CA2021959C - Additif dispersif et anti-oxydant et compose d'huile lubrifiante contenant cet additif - Google Patents

Additif dispersif et anti-oxydant et compose d'huile lubrifiante contenant cet additif Download PDF

Info

Publication number: CA2021959C
Authority: CA; Canada
Prior art keywords: mole percent; composition according; polymer; carboxylic acid; ethylene
Prior art date: 1989-12-18
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

CA 2021959

Other languages

English (en)

Other versions

CA2021959A1 (fr

Inventor

Cyril A. Migdal

Theodore E. Nalesnik

Nicholas Benfaremo

Christopher S. Liu

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

DSM Copolymer Inc

Original Assignee

Afton Chemical Additives Corp

DSM Copolymer Inc

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.)

1989-12-18

Filing date

1990-07-25

Publication date

2000-11-28

1990-07-25 Application filed by Afton Chemical Additives Corp, DSM Copolymer Inc filed Critical Afton Chemical Additives Corp

1991-06-19 Publication of CA2021959A1 publication Critical patent/CA2021959A1/fr

2000-11-28 Application granted granted Critical

2000-11-28 Publication of CA2021959C publication Critical patent/CA2021959C/fr

2010-07-25 Anticipated expiration legal-status Critical

Status Expired - Fee Related legal-status Critical Current

Links

239000000203 mixture Substances 0.000 title claims abstract description 69
239000010687 lubricating oil Substances 0.000 title claims abstract description 24
239000002270 dispersing agent Substances 0.000 title description 18
239000003963 antioxidant agent Substances 0.000 title description 15
229920001577 copolymer Polymers 0.000 claims abstract description 35
239000000654 additive Substances 0.000 claims abstract description 32
150000001732 carboxylic acid derivatives Chemical class 0.000 claims abstract description 30
230000000996 additive effect Effects 0.000 claims abstract description 25
VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims abstract description 20
239000005977 Ethylene Substances 0.000 claims abstract description 20
229920000768 polyamine Polymers 0.000 claims abstract description 18
150000001875 compounds Chemical class 0.000 claims abstract description 11
RAIPHJJURHTUIC-UHFFFAOYSA-N 1,3-thiazol-2-amine Chemical compound NC1=NC=CS1 RAIPHJJURHTUIC-UHFFFAOYSA-N 0.000 claims abstract description 9
229950003476 aminothiazole Drugs 0.000 claims abstract description 9
150000005671 trienes Chemical class 0.000 claims abstract description 9
IHWDSEPNZDYMNF-UHFFFAOYSA-N 1H-indol-2-amine Chemical compound C1=CC=C2NC(N)=CC2=C1 IHWDSEPNZDYMNF-UHFFFAOYSA-N 0.000 claims abstract description 5
QLSWIGRIBOSFMV-UHFFFAOYSA-N 1h-pyrrol-2-amine Chemical compound NC1=CC=CN1 QLSWIGRIBOSFMV-UHFFFAOYSA-N 0.000 claims abstract description 5
YJKJAYFKPIUBAW-UHFFFAOYSA-N 9h-carbazol-1-amine Chemical compound N1C2=CC=CC=C2C2=C1C(N)=CC=C2 YJKJAYFKPIUBAW-UHFFFAOYSA-N 0.000 claims abstract description 5
AYNUCZFIHUUAIZ-UHFFFAOYSA-N s-(2h-triazol-4-yl)thiohydroxylamine Chemical compound NSC1=CNN=N1 AYNUCZFIHUUAIZ-UHFFFAOYSA-N 0.000 claims abstract description 5
UNDUSVBXIVZGOQ-UHFFFAOYSA-N 1h-perimidin-2-amine Chemical compound C1=CC(NC(N)=N2)=C3C2=CC=CC3=C1 UNDUSVBXIVZGOQ-UHFFFAOYSA-N 0.000 claims abstract description 4
239000003921 oil Substances 0.000 claims description 36
229920000642 polymer Polymers 0.000 claims description 34
238000000034 method Methods 0.000 claims description 29
