1703 de Juin 1991.J 1703 of June 1991.

Par ailleurs le tableau 2 indique également les spécifications souhaitées pour les caractéristiques mesurées On constate que la composition 1 permet de remplir toutes ces spécifications La composition 5 présente un gonflement des élastomères trop important, la composition 4 présente un p H trop faible et une viscosité trop forte tandis que les compositions 2, 6, et 7 ont un  Furthermore, Table 2 also indicates the specifications desired for the measured characteristics. It can be seen that composition 1 makes it possible to fulfill all of these specifications. Composition 5 has too much swelling of the elastomers, composition 4 has too low a p H and too viscosity. strong while compositions 2, 6, and 7 have a

PERC trop faible.PERC too low.

Exemples 8 à 10Examples 8 to 10

On prépare 3 compositions de fluide hydraulique.  3 compositions of hydraulic fluid are prepared.

Le tableau 3 indique les compositions en poids La composition 8 preparée selon l'invention contient de la 2, 2 ' l 3-(méthoxypropyl) iminol bis éthanol (amine (C)) utilisée dans l'exemple 1 Les autres compositions sont des compositions comparatives qui ne sont pas préparées selon l'invention Dans ce tableau 3 "additifs" signifie un mélange contenant du tolyltriazole, de la triphénylphosphite et de la triméthylquinoléine polymérisée. La tableau 4 indique pour chacune des compositions les caractéristiques mesurées suivantes avec les spécifications souhaitées le p H le PERC en OC la viscosité cinématique mesurée à 40 'C et exprimée en mm 2 /s, le p H mesuré après avoir réalisé le test d'évaporation n'1, la réserve d'alcalinité initiale, et la variation de cette réserve d'alcalinité mesurée  Table 3 indicates the compositions by weight. Composition 8 prepared according to the invention contains 2, 2 'l 3- (methoxypropyl) iminol bis ethanol (amine (C)) used in Example 1. The other compositions are compositions Comparatives which are not prepared according to the invention In this table 3 "additives" means a mixture containing tolyltriazole, triphenylphosphite and polymerized trimethylquinoline. Table 4 indicates for each of the compositions the following measured characteristics with the desired specifications the p H the PERC in OC the kinematic viscosity measured at 40 ° C. and expressed in mm 2 / s, the p H measured after having carried out the evaporation n'1, the initial alkalinity reserve, and the variation of this measured alkalinity reserve

après avoir réalisé le test d'évaporation no 2.  after having carried out the evaporation test no 2.

La composition no 8 permet de remplir toutes les spécifications souhaitées Par ailleurs elle présente les résultats des tests de gonflement SBR effectués selon la norme SAE J 1703 de Juin 1991, suivants variation du diamètre (mm): 0,74 variation du volume (%): 9,95 variation de la dureté: 11 D'autre part les résultats des tests de corrosion efffectués selon la norme SAE J 1703 sont les suivants métaux ferreux: moins de 0,1 mg/cm 2 aluminium: moins de 0,1 mg/cm 2 cuivre: moins de 0,1 mg/cm 2 La composition 9 qui contient de la tridécylamine à un p H mesuré après le test d'évaporation no 1 inférieur à 7 tandis que la composition 10 présente une variation de la  Composition No. 8 fulfills all the desired specifications. In addition, it presents the results of the SBR swelling tests carried out according to standard SAE J 1703 of June 1991, following variation in diameter (mm): 0.74 variation in volume (%). : 9.95 variation of hardness: 11 On the other hand the results of the corrosion tests carried out according to standard SAE J 1703 are the following ferrous metals: less than 0.1 mg / cm 2 aluminum: less than 0.1 mg / cm 2 copper: less than 0.1 mg / cm 2 Composition 9 which contains tridecylamine at a p H measured after the evaporation test no 1 less than 7 while composition 10 presents a variation in the

réserve d'alcalinité trop importante.  too high alkalinity reserve.

Dans les exemples 8 à 10, le test d'évaporation no 1, est réalisé de la façon suivante: dans un bécher en  In examples 8 to 10, the evaporation test No. 1 is carried out as follows: in a beaker in

verre de 600 ml on introduit 100 ml de fluide hydraulique.  600 ml glass 100 ml of hydraulic fluid is introduced.

