CN1589314A - 包含抗氧化剂的含水官能液 - Google Patents
包含抗氧化剂的含水官能液 Download PDFInfo
- Publication number
- CN1589314A CN1589314A CNA028230884A CN02823088A CN1589314A CN 1589314 A CN1589314 A CN 1589314A CN A028230884 A CNA028230884 A CN A028230884A CN 02823088 A CN02823088 A CN 02823088A CN 1589314 A CN1589314 A CN 1589314A
- Authority
- CN
- China
- Prior art keywords
- tertiary butyl
- expression
- methyl
- functional liquid
- alkyl
- 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.)
- Granted
Links
- 239000012530 fluid Substances 0.000 title claims abstract description 29
- 239000003963 antioxidant agent Substances 0.000 title abstract description 9
- 238000005555 metalworking Methods 0.000 claims abstract description 18
- -1 4-hydroxyphenylpropionic acid ester Chemical class 0.000 claims description 97
- 239000007788 liquid Substances 0.000 claims description 60
- 239000000203 mixture Substances 0.000 claims description 30
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 27
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 21
- 239000000654 additive Substances 0.000 claims description 16
- 230000000996 additive effect Effects 0.000 claims description 15
- 150000001875 compounds Chemical class 0.000 claims description 15
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 15
- 229920000151 polyglycol Polymers 0.000 claims description 14
- 239000010695 polyglycol Substances 0.000 claims description 14
- 239000001257 hydrogen Substances 0.000 claims description 13
- 229910052739 hydrogen Inorganic materials 0.000 claims description 13
- 238000000034 method Methods 0.000 claims description 12
- 239000000463 material Substances 0.000 claims description 11
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 9
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 6
- 150000002431 hydrogen Chemical class 0.000 claims description 4
- 239000008346 aqueous phase Substances 0.000 claims description 3
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 abstract description 10
- 230000003078 antioxidant effect Effects 0.000 abstract description 7
- 229920001515 polyalkylene glycol Polymers 0.000 abstract 1
- 229910052757 nitrogen Inorganic materials 0.000 description 33
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 12
- 239000003921 oil Substances 0.000 description 12
- 239000012964 benzotriazole Substances 0.000 description 9
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 7
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 7
- 150000001412 amines Chemical class 0.000 description 7
- 235000006708 antioxidants Nutrition 0.000 description 7
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- 239000002585 base Substances 0.000 description 6
- QRUDEWIWKLJBPS-UHFFFAOYSA-N benzotriazole Chemical compound C1=CC=C2N[N][N]C2=C1 QRUDEWIWKLJBPS-UHFFFAOYSA-N 0.000 description 6
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 6
- 150000002148 esters Chemical class 0.000 description 6
- IYXGSMUGOJNHAZ-UHFFFAOYSA-N Ethyl malonate Chemical compound CCOC(=O)CC(=O)OCC IYXGSMUGOJNHAZ-UHFFFAOYSA-N 0.000 description 5
- 125000004202 aminomethyl group Chemical group [H]N([H])C([H])([H])* 0.000 description 5
- SNTWKPAKVQFCCF-UHFFFAOYSA-N 2,3-dihydro-1h-triazole Chemical compound N1NC=CN1 SNTWKPAKVQFCCF-UHFFFAOYSA-N 0.000 description 4
- CMGDVUCDZOBDNL-UHFFFAOYSA-N 4-methyl-2h-benzotriazole Chemical compound CC1=CC=CC2=NNN=C12 CMGDVUCDZOBDNL-UHFFFAOYSA-N 0.000 description 4
- 241000196324 Embryophyta Species 0.000 description 4
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 4
- IGFHQQFPSIBGKE-UHFFFAOYSA-N Nonylphenol Natural products CCCCCCCCCC1=CC=C(O)C=C1 IGFHQQFPSIBGKE-UHFFFAOYSA-N 0.000 description 4
