US3843542A - Hydraulic oil - Google Patents
Hydraulic oil Download PDFInfo
- Publication number
- US3843542A US3843542A US00276866A US27686672A US3843542A US 3843542 A US3843542 A US 3843542A US 00276866 A US00276866 A US 00276866A US 27686672 A US27686672 A US 27686672A US 3843542 A US3843542 A US 3843542A
- Authority
- US
- United States
- Prior art keywords
- dithiophosphate
- zinc
- octyl
- weight
- succinic 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.)
- Expired - Lifetime
Links
- 239000010720 hydraulic oil Substances 0.000 title description 16
- -1 ISO-OCTYL Chemical class 0.000 claims abstract description 42
- KDYFGRWQOYBRFD-UHFFFAOYSA-N succinic acid Chemical compound OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 claims abstract description 24
- 239000000203 mixture Substances 0.000 claims abstract description 22
- 229910052725 zinc Inorganic materials 0.000 claims abstract description 21
- 239000011701 zinc Substances 0.000 claims abstract description 21
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 claims abstract description 20
- WMYJOZQKDZZHAC-UHFFFAOYSA-H trizinc;dioxido-sulfanylidene-sulfido-$l^{5}-phosphane Chemical compound [Zn+2].[Zn+2].[Zn+2].[O-]P([O-])([S-])=S.[O-]P([O-])([S-])=S WMYJOZQKDZZHAC-UHFFFAOYSA-H 0.000 claims abstract description 19
- 239000001384 succinic acid Substances 0.000 claims abstract description 16
- 239000012530 fluid Substances 0.000 claims abstract description 15
- 239000006078 metal deactivator Substances 0.000 claims abstract description 11
- 229910019142 PO4 Inorganic materials 0.000 claims abstract description 7
- 239000010687 lubricating oil Substances 0.000 claims abstract description 7
- 239000004215 Carbon black (E152) Substances 0.000 claims abstract description 6
- QRUDEWIWKLJBPS-UHFFFAOYSA-N benzotriazole Chemical compound C1=CC=C2N[N][N]C2=C1 QRUDEWIWKLJBPS-UHFFFAOYSA-N 0.000 claims abstract description 6
- 239000012964 benzotriazole Substances 0.000 claims abstract description 6
- 229930195733 hydrocarbon Natural products 0.000 claims abstract description 6
- 150000002430 hydrocarbons Chemical class 0.000 claims abstract description 6
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims abstract description 5
- 229910052698 phosphorus Inorganic materials 0.000 claims abstract description 5
- 239000011574 phosphorus Substances 0.000 claims abstract description 5
- 150000004763 sulfides Chemical class 0.000 claims abstract description 5
- WJFKNYWRSNBZNX-UHFFFAOYSA-N 10H-phenothiazine Chemical compound C1=CC=C2NC3=CC=CC=C3SC2=C1 WJFKNYWRSNBZNX-UHFFFAOYSA-N 0.000 claims abstract description 4
- 229950000688 phenothiazine Drugs 0.000 claims abstract description 3
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 claims abstract 2
- AQSJGOWTSHOLKH-UHFFFAOYSA-N phosphite(3-) Chemical compound [O-]P([O-])[O-] AQSJGOWTSHOLKH-UHFFFAOYSA-N 0.000 claims abstract 2
- 235000011044 succinic acid Nutrition 0.000 description 15
- 229960005137 succinic acid Drugs 0.000 description 14
- 239000000654 additive Substances 0.000 description 13
- 230000003301 hydrolyzing effect Effects 0.000 description 13
- 239000002199 base oil Substances 0.000 description 10
- 238000012360 testing method Methods 0.000 description 10
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 9
- YSMRWXYRXBRSND-UHFFFAOYSA-N TOTP Chemical compound CC1=CC=CC=C1OP(=O)(OC=1C(=CC=CC=1)C)OC1=CC=CC=C1C YSMRWXYRXBRSND-UHFFFAOYSA-N 0.000 description 7
- 239000003921 oil Substances 0.000 description 7
- 239000003112 inhibitor Substances 0.000 description 6
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 5
- HZEXFXVKIAAYOM-UHFFFAOYSA-M [Zn+].CC(C)CCCCCOP([O-])(=S)SCCCCCC(C)C Chemical compound [Zn+].CC(C)CCCCCOP([O-])(=S)SCCCCCC(C)C HZEXFXVKIAAYOM-UHFFFAOYSA-M 0.000 description 5
- 230000000996 additive effect Effects 0.000 description 5
- 229910052802 copper Inorganic materials 0.000 description 5
- 239000010949 copper Substances 0.000 description 5
