US20110162425A1 - Emulsifiers for Metal Working Fluids - Google Patents
Emulsifiers for Metal Working Fluids Download PDFInfo
- Publication number
- US20110162425A1 US20110162425A1 US13/062,586 US200913062586A US2011162425A1 US 20110162425 A1 US20110162425 A1 US 20110162425A1 US 200913062586 A US200913062586 A US 200913062586A US 2011162425 A1 US2011162425 A1 US 2011162425A1
- Authority
- US
- United States
- Prior art keywords
- emulsifiers
- formula
- weight
- water
- oil
- 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.)
- Abandoned
Links
- 239000003995 emulsifying agent Substances 0.000 title claims abstract description 75
- 239000012530 fluid Substances 0.000 title claims abstract description 39
- 238000005555 metalworking Methods 0.000 title claims abstract description 34
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 31
- 150000002191 fatty alcohols Chemical class 0.000 claims abstract description 27
- 229920006395 saturated elastomer Polymers 0.000 claims abstract description 14
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims abstract description 10
- 239000004615 ingredient Substances 0.000 claims abstract description 9
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 claims abstract description 7
- 239000011630 iodine Substances 0.000 claims abstract description 7
- 229910052740 iodine Inorganic materials 0.000 claims abstract description 7
- 125000004417 unsaturated alkyl group Chemical group 0.000 claims abstract description 7
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 6
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims abstract description 5
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims abstract description 5
- 239000000839 emulsion Substances 0.000 claims description 39
- 150000001875 compounds Chemical class 0.000 claims description 31
- 238000000034 method Methods 0.000 claims description 27
- 239000000203 mixture Substances 0.000 claims description 22
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims description 18
- 238000005260 corrosion Methods 0.000 claims description 15
- 230000007797 corrosion Effects 0.000 claims description 15
- 239000012141 concentrate Substances 0.000 claims description 13
- 239000003112 inhibitor Substances 0.000 claims description 13
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical group CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 claims description 11
- 229910052751 metal Inorganic materials 0.000 claims description 11
- 239000002184 metal Substances 0.000 claims description 11
- 239000003139 biocide Substances 0.000 claims description 6
- 125000001117 oleyl 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])/C([H])=C([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])[H] 0.000 claims description 6
- -1 defoamers Substances 0.000 claims description 5
- 239000006078 metal deactivator Substances 0.000 claims description 5
- 150000005690 diesters Chemical class 0.000 claims description 3
- 150000001991 dicarboxylic acids Chemical class 0.000 claims description 2
- 239000007764 o/w emulsion Substances 0.000 claims description 2
- 125000000913 palmityl 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])C([H])([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 claims description 2
- 125000000373 fatty alcohol group Chemical group 0.000 claims 1
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- 235000014113 dietary fatty acids Nutrition 0.000 description 14
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- 239000000194 fatty acid Substances 0.000 description 14
- 150000004665 fatty acids Chemical class 0.000 description 14
- 239000006260 foam Substances 0.000 description 12
- 238000009472 formulation Methods 0.000 description 12
- BXWNKGSJHAJOGX-UHFFFAOYSA-N hexadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCO BXWNKGSJHAJOGX-UHFFFAOYSA-N 0.000 description 11
- 150000004703 alkoxides Chemical class 0.000 description 10
- 239000000654 additive Substances 0.000 description 9
- 150000002148 esters Chemical class 0.000 description 9
- 239000002245 particle Substances 0.000 description 8
- 239000002199 base oil Substances 0.000 description 6
- 229960000541 cetyl alcohol Drugs 0.000 description 5
- 230000002209 hydrophobic effect Effects 0.000 description 5
- 238000005461 lubrication Methods 0.000 description 5
- 229940055577 oleyl alcohol Drugs 0.000 description 5
- XMLQWXUVTXCDDL-UHFFFAOYSA-N oleyl alcohol Natural products CCCCCCC=CCCCCCCCCCCO XMLQWXUVTXCDDL-UHFFFAOYSA-N 0.000 description 5
- 239000002904 solvent Substances 0.000 description 5
- 238000012360 testing method Methods 0.000 description 5
- ALSTYHKOOCGGFT-KTKRTIGZSA-N (9Z)-octadecen-1-ol Chemical compound CCCCCCCC\C=C/CCCCCCCCO ALSTYHKOOCGGFT-KTKRTIGZSA-N 0.000 description 4
