JP2019521236A - 潤滑剤における使用のためのアルキルホスフェートアミン塩 - Google Patents
潤滑剤における使用のためのアルキルホスフェートアミン塩 Download PDFInfo
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- JP2019521236A JP2019521236A JP2019502684A JP2019502684A JP2019521236A JP 2019521236 A JP2019521236 A JP 2019521236A JP 2019502684 A JP2019502684 A JP 2019502684A JP 2019502684 A JP2019502684 A JP 2019502684A JP 2019521236 A JP2019521236 A JP 2019521236A
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- JP
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- Prior art keywords
- amine
- hydrocarbyl
- acid
- alkyl
- lubricant composition
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
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- -1 Alkyl phosphate amine salts Chemical class 0.000 title claims abstract description 325
- 239000000314 lubricant Substances 0.000 title claims abstract description 169
- 229910019142 PO4 Inorganic materials 0.000 title claims abstract description 46
- 239000010452 phosphate Substances 0.000 title claims abstract description 34
- 239000000203 mixture Substances 0.000 claims abstract description 366
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 95
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 91
- 150000001412 amines Chemical class 0.000 claims abstract description 90
- 230000001050 lubricating effect Effects 0.000 claims abstract description 51
- 125000004437 phosphorous atom Chemical group 0.000 claims abstract description 21
- 125000001183 hydrocarbyl group Chemical group 0.000 claims description 111
- 239000003921 oil Substances 0.000 claims description 103
- 150000002148 esters Chemical class 0.000 claims description 87
- 239000003599 detergent Substances 0.000 claims description 77
- 239000003795 chemical substances by application Substances 0.000 claims description 62
- 238000000034 method Methods 0.000 claims description 59
- 239000003607 modifier Substances 0.000 claims description 44
- 229910052739 hydrogen Inorganic materials 0.000 claims description 32
- 150000003839 salts Chemical class 0.000 claims description 32
- 239000001257 hydrogen Substances 0.000 claims description 31
- 230000005540 biological transmission Effects 0.000 claims description 30
- 229910052757 nitrogen Inorganic materials 0.000 claims description 27
- 238000006243 chemical reaction Methods 0.000 claims description 26
- 125000003118 aryl group Chemical group 0.000 claims description 24
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 17
- 230000015572 biosynthetic process Effects 0.000 claims description 16
- DLYUQMMRRRQYAE-UHFFFAOYSA-N tetraphosphorus decaoxide Chemical compound O1P(O2)(=O)OP3(=O)OP1(=O)OP2(=O)O3 DLYUQMMRRRQYAE-UHFFFAOYSA-N 0.000 claims description 16
- 150000003333 secondary alcohols Chemical class 0.000 claims description 14
- 229920013639 polyalphaolefin Polymers 0.000 claims description 13
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 claims description 11
- 229910052784 alkaline earth metal Inorganic materials 0.000 claims description 9
- 150000001342 alkaline earth metals Chemical class 0.000 claims description 9
- 150000004982 aromatic amines Chemical class 0.000 claims description 9
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 9
- 150000003973 alkyl amines Chemical group 0.000 claims description 8
- 230000015556 catabolic process Effects 0.000 claims description 6
- 229920001973 fluoroelastomer Polymers 0.000 claims description 6
- 238000006731 degradation reaction Methods 0.000 claims description 5
- 238000002156 mixing Methods 0.000 claims description 5
- 239000010724 circulating oil Substances 0.000 claims description 3
- 229910052698 phosphorus Inorganic materials 0.000 abstract description 65
- 229910052717 sulfur Inorganic materials 0.000 abstract description 44
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 abstract description 42
- 239000011593 sulfur Substances 0.000 abstract description 42
- 230000002378 acidificating effect Effects 0.000 abstract description 11
- 239000007866 anti-wear additive Substances 0.000 abstract description 11
- 238000005516 engineering process Methods 0.000 abstract description 10
- 230000000694 effects Effects 0.000 abstract description 2
- 230000001747 exhibiting effect Effects 0.000 abstract 1
- 150000004665 fatty acids Chemical class 0.000 description 112
- 235000019198 oils Nutrition 0.000 description 99
