CA2744695A1 - Lubricating composition containing a polymer functionalised with a carboxylic acid and an aromatic polyamine - Google Patents
Lubricating composition containing a polymer functionalised with a carboxylic acid and an aromatic polyamine Download PDFInfo
- Publication number
- CA2744695A1 CA2744695A1 CA2744695A CA2744695A CA2744695A1 CA 2744695 A1 CA2744695 A1 CA 2744695A1 CA 2744695 A CA2744695 A CA 2744695A CA 2744695 A CA2744695 A CA 2744695A CA 2744695 A1 CA2744695 A1 CA 2744695A1
- Authority
- CA
- Canada
- Prior art keywords
- amine
- lubricating composition
- group
- polymer
- functionalised
- 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.)
- Abandoned
Links
- 125000003118 aryl group Chemical group 0.000 title claims abstract description 78
- 239000000203 mixture Substances 0.000 title claims abstract description 76
- 230000001050 lubricating effect Effects 0.000 title claims abstract description 64
- 229920000642 polymer Polymers 0.000 title claims description 60
- 229920000768 polyamine Polymers 0.000 title description 20
- 150000001732 carboxylic acid derivatives Chemical class 0.000 title description 14
- 150000001412 amines Chemical class 0.000 claims abstract description 122
- 239000000654 additive Substances 0.000 claims abstract description 50
- 230000000996 additive effect Effects 0.000 claims abstract description 43
- 125000000467 secondary amino group Chemical group [H]N([*:1])[*:2] 0.000 claims abstract description 29
- 125000001302 tertiary amino group Chemical group 0.000 claims abstract description 28
- 238000002485 combustion reaction Methods 0.000 claims abstract description 21
- 239000002270 dispersing agent Substances 0.000 claims abstract description 20
- 239000003921 oil Substances 0.000 claims description 65
- 229920001577 copolymer Polymers 0.000 claims description 41
- 239000000314 lubricant Substances 0.000 claims description 20
- 238000000034 method Methods 0.000 claims description 18
- 239000004071 soot Substances 0.000 claims description 17
- 125000001931 aliphatic group Chemical group 0.000 claims description 16
- 229920002367 Polyisobutene Polymers 0.000 claims description 14
- 239000001257 hydrogen Substances 0.000 claims description 14
- 229910052739 hydrogen Inorganic materials 0.000 claims description 14
- 125000000217 alkyl group Chemical group 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
- 229920005652 polyisobutylene succinic anhydride Polymers 0.000 claims description 11
- 125000004432 carbon atom Chemical group C* 0.000 claims description 10
- 229920000098 polyolefin Polymers 0.000 claims description 10
- 125000003277 amino group Chemical group 0.000 claims description 9
- 150000002148 esters Chemical class 0.000 claims description 9
- 239000010705 motor oil Substances 0.000 claims description 9
- 150000002989 phenols Chemical class 0.000 claims description 9
- 230000008719 thickening Effects 0.000 claims description 7
- 239000004711 α-olefin Substances 0.000 claims description 7
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical class CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 claims description 6
- 238000006683 Mannich reaction Methods 0.000 claims description 6
- 230000001404 mediated effect Effects 0.000 claims description 6
- 239000004034 viscosity adjusting agent Substances 0.000 claims description 6
- 125000002723 alicyclic group Chemical group 0.000 claims description 5
- 125000002947 alkylene group Chemical group 0.000 claims description 5
- 239000002174 Styrene-butadiene Substances 0.000 claims description 4
- 125000005024 alkenyl aryl group Chemical group 0.000 claims description 4
- MTAZNLWOLGHBHU-UHFFFAOYSA-N butadiene-styrene rubber Chemical compound C=CC=C.C=CC1=CC=CC=C1 MTAZNLWOLGHBHU-UHFFFAOYSA-N 0.000 claims description 4
- 239000011115 styrene butadiene Substances 0.000 claims description 4
- 229920003048 styrene butadiene rubber Polymers 0.000 claims description 4
