CA1189058A - Method for improving fuel economy of internal combustion engines using borated 1,2-alkanediols - Google Patents
Method for improving fuel economy of internal combustion engines using borated 1,2-alkanediolsInfo
- Publication number
- CA1189058A CA1189058A CA000406888A CA406888A CA1189058A CA 1189058 A CA1189058 A CA 1189058A CA 000406888 A CA000406888 A CA 000406888A CA 406888 A CA406888 A CA 406888A CA 1189058 A CA1189058 A CA 1189058A
- Authority
- CA
- Canada
- Prior art keywords
- carbon atoms
- borated
- overbased
- alkenyl
- internal combustion
- 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.)
- Expired
Links
- 238000002485 combustion reaction Methods 0.000 title claims abstract description 20
- 239000000446 fuel Substances 0.000 title claims abstract description 19
- 238000000034 method Methods 0.000 title claims description 14
- 239000010687 lubricating oil Substances 0.000 claims abstract description 43
- -1 alkenyl succinimide Chemical compound 0.000 claims description 78
- 239000000203 mixture Substances 0.000 claims description 60
- 229910052784 alkaline earth metal Inorganic materials 0.000 claims description 36
- 125000004432 carbon atom Chemical group C* 0.000 claims description 31
- 239000003921 oil Substances 0.000 claims description 29
- KZNICNPSHKQLFF-UHFFFAOYSA-N dihydromaleimide Natural products O=C1CCC(=O)N1 KZNICNPSHKQLFF-UHFFFAOYSA-N 0.000 claims description 24
- 125000000217 alkyl group Chemical group 0.000 claims description 19
- 150000003839 salts Chemical class 0.000 claims description 17
- 229960002317 succinimide Drugs 0.000 claims description 17
- 125000001183 hydrocarbyl group Chemical group 0.000 claims description 16
- 230000007935 neutral effect Effects 0.000 claims description 13
- 150000001342 alkaline earth metals Chemical class 0.000 claims description 12
- 229910052751 metal Inorganic materials 0.000 claims description 12
- 239000002184 metal Substances 0.000 claims description 12
- 239000003513 alkali Substances 0.000 claims description 9
- 239000012141 concentrate Substances 0.000 claims description 9
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 claims description 9
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical group [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 claims description 8
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 claims description 8
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 claims description 8
- 229910052791 calcium Inorganic materials 0.000 claims description 8
- 239000011575 calcium Substances 0.000 claims description 8
- 229910052749 magnesium Inorganic materials 0.000 claims description 8
- 239000011777 magnesium Substances 0.000 claims description 8
- 229910052725 zinc Inorganic materials 0.000 claims description 8
- 239000011701 zinc Substances 0.000 claims description 8
- NAGJZTKCGNOGPW-UHFFFAOYSA-N dithiophosphoric acid Chemical compound OP(O)(S)=S NAGJZTKCGNOGPW-UHFFFAOYSA-N 0.000 claims description 7
- 238000009472 formulation Methods 0.000 claims description 7
- 229920001281 polyalkylene Polymers 0.000 claims description 7
- 229920000768 polyamine Polymers 0.000 claims description 7
- 150000005846 sugar alcohols Polymers 0.000 claims description 7
- 229910052788 barium Inorganic materials 0.000 claims description 5
- KDYFGRWQOYBRFD-UHFFFAOYSA-L succinate(2-) Chemical compound [O-]C(=O)CCC([O-])=O KDYFGRWQOYBRFD-UHFFFAOYSA-L 0.000 claims description 5
- DSAJWYNOEDNPEQ-UHFFFAOYSA-N barium atom Chemical compound [Ba] DSAJWYNOEDNPEQ-UHFFFAOYSA-N 0.000 claims description 4
- 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 claims description 4
- 230000001050 lubricating effect Effects 0.000 claims description 4
- VILCJCGEZXAXTO-UHFFFAOYSA-N 2,2,2-tetramine Chemical compound NCCNCCNCCN VILCJCGEZXAXTO-UHFFFAOYSA-N 0.000 claims description 3
- FAGUFWYHJQFNRV-UHFFFAOYSA-N tetraethylenepentamine Chemical compound NCCNCCNCCNCCN FAGUFWYHJQFNRV-UHFFFAOYSA-N 0.000 claims description 3
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 claims description 2
- 239000003607 modifier Substances 0.000 claims description 2
