US2981686A - Metal working lubricants - Google Patents
Metal working lubricants Download PDFInfo
- Publication number
- US2981686A US2981686A US770592A US77059258A US2981686A US 2981686 A US2981686 A US 2981686A US 770592 A US770592 A US 770592A US 77059258 A US77059258 A US 77059258A US 2981686 A US2981686 A US 2981686A
- Authority
- US
- United States
- Prior art keywords
- water
- soluble
- ethylene
- copolymer
- hetero
- 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
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- 239000000314 lubricant Substances 0.000 title claims description 16
- 238000005555 metalworking Methods 0.000 title claims description 15
- 239000000203 mixture Substances 0.000 claims description 24
- -1 ALKALI METAL SALT Chemical class 0.000 claims description 16
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 16
- 229920001577 copolymer Polymers 0.000 claims description 15
- IYABWNGZIDDRAK-UHFFFAOYSA-N allene Chemical compound C=C=C IYABWNGZIDDRAK-UHFFFAOYSA-N 0.000 claims description 7
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims description 7
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims description 6
- 239000005977 Ethylene Substances 0.000 claims description 6
- 229910052783 alkali metal Inorganic materials 0.000 claims description 3
- 150000001875 compounds Chemical class 0.000 claims description 2
- QQONPFPTGQHPMA-UHFFFAOYSA-N Propene Chemical compound CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 claims 2
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 14
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 11
- 229910052751 metal Inorganic materials 0.000 description 9
- 239000002184 metal Substances 0.000 description 9
- 150000003839 salts Chemical class 0.000 description 9
- 239000002253 acid Substances 0.000 description 8
- 125000002947 alkylene group Chemical group 0.000 description 8
- 239000002585 base Substances 0.000 description 5
- 238000005520 cutting process Methods 0.000 description 5
- 239000012530 fluid Substances 0.000 description 5
- 230000007935 neutral effect Effects 0.000 description 5
- CZEVAMMETWVBOD-UHFFFAOYSA-N 2-(carboxymethylsulfanylmethylsulfanyl)acetic acid Chemical compound OC(=O)CSCSCC(O)=O CZEVAMMETWVBOD-UHFFFAOYSA-N 0.000 description 4
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 4
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 4
- RVGRUAULSDPKGF-UHFFFAOYSA-N Poloxamer Chemical compound C1CO1.CC1CO1 RVGRUAULSDPKGF-UHFFFAOYSA-N 0.000 description 4
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 4
- 150000007513 acids Chemical class 0.000 description 4
- LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 4
- VLDHWMAJBNWALQ-UHFFFAOYSA-M sodium;1,3-benzothiazol-3-ide-2-thione Chemical compound [Na+].C1=CC=C2SC([S-])=NC2=C1 VLDHWMAJBNWALQ-UHFFFAOYSA-M 0.000 description 4
- CWERGRDVMFNCDR-UHFFFAOYSA-N thioglycolic acid Chemical compound OC(=O)CS CWERGRDVMFNCDR-UHFFFAOYSA-N 0.000 description 4
- QXNVGIXVLWOKEQ-UHFFFAOYSA-N Disodium Chemical compound [Na][Na] QXNVGIXVLWOKEQ-UHFFFAOYSA-N 0.000 description 3
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 3
- 238000001816 cooling Methods 0.000 description 3
- 238000005260 corrosion Methods 0.000 description 3
- 230000007797 corrosion Effects 0.000 description 3
- 238000005187 foaming Methods 0.000 description 3
- 230000001050 lubricating effect Effects 0.000 description 3
- 239000003921 oil Substances 0.000 description 3
- 229960004418 trolamine Drugs 0.000 description 3
- NCXUNZWLEYGQAH-UHFFFAOYSA-N 1-(dimethylamino)propan-2-ol Chemical compound CC(O)CN(C)C NCXUNZWLEYGQAH-UHFFFAOYSA-N 0.000 description 2
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- ZTQSAGDEMFDKMZ-UHFFFAOYSA-N Butyraldehyde Chemical compound CCCC=O ZTQSAGDEMFDKMZ-UHFFFAOYSA-N 0.000 description 2
- 201000004624 Dermatitis Diseases 0.000 description 2
- 150000001298 alcohols Chemical class 0.000 description 2
- 125000000217 alkyl group Chemical group 0.000 description 2
- 229920001400 block copolymer Polymers 0.000 description 2
- 125000004432 carbon atom Chemical group C* 0.000 description 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 2
- 239000007795 chemical reaction product Substances 0.000 description 2
- 239000002173 cutting fluid Substances 0.000 description 2
- 150000002009 diols Chemical class 0.000 description 2
- KCIDZIIHRGYJAE-YGFYJFDDSA-L dipotassium;[(2r,3r,4s,5r,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] phosphate Chemical class [K+].[K+].OC[C@H]1O[C@H](OP([O-])([O-])=O)[C@H](O)[C@@H](O)[C@H]1O KCIDZIIHRGYJAE-YGFYJFDDSA-L 0.000 description 2
- 238000005553 drilling Methods 0.000 description 2
- LEQAOMBKQFMDFZ-UHFFFAOYSA-N glyoxal Chemical compound O=CC=O LEQAOMBKQFMDFZ-UHFFFAOYSA-N 0.000 description 2
- 125000005842 heteroatom Chemical group 0.000 description 2
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 2
- 150000008040 ionic compounds Chemical class 0.000 description 2
- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 150000002739 metals Chemical class 0.000 description 2