Le bécher est alors placé 168 heures dans un étuve maintenue à 1400 C. Le test d'évaporation n 2, est réalisé de la façon suivante: dans un ballon à col rodé de 500 ml on introduit ml de fluide hydraulique Ce ballon est placé pendant 24 heures dans une étuve maintenue à 800 C 20 C et sous un  The beaker is then placed 168 hours in an oven maintained at 1400 C. The evaporation test No. 2 is carried out as follows: in a 500 ml ground neck flask, ml of hydraulic fluid is introduced This flask is placed for 24 hours in an oven maintained at 800 C 20 C and under a

vide de 2 mm de mercure.2 mm mercury vacuum.

TABLEAU 1TABLE 1

Compositions en % poids i 2 3 4 5 6 7  Compositions in% by weight i 2 3 4 5 6 7

ester borique du mono-mono- boric ester

méthyléther du tri-tri methyl alcohol

éthylêneglycol 95,0 95,5 90,0 91,0 85,8 95,0 95,0 monométhyléther du triéthylèneglycol 1,5 6,5 monobutyléther du triéthylèneglycol 2,0 8,3 11,0 2,0 2,0 amine (C) 3,0 tributylamine 3,0 tridécylamine 3,2 dioctylamine 3,5 diisopropanolamine 3,0 monoéthanolamine 0,7 3-méthoxypropylamine 3,0  ethylene glycol 95.0 95.5 90.0 91.0 85.8 95.0 95.0 triethylene glycol monomethyl ether 1.5 6.5 triethylene glycol monobutyl ether 2.0 8.3 11.0 2.0 2.0 amine (C) 3.0 tributylamine 3.0 tridecylamine 3.2 dioctylamine 3.5 diisopropanolamine 3.0 monoethanolamine 0.7 3-methoxypropylamine 3.0

TABLEAU 2TABLE 2

Caractéristiques Spécifications 1 2 3 4 5 6 7 teneur en bore 1,87 1,88 1,80 1,82 1,88 1,87 1,87 p H de 7 à 11 7,15 7,3 7,45 6,9 7,4 7,5 8,3  Characteristics Specifications 1 2 3 4 5 6 7 boron content 1.87 1.88 1.80 1.82 1.88 1.87 1.87 p H from 7 to 11 7.15 7.3 7.45 6, 9 7.4 7.5 8.3

PERC ( C) > 300 308 290 306 300 310 292 261  PERC (C)> 300 308 290 306 300 310 292 261

viscosité cinématique < 1400 1329 1470 1440 1500 1273 Résultats sur le test gonflement SBR variation du diamètre (mm) de 0,5 à 1,5 + 1,1 + 1,4 + 1,1 + 1,8 variation du volume (%) de 1 à 16 13 17,5 13 20,6 variation de la duret (IRDH) 15 max 8 13,5 10,5 16  kinematic viscosity <1400 1329 1470 1440 1500 1273 Results on the SBR swelling test variation in diameter (mm) from 0.5 to 1.5 + 1.1 + 1.4 + 1.1 + 1.8 variation in volume (% ) from 1 to 16 13 17.5 13 20.6 hardness variation (IRDH) 15 max 8 13.5 10.5 16

TABLEAU 3TABLE 3

Compositions en % poids exemple 8 exemple 9 exemple 10  Compositions in% by weight example 8 example 9 example 10

ester borique du monométhyléther de tri-  triethyl monomethyl ether boric ester

éthylèneglycol 63,2 62,5 41,0ethylene glycol 63.2 62.5 41.0

monométhyléther du tri-tri-monomethyl ether

éthylèneglycol 4,8 11,1ethylene glycol 4.8 11.1

monobutyléther du tri-tri- monobutyl ether

éthylèneglycol 21,7 18,4 49,2 triéthylèneglycol 8,0 6,0 8,0 additifs 1,0 1,0 1,0 amine (C) 1,3 tridécylamine 1,0 tributylamine 0,8  ethylene glycol 21.7 18.4 49.2 triethylene glycol 8.0 6.0 8.0 additives 1.0 1.0 1.0 amine (C) 1.3 tridecylamine 1.0 tributylamine 0.8