- 238000005260 corrosion Methods 0.000 description 5
- 230000007797 corrosion Effects 0.000 description 5
- 150000002148 esters Chemical class 0.000 description 5
- 235000021317 phosphate Nutrition 0.000 description 5
- 229920000642 polymer Polymers 0.000 description 5
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 5
- GGQRKYMKYMRZTF-UHFFFAOYSA-N 2,2,3,3-tetrakis(prop-1-enyl)butanedioic acid Chemical compound CC=CC(C=CC)(C(O)=O)C(C=CC)(C=CC)C(O)=O GGQRKYMKYMRZTF-UHFFFAOYSA-N 0.000 description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
- 239000002253 acid Substances 0.000 description 4
- 125000002947 alkylene group Chemical group 0.000 description 4
- 229910052788 barium Inorganic materials 0.000 description 4
- DSAJWYNOEDNPEQ-UHFFFAOYSA-N barium atom Chemical compound [Ba] DSAJWYNOEDNPEQ-UHFFFAOYSA-N 0.000 description 4
- 235000019441 ethanol Nutrition 0.000 description 4
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 4
- JRGFHLLFYLEWNB-UHFFFAOYSA-N CCCCCCCC[S+]1SSN=N1 Chemical compound CCCCCCCC[S+]1SSN=N1 JRGFHLLFYLEWNB-UHFFFAOYSA-N 0.000 description 3
- 239000003963 antioxidant agent Substances 0.000 description 3
- 235000006708 antioxidants Nutrition 0.000 description 3
- 235000013361 beverage Nutrition 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- 239000006260 foam Substances 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- 238000013112 stability test Methods 0.000 description 3
- STCOOQWBFONSKY-UHFFFAOYSA-N tributyl phosphate Chemical compound CCCCOP(=O)(OCCCC)OCCCC STCOOQWBFONSKY-UHFFFAOYSA-N 0.000 description 3
- 230000004580 weight loss Effects 0.000 description 3
- WVYWICLMDOOCFB-UHFFFAOYSA-N 4-methyl-2-pentanol Chemical compound CC(C)CC(C)O WVYWICLMDOOCFB-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 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
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- XQVWYOYUZDUNRW-UHFFFAOYSA-N N-Phenyl-1-naphthylamine Chemical compound C=1C=CC2=CC=CC=C2C=1NC1=CC=CC=C1 XQVWYOYUZDUNRW-UHFFFAOYSA-N 0.000 description 2
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-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
- 125000003342 alkenyl group Chemical group 0.000 description 2
- 125000000217 alkyl group Chemical group 0.000 description 2
- 150000001412 amines Chemical class 0.000 description 2
- 125000003118 aryl group Chemical group 0.000 description 2
- KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical compound O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-N 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 230000008602 contraction Effects 0.000 description 2
- 239000003599 detergent Substances 0.000 description 2
- 238000009472 formulation Methods 0.000 description 2
- ZSIAUFGUXNUGDI-UHFFFAOYSA-N hexan-1-ol Chemical compound CCCCCCO ZSIAUFGUXNUGDI-UHFFFAOYSA-N 0.000 description 2
- 230000002401 inhibitory effect Effects 0.000 description 2
- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- BDJRBEYXGGNYIS-UHFFFAOYSA-N nonanedioic acid Chemical compound OC(=O)CCCCCCCC(O)=O BDJRBEYXGGNYIS-UHFFFAOYSA-N 0.000 description 2
- 239000003208 petroleum Substances 0.000 description 2
- 229920000193 polymethacrylate Polymers 0.000 description 2
- CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 description 2
- 229910052710 silicon Inorganic materials 0.000 description 2
- 239000010703 silicon Substances 0.000 description 2
- TYFQFVWCELRYAO-UHFFFAOYSA-N suberic acid Chemical compound OC(=O)CCCCCCC(O)=O TYFQFVWCELRYAO-UHFFFAOYSA-N 0.000 description 2
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 2
- 239000010723 turbine oil Substances 0.000 description 2
- ZORQXIQZAOLNGE-UHFFFAOYSA-N 1,1-difluorocyclohexane Chemical compound FC1(F)CCCCC1 ZORQXIQZAOLNGE-UHFFFAOYSA-N 0.000 description 1
- QMMJWQMCMRUYTG-UHFFFAOYSA-N 1,2,4,5-tetrachloro-3-(trifluoromethyl)benzene Chemical compound FC(F)(F)C1=C(Cl)C(Cl)=CC(Cl)=C1Cl QMMJWQMCMRUYTG-UHFFFAOYSA-N 0.000 description 1
