JP2013526647A - 分散剤を含む潤滑組成物 - Google Patents
分散剤を含む潤滑組成物 Download PDFInfo
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- JP2013526647A JP2013526647A JP2013511349A JP2013511349A JP2013526647A JP 2013526647 A JP2013526647 A JP 2013526647A JP 2013511349 A JP2013511349 A JP 2013511349A JP 2013511349 A JP2013511349 A JP 2013511349A JP 2013526647 A JP2013526647 A JP 2013526647A
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- Prior art keywords
- lubricating composition
- copolymer
- composition according
- olefin
- lubricating
- Prior art date
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- 239000000203 mixture Substances 0.000 title claims abstract description 139
- 230000001050 lubricating effect Effects 0.000 title claims abstract description 92
- 239000002270 dispersing agent Substances 0.000 title claims description 40
- 229920001577 copolymer Polymers 0.000 claims abstract description 84
- 150000004982 aromatic amines Chemical class 0.000 claims abstract description 46
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 39
- 239000000178 monomer Substances 0.000 claims abstract description 34
- 239000004711 α-olefin Substances 0.000 claims abstract description 30
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims abstract description 24
- 238000000034 method Methods 0.000 claims abstract description 24
- 238000002485 combustion reaction Methods 0.000 claims abstract description 19
- 239000000314 lubricant Substances 0.000 claims abstract description 11
- -1 salixalate Chemical class 0.000 claims description 58
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 34
- 239000003921 oil Substances 0.000 claims description 31
- 239000003599 detergent Substances 0.000 claims description 26
- 229910052751 metal Inorganic materials 0.000 claims description 26
- 239000002184 metal Substances 0.000 claims description 26
- ATGUVEKSASEFFO-UHFFFAOYSA-N p-aminodiphenylamine Chemical compound C1=CC(N)=CC=C1NC1=CC=CC=C1 ATGUVEKSASEFFO-UHFFFAOYSA-N 0.000 claims description 26
- 239000004034 viscosity adjusting agent Substances 0.000 claims description 22
- 125000004432 carbon atom Chemical group C* 0.000 claims description 19
- 229910052757 nitrogen Inorganic materials 0.000 claims description 17
- KZNICNPSHKQLFF-UHFFFAOYSA-N succinimide Chemical compound O=C1CCC(=O)N1 KZNICNPSHKQLFF-UHFFFAOYSA-N 0.000 claims description 16
- CRSBERNSMYQZNG-UHFFFAOYSA-N 1-dodecene Chemical compound CCCCCCCCCCC=C CRSBERNSMYQZNG-UHFFFAOYSA-N 0.000 claims description 12
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 claims description 12
- 230000008569 process Effects 0.000 claims description 12
- 239000004071 soot Substances 0.000 claims description 12
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 claims description 12
- 229960002317 succinimide Drugs 0.000 claims description 9
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 8
- 150000003839 salts Chemical class 0.000 claims description 8
- 239000011593 sulfur Substances 0.000 claims description 8
- 229910052717 sulfur Inorganic materials 0.000 claims description 8
- 239000002253 acid Substances 0.000 claims description 7
- 239000010705 motor oil Substances 0.000 claims description 7
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 claims description 6
- 150000001408 amides Chemical class 0.000 claims description 6
- 229940069096 dodecene Drugs 0.000 claims description 6
- YGSDEFSMJLZEOE-UHFFFAOYSA-M salicylate Chemical compound OC1=CC=CC=C1C([O-])=O YGSDEFSMJLZEOE-UHFFFAOYSA-M 0.000 claims description 6