- YVKVCTLHBOMQDA-GNOQXXQHSA-N 2-ethyl-2-(hydroxymethyl)propane-1,3-diol;(z)-octadec-9-enoic acid Chemical compound CCC(CO)(CO)CO.CCCCCCCC\C=C/CCCCCCCC(O)=O.CCCCCCCC\C=C/CCCCCCCC(O)=O.CCCCCCCC\C=C/CCCCCCCC(O)=O YVKVCTLHBOMQDA-GNOQXXQHSA-N 0.000 description 4
- 150000001298 alcohols Chemical class 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 4
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- 238000005259 measurement Methods 0.000 description 4
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- 239000000243 solution Substances 0.000 description 4
- OAYXUHPQHDHDDZ-UHFFFAOYSA-N 2-(2-butoxyethoxy)ethanol Chemical compound CCCCOCCOCCO OAYXUHPQHDHDDZ-UHFFFAOYSA-N 0.000 description 3
- 239000005069 Extreme pressure additive Substances 0.000 description 3
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 3
- 229910000831 Steel Inorganic materials 0.000 description 3
- 125000000217 alkyl group Chemical group 0.000 description 3
- 150000002739 metals Chemical class 0.000 description 3
- 229940049964 oleate Drugs 0.000 description 3
- 239000010690 paraffinic oil Substances 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- 239000000047 product Substances 0.000 description 3
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- CFOQKXQWGLAKSK-KTKRTIGZSA-N (13Z)-docosen-1-ol Chemical compound CCCCCCCC\C=C/CCCCCCCCCCCCO CFOQKXQWGLAKSK-KTKRTIGZSA-N 0.000 description 2
- JXNPEDYJTDQORS-HZJYTTRNSA-N (9Z,12Z)-octadecadien-1-ol Chemical compound CCCCC\C=C/C\C=C/CCCCCCCCO JXNPEDYJTDQORS-HZJYTTRNSA-N 0.000 description 2
- IKYKEVDKGZYRMQ-PDBXOOCHSA-N (9Z,12Z,15Z)-octadecatrien-1-ol Chemical compound CC\C=C/C\C=C/C\C=C/CCCCCCCCO IKYKEVDKGZYRMQ-PDBXOOCHSA-N 0.000 description 2
- KBPLFHHGFOOTCA-UHFFFAOYSA-N 1-Octanol Chemical compound CCCCCCCCO KBPLFHHGFOOTCA-UHFFFAOYSA-N 0.000 description 2
- XFRVVPUIAFSTFO-UHFFFAOYSA-N 1-Tridecanol Chemical compound CCCCCCCCCCCCCO XFRVVPUIAFSTFO-UHFFFAOYSA-N 0.000 description 2
- BBMCTIGTTCKYKF-UHFFFAOYSA-N 1-heptanol Chemical compound CCCCCCCO BBMCTIGTTCKYKF-UHFFFAOYSA-N 0.000 description 2
- CFOQKXQWGLAKSK-UHFFFAOYSA-N 13-docosen-1-ol Natural products CCCCCCCCC=CCCCCCCCCCCCCO CFOQKXQWGLAKSK-UHFFFAOYSA-N 0.000 description 2
- LRUDIIUSNGCQKF-UHFFFAOYSA-N 5-methyl-1H-benzotriazole Chemical compound C1=C(C)C=CC2=NNN=C21 LRUDIIUSNGCQKF-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- 239000005909 Kieselgur Substances 0.000 description 2
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 2
- 229910052782 aluminium Inorganic materials 0.000 description 2
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 238000004061 bleaching Methods 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
- 239000003795 chemical substances by application Substances 0.000 description 2
- ALSTYHKOOCGGFT-UHFFFAOYSA-N cis-oleyl alcohol Natural products CCCCCCCCC=CCCCCCCCCO ALSTYHKOOCGGFT-UHFFFAOYSA-N 0.000 description 2
- 239000011248 coating agent Substances 0.000 description 2
- 238000000576 coating method Methods 0.000 description 2
- 238000005520 cutting process Methods 0.000 description 2
- MWKFXSUHUHTGQN-UHFFFAOYSA-N decan-1-ol Chemical compound CCCCCCCCCCO MWKFXSUHUHTGQN-UHFFFAOYSA-N 0.000 description 2
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 2
- 238000007865 diluting Methods 0.000 description 2
- 238000009826 distribution Methods 0.000 description 2
- LQZZUXJYWNFBMV-UHFFFAOYSA-N dodecan-1-ol Chemical compound CCCCCCCCCCCCO LQZZUXJYWNFBMV-UHFFFAOYSA-N 0.000 description 2
- 238000005553 drilling Methods 0.000 description 2
- FIPPFBHCBUDBRR-UHFFFAOYSA-N henicosan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCCCCO FIPPFBHCBUDBRR-UHFFFAOYSA-N 0.000 description 2
- GOQYKNQRPGWPLP-UHFFFAOYSA-N heptadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCO GOQYKNQRPGWPLP-UHFFFAOYSA-N 0.000 description 2
- ZSIAUFGUXNUGDI-UHFFFAOYSA-N hexan-1-ol Chemical compound CCCCCCO ZSIAUFGUXNUGDI-UHFFFAOYSA-N 0.000 description 2
- BTFJIXJJCSYFAL-UHFFFAOYSA-N icosan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCCCO BTFJIXJJCSYFAL-UHFFFAOYSA-N 0.000 description 2
- 239000012263 liquid product Substances 0.000 description 2
- 239000000314 lubricant Substances 0.000 description 2
- 230000001050 lubricating effect Effects 0.000 description 2
- 238000003754 machining Methods 0.000 description 2
- 239000011777 magnesium Substances 0.000 description 2
- 229910052749 magnesium Inorganic materials 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- XGFDHKJUZCCPKQ-UHFFFAOYSA-N nonadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCCO XGFDHKJUZCCPKQ-UHFFFAOYSA-N 0.000 description 2
- ZWRUINPWMLAQRD-UHFFFAOYSA-N nonan-1-ol Chemical compound CCCCCCCCCO ZWRUINPWMLAQRD-UHFFFAOYSA-N 0.000 description 2
- 239000012875 nonionic emulsifier Substances 0.000 description 2
- GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 description 2
- ALSTYHKOOCGGFT-MDZDMXLPSA-N oleyl alcohol Chemical compound CCCCCCCC\C=C\CCCCCCCCO ALSTYHKOOCGGFT-MDZDMXLPSA-N 0.000 description 2
