Industrial oil composition and method for producing industrial oil composition

Abstract

The industrial oil composition includes a vegetable oil (A) or a derivative thereof as a base oil and a neutral phosphorous acid ester derivative represented by formula (B) and a 2,6-di-t-butylphenol derivative represented by formula (C) as antioxidants. In formula (B), Rb21-Rb24 each independently represent a C10-16 aliphatic hydrocarbon group, Rb25-Rb28 each independently represent a C1-6 linear or branched alkyl group, Rb291 and Rb292 each independently represent a hydrogen atom or a C1-5 linear or branched alkyl group, and the total number of carbon atoms in Rb291 and Rb292 is 1-5. In formula (C), Rc1 is a C1-12 linear or branched alkyl group.

Description

Industrial oil composition and method for producing the same

[0001] The present invention relates to industrial oil compositions and methods for making industrial oil compositions.

[0002] Patent Document 1 describes a lubricating base oil containing at least one ester compound (A) selected from diesters (A1) having 24 or more carbon atoms and triesters (A2) having 24 or more carbon atoms, and at least one base oil (B) selected from mineral oils and synthetic oils other than ester-based synthetic oils. Patent Document 1 also describes a lubricating oil composition containing the lubricating base oil and one or more lubricating oil additives selected from pour point depressants, viscosity index improvers, antioxidants, extreme pressure agents, metal detergents, ashless dispersants, metal deactivators, corrosion inhibitors, rust inhibitors, and antifoaming agents.

[0003] JP 2023-049434 A

[0004] However, the lubricating oil composition of Patent Document 1 has problems such as a high load during production and poor lubricity.

[0005] Therefore, an object of the present invention is to provide an industrial oil composition that is easy to prepare and has excellent lubricating properties.

[0006] The industrial oil composition of the present invention contains a vegetable oil (A) or a derivative thereof as a base oil, and a neutral phosphite derivative represented by the following formula (B) and a 2,6-di-t-butylphenol derivative represented by the following formula (C) as antioxidants:

[0007]

[0008] In the above formula (B), R b21 ~R b24 each independently represents an aliphatic hydrocarbon group having 10 to 16 carbon atoms; R b25 ~R b28 each independently represents a linear or branched alkyl group having 1 to 6 carbon atoms; R b291 and R b292 each independently represents a hydrogen atom or a linear or branched alkyl group having 1 to 5 carbon atoms; R b291 and R b292The total number of carbon atoms is 1 to 5.

[0009]

[0010] In the above formula (C), R c1 is a straight or branched chain alkyl group having 1 to 12 carbon atoms.

[0011] The industrial oil composition of the present invention is easy to prepare and has excellent lubricity.

[0012] Modes (embodiments) for carrying out the present invention will be described in detail. The present invention is not limited to the contents described in the following embodiments. Furthermore, the components described below include those that can be easily imagined by a person skilled in the art and those that are substantially the same. Furthermore, the configurations described below can be combined as appropriate. Furthermore, various omissions, substitutions, or modifications of the configurations can be made within the scope of the gist of the present invention.

[0013] [Embodiment 1] The industrial oil composition of embodiment 1 contains a vegetable oil (A) as a base oil, and a neutral phosphite derivative and a 2,6-di-t-butylphenol derivative as antioxidants.

[0014] The vegetable oil (A) is a type of fatty oil, specifically an ester compound of a fatty acid and glycerin, and is liquid at room temperature. The vegetable oil (A) may be used alone or in combination with two or more. The fatty acid residues (acyl groups) contained in the vegetable oil (A) typically have 6 to 22 carbon atoms. Due to the distribution of fatty acid residue lengths, the vegetable oil (A) easily dissolves antioxidants and the functional additives described below. Even functional additives derived from plants that are environmentally friendly can be suitably dissolved. This eliminates the need for heating to increase the solubility of antioxidants and functional additives during the production of the industrial oil composition, thereby reducing the burden during production. In other words, the industrial oil composition of embodiment 1 is easy to produce. It also broadens the range of functional additives to choose from. Furthermore, the vegetable oil (A) itself has excellent lubricity, allowing for a reduction in the amount of functional additive used. This is thought to be due to the polarity of the vegetable oil (A) skeleton and the distribution of fatty acid residue (acyl group) lengths. Furthermore, the vegetable oil (A) is also characterized by its biodegradability. In addition, vegetable oil (A) has the advantage of being highly compatible with a decarbonized society.

[0015] When mineral oil is used as the base oil, many functional additives have low solubility in mineral oil due to their non-polar chemical structure. In particular, it is difficult to use plant-derived functional additives that take environmental impact into consideration. This makes it necessary to heat the industrial oil composition to increase the solubility of the functional additives, which increases the burden during production. Furthermore, since mineral oil itself has poor lubricity, many functional additives are required.

[0016] The vegetable oil (A) is not particularly limited, and examples thereof include rapeseed oil, soybean oil, corn oil, rice bran oil, sesame oil, olive oil, cottonseed oil, palm oil, sunflower oil, safflower oil, perilla oil, and linseed oil. The vegetable oil (A) may be used alone or in combination of two or more. The vegetable oil (A) preferably has a kinematic viscosity at 40°C (JIS K 2283) of 1 cSt or more and 150 cSt or less.

[0017] The neutral phosphite ester derivative is represented by the following formula (B). The neutral phosphite ester derivative may be used alone or in combination of two or more. Because the neutral phosphite ester derivative is a dimer, it is less likely to evaporate and can efficiently exhibit antioxidant performance. In particular, the neutral phosphite ester derivative has high compatibility with the vegetable oil (A), and therefore can exhibit its antioxidant function more effectively in the industrial oil composition of embodiment 1.

[0018]

[0019] In formula (B), R b21 ~R b24 each independently represents an aliphatic hydrocarbon group having 10 to 16 carbon atoms.

[0020] The aliphatic hydrocarbon group having 10 to 16 carbon atoms may be a linear, branched, or cyclic aliphatic hydrocarbon group, and may be a saturated or unsaturated aliphatic hydrocarbon group. Specific examples of the aliphatic hydrocarbon group having 10 to 16 carbon atoms that can be suitably used include linear alkyl groups such as decyl, undecyl, dodecyl, tridecyl, tetradecyl, pentadecyl, and hexadecyl (cetyl) groups.

[0021] R b25 ~R b28 each independently represents a linear or branched alkyl group having 1 to 6 carbon atoms.

[0022] Examples of the linear or branched alkyl group having 1 to 6 carbon atoms include a methyl group, an ethyl group, an n-propyl group, an n-butyl group, an n-pentyl group, an n-hexyl group, an isopropyl group, a sec-butyl group, an isobutyl group, a t-butyl group, an isopentyl group, a t-pentyl group, a neopentyl group, and an isohexyl group.

[0023] Neutral phosphite esters are R b25 ~R b28 Since the compound has a specific substituent group, it has excellent anti-oxidation properties as well as excellent wear resistance. b25 ~R b28 This is thought to be because when the compound has a specific substituent, the film of the industrial oil composition that adheres to the sliding part becomes stronger.

[0024] In particular, R b25 and R b27 is a linear alkyl group having 1 to 6, preferably 1 to 3, carbon atoms, and R b26 and R b28 When is a branched alkyl group having 3 to 6 carbon atoms, preferably 3 to 4 carbon atoms, the effect of improving the wear resistance is further enhanced.

[0025] R b291 and R b292 each independently represents a hydrogen atom or a linear or branched alkyl group having 1 to 5 carbon atoms.

[0026] Examples of the straight-chain or branched alkyl group having 1 to 5 carbon atoms include a methyl group, an ethyl group, an n-propyl group, an n-butyl group, an n-pentyl group, an isopropyl group, a sec-butyl group, an isobutyl group, a t-butyl group, an isopentyl group, a t-pentyl group, and a neopentyl group.

[0027] However, R b291 and R b292 The total number of carbon atoms in is 1 to 5. Therefore, for example, R b291 When is a hydrogen atom, R b292 is a linear or branched alkyl group having 1 to 5 carbon atoms, and R b291 When is a methyl group, R b292 is a linear or branched alkyl group having 1 to 4 carbon atoms, and R b291 When is an ethyl group, R b292 is a straight or branched chain alkyl group having 2 to 3 carbon atoms.

