Low pour point fatty ester compositions
A composition of 2-hexyl-1-decyl ester and di/triester with renewable origins and additives achieves a pour point below -65°C, overcoming sustainability and cold-temperature limitations of existing lubricants and coolants.
Patent Information
- Authority / Receiving Office
- WO · WO
- Patent Type
- Applications
- Current Assignee / Owner
- OLEON NV
- Filing Date
- 2025-12-18
- Publication Date
- 2026-06-25
AI Technical Summary
Existing lubricants and liquid dielectric coolants do not have a low enough pour point for use in extremely cold environments, and conventional pour point depressants are not biodegradable or derived from renewable chemicals, limiting their sustainability and effectiveness.
A composition comprising specific esters, such as 2-hexyl-1-decyl ester and di/triester, in a weight ratio of 60/40 to 90/10, which are derived from renewable chemicals, achieves a pour point lower than either component alone, with optional additives to enhance properties.
The composition achieves a pour point as low as -65°C, suitable for extreme cold conditions, and includes biodegradable components, addressing sustainability and performance needs.
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Abstract
Description
[0001] LOW POUR POINT FATTY ESTER COMPOSITIONS
[0002] The present invention relates to a composition comprising specific esters and its uses as a lubricant and / or a liquid dielectric coolant.
[0003] The specific combination of esters of the composition presents an unexpected low pour point. Indeed, usually when two chemicals are mixed, the pour point of the mixture is comprised between the pour point of each separate chemical. In the present invention, the pour point of the combination of esters is lower than the lowest pour point of the two esters.
[0004] The pour point of a fluid is the lowest temperature at which the fluid flows. Also, this characteristic is critical for applications in very cold environments.
[0005] For instance, for outdoor applications, lubricants still need to be liquid and pumpable at low temperature, such as at a temperature of at least -30°C. For applications in extreme environments, lubricants still need to be liquid and pumpable at even lower temperatures, such as at a temperature of at least -45°C.
[0006] A lubricant typically comprises a base oil, usually the major constituent (the constituent whose content is the highest), and one or more additive(s). An additive is used to enhance one or more intrinsic property(ies) of the base oil and I or to provide it with one or more additional property(ies).
[0007] Since base oils do not necessarily have a sufficiently low pour point, a pour point depressant is added as additive to base oils to lower the pour point.
[0008] Usual pour point depressants are polymers, such as polyalkylmethacrylates, polymethacrylates, polyacrylates, acrylate-styrene copolymers, esterified olefin- or styrene maleic anhydride copolymers, alkylated polystyrenes, and vinyl acetate-fumarate copolymers.
[0009] Those pour point depressants are not biodegradable and not obtained from renewable chemicals. Additionally, they are often developed for mineral base oils and have a limited impact on ester base oils, which are yet more and more developed as sustainable solutions.
[0010] Also, there is still a need for a sustainable ester base oil that would have a pour point lower than -45°C.
[0011] The Applicant surprisingly found that a specific combination of esters presents an improved pour point.
[0012] Accordingly, the present invention relates to a composition comprising: a 2-hexyl-1 -decyl ester selected from the group consisting of 2-hexyl-1 -decyl laurate and 2-hexyl-1 -decyl heptanoate; and a di / triester selected from the group consisting of neopentyl glycol dioleate, trimethylolpropane triisostearate, trimethylolpropane trioleate, and trimethylolpropane tricaprylate / tricaprate; the weight ratio 2-hexyl-1 -decyl ester I di / triester being comprised between 60 / 40 and 90 / 10.
[0013] In the present application, unless otherwise indicated, all ranges of values used are to be understood as being inclusive limits.
[0014] In particular, the present composition comprises a 2-hexyl-1 -decyl ester selected from the group consisting of 2-hexyl-1 -decyl laurate and 2-hexyl-1 -decyl heptanoate, and a di / triester selected from the group consisting of neopentyl glycol dioleate, trimethylolpropane triisostearate, trimethylolpropane trioleate, and trimethylolpropane tricaprylate / tricaprate which in combination, present a pour point lower than the pour point of each of them separately. Consequently, the composition of the invention presents an unexpected low pour point.