- 150000002826 nitrites Chemical class 0.000 description 2
- 230000009972 noncorrosive effect Effects 0.000 description 2
- 229920005573 silicon-containing polymer Polymers 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L sodium carbonate Substances [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- 235000010288 sodium nitrite Nutrition 0.000 description 2
- KGRVJHAUYBGFFP-UHFFFAOYSA-N 2,2'-Methylenebis(4-methyl-6-tert-butylphenol) Chemical compound CC(C)(C)C1=CC(C)=CC(CC=2C(=C(C=C(C)C=2)C(C)(C)C)O)=C1O KGRVJHAUYBGFFP-UHFFFAOYSA-N 0.000 description 1
- AIVVKKOTAISCNQ-UHFFFAOYSA-N 2,3-bis(sulfanyl)propanoic acid Chemical compound OC(=O)C(S)CS AIVVKKOTAISCNQ-UHFFFAOYSA-N 0.000 description 1
- CFPHMAVQAJGVPV-UHFFFAOYSA-N 2-sulfanylbutanoic acid Chemical compound CCC(S)C(O)=O CFPHMAVQAJGVPV-UHFFFAOYSA-N 0.000 description 1
- DKIDEFUBRARXTE-UHFFFAOYSA-N 3-mercaptopropanoic acid Chemical class OC(=O)CCS DKIDEFUBRARXTE-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- NPOJQCVWMSKXDN-UHFFFAOYSA-N Dacthal Chemical compound COC(=O)C1=C(Cl)C(Cl)=C(C(=O)OC)C(Cl)=C1Cl NPOJQCVWMSKXDN-UHFFFAOYSA-N 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- WUGQZFFCHPXWKQ-UHFFFAOYSA-N Propanolamine Chemical compound NCCCO WUGQZFFCHPXWKQ-UHFFFAOYSA-N 0.000 description 1
- 229910000831 Steel Inorganic materials 0.000 description 1
- IKHGUXGNUITLKF-XPULMUKRSA-N acetaldehyde Chemical compound [14CH]([14CH3])=O IKHGUXGNUITLKF-XPULMUKRSA-N 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 150000001299 aldehydes Chemical class 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 150000001339 alkali metal compounds Chemical class 0.000 description 1
- 239000002518 antifoaming agent Substances 0.000 description 1
- 239000012736 aqueous medium Substances 0.000 description 1
- 125000004429 atom Chemical group 0.000 description 1
- 239000010953 base metal Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 150000004649 carbonic acid derivatives Chemical class 0.000 description 1
- HDFRDWFLWVCOGP-UHFFFAOYSA-N carbonothioic O,S-acid Chemical compound OC(S)=O HDFRDWFLWVCOGP-UHFFFAOYSA-N 0.000 description 1
- 150000001728 carbonyl compounds Chemical class 0.000 description 1
- ZCDOYSPFYFSLEW-UHFFFAOYSA-N chromate(2-) Chemical class [O-][Cr]([O-])(=O)=O ZCDOYSPFYFSLEW-UHFFFAOYSA-N 0.000 description 1
- 239000007859 condensation product Substances 0.000 description 1
- 239000002826 coolant Substances 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 description 1
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- FXDWOKJYEDVJME-UHFFFAOYSA-N ethene;2-sulfanylacetic acid Chemical compound C=C.OC(=O)CS.OC(=O)CS FXDWOKJYEDVJME-UHFFFAOYSA-N 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 229940015043 glyoxal Drugs 0.000 description 1
- 208000015181 infectious disease Diseases 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 230000002401 inhibitory effect Effects 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 229910052744 lithium Inorganic materials 0.000 description 1
- 238000003754 machining Methods 0.000 description 1
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 description 1
- 150000002763 monocarboxylic acids Chemical class 0.000 description 1
- 125000005702 oxyalkylene group Chemical group 0.000 description 1
- 239000002304 perfume Substances 0.000 description 1
- 235000021317 phosphate Nutrition 0.000 description 1
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
- 229920001983 poloxamer Polymers 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- XAEFZNCEHLXOMS-UHFFFAOYSA-M potassium benzoate Chemical compound [K+].[O-]C(=O)C1=CC=CC=C1 XAEFZNCEHLXOMS-UHFFFAOYSA-M 0.000 description 1
- 229940096992 potassium oleate 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
- 239000000344 soap Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 239000001488 sodium phosphate Substances 0.000 description 1
- 229910000162 sodium phosphate Inorganic materials 0.000 description 1
- GNBVPFITFYNRCN-UHFFFAOYSA-M sodium thioglycolate Chemical compound [Na+].[O-]C(=O)CS GNBVPFITFYNRCN-UHFFFAOYSA-M 0.000 description 1
- HUMLQUKVJARKRN-UHFFFAOYSA-M sodium;n,n-dibutylcarbamodithioate Chemical compound [Na+].CCCCN(C([S-])=S)CCCC HUMLQUKVJARKRN-UHFFFAOYSA-M 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- PXQLVRUNWNTZOS-UHFFFAOYSA-N sulfanyl Chemical class [SH] PXQLVRUNWNTZOS-UHFFFAOYSA-N 0.000 description 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 1
- 239000003760 tallow Substances 0.000 description 1
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 description 1
- CWERGRDVMFNCDR-UHFFFAOYSA-M thioglycolate(1-) Chemical compound [O-]C(=O)CS CWERGRDVMFNCDR-UHFFFAOYSA-M 0.000 description 1
- RYFMWSXOAZQYPI-UHFFFAOYSA-K trisodium phosphate Chemical compound [Na+].[Na+].[Na+].[O-]P([O-])([O-])=O RYFMWSXOAZQYPI-UHFFFAOYSA-K 0.000 description 1
- HGBOYTHUEUWSSQ-UHFFFAOYSA-N valeric aldehyde Natural products CCCCC=O HGBOYTHUEUWSSQ-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- 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
-