TABLEAU 4TABLE 4

Caractéristiques Spécifications Exemple 8 Exemple 9 Exemple 10 p H de 7 à 11 7,6 7,5 8,5 réserve d'alcalinité 33,6 19,6 viscosité cinématique 1100 max 1055 1082 p H après test n 1 > 7,0 7,3 6,2 variation de RA après test n 2 en % 10 max 1 51,5  Characteristics Specifications Example 8 Example 9 Example 10 p H from 7 to 11 7.6 7.5 8.5 alkalinity reserve 33.6 19.6 kinematic viscosity 1100 max 1055 1082 p H after test n 1> 7.0 7 , 3 6.2 variation of AR after test n 2 in% 10 max 1 51.5

PERC ( C) > 270 273 267 265PERC (C)> 270 273 267 265

12 270277212 2702772

Claims (10)

RevendicationsClaims 1 Composition de fluide hydraulique caractérisée en ce qu'elle contient à titre d'additif au moins une amine comportant au moins un motif dérivé d'un époxyde et ayant  1 Hydraulic fluid composition characterized in that it contains, as an additive, at least one amine comprising at least one unit derived from an epoxide and having une masse moléculaire comprise entre 120 et 300.  a molecular weight between 120 and 300. 2 Composition selon la revendication 1, caractérisée en  2 Composition according to claim 1, characterized in ce que 1 'amine comprend au moins une fonction éther.  that the amine comprises at least one ether function. 3 Composition selon l'une quelconque des revendications  3 Composition according to any one of claims 1 à 2, caractérisée en ce que l'amine est obtenue par  1 to 2, characterized in that the amine is obtained by réaction d'une amine initiale avec un époxyde.  reaction of an initial amine with an epoxide. 4 Composition selon la revendication 3, caractérisée en  4 Composition according to claim 3, characterized in ce que l'amine initiale est une éther-amine.  what the initial amine is an ether-amine. 5 Composition selon la revendication 4, caractérisée en ce que l'amine est obtenue par réaction d'une éther-amine ayant la formule (A): R 1-O-R 2-NH 2 dans laquelle Ri est un radical alkyle ayant de 1 à 5 atomes de carbones et R 2 est un radical alkylène ayant de 2 à 8 atomes de carbone, avec de l'oxyde de propylène, ou de  5 Composition according to Claim 4, characterized in that the amine is obtained by reaction of an ether-amine having the formula (A): R 1-OR 2-NH 2 in which Ri is an alkyl radical having from 1 to 5 carbon atoms and R 2 is an alkylene radical having 2 to 8 carbon atoms, with propylene oxide, or l'oxyde d'éthylène ou avec un mélange des deux.  ethylene oxide or a mixture of the two. 6 Composition selon la revendication 5, caractérisée en qu'elle contient au moins une amine ayant la formule (B) suivante (CH 2-CHR-0) p-H  6 Composition according to Claim 5, characterized in that it contains at least one amine having the following formula (B) (CH 2-CHR-0) p-H R -0-R 2 -NR -0-R 2 -N (CH 2-CHR-O)q-H dans laquelle Ri est un radical alkyle ayant de 1 à 5 atomes de carbone, R 2 est un radical alkylène ayant de 2 à 8 atomes de carbone, R est un radical méthyle ou un atome d'hydrogène, p est un nombre entier allant de 1 à 3, et q est un nombre entier allant de O à 2.  (CH 2-CHR-O) qH in which Ri is an alkyl radical having from 1 to 5 carbon atoms, R 2 is an alkylene radical having from 2 to 8 carbon atoms, R is a methyl radical or an atom of hydrogen, p is an integer ranging from 1 to 3, and q is an integer ranging from O to 2. 7 Composition selon l'une quelconque des revendications  7 Composition according to any one of claims 1 à 6, caractérisée en ce qu'elle contient en poids de 0,5  1 to 6, characterized in that it contains by weight 0.5 à 5 % d'amine.5% amine. 8 Composition de fluide hydraulique contenant en poids: a) de 60 à 95 % d'ester borique du monométhyléther du triéthylèneglycol, b) de 1 à 15 % de monométhyléther du triéthylèneglycol, c) de O à 15 % de monobutyléther du triéthylèneglycol et d) de 0,5 à 5 % d'une amine comportant au moins une  8 Composition of hydraulic fluid containing by weight: a) from 60 to 95% of boric ester of the monomethyl ether of triethylene glycol, b) from 1 to 15% of monomethyl ether of the triethylene glycol, c) from O to 15% of monobutyl ether of triethylene glycol and d ) from 0.5 to 5% of an amine comprising at least one fonction éther et ayant une masse moléculaire comprise entre 120 et 300.  ether function and having a molecular weight between 120 and 300.
FR9303342A 1993-03-17 1993-03-17 Hydraulic fluid composition. Expired - Fee Related FR2702772B1 (en)