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 claims 1
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims 1
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 24
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 18
- 150000002148 esters Chemical class 0.000 description 16
- 238000012360 testing method Methods 0.000 description 15
- 239000000654 additive Substances 0.000 description 13
- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 11
- 239000002585 base Substances 0.000 description 10
- 229910052799 carbon Inorganic materials 0.000 description 10
- 150000003871 sulfonates Chemical class 0.000 description 10
- 238000006243 chemical reaction Methods 0.000 description 9
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 9
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 8
- 235000011187 glycerol Nutrition 0.000 description 8
- 229960005150 glycerol Drugs 0.000 description 8
- 239000002253 acid Substances 0.000 description 7
- 230000000996 additive effect Effects 0.000 description 7
- 150000001336 alkenes Chemical class 0.000 description 7
- 150000001412 amines Chemical class 0.000 description 7
- 150000002989 phenols Chemical class 0.000 description 7
- 230000008569 process Effects 0.000 description 7
- 150000000180 1,2-diols Chemical class 0.000 description 6
- VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical compound CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 description 6
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- 229920002367 Polyisobutene Polymers 0.000 description 6
- 150000001298 alcohols Chemical class 0.000 description 6
- 125000003342 alkenyl group Chemical group 0.000 description 6
- 239000002199 base oil Substances 0.000 description 6
- 239000002270 dispersing agent Substances 0.000 description 6
- FALRKNHUBBKYCC-UHFFFAOYSA-N 2-(chloromethyl)pyridine-3-carbonitrile Chemical class ClCC1=NC=CC=C1C#N FALRKNHUBBKYCC-UHFFFAOYSA-N 0.000 description 5
- 125000003277 amino group Chemical group 0.000 description 5
- KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical compound OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 description 5
- 235000010338 boric acid Nutrition 0.000 description 5
- 150000001875 compounds Chemical class 0.000 description 5
- 150000002009 diols Chemical class 0.000 description 5
- 229930195733 hydrocarbon Natural products 0.000 description 5
- 150000002430 hydrocarbons Chemical class 0.000 description 5
- 230000003647 oxidation Effects 0.000 description 5
- 238000007254 oxidation reaction Methods 0.000 description 5
- 229920000098 polyolefin Polymers 0.000 description 5
- 229940014800 succinic anhydride Drugs 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 4
- 239000004215 Carbon black (E152) Substances 0.000 description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
- 150000008064 anhydrides Chemical class 0.000 description 4
- 239000004327 boric acid Substances 0.000 description 4
- 239000001569 carbon dioxide Substances 0.000 description 4
- 229910002092 carbon dioxide Inorganic materials 0.000 description 4
- 238000005260 corrosion Methods 0.000 description 4
- 230000007797 corrosion Effects 0.000 description 4
- 230000006872 improvement Effects 0.000 description 4
- 235000001055 magnesium Nutrition 0.000 description 4
- 229940091250 magnesium supplement Drugs 0.000 description 4
- 239000003208 petroleum Substances 0.000 description 4
- 230000000379 polymerizing effect Effects 0.000 description 4
- 239000000047 product Substances 0.000 description 4
- 150000003890 succinate salts Chemical class 0.000 description 4
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical compound [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 description 3
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 description 3
- FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- DKGAVHZHDRPRBM-UHFFFAOYSA-N Tert-Butanol Chemical compound CC(C)(C)O DKGAVHZHDRPRBM-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 150000007513 acids Chemical class 0.000 description 3
- 125000002947 alkylene group Chemical group 0.000 description 3
