US3041281A - Lubricant for rolling metals - Google Patents
Lubricant for rolling metals Download PDFInfo
- Publication number
- US3041281A US3041281A US862478A US86247859A US3041281A US 3041281 A US3041281 A US 3041281A US 862478 A US862478 A US 862478A US 86247859 A US86247859 A US 86247859A US 3041281 A US3041281 A US 3041281A
- Authority
- US
- United States
- Prior art keywords
- weight
- molecular weight
- composition
- hydrophobic
- polyoxyalkylene
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
Links
- 239000000314 lubricant Substances 0.000 title claims description 13
- 229910052751 metal Inorganic materials 0.000 title description 16
- 239000002184 metal Substances 0.000 title description 16
- 150000002739 metals Chemical class 0.000 title description 5
- 238000005096 rolling process Methods 0.000 title description 3
- 239000000203 mixture Substances 0.000 claims description 47
- -1 OXYETHYLENE Chemical class 0.000 claims description 32
- 229920000642 polymer Polymers 0.000 claims description 20
- 150000001875 compounds Chemical class 0.000 claims description 16
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 13
- 230000002209 hydrophobic effect Effects 0.000 claims description 13
- 239000002202 Polyethylene glycol Substances 0.000 claims description 12
- 229920001223 polyethylene glycol Polymers 0.000 claims description 12
- 229910052782 aluminium Inorganic materials 0.000 claims description 10
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 claims description 10
- 229920003171 Poly (ethylene oxide) Polymers 0.000 claims description 9
- 229920001577 copolymer Polymers 0.000 claims description 9
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 claims description 7
- 229920001451 polypropylene glycol Polymers 0.000 claims description 7
- 235000014113 dietary fatty acids Nutrition 0.000 claims description 5
- 239000000194 fatty acid Substances 0.000 claims description 5
- 229930195729 fatty acid Natural products 0.000 claims description 5
- 150000004665 fatty acids Chemical class 0.000 claims description 5
- 238000000926 separation method Methods 0.000 claims description 5
- 150000005215 alkyl ethers Chemical class 0.000 claims description 4
- XLYOFNOQVPJJNP-PWCQTSIFSA-N Tritiated water Chemical compound [3H]O[3H] XLYOFNOQVPJJNP-PWCQTSIFSA-N 0.000 claims 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 14
- 238000005098 hot rolling Methods 0.000 description 12
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical group CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 11
- 230000001050 lubricating effect Effects 0.000 description 10
- 125000004432 carbon atom Chemical group C* 0.000 description 9
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 8
- 239000007788 liquid Substances 0.000 description 8
- 229910000831 Steel Inorganic materials 0.000 description 7
- 239000003995 emulsifying agent Substances 0.000 description 7
- 239000010959 steel Substances 0.000 description 7
- 230000007797 corrosion Effects 0.000 description 5
- 238000005260 corrosion Methods 0.000 description 5
- 238000005555 metalworking Methods 0.000 description 5
- DURPTKYDGMDSBL-UHFFFAOYSA-N 1-butoxybutane Chemical compound CCCCOCCCC DURPTKYDGMDSBL-UHFFFAOYSA-N 0.000 description 4
- BCKXLBQYZLBQEK-KVVVOXFISA-M Sodium oleate Chemical compound [Na+].CCCCCCCC\C=C/CCCCCCCC([O-])=O BCKXLBQYZLBQEK-KVVVOXFISA-M 0.000 description 4
- 239000000654 additive Substances 0.000 description 4
- 229910052783 alkali metal Inorganic materials 0.000 description 4
- 238000005097 cold rolling Methods 0.000 description 4
- 239000003921 oil Substances 0.000 description 4
- 125000006353 oxyethylene group Chemical group 0.000 description 4
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 3
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 3
- 239000005977 Ethylene Substances 0.000 description 3
- 238000007743 anodising Methods 0.000 description 3
- 239000002480 mineral oil Substances 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 3
- RFVNOJDQRGSOEL-UHFFFAOYSA-N 2-hydroxyethyl octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCCO RFVNOJDQRGSOEL-UHFFFAOYSA-N 0.000 description 2
- 230000000996 additive effect Effects 0.000 description 2
- 150000001346 alkyl aryl ethers Chemical class 0.000 description 2
- SNAAJJQQZSMGQD-UHFFFAOYSA-N aluminum magnesium Chemical compound [Mg].[Al] SNAAJJQQZSMGQD-UHFFFAOYSA-N 0.000 description 2
- 230000008901 benefit Effects 0.000 description 2
- 229920001400 block copolymer Polymers 0.000 description 2
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 238000005553 drilling Methods 0.000 description 2
- 239000000839 emulsion Substances 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 229940100242 glycol stearate Drugs 0.000 description 2
- 125000001165 hydrophobic group Chemical group 0.000 description 2
- 239000003112 inhibitor Substances 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 238000010186 staining Methods 0.000 description 2
- 238000005482 strain hardening Methods 0.000 description 2
- POAOYUHQDCAZBD-UHFFFAOYSA-N 2-butoxyethanol Chemical compound CCCCOCCO POAOYUHQDCAZBD-UHFFFAOYSA-N 0.000 description 1