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Application Number Priority Date Filing Date Title
FR9303342A FR2702772B1 (en) 1993-03-17 1993-03-17 Hydraulic fluid composition.
ES94301644T ES2141196T3 (en) 1993-03-17 1994-03-09 HYDRAULIC FLUID COMPOSITION.
EP94301644A EP0617116B1 (en) 1993-03-17 1994-03-09 Hydraulic fluid composition
DE69422075T DE69422075T2 (en) 1993-03-17 1994-03-09 Hydraulic fluid composition

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FR9303342A FR2702772B1 (en) 1993-03-17 1993-03-17 Hydraulic fluid composition.

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FR2702772B1 FR2702772B1 (en) 1995-04-28

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US6558569B1 (en) 2000-11-10 2003-05-06 Union Carbide Chemicals & Plastics Technology Corporation Low viscosity functional fluids compositions
JP2009507938A (en) 2005-07-01 2009-02-26 ダウ グローバル テクノロジーズ インコーポレイティド Low viscosity functional fluid
WO2010053639A1 (en) * 2008-11-07 2010-05-14 Dow Global Technologies Inc. Low viscosity functional fluids
CN104302747B (en) * 2012-05-15 2016-12-28 巴斯夫欧洲公司 New low viscosity functional fluid composition
KR102618845B1 (en) 2020-04-23 2023-12-29 클라리언트 인터내셔널 리미티드 Low viscosity functional fluid composition
EP3929269A1 (en) 2020-06-22 2021-12-29 Clariant International Ltd Low viscosity functional fluid composition
EP4056669A1 (en) 2021-03-12 2022-09-14 Clariant International Ltd Low viscosity functional fluid composition
CN113122357B (en) * 2021-04-19 2023-01-24 中国石油化工股份有限公司 Brake fluid composition for motor vehicle and preparation method thereof
EP4130211A1 (en) 2021-08-02 2023-02-08 Clariant International Ltd Low viscosity functional fluid composition

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DE1906038A1 (en) * 1969-02-07 1970-08-13 Huels Chemische Werke Ag Ep and anti-corrosion additives for - lubricants
US3711410A (en) * 1967-04-13 1973-01-16 Olin Corp Low water-sensitive hydraulic fluids containing borate esters
US4173542A (en) * 1977-05-31 1979-11-06 Sanyo Chemical Industries, Ltd. Hydraulic fluid comprising a borate ester and corrosion inhibiting amounts of an oxyalkylated alicyclic amine
GB2172284A (en) * 1985-03-12 1986-09-17 Ciba Geigy Ag Nitrogen-containing additives for non-aqueous functional fluids
EP0353854A1 (en) * 1988-06-24 1990-02-07 Exxon Chemical Patents Inc. Hydroxy ether amine friction modifier for use in power transmission fluids and anti-wear additives for use in combination therewith

Patent Citations (5)

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US3711410A (en) * 1967-04-13 1973-01-16 Olin Corp Low water-sensitive hydraulic fluids containing borate esters
DE1906038A1 (en) * 1969-02-07 1970-08-13 Huels Chemische Werke Ag Ep and anti-corrosion additives for - lubricants
US4173542A (en) * 1977-05-31 1979-11-06 Sanyo Chemical Industries, Ltd. Hydraulic fluid comprising a borate ester and corrosion inhibiting amounts of an oxyalkylated alicyclic amine
GB2172284A (en) * 1985-03-12 1986-09-17 Ciba Geigy Ag Nitrogen-containing additives for non-aqueous functional fluids
EP0353854A1 (en) * 1988-06-24 1990-02-07 Exxon Chemical Patents Inc. Hydroxy ether amine friction modifier for use in power transmission fluids and anti-wear additives for use in combination therewith

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ES2141196T3 (en) 2000-03-16
EP0617116A1 (en) 1994-09-28
FR2702772B1 (en) 1995-04-28
EP0617116B1 (en) 1999-12-15
DE69422075T2 (en) 2000-04-06

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