- ROGIWVXWXZRRMZ-UHFFFAOYSA-N 2-methylbuta-1,3-diene;styrene Chemical group CC(=C)C=C.C=CC1=CC=CC=C1 ROGIWVXWXZRRMZ-UHFFFAOYSA-N 0.000 claims description 3
- IBOWCMDOUWRABD-UHFFFAOYSA-N 4-n-[4-[[4-(4-aminoanilino)phenyl]methyl]phenyl]benzene-1,4-diamine Chemical compound C1=CC(N)=CC=C1NC(C=C1)=CC=C1CC(C=C1)=CC=C1NC1=CC=C(N)C=C1 IBOWCMDOUWRABD-UHFFFAOYSA-N 0.000 claims description 3
- 229920000578 graft copolymer Polymers 0.000 claims description 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 2
- 125000002485 formyl group Chemical class [H]C(*)=O 0.000 claims 1
- 230000000051 modifying effect Effects 0.000 abstract description 3
- 235000019198 oils Nutrition 0.000 description 61
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 36
- -1 aromatic amine compound Chemical class 0.000 description 36
- 239000000047 product Substances 0.000 description 29
- 229910052757 nitrogen Inorganic materials 0.000 description 20
- 238000006243 chemical reaction Methods 0.000 description 19
- 239000000463 material Substances 0.000 description 18
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 15
- 125000001183 hydrocarbyl group Chemical group 0.000 description 14
- 125000001424 substituent group Chemical group 0.000 description 13
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 12
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 12
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Natural products OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 11
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 10
- 239000002253 acid Substances 0.000 description 10
- 239000005864 Sulphur Substances 0.000 description 9
- 150000001875 compounds Chemical class 0.000 description 9
- 150000001299 aldehydes Chemical class 0.000 description 8
- 239000007795 chemical reaction product Substances 0.000 description 8
- LQNUZADURLCDLV-UHFFFAOYSA-N nitrobenzene Chemical compound [O-][N+](=O)C1=CC=CC=C1 LQNUZADURLCDLV-UHFFFAOYSA-N 0.000 description 8
- KZNICNPSHKQLFF-UHFFFAOYSA-N succinimide Chemical compound O=C1CCC(=O)N1 KZNICNPSHKQLFF-UHFFFAOYSA-N 0.000 description 8
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 7
- 125000000751 azo group Chemical group [*]N=N[*] 0.000 description 7
- 239000003085 diluting agent Substances 0.000 description 7
- ATGUVEKSASEFFO-UHFFFAOYSA-N p-aminodiphenylamine Chemical compound C1=CC(N)=CC=C1NC1=CC=CC=C1 ATGUVEKSASEFFO-UHFFFAOYSA-N 0.000 description 7
- 230000008569 process Effects 0.000 description 7
- 238000012360 testing method Methods 0.000 description 7
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 6
- 239000005909 Kieselgur Substances 0.000 description 6
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 6
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 6
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- 150000004982 aromatic amines Chemical class 0.000 description 6
- 230000015572 biosynthetic process Effects 0.000 description 6
- 239000003795 chemical substances by application Substances 0.000 description 6
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 6
- 229910052698 phosphorus Inorganic materials 0.000 description 6
- 239000011574 phosphorus Substances 0.000 description 6
- 239000002904 solvent Substances 0.000 description 6
- UNBOSJFEZZJZLR-UHFFFAOYSA-N 4-(4-nitrophenylazo)aniline Chemical compound C1=CC(N)=CC=C1N=NC1=CC=C([N+]([O-])=O)C=C1 UNBOSJFEZZJZLR-UHFFFAOYSA-N 0.000 description 5
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 5
- WGQKYBSKWIADBV-UHFFFAOYSA-N aminomethyl benzene Natural products NCC1=CC=CC=C1 WGQKYBSKWIADBV-UHFFFAOYSA-N 0.000 description 5
- 239000002956 ash Substances 0.000 description 5
- 230000000052 comparative effect Effects 0.000 description 5
- 229930195733 hydrocarbon Natural products 0.000 description 5
- 150000002430 hydrocarbons Chemical class 0.000 description 5
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 5
- 238000000518 rheometry Methods 0.000 description 5
- JWYUFVNJZUSCSM-UHFFFAOYSA-N 2-aminobenzimidazole Chemical compound C1=CC=C2NC(N)=NC2=C1 JWYUFVNJZUSCSM-UHFFFAOYSA-N 0.000 description 4