[0015] In particular, the pour point of the composition according to the invention is lowered by at least 3°C, preferably by at least 5°C relative to the lowest pour point among the 2- hexyl-1 -decyl ester and the di / triester. Thus, the composition according to the invention can present a pour point lower than -45°C, preferably of at least -65°C, as illustrated in Example 2.
[0016] In the present application, the pour point is measured according to the standard ASTM D97.
[0017] Moreover, the 2-hexyl-1 -decyl ester and the di / triester may be obtained from renewable chemicals.
[0018] Advantageously, the composition according to the invention, further comprises at least an additive.
[0019] Preferably, the additive is an additive usually used in the field of lubricants.
[0020] The additive(s) used in the field of lubricants, may be easily selected by a person skilled in the art who knows how to select the most suitable additive(s) and its / their quantity(ies) depending on the application. By way of example, reference may be made to the following manuals: “Fuels and Lubricants Handbook : technology, properties performance and testing”, by George E. Totten, 2003 and “Handbook of lubrification and tribology, vol II : Theory and Design”, by Robert W. Bruce, 2012.
[0021] The at least an additive used in the field of lubricants is preferably selected from the group consisting of antioxidants, corrosion inhibitors, metal deactivators, extreme pressure agents, anti-wear agents, friction modifiers, antifoam agents, dispersants, and mixtures thereof. Preferably, the antioxidant is selected from the group consisting of phenolic compounds, amines, thiadiazoles, dialkyl dithiophosphates, amine phosphates, and mixtures thereof.
[0022] Preferably, the total quantity of antioxidant(s) represents at least 0.01%, more preferably at least 0.05%, even more preferably at least 0.1 % by weight based on the weight of the composition.
[0023] Preferably, the total quantity of antioxidant(s) represents at most 5%, more preferably at most 3%, even more preferably at most 1.5% by weight based on the weight of the composition.
[0024] Preferably, the corrosion inhibitor is selected from the group consisting of alkali metal and / or alkaline earth metal sulphonates (Na, Mg, Ca salts), fatty acids, fatty amines, alkenylsuccinic acids and / or their derivatives, benzotriazole, tolyltriazole, and mixtures thereof.
[0025] Preferably, the total quantity of corrosion inhibitor(s) represents at least 0.01 %, more preferably at least 0.05%, even more preferably at least 0.1 % by weight based on the weight of the composition.
[0026] Preferably, the total quantity of corrosion inhibitor(s) represents at most 5 %, more preferably at most 3%, even more preferably at most 1 .5% by weight based on the weight of the composition.
[0027] Preferably, the metal deactivator is selected from the group consisting of heterocyclic compounds containing nitrogen and / or sulphur, such as triazole, tolyltriazole, benzotriazole, and mixtures thereof.
[0028] Preferably, the total quantity of metal deactivator(s) represents at least 0.001%, more preferably at least 0.01% by weight based on the weight of the composition.
[0029] Preferably, the total quantity of metal deactivator(s) represents at most 0.050%, more preferably at most 0.025% by weight based on the weight of the composition.
[0030] Preferably, the extreme pressure agent is selected from the group consisting of compounds based on sulphur, phosphorus and / or chlorine, and mixtures thereof.
[0031] Preferably, the total quantity of extreme pressure agent(s) represents at least 0.01 % by weight based on the weight of the composition.
[0032] Preferably, the total quantity of extreme pressure agent(s) represents at most 5 %, more preferably at most 1 .5%, even more preferably at most 0.2% by weight based on the weight of the composition.
[0033] Preferably, the anti-wear agent is selected from the group consisting of polysulfides, thiocarbamates, chlorinated paraffins, phosphates and thio-phosphates, and mixtures thereof. Preferably, the total quantity of anti-wear agent(s) represents at least 0.01%, more preferably at least 0.1 %, even more preferably at least 0.2% by weight based on the weight of the composition.