- 210000002741 palatine tonsil Anatomy 0.000 description 2
- REIUXOLGHVXAEO-UHFFFAOYSA-N pentadecan-1-ol Chemical compound CCCCCCCCCCCCCCCO REIUXOLGHVXAEO-UHFFFAOYSA-N 0.000 description 2
- 239000010695 polyglycol Substances 0.000 description 2
- 229920000151 polyglycol Polymers 0.000 description 2
- 229920005862 polyol Polymers 0.000 description 2
- 150000003077 polyols Chemical class 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- 238000005096 rolling process Methods 0.000 description 2
- 239000011593 sulfur Substances 0.000 description 2
- 229910052717 sulfur Inorganic materials 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- HLZKNKRTKFSKGZ-UHFFFAOYSA-N tetradecan-1-ol Chemical compound CCCCCCCCCCCCCCO HLZKNKRTKFSKGZ-UHFFFAOYSA-N 0.000 description 2
- 150000003626 triacylglycerols Chemical class 0.000 description 2
- KJIOQYGWTQBHNH-UHFFFAOYSA-N undecanol Chemical compound CCCCCCCCCCCO KJIOQYGWTQBHNH-UHFFFAOYSA-N 0.000 description 2
- CFOQKXQWGLAKSK-MDZDMXLPSA-N (e)-docos-13-en-1-ol Chemical compound CCCCCCCC\C=C\CCCCCCCCCCCCO CFOQKXQWGLAKSK-MDZDMXLPSA-N 0.000 description 1
- 239000005968 1-Decanol Substances 0.000 description 1
- GIEMHYCMBGELGY-UHFFFAOYSA-N 10-undecen-1-ol Chemical compound OCCCCCCCCCC=C GIEMHYCMBGELGY-UHFFFAOYSA-N 0.000 description 1
- BTGGRPUPMPLZNT-PGEUSFDPSA-N 2,2-bis[[(z)-octadec-9-enoyl]oxymethyl]butyl (z)-octadec-9-enoate Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OCC(CC)(COC(=O)CCCCCCC\C=C/CCCCCCCC)COC(=O)CCCCCCC\C=C/CCCCCCCC BTGGRPUPMPLZNT-PGEUSFDPSA-N 0.000 description 1
- AFRGVXOQPDKXRT-UHFFFAOYSA-N 2-[bis(2-hydroxyethyl)amino]ethanol Chemical compound OCCN(CCO)CCO.OCCN(CCO)CCO.OCCN(CCO)CCO AFRGVXOQPDKXRT-UHFFFAOYSA-N 0.000 description 1
- CYKXSDAZPVNBEV-UHFFFAOYSA-N 2-azanylethanol Chemical compound NCCO.NCCO.NCCO CYKXSDAZPVNBEV-UHFFFAOYSA-N 0.000 description 1
- FOKDITTZHHDEHD-PFONDFGASA-N 2-ethylhexyl (z)-octadec-9-enoate Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OCC(CC)CCCC FOKDITTZHHDEHD-PFONDFGASA-N 0.000 description 1
- SYURNNNQIFDVCA-UHFFFAOYSA-N 2-propyloxirane Chemical compound CCCC1CO1 SYURNNNQIFDVCA-UHFFFAOYSA-N 0.000 description 1
- NNRAOBUKHNZQFX-UHFFFAOYSA-N 2H-benzotriazole-4-thiol Chemical compound SC1=CC=CC2=C1NN=N2 NNRAOBUKHNZQFX-UHFFFAOYSA-N 0.000 description 1
- YTZPUTADNGREHA-UHFFFAOYSA-N 2h-benzo[e]benzotriazole Chemical compound C1=CC2=CC=CC=C2C2=NNN=C21 YTZPUTADNGREHA-UHFFFAOYSA-N 0.000 description 1
- BPGUKNRILVZFIA-UHFFFAOYSA-N 4-(2h-benzotriazol-4-ylmethyl)-2h-benzotriazole Chemical compound C=1C=CC=2NN=NC=2C=1CC1=CC=CC2=C1N=NN2 BPGUKNRILVZFIA-UHFFFAOYSA-N 0.000 description 1
- IPIVUPVIFPKFTG-UHFFFAOYSA-N 4-butyl-2h-benzotriazole Chemical compound CCCCC1=CC=CC2=C1N=NN2 IPIVUPVIFPKFTG-UHFFFAOYSA-N 0.000 description 1
- JATLSJIWVNJRMN-UHFFFAOYSA-N 4-dodecyl-2h-triazole Chemical compound CCCCCCCCCCCCC1=CNN=N1 JATLSJIWVNJRMN-UHFFFAOYSA-N 0.000 description 1
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- 239000004215 Carbon black (E152) Substances 0.000 description 1
- 229910001018 Cast iron Inorganic materials 0.000 description 1
- 208000032544 Cicatrix Diseases 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
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- 239000004907 Macro-emulsion Substances 0.000 description 1
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 1
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 1
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 1
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 1
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- QRUDEWIWKLJBPS-UHFFFAOYSA-N benzotriazole Chemical compound C1=CC=C2N[N][N]C2=C1 QRUDEWIWKLJBPS-UHFFFAOYSA-N 0.000 description 1
- 239000012964 benzotriazole Substances 0.000 description 1
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- 150000002430 hydrocarbons Chemical class 0.000 description 1
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- JXNPEDYJTDQORS-UHFFFAOYSA-N linoleyl alcohol Natural products CCCCCC=CCC=CCCCCCCCCO JXNPEDYJTDQORS-UHFFFAOYSA-N 0.000 description 1
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- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 1
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Images
Classifications
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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
- C10M173/00—Lubricating compositions containing more than 10% water
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K23/00—Use of substances as emulsifying, wetting, dispersing, or foam-producing agents
- C09K23/017—Mixtures of compounds
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K23/00—Use of substances as emulsifying, wetting, dispersing, or foam-producing agents
- C09K23/42—Ethers, e.g. polyglycol ethers of alcohols or phenols
-