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 4
- 125000000217 alkyl group Chemical group 0.000 description 4
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 4
- 229910052751 metal Inorganic materials 0.000 description 4
- 239000002184 metal Substances 0.000 description 4
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 4
- 238000002360 preparation method Methods 0.000 description 4
- 239000000047 product Substances 0.000 description 4
- FIDRAVVQGKNYQK-UHFFFAOYSA-N 1,2,3,4-tetrahydrotriazine Chemical compound C1NNNC=C1 FIDRAVVQGKNYQK-UHFFFAOYSA-N 0.000 description 3
- YXIWHUQXZSMYRE-UHFFFAOYSA-N 1,3-benzothiazole-2-thiol Chemical compound C1=CC=C2SC(S)=NC2=C1 YXIWHUQXZSMYRE-UHFFFAOYSA-N 0.000 description 3
- WJFKNYWRSNBZNX-UHFFFAOYSA-N 10H-phenothiazine Chemical compound C1=CC=C2NC3=CC=CC=C3SC2=C1 WJFKNYWRSNBZNX-UHFFFAOYSA-N 0.000 description 3
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 3
- SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 3
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 3
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 3
- 239000002253 acid Substances 0.000 description 3
- 125000001931 aliphatic group Chemical group 0.000 description 3
- 230000002152 alkylating effect Effects 0.000 description 3
- 150000001408 amides Chemical class 0.000 description 3
- 229910052788 barium Inorganic materials 0.000 description 3
- DSAJWYNOEDNPEQ-UHFFFAOYSA-N barium atom Chemical compound [Ba] DSAJWYNOEDNPEQ-UHFFFAOYSA-N 0.000 description 3
- 239000011575 calcium Substances 0.000 description 3
- 229910052791 calcium Inorganic materials 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- GVJHHUAWPYXKBD-UHFFFAOYSA-N d-alpha-tocopherol Natural products OC1=C(C)C(C)=C2OC(CCCC(C)CCCC(C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-UHFFFAOYSA-N 0.000 description 3
- 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 3
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 3
- 229910052760 oxygen Inorganic materials 0.000 description 3
- 239000001301 oxygen Substances 0.000 description 3
- 150000003839 salts Chemical class 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 3
- 229910052717 sulfur Inorganic materials 0.000 description 3
- 239000011593 sulfur Substances 0.000 description 3
- 239000011701 zinc Substances 0.000 description 3
- 229910052725 zinc Inorganic materials 0.000 description 3
- GVJHHUAWPYXKBD-IEOSBIPESA-N α-tocopherol Chemical compound OC1=C(C)C(C)=C2O[C@@](CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-IEOSBIPESA-N 0.000 description 3
- JEFSTMHERNSDBC-UHFFFAOYSA-N 1,2-dimethylcyclohexa-2,4-dien-1-ol Chemical compound CC1=CC=CCC1(C)O JEFSTMHERNSDBC-UHFFFAOYSA-N 0.000 description 2
- 150000005208 1,4-dihydroxybenzenes Chemical group 0.000 description 2
- ALVZNPYWJMLXKV-UHFFFAOYSA-N 1,9-Nonanediol Chemical compound OCCCCCCCCCO ALVZNPYWJMLXKV-UHFFFAOYSA-N 0.000 description 2
- SQZCAOHYQSOZCE-UHFFFAOYSA-N 1-(diaminomethylidene)-2-(2-methylphenyl)guanidine Chemical compound CC1=CC=CC=C1N=C(N)N=C(N)N SQZCAOHYQSOZCE-UHFFFAOYSA-N 0.000 description 2
- HECLRDQVFMWTQS-RGOKHQFPSA-N 1755-01-7 Chemical compound C1[C@H]2[C@@H]3CC=C[C@@H]3[C@@H]1C=C2 HECLRDQVFMWTQS-RGOKHQFPSA-N 0.000 description 2
- 125000006176 2-ethylbutyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(C([H])([H])*)C([H])([H])C([H])([H])[H] 0.000 description 2
- IKEHOXWJQXIQAG-UHFFFAOYSA-N 2-tert-butyl-4-methylphenol Chemical compound CC1=CC=C(O)C(C(C)(C)C)=C1 IKEHOXWJQXIQAG-UHFFFAOYSA-N 0.000 description 2
- BKZXZGWHTRCFPX-UHFFFAOYSA-N 2-tert-butyl-6-methylphenol Chemical compound CC1=CC=CC(C(C)(C)C)=C1O BKZXZGWHTRCFPX-UHFFFAOYSA-N 0.000 description 2