- GEYOCULIXLDCMW-UHFFFAOYSA-N 1,2-phenylenediamine Chemical compound NC1=CC=CC=C1N GEYOCULIXLDCMW-UHFFFAOYSA-N 0.000 description 1
- FGDWASZPMIGAFI-UHFFFAOYSA-N 2-but-1-enylbutanedioic acid Chemical compound CCC=CC(C(O)=O)CC(O)=O FGDWASZPMIGAFI-UHFFFAOYSA-N 0.000 description 1
- YIWUKEYIRIRTPP-UHFFFAOYSA-N 2-ethylhexan-1-ol Chemical compound CCCCC(CC)CO YIWUKEYIRIRTPP-UHFFFAOYSA-N 0.000 description 1
- BWDBEAQIHAEVLV-UHFFFAOYSA-N 6-methylheptan-1-ol Chemical compound CC(C)CCCCCO BWDBEAQIHAEVLV-UHFFFAOYSA-N 0.000 description 1
- KCXVZYZYPLLWCC-UHFFFAOYSA-N EDTA Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(O)=O)CC(O)=O KCXVZYZYPLLWCC-UHFFFAOYSA-N 0.000 description 1
- PVNIIMVLHYAWGP-UHFFFAOYSA-N Niacin Chemical compound OC(=O)C1=CC=CN=C1 PVNIIMVLHYAWGP-UHFFFAOYSA-N 0.000 description 1
- 241000282320 Panthera leo Species 0.000 description 1
- 229920002367 Polyisobutene Polymers 0.000 description 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- BOTDANWDWHJENH-UHFFFAOYSA-N Tetraethyl orthosilicate Chemical compound CCO[Si](OCC)(OCC)OCC BOTDANWDWHJENH-UHFFFAOYSA-N 0.000 description 1
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 1
- 150000007513 acids Chemical class 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
- 150000001298 alcohols Chemical class 0.000 description 1
- 150000004996 alkyl benzenes Chemical class 0.000 description 1
- CEGOLXSVJUTHNZ-UHFFFAOYSA-K aluminium tristearate Chemical compound [Al+3].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O CEGOLXSVJUTHNZ-UHFFFAOYSA-K 0.000 description 1
- 229940063655 aluminum stearate Drugs 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 230000003078 antioxidant effect Effects 0.000 description 1
- 159000000009 barium salts Chemical class 0.000 description 1
- 235000010290 biphenyl Nutrition 0.000 description 1
- 150000004074 biphenyls Chemical class 0.000 description 1
- RKNBBOIUUOGBRG-UHFFFAOYSA-N bis(prop-1-enyl) 2,2,3,3-tetrakis(prop-1-enyl)butanedioate Chemical compound C(=CC)OC(C(C(C(=O)OC=CC)(C=CC)C=CC)(C=CC)C=CC)=O RKNBBOIUUOGBRG-UHFFFAOYSA-N 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 150000007942 carboxylates Chemical class 0.000 description 1
- 150000001733 carboxylic acid esters Chemical class 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 239000004359 castor oil Substances 0.000 description 1
- 235000019438 castor oil Nutrition 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 239000003245 coal Substances 0.000 description 1
- 230000000994 depressogenic effect Effects 0.000 description 1
- YICSVBJRVMLQNS-UHFFFAOYSA-N dibutyl phenyl phosphate Chemical class CCCCOP(=O)(OCCCC)OC1=CC=CC=C1 YICSVBJRVMLQNS-UHFFFAOYSA-N 0.000 description 1
- NMAKPIATXQEXBT-UHFFFAOYSA-N didecyl phenyl phosphite Chemical compound CCCCCCCCCCOP(OCCCCCCCCCC)OC1=CC=CC=C1 NMAKPIATXQEXBT-UHFFFAOYSA-N 0.000 description 1
- HRKQOINLCJTGBK-UHFFFAOYSA-N dihydroxidosulfur Chemical class OSO HRKQOINLCJTGBK-UHFFFAOYSA-N 0.000 description 1
- WGNDLPKOLKFEQV-UHFFFAOYSA-N dihydroxy-(3-methylbutan-2-ylsulfanyl)-sulfanylidene-lambda5-phosphane Chemical compound CC(C)C(C)SP(O)(O)=S WGNDLPKOLKFEQV-UHFFFAOYSA-N 0.000 description 1
- BHAOXUASJHPSJE-UHFFFAOYSA-N dihydroxy-octylsulfanyl-sulfanylidene-$l^{5}-phosphane Chemical compound CCCCCCCCSP(O)(O)=S BHAOXUASJHPSJE-UHFFFAOYSA-N 0.000 description 1
- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical class [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- NAGJZTKCGNOGPW-UHFFFAOYSA-N dithiophosphoric acid Chemical compound OP(O)(S)=S NAGJZTKCGNOGPW-UHFFFAOYSA-N 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 230000007717 exclusion Effects 0.000 description 1
- 230000001747 exhibiting effect Effects 0.000 description 1
- 238000005187 foaming Methods 0.000 description 1
- 239000001530 fumaric acid Substances 0.000 description 1
- 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 1