- 229910052751 metal Inorganic materials 0.000 description 83
- 239000002184 metal Substances 0.000 description 83
- 239000002270 dispersing agent Substances 0.000 description 73
- 239000004519 grease Substances 0.000 description 72
- 239000003112 inhibitor Substances 0.000 description 66
- 239000000654 additive Substances 0.000 description 64
- 239000011574 phosphorus Substances 0.000 description 61
- 150000001875 compounds Chemical class 0.000 description 57
- 239000012530 fluid Substances 0.000 description 57
- 239000000463 material Substances 0.000 description 53
- 150000001336 alkenes Chemical class 0.000 description 50
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 49
- 239000002253 acid Substances 0.000 description 49
- 239000003963 antioxidant agent Substances 0.000 description 47
- 235000014113 dietary fatty acids Nutrition 0.000 description 47
- 239000000194 fatty acid Substances 0.000 description 47
- 229930195729 fatty acid Natural products 0.000 description 47
- 238000005260 corrosion Methods 0.000 description 45
- 230000007797 corrosion Effects 0.000 description 43
- KZNICNPSHKQLFF-UHFFFAOYSA-N succinimide Chemical compound O=C1CCC(=O)N1 KZNICNPSHKQLFF-UHFFFAOYSA-N 0.000 description 39
- BIGYLAKFCGVRAN-UHFFFAOYSA-N 1,3,4-thiadiazolidine-2,5-dithione Chemical compound S=C1NNC(=S)S1 BIGYLAKFCGVRAN-UHFFFAOYSA-N 0.000 description 37
- 235000021317 phosphate Nutrition 0.000 description 37
- 239000002562 thickening agent Substances 0.000 description 37
- DMBHHRLKUKUOEG-UHFFFAOYSA-N diphenylamine Chemical class C=1C=CC=CC=1NC1=CC=CC=C1 DMBHHRLKUKUOEG-UHFFFAOYSA-N 0.000 description 36
- 238000012545 processing Methods 0.000 description 35
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 33
- 239000002826 coolant Substances 0.000 description 32
- 239000006078 metal deactivator Substances 0.000 description 32
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 30
- 239000004034 viscosity adjusting agent Substances 0.000 description 29
- 239000000047 product Substances 0.000 description 28
- 239000002199 base oil Substances 0.000 description 27
- 150000001735 carboxylic acids Chemical class 0.000 description 25
- 239000005077 polysulfide Substances 0.000 description 25
- 229920001021 polysulfide Polymers 0.000 description 25
- 150000008117 polysulfides Polymers 0.000 description 25
- 229920000642 polymer Polymers 0.000 description 24
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 23
- 230000000996 additive effect Effects 0.000 description 23
- 230000003078 antioxidant effect Effects 0.000 description 23
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 22
- ZOKXTWBITQBERF-UHFFFAOYSA-N Molybdenum Chemical compound [Mo] ZOKXTWBITQBERF-UHFFFAOYSA-N 0.000 description 21
- 150000001298 alcohols Chemical class 0.000 description 21
- 239000011575 calcium Substances 0.000 description 21
- 229910052791 calcium Inorganic materials 0.000 description 21
- 229920001577 copolymer Polymers 0.000 description 21
- 229910052750 molybdenum Inorganic materials 0.000 description 21
- 239000011733 molybdenum Substances 0.000 description 21
- 229960002317 succinimide Drugs 0.000 description 20
- 229920000768 polyamine Polymers 0.000 description 19
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 18
- 238000001816 cooling Methods 0.000 description 18
- 238000005555 metalworking Methods 0.000 description 18
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 17
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 17
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 17
- ABLZXFCXXLZCGV-UHFFFAOYSA-N Phosphorous acid Chemical class OP(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 description 17
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 17
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 16
- 229920000098 polyolefin Polymers 0.000 description 16
- 238000012360 testing method Methods 0.000 description 16
- 239000001993 wax Substances 0.000 description 16
- 150000007513 acids Chemical class 0.000 description 15
- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical class OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 description 14
- 238000002485 combustion reaction Methods 0.000 description 14
- 150000005690 diesters Chemical class 0.000 description 14
- 229930195733 hydrocarbon Natural products 0.000 description 14
- 150000002431 hydrogen Chemical class 0.000 description 14