- 229960001860 salicylate Drugs 0.000 claims description 6
- 238000005886 esterification reaction Methods 0.000 claims description 5
- VQOXUMQBYILCKR-UHFFFAOYSA-N 1-Tridecene Chemical compound CCCCCCCCCCCC=C VQOXUMQBYILCKR-UHFFFAOYSA-N 0.000 claims description 4
- AFFLGGQVNFXPEV-UHFFFAOYSA-N 1-decene Chemical compound CCCCCCCCC=C AFFLGGQVNFXPEV-UHFFFAOYSA-N 0.000 claims description 4
- ADOBXTDBFNCOBN-UHFFFAOYSA-N 1-heptadecene Chemical compound CCCCCCCCCCCCCCCC=C ADOBXTDBFNCOBN-UHFFFAOYSA-N 0.000 claims description 4
- GQEZCXVZFLOKMC-UHFFFAOYSA-N 1-hexadecene Chemical compound CCCCCCCCCCCCCCC=C GQEZCXVZFLOKMC-UHFFFAOYSA-N 0.000 claims description 4
- PJLHTVIBELQURV-UHFFFAOYSA-N 1-pentadecene Chemical compound CCCCCCCCCCCCCC=C PJLHTVIBELQURV-UHFFFAOYSA-N 0.000 claims description 4
- HFDVRLIODXPAHB-UHFFFAOYSA-N 1-tetradecene Chemical compound CCCCCCCCCCCCC=C HFDVRLIODXPAHB-UHFFFAOYSA-N 0.000 claims description 4
- DCTOHCCUXLBQMS-UHFFFAOYSA-N 1-undecene Chemical compound CCCCCCCCCC=C DCTOHCCUXLBQMS-UHFFFAOYSA-N 0.000 claims description 4
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims description 4
- 150000001298 alcohols Chemical class 0.000 claims description 4
- 150000001336 alkenes Chemical class 0.000 claims description 4
- 150000001735 carboxylic acids Chemical class 0.000 claims description 4
- 230000008878 coupling Effects 0.000 claims description 4
- 238000010168 coupling process Methods 0.000 claims description 4
- 238000005859 coupling reaction Methods 0.000 claims description 4
- 230000032050 esterification Effects 0.000 claims description 4
- CCCMONHAUSKTEQ-UHFFFAOYSA-N octadec-1-ene Chemical compound CCCCCCCCCCCCCCCCC=C CCCMONHAUSKTEQ-UHFFFAOYSA-N 0.000 claims description 4
- OFNISBHGPNMTMS-UHFFFAOYSA-N 3-methylideneoxolane-2,5-dione Chemical compound C=C1CC(=O)OC1=O OFNISBHGPNMTMS-UHFFFAOYSA-N 0.000 claims description 3
- 230000009435 amidation Effects 0.000 claims description 3
- 238000007112 amidation reaction Methods 0.000 claims description 3
- VBEGHXKAFSLLGE-UHFFFAOYSA-N n-phenylnitramide Chemical compound [O-][N+](=O)NC1=CC=CC=C1 VBEGHXKAFSLLGE-UHFFFAOYSA-N 0.000 claims description 3
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 claims description 3
- 150000003871 sulfonates Chemical class 0.000 claims description 3
- MFGALGYVFGDXIX-UHFFFAOYSA-N 2,3-Dimethylmaleic anhydride Chemical compound CC1=C(C)C(=O)OC1=O MFGALGYVFGDXIX-UHFFFAOYSA-N 0.000 claims description 2
- AXGOOCLYBPQWNG-UHFFFAOYSA-N 3-ethylfuran-2,5-dione Chemical compound CCC1=CC(=O)OC1=O AXGOOCLYBPQWNG-UHFFFAOYSA-N 0.000 claims description 2
- AYKYXWQEBUNJCN-UHFFFAOYSA-N 3-methylfuran-2,5-dione Chemical compound CC1=CC(=O)OC1=O AYKYXWQEBUNJCN-UHFFFAOYSA-N 0.000 claims description 2
- YJKJAYFKPIUBAW-UHFFFAOYSA-N 9h-carbazol-1-amine Chemical compound N1C2=CC=CC=C2C2=C1C(N)=CC=C2 YJKJAYFKPIUBAW-UHFFFAOYSA-N 0.000 claims description 2
- 229940059260 amidate Drugs 0.000 claims description 2
- 150000008064 anhydrides Chemical class 0.000 claims description 2
- NPUKDXXFDDZOKR-LLVKDONJSA-N etomidate Chemical compound CCOC(=O)C1=CN=CN1[C@H](C)C1=CC=CC=C1 NPUKDXXFDDZOKR-LLVKDONJSA-N 0.000 claims description 2
- 125000000524 functional group Chemical group 0.000 claims description 2
- 150000003949 imides Chemical class 0.000 claims description 2
- 159000000003 magnesium salts Chemical class 0.000 claims description 2
- ABBQHOQBGMUPJH-UHFFFAOYSA-M Sodium salicylate Chemical compound [Na+].OC1=CC=CC=C1C([O-])=O ABBQHOQBGMUPJH-UHFFFAOYSA-M 0.000 claims 1