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- HGPXWXLYXNVULB-UHFFFAOYSA-M lithium stearate Chemical compound [Li+].CCCCCCCCCCCCCCCCCC([O-])=O HGPXWXLYXNVULB-UHFFFAOYSA-M 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
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 150000002763 monocarboxylic acids Chemical class 0.000 description 1
- BITDZYSZGCWRHE-UHFFFAOYSA-N n-propan-2-yl-4-[4-(propan-2-ylamino)phenoxy]aniline Chemical compound C1=CC(NC(C)C)=CC=C1OC1=CC=C(NC(C)C)C=C1 BITDZYSZGCWRHE-UHFFFAOYSA-N 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 229910017464 nitrogen compound Inorganic materials 0.000 description 1
- 150000002830 nitrogen compounds Chemical class 0.000 description 1
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- CYQAYERJWZKYML-UHFFFAOYSA-N phosphorus pentasulfide Chemical compound S1P(S2)(=S)SP3(=S)SP1(=S)SP2(=S)S3 CYQAYERJWZKYML-UHFFFAOYSA-N 0.000 description 1
- 229920001281 polyalkylene Polymers 0.000 description 1
- 229920000768 polyamine Polymers 0.000 description 1
- 230000000379 polymerizing effect Effects 0.000 description 1
- 150000008442 polyphenolic compounds Chemical class 0.000 description 1
- 235000013824 polyphenols Nutrition 0.000 description 1
- 230000029058 respiratory gaseous exchange Effects 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 229940035049 sorbitan monooleate Drugs 0.000 description 1
- 235000011069 sorbitan monooleate Nutrition 0.000 description 1
- 239000001593 sorbitan monooleate Substances 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 150000003460 sulfonic acids Chemical class 0.000 description 1
- XIUROWKZWPIAIB-UHFFFAOYSA-N sulfotep Chemical compound CCOP(=S)(OCC)OP(=S)(OCC)OCC XIUROWKZWPIAIB-UHFFFAOYSA-N 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 150000001911 terphenyls Chemical class 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- ZUEKXCXHTXJYAR-UHFFFAOYSA-N tetrapropan-2-yl silicate Chemical compound CC(C)O[Si](OC(C)C)(OC(C)C)OC(C)C ZUEKXCXHTXJYAR-UHFFFAOYSA-N 0.000 description 1
- 229910052718 tin Inorganic materials 0.000 description 1
- 150000003751 zinc Chemical class 0.000 description 1
- BTEHJHADGFHYKK-UHFFFAOYSA-L zinc;butylsulfanyl-hexoxy-oxido-sulfanylidene-$l^{5}-phosphane Chemical compound [Zn+2].CCCCCCOP([O-])(=S)SCCCC.CCCCCCOP([O-])(=S)SCCCC BTEHJHADGFHYKK-UHFFFAOYSA-L 0.000 description 1
- FSVFPQDOEJSYJU-UHFFFAOYSA-L zinc;dodecane-1-sulfonate Chemical compound [Zn+2].CCCCCCCCCCCCS([O-])(=O)=O.CCCCCCCCCCCCS([O-])(=O)=O FSVFPQDOEJSYJU-UHFFFAOYSA-L 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
- C10M141/00—Lubricating compositions characterised by the additive being a mixture of two or more compounds covered by more than one of the main groups C10M125/00 - C10M139/00, each of these compounds being essential
- C10M141/10—Lubricating compositions characterised by the additive being a mixture of two or more compounds covered by more than one of the main groups C10M125/00 - C10M139/00, each of these compounds being essential at least one of them being an organic phosphorus-containing compound
-
- 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
- C10M2203/02—Well-defined aliphatic compounds
-
- 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
- C10M2203/02—Well-defined aliphatic compounds
- C10M2203/022—Well-defined aliphatic compounds saturated
-
- 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
- C10M2203/02—Well-defined aliphatic compounds
- C10M2203/024—Well-defined aliphatic compounds unsaturated
-
- 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
- C10M2203/04—Well-defined cycloaliphatic compounds
-
- 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
- C10M2203/06—Well-defined aromatic compounds
-
- 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
- C10M2205/00—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions
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Definitions
- typical problems common to most hydraulic systems include hydraulic oil corrosivity, erosivity, volatility, foaming tendencies, etc.