- 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
- 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
-
- 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
-
- 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
- C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
- C10M2219/08—Thiols; Sulfides; Polysulfides; Mercaptals
- C10M2219/082—Thiols; Sulfides; Polysulfides; Mercaptals containing sulfur atoms bound to acyclic or cycloaliphatic carbon atoms
- C10M2219/085—Thiols; Sulfides; Polysulfides; Mercaptals containing sulfur atoms bound to acyclic or cycloaliphatic carbon atoms containing carboxyl groups; Derivatives 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
- C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
- C10M2219/10—Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring
-
- 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
- C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
- C10M2219/10—Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring
- C10M2219/102—Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring containing sulfur and carbon only in the ring
-
- 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
- C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
- C10M2219/10—Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring
- C10M2219/104—Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring containing sulfur and carbon with nitrogen or oxygen in the ring
-
- 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
- C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
- C10M2219/10—Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring
- C10M2219/104—Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring containing sulfur and carbon with nitrogen or oxygen in the ring
- C10M2219/106—Thiadiazoles
-
- 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
- C10M2229/00—Organic macromolecular compounds containing atoms of elements not provided for in groups C10M2205/00, C10M2209/00, C10M2213/00, C10M2217/00, C10M2221/00 or C10M2225/00 as ingredients in lubricant compositions
- C10M2229/04—Siloxanes with specific structure
- C10M2229/041—Siloxanes with specific structure containing aliphatic substituents
-
- 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
-
- 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
- C10N2020/00—Specified physical or chemical properties or characteristics, i.e. function, of component of lubricating compositions
- C10N2020/01—Physico-chemical properties
-
- 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
-
- 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 aqueous base metal-working lubricating compositions. More particularly, it relates to a water-base metal cutting fluid.
- the art discloses various means of imparting rust inhibiting and extreme pressure properties to water base metal-working lubricants, but with littlesuccess.
- watersoluble non-ionic compounds such as alkyl phenolethylene oxide reaction products, talloW, fatty acids, soaps, such as sodium or potassium oleate or sulfonate, in combination with water-soluble alkali metal compounds and mixtures thereof, such as the nitrites, phosphates, carbonates, or chromates, e.g., mixtures of sodium nitrite and sodium phosphate, or mixtures of sodium nitrite and sodium carbonate.
- Water-oil emulsions additionally present a dermatitis and stability problem upon use and are generally undesirable because of their opaqueness thus making it diflicult to observe the machining process.
- an aqueous medium such as water containing from about 0.5% to about 15%
- nonionic polymeric compounds such as alkyl phenol-ethylene oxide reaction products, block copolymers of dissimilar alkylene oxides and their derivatives such as are commercially available under the trade name of Pluronics and the like produce undesirable frictional problems, foaming, instability and the like.
- the alkylene polymercaptoearboxylic acids' are prepared by reacting an aliphatic mercapto carboxylic acid with an aliphatic carbonyl compound such as an aliphatic aldehyde. Methods of preparing such acids are described by Ritter et al., JACS 74, 5576 (1952), or Holmberg et al., Ann 353, 123 (1907).
- mercapto acids include mercaptoacetic acid, alpha or beta-mercaptopropionic acids, alpha,beta-dimercaptopropionic acid, alpha-mercaptobutyric acid and the like.
- the organic carbonyl compounds include aldehydes such as formaldehyde, acetaldehyde, butyraldehyde, glyoxal, or ketones such as acetone, butanone, etc.
- the water-soluble neutral polyalkali metal salts of an alkylene polymercaptocarboxylic acid include dior tetrasodium, lithium or potassium salt of methylene bis(mercaptoacetic acid), ethylene bis (mercaptoacetic acid), methylene bis(mercaptopropionic acid), methylene bis- (mercapto acid), methyl bis(mercaptoacetic acid),
- a ratio of from 75 :25 to 10:90 is meant that, in the formation of copolymer the amount of 1,2-propylene oxide is from /3 to 9 times the amount of ethylene oxide present, byweight, the parts or proportion of the 1,2-propylene oxide being given last.