125000004432 carbon atom Chemical group C* 0.000 claims description 27
239000000463 material Substances 0.000 claims description 22
229920000307 polymer substrate Polymers 0.000 claims description 20
239000007795 chemical reaction product Substances 0.000 claims description 19
229910052739 hydrogen Inorganic materials 0.000 claims description 19
239000001257 hydrogen Substances 0.000 claims description 19
150000008064 anhydrides Chemical class 0.000 claims description 17
229920001897 terpolymer Polymers 0.000 claims description 15
230000003078 antioxidant effect Effects 0.000 claims description 13
125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 13
238000010008 shearing Methods 0.000 claims description 13
125000000217 alkyl group Chemical group 0.000 claims description 11
229920000578 graft copolymer Polymers 0.000 claims description 10
125000003342 alkenyl group Chemical group 0.000 claims description 8
150000001412 amines Chemical class 0.000 claims description 8
ATGUVEKSASEFFO-UHFFFAOYSA-N p-aminodiphenylamine Chemical group C1=CC(N)=CC=C1NC1=CC=CC=C1 ATGUVEKSASEFFO-UHFFFAOYSA-N 0.000 claims description 8
125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 claims description 8
150000001993 dienes Chemical class 0.000 claims description 7
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 6
125000003545 alkoxy group Chemical group 0.000 claims description 6
230000001050 lubricating effect Effects 0.000 claims description 6
QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 claims description 6
239000010706 single-grade lubricating oil Substances 0.000 claims description 6
125000003710 aryl alkyl group Chemical group 0.000 claims description 5
125000002877 alkyl aryl group Chemical group 0.000 claims description 4
LHOVOJWYFIZPCY-UHFFFAOYSA-N 1,2,3-benzothiadiazol-4-amine Chemical compound NC1=CC=CC2=C1N=NS2 LHOVOJWYFIZPCY-UHFFFAOYSA-N 0.000 claims description 3
UHGULLIUJBCTEF-UHFFFAOYSA-N 2-aminobenzothiazole Chemical compound C1=CC=C2SC(N)=NC2=C1 UHGULLIUJBCTEF-UHFFFAOYSA-N 0.000 claims description 3
NFCPRRWCTNLGSN-UHFFFAOYSA-N 2-n-phenylbenzene-1,2-diamine Chemical group NC1=CC=CC=C1NC1=CC=CC=C1 NFCPRRWCTNLGSN-UHFFFAOYSA-N 0.000 claims description 3
VJTZHXQAZLGBHV-UHFFFAOYSA-N 3-n-phenylbenzene-1,3-diamine Chemical group NC1=CC=CC(NC=2C=CC=CC=2)=C1 VJTZHXQAZLGBHV-UHFFFAOYSA-N 0.000 claims description 3
230000000593 degrading effect Effects 0.000 claims description 3
125000002768 hydroxyalkyl group Chemical group 0.000 claims description 3
OFNISBHGPNMTMS-UHFFFAOYSA-N 3-methylideneoxolane-2,5-dione Chemical compound C=C1CC(=O)OC1=O OFNISBHGPNMTMS-UHFFFAOYSA-N 0.000 claims description 2
UIKUBYKUYUSRSM-UHFFFAOYSA-N 3-morpholinopropylamine Chemical compound NCCCN1CCOCC1 UIKUBYKUYUSRSM-UHFFFAOYSA-N 0.000 claims description 2
RWIVICVCHVMHMU-UHFFFAOYSA-N n-aminoethylmorpholine Chemical compound NCCN1CCOCC1 RWIVICVCHVMHMU-UHFFFAOYSA-N 0.000 claims description 2
150000003141 primary amines Chemical group 0.000 claims description 2
150000003335 secondary amines Chemical group 0.000 claims description 2
150000004985 diamines Chemical class 0.000 claims 3
229910052799 carbon Inorganic materials 0.000 claims 1
JHKQAGBRBXTGGI-UHFFFAOYSA-N n-methyl-3-piperazin-1-ylpropan-1-amine Chemical compound CNCCCN1CCNCC1 JHKQAGBRBXTGGI-UHFFFAOYSA-N 0.000 claims 1
239000007806 chemical reaction intermediate Substances 0.000 abstract description 3
239000003795 chemical substances by application Substances 0.000 abstract description 3