[0034] Preferably, the total quantity of anti-wear agent(s) represents at most 5%, more preferably at most 4% by weight based on the weight of the composition.
[0035] Preferably, the friction modifier is selected from the group consisting of partial esters of fatty acids and polyhydroxy alcohols such as glycerol mono oleate (GMO), fatty amides such as oleate diethanolamide (ODEA), and mixtures thereof.
[0036] Preferably, the total quantity of friction modifier(s) represents at least 0.01 %, more preferably at least 0.05%, even more preferably at least 0.1 % by weight based on the weight of the composition.
[0037] Preferably, the total quantity of friction modifier(s) represents at most 5%, more preferably at most 2.5%, even more preferably at most 1% by weight based on the weight of the composition.
[0038] Preferably, the antifoam agent is selected from the group consisting of silicone oils, silicone polymers, alkyl acrylates, and mixtures thereof.
[0039] Preferably, the total quantity of antifoam agent(s) represents at least 0.01%, more preferably at least 0.1 %, even more preferably at least 0.5% by weight based on the weight of the composition.
[0040] Preferably, the total quantity of antifoam agent(s) represents at most 5%, more preferably at most 3%, even more preferably at most 1 .5% by weight based on the weight of the composition.
[0041] Preferably, the dispersant is selected from the group consisting of alkenylsuccinimides, succinic esters and derivatives thereof, Mannich bases, and mixtures thereof.
[0042] Preferably, the total quantity of dispersant(s) represents at least 0.01%, more preferably at least 0.1 %, even more preferably at least 0.5% by weight based on the weight of the composition.
[0043] Preferably, the total quantity of dispersant(s) represents at most 15%, more preferably at most 10%, even more preferably at most 5% by weight based on the weight of the composition.
[0044] By “total quantity of X(s)”, it is intended to mean the quantity of all X(s) present in the composition.
[0045] An additive can have several functions.
[0046] The composition according to the invention, comprises preferably more than one additive. The total quantity of additive(s) is preferably of at least 0.1%, more preferably of at least 0.3%, even more preferably of at least 2% by weight based on the weight of the composition.
[0047] The total quantity of additive(s) is preferably of at most 30%, more preferably of at most 25%, even more preferably of at most 20% by weight based on the weight of the composition.
[0048] By “total quantity of additive(s)”, it is intended to mean the quantity of all additive(s) present in the composition.
[0049] Advantageously, the composition according to the invention, further comprises a base oil other than 2-hexyl-1 -decyl laurate, 2-hexyl-1 -decyl heptanoate, neopentyl glycol dioleate, trimethylolpropane triisostearate, trimethylolpropane trioleate, and trimethylolpropane tricaprylate / tricaprate.
[0050] The American Petroleum Institute (API) has categorized base oils into five groups: Group l-lll base oils are mineral oils refined from petroleum crude oil:
[0051] Group I base oils have a saturated hydrocarbon content of less than 90 % by weight, an aromatic hydrocarbon content of more than 1 .7 % by weight, a sulphur content of more than 0.03 % by weight, and a viscosity index between 80 and 120;
[0052] Group II base oils have a saturated hydrocarbon content of more than 90 % by weight, an aromatic hydrocarbon content of less than 1 .7 % by weight, a sulphur content of less than 0.03 % by weight, and a viscosity index between 80 and 120;
[0053] Group III base oils have a saturated hydrocarbon content of more than 90 % by weight, an aromatic hydrocarbon content of less than 1 .7 % by weight, a sulphur content of less than 0.03 % by weight, and a viscosity index greater than 120; the percentages by weight being based on the weight of the base oil.
[0054] Group IV base oils are synthetic oils, such as polyalphaolefins.
[0055] Group V is for all other base oils not included in any of Groups I to IV.
[0056] The base oil may be chosen among Group I -V base oils, provided it is not 2-hexyl- 1 -decyl laurate, 2-hexyl-1 -decyl heptanoate, neopentyl glycol dioleate, trimethylolpropane triisostearate, trimethylolpropane trioleate, or trimethylolpropane tricaprylate / tricaprate.