- YBRVSVVVWCFQMG-UHFFFAOYSA-N 4,4'-diaminodiphenylmethane Chemical compound C1=CC(N)=CC=C1CC1=CC=C(N)C=C1 YBRVSVVVWCFQMG-UHFFFAOYSA-N 0.000 description 4
- 239000004215 Carbon black (E152) Substances 0.000 description 4
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 4
- 150000001336 alkenes Chemical class 0.000 description 4
- 150000001408 amides Chemical class 0.000 description 4
- 239000012298 atmosphere Substances 0.000 description 4
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 4
- HUMNYLRZRPPJDN-UHFFFAOYSA-N benzaldehyde Chemical compound O=CC1=CC=CC=C1 HUMNYLRZRPPJDN-UHFFFAOYSA-N 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
- UKMSUNONTOPOIO-UHFFFAOYSA-N docosanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCCCC(O)=O UKMSUNONTOPOIO-UHFFFAOYSA-N 0.000 description 4
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 4
- IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 4
- 239000007788 liquid Substances 0.000 description 4
- 229910052760 oxygen Inorganic materials 0.000 description 4
- 239000001301 oxygen Substances 0.000 description 4
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 4
- KDYFGRWQOYBRFD-UHFFFAOYSA-N succinic acid Chemical class OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 4
- ASWVTGNCAZCNNR-UHFFFAOYSA-N sulfamethazine Chemical compound CC1=CC(C)=NC(NS(=O)(=O)C=2C=CC(N)=CC=2)=N1 ASWVTGNCAZCNNR-UHFFFAOYSA-N 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
- YHYKLKNNBYLTQY-UHFFFAOYSA-N 1,1-diphenylhydrazine Chemical compound C=1C=CC=CC=1N(N)C1=CC=CC=C1 YHYKLKNNBYLTQY-UHFFFAOYSA-N 0.000 description 3
- HJXIRCMNJLIHQR-UHFFFAOYSA-N 2-n,2-n-dimethylbenzene-1,2-diamine Chemical class CN(C)C1=CC=CC=C1N HJXIRCMNJLIHQR-UHFFFAOYSA-N 0.000 description 3
- XJCVRTZCHMZPBD-UHFFFAOYSA-N 3-nitroaniline Chemical group NC1=CC=CC([N+]([O-])=O)=C1 XJCVRTZCHMZPBD-UHFFFAOYSA-N 0.000 description 3
- DNVVZWSVACQWJE-UHFFFAOYSA-N 4-amino-2-hydroxybenzoic acid phenyl ester Chemical compound OC1=CC(N)=CC=C1C(=O)OC1=CC=CC=C1 DNVVZWSVACQWJE-UHFFFAOYSA-N 0.000 description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 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
- 239000004743 Polypropylene Substances 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 125000000641 acridinyl group Chemical group C1(=CC=CC2=NC3=CC=CC=C3C=C12)* 0.000 description 3
- 125000003545 alkoxy group Chemical group 0.000 description 3
- 239000003963 antioxidant agent Substances 0.000 description 3
- 229910052786 argon Inorganic materials 0.000 description 3
- 238000004132 cross linking Methods 0.000 description 3
- 239000003599 detergent Substances 0.000 description 3
- 150000004985 diamines Chemical class 0.000 description 3
- IUNMPGNGSSIWFP-UHFFFAOYSA-N dimethylaminopropylamine Chemical compound CN(C)CCCN IUNMPGNGSSIWFP-UHFFFAOYSA-N 0.000 description 3
- 239000003502 gasoline Substances 0.000 description 3
- 125000005843 halogen group Chemical group 0.000 description 3
- 238000005984 hydrogenation reaction Methods 0.000 description 3
- 239000010687 lubricating oil Substances 0.000 description 3
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 3
- 230000004048 modification Effects 0.000 description 3
- 238000012986 modification Methods 0.000 description 3
- GYNAVKULVOETAD-UHFFFAOYSA-N n-phenoxyaniline Chemical group C=1C=CC=CC=1NOC1=CC=CC=C1 GYNAVKULVOETAD-UHFFFAOYSA-N 0.000 description 3
- 230000010355 oscillation Effects 0.000 description 3
- 238000000746 purification Methods 0.000 description 3
- 239000010802 sludge Substances 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- UWMCHDDHXMFKMA-UHFFFAOYSA-N (2,5-dimethoxyphenyl)methanamine Chemical compound COC1=CC=C(OC)C(CN)=C1 UWMCHDDHXMFKMA-UHFFFAOYSA-N 0.000 description 2
- NAWXUBYGYWOOIX-SFHVURJKSA-N (2s)-2-[[4-[2-(2,4-diaminoquinazolin-6-yl)ethyl]benzoyl]amino]-4-methylidenepentanedioic acid Chemical compound C1=CC2=NC(N)=NC(N)=C2C=C1CCC1=CC=C(C(=O)N[C@@H](CC(=C)C(O)=O)C(O)=O)C=C1 NAWXUBYGYWOOIX-SFHVURJKSA-N 0.000 description 2
