Industrial oil composition, and method of producing industrial oil composition
The use of vegetable oil derivatives with neutral phosphite and 2,6-di-t-butylphenol antioxidants in industrial oil compositions addresses production challenges and improves lubricity, resulting in a more efficient and effective lubricating solution.
Patent Information
- Application Number
- JP2023107112
- Authority / Receiving Office
- JP · JP
- Patent Type
- Applications
- Current Assignee / Owner
- Filing Date
- 2023-06-29
- Publication Date
- 2025-01-17
AI Technical Summary
The existing lubricating oil compositions face challenges with high production load and poor lubricity.
An industrial oil composition is formulated using vegetable oil or its derivatives as a base oil, combined with neutral phosphite derivatives and 2,6-di-t-butylphenol derivatives as antioxidants, which are easily soluble at room temperature, reducing the need for heating during production and enhancing lubricity.
The composition is easier to manufacture and exhibits excellent lubricity, with reduced need for functional additives, while maintaining antioxidant performance over time.
Smart Images

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Abstract
Description
[Technical field]
[0001] The present invention relates to an industrial oil composition and a method for making an industrial oil composition. [Background technology]
[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. [Prior art documents] [Patent documents]
[0003] [Patent Document 1] JP 2023-049434 A Summary of the Invention [Problem to be solved by the invention]
[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 which is easy to prepare and has excellent lubricating properties. [Means for solving the problem]
[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] [ka]
[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 b292 The total number of carbon atoms is 1 to 5.
[0009] [ka]
[0010] In the above formula (C), R c1 is a straight-chain or branched alkyl group having 1 to 12 carbon atoms. Effect of the Invention
[0011] The industrial oil composition of the present invention is easy to prepare and has excellent lubricating properties. DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS
[0012] A detailed description will be given of a form (embodiment) for carrying out the present invention. The present invention is not limited to the contents described in the following embodiment. Furthermore, the components described below include those that a person skilled in the art can easily imagine and those that are substantially the same. Furthermore, the configurations described below can be appropriately combined. Furthermore, various omissions, substitutions, or modifications of the configurations can be made without departing from 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 fatty acid and glycerin, and is liquid at room temperature. The vegetable oil (A) may be used alone or in combination of two or more. The fatty acid residue (acyl group) contained in the vegetable oil (A) usually has 6 to 22 carbon atoms. Since there is a distribution in the length of the fatty acid residue, the vegetable oil (A) is easy to dissolve the antioxidant and the functional additive described later. Even if the functional additive is derived from a plant that takes environmental load into consideration, it can be suitably dissolved. As a result, when the industrial oil composition is produced, heating to increase the solubility of the antioxidant and the functional additive is not required, and the load during production can be reduced. That is, the industrial oil composition of the first embodiment is easy to produce. In addition, the range of selection of the functional additive can be expanded. Furthermore, since the vegetable oil (A) itself has excellent lubricity, the amount of the functional additive used can be reduced. This is considered to be due to the fact that the vegetable oil (A) has polarity in the skeleton and the fatty acid residue (acyl group) has a distribution in the length. Furthermore, the vegetable oil (A) is also characterized by having biodegradability. Another advantage of vegetable oil (A) is that it is highly compatible with a decarbonized society.
[0015] In addition, when mineral oil is used as the base oil, many functional additives have a low solubility in mineral oil because of their non-polar chemical structure. In particular, there is a problem that it is difficult to use functional additives derived from plants that take environmental load into consideration. As a result, when manufacturing an industrial oil composition, heating is required to increase the solubility of the functional additives, which increases the load during manufacturing. In addition, 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 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 kinetic viscosity at 40°C (JIS K 2283) of 1 cSt or more and 150 cSt or less.
[0017] The neutral phosphite derivative is represented by the following formula (B). The neutral phosphite derivative may be used alone or in combination of two or more. Since the neutral phosphite derivative is a dimer, it is difficult to evaporate and can efficiently exhibit antioxidant performance. In particular, the neutral phosphite derivative has high compatibility with the vegetable oil (A), and can therefore exhibit an antioxidant function more effectively in the industrial oil composition of embodiment 1.
[0018] [ka]
[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 straight-chain, 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 straight-chain 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 straight-chain 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 it has a specific substituent group, it has excellent anti-oxidation performance and wear resistance. b25 ~R b28 This is believed to be because when the compound has a specific substituent, the film of the industrial oil composition that adheres to the sliding parts 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; 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 abrasion 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; R b291 When is a methyl group, Rb292 is a linear or branched alkyl group having 1 to 4 carbon atoms; R b291 When is an ethyl group, R b292 is a straight or branched 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 It is more preferable that is a straight-chain 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 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, the 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), so that the antioxidant function can be more effectively exhibited in the industrial oil composition of embodiment 1.