[0057] The total quantity of 2-hexyl-1 -decyl laurate, 2-hexyl-1 -decyl heptanoate, neopentyl glycol dioleate, trimethylolpropane triisostearate, trimethylolpropane trioleate, and trimethylolpropane tricaprylate / tricaprate may vary from 10% to 100% by weight based on the weight of the composition. By “total quantity of 2-hexyl-1 -decyl laurate, 2-hexyl-1 -decyl heptanoate, neopentyl glycol dioleate, trimethylolpropane triisostearate, trimethylolpropane trioleate, and trimethylolpropane tricaprylate / tricaprate”, it is intended to mean the quantity of all 2-hexyl- 1 -decyl laurate, 2-hexyl-1 -decyl heptanoate, neopentyl glycol dioleate, trimethylolpropane triisostearate, trimethylolpropane trioleate, and trimethylolpropane tricaprylate / tricaprate present in the composition.
[0058] Preferably, the total quantity of 2-hexyl-1 -decyl laurate, 2-hexyl-1 -decyl heptanoate, neopentyl glycol dioleate, trimethylolpropane triisostearate, trimethylolpropane trioleate, and trimethylolpropane tricaprylate / tricaprate represents at least 10%, more preferably at least 15%, even more preferably at least 20% by weight, such as 25% and 30% by weight, based on the weight of the composition.
[0059] Preferably, the total quantity of 2-hexyl-1 -decyl laurate, 2-hexyl-1 -decyl heptanoate, neopentyl glycol dioleate, trimethylolpropane triisostearate, trimethylolpropane trioleate, and trimethylolpropane tricaprylate / tricaprate represents at most 99.9% by weight, more preferably at most 98% by weight based on the weight of the composition.
[0060] In a first embodiment, the total quantity of 2-hexyl-1 -decyl laurate, 2-hexyl-1 -decyl heptanoate, neopentyl glycol dioleate, trimethylolpropane triisostearate, trimethylolpropane trioleate, and trimethylolpropane tricaprylate / tricaprate represents less than 50% by weight based on the weight of the composition.
[0061] A preferred composition of the first embodiment, comprises a total quantity of 2- hexyl-1 -decyl laurate, 2-hexyl-1 -decyl heptanoate, neopentyl glycol dioleate, trimethylolpropane triisostearate, trimethylolpropane trioleate, and trimethylolpropane tricaprylate / tricaprate between 10 and 49.9% by weight; wherein the weight ratio 2-hexyl-1- decyl ester I di / triester is comprised between 60 / 40 and 90 / 10; weight percentages being based on the weight of the composition.
[0062] In particular, the remaining 50.1-90% by weight are one or more additive(s) and / or a base oil other than 2-hexyl-1 -decyl laurate, 2-hexyl-1 -decyl heptanoate, neopentyl glycol dioleate, trimethylolpropane triisostearate, trimethylolpropane trioleate, and trimethylolpropane tricaprylate / tricaprate.
[0063] A particularly preferred composition of the first embodiment comprises or consists of:
[0064] 10-49.9% by weight of: o 2-hexyl-1 -decyl ester selected from the group consisting of 2-hexyl-1- decyl laurate and 2-hexyl-1 -decyl heptanoate; and o a di / triester selected from the group consisting of neopentyl glycol dioleate, trimethylolpropane triisostearate, trimethylolpropane trioleate, and trimethylolpropane tricaprylate / tricaprate; wherein the weight ratio 2-hexyl-1 -decyl ester I di / triester is comprised between 60 / 40 and 90 / 10;
[0065] 0.1-30% by weight of one or more additive(s);
[0066] 50-89.9% by weight of a base oil other than 2-hexyl-1 -decyl laurate, 2-hexyl-1- decyl heptanoate, neopentyl glycol dioleate, trimethylolpropane triisostearate, trimethylolpropane trioleate, and trimethylolpropane tricaprylate / tricaprate; weight percentages being based on the weight of the composition.