- NSPMIYGKQJPBQR-UHFFFAOYSA-N 4H-1,2,4-triazole Chemical compound C=1N=CNN=1 NSPMIYGKQJPBQR-UHFFFAOYSA-N 0.000 description 2
- MSGFMKMFGGXSTO-UHFFFAOYSA-N C(C)(C)(C)C=1C=C(C(=CC1O)CN)CCCC Chemical compound C(C)(C)(C)C=1C=C(C(=CC1O)CN)CCCC MSGFMKMFGGXSTO-UHFFFAOYSA-N 0.000 description 2
- ICHKVCYUNCKCGL-UHFFFAOYSA-N CN(C)C.OCCCCCCO Chemical compound CN(C)C.OCCCCCCO ICHKVCYUNCKCGL-UHFFFAOYSA-N 0.000 description 2
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 2
- 239000005069 Extreme pressure additive Substances 0.000 description 2
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 2
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 description 2
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 description 2
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 2
- UCKMPCXJQFINFW-UHFFFAOYSA-N Sulphide Chemical compound [S-2] UCKMPCXJQFINFW-UHFFFAOYSA-N 0.000 description 2
- 125000003545 alkoxy group Chemical group 0.000 description 2
- 239000007866 anti-wear additive Substances 0.000 description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 2
- JXLHNMVSKXFWAO-UHFFFAOYSA-N azane;7-fluoro-2,1,3-benzoxadiazole-4-sulfonic acid Chemical compound N.OS(=O)(=O)C1=CC=C(F)C2=NON=C12 JXLHNMVSKXFWAO-UHFFFAOYSA-N 0.000 description 2
- WGVKWNUPNGFDFJ-DQCZWYHMSA-N beta-Tocopherol Natural products OC1=CC(C)=C2O[C@@](CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(C)CCC2=C1C WGVKWNUPNGFDFJ-DQCZWYHMSA-N 0.000 description 2
- KBPLFHHGFOOTCA-UHFFFAOYSA-N caprylic alcohol Natural products CCCCCCCCO KBPLFHHGFOOTCA-UHFFFAOYSA-N 0.000 description 2
- DKVNPHBNOWQYFE-UHFFFAOYSA-N carbamodithioic acid Chemical compound NC(S)=S DKVNPHBNOWQYFE-UHFFFAOYSA-N 0.000 description 2
- 230000015556 catabolic process Effects 0.000 description 2
- 239000003638 chemical reducing agent Substances 0.000 description 2
- 229920001577 copolymer Polymers 0.000 description 2
- 238000006731 degradation reaction Methods 0.000 description 2
- MHDVGSVTJDSBDK-UHFFFAOYSA-N dibenzyl ether Chemical compound C=1C=CC=CC=1COCC1=CC=CC=C1 MHDVGSVTJDSBDK-UHFFFAOYSA-N 0.000 description 2
- 239000012990 dithiocarbamate Substances 0.000 description 2
- 230000003628 erosive effect Effects 0.000 description 2
- 238000001914 filtration Methods 0.000 description 2
- WIGCFUFOHFEKBI-UHFFFAOYSA-N gamma-tocopherol Natural products CC(C)CCCC(C)CCCC(C)CCCC1CCC2C(C)C(O)C(C)C(C)C2O1 WIGCFUFOHFEKBI-UHFFFAOYSA-N 0.000 description 2
- 125000003187 heptyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical compound OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 description 2
- 230000007062 hydrolysis Effects 0.000 description 2
- 238000006460 hydrolysis reaction Methods 0.000 description 2
- 229910052742 iron Inorganic materials 0.000 description 2
- ZFSLODLOARCGLH-UHFFFAOYSA-N isocyanuric acid Natural products OC1=NC(O)=NC(O)=N1 ZFSLODLOARCGLH-UHFFFAOYSA-N 0.000 description 2
- 125000001972 isopentyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])C([H])([H])* 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 2
- 125000001971 neopentyl group Chemical group [H]C([*])([H])C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])[H] 0.000 description 2
- SNQQPOLDUKLAAF-UHFFFAOYSA-N nonylphenol Chemical compound CCCCCCCCCC1=CC=CC=C1O SNQQPOLDUKLAAF-UHFFFAOYSA-N 0.000 description 2
- GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 description 2
- RZJRJXONCZWCBN-UHFFFAOYSA-N octadecane Chemical compound CCCCCCCCCCCCCCCCCC RZJRJXONCZWCBN-UHFFFAOYSA-N 0.000 description 2
- 229940038384 octadecane Drugs 0.000 description 2
- 229940059574 pentaerithrityl Drugs 0.000 description 2
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 2