150000004291 polyenes Chemical class 0.000 abstract description 3
238000012360 testing method Methods 0.000 description 21
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 18
238000006243 chemical reaction Methods 0.000 description 16
229910052757 nitrogen Inorganic materials 0.000 description 13
239000000047 product Substances 0.000 description 11
239000012141 concentrate Substances 0.000 description 10
229920001038 ethylene copolymer Polymers 0.000 description 9
239000002904 solvent Substances 0.000 description 9
238000002360 preparation method Methods 0.000 description 8
239000000758 substrate Substances 0.000 description 8
239000002253 acid Substances 0.000 description 7
239000000314 lubricant Substances 0.000 description 6
VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 6
238000006116 polymerization reaction Methods 0.000 description 6
235000006708 antioxidants Nutrition 0.000 description 5
238000010528 free radical solution polymerization reaction Methods 0.000 description 5
239000003999 initiator Substances 0.000 description 5
-1 methacrylate ester Chemical class 0.000 description 5
239000000178 monomer Substances 0.000 description 5
125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 4
229920006158 high molecular weight polymer Polymers 0.000 description 4
239000000543 intermediate Substances 0.000 description 4
239000010705 motor oil Substances 0.000 description 4
239000010802 sludge Substances 0.000 description 4
239000002966 varnish Substances 0.000 description 4
PRBHEGAFLDMLAL-GQCTYLIASA-N (4e)-hexa-1,4-diene Chemical compound C\C=C\CC=C PRBHEGAFLDMLAL-GQCTYLIASA-N 0.000 description 3
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
150000004945 aromatic hydrocarbons Chemical class 0.000 description 3
230000015572 biosynthetic process Effects 0.000 description 3
KZNICNPSHKQLFF-UHFFFAOYSA-N dihydromaleimide Natural products O=C1CCC(=O)N1 KZNICNPSHKQLFF-UHFFFAOYSA-N 0.000 description 3
HQQADJVZYDDRJT-UHFFFAOYSA-N ethene;prop-1-ene Chemical group C=C.CC=C HQQADJVZYDDRJT-UHFFFAOYSA-N 0.000 description 3
229930195733 hydrocarbon Natural products 0.000 description 3
150000002430 hydrocarbons Chemical class 0.000 description 3
230000006872 improvement Effects 0.000 description 3
239000003879 lubricant additive Substances 0.000 description 3
150000005673 monoalkenes Chemical class 0.000 description 3
230000007935 neutral effect Effects 0.000 description 3
230000003647 oxidation Effects 0.000 description 3
238000007254 oxidation reaction Methods 0.000 description 3
238000003786 synthesis reaction Methods 0.000 description 3
OJOWICOBYCXEKR-APPZFPTMSA-N (1S,4R)-5-ethylidenebicyclo[2.2.1]hept-2-ene Chemical compound CC=C1C[C@@H]2C[C@@H]1C=C2 OJOWICOBYCXEKR-APPZFPTMSA-N 0.000 description 2
VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 2
AVXURJPOCDRRFD-UHFFFAOYSA-N Hydroxylamine Chemical compound ON AVXURJPOCDRRFD-UHFFFAOYSA-N 0.000 description 2
FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 2
CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 2
QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 2
125000004103 aminoalkyl group Chemical group 0.000 description 2
238000004458 analytical method Methods 0.000 description 2
125000003118 aryl group Chemical group 0.000 description 2
238000009835 boiling Methods 0.000 description 2
239000003054 catalyst Substances 0.000 description 2
230000000694 effects Effects 0.000 description 2
229920001971 elastomer Polymers 0.000 description 2