- 150000002924 oxiranes Chemical class 0.000 description 14
- 125000001424 substituent group Chemical group 0.000 description 14
- 150000004867 thiadiazoles Chemical class 0.000 description 14
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 13
- 239000007795 chemical reaction product Substances 0.000 description 13
- 239000007859 condensation product Substances 0.000 description 13
- 150000002430 hydrocarbons Chemical class 0.000 description 13
- 150000002739 metals Chemical class 0.000 description 13
- 239000000126 substance Substances 0.000 description 13
- 150000003871 sulfonates Chemical class 0.000 description 13
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 12
- 241000894007 species Species 0.000 description 12
- 238000007655 standard test method Methods 0.000 description 12
- 239000002585 base Substances 0.000 description 11
- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 11
- 239000011777 magnesium Substances 0.000 description 11
- 229910052749 magnesium Inorganic materials 0.000 description 11
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 11
- 150000003014 phosphoric acid esters Chemical class 0.000 description 11
- 229920005862 polyol Polymers 0.000 description 11
- 238000002360 preparation method Methods 0.000 description 11
- KFZMGEQAYNKOFK-UHFFFAOYSA-N 2-propanol Substances CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 10
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 10
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 10
- 239000004215 Carbon black (E152) Substances 0.000 description 10
- 239000005069 Extreme pressure additive Substances 0.000 description 10
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 10
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 10
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 10
- 125000001931 aliphatic group Chemical group 0.000 description 10
- ZQPPMHVWECSIRJ-MDZDMXLPSA-N elaidic acid Chemical compound CCCCCCCC\C=C\CCCCCCCC(O)=O ZQPPMHVWECSIRJ-MDZDMXLPSA-N 0.000 description 10
- 238000009472 formulation Methods 0.000 description 10
- 239000007789 gas Substances 0.000 description 10
- 150000003949 imides Chemical group 0.000 description 10
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 10
- 239000003208 petroleum Substances 0.000 description 10
- 150000003077 polyols Chemical class 0.000 description 10
- UMGDCJDMYOKAJW-UHFFFAOYSA-N thiourea Chemical compound NC(N)=S UMGDCJDMYOKAJW-UHFFFAOYSA-N 0.000 description 10
- 239000011701 zinc Substances 0.000 description 10
- 229910052725 zinc Inorganic materials 0.000 description 10
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 9
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 9
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 9
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 9
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 9
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 9
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 description 9
- 239000005642 Oleic acid Substances 0.000 description 9
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 9
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 9
- 150000001408 amides Chemical class 0.000 description 9
- 150000008064 anhydrides Chemical class 0.000 description 9
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 9
- 150000004985 diamines Chemical class 0.000 description 9
- 239000006260 foam Substances 0.000 description 9
- 239000002480 mineral oil Substances 0.000 description 9
- 150000002989 phenols Chemical class 0.000 description 9
- 229920001281 polyalkylene Polymers 0.000 description 9
- 239000000344 soap Substances 0.000 description 9
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 8
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 8
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 8
- KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical compound OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 description 8
- 230000008859 change Effects 0.000 description 8
- XPPKVPWEQAFLFU-UHFFFAOYSA-J diphosphate(4-) Chemical group [O-]P([O-])(=O)OP([O-])([O-])=O XPPKVPWEQAFLFU-UHFFFAOYSA-J 0.000 description 8
- XMGQYMWWDOXHJM-UHFFFAOYSA-N limonene Chemical compound CC(=C)C1CCC(C)=CC1 XMGQYMWWDOXHJM-UHFFFAOYSA-N 0.000 description 8
- 239000010687 lubricating oil Substances 0.000 description 8
- 150000002751 molybdenum Chemical class 0.000 description 8
