CN115975703A - Hydraulic oil composition and preparation method thereof - Google Patents
Hydraulic oil composition and preparation method thereof Download PDFInfo
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- CN115975703A CN115975703A CN202111199012.8A CN202111199012A CN115975703A CN 115975703 A CN115975703 A CN 115975703A CN 202111199012 A CN202111199012 A CN 202111199012A CN 115975703 A CN115975703 A CN 115975703A
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- 239000000203 mixture Substances 0.000 title claims abstract description 47
- 239000010720 hydraulic oil Substances 0.000 title claims abstract description 21
- 238000002360 preparation method Methods 0.000 title abstract description 7
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 21
- 239000002199 base oil Substances 0.000 claims abstract description 20
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims abstract description 16
- 230000001050 lubricating effect Effects 0.000 claims abstract description 9
- 230000000994 depressogenic effect Effects 0.000 claims abstract description 6
- 239000006078 metal deactivator Substances 0.000 claims abstract description 6
- 239000003112 inhibitor Substances 0.000 claims abstract description 3
- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 claims abstract description 3
- 239000000047 product Substances 0.000 claims description 40
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 34
- -1 ethylene- Chemical class 0.000 claims description 25
- 238000006243 chemical reaction Methods 0.000 claims description 22
- 125000000217 alkyl group Chemical group 0.000 claims description 19
- 239000007795 chemical reaction product Substances 0.000 claims description 18
- 229910052757 nitrogen Inorganic materials 0.000 claims description 18
- 150000001875 compounds Chemical class 0.000 claims description 17
- 125000002947 alkylene group Chemical group 0.000 claims description 12
- 239000002168 alkylating agent Substances 0.000 claims description 10
- 229940100198 alkylating agent Drugs 0.000 claims description 10
- 229910052739 hydrogen Inorganic materials 0.000 claims description 9
- 239000002131 composite material Substances 0.000 claims description 8
- 239000012530 fluid Substances 0.000 claims description 8
- 239000001257 hydrogen Substances 0.000 claims description 8
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims description 8
- 229920013639 polyalphaolefin Polymers 0.000 claims description 8
- 239000005077 polysulfide Substances 0.000 claims description 7
- 229920001021 polysulfide Polymers 0.000 claims description 7
- 150000008117 polysulfides Polymers 0.000 claims description 7
- 229910019142 PO4 Inorganic materials 0.000 claims description 6
- 239000010452 phosphate Substances 0.000 claims description 6
- 229920000193 polymethacrylate Polymers 0.000 claims description 6
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 5
- 244000226021 Anacardium occidentale Species 0.000 claims description 4
- 125000003342 alkenyl group Chemical group 0.000 claims description 4
- 125000003354 benzotriazolyl group Chemical class N1N=NC2=C1C=CC=C2* 0.000 claims description 4
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 4
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 claims description 4
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 4
- 238000000034 method Methods 0.000 claims description 4
- 238000002156 mixing Methods 0.000 claims description 4
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 4
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 4
- 125000001624 naphthyl group Chemical group 0.000 claims description 4
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 4
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 4
- 239000008186 active pharmaceutical agent Substances 0.000 claims description 3
- 230000002152 alkylating effect Effects 0.000 claims description 3
- 239000013556 antirust agent Substances 0.000 claims description 3
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 claims description 3
- FALRKNHUBBKYCC-UHFFFAOYSA-N 2-(chloromethyl)pyridine-3-carbonitrile Chemical compound ClCC1=NC=CC=C1C#N FALRKNHUBBKYCC-UHFFFAOYSA-N 0.000 claims description 2
- 229920002367 Polyisobutene Polymers 0.000 claims description 2
- KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 claims description 2
- KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical compound O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-N 0.000 claims description 2
- 229920001577 copolymer Polymers 0.000 claims description 2
- 229940014800 succinic anhydride Drugs 0.000 claims description 2
- 150000004867 thiadiazoles Chemical class 0.000 claims description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 claims 1
- 125000001273 sulfonato group Chemical group [O-]S(*)(=O)=O 0.000 claims 1
- 230000003647 oxidation Effects 0.000 abstract description 11
- 238000007254 oxidation reaction Methods 0.000 abstract description 11
- DIOQZVSQGTUSAI-UHFFFAOYSA-N decane Chemical compound CCCCCCCCCC DIOQZVSQGTUSAI-UHFFFAOYSA-N 0.000 description 23
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 20
- 239000002904 solvent Substances 0.000 description 16
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 15
- 239000003054 catalyst Substances 0.000 description 14
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 12
- 238000001816 cooling Methods 0.000 description 12
- 238000003756 stirring Methods 0.000 description 12
- 238000004821 distillation Methods 0.000 description 10