[0030] [ka]
[0031] In formula (C), R c1 is a straight-chain or branched alkyl group having 1 to 12 carbon atoms. Examples of the straight-chain 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 derivative is preferably contained in an amount of 0.001 to 5 parts by mass per 100 parts by mass of the base oil. Also, 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 the 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 kinds.
[0035] [ka]
[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] As the aliphatic hydrocarbon group having 1 to 10 carbon atoms, specifically, a straight-chain or branched alkyl group such as a methyl group, an ethyl group, an n-propyl group, an n-butyl group, an n-pentyl group, an n-hexyl group, a heptyl group, an octyl group, a nonyl group, a decyl 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, an isohexyl group, a 2-ethylhexyl group, etc. Among these, a straight-chain or branched alkyl group having 5 to 10 carbon atoms is more preferable from the viewpoint of improving durability.
[0039] R d23 represents a divalent aliphatic hydrocarbon group having 1 to 10 carbon atoms.
[0040] As the divalent aliphatic hydrocarbon group having 1 to 10 carbon atoms, a divalent linear or branched alkylene group such as a methylene group, a 1,2-ethylene group, a 1,3-propylene group, a 1,4-butylene group, a 1,5-pentylene group, a 1,6-hexylene group, a 1,7-heptylene group, a 1,8-octylene group, a 1,9-nonylene group, a 1,10-decylene group, or a 3-methyl-1,5-pentylene group is preferably used. Among these, a divalent linear or branched alkylene group having 5 to 10 carbon atoms is 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 is 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] Since the industrial oil composition of embodiment 1 is used for machine lubrication or metal processing, it is preferable to further contain a functional additive. When the industrial oil composition of embodiment 1 is used for machine lubrication, it is preferable to further contain an oiliness agent, a metal deactivator, an extreme pressure agent, etc. as a functional additive in addition to the base oil and the antioxidant.
[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 property is improved and wear can be prevented. Also, 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 of the zinc dialkyldithiophosphate include a primary type alkyl group and a secondary type alkyl group. Both a primary type alkyl group and a secondary type alkyl group may be present in one molecule. The alkyl group may be linear or branched. The number of carbon atoms of the alkyl group is not particularly limited, but is preferably 3 to 12, and more preferably 3 to 8, from the viewpoint of preventing wear. The zinc dialkyldithiophosphate may be used alone or in combination of two or more types.
[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] [ka]
[0048] In the above formula (E), R e1 represents 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 kinds.
[0049] As the extreme pressure agent, for example, a sulfur compound is preferably used. Specifically, an active sulfur compound can be mentioned. When the active sulfur compound is contained in the industrial oil composition of embodiment 1, the lubricity can be improved. The extreme pressure agent may be used alone or in combination of two or more kinds.
[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 that contains sulfur atoms but does not contain metal atoms or phosphorus atoms, and that is diluted with refined mineral oil so that the sulfur content is 1% by mass, and has a copper plate corrosion of 2 to 4 as measured according to JIS K2513 (petroleum products-copper plate corrosion test method; test tube method, heated at 100°C for 1 hour). Meanwhile, a compound that contains sulfur atoms but does not contain metal atoms or phosphorus atoms and has a copper plate corrosion of 1 as measured according to the above test method is called an inactive sulfur compound. Examples of active sulfur compounds include polysulfide, sulfurized oil and fat, powdered sulfur, sulfurized mineral oil, sulfurized ester, and sulfurized olefin. Of these, sulfurized olefin is preferably used. The active sulfur compound may be used alone or in combination of two or more types. Even if the raw material and sulfur content of these active sulfur compounds are similar, they may be inactive sulfur compounds depending on the production conditions, etc. In addition, 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 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. Also, 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.
[0052] When the industrial oil composition of embodiment 1 is used for metal processing, it is preferred that, in addition to the base oil and the antioxidant, it further contains an extreme pressure agent and a metal deactivator as functional additives.
[0053] As the extreme pressure agent, for example, a sulfur compound is preferably used. Specifically, an active sulfur compound can be mentioned. When the industrial oil composition of embodiment 1 contains an active sulfur compound, the processability can be improved. The extreme pressure agent may be used alone or in combination of two or more. In addition, 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, the metal surface can be protected and corrosion can be prevented. In addition, copper-based metals can be processed. When the extreme pressure agent and the metal deactivator are combined in the industrial oil composition of embodiment 1, the metal can be processed more preferably.