[0067] In a second embodiment, the total quantity of 2-hexyl-1 -decyl laurate, 2-hexyl-1- decyl heptanoate, neopentyl glycol dioleate, trimethylolpropane triisostearate, trimethylolpropane trioleate, and trimethylolpropane tricaprylate / tricaprate represents at least 50% by weight based on the weight of the composition.
[0068] A preferred composition of the second embodiment, comprises a total quantity of 2- hexyl-1 -decyl laurate, 2-hexyl-1 -decyl heptanoate, neopentyl glycol dioleate, trimethylolpropane triisostearate, trimethylolpropane trioleate, and trimethylolpropane tricaprylate / tricaprate between 50 and 99.9% by weight; wherein the weight ratio 2-hexyl-1- decyl ester I di / triester is comprised between 60 / 40 and 90 / 10; weight percentages being based on the weight of the composition.
[0069] In particular, the remaining 0.1-50% by weight are one or more additive(s) and / or a base oil other than 2-hexyl-1 -decyl laurate, 2-hexyl-1 -decyl heptanoate, neopentyl glycol dioleate, trimethylolpropane triisostearate, trimethylolpropane trioleate, and trimethylolpropane tricaprylate / tricaprate.
[0070] A particularly preferred composition of the second embodiment comprises or consists of:
[0071] 50-99.9% by weight of: o 2-hexyl-1 -decyl ester selected from the group consisting of 2-hexyl-1- decyl laurate and 2-hexyl-1 -decyl heptanoate; and o a di / triester selected from the group consisting of neopentyl glycol dioleate, trimethylolpropane triisostearate, trimethylolpropane trioleate, and trimethylolpropane tricaprylate / tricaprate; wherein the weight ratio 2-hexyl-1 -decyl ester I di / triester is comprised between 60 / 40 and 90 / 10;
[0072] 0.1-30% by weight of one or more additive(s);
[0073] 0-49.9% by weight of a base oil other than 2-hexyl-1 -decyl laurate, 2-hexyl-1- decyl heptanoate, neopentyl glycol dioleate, trimethylolpropane triisostearate, trimethylolpropane trioleate, and trimethylolpropane tricaprylate / tricaprate; weight percentages being based on the weight of the composition. In a specific embodiment of this second embodiment, the composition according to the invention comprises or consists of:
[0074] 70-99.9% by weight of: o 2-hexyl-1 -decyl ester selected from the group consisting of 2-hexyl-1- decyl laurate and 2-hexyl-1 -decyl heptanoate; and o a di / triester selected from the group consisting of neopentyl glycol dioleate, trimethylolpropane triisostearate, trimethylolpropane trioleate, and trimethylolpropane tricaprylate / tricaprate; wherein the weight ratio 2-hexyl-1 -decyl ester I di / triester is comprised between 60 / 40 and 90 / 10; and
[0075] 0.1-30% by weight of one or more additive(s) used in the field of lubricants; weight percentages being based on the weight of the composition.
[0076] In the compositions according to the invention, the weight ratio 2-hexyl-1 -decyl ester / di / triester is preferably comprised between 70 / 30 and 90 / 10, more preferably between 75 / 25 and 85 / 15, such as 80 / 20.
[0077] Preferably, the 2-hexyl-1 -decyl ester is 2-hexyl-1 -decyl heptanoate.
[0078] In particular, 2-hexyl-1 -decyl ester is 2-hexyl-1 -decyl heptanoate and the weight ratio 2-hexyl-1 -decyl heptanoate / di / triester is comprised between 70 / 30 and 90 / 10. Indeed, the pour points are then the lowest. In those conditions, the delta pour points are the greatest and are of at least -10°C. More particularly, with a weight ratio of 80 / 20 and a di / triester being trimethylolpropane triisostearate, or neopentylglycol dioleate, the delta pour point is of -21 °C or lower.
[0079] The delta pour point is the difference between the pour point of the composition and the lowest pour point of the chemicals present in the composition.
