WO2015144816A1 - Lubricant composition made of sorbitan triesters - Google Patents

Lubricant composition made of sorbitan triesters Download PDF

Info

Publication number
WO2015144816A1
WO2015144816A1 PCT/EP2015/056536 EP2015056536W WO2015144816A1 WO 2015144816 A1 WO2015144816 A1 WO 2015144816A1 EP 2015056536 W EP2015056536 W EP 2015056536W WO 2015144816 A1 WO2015144816 A1 WO 2015144816A1
Authority
WO
WIPO (PCT)
Prior art keywords
lubricating composition
alkoxylated sorbitan
carbon atoms
oil
triester
Prior art date
Application number
PCT/EP2015/056536
Other languages
French (fr)
Inventor
Fanny BRIAND
Véronique VERROUL
Original Assignee
Total Marketing Services
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Total Marketing Services filed Critical Total Marketing Services
Publication of WO2015144816A1 publication Critical patent/WO2015144816A1/en

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M173/00Lubricating compositions containing more than 10% water
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M129/00Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing oxygen
    • C10M129/02Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing oxygen having a carbon chain of less than 30 atoms
    • C10M129/68Esters
    • C10M129/76Esters containing free hydroxy or carboxyl groups
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M161/00Lubricating compositions characterised by the additive being a mixture of a macromolecular compound and a non-macromolecular compound, each of these compounds being essential
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2201/00Inorganic compounds or elements as ingredients in lubricant compositions
    • C10M2201/06Metal compounds
    • C10M2201/062Oxides; Hydroxides; Carbonates or bicarbonates
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2203/00Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
    • C10M2203/10Petroleum or coal fractions, e.g. tars, solvents, bitumen
    • C10M2203/1006Petroleum or coal fractions, e.g. tars, solvents, bitumen used as base material
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2207/00Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/10Carboxylix acids; Neutral salts thereof
    • C10M2207/18Tall oil acids
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2207/00Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/28Esters
    • C10M2207/281Esters of (cyclo)aliphatic monocarboxylic acids
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2207/00Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/28Esters
    • C10M2207/287Partial esters
    • C10M2207/289Partial esters containing free hydroxy groups
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2207/00Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/40Fatty vegetable or animal oils
    • C10M2207/402Castor oils
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2209/00Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
    • C10M2209/10Macromolecular compoundss obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M2209/103Polyethers, i.e. containing di- or higher polyoxyalkylene groups
    • C10M2209/104Polyethers, i.e. containing di- or higher polyoxyalkylene groups of alkylene oxides containing two carbon atoms only
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2215/00Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2215/22Heterocyclic nitrogen compounds
    • C10M2215/223Five-membered rings containing nitrogen and carbon only
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10NINDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2030/00Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
    • C10N2030/18Anti-foaming property
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10NINDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2030/00Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
    • C10N2030/24Emulsion properties
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10NINDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2040/00Specified use or application for which the lubricating composition is intended
    • C10N2040/20Metal working
    • C10N2040/24Metal working without essential removal of material, e.g. forming, gorging, drawing, pressing, stamping, rolling or extruding; Punching metal
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10NINDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2040/00Specified use or application for which the lubricating composition is intended
    • C10N2040/20Metal working
    • C10N2040/244Metal working of specific metals
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10NINDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2050/00Form in which the lubricant is applied to the material being lubricated
    • C10N2050/01Emulsions, colloids, or micelles
    • C10N2050/011Oil-in-water