- OYHQOLUKZRVURQ-NTGFUMLPSA-N (9Z,12Z)-9,10,12,13-tetratritiooctadeca-9,12-dienoic acid Chemical compound C(CCCCCCC\C(=C(/C\C(=C(/CCCCC)\[3H])\[3H])\[3H])\[3H])(=O)O OYHQOLUKZRVURQ-NTGFUMLPSA-N 0.000 description 2
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 2
- MQQTUHGYSZQRGF-UHFFFAOYSA-N 1,4-dimethylcyclohexa-3,5-diene-1,2-diamine Chemical compound CC1=CC(N)C(C)(N)C=C1 MQQTUHGYSZQRGF-UHFFFAOYSA-N 0.000 description 2
- GYSCBCSGKXNZRH-UHFFFAOYSA-N 1-benzothiophene-2-carboxamide Chemical compound C1=CC=C2SC(C(=O)N)=CC2=C1 GYSCBCSGKXNZRH-UHFFFAOYSA-N 0.000 description 2
- AFFLGGQVNFXPEV-UHFFFAOYSA-N 1-decene Chemical compound CCCCCCCCC=C AFFLGGQVNFXPEV-UHFFFAOYSA-N 0.000 description 2
- ULQISTXYYBZJSJ-UHFFFAOYSA-N 12-hydroxyoctadecanoic acid Chemical compound CCCCCCC(O)CCCCCCCCCCC(O)=O ULQISTXYYBZJSJ-UHFFFAOYSA-N 0.000 description 2
- NMFFUUFPJJOWHK-UHFFFAOYSA-N 2-phenoxyaniline Chemical compound NC1=CC=CC=C1OC1=CC=CC=C1 NMFFUUFPJJOWHK-UHFFFAOYSA-N 0.000 description 2
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 2
- ANOUKFYBOAKOIR-UHFFFAOYSA-N 3,4-dimethoxyphenylethylamine Chemical compound COC1=CC=C(CCN)C=C1OC ANOUKFYBOAKOIR-UHFFFAOYSA-N 0.000 description 2
- SVNCRRZKBNSMIV-UHFFFAOYSA-N 3-Aminoquinoline Chemical compound C1=CC=CC2=CC(N)=CN=C21 SVNCRRZKBNSMIV-UHFFFAOYSA-N 0.000 description 2
- AHEOTLHCWRYRBD-UHFFFAOYSA-N 3-ethylhexadecanoic acid Chemical compound CCCCCCCCCCCCCC(CC)CC(O)=O AHEOTLHCWRYRBD-UHFFFAOYSA-N 0.000 description 2
- WOYZXEVUWXQVNV-UHFFFAOYSA-N 4-phenoxyaniline Chemical compound C1=CC(N)=CC=C1OC1=CC=CC=C1 WOYZXEVUWXQVNV-UHFFFAOYSA-N 0.000 description 2
- QPQKUYVSJWQSDY-UHFFFAOYSA-N 4-phenyldiazenylaniline Chemical compound C1=CC(N)=CC=C1N=NC1=CC=CC=C1 QPQKUYVSJWQSDY-UHFFFAOYSA-N 0.000 description 2
- WREVVZMUNPAPOV-UHFFFAOYSA-N 8-aminoquinoline Chemical compound C1=CN=C2C(N)=CC=CC2=C1 WREVVZMUNPAPOV-UHFFFAOYSA-N 0.000 description 2
- DSIUZBLIPJBAMZ-UHFFFAOYSA-N 8-methyl-octadecanoic acid Chemical compound CCCCCCCCCCC(C)CCCCCCC(O)=O DSIUZBLIPJBAMZ-UHFFFAOYSA-N 0.000 description 2
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 2
- YJKJAYFKPIUBAW-UHFFFAOYSA-N 9h-carbazol-1-amine Chemical compound N1C2=CC=CC=C2C2=C1C(N)=CC=C2 YJKJAYFKPIUBAW-UHFFFAOYSA-N 0.000 description 2
- IKHGUXGNUITLKF-UHFFFAOYSA-N Acetaldehyde Chemical compound CC=O IKHGUXGNUITLKF-UHFFFAOYSA-N 0.000 description 2
- 235000021357 Behenic acid Nutrition 0.000 description 2
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 2
- GHVNFZFCNZKVNT-UHFFFAOYSA-N Decanoic acid Natural products CCCCCCCCCC(O)=O GHVNFZFCNZKVNT-UHFFFAOYSA-N 0.000 description 2
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- QUSNBJAOOMFDIB-UHFFFAOYSA-N Ethylamine Chemical compound CCN QUSNBJAOOMFDIB-UHFFFAOYSA-N 0.000 description 2
- LRKATBAZQAWAGV-UHFFFAOYSA-N Hexatriacontylic acid Chemical compound CCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCC(O)=O LRKATBAZQAWAGV-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical group CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 description 2
- VHOQXEIFYTTXJU-UHFFFAOYSA-N Isobutylene-isoprene copolymer Chemical compound CC(C)=C.CC(=C)C=C VHOQXEIFYTTXJU-UHFFFAOYSA-N 0.000 description 2
- BAVYZALUXZFZLV-UHFFFAOYSA-N Methylamine Chemical compound NC BAVYZALUXZFZLV-UHFFFAOYSA-N 0.000 description 2
- AFBPFSWMIHJQDM-UHFFFAOYSA-N N-methylaniline Chemical compound CNC1=CC=CC=C1 AFBPFSWMIHJQDM-UHFFFAOYSA-N 0.000 description 2
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 2
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 2
- 239000005642 Oleic acid Substances 0.000 description 2
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 2
- 235000021314 Palmitic acid Nutrition 0.000 description 2
- 229930040373 Paraformaldehyde Natural products 0.000 description 2
- 239000004793 Polystyrene Substances 0.000 description 2
- NBBJYMSMWIIQGU-UHFFFAOYSA-N Propionic aldehyde Chemical compound CCC=O NBBJYMSMWIIQGU-UHFFFAOYSA-N 0.000 description 2