[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 is diluted with refined mineral oil so that the sulfur content is 1 mass%, and has a copper plate corrosion of 2 to 4 as measured according to JIS K2513 (petroleum products-copper plate corrosion test method; test tube method, heated at 100°C for 1 hour). Meanwhile, a compound containing sulfur atoms but not containing metal atoms or phosphorus atoms, which has a copper plate corrosion of 1 as measured according to the above test method, is called an inactive sulfur compound. Examples of active sulfur compounds include polysulfide, sulfurized oil and fat, powdered sulfur, sulfurized mineral oil, sulfurized ester, and sulfurized olefin. Of these, sulfurized olefin is preferably used. The active sulfur compound may be used alone or in combination of two or more types. Even if the raw material and sulfur content of these active sulfur compounds are similar, they may be inactive sulfur compounds depending on the production 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] [ka]
[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 metal processing, 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] In addition, 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. In addition, when the industrial oil composition before use for metal processing does not contain the above-mentioned metal deactivator, an inactive 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 paraffin and viscosity modifiers. It is preferable that the other functional additives are contained in the industrial oil composition before use in a range that does not interfere with the effects of long-term use, etc.
[0061] When the industrial oil composition of the first embodiment is used for metal processing, the kinetic viscosity at 40°C (JIS K 2283) is preferably 10 cSt or more and 48 cSt or less. In addition, the shell 4-ball fusion load by the extreme pressure test (load bearing capacity test) (ASTM D2783) is preferably 250 kgf or more. In addition, the copper plate corrosion measured according to the copper plate corrosion test (JIS K 2513, petroleum products-copper plate corrosion test method; test tube method, heated at 100°C for 1 hour) is preferably 1 to 2, and more preferably 1a to 1b. However, when the industrial oil composition of the first embodiment is used as a punching oil among those for metal processing, the kinetic viscosity at 40°C (JIS K 2283) is preferably 1 cSt or more and 10 cSt or less. On the other hand, when the industrial oil composition of the first embodiment is used for machine lubrication, the kinetic viscosity at 40°C (JIS K 2283) is preferably 32 cSt or more and 68 cSt or less. In addition, the shell 4-ball fusion load according to the extreme pressure test (load bearing capacity test) (ASTM D2783) is preferably 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 derivative, the 2,6-di-t-butylphenol derivative, and, if necessary, the hindered amine compound and the functional additive. The mixing can be carried out at room temperature without the need for heating.
[0063] [Embodiment 2] The industrial oil composition of embodiment 2 comprises a derivative of a 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 transesterified oil (A1) obtained by transesterifying 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), or 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. The derivatives have a distribution of lengths of the hydrocarbon groups contained in the derivatives, similar to the vegetable oil (A), and therefore easily dissolve antioxidants and the above-mentioned functional additives. Even if the functional additive is derived from a plant in consideration of environmental load, it can be suitably dissolved. As a result, when the industrial oil composition is produced, heating to increase the solubility of the antioxidant and the functional additive is not required, and the load during production can be reduced. That is, the industrial oil composition of embodiment 2 is easy to produce. In addition, the range of functional additives to be selected can be expanded. Furthermore, since the derivative itself has excellent lubricity, the amount of functional additive used can be reduced. This is considered to be due to the distribution of the length of the hydrocarbon group in the derivative. Furthermore, when the derivative has polarity in the skeleton, the polarity is also considered to contribute. Note that, when the derivative has a side chain in the skeleton, the side chain is also considered to contribute to improving the lubricity. Furthermore, the derivative is usually biodegradable.
[0065] The derivative preferably has a kinetic viscosity at 40° C. (JIS K 2283) of 1 cSt or more and 150 cSt or less.
[0066] As the derivative, specifically, an ester-exchange oil (A1) represented by the following formula (A), having a molecular weight of 88 to 1500 and a kinetic viscosity at 40° C. (JIS K 2283) of 1 cSt to 150 cSt is preferably used. 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 1500 and a kinetic viscosity at 40° C. (JIS K 2283) of 1 cSt to 150 cSt. When such a derivative is used, the range of functional additives to be selected can be further expanded, and the amount of functional additives used can be further reduced.
[0067] [ka]
[0068] In the above formula (A), R represents a saturated or unsaturated hydrocarbon group having 5 to 21 carbon atoms.
[0069] Details of the antioxidants (neutral phosphite 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 in 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 in the industrial oil composition of embodiment 1.