Definitions

  • the present invention is applicable to the field of lubricants, particularly lubricants for working metals, more particularly for drawing copper. More particularly, the present invention relates to an anhydrous lubricating composition comprising at least one base oil, at least one non-alkoxylated sorbitan triester and at least one alkoxylated sorbitan triester.
  • the present invention also relates to an emulsion comprising this anhydrous lubricating composition, as well as to its method of production.
  • the emulsion according to the invention has both good stability and good non-foaming properties, while maintaining good lubricating properties.
  • the present invention also relates to a lubrication process using this emulsion.
  • the present invention also relates to a copper drawing process using this emulsion.
  • the present invention also relates to the use of a non-alkoxylated sorbitan triester and an alkoxylated sorbitan triester in an emulsified lubricant composition for drawing copper.
  • the lubricants commonly used for metal working are generally obtained from an anhydrous composition comprising at least one lubricating base oil as well as various performance additives, such as, for example, extreme pressure additives or else different fatty substances from the oils.
  • base lubricant followed by the conversion of this anhydrous composition into an emulsion by the use of at least one emulsifier, this emulsion being very predominantly in the form of an oil-in-water emulsion.
  • emulsions may in particular be used for the work of copper, and more particularly for the drawing of copper.
  • Wire drawing is a process of cold transformation consisting in passing the metal through a calibrated orifice, called die, under the action of a continuous traction.
  • a lubricant for copper wire drawing must have an ideal compromise between detergency, lubricity and cooling capacity.
  • the thickness of the wire, the reduction made and the structure of the drawing machine (single or multi-wire) can in particular define the choice of lubricant.
  • the emulsions thus obtained must, in addition to the above properties, have good stability as well as good non-foaming properties.
  • Stability and non-foaming properties ensure optimum use in lubricant service and improved bath life with low maintenance.
  • the cooling and lubrication capacity is thus enhanced for better performance.
  • One of the known ways to reduce or even eliminate foaming is to add in the emulsion an anti-foaming agent, which is in particular in the form of a silicone compound or a wax.
  • an antifoam agent requires an additional step which usually consists in adding the anti-foaming agent either at the end of the preparation of the concentrate or in post-treatment in the emulsion.
  • the alkoxylated or non-alkoxylated sorbitan esters are known. Thus, the use of this type of emulsifier, alone or in combination, has already been described.
  • FR2547311 discloses a metal working oil comprising a combination of a sorbitan monooleate and an ethoxylated sorbitan monolaurate.
  • CN102839038 discloses a metal working oil comprising a combination of a sorbitan monooleate and an ethoxylated sorbitan monooleate.
  • WO9207053 discloses a metalworking fluid in the form of an W / O emulsion and comprising a sorbitan ester and an ethoxylated sorbitan ester.
  • the sorbitan ester is preferably a sorbitan monooleate and the ethoxylated sorbitan ester is an ethoxylated sorbitan trioleate.
  • these compositions may have problems of instability, and more particularly of instability over time.
  • US3715312 discloses an emulsifiable composition
  • a base oil a first ester may be a mono-, di- or tri-sorbitan ester and a second ester may be an ethoxylated mono-, di- or triester sorbitan ester.
  • the sorbitan ester is a sorbitan monooleate and the ethoxylated sorbitan ester is an ethoxylated sorbitan trioleate.
  • This composition is intended for the treatment of glass.
  • An object of the present invention is to provide a lubricant composition overcoming all or in part the aforementioned drawbacks.
  • Another object of the invention is to provide a lubricant composition whose formulation is easy to implement.
  • the invention thus relates to an anhydrous lubricating composition
  • an anhydrous lubricating composition comprising:
  • At least one alkoxylated sorbitan triester at least one alkoxylated sorbitan triester
  • mass ratio (non-alkoxylated sorbitan triester: alkoxylated sorbitan triester) ranges from 2: 1 to 1: 2.
  • the invention also relates to a lubricating composition in the form of an oil-in-water emulsion comprising the anhydrous lubricant composition above.
  • a lubricating composition in the form of an oil-in-water emulsion comprising the anhydrous lubricant composition above.
  • the Applicant has found that the presence of at least one non-alkoxylated sorbitan triester and at least one alkoxylated sorbitan triester
  • the lubricating composition can be simultaneously imparted with good stability as well as good non-foaming properties.
  • the present invention makes it possible to formulate emulsified lubricating compositions comprising an optimized content of emulsifiers and having both good stability and good non-foaming properties.
  • the emulsified lubricating compositions according to the invention have good non-foaming properties in the absence of anti-foaming agent.
  • the emulsified lubricant compositions according to the invention retain good lubricating, cooling and detergency properties.
  • the emulsified lubricant compositions according to the invention have an improved effectiveness in time, and more particularly in service.
  • the anhydrous lubricant composition consists essentially of:
  • At least one alkoxylated sorbitan triester at least one alkoxylated sorbitan triester.
  • the invention also relates to the use of a lubricant composition in the form of an oil-in-water emulsion as defined above for the lubrication of a wire, preferably a copper wire.
  • the above use is carried out in a copper drawing process.
  • the invention also relates to a method for lubricating a wire, preferably a copper wire, comprising at least one step of bringing said wire into contact with a lubricating composition in the form of an oil-in-water emulsion such as defined above.
  • a lubricating composition in the form of an oil-in-water emulsion such as defined above.
  • the above method is implemented in a copper wire drawing process.
  • the invention also relates to the use of a non-alkoxylated sorbitan triester and an alkoxylated sorbitan triester in an emulsified lubricant composition for copper drawing.
  • the anhydrous lubricant composition according to the invention comprises at least one non-alkoxylated sorbitan triester.
  • triester of non-alkoxylated sorbitan and as opposed to the definition of the alkoxylated sorbitan triester is meant any tri-sorbitan triester compound having no function alkylene oxide.
  • the non-alkoxylated sorbitan triester can be obtained by any type of process known to those skilled in the art.
  • the non-alkoxylated sorbitan triester may be of synthetic, animal or vegetable origin.
  • the non-alkoxylated sorbitan triester is of plant origin.
  • non-alkoxylated sorbitan triester of vegetable origin is meant in particular a non-alkoxylated sorbitan triester resulting from the reaction, and in particular esterification, between a fatty substance of vegetable origin and a sorbitan molecule.
  • the fatty substance of vegetable origin may comprise fatty acids of different hydrocarbon chain length, which may or may not comprise at least one unsaturation.
  • the fatty substance of plant origin may comprise at least one fatty acid comprising from 5 to 40 carbon atoms, preferably from 8 to 30 carbon atoms, more preferably from 10 to 30 carbon atoms. carbon, more preferably from 15 to 25 carbon atoms, preferably from 15 to 20 carbon atoms and which may or may not comprise at least one unsaturation.
  • the fatty substance of plant origin comprises a fatty acid chosen from caprylic acid, capric acid, lauric acid, myristic acid, palmitic acid, stearic acid, oleic acid, linoleic acid, linolenic acid, ricinoleic acid or mixtures thereof.
  • non-alkoxylated sorbitan triester may be chosen from the compounds of formula (I):
  • R1 represents a hydrogen atom or a group -C (O) R5,
  • R2 represents a hydrogen atom or a group -C (O) R5,
  • R3 represents a hydrogen atom or a group -C (O) R5,
  • R 4 represents a hydrogen atom or a group -C (O) R 5, with one of the groups R 1, R 2, R 3 or R 4 representing a hydrogen atom,
  • R5 represents a linear or branched, saturated or unsaturated alkyl group comprising from 5 to 40 carbon atoms, preferably from 8 to 30 carbon atoms.
  • R5 represents a linear or branched, preferably linear, unsaturated alkyl group comprising from 10 to 30 carbon atoms, preferably from 15 to 25 carbon atoms, advantageously from 15 to 20 carbon atoms. of carbon.
  • R 5 represents an alkylene group comprising from 10 to 30 carbon atoms, preferably from 15 to 25 carbon atoms, advantageously from 15 to 20 carbon atoms.
  • the sorbitan triester is a trioteate of sorbitan.
  • R5 represents a saturated alkyl group comprising from 10 to 30 carbon atoms, preferably from 15 to 25 carbon atoms, advantageously from 15 to 20 carbon atoms.
  • the sorbitan triester is a sorbitan tristearate.
  • non-alkoxylated sorbitan triester examples include Montane 85, Span 85, Radiasurf 7355 or Alkamuls STO.
  • the content by weight of non-alkoxylated sorbitan triester ranges from 4 to 10%, preferably from 4 to 8% relative to the total weight of the anhydrous lubricating composition.
  • the anhydrous lubricating composition according to the invention comprises at least one alkoxylated sorbitan triester.
  • the alkoxylated sorbitan triester may be of synthetic, animal or vegetable origin.
  • the alkoxylated sorbitan triester can be obtained by any type of process known to those skilled in the art.
  • the alkoxylated sorbitan triester is obtained by the reaction of alkylene oxide with one or more free -OH groups of a sorbitan triester.
  • alkoxylated sorbitan triester may in particular be chosen from alkoxylated sorbitan triesters having:
  • a saponification value (Saponification value in English) ranging from 70 to 100 mg KOH / g, preferably from 80 to 95 mg KOH / g;
  • an acid value (Acid value in English) of less than or equal to 5 mg KOH / g, preferably less than or equal to 2 mg KOH / g;
  • the alkoxylated sorbitan triester may be chosen from compounds of formula (II):
  • R6 represents a hydrogen atom or a -C (O) R10 group
  • R7 represents a hydrogen atom or a -C (O) R10 group
  • R8 represents a hydrogen atom or a -C (O) R10 group
  • R 9 represents a hydrogen atom or a group -C (O) R 10,
  • R10 represents a linear or branched, saturated or unsaturated alkyl group comprising from 5 to 40 carbon atoms, preferentially from 8 to 30 carbon atoms,
  • a, b, c and d independently represent an integer between 0 and 40 and whose sum (a + b + c + d) represents an integer between 4 and 40, preferably between 10 and 30, more preferably between 15 and 40; and 25, preferably from 15 to 20.
  • R10 represents a linear or branched, preferably linear, unsaturated alkyl group comprising from 10 to 30 carbon atoms, preferably from 15 to 25 carbon atoms, advantageously from 15 to 20 carbon atoms. of carbon.
  • R10 represents an alkylene group comprising from 10 to 30 carbon atoms, preferably from 15 to 25 carbon atoms, advantageously from 15 to 20 carbon atoms.
  • the sorbitan triester is a polyoxyethylenated sorbitan trioleate, preferably comprising 20 oxyethylene groups.
  • R10 represents a saturated alkyl group comprising from 10 to 30 carbon atoms, preferably from 15 to 25 carbon atoms, advantageously from 15 to 20 carbon atoms.
  • the sorbitan triester is a polyoxyethylenesorbitan tristearate, preferably comprising 20 oxyethylene groups.
  • alkoxylated sorbitan triester examples include Montanox 85, Tween 85 or Alkamuls T85.
  • the weight content of alkoxylated sorbitan triester ranges from 4 to 10%, preferably from 4 to 8% relative to the total weight of the anhydrous lubricating composition.
  • the mass ratio (non-alkoxylated sorbitan triester: alkoxylated sorbitan triester) in the anhydrous lubricant composition is from 2: 1 to 1: 2.
  • the lubricant compositions according to the invention may contain any type of mineral, synthetic or natural, animal or vegetable lubricating base oil adapted for their use.
  • the base oil (s) used in the lubricant compositions according to the present invention may be oils of mineral or synthetic origin of groups I to V according to the classes defined in the API classification (or their equivalents according to the ATIEL classification) as summarized. below, alone or mixed. Table I
  • the mineral base oils according to the invention include all types of bases obtained by atmospheric distillation and vacuum of crude oil, followed by refining operations such as solvent extraction, desalphating, solvent dewaxing, hydrotreatment, hydrocracking and hydroisomerization, hydrofinishing.
  • the base oils of the lubricant compositions according to the invention may also be synthetic oils, such as certain esters, or polyalphaolefins.
  • the polyalphaolefins used as base oils are, for example, obtained from monomers having from 4 to 32 carbon atoms (for example octene, decene), and a viscosity at 100 ° C. of between 1.5 and 15 cSt according to the standard. ASTM D445. Their weight average molecular weight is typically between 250 and 3000 according to ASTM D5296. Mixtures of synthetic and mineral oils can also be used.
  • the base oil is a Group I oil.
  • the base oils represent at least 40%, preferably at least 45% by weight relative to the total weight of the anhydrous lubricating composition. Typically, they represent between 45 and 55% by weight. relative to the total mass of the anhydrous lubricating composition according to the invention.
  • the anhydrous lubricating compositions according to the invention may also contain any type of additive suitable for use in metalworking lubricant formulations, for example one or more additives selected from surfactants other than sorbitan triesters. Alkoxylated and alkoxylated sorbitan triesters according to the invention, wetting agents, anti-corrosions or friction modifiers, present at the usual contents required for the application. In a preferred embodiment of the invention, the anhydrous lubricant composition does not include antifoaming agent.
  • the Applicant has found that the anhydrous lubricant composition according to the invention allows, after addition of water, to obtain an emulsion having good stability as well as good non-foaming properties, in the absence of antifouling agent.
  • the absence of antifoaming agent in the emulsion makes it possible to dispense with an additional post-treatment step and thus to simplify the use of such an emulsion.
  • the subject of the invention is also a lubricating composition in the form of an oil-in-water emulsion comprising an anhydrous lubricating composition.
  • the lubricating composition in the form of an oil-in-water emulsion according to the invention may be obtained by any emulsification process known to those skilled in the art.
  • the content by weight of the above anhydrous lubricant composition ranges from 1 to 20%, preferably from 4 to 10% relative to the total weight of the lubricant composition in the form of a oil-in-water emulsion.
  • the content by weight of water ranges from 80 to 99%, preferably from 90 to 96% relative to the total weight of the lubricant composition in the form of an oil emulsion. water.
  • the lubricating composition in the form of an oil-in-water emulsion according to the invention may furthermore comprise an additive chosen from the additives as defined above.
  • the invention may also comprise an additive chosen from bactericides, fungicides, present at the usual contents required for the application.
  • the lubricating composition in the form of an oil-in-water emulsion does not include antifoaming agent.
  • the invention also relates to the use of a lubricant composition in the form of an oil-in-water emulsion as defined above for the lubrication of a wire, preferably a copper wire.
  • the lubricating composition in the form of an oil-in-water emulsion as defined above is used in a copper wire drawing process. All the characteristics and preferences presented for the oil-in-water emulsion apply to the above use.
  • the invention also relates to a process for lubricating a wire, preferably a copper wire, comprising at least one step of contacting said wire with a lubricant composition in the form of an oil-in-water emulsion. as defined above.
  • the above method is implemented in a copper wire drawing process.
  • the invention also relates to the use of a non-alkoxylated sorbitan triester and an alkoxylated sorbitan triester in an emulsified lubricating composition for drawing copper.
  • the set of characteristics and preferences presented for the non-alkoxylated sorbitan triester and the alkoxylated sorbitan triester apply to the above use.
  • the various objects of the present invention and their implementations will be better understood on reading the examples which follow. These examples are given for information only, and are not limiting in nature.
  • Anhydrous lubricant compositions No. 1 to No. 7 were prepared from the following compounds:
  • sorbitan trioleate (Montane 85 from the company SEPPIC)
  • alkoxylated sorbitan triester polyoxyethylenated sorbitan trioleate (Montanox 85 from CECA),
  • sorbitan mono-oleate (Montane 80 from the company SEPPIC),
  • alkoxylated sorbitan monoester polyoxyethylenated sorbitan mono-oleate (Montanox 80 from CECA),
  • Base oil Group I base oil with a viscosity at 40 ° C measured according to ASTM D445 4.0 mm 2 / sec,
  • KOH solution 60% w / w aqueous KOH solution as neutralizing agent for the free acids of the composition
  • Nonionic emulsifier polygycol ether (50E) based on oleic / cetyl alcohol,
  • Friction modifier 2 octyl palmitate
  • Lubricating compositions Nos. 1 to 7 are described in Table II; the percentages given are percentages by mass. Table II
  • compositions No. 1 to No. 7 were then emulsified in a test tube, by mixing 5% of each of the compositions with 95% water and homogenized by inversion of the test specimen.
  • compositions No. 8 to No. 14 in the form of an O / W emulsion were obtained.
  • Lubricating compositions Nos. 8 to 14 are described in Table III; the percentages given are percentages by mass. Table III
  • Test 1 Evaluation of the non-foaming properties of lubricating compositions
  • Table IV shows the foaming of lubricant compositions No. 8 to No. 14.
  • compositions No. 8 and No. 9 show that the combination of at least one non-alkoxylated sorbitan triester and at least one alkoxylated sorbitan triester in a lubricating composition in the form of an O / W emulsion corresponding to the invention (compositions No. 8 and No. 9) makes it possible to obtain good non-foaming properties, even in the absence of anti-foaming agent, and thus to improve the performance and the lifetime of the emulsion.
  • the results show that the removal of the non-alkoxylated sorbitan triester in favor of the alkoxylated sorbitan triester (composition No. 11) results in the appearance of the foaming phenomenon.
  • Table V shows the stability of the lubricating compositions No. 8 to No. 14.
  • compositions No. 8 and No. 9 show that the combination of at least one non-alkoxylated sorbitan triester and at least one alkoxylated sorbitan triester in a lubricating composition in the form of an O / W emulsion (compositions No. 8 and No. 9) allows not only to stabilize the emulsion but also to maintain this stability over time.
  • composition No. 10 comprising only a non-alkoxylated sorbitan triester but no alkoxylated sorbitan triester does not exhibit good stability over time
  • composition No. 11 comprises only one sorbitan triester alkoxylated but no non-alkoxylated sorbitan triester.
  • compositions No. 8 and No. 9 also retain good lubricating, cooling and detergency properties, and more particularly in a copper drawing process.
  • Test 3 evaluation of the stability of lubricating compositions
  • anhydrous lubricating compositions No. 15 and No. 16 were prepared as described in Table VI below:
  • the compounds used in the preparation of anhydrous lubricating compositions Nos. 15 and 16 are identical to those used in anhydrous lubricating compositions Nos. 1 to 7.
  • compositions No. 15 and No. 16 were then emulsified in a test tube by mixing 5% of each of the compositions with 95% water and homogenized by inversion of the test specimen.
  • compositions No. 17 and No. 18 in the form of an O / W emulsion were obtained,
  • Lubricating compositions Nos. 17 and 18 are described in Table VII; the percentages given are percentages by mass.
  • Table VIII shows the stability of the lubricating compositions No. 17 and No. 18.
  • the mass ratio (non-alkoxylated sorbitan triester: alkoxylated sorbitan triester) is respectively 3: 1 and 1: 3;
  • the emulsified lubricant compositions No. 17 and No. 18 do not exhibit good stability over time.