- KYQCOXFCLRTKLS-UHFFFAOYSA-N Pyrazine Chemical compound C1=CN=CC=N1 KYQCOXFCLRTKLS-UHFFFAOYSA-N 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- 235000021355 Stearic acid Nutrition 0.000 description 2
- YTPLMLYBLZKORZ-UHFFFAOYSA-N Thiophene Chemical compound C=1C=CSC=1 YTPLMLYBLZKORZ-UHFFFAOYSA-N 0.000 description 2
- 150000001251 acridines Chemical class 0.000 description 2
- 230000002152 alkylating effect Effects 0.000 description 2
- 150000005005 aminopyrimidines Chemical class 0.000 description 2
- 150000008064 anhydrides Chemical group 0.000 description 2
- MWPLVEDNUUSJAV-UHFFFAOYSA-N anthracene Chemical compound C1=CC=CC2=CC3=CC=CC=C3C=C21 MWPLVEDNUUSJAV-UHFFFAOYSA-N 0.000 description 2
- 230000003078 antioxidant effect Effects 0.000 description 2
- 229940027998 antiseptic and disinfectant acridine derivative Drugs 0.000 description 2
- 239000002199 base oil Substances 0.000 description 2
- 229940116226 behenic acid Drugs 0.000 description 2
- 150000003939 benzylamines Chemical class 0.000 description 2
- 235000010290 biphenyl Nutrition 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 239000007806 chemical reaction intermediate Substances 0.000 description 2
- 125000001309 chloro group Chemical group Cl* 0.000 description 2
- 230000003749 cleanliness Effects 0.000 description 2
- 239000012141 concentrate Substances 0.000 description 2
- 230000001627 detrimental effect Effects 0.000 description 2
- 150000001993 dienes Chemical class 0.000 description 2
- 235000014113 dietary fatty acids Nutrition 0.000 description 2
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 description 2
- 229960001760 dimethyl sulfoxide Drugs 0.000 description 2
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 description 2
- 229930195729 fatty acid Natural products 0.000 description 2
- 239000000194 fatty acid Substances 0.000 description 2
- 150000004665 fatty acids Chemical class 0.000 description 2
- 238000001914 filtration Methods 0.000 description 2
- 239000013020 final formulation Substances 0.000 description 2
- 125000000524 functional group Chemical group 0.000 description 2
- 239000007789 gas Substances 0.000 description 2
- 238000005227 gel permeation chromatography Methods 0.000 description 2
- 125000005842 heteroatom Chemical group 0.000 description 2
- 125000002883 imidazolyl group Chemical group 0.000 description 2
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- ITTJVBYLJKMXTC-UHFFFAOYSA-N s-(thiadiazol-4-yl)thiohydroxylamine Chemical class NSC1=CSN=N1 ITTJVBYLJKMXTC-UHFFFAOYSA-N 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000000638 solvent extraction Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 125000000565 sulfonamide group Chemical group 0.000 description 1
- 150000003456 sulfonamides Chemical class 0.000 description 1
- 125000001174 sulfone group Chemical group 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 230000008961 swelling Effects 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 239000003760 tallow Substances 0.000 description 1
- 150000001911 terphenyls Chemical class 0.000 description 1
- 229920001897 terpolymer Polymers 0.000 description 1
- JZALLXAUNPOCEU-UHFFFAOYSA-N tetradecylbenzene Chemical class CCCCCCCCCCCCCCC1=CC=CC=C1 JZALLXAUNPOCEU-UHFFFAOYSA-N 0.000 description 1
- FAGUFWYHJQFNRV-UHFFFAOYSA-N tetraethylenepentamine Chemical compound NCCNCCNCCNCCN FAGUFWYHJQFNRV-UHFFFAOYSA-N 0.000 description 1
- CUWHXIJMTMMRTI-UHFFFAOYSA-N thiadiazol-4-amine Chemical class NC1=CSN=N1 CUWHXIJMTMMRTI-UHFFFAOYSA-N 0.000 description 1
- 125000001544 thienyl group Chemical group 0.000 description 1
- 125000003396 thiol group Chemical class [H]S* 0.000 description 1
- 150000003573 thiols Chemical class 0.000 description 1
- 229930192474 thiophene Natural products 0.000 description 1
- 239000013638 trimer Substances 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- 239000008158 vegetable oil Substances 0.000 description 1
