FR2501224A1 - Hydraulic fluid with base oil contg. isoparaffin - obtd. by hydrogenating alpha olefin oligomer prepd. with Friedel-Crafts catalyst - Google Patents
Hydraulic fluid with base oil contg. isoparaffin - obtd. by hydrogenating alpha olefin oligomer prepd. with Friedel-Crafts catalyst Download PDFInfo
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- FR2501224A1 FR2501224A1 FR8104164A FR8104164A FR2501224A1 FR 2501224 A1 FR2501224 A1 FR 2501224A1 FR 8104164 A FR8104164 A FR 8104164A FR 8104164 A FR8104164 A FR 8104164A FR 2501224 A1 FR2501224 A1 FR 2501224A1
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- hydraulic fluid
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- additives
- fluid
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- C10M107/00—Lubricating compositions characterised by the base-material being a macromolecular compound
- C10M107/02—Hydrocarbon polymers; Hydrocarbon polymers modified by oxidation
- C10M107/10—Hydrocarbon polymers; Hydrocarbon polymers modified by oxidation containing aliphatic monomer having more than 4 carbon atoms
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- C10M101/00—Lubricating compositions characterised by the base-material being a mineral or fatty oil
- C10M101/02—Petroleum fractions
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- C10M105/00—Lubricating compositions characterised by the base-material being a non-macromolecular organic compound
- C10M105/02—Well-defined hydrocarbons
- C10M105/04—Well-defined hydrocarbons aliphatic
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- C10M129/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing oxygen
- C10M129/02—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing oxygen having a carbon chain of less than 30 atoms
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- C10M129/78—Complex esters, i.e. compounds containing at least three esterified carboxyl groups and derived from the combination of at least three different types of the following five types of compound: monohydroxy compounds, polyhydroxy compounds, monocarboxylic acids, polycarboxylic acids, hydroxy carboxylic acids
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- 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
- 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
- C10M2215/067—Polyaryl amine alkanes
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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
- 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
- C10M2215/068—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to carbon atoms of six-membered aromatic rings having amino groups bound to polycyclic aromatic ring systems, i.e. systems with three or more condensed rings
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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
- 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
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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
- 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
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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
- 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
- C10M2223/049—Phosphite
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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
- C10M2223/00—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
- C10M2223/10—Phosphatides, e.g. lecithin, cephalin
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- Oil, Petroleum & Natural Gas (AREA)
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Abstract
Description
La présente invention a pour obJet un fluide hydrauliq présentant simultanément un ensemble de propriétés satisfaisantes, même dans des conditions sévères d'utilisation, notamment à basse température. The present invention has for obJet a hydraulic fluid simultaneously having a set of satisfactory properties, even under severe conditions of use, especially at low temperatures.
On rappelle qu'on entend par fluide hydraulique tout fluide utilisé dans un dispositif de commande, dans lequel ledit fluide transmet une force, ou dans un dispositif amortis:
De tels dispositifs peuvent être notamment des systèmes de freinage et d'embrayage de véhicules automobiles, des dispositifs amortisseurs hydrauliques ou hydropneumatiques, des pompes d'asservissement de systèmes centraux, des presses, des vérins, etc.Les fluides hydrauliques doivent avoir, d'une manière générale, un bas point de congélation, un point d'ébullition élevé afin d'éviter les pertes par évaporation en service, une viscosité satisfaisante à toutes les températures d'utilisation et notamment une faible viscosité à basse température, un indice de viscosité élevé correspondan à une viscosité aussi constante que possible dans les plages de températures d'utilisation, une faible compressibilité pour assurer une transmission fidèle des commandes, un bon pouvoir lubrifiant et de bonnes propriétés anti-usure pour éviter l'uae oes ornes mécaniques au contact du fluide hydraulique et notamment toute cause de détérioration des pompes, une bonne résistance à l'oxydation, une bonne stabilité au cisail liment et une bonne compatibilité avec les substances avec lesquelles ledit fluide hydraulique est en contact, notamment les métaux et les élastomères ; en particulier, le fluide hydraulique ne doit pas corroder les métaux et dissoudre ou gonfler les Joints d'étanchéité en élastomère.It is recalled that hydraulic fluid means any fluid used in a control device, wherein said fluid transmits a force, or in a damped device:
Such devices can be in particular motor vehicle braking and clutch systems, hydraulic or hydro-pneumatic damping devices, central system servo pumps, presses, cylinders, etc. Hydraulic fluids must have, for example, in general, a low freezing point, a high boiling point in order to avoid evaporative losses in service, a satisfactory viscosity at all operating temperatures and in particular a low viscosity at low temperature, a viscosity index high viscosity is as constant as possible in the temperature range of use, low compressibility to ensure faithful transmission of the controls, good lubricity and good anti-wear properties to avoid uae oes mechanical contact hydraulic fluid and especially any cause of deterioration of the pumps, a good resistance oxidation, good shear stability and good compatibility with the substances with which said hydraulic fluid is in contact, especially metals and elastomers; in particular, the hydraulic fluid must not corrode the metals and dissolve or inflate the elastomer seals.
Le problème de la mise au point d'un fluide hydraulique présentant toutes ces qualités à un degré élevé est extrêmement difficile à résoudre, car les bases actuellement connues pour constituer les fluides hydrauliques ne présentent pas toutes les caractéristiques souhaitables, même lorsqu'on y ajoute un ou plusieurs additifs tendant à conférer telle ou telle propriété particulière ou bien à éliminer tel ou tel inconvénient de la base, ces additifs étant notamment des additifs lubrifiants, des additifs d'amélioration des propriétés viscosimétriques, des additifs anti-oxydants, des additifs anti-usure, etc. The problem of developing a hydraulic fluid having all these qualities to a high degree is extremely difficult to solve, since the presently known bases for constituting hydraulic fluids do not have all the desirable characteristics, even when added to them. one or more additives tending to confer such or such particular property or to eliminate one or another disadvantage of the base, these additives being in particular lubricating additives, viscosimetric enhancement additives, antioxidant additives, anti-oxidant additives; wear, etc.
On a déjà proposé d'utiliser à cot effet une base de fluide hydraulique dconstiuée par un mélauge d'isoparaffines comportant 12 à 18 atomes de carbone, celles-ci étant obtenues par hydrogénation d'oligomères d'oléfines légères comme le propylène, les n-butylènes ou l'isobutylène ; un tel procédé peut d'ailleurs notsr-ent comportera avant hydrogéna tion, une séparation desdits polymères par distillation. It has already been proposed to use in effect a hydraulic fluid base dfaittiuée by a mixture of isoparaffins having 12 to 18 carbon atoms, these being obtained by hydrogenation oligomers of light olefins such as propylene, n -butylenes or isobutylene; such a process may also include before-hydrogenation, a separation of said polymers by distillation.
Les fluides utilisant cette base répoudent à la plupart des exigences de la no@@e frangaise NF R 12-640 qui définit les caractéristiques physic@-chimiques limites des liquides pour freins utilisés dans la construction automobile, dans la catégorie des liquides @inéraux de symbole M. Ils ont entre autres, uneviscosité de 1830 cSt a OC alors que la valeur maximale définie par la n@rme est de 2000 cSt.Cependant, il est apparu, lors de l'utilisation de tels fluides dans les circuits de véhicules automobiles circulant dans les pays froids, une difficulté au diarrage, en raison d'une trop forte viscosité aux basses températures, surtout su bout d'une certaine durée de service. The fluids using this base meet most of the requirements of the French standard NF R 12-640, which defines the limiting physicochemical characteristics of brake fluids used in the automotive industry, in the category of internal liquids. symbol M. They have among others, a viscosity of 1830 cSt a OC while the maximum value defined by the n @ rme is 2000 cSt.However, it appeared, when using such fluids in motor vehicle circuits circulating in cold countries, a difficulty in starting, because of too high viscosity at low temperatures, especially after a certain period of service.
En fait, de tels fluides corpus peurvent présenter une viscosité de l'ordre de 1100-1200 cSt à - 40 C, mais ils ne possèdent alors plus les propriétés lubifiantes nécessaires en autres termes, l'addition de la @ quantité requise d'additif lubrifiant à ces fluides hydrauliques a pour effet incident d'élever notablement la valeur de la viscosité, à -4Q C jusqu'à des valeurs de l'ordre de 1800 à 2000 cSt, ce qui limite les performances d'utilisation de ce fluide comme indiqué plus haut. In fact, such corpus fluids can have a viscosity of the order of 1100-1200 cSt at -40 C, but they then no longer have the necessary lubricating properties in other words, the addition of the required amount of additive. lubricant to these hydraulic fluids has the incidental effect of significantly raising the value of the viscosity at -4Q C up to values of the order of 1800 to 2000 cSt, which limits the performance of use of this fluid as indicated above.
La présente invention se propose donc de pouvoir disposer dun fluide hydraulique présentant de bonnes propriétés lubrifiantes et dont la viscosité à O0C soit faible, notamment de l'ordre d'au plus environ 1000 cSt, ledit fluide hydraulique devant en outre être compatible avec les élastomères et ne pas provoquer leur gonflement. The present invention therefore proposes to have a hydraulic fluid having good lubricating properties and whose viscosity at O0C is low, in particular of the order of at most about 1000 cSt, said hydraulic fluid must also be compatible with the elastomers and do not cause them to swell.