- copolymer diols may be employed in a modified form as the monoethers ormonoesters of monohydric alcohols or atoms.
- Disodium monobasic acids the diols.
- the alcohols preferably have from 1 to about 10 carbon atoms, while the monocarboxylic acids preferably have from i to 12 carbon
- the alkanolamines which are used in compositions of this invention include mono, di-' and tri-ethanolamine, propanolamine, N,N-dimethylisopropanolamine, and mixtures thereof; Y
- compositions are representative of the invention, which can be useineat or diluted with from lto 10 partsof'water, as metal-working lubricants for cutting,drilling-and thelike.
- methylene bis(mercaptoacet ate) Hetero-copolymer of ethylene, oxide -l, 2-propylene oxide (75725 having a viscosity ,of at These materials are de- Composition B
- Composition C Disodium salt of methylene bis(dimercaptoacetic acid) 6 Hetero-copolymer of ethylene oxide-1,2-propylene oxide (75/25) having a viscosity of 1400 at 100 F.
- compositions of this invention Diethanolamine 4 Sodium mercaptobenzothiazole 1 Dimethyl silicone polymer 0.001 Water Balance Composition E Dipotassium salt of methylene bis(mercaptoacetic acid) 2 Hetero-copolymer of ethylene oxide-1,2-propylene oxide (75/25) having a viscosity of 450 at Triethanolamine 2 Water Balance
- the outstanding properties of compositions of this invention are demonstrated by results obtained from subjecting them to the following tests:
- Drilling test The compositions were used in drilling deep 1" holes in A151 4340 steel at 1440 rpm.
- compositions A-E in the four-ball test gave average weld loads of between 600 and 1000 kg., and these compositions gave values of from 300 to 800% above the reference fluid (X).
- substitution of other salts of sulfur-containingcarboxylic acids for the polyalkali metal mercap'topolycarboxyla'tes used in compositions of this invention such as sodium mercaptoacetate or sodium dibutyldithiocarbamate gave much lower weld'loads in the four-ball machine, around 200300.
- compositions (A-E) of the present invention are non-foaming.
- compositions of this invention may contain additional additives, such as water-soluble corrosion inhibitor," e.g., sodium mercapto benzothiazole, anti-foaming agents such as silicone polymer, 'perfuming agents, and dyes.
- water-soluble corrosion inhibitor e.g., sodium mercapto benzothiazole
- anti-foaming agents such as silicone polymer, 'perfuming agents, and dyes.
- this invention have good surface finish, are free from rust and the cutting tool life is excellent.
- An aqueous metal-working lubricant comprising a major amount of water and from about 0.5% to 15% each of (1) a water-soluble normal alkali metal salt of an alkylene poly(mercaptoalkylene carboxylic acid), said compound having from 1 to 4 carboxyl groups in the molecule and the alkylene radical being selected from the group of methylene, ethylene and butylene radicals, (2) a water-soluble hetero-copolymer of a mixture of randomly distributed ethylene and propylene oxides in the molecular ratio of from 75:25 to 10:90, respectively, having a molecular weight of from about 250 to about 1500, and (3) a water-soluble alkanolamine.
- An aqueous metal-Working lubricant comprising a major amount of water and from about 2% to about 10% each of (1) a water-soluble neutral dialkali metal salt of an alkylene bis(mercaptoalkylene carboxylic acid), the alkylene radical being selected from the group of methylene, ethylene and butylene radicals, (2) a water-soluble hetero-copolymer of ethylene oxide and 1,2-propylene glycol in the ratios of from 75:25 to 10:90 respectively and having a molecular weight of from about 250 to about 1500 and (3) a water-soluble alkanolamine.
- An aqueous metal-working lubricant comprising a major amount of water and from about 2% to about 10% each of (l) a water-soluble neutral tetraalkali metal salt of an alkylene tetrakis(mercaptoalkylene carboxylic acid), the alkylene radical being selected from the group of methylene, ethylene and butylene radicals, (2) a watersoluble hetero-copolymer of ethylene oxide and 1,2-propylene glycol in the ratios of from 75:25 to 10:90 respectively and having a molecular weight of from about 250 to about 1500 and (3) a water-soluble alkanolamine.
- An aqueous metal-working lubricant comprising a major amount of water and from about 2% to about 10% each of (1) a water-soluble neutral disodium metal salt of an alkylene bis(mercaptoalkylene carboxylic acid), the alkylene radical being selected from the group of methylene, ethylene and butylene radicals, (2) a watersoluble hetero-copolymer of ethylene oxide and 1,2-propylene glycol in the ratios of from 75 :25 to 10:90: respectively and having a molecular weight of from about 250 to about 1500 and (3) a water-soluble ethanolamine.
- An aqueous metal-working lubricant comprising a major amount of water and from about 2% to about 10% each of (1) a water-soluble neutral tetrasodium metal salt of an alkylene tetrakis(mercaptoalkylene carboxylic acid), the alkylene radical being selected from the group of methylene, ethylene and butylene radicals, (2) a water-soluble heterocopolyrner of ethylene oxide and 1,2-propylene glycol in the ratios of from 75 :25 to 10:90 respectively and having a molecular weight of from about 250 to about 1500, and (3) a water-soluble ethanolamine.
