EP2446006A1 - Wassergemischte metallbearbeitungsflüssigkeiten, enthaltend etherpyrrolidoncarbonsäuren - Google Patents
Wassergemischte metallbearbeitungsflüssigkeiten, enthaltend etherpyrrolidoncarbonsäurenInfo
- Publication number
- EP2446006A1 EP2446006A1 EP10720355A EP10720355A EP2446006A1 EP 2446006 A1 EP2446006 A1 EP 2446006A1 EP 10720355 A EP10720355 A EP 10720355A EP 10720355 A EP10720355 A EP 10720355A EP 2446006 A1 EP2446006 A1 EP 2446006A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- formula
- water
- independently
- composition
- acid
- 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.)
- Withdrawn
Links
- 238000005555 metalworking Methods 0.000 title claims description 34
- 239000012530 fluid Substances 0.000 title claims description 18
- -1 ether pyrrolidone carboxylic acids Chemical class 0.000 title abstract description 52
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 title abstract description 5
- 239000000203 mixture Substances 0.000 claims abstract description 50
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 23
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 15
- 239000001257 hydrogen Substances 0.000 claims abstract description 15
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract description 14
- 239000002199 base oil Substances 0.000 claims abstract description 13
- 239000000839 emulsion Substances 0.000 claims abstract description 11
- 150000003839 salts Chemical class 0.000 claims abstract description 10
- 229910052784 alkaline earth metal Inorganic materials 0.000 claims abstract description 8
- 150000001342 alkaline earth metals Chemical group 0.000 claims abstract description 6
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical group [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims abstract description 4
- 229910052783 alkali metal Inorganic materials 0.000 claims abstract description 4
- 150000001340 alkali metals Chemical group 0.000 claims abstract description 4
- 239000003795 chemical substances by application Substances 0.000 claims description 32
- 230000007797 corrosion Effects 0.000 claims description 25
- 238000005260 corrosion Methods 0.000 claims description 25
- 239000002253 acid Substances 0.000 claims description 21
- 239000003995 emulsifying agent Substances 0.000 claims description 21
- 239000003112 inhibitor Substances 0.000 claims description 17
- 230000003472 neutralizing effect Effects 0.000 claims description 16
- 239000000654 additive Substances 0.000 claims description 15
- 125000004432 carbon atom Chemical group C* 0.000 claims description 14
- 150000001412 amines Chemical class 0.000 claims description 13
- 150000007513 acids Chemical class 0.000 claims description 11
- 229930195733 hydrocarbon Natural products 0.000 claims description 8
- 125000000217 alkyl group Chemical group 0.000 claims description 7
- 239000002585 base Substances 0.000 claims description 6
- 239000004215 Carbon black (E152) Substances 0.000 claims description 5
- 125000005702 oxyalkylene group Chemical group 0.000 claims description 5
- 239000003513 alkali Substances 0.000 claims description 3
- 150000004679 hydroxides Chemical class 0.000 claims description 3
- 125000003342 alkenyl group Chemical group 0.000 claims description 2
- 239000003921 oil Substances 0.000 abstract description 6
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 abstract description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract description 2
- 239000008367 deionised water Substances 0.000 abstract 1
- 229910021641 deionized water Inorganic materials 0.000 abstract 1
- 239000012141 concentrate Substances 0.000 description 14
- 235000014113 dietary fatty acids Nutrition 0.000 description 13
- 239000000194 fatty acid Substances 0.000 description 13
- 229930195729 fatty acid Natural products 0.000 description 13
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 12
- 150000003254 radicals Chemical class 0.000 description 12
- 150000004665 fatty acids Chemical class 0.000 description 9
- 238000002360 preparation method Methods 0.000 description 7
- JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 description 6
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 6
- 150000002191 fatty alcohols Chemical class 0.000 description 6
- 239000008233 hard water Substances 0.000 description 6
- 230000002401 inhibitory effect Effects 0.000 description 6
- LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Natural products OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 description 6
- 229910052757 nitrogen Inorganic materials 0.000 description 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 5
- 125000000129 anionic group Chemical group 0.000 description 5
- 150000001875 compounds Chemical class 0.000 description 5
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 description 5
- 150000002430 hydrocarbons Chemical class 0.000 description 5
- 235000019198 oils Nutrition 0.000 description 5
- 125000001424 substituent group Chemical group 0.000 description 5
- 239000005069 Extreme pressure additive Substances 0.000 description 4
- 239000007866 anti-wear additive Substances 0.000 description 4
- 239000008139 complexing agent Substances 0.000 description 4
- 125000004122 cyclic group Chemical group 0.000 description 4
- 150000002148 esters Chemical class 0.000 description 4
- 239000006260 foam Substances 0.000 description 4
- 239000002480 mineral oil Substances 0.000 description 4
- 238000002156 mixing Methods 0.000 description 4
- 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 description 4
- 125000004079 stearyl 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])C([H])([H])C([H])([H])[H] 0.000 description 4
- WMFOQBRAJBCJND-UHFFFAOYSA-M Lithium hydroxide Chemical compound [Li+].[OH-] WMFOQBRAJBCJND-UHFFFAOYSA-M 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- 150000001298 alcohols Chemical class 0.000 description 3
- 125000002947 alkylene group Chemical group 0.000 description 3
- 125000003118 aryl group Chemical group 0.000 description 3
- 239000003139 biocide Substances 0.000 description 3
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
- 238000005187 foaming Methods 0.000 description 3
- 229910052751 metal Inorganic materials 0.000 description 3
- 239000002184 metal Substances 0.000 description 3
- 125000001421 myristyl 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])[H] 0.000 description 3
- 125000004433 nitrogen atom Chemical group N* 0.000 description 3
- WWZKQHOCKIZLMA-UHFFFAOYSA-N octanoic acid Chemical compound CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 description 3
- 239000005076 polymer ester Substances 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- ALSTYHKOOCGGFT-KTKRTIGZSA-N (9Z)-octadecen-1-ol Chemical compound CCCCCCCC\C=C/CCCCCCCCO ALSTYHKOOCGGFT-KTKRTIGZSA-N 0.000 description 2
- KBPLFHHGFOOTCA-UHFFFAOYSA-N 1-Octanol Chemical compound CCCCCCCCO KBPLFHHGFOOTCA-UHFFFAOYSA-N 0.000 description 2
- HRRKVVRHCFVMPG-UHFFFAOYSA-N 1-[1-(1-dodecoxypropan-2-yloxy)propan-2-yl]-5-oxopyrrolidine-3-carboxylic acid Chemical compound CCCCCCCCCCCCOCC(C)OCC(C)N1CC(C(O)=O)CC1=O HRRKVVRHCFVMPG-UHFFFAOYSA-N 0.000 description 2