- UHOVQNZJYSORNB-UHFFFAOYSA-N monobenzene Natural products C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 8
- 230000007935 neutral effect Effects 0.000 description 8
- 229910052760 oxygen Inorganic materials 0.000 description 8
- 239000001301 oxygen Substances 0.000 description 8
- AQSJGOWTSHOLKH-UHFFFAOYSA-N phosphite(3-) Chemical class [O-]P([O-])[O-] AQSJGOWTSHOLKH-UHFFFAOYSA-N 0.000 description 8
- 229920000058 polyacrylate Polymers 0.000 description 8
- 229920000193 polymethacrylate Polymers 0.000 description 8
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 8
- 230000002829 reductive effect Effects 0.000 description 8
- 239000003784 tall oil Substances 0.000 description 8
- ULQISTXYYBZJSJ-UHFFFAOYSA-N 12-hydroxyoctadecanoic acid Chemical compound CCCCCCC(O)CCCCCCCCCCC(O)=O ULQISTXYYBZJSJ-UHFFFAOYSA-N 0.000 description 7
- CMGDVUCDZOBDNL-UHFFFAOYSA-N 4-methyl-2h-benzotriazole Chemical compound CC1=CC=CC2=NNN=C12 CMGDVUCDZOBDNL-UHFFFAOYSA-N 0.000 description 7
- FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 description 7
- 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 7
- 229920002396 Polyurea Polymers 0.000 description 7
- FEWJPZIEWOKRBE-UHFFFAOYSA-N Tartaric acid Natural products [H+].[H+].[O-]C(=O)C(O)C(O)C([O-])=O FEWJPZIEWOKRBE-UHFFFAOYSA-N 0.000 description 7
- 125000003342 alkenyl group Chemical group 0.000 description 7
- 150000004996 alkyl benzenes Chemical class 0.000 description 7
- 229910052782 aluminium Inorganic materials 0.000 description 7
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 7
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 7
- 239000012990 dithiocarbamate Substances 0.000 description 7
- 239000003995 emulsifying agent Substances 0.000 description 7
- XXUJMEYKYHETBZ-UHFFFAOYSA-N ethyl 4-nitrophenyl ethylphosphonate Chemical compound CCOP(=O)(CC)OC1=CC=C([N+]([O-])=O)C=C1 XXUJMEYKYHETBZ-UHFFFAOYSA-N 0.000 description 7
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 7
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 7
- 239000002530 phenolic antioxidant Substances 0.000 description 7
- 229920001515 polyalkylene glycol Polymers 0.000 description 7
- 239000011541 reaction mixture Substances 0.000 description 7
- 150000003902 salicylic acid esters Chemical class 0.000 description 7
- 229920006395 saturated elastomer Polymers 0.000 description 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 7
- XMKLTEGSALONPH-UHFFFAOYSA-N 1,2,4,5-tetrazinane-3,6-dione Chemical compound O=C1NNC(=O)NN1 XMKLTEGSALONPH-UHFFFAOYSA-N 0.000 description 6
- XDOFQFKRPWOURC-UHFFFAOYSA-N 16-methylheptadecanoic acid Chemical compound CC(C)CCCCCCCCCCCCCCC(O)=O XDOFQFKRPWOURC-UHFFFAOYSA-N 0.000 description 6
- NLZUEZXRPGMBCV-UHFFFAOYSA-N Butylhydroxytoluene Chemical compound CC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 NLZUEZXRPGMBCV-UHFFFAOYSA-N 0.000 description 6
- 229920000089 Cyclic olefin copolymer Polymers 0.000 description 6
- ZRALSGWEFCBTJO-UHFFFAOYSA-N Guanidine Chemical compound NC(N)=N ZRALSGWEFCBTJO-UHFFFAOYSA-N 0.000 description 6
- VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical group CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 description 6
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 6
- 229920002367 Polyisobutene Polymers 0.000 description 6
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 6
- 239000002518 antifoaming agent Substances 0.000 description 6
- 239000004327 boric acid Substances 0.000 description 6
- 229910052796 boron Inorganic materials 0.000 description 6
- 235000010354 butylated hydroxytoluene Nutrition 0.000 description 6
- 239000004202 carbamide Substances 0.000 description 6
- GHVNFZFCNZKVNT-UHFFFAOYSA-N decanoic acid Chemical compound CCCCCCCCCC(O)=O GHVNFZFCNZKVNT-UHFFFAOYSA-N 0.000 description 6
- NAGJZTKCGNOGPW-UHFFFAOYSA-N dithiophosphoric acid Chemical compound OP(O)(S)=S NAGJZTKCGNOGPW-UHFFFAOYSA-N 0.000 description 6
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 6
- 239000003925 fat Substances 0.000 description 6
- 235000019197 fats Nutrition 0.000 description 6
- 125000000524 functional group Chemical group 0.000 description 6
- 150000002314 glycerols Chemical class 0.000 description 6
- 150000002462 imidazolines Chemical class 0.000 description 6
- 239000006281 industrial lubricant additive Substances 0.000 description 6