[0070] The method for producing an industrial oil composition of the second embodiment includes 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 above formula (B) and a 2,6-di-t-butylphenol derivative represented by the above formula (C) as antioxidants. In the antioxidant mixing step, a hindered amine compound and a functional additive can also be mixed as necessary. Mixing can usually be performed at room temperature without the need for heating.
[0071] The derivative preparation step can be carried out by a known method. Specifically, the derivative preparation step includes a step of transesterifying vegetable oil (A) to obtain transesterified oil (A1) as a derivative, a step of hydrolyzing vegetable oil (A) to obtain diester oil or monoester oil (A2) as a derivative, a step of hydrolyzing vegetable oil (A) to obtain fatty acid (A3) as a derivative, a step of hydrogenating unsaturated fatty acid contained in fatty acid (A3) to obtain saturated fatty acid (A4) as a derivative, a step of reducing fatty acid (A3) to obtain hydrocarbon (A5) as a derivative, a step of hydrogenating unsaturated hydrocarbon contained in hydrocarbon (A5) to obtain saturated hydrocarbon (A6) as a derivative, or a step of polymerizing unsaturated fatty acid contained in fatty acid (A3) and / or unsaturated hydrocarbon contained in hydrocarbon (A5) to obtain 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 changed to the desired acyl groups. 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). In the step of obtaining fatty acid (A3), for example, an enzyme lipase is used. This allows the preparation of fatty acid (A3) having acyl groups in the vegetable oil (A). In the step of obtaining saturated fatty acid (A4) and the step of obtaining saturated hydrocarbon (A6), for example, a nickel catalyst is used. This allows the unsaturated bonds in the fatty acid (A3) and the hydrocarbon (A5) to be saturated bonds.
[0073] In the process of obtaining the hydrocarbon (A5), for example, the hydrocarbon (A5) can be obtained from the fatty acid (A3) via alcohol. 4 Alcohols can be obtained from fatty acids (A3) by chemical reduction using ethylenediaminetetraacetate (Ed) or direct hydrogenation of higher fatty acid esters. The alcohols are then converted to leaving groups such as halides and sulfonates, and then reacted with a metal hydride source (LiAlH 4 , LiHBEt3 , Bu 3 Hydrocarbon (A5) may be obtained by reduction with SnH + radical initiator. Methods for reducing halogen include catalytic hydrogenation and Birch reduction. 3 , P.X. 5 , SOCl 2 , (COCl) 2 For sulfonation, the Appel reaction can be used. 3 N, TsCl-Py(-DMAP) system may also be used. In the case of primary alcohols, NaBH 3 CN-(PhO) 3 P-CH 3 A method of reducing the alkyl iodide generated in the system using I may be performed. In addition, Barton-McCombie deoxygenation, Marco-Lamb deoxygenation, 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 a desired polymer. The above-mentioned steps of obtaining a derivative may be appropriately combined to prepare a derivative having a desired structure. Furthermore, the above-mentioned steps of obtaining a derivative may be combined with a step of carrying out a hydroisomerization reaction to prepare a derivative.
[0075] More specifically, the derivative is preferably 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 and branched) (limited to those having one double bond and located at position 1). Examples of such hydroisomerization reaction products include SynNova (registered trademark) 4 and SynNova 9 (trade names, manufactured by Novvi LLC). In addition, the derivative may be Novvi EL26, NovaSolv 160, PureNova 2609, PureNova 2304, or PureNova 1351 (trade names, manufactured by Novvi LLC).
[0076] Alternatively, as the derivative, a branched paraffinic hydrocarbon component obtained by the method described in Japanese Patent Nos. 5,281,409 and 5,325,777 using vegetable oil (A) may be used.
[0077] The industrial oil compositions of the first and second embodiments can be used in known manners as turbine oils, hydraulic oils, bearing oils, gear oils, compressor oils, and traction oils in the case of machine lubrication, and can be used in known manners as cutting oils, rolling oils, drawing and drawing oils, cleaning oils, plastic processing oils, punching oils, heat treatment oils, and heat transfer oils in the case of metal processing.
[0078] Based on the above, the present invention relates to the following. [1] A vegetable oil (A) or a derivative thereof as a base oil; The composition contains, as an antioxidant, a neutral phosphite derivative represented by the following formula (B) and a 2,6-di-t-butylphenol derivative represented by the following formula (C), Industrial Oil Composition The industrial oil composition is easy to prepare and has excellent lubricating properties.
[0079] [ka]
[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 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.
[0081] [ka]
[0082] (In the above formula (C), R c1 is a straight-chain or branched alkyl group having 1 to 12 carbon atoms. [2] Further, the composition contains a hindered amine compound represented by the following formula (D): The industrial oil composition according to the above item [1]. The industrial oil composition has an excellent antioxidant function.