- 229920000233 poly(alkylene oxides) Polymers 0.000 description 2
- 229920001748 polybutylene Polymers 0.000 description 2
- 229920001451 polypropylene glycol Polymers 0.000 description 2
- 239000001294 propane Substances 0.000 description 2
- 235000019260 propionic acid Nutrition 0.000 description 2
- 238000010791 quenching Methods 0.000 description 2
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 description 2
- 239000010499 rapseed oil Substances 0.000 description 2
- 239000010959 steel Substances 0.000 description 2
- BGHCVCJVXZWKCC-UHFFFAOYSA-N tetradecane Chemical compound CCCCCCCCCCCCCC BGHCVCJVXZWKCC-UHFFFAOYSA-N 0.000 description 2
- YODZTKMDCQEPHD-UHFFFAOYSA-N thiodiglycol Chemical compound OCCSCCO YODZTKMDCQEPHD-UHFFFAOYSA-N 0.000 description 2
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 2
- GZIFEOYASATJEH-VHFRWLAGSA-N δ-tocopherol Chemical compound OC1=CC(C)=C2O[C@@](CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(C)CCC2=C1 GZIFEOYASATJEH-VHFRWLAGSA-N 0.000 description 2
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 1
- OWUQWDCZCOJEKU-UHFFFAOYSA-N 1,1-diphenylpropane-1,2-diamine Chemical compound C=1C=CC=CC=1C(N)(C(N)C)C1=CC=CC=C1 OWUQWDCZCOJEKU-UHFFFAOYSA-N 0.000 description 1
- JYEUMXHLPRZUAT-UHFFFAOYSA-N 1,2,3-triazine Chemical group C1=CN=NN=C1 JYEUMXHLPRZUAT-UHFFFAOYSA-N 0.000 description 1
- RAADJDWNEAXLBL-UHFFFAOYSA-N 1,2-di(nonyl)naphthalene Chemical compound C1=CC=CC2=C(CCCCCCCCC)C(CCCCCCCCC)=CC=C21 RAADJDWNEAXLBL-UHFFFAOYSA-N 0.000 description 1
- BIGYLAKFCGVRAN-UHFFFAOYSA-N 1,3,4-thiadiazolidine-2,5-dithione Chemical class S=C1NNC(=S)S1 BIGYLAKFCGVRAN-UHFFFAOYSA-N 0.000 description 1
- PPNDFSTWANYHQM-UHFFFAOYSA-N 1-(3-amino-4-hydroxyphenyl)dodecan-1-one Chemical compound CCCCCCCCCCCC(=O)C1=CC=C(O)C(N)=C1 PPNDFSTWANYHQM-UHFFFAOYSA-N 0.000 description 1
- UDAKRDQBQXLJHF-UHFFFAOYSA-N 1-(3-amino-4-hydroxyphenyl)nonan-1-one Chemical compound CCCCCCCCC(=O)C1=CC=C(O)C(N)=C1 UDAKRDQBQXLJHF-UHFFFAOYSA-N 0.000 description 1
- LNZBQIBHNKDRIL-UHFFFAOYSA-N 1-(3-amino-4-hydroxyphenyl)octadecan-1-one Chemical compound CCCCCCCCCCCCCCCCCC(=O)C1=CC=C(O)C(N)=C1 LNZBQIBHNKDRIL-UHFFFAOYSA-N 0.000 description 1
- QYSPWTBYSZPOCJ-UHFFFAOYSA-N 1-hydroxypentadecane-3-sulfonic acid Chemical compound CCCCCCCCCCCCC(CCO)S(O)(=O)=O QYSPWTBYSZPOCJ-UHFFFAOYSA-N 0.000 description 1
- PMNGNPRHPYYVNM-UHFFFAOYSA-N 1-hydroxyundecane-3-sulfonic acid Chemical compound CCCCCCCCC(CCO)S(O)(=O)=O PMNGNPRHPYYVNM-UHFFFAOYSA-N 0.000 description 1
- KPZBEZVZFBDKCG-UHFFFAOYSA-N 2,4-dibutylphenol Chemical group CCCCC1=CC=C(O)C(CCCC)=C1 KPZBEZVZFBDKCG-UHFFFAOYSA-N 0.000 description 1
- PSYGHMBJXWRQFD-UHFFFAOYSA-N 2-(2-sulfanylacetyl)oxyethyl 2-sulfanylacetate Chemical compound SCC(=O)OCCOC(=O)CS PSYGHMBJXWRQFD-UHFFFAOYSA-N 0.000 description 1
- PANIBUVGEJDJGE-UHFFFAOYSA-N 2-(2-sulfophenoxy)benzenesulfonic acid Chemical class OS(=O)(=O)C1=CC=CC=C1OC1=CC=CC=C1S(O)(=O)=O PANIBUVGEJDJGE-UHFFFAOYSA-N 0.000 description 1
- NISAHDHKGPWBEM-UHFFFAOYSA-N 2-(4-nonylphenoxy)acetic acid Chemical group CCCCCCCCCC1=CC=C(OCC(O)=O)C=C1 NISAHDHKGPWBEM-UHFFFAOYSA-N 0.000 description 1
- HOHDYZFUHAZLIT-UHFFFAOYSA-N 2-(aminomethyl)-n-ethylaniline Chemical compound CCNC1=CC=CC=C1CN HOHDYZFUHAZLIT-UHFFFAOYSA-N 0.000 description 1
- FEXBEKLLSUWSIM-UHFFFAOYSA-N 2-Butyl-4-methylphenol Chemical group CCCCC1=CC(C)=CC=C1O FEXBEKLLSUWSIM-UHFFFAOYSA-N 0.000 description 1
- IMSODMZESSGVBE-UHFFFAOYSA-N 2-Oxazoline Chemical compound C1CN=CO1 IMSODMZESSGVBE-UHFFFAOYSA-N 0.000 description 1
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- UTNMPUFESIRPQP-UHFFFAOYSA-N 2-[(4-aminophenyl)methyl]aniline Chemical group C1=CC(N)=CC=C1CC1=CC=CC=C1N UTNMPUFESIRPQP-UHFFFAOYSA-N 0.000 description 1
