CA1273331A - Agent dispersif pour huiles lubrifiantes et additifs pour joints de viton - Google Patents

Agent dispersif pour huiles lubrifiantes et additifs pour joints de viton

Info

Publication number: CA1273331A
Authority: CA; Canada
Prior art keywords: lubricating oil; bis; phenol; alkenyl; oil composition
Prior art date: 1986-11-25
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.): Expired - Fee Related

Application number

CA000523707A

Other languages

English (en)

Inventor

Theodore Eugene Nalesnik

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Afton Chemical Additives Corp

Original Assignee

Texaco Development Corp

Priority date (The priority date 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 date listed.)

1986-11-25

Filing date

1986-11-25

Publication date

1990-08-28

1986-11-25 Application filed by Texaco Development Corp filed Critical Texaco Development Corp

1986-11-25 Priority to CA000523707A priority Critical patent/CA1273331A/fr

1990-08-28 Application granted granted Critical

1990-08-28 Publication of CA1273331A publication Critical patent/CA1273331A/fr

2007-08-28 Anticipated expiration legal-status Critical

Status Expired - Fee Related legal-status Critical Current

Links

239000010687 lubricating oil Substances 0.000 title claims abstract description 38
239000002270 dispersing agent Substances 0.000 title claims abstract description 34
239000000654 additive Substances 0.000 title abstract description 8
229920002449 FKM Polymers 0.000 title abstract description 7
239000000203 mixture Substances 0.000 claims abstract description 38
ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims abstract description 34
KZNICNPSHKQLFF-UHFFFAOYSA-N succinimide Chemical class O=C1CCC(=O)N1 KZNICNPSHKQLFF-UHFFFAOYSA-N 0.000 claims abstract description 31
-1 alkenyl succinic acid anhydride Chemical compound 0.000 claims description 35
229960002317 succinimide Drugs 0.000 claims description 33
AEMRFAOFKBGASW-UHFFFAOYSA-N Glycolic acid Chemical compound OCC(O)=O AEMRFAOFKBGASW-UHFFFAOYSA-N 0.000 claims description 28
LSHROXHEILXKHM-UHFFFAOYSA-N n'-[2-[2-[2-(2-aminoethylamino)ethylamino]ethylamino]ethyl]ethane-1,2-diamine Chemical compound NCCNCCNCCNCCNCCN LSHROXHEILXKHM-UHFFFAOYSA-N 0.000 claims description 16
150000001412 amines Chemical class 0.000 claims description 15
FAGUFWYHJQFNRV-UHFFFAOYSA-N tetraethylenepentamine Chemical compound NCCNCCNCCNCCN FAGUFWYHJQFNRV-UHFFFAOYSA-N 0.000 claims description 15
NNWAARLSYSBVPB-UHFFFAOYSA-N 1h-imidazole-4,5-dicarboxamide Chemical compound NC(=O)C=1N=CNC=1C(N)=O NNWAARLSYSBVPB-UHFFFAOYSA-N 0.000 claims description 13
WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims description 13
MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 claims description 12
229920002873 Polyethylenimine Polymers 0.000 claims description 9
125000003342 alkenyl group Chemical group 0.000 claims description 9
125000000217 alkyl group Chemical group 0.000 claims description 9
238000000034 method Methods 0.000 claims description 9
IGFHQQFPSIBGKE-UHFFFAOYSA-N 4-nonylphenol Chemical compound CCCCCCCCCC1=CC=C(O)C=C1 IGFHQQFPSIBGKE-UHFFFAOYSA-N 0.000 claims description 8
125000003118 aryl group Chemical group 0.000 claims description 8
239000007795 chemical reaction product Substances 0.000 claims description 8
IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 claims description 7
125000000753 cycloalkyl group Chemical group 0.000 claims description 7
125000002877 alkyl aryl group Chemical group 0.000 claims description 6
GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 claims description 6
150000001299 aldehydes Chemical class 0.000 claims description 5
125000000304 alkynyl group Chemical group 0.000 claims description 5