- An aqueous metal-working lubricant comprising a major amount of water and from about 2% to'about 10% each of (1) disodiumsalt'of,methylene bis(mercaptoacetic acid), (2) ,a water-soluble hetero-copolymer of ethylene oxide and 1,2-propylene glycol in the ratios of from 75:25. to 10:90 respectively and having a molecular weight of from about 250 to about 1500 and (3) a watersoluble alkanolamine.
- An aqueous metal-working lubricant comprising a major amount ofwater and from about 2% to about 10% compositions maybe applied with excellent results to general cutting operations where cooling and lubricating of thetool an'd workpiece under adverse conditions are encountered.
- An aqueous metal-working lubricant comprising a major amount of water and from about 2% to about 10% each of (1) tetrapotassium salt of ethylene tetrakis(thiaacetic acid), (2) a water-soluble hetero-copolymer of ethylene oxide and 1,2-propylene glycol in the ratios of from 75:25 to 10:90 respectively and having a molecular weight of from about 250 to about 1500 and (3) a watersoluble alkanolamine.
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Description
nite =1 METAL WORKING LUBRICANTS Thomas E. Reamer, El Cerrito, Calif., assignor to Shell This invention relates to aqueous base metal-working lubricating compositions. More particularly, it relates to a water-base metal cutting fluid.
It is well known in the art that water base fluids possess good cooling properties for processing metals, but that they lack the lubricity and extreme pressure properties of oil base lubricants and usually cause corrosion. On the other hand, oil base lubricants are inferior coolants and are costly.
The art discloses various means of imparting rust inhibiting and extreme pressure properties to water base metal-working lubricants, but with littlesuccess. Among the materials commonly used for this purpose are watersoluble non-ionic compounds, such as alkyl phenolethylene oxide reaction products, talloW, fatty acids, soaps, such as sodium or potassium oleate or sulfonate, in combination with water-soluble alkali metal compounds and mixtures thereof, such as the nitrites, phosphates, carbonates, or chromates, e.g., mixtures of sodium nitrite and sodium phosphate, or mixtures of sodium nitrite and sodium carbonate. Water-oil emulsions additionally present a dermatitis and stability problem upon use and are generally undesirable because of their opaqueness thus making it diflicult to observe the machining process.
It is an object of this invention to provide a cutting fluid having both good cooling and good lubricating properties. Another object of the invention is to provide a non-corrosive aqueous cutting solution. Still another object of the invention is to provide a stable, non-corro sive, aqueous cutting composition free of ingredients capable of causing dermatitis infections. Another object of the invention is to provide a multi-functional metal working lubricant useful at high speeds, heavy loads, high pressures and high temperatures.
The above and other objects are attained in accordance with the present inventionby an aqueous medium, such as water containing from about 0.5% to about 15%,
preferably from 2% to 10% by weight each of (1) a water-soluble normal alkali metal salt of apolymercapto- (thin-)carboxylic acid having the general formula R(S R -COOH) wherein R. and R, can be the same or different alkylenegroups of from 1 to 6 and preferably from 1 to 4 carbonatoms such as methylene, ethylene or .butylene groups, x is an integer of from 2 to 4, and y is an integer of 1 to 2; (2) an alkanolamine, such as'mono dior triethanolamine, mono-, di-, or'tripropanolamine,
etc., or the like; and (3) a water-soluble hetero copoly- -.meric alkylene'glycol, etheror ester thereof, wherein the different oxyalkylene units are substantially"randomly the alkanolamines inhibit corrosion without producing .any undesirable sideclfectaiwhich is no nne of alkali States Patent f Patented Apr. 25, 1961 metal nitrites which form unstable solutions in combination with polymercaptocarboxylates. The water-soluble hetero copolymerimproves the antifrictional properties of compositions of the present invention, particularly under slow sliding conditions. On the other hand, other nonionic polymeric compounds such as alkyl phenol-ethylene oxide reaction products, block copolymers of dissimilar alkylene oxides and their derivatives such as are commercially available under the trade name of Pluronics and the like produce undesirable frictional problems, foaming, instability and the like.
The alkylene polymercaptoearboxylic acids'are prepared by reacting an aliphatic mercapto carboxylic acid with an aliphatic carbonyl compound such as an aliphatic aldehyde. Methods of preparing such acids are described by Ritter et al., JACS 74, 5576 (1952), or Holmberg et al., Ann 353, 123 (1907). Among the mercapto acids are included mercaptoacetic acid, alpha or beta-mercaptopropionic acids, alpha,beta-dimercaptopropionic acid, alpha-mercaptobutyric acid and the like. The organic carbonyl compounds include aldehydes such as formaldehyde, acetaldehyde, butyraldehyde, glyoxal, or ketones such as acetone, butanone, etc.
The water-soluble neutral polyalkali metal salts of an alkylene polymercaptocarboxylic acid include dior tetrasodium, lithium or potassium salt of methylene bis(mercaptoacetic acid), ethylene bis (mercaptoacetic acid), methylene bis(mercaptopropionic acid), methylene bis- (mercapto acid), methyl bis(mercaptoacetic acid),
ethylene tetrakis(mercaptoacetic acid), ethylene tetrakisratios of from 75:25 to 10:90 ethylene oxide to 1,2-pr0- pylene oxide, and molecular weight from about 250 to about 1500.