- NVKDNDRCUYIBLB-UHFFFAOYSA-N 2-amino-4-butylphenol Chemical compound CCCCC1=CC=C(O)C(N)=C1 NVKDNDRCUYIBLB-UHFFFAOYSA-N 0.000 description 1
- UIXRDRQSWYSVNK-UHFFFAOYSA-N 2-butyl-4,6-dimethylphenol Chemical compound CCCCC1=CC(C)=CC(C)=C1O UIXRDRQSWYSVNK-UHFFFAOYSA-N 0.000 description 1
- JWCCIWXOJZMKFG-UHFFFAOYSA-N 2-butyl-4-(2-methylpropyl)phenol Chemical group CCCCC1=CC(CC(C)C)=CC=C1O JWCCIWXOJZMKFG-UHFFFAOYSA-N 0.000 description 1
- VSPNJSYHURBSJS-UHFFFAOYSA-N 2-butyl-4-(methoxymethyl)phenol Chemical group CCCCC1=CC(COC)=CC=C1O VSPNJSYHURBSJS-UHFFFAOYSA-N 0.000 description 1
- OGUOSVCZUXJHJQ-UHFFFAOYSA-N 2-butyl-4-[(dimethylamino)methyl]phenol Chemical group CCCCC1=CC(CN(C)C)=CC=C1O OGUOSVCZUXJHJQ-UHFFFAOYSA-N 0.000 description 1
- DAKZLOJXUDPQIL-UHFFFAOYSA-N 2-butyl-4-ethylphenol Chemical group CCCCC1=CC(CC)=CC=C1O DAKZLOJXUDPQIL-UHFFFAOYSA-N 0.000 description 1
- ZRADTNJSPQDCDV-UHFFFAOYSA-N 2-butyl-4-methoxyphenol Chemical group CCCCC1=CC(OC)=CC=C1O ZRADTNJSPQDCDV-UHFFFAOYSA-N 0.000 description 1
- GTLMTHAWEBRMGI-UHFFFAOYSA-N 2-cyclohexyl-4-methylphenol Chemical compound CC1=CC=C(O)C(C2CCCCC2)=C1 GTLMTHAWEBRMGI-UHFFFAOYSA-N 0.000 description 1
- KDHONNUUDHJCID-UHFFFAOYSA-N 2-cyclopentyl-4-methylphenol Chemical compound CC1=CC=C(O)C(C2CCCC2)=C1 KDHONNUUDHJCID-UHFFFAOYSA-N 0.000 description 1
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Abstract
本发明涉及一种包含一种位阻酚型的抗氧化剂和一种水溶性聚二醇的含水官能液,该含水官能液尤其适合于作为液压液或金属加工液使用。本发明还涉及该含水官能液在改善金属加工液或液压液的操作性能上的用途。
Description
本发明涉及含4-羟苯基丙酸酯和水溶性聚二醇的含水官能液,以及这些含水官能液在改善金属加工液或液压液的操作性能上的用途。
为了改善官能液的抗氧化性能,或者是为了符合技术上和生态上的要求,例如高负荷的承载能力或防止腐蚀和磨损,将添加剂加入到官能液中,例如加入到液压液或金属加工液中。通常向其中加入二烷基二硫代磷酸锌,但是出于环境的原因,人们试图用不含金属的化合物来代替二烷基二硫代磷酸锌。必须使用不含金属的液压液,尤其是在农业机械中或通常在移动的液压装置中,如果使用锌化合物,一旦泄漏,会出现土壤或水污染的生态风险。因此,需要一种不含金属的并且无灰分的添加剂。合适的液压液还应该符合主要液压机制造商例如Denison HFO(Denison Hydraulics)或者Vickers M-2980-S(Vickers))的技术要求,并且需要与水相容。此外,根据DIN 51524和Denison HFO的技术要求,在FZG测试中,它们应该达到至少10的破坏载荷级(FLS)。
US 5 531911公开了基于油的无锌液压液,其包括含磷和硫的添加剂组分。一种组分是三苯基硫代硫酸酯型的硫代磷酸酯,例如Irgalube_(Ciba Specialty Chemicals的商标)TPPT。这种组分与IRGALUBE 63型的二硫代磷酸酯以及与其它任选的油添加剂组分例如磺酸铵混合在一起。
含油配方的一个缺点是其易燃性,尤其是使用的机器在较高的加工温度时。为了减少从高压管线泄漏的液压液与高温设备例如汽车和钢铁工业中的焊接机、机床或模铸机接触造成的问题,在许多应用中必须使用耐火液压液。含油配方的其它缺点是用过的油状液体的废物处理成本高,以及与水缺乏相容性。包含水的液压油经常发生污染,尤其是当使用移动液压装置时。含磷和硫添加剂的存在引起水解降解,并随后形成腐蚀性的分解产物。它们可以侵袭液压装置中用的金属,例如钢铁和铜合金,并损害液压泵。此外,分解产物的聚结还可以阻碍旁路过滤装置的过滤。人们知道,使用非常细微的过滤,可以显著地延长液压装置的使用寿命。因此,旁路过滤装置的过滤孔径已经从30μ减少到6μ。因此,仅可以有效地使用当被水污染时仅仅形成非常少量的不溶水解产物的那些液压油。
水作为基剂的液压液公开在US 4,151,059和US 4,138,346中。虽然任何类型的液压液主要是用于传递力量,但是液压液还必须为设备的机械零件提供润滑作用以避免其过度磨损。
在金属加工过程中,考虑到环境、经济和安全方面的原因,淬火和冷却操作中还推荐使用基于水而不是基于纯油的液体。满足这些要求的一种液体是与水以各种比例混合的聚二醇。由于淬火过程中涉及较高的温度,因此聚二醇被氧化降解。为了克服这个问题,已经提出使用各种抗氧化剂。
根据US 4,686,058,通过将水、有机增稠剂例如聚氧化烯多元醇和常规的液压液添加剂例如受阻酚混合来制备高粘度水液压液。
本发明潜在的问题是制备用作液压液或金属加工液的含水官能液,其具有改善的与水的相容性并且明显趋向于减少生成不希望的氧化和水解产物。
令人惊讶地发现,将一种受阻酚型的合适抗氧化剂加入到含水溶性聚二醇或其混合物的含水液体中得到一种组合物,该组合物满足上述技术要求并且显著地趋向于减少生成腐蚀性水解产物。
因此,本发明涉及一种官能液,其包含
a)一种4-羟苯基丙酸酯:
其中
R1和R2之一表示氢或C1-C9烷基;和R1和R2中的另一个表示C3-C9烷基;
R3表示氢或甲基;
R4表示氢、C1-C30烷基、(C1-C4烷基)1-3苯基、苯基或基团:
其中
R1’和R2’与上面定义的R1和R2具有相同的含义;和
n表示1-60的数;
b)水溶性聚二醇或其混合物;和
c)水。
含水官能液尤其适合用作液压液或金属加工液。因此,本发明还涉及上面定义的含水官能液在改善液压液或金属加工液的操作性能上的用途。
这些液体基本上无灰分和不含金属,并且满足上述技术要求。
在本发明说明书的上下文中所使用的术语和定义优选具有下列含义:
组分a)
在化合物(I)中,定义为C1-C9烷基的R1和R2包括不分支的和分支的(如果可能的话)基团例如甲基、乙基、异丙基、正丁基、异丁基、叔丁基、正戊基、新戊基、异戊基、正己基、2-乙基丁基、1-甲基戊基、1,3-二甲基丁基、正庚基、3-庚基、1-甲基己基、异庚基、正辛基、2-乙基己基、1,1,3,3-四甲基丁基、1-甲基庚基、正壬基或1,1,3-三甲基己基。
定义为C3-C9烷基的R1和R2包括不分支的和分支的基团,其中分支的基团是优选的,例如异丙基、异丁基、叔丁基、新戊基、异戊基、2-乙基丁基、1-甲基戊基、1,3-二甲基丁基、3-庚基、1-甲基己基、异庚基、2-乙基己基、1,1,3,3-四甲基丁基、1-甲基庚基或1,1,3-三甲基己基。
在本发明的一种优选实施方案中,在化合物(I)中,R1和R2之一表示氢或C1-C9烷基,特别是甲基或叔丁基,以及R1和R2中的另一个表示C3-C9烷基,特别是叔丁基。