- 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
- C10M145/00—Lubricating compositions characterised by the additive being a macromolecular compound containing oxygen
- C10M145/18—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- C10M145/24—Polyethers
- C10M145/26—Polyoxyalkylenes
- C10M145/36—Polyoxyalkylenes etherified
-
- 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
- C10M2209/104—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
- C10M2209/107—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
- 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
- C10N2020/013—Iodine value
-
- 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
- C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
- C10N2030/18—Anti-foaming property
-
- 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
- C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
- C10N2030/24—Emulsion 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
-
- 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
- C10N2050/011—Oil-in-water
-
- 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
- C10N2070/00—Specific manufacturing methods for lubricant compositions
- C10N2070/02—Concentrating of additives
Definitions
- the present invention pertains to emulsifiers, useful in metalworking fluids, as well as to metalworking fluids, containing those emulsifiers.
- Metalworking fluids either based on petrochemical or natural oils, are well known in the art and utilized throughout the industry for a variety of processes including rolling, stamping, drawing, pickling, cutting and extruding.
- Aqueous formulations of various oils are widely used as the rolling oil in the cold rolling of steel to provide lubrication and to cool the rolls.
- rolling oils for example, must be capable of providing a continuous coating on the surface of the metal. Furthermore, this coating or film must have a minimum thickness and must be substantive enough to the metal so that it will be maintained at the high pressures which occur in the roll bite.
- the rolling oil provides some measure of corrosion protection to the rolled strip and burns off cleanly during the annealing operation. Residual rolling oil must volatilize cleanly and should not leave any carbonaceous deposits or surface discoloration.
- numerous metalworking fluids have been developed in an attempt to obtain the optimum balance of properties. Most of these variations have involved the use of different fats and oils or replacement of a portion of the fat or oil with a petroleum product, e.g. mineral oil, or a synthetic lubricant, e.g. a synthetic hydrocarbon or ester.
- Emulsifier systems have also been widely varied and additives have been employed to enhance the characteristics of these oils.
- emulsions are quite unstable fluids. For example, they often show tendency to coalescence resulting in an increased mean particle size, changed particle size distribution and finally in oil and/or water separation. This instability is even more pronounced when operating under varying and severe process conditions.
- variables like make-up water quality/composition, temperature, pH, tramp oil and metal fines in the emulsion are considered important and crucial.
- the values of these variables can vary over wide ranges, well-known to those skilled in the art. For example, water hardness values of between 0° dH (demineralized water) and 40° dH for make-up water are observed.
- FIG. 1 is a graph displaying foam height versus time for emulsifiers of formula (I), versus a commercial standard.
- FIG. 2 is a graph displaying foam height versus time for inventive metalworking formulations including the emulsifiers of formula (I), versus a commercial standard.
- a first embodiment of the present invention is directed to the use of an alkoxylated fatty alcohol characterized by the general formula (I)
- R stands for a saturated and/or unsaturated alkyl moiety, containing 12 to 22 C-Atoms
- R′ is a methyl-, ethyl-, or propyl-group
- m represents an number of 1 to 12, and preferably 4 to 10
- n represents a number of 1 to 10, and preferably 2 to 8, as an emulsifier in metalworking fluids, containing at least water and one oil component, non-miscible with water, and optionally further ingredients.
- the R moiety in formula (I) shows an iodine value of between 15 and 75 g I 2 /100 g.
- the compounds according to formula (I) are generally known. It is preferred to have an unsaturated alkyl moiety in the fatty alcohol part; mono-, di-, tri- and poly-unsaturated alkyl groups are all suitable.
- the alkyl moiety “R” can be branched or linear.
- Preferred fatty alcohols, used to prepare the compounds according to formula (I) are selected from mono-unsaturated fatty alcohols having 12 to 22, preferably 14 to 20 carbon atoms. Linear alcohols are preferred over the branched ones.