- 125000003118 aryl group Chemical group 0.000 description 3
- 229910052796 boron Inorganic materials 0.000 description 3
- 239000002826 coolant Substances 0.000 description 3
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 3
- 239000003112 inhibitor Substances 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 239000002480 mineral oil Substances 0.000 description 3
- 235000010446 mineral oil Nutrition 0.000 description 3
- 150000002762 monocarboxylic acid derivatives Chemical class 0.000 description 3
- 238000006386 neutralization reaction Methods 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- 239000000600 sorbitol Substances 0.000 description 3
- 239000013638 trimer Substances 0.000 description 3
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- VACHUYIREGFMSP-UHFFFAOYSA-N (+)-threo-9,10-Dihydroxy-octadecansaeure Natural products CCCCCCCCC(O)C(O)CCCCCCCC(O)=O VACHUYIREGFMSP-UHFFFAOYSA-N 0.000 description 2
- OOCCDEMITAIZTP-QPJJXVBHSA-N (E)-cinnamyl alcohol Chemical compound OC\C=C\C1=CC=CC=C1 OOCCDEMITAIZTP-QPJJXVBHSA-N 0.000 description 2
- XWAMHGPDZOVVND-UHFFFAOYSA-N 1,2-octadecanediol Chemical compound CCCCCCCCCCCCCCCCC(O)CO XWAMHGPDZOVVND-UHFFFAOYSA-N 0.000 description 2
- JPFGKGZYCXLEGQ-UHFFFAOYSA-N 1-(4-methoxyphenyl)-5-methylpyrazole-4-carboxylic acid Chemical compound C1=CC(OC)=CC=C1N1C(C)=C(C(O)=O)C=N1 JPFGKGZYCXLEGQ-UHFFFAOYSA-N 0.000 description 2
- KJCVRFUGPWSIIH-UHFFFAOYSA-N 1-naphthol Chemical compound C1=CC=C2C(O)=CC=CC2=C1 KJCVRFUGPWSIIH-UHFFFAOYSA-N 0.000 description 2
- JWAZRIHNYRIHIV-UHFFFAOYSA-N 2-naphthol Chemical compound C1=CC=CC2=CC(O)=CC=C21 JWAZRIHNYRIHIV-UHFFFAOYSA-N 0.000 description 2
- WRMNZCZEMHIOCP-UHFFFAOYSA-N 2-phenylethanol Chemical compound OCCC1=CC=CC=C1 WRMNZCZEMHIOCP-UHFFFAOYSA-N 0.000 description 2
- PLIKAWJENQZMHA-UHFFFAOYSA-N 4-aminophenol Chemical compound NC1=CC=C(O)C=C1 PLIKAWJENQZMHA-UHFFFAOYSA-N 0.000 description 2
- VACHUYIREGFMSP-SJORKVTESA-N 9,10-Dihydroxystearic acid Natural products CCCCCCCC[C@@H](O)[C@@H](O)CCCCCCCC(O)=O VACHUYIREGFMSP-SJORKVTESA-N 0.000 description 2
- LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 description 2
- 239000004386 Erythritol Substances 0.000 description 2
- UNXHWFMMPAWVPI-UHFFFAOYSA-N Erythritol Natural products OCC(O)C(O)CO UNXHWFMMPAWVPI-UHFFFAOYSA-N 0.000 description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 2
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- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 description 2
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- 239000003963 antioxidant agent Substances 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
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Classifications
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M139/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing atoms of elements not provided for in groups C10M127/00 - C10M137/00
-
- 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
- C10M129/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing oxygen
- C10M129/02—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing oxygen having a carbon chain of less than 30 atoms
- C10M129/04—Hydroxy compounds
- C10M129/10—Hydroxy compounds having hydroxy groups bound to a carbon atom of a six-membered aromatic ring
-
- 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
- C10M129/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing oxygen
- C10M129/86—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing oxygen having a carbon chain of 30 or more atoms
- C10M129/95—Esters
-
- 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
- C10M135/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing sulfur, selenium or tellurium
- C10M135/08—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing sulfur, selenium or tellurium containing a sulfur-to-oxygen bond
- C10M135/10—Sulfonic acids or derivatives thereof
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M137/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing phosphorus
- C10M137/02—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing phosphorus having no phosphorus-to-carbon bond