- 239000001993 wax Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M133/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen
- C10M133/52—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen having a carbon chain of 30 or more atoms
- C10M133/54—Amines
-
- 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
- C10M133/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen
- C10M133/52—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen having a carbon chain of 30 or more atoms
- C10M133/56—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
- 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
- C10M133/04—Amines, e.g. polyalkylene polyamines; Quaternary amines
-
- 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
- C10M133/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen
- C10M133/52—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen having a carbon chain of 30 or more atoms
-
- 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
-
- 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
- C10M2205/022—Ethene
-
- 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
- C10M2205/04—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions containing aromatic monomers, e.g. styrene
-
- 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
- C10M2215/24—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
-
- 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
- C10M2217/00—Organic macromolecular compounds containing nitrogen as ingredients in lubricant compositions
- C10M2217/04—Macromolecular compounds from nitrogen-containing monomers obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- C10M2217/043—Mannich bases
-
- 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
- C10N2030/04—Detergent property or dispersant property
-
- 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
- C10N2030/04—Detergent property or dispersant property
- C10N2030/041—Soot induced viscosity control
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Chemistry (AREA)
- Lubricants (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US11801208P | 2008-11-26 | 2008-11-26 | |
| US61/118,012 | 2008-11-26 | ||
| PCT/US2009/065452 WO2010062842A1 (en) | 2008-11-26 | 2009-11-23 | Lubricating composition containing a polymer functionalised with a carboxylic acid and an aromatic polyamine |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA2744695A1 true CA2744695A1 (en) | 2010-06-03 |
Family
ID=42026410
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA2744695A Abandoned CA2744695A1 (en) | 2008-11-26 | 2009-11-23 | Lubricating composition containing a polymer functionalised with a carboxylic acid and an aromatic polyamine |
Country Status (10)
| Country | Link |
|---|---|
| US (1) | US8557753B2 (enExample) |
| EP (1) | EP2366004B1 (enExample) |
| JP (1) | JP5459875B2 (enExample) |
| KR (1) | KR101679091B1 (enExample) |
| CN (1) | CN102292422B (enExample) |
| AU (1) | AU2009319888A1 (enExample) |
| BR (1) | BRPI0920904B1 (enExample) |
| CA (1) | CA2744695A1 (enExample) |
| SG (1) | SG171382A1 (enExample) |
| WO (1) | WO2010062842A1 (enExample) |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102307977A (zh) | 2008-12-09 | 2012-01-04 | 卢布里佐尔公司 | 使用无灰可消耗润滑剂操作发动机的方法 |
| WO2010099136A1 (en) * | 2009-02-26 | 2010-09-02 | The Lubrizol Corporation | Lubricating compositions containing the reaction product of an aromatic amine and a carboxylic functionalised polymer and dispersant |
| KR101858681B1 (ko) * | 2010-05-20 | 2018-05-16 | 루브리졸 어드밴스드 머티어리얼스, 인코포레이티드 | 분산제 조성물 |
| EP2571967B1 (en) | 2010-05-20 | 2017-07-12 | The Lubrizol Corporation | Lubricating composition |
| WO2011146467A1 (en) | 2010-05-20 | 2011-11-24 | The Lubrizol Corporation | Lubricating composition containing a dispersant |
| CA2799921A1 (en) * | 2010-05-20 | 2011-11-24 | The Lubrizol Corporation | Low ash lubricants with improved seal and corrosion performance |
| EP2576741B1 (en) * | 2010-06-02 | 2017-08-23 | The Lubrizol Corporation | Lubrication method |