- LBLYYCQCTBFVLH-UHFFFAOYSA-N 2-Methylbenzenesulfonic acid Chemical compound CC1=CC=CC=C1S(O)(=O)=O LBLYYCQCTBFVLH-UHFFFAOYSA-N 0.000 description 2
- GJYCVCVHRSWLNY-UHFFFAOYSA-N 2-butylphenol Chemical compound CCCCC1=CC=CC=C1O GJYCVCVHRSWLNY-UHFFFAOYSA-N 0.000 description 2
- ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical compound CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 description 2
- QUSNBJAOOMFDIB-UHFFFAOYSA-N Ethylamine Chemical compound CCN QUSNBJAOOMFDIB-UHFFFAOYSA-N 0.000 description 2
- CWYNVVGOOAEACU-UHFFFAOYSA-N Fe2+ Chemical compound [Fe+2] CWYNVVGOOAEACU-UHFFFAOYSA-N 0.000 description 2
- BAVYZALUXZFZLV-UHFFFAOYSA-N Methylamine Chemical compound NC BAVYZALUXZFZLV-UHFFFAOYSA-N 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- LWBHHRRTOZQPDM-UHFFFAOYSA-N Undecanedioic acid Natural products OC(=O)CCCCCCCCCC(O)=O LWBHHRRTOZQPDM-UHFFFAOYSA-N 0.000 description 2
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 2
- OBETXYAYXDNJHR-UHFFFAOYSA-N alpha-ethylcaproic acid Natural products CCCCC(CC)C(O)=O OBETXYAYXDNJHR-UHFFFAOYSA-N 0.000 description 2
- 150000001408 amides Chemical class 0.000 description 2
- CBTVGIZVANVGBH-UHFFFAOYSA-N aminomethyl propanol Chemical compound CC(C)(N)CO CBTVGIZVANVGBH-UHFFFAOYSA-N 0.000 description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 2
- 125000002511 behenyl 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])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- SRSXLGNVWSONIS-UHFFFAOYSA-N benzenesulfonic acid Chemical compound OS(=O)(=O)C1=CC=CC=C1 SRSXLGNVWSONIS-UHFFFAOYSA-N 0.000 description 2
- 229940092714 benzenesulfonic acid Drugs 0.000 description 2
- KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical compound OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 description 2
- 239000004327 boric acid Substances 0.000 description 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 2
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 2
- 150000001735 carboxylic acids Chemical class 0.000 description 2
- 239000004359 castor oil Substances 0.000 description 2
- 235000019438 castor oil Nutrition 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 125000004093 cyano group Chemical group *C#N 0.000 description 2
- GHVNFZFCNZKVNT-UHFFFAOYSA-N decanoic acid Chemical compound CCCCCCCCCC(O)=O GHVNFZFCNZKVNT-UHFFFAOYSA-N 0.000 description 2
- 239000013530 defoamer Substances 0.000 description 2
- 239000003599 detergent Substances 0.000 description 2
- 150000001991 dicarboxylic acids Chemical class 0.000 description 2
- 150000005690 diesters Chemical class 0.000 description 2
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
- 239000003925 fat Substances 0.000 description 2
- 235000019197 fats Nutrition 0.000 description 2
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 description 2
- 125000001072 heteroaryl group Chemical group 0.000 description 2
- 125000005842 heteroatom Chemical group 0.000 description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
- 125000005645 linoleyl group Chemical group 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 229910021645 metal ion Inorganic materials 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 235000010446 mineral oil Nutrition 0.000 description 2
- CXMXRPHRNRROMY-UHFFFAOYSA-N n-Decanedioic acid Natural products OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 description 2
- 150000002825 nitriles Chemical class 0.000 description 2
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 2
- FBUKVWPVBMHYJY-UHFFFAOYSA-N nonanoic acid Chemical compound CCCCCCCCC(O)=O FBUKVWPVBMHYJY-UHFFFAOYSA-N 0.000 description 2
- 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 description 2
- 229910052760 oxygen Inorganic materials 0.000 description 2
- 239000001301 oxygen Substances 0.000 description 2
- 239000003208 petroleum Substances 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- WGYKZJWCGVVSQN-UHFFFAOYSA-N propylamine Chemical compound CCCN WGYKZJWCGVVSQN-UHFFFAOYSA-N 0.000 description 2
- 229920006395 saturated elastomer Polymers 0.000 description 2
- 239000003381 stabilizer Substances 0.000 description 2
- 150000003871 sulfonates Chemical class 0.000 description 2
- 239000003784 tall oil Substances 0.000 description 2
- HLZKNKRTKFSKGZ-UHFFFAOYSA-N tetradecan-1-ol Chemical compound CCCCCCCCCCCCCCO HLZKNKRTKFSKGZ-UHFFFAOYSA-N 0.000 description 2
- GETQZCLCWQTVFV-UHFFFAOYSA-N trimethylamine Chemical compound CN(C)C GETQZCLCWQTVFV-UHFFFAOYSA-N 0.000 description 2
- OBETXYAYXDNJHR-SSDOTTSWSA-M (2r)-2-ethylhexanoate Chemical compound CCCC[C@@H](CC)C([O-])=O OBETXYAYXDNJHR-SSDOTTSWSA-M 0.000 description 1
- NAWXUBYGYWOOIX-SFHVURJKSA-N (2s)-2-[[4-[2-(2,4-diaminoquinazolin-6-yl)ethyl]benzoyl]amino]-4-methylidenepentanedioic acid Chemical compound C1=CC2=NC(N)=NC(N)=C2C=C1CCC1=CC=C(C(=O)N[C@@H](CC(=C)C(O)=O)C(O)=O)C=C1 NAWXUBYGYWOOIX-SFHVURJKSA-N 0.000 description 1
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 1
- VUBDCFOOUOSYRA-UHFFFAOYSA-N 1-(1-dodecoxypropan-2-yloxy)propan-2-amine Chemical compound CCCCCCCCCCCCOCC(C)OCC(C)N VUBDCFOOUOSYRA-UHFFFAOYSA-N 0.000 description 1
- YZHDLYCXXJMAOL-UHFFFAOYSA-N 1-[3-(2,5,8-trimethyl-4-oxodecoxy)propyl]pyrrolidine-3-carboxylic acid Chemical compound O=C(CC(COCCCN1CC(CC1)C(=O)O)C)C(CCC(CC)C)C YZHDLYCXXJMAOL-UHFFFAOYSA-N 0.000 description 1
- PPKNTHFHAKYCJW-UHFFFAOYSA-N 1-[6-(4-nonylphenoxy)-6-tridecoxyhexan-2-yl]-5-oxopyrrolidine-3-carboxylic acid Chemical compound O=C1CC(CN1C(CCCC(OCCCCCCCCCCCCC)OC1=CC=C(C=C1)CCCCCCCCC)C)C(=O)O PPKNTHFHAKYCJW-UHFFFAOYSA-N 0.000 description 1
- WGAOZGUUHIBABN-UHFFFAOYSA-N 1-aminopentan-1-ol Chemical compound CCCCC(N)O WGAOZGUUHIBABN-UHFFFAOYSA-N 0.000 description 1
- XUJLWPFSUCHPQL-UHFFFAOYSA-N 11-methyldodecan-1-ol Chemical compound CC(C)CCCCCCCCCCO XUJLWPFSUCHPQL-UHFFFAOYSA-N 0.000 description 1
- QFGCFKJIPBRJGM-UHFFFAOYSA-N 12-[(2-methylpropan-2-yl)oxy]-12-oxododecanoic acid Chemical compound CC(C)(C)OC(=O)CCCCCCCCCCC(O)=O QFGCFKJIPBRJGM-UHFFFAOYSA-N 0.000 description 1
- VILCJCGEZXAXTO-UHFFFAOYSA-N 2,2,2-tetramine Chemical compound NCCNCCNCCN VILCJCGEZXAXTO-UHFFFAOYSA-N 0.000 description 1
- GIAFURWZWWWBQT-UHFFFAOYSA-N 2-(2-aminoethoxy)ethanol Chemical compound NCCOCCO GIAFURWZWWWBQT-UHFFFAOYSA-N 0.000 description 1
- SBASXUCJHJRPEV-UHFFFAOYSA-N 2-(2-methoxyethoxy)ethanol Chemical compound COCCOCCO SBASXUCJHJRPEV-UHFFFAOYSA-N 0.000 description 1
- VBLZXGQFGDIFIP-UHFFFAOYSA-N 2-(benzenesulfonamido)hexanoic acid Chemical class CCCCC(C(O)=O)NS(=O)(=O)C1=CC=CC=C1 VBLZXGQFGDIFIP-UHFFFAOYSA-N 0.000 description 1
- IWSZDQRGNFLMJS-UHFFFAOYSA-N 2-(dibutylamino)ethanol Chemical compound CCCCN(CCO)CCCC IWSZDQRGNFLMJS-UHFFFAOYSA-N 0.000 description 1
- SWKPGMVENNYLFK-UHFFFAOYSA-N 2-(dipropylamino)ethanol Chemical compound CCCN(CCC)CCO SWKPGMVENNYLFK-UHFFFAOYSA-N 0.000 description 1
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 1
- MXZROAOUCUVNHX-UHFFFAOYSA-N 2-Aminopropanol Chemical compound CCC(N)O MXZROAOUCUVNHX-UHFFFAOYSA-N 0.000 description 1
- XNWFRZJHXBZDAG-UHFFFAOYSA-N 2-METHOXYETHANOL Chemical compound COCCO XNWFRZJHXBZDAG-UHFFFAOYSA-N 0.000 description 1