[0083] [ka]
[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 d23 represents a divalent aliphatic hydrocarbon group having 1 to 10 carbon atoms. [3] 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 according to the above item [1] or [2]. The industrial oil composition is easy to produce and has excellent lubricity. [4] The derivative is the transesterified oil (A1) or the polymer (A7), The above-mentioned interesterified oil (A1) is represented by the following formula (A), has a molecular weight of 88 or more and 1500 or less, and has a kinematic viscosity at 40°C (JIS K 2283) of 1 cSt or more and 150 cSt or less, 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 1500, and a kinematic viscosity at 40°C (JIS K 2283) of 1 to 150 cSt. The industrial oil composition according to the above item [3]. The industrial oil composition is easier to produce and has better lubrication properties.
[0085] [ka]
[0086] (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 for 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 derivative preparation step being a step of transesterifying the vegetable oil (A) to obtain an transesterified oil (A1) as the derivative, a step of hydrolyzing the vegetable oil (A) to obtain a diester oil or 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; Method for Producing an Industrial Oil Composition The above-mentioned method for producing an industrial oil composition is easy to produce and gives an industrial oil composition having excellent lubricity.
[0087] [ka]
[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] [ka]
[0090] (In the above formula (C), R c1 is a straight-chain or branched alkyl group having 1 to 12 carbon atoms.
[0091] [Example] The present invention will be described in more detail below based on examples, but the present invention is not limited to these examples.
[0092] [Example 1-1] As the vegetable oil (A), coconut oil (kinematic viscosity at 40 ° C. (JIS K 2283) 27.55 cSt, manufactured by Kaneda Co., Ltd.) was used. 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 Co., 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 were mixed at room temperature to obtain an industrial oil composition. When obtaining the industrial oil composition, a synthetic hydrocarbon oil (product name: LUCANT (registered trademark) HC2000, manufactured by Mitsui Chemicals, Inc.), which is a cooligomer of ethylene and an α-olefin and does not contain a polar group, was also mixed in as a viscosity modifier in order 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 parts by mass of a neutral phosphite derivative, 0.001 parts by mass of a 2,6-di-t-butylphenol derivative, and 1 part by mass of an extreme pressure agent were mixed with respect to 100 parts by mass of a base oil to obtain an industrial oil composition. When obtaining the industrial oil composition, a hydrocarbon-based synthetic oil (product name: LUCANT (registered trademark) HC2000, manufactured by Mitsui Chemicals, Inc.), which is a cooligomer of ethylene and α-olefin and does not contain a polar group, was also mixed as a viscosity modifier in order to adjust the viscosity.
[0094] [Examples 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 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 respect to 100 parts by mass of a base oil to obtain an industrial oil composition. When obtaining the industrial oil composition, a hydrocarbon-based synthetic oil (product name: LUCANT (registered trademark) HC2000, manufactured by Mitsui Chemicals, Inc.), which is a cooligomer of ethylene and α-olefin and does not contain a polar group, was also mixed as a viscosity modifier in order to adjust the viscosity.
[0095] [Examples 1-4-1 to 1-4-6] As a neutral phosphite derivative, 4,4'-butylidenebis(3-methyl-6-t-butylphenyl ditridecylphosphite) (R b21 ~R b24 = tridecyl group, R b25 , R b27 = methyl group, R b26 , R b28 = t-butyl group, R b291 = hydrogen atom, R b292An industrial oil composition was obtained in the same manner as in Example 1-1, except that a compound in Table 1 was used instead of the aryl group (=n-propyl group). When obtaining the industrial oil composition, a hydrocarbon-based synthetic oil (product name: LUCANT (registered trademark) HC2000, manufactured by Mitsui Chemicals, Inc.), which is a cooligomer of ethylene and α-olefin and does not contain a polar group, was also mixed in as a viscosity modifier to adjust the viscosity.