On trouve par ailleurs dans le commerce des mélanges d'alpha-oléfines linéaires contenant généralement à la fois des alpha-oléfines à nombre pair d'atomes de carbone et des alpha-oléfines à nombre impair d'atomes de carbone, ainsi que des alpha-oléfines à nombre pair d'atomes de carbone, soit sous forme d'alpha-oléfines individuelles soit à létat de mélanges de celles-ci. In addition, mixtures of linear alpha-olefins containing generally alpha-olefins with an even number of carbon atoms and alpha-olefins with an odd number of carbon atoms, as well as alpha, are commercially available. -olefins with an even number of carbon atoms, either in the form of individual alpha-olefins or in the form of mixtures thereof.
Des essais effectués par la demanderesse lui ont permis de constater que de telles substances ne peuvent pas constituer des bases acceptables de fluides hydrauliques. Tests conducted by the applicant have allowed it to be noted that such substances can not constitute acceptable bases of hydraulic fluids.
Les travaux ultérieurs effectués par la demanderesse lui ont par contre permis de mettre en évidence que des paraffines répondant à certanes conditions de structure et de longueur de chaine, telles qu'obtenues par oligomérisation et hydrogénation subséquente de certaines alpha-oléfines spécifiques, constituaient des bases de fluides hydrauliques à performances élevées. La présente invention est par conséquent basée sur ces travaux. The subsequent work carried out by the Applicant, on the other hand, made it possible to demonstrate that paraffins answering certain conditions of structure and chain length, as obtained by oligomerization and subsequent hydrogenation of certain specific alpha-olefins, constituted bases. high performance hydraulic fluids. The present invention is therefore based on these works.
Le fluide hydraulique de la présente invention, à performances nettement améliorées par rapport aux fluides hydrauliques déjà connus, est caractérisé en ce qu'il contient une proportion de 70 à 90% d'une base comprenant au moins 30% d'un ou plusieurs polymères isoparaffiniques ayant un nombre d'atomes de carbone allant de 12 à 30, le pourcentage résiduel, soit 30 à 10% dudit fluide hydraulique, étant représenté par un ou plusieurs additifs choisis parmi notamment les additifs lubrifiants, les additifs anti-usure, les additifs d'amélioration des propriétés viscosimétriques, les additifs d'onctuosité et les additifs anti-oxydants, lesdits polymères isoparaffiniques étant obtenus par oligomérisation d'une ou plusieurs alpha-oléfines linéaires ayant un nombre d'atomes de carbone allant de 6 à 14, au moyen d'un catalyseur du type Friedel et Crafts et par hydrogénation des doubles liaisons résiduelles des produits résultant de cette polymérisation. The hydraulic fluid of the present invention, with markedly improved performance compared to hydraulic fluids already known, is characterized in that it contains a proportion of 70 to 90% of a base comprising at least 30% of one or more polymers. isoparaffinic having a number of carbon atoms ranging from 12 to 30, the residual percentage, ie 30 to 10% of said hydraulic fluid, being represented by one or more additives chosen from among others lubricant additives, anti-wear additives, additives; improvement of the viscometric properties, the lubricity additives and the antioxidant additives, said isoparaffinic polymers being obtained by oligomerization of one or more linear alpha-olefins having a number of carbon atoms ranging from 6 to 14, Friedel and Crafts type catalyst and by hydrogenation of the residual double bonds of the products resulting from this polymerization.
Selon une autre caractéristique de la présente invention, la base précitée comprend également un ou plusieurs constituant choisis parmi les n-alkylcyclohexanes et les bases minérales, notamment les bases naphténiques. According to another characteristic of the present invention, the abovementioned base also comprises one or more constituent chosen from n-alkylcyclohexanes and mineral bases, in particular naphthenic bases.
Selon encore une autre caractéristique de la présente invention, le fluide hydraulique comprend un additif lubrifiant constitué par un ester complexe, c'est-à-dire un ester dont deux au moins des acide et alcool costitutits est polyfonction- nel, notamment un ester complexe de néoplyol. According to yet another characteristic of the present invention, the hydraulic fluid comprises a lubricant additive consisting of a complex ester, that is to say an ester of which at least two acid and alcohol costitutits is polyfunctional, in particular a complex ester of neoplyol.
Conformément d un mode de réalisation préféré de la présente invention la base du fluide hydraulique répond à la composition plus limitative ci-après, en poids
- polymère isoparaffinique : 30 à 100%, de préférence
60 à 80% ;
- n-alkylcyclohexane : O à 4 i, de préférence
5 à 15% ; et
- base minérale : O d 30%, de préférence
15 à 25%.According to a preferred embodiment of the present invention the base of the hydraulic fluid meets the more limiting composition below, by weight
- Isoparaffinic polymer: 30 to 100%, preferably
60 to 80%;
- n-alkylcyclohexane: 0 to 4 i, preferably
5 to 15%; and
- mineral base: O d 30%, preferably
15 to 25%.
Une composition globabe du fluide hydraulique de l'invention qui permet d'obtenir les meilleures performances est la suivante (pourcentages exprimés en poids) :
- base précitée : 70 à 90%, de préférence
74 à 81,5% ;
- additif lubrifiant
(ester complexe)
: O à 8%, de préférence
5 à 7%
- additif améliorant les
propriétés viscosi
mètriques) : 10 i 16% , préférence
12 à 15%
additif dwonctuositd : O å 4%, de préférence
1 à 3% - additif anti-oxydant : O à 2% de préférence
0,5 à 1%.A globabe composition of the hydraulic fluid of the invention which makes it possible to obtain the best performances is the following (percentages expressed by weight):
above-mentioned base: 70 to 90%, preferably
74 to 81.5%;
- lubricant additive
(complex ester)
: 0 to 8%, preferably
5 to 7%
- additive improving the
viscosi properties
meters): 10 to 16%, preference
12 to 15%
additive dwunctuositd: O å 4%, preferably
1 to 3% - anti-oxidant additive: O to 2% preferably
0.5 to 1%.
Enfin, dans un mode de réalisation du fluide hydraulique de l'invention, les polymères isoparaffiniques de la base dudit fluide comprennent un ou plusieurs polymères isoparaffiniques ayant un nombre d'atomes de carbone allant de 20 à 30 ; dans un mode de réalisation encore plus spécifique, les polymères isoparaffiniques de la base précitée comprennenl exclusivement un ou plusieurs polymères ayant un nombre d'atomes de carbone compris entre 20 et 30 etrpar conséquent, aucun polymère isoparaffinique ayant un nombre d'atomes de carbone inférieur à 20. Finally, in one embodiment of the hydraulic fluid of the invention, the isoparaffinic polymers of the base of said fluid comprise one or more isoparaffinic polymers having a number of carbon atoms ranging from 20 to 30; in an even more specific embodiment, the isoparaffinic polymers of the above-mentioned base exclusively comprise one or more polymers having a number of carbon atoms of between 20 and 30 and therefore no isoparaffinic polymer having a lower carbon number at 20.
Les alpha-oléfines linéaires définies plus haut, dont l'oligomérisation et l'hydrogénation subséquente conduit aux polymères isoparaffiniques du fluide hydraulique de l'inventic peuvent être obtenues de diverses méthodes en soi connues. The linear alpha-olefins defined above, including the oligomerization and the subsequent hydrogenation leads to the isoparaffinic polymers of the hydraulic fluid of the inventic can be obtained from various methods known per se.
L'une de ces méthodes, qui constitue la méthode préférée dans le cadre de la présente invention, consiste en la télomérisation de l'éthylène, celle-ci s'effectuant selon un mécanisme qui n'est ni radicalaire, ni ionique, mais còordiné, au moyen d'un catalyseur de Ziegler, notamment du type triéthylaluminium ; cette télomérisation conduit, dans des conditions de réaction définies, à l'obtention d'alpha-olféane linéaires à nombre pair d'atomes de carbone. Le produit obtenu a une composition bien précise et par conséquent reproductible lorsque les conditions de température et de pression sont déterminées ; en particulier, la répartition des longueur de channe des différentes alpha-oléfines ainsi obtenue est statistique et répond à une courbe de Poisson.La mise en oeuvre de cette méthode est donc particulièrement appropriée pour régler non seulement la nature du mélange d'alpha-oléfine linéaires ainsi obtenu , mais aussi celui des polymères isoparaffiniques de l'invention, obtenu à partir desdites alpha-oléfines, ce qui permet.de prédéterminer ou régler les caractéristiques de la base et du fluide hydraulique en dérivant. One of these methods, which is the preferred method in the context of the present invention, consists of the telomerization of ethylene, which is carried out according to a mechanism which is neither radical nor ionic, but co-ordinated. by means of a Ziegler catalyst, especially of the triethylaluminium type; this telomerization leads, under defined reaction conditions, to the production of linear alpha-olefanes with an even number of carbon atoms. The product obtained has a very precise composition and therefore reproducible when the conditions of temperature and pressure are determined; in particular, the distribution of the chain length of the different alpha-olefins thus obtained is statistical and responds to a Poisson curve. The implementation of this method is therefore particularly appropriate to regulate not only the nature of the alpha-olefin mixture. linearly obtained, but also that of the isoparaffinic polymers of the invention, obtained from said alpha-olefins, which allowsdetermend or adjust the characteristics of the base and hydraulic fluid drifting.