- 229910000838 Al alloy Inorganic materials 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- CWYNVVGOOAEACU-UHFFFAOYSA-N Fe2+ Chemical compound [Fe+2] CWYNVVGOOAEACU-UHFFFAOYSA-N 0.000 description 1
- 235000021360 Myristic acid Nutrition 0.000 description 1
- 235000021314 Palmitic acid Nutrition 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- 229920002556 Polyethylene Glycol 300 Polymers 0.000 description 1
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 125000003545 alkoxy group Chemical group 0.000 description 1
- 125000002947 alkylene group Chemical group 0.000 description 1
- 229910045601 alloy Inorganic materials 0.000 description 1
- 239000000956 alloy Substances 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 239000007900 aqueous suspension Substances 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 239000002131 composite material Substances 0.000 description 1
- 239000007859 condensation product Substances 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 239000002826 coolant Substances 0.000 description 1
- 125000002704 decyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 150000005690 diesters Chemical class 0.000 description 1
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 238000001879 gelation Methods 0.000 description 1
- 125000005842 heteroatom Chemical group 0.000 description 1
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- AVOVSJYQRZMDQJ-KVVVOXFISA-M lithium;(z)-octadec-9-enoate Chemical compound [Li+].CCCCCCCC\C=C/CCCCCCCC([O-])=O AVOVSJYQRZMDQJ-KVVVOXFISA-M 0.000 description 1
- 238000005461 lubrication Methods 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- ZPIRTVJRHUMMOI-UHFFFAOYSA-N octoxybenzene Chemical compound CCCCCCCCOC1=CC=CC=C1 ZPIRTVJRHUMMOI-UHFFFAOYSA-N 0.000 description 1
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 229940049964 oleate Drugs 0.000 description 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
- 150000002943 palmitic acids Chemical class 0.000 description 1
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 1
- 230000002093 peripheral effect Effects 0.000 description 1
- 239000012071 phase Substances 0.000 description 1
- 229920001515 polyalkylene glycol Polymers 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 229920002503 polyoxyethylene-polyoxypropylene Polymers 0.000 description 1
- 229940096992 potassium oleate Drugs 0.000 description 1
- 229940114930 potassium stearate Drugs 0.000 description 1
- MLICVSDCCDDWMD-KVVVOXFISA-M potassium;(z)-octadec-9-enoate Chemical compound [K+].CCCCCCCC\C=C/CCCCCCCC([O-])=O MLICVSDCCDDWMD-KVVVOXFISA-M 0.000 description 1
- ANBFRLKBEIFNQU-UHFFFAOYSA-M potassium;octadecanoate Chemical compound [K+].CCCCCCCCCCCCCCCCCC([O-])=O ANBFRLKBEIFNQU-UHFFFAOYSA-M 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 229920005604 random copolymer Polymers 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
- 230000010148 water-pollination Effects 0.000 description 1
- 229920003169 water-soluble polymer Polymers 0.000 description 1
Classifications
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B21—MECHANICAL METAL-WORKING WITHOUT ESSENTIALLY REMOVING MATERIAL; PUNCHING METAL
- B21B—ROLLING OF METAL
- B21B45/00—Devices for surface or other treatment of work, specially combined with or arranged in, or specially adapted for use in connection with, metal-rolling mills
- B21B45/02—Devices for surface or other treatment of work, specially combined with or arranged in, or specially adapted for use in connection with, metal-rolling mills for lubricating, cooling, or cleaning
- B21B45/0239—Lubricating
- B21B45/0242—Lubricants
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M173/00—Lubricating compositions containing more than 10% water
- C10M173/02—Lubricating compositions containing more than 10% water not containing mineral or fatty oils
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B21—MECHANICAL METAL-WORKING WITHOUT ESSENTIALLY REMOVING MATERIAL; PUNCHING METAL
- B21B—ROLLING OF METAL
- B21B3/00—Rolling materials of special alloys so far as the composition of the alloy requires or permits special rolling methods or sequences ; Rolling of aluminium, copper, zinc or other non-ferrous metals
- B21B2003/001—Aluminium or its alloys
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2201/00—Inorganic compounds or elements as ingredients in lubricant compositions
- C10M2201/02—Water
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/10—Carboxylix acids; Neutral salts thereof
- C10M2207/12—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms
- C10M2207/125—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of eight up to twenty-nine carbon atoms, i.e. fatty acids
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/10—Carboxylix acids; Neutral salts thereof
- C10M2207/12—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms
- C10M2207/125—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of eight up to twenty-nine carbon atoms, i.e. fatty acids
- C10M2207/128—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of eight up to twenty-nine carbon atoms, i.e. fatty acids containing hydroxy groups; Ethers thereof