JWAZRIHNYRIHIV-UHFFFAOYSA-N 2-naphthol Chemical compound C1=CC=CC2=CC(O)=CC=C21 JWAZRIHNYRIHIV-UHFFFAOYSA-N 0.000 claims description 4
239000004215 Carbon black (E152) Substances 0.000 claims description 4
229920002367 Polyisobutene Polymers 0.000 claims description 4
229930195733 hydrocarbon Natural products 0.000 claims description 4
150000002430 hydrocarbons Chemical class 0.000 claims description 4
235000006408 oxalic acid Nutrition 0.000 claims description 4
229920002866 paraformaldehyde Polymers 0.000 claims description 4
VILCJCGEZXAXTO-UHFFFAOYSA-N 2,2,2-tetramine Chemical compound NCCNCCNCCN VILCJCGEZXAXTO-UHFFFAOYSA-N 0.000 claims description 3
RPNUMPOLZDHAAY-UHFFFAOYSA-N Diethylenetriamine Chemical compound NCCNCCN RPNUMPOLZDHAAY-UHFFFAOYSA-N 0.000 claims description 3
229930040373 Paraformaldehyde Natural products 0.000 claims description 3
AOHJOMMDDJHIJH-UHFFFAOYSA-N propylenediamine Chemical compound CC(N)CN AOHJOMMDDJHIJH-UHFFFAOYSA-N 0.000 claims description 3
229950011260 betanaphthol Drugs 0.000 claims description 2
230000001050 lubricating effect Effects 0.000 claims 3
IKHGUXGNUITLKF-UHFFFAOYSA-N Acetaldehyde Chemical compound CC=O IKHGUXGNUITLKF-UHFFFAOYSA-N 0.000 claims 2
NBBJYMSMWIIQGU-UHFFFAOYSA-N Propionic aldehyde Chemical compound CCC=O NBBJYMSMWIIQGU-UHFFFAOYSA-N 0.000 claims 2
ZTQSAGDEMFDKMZ-UHFFFAOYSA-N Butyraldehyde Chemical compound CCCC=O ZTQSAGDEMFDKMZ-UHFFFAOYSA-N 0.000 claims 1
150000001732 carboxylic acid derivatives Chemical class 0.000 claims 1
WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 claims 1
230000008878 coupling Effects 0.000 abstract 1
238000010168 coupling process Methods 0.000 abstract 1
238000005859 coupling reaction Methods 0.000 abstract 1
125000002485 formyl group Chemical class [H]C(*)=O 0.000 abstract 1
238000012360 testing method Methods 0.000 description 47
239000003921 oil Substances 0.000 description 22
229920001971 elastomer Polymers 0.000 description 18
229910052739 hydrogen Inorganic materials 0.000 description 9
239000001257 hydrogen Substances 0.000 description 9
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 8
238000006243 chemical reaction Methods 0.000 description 8
238000005336 cracking Methods 0.000 description 7
239000010802 sludge Substances 0.000 description 7
150000008064 anhydrides Chemical class 0.000 description 6
239000010705 motor oil Substances 0.000 description 6
239000002253 acid Substances 0.000 description 5
238000002485 combustion reaction Methods 0.000 description 5
150000001875 compounds Chemical class 0.000 description 5
238000009472 formulation Methods 0.000 description 5
150000002989 phenols Chemical class 0.000 description 5
229920000768 polyamine Polymers 0.000 description 5
239000000523 sample Substances 0.000 description 5
239000002966 varnish Substances 0.000 description 5
230000000996 additive effect Effects 0.000 description 4
125000003710 aryl alkyl group Chemical group 0.000 description 4
125000002704 decyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 4
125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 4
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 4
125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 4
125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 4
125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 4
239000000047 product Substances 0.000 description 4
RINCXYDBBGOEEQ-UHFFFAOYSA-N succinic anhydride Chemical group O=C1CCC(=O)O1 RINCXYDBBGOEEQ-UHFFFAOYSA-N 0.000 description 4
230000010933 acylation Effects 0.000 description 3
238000005917 acylation reaction Methods 0.000 description 3
239000003795 chemical substances by application Substances 0.000 description 3
239000003599 detergent Substances 0.000 description 3
230000006866 deterioration Effects 0.000 description 3
239000000806 elastomer Substances 0.000 description 3