- 159000000007 calcium salts Chemical class 0.000 claims 1
- 150000003873 salicylate salts Chemical class 0.000 claims 1
- 150000001875 compounds Chemical class 0.000 abstract description 14
- 235000019198 oils Nutrition 0.000 description 30
- 150000001412 amines Chemical class 0.000 description 28
- 125000000217 alkyl group Chemical group 0.000 description 25
- 239000003795 chemical substances by application Substances 0.000 description 20
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 17
- DMBHHRLKUKUOEG-UHFFFAOYSA-N diphenylamine Chemical class C=1C=CC=CC=1NC1=CC=CC=C1 DMBHHRLKUKUOEG-UHFFFAOYSA-N 0.000 description 17
- 239000000463 material Substances 0.000 description 17
- 239000000047 product Substances 0.000 description 16
- 125000001931 aliphatic group Chemical group 0.000 description 13
- 229920000768 polyamine Polymers 0.000 description 13
- 239000003963 antioxidant agent Substances 0.000 description 12
- 125000003118 aryl group Chemical group 0.000 description 12
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 12
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 11
- 238000006243 chemical reaction Methods 0.000 description 11
- 239000000654 additive Substances 0.000 description 10
- 125000001183 hydrocarbyl group Chemical group 0.000 description 10
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 9
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 9
- 239000001257 hydrogen Substances 0.000 description 9
- 229910052739 hydrogen Inorganic materials 0.000 description 9
- 239000003607 modifier Substances 0.000 description 9
- AFVFQIVMOAPDHO-UHFFFAOYSA-N Methanesulfonic acid Chemical compound CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 description 8
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 8
- 230000003078 antioxidant effect Effects 0.000 description 8
- 239000007789 gas Substances 0.000 description 8
- 150000003254 radicals Chemical class 0.000 description 8
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 7
- 239000012986 chain transfer agent Substances 0.000 description 7
- 239000003999 initiator Substances 0.000 description 7
- 239000011574 phosphorus Substances 0.000 description 7
- 229910052698 phosphorus Inorganic materials 0.000 description 7
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 6
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 6
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 6
- 230000002378 acidificating effect Effects 0.000 description 6
- 150000001299 aldehydes Chemical class 0.000 description 6
- 238000005260 corrosion Methods 0.000 description 6
- 230000007797 corrosion Effects 0.000 description 6
- 239000000446 fuel Substances 0.000 description 6
- 239000003112 inhibitor Substances 0.000 description 6
- 239000002904 solvent Substances 0.000 description 6
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 5
- 229940000635 beta-alanine Drugs 0.000 description 5
- UCMIRNVEIXFBKS-UHFFFAOYSA-N beta-aminopropionic acid Natural products NCCC(O)=O UCMIRNVEIXFBKS-UHFFFAOYSA-N 0.000 description 5
- 239000003085 diluting agent Substances 0.000 description 5
- 239000005078 molybdenum compound Substances 0.000 description 5
- 150000002752 molybdenum compounds Chemical class 0.000 description 5
- 229920000642 polymer Polymers 0.000 description 5
- 229920000098 polyolefin Polymers 0.000 description 5
- 238000002360 preparation method Methods 0.000 description 5
- 150000003138 primary alcohols Chemical class 0.000 description 5