[0028] The film of the industrial oil composition becomes stronger, so R b291 is a hydrogen atom, and R b292 More preferably, is a straight or branched alkyl group having 1 to 5 carbon atoms.

[0029] The 2,6-di-t-butylphenol derivative is represented by the following formula (C). The 2,6-di-t-butylphenol derivative may be used alone or in combination of two or more. When the 2,6-di-t-butylphenol derivative is used in combination with a neutral phosphite ester derivative, the base oil is stabilized, viscosity change is suppressed, and consumption of functional additives in the industrial oil composition can be further suppressed. Therefore, antioxidant ability can be maintained for a long period of time. In particular, the 2,6-di-t-butylphenol derivative has high compatibility with the vegetable oil (A), and therefore can better exhibit antioxidant function in the industrial oil composition of embodiment 1.

[0030]

[0031] In formula (C), R c1 is a linear or branched alkyl group having 1 to 12 carbon atoms. Examples of the linear or branched alkyl group having 1 to 12 carbon atoms include a methyl group, an ethyl group, an n-propyl group, an isopropyl group, an n-butyl group, a sec-butyl group, a t-butyl group, an isobutyl group, an n-pentyl group, an isopentyl group, a t-pentyl group, a neopentyl group, a hexyl group, a heptyl group, an isoheptyl group, an n-octyl group, an isooctyl group, a 2-ethylhexyl group, a nonyl group, and a decyl group. The above alkyl groups improve the compatibility of the 2,6-di-t-butylphenol derivative.

[0032] In the industrial oil composition of embodiment 1, the neutral phosphite ester derivative is preferably contained in an amount of 0.001 to 5 parts by mass per 100 parts by mass of base oil. The 2,6-di-t-butylphenol derivative is preferably contained in an amount of 0.001 to 5 parts by mass per 100 parts by mass of base oil. When the antioxidant is contained in the above amounts, the antioxidant function can be maintained for a longer period of time.

[0033] Furthermore, the industrial oil composition of embodiment 1 preferably further contains a hindered amine compound as an antioxidant.

[0034] The hindered amine compound is represented by the following formula (D): The hindered amine compounds may be used alone or in combination of two or more.

[0035]

[0036] R d21 and R d22 each independently represents an aliphatic hydrocarbon group having 1 to 10 carbon atoms.

[0037] The aliphatic hydrocarbon group having 1 to 10 carbon atoms may be a straight-chain, branched or cyclic aliphatic hydrocarbon group, and may be a saturated or unsaturated aliphatic hydrocarbon group.

[0038] Specific examples of the aliphatic hydrocarbon group having 1 to 10 carbon atoms that can be suitably used include linear or branched alkyl groups such as methyl, ethyl, n-propyl, n-butyl, n-pentyl, n-hexyl, heptyl, octyl, nonyl, decyl, isopropyl, sec-butyl, isobutyl, t-butyl, isopentyl, t-pentyl, neopentyl, isohexyl, and 2-ethylhexyl. Of these, linear or branched alkyl groups having 5 to 10 carbon atoms are more preferred from the viewpoint of improving durability.

[0039] R d23 represents a divalent aliphatic hydrocarbon group having 1 to 10 carbon atoms.

[0040] Suitable divalent aliphatic hydrocarbon groups having 1 to 10 carbon atoms include divalent linear or branched alkylene groups such as methylene, 1,2-ethylene, 1,3-propylene, 1,4-butylene, 1,5-pentylene, 1,6-hexylene, 1,7-heptylene, 1,8-octylene, 1,9-nonylene, 1,10-decylene, and 3-methyl-1,5-pentylene. Of these, divalent linear or branched alkylene groups having 5 to 10 carbon atoms are more preferred from the viewpoint of improving durability.

[0041] From the viewpoint of improving durability, among the above, R d21 , R d22 and R d23 It is more preferable that the sum of the numbers of carbon atoms of the groups be 16 to 30.

[0042] When a hindered amine compound is used in the industrial oil composition of embodiment 1, it is preferably contained in an amount of 0.002 parts by mass or more and 5 parts by mass or less per 100 parts by mass of the base oil.

[0043] The industrial oil composition of embodiment 1 is used for machine lubrication or metal processing, and therefore preferably further contains functional additives. When the industrial oil composition of embodiment 1 is used for machine lubrication, it preferably further contains, in addition to the base oil and antioxidant, functional additives such as an oiliness agent, a metal deactivator, and an extreme pressure agent.

[0044] As the oiliness agent, for example, zinc dialkyldithiophosphate is preferably used. When the industrial oil composition of embodiment 1 contains zinc dialkyldithiophosphate, the sliding properties are improved and wear can be prevented. Furthermore, as the metal deactivator, for example, a benzotriazole derivative is preferably used. When the industrial oil composition of embodiment 1 contains a benzotriazole derivative, the metal surface can be protected and corrosion can be prevented. When the industrial oil composition of embodiment 1 contains the oiliness agent and the metal deactivator in combination, the machine can be lubricated for a longer period of time.

[0045] Examples of the alkyl group contained in the zinc dialkyldithiophosphate include a primary alkyl group and a secondary alkyl group. A single molecule may contain both a primary alkyl group and a secondary alkyl group. The alkyl group may be linear or branched. The number of carbon atoms in the alkyl group is not particularly limited, but from the viewpoint of preventing wear, it is preferably 3 to 12, and more preferably 3 to 8. The zinc dialkyldithiophosphate may be used alone or in combination of two or more.

[0046] The benzotriazole derivative is preferably represented by the following formula (E): When such a benzotriazole derivative is contained, corrosion can be further prevented.

[0047]

[0048] In the above formula (E), R e1represents a hydrogen atom or an alkyl group having 1 to 18 carbon atoms, R e2 and R e3 each independently represents an alkyl group having 1 to 18 carbon atoms. The benzotriazole derivatives may be used alone or in combination of two or more.

[0049] As the extreme pressure agent, for example, a sulfur compound is preferably used. Specific examples include active sulfur compounds. When the industrial oil composition of embodiment 1 contains an active sulfur compound, lubricity can be improved. The extreme pressure agent may be used alone or in combination of two or more types.

[0050] The active sulfur compound may be any compound containing active sulfur in the molecule. Here, the active sulfur compound refers to, for example, a compound containing sulfur atoms but not containing metal atoms or phosphorus atoms, which is diluted with refined mineral oil to a sulfur content of 1% by mass and has a copper plate corrosion rating of 2 to 4 as measured in accordance with JIS K2513 (Petroleum Products - Copper Plate Corrosion Test Method; Test Tube Method, Heating at 100°C for 1 Hour). Meanwhile, among compounds containing sulfur atoms but not containing metal atoms or phosphorus atoms, compounds whose copper plate corrosion rating is 1 as measured by the above test method are referred to as inactive sulfur compounds. Examples of active sulfur compounds include polysulfides, sulfurized oils and fats, powdered sulfur, sulfurized mineral oil, sulfurized esters, and sulfurized olefins. Of these, sulfurized olefins are preferably used. The active sulfur compounds may be used alone or in combination of two or more. Even if the raw materials and sulfur content of these active sulfur compounds are similar, they may be inactive sulfur compounds depending on the manufacturing conditions, etc. Furthermore, an inactive sulfur compound may be used instead of the active sulfur compound as an extreme pressure agent.

[0051] When the industrial oil composition of embodiment 1 is used for machine lubrication, the oiliness agent is preferably contained in an amount of 0.1 parts by mass or more and 5 parts by mass or less per 100 parts by mass of base oil in the industrial oil composition of embodiment 1. The metal deactivator is preferably contained in an amount of 0.01 parts by mass or more and 5 parts by mass or less per 100 parts by mass of base oil. The extreme pressure agent is preferably contained in an amount of 0.01 parts by mass or more and 5 parts by mass or less per 100 parts by mass of base oil.

[0052] When the industrial oil composition of embodiment 1 is used for metalworking, it is preferred that it further contains an extreme pressure agent and a metal deactivator as functional additives in addition to the base oil and antioxidant.

[0053] As the extreme pressure agent, for example, a sulfur compound is preferably used. Specific examples include active sulfur compounds. When the industrial oil composition of embodiment 1 contains an active sulfur compound, processability can be improved. The extreme pressure agent may be used alone or in combination of two or more. Furthermore, as the metal deactivator contained in the industrial oil composition of embodiment 1, for example, a thiadiazole derivative is preferably used. When the industrial oil composition of embodiment 1 contains a thiadiazole derivative, metal surfaces can be protected and corrosion can be prevented. Furthermore, copper-based metals can be processed. When the industrial oil composition of embodiment 1 contains the extreme pressure agent and the metal deactivator in combination, metals can be processed more effectively.