定义为C1-C30烷基的R4包括不分支的和分支的(如果可能的话)基团,例如与上面具有相同含义的C1-C9烷基,或C10-C30烷基,特别是直链C10-C30烷基,例如正癸基、正十二烷基、正十四烷基、正十六烷基或正十八烷基或其更高级的同系物。
定义为(C1-C4烷基)1-3苯基的R4包括被1-3个C1-C4烷基例如甲基或叔丁基取代的苯基。
在基团(A)中,R1’和R2’与上面定义的R1和R2具有相同的含义。在本发明的一种优选实施方案中,在基团(A)中,R1’和R2’之一表示氢或C1-C9烷基,特别是甲基,以及R1’和R2’中的另一个表示C3-C9烷基,特别是叔丁基。根据本发明的另一种优选实施方案,在基团(A)中,R1’和R2’都表示C3-C9烷基,特别是叔丁基。
在化合物(I)中,标记n表示1-60的数,并且定义为由乙烯或氧化丙烯或乙烯或丙二醇获得的重复单元数。在本发明的一种优选实施方案中,n表示2-20的数,特别是2-15的数。
本发明的一种优选实施方案涉及一种含水官能液,其包含组分a)一种4-羟苯基丙酸酯(I),其中
R1和R2之一表示甲基;R1和R2中的另一个表示叔丁基;或
R1和R2都表示叔丁基;
R3表示氢或甲基;
R4表示氢、C1-C9烷基、或基团(A),其中
R1’和R2’之一表示甲基;和R1’和R2’中的另一个表示叔丁基;或
R1’和R2’都表示叔丁基;和
n表示2-15的数。
本发明特别优选的一种实施方案涉及一种含水官能液,其包含下面的化合物作为组分a):
其中R1和R2之一表示甲基和R1和R2中的另一个表示叔丁基;R1’和R2’如R1和R2的定义;以及标记n表示2-15的数;或者R1、R1’、R2和R2’表示叔丁基;以及标记n表示2-15的数。
在本发明特别优选的一种实施方案中,含水官能液包含下面的化合物作为组分a):
化合物(I)是已知的并且可以通过已知的方法制备,例如通过US4,032,562和5,696,281中描述的那些方法制备。
基于组合物的总重量,组合物中组分a)的含量在0.002-10.0%的范围内,优选在0.002-5.0%的范围内,最优选在0.0 02-1.0%的范围内。
基于组合物的总重量,在下面所述的浓缩物中组分a)的含量在0.01-10.0%的范围内,优选在0.02-5.0%的范围内,最优选在0.01-2.0%的范围内。
组分b)
聚二醇(聚环氧烷)或其混合物来源于聚乙二醇或聚丙二醇(=聚环氧乙烷或聚环氧丙烷)或其混合的聚合物,并且用下式表示
其中n是1-约1.0×106的数,Ra和Rb表示氢或甲基。在200℃-240℃之间,合适的水溶性聚二醇(聚环氧烷)或其混合物在塑料工业中和印刷电路板的回流中被用作热传送液体。由于它们良好的热和氧化稳定性、良好的传热特性、高的闪点、低的生成淤渣趋势、无污染行为或低的倾点,它们在聚乙二醇的石油或非水溶液中表现出改善的性能。
特别优选的是高粘度的聚二醇,其满足以下技术要求:
·根据ASTM D445,在40℃时,其粘度在10 000至200 000(cSt)之间,在100℃时,其粘度在1 000至180 000(cSt)之间;
·根据ASTM D97,倾点在0℃至20℃之间;
·闪点(开杯)在200℃以上;
·浊点在50-80℃之间。
合适的水溶性聚二醇是可以从ICI Corp.买到的。其产品名称是Emkarox_(ICI Corp.的商标),特别是特定产品EMKAROX HV19,20,26,45,105,165。
基于组合物的总重量,组合物中组分b)的含量在0.5-95.0%的范围内,优选在0.5-75.0%的范围内,最优选在0.1-50.0%的范围内。
基于组合物的总重量,如下所述的浓缩物中组分b)的含量在5.0-95.0%的范围内,优选在10.0-90.0%的范围内,最优选在10.0-50.0%的范围内。
组分c)
官能液包含约60.0-99.0%的水和包含约40.0-1.0%的浓缩物。
官能液优选包含约75.0-99.0%的水和包含约25.0-1.0%的浓缩物。
作为一种降低侵蚀的方法,液体的pH值保持在7以上。可以很容易地使用自来水配制该液体,不过使用蒸馏水或去离子水是优选的。
组分d)
任选将至少一种其它添加剂加入到官能液中,但是将至少一种其它添加剂加入到官能液中是优选的。
因此,本发明还涉及一种含水官能液,包含
a)一种4-羟苯基丙酸酯(I’);
b)高粘度、水溶性的聚二醇或其混合物;
c)水;和任选地,
d)适于含水液压液或金属加工液的其它添加剂。
此外,为了更进一步提高它们基本的性能,上述官能液例如金属加工液或液压液可以另外包括其它添加剂。这样的添加剂包括:其它的抗氧化剂、金属钝化剂、侵蚀抑制剂、倾点下降剂、分散剂、洗涤剂、其它的耐特压添加剂和抗磨损添加剂。这样的添加剂可以按照它们惯常的数量加入,在每种情况中,其用量在0.01-10.0wt%的范围内,优选在0.1-1.0wt%的范围内。其它添加剂的实施例在下面给出:
1
酚类抗氧化剂
1.1
烷基化的单酚
2,6-二-叔丁基-4-甲基苯酚、2-丁基-4,6-二甲基苯酚、2,6-二-叔丁基-4-乙基苯酚、2,6-二-叔丁基-4-正丁基苯酚、2,6-二-叔丁基-4-异丁基苯酚、2,6-二环戊基-4-甲基苯酚、2-(α-甲基环己基)-4,6-二甲基苯酚、2,6-双十八烷基-4-甲基苯酚、2,4,6-三环己基苯酚、2,6-二-叔丁基-4-甲氧基甲基苯酚、线性的壬基苯酚或在侧链分支的壬基苯酚例如2,6-二壬基-4-甲基苯酚、2,4-二甲基-6-(1’-甲基-十一-1’-基)-苯酚、2,4-二甲基-6-(1’-甲基十七-1’-基)-苯酚、2,4-二甲基-6-(1’-甲基十三-1’-基)-苯酚和它们的混合物。
1.2
烷基硫代甲基苯酚
2,4-二辛基硫代甲基-6-叔丁基苯酚、2,4-二辛基硫代甲基-6-甲基苯酚、2,4-二辛基硫代甲基-6-乙基苯酚、2,6-双十二烷基硫代甲基-4-壬基苯酚。
1.3
氢醌和烷基化的氢醌
2,6-二-叔丁基-4-甲氧基苯酚、2,5-二-叔丁基氢醌、2,5-二-叔戊基氢醌、2,6-二苯基-4-十八烷氧基苯酚、2,6-二-叔丁基氢醌、2,5-二-叔丁基-4-羟基茴香醚、3,5-二-叔丁基-4-羟基茴香醚、3,5-二-叔丁基-4-羟基硬脂酸苯酯、二(3,5-二-叔丁基-4-羟苯基己二酸酯。
1.4
生育酚
α-、β-、γ-或δ-生育酚和其混合物(维生素E)。
1.5
羟基化的硫代二苯醚
2,2’-硫代-二(6-叔丁基-4-甲基苯酚)、2,2’-硫代-二(4-辛基苯酚)、4,4’-硫代-二(6-叔丁基-3-甲基苯酚)、4,4’-硫代-二(6-叔丁基-2-甲基苯酚)、4,4’-硫代-二(3,6-二-仲戊基苯酚)、4,4’-二(2,6-二甲基-4-羟苯基)-二硫化物。
1.6
亚烷基双酚
2,2’-亚甲基-二(6-叔丁基-4-甲基苯酚)、2,2’-亚甲基-(6-叔丁基-4-乙基苯酚)、2,2’-亚甲基-二[4-甲基-6-(α-甲基环己基)苯酚]、2,2’-亚甲基-二(4-甲基-6-环己基苯酚)、2,2’-亚甲基-二(6-壬基-4-甲基苯酚)、2,2’-亚甲基-二(4,6-二-叔丁基苯酚)、2,2’-亚乙基-二(4,6-二-叔丁基苯酚)、2,2”-亚乙基-二(6-叔丁基-4-异丁基苯酚)、2,2’-亚甲基-二[6-(α-甲基苄基)-4-壬基-苯酚]、2,2’-亚甲基-二[6-(α,α-二甲基苄基)-4-壬基苯酚]、4,4’-亚甲基-二(2,6-二-叔丁基苯酚)、4,4’-亚甲基-二(6-叔丁基-2-甲基苯酚)、1,1-二(5-叔丁基-4-羟基-2-甲基苯基)丁烷、2,6-二(3-叔丁基-5-甲基-2-羟基苄基)-4-甲基苯酚、1,1,3-三(5-叔丁基-4-羟基-2-甲基苯基)丁烷、1,1-二(5-叔丁基-4-羟基-2-甲基苯基)-3-正十二烷基巯基丁烷、乙二醇二[3,3-二(3’-叔丁基-4’-羟苯基)丁酸酯]、二(3-叔丁基-4-羟基-5-甲基苯基)二环戊二烯、二[2-(3’-叔丁基-2’-羟基-5’-甲基苄基)-6-叔丁基-4-甲基苯基]-对苯二酸盐、1,1-二(3,5-二甲基-2-羟苯基)丁烷、2,2-二(3,5-二-叔丁基-4-羟苯基)丙烷、2,2-二(5-叔丁基-4-羟基-2-甲基苯基)-4-正十二烷基巯基丁烷、1,1,5,5-四(5-叔丁基-4-羟基-2-甲基苯基)戊烷。
1.7 O-、N-和S-苄基化合物
3,5,3’,5’-四-叔丁基-4,4’-二羟基二苄基醚、十八烷基-4-羟基-3,5-二甲基-苄基-巯基乙酸酯、十三烷基-4-羟基-3,5-二-叔丁基苄基-巯基乙酸酯、三(3,5-二-叔丁基-4-羟基苄基)胺、二(4-叔丁基-3-羟基-2,6-二甲基苄基)二硫代对苯二甲酸酯、二(3,5-二-叔丁基-4-羟基苄基)硫化物、异辛基-3,5-二-叔丁基-4-羟基苄基-巯基乙酸酯。