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/10—Carboxylix acids; Neutral salts thereof
- C10M2207/12—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms
- C10M2207/129—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of thirty or more carbon atoms
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2209/00—Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
- C10M2209/10—Macromolecular compoundss obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- C10M2209/103—Polyethers, i.e. containing di- or higher polyoxyalkylene groups
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2209/00—Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
- C10M2209/10—Macromolecular compoundss obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- C10M2209/103—Polyethers, i.e. containing di- or higher polyoxyalkylene groups
- C10M2209/104—Polyethers, i.e. containing di- or higher polyoxyalkylene groups of alkylene oxides containing two carbon atoms only
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2209/00—Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
- C10M2209/10—Macromolecular compoundss obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- C10M2209/103—Polyethers, i.e. containing di- or higher polyoxyalkylene groups
- C10M2209/105—Polyethers, i.e. containing di- or higher polyoxyalkylene groups of alkylene oxides containing three carbon atoms only
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2209/00—Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
- C10M2209/10—Macromolecular compoundss obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- C10M2209/103—Polyethers, i.e. containing di- or higher polyoxyalkylene groups
- C10M2209/107—Polyethers, i.e. containing di- or higher polyoxyalkylene groups of two or more specified different alkylene oxides covered by groups C10M2209/104 - C10M2209/106
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2209/00—Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
- C10M2209/10—Macromolecular compoundss obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- C10M2209/103—Polyethers, i.e. containing di- or higher polyoxyalkylene groups
- C10M2209/108—Polyethers, i.e. containing di- or higher polyoxyalkylene groups etherified
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2209/00—Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
- C10M2209/10—Macromolecular compoundss obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- C10M2209/103—Polyethers, i.e. containing di- or higher polyoxyalkylene groups
- C10M2209/109—Polyethers, i.e. containing di- or higher polyoxyalkylene groups esterified
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
- C10M2215/02—Amines, e.g. polyalkylene polyamines; Quaternary amines
- C10M2215/04—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms
- C10M2215/042—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms containing hydroxy groups; Alkoxylated derivatives thereof
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
- C10M2215/08—Amides
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
- C10M2215/08—Amides
- C10M2215/082—Amides containing hydroxyl groups; Alkoxylated derivatives
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
- C10M2215/28—Amides; Imides
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2010/00—Metal present as such or in compounds
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2010/00—Metal present as such or in compounds
- C10N2010/02—Groups 1 or 11
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/20—Metal working
- C10N2040/22—Metal working with essential removal of material, e.g. cutting, grinding or drilling
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/20—Metal working
- C10N2040/24—Metal working without essential removal of material, e.g. forming, gorging, drawing, pressing, stamping, rolling or extruding; Punching metal
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/20—Metal working
- C10N2040/241—Manufacturing joint-less pipes
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/20—Metal working
- C10N2040/242—Hot working
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/20—Metal working
- C10N2040/243—Cold working
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/20—Metal working
- C10N2040/244—Metal working of specific metals
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/20—Metal working
- C10N2040/244—Metal working of specific metals
- C10N2040/245—Soft metals, e.g. aluminum
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/20—Metal working
- C10N2040/244—Metal working of specific metals
- C10N2040/246—Iron or steel
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/20—Metal working
- C10N2040/244—Metal working of specific metals
- C10N2040/247—Stainless steel
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2050/00—Form in which the lubricant is applied to the material being lubricated
- C10N2050/01—Emulsions, colloids, or micelles
Definitions
- This invention relates to improved lubricants, more particularly, it relates to aqueous base lubricants designed especially for use in hot rolling non-ferrous metals, such as aluminum, and for the metal working of ferrous m tals as Well.