- ASDQMECUMYIVBG-UHFFFAOYSA-N 2-[2-(2-aminoethoxy)ethoxy]ethanol Chemical compound NCCOCCOCCO ASDQMECUMYIVBG-UHFFFAOYSA-N 0.000 description 1
- OZICRFXCUVKDRG-UHFFFAOYSA-N 2-[2-hydroxyethyl(propyl)amino]ethanol Chemical compound CCCN(CCO)CCO OZICRFXCUVKDRG-UHFFFAOYSA-N 0.000 description 1
- GVNHOISKXMSMPX-UHFFFAOYSA-N 2-[butyl(2-hydroxyethyl)amino]ethanol Chemical compound CCCCN(CCO)CCO GVNHOISKXMSMPX-UHFFFAOYSA-N 0.000 description 1
- IOAOAKDONABGPZ-UHFFFAOYSA-N 2-amino-2-ethylpropane-1,3-diol Chemical compound CCC(N)(CO)CO IOAOAKDONABGPZ-UHFFFAOYSA-N 0.000 description 1
- JCBPETKZIGVZRE-UHFFFAOYSA-N 2-aminobutan-1-ol Chemical compound CCC(N)CO JCBPETKZIGVZRE-UHFFFAOYSA-N 0.000 description 1
- MNUPQNLRUOASLG-UHFFFAOYSA-N 2-aminobutane-1,1-diol Chemical compound CCC(N)C(O)O MNUPQNLRUOASLG-UHFFFAOYSA-N 0.000 description 1
- QEKPBYCXURULNE-UHFFFAOYSA-N 2-aminopropane-1,1-diol Chemical compound CC(N)C(O)O QEKPBYCXURULNE-UHFFFAOYSA-N 0.000 description 1
- BFSVOASYOCHEOV-UHFFFAOYSA-N 2-diethylaminoethanol Chemical compound CCN(CC)CCO BFSVOASYOCHEOV-UHFFFAOYSA-N 0.000 description 1
- CYEJMVLDXAUOPN-UHFFFAOYSA-N 2-dodecylphenol Chemical compound CCCCCCCCCCCCC1=CC=CC=C1O CYEJMVLDXAUOPN-UHFFFAOYSA-N 0.000 description 1
- WJQOZHYUIDYNHM-UHFFFAOYSA-N 2-tert-Butylphenol Chemical compound CC(C)(C)C1=CC=CC=C1O WJQOZHYUIDYNHM-UHFFFAOYSA-N 0.000 description 1
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 1
- UYBJCYATRGAVHQ-UHFFFAOYSA-N 3-(2,5,8-trimethyldecoxy)propan-1-amine Chemical compound CCC(C)CCC(C)CCC(C)COCCCN UYBJCYATRGAVHQ-UHFFFAOYSA-N 0.000 description 1
- NNOPDIMQRRTXPZ-UHFFFAOYSA-N 5-oxo-1-[3-(2,5,8-trimethyldecoxy)propyl]pyrrolidine-3-carboxylic acid Chemical compound CCC(C)CCC(C)CCC(C)COCCCN1CC(C(O)=O)CC1=O NNOPDIMQRRTXPZ-UHFFFAOYSA-N 0.000 description 1
- SLXKOJJOQWFEFD-UHFFFAOYSA-N 6-aminohexanoic acid Chemical compound NCCCCCC(O)=O SLXKOJJOQWFEFD-UHFFFAOYSA-N 0.000 description 1
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 1
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 1
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 description 1
- GAWIXWVDTYZWAW-UHFFFAOYSA-N C[CH]O Chemical group C[CH]O GAWIXWVDTYZWAW-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 235000008733 Citrus aurantifolia Nutrition 0.000 description 1
- 235000013162 Cocos nucifera Nutrition 0.000 description 1
- 244000060011 Cocos nucifera Species 0.000 description 1
- RPNUMPOLZDHAAY-UHFFFAOYSA-N Diethylenetriamine Chemical compound NCCNCCN RPNUMPOLZDHAAY-UHFFFAOYSA-N 0.000 description 1
- SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- GMPKIPWJBDOURN-UHFFFAOYSA-N Methoxyamine Chemical compound CON GMPKIPWJBDOURN-UHFFFAOYSA-N 0.000 description 1
- NIPNSKYNPDTRPC-UHFFFAOYSA-N N-[2-oxo-2-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)ethyl]-2-[[3-(trifluoromethoxy)phenyl]methylamino]pyrimidine-5-carboxamide Chemical compound O=C(CNC(=O)C=1C=NC(=NC=1)NCC1=CC(=CC=C1)OC(F)(F)F)N1CC2=C(CC1)NN=N2 NIPNSKYNPDTRPC-UHFFFAOYSA-N 0.000 description 1
- UEEJHVSXFDXPFK-UHFFFAOYSA-N N-dimethylaminoethanol Chemical compound CN(C)CCO UEEJHVSXFDXPFK-UHFFFAOYSA-N 0.000 description 1
- AKNUHUCEWALCOI-UHFFFAOYSA-N N-ethyldiethanolamine Chemical compound OCCN(CC)CCO AKNUHUCEWALCOI-UHFFFAOYSA-N 0.000 description 1
- UUWNZOZURBEYQD-UHFFFAOYSA-N N1=NN=CC=C1.NC(CCCCC(=O)O)(N)N Chemical compound N1=NN=CC=C1.NC(CCCCC(=O)O)(N)N UUWNZOZURBEYQD-UHFFFAOYSA-N 0.000 description 1
- IGFHQQFPSIBGKE-UHFFFAOYSA-N Nonylphenol Natural products CCCCCCCCCC1=CC=C(O)C=C1 IGFHQQFPSIBGKE-UHFFFAOYSA-N 0.000 description 1
- 239000005642 Oleic acid Substances 0.000 description 1
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 1
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 1
- 229920005830 Polyurethane Foam Polymers 0.000 description 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
- 235000019484 Rapeseed oil Nutrition 0.000 description 1
- 235000021355 Stearic acid Nutrition 0.000 description 1
- KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 1
- 235000019486 Sunflower oil Nutrition 0.000 description 1
- 235000011941 Tilia x europaea Nutrition 0.000 description 1
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 1
- 239000007983 Tris buffer Substances 0.000 description 1
- 238000009825 accumulation Methods 0.000 description 1
- 239000001361 adipic acid Substances 0.000 description 1
- 235000011037 adipic acid Nutrition 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 229910001413 alkali metal ion Inorganic materials 0.000 description 1
- 229910001420 alkaline earth metal ion Inorganic materials 0.000 description 1
- 150000001336 alkenes Chemical class 0.000 description 1
- 125000003545 alkoxy group Chemical group 0.000 description 1
- 150000003973 alkyl amines Chemical class 0.000 description 1
- DTOSIQBPPRVQHS-PDBXOOCHSA-N alpha-linolenic acid Chemical compound CC\C=C/C\C=C/C\C=C/CCCCCCCC(O)=O DTOSIQBPPRVQHS-PDBXOOCHSA-N 0.000 description 1
- 235000020661 alpha-linolenic acid Nutrition 0.000 description 1
- 238000005576 amination reaction Methods 0.000 description 1
- 239000012874 anionic emulsifier Substances 0.000 description 1
- 125000001204 arachidyl 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])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical compound O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-N 0.000 description 1
- AXCZMVOFGPJBDE-UHFFFAOYSA-L calcium dihydroxide Chemical compound [OH-].[OH-].[Ca+2] AXCZMVOFGPJBDE-UHFFFAOYSA-L 0.000 description 1
- 239000000920 calcium hydroxide Substances 0.000 description 1
- 229910001861 calcium hydroxide Inorganic materials 0.000 description 1
- BRPQOXSCLDDYGP-UHFFFAOYSA-N calcium oxide Chemical compound [O-2].[Ca+2] BRPQOXSCLDDYGP-UHFFFAOYSA-N 0.000 description 1
- 239000000292 calcium oxide Substances 0.000 description 1
- ODINCKMPIJJUCX-UHFFFAOYSA-N calcium oxide Inorganic materials [Ca]=O ODINCKMPIJJUCX-UHFFFAOYSA-N 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 238000005352 clarification Methods 0.000 description 1
- 238000006482 condensation reaction Methods 0.000 description 1
- 238000010276 construction Methods 0.000 description 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
- 229960002887 deanol Drugs 0.000 description 1
- 230000008021 deposition Effects 0.000 description 1
- HPNMFZURTQLUMO-UHFFFAOYSA-N diethylamine Chemical compound CCNCC HPNMFZURTQLUMO-UHFFFAOYSA-N 0.000 description 1
- 239000012972 dimethylethanolamine Substances 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- LQZZUXJYWNFBMV-UHFFFAOYSA-N dodecan-1-ol Chemical compound CCCCCCCCCCCCO LQZZUXJYWNFBMV-UHFFFAOYSA-N 0.000 description 1
- 239000003651 drinking water Substances 0.000 description 1
- 235000020188 drinking water Nutrition 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 230000001804 emulsifying effect Effects 0.000 description 1
- 238000007046 ethoxylation reaction Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 150000002193 fatty amides Chemical class 0.000 description 1
- 235000021323 fish oil Nutrition 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 125000005843 halogen group Chemical group 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 238000005984 hydrogenation reaction Methods 0.000 description 1