- 238000005406 washing Methods 0.000 description 10
- 239000002808 molecular sieve Substances 0.000 description 9
- 239000003921 oil Substances 0.000 description 9
- URGAHOPLAPQHLN-UHFFFAOYSA-N sodium aluminosilicate Chemical compound [Na+].[Al+3].[O-][Si]([O-])=O.[O-][Si]([O-])=O URGAHOPLAPQHLN-UHFFFAOYSA-N 0.000 description 9
- 238000010438 heat treatment Methods 0.000 description 8
- 239000000126 substance Substances 0.000 description 8
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 7
- 239000002994 raw material Substances 0.000 description 7
- 150000002989 phenols Chemical class 0.000 description 6
- JIAARYAFYJHUJI-UHFFFAOYSA-L zinc dichloride Chemical compound [Cl-].[Cl-].[Zn+2] JIAARYAFYJHUJI-UHFFFAOYSA-L 0.000 description 6
- 239000003963 antioxidant agent Substances 0.000 description 5
- 230000003078 antioxidant effect Effects 0.000 description 5
- 150000003254 radicals Chemical class 0.000 description 5
- 238000012360 testing method Methods 0.000 description 5
- QPUYECUOLPXSFR-UHFFFAOYSA-N 1-methylnaphthalene Chemical compound C1=CC=C2C(C)=CC=CC2=C1 QPUYECUOLPXSFR-UHFFFAOYSA-N 0.000 description 4
- 239000000654 additive Substances 0.000 description 4
- 239000003513 alkali Substances 0.000 description 4
- WTEOIRVLGSZEPR-UHFFFAOYSA-N boron trifluoride Chemical compound FB(F)F WTEOIRVLGSZEPR-UHFFFAOYSA-N 0.000 description 4
- 239000003153 chemical reaction reagent Substances 0.000 description 4
- 238000005516 engineering process Methods 0.000 description 4
- JOLVYUIAMRUBRK-UHFFFAOYSA-N 11',12',14',15'-Tetradehydro(Z,Z-)-3-(8-Pentadecenyl)phenol Natural products OC1=CC=CC(CCCCCCCC=CCC=CCC=C)=C1 JOLVYUIAMRUBRK-UHFFFAOYSA-N 0.000 description 3
- YLKVIMNNMLKUGJ-UHFFFAOYSA-N 3-Delta8-pentadecenylphenol Natural products CCCCCCC=CCCCCCCCC1=CC=CC(O)=C1 YLKVIMNNMLKUGJ-UHFFFAOYSA-N 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- JOLVYUIAMRUBRK-UTOQUPLUSA-N Cardanol Chemical compound OC1=CC=CC(CCCCCCC\C=C/C\C=C/CC=C)=C1 JOLVYUIAMRUBRK-UTOQUPLUSA-N 0.000 description 3
- FAYVLNWNMNHXGA-UHFFFAOYSA-N Cardanoldiene Natural products CCCC=CCC=CCCCCCCCC1=CC=CC(O)=C1 FAYVLNWNMNHXGA-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- BFZUFHPKKNHSAG-UHFFFAOYSA-N [N].[P].[S] Chemical compound [N].[P].[S] BFZUFHPKKNHSAG-UHFFFAOYSA-N 0.000 description 3
- 230000000996 additive effect Effects 0.000 description 3
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 description 3
- PTFIPECGHSYQNR-UHFFFAOYSA-N cardanol Natural products CCCCCCCCCCCCCCCC1=CC=CC(O)=C1 PTFIPECGHSYQNR-UHFFFAOYSA-N 0.000 description 3
- 239000008367 deionised water Substances 0.000 description 3
- 229910021641 deionized water Inorganic materials 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 238000011156 evaluation Methods 0.000 description 3
- 150000002430 hydrocarbons Chemical group 0.000 description 3
- 239000010687 lubricating oil Substances 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- 229910052760 oxygen Inorganic materials 0.000 description 3
- 239000001301 oxygen Substances 0.000 description 3
- NBRKLOOSMBRFMH-UHFFFAOYSA-N tert-butyl chloride Chemical compound CC(C)(C)Cl NBRKLOOSMBRFMH-UHFFFAOYSA-N 0.000 description 3
- ITMCEJHCFYSIIV-UHFFFAOYSA-N triflic acid Chemical compound OS(=O)(=O)C(F)(F)F ITMCEJHCFYSIIV-UHFFFAOYSA-N 0.000 description 3
- 238000003828 vacuum filtration Methods 0.000 description 3
- 239000011592 zinc chloride Substances 0.000 description 3
- 235000005074 zinc chloride Nutrition 0.000 description 3
- 229910015900 BF3 Inorganic materials 0.000 description 2
- KZMGYPLQYOPHEL-UHFFFAOYSA-N Boron trifluoride etherate Chemical compound FB(F)F.CCOCC KZMGYPLQYOPHEL-UHFFFAOYSA-N 0.000 description 2
- 239000004215 Carbon black (E152) Substances 0.000 description 2
- YNQLUTRBYVCPMQ-UHFFFAOYSA-N Ethylbenzene Chemical compound CCC1=CC=CC=C1 YNQLUTRBYVCPMQ-UHFFFAOYSA-N 0.000 description 2
- KRHYYFGTRYWZRS-UHFFFAOYSA-N Fluorane Chemical compound F KRHYYFGTRYWZRS-UHFFFAOYSA-N 0.000 description 2
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 150000001335 aliphatic alkanes Chemical class 0.000 description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 2
- 235000020226 cashew nut Nutrition 0.000 description 2
- 239000012295 chemical reaction liquid Substances 0.000 description 2
- 238000005260 corrosion Methods 0.000 description 2
- 230000007797 corrosion Effects 0.000 description 2
- DMEGYFMYUHOHGS-UHFFFAOYSA-N cycloheptane Chemical compound C1CCCCCC1 DMEGYFMYUHOHGS-UHFFFAOYSA-N 0.000 description 2
- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 description 2
- SNRUBQQJIBEYMU-UHFFFAOYSA-N dodecane Chemical compound CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 2
- 229940079593 drug Drugs 0.000 description 2
- 239000003814 drug Substances 0.000 description 2
- 230000007613 environmental effect Effects 0.000 description 2
- 238000001914 filtration Methods 0.000 description 2
- 229930195733 hydrocarbon Natural products 0.000 description 2
- 230000006698 induction Effects 0.000 description 2
- 238000011056 performance test Methods 0.000 description 2
- ODLMAHJVESYWTB-UHFFFAOYSA-N propylbenzene Chemical compound CCCC1=CC=CC=C1 ODLMAHJVESYWTB-UHFFFAOYSA-N 0.000 description 2
- 230000035484 reaction time Effects 0.000 description 2
- 238000010992 reflux Methods 0.000 description 2
- RSJKGSCJYJTIGS-UHFFFAOYSA-N undecane Chemical compound CCCCCCCCCCC RSJKGSCJYJTIGS-UHFFFAOYSA-N 0.000 description 2
- VNDYJBBGRKZCSX-UHFFFAOYSA-L zinc bromide Chemical compound Br[Zn]Br VNDYJBBGRKZCSX-UHFFFAOYSA-L 0.000 description 2