| ES2586238T3 (es) | 2010-08-23 | 2016-10-13 | The Lubrizol Corporation | Lubricantes que contienen dispersantes aromáticos y titanio |
| WO2012087773A1 (en) | 2010-12-21 | 2012-06-28 | The Lubrizol Corporation | Lubricating composition containing an antiwear agent |
| CA2829492A1 (en) | 2011-03-10 | 2012-09-13 | Yanshi Zhang | Lubricating composition containing a thiocarbamate compound |
| CN103764807B (zh) | 2011-06-21 | 2016-02-03 | 路博润公司 | 包含烃基取代酰化剂的盐的润滑组合物 |
| JP6054390B2 (ja) | 2011-07-21 | 2016-12-27 | ザ ルブリゾル コーポレイションＴｈｅ Ｌｕｂｒｉｚｏｌ Ｃｏｒｐｏｒａｔｉｏｎ | カルボン酸ピロリジノンおよびその使用方法 |
| JP5940663B2 (ja) | 2011-07-21 | 2016-06-29 | ザ ルブリゾル コーポレイションＴｈｅ Ｌｕｂｒｉｚｏｌ Ｃｏｒｐｏｒａｔｉｏｎ | 過塩基性摩擦調整剤およびその使用方法 |
| CA2869333A1 (en) | 2012-04-11 | 2013-10-17 | The Lubrizol Corporation | Dispersants derived from hydroxy fatty acid polyesters and polyalkylene glycol dispersants |
| EP2836576B1 (en) | 2012-04-11 | 2018-12-19 | The Lubrizol Corporation | Hydroxyl terminated polyether dispersants |
| US9862909B2 (en) * | 2012-08-14 | 2018-01-09 | Basf Se | Polymer for lubricant compositions and method of forming the same |
| CN104955928B (zh) | 2012-12-07 | 2018-02-09 | 路博润公司 | 吡喃分散剂 |
| AU2014228218B2 (en) * | 2013-03-15 | 2017-06-08 | Castrol Limited | Multiple function dispersant viscosity index improver |
| JP2017507224A (ja) | 2014-03-12 | 2017-03-16 | ザ ルブリゾル コーポレイションＴｈｅ Ｌｕｂｒｉｚｏｌ Ｃｏｒｐｏｒａｔｉｏｎ | 内燃エンジンを潤滑する方法 |
| EP3116980B1 (en) | 2014-03-12 | 2023-04-26 | The Lubrizol Corporation | Method of lubricating an internal combustion engine |
| WO2015164682A1 (en) | 2014-04-25 | 2015-10-29 | The Lubrizol Corporation | Multigrade lubricating compositions |
| BR112017009936B1 (pt) | 2014-11-12 | 2022-08-30 | The Lubrizol Corporation | Ésteres de fósforo misturados para aplicações lubrificantes |
| EP3227416A1 (en) | 2014-12-03 | 2017-10-11 | The Lubrizol Corporation | Lubricating composition containing an oxyalkylated aromatic polyol compound |
| WO2016099490A1 (en) | 2014-12-17 | 2016-06-23 | The Lubrizol Corporation | Lubricating composition for lead and copper corrosion inhibition |
| EP3262147B1 (en) | 2015-02-26 | 2025-01-22 | The Lubrizol Corporation | Aromatic detergents and lubricating compositions thereof |
| CN105985827B (zh) * | 2015-02-27 | 2018-09-04 | 中国石油天然气股份有限公司 | 具有烟炱分散性能的无灰分散剂的制备方法和应用 |
| CN105985460B (zh) * | 2015-02-27 | 2018-10-16 | 中国石油天然气股份有限公司 | 高分子量无灰分散剂的制备方法和应用 |
| WO2016144639A1 (en) | 2015-03-10 | 2016-09-15 | The Lubrizol Corporation | Lubricating compositions comprising an anti-wear/friction modifying agent |
| JP6781709B2 (ja) | 2015-03-25 | 2020-11-04 | ザ ルブリゾル コーポレイションＴｈｅ Ｌｕｂｒｉｚｏｌ Ｃｏｒｐｏｒａｔｉｏｎ | 直噴エンジン用潤滑剤組成物 |
| BR112018003276A2 (pt) | 2015-08-20 | 2018-09-25 | Lubrizol Corp | derivados de azol como aditivos lubrificantes |
| WO2017083243A1 (en) | 2015-11-11 | 2017-05-18 | The Lubrizol Corporation | Lubricating composition comprising thioether-substituted phenolic compound |
| EP3390594B1 (en) * | 2015-12-18 | 2022-06-29 | The Lubrizol Corporation | Nitrogen-functionalized olefin polymers for engine lubricants |
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| US20180037841A1 (en) * | 2016-08-03 | 2018-02-08 | Exxonmobil Research And Engineering Company | Lubricating engine oil for improved wear protection and fuel efficiency |
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| WO2018057675A1 (en) | 2016-09-21 | 2018-03-29 | The Lubrizol Corporation | Polyacrylate antifoam components with improved thermal stability |
| US11643612B2 (en) | 2016-12-22 | 2023-05-09 | The Lubrizol Corporation | Fluorinated polyacrylate antifoam components for lubricating compositions |
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| SG11201909078YA (en) | 2017-05-19 | 2019-10-30 | Chevron Oronite Co | Dispersants, method of making, and using same |
| CA3069718A1 (en) | 2017-07-17 | 2019-01-24 | The Lubrizol Corporation | Low zinc lubricant composition comprising borated dispersant and metal-free organophosphorus anti-wear additive |