- YIWUKEYIRIRTPP-UHFFFAOYSA-N 2-ethylhexan-1-ol Chemical compound CCCCC(CC)CO YIWUKEYIRIRTPP-UHFFFAOYSA-N 0.000 description 4
- UIKUBYKUYUSRSM-UHFFFAOYSA-N 3-morpholinopropylamine Chemical compound NCCCN1CCOCC1 UIKUBYKUYUSRSM-UHFFFAOYSA-N 0.000 description 4
- DLFVBJFMPXGRIB-UHFFFAOYSA-N Acetamide Chemical compound CC(N)=O DLFVBJFMPXGRIB-UHFFFAOYSA-N 0.000 description 4
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 4
- 239000004435 Oxo alcohol Substances 0.000 description 4
- 229910019142 PO4 Inorganic materials 0.000 description 4
- 229910052782 aluminium Inorganic materials 0.000 description 4
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 4
- HUMNYLRZRPPJDN-UHFFFAOYSA-N benzaldehyde Chemical compound O=CC1=CC=CC=C1 HUMNYLRZRPPJDN-UHFFFAOYSA-N 0.000 description 4
- 239000011575 calcium Substances 0.000 description 4
- 229910052791 calcium Inorganic materials 0.000 description 4
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 4
- 238000013461 design Methods 0.000 description 4
- 150000002148 esters Chemical class 0.000 description 4
- 229930195733 hydrocarbon Natural products 0.000 description 4
- 150000002430 hydrocarbons Chemical class 0.000 description 4
- 229940098779 methanesulfonic acid Drugs 0.000 description 4
- 235000021317 phosphate Nutrition 0.000 description 4
- YTZKOQUCBOVLHL-UHFFFAOYSA-N tert-butylbenzene Chemical compound CC(C)(C)C1=CC=CC=C1 YTZKOQUCBOVLHL-UHFFFAOYSA-N 0.000 description 4
- PODSUMUEKRUDEI-UHFFFAOYSA-N 1-(2-aminoethyl)imidazolidin-2-one Chemical compound NCCN1CCNC1=O PODSUMUEKRUDEI-UHFFFAOYSA-N 0.000 description 3
- HJORCZCMNWLHMB-UHFFFAOYSA-N 1-(3-aminopropyl)pyrrolidin-2-one Chemical compound NCCCN1CCCC1=O HJORCZCMNWLHMB-UHFFFAOYSA-N 0.000 description 3
- 239000004215 Carbon black (E152) Substances 0.000 description 3
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 3
- 239000005977 Ethylene Substances 0.000 description 3
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 3
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 3
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- JSPLKZUTYZBBKA-UHFFFAOYSA-N trioxidane Chemical compound OOO JSPLKZUTYZBBKA-UHFFFAOYSA-N 0.000 description 3
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- LEACJMVNYZDSKR-UHFFFAOYSA-N 2-octyldodecan-1-ol Chemical compound CCCCCCCCCCC(CO)CCCCCCCC LEACJMVNYZDSKR-UHFFFAOYSA-N 0.000 description 2
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- IKHGUXGNUITLKF-UHFFFAOYSA-N Acetaldehyde Chemical compound CC=O IKHGUXGNUITLKF-UHFFFAOYSA-N 0.000 description 2
- 229910000838 Al alloy Inorganic materials 0.000 description 2
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- 241000640882 Condea Species 0.000 description 2
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 description 2
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- VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical compound CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 description 2
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 description 2
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- RQAKESSLMFZVMC-UHFFFAOYSA-N n-ethenylacetamide Chemical compound CC(=O)NC=C RQAKESSLMFZVMC-UHFFFAOYSA-N 0.000 description 1
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- 230000003647 oxidation Effects 0.000 description 1
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- TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 description 1
- 229920002866 paraformaldehyde Polymers 0.000 description 1