- KZEVSDGEBAJOTK-UHFFFAOYSA-N 1-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)-2-[5-[2-[[3-(trifluoromethoxy)phenyl]methylamino]pyrimidin-5-yl]-1,3,4-oxadiazol-2-yl]ethanone Chemical compound N1N=NC=2CN(CCC=21)C(CC=1OC(=NN=1)C=1C=NC(=NC=1)NCC1=CC(=CC=C1)OC(F)(F)F)=O KZEVSDGEBAJOTK-UHFFFAOYSA-N 0.000 description 1
- DURPTKYDGMDSBL-UHFFFAOYSA-N 1-butoxybutane Chemical compound CCCCOCCCC DURPTKYDGMDSBL-UHFFFAOYSA-N 0.000 description 1
- YJLUBHOZZTYQIP-UHFFFAOYSA-N 2-[5-[2-(2,3-dihydro-1H-inden-2-ylamino)pyrimidin-5-yl]-1,3,4-oxadiazol-2-yl]-1-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)ethanone Chemical compound C1C(CC2=CC=CC=C12)NC1=NC=C(C=N1)C1=NN=C(O1)CC(=O)N1CC2=C(CC1)NN=N2 YJLUBHOZZTYQIP-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
- ZAFNJMIOTHYJRJ-UHFFFAOYSA-N Diisopropyl ether Chemical compound CC(C)OC(C)C ZAFNJMIOTHYJRJ-UHFFFAOYSA-N 0.000 description 1
- 241000196324 Embryophyta Species 0.000 description 1
- 239000002841 Lewis acid Substances 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- 101100207342 Solanum lycopersicum TPS32 gene Proteins 0.000 description 1
- 229910021627 Tin(IV) chloride Inorganic materials 0.000 description 1
- 229910021536 Zeolite Inorganic materials 0.000 description 1
- GWBUAGAPOIBIRT-UHFFFAOYSA-G [F-].[Al+3].[Si+4].[F-].[F-].[F-].[F-].[F-].[F-] Chemical compound [F-].[Al+3].[Si+4].[F-].[F-].[F-].[F-].[F-].[F-] GWBUAGAPOIBIRT-UHFFFAOYSA-G 0.000 description 1
- 239000003377 acid catalyst Substances 0.000 description 1
- 239000011831 acidic ionic liquid Substances 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 238000005804 alkylation reaction Methods 0.000 description 1
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 230000033228 biological regulation Effects 0.000 description 1
- 239000006229 carbon black Substances 0.000 description 1
- 238000003889 chemical engineering Methods 0.000 description 1
- 125000003636 chemical group Chemical group 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 125000000753 cycloalkyl group Chemical group 0.000 description 1
- LMGZGXSXHCMSAA-UHFFFAOYSA-N cyclodecane Chemical compound C1CCCCCCCCC1 LMGZGXSXHCMSAA-UHFFFAOYSA-N 0.000 description 1
- GPTJTTCOVDDHER-UHFFFAOYSA-N cyclononane Chemical compound C1CCCCCCCC1 GPTJTTCOVDDHER-UHFFFAOYSA-N 0.000 description 1
- WJTCGQSWYFHTAC-UHFFFAOYSA-N cyclooctane Chemical compound C1CCCCCCC1 WJTCGQSWYFHTAC-UHFFFAOYSA-N 0.000 description 1
- 239000004914 cyclooctane Substances 0.000 description 1
- POLCUAVZOMRGSN-UHFFFAOYSA-N dipropyl ether Chemical compound CCCOCCC POLCUAVZOMRGSN-UHFFFAOYSA-N 0.000 description 1
- 239000012153 distilled water Substances 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 239000013022 formulation composition Substances 0.000 description 1
- 229910002804 graphite Inorganic materials 0.000 description 1
- 239000010439 graphite Substances 0.000 description 1
- 239000011964 heteropoly acid Substances 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 239000011261 inert gas Substances 0.000 description 1
- 150000007517 lewis acids Chemical class 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- ZCYXXKJEDCHMGH-UHFFFAOYSA-N nonane Chemical compound CCCC[CH]CCCC ZCYXXKJEDCHMGH-UHFFFAOYSA-N 0.000 description 1
- BKIMMITUMNQMOS-UHFFFAOYSA-N normal nonane Natural products CCCCCCCCC BKIMMITUMNQMOS-UHFFFAOYSA-N 0.000 description 1
- TVMXDCGIABBOFY-UHFFFAOYSA-N octane Chemical compound CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 1
- 239000002530 phenolic antioxidant Substances 0.000 description 1
- 150000008301 phosphite esters Chemical class 0.000 description 1
- 150000003014 phosphoric acid esters Chemical class 0.000 description 1
- IYDGMDWEHDFVQI-UHFFFAOYSA-N phosphoric acid;trioxotungsten Chemical compound O=[W](=O)=O.O=[W](=O)=O.O=[W](=O)=O.O=[W](=O)=O.O=[W](=O)=O.O=[W](=O)=O.O=[W](=O)=O.O=[W](=O)=O.O=[W](=O)=O.O=[W](=O)=O.O=[W](=O)=O.O=[W](=O)=O.OP(O)(O)=O IYDGMDWEHDFVQI-UHFFFAOYSA-N 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 238000007789 sealing Methods 0.000 description 1
- 239000011973 solid acid Substances 0.000 description 1
- 239000011949 solid catalyst Substances 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 238000000967 suction filtration Methods 0.000 description 1
- RKSOPLXZQNSWAS-UHFFFAOYSA-N tert-butyl bromide Chemical compound CC(C)(C)Br RKSOPLXZQNSWAS-UHFFFAOYSA-N 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- 150000007970 thio esters Chemical class 0.000 description 1
- HPGGPRDJHPYFRM-UHFFFAOYSA-J tin(iv) chloride Chemical compound Cl[Sn](Cl)(Cl)Cl HPGGPRDJHPYFRM-UHFFFAOYSA-J 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
- 239000010457 zeolite Substances 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 229940102001 zinc bromide Drugs 0.000 description 1
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- Lubricants (AREA)
Abstract
The invention provides a hydraulic oil composition and a preparation method thereof. The hydraulic oil composition of the invention comprises the following components: (A) phenolic derivatives; (B) an antiwear agent; (C) a rust inhibitor; (D) a metal deactivator; (E) viscosity index improvers; (F) a pour point depressant; (G) a major amount of a lubricating base oil; wherein the structure of the phenolic derivative is shown as the formula (I):
Description
Technical Field
The invention relates to the field of lubricating oil, in particular to a hydraulic oil composition with excellent anti-oxygen performance and a preparation method thereof.