By a ratio of from 75 :25 to 10:90 is meant that, in the formation of copolymer the amount of 1,2-propylene oxide is from /3 to 9 times the amount of ethylene oxide present, byweight, the parts or proportion of the 1,2-propylene oxide being given last.
' scribed in U.S.'Patents 2,425,755 and 2,425,845. The copolymer diols may be employed in a modified form as the monoethers ormonoesters of monohydric alcohols or atoms.
:inpercentages by weight.
Disodium monobasic acids the diols. The alcohols preferably have from 1 to about 10 carbon atoms, while the monocarboxylic acids preferably have from i to 12 carbon The alkanolamines which are used in compositions of this invention include mono, di-' and tri-ethanolamine, propanolamine, N,N-dimethylisopropanolamine, and mixtures thereof; Y
The following compositions are representative of the invention, which can be useineat or diluted with from lto 10 partsof'water, as metal-working lubricants for cutting,drilling-and thelike. {The proportions are given methylene bis(mercaptoacet ate) Hetero-copolymer of ethylene, oxide -l, 2-propylene oxide (75725 having a viscosity ,of at These materials are de- Composition B Composition C Disodium salt of methylene bis(dimercaptoacetic acid) 6 Hetero-copolymer of ethylene oxide-1,2-propylene oxide (75/25) having a viscosity of 1400 at 100 F. Dimethylisopropanolamine 2 Sodium mercaptobenzothiazole 0.1 Water Balance Composition D Tetrapotassium salt of ethylene tetral;is(mercaptoacetic acid) 4 Hetero-copolymer of ethylene oxide-1,2-propylene oxide (75/25), having a viscosity of 1400 at 100 F. Diethanolamine 4 Sodium mercaptobenzothiazole 1 Dimethyl silicone polymer 0.001 Water Balance Composition E Dipotassium salt of methylene bis(mercaptoacetic acid) 2 Hetero-copolymer of ethylene oxide-1,2-propylene oxide (75/25) having a viscosity of 450 at Triethanolamine 2 Water Balance The outstanding properties of compositions of this invention are demonstrated by results obtained from subjecting them to the following tests:
(1) Four-ball machine tests as described in the Journal of the Institute of Petroleum Technology, pages 7 206-229, April 1946.
(2) Drilling test: The compositions were used in drilling deep 1" holes in A151 4340 steel at 1440 rpm. and
compared with a reference waterbasecu tting fluid (X), the reference fluid being rated as 100%.
' Compositions A-E in the four-ball test gave average weld loads of between 600 and 1000 kg., and these compositions gave values of from 300 to 800% above the reference fluid (X). The substitution of other salts of sulfur-containingcarboxylic acids for the polyalkali metal mercap'topolycarboxyla'tes used in compositions of this invention such as sodium mercaptoacetate or sodium dibutyldithiocarbamate gave much lower weld'loads in the four-ball machine, around 200300. Also, the substitutionof other types of non-ionic compounds for the heterocopolymer used in'Compositions A -E, such as a .block copolymer of ethylene oxideand propylene oxide available commercially under the trade name Pluronic L64 (Wyandotte Chemical Company) or an alkylphenolethyleneoxide' condensation product, caused excessive foaming, whereas compositions (A-E) of the present invention are non-foaming.
Compositions of this invention may contain additional additives, such as water-soluble corrosion inhibitor," e.g., sodium mercapto benzothiazole, anti-foaming agents such as silicone polymer, 'perfuming agents, and dyes. The
4 this invention have good surface finish, are free from rust and the cutting tool life is excellent.
I claim as my invention:
1. An aqueous metal-working lubricant comprising a major amount of water and from about 0.5% to 15% each of (1) a water-soluble normal alkali metal salt of an alkylene poly(mercaptoalkylene carboxylic acid), said compound having from 1 to 4 carboxyl groups in the molecule and the alkylene radical being selected from the group of methylene, ethylene and butylene radicals, (2) a water-soluble hetero-copolymer of a mixture of randomly distributed ethylene and propylene oxides in the molecular ratio of from 75:25 to 10:90, respectively, having a molecular weight of from about 250 to about 1500, and (3) a water-soluble alkanolamine.
2. An aqueous metal-Working lubricant comprising a major amount of water and from about 2% to about 10% each of (1) a water-soluble neutral dialkali metal salt of an alkylene bis(mercaptoalkylene carboxylic acid), the alkylene radical being selected from the group of methylene, ethylene and butylene radicals, (2) a water-soluble hetero-copolymer of ethylene oxide and 1,2-propylene glycol in the ratios of from 75:25 to 10:90 respectively and having a molecular weight of from about 250 to about 1500 and (3) a water-soluble alkanolamine.