- 150000002646 long chain fatty acid esters Chemical class 0.000 description 6
- 150000003018 phosphorus compounds Chemical class 0.000 description 6
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 6
- 238000000746 purification Methods 0.000 description 6
- 229960001860 salicylate Drugs 0.000 description 6
- 239000003549 soybean oil Substances 0.000 description 6
- 235000012424 soybean oil Nutrition 0.000 description 6
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 6
- CDOOAUSHHFGWSA-OWOJBTEDSA-N (e)-1,3,3,3-tetrafluoroprop-1-ene Chemical compound F\C=C\C(F)(F)F CDOOAUSHHFGWSA-OWOJBTEDSA-N 0.000 description 5
- FXRLMCRCYDHQFW-UHFFFAOYSA-N 2,3,3,3-tetrafluoropropene Chemical compound FC(=C)C(F)(F)F FXRLMCRCYDHQFW-UHFFFAOYSA-N 0.000 description 5
- ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical compound [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 description 5
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 5
- 238000005698 Diels-Alder reaction Methods 0.000 description 5
- SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 5
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 description 5
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 5
- 241001465754 Metazoa Species 0.000 description 5
- DIOYAVUHUXAUPX-KHPPLWFESA-N Oleoyl sarcosine Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)N(C)CC(O)=O DIOYAVUHUXAUPX-KHPPLWFESA-N 0.000 description 5
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 5
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 5
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 5
- 150000001639 boron compounds Chemical class 0.000 description 5
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- APSBXTVYXVQYAB-UHFFFAOYSA-M sodium docusate Chemical group [Na+].CCCCC(CC)COC(=O)CC(S([O-])(=O)=O)C(=O)OCC(CC)CCCC APSBXTVYXVQYAB-UHFFFAOYSA-M 0.000 description 1
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- ISIJQEHRDSCQIU-UHFFFAOYSA-N tert-butyl 2,7-diazaspiro[4.5]decane-7-carboxylate Chemical compound C1N(C(=O)OC(C)(C)C)CCCC11CNCC1 ISIJQEHRDSCQIU-UHFFFAOYSA-N 0.000 description 1
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- 238000010998 test method Methods 0.000 description 1
- TUNFSRHWOTWDNC-HKGQFRNVSA-N tetradecanoic acid Chemical compound CCCCCCCCCCCCC[14C](O)=O TUNFSRHWOTWDNC-HKGQFRNVSA-N 0.000 description 1
- JZALLXAUNPOCEU-UHFFFAOYSA-N tetradecylbenzene Chemical compound CCCCCCCCCCCCCCC1=CC=CC=C1 JZALLXAUNPOCEU-UHFFFAOYSA-N 0.000 description 1
- UWHCKJMYHZGTIT-UHFFFAOYSA-N tetraethylene glycol Chemical compound OCCOCCOCCOCCO UWHCKJMYHZGTIT-UHFFFAOYSA-N 0.000 description 1
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- 238000005809 transesterification reaction Methods 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- LGQXXHMEBUOXRP-UHFFFAOYSA-N tributyl borate Chemical compound CCCCOB(OCCCC)OCCCC LGQXXHMEBUOXRP-UHFFFAOYSA-N 0.000 description 1
- BOOITXALNJLNMB-UHFFFAOYSA-N tricyclohexyl borate Chemical compound C1CCCCC1OB(OC1CCCCC1)OC1CCCCC1 BOOITXALNJLNMB-UHFFFAOYSA-N 0.000 description 1
- DXNCZXXFRKPEPY-UHFFFAOYSA-N tridecanedioic acid Chemical compound OC(=O)CCCCCCCCCCCC(O)=O DXNCZXXFRKPEPY-UHFFFAOYSA-N 0.000 description 1
- AJSTXXYNEIHPMD-UHFFFAOYSA-N triethyl borate Chemical compound CCOB(OCC)OCC AJSTXXYNEIHPMD-UHFFFAOYSA-N 0.000 description 1
- KDQYHGMMZKMQAA-UHFFFAOYSA-N trihexyl borate Chemical compound CCCCCCOB(OCCCCCC)OCCCCCC KDQYHGMMZKMQAA-UHFFFAOYSA-N 0.000 description 1
- DTBRTYHFHGNZFX-UHFFFAOYSA-N trioctyl borate Chemical compound CCCCCCCCOB(OCCCCCCCC)OCCCCCCCC DTBRTYHFHGNZFX-UHFFFAOYSA-N 0.000 description 1
- JLPJTCGUKOBWRJ-UHFFFAOYSA-N tripentyl borate Chemical compound CCCCCOB(OCCCCC)OCCCCC JLPJTCGUKOBWRJ-UHFFFAOYSA-N 0.000 description 1
- NHDIQVFFNDKAQU-UHFFFAOYSA-N tripropan-2-yl borate Chemical compound CC(C)OB(OC(C)C)OC(C)C NHDIQVFFNDKAQU-UHFFFAOYSA-N 0.000 description 1
- LTEHWCSSIHAVOQ-UHFFFAOYSA-N tripropyl borate Chemical compound CCCOB(OCCC)OCCC LTEHWCSSIHAVOQ-UHFFFAOYSA-N 0.000 description 1
- WAXLMVCEFHKADZ-UHFFFAOYSA-N tris-decyl borate Chemical compound CCCCCCCCCCOB(OCCCCCCCCCC)OCCCCCCCCCC WAXLMVCEFHKADZ-UHFFFAOYSA-N 0.000 description 1
- 150000004670 unsaturated fatty acids Chemical class 0.000 description 1
- 229930195735 unsaturated hydrocarbon Natural products 0.000 description 1
- 150000003673 urethanes Chemical class 0.000 description 1
- 238000005292 vacuum distillation Methods 0.000 description 1