- Preferred unsaturated fatty alcohols in this context are 10-undecen-1-ol, (Z)-9-octadecen-1-ol (common name, oleyl alcohol), (E)-9-octadecen-1-ol (common name, elaidyl alcohol), (Z,Z)-9,12-octadecadien-1-ol (common name, linoleyl alcohol), (Z,Z,Z)-9,12,15-octadecatrien-1-ol (common name, linolenyl alcohol), (Z)-13-docosen-1-ol (common name, erucyl alcohol), and (E)-13-docosen-1-ol (common name, brassidyl alcohol). Most preferred is oleyl alcohol.
- Preferred saturated fatty alcohols in this context are 1-hexanol, 1-heptanol, 1-octanol, 1-nonanol, 1-decanol, 1-undecanol, 1-dodecanol, 1-tridecanol, 1-tetradecanol, 1-pentadecanol, 1-hexadecanol, 1-heptadecanol, 1-octadecanol, 1-nonadecanol, 1-eicosanol, 1-heneicosanol and 1-behenylalcohol.
- saturated, branched alcohols such as Guerbet-type alcohols are also suitable.
- cetyl alcohol hexadecane-1-ol).
- the iodine value is also important.
- Preferred ranges for the iodine value are from 15 to 75, more preferably from 20 to 75, still more preferably from 20 to 55, and most preferably from 25 to 50 g I 2 /100 g.
- This value refers to the fatty alcohol stock, or mixture, used to prepare the alkoxylates according to formula (I).
- the components according to formula (I) are mixed alkoxylates, i.e. containing at least ethylene oxide moieties together with propylene oxide, butylene oxide or pentylene oxide, whereby the most preferred alkoxides are ethylene oxide and propylene oxide.
- the indices m and n are numbers and may be integers or fractional numbers, as the alkoxides are statistically distributed during preparation. However, the teaching of the present invention encompasses alkoxides with a narrow range of alkoxides as well.
- the alkoxylated components according to formula (I) are prepared by standard methods known by the skilled person.
- the fatty alcohol is reacted with the alkoxides in the presence of alkaline catalysts at a temperature of about 120 to 220° C. and a pressure of about 100 to 500 kPa, to form the alkoxylated end-product.
- the sequence of addition of ethylene oxide and the other alkoxide is not critical, and can be randomized (mixed sequence of different alkoxides) or block-wise.
- the compound according to formula (I) contains two blocks: preferably, the first one, adjacent to the alkyl moiety, contains the alkoxide, preferably propylene oxide, and the last block contains the ethylene oxide.
- Such compounds can be described with the general formula RO—(CH 2 CR′—O) n (CH 2 —CH 2 —O) m —H, or more simply as RO—(PO) n -(EO) m —H.
- R′ stands for a methyl group, i.e. those compounds contain both ethylene oxide and propylene oxide together.
- a further preferred embodiment of the present invention pertains to the use of a blend of components according to formula (I), in which R represents in the one compound a saturated moiety, and in the other compound an unsaturated moiety.
- the blends of saturated and unsaturated compounds according to formula (I) may vary across a broad range of weight ratio, for example the saturated compound is present in amounts from 1 to 99% by weight, and the unsaturated compound is present in amounts from 99 to 1% by weight. But, in cases when those combinations of saturated and unsaturated compounds are used, the amount of saturated compounds of formula (I) could be greater than the amount of unsaturated compounds according to formula (I). For example, the amount of the unsaturated compound is in the range from 51 to 99% by weight, and the amount of the saturated compound is from 1 to 49% by weight in a preferred embodiment of the present invention.
- a most preferred blend according to the invention contains oleyl-(C18′) and cetyl (C14)-based compounds according to formula (I) together. These compounds may be present together in weight ratios from 99:1 to 1:99, and particularly in the ratio from 4:1 to 1:4, and most particularly in the weight ratio from 9:1 to 3:1. It is particularly useful to have an excess of the oleyl-based compound.
- GB 1 462 357 discloses, for the purpose of emulsifying, a combination of fatty alcohol alkoxylates together with diesters of dicarboxylic acids.
- GB 1 462 357 disclosed in the examples only ethoxylated fatty alcohols, having saturated alkyl moieties.
- the present invention selects alkoxylated fatty alcohols having at least two different kinds of alkoxylates in the molecule. It is further preferred to avoid the use of such diesters of dicarboxylic esters in using the claimed process of the present invention.
- oil component of the emulsions according to the invention can be selected from the group consisting of mineral oils, synthetic lubricants, natural triglycerides and blends of all mentioned base fluids.
- Mineral oils are obtained by oil drilling and then fractionated and purified.
- Other known oil components useful in metalworking fluids according to the present invention are esters, poly-alpha-olefins, polyglycols, and the like, all having a hydrophobic character and for that reason suitable for the preparation of the metalworking fluids according to the invention.
- esters may be selected from the group consisting of (a) natural esters like vegetable and animal fats and oils, being triglycerides of glycerol and fatty acids, and (b) synthetic esters of polyalcohols (polyols) and fatty acids of natural and synthetic origin.