- 230000003301 hydrolyzing effect Effects 0.000 description 1
- 125000002883 imidazolyl group Chemical group 0.000 description 1
- 150000003949 imides Chemical class 0.000 description 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 238000002386 leaching Methods 0.000 description 1
- 239000004571 lime Substances 0.000 description 1
- 229960004488 linolenic acid Drugs 0.000 description 1
- KQQKGWQCNNTQJW-UHFFFAOYSA-N linolenic acid Natural products CC=CCCC=CCC=CCCCCCCCC(O)=O KQQKGWQCNNTQJW-UHFFFAOYSA-N 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000000314 lubricant Substances 0.000 description 1
- 238000005461 lubrication Methods 0.000 description 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
- 239000011976 maleic acid Substances 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- CRVGTESFCCXCTH-UHFFFAOYSA-N methyl diethanolamine Chemical compound OCCN(C)CCO CRVGTESFCCXCTH-UHFFFAOYSA-N 0.000 description 1
- 125000000896 monocarboxylic acid group Chemical group 0.000 description 1
- 125000002757 morpholinyl group Chemical group 0.000 description 1
- 229940043348 myristyl alcohol Drugs 0.000 description 1
- ZUHZZVMEUAUWHY-UHFFFAOYSA-N n,n-dimethylpropan-1-amine Chemical compound CCCN(C)C ZUHZZVMEUAUWHY-UHFFFAOYSA-N 0.000 description 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000001280 n-hexyl group Chemical group C(CCCCC)* 0.000 description 1
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000005608 naphthenic acid group Chemical group 0.000 description 1
- 239000012875 nonionic emulsifier Substances 0.000 description 1
- SNQQPOLDUKLAAF-UHFFFAOYSA-N nonylphenol Chemical compound CCCCCCCCCC1=CC=CC=C1O SNQQPOLDUKLAAF-UHFFFAOYSA-N 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
- 235000021313 oleic acid Nutrition 0.000 description 1
- 229940093446 oleth-5 Drugs 0.000 description 1
- 229940055577 oleyl alcohol Drugs 0.000 description 1
- XMLQWXUVTXCDDL-UHFFFAOYSA-N oleyl alcohol Natural products CCCCCCC=CCCCCCCCCCCO XMLQWXUVTXCDDL-UHFFFAOYSA-N 0.000 description 1
- 239000004006 olive oil Substances 0.000 description 1
- 235000008390 olive oil Nutrition 0.000 description 1
- 239000011022 opal Substances 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 125000003386 piperidinyl group Chemical group 0.000 description 1
- 229920001515 polyalkylene glycol Polymers 0.000 description 1
- 239000011496 polyurethane foam Substances 0.000 description 1
- 230000005588 protonation Effects 0.000 description 1
- 125000000719 pyrrolidinyl group Chemical group 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 230000002269 spontaneous effect Effects 0.000 description 1
- 230000006641 stabilisation Effects 0.000 description 1
- 238000011105 stabilization Methods 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 125000004434 sulfur atom Chemical group 0.000 description 1
- 239000002600 sunflower oil Substances 0.000 description 1
- 229920001059 synthetic polymer Polymers 0.000 description 1
- 239000003760 tallow Substances 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- FAGUFWYHJQFNRV-UHFFFAOYSA-N tetraethylenepentamine Chemical compound NCCNCCNCCNCCN FAGUFWYHJQFNRV-UHFFFAOYSA-N 0.000 description 1
- 125000003944 tolyl group Chemical group 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
- 125000005270 trialkylamine group Chemical group 0.000 description 1
- 125000002889 tridecyl 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])[H] 0.000 description 1
- 150000005691 triesters Chemical class 0.000 description 1
- LENZDBCJOHFCAS-UHFFFAOYSA-N tris Chemical compound OCC(N)(CO)CO LENZDBCJOHFCAS-UHFFFAOYSA-N 0.000 description 1
- 125000002948 undecyl 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])[H] 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- 239000008158 vegetable oil Substances 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
-
- C—CHEMISTRY; METALLURGY
- C23—COATING METALLIC MATERIAL; COATING MATERIAL WITH METALLIC MATERIAL; CHEMICAL SURFACE TREATMENT; DIFFUSION TREATMENT OF METALLIC MATERIAL; COATING BY VACUUM EVAPORATION, BY SPUTTERING, BY ION IMPLANTATION OR BY CHEMICAL VAPOUR DEPOSITION, IN GENERAL; INHIBITING CORROSION OF METALLIC MATERIAL OR INCRUSTATION IN GENERAL
- C23F—NON-MECHANICAL REMOVAL OF METALLIC MATERIAL FROM SURFACE; INHIBITING CORROSION OF METALLIC MATERIAL OR INCRUSTATION IN GENERAL; MULTI-STEP PROCESSES FOR SURFACE TREATMENT OF METALLIC MATERIAL INVOLVING AT LEAST ONE PROCESS PROVIDED FOR IN CLASS C23 AND AT LEAST ONE PROCESS COVERED BY SUBCLASS C21D OR C22F OR CLASS C25
- C23F11/00—Inhibiting corrosion of metallic material by applying inhibitors to the surface in danger of corrosion or adding them to the corrosive agent
- C23F11/08—Inhibiting corrosion of metallic material by applying inhibitors to the surface in danger of corrosion or adding them to the corrosive agent in other liquids
- C23F11/10—Inhibiting corrosion of metallic material by applying inhibitors to the surface in danger of corrosion or adding them to the corrosive agent in other liquids using organic inhibitors
-
- C—CHEMISTRY; METALLURGY
- C23—COATING METALLIC MATERIAL; COATING MATERIAL WITH METALLIC MATERIAL; CHEMICAL SURFACE TREATMENT; DIFFUSION TREATMENT OF METALLIC MATERIAL; COATING BY VACUUM EVAPORATION, BY SPUTTERING, BY ION IMPLANTATION OR BY CHEMICAL VAPOUR DEPOSITION, IN GENERAL; INHIBITING CORROSION OF METALLIC MATERIAL OR INCRUSTATION IN GENERAL
- C23F—NON-MECHANICAL REMOVAL OF METALLIC MATERIAL FROM SURFACE; INHIBITING CORROSION OF METALLIC MATERIAL OR INCRUSTATION IN GENERAL; MULTI-STEP PROCESSES FOR SURFACE TREATMENT OF METALLIC MATERIAL INVOLVING AT LEAST ONE PROCESS PROVIDED FOR IN CLASS C23 AND AT LEAST ONE PROCESS COVERED BY SUBCLASS C21D OR C22F OR CLASS C25
- C23F11/00—Inhibiting corrosion of metallic material by applying inhibitors to the surface in danger of corrosion or adding them to the corrosive agent
- C23F11/08—Inhibiting corrosion of metallic material by applying inhibitors to the surface in danger of corrosion or adding them to the corrosive agent in other liquids
- C23F11/10—Inhibiting corrosion of metallic material by applying inhibitors to the surface in danger of corrosion or adding them to the corrosive agent in other liquids using organic inhibitors
- C23F11/14—Nitrogen-containing compounds
- C23F11/141—Amines; Quaternary ammonium compounds
- C23F11/143—Salts of amines
-
- C—CHEMISTRY; METALLURGY
- C23—COATING METALLIC MATERIAL; COATING MATERIAL WITH METALLIC MATERIAL; CHEMICAL SURFACE TREATMENT; DIFFUSION TREATMENT OF METALLIC MATERIAL; COATING BY VACUUM EVAPORATION, BY SPUTTERING, BY ION IMPLANTATION OR BY CHEMICAL VAPOUR DEPOSITION, IN GENERAL; INHIBITING CORROSION OF METALLIC MATERIAL OR INCRUSTATION IN GENERAL
- C23F—NON-MECHANICAL REMOVAL OF METALLIC MATERIAL FROM SURFACE; INHIBITING CORROSION OF METALLIC MATERIAL OR INCRUSTATION IN GENERAL; MULTI-STEP PROCESSES FOR SURFACE TREATMENT OF METALLIC MATERIAL INVOLVING AT LEAST ONE PROCESS PROVIDED FOR IN CLASS C23 AND AT LEAST ONE PROCESS COVERED BY SUBCLASS C21D OR C22F OR CLASS C25
- C23F11/00—Inhibiting corrosion of metallic material by applying inhibitors to the surface in danger of corrosion or adding them to the corrosive agent