[0080] The present invention also relates to a process for preparing a composition according to the invention, by mixing:
[0081] 2-hexyl-1 -decyl ester selected from the group consisting of 2-hexyl-1 -decyl laurate and 2-hexyl-1 -decyl heptanoate; a di / triester selected from the group consisting of neopentyl glycol dioleate, trimethylolpropane triisostearate, trimethylolpropane trioleate, and trimethylolpropane tricaprylate / tricaprate; and optionally one or more additive(s) and / or a base oil other than 2-hexyl-1 -decyl laurate, 2-hexyl-1 -decyl heptanoate, neopentyl glycol dioleate, trimethylolpropane triisostearate, trimethylolpropane trioleate, and trimethylolpropane tricaprylate / tricaprate.
[0082] The components of the composition according to the invention can be added in any order. Preferably, the mixing is performed at room temperature, such as between 20 and 40°C, in particular between 25 and 35°C.
[0083] The pour point of the composition according to the invention may vary depending on the weight ratio between the esters contained in the composition.
[0084] By varying the weight ratio 2-hexyl-1 -decyl heptanoate 12-hexyl-1 -decyl isostearate, it is also possible to increase or decrease the kinematic viscosity of the composition and reach the desired value for a given application.
[0085] The composition according to the invention is particularly suitable to be used in the field of lubricants.
[0086] The present invention also concerns an use of the composition according to the invention, as a lubricant.
[0087] The lubricant is preferably a gear oil, a transmission fluid, or an hydraulic fluid.
[0088] In other words, the present invention concerns a method for lubricating one or more device(s), by bringing into contact the device(s) with the composition according to the invention.
[0089] The device(s) may be a gear or a transmission, in particular the device(s) is / are in an electric vehicle.
[0090] The present invention also concerns an use of the composition according to the invention, as a liquid dielectric coolant.
[0091] Preferably, the liquid dielectric coolant is used as an electrical insulation and cooling medium for electrical device(s), such as transformers, servers, switches, rectifiers, cables, and capacitors.
[0092] The present invention concerns thus a method for lubricating and / or cooling one or more device(s), by bringing into contact the device(s) with the composition according to the invention.
[0093] In a particular embodiment, the composition according to the invention may be used to lubricate and to cool device(s) present in an electric vehicle.
[0094] Preferably, the device(s) is a gear, an electric motor, a transmission, a battery, and / or the power electronics of an electric vehicle.
[0095] The combination of 2-hexyl-1 -decyl ester selected from the group consisting of 2- hexyl-1-decyl laurate and 2-hexyl-1 -decyl heptanoate, and a di / triester selected from the group consisting of neopentyl glycol dioleate, trimethylolpropane triisostearate, trimethylolpropane trioleate, and trimethylolpropane tricaprylate / tricaprate, having a pour point of -40°C or lower, allows to lower the pour point of a base oil, when mixed with said base oil.
[0096] The present invention also concerns an use of a 2-hexyl-1 -decyl ester selected from the group consisting of 2-hexyl-1 -decyl laurate and 2-hexyl-1 -decyl heptanoate, and a di / triester selected from the group consisting of neopentyl glycol dioleate, trimethylolpropane triisostearate, trimethylolpropane trioleate, and trimethylolpropane tricaprylate / tricaprate, wherein the weight ratio 2-hexyl-1 -decyl ester I di / triester is comprised between 60 / 40 and 90 / 10, to lower the pour point of a base oil other than 2- hexyl-1 -decyl laurate, 2-hexyl-1 -decyl heptanoate, neopentyl glycol dioleate, trimethylolpropane triisostearate, trimethylolpropane trioleate, and trimethylolpropane tricaprylate / tricaprate.
[0097] Thus, the present invention also concerns a method for lowering the pour point of a base oil other than 2-hexyl-1 -decyl laurate, 2-hexyl-1 -decyl heptanoate, neopentyl glycol dioleate, trimethylolpropane triisostearate, trimethylolpropane trioleate, and trimethylolpropane tricaprylate / tricaprate, comprising mixing said base oil with a 2-hexyl-1- decyl ester selected from the group consisting of 2-hexyl-1 -decyl laurate and 2-hexyl-1- decyl heptanoate, and a di / triester selected from the group consisting of neopentyl glycol dioleate, trimethylolpropane triisostearate, trimethylolpropane trioleate, and trimethylolpropane tricaprylate / tricaprate, wherein the weight ratio 2-hexyl-1 -decyl ester I di / triester is comprised between 60 / 40 and 90 / 10.