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- 150000002978 peroxides Chemical class 0.000 description 1
- 125000000864 peroxy group Chemical group O(O*)* 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
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- 229920005652 polyisobutylene succinic anhydride Polymers 0.000 description 1
- 229920005862 polyol Polymers 0.000 description 1
- 150000003077 polyols Chemical class 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- 229920005606 polypropylene copolymer Polymers 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 238000010526 radical polymerization reaction Methods 0.000 description 1
- 239000012429 reaction media Substances 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 238000006722 reduction reaction Methods 0.000 description 1
- 239000010802 sludge Substances 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
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- RINCXYDBBGOEEQ-UHFFFAOYSA-N succinic anhydride Chemical class O=C1CCC(=O)O1 RINCXYDBBGOEEQ-UHFFFAOYSA-N 0.000 description 1
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- 239000002600 sunflower oil Substances 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 239000010689 synthetic lubricating oil Substances 0.000 description 1
- 150000003505 terpenes Chemical class 0.000 description 1
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- WYKYCHHWIJXDAO-UHFFFAOYSA-N tert-butyl 2-ethylhexaneperoxoate Chemical compound CCCCC(CC)C(=O)OOC(C)(C)C WYKYCHHWIJXDAO-UHFFFAOYSA-N 0.000 description 1
- GJBRNHKUVLOCEB-UHFFFAOYSA-N tert-butyl benzenecarboperoxoate Chemical compound CC(C)(C)OOC(=O)C1=CC=CC=C1 GJBRNHKUVLOCEB-UHFFFAOYSA-N 0.000 description 1
- PTKJGHDYANCGTE-UHFFFAOYSA-N tetradecyl 3-aminopropanoate Chemical compound CCCCCCCCCCCCCCOC(=O)CCN PTKJGHDYANCGTE-UHFFFAOYSA-N 0.000 description 1
- FAGUFWYHJQFNRV-UHFFFAOYSA-N tetraethylenepentamine Chemical compound NCCNCCNCCNCCN FAGUFWYHJQFNRV-UHFFFAOYSA-N 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 description 1
- WBYWAXJHAXSJNI-VOTSOKGWSA-N trans-cinnamic acid Chemical compound OC(=O)\C=C\C1=CC=CC=C1 WBYWAXJHAXSJNI-VOTSOKGWSA-N 0.000 description 1
- UFTFJSFQGQCHQW-UHFFFAOYSA-N triformin Chemical compound O=COCC(OC=O)COC=O UFTFJSFQGQCHQW-UHFFFAOYSA-N 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
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- PZXFWBWBWODQCS-UHFFFAOYSA-L zinc;2-carboxyphenolate Chemical compound [Zn+2].OC1=CC=CC=C1C([O-])=O.OC1=CC=CC=C1C([O-])=O PZXFWBWBWODQCS-UHFFFAOYSA-L 0.000 description 1
Classifications
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- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M133/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen
- C10M133/02—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen having a carbon chain of less than 30 atoms
- C10M133/16—Amides; Imides
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- C10M107/00—Lubricating compositions characterised by the base-material being a macromolecular compound
- C10M107/40—Lubricating compositions characterised by the base-material being a macromolecular compound containing nitrogen
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- C10M149/00—Lubricating compositions characterised by the additive being a macromolecular compound containing nitrogen
- C10M149/02—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
- C10M149/06—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds containing monomers having an unsaturated radical bound to an amido or imido group