239000012530 fluid Substances 0.000 description 2
238000009472 formulation Methods 0.000 description 2
239000000446 fuel Substances 0.000 description 2
239000007788 liquid Substances 0.000 description 2
239000011777 magnesium Substances 0.000 description 2
229910052749 magnesium Inorganic materials 0.000 description 2
238000005259 measurement Methods 0.000 description 2
QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 2
229910052753 mercury Inorganic materials 0.000 description 2
JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 2
229920005862 polyol Polymers 0.000 description 2
150000003077 polyols Chemical class 0.000 description 2
150000003839 salts Chemical group 0.000 description 2
239000007787 solid Substances 0.000 description 2
229960002317 succinimide Drugs 0.000 description 2
BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 2
229910052725 zinc Inorganic materials 0.000 description 2
239000011701 zinc Substances 0.000 description 2
239000004711 α-olefin Substances 0.000 description 2
ZGXMNEKDFYUNDQ-GQCTYLIASA-N (5e)-hepta-1,5-diene Chemical compound C\C=C\CCC=C ZGXMNEKDFYUNDQ-GQCTYLIASA-N 0.000 description 1
RJUCIROUEDJQIB-GQCTYLIASA-N (6e)-octa-1,6-diene Chemical compound C\C=C\CCCC=C RJUCIROUEDJQIB-GQCTYLIASA-N 0.000 description 1
WAYQHSQVSBNKFB-UHFFFAOYSA-N 1-n-phenylnaphthalene-1,2-diamine Chemical compound NC1=CC=C2C=CC=CC2=C1NC1=CC=CC=C1 WAYQHSQVSBNKFB-UHFFFAOYSA-N 0.000 description 1
OERWHBWECTXCGL-UHFFFAOYSA-N 1-propan-2-ylidene-3a,4,7,7a-tetrahydroindene Chemical compound C1C=CCC2C(=C(C)C)C=CC21 OERWHBWECTXCGL-UHFFFAOYSA-N 0.000 description 1
HECLRDQVFMWTQS-RGOKHQFPSA-N 1755-01-7 Chemical compound C1[C@H]2[C@@H]3CC=C[C@@H]3[C@@H]1C=C2 HECLRDQVFMWTQS-RGOKHQFPSA-N 0.000 description 1
QVXGKJYMVLJYCL-UHFFFAOYSA-N 2,3-di(nonyl)-N-phenylaniline Chemical compound C(CCCCCCCC)C=1C(=C(C=CC1)NC1=CC=CC=C1)CCCCCCCCC QVXGKJYMVLJYCL-UHFFFAOYSA-N 0.000 description 1
IDWFZSMKWIESPG-UHFFFAOYSA-N 2-n-naphthalen-1-ylbenzene-1,2-diamine Chemical compound NC1=CC=CC=C1NC1=CC=CC2=CC=CC=C12 IDWFZSMKWIESPG-UHFFFAOYSA-N 0.000 description 1
CXJAFLQWMOMYOW-UHFFFAOYSA-N 3-chlorofuran-2,5-dione Chemical compound ClC1=CC(=O)OC1=O CXJAFLQWMOMYOW-UHFFFAOYSA-N 0.000 description 1
239000004215 Carbon black (E152) Substances 0.000 description 1
WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 description 1
OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 1
NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
238000010521 absorption reaction Methods 0.000 description 1
150000001336 alkenes Chemical class 0.000 description 1
XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
229910052782 aluminium Inorganic materials 0.000 description 1
238000000149 argon plasma sintering Methods 0.000 description 1
239000012298 atmosphere Substances 0.000 description 1
125000000751 azo group Chemical group [*]N=N[*] 0.000 description 1
239000002199 base oil Substances 0.000 description 1
150000001555 benzenes Chemical class 0.000 description 1
230000005540 biological transmission Effects 0.000 description 1
230000005587 bubbling Effects 0.000 description 1
230000003749 cleanliness Effects 0.000 description 1
238000002485 combustion reaction Methods 0.000 description 1
238000012937 correction Methods 0.000 description 1
125000004122 cyclic group Chemical group 0.000 description 1
125000000753 cycloalkyl group Chemical group 0.000 description 1