Abstract

The present invention relates to an anhydrous lubricant composition including at least one base oil, at least one non-alkoxylated sorbitan triester and at least one alkoxylated sorbitan triester, as well as an emulsion of said anhydrous composition. The emulsion according to the invention has good stability properties and good anti-foaming properties, while maintaining good lubricating properties.

Description

Composition lubrifiante à base de triesters de sorbitan Domaine technique  Sorbitan triesters lubricating composition Technical field
La présente invention est applicable au domaine des lubrifiants, particulièrement des lubrifiants pour le travail des métaux, plus particulièrement pour le tréfilage du cuivre. Plus particulièrement, la présente invention concerne une composition lubrifiante anhydre comprenant au moins une huile de base, au moins un triester de sorbitan non alkoxylé et au moins un triester de sorbitan alkoxylé.  The present invention is applicable to the field of lubricants, particularly lubricants for working metals, more particularly for drawing copper. More particularly, the present invention relates to an anhydrous lubricating composition comprising at least one base oil, at least one non-alkoxylated sorbitan triester and at least one alkoxylated sorbitan triester.
La présente invention concerne également une émulsion comprenant cette composition lubrifiante anhydre, ainsi que son procédé d'obtention. L'émulsion selon l'invention présente à la fois une bonne stabilité et de bonnes propriétés non moussantes, tout en conservant de bonnes propriétés de lubrification. The present invention also relates to an emulsion comprising this anhydrous lubricating composition, as well as to its method of production. The emulsion according to the invention has both good stability and good non-foaming properties, while maintaining good lubricating properties.
La présente invention concerne également un procédé de lubrification mettant en œuvre cette émulsion. The present invention also relates to a lubrication process using this emulsion.
La présente invention concerne également un procédé de tréfilage du cuivre mettant en œuvre cette émulsion. The present invention also relates to a copper drawing process using this emulsion.
La présente invention concerne également l'utilisation d'un triester de sorbitan non alkoxylé et d'un triester de sorbitan alkoxylé dans une composition lubrifiante émulsionnée pour le tréfilage du cuivre.  The present invention also relates to the use of a non-alkoxylated sorbitan triester and an alkoxylated sorbitan triester in an emulsified lubricant composition for drawing copper.
Arrière plan technologique Technological background
Les lubrifiants couramment utilisés pour le travail des métaux sont généralement obtenus à partir d'une composition anhydre comprenant au moins une huile de base lubrifiante ainsi que différents additifs de performance, tels que par exemple des additifs extrême pression ou encore des corps gras différents des huiles de base lubrifiantes, suivi de la conversion de cette composition anhydre en une émulsion par l'utilisation d'au moins un émulsionnant, cette émulsion se présentant très majoritairement sous forme d'une émulsion huile dans eau.  The lubricants commonly used for metal working are generally obtained from an anhydrous composition comprising at least one lubricating base oil as well as various performance additives, such as, for example, extreme pressure additives or else different fatty substances from the oils. base lubricant, followed by the conversion of this anhydrous composition into an emulsion by the use of at least one emulsifier, this emulsion being very predominantly in the form of an oil-in-water emulsion.
Ces émulsions peuvent notamment être utilisées pour le travail du cuivre, et plus particulièrement pour le tréfilage du cuivre. These emulsions may in particular be used for the work of copper, and more particularly for the drawing of copper.
Le tréfilage du cuivre permet d'obtenir des fils de cuivre de section et de formes bien déterminées. Le tréfilage est un procédé de transformation à froid consistant à faire passer le métal à travers un orifice calibré, appelé filière, sous l'action d'une traction continue.  The drawing of the copper makes it possible to obtain copper wires of definite section and shapes. Wire drawing is a process of cold transformation consisting in passing the metal through a calibrated orifice, called die, under the action of a continuous traction.
Les pressions extrêmement élevées qui se développent dans l'opération de tréfilage nécessitent des lubrifiants particuliers qui doivent notamment: - Résister aux fortes élévations de température mises en œuvre, The extremely high pressures that develop in the drawing process require particular lubricants which must in particular: - Withstand the high temperature rises implemented,
- Réduire l'effort à exercer pour obtenir la déformation,  - Reduce the effort to exert to obtain the deformation,
- Assurer un régime de lubrification stable,  - Ensure a stable lubrication regime,
- Supporter les opérations successives de tréfilage.  - Support the successive operations of wire drawing.
Un lubrifiant destiné au tréfilage du cuivre doit présenter un compromis idéal entre détergence, pouvoir lubrifiant et capacité de refroidissement. L'épaisseur du fil, ta réduction effectuée ainsi que la structure de la tréfileuse (mono ou multi-fils) pourront notamment définir le choix du lubrifiant. A lubricant for copper wire drawing must have an ideal compromise between detergency, lubricity and cooling capacity. The thickness of the wire, the reduction made and the structure of the drawing machine (single or multi-wire) can in particular define the choice of lubricant.
Les émulsions ainsi obtenues doivent, en plus des propriétés ci-dessus, présenter une bonne stabilité ainsi que de bonnes propriétés non moussantes. The emulsions thus obtained must, in addition to the above properties, have good stability as well as good non-foaming properties.
La stabilité et les propriétés non moussantes assurent une utilisation optimale en service du lubrifiant et une durée de vie améliorée des bains avec peu de maintenance. La capacité de refroidissement et de lubrification est ainsi renforcée pour une meilleure performance. Stability and non-foaming properties ensure optimum use in lubricant service and improved bath life with low maintenance. The cooling and lubrication capacity is thus enhanced for better performance.
Un des moyens connus pour réduire voire de supprimer le moussage est d'ajouter dans l'émulsion un agent anti-mousse, qui se présente notamment sous la forme d'un composé siliconé ou d'une cire.  One of the known ways to reduce or even eliminate foaming is to add in the emulsion an anti-foaming agent, which is in particular in the form of a silicone compound or a wax.
Toutefois, la présence d'un tel agent anti-mousse nécessite une étape additionnelle qui consiste usuellement à ajouter l'agent anti-mousse soit en fin de préparation du concentré soit en post-traitement dans l'émulsion. However, the presence of such an antifoam agent requires an additional step which usually consists in adding the anti-foaming agent either at the end of the preparation of the concentrate or in post-treatment in the emulsion.
Parmi les émulsionnants pouvant être utilisés, les esters de sorbitan, alkoxylés ou non alkoxylés sont connus. Ainsi, l'utilisation de ce type d'émulsionnant, seul ou en combinaison, a déjà été décrite. Of the emulsifiers that can be used, the alkoxylated or non-alkoxylated sorbitan esters are known. Thus, the use of this type of emulsifier, alone or in combination, has already been described.
Le document FR2547311 décrit une huile pour le travail des métaux comprenant une combinaison d'un monooléate de sorbitan et d'un monolaurate de sorbitan éthoxylé.  FR2547311 discloses a metal working oil comprising a combination of a sorbitan monooleate and an ethoxylated sorbitan monolaurate.
Le document CN102839038 décrit une huile pour le travail des métaux comprenant une combinaison d'un monooléate de sorbitan et d'un monooléate de sorbitan éthoxylé. CN102839038 discloses a metal working oil comprising a combination of a sorbitan monooleate and an ethoxylated sorbitan monooleate.
Le document WO9207053 décrit un fluide pour le travail des métaux se présentant sous la forme d'une émulsion E/H et comprenant un ester de sorbitan et un ester de sorbitan éthoxylé. L'ester de sorbitan est préférentiellement un monooléate de sorbitan et l'ester de sorbitan éthoxylé est un trioléate de sorbitan éthoxylé. Toutefois, ces compositions peuvent présenter des problèmes d'instabilité, et plus particulièrement d'instabilité dans le temps. WO9207053 discloses a metalworking fluid in the form of an W / O emulsion and comprising a sorbitan ester and an ethoxylated sorbitan ester. The sorbitan ester is preferably a sorbitan monooleate and the ethoxylated sorbitan ester is an ethoxylated sorbitan trioleate. However, these compositions may have problems of instability, and more particularly of instability over time.
Par ailleurs, le document US3715312 décrit une composition émulsionnable comprenant une huile de base, un premier ester pouvant être un mono-, di- ou tri ester de sorbitan et un second ester pouvant être un mono-, di- ou tri ester de sorbitan éthoxylé. Préférentiellement, l'ester de sorbitan est un monooléate de sorbitan et l'ester de sorbitan éthoxylé est un trioléate de sorbitan éthoxylé. Cette composition est destinée au traitement du verre. Furthermore, US3715312 discloses an emulsifiable composition comprising a base oil, a first ester may be a mono-, di- or tri-sorbitan ester and a second ester may be an ethoxylated mono-, di- or triester sorbitan ester. . Preferentially, the sorbitan ester is a sorbitan monooleate and the ethoxylated sorbitan ester is an ethoxylated sorbitan trioleate. This composition is intended for the treatment of glass.
Il existe donc toujours un besoin de rechercher des lubrifiants pour le travail des métaux, et plus particulièrement pour le tréfilage du cuivre, présentant à la fois une bonne stabilité et de bonnes propriétés non moussantes tout en conservant de bonnes propriétés de lubrification, de refroidissement et de détergence. There is therefore still a need to look for lubricants for metal working, and more particularly for drawing copper, having both good stability and good non-foaming properties while maintaining good lubricating, cooling and detergency.
Il existe également le besoin d'obtenir un lubrifiant destiné au travail des métaux, et plus particulièrement pour le tréfilage du cuivre, présentant à la fois une bonne stabilité et de bonnes propriétés non moussantes sans ajout d'agent anti-mousse. Un objectif de la présente invention est de fournir une composition lubrifiante palliant tout ou en partie aux inconvénients précités. There is also the need to obtain a lubricant for metal working, and more particularly for drawing copper, having both good stability and good non-foaming properties without addition of antifoaming agent. An object of the present invention is to provide a lubricant composition overcoming all or in part the aforementioned drawbacks.