3. An aqueous metal-working lubricant comprising a major amount of water and from about 2% to about 10% each of (l) a water-soluble neutral tetraalkali metal salt of an alkylene tetrakis(mercaptoalkylene carboxylic acid), the alkylene radical being selected from the group of methylene, ethylene and butylene radicals, (2) a watersoluble hetero-copolymer of ethylene oxide and 1,2-propylene glycol in the ratios of from 75:25 to 10:90 respectively and having a molecular weight of from about 250 to about 1500 and (3) a water-soluble alkanolamine.
4. An aqueous metal-working lubricant comprising a major amount of water and from about 2% to about 10% each of (1) a water-soluble neutral disodium metal salt of an alkylene bis(mercaptoalkylene carboxylic acid), the alkylene radical being selected from the group of methylene, ethylene and butylene radicals, (2) a watersoluble hetero-copolymer of ethylene oxide and 1,2-propylene glycol in the ratios of from 75 :25 to 10:90: respectively and having a molecular weight of from about 250 to about 1500 and (3) a water-soluble ethanolamine.
5. An aqueous metal-working lubricant comprising a major amount of water and from about 2% to about 10% each of (1) a water-soluble neutral tetrasodium metal salt of an alkylene tetrakis(mercaptoalkylene carboxylic acid), the alkylene radical being selected from the group of methylene, ethylene and butylene radicals, (2) a water-soluble heterocopolyrner of ethylene oxide and 1,2-propylene glycol in the ratios of from 75 :25 to 10:90 respectively and having a molecular weight of from about 250 to about 1500, and (3) a water-soluble ethanolamine. p
:6. An aqueous metal-working lubricant comprising a major amount of water and from about 2% to'about 10% each of (1) disodiumsalt'of,methylene bis(mercaptoacetic acid), (2) ,a water-soluble hetero-copolymer of ethylene oxide and 1,2-propylene glycol in the ratios of from 75:25. to 10:90 respectively and having a molecular weight of from about 250 to about 1500 and (3) a watersoluble alkanolamine.
to 1% of sodium mercaptobenzothiazole;
8. An aqueous metal-working lubricant comprising a major amount ofwater and from about 2% to about 10% compositions maybe applied with excellent results to general cutting operations where cooling and lubricating of thetool an'd workpiece under adverse conditions are encountered. Metals machined with the aid of fluids of water-soluble alkanolamine: f
each of (1) tetrasodium salt of ethylene tetrakisfiner of from 75:25 to,10: respectively and having a molecular weightof from about 250 to about1500 and (3) a 3-.' aq s me al-:workingclubricarit comprising a captoacetic acid), (2) a'water-soluble hetero-copolymer of ethylene oxide and 1,2-propylen'e' glycol in theratios major amount of water and from about 2% to about 10% each of (1) dipotassium salt of methylene bis(mercaptoacetic acid), (2) a water-soluble hetero-copolymer of ethylene oxide and 1,2-propylene glycol in the ratios of from 75:25 to 10:90 respectively and having a molecular weight of from about 250 to about 1500 and (3) a watersoluble alkanolamine.
10. An aqueous metal-working lubricant comprising a major amount of water and from about 2% to about 10% each of (1) tetrapotassium salt of ethylene tetrakis(thiaacetic acid), (2) a water-soluble hetero-copolymer of ethylene oxide and 1,2-propylene glycol in the ratios of from 75:25 to 10:90 respectively and having a molecular weight of from about 250 to about 1500 and (3) a watersoluble alkanolamine.
References Cited in the file of this patent UNITED STATES PATENTS Roberts et a1. Aug. 19, 1947 Toussaint et a1. Aug. 19, 1947 Gresham et a1 Sept. 28, 1948 Gregory et a1. July 8, 1952 Beaubien et a1 Mar. 4, 1958 FOREIGN PATENTS Great Britain Oct. 6, 1954 Great Britain Jan. 5, 1955
Claims (1)
1. AN AQUEOUS METAL-WORKING LUBRICANT COMPRISING A MAJOR AMOUNT OF WATER AND FROM ABOUT 0.5% TO 15% EACH OF (1) A WATER-SOLUBLE NORMAL ALKALI METAL SALT OF AN ALKYLENE POLY(MERCAPTOALKYLENE CARBOXYLIC ACID), SAID COMPOUND HAVING FROM 1 TO 4 CARBOXYL GROUPS IN THE MOLECULE AND THE ALKYLENE RADICAL BEING SELECTED FROM THE GROUP OF METHYLENE, ETHYLENE AND BUTYLENE RADICALS, (2) A WATER-SOLUBLE HETERO-COPOLYMER OF MIXTURE OF RANDOMLY DISTRIBUTED ETHYLENE AND PROPYLENE OXIDES IN THE MOLECULAR RATIO OF FROM 75:25 TO 10:90, RESPECTIVELY, HAVING A MOLECULAR WEIGHT OF FROM ABOUT 250 TO ABOUT 1500, AND (3) A WATER-SOLUBLE ALKANOLAMINE.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US770592A US2981686A (en) | 1958-10-30 | 1958-10-30 | Metal working lubricants |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US770592A US2981686A (en) | 1958-10-30 | 1958-10-30 | Metal working lubricants |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US2981686A true US2981686A (en) | 1961-04-25 |