- Additives are usually added to the system to ameliorate these and other problems, and their employment has greatly improved the performance and longevity of the hydraulic systems.
- One type of additive which is particularly important in hydraulic fluids is the corrosion inhibitors or anti-wear agents, typically zinc dialkyl dithiophosphate. These compounds have found widespread commercial success in reducing wear and corrosion in hydraulic systems and are more or less responsible for the increase in machinery life.
- zinc dialkyl dithiophosphate is quite successful in most hydraulic oils it is burdened with stability problems when exposed to water at elevated temperatures. This instability is commonly referred to as hydrolytic instability.
- An improved hydraulic fluid is prepared by admixing with a suitable synthetic or petroleum base oil a primary zinc di(iso-octyl)dithiophosphate and an alkenyl succinic acid having from 6 to 24 carbons and preferably from 12 to 16 carbons.
- the amount of the Zinc dithiophosphate and alkenyl succinic acid present within the hydraulic oil must be within a narrow range in order to realize the synergism demonstrated in the examples.
- the zinc dithiophosphate must be present within the range of 0.1 to 1.5 Weight percent and preferably from 0.5 to 1.0 weight percent.
- the alkenyl succinic acid must be present in an amount from 0.03 to 0.2 weight part and preferably 0.05 to 0.1 weight part per part of zinc di(iso-octyl)dithiophosphate.
- the concentration of the alkenyl succinic acid present within the hydraulic oil normally ranges from 0.03 to 0.2 weight percent and preferably from 0.05 to 0.1 weight percent.
- a metal deactivator When the concentration of the zinc dithiophosphate component is 1 weight percent or greater, a small amount of a metal deactivator must also be present within the hydraulic oil.
- the amount of metal deactivator employed generally ranges from 0.01 to 1 part per part of zinc dithiophosphate equal to or above about 1 weight percent.
- the zinc di(iso-octyl)dithiophosphate component of this invention is commercially available.
- This compound is usually prepared by reacting primary iso-octyl alcohol with phosphorus pentasulfide to produce the di(primary iso-octyl) dithiophosphoric acid which is thereafter neutralized with a zinc base (oxide, hydroxide or C -C carboxylate) to produce the corresponding Zinc salt.
- alkenyl succinic acid component of this invention is also available commercially. Most of these acids are produced by simply reacting maleic anhydride with an a-olefin and thereafter hydrolyzing the reaction product.
- alkenyl succinic acids include tetrapropenyl succinic acid, butenyl succinic acid, hexapropenyl succinic acid, ndodecenyl succinic-acid, polybutenyl succinic acid, etc.
- the base oil which may be employed in the practice of this invention includes a wide variety of natural and synthetic oils such as naphthetic-base paraffin-base, and mixedbase lubricating oils. These oils generally have a viscosity of to 650 SUS (Saybolt Universal Seconds) at 100 F. and preferably from 40 to 70 SUS at a temperature of 210 F.
- Other base oils include oils derived from coal products and synthetic oils, e.g. alkylene polymers (such as polymers of propylene, butylene, etc., and mixtures thereof), alkylene oxide-type polymers (e.g.,) alkylene oxide polymers prepared by polymerizing alkylene oxide e.g. propylene oxide, etc.
- carboxylic acid esters e.g., those which were prepared by esterifying such carboxylic acids as adipic acid, azelaic acid, suberic acid, sebacic acid, fumaric acid, maleic acid, etc., with alcohols such as butyl alcohol, hexyl alcohol, 2-ethyl-hexyl alcohol, pentaerythtritol, etc.
- liquid esters of phosphorus such as triakyl phosphates (tributyl phosphate, etc.), triaryl phosphates (tricresyl phosphate), alkylaryl phosphates (dibutyl phenyl phosphates, etc.), alkyl benzenes, polyphenols (e.g.
- biphenyls and terphenyls alkyl biphenol ethers
- polymers of silicon e.g., tetraethyl silicate, tetraiso propyl silicate, hexyl(4-methyl-2-pentoxy)disilicane, poly(methyl)siloxane, and poly(methylphenol) siloxane, etc.