Background
Hydraulic oil for aviation hydraulic systems and high temperature and flame resistant equipment is required to have excellent flame retardancy, good high and low temperature performance, good thermal and oxidation stability, good corrosion stability and the like. In recent years, with the increasing demand for environmental protection and the stricter regulations for environmental protection, further energy saving of mechanical equipment is required. The aviation hydraulic oil works in a wide temperature range, and the oil is required to have good lubricating, sealing, cooling and corrosion resisting properties, and also to have better thermal oxidation stability because the oil needs to work in a wide temperature range.
The antioxidant is an indispensable additive for lubricating oil, and mainly comprises hindered phenol type, amine type, phenolic ester type, thioester type, phosphite ester type and the like, wherein the hindered phenol type antioxidant is widely applied to hydraulic oil products. For example, U.S. Pat. Nos. 6319423, 6649080, 6703355, 7582225 and 7910529, etc. all use hindered phenol type antioxidants as the main additives. However, as aircraft hydraulic systems are continuously developed to high pressure and miniaturization, the working temperature of hydraulic oil is higher and higher, so that it may be difficult to meet the increasing requirement of thermal oxidation stability by using common hindered phenol antioxidants. The ortho positions of the hydroxyl in the asymmetric hindered phenol are two different substituent groups, so that the steric hindrance effect of the phenolic hydroxyl can be weakened, and the reduction of the steric hindrance effect can improve the activity of the phenolic hydroxyl and is beneficial to improving the antioxidant performance of the phenolic hydroxyl.
In view of this, there is still a need in the art to develop novel phenolic antioxidants with better performance.
Disclosure of Invention
The invention provides a hydraulic oil composition and a preparation method thereof.
The hydraulic oil composition comprises the following components:
(A) A phenolic derivative accounting for 0.1-10% of the total mass of the composition;
(B) The antiwear agent accounts for 0.1 to 10 percent of the total mass of the composition;
(C) The antirust agent accounts for 0.01-10% of the total mass of the composition;
(D) The metal deactivator accounts for 0.01 to 5 percent of the total mass of the composition;
(E) The viscosity index improver accounts for 0.1 to 5 percent of the total mass of the composition;
(F) Pour point depressant accounting for 0.01-2% of the total mass of the composition;
(G) A major amount of a lubricating base oil;
wherein the structure of the phenolic derivative is shown as the formula (I):
in the formula (I), R 0 The radicals being selected from C 1 ～C 6 Is straight or branched alkyl (preferably selected from C) 1 ～C 4 More preferably selected from methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl); m is an integer of 1 to 10 (preferably an integer of 1 to 5);
each R is 0 ' the groups are each independently selected from a single bond, C 1-20 Straight or branched alkylene (preferably selected from single bond and C) 1-10 Straight or branched chain alkylene, wherein R is bonded to the adjacent benzene ring 0 ' the radicals are preferably selected from C 1～10 Linear or branched alkylene groups of (a); r 0 The "group is selected from hydrogen, C 1-20 Straight or branched alkyl (preferably selected from hydrogen, C) 1-10 Straight or branched chain alkyl);
m A groups are each independently selected from-CH = CH-, ethylene-, a group of formula (III), a group of formula (IV), a group of formula (V), a group of formula (VI), and at least one A group selected from a group of formula (III), a group of formula (IV), a group of formula (V), or a group of formula (VI) is present in formula (I);
in formula (III), formula (IV), formula (V), formula (VI), each R' group is independently selected from C 1～20 A hydrocarbon group of (C), H (preferably selected from C) 1～10 Straight or branched alkyl of (a), H); n is an integer of 0 to 10 (preferably an integer of 0 to 5); n R groups are bonded to the naphthalene ring; n R groups are each independently selected from C 1～20 Is preferably independently selected from C 1～10 Straight or branched alkyl, H).
According to the invention, the phenolic derivatives may be selected from the following specific compounds or mixtures thereof mixed in any ratio:
according to the invention, the preparation method of the phenolic derivative comprises the following steps:
step (1): alkylating the phenol compound represented by the formula (X) with an alkylating agent, and collecting a first reaction product;
in the formula (X), wherein m is an integer of 1 to 10 (preferably an integer of 1 to 5); each R is 0 ' the groups are each independently selected from a single bond, C 1-20 Straight or branched alkylene (preferably selected from the group consisting of single bond and C) 1-10 Straight or branched chain alkylene, wherein R is bonded to the adjacent benzene ring 0 ' the radicals are preferably selected from C 1～10 Linear or branched alkylene groups of (a); r 0 The "group is selected from hydrogen, C 1-20 Straight or branched alkyl (preferably selected from hydrogen, C) 1-10 Straight or branched chain alkyl);
step (2): reacting the first reaction product obtained in the step (1) with a compound shown as a formula (Y), and collecting a product;
in the formula (Y), n is an integer of 0 to 10 (preferably an integer of 0 to 5); n R radicalsBonding the group to a naphthalene ring; n R groups are each independently selected from C 1～20 Is preferably each independently selected from C 1～10 Straight or branched alkyl, H).
The phenol compound represented by formula (X) of the present invention is preferably derived from a natural plant cashew nut, contains a large amount of cashew nut shell oil in the cashew nut shell, contains meta-phenol as a main component, is generally called cardanol, and has the following structure:
wherein R is C 15 H (31+x) And x is 0, -2, -4 or-6.
According to the invention, in step (1), the alkylating agent preferably has the structure R 0 X, wherein R 0 The radicals being selected from C 1 ～C 6 Is straight or branched alkyl (preferably selected from C) 1 ～C 4 The straight-chain or branched alkyl group of (2) may be, for example, methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl or tert-butyl, and the X group is F, cl, br or I (preferably Cl or Br). The alkylating agent can be tert-butyl chloride or tert-butyl bromide.