Une autre méthode, en soi connue, d'obtention des alphaoléfines linéaires consiste en le craquage des cires paraffiniques, cette méthode donnant naissance à des mélanges d'oléfines de structures diverses comprenant des alpha-oléfine. Another method, known per se, for obtaining linear alphaolefins is the cracking of paraffin waxes, this method giving rise to mixtures of olefins of various structures comprising alpha-olefin.
à nombre pair d'atomes de carbone, des alpha-oléfines à nombre impair d'atomes de carbone, des oléfines internes, des diolérines, lesquels mélanges peuvent encore contenir des paraffines, etc ; dans ces conditions, il est bien évident que les alpha-oléfines linéaires ainsi obtenues doivent être soumi: à un fractionnement de façon à sélectionner uniquement des alpha-oléfines linéaires ayant un nombre d'atomes de carbone allant de 6 à 14 qui représentent les seules substances utilisables pour la préparation, par ologomérisation et hydrogénation subséquenie, des polymères isoparaffiniques du fluide hydraulique de l'invention, tels qu'ils ont été définis plus haut.with an even number of carbon atoms, alpha-olefins with an odd number of carbon atoms, internal olefins, diolerines, which mixtures may further contain paraffins, etc .; under these conditions, it is obvious that the linear alpha-olefins thus obtained must be subjected to a fractionation so as to select only linear alpha-olefins having a number of carbon atoms ranging from 6 to 14 which represent the only ones. substances usable for the preparation, by ologomerization and subsequent hydrogenation, of the isoparaffinic polymers of the hydraulic fluid of the invention, as defined above.
Bien entendu, toute autre méthode d'obtention dalphaoléfines linéaires donnant directement ou pouvant conduire à, éventuellement en mettant en ceuvre un traitement crap1émen- taire, des alpha-oléfines linéaires ayant un nombre d'atomes de carbone allant de 6 à 14 pe; autre mise en oeuvre en vue de l'oligomérisation et de l'hydrogénation desdits alphaoléfines linéaires dans le cadre de la présente invention. Of course, any other method for obtaining linear alpha-olefins giving directly or possibly leading to, optionally by carrying out an elementary treatment, linear alpha-olefins having a number of carbon atoms ranging from 6 to 14 phr; another implementation for the oligomerization and hydrogenation of said linear alphaolefins in the context of the present invention.
Comme indiqué précédemment, les elpha-oléfines linéaires utilisables pour former les polymères isoparaffiniques du fluide hydraulique de l'invention sont les alpha-oléfines liéaires en C6, C8, C10, C12 et C14, obtenues par télomérisation de l'éthylène, c'est-à-dire l'hexène-1, l'octène-1, le décène-1, le dodécène-1, le tétradécène-1 ou des mélanges de celles-ci, l'alpha-oléfine la pls couramment utilisée par l'invention étant le decène-1. As indicated above, the linear elpha-olefins that can be used to form the isoparaffinic polymers of the hydraulic fluid of the invention are the C 6, C 8, C 10, C 12 and C 14 bonded alpha-olefins obtained by telomerization of ethylene. that is, hexene-1, octene-1, decene-1, dodecene-1, tetradecene-1 or mixtures thereof, alpha-olefin the most commonly used by invention being decene-1.
Le mode de polymérisation doit conduire à la longueur de channe souhaitable et conserver les caractéristiques de structure de l'alpha-oléflne monomère a A cet effet, on utilise un catalyseur du type Friedel et Crafts, comme le trifluorure de bore, conduisant aux oligomères ramifiés, de structure homogène, c'est-à-dire aux polymères isoparaffiniques du fluide hydraulique de l'invention. Ces substances présente tent l'avantage de posséder d'excellentes caractéristiques physico-chimiques qui peuvent titre prédéterminées en fonction des conditions mises en oeuvre pour leur préparation, essen tiellement la température et la pression, et de conférer au fluide hydraulique, en association avec les autres ingrédients de ceux-ci, des performances exceptionnelles
Ces polymères isoparaffiniques (en C12 à C30) ont en effet en commun les propriétés suivantes
- très bonne fluidité à basse température ; faible viscosité et bas point d'écoulement
- indice de viscosité élevé
- bonne stabilité thermique
- haut point d'éclair ; haut point de feu et haut point d'auto-inflammation ;
- pertes minimales par évaporation
- bonne compatibilité avec les bases minérales (huiles minérales), les additifs usuels de celles-ci et les divers élastomères (caoutchouc naturel et caoutchoucs synthétiques).The mode of polymerization must lead to the desirable length of chain and maintain the structural characteristics of the alpha-olefin monomer a For this purpose, a Friedel-Crafts type catalyst, such as boron trifluoride, is used, leading to the branched oligomers of homogeneous structure, that is to say the isoparaffinic polymers of the hydraulic fluid of the invention. These substances have the advantage of possessing excellent physico-chemical characteristics which may be predetermined depending on the conditions used for their preparation, essentially temperature and pressure, and of conferring on the hydraulic fluid, in combination with the other ingredients of these, outstanding performance
These isoparaffinic polymers (in C12 to C30) have in common the following properties:
- very good fluidity at low temperature; low viscosity and low pour point
- high viscosity index
- good thermal stability
- high flash point; high fire point and high point of self-ignition;
- minimal evaporation losses
- good compatibility with the mineral bases (mineral oils), the usual additives thereof and the various elastomers (natural rubber and synthetic rubbers).
Comme indiqué plus haut, chacun de ces polymères isoparaffiniques résulte soit de ltoligomérisation d'une alphaoléfine seule (homo-polymérisation) soitdz la co-oligomérisation de deux ou plusieurs d'entre elles. As indicated above, each of these isoparaffinic polymers results either from the oligomerization of an alphaolefin alone (homopolymerization) or the co-oligomerization of two or more of them.
Un polymère isoparaffinque particulièrement avantageux selon l'invention est celui résultant de l'hydrogénation du dimère du décène-1 ; un autre polymère isoparaffinique utilisable selon l'invention est celui remettant de I'hydrogénation du trimère du décène-1. A particularly advantageous isoparaffinic polymer according to the invention is that resulting from the hydrogenation of the dimer of decene-1; Another isoparaffinic polymer that can be used according to the invention is that which delivers the hydrogenation of the trimer of decene-1.
La base du fluide selon l'invention peut également comprendre, comme indiqué plus haut, un n-alkylcyclohexane, notamment un n-alkylcyclohexane dont la chaine n-alkyle comprend 10 à 14 atomes de carbone. De tels n-alkylcyclohexane sont couramment obtenus par hydrogénation des n-alkylbenzènes correspondants, lesquels sont avantageusement synthétisés à partir du benzène et de paraffines linéaires ayant 10 à 14 atomes de carbone, par des techniques en soi connues. Un tel n-alkylcyclohexane est notamment le n-dodécylcyclohexane. The base of the fluid according to the invention may also comprise, as indicated above, an n-alkylcyclohexane, especially an n-alkylcyclohexane whose n-alkyl chain comprises 10 to 14 carbon atoms. Such n-alkylcyclohexanes are commonly obtained by hydrogenation of the corresponding n-alkylbenzenes, which are advantageously synthesized from benzene and linear paraffins having 10 to 14 carbon atoms, by techniques known per se. Such n-alkylcyclohexane is especially n-dodecylcyclohexane.
La base minérale qui est avantageusement utilisable dans le fluide hydraulique de l'invention est de préférence une base naphténique ayant les carac teristiques suivantes : un point d'écoulement inférieur à -600C, un point d'éclair supérieur à 820C et un indice d'acide inférieur à 0,1 mg KOH/g. The mineral base which is advantageously usable in the hydraulic fluid of the invention is preferably a naphthenic base having the following characteristics: a pour point below -600C, a flash point above 820C and an index of acid less than 0.1 mg KOH / g.
L'incorporation d'un ester complexe dans le fluide hydraulique de l'invention confère de meilleurs propriétés lubrifiantes, comme on peut s'en rendre compte à l'examen visuel des pièces mécaniques de l'essai dynamique et ceci, sans nuire aux autres caractéristiques. The incorporation of a complex ester into the hydraulic fluid of the invention gives better lubricating properties, as can be seen by visual inspection of the mechanical parts of the dynamic test, without harming the others. characteristics.
Comme indiqué plus haut, par 1 express-ion "ester complexe", on entend ici un ester dont deux au moins des acide et alcool constitutifs sont polyfonctionnels, la molécule de lester étant de préférence formée par au moins trois constituants qui sont des acides et/ou des alcools. La présence d'un tel ester complexe, de néopolyol, permet d'obtenir un bon pouvoir lubrifiant et de bonzes propriétés anti-usure. As indicated above, by expression-ion "complex ester" is meant here an ester of which at least two constituent acids and alcohol are polyfunctional, the lester molecule being preferably formed by at least three constituents which are acids and / or alcohols. The presence of such a complex ester, neopolyol, provides good lubricity and good anti-wear properties.