- 239000003981 vehicle Substances 0.000 description 1
- 229920001567 vinyl ester resin Polymers 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- UIYCHXAGWOYNNA-UHFFFAOYSA-N vinyl sulfide Chemical group C=CSC=C UIYCHXAGWOYNNA-UHFFFAOYSA-N 0.000 description 1
- 230000000007 visual effect Effects 0.000 description 1
- 238000010792 warming Methods 0.000 description 1
- 238000009736 wetting Methods 0.000 description 1
- 239000010698 whale oil Substances 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
- 150000003751 zinc Chemical class 0.000 description 1
- 239000011787 zinc oxide Substances 0.000 description 1
- MBBWTVUFIXOUBE-UHFFFAOYSA-L zinc;dicarbamodithioate Chemical compound [Zn+2].NC([S-])=S.NC([S-])=S MBBWTVUFIXOUBE-UHFFFAOYSA-L 0.000 description 1
- 239000004711 α-olefin Substances 0.000 description 1
- 239000002076 α-tocopherol Substances 0.000 description 1
Classifications
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M137/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing phosphorus
- C10M137/02—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing phosphorus having no phosphorus-to-carbon bond
- C10M137/04—Phosphate esters
- C10M137/08—Ammonium or amine salts
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M107/00—Lubricating compositions characterised by the base-material being a macromolecular compound
- C10M107/02—Hydrocarbon polymers; Hydrocarbon polymers modified by oxidation
-
- 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
- C10M169/00—Lubricating compositions characterised by containing as components a mixture of at least two types of ingredient selected from base-materials, thickeners or additives, covered by the preceding groups, each of these compounds being essential
- C10M169/04—Mixtures of base-materials and additives
-
- 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
- C10M2205/02—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions containing acyclic monomers
- C10M2205/0206—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions containing acyclic monomers used as base material
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2205/00—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions
- C10M2205/02—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions containing acyclic monomers
- C10M2205/028—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions containing acyclic monomers containing aliphatic monomers having more than four carbon atoms
- C10M2205/0285—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions containing acyclic monomers containing aliphatic monomers having more than four carbon atoms used as base material
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
- C10M2215/22—Heterocyclic nitrogen compounds
- C10M2215/223—Five-membered rings containing nitrogen and carbon only
- C10M2215/224—Imidazoles
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
- C10M2215/28—Amides; Imides
-
- 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
- C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
- C10M2219/02—Sulfur-containing compounds obtained by sulfurisation with sulfur or sulfur-containing compounds
- C10M2219/022—Sulfur-containing compounds obtained by sulfurisation with sulfur or sulfur-containing compounds of hydrocarbons, e.g. olefines
-
- 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
- C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
- C10M2219/10—Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring
- C10M2219/104—Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring containing sulfur and carbon with nitrogen or oxygen in the ring
- C10M2219/106—Thiadiazoles
-
- 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
- C10M2223/00—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
- C10M2223/02—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having no phosphorus-to-carbon bonds
- C10M2223/04—Phosphate esters
- C10M2223/043—Ammonium or amine salts thereof
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2020/00—Specified physical or chemical properties or characteristics, i.e. function, of component of lubricating compositions
- C10N2020/01—Physico-chemical properties
- C10N2020/02—Viscosity; Viscosity index
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
- C10N2030/02—Pour-point; Viscosity index
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