Un autre objectif de l'invention est de fournir une composition lubrifiante dont la formulation est facile à mettre en œuvre, Résumé de l'invention  Another object of the invention is to provide a lubricant composition whose formulation is easy to implement. SUMMARY OF THE INVENTION
L'invention ainsi a pour objet une composition lubrifiante anhydre comprenant :  The invention thus relates to an anhydrous lubricating composition comprising:
- au moins une huile de base,  at least one base oil,
- au moins un triester de sorbitan non alkoxylé, et  at least one non-alkoxylated sorbitan triester, and
- au moins un triester de sorbitan alkoxylé ;  at least one alkoxylated sorbitan triester;
dans laquelle le ratio massique (triester de sorbitan non alkoxylé :triester de sorbitan alkoxylé) va de 2 :1 à 1 :2. wherein the mass ratio (non-alkoxylated sorbitan triester: alkoxylated sorbitan triester) ranges from 2: 1 to 1: 2.
L'invention concerne également une composition lubrifiante sous la forme d'une émulsion huile dans eau comprenant la composition lubrifiante anhydre ci-dessus. De manière surprenante, la demanderesse a constaté que la présence d'au moins un triester de sorbitan non alkoxylé et d'au moins un triester de sorbitan alkoxylé dans une composition lubrifiante émulsionnée destinée au travail des métaux permet de conférer à la composition lubrifiante simultanément une bonne stabilité ainsi que de bonnes propriétés non moussantes. The invention also relates to a lubricating composition in the form of an oil-in-water emulsion comprising the anhydrous lubricant composition above. Surprisingly, the Applicant has found that the presence of at least one non-alkoxylated sorbitan triester and at least one alkoxylated sorbitan triester In an emulsified lubricating composition for metal working, the lubricating composition can be simultaneously imparted with good stability as well as good non-foaming properties.
Ainsi, la présente invention permet de formuler des compositions lubrifiantes émulsionnées comprenant une teneur optimisée en émulsionnants et présentant à la fois une bonne stabilité et de bonnes propriétés non moussantes.  Thus, the present invention makes it possible to formulate emulsified lubricating compositions comprising an optimized content of emulsifiers and having both good stability and good non-foaming properties.
Avantageusement, les compositions lubrifiantes émulsionnées selon l'invention présentent de bonnes propriétés non moussantes en l'absence d'agent anti- mousse. Advantageously, the emulsified lubricating compositions according to the invention have good non-foaming properties in the absence of anti-foaming agent.
Avantageusement, les compositions lubrifiantes émulsionnées selon l'invention conservent de bonnes propriétés de lubrification, de refroidissement et de détergence.  Advantageously, the emulsified lubricant compositions according to the invention retain good lubricating, cooling and detergency properties.
Avantageusement, les compositions lubrifiantes émulsionnées selon l'invention présentent une efficacité dans le temps améliorée, et plus particulièrement en service.  Advantageously, the emulsified lubricant compositions according to the invention have an improved effectiveness in time, and more particularly in service.
Dans un mode de réalisation de l'invention, la composition lubrifiante anhydre consiste essentiellement en : In one embodiment of the invention, the anhydrous lubricant composition consists essentially of:
- au moins une huile de base, at least one base oil,
- au moins un triester de sorbitan non alkoxylé, et  at least one non-alkoxylated sorbitan triester, and
- au moins un triester de sorbitan alkoxylé.  at least one alkoxylated sorbitan triester.
L'invention concerne également l'utilisation d'une composition lubrifiante sous la forme d'une émulsion huile dans eau telle que définie ci-dessus pour la lubrification d'un fil métallique, préférentiellement d'un fil de cuivre. The invention also relates to the use of a lubricant composition in the form of an oil-in-water emulsion as defined above for the lubrication of a wire, preferably a copper wire.
Dans un mode de réalisation de l'invention, {'utilisation ci-dessus est mise en œuvre dans un procédé de tréfilage du cuivre. In one embodiment of the invention, the above use is carried out in a copper drawing process.
L'invention concerne également un procédé de lubrification d'un fil métallique, préférentiellement d'un fil de cuivre, comprenant au moins une étape de mise en contact dudit fil avec une composition lubrifiante sous la forme d'une émulsion huile dans eau telle que définie ci-dessus. Dans un mode de réalisation de l'invention, le procédé ci-dessus est mis en œuvre dans un procédé de tréfilage du cuivre. The invention also relates to a method for lubricating a wire, preferably a copper wire, comprising at least one step of bringing said wire into contact with a lubricating composition in the form of an oil-in-water emulsion such as defined above. In one embodiment of the invention, the above method is implemented in a copper wire drawing process.
L'invention concerne également l'utilisation d'un triester de sorbitan non alkoxylé et d'un triester de sorbitan alkoxylé dans une composition lubrifiante émulsionnée pour le tréfilage du cuivre. The invention also relates to the use of a non-alkoxylated sorbitan triester and an alkoxylated sorbitan triester in an emulsified lubricant composition for copper drawing.
Description détaillée de l'invention Detailed description of the invention
Les pourcentages indiqués ci-dessous correspondent à des pourcentages en masse de matière active.  The percentages given below correspond to percentages by mass of active ingredient.
Triester de sorbitan non alkoxylé Non alkoxylated sorbitan triester
La composition lubrifiante anhydre selon l'invention comprend au moins un triester de sorbitan non alkoxylé.Par triester de sorbitan non alkoxylé et par opposition à la définition du triester de sorbitan alkoxylé, on entend tout composé de type triester de sorbitan ne comprenant pas de fonction oxyde d'alkylene.  The anhydrous lubricant composition according to the invention comprises at least one non-alkoxylated sorbitan triester. By triester of non-alkoxylated sorbitan and as opposed to the definition of the alkoxylated sorbitan triester is meant any tri-sorbitan triester compound having no function alkylene oxide.
Le triester de sorbitan non alkoxylé peut être obtenu par tout type de procédé connu de l'homme du métier. Le triester de sorbitan non alkoxylé peut être d'origine synthétique, animale ou végétale. The non-alkoxylated sorbitan triester can be obtained by any type of process known to those skilled in the art. The non-alkoxylated sorbitan triester may be of synthetic, animal or vegetable origin.
Dans un mode de réalisation préféré de l'invention, le triester de sorbitan non alkoxylé est d'origine végétale. In a preferred embodiment of the invention, the non-alkoxylated sorbitan triester is of plant origin.
Par triester de sorbitan non alkoxylé d'origine végétale, on entend notamment un triester de sorbitan non alkoxylé issu de la réaction, et notamment de l'estérification, entre un corps gras d'origine végétale et une molécule de sorbitan.  By non-alkoxylated sorbitan triester of vegetable origin, is meant in particular a non-alkoxylated sorbitan triester resulting from the reaction, and in particular esterification, between a fatty substance of vegetable origin and a sorbitan molecule.
Le corps gras d'origine végétale peut comprendre des acides gras de différente longueur de chaîne hydrocarbonée, pouvant comprendre ou pas au moins une insaturation. The fatty substance of vegetable origin may comprise fatty acids of different hydrocarbon chain length, which may or may not comprise at least one unsaturation.
Dans un mode de réalisation de l'invention, le corps gras d'origine végétale peut comprendre au moins un acide gras comprenant de 5 à 40 atomes de carbone, préférentiellement de 8 à 30 atomes de carbone, plus préférentiellement de 10 à 30 atomes de carbone, encore plus préférentiellement de 15 à 25 atomes de carbone, avantageusement de 15 à 20 atomes de carbone et pouvant comprendre ou pas au moins une insaturation. Dans un mode de réalisation préféré de l'invention, le corps gras d'origine végétale comprend un acide gras choisi parmi l'acide caprylique, l'acide caprique, l'acide laurique, l'acide myristique, l'acide palmitique, l'acide stéarique, l'acide oléique, l'acide linoléique, l'acide linolénique, l'acide ricinoléique ou leurs mélanges. In one embodiment of the invention, the fatty substance of plant origin may comprise at least one fatty acid comprising from 5 to 40 carbon atoms, preferably from 8 to 30 carbon atoms, more preferably from 10 to 30 carbon atoms. carbon, more preferably from 15 to 25 carbon atoms, preferably from 15 to 20 carbon atoms and which may or may not comprise at least one unsaturation. In a preferred embodiment of the invention, the fatty substance of plant origin comprises a fatty acid chosen from caprylic acid, capric acid, lauric acid, myristic acid, palmitic acid, stearic acid, oleic acid, linoleic acid, linolenic acid, ricinoleic acid or mixtures thereof.
Ainsi, le triester de sorbitan non alkoxylé selon l'invention peut être choisi parmi les composés de formule (I) : Thus, the non-alkoxylated sorbitan triester according to the invention may be chosen from the compounds of formula (I):
Figure imgf000007_0001
Figure imgf000007_0001
dans laquelle : in which :
- R1 représente un atome d'hydrogène ou un groupement -C(O)R5,  R1 represents a hydrogen atom or a group -C (O) R5,
- R2 représente un atome d'hydrogène ou un groupement -C(O)R5,  R2 represents a hydrogen atom or a group -C (O) R5,
- R3 représente un atome d'hydrogène ou un groupement -C(O)R5,  R3 represents a hydrogen atom or a group -C (O) R5,
- R4 représente un atome d'hydrogène ou un groupement -C(O)R5, avec un des groupements R1 , R2, R3 ou R4 représentant un atome d'hydrogène,  R 4 represents a hydrogen atom or a group -C (O) R 5, with one of the groups R 1, R 2, R 3 or R 4 representing a hydrogen atom,
- R5 représente un groupement alkyle linéaire ou ramifié, saturé ou insaturé comprenant de 5 à 40 atomes de carbone, préférentiellement de 8 à 30 atomes de carbone.  - R5 represents a linear or branched, saturated or unsaturated alkyl group comprising from 5 to 40 carbon atoms, preferably from 8 to 30 carbon atoms.
Dans un mode de réalisation préféré de l'invention, R5 représente un groupement alkyle insaturé linéaire ou ramifié, de préférence linéaire, comprenant de 10 à 30 atomes de carbone, de préférence de 15 à 25 atomes de carbone, avantageusement de 15 à 20 atomes de carbone. In a preferred embodiment of the invention, R5 represents a linear or branched, preferably linear, unsaturated alkyl group comprising from 10 to 30 carbon atoms, preferably from 15 to 25 carbon atoms, advantageously from 15 to 20 carbon atoms. of carbon.
Dans un mode de réalisation préféré de l'invention, R5 représente un groupement alkylene comprenant de 10 à 30 atomes de carbone, de préférence de 15 à 25 atomes de carbone, avantageusement de 15 à 20 atomes de carbone. In a preferred embodiment of the invention, R 5 represents an alkylene group comprising from 10 to 30 carbon atoms, preferably from 15 to 25 carbon atoms, advantageously from 15 to 20 carbon atoms.