| WO2019018329A1 (en) | 2017-07-17 | 2019-01-24 | The Lubrizol Corporation | LUBRICANT COMPOSITION WITH LOW DISPERSING AGENT CONTENT |
| WO2019103808A1 (en) | 2017-11-22 | 2019-05-31 | Exxonmobil Research And Engineering Company | Lubricating oil compositions with oxidative stability in diesel engines |
| WO2019108588A1 (en) | 2017-11-28 | 2019-06-06 | The Lubrizol Corporation | Lubricant compositions for high efficiency engines |
| US11421174B2 (en) * | 2017-11-30 | 2022-08-23 | The Lubrizol Corporation | Hindered amine terminated succinimide dispersants and lubricating compositions containing same |
| US10822569B2 (en) * | 2018-02-15 | 2020-11-03 | Afton Chemical Corporation | Grafted polymer with soot handling properties |
| EP3768810A1 (en) | 2018-03-21 | 2021-01-27 | The Lubrizol Corporation | Novel fluorinated polyacrylates antifoams in ultra-low viscosity (<5 cst) finished fluids |
| US11702610B2 (en) | 2018-06-22 | 2023-07-18 | The Lubrizol Corporation | Lubricating compositions |
| US20200024538A1 (en) | 2018-07-23 | 2020-01-23 | Exxonmobil Research And Engineering Company | Lubricating oil compositions with oxidative stability in diesel engines using biodiesel fuel |
| WO2020123438A1 (en) | 2018-12-10 | 2020-06-18 | The Lubrizol Corporation | Lubricating compositions having a mixed dispersant additive package |
| CA3144386A1 (en) | 2019-06-24 | 2020-12-30 | The Lubrizol Corporation | Continuous acoustic mixing for performance additives and compositions including the same |
| CN114555766A (zh) | 2019-10-15 | 2022-05-27 | 路博润公司 | 节省燃料的润滑组合物 |
| JP7625602B2 (ja) | 2019-12-18 | 2025-02-03 | ザ ルブリゾル コーポレイション | ポリマー界面活性剤化合物 |
| CN114057917B (zh) * | 2020-08-04 | 2024-03-26 | 中国石油天然气股份有限公司 | 一种后处理无灰分散剂及其制备方法 |
| CN116685663B (zh) | 2020-12-23 | 2025-07-25 | 路博润公司 | 作为润滑组合物的抗氧化剂的苯并氮杂䓬化合物 |
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| CN117716007A (zh) | 2021-07-29 | 2024-03-15 | 路博润公司 | 1,4-苯并噁嗪化合物和含有1,4-苯并噁嗪化合物的润滑油组合物 |
| CN117813365A (zh) | 2021-08-19 | 2024-04-02 | 路博润公司 | 具有改进的摩擦特性的摩擦调节剂和包含该摩擦调节剂的润滑组合物 |
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| WO2024006125A1 (en) | 2022-06-27 | 2024-01-04 | The Lubrizol Corporation | Lubricating composition and method of lubricating an internal combustion engine |
| WO2025090554A1 (en) | 2023-10-26 | 2025-05-01 | The Lubrizol Corporation | Shear stable aluminum complex grease |
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-
2009
- 2009-11-23 JP JP2011537672A patent/JP5459875B2/ja active Active
- 2009-11-23 US US13/130,638 patent/US8557753B2/en active Active
- 2009-11-23 SG SG2011036902A patent/SG171382A1/en unknown
- 2009-11-23 CA CA2744695A patent/CA2744695A1/en not_active Abandoned
- 2009-11-23 EP EP09756932.1A patent/EP2366004B1/en active Active
- 2009-11-23 AU AU2009319888A patent/AU2009319888A1/en not_active Abandoned
- 2009-11-23 KR KR1020117014573A patent/KR101679091B1/ko active Active
- 2009-11-23 BR BRPI0920904-2A patent/BRPI0920904B1/pt active IP Right Grant
- 2009-11-23 WO PCT/US2009/065452 patent/WO2010062842A1/en not_active Ceased
- 2009-11-23 CN CN200980155238.9A patent/CN102292422B/zh active Active
Also Published As
| Publication number | Publication date |
|---|---|
| CN102292422B (zh) | 2014-12-24 |
| JP2012509962A (ja) | 2012-04-26 |
| EP2366004B1 (en) | 2019-08-07 |
| BRPI0920904A2 (pt) | 2018-06-26 |
| BRPI0920904B1 (pt) | 2020-01-07 |
| CN102292422A (zh) | 2011-12-21 |
| KR101679091B1 (ko) | 2016-11-23 |
| US20110306528A1 (en) | 2011-12-15 |
| WO2010062842A1 (en) | 2010-06-03 |
| AU2009319888A1 (en) | 2010-06-03 |
| EP2366004A1 (en) | 2011-09-21 |
| JP5459875B2 (ja) | 2014-04-02 |
| SG171382A1 (en) | 2011-07-28 |
| KR20110099258A (ko) | 2011-09-07 |
| US8557753B2 (en) | 2013-10-15 |
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| Date | Code | Title | Description |
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| FZDE | Discontinued |
Effective date: 20151124 |