[0098] The 2-hexyl-1 -decyl ester, the di / triester, and the base oil, are as described above, including preferential features and embodiments.
[0099] Preferably, the pour point of the base oil is higher than the pour point of the combination 2-hexyl-1 -decyl ester and di / triester.
[0100] Preferably, the 2-hexyl-1 -decyl ester is 2-hexyl-1 -decyl heptanoate, and the weight ratio 2-hexyl-1 -decyl heptanoate I di / triester, is comprised between 70 / 30 and 90 / 10, such as 80 / 20.
[0101] Indeed, with these specific conditions, the delta pour point of the combination 2- hexyl-1 -decyl heptanoate and a di / triester selected from the group consisting of neopentyl glycol dioleate, trimethylolpropane triisostearate, trimethylolpropane trioleate, and trimethylolpropane tricaprylate / tricaprate, is significantly lowered, such as of -10°C or lower. This makes it possible to better lower the pour point of the composition according to the invention comprising a base oil other than 2-hexyl-1 -decyl laurate, 2-hexyl-1 -decyl heptanoate, neopentyl glycol dioleate, trimethylolpropane tri isostearate, trimethylolpropane trioleate, and trimethylolpropane tricaprylate / tricaprate.
[0102] More particularly, when the di / triester is selected from the group consisting of neopentyl glycol dioleate and trimethylolpropane triisostearate, the delta pour point of the combination 2-hexyl-1 -decyl heptanoate, and neopentyl glycol dioleate or trimethylolpropane triisostearate is even lower, such as being of -20°C or lower.
[0103] The resulting pour point of the composition according to the invention is lower than the pour point of the base oil other than 2-hexyl-1 -decyl laurate, 2-hexyl-1 -decyl heptanoate, neopentyl glycol dioleate, trimethylolpropane triisostearate, trimethylolpropane trioleate, and trimethylolpropane tricaprylate / tricaprate.
[0104] The invention is further described in the following examples, given by way of illustration.
[0105] Example 1 : Compositions according to the invention and comparative compositions
[0106] 1.1. Chemicals used
[0107] 2-hexyl-1 -decyl laurate: was prepared by esterification of 2-hexyl-1 -decanol (Isofol 16 from Sasol) with lauric acid (Radiacid 0653 from Oleon);
[0108] 2-hexyl-1 -decyl heptanoate: was prepared by esterification of 2-hexyl-1- decanol (Isofol 16 from Sasol) with heptanoic acid (Oleris n-heptanoic acid from Arkema); trimethylolpropane trioleate (TMP trioleate): Radialube 7557 from Oleon; trimethylolpropane tricaprylate / tricaprate (TMP tri-C8 / C10): Radialube 7368 from Oleon; trimethylolpropane triisostearate (TMP triisostearate): Radialube 7250 from Oleon; neopentyl glycol dioleate (NPG dioleate): Radialube 7304 from Oleon.
[0109] 1.2. Preparation of the compositions
[0110] The compositions 1-5 were prepared by mixing 2-hexyl-1 -decyl heptanoate or 2- hexyl-1 -decyl laurate with a di or triester at room temperature (25°C) according to chemicals and quantities described in Tables 1 and 2.
[0111] Example 2: Pour point of the compositions
[0112] Pour points were measured for each ester and composition according to the standard ASTM D97.
[0113] The pour point of 2-hexyl-1 -decyl laurate was of -32°C.
[0114] The pour point of 2-hexyl-1 -decyl heptanoate was of -57°C.
[0115] The pour point of TMP triisostearate was of -37°C.
[0116] The pour point of TMP trioleate was of -51 °C.
[0117] The pour point of TMP tricaprylate / tricaprate was of -55°C.