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- C10M159/00—Lubricating compositions characterised by the additive being of unknown or incompletely defined constitution
- C10M159/005—Macromolecular compounds, e.g. macromolecular compounds composed of alternatively specified monomers not covered by the same main group
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- C10M2205/02—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions containing acyclic monomers
- C10M2205/022—Ethene
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- C10M2205/02—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions containing acyclic monomers
- C10M2205/024—Propene
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- C10M2205/02—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions containing acyclic monomers
- C10M2205/026—Butene
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- 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
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- C10M2207/028—Overbased salts thereof
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- C10M2207/26—Overbased carboxylic acid salts
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- C10M2209/084—Acrylate; Methacrylate
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- C10M2215/086—Imides [having hydrocarbon substituents containing less than thirty carbon atoms]
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- C10M2215/24—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant Compositions having hydrocarbon substituents containing thirty or more carbon atoms, e.g. nitrogen derivatives of substituted succinic acid
- C10M2215/28—Amides; Imides
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- C10M2217/00—Organic macromolecular compounds containing nitrogen as ingredients in lubricant compositions
- C10M2217/06—Macromolecular compounds obtained by functionalisation op polymers with a nitrogen containing compound
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- C10M2219/046—Overbased sulfonic acid salts
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- C10M2219/089—Overbased salts
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- C10N2020/02—Viscosity; Viscosity index
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- C10N2030/04—Detergent property or dispersant property
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- C10N2030/45—Ash-less or low ash content
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- C10N2030/52—Base number [TBN]
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- C10N2040/25—Internal-combustion engines
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- C10N2040/251—Alcohol-fuelled engines
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- C10N2040/252—Diesel engines
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Abstract
Description
すすによって媒介される油の増粘は、重量ディーゼルエンジンでは一般的である。一部のディーゼルエンジンにはEGRが利用される。EGRエンジン内で形成されるすすは、様々な構造を有し、EGRのないエンジン内でのすすの形成より低いすすレベルでエンジン潤滑剤の粘度増加を引き起こす。
本発明のコポリマーは、モノマー(i)α−オレフィンとモノマー(ii)エチレン性不飽和カルボン酸またはその誘導体との反応によって調製することができる。
(1)モノマー(i)α−オレフィンとモノマー(ii)エチレン性不飽和カルボン酸またはその誘導体、を反応させて、コポリマーを形成する工程;
(2)(i)のコポリマーをアルコールと反応させて、エステル化されたコポリマーを形成する工程;および
(3)工程(2)の生成物を芳香族アミンおよび場合により非芳香族アミンと反応させて、アミド化およびエステル化されたコポリマーを形成する工程
を含むプロセスによって得られ得る/得ることが可能であり得る。
(1)モノマー(i)α−オレフィンとモノマー(ii)エチレン性不飽和カルボン酸またはその誘導体、を反応させて、コポリマーを形成する工程;
(2)工程(1)の生成物を芳香族アミンおよび場合により非芳香族アミンと反応させる工程;および
(3)工程(2)のコポリマーをアルコールと反応させて、アミド化およびエステル化されたコポリマーを形成する工程