- C10N2030/06—Oiliness; Film-strength; Anti-wear; Resistance to extreme pressure
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
- C10N2030/36—Seal compatibility, e.g. with rubber
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/04—Oil-bath; Gear-boxes; Automatic transmissions; Traction drives
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/04—Oil-bath; Gear-boxes; Automatic transmissions; Traction drives
- C10N2040/044—Oil-bath; Gear-boxes; Automatic transmissions; Traction drives for manual transmissions
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/12—Gas-turbines
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/25—Internal-combustion engines
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/30—Refrigerators lubricants or compressors lubricants
Abstract
Description
本開示の技術は、例えば、ギアを潤滑する際に良好な摩耗保護およびシール保護をもたらすリン組成物を含有する潤滑剤に関する。
潤滑組成物は、それが使用されるデバイスの動作条件への曝露によって、特に、デバイスの動作によって生じる熱または潤滑剤中に存在する夾雑物への曝露によって、その使用中に効果が低下することが公知である。熱および夾雑物によって潤滑油中に見られる炭化水素が酸化して、カルボン酸および他の酸素化物が生じる場合がある。次いで、これらの酸化した炭化水素および酸性炭化水素は、腐食、摩耗および堆積の問題を引き起こし続ける可能性がある。
本開示の技術は、硫黄含量が低く、潤滑剤中の酸性成分を中和して、シール引張強度および弾性への負の影響を最小限とすることができる「シール使用し易い」アミンを含有する抗摩耗添加剤である。したがって、本開示の技術は、潤滑粘度の油と、約0.01から約5重量パーセントの実質的に硫黄を含まないアルキルホスフェートアミン塩(「リン−アミン塩(phos-amine salt)」)とを含む潤滑剤組成物であって、アルキルピロホスフェート塩構造中に少なくとも約30モルパーセントのリン原子が存在する、潤滑剤組成物を提供する。ホスフェート構造の少なくとも約80モルパーセントのアルキル基は、約3から約12個の炭素原子の第二級アルキル基である。アミン部分は、ヒンダードヒドロカルビルアミン、芳香族ヒドロカルビルアミン、またはこれらの組合せであるヒドロカルビルアミンである。
R3−NR5−R4 (III)
(式中、R3、R4、およびR5は、独立して、C1〜C30ヒドロカルビル基である)で表されるヒンダードアミンであり得る。他の実施形態では、R3、R4、およびR5は、独立して、C1〜C20、C4〜C18、またはC6〜C14ヒドロカルビル基であり得る。別の実施形態では、ヒンダードヒドロカルビルアミンは、少なくとも1つの芳香族基を有してもよい。
種々の好ましい特徴および実施形態を、非限定的例証により以下に説明する。
潤滑粘度の油
基油カテゴリー 硫黄(%) 飽和度(%) 粘度指数
グループI >0.03および/または<90 80から120未満
グループII ≦0.03 および ≧90 80から120未満
グループIII ≦0.03 および ≧90 ≧120
グループIV すべてのポリアルファオレフィン(PAO)
グループV グループI、II、IIIまたはIVに含まれない他のすべて
における基油のいずれかから選択されてもよい。
ホスフェートアミン塩
アミン成分
1.適切なヒンダードヒドロカルビルアミンは、それほど限定されない。これらは、直鎖状、分枝状、または環状のC1〜C30ヒドロカルビル基を有するモノアミン、ジアミン、およびポリアミンを含む。ヒドロカルビル基は、他の原子、典型的には、酸素で置換されていてもよい。一部の実施形態では、ヒンダードヒドロカルビルアミンは、式(III)
R3−NR5−R4 (III)
(式中、R3、R4、およびR5は、独立して、C1〜C30ヒドロカルビル基である)の構造によって表すことができる。他の実施形態では、R1、R2、およびR3は、独立して、C1〜C20、C4〜C18、またはC6〜C14ヒドロカルビル基であってもよい。
アミン塩の量
他の成分
清浄剤
粘度調整剤
分散剤
極圧剤
方法および適用
金属加工流体
グリース
(a)0.001wt%から10wt%のリン−アミン塩;
(b)1wt%から20wt%のグリース増粘剤;
(c)0wt%から5wt%の極圧剤;
(d)0wt%から10wt%の他の性能添加剤;および
(e)残部の潤滑粘度の油
を含むことができる。
(a)0.002wt%から5.0wt%のリン−アミン塩;
(b)1wt%から20wt%のグリース増粘剤;
(c)0.2wt%から1wt%の極圧剤;
(d)0.1wt%から10wt%の他の性能添加剤;および
(e)残部の潤滑粘度の油
を含むことができる。
およびASTM D6138−13:動的湿潤条件下での潤滑グリースの腐食防止特性の決定についての標準試験法(Emcor試験)(Standard Test Method for Determination of Corrosion−Preventive Properties of Lubricating Greases Under Dynamic Wet Conditions(Emcor Test))について、対照の標準物質に対して評価することができる。
油圧油、タービン油または循環油
で表すことができる。
0.01wt%から3wt%のリン−アミン塩、
0.0001wt%から0.15wt%の、2,5−ビス(tert−ドデシルジチオ)−1,3,4−チアジアゾール、トリルトリアゾール、またはこれらの混合物から選択される腐食阻害剤、
潤滑粘度の油、
0.02wt%から3wt%の、アミン性もしくはフェノール性酸化防止剤またはこれらの混合物から選択される酸化防止剤、
0.005wt%から1.5wt%のホウ素化スクシンイミドまたは非ホウ素化スクシンイミド、
0.001wt%から1.5wt%の中性またはやや過塩基性のカルシウムナフタレンスルホネート(典型的には、中性またはやや過塩基性のカルシウムジノニルナフタレンスルホネート)、および
0.001wt%から2wt%、または0.01wt%から1wt%の、ジアルキルジチオリン酸亜鉛、ジアルキルリン酸亜鉛、リン含有酸もしくはエステルのアミン塩、またはこれらの混合物から選択される抗摩耗剤(本発明のプロトン性の塩以外)
を含むことができる。
冷却材潤滑剤
(i)BASFから市販されている、ヘキサメチレンビス(3,5−ジ−tert−ブチル−4−ヒドロキシヒドロシンナメート)、CAS登録番号35074−77−2;
(ii)BASFから市販されている、N−フェニルベンゼンアミン、2,4,4−トリメチルペンテンとの反応生成物、CAS登録番号68411−46−1;
(iii)フェニル−a−および/またはフェニル−b−ナフチルアミン、例えばBASFから市販されている、N−フェニル−ar−(1,1,3,3−テトラメチルブチル)−1−ナフタレンアミン;
(iv)テトラキス[メチレン(3,5−ジ−tert−ブチル−4−ヒドロキシヒドロシンナメート)]メタン、CAS登録番号6683−19−8;
(v)チオジエチレンビス(3,5−ジ−tert−ブチル−4−ヒドロキシヒドロシンナメート)、CAS登録番号41484−35−9(これは、21C.F.R.§178.3570に、チオジエチレンビス(3,5−ジ−tert−ブチル−4−ヒドロキシ−ヒドロ−シンナメート)としても列挙されている);
(vi)ブチル化ヒドロキシトルエン(BHT);
(vii)ブチル化ヒドロキシアニソール(BHA);
(viii)BASFから市販されている、ビス(4−(1,1,3,3−テトラメチルブチル)フェニル)アミン;および
(ix)BASFから市販されている、ベンゼンプロパン酸,3,5−ビス(1,1−ジメチルエチル)−4−ヒドロキシ−,チオジ−2,1−エタンジイルエステル
のうちの1つまたは複数が挙げられる。
(i)1つまたは複数のトル−トリアゾール、例えば、Irgamet 39の商品名のもとでBASFによって市販されているN,N−ビス(2−エチルヘキシル)−ar−メチル−1H−ベンゾトリアゾール−1−メタンアミン、CAS登録番号94270−86−70;
(ii)動物および/もしくは植物源に由来する1つもしくは複数の脂肪酸、ならびに/または、このような脂肪酸の水素化形態、例えば、Akzo Novel Chemicals,Ltd.から市販されているNeo−Fat(商標)
のうちの1つまたは複数が挙げられる。
(i)N−メチル−N−(1−オキソ−9−オクタデセニル)グリシン、CAS登録番号110−25−8;
(ii)tert−アルキルおよび(C12〜C14)第一級アミンと反応したリン酸モノおよびジイソオクチルエステル、CAS登録番号68187−67−7;
(iii)ドデカン酸;
(iv)トリフェニルホスホロチオネート、CAS登録番号597−82−0;ならびに
(v)リン酸モノおよびジヘキシルエステル、テトラメチルノニルアミンおよびC11〜14アルキルアミンを有する化合物
のうちの1つまたは複数が挙げられる。
工業的ギア