De manière avantageuse, le triester de sorbitan est un trioteate de sorbitan. Dans un autre mode de réalisation de l'invention, R5 représente un groupement alkyle saturé comprenant de 10 à 30 atomes de carbone, de préférence de 15 à 25 atomes de carboné, avantageusement de 15 à 20 atomes de carbone. Dans un mode de réalisation préféré de l'invention, le triester de sorbitan est un tristearate de sorbitan. Advantageously, the sorbitan triester is a trioteate of sorbitan. In another embodiment of the invention, R5 represents a saturated alkyl group comprising from 10 to 30 carbon atoms, preferably from 15 to 25 carbon atoms, advantageously from 15 to 20 carbon atoms. In a preferred embodiment of the invention, the sorbitan triester is a sorbitan tristearate.
Comme exemples de triester de sorbitan non alkoxylé, on peut citer le Montane 85, le Span 85, le Radiasurf 7355 ou encore l'Alkamuls STO. Examples of non-alkoxylated sorbitan triester include Montane 85, Span 85, Radiasurf 7355 or Alkamuls STO.
Dans un mode de réalisation de l'invention, la teneur en poids de triester de sorbitan non alkoxylé va de 4 à 10%, de préférence de 4 à 8% par rapport au poids total de la composition lubrifiante anhydre. Triester de sorbitan alkoxylé In one embodiment of the invention, the content by weight of non-alkoxylated sorbitan triester ranges from 4 to 10%, preferably from 4 to 8% relative to the total weight of the anhydrous lubricating composition. Alkoxylated sorbitan triester
La composition lubrifiante anhydre selon l'invention comprend au moins un triester de sorbitan alkoxylé.Le triester de sorbitan alkoxylé peut être d'origine synthétique, animale ou végétale.  The anhydrous lubricating composition according to the invention comprises at least one alkoxylated sorbitan triester. The alkoxylated sorbitan triester may be of synthetic, animal or vegetable origin.
Le triester de sorbitan alkoxylé peut être obtenu par tout type de procédé connu de l'homme du métier.  The alkoxylated sorbitan triester can be obtained by any type of process known to those skilled in the art.
Dans un mode de réalisation, le triester de sorbitan alkoxylé est obtenu par la réaction d'oxyde d'alkylène avec un ou plusieurs groupements -OH libres d'un triester de sorbitan. In one embodiment, the alkoxylated sorbitan triester is obtained by the reaction of alkylene oxide with one or more free -OH groups of a sorbitan triester.
Le triester de sorbitan alkoxylé peut être notamment choisi parmi les triesters de sorbitan alkoxylés ayant : The alkoxylated sorbitan triester may in particular be chosen from alkoxylated sorbitan triesters having:
- un indice de saponification (Saponification value en anglais) allant de 70 à 100 mg KOH/g, préférentiellement de 80 à 95 mg KOH/g ;  a saponification value (Saponification value in English) ranging from 70 to 100 mg KOH / g, preferably from 80 to 95 mg KOH / g;
- un indice d'acide (Acid value en anglais) inférieur ou égal à 5 mg KOH/g, préférentiellement inférieur ou égal à 2 mg KOH/g ; an acid value (Acid value in English) of less than or equal to 5 mg KOH / g, preferably less than or equal to 2 mg KOH / g;
- un indice d'hydroxyl (Hydroxyl value en anglais) allant de 30 à 60 mg KOH/g, préférentiellement de 35 à 55 mg KOH/g. Dans un mode de réalisation de l'invention, le triester de sorbitan alkoxylé peut être choisi parmi les composés de formule (II) : a hydroxyl value (hydroxyl value in English) ranging from 30 to 60 mg KOH / g, preferably from 35 to 55 mg KOH / g. In one embodiment of the invention, the alkoxylated sorbitan triester may be chosen from compounds of formula (II):
Figure imgf000009_0001
dans laquelle :
Figure imgf000009_0001
in which :
- R6 représente un atome d'hydrogène ou un groupement -C(O)R10, R6 represents a hydrogen atom or a -C (O) R10 group,
- R7 représente un atome d'hydrogène ou un groupement -C(O)R10,R7 represents a hydrogen atom or a -C (O) R10 group,
- R8 représente un atome d'hydrogène ou un groupement -C(O)R10,R8 represents a hydrogen atom or a -C (O) R10 group,
- R9 représente un atome d'hydrogène ou un groupement -C(O)R10,R 9 represents a hydrogen atom or a group -C (O) R 10,
- R10 représente un groupement alkyle linéaire ou ramifié, saturé ou insaturé comprenant de 5 à 40 atomes de carbone, préférentiellement de 8 à 30 atomes de carbone, R10 represents a linear or branched, saturated or unsaturated alkyl group comprising from 5 to 40 carbon atoms, preferentially from 8 to 30 carbon atoms,
- a, b, c et d représentent indépendamment un entier compris entre 0 et 40 et dont la somme (a+b+c+d) représente un entier compris entre 4 et 40, de préférence entre 10 et 30, plus préférentiellement entre 15 et 25, avantageusement de 15 à 20.  a, b, c and d independently represent an integer between 0 and 40 and whose sum (a + b + c + d) represents an integer between 4 and 40, preferably between 10 and 30, more preferably between 15 and 40; and 25, preferably from 15 to 20.
Dans un mode de réalisation préféré de l'invention, RIO représente un groupement alkyle insaturé linéaire ou ramifié, de préférence linéaire, comprenant de 10 à 30 atomes de carbone, de préférence de 15 à 25 atomes de carbone, avantageusement de 15 à 20 atomes de carbone. In a preferred embodiment of the invention, R10 represents a linear or branched, preferably linear, unsaturated alkyl group comprising from 10 to 30 carbon atoms, preferably from 15 to 25 carbon atoms, advantageously from 15 to 20 carbon atoms. of carbon.
Dans un mode de réalisation préféré de l'invention, R10 représente un groupement alkylene comprenant de 10 à 30 atomes de carbone, de préférence de 15 à 25 atomes de carbone, avantageusement de 15 à 20 atomes de carbone. De manière avantageuse, le triester de sorbitan est un trioleate de sorbitan polyoxyethyléné, de préférence comprenant 20 groupements oxyethylène. In a preferred embodiment of the invention, R10 represents an alkylene group comprising from 10 to 30 carbon atoms, preferably from 15 to 25 carbon atoms, advantageously from 15 to 20 carbon atoms. Advantageously, the sorbitan triester is a polyoxyethylenated sorbitan trioleate, preferably comprising 20 oxyethylene groups.
Dans un autre mode de réalisation de l'invention, R10 représente un groupement alkyle saturé comprenant de 10 à 30 atomes de carbone, de préférence de 15 à 25 atomes de carbone, avantageusement de 15 à 20 atomes de carbone. In another embodiment of the invention, R10 represents a saturated alkyl group comprising from 10 to 30 carbon atoms, preferably from 15 to 25 carbon atoms, advantageously from 15 to 20 carbon atoms.
Dans un mode de réalisation préféré de l'invention, le triester de sorbitan est un tristearate de sorbitan polyoxyethyléné, de préférence comprenant 20 groupements oxyethylène. In a preferred embodiment of the invention, the sorbitan triester is a polyoxyethylenesorbitan tristearate, preferably comprising 20 oxyethylene groups.
Comme exemples de triester de sorbitan alkoxylé, on peut citer le Montanox 85, le Tween 85 ou encore l'Alkamuls T85. Dans un mode de réalisation de l'invention, la teneur en poids de triester de sorbitan alkoxylé va de 4 à 10%, de préférence de 4 à 8% par rapport au poids total de la composition lubrifiante anhydre. As examples of alkoxylated sorbitan triester, mention may be made of Montanox 85, Tween 85 or Alkamuls T85. In one embodiment of the invention, the weight content of alkoxylated sorbitan triester ranges from 4 to 10%, preferably from 4 to 8% relative to the total weight of the anhydrous lubricating composition.
Selon l'invention, Je ratio massique (triester de sorbitan non alkoxylé :triester de sorbitan alkoxylé) dans la composition lubrifiante anhydre va de 2 : 1 à 1 :2. According to the invention, the mass ratio (non-alkoxylated sorbitan triester: alkoxylated sorbitan triester) in the anhydrous lubricant composition is from 2: 1 to 1: 2.
Huile de base Base oil
Les compositions lubrifiantes selon l'invention peuvent contenir tout type d'huile de base lubrifiante minérale, synthétique ou naturelle, animale ou végétale adaptée(s) à leur utilisation.  The lubricant compositions according to the invention may contain any type of mineral, synthetic or natural, animal or vegetable lubricating base oil adapted for their use.
La ou les huiles de base utilisées dans les compositions lubrifiantes selon la présente invention peuvent être des huiles d'origine minérales ou synthétiques des groupes I à V selon les classes définies dans la classification API (ou leurs équivalents selon la classification ATIEL) telle que résumée ci-dessous, seules ou en mélange. Tableau I The base oil (s) used in the lubricant compositions according to the present invention may be oils of mineral or synthetic origin of groups I to V according to the classes defined in the API classification (or their equivalents according to the ATIEL classification) as summarized. below, alone or mixed. Table I
Figure imgf000011_0001
Figure imgf000011_0001
Les huiles de base minérales selon l'invention incluent tous type de bases obtenues par distillation atmosphérique et sous vide du pétrole brut, suivies d'opérations de raffinage tels qu'extraction au solvant, désalphatage, déparaffinage au solvant, hydrotraitement, hydrocraquage et hydroisomérisation, hydrofinition. The mineral base oils according to the invention include all types of bases obtained by atmospheric distillation and vacuum of crude oil, followed by refining operations such as solvent extraction, desalphating, solvent dewaxing, hydrotreatment, hydrocracking and hydroisomerization, hydrofinishing.
Les huiles de bases des compositions lubrifiantes selon l'invention peuvent également être des huiles synthétiques, tels certains esters, ou des polyalphaoléfines. Les polyalphaoléfines utilisées comme huiles de base, sont par exemple obtenues à partir de monomères ayant de 4 à 32 atomes de carbone (par exemple octène, decène), et une viscosité à 100°C comprise entre 1 ,5 et 15 cSt selon la norme ASTM D445. Leur masse moléculaire moyenne en poids est typiquement comprise entre 250 et 3000 selon la norme ASTM D5296. Des mélanges d'huiles synthétiques et minérales peuvent également être employés. The base oils of the lubricant compositions according to the invention may also be synthetic oils, such as certain esters, or polyalphaolefins. The polyalphaolefins used as base oils are, for example, obtained from monomers having from 4 to 32 carbon atoms (for example octene, decene), and a viscosity at 100 ° C. of between 1.5 and 15 cSt according to the standard. ASTM D445. Their weight average molecular weight is typically between 250 and 3000 according to ASTM D5296. Mixtures of synthetic and mineral oils can also be used.
Dans un mode de réalisation de l'invention, l'huile de base est une huile de groupe I. In one embodiment of the invention, the base oil is a Group I oil.
Dans un mode de réalisation de l'invention, les huiles de base représentent au moins 40%, préférentiellement au moins 45% en masse par rapport à la masse totale de la composition lubrifiante anhydre, Typiquement, elles représentent entre 45 et 55% en masse, par rapport à la masse totale de la composition lubrifiante anhydre selon l'invention. Autres additifs In one embodiment of the invention, the base oils represent at least 40%, preferably at least 45% by weight relative to the total weight of the anhydrous lubricating composition. Typically, they represent between 45 and 55% by weight. relative to the total mass of the anhydrous lubricating composition according to the invention. Other additives