- C23F11/08—Inhibiting corrosion of metallic material by applying inhibitors to the surface in danger of corrosion or adding them to the corrosive agent in other liquids
- C23F11/10—Inhibiting corrosion of metallic material by applying inhibitors to the surface in danger of corrosion or adding them to the corrosive agent in other liquids using organic inhibitors
- C23F11/14—Nitrogen-containing compounds
- C23F11/149—Heterocyclic compounds containing nitrogen as hetero atom
-
- 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
- C10M2201/087—Boron oxides, acids or salts
-
- 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
- C10M2203/00—Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
- C10M2203/10—Petroleum or coal fractions, e.g. tars, solvents, bitumen
-
- 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
- C10M2203/00—Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
- C10M2203/10—Petroleum or coal fractions, e.g. tars, solvents, bitumen
- C10M2203/1006—Petroleum or coal fractions, e.g. tars, solvents, bitumen used as base material
-
- 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
- C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant Compositions
- C10M2215/22—Heterocyclic nitrogen compounds
- C10M2215/223—Five-membered rings containing nitrogen and carbon only
-
- 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
- C10N2030/12—Inhibition of corrosion, e.g. anti-rust agents or anti-corrosives
-
- 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 relates to water-mixed metalworking fluids and concentrates for producing water-mixed metalworking fluids which
- Etherpyrrolidoncarbon Acid or salts thereof, which show emulsifying and corrosion inhibiting activity.
- Water-mixed metalworking fluids are the largest volume of metalworking fluids in the world, with emulsions accounting for the largest share of these. These emulsions are prepared by mixing with water from concentrates which typically have the following composition:
- the emulsifiers and corrosion inhibitors dominate in the concentrate in addition to the base oil.
- mainly ionic emulsifiers are used, some of which have a corrosion-inhibiting effect.
- One of the essential requirements of the emulsifiers is Here, in addition to the stabilization of the emulsion and a rapid, "spontaneous" emulsion formation, which is characterized by a rapid distribution of the concentrate when introduced into the water phase ("blooming").
- concentrate and water are mixed in a ratio of 1: 5 to 1: 100, preferably 1:10 to 1: 30.
- additives which have several functions in order to reduce the number of additives or their quantity.
- additives which do not necessitate or at least reduce the use of additives such as biocides, defoamers and water hardness complexing agents. From an ecological point of view, additives that are readily biodegradable are also required today.
- EP-AO 501 368 describes Alkenylbemsteinklaschamide and -imide, which are excellent corrosion inhibitors and emulsifiers, are generally to some extent hard water-stable and do not foam too much.
- the hemiamides in particular have a certain hydrolytic stability, which shortens the time of use of the emulsifiers.
- EP-A-1 354 905 and the literature cited therein describe ether carboxylic acids which can be used as emulsifiers with corrosion inhibiting action in metal working fluids and have very good hard water stability.
- the corrosion-inhibiting effect is, however, in part only weakly pronounced.
- these compounds have a strong foaming tendency, as indicated by their use in detergents and cleaners.
- their production is associated with a high water consumption and the accumulation of large amounts of sodium chloride, which is unpleasant from an ecological and economic point of view.
- the object of the present invention was to find easily accessible, hard water-stable and low-foaming emulsifiers having good corrosion protection properties for use in water-mixed metalworking fluids.
- etherpyrrolidonecarboxylic acids which are accessible from etheramines and itaconic acid in a condensation reaction are outstandingly suitable as emulsifiers in water-mixed metalworking fluids, since they are very stable to hard water and superior to the known ethercarboxylic acids in foam tendency and corrosion protection.
- Another advantage is that they are well compatible with most known additional additives such as nonionic emulsifiers, corrosion inhibitors, and EP / AW additives and thus easy to formulate.
- the present invention relates to compositions containing a base or base oil, 10 to 50 wt .-% Etherpyrrolidoncarbonklaren of formula (1) or salts thereof
- R 1 C ⁇ -Csjo alkyl, C 8 -C 3 -alkenyl, C 6 -C 30 aryl, C 7 -C 3 alkylaryl, o-
- M is hydrogen, alkali metal, alkaline earth metal or ammonium
- I is a number 1 to 50, m, n independently of I and each other is a number from 0 to 50,
- R 2 , R 3 , R 4 are each independently hydrogen, CH 3 or CH 2 CH 3 YC 2 -C 6 alkylene, and a pH regulator / neutralizing agent in an amount such that a
- composition according to the invention is also referred to herein as a concentrate.
- metalworking agent and metalworking fluid are used interchangeably.
- Another object of the invention is a hydrous metal working agent containing the composition of the invention and water in a weight ratio of 1: 5 to 1: 100.
- the invention hydrous metalworking agents are generally in the form of an emulsion.
- Another object of the invention is the use of Etherpyrrolidoncarbon Acid of formula (1) as emulsifier and / or
- Corrosion inhibitor in hydrous metalworking agents in concentrations of 0.1-10%.
- composition according to the invention preferably contains the base or base oil ad 100% by weight.
- the substituents M of the formula (1) are hydrogen, in the case of salts alkali metal ions, alkaline earth metal ions or ammonium ions.
- these are preferably compounds formed by protonation from the amines described below as pH regulators / neutralizing agents.
- the radical R 1 is preferably a linear or denaturated C 8 -C 30 -alkyl or alkenyl chain, eg. B. n- or iso-octyl, n- or iso-nonyl, n- or iso-decyl, undecyl, dodecyl, tetradecyl, hexadecyl, octadecyl, eicosyl or longer radicals.
- R 1 may be a C 6 -C 30 -aryl radical which is mono- or polysubstituted and may carry substituents, in particular alkyl chains.
- the radical R 1 is -0 from a synthetic alcohol such as isotridecanol or a Fischer-Tropsch alcohol, as commercially available under the trade names Lial ® or Exxal ® derived.
- the radical R 1 -0 has arisen from a fatty alcohol or a mixture of fatty alcohols. Suitable fatty alcohols are for. Caprylic alcohol, lauryl alcohol, myristyl alcohol, cocoyl, Palmityl, stearyl, oleyl, ricinyl, linoleyl, behenyl and tallow fatty alcohols. Particularly preferably, the radical R 1 -0 has arisen from oleylcetyl alcohol.
- the radical R 1 -0 is selected from alkylphenol, e.g. Butylphenol, tert-butylphenol, octylphenol, nonylphenol,
- Dodecylphenol, tetra-, hexa-, and Octadecenylphenol Eicosadecenylphenol, C 22 -, C 24 -, C 2 C 8 or ß o-alkylphenol, or mixtures thereof, derived.