Une étude. approfnndie en laboratoire, effectuée selon -la-norme ASTM D 2783, qui précise les conditions de détermination des propriétés extrême-pression des lubrifiants selon la méthode dite "4 billes", a permis de montrer qu'un ester complexe à structure néo présentait des caractéristi- ques extrême-pression nettement améliorées par rapport à un ester simple à structure néo, nayant pas plus d'un constituant polyfonctionnel. Par ailleurs, le choix de ta structure néo résulte de la stabilité thermique plus élevée des esters ayant cette structure. A study. The laboratory study, carried out according to the ASTM D 2783 standard, which specifies the conditions for determining the extreme-pressure properties of lubricants according to the "4-bead" method, made it possible to show that a complex ester with a neo structure exhibited far-improved pressure characteristics compared to a simple ester with a neo structure, having not more than one polyfunctional component. In addition, the choice of the neo structure results from the higher thermal stability of the esters having this structure.
Les esters complexes qui peuvent être utilisés dans l'invention sont donc des esters à structure néo dérivant notamment dlcools tels que le triméthylolpropane, le néopentylglycol, la monopentaérythrite et de diacides en C4 à
C12 tels que par exemple l'acide adipique, l'acide azélaique, l'acide pimelique etc. (ou leurs-melanges) et de monoacides, saturés ou insaturés, linéaires ou ramifiés en C4 à C22.The complex esters which can be used in the invention are therefore esters with a neo-derivative structure, in particular diols such as trimethylolpropane, neopentylglycol, monopentaerythritol and diacids with C4 to
C12 such as, for example, adipic acid, azelaic acid, pimelic acid and the like. (or their mixtures) and monoacids, saturated or unsaturated, linear or branched C4 to C22.
Le tableau ci-après reproduit les résultats obtenus lors de différents essais de laboratoire permettant de comparer le comportement des esters simples, des esters complexes et des huiles minérales. On rappelle qu'un ester simple, par opposition à un ester complexe, na pas plus d'un constituant polyfonctionnel.
The table below reproduces the results obtained in various laboratory tests allowing the comparison of the behavior of simple esters, complex esters and mineral oils. It is recalled that a simple ester, as opposed to a complex ester, has not more than one polyfunctional component.
<tb> <SEP> Famille <SEP> Charge <SEP> de <SEP> charge <SEP> de <SEP> charge <SEP> mol <SEP>
<tb> <SEP> grippage <SEP> G <SEP> soudure <SEP> S <SEP> de <SEP> Hertz <SEP> <SEP> i <SEP>
<tb> <SEP> (kg) <SEP> (kg) <SEP> (kg)
<tb> Esters <SEP> "simples" <SEP> 50# <SEP> G <SEP> #55 <SEP> <SEP> 115# <SEP> S <SEP> #125 <SEP> <SEP> 18# <SEP> H <SEP> #22
<tb> Esters <SEP> "complexes" <SEP> 63# <SEP> G <SEP> #80 <SEP> <SEP> 170# <SEP> S <SEP> #190 <SEP> <SEP> 26# <SEP> H <SEP> #34
<tb> Huile <SEP> minérale <SEP> 56 <SEP> 140# <SEP> S <SEP> <SEP> #150 <SEP> <SEP> 22,24
<tb> <tb><SEP> Family <SEP> Load <SEP> of <SEP> load <SEP> of <SEP> load <SEP> mol <SEP>
<tb><SEP> seizure <SEP> G <SEP> weld <SEP> S <SEP> of <SEP> Hertz <SEP><SEP> i <SEP>
<tb><SEP> (kg) <SEP> (kg) <SEP> (kg)
<tb> Single <SEP>Esters><SEP> 50 # <SEP> G <SEP># 55 <SEP><SEP> 115 # <SEP> S <SEP># 125 <SEP><SEP> 18 # <SEP> H <SEP># 22
<tb> Esters <SEP>"complex"<SEP> 63 # <SEP> G <SEP># 80 <SEP><SEP> 170 # <SEP> S <SEP># 190 <SEP><SEP> 26 # <SEP> H <SEP># 34
<tb> Oil <SEP> mineral <SEP> 56 <SEP> 140 # <SEP> S <SEP><SEP># 150 <SEP><SEP> 22,24
<Tb>
Les caractéristiques physico-chimiques de deux esters complexes à structure néo sont données dans le tableau ci-ap
Viscosités cinématiques Ester A Ester B en cSt
à 100 C 21 21
40 C 166 153
- 18 C 20 000 11 000
Point d'écoulement, C - 42 - 27
Point d'éclair, COC, C 250 270
Point de feu, COOC, C 270
Densité à 200C 1,025 0,951
Indice de réfraction à 200C 1,4622 1,4680
Indice d'acide mg KOH/g 0,30 0,20 Pourcentage d'eau < 500 ppm < 500 ppm
L'ester A est un ester complexe de triméthylolpropane et d'acides gras à channe courte ; l'ester B est un ester complexe de triméthylolpropane et d'un mélange d'acides gras de longueur de channe comprise entre C7 et C36
Pour présenter la meilleure compatibilité possible avec les élastomères., la longueur moyenne de chaine de acide de l'ester complexe doit de préférence être égale ou supérieure à 12.The physico-chemical characteristics of two complex esters with a neo structure are given in the table below.
Cinematic Viscos Ester A Ester B in cSt
at 100 C 21 21
40 C 166 153
- 18 C 20,000 11,000
Pour point, C - 42 - 27
Flash point, COC, C 250 270
Point of fire, COOC, C 270
Density at 200C 1.025 0.951
Refractive index at 200C 1.4622 1.4680
Acid value mg KOH / g 0.30 0.20 Percentage of water <500 ppm <500 ppm
Ester A is a complex ester of trimethylolpropane and short-chain fatty acids; ester B is a complex ester of trimethylolpropane and a mixture of fatty acids with a ring length of between C7 and C36
In order to have the best possible compatibility with the elastomers, the average acid chain length of the complex ester should preferably be equal to or greater than 12.
De plus, l'ester complexe doit être miscible avec le polymère isoparaffinique, sa viscosité doit être élevée et son point de congélation doit être bas Enfin, cet ester complexe doit être stable à l'oxydation. In addition, the complex ester must be miscible with the isoparaffinic polymer, its viscosity must be high and its freezing point must be low. Finally, this complex ester must be stable to oxidation.
L'additif améliorant les propriétés viscosimétri oueds est notamment un polymère du type polyméthacrylate, un tel polymère possédant une bonite stabilite au cisaillement. The additive improving the viscosimetric properties of oueds is in particular a polymer of the polymethacrylate type, such a polymer having a stability stability in shear.
L'additif d'onctuosit est notamment un triarylphosphate tandis que l'anti-oxydant est un dérivé amine ou phénol, notamment un alkylphénol tel que le ditertiobutyl- paracdrésol. The onctuosit additive is in particular a triarylphosphate while the antioxidant is an amine or phenol derivative, especially an alkylphenol such as ditertiobutylparacresol.
Bien entendu, le fluide hydraulique de l'invention peut contenir éventuellement d'autres aiditifs églaement bien connus de l'homme de l'art, tel que des inhibiteurs de corrosion, des agents anti-mousse,
On donne ci-aprds, d > titre non limitatif différents exemples de mise en oeuvre du fluide hydraulique de l'invention. Of course, the hydraulic fluid of the invention may optionally contain other aid agents eglaement well known to those skilled in the art, such as corrosion inhibitors, defoamers,
The following is given by way of non-limiting example various embodiments of the hydraulic fluid of the invention.
Exemple 1
On prépare le fluide hydraulique présentant la composition suivante
- base naphténique N 1 de caractéristiques suivantes
- viscosité en cSt: à 1000 C - l,3;à - 54 -C = l 020
- point d'éclair (Pensky Martens) : 1020 C
- densité à 200 C : 0,863
- polymère isoparaffiniqaue (dimère de décéne-1 ayant été soumis à l'hydrogénation)
ester complexe de néopolyol (celui connu sous la dénomination commerciale "Nycobase LTN 20 S"
- additif améliorant les propriétés visosimétriques (polyméthacrylate)
- additif d'onctuosité (tricrésylphosphate)
- anti-oxydant (ditertiobutyl-paracrésol)
Ce fluide hydraulique se présente sous la forme d'un liauide limpide de couleur jaune pale ; son indice de de réfraction à 200 C est de 1,455 ; la quantité d'eau qu'il contient est inférieure à 100 ppm.Example 1
The hydraulic fluid having the following composition is prepared
naphthenic base N 1 with the following characteristics
viscosity in cSt: at 1000 ° C. -1.3 ° C. at 54 ° C.
- flash point (Pensky Martens): 1020 C
- density at 200 C: 0.863
isoparaffinic polymer (diene-1 dimer having been subjected to hydrogenation)
neopolyol complex ester (the one known under the trade name "Nycobase LTN 20 S"
- additive improving the visosimetric properties (polymethacrylate)
- lubricity additive (tricresylphosphate)
- antioxidant (ditertiobutyl-paracresol)
This hydraulic fluid is in the form of a limpid liauide pale yellow color; its refractive index at 200 ° C is 1.455; the amount of water it contains is less than 100 ppm.
Le tableau ci-après donne un certain nombre de caractéristique physico-chimiques de ce fluide, par rapport à celles d'un fluide hydraulique du commerce, dénommé fluide M, répondant également à la norme NF R 12-640.
The following table gives a number of physicochemical characteristics of this fluid, compared to those of a commercial hydraulic fluid, called fluid M, also meeting the standard NF R 12-640.