- non-soluble oils such as straight mineral oils or their emulsions are unsatisfactory as lubricants for the hot rolling of nonferrous metals such as aluminum.
- Straight mineral oils or composite mineral oils lack the required cooling properties since the temperature encountered during the hot rolling of aluminum is in the range of from about 300 F. to about 900 F.
- emulsions have been tried for this purpose, but although they are good coolants they cause staining of the worked surfaces and also cause so-called metal pick-up. This phenomenon is the appearance of nodules or aecretions of metal on the surfaces of the rolls. The accretions build up, causing sticking and de formation, which at times become serious enough to cause shut-down and require regrinding of the rolls. In addition to the loss of time and money, spoilage and waste of metal are the results of improper lubrication.
- compositions comprising aqueous solutions or suspensions of certain polyalkylene glycols showed improvements in certain aspects, particularly in the hot working of non-ferrous metals.
- these compositions eX- hi'bited borderline corrosion characteristics and, more over, resulted in a rolled sheet having a relatively dull appearance, although somewhat improved from the appearance of sheets rolled by the use of still earlier lubricating compositions.
- a lubricating composition comprising a major proportion of water together with three essential additives:
- the first additive is present in an amount between about 0.05 and 10% by Weight of the composition and is a water-soluble (hydrophilic) monoether of a polyoxyalkylene liquid compound having an inverse separation temperature relationship, a viscosity at 100 F. SUS of about 500-1500, and an average molecular weight between about 1000 and 10,000.
- the second essential additive is a hydrophobic monoalkyl ether block polymer of polyoxypropylene and polyoxyethylene compounds utilized in an amount of ODS-10% by weight of the composition.
- This I Patented June 26, 1962 block polymer contains in its structure hydrophobic polyoxypropylene groups and hydrophilic polyoxyethylene groups, the hydrophobic groups constituting at least about 20% by weight of the copolymer, which has an average molecular weight in the range from about 1000 to about 10,000.
- the third essential component of this composition comprises 0.01-5 by weight thereof of a hydrophilie polyoxyalkylene compound having an average molecular weight less than about 500, exclusive of terminal radieals.
- the combination of the first of these additives with Water results in a composition which has limited use as a hot-rolling lubricant for non-ferrous metals; while it allows for satisfactory hot rolling, it results in a certain amount of corrosion of the rolls and the metal surface is relatively dull, or at least is not as bright in finish as is now desired.
- the substitution of the second component for the first in an aqueous system results in a twophase composition which exhibits separation unless this is corrected by the presence of emulsifying agents.
- the incompatibilityv of the two constituents namely, the hydrophobic block polymer and water, sometimes causes gelling of the composition, with attendant difiiculties in its handling and use.
- the composition which results is so high in lubricity that the roll will not bite into the ingot and, therefore, the latter must be forced between the rolls in order to effect a passage therethrough.
- the hydrophilic monoether of the polyoxyalkylene liquid compound is one having a negative eoefiicient O-f solubility.
- a hydrophilic mon'oalkyl ether of a hetero polyoxyalkylene liquid compound which is completely (3-10%) soluble in water at temperatures up to about 40 C. and'which separates out of water,
- the polyoxyalkylene liquids having a negative coefficient of solubility which are used in the composition of the present invention are the polyoxyalkylene glycol monoethers having the general formula R -O(R O) H, wherein R represents a hydrocarbon radical, R represents an alkylene radical, and n represents an integer.
- R represents a hydrocarbon radical
- R represents an alkylene radical
- n represents an integer.