- X and Y are preferably a group of the formula - (CHR 16 ) ⁇ - in which R 16 is H, CH 3 or CH 2 CH 3 and k is a number from 2 to 6.
- R 16 preferably represents H.
- k is preferably a number from 2 to 4.
- Particular preference is given to - (CHR 16 ) k -, for groups of the formulas -CH 2 -CH 2 -, -CH 2 --CH (CH 3 ) -, - (CH 2 J 3 - or -CH 2 -CH (CH 2 CH 3 ) -.
- R 16 may in all units - (CH 2 R 16 ) - have the same meaning, or different meanings.
- I preferably represents a number from 2 to 10.
- n is preferably a number from 1 to 10. In a further preferred embodiment, m is zero, 1, 2 or 3.
- n preferably represents a number from 1 to 10. In a further preferred embodiment, m is zero, 1, 2 or 3 and n is zero.
- Etherpyrrolidoncarbonklaren is known from the prior art and is carried out as described in Examples 1 to 3 by addition of itaconic acid to the corresponding ether amines R 1 -OX-NH 2 , z. B. under the name Jeffamine ® are commercially available, or by amination of the alcohols or alcohol alkoxylates directly, or by addition of acrylonitrile to the alcohols or alcohol ethoxylates with subsequent hydrogenation are available.
- US-4304690, US-4298708 and US-4235811 exemplify the preparation of etherpyrrolidonecarboxylic acids and their use in detergents and as a catalyst for the preparation of polyurethane foams.
- compositions according to the invention comprise at least one base or base oil selected from the group of mineral oils, synthetic hydrocarbons, alkylated aromatics, native oils, fatty acid esters, synthetic esters or synthetic hydrocarbon polymers and polymer esters.
- compositions according to the invention or the water-containing metalworking agents contain neutralizing agents.
- Suitable neutralizing agents are amines of the formula (3)
- R 7 , R 8 and R 9 are independently hydrogen or a hydrocarbon radical having 1 to 100 carbon atoms.
- R 7 and / or R 8 and / or R 9 independently of one another represent an aliphatic radical.
- This preferably has 1 to 24, more preferably 2 to 18 and especially 3 to 6 C atoms.
- the aliphatic radical may be linear, branched or cyclic. It can still be saturated or unsaturated. Preferably, the aliphatic radical is saturated.
- the aliphatic radical may carry substituents such as 5 hydroxy, C- ⁇ -C 5 alkoxy, cyano, nitrile, nitro and / or C -C 2 o-aryl groups such as phenyl.
- the C 5 -C 2 o-aryl radicals may in turn optionally substituted with halogen atoms, halogenated alkyl groups, -C 2 o alkyl, C 2 -C 2 o-alkenyl, hydroxyl, Ci-C5 alkoxy such as methoxy, Amide, cyano, nitrile, and / or nitro groups substituted.
- R 7 and / or R 8 and / or R 9 are independently hydrogen, a Ci-C 6 alkyl, C 2 -C 6 -alkenyl or C 3 -C 6 cycloalkyl radical and especially an alkyl radical having 1, 2, or 3 C atoms. These radicals can carry up to three substituents.
- Particularly preferred aliphatic radicals R 1 and / or R 2 are hydrogen, methyl, ethyl, hydroxyethyl, n-propyl, isopropyl, hydroxypropyl, n-butyl, isobutyl and tert-butyl, hydroxybutyl, n-hexyl, cyclohexyl , n-octyl, n-decyl, n-dodecyl, tridecyl, isotridecyl, tetradecyl, hexadecyl, octadecyl and methylphenyl.
- R 7 and R 8 together with the nitrogen atom to which they are attached form a ring.
- This ring preferably has 4 or more, such as 4, 5, 6 or more ring members.
- Preferred further ring members are carbon, nitrogen, oxygen and sulfur atoms.
- the rings in turn may carry substituents such as alkyl radicals.
- Suitable ring structures are, for example, morpholinyl, pyrrolidinyl, piperidinyl, imidazolyl and azepanyl radicals.
- R 7, R 8 and / or R 9 are independently an optionally substituted C 6 -C 2 aryl group or an optionally substituted heteroaromatic group having 5 to 12 ring members.
- R 7 , R 8 and / or R 9 independently of one another represent an alkyl radical interrupted by heteroatoms. Particularly preferred heteroatoms are oxygen and nitrogen.
- R 7 , R 8 and / or R 9 independently of one another are preferably radicals of the formula (4)
- R 10 is an alkylene group having 2 to 6 C atoms and preferably 2 to
- R 11 is hydrogen, a hydrocarbon radical having 1 to 24 C atoms or a group of the formula -R 10 -NR 12 R 13 , a is a number between 2 and 50, preferably between 3 and 25 and in particular between 4 and 10 and
- R 12 , R 13 independently of one another represent hydrogen, an aliphatic radical having 1 to 24 C atoms and preferably 2 to 18 C atoms, an aryl group or heteroaryl group having 5 to 12 ring members, one
- R 7, R 8 and / or R 9 are each independently radicals of the formula (5)
- R 14 is an alkylene group having 2 to 6 C atoms and preferably 2 to
- each R 15 is independently hydrogen, an alkyl or
- Hydroxyalkyl radical having up to 24 carbon atoms such as 2 to 20 carbon atoms, a polyoxyalkylene radical - (R 10 -O) p -R 11 , or a polyiminoalkylene radical HR 14 -N (R 15 )], r (R 15 ) stand wherein R 10 , R 11 , R 14 and R 15 have the meanings given above and q and p independently of one another are from 1 to 50 and b is a number from 1 to 20, and preferably from 2 to 10, such as three, four, five or six.
- the radicals of the formula (5) preferably contain 1 to 50, in particular 2 to 20, nitrogen atoms.
- water-soluble alkylamines such as methylamine
- the alkyl chains can be branched here.
- oligoamines such as ethylenediamine, diethylenetriamine, triethylenetetramine, tetraethylenepentamine, their higher homologs and mixtures of these.
- Amines in this series are the alkylated, especially methylated, representatives of these oligoamines, such as N, N-dimethyldiethyleneamine, N, N-dimethylpropylamine, and longer chain and / or higher alkylated amines of the same construction.
- Particularly suitable according to the invention are alkanolamines such as monoethanolamine, diethanolamine, triethanolamine, diglycolamine, triglycolamine and higher homologs, methyldiethanolamine, ethyldiethanolamine, propyldiethanolamine, butyldiethanolamine and longer-chain alkyldiethanolamines, where the alkyl radical can be cyclic and / or branched.
- alkanolamines are dialkylethanolamines such as dimethylethanolamine, diethylethanolamine, dipropylethanolamine, dibutylethanolamine and longer-chain dialkylethanolamines, where the alkyl radical may also be branched or cyclic.
- dialkylethanolamines such as dimethylethanolamine, diethylethanolamine, dipropylethanolamine, dibutylethanolamine and longer-chain dialkylethanolamines, where the alkyl radical may also be branched or cyclic.
- aminopropanol, aminobutanol, aminopentanol and higher homologs, as well as the corresponding mono- and dimethylpropanolamines and longer-chain mono- and dialkylamino alcohols can be used.
- amines such as 2-amino-2-methylpropanol (AMP), 2-aminopropanediol, 2-amino-2-ethylpropanediol, 2-aminobutanediol and other 2-aminoalkanols, aminoalkylamine alcohols, tris (hydroxylmethyl) aminomethane are suitable, as well as end-capped Representatives such as methylglycolamine, methyldiglycolamine and higher homologs, di (methylglycol) amine, di (methyldiglycol) amine and their higher homologs and the corresponding triamines and polyalkylene glycol amines (eg Jeffamine ® ).
- AMP 2-amino-2-methylpropanol
- 2-aminopropanediol 2-amino-2-ethylpropanediol
- 2-aminobutanediol and other 2-aminoalkanols aminoalkylamine alcohols
- amines are used to adjust desired pH values.