Les compositions lubrifiantes anhydres selon l'invention peuvent également contenir tout type d'additif adapté pour leur utilisation dans les formulations de lubrifiants pour le travail des métaux, par exemple un ou plusieurs additifs choisis parmi les tensio-actifs autres que les triesters de sorbitan non alkoxylés et triesters de sorbitan alkoxylés selon l'invention, les agents mouillants, les anti-corrosions ou encore les modificateurs de frottements, présents aux teneurs usuelles requises pour l'application. Dans un mode de réalisation préféré de l'invention, la composition lubrifiante anhydre ne comprend pas d'agent anti-mousse.  The anhydrous lubricating compositions according to the invention may also contain any type of additive suitable for use in metalworking lubricant formulations, for example one or more additives selected from surfactants other than sorbitan triesters. Alkoxylated and alkoxylated sorbitan triesters according to the invention, wetting agents, anti-corrosions or friction modifiers, present at the usual contents required for the application. In a preferred embodiment of the invention, the anhydrous lubricant composition does not include antifoaming agent.
En effet, la Demanderesse a constaté que la composition lubrifiante anhydre selon l'invention permet, après ajout d'eau, d'obtenir une émulsion présentant une bonne stabilité ainsi que de bonnes propriétés non moussantes, en l'absence d'agent anti- mousse.Ainsi, l'absence d'agent anti-mousse dans l'émulsion permet de s'affranchir d'une étape de post-traitement additionnel et ainsi de simplifier l'utilisation d'une telle émulsion.  Indeed, the Applicant has found that the anhydrous lubricant composition according to the invention allows, after addition of water, to obtain an emulsion having good stability as well as good non-foaming properties, in the absence of antifouling agent. Thus, the absence of antifoaming agent in the emulsion makes it possible to dispense with an additional post-treatment step and thus to simplify the use of such an emulsion.
Emulsion huile dans eau Oil in water emulsion
L'invention a également pour objet une composition lubrifiante sous la forme d'une émulsion huile dans eau comprenant une composition lubrifiante anhydre The subject of the invention is also a lubricating composition in the form of an oil-in-water emulsion comprising an anhydrous lubricating composition.
L'ensemble des caractéristiques et préférences présentées pour la composition lubrifiante anhydre s'applique à la composition lubrifiante sous la forme d'une émulsion huile dans eau ci-dessus.  All of the features and preferences presented for the anhydrous lubricant composition apply to the lubricant composition in the form of an oil-in-water emulsion above.
La composition lubrifiante sous la forme d'une émulsion huile dans eau selon l'invention peut être obtenue par tout procédé d'émulsification connu de l'homme du métier. The lubricating composition in the form of an oil-in-water emulsion according to the invention may be obtained by any emulsification process known to those skilled in the art.
Dans un mode de réalisation de l'invention, la teneur en poids de composition lubrifiante anhydre ci-dessus va de 1 à 20%, de préférence de 4 à 10% par rapport au poids total de la composition lubrifiante sous la forme d'une émulsion huile dans eau. In one embodiment of the invention, the content by weight of the above anhydrous lubricant composition ranges from 1 to 20%, preferably from 4 to 10% relative to the total weight of the lubricant composition in the form of a oil-in-water emulsion.
Dans un autre mode de réalisation de l'invention, la teneur en poids d'eau va de 80 à 99%, de préférence de 90 à 96% par rapport au poids total de la composition lubrifiante sous la forme d'une émulsion huile dans eau. La composition lubrifiante sous (a forme d'une émulsion huile dans eau selon l'invention peut comprendre en outre un additif choisi parmi les additifs tels que définis ci-dessus. La composition lubrifiante sous la forme d'émulsion huile dans eau selon l'invention peut également comprendre un additif choisi parmi les bactéricides, les fongicides, présents aux teneurs usuelles requises pour l'application. In another embodiment of the invention, the content by weight of water ranges from 80 to 99%, preferably from 90 to 96% relative to the total weight of the lubricant composition in the form of an oil emulsion. water. The lubricating composition in the form of an oil-in-water emulsion according to the invention may furthermore comprise an additive chosen from the additives as defined above.The lubricating composition in the form of an oil-in-water emulsion according to the invention. The invention may also comprise an additive chosen from bactericides, fungicides, present at the usual contents required for the application.
Dans un mode de réalisation préféré de l'invention, la composition lubrifiante sous la forme d'une émulsion huile dans eau ne comprend pas d'agent anti-mousse. In a preferred embodiment of the invention, the lubricating composition in the form of an oil-in-water emulsion does not include antifoaming agent.
L'invention a également pour objet l'utilisation d'une composition lubrifiante sous la forme d'une émulsion huile dans eau telle que définie ci-dessus pour la lubrification d'un fil métallique, préférentiellement d'un fil de cuivre. The invention also relates to the use of a lubricant composition in the form of an oil-in-water emulsion as defined above for the lubrication of a wire, preferably a copper wire.
Dans un mode de réalisation préféré de l'invention, la composition lubrifiante sous la forme d'une émulsion huile dans eau telle que définie ci-dessus est utilisée dans un procédé de tréfilage du cuivre. L'ensemble des caractéristiques et préférences présentées pour l'émulsion huile dans eau s'applique à l'utilisation ci-dessus. In a preferred embodiment of the invention, the lubricating composition in the form of an oil-in-water emulsion as defined above is used in a copper wire drawing process. All the characteristics and preferences presented for the oil-in-water emulsion apply to the above use.
L'invention a également pour objet un procédé de lubrification d'un fil métallique, préférentiellement d'un fil de cuivre, comprenant au moins une étape de mise en contact dudit fil avec une composition lubrifiante sous la forme d'une émulsion huile dans eau telle que définie ci-dessus. The invention also relates to a process for lubricating a wire, preferably a copper wire, comprising at least one step of contacting said wire with a lubricant composition in the form of an oil-in-water emulsion. as defined above.
Dans un mode de réalisation de l'invention, le procédé ci-dessus est mis en œuvre dans un procédé de tréfilage du cuivre. In one embodiment of the invention, the above method is implemented in a copper wire drawing process.
L'ensemble des caractéristiques et préférences présentées pour l'émulsion huile dans eau s'applique au procédé ci-dessus. All the characteristics and preferences presented for the oil-in-water emulsion apply to the above process.
L'invention a également pour objet l'utilisation d'un triester de sorbitan non alkoxylé et d'un triester de sorbitan alkoxylé dans une composition lubrifiante émulsionnée pour le tréfilage du cuivre. L'ensemble des caractéristiques et préférences présentées pour le triester de sorbitan non alkoxylé et pour le triester de sorbitan alkoxylé s'applique à l'utilisation ci-dessus. Les différents objets de la présente invention et leurs mises en œuvre seront mieux compris à la lecture des exemples qui suivent. Ces exemples sont donnés à titre indicatif, sans caractère limitatif. The invention also relates to the use of a non-alkoxylated sorbitan triester and an alkoxylated sorbitan triester in an emulsified lubricating composition for drawing copper. The set of characteristics and preferences presented for the non-alkoxylated sorbitan triester and the alkoxylated sorbitan triester apply to the above use. The various objects of the present invention and their implementations will be better understood on reading the examples which follow. These examples are given for information only, and are not limiting in nature.
Exemples : Examples:
On a préparé les compositions lubrifiantes anhydres N°1 à N°7 à partir des composés suivants : Anhydrous lubricant compositions No. 1 to No. 7 were prepared from the following compounds:
- acide gras : mélange d'acide gras issu de « tall oil » contenant 2% m/m d'acide résinique libre,  fatty acid: mixture of tall oil fatty acid containing 2% m / m of free resin acid,
- triester de sorbitan non alkoxylé : trioléate de sorbitan (Montane 85 de la société SEPPIC),  non-alkoxylated sorbitan triester: sorbitan trioleate (Montane 85 from the company SEPPIC),
- triester de sorbitan alkoxylé : trioléate de sorbitan polyoxyéthyléné (Montanox 85 de la société CECA),  alkoxylated sorbitan triester: polyoxyethylenated sorbitan trioleate (Montanox 85 from CECA),
- monoester de sorbitan non alkoxylé : mono-oléate de sorbitan (Montane 80 de la société SEPPIC),  non-alkoxylated sorbitan monoester: sorbitan mono-oleate (Montane 80 from the company SEPPIC),
- monoester de sorbitan alkoxylé : mono-oléate de sorbitan polyoxyéthyléné (Montanox 80 de la société CECA), alkoxylated sorbitan monoester: polyoxyethylenated sorbitan mono-oleate (Montanox 80 from CECA),
- Huile de base : huile de base de groupe I avec une viscosité à 40°C mesurée selon la norme ASTM D445 de 4.0 mm2/sec, - Base oil: Group I base oil with a viscosity at 40 ° C measured according to ASTM D445 4.0 mm 2 / sec,
- Solution de KOH : solution aqueuse de KOH à 60% m/m comme agent neutralisant des acides libres de la composition,  KOH solution: 60% w / w aqueous KOH solution as neutralizing agent for the free acids of the composition,
- Inhibiteur de corrosion ; solution aqueuse de tolyltriazole de sodium à 50% m/m, - Corrosion inhibitor; 50% w / w aqueous tolyltriazole solution,
- Emulsionnant non ionique : éther de polygycol (50E) à base d'alcool oléique / cétylique, - Nonionic emulsifier: polygycol ether (50E) based on oleic / cetyl alcohol,
- Modificateur de frottement 1 : huile de ricin,  - Friction modifier 1: castor oil,
- Modificateur de frottement 2 : palmitate d'octyle, - Friction modifier 2: octyl palmitate,
- Agent mouillant : copolymère oxyde d'éthylène/oxyde de propylène.  - Wetting agent: ethylene oxide / propylene oxide copolymer.
Les compositions lubrifiantes N°1 à N°7 sont décrites dans le tableau II ; les pourcentages indiqués sont des pourcentages massiques. Tableau II Lubricating compositions Nos. 1 to 7 are described in Table II; the percentages given are percentages by mass. Table II
Figure imgf000015_0001
Figure imgf000015_0001
Chacune des compositions N°1 à N°7 a ensuite été mise en émulsion dans une éprouvette, par mélange de 5% de chacune des compositions avec 95% d'eau et homogénéisée par retournements de l'éprouvette. Each of compositions No. 1 to No. 7 was then emulsified in a test tube, by mixing 5% of each of the compositions with 95% water and homogenized by inversion of the test specimen.