- the radical R may be any alkylene radical, preferably an alkylene radical with 2 to 8 carbon atoms.
- Still more preferred in the compositions of the invention are the polyoxyalkylene liquids in which the alkylene radical is an ethylene or propylene radical.
- the polyoxyalkylene chain there may be present alkylene radicals with different numbers of carbon atoms.
- the chain may, for instance, consist of both oxyethylene and oxypropylene radicals.
- the polyoxyalkylene chain contains different alkylene radicals, these may be randomly distributed throughout the molecule or may be arranged in regularly recurring units lar oxyalkylene radicals.
- the polyoxyalkylene chain contains different alkylene radicals, these may be randomly distributed throughout the molecule or may be arranged in r'egularly recurring units or blocks, each consisting of one or a plurality of similar oxyalkylene radicals.
- the polyoxyalkylene compound contains both ethylene and propylene radicals, preferably at least 30% of the alkylene radicals are propylene radicals.
- compositions of the invention preference is given t 'the polyoxyalkylene liquids, in which the radical R is preferred.
- R the radical
- polyoxyalkylene liquids having a negative coefficient of solubility in water which can be used in the process of the invention are the heteric polyoxyalkylene glycol monoalkyl ethers containing both oxyethylene and oxypropylene units in the chain such as the products commercially available under the trade name Uconf and the polyoxyethylene glycol mono-alkylphenyl ethers such as the products commercially available under the trade name Igepal.
- Especially suitable compounds are the butyl monoether of a block copolymer containing equal weights of ethylene oxide and propylene oxide, the
- the second essential polymer to be used in these compositions is a hydrophobic monoalkyl ether block polytrier of polyoxypropylene and polyoxyethylene compounds containing in its structure hydrophobic polyoxypropylene groups and hydrophilic polyoxyethylene groups,
- the hydrophobic groups constituting at least 70% by weight of the copolymer, which has an average molecular Weight of about 1,000 to 10,000, preferably between 1,500 and 5,000.
- the ether radical at one end of the block polymer chain is preferably an alkyloxy group wherein the alkyl radical has from 2 to carbon atoms, preferably 3-5 carbon atoms, the most preferred species being a butyl ether radical.
- suitable groups include ethyl, propyl, pentyl, hexyl, octyl, and decyl groups, which may be either straight-chain or branched-chain radicals.
- the individual blocks of oxypropylene and oxyethylene groups are those having between about 200 and 500 average molecular weight, preferably 250 and 350 average molecular weight each. Methods for the preparation of such block polymers are known in the art.
- polymers exhibit substantial water insolubility, since this has been found to be an essential requirement in order to obtain the benefits of the invention referred to This is contrasted to.the water solubility of the previously described polyoxyalkylene compounds which are preferably the heteric copolymers fully soluble in the aqueous component of these compositions.
- the two types of polymers coact with each other, the watersoluble polymer not only providing its'portion of the 10 metal working lubricating functions but also acting to prevent gelation of the composition due to the presence of the hydrophobic block'polymer.
- Each of the abovenamed types of polymers is preferably present in an amount between 0.05 and 10% by weight each, but opti- 5- mum results are obtained when 0.15% by weight of each of the polymers is utilized.
- an emulsifying agent comprises 0.01-5% by weight of the composition of a hydrophilic polyoxyalkylene compound having 5 an average molecular weight less than about 500- exclusive of terminal radicals.
- a hydrophilic polyoxyalkylene compound having 5 an average molecular weight less than about 500- exclusive of terminal radicals.
- the most suitable type of compound meeting these requirements is a ,polyoxyethylene compound or a polyoxyethylene-polyoxypropylene co polymer, the terminal radicals being hydroxyls, ethers or esters.
- each of the terminal radicals is an ester of a higher fatty acid, preferably one having from 12 to 20 carbon atoms per molecule.
- Suitable species of such emulsifying agents include the preferred species, namely, polyethylene glycol dioleate, wherein the polyethylene glycol has an average molecular weight of about 250-350.
- Otherspecies include polyethylene glycol stearate, polyethylene glycol stearate oleate, polyethylene glycol monobutyrate, polyethylene glycol monobutyl ether, and polyethylene glycol-polypropylene glycol dioleate, in all of which cases the glycol has an average molecular weight less than about 500 and preferably between about 250 and 350.