According to the present invention, in step (1), the molar ratio between the phenol compound represented by the formula (X) and the alkylating agent is preferably 1:0.2 to 5, more preferably 1:0.5 to 2; the temperature at which the phenol compound represented by the formula (X) and the alkylating agent are alkylated is preferably 20 to 100 ℃, more preferably 40 to 70 ℃; the reaction time is generally as long as possible, and is preferably from 0.5 to 10 hours, most preferably from 3 to 5 hours.
According to the present invention, in the step (1), a catalyst, preferably a zinc halide, for example, zinc chloride or zinc bromide, is added to the reaction of alkylating the phenol compound represented by the formula (X) with an alkylating agent. The amount of the catalyst to be added is preferably 0.1 to 10% by weight, most preferably 2 to 6% by weight, based on the phenol compound represented by the formula (X). The catalyst can be removed by filtration, alkaline washing, water washing, etc. after the alkylation reaction is finished.
According to the present invention, in step (2), the molar ratio of the compound represented by formula (Y) to the phenol compound represented by formula (X) is preferably 1:1 to 6, more preferably 1:1 to 3; the temperature of the reaction between the first reaction product obtained in the step (1) and the compound shown in the formula (Y) is preferably 60-200 ℃, and more preferably 80-180 ℃; the reaction time is generally as long as possible, and is preferably from 2 to 6 hours, most preferably from 2 to 4 hours.
According to the present invention, in the step (2), preferably, the reaction of the first reaction product obtained in the step (1) with the compound represented by the formula (Y) is carried out in the presence of an inert gas, preferably nitrogen.
According to the present invention, in the step (2), a catalyst may or may not be added, preferably a catalyst is added, in the reaction of the first reaction product obtained in the step (1) with the compound represented by the formula (Y). The catalyst is preferably an acidic catalyst, and for example, a Lewis acid,
One or more of acid, molecular sieve, heteropoly acid, solid acid, acidic ionic liquid and supported catalyst thereof, wherein the supported catalyst can be molecular sieve, alumina, zeolite, graphite, carbon black and resin. The acid catalyst can be one or more of aluminum trichloride, stannic chloride, boron trifluoride, sulfuric acid, hydrofluoric acid, phosphoric acid, Y-type molecular sieve, M-type molecular sieve, beta zeolite, mordenite, phosphotungstic acid, silicon aluminum fluoride and perfluoroalkanesulfonic acid and a supported catalyst thereof. The amount of the catalyst is preferably 1% to 10%, more preferably 1% to 5%, of the amount of the compound represented by the formula (Y).
According to the present invention, a solvent may or may not be added, preferably a solvent is added, in the reaction of step (1) and step (2). The solvent is preferably a hydrocarbon solvent, preferably one or more of alkane, aromatic hydrocarbon and ether, more preferably an alkane solvent, and for example, one or more of hexane, heptane, octane, nonane, decane, undecane, dodecane, cyclohexane, cycloheptane, cyclooctane, cyclononane, cyclodecane, benzene, toluene, xylene, ethylbenzene, propylbenzene, diethyl ether, propyl ether, isopropyl ether and butyl ether may be used. The amount of the solvent to be added is not particularly limited, and is preferably such that the reaction is smoothly progressed. The solvent may be removed by a known method, for example, distillation, rectification, or the like, and is not particularly limited.
According to the invention, the reaction product is optionally washed and purified with a solvent, preferably a hydrocarbon solvent. The solvent may be removed by a conventional technique such as drying, evaporation, distillation, etc., and is not particularly limited.
The phenolic derivative prepared by the preparation method can be a compound with a single structure or a mixture containing compounds with different structures. For a mixture of compounds of different structures, it is sometimes possible to separate it into compounds of a single structure, and it is sometimes also possible to use the mixture of compounds of different structures as it is without separating it into compounds of a single structure.
The phenol derivative has excellent oxidation resistance, and can obviously improve the oxidation stability of the lubricating oil.
According to the invention, the antiwear agent is preferably selected from one or more of polysulfide, phosphate ester, sulfur phosphate ester and sulfur-nitrogen-phosphorus type extreme pressure antiwear agent, more preferably a composite antiwear agent comprising polysulfide, phosphate ester and sulfur-nitrogen-phosphorus type extreme pressure antiwear agent, wherein the polysulfide accounts for 30% -60%, preferably 40% -50% of the total mass of the composite antiwear agent, the phosphate ester accounts for 15% -40%, preferably 20% -40% of the total mass of the composite antiwear agent, and the sulfur-nitrogen-phosphorus type extreme pressure antiwear agent accounts for 5% -30%, preferably 10% -30% of the total mass of the composite antiwear agent. Common commercial products of the polysulfides include TPS32, T321, T323, preferably T323, common commercial products of the phosphate esters include T306, T304, preferably T306; common commercial products of the thiophosphornitrogen-type extreme pressure antiwear agent include T305, T307, T308, preferably T307 and/or T308.
According to the present invention, the rust inhibitor is preferably selected from one or more of sulfonate, alkenyl succinic acid, alkenyl succinic anhydride and alkenyl succinic acid ester, more preferably sulfonate, and common commercial products include T705, T746, T747, preferably T705.
According to the present invention, the metal deactivator is preferably selected from benzotriazole derivatives and/or thiadiazole derivatives, more preferably benzotriazole derivatives, common commercial products including T706, T551, T561, preferably T706.
According to the invention, the viscosity index improver is selected from one or more of hydrogenated styrene diene copolymer, polymethacrylate and polyisobutylene, more preferably polymethacrylate, and common commercial products include T602, T633, T634, preferably T602.
According to the invention, the pour point depressant is selected from polyalphaolefins and/or polymethacrylates, preferably polyalphaolefins, common commercial products including T803, T805, T806, preferably T803.
According to the present invention, the lubricating base oil is preferably selected from one or more of API group ii, group iii and group iv lubricating base oils, more preferably a low viscosity naphthenic base oil and a low viscosity polyalphaolefin synthetic base oil. The low-viscosity naphthenic base oil is preferably 1mm in viscosity at 40 DEG C 2 ·s -1 ～10mm 2 ·s -1 Naphthenic base oils with pour points below-36 ℃, such as common commercial products including NS3, gravex 915; the low-viscosity poly alpha-olefin synthetic base oil preferably has the viscosity of 1mm at 40 DEG C 2 ·s -1 ～10mm 2 ·s -1 And poly-alpha-olefin synthetic base oils with pour points below-36 ℃, such as common commercial products including PAO-2, PAO-4, PAO-6, and PAO-8.