A l'issu de cette étape, les compositions N°8 à N°14 sous la forme d'une émulsion H/E ont été obtenues.  At the end of this step, the compositions No. 8 to No. 14 in the form of an O / W emulsion were obtained.
Les compositions lubrifiantes N°8 à N°14 sont décrites dans le tableau III ; les pourcentages indiqués sont des pourcentages massiques. Tableau III Lubricating compositions Nos. 8 to 14 are described in Table III; the percentages given are percentages by mass. Table III
Figure imgf000016_0001
Figure imgf000016_0001
Test 1 : évaluation des propriétés de non moussage de compositions lubrifiantes Test 1: Evaluation of the non-foaming properties of lubricating compositions
Il s'agit d'évaluer les propriétés de non moussage des compositions lubrifiantes N°8 à N°14 par mesure du niveau de mousse.  It is a question of evaluating the non-foaming properties of the lubricating compositions No. 8 to No. 14 by measuring the level of foam.
Cette évaluation du niveau de mousse est effectuée après 5 heures de recirculation de chaque composition et selon la norme NFT 60-185.  This evaluation of the level of foam is carried out after 5 hours of recirculation of each composition and according to the standard NFT 60-185.
Le tableau IV présente le moussage des compositions lubrifiantes N°8 à N°14. Tableau IV Table IV shows the foaming of lubricant compositions No. 8 to No. 14. Table IV
Figure imgf000017_0001
Figure imgf000017_0001
Les résultats montrent que la combinaison d'au moins un triester de sorbitan non alkoxylé et d'au moins un triester de sorbitan alkoxylé dans une composition lubrifiante sous forme d'une émulsion H/E correspondant à l'invention (compositions N°8 et N°9) permet d'obtenir de bonnes propriétés de non moussage, même en l'absence d'agent anti-mousse et ainsi d'améliorer les performances et la durée de vie de l'émulsion. Par ailleurs, les résultats montrent que la suppression du triester de sorbitan non alkoxylé au profit du triester de sorbitan alkoxylé (composition N°11) a pour conséquence l'apparition du phénomène de moussage.  The results show that the combination of at least one non-alkoxylated sorbitan triester and at least one alkoxylated sorbitan triester in a lubricating composition in the form of an O / W emulsion corresponding to the invention (compositions No. 8 and No. 9) makes it possible to obtain good non-foaming properties, even in the absence of anti-foaming agent, and thus to improve the performance and the lifetime of the emulsion. Moreover, the results show that the removal of the non-alkoxylated sorbitan triester in favor of the alkoxylated sorbitan triester (composition No. 11) results in the appearance of the foaming phenomenon.
De plus, les résultats montrent que la substitution du triester de sorbitan non alkoxylé par un monoester de sorbitan non alkoxylé (composition N°13) a pour conséquence l'apparition du phénomène de moussage.  In addition, the results show that the substitution of the non-alkoxylated sorbitan triester with a non-alkoxylated sorbitan monoester (composition No. 13) results in the occurrence of the foaming phenomenon.
Test 2 : évaluation de la stabilité de compositions lubrifiantes Test 2: Evaluation of the stability of lubricating compositions
Il s'agit d'évaluer la stabilité dans le temps des compositions lubrifiantes N°8 à N°14 par évaluation visuelle basée sur l'observation de l'apparition et de l'intensité des phénomènes :  It is a question of evaluating the stability in time of the lubricating compositions No. 8 to No. 14 by visual evaluation based on the observation of the appearance and the intensity of the phenomena:
- de crémage correspondant à l'ascension de la phase dispersée,  creaming corresponding to the rise of the dispersed phase,
- de relargage d'huile correspondant à l'apparition d'une couche d'huile en surface, - Releasing oil corresponding to the appearance of a layer of oil on the surface,
- de relargage d'eau correspondant à l'apparition d'eau en fond d'éprouvette,- Release of water corresponding to the appearance of water at the bottom of the test tube,
- de la formation de savons correspondant à la formation de dépôts à la surface de l'émulsion, the formation of soaps corresponding to the formation of deposits on the surface of the emulsion,
- de déphasage correspondant à la séparation de la phase dispersée et de la phase dispersante.  phase shift corresponding to the separation of the dispersed phase and the dispersant phase.
Cette évaluation visuelle a été réalisée 72h, 1 semaine, 2 semaines et 1 mois après la formulation de chacune des compositions lubrifiantes N°8 à N°14.  This visual evaluation was carried out 72h, 1 week, 2 weeks and 1 month after the formulation of each of the lubricating compositions No. 8 to No. 14.
Le tableau V présente la stabilité des compositions lubrifiantes N°8 à N°14. Tableau V Table V shows the stability of the lubricating compositions No. 8 to No. 14. Table V
Figure imgf000018_0001
Figure imgf000018_0001
Les résultats montrent que la combinaison d'au moins un triester de sorbitan non alkoxylé et d'au moins un triester de sorbitan alkoxylé dans une composition lubrifiante sous forme d'une émulsion H/E (compositions N°8 et N°9) permet non seulement de stabiliser l'émulsion mais également de maintenir cette stabilité dans le temps. Ces résultats démontrent l'importance d'une telle combinaison pour obtenir une bonne stabilité et qui perdure dans le temps ; en effet la composition N°10 ne comprenant qu'un triester de sorbitan non alkoxylé mais pas de triester de sorbitan alkoxylé ne présente pas une bonne stabilité dans le temps, de même que la composition N°11 ne comprenant qu'un triester de sorbitan alkoxylé mais pas de triester de sorbitan non alkoxylé. The results show that the combination of at least one non-alkoxylated sorbitan triester and at least one alkoxylated sorbitan triester in a lubricating composition in the form of an O / W emulsion (compositions No. 8 and No. 9) allows not only to stabilize the emulsion but also to maintain this stability over time. These results demonstrate the importance of such a combination to obtain good stability and that lasts over time; indeed, composition No. 10 comprising only a non-alkoxylated sorbitan triester but no alkoxylated sorbitan triester does not exhibit good stability over time, just as composition No. 11 comprises only one sorbitan triester alkoxylated but no non-alkoxylated sorbitan triester.
Ces résultats montrent également que la substitution du triester de sorbitan non alkoxylé par un monoester de sorbitan non alkoxylé et/ou du triester de sorbitan alkoxylé par un monoester de sorbitan alkoxylé (compositions N°12, N°13 et N°14) a pour conséquence de dégrader la stabilité de l'émulsion dans le temps. These results also show that the substitution of the non-alkoxylated sorbitan triester with a non-alkoxylated sorbitan monoester and / or alkoxylated sorbitan triester with an alkoxylated sorbitan monoester (compositions No. 12, No. 13 and No. 14) consequence of degrading the stability of the emulsion over time.
Les compositions lubrifiantes selon l'invention (compositions N°8 et N°9) conservent par ailleurs de bonnes propriétés de lubrification, de refroidissement et de détergence, et plus particulièrement dans un procédé de tréfilage du cuivre. The lubricant compositions according to the invention (compositions No. 8 and No. 9) also retain good lubricating, cooling and detergency properties, and more particularly in a copper drawing process.
Test 3 : évaluation de la stabilité de compositions lubrifiantes Test 3: evaluation of the stability of lubricating compositions
Il s'agit d'évaluer la stabilité dans le temps de compositions lubrifiantes.  This is to evaluate the stability over time of lubricating compositions.
Pour cela, les compositions lubrifiantes anhydres N°15 et N°16 ont été préparées comme décrites dans le tableau VI ci-dessous : For this purpose, the anhydrous lubricating compositions No. 15 and No. 16 were prepared as described in Table VI below:
Tableau VI Table VI
Figure imgf000019_0001
Figure imgf000020_0002
Figure imgf000019_0001
Figure imgf000020_0002
Les composés utilisés dans la préparation des compositions lubrifiantes anhydres N°15 et N°16 sont identiques à ceux utilisés dans les compositions lubrifiantes anhydres N°1 à N°7. The compounds used in the preparation of anhydrous lubricating compositions Nos. 15 and 16 are identical to those used in anhydrous lubricating compositions Nos. 1 to 7.
Chacune des compositions N°15 et N°16 a ensuite été mise en émulsion dans une éprouvette, par mélange de 5% de chacune des compositions avec 95% d'eau et homogénéisée par retournements de l'éprouvette. Each of compositions No. 15 and No. 16 was then emulsified in a test tube by mixing 5% of each of the compositions with 95% water and homogenized by inversion of the test specimen.
A l'issu de cette étape, les compositions N°17 et N°18 sous la forme d'une émulsion H/E ont été obtenues,  At the end of this step, the compositions No. 17 and No. 18 in the form of an O / W emulsion were obtained,
Les compositions lubrifiantes N°17 et N°18 sont décrites dans le tableau VII ; les pourcentages indiqués sont des pourcentages massiques.  Lubricating compositions Nos. 17 and 18 are described in Table VII; the percentages given are percentages by mass.
Tableau VII Table VII
Figure imgf000020_0001
Figure imgf000020_0001
La stabilité des compositions lubrifiantes N°17 et N°18 a été évaluée de la même manière que dans le test 2. The stability of lubricating compositions Nos. 17 and 18 was evaluated in the same manner as in test 2.
Le tableau VIII présente la stabilité des compositions lubrifiantes N°17 et N°18. Tableau VIII Table VIII shows the stability of the lubricating compositions No. 17 and No. 18. Table VIII
Figure imgf000021_0001
Figure imgf000021_0001
Ces résultats montrent l'importance du ratio massique (triester de sorbitan non alkoxylé :triester de sorbitan alkoxylé) allant de 2 :1 à 1 :2 dans la combinaison d'au moins un triester de sorbitan non alkoxylé et d'au moins un triester de sorbitan alkoxylé pour obtenir non seulement la stabilité de l'émulsion mais également le maintien de cette stabilité dans le temps. These results show the importance of the mass ratio (non-alkoxylated sorbitan triester: alkoxylated sorbitan triester) ranging from 2: 1 to 1: 2 in the combination of at least one non-alkoxylated sorbitan triester and at least one triester alkoxylated sorbitan to obtain not only the stability of the emulsion but also the maintenance of this stability over time.
En effet, dans les compositions lubrifiantes émuisionnées N°17 et N°18, le ratio massique (triester de sorbitan non alkoxylé :triester de sorbitan alkoxylé) est respectivement 3 :1 et 1 :3 ; Or, les compositions lubrifiantes émuisionnées N°17 et N°18 ne présentent pas une bonne stabilité dans le temps.  Indeed, in the lubricating compositions No. 17 and No. 18, the mass ratio (non-alkoxylated sorbitan triester: alkoxylated sorbitan triester) is respectively 3: 1 and 1: 3; However, the emulsified lubricant compositions No. 17 and No. 18 do not exhibit good stability over time.