- the base oils may be used individually or in combinations, whenever miscible or whatever made so by use of mutual solvents.
- Exemplary metal deactivators which may be employed include triaryl or trialkyl phosphates, such as tributyl phosphates, tricresyl phosphate, aryl or alkyl phosphites, alkylphenol sulfides, phosphorus pentasulfide-terpene addition products, benzotriazole, phenothiazin, bis octyl dithiathiadiazole, phenyl-l-naphthylamine, etc., and combinations thereof.
- Bis octyl dithiathiadiazole has shown very good activity and is a preferred metal deactivator.
- additives may be successfully employed within the hydraulc fiuid of this invention without adversely affecting its high hydrolytic stability and performance over a wde temperature scale.
- One type of additive is a demulsifier which may be employed to prevent water from becoming stably emulsified within the hydraulic oil.
- Exemplary demulsifiers include petroleum sulfonic acids or salts and particularly the zinc and barium salts thereof, such as zinc lauryl sulfonate, barium dinonylnaphthenic sulfonate, zinc dinonylnaphthenic sulfonate, etc., dimerized unsaturated aliphatic monocarboxylic acids prepared by reacting a monocarboxylic acid with a polyalkylene polyamine followed by reaction with an alkenyl succinic acid anhydride, sulfonated castor oil, etc.
- rust inhibitors include high molecular weight esters such as sorbitan monooleate, butyl stearate, butyl naphthenate, etc., nitrogen compounds, such as amines and amides, metal detergents such as aluminum stearate and lithium stearate, etc.
- antioxidant Another additive which may be employed is an antioxidant.
- Typical anti-oxidants are organic compounds containing sulfur, phosphrus or nitrogen, such as organic amines, sulfides, hydroxy sulfides, phenols, etc., alone or in combination with metals like zinc, tin or barium.
- Particularly useful hydraulic fluid antioxidants include phenylalpha-methylamine, bis(alkylphenylamine, N,N-diphenylp phenylenediamine, bis(4-isopropylaminophenyl)ether, N-acyl-p-aminophenol, N-acylphenothiazine, N-hydrocarbylamides or ethylenediamine tetraacetic acid, alkyl phenol-formaldehyde-amine polycondensates, etc.
- viscosity index improvers such as polyisobutylenes, polymethacrylates, etc.
- foam inhibitors such as polyisobutylenes, polymethacrylates, etc.
- detergents such as sodium sulfate
- dispersants such as sodium sulfate
- pour point depressants such as sodium sulfate
- dyes such as sodium sulfate
- odor suppressants such as sodium sulfate, sodium bicarbonate, sodium bicarbonate, sodium bicarbonate, sodium bicarbonate, sodium bicarbonate, sodium bicarbonate, sodium bicarbonate, sodium bicarbonate, sodium bicarbonate, sodium bicarbonate, sodium bicarbonate, sodium sulfate, sodium sulfate, sodium sulfate, sodium sulfate, sodium sulfate, sodium sulfate, sodium sulfate, sodium sulfate, sodium sulfate, sodium sulfate, sodium sulfate, sodium sulfate
- concentration of the various components within the hydraulic fluid formulation varies depending upon the properties desired, base oil employed, additives selected, etc. Generally, however, concentration of the various additives will be within the range presented in the followin Table 1.
- test fluids employed are formulated from the following base oils or mixtures thereof.
- the zinc dithiophosphate additives employed are zinc di(iso-octyl primary)dithiophosphate referred to herein as the iso-octyl ester, zinc di(n-octyl primary) dithiophos phate referred to herein as the n-octyl ester, zinc butyl hexyl dithiophosphate referred to as the butyl hexyl ester and zinc butyl, 1,2-di methylpropyl dithiophosphate referred to herein as the MIBC 1 ester.
- a conventional zinc sulfonate demulsifier is employed in each test composition at a concentration of 0.05 weight percent unless otherwise stated.
- the demulsifier is employed to reduce the tendencies of the hydraulic fluid to form a stable emulsion with the water present within the beverage bottle during the test.
- a conventional polymethacrylate pour point depressant is employed in each test composition at a concentration of 0.75 weight percent in each composition containing the Turbine Oil Stock and at a concentration of 0.35 weight percent in each composition containing Citcon stocks.
- a conventional silicon oil foam inhibitor is also employed in each test composition at a concentration of 0.002 weight percent.
- Other additives which are present in some of the tests include tricresyl phosphate (TCP), benzotriazole, tributyl phosphate, and didecyl phenyl phosphite.