<SEP> Fluide
<tb> <SEP> Méthode <SEP> Unité <SEP> de <SEP> Fluide <SEP> M <SEP> Norme
<tb> Caractéristique <SEP> d'essai <SEP> l'exemple
<tb> <SEP> 1
<tb> Masse <SEP> volumique <SEP> NF <SEP> T <SEP> 60-101 <SEP> g/cm <SEP> 0,8342 <SEP> 0,8538 <SEP> à <SEP> noter
<tb> Température <SEP> NF <SEP> M <SEP> 07-002 <SEP> C <SEP> 297 <SEP> 270 <SEP> > <SEP> 240
<tb> d'ébullition <SEP> 142 <SEP> 115 <SEP> > <SEP> 90
<tb> Point <SEP> d'éclair <SEP> NF <SEP> T <SEP> 60-103 <SEP> C <SEP> 0,06 <SEP> 0,12 <SEP> < 0,10
<tb> Indioe <SEP> de <SEP> neutralisation <SEP> NF <SEP> T <SEP> 60-112 <SEP> mg <SEP> KOH/g
<tb> Viscosité <SEP> cinématique <SEP> NF <SEP> T <SEP> 60-100 <SEP> cSt
<tb> à <SEP> - <SEP> 40 c <SEP> 980 <SEP> 2 <SEP> 000 <SEP> < 2 <SEP> 000
<tb> + <SEP> 50 C <SEP> 12,4 <SEP> 15,5 <SEP> > 8
<tb> + <SEP> 100 C <SEP> 5,5 <SEP> 6,3 <SEP> à <SEP> noter
<tb>
L'examen de ce tableau montre clairement que les :performances du fluide hydraulique de l'invention sont nettement supérieures à celles du fluide connu.<SEP> Fluid
<tb><SEP> Method <SEP> Unit <SEP> of <SEP> Fluid <SEP> M <SEP> Standard
<tb> Characteristic <SEP> of test <SEP> example
<tb><SEP> 1
<tb> Mass <SEP> volume <SEP> NF <SEP> T <SEP> 60-101 <SEP> g / cm <SEP> 0.8342 <SEP> 0.8538 <SEP> to <SEP> note
<tb> Temperature <SEP> NF <SEP> M <SEP> 07-002 <SEP> C <SEP> 297 <SEP> 270 <SEP>>SEP> 240
<tb> boiling <SEP> 142 <SEP> 115 <SEP>><SEP> 90
<tb> Flash Point <SEP><SEP> NF <SEP> T <SEP> 60-103 <SEP> C <SEP> 0.06 <SEP> 0.12 <SEP><0.10
<tb> Indioe <SEP> of <SEP> Neutralization <SEP> NF <SEP> T <SEP> 60-112 <SEP> mg <SEP> KOH / g
<tb> Viscosity <SEP> kinematic <SEP> NF <SEP> T <SEP> 60-100 <SEP> cSt
<tb> to <SEP> - <SEP> 40 c <SEP> 980 <SEP> 2 <SEP> 000 <SEP><2<SEP> 000
<tb> + <SEP> 50 C <SEP> 12.4 <SEP> 15.5 <SEP>> 8
<tb> + <SEP> 100 C <SEP> 5.5 <SEP> 6.3 <SEP> to <SEP> note
<Tb>
Examination of this table clearly shows that the performances of the hydraulic fluid of the invention are clearly superior to those of the known fluid.
Ce fluide connu est à base de pentamère de propylène hydrogéné. This known fluid is based on hydrogenated propylene pentamer.
Parmi les essais définis par la norme précitée, la demanderesse en a choisi un qui concerne une propriété essentielle du fluide, à savoir sa compatibilité avec certains élastomères tels que définis par la norme AFNOR. Among the tests defined by the aforementioned standard, the Applicant has chosen one which concerns an essential property of the fluid, namely its compatibility with certain elastomers as defined by the AFNOR standard.
Les élastomères soumis aux essais sont respectivement un caoutchouc polychloroprène (CR) et un caoutchouc nitrile (NBR) qui est un copolymère butadiène-acrylonitrile. The elastomers subjected to the tests are respectively a polychloroprene rubber (CR) and a nitrile rubber (NBR) which is a butadiene-acrylonitrile copolymer.
Les résultats de cet essai sont donnés dans le tableau suivant pour le fluide de lsexemple 1 et pour le fluide connu
M, par comparaison avec les intervalles de valeurs définis par la norme précitée.
The results of this test are given in the following table for the fluid of Example 1 and for the known fluid
M, by comparison with the ranges of values defined by the aforementioned standard.
<tb><Tb>
<SEP> CR <SEP> AFNOR <SEP> NBR <SEP> AFNOR
<tb> <SEP> Durée <SEP> de <SEP> l'essai <SEP> fluide <SEP> fluide
<tb> <SEP> M <SEP> de <SEP> l'e- <SEP> norme <SEP> M <SEP> de <SEP> l'e- <SEP> norme
<tb> xemple <SEP> xemple
<tb> <SEP> 1 <SEP> 1
<tb> # <SEP> Dureté <SEP> <SEP> - <SEP> 7 <SEP> - <SEP> 8 <SEP> 0 <SEP> à <SEP> 7 <SEP> + <SEP> 6 <SEP> + <SEP> 5 <SEP> 0 <SEP> à <SEP> + <SEP> 3
<tb> <SEP> max <SEP> max
<tb> # <SEP> Résistance <SEP> <SEP> à
<tb> la <SEP> rupture <SEP> % <SEP> - <SEP> 22 <SEP> - <SEP> 24 <SEP> - <SEP> 40 <SEP> - <SEP> 12 <SEP> - <SEP> 8,5 <SEP> - <SEP> 10
<tb> <SEP> max <SEP> max
<tb> # <SEP> Résisitancde <SEP> <SEP> à
<tb> l'alongement <SEP> % <SEP> - <SEP> 30 <SEP> - <SEP> 30 <SEP> - <SEP> 40 <SEP> - <SEP> 27 <SEP> - <SEP> 25,3 <SEP> - <SEP> 30
<tb> <SEP> max <SEP> max
<tb> <SEP> #Poids <SEP> <SEP> % <SEP> 0 <SEP> + <SEP> 0,4 <SEP> 0 <SEP> à <SEP> 5 <SEP> - <SEP> 2,8 <SEP> - <SEP> 2,9 <SEP> 0 <SEP> à <SEP> 2
<tb> #volume <SEP> <SEP> % <SEP> + <SEP> 4,6 <SEP> + <SEP> 5,8 <SEP> 0 <SEP> à <SEP> 10 <SEP> - <SEP> 1 <SEP> - <SEP> 1,6 <SEP> 0 <SEP> à <SEP> 3
<tb>
Des essais identiques effectués sur des élastomères couramment utilisés par les constructeurs de l'industrie automobile ont donné des résultats similaires aux résultats du tableau ci-dessus, pour le fluide de l'exemple 1 et pour le fluide M, respectivement.<SEP> CR <SEP> AFNOR <SEP> NBR <SEP> AFNOR
<tb><SEP> Time <SEP> of <SEP> the test <SEP> fluid <SEP> fluid
<tb><SEP> M <SEP> of <SEP> The e- <SEP> Standard <SEP> M <SEP> of <SEP> The e- <SEP> Standard
<tb> xample <SEP> xample
<tb><SEP> 1 <SEP> 1
<tb>#<SEP> Hardness <SEP><SEP> - <SEP> 7 <SEP> - <SEP> 8 <SEP> 0 <SEP> to <SEP> 7 <SEP> + <SEP> 6 <SEP> + <SEP> 5 <SEP> 0 <SEP> to <SEP> + <SEP> 3
<tb><SEP> max <SEP> max
<tb>#<SEP> Resistance <SEP><SEP> to
<tb> the <SEP> rupture <SEP>% <SEP> - <SEP> 22 <SEP> - <SEP> 24 <SEP> - <SEP> 40 <SEP> - <SEP> 12 <SEP> - <SEP > 8.5 <SEP> - <SEP> 10
<tb><SEP> max <SEP> max
<tb>#<SEP> Resistance <SEP><SEP> to
<tb> the stretch <SEP>% <SEP> - <SEP> 30 <SEP> - <SEP> 30 <SEP> - <SEP> 40 <SEP> - <SEP> 27 <SEP> - <SEP> 25 , 3 <SEP> - <SEP> 30
<tb><SEP> max <SEP> max
<tb><SEP>#Weights<SEP><SEP>%<SEP> 0 <SEP> + <SEP> 0.4 <SEP> 0 <SEP> to <SEP> 5 <SEP> - <SEP> 2, 8 <SEP> - <SEP> 2.9 <SEP> 0 <SEP> to <SEP> 2
<tb>#volume<SEP><SEP>%<SEP> + <SEP> 4.6 <SEP> + <SEP> 5.8 <SEP> 0 <SEP> to <SEP> 10 <SEP> - <SEP > 1 <SEP> - <SEP> 1.6 <SEP> 0 <SEP> to <SEP> 3
<Tb>
Identical tests performed on elastomers commonly used by manufacturers in the automotive industry gave results similar to the results in the table above, for the fluid of Example 1 and for the fluid M, respectively.
Outre les essais ci-dessus, on a effectué un essai au banc afin d'évaluer les propriétés du fluide en service et sa résistance à l'oxydation. In addition to the above tests, a bench test was conducted to evaluate the properties of the fluid in service and its resistance to oxidation.