[0054] The active sulfur compound may be any compound containing active sulfur in the molecule. Here, the active sulfur compound refers to, for example, a compound containing sulfur atoms but not containing metal atoms or phosphorus atoms, which, when diluted with refined mineral oil to a sulfur content of 1% by mass, has a copper plate corrosion rating of 2 to 4 as measured in accordance with JIS K2513 (Petroleum Products - Copper Plate Corrosion Test Method; Test Tube Method, Heating at 100°C for 1 Hour). Meanwhile, among compounds containing sulfur atoms but not containing metal atoms or phosphorus atoms, a compound having a copper plate corrosion rating of 1 as measured by the above test method is referred to as an inactive sulfur compound. Examples of active sulfur compounds include polysulfides, sulfurized oils and fats, powdered sulfur, sulfurized mineral oil, sulfurized esters, and sulfurized olefins. Of these, sulfurized olefins are preferably used. The active sulfur compounds may be used alone or in combination of two or more. Even if the raw materials and sulfur content of these active sulfur compounds are similar, they may still be inactive sulfur compounds depending on the manufacturing conditions, etc.

[0055] The thiadiazole derivative is preferably 2,5-bis(alkyldithio)-1,3,4-thiadiazole, and is represented by the following formula (F): When such a thiadiazole derivative is contained, corrosion can be further prevented.

[0056]

[0057] In the above formula (F), R f1 and R f2 each independently represents an alkyl group having 1 to 20 carbon atoms, and a and b each independently represent 1, 2, or 3. The thiadiazole derivatives may be used alone or in combination of two or more.

[0058] When the industrial oil composition of Embodiment 1 is used for metalworking, the extreme pressure agent is preferably contained in an amount of 0.01 parts by mass or more and 5 parts by mass or less per 100 parts by mass of the base oil in the industrial oil composition of Embodiment 1. Also, the metal deactivator is preferably contained in an amount of 0.01 parts by mass or more and 5 parts by mass or less per 100 parts by mass of the base oil.

[0059] Furthermore, when the industrial oil composition of embodiment 1 does not contain the above-mentioned metal deactivator, it can be suitably used for processing metals other than copper-based metals, for example, metals containing iron. Furthermore, when the industrial oil composition before use for metal processing does not contain the above-mentioned metal deactivator, an inert sulfur compound may be used as the extreme pressure agent instead of the active sulfur compound.

[0060] The industrial oil composition of embodiment 1 may further contain other functional additives. Examples of the other functional additives include chlorinated paraffins and viscosity modifiers. The other functional additives are preferably contained in the industrial oil composition before use to an extent that does not impair the effects of long-term use, etc.

[0061] When the industrial oil composition of Embodiment 1 is used for metalworking, it is preferable that the kinematic viscosity at 40°C (JIS K 2283) is 10 cSt or more and 48 cSt or less. Furthermore, it is preferable that the shell 4-ball fusion load in the extreme pressure test (load-bearing capacity test) (ASTM D2783) is 250 kgf or more. Furthermore, it is preferable that the copper plate corrosion measured in accordance with the copper plate corrosion test (JIS K 2513, Petroleum Products - Copper Plate Corrosion Test Method; Test Tube Method, Heating at 100°C for 1 hour) is 1 to 2, and more preferably 1a to 1b. However, when the industrial oil composition of Embodiment 1 is used as a punching oil, especially for metalworking, it is preferable that the kinematic viscosity at 40°C (JIS K 2283) is 1 cSt or more and 10 cSt or less. On the other hand, when the industrial oil composition of embodiment 1 is used for machine lubrication, it is preferable that the kinematic viscosity at 40°C (JIS K 2283) is 32 cSt or more and 68 cSt or less, and the shell four-ball welding load in the extreme pressure test (load carrying capacity test) (ASTM D2783) is 160 kgf or more.

[0062] The industrial oil composition of embodiment 1 can be obtained by appropriately mixing the vegetable oil (A), the neutral phosphite ester derivative, the 2,6-di-t-butylphenol derivative, and, if necessary, the hindered amine compound and the functional additive. The mixing can usually be carried out at room temperature without heating.

[0063] [Embodiment 2] The industrial oil composition of embodiment 2 contains a derivative of vegetable oil (A) as a base oil, and a neutral phosphite derivative and a 2,6-di-t-butylphenol derivative as antioxidants.

[0064] Examples of the derivatives include interesterified oil (A1) obtained by interesterifying vegetable oil (A), diester oil or monoester oil (A2) obtained by hydrolyzing vegetable oil (A), fatty acid (A3) obtained by hydrolyzing vegetable oil (A), saturated fatty acid (A4) obtained by hydrogenating unsaturated fatty acid contained in fatty acid (A3), hydrocarbon (A5) obtained by reducing fatty acid (A3), saturated hydrocarbon (A6) obtained by hydrogenating unsaturated hydrocarbon contained in hydrocarbon (A5), and polymer (A7) obtained by polymerizing unsaturated fatty acid contained in fatty acid (A3) and / or unsaturated hydrocarbon contained in hydrocarbon (A5). These derivatives are liquid at room temperature. The derivatives may be used alone or in combination of two or more. Like vegetable oil (A), the derivatives have a distribution of hydrocarbon group lengths, which allows them to easily dissolve antioxidants and the above-mentioned functional additives. Even functional additives derived from plants that take environmental impact into consideration can be suitably dissolved. This eliminates the need for heating to increase the solubility of the antioxidant and functional additives during production of the industrial oil composition, thereby reducing the load during production. In other words, the industrial oil composition of embodiment 2 is easy to produce. It also broadens the range of functional additives to choose from. Furthermore, since the derivative itself has excellent lubricity, the amount of functional additive used can be reduced. This is thought to be due to the distribution of hydrocarbon group lengths in the derivative. Furthermore, when the derivative has polarity within the skeleton, the polarity is also thought to contribute. Furthermore, when the derivative has a side chain within the skeleton, the side chain is also thought to contribute to improved lubricity. Furthermore, the derivative is usually biodegradable.

[0065] The derivative preferably has a kinematic viscosity at 40° C. (JIS K 2283) of 1 cSt or more and 150 cSt or less.

[0066] Specifically, the derivative is preferably an interesterified oil (A1) represented by the following formula (A), having a molecular weight of 88 to 1,500 and a kinematic viscosity at 40°C (JIS K 2283) of 1 to 150 cSt. Also preferably used is a polymer (A7) of the above unsaturated fatty acid and / or the above unsaturated hydrocarbon having 6 to 22 carbon atoms, having a molecular weight of 88 to 1,500 and a kinematic viscosity at 40°C (JIS K 2283) of 1 to 150 cSt. The use of such a derivative further broadens the range of functional additives to be selected, and allows for further reduction in the amount of functional additive used.

[0067]

[0068] In the above formula (A), each R represents a saturated or unsaturated hydrocarbon group having 5 to 21 carbon atoms.

[0069] Details of the antioxidants (neutral phosphite ester derivatives, 2,6-di-t-butylphenol derivatives, hindered amine compounds) and functional additives contained in the industrial oil composition of Embodiment 2, including preferred ranges and reasons therefor, are the same as those for the industrial oil composition of Embodiment 1. In addition, details of the properties of the industrial oil composition of Embodiment 2 are also the same as those for the industrial oil composition of Embodiment 1.

[0070] The method for producing an industrial oil composition of embodiment 2 includes a derivative preparation step of obtaining a derivative from vegetable oil (A), and an antioxidant mixing step of mixing the derivative obtained in the derivative preparation step as a base oil with a neutral phosphite ester derivative represented by formula (B) above and a 2,6-di-t-butylphenol derivative represented by formula (C) above as antioxidants. In the antioxidant mixing step, a hindered amine compound and a functional additive can also be mixed, if necessary. Mixing typically does not require heating and can be carried out at room temperature.