[0096] [Table 1]
[0097] [Examples 1-5] As the vegetable oil (A), coconut oil (kinematic viscosity at 40° C. (JIS K 2283) 27.55 cSt, manufactured by Kaneda Co., Ltd.) was used. For 100 parts by mass of this base oil, 0.1 parts by mass of 4,4'-butylidenebis(3-methyl-6-t-butylphenyl ditridecylphosphite) 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 decanedioic acid 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 were mixed at room temperature to obtain an industrial oil composition. When obtaining the industrial oil composition, a synthetic hydrocarbon oil (product name: LUCANT (registered trademark) HC2000, manufactured by Mitsui Chemicals, Inc.), which is a cooligomer of ethylene and an α-olefin and does not contain a polar group, was also mixed in as a viscosity modifier in order 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 α-olefin and does not contain a polar group, 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 α-olefin and does not contain a polar group, 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 and branched) (limited to those having one double bond and located at the first position)) was used (CAS number: 2241366-04-9) (product name: SynNova 4, manufactured by Novvi LLC, kinematic viscosity at 40°C (JIS K 2283) 19 cSt). For 100 parts by mass of this base oil, 0.1 parts by mass of 4,4'-butylidenebis(3-methyl-6-t-butylphenyl ditridecylphosphite) 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 Co., 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 were mixed at room temperature to obtain an industrial oil composition. In addition, when obtaining the industrial oil composition, a hydrocarbon-based synthetic oil (trade name: Lucant (registered trademark) HC2000, manufactured by Mitsui Chemicals Co., Ltd.), which is a cooligomer of ethylene and α-olefin and does not contain polar groups, was also mixed as a viscosity modifier in order to adjust the viscosity. The base oil used in Example 3-1 is a polymer of the above unsaturated fatty acid and / or the above unsaturated hydrocarbon having 6 to 22 carbon atoms, and corresponds to a polymer (A7) having a molecular weight of 88 to 1500 and 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 parts by mass of a neutral phosphite derivative, 0.001 parts by mass of a 2,6-di-t-butylphenol derivative, and 1 part by mass of an extreme pressure agent were mixed with respect to 100 parts by mass of a base oil to obtain an industrial oil composition. When obtaining the industrial oil composition, a hydrocarbon-based synthetic oil (product name: LUCANT (registered trademark) HC2000, manufactured by Mitsui Chemicals, Inc.), which is a cooligomer of ethylene and α-olefin and does not contain a polar group, was also mixed as a viscosity modifier in order 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 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 respect to 100 parts by mass of a base oil to obtain an industrial oil composition. When obtaining the industrial oil composition, a hydrocarbon-based synthetic oil (product name: LUCANT (registered trademark) HC2000, manufactured by Mitsui Chemicals, Inc.), which is a cooligomer of ethylene and α-olefin and does not contain a polar group, was also mixed as a viscosity modifier in order to adjust the viscosity.
[0103] [Examples 3-4-1 to 3-4-6] As a neutral phosphite derivative, 4,4'-butylidenebis(3-methyl-6-t-butylphenyl ditridecylphosphite) (R b21 ~R b24 = tridecyl group, R b25 , R b27 = methyl group, R b26 , R b28 = t-butyl group, R b291 = hydrogen atom, R b292An industrial oil composition was obtained in the same manner as in Example 3-1, except that a compound in Table 2 was used instead of the aryl group (=n-propyl group). When obtaining the industrial oil composition, a hydrocarbon-based synthetic oil (product name: LUCANT (registered trademark) HC2000, manufactured by Mitsui Chemicals, Inc.), which is a cooligomer of ethylene and α-olefin and does not contain a polar group, was also mixed in as a viscosity modifier to adjust the viscosity.
[0104] [Table 2]
[0105] [Examples 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 and branched) (limited to those having one double bond and located at the first position)) was used (CAS number: 2241366-04-9) (product name: SynNova 4, manufactured by Novvi LLC, kinematic viscosity at 40°C (JIS K 2283) 19 cSt). For 100 parts by mass of this base oil, 0.1 parts by mass of 4,4'-butylidenebis(3-methyl-6-t-butylphenyl ditridecylphosphite) 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 decanedioic acid 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 were mixed at room temperature to obtain an industrial oil composition. When obtaining the industrial oil composition, a synthetic hydrocarbon oil (product name: LUCANT (registered trademark) HC2000, manufactured by Mitsui Chemicals, Inc.), which is a cooligomer of ethylene and an α-olefin and does not contain a polar group, was also mixed in as a viscosity modifier in order to adjust the viscosity.
[0106] [Example 4-1] As a derivative of vegetable oil (A), instead of a hydroisomerization product of [(addition product of alkene (C=16,18, linear and branched) (limited to those having one double bond and having a double bond at position 1))] (CAS number: 2241366-04-9) (trade name: SynNova 4, Novvi LLC, kinematic viscosity at 40°C (JIS K 2283) 19 cSt), a hydroisomerization product of [(addition product of alkene (C=16,18, linear and branched) (limited to those having one double bond and having a double bond at position 1)] (CAS number: 2241366-04-9) (trade name: SynNova 9, Novvi LLC, kinematic viscosity at 40°C (JIS K An industrial oil composition was obtained in the same manner as in Example 3-1, except that a product named SynNova 4 (manufactured by Novvi LLC, kinematic viscosity at 40° C. (JIS K 2283) 58.5 cSt) and a product name: SynNova 4 (manufactured by Novvi LLC, kinematic viscosity at 40° C. (JIS K 2283) 19 cSt) were used. The base oil used in Example 4-1 is a polymer of the above unsaturated fatty acid and / or the above unsaturated hydrocarbon having 6 to 22 carbon atoms, and corresponds to a polymer (A7) having a molecular weight of 88 to 1500 and a kinematic viscosity at 40°C (JIS K 2283) of 1 cSt to 150 cSt.