Cet essai consiste en un essai dynamique au banc, selon lequel on fait circuler un volume de 4 litrc-s du fluide à travers un orifice placé sur le circuit de refoulement d'une pompe à piston, sous une pression da 150 bars et à une tempe rature de 100 C. Après un nombre déterminé de cycles, on effectue des prélèvements d'échamtillons que l'on soumet à des analyses. This test consists of a dynamic bench test, in which a volume of 4 liters of fluid is circulated through an orifice placed on the discharge circuit of a piston pump, at a pressure of 150 bars and at a pressure of temperature of 100 C. After a determined number of cycles, specimens are taken and subjected to analyzes.
L'évolution du fluide est suivie en déterminant, par analyse de chacun des prélèvements, trois caractéristiques physico-chmiques précises, à savoir la viscosité è 1000C, la viscosité à -400C et l'indîce d'acide ; l1essai peut autre complété par un examen de spectroscopie infrarouge. The evolution of the fluid is monitored by determining, by analysis of each of the samples, three precise physico-chemical characteristics, namely the viscosity at 1000C, the viscosity at -400C and the acid species; The test may be supplemented by an infrared spectroscopy examination.
Les résultats obtanus sont dannés ci-après :
The obtan results are as follows:
N <SEP> cycle <SEP> viscosité <SEP> à <SEP> 100 C <SEP> viscosité <SEP> à <SEP> - <SEP> 40 C <SEP> Indice <SEP> d'acide
<tb> <SEP> fluide <SEP> M <SEP> fluide <SEP> de <SEP> fluide <SEP> M <SEP> fluide <SEP> de <SEP> fluide <SEP> M <SEP> fluide <SEP> de
<tb> <SEP> l'exemple <SEP> 1 <SEP> l'exemple <SEP> 1 <SEP> l'exemple <SEP> 1
<tb> 0 <SEP> 6,2 <SEP> 5,5 <SEP> 2 <SEP> 150 <SEP> 950 <SEP> 0,12 <SEP> 0,06
<tb> 1 <SEP> 500 <SEP> 6,1 <SEP> 5,3 <SEP> 2 <SEP> 350 <SEP> 1 <SEP> 000 <SEP> 0,16 <SEP> 0,08
<tb> 3 <SEP> 000 <SEP> 6,1 <SEP> 5,0 <SEP> 2 <SEP> 450 <SEP> 1 <SEP> 000 <SEP> 0,19 <SEP> 0,12
<tb> 6 <SEP> 000 <SEP> 6,2 <SEP> 4,9 <SEP> 2 <SEP> 720 <SEP> 1 <SEP> 020 <SEP> 0,26 <SEP> 0,24
<tb> 12 <SEP> 000 <SEP> 6,4 <SEP> 4,9 <SEP> 4 <SEP> 100 <SEP> 1 <SEP> 150 <SEP> 0,50 <SEP> 0,29
<tb>
Il ressort de ce tableau
- que le fluide de ltexemple 1 a constamment un indice d'acide moins élevé que le fluide connu M, pendant toute la durée de l'essai
- que la viscosité plus faible du fluide de l'exemple 1 à -400C reste stable alors que celle du fluide connu N se dégrade nettement.N <SEP> cycle <SEP> Viscosity <SEP> to <SEP> 100 C <SEP> Viscosity <SEP> to <SEP> - <SEP> 40 C <SEP> Acid Index <SEP>
<tb><SEP> fluid <SEP> M <SEP> fluid <SEP> from <SEP> fluid <SEP> M <SEP> fluid <SEP> from <SEP> fluid <SEP> M <SEP> fluid <SEP> of
<tb><SEP> Example <SEP> 1 <SEP> Example <SEP> 1 <SEP> Example <SEP> 1
<tb> 0 <SEP> 6.2 <SEP> 5.5 <SEP> 2 <SEP> 150 <SEP> 950 <SEP> 0.12 <SEP> 0.06
<tb> 1 <SEP> 500 <SEP> 6.1 <SEP> 5.3 <SEP> 2 <SEP> 350 <SEP> 1 <SEP> 000 <SEP> 0.16 <SEP> 0.08
<tb> 3 <SEP> 000 <SEP> 6.1 <SEP> 5.0 <SEP> 2 <SEP> 450 <SEP> 1 <SEP> 000 <SEP> 0.19 <SEP> 0.12
<tb> 6 <SEP> 000 <SEP> 6.2 <SEP> 4.9 <SEP> 2 <SEP> 720 <SEP> 1 <SEP> 020 <SEP> 0.26 <SEP> 0.24
<tb> 12 <SEP> 000 <SEP> 6.4 <SEP> 4.9 <SEP> 4 <SEP> 100 <SEP> 1 <SEP> 150 <SEP> 0.50 <SEP> 0.29
<Tb>
It appears from this table
that the fluid of example 1 constantly has a lower acid number than the known fluid M, throughout the duration of the test
that the lower viscosity of the fluid of Example 1 at -400C remains stable whereas that of the known fluid N degrades significantly.
La spectroscopie infrarouge confIrme les résultats obtenus sur les caractéristiques physico-chimiques et montre sans ambiguité que le fluide de l'exemple X est moins sensible à l'oxydation que le fluide connu M lors de l'essai dynamique précité. Infrared spectroscopy confirms the results obtained on the physico-chemical characteristics and shows unambiguously that the fluid of Example X is less sensitive to oxidation than the known fluid M during the aforementioned dynamic test.
On donne enfin ci-après Pua propriete' physico-chimiQues du dimère de décène-1, après son hydrogénation pour transformation en polymère isoparaffinique en C20 ainsi que celles d'un autre polymère isoparaffinique, également utilisable dans le fluide hydraulique de l'invention, qui est obtenu à partir du trimère du décène-1.
Finally, the physicochemical property of the decene-1 dimer, after its hydrogenation for conversion into an isoparaffinic polymer in C20, as well as those of another isoparaffinic polymer, also usable in the hydraulic fluid of the invention, is given below. which is obtained from the trimer of decene-1.
<SEP> Indice <SEP> Point <SEP> Point <SEP> Point <SEP> de <SEP> Densité <SEP> à
<tb> Produit <SEP> Viscosités <SEP> en <SEP> cSt <SEP> de <SEP> d'écoulement <SEP> d'éclair <SEP> feu <SEP> 15,6 C
<tb> <SEP> 100 C <SEP> 40 C <SEP> -18 C <SEP> -40 C <SEP> viscosité <SEP> C <SEP> C <SEP> C
<tb> dimère <SEP> de <SEP> décène <SEP> 1,7 <SEP> 5,2 <SEP> 52,5 <SEP> 262 <SEP> - <SEP> - <SEP> 73 <SEP> 160 <SEP> 182 <SEP> 0,796
<tb> trimère <SEP> de <SEP> décène <SEP> 3,9 <SEP> 17,3 <SEP> 340 <SEP> 2 <SEP> 537 <SEP> 130 <SEP> - <SEP> 73 <SEP> 229 <SEP> 257 <SEP> 0,819
<tb> <SEP> Index <SEP> Point <SEP> Point <SEP> Point <SEP> of <SEP> Density <SEP> at
<tb> Product <SEP> Viscosities <SEP> in <SEP> cSt <SEP> of <SEP><SEP> flash flow <SEP> fire <SEP> 15.6 C
<tb><SEP> 100 C <SEP> 40 C <SEP> -18 C <SEP> -40 C <SEP> Viscosity <SEP> C <SEP> C <SEP> C
<tb> dimer <SEP> of <SEP> decene <SEP> 1.7 <SEP> 5.2 <SEP> 52.5 <SEP> 262 <SEP> - <SEP> - <SEP> 73 <SEP> 160 <SEP> 182 <SEP> 0.796
<tb> trimer <SEP> of <SEP> decene <SEP> 3.9 <SEP> 17.3 <SEP> 340 <SEP> 2 <SEP> 537 <SEP> 130 <SEP> - <SEP> 73 <SEP > 229 <SEP> 257 <SEP> 0.819
<Tb>
Exemples 2 à 6
Le tableau ci-après donne la composition de cinq autres fluides hydrauliques confortes à la présente invention ; la première rangée de pourcentages de ce tableau donne le rapport pondéral base/fluide ; la deuxième rangée donne les rapports pondéraux polymère dscparaffiniqus (PIP)/base, n-alkycyclohexane (ACH)/base et base minéralie (BM)/base, la troisième rangée donne les rapports pondéraux PP/fluide,
ACH/fluide et BM/fluide tandis que la quatrième rangée donne les rapports pondéraux aster somplexe/fluide, la cinquième rangée les rapports pondéraux edditif daméflioration des proprlétés viscosimétriques (AV)/fluide, la cinquième rangée les rapports pondéraux additifs d'onctucsité ou auti-usure (AU)/fluide, la sixième rangée les additifs anti-oxydants (AO)/fluide, la septième rangée les rapports ponderaux autres additifs/fluide, ces autres additifs étant ici un agent antirouille et un colorant, et la huitième rangée les viscosités des fluides à quatre. températures différentes.Examples 2 to 6
The following table gives the composition of five other hydraulic fluids that are compatible with the present invention; the first row of percentages in this table gives the base / fluid weight ratio; the second row gives the scrapparaffin (PIP) / base, n-alkylcyclohexane (ACH) / base and mineral base (BM) / base weight ratios, the third row gives the PP / fluid weight ratios,
ACH / Fluid and BM / Fluid while the fourth row gives the Aster ratios complex / fluid, the fifth row the weight ratios edditive deterioration of the viscometric properties (AV) / Fluid, the fifth row the weight ratios additives of onctucsity or auti - wear (AU) / fluid, the sixth row the antioxidant additives (AO) / fluid, the seventh row the weight ratios other additives / fluid, these other additives being here an antirust agent and a dye, and the eighth row the Viscosities of fluids at four. different temperatures.