- synthetic esters include, without limitation, esters of fatty acids and polyols, the latter including pentaerythritol, trimethylolpropane, neopentylglycol, and the like.
- the metalworking fluids according to the invention are preferably oil-in-water emulsions, in their final use the oil content is generally at most 20 weight-%, preferably less than 15 weight-% and most preferably less than 10 weight-%. However, for concentrated emulsions the oil content may even be up to 60 weight-%, for instance 50 weight-%.
- R′ stands for a methyl group, i.e. those compounds contain both ethylene oxide and propylene oxide together.
- the emulsifier according to the invention is present in the final metalworking fluids in amounts of preferably 0.1 to 25 weight-%, more preferably in amounts from 1 to 15 weight-%, and most preferably in amounts from 1.5 to 10 weight-%.
- the metalworking fluids according to the invention are preferably oil-in water (o/w)-emulsions and more particularly (o/w)-macro-emulsions having a mean particle size above 0.1 ⁇ m. Preferred ranges are from 0.1 to 100 ⁇ m, and most preferred from 0.1 to 45 ⁇ m.
- the metalworking fluids may comprise typical additives, such as sulfur additives, for instance, a sulfurized oil or fat, anti-wear agents and/or extreme pressure additives, as well as corrosion inhibitors, defoamers, biocides and yellow metal deactivators, and/or solubilizers.
- sulfur additives for instance, a sulfurized oil or fat
- anti-wear agents and/or extreme pressure additives as well as corrosion inhibitors, defoamers, biocides and yellow metal deactivators, and/or solubilizers.
- corrosion inhibitors defoamers, biocides and yellow metal deactivators, and/or solubilizers.
- a corrosion inhibitor is a highly preferred additive in the metalworking fluids according to the invention.
- Corrosion inhibitors are typically selected from, but not limited to, a system containing a blend of fatty acids, fatty acid amides, and/or fatty acid alkylamides, and/or fatty acid alkanolamides.
- a typical yellow metal deactivator can be selected from the families of the azoles.
- Illustrative azole-type corrosion inhibitors are benzotriazole, tolutriazole, the sodium salt of mercapto-benzotriazole, naphthotriazole, methylene bis-benzotriazole, dodecyltriazole and butylbenzotriazole, preferably tolutriazole.
- emulsifiers of different structure are preferred components in the metalworking fluids.
- one emulsifier is hydrophobic in nature, where the other emulsifier is more hydrophilic.
- Co-emulsifiers are, for example, selected from ethoxylated fatty alcohols, alkoxylated fatty acids or phenol-type emulsifiers. Up to five different emulsifiers can be present in a metalworking fluid.
- the emulsifiers according to the present invention will be preferably combined or blended together with other additives, preferably corrosion inhibitors and co-emulsifiers, together with the oil and water to form a concentrate, which itself is then used to form a ready-made metalworking fluid.
- additives preferably corrosion inhibitors and co-emulsifiers
- a further embodiment of the present invention pertains to an emulsion concentrate, containing at least one emulsifier according to formula (I), one co-emulsifier, a corrosion inhibitor, an oil component and, optionally, other ingredients, characterized in that the amount of emulsifier according to formula (I) is at least 2% by weight, more preferably at least 5% by weight, and at maximum 30% by weight, preferably 25% by weight.
- Emulsion concentrates are commonly the commercial forms of water-miscible metalworking fluids.
- These concentrates contain typically an emulsifier system, comprising at least two different emulsifiers, a corrosion inhibitor system, and a base oil (mineral oils, ester oils, polyglycols and the like), and optionally, additional ingredients such as defoamers, biocides, solubilizers and extreme pressure and/or anti wear additives (so-called EP/AW additives).
- emulsifier system comprising at least two different emulsifiers, a corrosion inhibitor system, and a base oil (mineral oils, ester oils, polyglycols and the like), and optionally, additional ingredients such as defoamers, biocides, solubilizers and extreme pressure and/or anti wear additives (so-called EP/AW additives).
- the amount of emulsifiers in such concentrates ranges from 5 to 30% by weight
- the base oil is present preferably in amounts from 50 to 75% by weight
- corrosion inhibitors are present in amounts from 5 to 15% by weight
- biocides are used in amounts from 0.01 to 1% by weight
- solubilizers are preferably present in amounts from 1 to 5% by weight
- the EP/AW-additives are used in amounts from 2 to 10% by weight, with the proviso that the sum of all ingredients is 100% by weight.
- Water can be present also in smaller amounts, such as 5 to 25% by weight, but it is only an optional ingredient.
- the emulsions according to the invention can be obtained in two different ways.
- the emulsions in their final use are prepared by emulsification in water of an emulsifiable oil containing the alkoxylated fatty alcohols according to the invention.
- the emulsions can be prepared in 2 steps by first making a concentrated emulsion (or using a concentrate, as described above), and second by simply diluting this concentrated emulsion with water.
- the concentrated emulsion is an oil-in-water emulsion of about 60 weight-% oil in water stabilized with the alkoxylated fatty alcohol emulsifiers.
- the final emulsion can be prepared by simply diluting the concentrated emulsion with water.
- a further aspect of the invention is directed to the use of the metalworking fluids in metalworking processes.