[0107] [Example 4-2] As a derivative of vegetable oil (A), instead of a hydroisomerization product of [(addition product of alkene (C=16,18, linear and branched) (limited to those having one double bond and having a double bond at position 1))] (CAS number: 2241366-04-9) (trade name: SynNova 4, Novvi LLC, kinematic viscosity at 40°C (JIS K 2283) 19 cSt), a hydroisomerization product of [(addition product of alkene (C=16,18, linear and branched) (limited to those having one double bond and having a double bond at position 1)] (CAS number: 2241366-04-9) (trade name: SynNova 9, Novvi LLC, kinematic viscosity at 40°C (JIS K An industrial oil composition was obtained in the same manner as in Example 3-5, except that a product named SynNova 4 (trade name, manufactured by Novvi LLC, kinematic viscosity at 40° C. (JIS K 2283) 58.5 cSt) and a product named SynNova 4 (trade name, manufactured by Novvi LLC, kinematic viscosity at 40° C. (JIS K 2283) 19 cSt) were used.
[0108] [Example 5-1] 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), an interesterified oil (A1) obtained by interesterifying coconut 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). In addition, 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 α-olefin and does not contain a polar group, was also mixed as a viscosity modifier in order 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 5 to 21 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.
[0109] [Example 5-2] 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.) as the vegetable oil (A), an interesterified oil (A1) obtained by interesterifying coconut 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). In addition, 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 α-olefin and does not contain a polar group, was also mixed as a viscosity modifier in order to adjust the viscosity. The base oil used in Example 5-2 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 5 to 21 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.
[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.), transesterified oil (A1) was used as a derivative of vegetable oil (A) by transesterifying palm oil (kinematic viscosity at 40°C (JIS K 2283) 29 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 α-olefin and does not contain a polar group, was also mixed as a viscosity modifier in order 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 5 to 21 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.
[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) was used as a derivative of vegetable oil (A) by transesterifying palm oil (kinematic viscosity at 40°C (JIS K 2283) 29 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 α-olefin and does not contain a polar group, was also mixed as a viscosity modifier in order to adjust the viscosity. The base oil used in Example 6-2 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 5 to 21 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.
[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). 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 Co., 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 were mixed at room temperature with respect to 100 parts by mass of this base oil to obtain an industrial oil composition.
[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 amounts shown below: That is, 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 amounts shown below: That is, 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 with 100 parts by mass of a base oil to obtain an industrial oil composition.
[0115] [Examples 7-4-1 to 7-4-6] As a neutral phosphite derivative, 4,4'-butylidenebis(3-methyl-6-t-butylphenyl ditridecylphosphite) (R 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 a compound in Table 3 was used instead of the aryl group (=n-propyl group).
[0116] [Table 3]
[0117] [Example 7-5] As a derivative of vegetable oil (A), PureNova 1351 (trade name, manufactured by Novvi LLC, kinematic viscosity at 40° C. (JIS K 2283) 2.8 cSt) was used. For 100 parts by mass of this base oil, 0.1 parts by mass of 4,4'-butylidenebis(3-methyl-6-t-butylphenyl ditridecylphosphite) 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 decanedioic acid 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 were mixed at room temperature to obtain an industrial oil composition.