Claims

REVENDICATIONS
1. Composition lubrifiante anhydre comprenant : An anhydrous lubricating composition comprising:
- au moins une huile de base,  at least one base oil,
- au moins un triester de sorbitan non alkoxylé, et  at least one non-alkoxylated sorbitan triester, and
- au moins un triester de sorbitan alkoxylé ;  at least one alkoxylated sorbitan triester;
dans laquelle le ratio massique (triester de sorbitan non alkoxylé :triester de sorbitan alkoxylé) va de 2 :1 à 1 :2.  wherein the mass ratio (non-alkoxylated sorbitan triester: alkoxylated sorbitan triester) ranges from 2: 1 to 1: 2.
2. Composition lubrifiante selon la revendication 1 dans laquelle le triester de sorbitan non alkoxylé est choisi parmi les composés de formule (I) : 2. Lubricating composition according to claim 1 wherein the non-alkoxylated sorbitan triester is chosen from the compounds of formula (I):
Figure imgf000022_0001
Figure imgf000022_0001
dans laquelle :  in which :
- R1 représente un atome d'hydrogène ou un groupement -C(0)R5, R1 represents a hydrogen atom or a group -C (O) R5,
- R2 représente un atome d'hydrogène ou un groupement -C(0)R5,R2 represents a hydrogen atom or a group -C (O) R5,
- R3 représente un atome d'hydrogène ou un groupement -C(0)R5,R3 represents a hydrogen atom or a group -C (O) R5,
- R4 représente un atome d'hydrogène ou un groupement -C(0)R5, avec un des groupements R1 , R2, R3 ou R4 représentant un atome d'hydrogène, R 4 represents a hydrogen atom or a -C (O) R 5 group, with one of the groups R 1, R 2, R 3 or R 4 representing a hydrogen atom,
- R5 représente un groupement alkyle linéaire ou ramifié, saturé ou insaturé comprenant de 5 à 40 atomes de carbone, préférentiellement de 8 à 30 atomes de carbone.  - R5 represents a linear or branched, saturated or unsaturated alkyl group comprising from 5 to 40 carbon atoms, preferably from 8 to 30 carbon atoms.
3. Composition lubrifiante selon la revendication 1 ou 2 dans laquelle R5 représente un groupement alkyle insaturé linéaire ou ramifié, de préférence linéaire, comprenant de 10 à 30 atomes de carbone, de préférence de 15 à 25 atomes de carbone avantageusement de 15 à 20 atomes de carbone. 3. Lubricating composition according to claim 1 or 2 wherein R5 represents a linear or branched, preferably linear, unsaturated alkyl group comprising from 10 to 30 carbon atoms, preferably from 15 to 25 carbon atoms, advantageously from 15 to 20 atoms. of carbon.
4. Composition lubrifiante selon l'une quelconque des revendications précédentes dans laquelle la teneur en poids de triester de sorbitan non alkoxylé va de 4 à 10%, de préférence de 4 à 8% par rapport au poids total de la composition lubrifiante. 4. Lubricating composition according to any one of the preceding claims wherein the weight content of non-alkoxylated sorbitan triester ranges from 4 to 10%, preferably from 4 to 8% relative to the total weight of the lubricating composition.
5. Composition lubrifiante selon l'une quelconque des revendications précédentes dans laquelle le triester de sorbitan alkoxylé est choisi parmi les composés de formule (II) : A lubricating composition according to any one of the preceding claims wherein the alkoxylated sorbitan triester is selected from the compounds of formula (II):
Figure imgf000023_0001
dans laquelle :
Figure imgf000023_0001
in which :
- R6 représente un atome d'hydrogène ou un groupement -C(O)R10, R6 represents a hydrogen atom or a -C (O) R10 group,
- R7 représente un atome d'hydrogène ou un groupement -C(O)R10,R7 represents a hydrogen atom or a -C (O) R10 group,
- R8 représente un atome d'hydrogène ou un groupement -C(O)R10,R8 represents a hydrogen atom or a -C (O) R10 group,
- R9 représente un atome d'hydrogène ou un groupement -C(O)R10,R 9 represents a hydrogen atom or a group -C (O) R 10,
- R10 représente un groupement alkyle linéaire ou ramifié, saturé ou insaturé comprenant de 5 à 40 atomes de carbone, préférentiellement de 8 à 30 atomes de carbone, R10 represents a linear or branched, saturated or unsaturated alkyl group comprising from 5 to 40 carbon atoms, preferentially from 8 to 30 carbon atoms,
- a, b, c et d représentent indépendamment un entier compris entre 0 et 40 et dont la sommé (a+b+c+d) représente un entier compris entre 4 et 40, de préférence entre 10 et 30, plus préférentiellement entre 15 et 25, avantageusement de 15 à 20.  a, b, c and d independently represent an integer between 0 and 40 and whose summation (a + b + c + d) represents an integer between 4 and 40, preferably between 10 and 30, more preferably between 15 and 40; and 25, preferably from 15 to 20.
6. Composition lubrifiante selon l'une quelconque des revendications précédentes dans laquelle RIO représente un groupement alkyle insaturé linéaire ou ramifié, de préférence linéaire, comprenant de 10 à 30 atomes de carbone, de préférence de 15 à 25 atomes de carbone avantageusement de 15 à 20 atomes de carbone. A lubricating composition according to any one of the preceding claims wherein R10 represents a linear or branched, preferably linear, unsaturated alkyl group comprising from 10 to 30 carbon atoms. carbon, preferably from 15 to 25 carbon atoms, advantageously from 15 to 20 carbon atoms.
7. Composition lubrifiante selon l'une quelconque des revendications précédentes dans laquelle la teneur en poids de triester de sorbitan alkoxylé va de 4 à 10%, de préférence de 4 à 8% par rapport au poids total de la composition lubrifiante. 7. Lubricating composition according to any one of the preceding claims wherein the weight content of alkoxylated sorbitan triester ranges from 4 to 10%, preferably from 4 to 8% relative to the total weight of the lubricant composition.
8. Composition lubrifiante selon l'une quelconque des revendications précédentes dans laquelle l'huile de base est une huile de base de groupe I. The lubricating composition of any of the preceding claims wherein the base oil is a Group I base oil.
9. Composition lubrifiante selon l'une quelconque des revendications précédentes ne comprenant d'agent anti-mousse. A lubricating composition according to any one of the preceding claims comprising anti-foaming agent.
10. Composition lubrifiante sous la forme d'une émulsion huile dans eau comprenant une composition lubrifiante anhydre selon l'une quelconque des revendications 1 à 9. A lubricating composition in the form of an oil-in-water emulsion comprising an anhydrous lubricant composition according to any one of claims 1 to 9.
11. Composition lubrifiante sous la forme d'une émulsion huile dans eau selon la revendication 10 dans laquelle la teneur en poids de composition lubrifiante anhydre selon l'une quelconque des revendications 1 à 10 va de 1 à 20%, de préférence de 4 à 10% par rapport au poids total de la composition lubrifiante sous la forme d'émulsion huile dans eau. The lubricating composition in the form of an oil-in-water emulsion according to claim 10, wherein the content by weight of anhydrous lubricating composition according to any one of claims 1 to 10 is from 1 to 20%, preferably from 4 to 10% relative to the total weight of the lubricant composition in the form of oil-in-water emulsion.
12. Composition lubrifiante sous la forme d'une émulsion huile dans eau selon la revendication 10 ou 11 dans laquelle la teneur en poids d'eau va de 80 à 99%, de préférence de 90 à 96% par rapport au poids total de la composition lubrifiante sous la forme d'émulsion huile dans eau. 12. Lubricating composition in the form of an oil-in-water emulsion according to claim 10 or 11, in which the content by weight of water ranges from 80 to 99%, preferably from 90 to 96% relative to the total weight of the product. lubricating composition in the form of oil-in-water emulsion.
13. Composition lubrifiante sous la ferme d'une émulsion huile dans eau selon l'une quelconque des revendications 10 à 12 ne comprenant pas d'agent anti-mousse. An in-line lubricating composition of an oil-in-water emulsion according to any one of claims 10 to 12 not comprising an antifoaming agent.
14. Utilisation d'une composition lubrifiante selon l'une quelconque des revendications 10 à 13 pour le tréfilage du cuivre. 14. Use of a lubricant composition according to any one of claims 10 to 13 for the drawing of copper.
PCT/EP2015/056536 2014-03-27 2015-03-26 Lubricant composition made of sorbitan triesters WO2015144816A1 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
FR1452657A FR3019185A1 (en) 2014-03-27 2014-03-27 LUBRICATING COMPOSITION BASED ON SORBITAN TRIESTERS
FR1452657 2014-03-27

Publications (1)

Publication Number Publication Date
WO2015144816A1 true WO2015144816A1 (en) 2015-10-01

Family

ID=50933364

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/EP2015/056536 WO2015144816A1 (en) 2014-03-27 2015-03-26 Lubricant composition made of sorbitan triesters

Country Status (2)

Country Link
FR (1) FR3019185A1 (en)
WO (1) WO2015144816A1 (en)

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB722665A (en) * 1953-01-23 1955-01-26 Standard Oil Dev Co Soluble cutting oil
US3715312A (en) * 1965-08-17 1973-02-06 Richfield Co Product
US6620769B1 (en) * 2000-11-21 2003-09-16 Hercules Incorporated Environmentally acceptable fluid polymer suspension for oil field services

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB722665A (en) * 1953-01-23 1955-01-26 Standard Oil Dev Co Soluble cutting oil
US3715312A (en) * 1965-08-17 1973-02-06 Richfield Co Product
US6620769B1 (en) * 2000-11-21 2003-09-16 Hercules Incorporated Environmentally acceptable fluid polymer suspension for oil field services

Also Published As

Publication number Publication date
FR3019185A1 (en) 2015-10-02

Similar Documents

Publication Publication Date Title
CA2819326A1 (en) Engine lubricant composition
CA2642697C (en) Fuel additive composition to improve fuel lubricity
EP2867350A1 (en) Lubricant composition
EP0365413B1 (en) Rare earth halide dispersions in oil
WO2015144816A1 (en) Lubricant composition made of sorbitan triesters
EP4073211A1 (en) Lubricant composition for limiting friction
EP3390593B1 (en) Phosphoric acid ester of alkoxylated alcohols for lubricant compositions
EP3430110A1 (en) Polyalkylene glycol-based lubricant composition
JP7082918B2 (en) Cutting fluid composition
JP4510386B2 (en) Lubricating oil composition for metal working
JP2017101148A (en) Base oil for lubricant
DE112011102541T5 (en) APPLICATION-SPECIFIC MANUFACTURED LUBRICANT COMPOSITIONS COMPRISING A BIOLOGICAL ESTER COMPONENT, AND METHOD FOR MANUFACTURING THE SAME
FR2811242A1 (en) NOVEL HYDROGEN ABSORBING COMPOSITION FOR ITS PREPARATION AND USE AS A FIBER OPTIC CABLES FILLING COMPOSITION
WO2017109411A1 (en) Fatty acid methyl ester composition having a low pour point
WO2020201126A1 (en) Use of a lubricant composition for transmission
EP3479385A1 (en) Dielectric fluid comprising fatty acid esters
FR3072969A1 (en) LUBRICANT COMPOSITION LARGE COLD
WO1999060002A1 (en) Sulphur orthophosphate compositions, preparation and use
WO2022071524A1 (en) Complex, and method for producing said complex
EP0931126A1 (en) Use of surfactants with low molecular weight as agents for improving the filterability in lubricants
WO2021116401A1 (en) Lubricant composition for limiting friction
WO2019057718A1 (en) Use of esters in a lubricant composition for improving the cleanliness of an engine
CZ20022810A3 (en) Lubricant containing carbonic acid ester and intended for metal forming
WO2021123658A1 (en) Estolide composition and process for making estolides
FR2913356A1 (en) LUBRICATION WITH DISPERSIONS IN METAL DEFORMATION PROCESSES

Legal Events

Date Code Title Description
121 Ep: the epo has been informed by wipo that ep was designated in this application

Ref document number: 15712147

Country of ref document: EP

Kind code of ref document: A1

NENP Non-entry into the national phase

Ref country code: DE

122 Ep: pct application non-entry in european phase

Ref document number: 15712147

Country of ref document: EP

Kind code of ref document: A1