[0071] The derivative preparation step can be carried out by a known method. Specific examples of the derivative preparation step include a step of transesterifying a vegetable oil (A) to obtain a transesterified oil (A1) as a derivative, a step of hydrolyzing the vegetable oil (A) to obtain a diester oil or monoester oil (A2) as a derivative, a step of hydrolyzing the vegetable oil (A) to obtain a fatty acid (A3) as a derivative, a step of hydrogenating an unsaturated fatty acid contained in the fatty acid (A3) to obtain a saturated fatty acid (A4) as a derivative, a step of reducing the fatty acid (A3) to obtain a hydrocarbon (A5) as a derivative, a step of hydrogenating an unsaturated hydrocarbon contained in the hydrocarbon (A5) to obtain a saturated hydrocarbon (A6) as a derivative, and a step of polymerizing the unsaturated fatty acid contained in the fatty acid (A3) and / or the unsaturated hydrocarbon contained in the hydrocarbon (A5) to obtain a polymer (A7) as a derivative.

[0072] The step of obtaining interesterified oil (A1) allows the preparation of interesterified oil (A1) in which the acyl groups in the vegetable oil (A) have been converted to the desired acyl groups. Furthermore, the step of obtaining diester oil or monoester oil (A2) allows the preparation of diester oil or monoester oil (A2) having the desired acyl groups by hydrolyzing a portion of the acyl groups in the vegetable oil (A). The step of obtaining fatty acid (A3) uses, for example, an enzyme lipase. This allows the preparation of fatty acid (A3) having acyl groups in the vegetable oil (A). The step of obtaining saturated fatty acid (A4) and the step of obtaining saturated hydrocarbon (A6) use, for example, a nickel catalyst. This allows the unsaturated bonds in the fatty acid (A3) and the hydrocarbon (A5) to be saturated.

[0073] In the process for obtaining hydrocarbon (A5), for example, hydrocarbon (A5) can be obtained from fatty acid (A3) via alcohol. Specifically, alcohol can be obtained from fatty acid (A3) by chemical reduction using lithium aluminum hydride (LiAlH4) or direct hydrogenation of higher fatty acid ester. The alcohol can then be converted to a leaving group such as a halide or sulfonate ester, followed by reduction with a metal hydride source (e.g., LiAlH4, LiHBEt3, Bu3SnH + radical initiator) to obtain hydrocarbon (A5). Methods for reductively removing halogen include catalytic hydrogenation and Birch reduction. For halogenation, PX3, PX5, SOCl2, (COCl)2, etc. are used. Furthermore, the Appel reaction can be used under neutral conditions. For sulfonate esterification, MsCl-Et3N or TsCl-Py(-DMAP) systems can also be used. In the case of primary alcohols, a method of reducing the alkyl iodide generated in the system using NaBHCN-(PhO)P-CHI may be used. Furthermore, Barton-McCombie deoxygenation or Marco-Lamb deoxygenation may be performed, or a photoredox catalyst may be used.

[0074] In the step of obtaining the polymer (A7), the unsaturated fatty acid contained in the fatty acid (A3) and / or the unsaturated hydrocarbon contained in the hydrocarbon (A5) are polymerized to prepare the desired polymer. The above-described steps of obtaining a derivative may be appropriately combined to prepare a derivative having a desired structure. Furthermore, the above-described steps of obtaining a derivative may be combined with a step of carrying out a hydroisomerization reaction to prepare a derivative.

[0075] More specifically, a hydroisomerization product (CAS number: 2241366-04-9) of a hydrogenation reaction product of an addition reaction product of an alkene (C=16, 18, linear or branched) (limited to those having one double bond and located at position 1)) is preferably used as the derivative. Examples of such a hydroisomerization reaction product include SynNova (registered trademark) 4 and SynNova 9 (trade names, manufactured by Novvi LLC). Furthermore, Novvi EL26, NovaSolv 160, PureNova 2609, PureNova 2304, and PureNova 1351 (trade names, manufactured by Novvi LLC) may also be used as the derivative.

[0076] Alternatively, a branched paraffinic hydrocarbon component obtained by using vegetable oil (A) according to the methods described in Japanese Patent Nos. 5,281,409 and 5,325,777 may be used as the derivative.

[0077] The industrial oil compositions of Embodiments 1 and 2 can be used in known ways as turbine oils, hydraulic oils, bearing oils, gear oils, compressor oils, and traction oils for machine lubrication, and can be used in known ways as cutting oils, rolling oils, drawing and drawing oils, cleaning oils, plastic processing oils, punching oils, heat treatment oils, and heat transfer oils for metal processing.

[0078] Based on the above, the present invention relates to the following: [1] An industrial oil composition comprising a vegetable oil (A) or a derivative thereof as a base oil, and a neutral phosphite ester derivative represented by the following formula (B) and a 2,6-di-t-butylphenol derivative represented by the following formula (C) as antioxidants. The industrial oil composition is easy to produce and has excellent lubricity.

[0079]

[0080] (In the above formula (B), R b21 ~R b24 each independently represents an aliphatic hydrocarbon group having 10 to 16 carbon atoms; R b25 ~R b28each independently represents a linear or branched alkyl group having 1 to 6 carbon atoms; R b291 and R b292 each independently represents a hydrogen atom or a linear or branched alkyl group having 1 to 5 carbon atoms; R b291 and R b292 The total number of carbon atoms is 1 to 5.

[0081]

[0082] (In the above formula (C), R c1 is a linear or branched alkyl group having 1 to 12 carbon atoms.) [2] The industrial oil composition according to [1] above, further comprising a hindered amine compound represented by the following formula (D): The industrial oil composition has a superior antioxidant function.

[0083]

[0084] (In the above formula (D), R d21 and R d22 each independently represents an aliphatic hydrocarbon group having 1 to 10 carbon atoms; R d23represents a divalent aliphatic hydrocarbon group having 1 to 10 carbon atoms.) [3] The industrial oil composition according to [1] or [2] above, wherein the derivative is an interesterified oil (A1) obtained by interesterifying the vegetable oil (A), a diester oil or monoester oil (A2) obtained by hydrolyzing the vegetable oil (A), a fatty acid (A3) obtained by hydrolyzing the vegetable oil (A), a saturated fatty acid (A4) obtained by hydrogenating an unsaturated fatty acid contained in the fatty acid (A3), a hydrocarbon (A5) obtained by reducing the fatty acid (A3), a saturated hydrocarbon (A6) obtained by hydrogenating an unsaturated hydrocarbon contained in the hydrocarbon (A5), or a polymer (A7) obtained by polymerizing the unsaturated fatty acid contained in the fatty acid (A3) and / or the unsaturated hydrocarbon contained in the hydrocarbon (A5). The industrial oil composition is easy to produce and has excellent lubricity. [4] The industrial oil composition according to [3], wherein the derivative is the interesterified oil (A1) or the polymer (A7), wherein the interesterified oil (A1) is represented by the following formula (A) and has a molecular weight of 88 to 1,500, and a kinematic viscosity at 40°C (JIS K 2283) of 1 to 150 cSt, and the polymer (A7) is a polymer of the unsaturated fatty acid and / or the unsaturated hydrocarbon having 6 to 22 carbon atoms, a molecular weight of 88 to 1,500, and a kinematic viscosity at 40°C (JIS K 2283) of 1 to 150 cSt. The industrial oil composition is easier to produce and has superior lubricity.

[0085]

[0086] (In the above formula (A), R each represents a saturated or unsaturated hydrocarbon group having 5 to 21 carbon atoms.) [5] The method includes a derivative preparation step of obtaining a derivative from vegetable oil (A), and an antioxidant mixing step of mixing the derivative obtained in the derivative preparation step as a base oil with a neutral phosphite derivative represented by the following formula (B) and a 2,6-di-t-butylphenol derivative represented by the following formula (C) as antioxidants, The method for producing an industrial oil composition, wherein the derivative preparation step is a step of transesterifying the vegetable oil (A) to obtain a transesterified oil (A1) as the derivative, a step of hydrolyzing the vegetable oil (A) to obtain a diester oil or a monoester oil (A2) as the derivative, a step of hydrolyzing the vegetable oil (A) to obtain a fatty acid (A3) as the derivative, a step of hydrogenating an unsaturated fatty acid contained in the fatty acid (A3) to obtain a saturated fatty acid (A4) as the derivative, a step of reducing the fatty acid (A3) to obtain a hydrocarbon (A5) as the derivative, a step of hydrogenating an unsaturated hydrocarbon contained in the hydrocarbon (A5) to obtain a saturated hydrocarbon (A6) as the derivative, or a step of polymerizing the unsaturated fatty acid contained in the fatty acid (A3) and / or the unsaturated hydrocarbon contained in the hydrocarbon (A5) to obtain a polymer (A7) as the derivative. The above production method is easy to produce and provides an industrial oil composition with excellent lubricity.