1.8
羟基苄基化的丙二酸酯
双十八烷基-2,2-二(3,5-二-叔丁基-2-羟基苄基)丙二酸酯、双十八烷基-2-3-叔丁基-4-羟基-5-甲基苄基)丙二酸酯、双十二烷基巯基乙基-2,2-二(3,5-二-叔丁基-4-羟基苄基)丙二酸酯、二-[4-(1,1,3,3-四甲基丁基)-苯基]-2,2-二(3,5-二-叔丁基-4-羟基苄基)丙二酸酯。
1.9
羟基苄基芳族化合物
1,3,5-三(3,5-二-叔丁基-4-羟基苄基)-2,4,6-三甲苯、1,4-二(3,5-二-叔丁基-4-羟基苄基)-2,3,5,6-四甲苯、2,4,6-三(3,5-二-叔丁基-4-羟基苄基)苯酚。
1.10
三嗪化合物
2,4-二-辛基巯基-6-(3,5-二-叔丁基-4-羟基苯胺基)-1,3,5-三嗪、2-辛基巯基-4,6-二(3,5-二-叔丁基-4-羟基苯胺基)-1,3,5-三嗪、2-辛基巯基-4,6-二-(3,5-二-叔丁基-4-羟基苯氧基)-1,3,5-三嗪、2,4,6-三(3,5-二-叔丁基-4-羟基苯氧基)-1,2,3-三嗪、1,3,5-三(3,5-二-叔丁基-4-羟基苄基)异氰脲酸酯、1,3,5-三(4-叔丁基-3-羟基-2,6-二甲苄基)异氰脲酸酯、2,4,6-三(3,5-二-叔丁基-4-羟基苯基乙基)-1,3,5-三嗪、1,3,5-三(3,5-二-叔丁基-4-羟基苯基丙酰基)-六氢-1,3,5-三嗪、1,3,5-三(3,5-双环己基-4-羟基苄基)异氰脲酸酯。
1.11
酰氨基苯酚
4-羟基月桂酸N-酰苯胺,4-羟基硬脂酸N-酰苯胺,N-(3,5-二-叔丁基-4-羟基苯基)-氨基甲酸辛酯。
1.12
β-(5-叔丁基-4-羟基-3-甲基苯基)丙酸酯
与多元醇,例如与1,6-己二醇、1,9-壬二醇、乙二醇、1,2-丙二醇、新戊二醇、硫代二乙二醇、二乙二醇、三乙二醇、季戊四醇、三(羟乙基)异氰脲酸酯、三(羟乙基)草酸二酰胺、3-硫代十一烷醇、3-硫代十五烷醇、三甲基己二醇、三甲醇基丙烷、4-羟基-甲基-1-磷杂-2,6,7-三氧杂双环[2.2.2]辛烷。
1.13
β-(3,5-二-叔丁基-4-羟苯基)丙酸、β-(3,5-二环己基-4-羟 苯基)丙酸、3,5-二-叔丁基4-羟苯基乙酸
与单-或多元醇,例如与甲醇、乙醇、正辛醇、异辛醇、十八醇、1,6-己二醇、1,9-壬二醇、乙二醇、1,2-丙二醇、新戊二醇、硫代二乙二醇、二乙二醇、三乙二醇、季戊四醇、三(羟乙基)异氰脲酸酯、N,N’-二-羟乙基草酸二酰胺、3-硫代十一醇、3-硫代十五醇、三甲基己二醇、三羟甲基丙烷、4-羟甲基-1-磷杂-2,6,7-三氧杂二环[2.2.2]辛烷。
1.14
β-(3,5-二-叔丁基-4-羟苯基)丙酸的酰胺
N,N’-二(3,5-二叔丁基-4-羟基苯基丙酰基)六亚甲基二胺、N,N’-二(3,5-二叔丁基-4-羟基苯基丙酰基)三亚甲基二胺、N,N’-二(3,5-二-叔丁基-4-羟基苯基丙酰基)肼。
1.15
抗坏血酸(维生素C)
1.16
胺类抗氧化剂
N,N’-二异丙基-对苯二胺、N,N’-二仲丁基-对苯二胺、N,N’-二-(1,4-二甲基戊基)-对苯二胺、N,N’-二(1-乙基-3-甲基戊基)-对苯二胺、N,N’-二(1-甲基庚基)-对苯二胺、N,N’-双环己基-对苯二胺、N,N’-二苯基-对苯二胺、N,N’-二-(萘-2-基)-对苯二胺、N-异丙基-N’-苯基-对苯二胺、N-(1,3-二甲基丁基)-N’-苯基-对苯二胺、N-(1-甲基庚基)-N’-苯基-对苯二胺、N-环己基-N’-苯基-对苯二胺、4-对甲苯酰氨基(p-tolueneonamido)-二苯胺、N,N’-二甲基-N,N’二仲丁基-对苯二胺、二苯胺、N-烯丙基二苯胺、4-异丙氧基二苯胺、4-正丁基氨基苯酚、4-丁酰氨基苯酚、4-壬酰氨基苯酚、4-十二烷酰氨基苯酚、4-十八酰氨基苯酚、二-(4-甲氧基苯基)胺、2,6-二-叔丁基-4-二甲基氨基甲基苯酚、2,4’-二氨基二苯甲烷、4,4’-二氨基二苯基甲烷、N,N,N’,N’-四甲基-4,4’-二氨基二苯基甲烷、1,2-二[(2-甲基苯基)氨基]乙烷、1,2-二氨基二苯丙烷、邻甲苯基双胍、二-[4-(1’,3’-二甲基丁基)苯基]胺、叔辛基化的N-苯基-1-萘胺、单-和二-烷基化的叔丁基/叔辛基-二苯胺的混合物、单-和二-烷基化的壬基二苯胺的混合物、单-和二-烷基化的十二烷基二苯胺的混合物、单-和二-烷基化的异丙基/异己基-二苯胺的混合物、单-和二-烷基化的叔丁基二苯胺的混合物、2,3-二氢-3,3-二甲基-4H-1,4-苯并噻嗪、吩噻嗪、单-和二-烷基化的叔丁基/叔辛基-苯并噻嗪的混合物、单-和二-烷基化的叔辛基吩噻嗪的混合物、N-烯丙基吩噻嗪、N,N,N’N’-四苯基-1,4-二氨基丁-2-烯、N,N-二(2,2,6,6-四甲基哌啶-4-基)六亚甲基-二胺、二(2,2,6,6-四甲基哌啶-4-基)癸二酸酯、2,2,6,6-四甲基哌啶-4-酮、2,2,6,6-四甲基哌啶-4-醇。
2
其它的抗氧化剂
脂肪族或芳香族亚磷酸酯、硫代丙酸或硫代二乙酸的酯或二硫代氨基甲酸盐、2,2,12,12-四甲基-5,9-二羟基-3,7,11-三噻十三烷和2,2,15,15-四甲基-5,12-二羟基-3,7,10,14-四噻十六烷。
3
金属减活剂(例如用于铜)
3.1
苯并***和其衍生物
2-巯基苯并***、2,5-二巯基苯并***、4-或5-烷基苯并***(例如甲苯***)和其衍生物、4,5,6,7-四氢苯并***、5,5’-亚甲基-二-苯并***;苯并***或甲苯***的曼尼希碱例如1-[二-(2-乙基己基)氨基甲基]甲苯***和1-[二-(2-乙基己基)氨基甲基]苯并***;烷氧基烷基苯并***例如1-(壬氧基甲基)苯并***、1-(1-丁氧基乙基)苯并***和1-(1-环己氧基丁基)甲苯***。
3.2
1,2,4-***和其衍生物
3-烷基-(或-芳基-)1,2,4-***、1,2,4-***的曼尼希碱例如1-[二-(乙基己基)氨基甲基]-1,2,4-***;烷氧基烷基-1,2,4-***例如1-(1-丁氧基乙基)-1,2,4-***;酰化的3-氨基-1,2,4-***。
3.3
咪唑衍生物
4,4’-亚甲基-二(2-十一基-5-甲基)咪唑和二[(N-甲基)咪唑-2-基]-甲醇-辛基醚。
3.4
含硫的杂环化合物
2-巯基苯并噻唑、2,5-二巯基-1,3,4-噻二唑、2,5-二巯基苯并噻二唑和其衍生物;3,5-二[二-(2-乙基己基)氨基甲基]-1,3,4-噻二唑-2-酮。
3.5
氨基化合物
亚水杨基-丙邻二胺、水杨基氨基胍和其盐。
4.
防腐剂
4.1
有机酸,它们的酯、金属盐、胺盐和酸酐
烷基-和链烯基-琥珀酸和它们与醇、二醇或羟基羧酸的部分酯,烷基-和链烯基-琥珀酸的部分酰胺,4-壬基苯氧基乙酸,烷氧基-和烷氧基乙氧基-羧酸例如十二烷氧基乙酸、十二烷氧基(乙氧基)乙酸和其胺盐,以及N-油酰基-肌氨酸、失水山梨糖醇单油酸酯、环烷酸铅、链烯基琥珀酸酐,例如十二碳烯琥珀酸酐、2-(2-羧乙基)-1-十二烷基-3-甲基甘油和其盐,尤其是其三乙醇胺的钠和钾盐。
4.2
含氮化合物
叔脂族或环脂族胺和有机和无机酸的胺盐,例如油溶性的烷基羧酸铵,和1-[N,N-二(2-羟乙基)氨基]-3-(4-壬基苯氧基)丙-2-醇;杂环化合物:取代的咪唑啉和噁唑啉例如2-十七烯基-1-(2-羟乙基)-咪唑啉。
4.3
含硫化合物
二壬基萘磺酸钡、石油磺酸钙、烷硫基取代的脂肪族羧酸、脂肪族2-磺基羧酸酯和其盐。
5.
粘度指数改进剂
聚丙烯酸酯、聚甲基丙烯酸酯、乙烯基吡硌烷酮/甲基丙烯酸酯共聚物、聚乙烯吡咯烷酮、聚丁烯、烯烃共聚物、苯乙烯/丙烯酸酯共聚物、聚醚。
6.
倾点下降剂
聚(甲基)丙烯酸酯、亚乙基/乙烯基乙酸酯共聚物、烷基聚苯乙烯、富马酸共聚物、烷基化的萘衍生物。
7.
分散剂/表面活性剂
聚丁烯基琥珀酸酰胺或酰亚胺、聚丁烯基膦酸衍生物、镁、钙和钡的碱式磺酸盐和酚盐。
8.
特压和抗磨损添加剂
含硫和含卤素化合物,例如氯化石蜡、硫化烯烃或植物油(豆油、菜油)、烷基-或芳基-二-或或三-硫化物、苯并***或其衍生物例如二(2-乙基己基)-氨甲基甲苯***、二硫代氨基甲酸酯例如亚甲基-二-二丁基二硫代氨基甲酸酯、2-巯基苯并噻唑衍生物例如1-[N,N-二(2-乙基己基)氨甲基]-2-巯基-1H-1,3-苯并噻唑、2,5-二巯基-1,3,4-噻二唑的衍生物例如2,5-二(叔壬基二硫代)-1,3,4-噻二唑。
9.
摩擦系数减少剂
猪油、油酸、牛油、菜油、硫化脂肪、酰胺和胺。其它的例子在EP-A-0 565 487中给出。
10.