- neutralizing agents are the oxides and hydroxides of the alkali and / or alkaline earth metals, such as.
- lithium hydroxide, sodium hydroxide, potassium hydroxide, calcium hydroxide and calcium oxide are particularly suitable neutralizing agents.
- the neutralizing agents are used in amounts needed to adjust the pH between 7 and 11.
- the quantities required for this purpose are preferably between 1 and 30%, preferably between 5 and 15%, in the water-containing metalworking fluid at 0.01-6%, preferably 0.1-1.5% (percent by weight).
- compositions according to the invention may contain further emulsifiers, preferably nonionic emulsifiers. Suitable emulsifiers are z. Fatty alcohol ethoxylates, fatty acid ethoxylates, fatty acid amide ethoxylates.
- Suitable fatty acids for this purpose are caprylic, lauryl, myristyl, cocoyl, palmityl, stearyl, oleyl, ricinyl, linoleyl, behenyl and ricinoleic acids and mixtures thereof, from which the suitable fatty alcohols and fatty amides can also be prepared .
- the degree of ethoxylation is generally 1-10, preferably 2-6 moles of ethylene oxide per functional group (OH, COOH, NH).
- ethoxylates of castor oil, and their esters are also suitable.
- compositions according to the invention 1-50%, preferably 5-25%, more preferably 10-20%, and in the hydrous metal working agent 0.01-10%, preferably 0.05-2.5%, particularly preferably 0.1 - Contain 2% nonionic emulsifiers (percentages by weight relative to total weight).
- the anionic emulsifiers mentioned in the introduction such as petroleum sulfonates, fatty acids, Alkenylbemsteinklaschamide and imides and ether carboxylic acids of the composition of the invention or in the water-containing metalworking agent may be included, as a rule but only in quantities in which the adverse properties have no significant effect. These additives can thus also contribute synergistically to the corrosion protection.
- the anionic emulsifiers may be added as salts or in their free acid form, which are converted to their anionic form by the neutralizing agents present.
- composition according to the invention or the water-containing metalworking agent may contain further corrosion inhibitors, in particular water-soluble ones
- Corrosion inhibitors are, for example, benzenesulfonic acid amidocaproic acid, toluenesulfonic acid amidocaproic acid, benzenesulfonic acid (N-methyl) amidocaproic acid, toluenesulfonic acid (N-methyl) amidocaproic acid (all formula (6)), alkanoylamidocarboxylic acids, especially isononanoylamidocaproic acid (formula (7)) and triazine-2,4,6- Tris (aminohexanoic acid) (formula (8))., Or the alkali, alkaline earth and amine salts of the compounds of formula (6) - (8).
- R 5 , R 6 H or CH 3
- Suitable corrosion inhibitors are linear or branched carboxylic acids such. Octanoic acid, 2-ethylhexanoic acid, n-nonanoic acid, n-decanoic acid, n-isodecanoic acid and other carboxylic acids,
- Dicarboxylic acids such as succinic acid, adipic acid, maleic acid, citric acid, and longer-chain dicarboxylic acids such as decanedioic, undecanedioic or dodecanedioic acid, the chains may be branched or cyclic, and polycarboxylic acids.
- suitable corrosion inhibitors are alkanesulfonic acid amides, alkanesulfonamidocarboxylic acids and
- Phtalklareschamide Furthermore, the salts of the compounds listed above can also be used.
- a widely used corrosion inhibitor which can likewise be used according to the invention is boric acid and its salts.
- carboxylic acid amides in particular carboxylic acid alkanolamides.
- this is the alkanolamides of fatty acids, eg. B. Tallölfett Textremonoethanolamid, Tallölfettklarediethanolamid, Kokosfett Maschinenremonoethanolamid, coconut fatty acid diethanolamide, and the mono- and diethanolamides of oleic acid, linolenic acid, stearic acid and other known fatty acids.
- the alkanolamides can also be prepared directly from the fats and oils, z. From tall oil, rapeseed oil, fish oil, olive oil, general vegetable oil, sunflower oil or castor oil.
- These corrosion inhibitors may be part of the composition according to the invention, but may also be added in the preparation of the water-containing metal working agent of the water phase.
- Their concentration in the composition according to the invention may preferably be 1-20%, in particular 1-10%, particularly preferably 2-5%.
- In the Water phase are added 0.1 to 10%, preferably 0.1 to 5%, particularly preferably 0.5 to 2%.
- In the hydrous metalworking agent are typically 0.01 to 4%, preferably 0.01 to 1%, more preferably 0.01 to 0.5% (percentages by weight relative to the total weight).
- composition of the invention and the hydrous metal working agent solubilizer, EP / AW additives such.
- chloroparaffins As chloroparaffins, phosphoric mono-, di- and triesters, fatty acid esters, polymeric esters, as well as sulfurized oils, fats and olefins, biocides, defoamers, non-ferrous metal inhibitors and complexing agents.
- phosphoric mono-, di- and triesters such as phosphoric mono-, di- and triesters, fatty acid esters, polymeric esters, as well as sulfurized oils, fats and olefins, biocides, defoamers, non-ferrous metal inhibitors and complexing agents.
- phosphoric mono-, di- and triesters As chloroparaffins, phosphoric mono-, di- and triesters, fatty acid esters, polymeric esters, as well as sulfurized oils, fats and olefins, biocides, defoamers, non
- concentration of these additives in the composition according to the invention is generally less than 5%, preferably 0.1-2.5%, in particular 0.1-1%.
- hydrous metalworking agent is their
- compositions of the invention are carried out by suitable stirrer or mixer at temperatures of 20-60 C C, preferably without heating.
- the ratio of concentrate to water phase is 1:20 to 1: 100, preferably 1:10 to 1:30.
- the preparation of the concentrates by mixing the additives can be carried out in any desired order, but preferably the base oil selected from the group of mineral oils, synthetic hydrocarbons, native oils, fatty acid esters, synthetic esters or synthetic hydrocarbon polymers and polymer esters, presented, then added the neutralizing agent and then the additives in a suitable order, so that no gel phases or high viscosities occur dosed. If all or part of the neutralizing agents are hydroxides or oxides, these are generally added only at the end.
- the Etherpyrrolidoncarbon Acid invention can be added at any point in the mixing process, but preferably after the base oil and amine-based neutralizing agents. At the end of the mixing it may be necessary to add suitable solubilizers to remove turbidities. Examples:
- Example 1 - 3 General procedure for the preparation of N-substituted 5-oxo-pyrrolidine-3-carboxylic acids
- Example 4 - 10 Composition of water-mixable concentrates and performance data of water-mixed metalworking agents (emulsions)
- concentrate 100% For clarification, the concentrates had to be mixed with solubilizers: to 100% concentrate, 3% tall oil fatty acid and 3% oleyl alcohol ethoxylated with 2 mol EO / OH (Genapol O 020) were added. For better comparability, the concentrates were not optimized for ideal physical properties.
- Table 1 Composition of the water-mixed metalworking fluids and performance results
- Examples 4-10 show that the hydrous metalworking agents of the foam compositions of the present invention are comparable to the prior art (the low foam height of Example 4 is due to the deposition of lime soaps which act defoaming).
- the emulsion quality (milky ⁇ opal ⁇ transparent) is equal to the same use concentration (Example 10) or significantly better (Example 8 and 9) and is not affected in hard water. The corrosion protection is given even at low application concentrations and greatly improved over Example 4 and 5.
- hydrous metalworking agents of the compositions of this invention exhibit better emulsion quality, breadth of use, and extended life over all of the prior art examples.