で表すことができる。
0.01wt%から5wt%のリン−アミン塩、
2,5−ビス(tert−ドデシルジチオ)−1,3,4−チアジアゾール、トリルトリアゾールまたはこれらの混合物から選択される、0.0001wt%から0.15wt%の腐食阻害剤、
潤滑粘度の油、
アミン性もしくはフェノール性抗酸化剤、またはこれらの混合物から選択される、0.02wt%から3wt%の抗酸化剤、
0.005wt%から1.5wt%のホウ素化スクシンイミドまたは非ホウ素化スクシンイミド、
0.001wt%から1.5wt%の中性またはやや過塩基性のカルシウムナフタレンスルホネート(典型的には、中性またはやや過塩基性のカルシウムジノニルナフタレンスルホネート)、ならびに
0.001wt%から2wt%、または0.01wt%から1wt%の、ジアルキルジチオリン酸亜鉛、ジアルキルリン酸亜鉛、リン含有酸もしくはエステルのアミン塩、またはこれらの混合物から選択される抗摩耗剤(本発明のプロトン性の塩以外)
を含むことができる。
アルコールを、凝縮器、オーバーヘッド機械スターラー、窒素入口、および熱電対を装備した乾燥多頚フランジフラスコに投入する。フラスコを40から70℃の間まで加熱し、次いで、40から80℃の間の温度を維持しながら、五酸化二リンをゆっくりと添加する。次いで、混合物を60から90℃まで加熱し、追加の3から20時間撹拌する。任意の過剰アルコールを真空蒸留によって除去してもよい。アルコール対五酸化二リン(P2O5)のモル比は、4:1から2.5:1、すなわち、リンごとに、典型的には、2から1.25当量のアルコールが存在する。
塩の形成に対する一般的手順
式IVのリン−アミン塩の形成
式Vのリン−アミン塩の形成
式VIのリン−アミン塩の形成
式VIIのリン−アミン塩の形成
式VIIIのリン−アミン塩の形成
負荷 100gおよび300g
持続期間 60分
周波数 20Hz
温度 100℃で等温
冶金 スチール上に標準スチール球
R3−NR5−R4 (III)
(式中、R3、R4、およびR5は、独立して、C1〜C30ヒドロカルビル基である)で表されるヒンダードアミンであり得る。他の実施形態では、R3、R4、およびR5は、独立して、C1〜C20、C4〜C18、またはC6〜C14ヒドロカルビル基であり得る。別の実施形態では、ヒンダードヒドロカルビルアミンは、少なくとも1つの芳香族基を有してもよい。
Claims (31)
- 潤滑粘度の油と、約0.01から約5重量パーセントの実質的に硫黄を含まないアルキルホスフェートアミン塩(「リン−アミン塩」)とを含む潤滑剤組成物であって、
a.アルキルピロホスフェート塩構造中に少なくとも約30モルパーセントのリン原子が存在し、少なくとも約80モルパーセントのアルキル基が約3から12個の炭素原子の第二級アルキル基であり、
b.前記アミンが、ヒンダードヒドロカルビルアミン、芳香族ヒドロカルビルアミン、またはこれらの組合せであるヒドロカルビルアミンである、潤滑剤組成物。 - 前記リン−アミン塩が、五酸化二リンを、約3から約12個の炭素原子を有する第二級アルコールと反応させ、その生成物を前記アミンと反応させることによって調製されるかまたは調製され得る、請求項1または請求項2に記載の潤滑剤組成物。
- 前記ヒドロカルビルアミンが、芳香族ヒドロカルビルアミンである、請求項1から3のいずれかに記載の潤滑剤組成物。
- 前記ヒドロカルビルアミンが、ヒンダードヒドロカルビルアミンである、請求項1から3のいずれか記載の潤滑剤組成物。
- 前記ヒンダードヒドロカルビルアミンが、少なくとも1つの芳香族基を有する、請求項5に記載の潤滑剤組成物。
- 前記ヒドロカルビルアミンが、少なくとも1つのC1〜C30、C1〜C20、C4〜C18、またはC6〜C14、ヒドロカルビル基を含む、請求項1から6のいずれかに記載の潤滑剤組成物。
- 前記アルキルホスフェートアミン塩を調製するための反応において、前記五酸化二リンが、約30℃から約60℃の温度で、P2O51モル当たり約2.2から約3.1モル、または約2.3から約2.8モル、または2.4から2.4の前記第二級アルコールと反応させられる、請求項3から7のいずれかに記載の潤滑剤組成物。
- 前記アルキルホスフェートアミン塩が、モノ−またはジ−アルキル−オルトホスフェート塩構造中に最大約60モルパーセントのリン原子を含む、請求項1から8のいずれかに記載の潤滑剤組成物。
- 前記アルキルホスフェートアミン塩が、アルキルピロホスフェート塩構造中に少なくとも約50から約80、または55から65モルパーセントのリン原子を含む、請求項1から9のいずれかに記載の潤滑剤組成物。
- 前記ヒドロカルビルアミンが、式(III)
R3−NR5−R4 (III)
(式中、R3、R4、およびR5は、独立して、C1〜C30ヒドロカルビル基である)で表されるヒンダードアミンである、請求項1から10のいずれかに記載の潤滑剤組成物。 - 前記ヒドロカルビルアミンが、前記ホスフェートと塩を形成している窒素原子に直接結合するアルキル基を有し、前記窒素原子が、任意選択でさらにアルキル化されていてもよい芳香族アミンである、請求項1から11のいずれかに記載の潤滑剤組成物。
- 前記アミンが、少なくとも2つの分枝状アルキル基を有する第三級アルキルアミンである、請求項1から11のいずれかに記載の潤滑剤組成物。
- 前記少なくとも2つの分枝状アルキル基が、独立して、α位またはβ位で分枝している、請求項13に記載の潤滑剤組成物。
- 前記少なくとも2つの分枝状アルキル基が、両方β位で分枝している、請求項14に記載の潤滑剤組成物。
- 前記アルキルホスフェート構造の1つまたは複数の前記アルキル基が、4−メチルペンタ−2−イル基を含む、請求項1から15のいずれかに記載の潤滑剤組成物。
- 前記潤滑粘度の油が、約3から約7.5、または約3.6から約6、または約3.5から約5mm2/秒の、ASTM D445による100℃での動粘度を有する、請求項1から16のいずれかに記載の潤滑剤組成物。
- 前記潤滑粘度の油が、約3から約7.5の、ASTM D445による100℃での動粘度を有するポリアルファオレフィンを含む、請求項1から17のいずれかに記載の潤滑剤組成物。
- 任意選択で、過塩基性アルカリ土類金属清浄剤を、アルカリ土類金属の重量で1から約500、または1から約100、または10から約50ppmとなる量で含む、請求項1から18のいずれかに記載の潤滑剤組成物。
- 任意選択で、1から約30、または約5から約15重量パーセントのポリマー性粘度指数調整剤を含む、請求項1から19のいずれかに記載の潤滑剤組成物。
- 任意選択で極圧剤を含む、請求項1から20のいずれかに記載の潤滑剤組成物。
- 請求項1から21のいずれかの成分を混合することによって調製された組成物。
- 機械的デバイスを潤滑する方法であって、前記機械的デバイスに請求項1から22のいずれかに記載の潤滑剤組成物を供給することを含む方法。
- 前記機械的デバイスが、ギアを含む、請求項23に記載の方法。
- 前記機械的デバイスが、アクセルまたはマニュアルトランスミッションを含む、請求項23に記載の方法。
- 前記機械的デバイスが、エンジンを含む、請求項23に記載の方法。
- 工業的デバイスを潤滑する方法であって、前記工業的デバイスに請求項1から22のいずれかに記載の潤滑剤組成物を供給することを含む方法。
- 前記工業的デバイスが、循環油系、タービン系、冷凍機油系、または工業的ギアである、請求項27に記載の方法。
- 機械的デバイスまたは工業的デバイスにおけるシール劣化を低減する方法であって、前記機械的デバイスまたは前記工業的デバイスに請求項1から22のいずれかの潤滑剤組成物を供給することを含む方法。
- 破断時のフルオロエラストマーシールのシール伸度が、ASTM D 5662を使用して40%未満である、請求項29に記載の方法。
- 実質的に硫黄を含まないアルキルホスフェートアミン塩(「リン−アミン塩」)を調製するための方法であって、
約40から約50℃の温度で、五酸化二リンを、約等量の第二級アルコールまたは約3から約12個の炭素原子を有する第二級アルコールの混合物と反応させるステップと、その生成物をアミンと反応させるステップとを含み、
a.アルキルピロホスフェート塩構造中に少なくとも約30モルパーセントのリン原子が存在し、少なくとも約80モルパーセントのアルキル基が約3から約12個の炭素原子の第二級アルキル基であり、
b.前記アミンが、ヒンダードヒドロカルビルアミン、芳香族ヒドロカルビルアミン、またはそれらの組合せであるヒドロカルビルアミンである、方法。
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CN112745978A (zh) * | 2019-10-31 | 2021-05-04 | 江苏信联新材料科技有限公司 | 一种能够用作润滑剂的酰胺类助剂及其制备方法 |
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CN113355148B (zh) * | 2021-05-28 | 2022-12-20 | 中国石油化工股份有限公司 | 一种用于汽车驱动轴轮毂轴承结合面的润滑剂及其制法 |
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US11384308B2 (en) | 2022-07-12 |
US20190241824A1 (en) | 2019-08-08 |
CN109715766B (zh) | 2022-06-28 |
CA3031232A1 (en) | 2018-01-25 |
CN109715766A (zh) | 2019-05-03 |
EP3487965A1 (en) | 2019-05-29 |
WO2018017454A1 (en) | 2018-01-25 |
EP3487965B1 (en) | 2022-02-09 |
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