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 3
235000019256 formaldehyde Nutrition 0.000 description 3
239000000314 lubricant Substances 0.000 description 3
QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 3
235000013824 polyphenols Nutrition 0.000 description 3
NXXYKOUNUYWIHA-UHFFFAOYSA-N 2,6-Dimethylphenol Chemical compound CC1=CC=CC(C)=C1O NXXYKOUNUYWIHA-UHFFFAOYSA-N 0.000 description 2
125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 2
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical group CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
HSFWRNGVRCDJHI-UHFFFAOYSA-N alpha-acetylene Natural products C#C HSFWRNGVRCDJHI-UHFFFAOYSA-N 0.000 description 2
238000005452 bending Methods 0.000 description 2
125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 2
125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
125000000480 butynyl group Chemical group [*]C#CC([H])([H])C([H])([H])[H] 0.000 description 2
125000000582 cycloheptyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 2
125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 2
230000000593 degrading effect Effects 0.000 description 2
XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 2
125000002534 ethynyl group Chemical group [H]C#C* 0.000 description 2
229910052736 halogen Inorganic materials 0.000 description 2
150000002367 halogens Chemical class 0.000 description 2
125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
125000001183 hydrocarbyl group Chemical group 0.000 description 2
125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 2
JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 2
125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
125000001624 naphthyl group Chemical group 0.000 description 2
125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 2
229910052757 nitrogen Inorganic materials 0.000 description 2
125000003854 p-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Cl 0.000 description 2
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 2
125000002568 propynyl group Chemical group [*]C#CC([H])([H])[H] 0.000 description 2
125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
125000001424 substituent group Chemical group 0.000 description 2
KDYFGRWQOYBRFD-UHFFFAOYSA-N succinic acid Chemical class OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 2
125000003944 tolyl group Chemical group 0.000 description 2
125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 2
229920002554 vinyl polymer Polymers 0.000 description 2
125000005023 xylyl group Chemical group 0.000 description 2
125000000008 (C1-C10) alkyl group Chemical group 0.000 description 1
ODIGIKRIUKFKHP-UHFFFAOYSA-N (n-propan-2-yloxycarbonylanilino) acetate Chemical compound CC(C)OC(=O)N(OC(C)=O)C1=CC=CC=C1 ODIGIKRIUKFKHP-UHFFFAOYSA-N 0.000 description 1
125000004973 1-butenyl group Chemical group C(=CCC)* 0.000 description 1
DKCPKDPYUFEZCP-UHFFFAOYSA-N 2,6-di-tert-butylphenol Chemical compound CC(C)(C)C1=CC=CC(C(C)(C)C)=C1O DKCPKDPYUFEZCP-UHFFFAOYSA-N 0.000 description 1
BLDLRWQLBOJPEB-UHFFFAOYSA-N 2-(2-hydroxyphenyl)sulfanylphenol Chemical compound OC1=CC=CC=C1SC1=CC=CC=C1O BLDLRWQLBOJPEB-UHFFFAOYSA-N 0.000 description 1
SZSVCTFFHPWEBE-UHFFFAOYSA-N 2-hydroxyacetic acid;pyrrolidine-2,5-dione Chemical compound OCC(O)=O.O=C1CCC(=O)N1 SZSVCTFFHPWEBE-UHFFFAOYSA-N 0.000 description 1
DBXBTMSZEOQQDU-UHFFFAOYSA-N 3-hydroxyisobutyric acid Chemical compound OCC(C)C(O)=O DBXBTMSZEOQQDU-UHFFFAOYSA-N 0.000 description 1
125000006283 4-chlorobenzyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1Cl)C([H])([H])* 0.000 description 1
YSMODUONRAFBET-UHFFFAOYSA-N 5-hydroxylysine Chemical group NCC(O)CCC(N)C(O)=O YSMODUONRAFBET-UHFFFAOYSA-N 0.000 description 1
241000182988 Assa Species 0.000 description 1