- the emulsifying agent may be. present in an amount from 0.01 to 5%, it is preferred to employ 0.05 to 1% by weight of the total composition. 7
- Additional components which may be utilized in these compositions include especially the alkali metal salts of higherfatty acids, especially those having from 16 to 30 carbon atoms each, and preferably from 16 to 18 carbon atoms each.
- Suitable species include sodium oleate, sodium stear'ate, potassium oleate, potassium stearate, lithium oleate, and the like.
- These alkali metal salts have been found to be especially elfective corrosion inhibitors when utilized in the compositions of this invention.
- Other sodium salts may be employed, such as those of like myristic or palmitic acids.
- compositions of the invention TABLE I Compositions of Blends Blend N 1 2 3 4 5 6 V 7 8 9 10 11 Component 0 V wt. percent propylene oxide, 15 wt. percent ethylene oxide block copolymer sybstantially insoluble in water- 1 1 l l 1 0. 5 l. 5 0. 5 1 1 0. 5
- EXAMPLE V In this test a /s inch drill, turning at 2900 r.p.m. was fed through a 0.42 inch thick plate at 5.8 thousandths of an inch per revolution. The drill was used until, under these conditions, no more holes could be drilled. In the mean of eight experiments 52 holes Were drilled using blend 1, whereas by comparison using a aqueous dispersion of a conventional E.P. soluble oil only 22 holes were drilled.
- composition of the invention have a pH between about 6.5 and about 8.5.
- An aluminum hot rolling lubricant composition comprising (1) a major amount of water, (2) 0.l5% by weight of a hydrophilic mono-C -C alkyl ether of a heteric oxyethylene-oxypropylene copolymer, the weight ratio of oxyethylene to oxypropylene groups being between lsl and 3:1, having a separation temperature between 50 and 70 C. and a viscosity at 100 F.
- SUS between about 500 and about 750, (3) 0.l5% by weight of a hydrophobic mono-C alkyl ether block polymer of polyoxypropylene and polyoxyethylene compounds, the hydrophobic polyoxypropylene blocks constituting at least by weight of the polymer which has an average molecular weight of 1,500-5,000 and (4) 0.05l% by weight of a hydrophilic polyethylene glycol diester of a C1240 fatty acid, the glycol having a molecular weight less than about 500.
- An aluminum hot rolling lubricant composition comprising (1) a major amount of water, (2) 0.l5% by weight of a hydrophilic monobutyl ether of a heteric copolymer of approximately equal weights of ethylene oxide and propylene oxide and having a viscosity of 600-750 SUS at F., (3) 0.l5% by weight of a hydrophobic monobutyl ether of a block polymer of ethylene oxide and propylene oxide, each block having a unit molecular weight between about 200 and 500, the average molecular weight of the block polymer being between about 200 and 3,500 and containing approximately 15% by weight of polyoxyethylene blocks, and (4) 0.054% by weight of the dioleate of a polyethylene glycol having an average molecular weight of 250-350.
- a composition according to claim 1 containing in addition 0.05 %-2% by weight of an alkali metal salt of a fatty acid having 16-30 carbon atoms per molecule.
- composition according to claim 2 containing 0.052% by weight of sodium oleate.
- An aluminum hot rolling lubricant comprising (1) about 1% by weight of a hydrophilic monobutyl ether of a heteric copolymer of approximately equal weights of ethylene oxide and propylene oxide and having a viscosity of 600750 SUS at 100 F., (2) about 1% by weight of a hydrophobic monobutyl ether of a block polymer of ethylene oxide and propylene oxide, each block having a unitmolecular weight between about 200 and 500, the average molecular weight of the block polymer being between about 200 and 3,500 and containing approximately 15% by weight of polyoxyethylene blocks, (3) a mixture of about 0.1% by weight each of the dioleate of a polyethylene glycol having an average molecular weight of 250-350 and sodium oleate and the balance being water.
- composition of claim 5 containing about 0.5% by weight of diethanolamine.
- composition of claim 5 containing about 0.5 by weight of triethanolamine.