[0087]

[0088] (In the above formula (B), R b21 ~R b24 each independently represents an aliphatic hydrocarbon group having 10 to 16 carbon atoms; R b25 ~R b28 each independently represents a linear or branched alkyl group having 1 to 6 carbon atoms; R b291 and R b292 each independently represents a hydrogen atom or a linear or branched alkyl group having 1 to 5 carbon atoms; R b291 and R b292 The total number of carbon atoms is 1 to 5.

[0089]

[0090] (In the above formula (C), R c1 is a straight or branched alkyl group having 1 to 12 carbon atoms.

[0091] EXAMPLES The present invention will be explained in more detail below based on examples, but the present invention is not limited to these examples.

[0092] Example 1-1 Palm oil (kinematic viscosity at 40°C (JIS K 2283) 27.55 cSt, manufactured by Kaneda Co., Ltd.) was used as the vegetable oil (A). 100 parts by mass of this base oil were mixed at room temperature with 0.1 parts by mass of 4,4'-butylidenebis(3-methyl-6-t-butylphenyl ditridecyl phosphite) as a neutral phosphite derivative, 0.1 parts by mass of octyl 3-(3,5-di-tert-butyl-4-hydroxyphenyl)propanoate (CAS 125643-61-0, trade name: Irganox (registered trademark) L135, manufactured by BASF Japan Ltd.) as a 2,6-di-t-butylphenol derivative, and 1 part by mass of a sulfur compound (trade name: DAILUBE GS-160, manufactured by DIC Corporation) as an extreme pressure agent, to obtain an industrial oil composition. When preparing the industrial oil composition, a hydrocarbon synthetic oil (trade name: Lucant (registered trademark) HC2000, manufactured by Mitsui Chemicals, Inc.), which is a cooligomer of ethylene and an α-olefin and does not contain polar groups, was further mixed in as a viscosity modifier to adjust the viscosity.

[0093] Example 1-2 An industrial oil composition was obtained in the same manner as in Example 1-1, except that the components were mixed in the amounts shown below. That is, 0.001 part by mass of a neutral phosphite ester derivative, 0.001 part by mass of a 2,6-di-t-butylphenol derivative, and 1 part by mass of an extreme pressure agent were mixed with 100 parts by mass of base oil to obtain an industrial oil composition. When obtaining the industrial oil composition, a hydrocarbon-based synthetic oil (trade name: LUCANT (registered trademark) HC2000, manufactured by Mitsui Chemicals, Inc.) which is a cooligomer of ethylene and an α-olefin and does not contain polar groups, was also mixed in as a viscosity modifier to adjust the viscosity.

[0094] Example 1-3 An industrial oil composition was obtained in the same manner as in Example 1-1, except that the components were mixed in the amounts shown below. That is, 5 parts by mass of a neutral phosphite ester derivative, 5 parts by mass of a 2,6-di-t-butylphenol derivative, and 1 part by mass of an extreme pressure agent were mixed with 100 parts by mass of base oil to obtain an industrial oil composition. When obtaining the industrial oil composition, a hydrocarbon-based synthetic oil (trade name: LUCANT (registered trademark) HC2000, manufactured by Mitsui Chemicals, Inc.), which is a cooligomer of ethylene and an α-olefin and does not contain polar groups, was also mixed in as a viscosity modifier to adjust the viscosity.

[0095] Examples 1-4-1 to 1-4-6: 4,4'-butylidenebis(3-methyl-6-t-butylphenyl ditridecyl phosphite) (R in the above formula (B)) was used as a neutral phosphite derivative. b21 ~R b24 = tridecyl group, R b25 , R b27 = methyl group, R b26 , R b28 = t-butyl group, R b291 = hydrogen atom, R b292 An industrial oil composition was obtained in the same manner as in Example 1-1, except that the compound in Table 1 was used instead of the olefin (N = n-propyl group). When obtaining the industrial oil composition, a hydrocarbon-based synthetic oil (trade name: Lucant (registered trademark) HC2000, manufactured by Mitsui Chemicals, Inc.), which is a cooligomer of ethylene and an α-olefin and does not contain polar groups, was also mixed in as a viscosity modifier to adjust the viscosity.

[0096]

[0097] [Example 1-5] Palm oil (kinematic viscosity at 40°C (JIS K 2283) 27.55 cSt, manufactured by Kaneda Co., Ltd.) was used as the vegetable oil (A). An industrial oil composition was obtained by mixing 100 parts by mass of this base oil with 0.1 parts by mass of 4,4'-butylidenebis(3-methyl-6-t-butylphenyl ditridecyl phosphite) as a neutral phosphite derivative, 0.1 parts by mass of octyl 3-(3,5-di-tert-butyl-4-hydroxyphenyl)propanoate (CAS 125643-61-0, trade name: Irganox (registered trademark) L135, manufactured by BASF Japan Ltd.) as a 2,6-di-t-butylphenol derivative, 0.1 parts by mass of decanedioate bis(2,2,6,6-tetramethyl-1-(octyloxy)piperidin-4-yl) as a hindered amine compound, and 1 part by mass of a sulfur compound (trade name: DAILUBE GS-160, manufactured by DIC Corporation) as an extreme pressure agent at room temperature. When preparing the industrial oil composition, a hydrocarbon synthetic oil (trade name: Lucant (registered trademark) HC2000, manufactured by Mitsui Chemicals, Inc.), which is a cooligomer of ethylene and an α-olefin and does not contain polar groups, was further mixed in as a viscosity modifier to adjust the viscosity.

[0098] Example 2-1 An industrial oil composition was obtained in the same manner as in Example 1-1, except that palm oil (kinematic viscosity at 40°C (JIS K 2283) 29 cSt, manufactured by Kaneda Co., Ltd.) was used as the vegetable oil (A) instead of coconut oil (kinematic viscosity at 40°C (JIS K 2283) 27.55 cSt, manufactured by Kaneda Co., Ltd.). When obtaining the industrial oil composition, a hydrocarbon-based synthetic oil (trade name: Lucant (registered trademark) HC2000, manufactured by Mitsui Chemicals, Inc.), which is a cooligomer of ethylene and an α-olefin and does not contain polar groups, was also mixed in as a viscosity modifier to adjust the viscosity.

[0099] Example 2-2 An industrial oil composition was obtained in the same manner as in Example 1-5, except that palm oil (kinematic viscosity at 40°C (JIS K 2283) 29 cSt, manufactured by Kaneda Co., Ltd.) was used as the vegetable oil (A) instead of coconut oil (kinematic viscosity at 40°C (JIS K 2283) 27.55 cSt, manufactured by Kaneda Co., Ltd.). When obtaining the industrial oil composition, a hydrocarbon-based synthetic oil (trade name: LUCANT (registered trademark) HC2000, manufactured by Mitsui Chemicals, Inc.), which is a cooligomer of ethylene and an α-olefin and does not contain polar groups, was also mixed in as a viscosity modifier to adjust the viscosity.

[0100] Example 3-1 As a derivative of vegetable oil (A), a hydroisomerization product of a hydrogenation product of an addition product of an alkene (C=16, 18, linear or branched) (limited to those having one double bond and located at position 1)) was used (CAS number: 2241366-04-9) (trade name: SynNova 4, manufactured by Novvi LLC, kinematic viscosity at 40°C (JIS K 2283) 19 cSt). An industrial oil composition was obtained by mixing 100 parts by mass of this base oil with 0.1 parts by mass of 4,4'-butylidenebis(3-methyl-6-t-butylphenyl ditridecyl phosphite) as a neutral phosphite derivative, 0.1 parts by mass of octyl 3-(3,5-di-tert-butyl-4-hydroxyphenyl)propanoate (CAS 125643-61-0, trade name: Irganox (registered trademark) L135, manufactured by BASF Japan Ltd.) as a 2,6-di-t-butylphenol derivative, and 1 part by mass of a sulfur compound (trade name: DAILUBE GS-160, manufactured by DIC Corporation) as an extreme pressure agent at room temperature. When obtaining the industrial oil composition, a hydrocarbon-based synthetic oil (trade name: LUCANT (registered trademark) HC2000, manufactured by Mitsui Chemicals, Inc.), which is a cooligomer of ethylene and an α-olefin and does not contain polar groups, was also mixed as a viscosity modifier to adjust the viscosity. The base oil used in Example 3-1 corresponds to polymer (A7), which is a polymer of the above-mentioned unsaturated fatty acid and / or the above-mentioned unsaturated hydrocarbon having 6 to 22 carbon atoms, has a molecular weight of 88 to 1500, and has a kinematic viscosity at 40°C (JIS K 2283) of 1 to 150 cSt.