在水/油金属加工液和液压液中使用的特殊添加剂
乳化剂例如石油磺酸盐、胺例如聚氧乙烯化的脂肪胺、非离子表面活性物质;缓冲剂例如烷醇胺;抗微生物剂例如三嗪、噻唑啉酮、三-硝基甲烷、吗啉、吡啶硫醇钠;加工速率改进剂例如磺酸钙和磺酸钡。
上述组分可以与上述组分a)-c)以一种已知的方式按照现有技术的方法混合,以制备液压液或金属加工液。也可以制备一种浓缩物或所谓的″添加剂包″,其可以稀释以得到用于意想的润滑剂的使用浓度。
因此,本发明还涉及一种浓缩物,包括
a)一种4-羟苯基丙酸酯(I),其中R1-R4和n如上述定义;
b)一种高粘度、水溶性的聚二醇或其混合物;和
c)上述其它的适合于含水液压液或金属加工液的添加剂。
含水官能液的浓缩物可以制成不含水或含任何需要的水量,但是优选含多达85wt%的水以增加流动性并在使用时能容易得进行混合。正如上面所指出的,该浓缩物用水按1.0∶99.0%-40.0∶60.0%的比例进行稀释,以配制最终的液压液或金属加工液。
根据本发明的含水官能液是透明液体,其在环境温度下和长期贮存下是稳定的。此外,含水官能液是无油的,它不支持燃烧,它是生态清洁的并且与现有的基于油的官能液相比是无污染的。
本发明的另一个实施方案涉及一种改善含水官能液的操作性能的方法,其中包括向水相中加入一种4-羟苯基丙酸酯(I),其中R1-R4和n如上面定义。
实施例用于解释目的。除非另作说明,在整个申请中,所有份数、比例和百分数都是以重量计,并且所有的温度都是以℃表示。
实施例
含选择的4-羟苯基丙酸酯的液压液和金属加工液的稳定性
a)材料和方法
在PDSC条件下测量感应温度
PDSC试验条件
DSC池 METTLER DSC27HP
盘(Pan) Seiko Instrument Open Sample Pan(敞口试样盘),
直径5mm,铝
方法 动态法
起始温度 50℃
加热速率 5℃/min
最后温度 250℃
样品量 2.7+/-0.1mg
气体 氧气50ml/min,1MPa(10巴)
测试化合物
测试化合物1
测试化合物2
b)结果
表
测试化合物1的总浓度=0.2重量%
Claims (9)
2.权利要求1的官能液,包含一种4-羟苯基丙酸酯(I)作为组分a),其中
R1和R2之一表示甲基;R1和R2中的另一个表示叔丁基;或
R1和R2都表示叔丁基;
R3表示氢或甲基;
R4表示氢、C1-C9烷基、或基团(A),其中
R1’和R2’之一表示甲基;和R1’和R2’中的另一个表示叔丁基;或
R1’和R2’都表示叔丁基;和
n表示2-15的数。
5.权利要求3的官能液,其包含
a)一种4-羟苯基丙酸酯(I’);
b)高粘度、水溶性的聚二醇或其混合物;
c)水;和任选地,
d)适于含水液压液或金属加工液的其它添加剂。
6.一种浓缩物,包含
a)一种4-羟苯基丙酸酯(I),其中R1-R4和n如权利要求1所定义;
b)高粘度、水溶性的聚二醇或其混合物;和
c)其它的适合于含水液压液或金属加工液的添加剂。
7.一种改善含水官能液的操作性能的方法,其中包括向水相中加入一种4-羟苯基丙酸酯(I),其中R1-R4和n如权利要求1中所定义。
8.一种改善含水官能液的操作性能的方法,其中包括向水相中加入一种权利要求6的浓缩物。
9.权利要求1-6的含水官能液的用途,用于改善液压液或金属加工液的操作性能。
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
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EP01811119 | 2001-11-21 | ||
EP01811119.5 | 2001-11-21 |
Publications (2)
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CN1589314A true CN1589314A (zh) | 2005-03-02 |
CN1297639C CN1297639C (zh) | 2007-01-31 |
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CNB028230884A Expired - Fee Related CN1297639C (zh) | 2001-11-21 | 2002-11-13 | 包含抗氧化剂的含水官能液 |
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US (2) | US20050020457A1 (zh) |
EP (1) | EP1451277B1 (zh) |
JP (1) | JP4558320B2 (zh) |
KR (1) | KR100923285B1 (zh) |
CN (1) | CN1297639C (zh) |
AU (1) | AU2002356586A1 (zh) |
BR (1) | BR0214306B1 (zh) |
CA (1) | CA2466737C (zh) |
MX (1) | MXPA04004831A (zh) |
TW (1) | TW593669B (zh) |
WO (1) | WO2003044140A1 (zh) |
ZA (1) | ZA200403390B (zh) |
Cited By (2)
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CN101595156B (zh) * | 2006-12-21 | 2013-01-09 | 有利凯玛美国有限责任公司 | 组合物和方法 |
CN113544243A (zh) * | 2018-12-05 | 2021-10-22 | 卡斯特罗尔有限公司 | 水性金属加工流体及使用其的方法 |
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US20100204075A1 (en) * | 2005-07-01 | 2010-08-12 | Enbio Industries, Inc. | Environmentally compatible hydraulic fluid |
DE102008064004B4 (de) * | 2008-12-19 | 2011-11-24 | Clariant International Limited | Wasserbasierende Hydraulikflüssigkeiten enthaltend Dithiodi(arylcarbonsäuren) oder deren Alkalimetall-, Erdalkalimetall- oder Ammoniumsalze |
US8236204B1 (en) | 2011-03-11 | 2012-08-07 | Wincom, Inc. | Corrosion inhibitor compositions comprising tetrahydrobenzotriazoles solubilized in activating solvents and methods for using same |
US8236205B1 (en) | 2011-03-11 | 2012-08-07 | Wincom, Inc. | Corrosion inhibitor compositions comprising tetrahydrobenzotriazoles and other triazoles and methods for using same |
BR112015011371A2 (pt) * | 2012-12-12 | 2017-07-11 | Dow Global Technologies Llc | fluido metalúrgico concentrado e processo metalúrgico |
US9969625B2 (en) | 2013-06-18 | 2018-05-15 | Houghton Technical Corp. | Component recovery from metal quenching bath or spray |
US9309205B2 (en) | 2013-10-28 | 2016-04-12 | Wincom, Inc. | Filtration process for purifying liquid azole heteroaromatic compound-containing mixtures |
FR3134815A1 (fr) * | 2022-04-20 | 2023-10-27 | Totalenergies Onetech | Composition aqueuse pour la lubrification et/ou le refroidissement d’un système de propulsion d’un véhicule électrique ou hybride |
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2002
- 2002-10-25 TW TW091124977A patent/TW593669B/zh not_active IP Right Cessation
- 2002-11-13 US US10/496,234 patent/US20050020457A1/en not_active Abandoned
- 2002-11-13 CN CNB028230884A patent/CN1297639C/zh not_active Expired - Fee Related
- 2002-11-13 KR KR1020047006879A patent/KR100923285B1/ko not_active IP Right Cessation
- 2002-11-13 CA CA2466737A patent/CA2466737C/en not_active Expired - Fee Related
- 2002-11-13 BR BRPI0214306-2A patent/BR0214306B1/pt not_active IP Right Cessation
- 2002-11-13 AU AU2002356586A patent/AU2002356586A1/en not_active Abandoned
- 2002-11-13 MX MXPA04004831A patent/MXPA04004831A/es unknown
- 2002-11-13 EP EP02803366.0A patent/EP1451277B1/en not_active Expired - Lifetime
- 2002-11-13 WO PCT/EP2002/012681 patent/WO2003044140A1/en active Application Filing
- 2002-11-13 JP JP2003545766A patent/JP4558320B2/ja not_active Expired - Fee Related
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Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN101595156B (zh) * | 2006-12-21 | 2013-01-09 | 有利凯玛美国有限责任公司 | 组合物和方法 |
CN113544243A (zh) * | 2018-12-05 | 2021-10-22 | 卡斯特罗尔有限公司 | 水性金属加工流体及使用其的方法 |
CN113544243B (zh) * | 2018-12-05 | 2023-10-20 | 卡斯特罗尔有限公司 | 水性金属加工流体及使用其的方法 |
Also Published As
Publication number | Publication date |
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EP1451277B1 (en) | 2013-07-03 |
JP2005526149A (ja) | 2005-09-02 |
CA2466737C (en) | 2012-01-31 |
BR0214306B1 (pt) | 2012-11-27 |
EP1451277A1 (en) | 2004-09-01 |
TW593669B (en) | 2004-06-21 |
ZA200403390B (en) | 2006-06-28 |
WO2003044140A1 (en) | 2003-05-30 |
CN1297639C (zh) | 2007-01-31 |
JP4558320B2 (ja) | 2010-10-06 |
CA2466737A1 (en) | 2003-05-30 |
US20100213410A1 (en) | 2010-08-26 |
US20050020457A1 (en) | 2005-01-27 |
AU2002356586A1 (en) | 2003-06-10 |
KR20050044350A (ko) | 2005-05-12 |
KR100923285B1 (ko) | 2009-10-23 |
BR0214306A (pt) | 2004-10-26 |
MXPA04004831A (es) | 2004-07-30 |
US8329625B2 (en) | 2012-12-11 |
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