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Mechanical Engineering (AREA)
- Lubricants (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB3417/59A GB846839A (en) | 1959-01-30 | 1959-01-30 | Method and lubricating composition for metal rolling, cutting and drilling |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US3041281A true US3041281A (en) | 1962-06-26 |
Family
ID=9757949
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US862478A Expired - Lifetime US3041281A (en) | 1959-01-30 | 1959-12-29 | Lubricant for rolling metals |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US3041281A (es) |
| BE (1) | BE587064A (es) |
| CH (1) | CH396276A (es) |
| DE (1) | DE1125579B (es) |
| FR (1) | FR1247064A (es) |
| GB (1) | GB846839A (es) |
| NL (1) | NL247812A (es) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4119547A (en) * | 1976-07-12 | 1978-10-10 | Tower Oil & Technology Co. | High temperature lubricant composition |
| WO1988005809A1 (en) * | 1987-02-06 | 1988-08-11 | Gaf Corporation | Propoxylated guerbet alcohols and esters thereof |
| US4830769A (en) * | 1987-02-06 | 1989-05-16 | Gaf Corporation | Propoxylated guerbet alcohols and esters thereof |
| WO2001064822A2 (en) * | 2000-02-29 | 2001-09-07 | Henkel Kommanditgesellschaft Auf Aktien | Metal working lubricants and their use |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL291974A (es) * | 1962-04-26 | |||
| US3526596A (en) * | 1968-06-05 | 1970-09-01 | Quaker Chem Corp | Lubricants for metalworking operations |
| GB1486197A (en) * | 1973-09-29 | 1977-09-21 | Nippon Light Metal Res Labor | Water-soluble metal working lubricating composition |
| US4260502A (en) * | 1979-06-07 | 1981-04-07 | Nalco Chemical Company | Synthetic drawing and ironing lubricant |
| DE102007033430A1 (de) * | 2007-07-18 | 2009-01-22 | Evonik Goldschmidt Gmbh | Siliconfreies Schneidöl und seine Verwendung |
| GB2619938A (en) * | 2022-06-21 | 2023-12-27 | Metalube Ltd | Metalworking fluid concentrate |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US1810555A (en) * | 1927-03-30 | 1931-06-16 | Maurice O Edmiston | Lubricant |
| US2825693A (en) * | 1955-02-03 | 1958-03-04 | Shell Dev | Metal working lubricant |
-
1959
- 1959-01-30 GB GB3417/59A patent/GB846839A/en not_active Expired
- 1959-12-29 US US862478A patent/US3041281A/en not_active Expired - Lifetime
-
1960
- 1960-01-28 DE DES66823A patent/DE1125579B/de active Pending
- 1960-01-28 BE BE587064D patent/BE587064A/xx unknown
- 1960-01-28 NL NL247812D patent/NL247812A/xx unknown
- 1960-01-28 FR FR816914A patent/FR1247064A/fr not_active Expired
- 1960-01-28 CH CH90960A patent/CH396276A/de unknown
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US1810555A (en) * | 1927-03-30 | 1931-06-16 | Maurice O Edmiston | Lubricant |
| US2825693A (en) * | 1955-02-03 | 1958-03-04 | Shell Dev | Metal working lubricant |
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4119547A (en) * | 1976-07-12 | 1978-10-10 | Tower Oil & Technology Co. | High temperature lubricant composition |
| WO1988005809A1 (en) * | 1987-02-06 | 1988-08-11 | Gaf Corporation | Propoxylated guerbet alcohols and esters thereof |
| US4830769A (en) * | 1987-02-06 | 1989-05-16 | Gaf Corporation | Propoxylated guerbet alcohols and esters thereof |
| WO2001064822A2 (en) * | 2000-02-29 | 2001-09-07 | Henkel Kommanditgesellschaft Auf Aktien | Metal working lubricants and their use |
| WO2001064822A3 (en) * | 2000-02-29 | 2002-02-07 | Henkel Corp | Metal working lubricants and their use |
| US6596674B2 (en) | 2000-02-29 | 2003-07-22 | Henkel Corporation | Metal working lubricants and their use |
Also Published As
| Publication number | Publication date |
|---|---|
| NL247812A (es) | 1964-02-10 |
| BE587064A (es) | 1960-07-29 |
| GB846839A (en) | 1960-08-31 |
| FR1247064A (fr) | 1960-11-25 |
| DE1125579B (de) | 1962-03-15 |
| CH396276A (de) | 1965-07-31 |
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