[0101] Example 3-2 An industrial oil composition was obtained in the same manner as in Example 3-1, except that the components were mixed in the amounts shown below. That is, 0.001 part by mass of a neutral phosphite ester derivative, 0.001 part by mass of a 2,6-di-t-butylphenol derivative, and 1 part by mass of an extreme pressure agent were mixed with 100 parts by mass of the base oil to obtain an industrial oil composition. When obtaining the industrial oil composition, a hydrocarbon-based synthetic oil (trade name: LUCANT (registered trademark) HC2000, manufactured by Mitsui Chemicals, Inc.) which is a cooligomer of ethylene and an α-olefin and does not contain polar groups, was also mixed in as a viscosity modifier to adjust the viscosity.

[0102] Example 3-3 An industrial oil composition was obtained in the same manner as in Example 3-1, except that the components were mixed in the amounts shown below. That is, 5 parts by mass of a neutral phosphite ester derivative, 5 parts by mass of a 2,6-di-t-butylphenol derivative, and 1 part by mass of an extreme pressure agent were mixed with 100 parts by mass of base oil to obtain an industrial oil composition. When obtaining the industrial oil composition, a hydrocarbon-based synthetic oil (trade name: LUCANT (registered trademark) HC2000, manufactured by Mitsui Chemicals, Inc.) which is a cooligomer of ethylene and an α-olefin and does not contain polar groups, was also mixed in as a viscosity modifier to adjust the viscosity.

[0103] Examples 3-4-1 to 3-4-6: 4,4'-butylidenebis(3-methyl-6-t-butylphenyl ditridecyl phosphite) (R in the above formula (B)) was used as a neutral phosphite derivative. b21 ~R b24 = tridecyl group, R b25 , R b27 = methyl group, R b26 , R b28 = t-butyl group, R b291 = hydrogen atom, R b292 An industrial oil composition was obtained in the same manner as in Example 3-1, except that the compounds in Table 2 were used instead of the olefin (N = n-propyl group). When obtaining the industrial oil composition, a hydrocarbon-based synthetic oil (trade name: Lucant (registered trademark) HC2000, manufactured by Mitsui Chemicals, Inc.), which is a co-oligomer of ethylene and an α-olefin and does not contain polar groups, was also mixed in as a viscosity modifier.

[0104]

[0105] Example 3-5 As a derivative of vegetable oil (A), a hydroisomerization product of a hydrogenation product of an addition product of an alkene (C=16, 18, linear or branched) (limited to those having one double bond and located at position 1)) was used (CAS number: 2241366-04-9) (trade name: SynNova 4, manufactured by Novvi LLC, kinematic viscosity at 40°C (JIS K 2283) 19 cSt). An industrial oil composition was obtained by mixing 100 parts by mass of this base oil with 0.1 parts by mass of 4,4'-butylidenebis(3-methyl-6-t-butylphenyl ditridecyl phosphite) as a neutral phosphite derivative, 0.1 parts by mass of octyl 3-(3,5-di-tert-butyl-4-hydroxyphenyl)propanoate (CAS 125643-61-0, trade name: Irganox (registered trademark) L135, manufactured by BASF Japan Ltd.) as a 2,6-di-t-butylphenol derivative, 0.1 parts by mass of decanedioate bis(2,2,6,6-tetramethyl-1-(octyloxy)piperidin-4-yl) as a hindered amine compound, and 1 part by mass of a sulfur compound (trade name: DAILUBE GS-160, manufactured by DIC Corporation) as an extreme pressure agent at room temperature. When preparing the industrial oil composition, a hydrocarbon synthetic oil (trade name: Lucant (registered trademark) HC2000, manufactured by Mitsui Chemicals, Inc.), which is a cooligomer of ethylene and an α-olefin and does not contain polar groups, was further mixed in as a viscosity modifier to adjust the viscosity.

[0106] Example 4-1 As a derivative of vegetable oil (A), instead of a hydroisomerization product (CAS No.: 2241366-04-9) (trade name: SynNova 4, manufactured by Novvi LLC, kinematic viscosity at 40°C (JIS K 2283) 19 cSt) of a hydrogenation product of an addition product of an alkene (C=16,18, linear and branched) (limited to those having one double bond and located at position 1), a hydroisomerization product (CAS No.: 2241366-04-9) (trade name: SynNova 9, manufactured by Novvi LLC, kinematic viscosity at 40°C (JIS K 2283) 19 cSt) of a hydrogenation product of an addition product of an alkene (C=16,18, linear and branched) (limited to those having one double bond and located at position 1), was used. An industrial oil composition was obtained in the same manner as in Example 3-1, except that a base oil manufactured by Novvi LLC, having a kinematic viscosity at 40°C (JIS K 2283) of 58.5 cSt, and a trade name: SynNova 4 manufactured by Novvi LLC, having a kinematic viscosity at 40°C (JIS K 2283) of 19 cSt, were used. The base oil used in Example 4-1 was a polymer of the above unsaturated fatty acid and / or the above unsaturated hydrocarbon having 6 to 22 carbon atoms, and corresponded to the polymer (A7) having a molecular weight of 88 to 1,500 and a kinematic viscosity at 40°C (JIS K 2283) of 1 to 150 cSt.

[0107] Example 4-2 As a derivative of vegetable oil (A), instead of a hydroisomerization product (CAS No.: 2241366-04-9) (trade name: SynNova 4, manufactured by Novvi LLC, kinematic viscosity at 40°C (JIS K 2283) 19 cSt) of a hydrogenation product of an addition product of an alkene (C=16,18, linear and branched) (limited to those having one double bond and located at position 1), a hydroisomerization product (CAS No.: 2241366-04-9) (trade name: SynNova 9, manufactured by Novvi LLC, kinematic viscosity at 40°C (JIS K 2283) 19 cSt) of a hydrogenation product of an addition product of an alkene (C=16,18, linear and branched) (limited to those having one double bond and located at position 1), was used. An industrial oil composition was obtained in the same manner as in Example 3-5, except that a product name: SynNova 4 (manufactured by Novvi LLC, kinematic viscosity at 40°C (JIS K 2283) 19 cSt) was used.

[0108] Example 5-1 An industrial oil composition was obtained in the same manner as in Example 1-1, except that, instead of using palm oil (kinematic viscosity at 40°C (JIS K 2283) 27.55 cSt, manufactured by Kaneda Co., Ltd.) as the vegetable oil (A), transesterified oil (A1) obtained by transesterifying palm oil (kinematic viscosity at 40°C (JIS K 2283) 27.55 cSt, manufactured by Kaneda Co., Ltd.) was used as a derivative of the vegetable oil (A). When obtaining the industrial oil composition, a hydrocarbon-based synthetic oil (trade name: LUCANT (registered trademark) HC2000, manufactured by Mitsui Chemicals, Inc.), which is a cooligomer of ethylene and an α-olefin and does not contain polar groups, was also mixed in as a viscosity modifier to adjust the viscosity. The base oil used in Example 5-1 corresponds to the transesterified oil (A1) represented by the above formula (A) (in the above formula (A), R represents a saturated or unsaturated hydrocarbon group having from 5 to 21 carbon atoms), has a molecular weight of from 88 to 1,500, and has a kinematic viscosity at 40°C (JIS K 2283) of from 1 cSt to 150 cSt.

[0109] Example 5-2 An industrial oil composition was obtained in the same manner as in Example 1-5, except that, instead of using palm oil (kinematic viscosity at 40°C (JIS K 2283) 27.55 cSt, manufactured by Kaneda Co., Ltd.) as the vegetable oil (A), transesterified oil (A1) obtained by transesterifying palm oil (kinematic viscosity at 40°C (JIS K 2283) 27.55 cSt, manufactured by Kaneda Co., Ltd.) was used as a derivative of the vegetable oil (A). When obtaining the industrial oil composition, a hydrocarbon-based synthetic oil (trade name: LUCANT (registered trademark) HC2000, manufactured by Mitsui Chemicals, Inc.), which is a cooligomer of ethylene and an α-olefin and does not contain polar groups, was also mixed in as a viscosity modifier to adjust the viscosity. The base oil used in Example 5-2 corresponds to the interesterified oil (A1) represented by the above formula (A) (in the above formula (A), R represents a saturated or unsaturated hydrocarbon group having from 5 to 21 carbon atoms), has a molecular weight of from 88 to 1,500, and has a kinematic viscosity at 40°C (JIS K 2283) of from 1 cSt to 150 cSt.