The method for preparing the hydraulic oil composition of the present invention as described above comprises the step of mixing the components therein.
The hydraulic oil composition disclosed by the invention has excellent wear resistance, oxidation resistance and thermal oxidation stability, can meet the specification requirements of HV and SV hydraulic oil in GB11118.1-2011, and is particularly suitable for the use working condition of hydraulic equipment operating at a high temperature for a long time.
Detailed Description
The present invention is further illustrated but is not to be construed as limited by the following examples.
In the present specification, in the definition of the radicals there areThe term "single bond" is used. By "single bond", it is meant that the group is absent. For example, assume the formula-CH 2 -A-CH 3 Wherein the group a is defined as being selected from the group consisting of a single bond and a methyl group. In this respect, if A is a single bond, this means that the group A is absent, in which case the formula is correspondingly simplified to-CH 2 -CH 3 。
The main raw materials used are from the following sources:
cardanol, shanghai Bingshi Binghe chemical science & technology Limited, industrial products
Refined naphthalene, chemical reagents of national drug group, ltd, analytical purity
Aluminum trichloride, national pharmaceutical group chemical reagent Co., ltd, analytical purity
1-methylnaphthalene, national pharmaceutical group chemical reagents, ltd, analytical purity
Y-type molecular sieve, southern Kai university catalyst plant, industrial products
Boron trifluoride Ether Complex, iknoka technologies, beijing, ltd, analytical pure
Trifluoromethanesulfonic acid, iknoka technologies, inc. of Beijing, analytical purity
Zinc chloride, chemical reagents of national drug group, ltd, analytical purity
T511, department of petrochemical industry, institute of research, xinpu corporation, industrial products
T501, department of petrochemical industry, institute of research, xinpu corporation, industrial products
T323, zaozhuang Runxin chemical engineering Co., ltd, first-class product
T306, zuang Runxin chemical engineering science and technology Co., ltd, first-grade product
T307, zaozhuangrunxin chemical technology Co., ltd, first-class product
T705, nicoti-Henxin chemical technology Co., ltd, first-class product
T706, nicoti-Henxin chemical technology Co., ltd, first-class product
N-decane, beijing YinoKa science and technology Ltd, chemical purity
T-butyl chloride, national chemical group chemical reagent Limited, analytically pure
T602, wuhan daoel Biotechnology Ltd, chemical purity
T803, jinan Runchang chemical Co., ltd., industrial products
T531, date Zhuang Runxin chemical technology Co., ltd, first-class product
PAO-4, xuefulong (China) investment Limited, industrial products
API III 150N base oil, china petro-famous petro-chemical, industrial products
Cycloalkyl low viscosity base oil Gravex 915, shenzhen Huasheng Liyuan industry Co., ltd
Example 1
300g of cardanol is dissolved in 1000ml of n-decane, the mixture is placed into a 2500ml three-neck reaction flask after being dissolved, 15g of zinc chloride catalyst is added, stirring is started, and heating is carried out. And maintaining the reaction temperature at 50 ℃, dropwise adding 95g of tert-butyl chloride into the reaction flask, continuing to react for 5 hours after dropwise adding, and cooling after the reaction is finished to obtain a brownish red transparent product. Filtering the product, performing alkali washing by using a 5% sodium hydroxide solution, washing by using distilled water to be neutral, performing reduced pressure distillation for 1h at the conditions of 1000Pa and 120 ℃, removing a solvent, water and unreacted raw materials, and cooling to obtain a brown-yellow first reaction product.
A1L round bottom flask was charged with 70g of refined naphthalene, 30g of the first reaction product and 50ml of n-decane. The mixture was heated to 70 ℃ with stirring. After naphthalene was completely dissolved, 3.46g of aluminum trichloride was added to the reaction mixture, and stirring and heating were continued to 90 ℃ while introducing nitrogen. The reaction was carried out at 120 ℃ for 3 hours. And when the reaction liquid is cooled to about 50 ℃, closing the nitrogen protection, carrying out reduced pressure suction filtration to remove the solid catalyst in the reaction liquid to obtain a brown yellow oily product, respectively carrying out alkali washing and water washing for 3 times by using 0.1mol/L sodium hydroxide solution and deionized water, separating a water phase and an oil phase through a separating funnel, standing for layering, removing the water phase, retaining the oil phase to obtain a brown oily product, and then carrying out reduced pressure distillation to remove the solvent and unreacted reaction raw materials in the reaction system. And after the reduced pressure distillation is finished, cooling the residue under the protection of nitrogen to obtain a brown oily product with certain viscosity, namely the phenol derivative S-1.
Example 2
70g of refined naphthalene, 30g of the first reaction product of example 1 and 50ml of n-decane were placed in a 1L round bottom flask and heated to 70 ℃ with stirring. After naphthalene is completely dissolved, adding 2.33g of trifluoromethanesulfonic acid into the mixture, continuing stirring and heating to 90 ℃, simultaneously introducing nitrogen, keeping n-decane to flow back well, reacting at 150 ℃ for 3 hours, then cooling to 50 ℃, closing nitrogen protection, removing trifluoromethanesulfonic acid in the mixture by vacuum filtration to obtain a dark brown oily product, respectively carrying out alkali washing and water washing 3 times by using 0.1mol/L sodium hydroxide solution and deionized water, separating a water phase and an oil phase through a separating funnel, standing for layering, removing the water phase, retaining the oil phase to obtain a colorless oily product, and then carrying out reduced pressure distillation to remove the solvent and unreacted reaction raw materials in the reaction system. After the reduced pressure distillation is finished, cooling is carried out under the protection of nitrogen, and a yellow brown oily product, namely the phenol derivative S-2 is obtained.
