# US 9,752,094 B2 · Water-soluble metalworking fluid, metalworking liquid, and metalworking method > Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt - Number: US 9,752,094 B2 - Document ID: US9752094B2 - Status: Granted - Kind: B2 - Application number: 14/646,110 - Filed: 2013-11-19 - Published: 2015-10-22 - Granted: 2017-09-05 - Earliest claimed: 2012-11-20 - Assignees: Idemitsu Kosan Co., Ltd. - Applicants: Idemitsu Kosan Co., Ltd. - Inventors: Fumiaki Takagi; Tomohiko Kitamura - Web page: https://patentgrep.com/patent/US9752094B2 ## CPC - C10M 141/06: at least one of them being an organic nitrogen-containing compound - C10M 173/00: Lubricating compositions containing more than 10% water - C10M 173/02: not containing mineral or fatty oils - C10M 2203/024: unsaturated - C10M 2207/021: having hydroxy groups bound to acyclic or cycloaliphatic carbon atoms - C10M 2207/022: containing at least two hydroxy groups - C10M 2207/123: polycarboxylic - C10M 2207/126: monocarboxylic - C10M 2207/127: polycarboxylic - C10M 2207/18: Tall oil acids - C10M 2207/22: Acids obtained from polymerised unsaturated acids - C10M 2215/04: having amino groups bound to acyclic or cycloaliphatic carbon atoms - C10M 2215/042: containing hydroxy groups; Alkoxylated derivatives thereof - C10M 2215/223: Five-membered rings containing nitrogen and carbon only - C10N 2030/16: Antiseptic; {(micro)} biocidal {or bactericidal} - C10N 2030/24: {Emulsion properties} - C10N 2030/41: {Chlorine free or low chlorine content compositions} - C10N 2030/42: {Phosphor free or low phosphor content compositions} - C10N 2030/43: {Sulfur free or low sulfur content compositions} - C10N 2030/70: {Soluble oils} - C10N 2040/22: with essential removal of material {, e.g. cutting, grinding or drilling} - C10N 2040/245: {Soft metals, e.g. aluminum} - C10M: LUBRICATING COMPOSITIONS (well drilling compositions C09K8/02); USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION (mould release, i.e. separating, agents for metals B22C3/00, for plastics or substances in a plastic state, in general B29C33/56, for glass C03B40/02; textile lubricating compositions D06M11/00, D06M13/00, D06M15/00; immersion oils for microscopy G02B21/33) - C10N: INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS ## Abstract Provided are a water-soluble metalworking oil agent (cutting oil agent or grinding oil agent) and a metalworking liquid, each of which has excellent cutting machining performance or grinding machining performance of aluminum or aluminum alloys, hardly causes rotting deterioration, and has excellent emulsion dispersion stability and stability of undiluted liquid, by containing specified components (A) to (E) as essential components without containing a machinability-improving agent with a high environmental load, such as chlorine, sulfur, and phosphorus. Provided is also a metalworking method using the same. ## Claims ### Claim 1 A water-soluble metalworking oil agent comprising, the following (A) to (E): (A) an α-olefin component consisting of one or more C14 to C16 α-olefins, in a content of 20 mass % or more and 65 mass % or less, wherein at least 40 mass % of the α-olefin component is a C14 α-olefin; (B) at least one selected from the group consisting of a dehydration-condensed fatty acid of ricinoleic acid and a dehydration-condensed fatty acid between a ricinoleic acid dehydration-condensed fatty acid and a carboxylic acid, in a content of 5 mass % or more and 30 mass % or less; (C) at least one tall oil fatty acid and at least one C9 to C12 monocarboxylic acid and a dicarboxylic acid, each not containing the component (B), wherein the total amount of (C) is from 10 to 19 mass %; (D) an alkylamine (D1) not containing a hydroxyl group and an alkanolamine (D2), each meeting the following (1) to (3), (1) a content of the component (D1) is 2 mass % or more and 30 mass % or less, (2) a total amount of the component (D) is a neutralization equivalent or more of the components (B) and (C), and (3) a ratio of the component (D1) in the component (D) [(D1)/(D1+D2)] is 15 mol% or more and 60 mol% or less; and (E) at least one nonionic surfactant selected from the group consisting of a monohydric alcohol, a polyhydric alcohol, and derivatives thereof, wherein mass % is based on the total mass of the water-soluble metalworking oil agent. ### Claim 2 (depends on 1) The water-soluble metalworking oil agent according to claim 1, wherein the component (D1) contains at least either dicyclohexylamine or N-methyldicyclohexylamine. ### Claim 3 (depends on 1) The water-soluble metalworking oil agent according to claim 1, further comprising (F) water. ### Claim 4 (depends on 1) A metalworking method comprising: machining a workpiece made of aluminum or an aluminum alloy, with the water-soluble metalworking oil agent according to claim 1. ### Claim 5 (depends on 2) A metalworking method comprising: machining a workpiece made of aluminum or an aluminum alloy, with the metalworking liquid according to claim 2. ### Claim 6 (depends on 4) The metalworking method according to claim 4, wherein the metalworking method is cutting or grinding. ### Claim 7 (depends on 1) The water-soluble metalworking oil agent according to claim 1, wherein the α-olefin is present in a total amount of from 25 to 61 mass %. ### Claim 8 (depends on 7) The water-soluble metalworking oil agent according to claim 7, wherein component (B) is present in a total amount of from 9 to 22 mass %. ### Claim 9 (depends on 8) The water-soluble metalworking oil agent according to claim 8, wherein component (C) is present in an amount of from 14 to 21 mass %. ### Claim 10 (depends on 9) The water-soluble metalworking oil agent according to claim 9, wherein total amount of components (D1) and (D2) is from 10 to 20 mass %. ### Claim 11 (depends on 10) The water-soluble metalworking oil agent according to claim 10, wherein total amount of component (D1) is from 5 to 12 mass %. ### Claim 12 (depends on 11) The water-soluble metalworking oil agent according to claim 11, wherein total amount of component (D2) is from 5 to 10 mass %. ### Claim 13 (depends on 1) The water-soluble metalworking oil agent according to claim 1, wherein total amount of component (E) is from 3 to 7 mass %. ### Claim 14 (depends on 1) The water-soluble metalworking oil agent according to claim 1, wherein the compounding ratio [(D1)/(D1+D2)] is from 32 to 46 mol %. ### Claim 15 (depends on 1) The water-soluble metalworking oil agent according to claim 1, wherein the (D) is present in a total amount of from 11 to 26 mass %. ### Claim 16 A water-soluble metalworking oil agent comprising, the following (A) to (E): (A) an α-olefin component consisting of one or more C14 to C16 α-olefins, in a content of 20 mass % or more and 65 mass % or less, wherein at least 40 mass % of the α-olefin composition is a C14 α-olefin; (B) at least one selected from the group consisting of a dehydration-condensed fatty acid of ricinoleic acid and a dehydration-condensed fatty acid between a ricinoleic acid dehydration-condensed fatty acid and a carboxylic acid, in a content of 5 mass % or more and 30 mass % or less; (C) two or more C9 to C12 compounds selected from the group consisting of a monocarboxylic acid and a dicarboxylic acid, each not containing the component (B), wherein the total amount of (C) is from 10 to 19 mass %; (D) an alkylamine (D1) not containing a hydroxyl group and an alkanolamine (D2), each meeting the following (1) to (3), (1) a content of the component (D1) is 2 mass % or more and 30 mass % or less, (2) a total amount of the component (D) is a neutralization equivalent or more of the components (B) and (C), and (3) a ratio of the component (D1) in the component (D) [(D1)/(D1+D2)] is 15 mol % or more and 60 mol % or less; and (E) at least one nonionic surfactant selected from the group consisting of a monohydric alcohol, a polyhydric alcohol, and derivatives thereof, wherein mass % is based on the total mass of the water-soluble metalworking oil agent. ### Claim 17 (depends on 16) The water-soluble metalworking oil agent according to claim 16, wherein the component (C) contains at least one monocarboxylic acid and at least one dicarboxylic acid. ### Claim 18 (depends on 1) A metalworking liquid comprising from 3 to 20 volume % of the water-soluble metalworking oil agent according to claim 1 in water. ### Claim 19 (depends on 16) A metalworking liquid comprising from 3 to 20 volume % of the water-soluble metalworking oil agent according to claim 16 in water.