AVXURJPOCDRRFD-UHFFFAOYSA-N Hydroxylamine Chemical compound ON AVXURJPOCDRRFD-UHFFFAOYSA-N 0.000 description 1
101100063504 Mus musculus Dlx2 gene Proteins 0.000 description 1
HSANASOQSCIDJG-UHFFFAOYSA-N OC1=CC=CC=C1.OC1=CC=CC=C1.OC1=CC=CC=C1 Chemical compound OC1=CC=CC=C1.OC1=CC=CC=C1.OC1=CC=CC=C1 HSANASOQSCIDJG-UHFFFAOYSA-N 0.000 description 1
208000001873 Pseudoaminopterin syndrome Diseases 0.000 description 1
101150041890 TES1 gene Proteins 0.000 description 1
IZKFFGYHEVUVFE-UHFFFAOYSA-N acetaldehyde butanal formaldehyde propanal Chemical compound O=C.CC=O.CCC=O.CCCC=O IZKFFGYHEVUVFE-UHFFFAOYSA-N 0.000 description 1
239000012345 acetylating agent Substances 0.000 description 1
230000021736 acetylation Effects 0.000 description 1
238000006640 acetylation reaction Methods 0.000 description 1
150000008065 acid anhydrides Chemical class 0.000 description 1
125000001931 aliphatic group Chemical group 0.000 description 1
125000002947 alkylene group Chemical group 0.000 description 1
150000001408 amides Chemical class 0.000 description 1
125000000732 arylene group Chemical group 0.000 description 1
230000015572 biosynthetic process Effects 0.000 description 1
239000010700 blended lubricating oil Substances 0.000 description 1
230000005587 bubbling Effects 0.000 description 1
125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
150000001735 carboxylic acids Chemical class 0.000 description 1
239000003153 chemical reaction reagent Substances 0.000 description 1
125000004122 cyclic group Chemical group 0.000 description 1
125000000640 cyclooctyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C([H])([H])C1([H])[H] 0.000 description 1
239000003085 diluting agent Substances 0.000 description 1
238000010438 heat treatment Methods 0.000 description 1
125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
125000004029 hydroxymethyl group Chemical group [H]OC([H])([H])* 0.000 description 1
230000001771 impaired effect Effects 0.000 description 1
239000003701 inert diluent Substances 0.000 description 1
239000013067 intermediate product Substances 0.000 description 1
JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 1
239000004310 lactic acid Substances 0.000 description 1
235000014655 lactic acid Nutrition 0.000 description 1
239000003879 lubricant additive Substances 0.000 description 1
238000005461 lubrication Methods 0.000 description 1
FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 1
238000004519 manufacturing process Methods 0.000 description 1
150000002762 monocarboxylic acid derivatives Chemical class 0.000 description 1
125000004433 nitrogen atom Chemical group N* 0.000 description 1
238000005580 one pot reaction Methods 0.000 description 1
229920001281 polyalkylene Polymers 0.000 description 1
229920000642 polymer Polymers 0.000 description 1
229920000098 polyolefin Polymers 0.000 description 1
150000008442 polyphenolic compounds Polymers 0.000 description 1
238000002360 preparation method Methods 0.000 description 1
150000003141 primary amines Chemical class 0.000 description 1
125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
235000019260 propionic acid Nutrition 0.000 description 1
IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 description 1
239000013074 reference sample Substances 0.000 description 1
125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
150000003335 secondary amines Chemical class 0.000 description 1
238000002791 soaking Methods 0.000 description 1
239000000243 solution Substances 0.000 description 1
239000002904 solvent Substances 0.000 description 1
238000006467 substitution reaction Methods 0.000 description 1
239000001384 succinic acid Substances 0.000 description 1
LENZDBCJOHFCAS-UHFFFAOYSA-N tris Chemical compound OCC(N)(CO)CO LENZDBCJOHFCAS-UHFFFAOYSA-N 0.000 description 1
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1