- C10M137/04—Phosphate esters
- C10M137/10—Thio derivatives
-
- 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
- C10M141/00—Lubricating compositions characterised by the additive being a mixture of two or more compounds covered by more than one of the main groups C10M125/00 - C10M139/00, each of these compounds being essential
- C10M141/12—Lubricating compositions characterised by the additive being a mixture of two or more compounds covered by more than one of the main groups C10M125/00 - C10M139/00, each of these compounds being essential at least one of them being an organic compound containing atoms of elements not provided for in groups C10M141/02 - C10M141/10
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- C—CHEMISTRY; METALLURGY
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- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/25—Internal-combustion engines
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/25—Internal-combustion engines
- C10N2040/251—Alcohol-fuelled engines
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/25—Internal-combustion engines
- C10N2040/255—Gasoline engines
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/25—Internal-combustion engines
- C10N2040/255—Gasoline engines
- C10N2040/28—Rotary engines
-
- F—MECHANICAL ENGINEERING; LIGHTING; HEATING; WEAPONS; BLASTING
- F02—COMBUSTION ENGINES; HOT-GAS OR COMBUSTION-PRODUCT ENGINE PLANTS
- F02F—CYLINDERS, PISTONS OR CASINGS, FOR COMBUSTION ENGINES; ARRANGEMENTS OF SEALINGS IN COMBUSTION ENGINES
- F02F7/00—Casings, e.g. crankcases or frames
- F02F7/006—Camshaft or pushrod housings
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 (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US28942281A | 1981-08-03 | 1981-08-03 | |
| US289,422 | 1981-08-03 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1189058A true CA1189058A (en) | 1985-06-18 |
Family
ID=23111468
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA000406888A Expired CA1189058A (en) | 1981-08-03 | 1982-07-08 | Method for improving fuel economy of internal combustion engines using borated 1,2-alkanediols |
Country Status (15)
| Country | Link |
|---|---|
| JP (1) | JPS5827798A (sv) |
| AU (1) | AU550869B2 (sv) |
| BE (1) | BE894023A (sv) |
| BR (1) | BR8204543A (sv) |
| CA (1) | CA1189058A (sv) |
| DE (1) | DE3228973A1 (sv) |
| ES (1) | ES8400141A1 (sv) |
| FR (1) | FR2510601B1 (sv) |
| GB (1) | GB2103651B (sv) |
| IT (1) | IT1153132B (sv) |
| MX (1) | MX7569E (sv) |
| NL (1) | NL8203033A (sv) |
| NO (1) | NO154727C (sv) |
| SE (1) | SE8204523L (sv) |
| ZA (1) | ZA824918B (sv) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5726133A (en) * | 1996-02-27 | 1998-03-10 | Exxon Research And Engineering Company | Low ash natural gas engine oil and additive system |
| US6140282A (en) * | 1999-12-15 | 2000-10-31 | Exxonmobil Research And Engineering Company | Long life lubricating oil composition using particular detergent mixture |
| US6191081B1 (en) | 1999-12-15 | 2001-02-20 | Exxonmobil Research And Engineering Company | Long life medium and high ash oils with enhanced nitration resistance |
Families Citing this family (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4961868A (en) * | 1983-01-10 | 1990-10-09 | Mobil Oil Corporation | Grease composition |
| JPS606790A (ja) * | 1983-06-27 | 1985-01-14 | Idemitsu Kosan Co Ltd | デイ−ゼルエンジン用潤滑油組成物 |
| NZ206931A (en) * | 1983-08-03 | 1986-12-05 | Mobil Oil Corp | Grease compositions containing borated epoxide derivatives and sulphur and phosphorus-containing compounds |
| US5084194A (en) * | 1984-03-07 | 1992-01-28 | Mobil Oil Corporation | Grease composition |
| US4780227A (en) * | 1984-08-22 | 1988-10-25 | Mobil Oil Corporation | Grease composition containing borated alkoxylated alcohols |
| NZ213008A (en) * | 1984-08-22 | 1989-04-26 | Mobil Oil Corp | Grease compositions containing diol/boron compound reaction products |
| CA1273344A (en) * | 1985-06-17 | 1990-08-28 | Thomas V. Liston | Succinimide complexes of borated alkyl catechols and lubricating oil compositions containing same |