Les natures particulières des constituants de la base son les suivantes
- PIP N 1 : produit d'hydrogén ation du dimère du décène-1
- PIP N 2 : mélange de PlP N I (715) ) et du produit d'hydrogénation du trimère du décène-1 (29%)
- ACH : dodécylclohexane
- 3M N02 : base minérale naphténique de caractéristiques suivantes
- viscosité à 100 C = 1, 1, a 40 C n 2,5;à - 54'C = 213
- point d'éclair (Pensky Martens) : 94 C
- densité à 200C : 0,8512
- 3M N03 : mélange de la base minérale naphténique N01 et dxune autre base minérale naphténique de caractéristiques suivantes
- viscosité à 100 C = 1,1;à 40 C = 2,8;à - 54C = 95
- point d'éclair (Pensky Martens) : 1050C
- densité à 200C : 0,857.The particular natures of the constituents of the base are as follows
PIP N 1: product of hydrogenation of the dimer of decene-1
PIP N 2: mixture of NI PIP (715) and the product of hydrogenation of the decene-1 trimer (29%)
- ACH: dodecylclohexane
- 3M N02: naphthenic mineral base of following characteristics
- viscosity at 100 C = 1, 1, at 40 C n 2.5 at -54 ° C = 213
- flash point (Pensky Martens): 94 C
- density at 200C: 0.8512
- 3M N03: mixture of naphthenic mineral base N01 and other naphthenic mineral base of following characteristics
viscosity at 100 C = 1.1 at 40 C = 2.8 at -54 C = 95
- flash point (Pensky Martens): 1050C
- density at 200C: 0.857.
L'ester C est un mélange de 6% d'ester complexe B (voir exemple 1) et de 94% d'un diester. L'ester D est un mélange de 20% d'ester complexe B et de 80% d'un triester. Ester C is a mixture of 6% of complex ester B (see Example 1) and 94% of a diester. Ester D is a mixture of 20% of complex ester B and 80% of a triester.
Les additifs. améliorant les propriétés viscosimétriques, AV NO 1 et AV NO 2, sont des polyméthacrylates. Additives. improving the viscometric properties, AV NO 1 and AV NO 2, are polymethacrylates.
L'additif d'onctuosité (AU) NO 1 est le tricrésylphosphate ; l'additif d'onctuosité (AU) NO 2 est le triphénylphosphate. The lubricity additive (AU) NO 1 is tricresylphosphate; the lubricity additive (AU) NO 2 is triphenylphosphate.
Les additifs anti-oxydants (AO) N 1 et N 2 sont de type phénolique et sont constitués respectivement par le dibutylparacrésol et le méthylène-bis ditertiobutylparaphénol ; l'additif anti-oxydant N l est de type amine et est constitué par la p,p'-dioctyl-diphénylamine. The antioxidant additives (AO) N 1 and N 2 are of the phenolic type and consist respectively of dibutyl paracresol and methylenebisditertiobutylparapenol; the antioxidant additive N 1 is of the amine type and is constituted by p, p'-dioctyl-diphenylamine.
L'additif anti-rouille est le produit de dénomination commerciale "NASUL BSN minéral" et l'additif colorant le produit de dénomination commercial "RED OL".
The anti-rust additive is the commercial product "NASUL BSN mineral" and the additive coloring the product of trade name "RED OL".
<tb> <SEP> Ex.2 <SEP> Ex.3 <SEP> Ex.4 <SEP> Ex.5 <SEP> Ex.6
<tb> <SEP> Base/fluide <SEP> 70% <SEP> 73% <SEP> 77% <SEP> 80% <SEP> 88%
<tb> PIP/base <SEP> 30% <SEP> 70% <SEP> 70% <SEP> 60% <SEP> 100%
<tb> ACH/base <SEP> 40% <SEP> 15% <SEP> 0% <SEP> 30% <SEP> 0%
<tb> BM/base <SEP> 30% <SEP> 15% <SEP> 30% <SEP> 10% <SEP> 0%
<tb> <SEP> PIP <SEP> N 1 <SEP> 21% <SEP> 51,1% <SEP> 53,9% <SEP> 48 <SEP> % <SEP> 0
<tb> PIP <SEP> N 2 <SEP> 0% <SEP> 0 <SEP> 0 <SEP> 0 <SEP> 88 <SEP> %
<tb> ACH <SEP> 28% <SEP> 10,95% <SEP> 0 <SEP> 24 <SEP> % <SEP> 0
<tb> BM <SEP> N 2 <SEP> 21 <SEP> % <SEP> 10,95% <SEP> 0 <SEP> 0 <SEP> 0
<tb> BM <SEP> N 3 <SEP> 0 <SEP> 0 <SEP> 23,1% <SEP> 8 <SEP> % <SEP> 0
<tb> Ester <SEP> C <SEP> 10 <SEP> % <SEP> 0 <SEP> 0 <SEP> 0 <SEP> 0
<tb> Ester <SEP> D <SEP> 0 <SEP> 10 <SEP> % <SEP> 0 <SEP> 0 <SEP> 0
<tb> Ester <SEP> B <SEP> 0 <SEP> 0 <SEP> 6,5% <SEP> 5 <SEP> % <SEP> 0
<tb> AV <SEP> N 1 <SEP> (1) <SEP> 15 <SEP> % <SEP> 13 <SEP> % <SEP> 0 <SEP> 0 <SEP> 10,5 <SEP> %
<tb> AV <SEP> n <SEP> 2(2) <SEP> 0 <SEP> 0 <SEP> 13% <SEP> 13 <SEP> % <SEP> 0
<tb> <SEP> AU <SEP> n 1 <SEP> 4,5% <SEP> 3,5 <SEP> % <SEP> 2% <SEP> 0 <SEP> 0
<tb> n 2 <SEP> 0 <SEP> 0 <SEP> 0 <SEP> 1,5 <SEP> % <SEP> 0
<tb> AO <SEP> N <SEP> 1 <SEP> 0,5% <SEP> 0,5 <SEP> % <SEP> 0 <SEP> 0 <SEP> 0
<tb> AO <SEP> N <SEP> 2 <SEP> 0 <SEP> 0 <SEP> 0 <SEP> 0,5 <SEP> % <SEP> 0
<tb> AO <SEP> N <SEP> 3 <SEP> 0 <SEP> 0 <SEP> 1 <SEP> 1 <SEP> 0,5 <SEP> %
<tb> <SEP> Agent <SEP> anti- <SEP> 0 <SEP> 0 <SEP> 0,5% <SEP> 0 <SEP> 1 <SEP> %
<tb> rouille
<tb> Colorant <SEP> 0 <SEP> 0 <SEP> 2ppm <SEP> 1ppm <SEP> 0
<tb> Viscosité <SEP> à <SEP> 98,9 C <SEP> 6,3 <SEP> 5,35 <SEP> 5,7 <SEP> 5,6 <SEP> 4,9
<tb> <SEP> " <SEP> à <SEP> 50 C <SEP> 14,3 <SEP> 12,6 <SEP> 13,6 <SEP> 13,4 <SEP> 11,7
<tb> <SEP> " <SEP> à <SEP> 37,8 C <SEP> 18,7 <SEP> 16,5 <SEP> 18,3 <SEP> 18 <SEP> 15,5
<tb> <SEP> " <SEP> à <SEP> -40 C <SEP> 985 <SEP> 963 <SEP> 949 <SEP> 920 <SEP> 963
<tb> en <SEP> centistokes
<tb> <tb><SEP> Ex.2 <SEP> Ex.3 <SEP> Ex.4 <SEP> Ex.5 <SEP> Ex.6
<tb><SEP> Base / fluid <SEP> 70% <SEP> 73% <SEP> 77% <SEP> 80% <SEP> 88%
<tb> PIP / base <SEP> 30% <SEP> 70% <SEP> 70% <SEP> 60% <SEP> 100%
<tb> ACH / base <SEP> 40% <SEP> 15% <SEP> 0% <SEP> 30% <SEP> 0%
<tb> BM / base <SEP> 30% <SEP> 15% <SEP> 30% <SEP> 10% <SEP> 0%
<tb><SEP> PIP <SEP> N 1 <SEP> 21% <SEP> 51.1% <SEP> 53.9% <SEP> 48 <SEP>% <SEP> 0
<tb> PIP <SEP> N 2 <SEP> 0% <SEP> 0 <SEP> 0 <SEP> 0 <SEP> 88 <SEP>%
<tb> ACH <SEP> 28% <SEP> 10.95% <SEP> 0 <SEP> 24 <SEP>% <SEP> 0
<tb> BM <SEP> N 2 <SEP> 21 <SEP>% <SEP> 10.95% <SEP> 0 <SEP> 0 <SEP> 0
<tb> BM <SEP> N 3 <SEP> 0 <SEP> 0 <SEP> 23.1% <SEP> 8 <SEP>% <SEP> 0
<tb> Ester <SEP> C <SEP> 10 <SEP>% <SEP> 0 <SEP> 0 <SEP> 0 <SEP> 0
<tb> Ester <SEP> D <SEP> 0 <SEP> 10 <SEP>% <SEP> 0 <SEP> 0 <SEP> 0
<tb> Ester <SEP> B <SEP> 0 <SEP> 0 <SEP> 6.5% <SEP> 5 <SEP>% <SEP> 0
<tb> AV <SEP> N 1 <SEP> (1) <SEP> 15 <SEP>% <SEP> 13 <SEP>% <SEP> 0 <SEP> 0 <SEP> 10.5 <SEP>%
<tb> AV <SEP> n <SEP> 2 (2) <SEP> 0 <SEP> 0 <SEP> 13% <SEP> 13 <SEP>% <SEP> 0
<tb><SEP> AU <SEP> n 1 <SEP> 4.5% <SEP> 3.5 <SEP>% <SEP> 2% <SEP> 0 <SEP> 0
<tb> n 2 <SEP> 0 <SEP> 0 <SEP> 0 <SEP> 1.5 <SEP>% <SEP> 0
<tb> AO <SEP> N <SEP> 1 <SEP> 0.5% <SEP> 0.5 <SEP>% <SEP> 0 <SEP> 0 <SEP> 0
<tb> AO <SEP> N <SEP> 2 <SEP> 0 <SEP> 0 <SEP> 0 <SEP> 0.5 <SEP>% <SEP> 0
<tb> AO <SEP> N <SEP> 3 <SEP> 0 <SEP> 0 <SEP> 1 <SEP> 1 <SEP> 0.5 <SEP>%
<tb><SEP> Agent <SEP> anti- <SEP> 0 <SEP> 0 <SEP> 0.5% <SEP> 0 <SEP> 1 <SEP>%
<tb> rust
<tb> Color <SEP> 0 <SEP> 0 <SEP> 2ppm <SEP> 1ppm <SEP> 0
<tb> Viscosity <SEP> to <SEP> 98.9 C <SEP> 6.3 <SEP> 5.35 <SEP> 5.7 <SEP> 5.6 <SEP> 4.9