[0118] The pour point of NPG dioleate was of -23°C.
[0119] Each delta pour point was calculated relative to the lowest pour point of the esters among the 2-hexyl-1 -decyl ester and the di / triester contained in the corresponding composition. Results are gathered in Tables 1 and 2.
[0120] Table 1 : Compositions 1 and 2 and their pour points
[0121] Table 2: Compositions 3-5, comparative composition 1 , and their pour points
[0122] Compositions 1-5 present all a pour point lower than the lowest pour point among the 2-hexyl-1 -decyl ester and the di / triester contained in the corresponding composition.
[0123] In cases where the 2-hexyl-1 -decyl ester is 2-hexyl-1 -decyl heptanoate, and with a weight ratio 2-hexyl-1 -decyl heptanoate I di / triester of 80 / 20, the delta pour points are of - 14°C or lower (Compositions 1-4). Thus, compositions 1-4 according to the invention reach a pour point lower than -70°C.
[0124] On the opposite, comparative composition 1 with a weight ratio 2-hexyl-1 -decyl heptanoate I di / triester out of the range 60 / 40-90 / 10, does not present a pour point lower than the lowest pour point of the esters contained in the comparative composition, e.g. the pour point of 2-hexyl-1 -decyl heptanoate that is of -57°C. The pour point is comprised between the highest (-37°C) and the lowest (-57°C) pour point of the chemicals contained in the comparative composition, as usually expected.
Claims
Claims1. Composition comprising: a 2-hexyl-1 -decyl ester selected from the group consisting of 2-hexyl-1 -decyl laurate and 2-hexyl-1 -decyl heptanoate; and a di / triester selected from the group consisting of neopentyl glycol dioleate, trimethylolpropane triisostearate, trimethylolpropane trioleate, and trimethylolpropane tricaprylate / tricaprate; the weight ratio 2-hexyl-1 -decyl ester / di / triester being comprised between 60 / 40 and 90 / 10.
2. Composition according to claim 1, further comprising at least an additive.
3. Composition according to claim 1 to 2, further comprising a base oil other than 2- hexyl-1 -decyl laurate, 2-hexyl-1 -decyl heptanoate, neopentyl glycol dioleate, trimethylolpropane triisostearate, trimethylolpropane trioleate, and trimethylolpropane tricaprylate / tricaprate.
4. Process for preparing a composition according to any of claims 1 to 3, by mixing:2-hexyl-1 -decyl ester selected from the group consisting of 2-hexyl-1 -decyl laurate and 2-hexyl-1 -decyl heptanoate; a di / triester selected from the group consisting of neopentyl glycol dioleate, trimethylolpropane triisostearate, trimethylolpropane trioleate, and trimethylolpropane tricaprylate / tricaprate; and optionally one or more additive(s) and / or a base oil other than 2-hexyl-1 -decyl laurate, 2-hexyl-1 -decyl heptanoate, neopentyl glycol dioleate, trimethylolpropane triisostearate, trimethylolpropane trioleate, and trimethylolpropane tricaprylate / tricaprate.
5. Use of the composition according to any of claims 1 to 3, as a lubricant.
6. Use of the composition according to any of claims 1 to 3, as a liquid dielectric coolant.
7. Use of a 2-hexyl-1 -decyl ester selected from the group consisting of 2-hexyl-1 -decyl laurate and 2-hexyl-1 -decyl heptanoate, and a di / triester selected from the groupconsisting of neopentyl glycol dioleate, trimethylolpropane triisostearate, trimethylolpropane trioleate, and trimethylolpropane tricaprylate / tricaprate, wherein the weight ratio 2-hexyl-1 -decyl ester I di / triester is comprised between 60 / 40 and 90 / 10, to lower the pour point of a base oil other than 2-hexyl-1 -decyl laurate, 2- hexyl-1 -decyl heptanoate, neopentyl glycol dioleate, trimethylolpropane triisostearate, trimethylolpropane trioleate, and trimethylolpropane tricaprylate / tricaprate.