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- Mechanical Engineering (AREA)
- Metallurgy (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
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Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE102009030409A DE102009030409A1 (de) | 2009-06-25 | 2009-06-25 | Wassergemischte Metallbearbeitungsflüssigkeiten, enthaltend Etherpyrrolidoncarbonsäuren |
| PCT/EP2010/003061 WO2010149250A1 (de) | 2009-06-25 | 2010-05-19 | Wassergemischte metallbearbeitungsflüssigkeiten, enthaltend etherpyrrolidoncarbonsäuren |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| EP2446006A1 true EP2446006A1 (de) | 2012-05-02 |
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| Application Number | Title | Priority Date | Filing Date |
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| EP10720355A Withdrawn EP2446006A1 (de) | 2009-06-25 | 2010-05-19 | Wassergemischte metallbearbeitungsflüssigkeiten, enthaltend etherpyrrolidoncarbonsäuren |
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| DE102008003828B3 (de) * | 2008-01-10 | 2009-09-03 | Clariant International Limited | Verwendung von Salzen als Korrosionsinhibitoren mit erhöhter biologischer Abbaubarkeit und verminderter Toxizität und diese Salze |
| DE102009030412A1 (de) * | 2009-06-25 | 2010-12-30 | Clariant International Ltd. | Polyalkylenglykol basierende Etherpyrrolidoncarbonsäuren und Konzentrate zur Herstellung synthetischer Kühlschmierstoffe, die diese enthalten |
| EP2734501A1 (en) * | 2011-07-21 | 2014-05-28 | The Lubrizol Corporation | Carboxylic pyrrolidinones and methods of use thereof |
| CN104277902B (zh) * | 2014-09-12 | 2016-08-24 | 广州中机实业有限公司 | 一种重负荷金属加工全合成切削液及其制备方法与应用 |
| FR3030570B1 (fr) * | 2014-12-23 | 2018-08-31 | Total Marketing Services | Composition lubrifiante a materiau a changement de phase |
| FR3030569B1 (fr) * | 2014-12-23 | 2018-10-05 | Total Marketing Services | Composition lubrifiante a materiau a changement de phase |
| KR20240155315A (ko) * | 2022-03-02 | 2024-10-28 | 로커스 솔루션즈 아이피씨오, 엘엘씨 | 향상된 금속 가공 유체 |
| CN118785811A (zh) * | 2022-03-31 | 2024-10-15 | 陶氏环球技术有限责任公司 | 含有氨基丙二醇的水基半合成金属加工液组合物 |
| CN116813520A (zh) * | 2023-03-30 | 2023-09-29 | 山东大学 | 一种两性型杂环表面活性剂及其制备方法与应用 |
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| US433720A (en) * | 1890-08-05 | chace | ||
| GB132061A (enrdf_load_stackoverflow) * | ||||
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| US3035907A (en) | 1956-06-14 | 1962-05-22 | Gulf Research Development Co | Hydrocarbon composition containing an itaconic acid-amine reaction product |
| US3218264A (en) | 1961-10-24 | 1965-11-16 | Katz Jacob | Lubricants containing amine salts of n-substituted pyrrolidone carboxylic acids |
| US3224968A (en) | 1962-12-03 | 1965-12-21 | Ethyl Corp | Lubricating oil compositions |
| US3224975A (en) * | 1962-12-03 | 1965-12-21 | Ethyl Corp | Lubricating oil compositions |
| GB1323061A (en) * | 1969-06-16 | 1973-07-11 | Castrol Ltd | Functional fluids and additives therefor |
| US3728277A (en) | 1970-01-12 | 1973-04-17 | Witco Chemical Corp | Stable water-in-oil emulsions |
| US4127493A (en) * | 1973-09-18 | 1978-11-28 | Ethyl Corporation | Polyester lubricant additives, their preparation and compositions containing them |
| GB1483457A (en) * | 1973-09-18 | 1977-08-17 | Cooper Ltd Ethyl | Lubricant additives their preparation and compositions containing them |
| US4332720A (en) | 1976-05-24 | 1982-06-01 | Texaco Development Corporation | N,N'-Polyoxyalkylene bis(lactam carboxylic acids) |
| US4298708A (en) | 1979-04-02 | 1981-11-03 | Texaco Development Corp. | Aminated alkoxylated aliphatic alcohol salts as polyisocyanurate catalysts |
| US4304690A (en) | 1979-04-02 | 1981-12-08 | Texaco Development Corp. | Compounds from aminated alkoxylated aliphatic alcohol |
| US4235811A (en) | 1979-04-02 | 1980-11-25 | Texaco Development Corp. | Compounds from aminated alkoxylated aliphatic alcohol |
| US4397750A (en) | 1979-12-17 | 1983-08-09 | Mobil Oil Corporation | N-Hydroxyalkyl pyrrolidinone esters as detergent compositions and lubricants and fuel containing same |
| US4983384A (en) * | 1989-04-05 | 1991-01-08 | Lenick Jr Anthony J O | N-alkoxlated ether 2-pyrrolidones as conditioning agents |
| ATE130877T1 (de) | 1991-02-26 | 1995-12-15 | Hoechst Ag | Verwendung von alkenylbernsteinsäurehalbamiden. |
| DZ1577A1 (fr) | 1991-05-08 | 2002-02-17 | Hoechst Ag | Emploi d'acetals. |
| AU1245999A (en) | 1998-11-23 | 2000-06-13 | Sofitech N.V. | Invertible emulsions stabilised by amphiphilic polymers and application to bore fluids |
| GB9905055D0 (en) | 1999-03-05 | 1999-04-28 | Castrol Ltd | A waste-treatable lubricant |
| EP1063280A1 (en) * | 1999-06-21 | 2000-12-27 | Quaker Chemical Corporation | Metal working fluids |
| DE10217208B4 (de) | 2002-04-18 | 2004-09-16 | Clariant Gmbh | Verwendung von Ethercarbonsäuren mit niedrigem Stockpunkt |
| JP5529375B2 (ja) | 2004-04-30 | 2014-06-25 | クローダ アメリカズ リミティド ライアビリティ カンパニー | 水系と洗剤に溶解でき、油中水型エマルジョンを形成可能なピロリドンカルボキシル修飾ポリシロキサン類 |
| DE102007015757A1 (de) | 2007-03-30 | 2008-10-02 | Beiersdorf Ag | Kosmetische Zubereitung mit hydrophob modifizierten Polysacchariden und einem ionischen Wirkstoff |
| DE102007037017A1 (de) * | 2007-08-06 | 2009-02-19 | Clariant International Ltd. | 1-Alkyl-5-oxo-pyrrolidin-3-carbonsäureester mit verbesserter biologischer Abbaubarkeit |
| US20090149359A1 (en) * | 2007-12-10 | 2009-06-11 | Hundley Lloyd E | Formulation of a metal working fluid |
| DE102009030411A1 (de) | 2009-06-25 | 2010-12-30 | Clariant International Limited | Wasser-in-Öl-Emulsion und Verfahren zu ihrer Herstellung |
| DE102009030412A1 (de) | 2009-06-25 | 2010-12-30 | Clariant International Ltd. | Polyalkylenglykol basierende Etherpyrrolidoncarbonsäuren und Konzentrate zur Herstellung synthetischer Kühlschmierstoffe, die diese enthalten |
-
2009
- 2009-06-25 DE DE102009030409A patent/DE102009030409A1/de not_active Withdrawn
-
2010
- 2010-05-19 BR BRPI1011748A patent/BRPI1011748A2/pt not_active IP Right Cessation
- 2010-05-19 US US13/376,418 patent/US9068137B2/en not_active Expired - Fee Related
- 2010-05-19 CN CN2010800154866A patent/CN102369267B/zh not_active Expired - Fee Related
- 2010-05-19 JP JP2012516535A patent/JP2012530817A/ja active Pending
- 2010-05-19 WO PCT/EP2010/003061 patent/WO2010149250A1/de active Application Filing
- 2010-05-19 EP EP10720355A patent/EP2446006A1/de not_active Withdrawn
Non-Patent Citations (1)
| Title |
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| See references of WO2010149250A1 * |
Also Published As
| Publication number | Publication date |
|---|---|
| WO2010149250A1 (de) | 2010-12-29 |
| CN102369267A (zh) | 2012-03-07 |
| JP2012530817A (ja) | 2012-12-06 |
| US20120088706A1 (en) | 2012-04-12 |
| CN102369267B (zh) | 2013-06-12 |
| US9068137B2 (en) | 2015-06-30 |
| BRPI1011748A2 (pt) | 2016-03-22 |
| DE102009030409A1 (de) | 2011-01-05 |
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