UVJHQYIOXKWHFD-UHFFFAOYSA-N cyclohexa-1,4-diene Chemical compound C1C=CCC=C1 UVJHQYIOXKWHFD-UHFFFAOYSA-N 0.000 description 1
230000007423 decrease Effects 0.000 description 1
239000003599 detergent Substances 0.000 description 1
LSXWFXONGKSEMY-UHFFFAOYSA-N di-tert-butyl peroxide Chemical compound CC(C)(C)OOC(C)(C)C LSXWFXONGKSEMY-UHFFFAOYSA-N 0.000 description 1
150000001991 dicarboxylic acids Chemical class 0.000 description 1
239000010710 diesel engine oil Substances 0.000 description 1
239000003085 diluting agent Substances 0.000 description 1
239000001530 fumaric acid Substances 0.000 description 1
239000007789 gas Substances 0.000 description 1
239000004519 grease Substances 0.000 description 1
238000010438 heat treatment Methods 0.000 description 1
230000007062 hydrolysis Effects 0.000 description 1
238000006460 hydrolysis reaction Methods 0.000 description 1
150000002432 hydroperoxides Chemical class 0.000 description 1
150000003949 imides Chemical class 0.000 description 1
238000010348 incorporation Methods 0.000 description 1
ZLNQQNXFFQJAID-UHFFFAOYSA-L magnesium carbonate Chemical compound [Mg+2].[O-]C([O-])=O ZLNQQNXFFQJAID-UHFFFAOYSA-L 0.000 description 1
239000001095 magnesium carbonate Substances 0.000 description 1
229910000021 magnesium carbonate Inorganic materials 0.000 description 1
VTHJTEIRLNZDEV-UHFFFAOYSA-L magnesium dihydroxide Chemical compound [OH-].[OH-].[Mg+2] VTHJTEIRLNZDEV-UHFFFAOYSA-L 0.000 description 1
239000000347 magnesium hydroxide Substances 0.000 description 1
229910001862 magnesium hydroxide Inorganic materials 0.000 description 1
229910052943 magnesium sulfate Inorganic materials 0.000 description 1
235000019341 magnesium sulphate Nutrition 0.000 description 1
239000000155 melt Substances 0.000 description 1
238000005555 metalworking Methods 0.000 description 1
239000010688 mineral lubricating oil Substances 0.000 description 1
238000002156 mixing Methods 0.000 description 1
239000012768 molten material Substances 0.000 description 1
239000010707 multi-grade lubricating oil Substances 0.000 description 1
SWVGZFQJXVPIKM-UHFFFAOYSA-N n,n-bis(methylamino)propan-1-amine Chemical compound CCCN(NC)NC SWVGZFQJXVPIKM-UHFFFAOYSA-N 0.000 description 1
125000000962 organic group Chemical group 0.000 description 1
239000003960 organic solvent Substances 0.000 description 1
150000002978 peroxides Chemical class 0.000 description 1
239000003208 petroleum Substances 0.000 description 1
229910052698 phosphorus Inorganic materials 0.000 description 1
239000011574 phosphorus Substances 0.000 description 1
229920001155 polypropylene Polymers 0.000 description 1
229920001296 polysiloxane Polymers 0.000 description 1
125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
239000000376 reactant Substances 0.000 description 1
239000011541 reaction mixture Substances 0.000 description 1
229920006395 saturated elastomer Polymers 0.000 description 1
239000000126 substance Substances 0.000 description 1
229910052717 sulfur Inorganic materials 0.000 description 1
239000011593 sulfur Substances 0.000 description 1
239000010689 synthetic lubricating oil Substances 0.000 description 1
150000003512 tertiary amines Chemical group 0.000 description 1
VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
JBIQAPKSNFTACH-UHFFFAOYSA-K vanadium oxytrichloride Chemical compound Cl[V](Cl)(Cl)=O JBIQAPKSNFTACH-UHFFFAOYSA-K 0.000 description 1
125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
150000003751 zinc Chemical class 0.000 description 1