<tb><SEP>"<SEP> to <SEP> 50 C <SEP> 14.3 <SEP> 12.6 <SEP> 13.6 <SEP> 13.4 <SEP> 11.7
<tb><SEP>"<SEP> to <SEP> 37.8 C <SEP> 18.7 <SEP> 16.5 <SEP> 18.3 <SEP> 18 <SEP> 15.5
<tb><SEP>"<SEP> to <SEP> -40 C <SEP> 985 <SEP> 963 <SEP> 949 <SEP> 920 <SEP> 963
<tb> in <SEP> centistokes
<Tb>
Nota
(1) substance connue sous la dénomination commerciale "Viscoplex 7 70"
(2) substance connue sous la dénomination commerciale "Plexol HF 855"
Bien entendu, l'invention n'est nullement limitée aux modes de réalisation décrits qui n'ont été donnés qu'à titre d'exemple. En particulier, elle comprend tous les moyens constituant des équivalents techniques des moyens décrits, ainsi que leurs combinaisons, si celles-ci sont exécutées suivant son esprit et mises en oeuvre dans le cadre des revendications qui suivent. Note
(1) substance known under the trade name "Viscoplex 7 70"
(2) substance known under the trade name "Plexol HF 855"
Of course, the invention is not limited to the embodiments described which have been given by way of example. In particular, it comprises all the means constituting technical equivalents of the means described, and their combinations, if they are executed according to its spirit and implemented in the context of the following claims.
Claims (9)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR8104164A FR2501224A1 (en) | 1981-03-03 | 1981-03-03 | Hydraulic fluid with base oil contg. isoparaffin - obtd. by hydrogenating alpha olefin oligomer prepd. with Friedel-Crafts catalyst |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR8104164A FR2501224A1 (en) | 1981-03-03 | 1981-03-03 | Hydraulic fluid with base oil contg. isoparaffin - obtd. by hydrogenating alpha olefin oligomer prepd. with Friedel-Crafts catalyst |
Publications (2)
Publication Number | Publication Date |
---|---|
FR2501224A1 true FR2501224A1 (en) | 1982-09-10 |
FR2501224B1 FR2501224B1 (en) | 1985-04-26 |
Family
ID=9255793
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
FR8104164A Granted FR2501224A1 (en) | 1981-03-03 | 1981-03-03 | Hydraulic fluid with base oil contg. isoparaffin - obtd. by hydrogenating alpha olefin oligomer prepd. with Friedel-Crafts catalyst |
Country Status (1)
Country | Link |
---|---|
FR (1) | FR2501224A1 (en) |
Cited By (11)
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EP0459641A2 (en) * | 1990-05-31 | 1991-12-04 | Texaco Chemical Company | Synthetic lubricant base stocks |
EP0466307A1 (en) * | 1990-06-12 | 1992-01-15 | Texaco Chemical Company | Synthetic lubricant base stocks |
US5169550A (en) * | 1990-06-06 | 1992-12-08 | Texaco Chemical Company | Synthetic lubricant base stocks having an improved viscosity |
US5202040A (en) * | 1990-06-12 | 1993-04-13 | Texaco Chemical Company | Synthetic lubricant base stocks by co-reaction of olefins and anisole compounds |
WO1997004049A1 (en) * | 1995-07-17 | 1997-02-06 | Exxon Chemical Patents Inc. | Partial synthetic transmission fluids with improved low temperature properties |
WO1997009401A1 (en) * | 1995-09-01 | 1997-03-13 | Exxon Chemical Patents Inc. | Automatic transmission fluids of improved viscometric properties |
US5641732A (en) * | 1995-07-17 | 1997-06-24 | Exxon Chemical Patents Inc. | Automatic transmission fluids of improved viscometric properties |
US5646099A (en) * | 1995-07-17 | 1997-07-08 | Exxon Chemical Patents Inc. | Automatic transmission fluids of improved viscometric properties |
US5866519A (en) * | 1995-07-17 | 1999-02-02 | Exxon Chemical Patents Inc. | Automatic transmission fluids of improved viscometric properties |
WO2007107506A1 (en) * | 2006-03-22 | 2007-09-27 | Shell Internationale Research Maatschappij B.V. | Functional fluid compositions |
WO2018115589A1 (en) * | 2016-12-22 | 2018-06-28 | Neste Corporation | Hydraulic fluid composition |
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Cited By (19)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0459641A2 (en) * | 1990-05-31 | 1991-12-04 | Texaco Chemical Company | Synthetic lubricant base stocks |
EP0459641A3 (en) * | 1990-05-31 | 1991-12-11 | Texaco Chemical Company | Synthetic lubricant base stocks |
US5169550A (en) * | 1990-06-06 | 1992-12-08 | Texaco Chemical Company | Synthetic lubricant base stocks having an improved viscosity |
EP0466307A1 (en) * | 1990-06-12 | 1992-01-15 | Texaco Chemical Company | Synthetic lubricant base stocks |
US5202040A (en) * | 1990-06-12 | 1993-04-13 | Texaco Chemical Company | Synthetic lubricant base stocks by co-reaction of olefins and anisole compounds |
US5641733A (en) * | 1995-07-17 | 1997-06-24 | Exxon Chemical Patents Inc. | Automatic transmission fluids of improved viscometric properties |
US5641732A (en) * | 1995-07-17 | 1997-06-24 | Exxon Chemical Patents Inc. | Automatic transmission fluids of improved viscometric properties |
WO1997004049A1 (en) * | 1995-07-17 | 1997-02-06 | Exxon Chemical Patents Inc. | Partial synthetic transmission fluids with improved low temperature properties |
US5646099A (en) * | 1995-07-17 | 1997-07-08 | Exxon Chemical Patents Inc. | Automatic transmission fluids of improved viscometric properties |
US5866519A (en) * | 1995-07-17 | 1999-02-02 | Exxon Chemical Patents Inc. | Automatic transmission fluids of improved viscometric properties |
WO1997009401A1 (en) * | 1995-09-01 | 1997-03-13 | Exxon Chemical Patents Inc. | Automatic transmission fluids of improved viscometric properties |
AU717427B2 (en) * | 1995-09-01 | 2000-03-23 | Exxon Chemical Patents Inc. | Automatic transmission fluids of improved viscometric properties |
WO2007107506A1 (en) * | 2006-03-22 | 2007-09-27 | Shell Internationale Research Maatschappij B.V. | Functional fluid compositions |
WO2018115589A1 (en) * | 2016-12-22 | 2018-06-28 | Neste Corporation | Hydraulic fluid composition |
CN110199010A (en) * | 2016-12-22 | 2019-09-03 | 耐思特公司 | Composition of hydraulic fluid |
US20190345404A1 (en) * | 2016-12-22 | 2019-11-14 | Neste Corporation | Hydraulic fluid composition |
AU2017380280B2 (en) * | 2016-12-22 | 2020-08-20 | Neste Corporation | Hydraulic fluid composition |
US11053448B2 (en) | 2016-12-22 | 2021-07-06 | Neste Oyj | Hydraulic fluid composition |
CN110199010B (en) * | 2016-12-22 | 2022-08-09 | 耐思特公司 | Hydraulic fluid composition |
Also Published As
Publication number | Publication date |
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FR2501224B1 (en) | 1985-04-26 |
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