[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 (JIS K 2283) at 40°C of 74 cSt, and trade name: YUBASE 2, manufactured by SK Corporation, kinematic viscosity (JIS K 2283) at 40°C of 8.7 cSt) was used as the vegetable oil (A) instead of coconut oil (kinematic viscosity (JIS K 2283) at 40°C of 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 (product name: Super Oil M150, manufactured by ENEOS Corporation, kinematic viscosity (JIS K 2283) at 40°C of 136 cSt, and product name: YUBASE 2, manufactured by SK Corporation, kinematic viscosity (JIS K 2283) at 40°C of 8.7 cSt) was used as the vegetable oil (A) instead of coconut oil (kinematic viscosity (JIS K 2283) at 40°C of 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 (product 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 coconut 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 a mineral oil (product name: Cosmo Purespin 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, 6-1 and 6-2 had a kinematic viscosity (JIS K 2283) at 40°C in the range of 32 cSt or more and 48 cSt or less. In addition, the shell 4-ball fusion load according to the extreme pressure test (load bearing capacity test) (ASTM D2783) was in the range of 250 kgf or more. In addition, the copper plate corrosion measured according to the copper plate corrosion test (JIS K 2513, petroleum products-copper plate corrosion test method; test tube method, heated at 100°C for 1 hour) was 1a to 1b. The industrial oil compositions prepared in Examples 7-1 to 7-5 had a kinematic viscosity at 40°C (JIS K 2283) in the range of 1 cSt to 10 cSt. The shell 4-ball fusion load in the extreme pressure test (load bearing capacity test) (ASTM D2783) was in the range of 250 kgf or more. 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, heated 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 a kinematic viscosity (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 a kinematic viscosity (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 above-obtained industrial oil composition was used as a hydraulic oil for a hydraulic device. Specifically, the hydraulic device was operated for 8 hours a day, and the color of the industrial oil composition in the hydraulic device was observed after 6 months and 12 months. The evaluation criteria are as follows: Color of the industrial oil composition: A was given if the color of the industrial oil composition did not change from the color (light yellow) at the time of preparation, and B was given if the color changed to dark brown. In the case of B, it is shown that the performance of the neutral phosphite derivative and the 2,6-di-t-butylphenol derivative is no longer being exhibited. In other words, it is time to change the hydraulic oil. The evaluation results are shown in Tables 4-1 to 4-3.
[0124] [Metalworking (watch gear processing) test] The above-obtained industrial oil composition was used in the processing of clock gears. Specifically, the processing machine was operated for 8 hours a day while circulating the industrial oil composition, and the color of the circulating industrial oil composition was observed after 1 month, 3 months, and 6 months. In addition, the processing accuracy of the gears was examined after 1 month, 3 months, and 6 months. The evaluation criteria are as follows: Color of the industrial oil composition: If there was no change from the color (light yellow) at the time of preparation of the industrial oil composition, it was rated as A; if it had changed to dark yellow, it was rated as B; and if it had changed to brownish brown, it was rated as C. In addition, in the case of C, it is shown that the performance of the neutral phosphite derivative and the 2,6-di-t-butylphenol derivative is no longer exhibited. Gear machining accuracy: If the accuracy was the same as at the beginning of operation, it was rated A, and if the accuracy had deteriorated, it was rated B. The evaluation results are shown in Tables 4-1 to 4-3.
[0125] [Table 4-1]
[0126] [Table 4-2]
[0127] [Table 4-3]
[0128] [Metalworking (punching) test] The above-obtained industrial oil composition was used as a punching oil when punching a main plate medal of a watch. Specifically, 1000 medals were punched, and the punching accuracy of the 1000th medal was examined. The evaluation criteria are as follows: Processing accuracy of the base plate medal: When the edge of the base plate medal is sharp, it is rated as A, and when the edge of the base plate medal is drooping, it is rated as B. The evaluation results are shown in Table 5.
[0129] [Table 5]
Claims
1. A vegetable oil (A) or a derivative thereof as a base oil; The composition contains, as an antioxidant, a neutral phosphite derivative represented by the following formula (B) and a 2,6-di-t-butylphenol derivative represented by the following formula (C), Industrial oil composition. 【Chemistry 1】 (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. 【Chemistry 2】 (In formula (C), R c1 is a straight or branched alkyl group having 1 to 12 carbon atoms.
2. Furthermore, the present invention further includes a hindered amine compound represented by the following formula (D):
10. The industrial oil composition of claim 1. 【Chemistry 3】 (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 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 an unsaturated fatty acid contained in the fatty acid (A3) and / or an unsaturated hydrocarbon contained in the hydrocarbon (A5), 3. The industrial oil composition of claim 1 or 2.
4. the derivative is the transesterified oil (A1) or the polymer (A7), The transesterified oil (A1) is represented by the following formula (A), has a molecular weight of 88 or more and 1,500 or less, and has a kinematic viscosity at 40° C. (JIS K 2283) of 1 cSt or more and 150 cSt or less, 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 cSt to 150 cSt. The industrial oil composition of claim 3. 【Chemistry 4】 (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 the 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 derivative preparation step is a step of transesterifying the vegetable oil (A) to obtain an 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. A method for producing an industrial oil composition. 【Chemistry 5】 (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. 【Chemistry 6】 (In the above formula (C), R c1 is a straight or branched alkyl group having 1 to 12 carbon atoms.
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