を含むプロセスによって得られ得る/得ることが可能であり得る。
1)C15〜16ポリメチレン基を含有するアルキル基、例えば、2−C1〜15アルキル−ヘキサデシル基(例えば、2−オクチルヘキサデシル)および2−アルキル−オクタデシル基(例えば、2−エチルオクタデシル、2−テトラデシル−オクタデシルおよび2−ヘキサデシルオクタデシル);
2)C13〜14ポリメチレン基を含有するアルキル基、例えば、1−C1〜15アルキル−テトラデシル基(例えば、2−ヘキシルテトラデシル、2−デシルテトラデシルおよび2−ウンデシルトリデシル)および2−C1〜15アルキル−ヘキサデシル基(例えば、2−エチル−ヘキサデシルおよび2−ドデシルヘキサデシル);
3)C10〜12ポリメチレン基を含有するアルキル基、例えば、2−C1〜15アルキル−ドデシル基(例えば、2−オクチルドデシル)および2−C1〜15アルキル−ドデシル基(2−ヘキシルドデシルおよび2−オクチルドデシル)、2−C1〜15アルキル−テトラデシル基(例えば、2−ヘキシルテトラデシルおよび2−デシルテトラデシル);
4)C6〜9ポリメチレン基を含有するアルキル基、例えば、2−C1〜15アルキル−デシル基(例えば、2−オクチルデシル)および2,4−ジ−C1〜15アルキル−デシル基(例えば、2−エチル−4−ブチル−デシル基);
5)C1〜5ポリメチレン基を含有するアルキル基、例えば、2−(3−メチルヘキシル)−7−メチル−デシルおよび2−(1,4,4−トリメチルブチル)−5,7,7−トリメチル−オクチル基;および
6)および2つ以上の分枝状アルキル基、例えば、プロピレンオリゴマー(六量体から十一量体)、エチレン/プロピレン(モル比16:1から1:11)オリゴマー、イソ−ブテンオリゴマー(五量体から八量体)、C5〜17α−オレフィンオリゴマー(二量体から六量体)に対応するオキソアルコールのアルキル残基、の混合物。
直鎖状アルコールは、Alfol(登録商標)810として市販されているC8〜10混合物である
B1は、2−ヘキシルデカノールである
B2は、2−エチルヘキサノールである
B3は、2−オクチルドデカノールである。
芳香族アミンは、モノアミンであってもよいし、またはポリアミンであってもよい。
R1は、水素またはC1〜5アルキル基(典型的には水素)であり得;
R2は、水素またはC1〜5アルキル基(典型的には水素)であり得;
Uは、脂肪族、環式脂肪族、または芳香族基であり得るが、但し、Uが脂肪族であるとき、その脂肪族基は、1から5、または1から2個の炭素原子を含有する直鎖状または分枝状アルキレン基であり得ることを条件とし;および
wは、1から10、または1から4、または1から2(典型的には1)であり得る)。
R1は、水素またはC1〜5アルキル基(典型的には水素)であり得;
R2は、水素またはC1〜5アルキル基(典型的には水素)であり得;
Uは、脂肪族、環式脂肪族、または芳香族基であり得るが、但し、Uが脂肪族であるとき、その脂肪族基は、1から5、または1から2個の炭素原子を含有する直鎖状または分枝状アルキレン基であり得ることを条件とし;および
wは、1から10、または1から4、または1から2(典型的には1)であり得る)。
X=−OHまたは−NH2;
Hy’’は、水素、またはヒドロカルビル基(典型的に、アルキル、またはC1〜4−、またはC2−アルキル)であり;
Hyは、ヒドロカルビレン基(典型的に、アルキレン、またはC1〜4−、またはC2−アルキレン)であり;
Q=>NH、>NR、>CH2、>CHR、>CR2、または−O−(典型的に、>NH、または>NR)および
Rは、C1〜4アルキルである)
の化合物から誘導することができる。
Hyは、ヒドロカルビレン基(典型的に、アルキレン、またはC1〜4−、またはC2−アルキレン)であり;および
Hy’は、ヒドロカルビル基(典型的に、アルキル、またはC1〜4−アルキル、またはメチル)である)
によって表すことができる。
アミン1は、1−(2−アミノ−エチル)−イミダゾリジン−2−オンおよびADPAである
アミン2は、4−(3−アミノプロピル)モルホリンおよびADPAである
アミン3は、3−(ジメチルアミノ)−1−プロピルアミンおよびADPAである
アミン4は、N−フェニル−p−フェニレンジアミンおよびADPAである
アミン5は、N−(3−アミノプロピル)−2−ピロリジノンおよびADPAである
アミン6は、アミノエチルアセトアミドおよびADPAである
アミン7は、β−アラニンメチルエステルおよびADPAである
アミン8は、1−(3−アミノプロピル)イミダゾールおよびADPAである。
本潤滑組成物は、潤滑粘度の油を含む。そのような油としては、天然および合成油、水素化分解、水素化および水素化仕上げから得られる油、未精製、精製、再精製油またはそれらの混合物が挙げられる。未精製、精製および再精製油についてのより詳細な説明は、国際公開WO2008/147704、段階[0054]から[0056]および米国特許出願公開第2010/0197536号の対応する段落に提供されている。天然および合成潤滑油についてのより詳細な説明は、WO2008/147704の段落[0058]から[0059]にそれぞれ記載されている。合成油は、フィッシャー・トロプシュ反応によって生成することもでき、典型的に水素異性化フィッシャー・トロプシュ炭化水素またはワックスであり得る。1つの実施形態では、フィッシャー・トロプシュ・ガス液化合成手順ならびに他のガス液化油によって油を調製することができる。
本組成物は、場合により、他の性能添加剤を含む。他の性能添加剤としては、金属不活性剤、粘度調整剤、清浄剤、摩擦調整剤、摩耗防止剤、腐食防止剤、分散剤、分散剤粘度調整剤(本発明の化合物以外)、極圧剤、酸化防止剤、泡止め剤、乳化破壊剤、流動点降下剤、シール膨潤剤、およびそれらの混合物の少なくとも1つが挙げられる。典型的に、完全配合潤滑油は、これらの性能添加剤のうちの1つ以上を含有するであろう。
Claims (23)
- 潤滑粘度の油と、モノマー(i)α−オレフィンおよびモノマー(ii)エチレン性不飽和カルボン酸またはその誘導体から誘導された単位を含み、アルコールおよび芳香族アミンでそれぞれエステル化およびアミド化されたコポリマーとを含む、潤滑組成物。
- 前記α−オレフィンが、直鎖状もしくは分枝状オレフィン、またはそれらの混合物である、請求項1に記載の潤滑組成物。
- 前記α−オレフィンが、直鎖状であって、2から20、または4から16、または8から12個の炭素原子を有する、前記請求項1から2のいずれかに記載の潤滑組成物。
- 前記α−オレフィンが、分枝していて、4から32、または6から20、または8から16個の炭素原子を有する、前記請求項1から2のいずれかに記載の潤滑組成物。
- 前記α−オレフィンが、1−デセン、1−ウンデセン、1−ドデセン、1−トリデセン、1−テトラデセン、1−ペンタデセン、1−ヘキサデセン、1−ヘプタデセン、1−オクタデセン、またはそれらの混合物から選択され;典型的には、前記α−オレフィンが、1−ドデセンである、前記請求項1から3のいずれかに記載の潤滑組成物。
- 前記エチレン性不飽和カルボン酸またはその誘導体が、酸もしくは無水物、または部分的にエステル化されていることがあるそれらの誘導体であり、部分的にエステル化されているとき、他の官能基が、酸、塩、イミドおよびアミド、またはそれらの混合物を含む、前記請求項1から5のいずれかに記載の潤滑組成物。
- 前記エチレン性不飽和カルボン酸またはその誘導体が、イタコン酸無水物、マレイン酸無水物、メチルマレイン酸無水物、エチルマレイン酸無水物、ジメチルマレイン酸無水物、(メタ)アクリル酸、またはそれらの混合物から選択され;典型的には、前記エチレン性不飽和カルボン酸またはその誘導体が、マレイン酸無水物である、前記請求項1から6のいずれかに記載の潤滑組成物。
- 前記コポリマーが、
(1)モノマー(i)α−オレフィンとモノマー(ii)エチレン性不飽和カルボン酸またはその誘導体とを反応させて、コポリマーを形成する工程;