- Typical metalworking processes involve elastic deformation, plastic deformation and cold working of metals, with or without metal removal. In some of these operations the metal piece is deformed only; like in rolling and drawing of steel and aluminum, while in others metal is removed rather than deformed, like in cutting, grinding, broaching, machining and drilling of metals.
- the metallic material from which the metalworking apparatus and articles to be fabricated are made include steel, cast iron, and ferrous alloys, as well as aluminum alloys and other non-ferrous alloys, including such components as titanium, magnesium, copper, tin and brass.
- a last embodiment of the current application pertains to a metalworking fluid, containing at least a water-phase, an oil-phase which is not miscible with water, an emulsifier, and additional compounds, selected from the group of emulsifiers, co-emulsifiers, corrosion inhibitors, yellow metal deactivators, defoamers, biocides, EP- and/or AW-additives, and solubilizers, characterized that the fluid contains in amounts of 0.1 to 20.0% by weight as emulsifier of at least one compound according to formula (I).
- Emulsifier A, emulsifier B and a commercial nonionic emulsifier with 5 EO were compared in terms of foaming.
- a test was used as described below, using the SITA FOAM TESTER® R-2000:
- Emulsifier A and B were used in a basic frame formulation containing base fluid, corrosion protection package and emulsifier package. The following formulations were used to evaluate Emulsifier A and B:
- Formulation A Formulation B
- Formulation C 50.00% Ester Ester Ester 5.80% Monoethanolamine Monoethanolamine Monoethanolamine 2.20% Triethanolamine Triethanolamine 14.00% Tall oil fatty acid Tall oil fatty acid 3.80% Fatty Acid C8 Fatty Acid C8 Fatty Acid C8 6.00% Alkanolamide Alkanolamide Alkanolamide 10.60% Hydrophobic Hydrophobic Hydrophobic emulsifier emulsifier 2.70% Butyldiglycol Butyldiglycol Butyldiglycol 4.90% Emulsifier A Emulsifier B
- the three emulsifiers were blended in specific percentage in 4 different fluids: two esters of different chemical structure (Trimethylolpropane-trioleate, TMP-trioleate; 2-ethylhexyloleate, 2-EH-oleate) and 2 petrochemical fluids (Naphthenic oil; Paraffinic oil).
- Emulsifier A is highly suitable for all kinds of base fluids, while Emulsifier B is more effective in terms of mono-esters in higher concentrations and in general for petrochemical base oils.
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Lubricants (AREA)
- Emulsifying, Dispersing, Foam-Producing Or Wetting Agents (AREA)
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
EP08015630 | 2008-09-05 | ||
EP08015630A EP2161327A1 (en) | 2008-09-05 | 2008-09-05 | Emulsifiers for metal working fluids |
PCT/EP2009/006228 WO2010025874A1 (en) | 2008-09-05 | 2009-08-27 | Emulsifiers for metal working fluids |
Publications (1)
Publication Number | Publication Date |
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US20110162425A1 true US20110162425A1 (en) | 2011-07-07 |
Family
ID=40056164
Family Applications (1)
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US13/062,586 Abandoned US20110162425A1 (en) | 2008-09-05 | 2009-08-27 | Emulsifiers for Metal Working Fluids |
Country Status (10)
Country | Link |
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US (1) | US20110162425A1 (ja) |
EP (2) | EP2161327A1 (ja) |
JP (1) | JP2012502121A (ja) |
KR (1) | KR20110065453A (ja) |
CN (1) | CN102144022A (ja) |
AU (1) | AU2009289864A1 (ja) |
BR (1) | BRPI0918803A2 (ja) |
CA (1) | CA2734575A1 (ja) |
MX (1) | MX2011002295A (ja) |
WO (1) | WO2010025874A1 (ja) |
Cited By (8)
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CN103031195A (zh) * | 2011-10-10 | 2013-04-10 | 洛科斯润滑油(上海)有限公司 | 微乳化切削液 |
CN103525529A (zh) * | 2013-10-15 | 2014-01-22 | 上海尤希路化学工业有限公司 | 高性能环保型水溶性冲压油 |
US20140128299A1 (en) * | 2011-05-06 | 2014-05-08 | Chemetall Gmbh | Amine-free voc-free metal working fluid |
US20160102268A1 (en) * | 2014-10-10 | 2016-04-14 | Continental Automotive Systems, Inc. | Drilling fluid system |
US20180237712A1 (en) * | 2015-08-13 | 2018-08-23 | Fuchs Petrolub Se | Composition for Minimum Quantity Lubrication, and Use of Same |
US20200055157A1 (en) * | 2017-01-10 | 2020-02-20 | Heraeus Deutschland GmbH & Co. KG | A method for cutting refractory metals |