Example 3
70g of refined naphthalene, 30g of the first reaction product of example 1 and 50ml of n-decane were placed in a 1L round bottom flask and heated to 70 ℃ with stirring. And after naphthalene is completely dissolved, adding 2.33g of Y-type molecular sieve into the mixture, continuously stirring and heating to 90 ℃, simultaneously introducing nitrogen, keeping good reflux of n-decane, reacting for 3 hours at 170 ℃, then cooling to 50 ℃, closing the protection of nitrogen, and removing the molecular sieve catalyst by vacuum filtration to obtain a dark brown oily product. And distilling the reaction product under reduced pressure to remove the solvent and unreacted reaction raw materials in the reaction system. After the reduced pressure distillation is finished, cooling is carried out under the protection of nitrogen, and a yellow brown oily product, namely the phenol derivative S-3 is obtained.
Example 4
70g of refined naphthalene, 30g of the first reaction product of example 1 and 50ml of n-decane were placed in a 1L round bottom flask and heated to 70 ℃ with stirring. After naphthalene is completely dissolved, dropwise adding 2.5ml of boron trifluoride diethyl etherate complex into the mixture, continuously stirring and heating to 90 ℃, simultaneously introducing nitrogen, keeping n-decane to flow back well, reacting for 3 hours at 120 ℃, then cooling to 50 ℃, closing the protection of the nitrogen, obtaining colorless oily products, respectively carrying out alkali washing and water washing 3 times by using 0.1mol/L sodium hydroxide solution and deionized water, separating a water phase and an oil phase through a separating funnel, standing for layering, removing the water phase, and keeping the oil phase to obtain a light yellow oily product. And distilling the reaction product under reduced pressure to remove the solvent and unreacted reaction raw materials in the reaction system. After the reduced pressure distillation is finished, cooling is carried out under the protection of nitrogen, and a yellow brown oily product, namely the phenol derivative S-4 is obtained.
Example 5
A1L round-bottom flask was charged with 70g of 1-methylnaphthalene, 30g of the first reaction product of example 1 and 50ml of n-decane, and heated to 70 ℃ with stirring. And after naphthalene is completely dissolved, adding 2.33g of Y-type molecular sieve into the mixture, continuously stirring and heating to 90 ℃, simultaneously introducing nitrogen, keeping good reflux of n-decane, reacting for 3 hours at 170 ℃, then cooling to 50 ℃, closing the nitrogen protection, and performing vacuum filtration to remove the molecular sieve catalyst to obtain a dark brown oily product. And distilling the reaction product under reduced pressure to remove the solvent and unreacted reaction raw materials in the reaction system. After the reduced pressure distillation is finished, cooling is carried out under the protection of nitrogen, and a yellow brown oily product, namely the phenol derivative S-5 is obtained.
Example 6-1 evaluation of antioxidant Properties
Respectively adding S-1 to S-5, T501, T511 and T531 into API III 150N base oil to prepare a solution with the mass fraction of 0.5 percent (m/m) of the additive, and carrying out oxidation induction period test by using a TA5000 DSC instrument of the American TA company under the test conditions that: 190 ℃, oxygen pressure of 0.5MPa and heating speed of 10 ℃/min. The results of the performance tests are shown in table 1.
TABLE 1
Example 6-2 evaluation of antioxidant Properties
Respectively adding S-1 to S-5, T501, T511 and T531 into PAO-4 base oil to prepare a solution with the mass fraction of 0.5 percent (m/m) of the additive, and carrying out oxidation induction period test by using a TA5000 DSC instrument of the American TA company under the following test conditions: 190 ℃, oxygen pressure of 0.5MPa and heating speed of 10 ℃/min. The results of the performance tests are shown in Table 2.
TABLE 2
Performance evaluation of Hydraulic oil compositions
Examples 7 to 11 and comparative examples 1 to 3, in which hydraulic oil compositions were prepared according to the formulation compositions shown in Table 3, were prepared by adding the respective components to a blending vessel and blending them with stirring at 50 ℃ for 1 hour. The performance of each hydraulic fluid composition was evaluated according to the test methods including GB/T265, GB/T1995, GB/T3535, SH/T0301 and SH/T0209, and the test results are shown in Table 4.
TABLE 3
TABLE 4
Claims (10)
1. A hydraulic oil composition comprising the following components:
(A) Phenolic derivatives accounting for 0.1-10% of the total mass of the composition;
(B) The antiwear agent accounts for 0.1-10% of the total mass of the composition;
(C) The antirust agent accounts for 0.01-10% of the total mass of the composition;
(D) The metal deactivator accounts for 0.01 to 5 percent of the total mass of the composition;
(E) The viscosity index improver accounts for 0.1 to 5 percent of the total mass of the composition;
(F) Pour point depressant accounting for 0.01-2% of the total mass of the composition;
(G) A major amount of a lubricating base oil;
wherein the structure of the phenolic derivative is shown as the formula (I):
in the formula (I), R 0 The radicals being selected from C 1 ～C 6 Is a straight or branched alkyl group (preferably selected from C) 1 ～C 4 More preferably selected from methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl); m is an integer of 1 to 10 (preferably an integer of 1 to 5);
each R is 0 ' the groups are each independently selected from a single bond, C 1-20 Straight or branched alkylene (preferably selected from single bond and C) 1-10 Straight or branched chain alkylene, wherein R is bonded to the adjacent benzene ring 0 ' the radicals are preferably selected from C 1～10 Linear or branched alkylene groups of (a); r 0 The "group is selected from hydrogen, C 1-20 Straight or branched alkyl (preferably selected from hydrogen, C) 1-10 Straight or branched chain alkyl);
each m A groups is independently selected from-CH = CH-, ethylene-, a group represented by formula (III), a group represented by formula (IV), a group represented by formula (V), a group represented by formula (VI), and at least one A group in formula (I) is selected from a group represented by formula (III), a group represented by formula (IV), a group represented by formula (V), or a group represented by formula (VI);
in formula (III), formula (IV), formula (V), formula (VI), each R' group is independently selected from C 1～20 Is preferably selected from C, H 1～10 Of a straight chain orBranched alkyl, H); n is an integer of 0 to 10 (preferably an integer of 0 to 5); n R groups are bonded to the naphthalene ring; n R groups are each independently selected from C 1～20 Is preferably independently selected from C 1～10 Straight or branched alkyl, H).