Landscapes

Lubricants (AREA)

CA000523707A 1986-11-25 1986-11-25 Agent dispersif pour huiles lubrifiantes et additifs pour joints de viton Expired - Fee Related CA1273331A (fr)

Priority Applications (1)

Application Number	Priority Date	Filing Date	Title
CA000523707A CA1273331A (fr)	1986-11-25	1986-11-25	Agent dispersif pour huiles lubrifiantes et additifs pour joints de viton

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
CA000523707A CA1273331A (fr)	1986-11-25	1986-11-25	Agent dispersif pour huiles lubrifiantes et additifs pour joints de viton

Publications (1)

Publication Number	Publication Date
CA1273331A true CA1273331A (fr)	1990-08-28

Family

ID=4134422

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA000523707A Expired - Fee Related CA1273331A (fr)	1986-11-25	1986-11-25	Agent dispersif pour huiles lubrifiantes et additifs pour joints de viton

Country Status (1)

Country	Link
CA (1)	CA1273331A (fr)

1986
- 1986-11-25 CA CA000523707A patent/CA1273331A/fr not_active Expired - Fee Related

Legal Events

Date	Code	Title	Description
2002-08-28	MKLA	Lapsed

Publication	Publication Date	Title
US4636322A (en)	1987-01-13	Lubricating oil dispersant and viton seal additives
US4663064A (en)	1987-05-05	Dibaisic acid lubricating oil dispersant and viton seal additives
US4699724A (en)	1987-10-13	Post-coupled mono-succinimide lubricating oil dispersant and viton seal additives
US4713189A (en)	1987-12-15	Precoupled mono-succinimide lubricating oil dispersants and viton seal additives
EP0119675B1 (fr)	1986-10-29	Mono et bis succinimide à substituant hydrocarbyle ayant des radicaux hydrocyacyle liés à la chaîne polyamine et compositions d'huile minérale les contenant
US4973412A (en)	1990-11-27	Multifunctional lubricant additive with Viton seal capability
US4713191A (en)	1987-12-15	Diiscyanate acid lubricating oil dispersant and viton seal additives
EP0616635B1 (fr)	1999-01-07	Composition de carburant pour moteurs deux-temps
US4354950A (en)	1982-10-19	Mannich base derivative of hydroxyaryl succinimide and hydrocarbon oil composition containing same
US4521318A (en)	1985-06-04	Lubricant compositions containing both hydrocarbyl substituted mono and bissuccinimide having polyamine chain linked hydroxacyl radicals, and neopentyl derivative
US6117825A (en)	2000-09-12	Polyisobutylene succinimide and ethylene-propylene succinimide synergistic additives for lubricating oils compositions
US5595964A (en)	1997-01-21	Ashless, low phosphorus lubricant
US5062980A (en)	1991-11-05	Polymeric step ladder polysuccinimide compositions suitable for lubricating oil dispersants and fuel additives
US5102570A (en)	1992-04-07	Acylated mannich base mono and/or bis-succinimide lubricating oil additives
US4927562A (en)	1990-05-22	Elastomer-compatible oxalic acid acylated alkenylsuccinimides
US3764536A (en)	1973-10-09	Overbased calcium salts of alkenylsuccinimide
CA1273331A (fr)	1990-08-28	Agent dispersif pour huiles lubrifiantes et additifs pour joints de viton
US5460740A (en)	1995-10-24	Acylated mono and/or bis-succinimides lubricating oil additives
US5182038A (en)	1993-01-26	Mannich base phenol coupled mono and/or bis-succinimide lubricating oil additives
JPH086110B2 (ja)	1996-01-24	潤滑油組成物用分散剤、その製造方法及びそれを含む組成物
US5445750A (en)	1995-08-29	Lubricating oil composition containing the reaction product of an alkenylsuccinimide with a bis(hydroxyaromatic) substituted carboxylic acid
US4384138A (en)	1983-05-17	Process and compositions
EP0486835A1 (fr)	1992-05-27	Mono- et/ou di-succinimides précouplés borés comme additifs pour huile lubrifiante
US5051503A (en)	1991-09-24	Polyglycol dicarboxylic acid amide lubricant and fuel additives
US4049565A (en)	1977-09-20	Substituted maleimide lubricant additives and lubricant compositions made therewith