- variable components employed and the concentrations of each employed in these tests are shown in the following Table 2 along with the copper weight loss measured in the hydrolytic stability test.
- MIBC refers to the alcohol employed in making the ester, 1.e. methyl tsobutyl carbinol.
- compositions 1, 2, 11 and (no alkenyl succinic acid) demonstrate a several-fold reduction in copper weight loss.
- a comparison of composition 6 with composition 10 reveals that the substitution of the n-octyl for the iso-octyl in the zinc dithiophosphate ester octyl)dithiophosphate, 0.06 parts of tetrapropenyl suc- 4 cinic acid, 0.05 parts of tricresyl phosphate and 0.01 parts of his octyl dithiathiadiazole.
- a hydrocarbon-based hydraulic fluid comprising a major amount of a hydrocarbon lubricating oil having a viscosity of 100 to 650 SUS at 100 F. and containing from 0.1 to 1.5 weight percent zinc di(primary iso-octyl) dithiophosphate and from 0.03 to 0.2 parts of a C to C alkenyl succ nic acid per weight part of said zinc dithiophosphate; with the proviso that when the concentration of said zinc dithiophosphate is from 1.0 to 1.5 weight percent then 0.01 to 1 part of a metal deactivator selected from triaryl or trialkyl phosphates, aryl or alkyl phosphites, alkylphenol sulfides, phosphorus pentasulfide-terpene addition products, benzotriazole, phenothiazine, bis- 6 octyl dithiathiadiazole, phenyl-l-naphthylamine or mixtures thereof per part of
- composition defined in Claim 2 wherein said alkenyl succinic acid is tetrapropenyl succinic acid.
- a hydrocarbon-based hydraulic fluid comprising (1) a major amount of a hydrocarbon lubricating oil having a viscosity of 100 to 600 SUS at 100 F.;
- composition defined in Claim 6 wherein said alkenyl succinic acid is tetrapropenyl succinic acid.
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Chemistry (AREA)
- Lubricants (AREA)
Priority Applications (6)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US00276866A US3843542A (en) | 1972-07-31 | 1972-07-31 | Hydraulic oil |
| CA175,649A CA985261A (en) | 1972-07-31 | 1973-07-04 | Hydraulic oil |
| FR7326886A FR2194770B1 (en, 2012) | 1972-07-31 | 1973-07-23 | |
| JP48085782A JPS5147443B2 (en, 2012) | 1972-07-31 | 1973-07-30 | |
| BR5806/73A BR7305806D0 (pt) | 1972-07-31 | 1973-07-31 | Aperfeicoamento em composicao de materia |
| GB3645573A GB1388247A (en) | 1972-07-31 | 1973-07-31 | Hydraulic fluid |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US00276866A US3843542A (en) | 1972-07-31 | 1972-07-31 | Hydraulic oil |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US3843542A true US3843542A (en) | 1974-10-22 |
Family
ID=23058396
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US00276866A Expired - Lifetime US3843542A (en) | 1972-07-31 | 1972-07-31 | Hydraulic oil |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US3843542A (en, 2012) |
| JP (1) | JPS5147443B2 (en, 2012) |
| BR (1) | BR7305806D0 (en, 2012) |
| CA (1) | CA985261A (en, 2012) |
| FR (1) | FR2194770B1 (en, 2012) |
| GB (1) | GB1388247A (en, 2012) |
Cited By (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3981813A (en) * | 1975-05-12 | 1976-09-21 | Standard Oil Company (Indiana) | Hydraulic fluid |
| US4101429A (en) * | 1977-07-21 | 1978-07-18 | Shell Oil Company | Lubricant compositions |
| US4253975A (en) * | 1979-08-27 | 1981-03-03 | Mobil Oil Corporation | Aqueous lubricants containing metal hydrocarbyl dithiophosphates |
| AU571873B2 (en) * | 1983-04-20 | 1988-04-28 | Lubrizol Corporation, The | Phosphorus-containing metal salts/sulfurized phenate compositions/aromatic substituted triazoles concentrates and functional fluids containing same |
| US5840662A (en) * | 1995-10-18 | 1998-11-24 | Exxon Chemical Patents Inc. | Lubricating oils of improved friction durability |
| US5849675A (en) * | 1997-04-10 | 1998-12-15 | Chevron Chemical Company | Hydraulic system using an improved antiwear hydraulic fluid |