Landscapes

Lubricants (AREA)

CA 2021959 1989-12-18 1990-07-25 Additif dispersif et anti-oxydant et compose d'huile lubrifiante contenant cet additif Expired - Fee Related CA2021959C (fr)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
US45213989A	1989-12-18	1989-12-18
US07/452,139		1989-12-18

Publications (2)

Publication Number	Publication Date
CA2021959A1 CA2021959A1 (fr)	1991-06-19
CA2021959C true CA2021959C (fr)	2000-11-28

Family

ID=23795202

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA 2021959 Expired - Fee Related CA2021959C (fr)	1989-12-18	1990-07-25	Additif dispersif et anti-oxydant et compose d'huile lubrifiante contenant cet additif

Country Status (1)

Country	Link
CA (1)	CA2021959C (fr)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
EP1669380A3 (fr) *	2004-12-09	2006-11-15	Afton Chemical Corporation	Dispersant du type polyoléfine greffé et fonctionnalisé, et ses utilisations.

Families Citing this family (8)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US5759967A (en) *	1988-08-01	1998-06-02	Exxon Chemical Patents Inc	Ethylene α-olefin/diene interpolymer-substituted carboxylic acid dispersant additives
US5350532A (en) *	1988-08-01	1994-09-27	Exxon Chemical Patents Inc.	Borated ethylene alpha-olefin polymer substituted mono- and dicarboxylic acid dispersant additives
CA2034759C (fr) *	1988-08-01	2003-06-03	Won R. Song	Additifs dispersants a base de polymere olefinique de l'ethylene substitue par des acides mono et dicarboxyliques
US5266223A (en) *	1988-08-01	1993-11-30	Exxon Chemical Patents Inc.	Ethylene alpha-olefin polymer substituted mono-and dicarboxylic acid dispersant additives
CA2110463C (fr) *	1992-12-17	2005-02-08	Jacob Emert	Additifs-dispersants interpolymeriques exempts de gel, utiles dans les compositions oleagineuses
US5554310A (en)	1992-12-17	1996-09-10	Exxon Chemical Patents Inc.	Trisubstituted unsaturated polymers
IL107927A0 (en)	1992-12-17	1994-04-12	Exxon Chemical Patents Inc	Oil soluble ethylene/1-butene copolymers and lubricating oils containing the same
CA2110649C (fr) *	1992-12-17	2004-10-26	Jacob Emert	Additifs dispersants d'alpha-olefine sans gel utilises dans des compositions oleagineuses

1990
- 1990-07-25 CA CA 2021959 patent/CA2021959C/fr not_active Expired - Fee Related

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
EP1669380A3 (fr) *	2004-12-09	2006-11-15	Afton Chemical Corporation	Dispersant du type polyoléfine greffé et fonctionnalisé, et ses utilisations.

Also Published As

Publication number	Publication date
CA2021959A1 (fr)	1991-06-19

Legal Events

Date	Code	Title	Description
1997-03-19	EEER	Examination request
2002-07-25	MKLA	Lapsed

Publication	Publication Date	Title
US5075383A (en)	1991-12-24	Dispersant and antioxidant additive and lubricating oil composition containing same
US4863623A (en)	1989-09-05	Novel VI improver, dispersant, and anti-oxidant additive and lubricating oil composition containing same
US5162086A (en)	1992-11-10	Dispersant additive and lubricating oil composition containing same
US5409623A (en)	1995-04-25	Functionalized graft co-polymer as a viscosity and index improver, dispersant, and anti-oxidant additive and lubricating oil composition containing same
US5112508A (en)	1992-05-12	VI improver, dispersant, and antioxidant additive and lubricating oil composition
US5188745A (en)	1993-02-23	Viton seal compatible dispersant and lubricating oil composition containing same
US5182041A (en)	1993-01-26	Dispersant - anti-oxidant additive and lubricating oil composition containing same
US5429757A (en)	1995-07-04	Multifunctional copolymer and lubricating oil composition
US5238588A (en)	1993-08-24	Dispersant, vi improver, additive and lubricating oil composition containing same
US5474694A (en)	1995-12-12	Lubricating oil composition
US5013469A (en)	1991-05-07	VI improver, dispersant, and anti-oxidant additive and lubricating oil composition containing same
CA2021959C (fr)	2000-11-28	Additif dispersif et anti-oxydant et compose d'huile lubrifiante contenant cet additif
EP0396297B1 (fr)	1995-08-02	Additif dispersant anti-oxydant et composition d'huiles lubrifiantes renfermant cet additif
US5205949A (en)	1993-04-27	Dispersant and VI improver additive and lubrication oil composition containing same
US5200102A (en)	1993-04-06	Multifunctional olefin copolymer and lubricating oil composition
EP0461774B1 (fr)	1993-12-29	Dispersant, anti-oxydant et agent améliorant l'indice de viscosité, et composition lubrifiante le contenant
US5169546A (en)	1992-12-08	Multifunctional viscosity index improvers having dispersant and antioxidant properties and lubricating oil composition containing same
US5308523A (en)	1994-05-03	VI improver, dispersant, and antioxidant additive and lubricating oil composition
US5472627A (en)	1995-12-05	Polymeric lubricant additive designed to enhance anti-wear, anti-oxidancy, and dispersancy thereof
US4948524A (en)	1990-08-14	Dispersant anti-oxidant VI improver and lubricating oil composition containing same
US5147571A (en)	1992-09-15	Dispersant, VI improver, additive and lubricating oil composition containing same
US5035819A (en)	1991-07-30	Dispersant, VI improver, additive and lubricating oil composition containing same

CA2021959C - Additif dispersif et anti-oxydant et compose d'huile lubrifiante contenant cet additif - Google Patents

Info

Links

Landscapes

Applications Claiming Priority (2)

Publications (2)

Family

ID=23795202

Family Applications (1)

Country Status (1)

Cited By (1)

Families Citing this family (8)

Cited By (1)

Also Published As

Similar Documents

Legal Events