[0110] Example 6-1 An industrial oil composition was obtained in the same manner as in Example 1-1, except that, instead of coconut oil (kinematic viscosity at 40°C (JIS K 2283) 27.55 cSt, manufactured by Kaneda Co., Ltd.) as the vegetable oil (A), transesterified oil (A1) obtained by transesterifying palm oil (kinematic viscosity at 40°C (JIS K 2283) 29 cSt, manufactured by Kaneda Co., Ltd.) was used as a derivative of the vegetable oil (A). When obtaining the industrial oil composition, a hydrocarbon-based synthetic oil (trade name: LUCANT (registered trademark) HC2000, manufactured by Mitsui Chemicals, Inc.), which is a cooligomer of ethylene and an α-olefin and does not contain polar groups, was also mixed in as a viscosity modifier to adjust the viscosity. The base oil used in Example 6-1 corresponds to the transesterified oil (A1) represented by the above formula (A) (in the above formula (A), R represents a saturated or unsaturated hydrocarbon group having from 5 to 21 carbon atoms), has a molecular weight of from 88 to 1,500, and has a kinematic viscosity at 40°C (JIS K 2283) of from 1 cSt to 150 cSt.

[0111] Example 6-2 An industrial oil composition was obtained in the same manner as in Example 1-5, except that, instead of coconut oil (kinematic viscosity at 40°C (JIS K 2283) 27.55 cSt, manufactured by Kaneda Co., Ltd.), transesterified oil (A1) obtained by transesterifying palm oil (kinematic viscosity at 40°C (JIS K 2283) 29 cSt, manufactured by Kaneda Co., Ltd.) was used as a derivative of the vegetable oil (A). When obtaining the industrial oil composition, a hydrocarbon-based synthetic oil (trade name: LUCANT (registered trademark) HC2000, manufactured by Mitsui Chemicals, Inc.), which is a cooligomer of ethylene and an α-olefin and does not contain polar groups, was also mixed in as a viscosity modifier to adjust the viscosity. The base oil used in Example 6-2 corresponds to the interesterified oil (A1) represented by the above formula (A) (in the above formula (A), R represents a saturated or unsaturated hydrocarbon group having from 5 to 21 carbon atoms), has a molecular weight of from 88 to 1,500, and has a kinematic viscosity at 40°C (JIS K 2283) of from 1 cSt to 150 cSt.

[0112] Example 7-1 PureNova 1351 (trade name, manufactured by Novvi LLC, kinematic viscosity at 40° C. (JIS K 2283) 2.8 cSt) was used as a derivative of vegetable oil (A). An industrial oil composition was obtained by mixing 100 parts by mass of this base oil with 0.1 parts by mass of 4,4'-butylidenebis(3-methyl-6-t-butylphenyl ditridecyl phosphite) as a neutral phosphite derivative, 0.1 parts by mass of octyl 3-(3,5-di-tert-butyl-4-hydroxyphenyl)propanoate (CAS 125643-61-0, trade name: Irganox (registered trademark) L135, manufactured by BASF Japan Ltd.) as a 2,6-di-t-butylphenol derivative, and 7 parts by mass of a sulfur compound (trade name: DAILUBE FS-300, manufactured by DIC Corporation) as an extreme pressure agent at room temperature.

[0113] Example 7-2 An industrial oil composition was obtained in the same manner as in Example 7-1, except that the components were mixed in the following amounts: 0.001 part by mass of a neutral phosphite derivative, 0.001 part by mass of a 2,6-di-t-butylphenol derivative, and 1 part by mass of an extreme pressure agent were mixed with 100 parts by mass of a base oil to obtain an industrial oil composition.

[0114] Example 7-3 An industrial oil composition was obtained in the same manner as in Example 7-1, except that the components were mixed in the following amounts: 100 parts by mass of base oil, 5 parts by mass of a neutral phosphite derivative, 5 parts by mass of a 2,6-di-t-butylphenol derivative, and 1 part by mass of an extreme pressure agent were mixed to obtain an industrial oil composition.

[0115] Examples 7-4-1 to 7-4-6: 4,4'-butylidenebis(3-methyl-6-t-butylphenyl ditridecyl phosphite) (R in the above formula (B)) was used as a neutral phosphite derivative. b21 ~R b24 = tridecyl group, R b25 , R b27 = methyl group, R b26 , R b28 = t-butyl group, R b291 = hydrogen atom, R b292 An industrial oil composition was obtained in the same manner as in Example 7-1, except that the compounds in Table 3 were used instead of the hydroxyl group (=n-propyl group).

[0116]

[0117] Example 7-5 PureNova 1351 (trade name, manufactured by Novvi LLC, kinematic viscosity at 40° C. (JIS K 2283) 2.8 cSt) was used as a derivative of vegetable oil (A). An industrial oil composition was obtained by mixing 100 parts by mass of this base oil with 0.1 parts by mass of 4,4'-butylidenebis(3-methyl-6-t-butylphenyl ditridecyl phosphite) as a neutral phosphite derivative, 0.1 parts by mass of octyl 3-(3,5-di-tert-butyl-4-hydroxyphenyl)propanoate (CAS 125643-61-0, trade name: Irganox (registered trademark) L135, manufactured by BASF Japan Ltd.) as a 2,6-di-t-butylphenol derivative, 0.1 parts by mass of decanedioate bis(2,2,6,6-tetramethyl-1-(octyloxy)piperidin-4-yl) as a hindered amine compound, and 7 parts by mass of a sulfur compound (trade name: DAILUBE FS-300, manufactured by DIC Corporation) as an extreme pressure agent at room temperature.

[0118] Comparative Example 1-1 An industrial oil composition was obtained in the same manner as in Example 1-1, except that mineral oil (trade name: Neutral Oil 150NT, manufactured by ENEOS Corporation, kinematic viscosity at 40°C (JIS K 2283) 74 cSt, and trade name: YUBASE 2, manufactured by SK Corporation, kinematic viscosity at 40°C (JIS K 2283) 8.7 cSt) was used as the vegetable oil (A) instead of palm oil (kinematic viscosity at 40°C (JIS K 2283) 27.55 cSt, manufactured by Kaneda Co., Ltd.), and the components were mixed by heating. Note that when the components were mixed at room temperature, some components did not dissolve.

[0119] Comparative Example 1-2 An industrial oil composition was obtained in the same manner as in Example 1-5, except that mineral oil (trade name: Super Oil M150, manufactured by ENEOS Corporation, kinematic viscosity at 40°C (JIS K 2283) 136 cSt, and trade name: YUBASE 2, manufactured by SK Corporation, kinematic viscosity at 40°C (JIS K 2283) 8.7 cSt) was used as the vegetable oil (A) instead of palm oil (kinematic viscosity at 40°C (JIS K 2283) 27.55 cSt, manufactured by Kaneda Co., Ltd.), and the components were mixed by heating. Note that when the components were mixed at room temperature, some components did not dissolve.

[0120] Comparative Example 2-1 An industrial oil composition was obtained in the same manner as in Example 1-1, except that mineral oil (trade name: YUBASE 2, manufactured by SK Corporation, kinematic viscosity at 40°C (JIS K 2283) 8.7 cSt) was used as the vegetable oil (A) instead of palm oil (kinematic viscosity at 40°C (JIS K 2283) 27.55 cSt, manufactured by Kaneda Co., Ltd.), and the components were mixed by heating. Note that when the components were mixed at room temperature, some components did not dissolve.

[0121] Comparative Example 2-2 An industrial oil composition was obtained in the same manner as in Example 1-5, except that mineral oil (trade name: Cosmo Pure Spin D, manufactured by Cosmo Oil Lubricants Co., Ltd., kinematic viscosity at 40°C (JIS K 2283) 6.7 cSt) was used as the vegetable oil (A) instead of palm oil (kinematic viscosity at 40°C (JIS K 2283) 27.55 cSt, manufactured by Kaneda Co., Ltd.), and the components were mixed by heating. Note that when the components were mixed at room temperature, some components did not dissolve.