(2)(i)のコポリマーをアルコールと反応させて、エステル化されたコポリマーを形成する工程;および
(3)工程(2)の生成物を芳香族アミンと反応させて、アミド化およびエステル化されたコポリマーを形成する工程
を含むプロセスによって得られた/得ることができる、前記請求項1から7のいずれかに記載の潤滑組成物。 - 前記コポリマーが、
(1)モノマー(i)α−オレフィンとモノマー(ii)エチレン性不飽和カルボン酸またはその誘導体とを反応させて、コポリマーを形成する工程;
(2)工程(1)の生成物を芳香族アミンと反応させる工程;および
(3)工程(2)のコポリマーをアルコールと反応させて、アミド化およびエステル化されたコポリマーを形成する工程
を含むプロセスによって得られた/得ることが出来る、前記請求項1から7のいずれかに記載の潤滑組成物。 - 前記プロセスが、工程(3)および(2)においてそれぞれ、または場合によっては工程(3)の後に、いずれの場合においても、非芳香族アミンを反応させる工程をさらに含む、前記請求項8または9のいずれかに記載の潤滑組成物。
- 前記コポリマーが、アミド化およびエステル化の前に、最大0.15、または最大0.12、または最大0.1、または最大0.08の換算比粘度を有する、前記請求項1から9のいずれかに記載の潤滑組成物。
- 前記コポリマーが、アミド化およびエステル化の前に、0.01から0.15、または0.015から0.12、または0.02から0.1、または0.02から0.08、または0.02から0.07、または0.03から0.07、または0.04から0.06の換算比粘度を有する、前記請求項1から10のいずれかに記載の潤滑組成物。
- 前記芳香族アミンが、0.01重量パーセントから2重量パーセント(または0.05重量%から0.75重量%、または0.075重量%から0.25重量%)の窒素を本発明のコポリマーに備えさせるために十分な量で存在する、前記請求項1から12のいずれかに記載の潤滑組成物。
- 前記芳香族アミンが、アニリン、ニトロアニリン、アミノカルバゾール、4−アミノジフェニルアミン(ADPA)、および4−アミノジフェニルアミンのカップリング生成物から成る群より選択される、前記請求項1から13のいずれかに記載の潤滑組成物。
- 前記芳香族アミンが、4−アミノジフェニルアミン、または4−アミノジフェニルアミンのカップリング生成物である、請求項14に記載の潤滑組成物。
- 前記コポリマーが、前記潤滑組成物の0.1重量%から70重量%、または1重量%から65重量%、または2重量%から60重量%、または2重量%から20重量%で存在する、前記請求項1から15のいずれかに記載の潤滑組成物。
- 前記潤滑組成物が、該潤滑組成物の0.3重量%から1.2重量%、または0.5重量%から1.1重量%の硫酸灰分含有量を有する、前記請求項1から16のいずれかに記載の潤滑組成物。
- 過塩基性金属含有清浄剤をさらに含む、前記請求項1から17のいずれかに記載の潤滑組成物。
- 前記過塩基性金属含有清浄剤が、硫黄不含フェナート、硫黄含有フェナート、スルホナート、サリキサラート、サリチラート、およびそれらの混合物から成る群より選択される、請求項18に記載の潤滑組成物。
- 前記過塩基性金属含有清浄剤が、フェナート、硫黄含有フェナート、スルホナート、サリキサラートまたはサリチラートのナトリウム塩、カルシウム塩またはマグネシウム塩であり、前記サリキサラート、フェナートまたはサリチラートが、180から450TBNの全塩基価を有し、および前記スルホナートが、250から600、または300から500の全塩基価を有する、前記請求項18から19のいずれかに記載の潤滑組成物。
- スクシンイミド分散剤またはその混合物であり得る、分散剤をさらに含む、前記請求項1から20のいずれかに記載の潤滑組成物。
- 内燃エンジンを潤滑する方法であって、前記請求項1から21のいずれかに記載の潤滑組成物を含む潤滑組成物を該内燃エンジンに供給することを含む方法。
- モノマー(i)α−オレフィンおよびモノマー(ii)エチレン性不飽和カルボン酸またはその誘導体から誘導された単位を含み、アルコールおよび芳香族アミンでそれぞれエステル化およびアミド化されたコポリマーの、内燃エンジン潤滑剤における分散剤粘度調整剤としての、潤滑剤における使用であって、典型的に該分散剤粘度調整剤がすす分散性(soot dispersancy)のためのものである使用。
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JP2024537380A (ja) | 2021-10-14 | 2024-10-10 | エコラボ ユーエスエー インコーポレイティド | プラスチック由来の合成原料のための防汚剤 |
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- 2011-05-19 WO PCT/US2011/037106 patent/WO2011146692A1/en active Application Filing
- 2011-05-19 CN CN2011800355376A patent/CN103003401A/zh active Pending
- 2011-05-19 CA CA2799740A patent/CA2799740A1/en not_active Abandoned
- 2011-05-19 SG SG2012084570A patent/SG185623A1/en unknown
- 2011-05-19 US US13/698,293 patent/US9181510B2/en active Active
- 2011-05-19 JP JP2013511349A patent/JP2013526647A/ja not_active Withdrawn
- 2011-05-19 EP EP11725553.9A patent/EP2571967B1/en active Active
- 2011-05-19 KR KR1020127033135A patent/KR20130088039A/ko not_active Withdrawn
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2015
- 2015-08-13 JP JP2015159891A patent/JP6189378B2/ja not_active Expired - Fee Related
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WO2010014655A1 (en) * | 2008-07-31 | 2010-02-04 | The Lubrizol Corporation | Novel copolymers and lubricating compositions thereof |
Also Published As
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SG185623A1 (en) | 2012-12-28 |
US9181510B2 (en) | 2015-11-10 |
WO2011146692A1 (en) | 2011-11-24 |
US20130143781A1 (en) | 2013-06-06 |
CN103003401A (zh) | 2013-03-27 |
CA2799740A1 (en) | 2011-11-24 |
EP2571967B1 (en) | 2017-07-12 |
JP6189378B2 (ja) | 2017-08-30 |
JP2015206057A (ja) | 2015-11-19 |
EP2571967A1 (en) | 2013-03-27 |
KR20130088039A (ko) | 2013-08-07 |
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