| RU2139922C1 (ru) * | 1998-02-24 | 1999-10-20 | Открытое акционерное общество "Рязанский завод нефтехимпродуктов" | Масло для гидравлических систем промышленного оборудования |
| US6046144A (en) * | 1997-06-02 | 2000-04-04 | R.T. Vanderbilt Co., Inc. | Combination of phosphate based additives and sulfonate salts for hydraulic fluids and lubricating compositions |
| EP1076087A1 (en) * | 1999-08-11 | 2001-02-14 | Ethyl Corporation | Zinc and phosphorus containing transmission fluids having enhanced performance capabilities |
| WO2004096959A1 (en) * | 2003-04-28 | 2004-11-11 | Great Lakes Chemical (Europe) Gmbh | Lubricant compositions |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3712134A1 (de) * | 1987-04-10 | 1988-10-27 | Grill Max Gmbh | Schmiermittel bzw. schmiermittelkonzentrat |
| DE3712133A1 (de) * | 1987-04-10 | 1988-10-20 | Siwa Gmbh | Schmiermittel bzw. schmiermittelkonzentrat |
| DE3712132A1 (de) * | 1987-04-10 | 1988-10-20 | Grill Max Gmbh | Schmiermittel bzw. schmiermittelkonzentrat |
-
1972
- 1972-07-31 US US00276866A patent/US3843542A/en not_active Expired - Lifetime
-
1973
- 1973-07-04 CA CA175,649A patent/CA985261A/en not_active Expired
- 1973-07-23 FR FR7326886A patent/FR2194770B1/fr not_active Expired
- 1973-07-30 JP JP48085782A patent/JPS5147443B2/ja not_active Expired
- 1973-07-31 BR BR5806/73A patent/BR7305806D0/pt unknown
- 1973-07-31 GB GB3645573A patent/GB1388247A/en not_active Expired
Cited By (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3981813A (en) * | 1975-05-12 | 1976-09-21 | Standard Oil Company (Indiana) | Hydraulic fluid |
| US4101429A (en) * | 1977-07-21 | 1978-07-18 | Shell Oil Company | Lubricant compositions |
| US4253975A (en) * | 1979-08-27 | 1981-03-03 | Mobil Oil Corporation | Aqueous lubricants containing metal hydrocarbyl dithiophosphates |
| AU571873B2 (en) * | 1983-04-20 | 1988-04-28 | Lubrizol Corporation, The | Phosphorus-containing metal salts/sulfurized phenate compositions/aromatic substituted triazoles concentrates and functional fluids containing same |
| US5840662A (en) * | 1995-10-18 | 1998-11-24 | Exxon Chemical Patents Inc. | Lubricating oils of improved friction durability |
| US5849675A (en) * | 1997-04-10 | 1998-12-15 | Chevron Chemical Company | Hydraulic system using an improved antiwear hydraulic fluid |
| US6046144A (en) * | 1997-06-02 | 2000-04-04 | R.T. Vanderbilt Co., Inc. | Combination of phosphate based additives and sulfonate salts for hydraulic fluids and lubricating compositions |
| RU2139922C1 (ru) * | 1998-02-24 | 1999-10-20 | Открытое акционерное общество "Рязанский завод нефтехимпродуктов" | Масло для гидравлических систем промышленного оборудования |
| EP1076087A1 (en) * | 1999-08-11 | 2001-02-14 | Ethyl Corporation | Zinc and phosphorus containing transmission fluids having enhanced performance capabilities |
| SG83804A1 (en) * | 1999-08-11 | 2001-10-16 | Ethyl Corp | Zinc and phosphorus containing transmission fluids having enhanced performance capabilities |
| US6482778B2 (en) | 1999-08-11 | 2002-11-19 | Ethyl Corporation | Zinc and phosphorus containing transmission fluids having enhanced performance capabilities |
| KR100404002B1 (ko) * | 1999-08-11 | 2003-11-01 | 에틸코오포레이션 | 수행력이 증강된 아연 및 인 함유 변속기 유체 |
| WO2004096959A1 (en) * | 2003-04-28 | 2004-11-11 | Great Lakes Chemical (Europe) Gmbh | Lubricant compositions |
| US20070087944A1 (en) * | 2003-04-28 | 2007-04-19 | Phillips William D | Lubricant compositions |
Also Published As
| Publication number | Publication date |
|---|---|
| JPS5147443B2 (en, 2012) | 1976-12-15 |
| CA985261A (en) | 1976-03-09 |
| FR2194770A1 (en, 2012) | 1974-03-01 |
| GB1388247A (en) | 1975-03-26 |
| FR2194770B1 (en, 2012) | 1977-12-23 |
| JPS4953607A (en, 2012) | 1974-05-24 |
| BR7305806D0 (pt) | 1974-07-18 |
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