2. The hydraulic fluid composition of claim 1, wherein the phenolic derivative is selected from the following specific compounds or mixtures thereof in any proportion:
3. the hydraulic fluid composition of claim 1, wherein the phenolic derivative is prepared by a process comprising:
step (1): alkylating the phenol compound represented by the formula (X) with an alkylating agent, and collecting a first reaction product;
in the formula (X), wherein m is an integer of 1 to 10 (preferably an integer of 1 to 5); each R is 0 ' the groups are each independently selected from a single bond, C 1-20 Straight or branched alkylene (preferably selected from single bond and C) 1-10 Straight or branched chain alkylene, wherein R is bonded to the adjacent benzene ring 0 ' the radicals are preferably selected from C 1～10 Linear or branched alkylene groups of (a); r 0 The "group is selected from hydrogen, C 1-20 Straight or branched alkyl (preferably selected from hydrogen, C) 1-10 Straight or branched chain alkyl);
step (2): reacting the first reaction product obtained in the step (1) with a compound shown as a formula (Y), and collecting a product;
in the formula (Y), n is an integer of 0 to 10 (preferably an integer of 0 to 5); n R groups are bonded to the naphthalene ring; n R groups are each independently selected from C 1～20 Is preferably each independently selected from C 1～10 Straight or branched alkyl, H).
4. The hydraulic fluid composition according to claim 3, wherein the phenol compound represented by the formula (X) is derived from a natural plant cashew nut.
5. The hydraulic fluid composition as recited in claim 3, wherein in step (1), the alkylating agent has the structure R 0 X, wherein R 0 The radicals being selected from C 1 ～C 6 Is straight or branched alkyl (preferably selected from C) 1 ～C 4 More preferably selected from methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl), and the X group is F, cl, br, I (preferably Cl or Br).
6. The hydraulic fluid composition according to claim 3, wherein in step (1), the molar ratio between the phenol compound represented by the formula (X) and the alkylating agent is 1:0.2 to 5 (preferably 1.5 to 2); the temperature at which the phenol compound represented by the formula (X) and the alkylating agent are alkylated is 20 ℃ to 100 ℃ (preferably 40 ℃ to 70 ℃).
7. The hydraulic fluid composition according to claim 3, wherein in step (2), the molar ratio of the compound represented by formula (Y) to the phenol compound represented by formula (X) is 1:1 to 6 (preferably 1:1 to 3); the temperature for the reaction of the first reaction product obtained in the step (1) and the compound shown in the formula (Y) is 60-200 ℃ (preferably 80-180 ℃).
8. The hydraulic oil composition according to any one of claims 1 to 7, wherein the antiwear agent is selected from one or more of polysulfide, phosphate, thiophosphate ester, and thiophosphornitrogen type extreme pressure antiwear agent; the antirust agent is selected from one or more of sulfonate, alkenyl succinic acid, alkenyl succinic anhydride and alkenyl succinate; the metal deactivator is selected from a benzotriazole derivative and/or a thiadiazole derivative; the viscosity index improver is selected from one or more of hydrogenated styrene diene copolymer, polymethacrylate and polyisobutylene; the pour point depressant is selected from polyalpha-olefins and/or polymethacrylates; the lubricating base oil is selected from one or more of API II, III and IV lubricating base oils.
9. The hydraulic oil composition as recited in any one of claims 1 to 7, wherein the antiwear agent is selected from a group of composite antiwear agents consisting of polysulfide, phosphate ester, and thiophosphoryl-nitrogen type extreme pressure antiwear agents, wherein the polysulfide accounts for 30% to 60% of the total mass of the composite antiwear agent, the phosphate ester accounts for 15% to 40% of the total mass of the composite antiwear agent, and the thiophosphoryl-nitrogen type extreme pressure antiwear agent accounts for 5% to 30% of the total mass of the composite antiwear agent; the rust inhibitor is selected from sulfonate; the metal deactivator is selected from benzotriazole derivatives; the viscosity index improver is selected from polymethacrylate; the pour point depressant is selected from poly-alpha-olefins; the lubricating base oil is selected from the group consisting of a low viscosity naphthenic base oil and a low viscosity polyalphaolefin synthetic base oil.
10. A method for preparing a hydraulic fluid composition as set forth in any one of claims 1-9, comprising the step of mixing the components therein.
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| JPH05179275A (en) * | 1990-10-04 | 1993-07-20 | Tonen Corp | Lubricating oil composition |
| CN105130859A (en) * | 2014-06-05 | 2015-12-09 | 中国石油化工股份有限公司 | Screen phenol compound, manufacturing method and application thereof as antioxidant |
| CN106893621A (en) * | 2015-12-18 | 2017-06-27 | 修建东 | A kind of method that utilization cashew nut processing by-product cashew nut shell oil prepares antirust agent |
| CN107935867A (en) * | 2016-12-12 | 2018-04-20 | 中国科学院宁波材料技术与工程研究所 | Cashew nut phenolic-based antioxidant, its preparation method and application |
| CN112961724A (en) * | 2021-02-21 | 2021-06-15 | 上海中器实业有限公司 | Extreme pressure antiwear agent and preparation method thereof |
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- 2021-10-14 CN CN202111199012.8A patent/CN115975703A/en active Pending
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH05179275A (en) * | 1990-10-04 | 1993-07-20 | Tonen Corp | Lubricating oil composition |
| CN105130859A (en) * | 2014-06-05 | 2015-12-09 | 中国石油化工股份有限公司 | Screen phenol compound, manufacturing method and application thereof as antioxidant |
| CN106893621A (en) * | 2015-12-18 | 2017-06-27 | 修建东 | A kind of method that utilization cashew nut processing by-product cashew nut shell oil prepares antirust agent |
| CN107935867A (en) * | 2016-12-12 | 2018-04-20 | 中国科学院宁波材料技术与工程研究所 | Cashew nut phenolic-based antioxidant, its preparation method and application |
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