| US4781850A (en) * | 1985-08-27 | 1988-11-01 | Mobil Oil Corporation | Grease compositions containing borated catechol compounds and hydroxy-containing soap thickeners |
| US4655948A (en) * | 1985-08-27 | 1987-04-07 | Mobil Oil Corporation | Grease compositions containing borated catechol compounds and hydroxy-containing soap thickeners |
| US4828734A (en) * | 1985-08-27 | 1989-05-09 | Mobil Oil Corporation | Grease compositions containing borated oxazoline compounds and hydroxy-containing soap thickeners |
| JPH0660317B2 (ja) * | 1986-07-07 | 1994-08-10 | 日立建機株式会社 | デイ−ゼルエンジンの潤滑システム |
| SG71666A1 (en) * | 1992-12-21 | 2000-04-18 | Oronite Japan Ltd | Low phosphorous engine oil compositions and additive composition |
| US6008165A (en) * | 1998-07-31 | 1999-12-28 | The Lubrizol Corporation | Alcohol borate esters and borated dispersants to improve bearing corrosion in engine oils |
| US6010986A (en) * | 1998-07-31 | 2000-01-04 | The Lubrizol Corporation | Alcohol borate esters to improve bearing corrosion in engine oils |
| JP5877199B2 (ja) * | 2011-05-27 | 2016-03-02 | Ｊｘ日鉱日石エネルギー株式会社 | 潤滑油添加剤および潤滑油組成物 |
| US9388362B2 (en) * | 2012-10-30 | 2016-07-12 | Chevron Oronite Company Llc | Friction modifiers and a method of making the same |
| EP3268454B1 (en) | 2015-03-10 | 2023-10-04 | The Lubrizol Corporation | Lubricating compositions comprising an anti-wear/friction modifying agent |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2795548A (en) * | 1954-06-29 | 1957-06-11 | California Research Corp | Lubricant compositions |
| US3933659A (en) * | 1974-07-11 | 1976-01-20 | Chevron Research Company | Extended life functional fluid |
-
1982
- 1982-07-07 AU AU85715/82A patent/AU550869B2/en not_active Ceased
- 1982-07-08 CA CA000406888A patent/CA1189058A/en not_active Expired
- 1982-07-09 ZA ZA824918A patent/ZA824918B/xx unknown
- 1982-07-23 MX MX8210205U patent/MX7569E/es unknown
- 1982-07-28 FR FR8213180A patent/FR2510601B1/fr not_active Expired
- 1982-07-29 NL NL8203033A patent/NL8203033A/nl not_active Application Discontinuation
- 1982-07-30 GB GB08222075A patent/GB2103651B/en not_active Expired
- 1982-07-30 NO NO822614A patent/NO154727C/no unknown
- 1982-07-30 IT IT22654/82A patent/IT1153132B/it active
- 1982-07-30 SE SE8204523A patent/SE8204523L/sv not_active Application Discontinuation
- 1982-08-02 JP JP57135069A patent/JPS5827798A/ja active Pending
- 1982-08-02 ES ES514640A patent/ES8400141A1/es not_active Expired
- 1982-08-03 BR BR8204543A patent/BR8204543A/pt unknown
- 1982-08-03 BE BE0/208749A patent/BE894023A/fr not_active IP Right Cessation
- 1982-08-03 DE DE19823228973 patent/DE3228973A1/de not_active Withdrawn
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5726133A (en) * | 1996-02-27 | 1998-03-10 | Exxon Research And Engineering Company | Low ash natural gas engine oil and additive system |
| US6140282A (en) * | 1999-12-15 | 2000-10-31 | Exxonmobil Research And Engineering Company | Long life lubricating oil composition using particular detergent mixture |
| US6191081B1 (en) | 1999-12-15 | 2001-02-20 | Exxonmobil Research And Engineering Company | Long life medium and high ash oils with enhanced nitration resistance |
Also Published As
| Publication number | Publication date |
|---|---|
| IT8222654A0 (it) | 1982-07-30 |
| IT8222654A1 (it) | 1984-01-30 |
| BR8204543A (pt) | 1983-07-26 |
| NO154727C (no) | 1986-12-10 |
| ZA824918B (en) | 1983-04-27 |
| NL8203033A (nl) | 1983-03-01 |
| SE8204523D0 (sv) | 1982-07-30 |
| DE3228973A1 (de) | 1983-02-17 |
| FR2510601B1 (fr) | 1986-04-04 |
| AU550869B2 (en) | 1986-04-10 |
| IT1153132B (it) | 1987-01-14 |
| FR2510601A1 (fr) | 1983-02-04 |
| BE894023A (fr) | 1982-12-01 |
| GB2103651B (en) | 1984-12-19 |
| GB2103651A (en) | 1983-02-23 |
| NO822614L (no) | 1983-02-04 |
| MX7569E (es) | 1989-11-09 |
| ES514640A0 (es) | 1983-10-16 |
| NO154727B (no) | 1986-09-01 |
| ES8400141A1 (es) | 1983-10-16 |
| JPS5827798A (ja) | 1983-02-18 |
| AU8571582A (en) | 1983-02-10 |
| SE8204523L (sv) | 1983-02-04 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MKEC | Expiry (correction) | ||
| MKEX | Expiry |