CN112048350A (zh) * | 2020-09-03 | 2020-12-08 | 南京沿江资源生态科学研究院有限公司 | 一种以高浓度废水为原料生产的乳化油及其制备方法和应用 |
US11732212B2 (en) * | 2018-12-05 | 2023-08-22 | Castrol Limited | Aqueous metalworking fluids and methods for using the same |
Families Citing this family (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP3508561A1 (en) * | 2018-01-05 | 2019-07-10 | Castrol Limited | Micellar emulsions useful for metalworking applications |
EP3508562A1 (en) * | 2018-01-05 | 2019-07-10 | Castrol Limited | Micellar emulsions |
JP7441119B2 (ja) * | 2020-05-29 | 2024-02-29 | 株式会社ネオス | 金属加工油剤組成物及び金属加工方法 |
CN112080334B (zh) * | 2020-09-22 | 2023-01-06 | 湖北诚祥科技有限公司 | 新型水溶性冲压油 |
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US4608189A (en) * | 1982-09-02 | 1986-08-26 | Henkel Kommanditgesellschaft Auf Aktien | Detergents and liquid cleaners free of inorganic builders |
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GB1462357A (en) | 1973-07-27 | 1977-01-26 | Ici Ltd | Method of metal working |
GB9322806D0 (en) * | 1993-11-05 | 1993-12-22 | Dow Europ Sa | Aqueous alkaline composition |
ES2383086T3 (es) * | 2005-10-31 | 2012-06-18 | Kao Corporation | Agente potenciador de espesamiento/espuma |
BRPI0720231A2 (pt) * | 2006-12-14 | 2013-12-24 | Basf Se | Composto químico, emulsificante, concentrado em emulsão, emulsão, e, uso de um concentrado em emulsão ou de uma emulsão |
DE102007004325A1 (de) * | 2007-01-23 | 2008-07-24 | Henkel Ag & Co. Kgaa | Kühlschmierstoff für die wässrige Zerspanung von aluminiumlegiertem Magnesium |
-
2008
- 2008-09-05 EP EP08015630A patent/EP2161327A1/en not_active Withdrawn
-
2009
- 2009-08-27 US US13/062,586 patent/US20110162425A1/en not_active Abandoned
- 2009-08-27 BR BRPI0918803A patent/BRPI0918803A2/pt not_active IP Right Cessation
- 2009-08-27 WO PCT/EP2009/006228 patent/WO2010025874A1/en active Application Filing
- 2009-08-27 JP JP2011525451A patent/JP2012502121A/ja not_active Withdrawn
- 2009-08-27 AU AU2009289864A patent/AU2009289864A1/en not_active Abandoned
- 2009-08-27 MX MX2011002295A patent/MX2011002295A/es unknown
- 2009-08-27 KR KR1020117005255A patent/KR20110065453A/ko not_active Application Discontinuation
- 2009-08-27 CA CA2734575A patent/CA2734575A1/en not_active Abandoned
- 2009-08-27 CN CN2009801344742A patent/CN102144022A/zh active Pending
- 2009-08-27 EP EP09778164A patent/EP2321392A1/en not_active Ceased
Patent Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
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US4608189A (en) * | 1982-09-02 | 1986-08-26 | Henkel Kommanditgesellschaft Auf Aktien | Detergents and liquid cleaners free of inorganic builders |
Cited By (10)
Publication number | Priority date | Publication date | Assignee | Title |
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US20140128299A1 (en) * | 2011-05-06 | 2014-05-08 | Chemetall Gmbh | Amine-free voc-free metal working fluid |
CN103031195A (zh) * | 2011-10-10 | 2013-04-10 | 洛科斯润滑油(上海)有限公司 | 微乳化切削液 |
CN103525529A (zh) * | 2013-10-15 | 2014-01-22 | 上海尤希路化学工业有限公司 | 高性能环保型水溶性冲压油 |
US20160102268A1 (en) * | 2014-10-10 | 2016-04-14 | Continental Automotive Systems, Inc. | Drilling fluid system |
US10041019B2 (en) * | 2014-10-10 | 2018-08-07 | Continental Automotive Systems, Inc. | Drilling fluid system |
US20180237712A1 (en) * | 2015-08-13 | 2018-08-23 | Fuchs Petrolub Se | Composition for Minimum Quantity Lubrication, and Use of Same |
US20200055157A1 (en) * | 2017-01-10 | 2020-02-20 | Heraeus Deutschland GmbH & Co. KG | A method for cutting refractory metals |
US11602816B2 (en) * | 2017-01-10 | 2023-03-14 | Heraeus Deutschland GmbH & Co. KG | Method for cutting refractory metals |
US11732212B2 (en) * | 2018-12-05 | 2023-08-22 | Castrol Limited | Aqueous metalworking fluids and methods for using the same |
CN112048350A (zh) * | 2020-09-03 | 2020-12-08 | 南京沿江资源生态科学研究院有限公司 | 一种以高浓度废水为原料生产的乳化油及其制备方法和应用 |
Also Published As
Publication number | Publication date |
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MX2011002295A (es) | 2011-05-10 |
JP2012502121A (ja) | 2012-01-26 |
AU2009289864A1 (en) | 2010-03-11 |
EP2161327A1 (en) | 2010-03-10 |
CN102144022A (zh) | 2011-08-03 |
CA2734575A1 (en) | 2010-03-11 |
EP2321392A1 (en) | 2011-05-18 |
KR20110065453A (ko) | 2011-06-15 |
WO2010025874A1 (en) | 2010-03-11 |
BRPI0918803A2 (pt) | 2015-12-08 |
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