[0122] The industrial oil compositions prepared in Examples 1-1 to 1-5, 2-1 and 2-2, 3-1 to 3-5, 4-1 and 4-2, 5-1 and 5-2, and 6-1 and 6-2 had kinematic viscosities at 40°C (JIS K 2283) in the range of 32 cSt or more and 48 cSt or less. Furthermore, the shell 4-ball fusion load measured in the extreme pressure test (load-bearing capacity test) (ASTM D2783) was in the range of 250 kgf or more. Furthermore, the copper corrosion measured in accordance with the copper corrosion test (JIS K 2513, Petroleum Products - Copper Corrosion Test Method; Test Tube Method, Heating at 100°C for 1 hour) was 1a to 1b. Furthermore, the industrial oil compositions prepared in Examples 7-1 to 7-5 had kinematic viscosities at 40°C (JIS K 2283) in the range of 1 cSt or more and 10 cSt or less. Furthermore, the shell four-ball welding load measured in an extreme pressure test (load-bearing capacity test) (ASTM D2783) was in the range of 250 kgf or more. Furthermore, the copper plate corrosion measured in accordance with a copper plate corrosion test (JIS K 2513, Petroleum Products - Copper Plate Corrosion Test Method; Test Tube Method, Heating at 100°C for 1 hour) was 1a to 1b. Furthermore, the industrial oil compositions prepared in Comparative Examples 1-1 and 1-2 had kinematic viscosities (JIS K 2283) at 40°C in the range of 32 cSt or more and 48 cSt or less. Furthermore, the industrial oil compositions prepared in Comparative Examples 2-1 and 2-2 had kinematic viscosities (JIS K 2283) at 40°C in the range of 1 cSt or more and 10 cSt or less.

[0123] <Evaluation Method and Results> [Machine Lubrication Test] The industrial oil composition obtained above was used as a hydraulic fluid for a hydraulic system. Specifically, the hydraulic system was operated for 8 hours a day, and the color of the industrial oil composition in the hydraulic system was observed after 6 months and 12 months. The evaluation criteria were as follows. Color of the industrial oil composition: A was assigned if there was no change from the color (light yellow) at the time of preparation of the industrial oil composition, and B was assigned if the color had changed to brownish-red. Note that a B indicates that the performance of the neutral phosphite ester derivative and the 2,6-di-t-butylphenol derivative is no longer being exhibited. In other words, it is time to change the hydraulic fluid. The evaluation results are shown in Tables 4-1 to 4-3.

[0124] [Metalworking (Watch Gear Machining) Test] The industrial oil composition obtained above was used in the machining of watch gears. Specifically, a machining machine was operated for 8 hours a day while the industrial oil composition was circulating, and the color of the circulating industrial oil composition was observed after 1 month, 3 months, and 6 months. The gear machining accuracy was also examined after 1 month, 3 months, and 6 months. The evaluation criteria were as follows: Industrial oil composition color: A was assigned when there was no change from the color (light yellow) at the time of preparation of the industrial oil composition; B was assigned when the color had changed to dark yellow; and C was assigned when the color had changed to brown. Note that C indicates that the performance of the neutral phosphite ester derivative and the 2,6-di-t-butylphenol derivative was no longer being exhibited. Gear machining accuracy: A was assigned when the accuracy was the same as at the beginning of operation; B was assigned when the accuracy had deteriorated. The evaluation results are shown in Tables 4-1 to 4-3.

[0125]

[0126]

[0127]

[0128] [Metalworking (punching) test] When punching the main plate medal of a watch, the industrial oil composition obtained above was used as punching oil. Specifically, 1000 medals were processed, and the processing accuracy of the 1000th processed main plate medal was examined. The evaluation criteria are as follows. Processing accuracy of main plate medal: When the edge of the main plate medal was sharp, it was rated A, and when the edge of the main plate medal was drooped, it was rated B. The evaluation results are shown in Table 5.

[0129]

Claims

1. An industrial oil composition comprising a vegetable oil (A) or a derivative thereof as a base oil, and a neutral phosphite derivative represented by the following formula (B) and a 2,6-di-t-butylphenol derivative represented by the following formula (C) as antioxidants. (In the above formula (B), R b21 ~R b24 each independently represents an aliphatic hydrocarbon group having 10 to 16 carbon atoms; R b25 ~R b28 each independently represents a linear or branched alkyl group having 1 to 6 carbon atoms; R b291 and R b292 each independently represents a hydrogen atom or a linear or branched alkyl group having 1 to 5 carbon atoms; R b291 and R b292 The total number of carbon atoms is 1 to 5. (In formula (C), R c1 is a straight or branched alkyl group having 1 to 12 carbon atoms.

2. The industrial oil composition according to claim 1, further comprising a hindered amine compound represented by the following formula (D): (In the above formula (D), R d21 and R d22 each independently represents an aliphatic hydrocarbon group having 1 to 10 carbon atoms; R d23 represents a divalent aliphatic hydrocarbon group having 1 to 10 carbon atoms.

3. The industrial oil composition according to claim 1 or 2, wherein the derivative is an interesterified oil (A1) obtained by interesterifying the vegetable oil (A), a diester oil or monoester oil (A2) obtained by hydrolysis of the vegetable oil (A), a fatty acid (A3) obtained by hydrolysis of the vegetable oil (A), a saturated fatty acid (A4) obtained by hydrogenating an unsaturated fatty acid contained in the fatty acid (A3), a hydrocarbon (A5) obtained by reducing the fatty acid (A3), a saturated hydrocarbon (A6) obtained by hydrogenating an unsaturated hydrocarbon contained in the hydrocarbon (A5), or a polymer (A7) obtained by polymerizing the unsaturated fatty acid contained in the fatty acid (A3) and / or the unsaturated hydrocarbon contained in the hydrocarbon (A5).

4. The industrial oil composition according to claim 3, wherein the derivative is the interesterified oil (A1) or the polymer (A7), the interesterified oil (A1) is represented by the following formula (A) and has a molecular weight of 88 or more and 1,500 or less, and a kinetic viscosity at 40°C (JIS K 2283) of 1 cSt or more and 150 cSt or less, and the polymer (A7) is a polymer of the unsaturated fatty acid and / or the unsaturated hydrocarbon having 6 to 22 carbon atoms, a molecular weight of 88 or more and 1,500 or less, and a kinetic viscosity at 40°C (JIS K 2283) of 1 cSt or more and 150 cSt or less. (In the above formula (A), each R represents a saturated or unsaturated hydrocarbon group having 5 to 21 carbon atoms.) 5. A derivative preparation step of obtaining a derivative from a vegetable oil (A); and an antioxidant mixing step of mixing the derivative obtained in the derivative preparation step as a base oil with a neutral phosphite derivative represented by the following formula (B) and a 2,6-di-t-butylphenol derivative represented by the following formula (C) as antioxidants, a step of hydrolyzing the vegetable oil (A) to obtain a diester oil or a monoester oil (A2) as the derivative; a step of hydrolyzing the vegetable oil (A) to obtain a fatty acid (A3) as the derivative; a step of hydrogenating an unsaturated fatty acid contained in the fatty acid (A3) to obtain a saturated fatty acid (A4) as the derivative; a step of reducing the fatty acid (A3) to obtain a hydrocarbon (A5) as the derivative; a step of hydrogenating an unsaturated hydrocarbon contained in the hydrocarbon (A5) to obtain a saturated hydrocarbon (A6) as the derivative; or a step of polymerizing the unsaturated fatty acid contained in the fatty acid (A3) and / or the unsaturated hydrocarbon contained in the hydrocarbon (A5) to obtain a polymer (A7) as the derivative. (In the above formula (B), R b21 ~R b24 each independently represents an aliphatic hydrocarbon group having 10 to 16 carbon atoms; R b25 ~R b28 each independently represents a linear or branched alkyl group having 1 to 6 carbon atoms; R b291 and R b292 each independently represents a hydrogen atom or a linear or branched alkyl group having 1 to 5 carbon atoms; R b291 and R b292 The total number of carbon atoms is 1 to 5. (In the above formula (C), R c1 is a straight or branched alkyl group having 1 to 12 carbon atoms.

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