Family
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US770592A Expired - Lifetime US2981686A (en) | 1958-10-30 | 1958-10-30 | Metal working lubricants |
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| US (1) | US2981686A (en) |
Cited By (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3079340A (en) * | 1959-10-05 | 1963-02-26 | Shell Oil Co | Metal working lubricant |
| US3177144A (en) * | 1961-01-23 | 1965-04-06 | Shell Oil Co | Lubricating composition |
| US3983044A (en) * | 1974-04-01 | 1976-09-28 | Sun Oil Company Of Pennsylvania | Low smoking lubricating composition for cold heading operations |
| US3995465A (en) * | 1975-03-21 | 1976-12-07 | Sun Oil Company Of Pennsylvania | Method of coldworking metal pieces |
| US4043925A (en) * | 1974-12-13 | 1977-08-23 | Suntech, Inc. | Low smoking composition and method for cold heading operations |
| EP0025125A1 (en) * | 1979-08-17 | 1981-03-18 | Henkel Kommanditgesellschaft auf Aktien | Use of hydroxy carboxylic acids that contain sulphur as corrosion inhibitors for aqueous systems |
| US4452712A (en) * | 1983-01-20 | 1984-06-05 | Aluminum Company Of America | Metalworking with an aqueous synthetic lubricant containing polyoxypropylene-polyoxyethylene-polyoxypropylene block copolymers |
| US4452711A (en) * | 1983-01-20 | 1984-06-05 | Aluminum Company Of America | Aqueous metalworking lubricant containing polyoxypropylene-polyoxyethylene-polyoxypropylene block copolymers |
| US4830768A (en) * | 1988-02-22 | 1989-05-16 | Aluminum Company Of America | Metalworking lubricant composition containing propoxylated fatty alcohol |
| EP3124583A4 (en) * | 2014-03-28 | 2017-09-06 | Idemitsu Kosan Co., Ltd | Water-soluble metalworking fluid, and metalworking coolant |
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| US2425845A (en) * | 1945-04-21 | 1947-08-19 | Carbide & Carbon Chem Corp | Mixtures of polyoxyalkylene diols and methods of making such mixtures |
| US2425755A (en) * | 1944-06-01 | 1947-08-19 | Carbide & Carbon Chem Corp | Mixtures of polyoxyalkylene monohydroxy compounds and methods of making such mixtures |
| US2449992A (en) * | 1945-10-05 | 1948-09-28 | Goodrich Co B F | Preparation of beta-thio carboxylic acid compounds |
| US2602816A (en) * | 1947-06-18 | 1952-07-08 | Goodrich Co B F | Method for preparing sulfur-containing carboxylic acids |
| GB716354A (en) * | 1951-07-18 | 1954-10-06 | Bataafsche Petroleum | Metal working lubricating compositions |
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| US2825693A (en) * | 1955-02-03 | 1958-03-04 | Shell Dev | Metal working lubricant |
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| US2425755A (en) * | 1944-06-01 | 1947-08-19 | Carbide & Carbon Chem Corp | Mixtures of polyoxyalkylene monohydroxy compounds and methods of making such mixtures |
| US2425845A (en) * | 1945-04-21 | 1947-08-19 | Carbide & Carbon Chem Corp | Mixtures of polyoxyalkylene diols and methods of making such mixtures |
| US2449992A (en) * | 1945-10-05 | 1948-09-28 | Goodrich Co B F | Preparation of beta-thio carboxylic acid compounds |
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Cited By (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3079340A (en) * | 1959-10-05 | 1963-02-26 | Shell Oil Co | Metal working lubricant |
| US3177144A (en) * | 1961-01-23 | 1965-04-06 | Shell Oil Co | Lubricating composition |
| US3983044A (en) * | 1974-04-01 | 1976-09-28 | Sun Oil Company Of Pennsylvania | Low smoking lubricating composition for cold heading operations |
| US4043925A (en) * | 1974-12-13 | 1977-08-23 | Suntech, Inc. | Low smoking composition and method for cold heading operations |
| US3995465A (en) * | 1975-03-21 | 1976-12-07 | Sun Oil Company Of Pennsylvania | Method of coldworking metal pieces |
| EP0025125A1 (en) * | 1979-08-17 | 1981-03-18 | Henkel Kommanditgesellschaft auf Aktien | Use of hydroxy carboxylic acids that contain sulphur as corrosion inhibitors for aqueous systems |
| US4452712A (en) * | 1983-01-20 | 1984-06-05 | Aluminum Company Of America | Metalworking with an aqueous synthetic lubricant containing polyoxypropylene-polyoxyethylene-polyoxypropylene block copolymers |
| US4452711A (en) * | 1983-01-20 | 1984-06-05 | Aluminum Company Of America | Aqueous metalworking lubricant containing polyoxypropylene-polyoxyethylene-polyoxypropylene block copolymers |
| US4830768A (en) * | 1988-02-22 | 1989-05-16 | Aluminum Company Of America | Metalworking lubricant composition containing propoxylated fatty alcohol |
| EP3124583A4 (en) * | 2014-03-28 | 2017-09-06 | Idemitsu Kosan Co., Ltd | Water-soluble metalworking fluid, and metalworking coolant |
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