GB942067A - Calcium alkoxide-carbonate complexes, their preparation and use - Google Patents
Calcium alkoxide-carbonate complexes, their preparation and useInfo
- Publication number
- GB942067A GB942067A GB1482760A GB1482760A GB942067A GB 942067 A GB942067 A GB 942067A GB 1482760 A GB1482760 A GB 1482760A GB 1482760 A GB1482760 A GB 1482760A GB 942067 A GB942067 A GB 942067A
- Authority
- GB
- United Kingdom
- Prior art keywords
- calcium
- oil
- oils
- alcohol
- soluble
- 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
- 239000011575 calcium Substances 0.000 title abstract 13
- 229910052791 calcium Inorganic materials 0.000 title abstract 13
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 title abstract 12
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 abstract 6
- 239000002904 solvent Substances 0.000 abstract 6
- -1 calcium alkoxide Chemical class 0.000 abstract 5
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 4
- 239000002270 dispersing agent Substances 0.000 abstract 4
- 150000002484 inorganic compounds Chemical class 0.000 abstract 4
- 229910010272 inorganic material Inorganic materials 0.000 abstract 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 abstract 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 abstract 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 abstract 3
- 125000004432 carbon atom Chemical group C* 0.000 abstract 3
- 239000001569 carbon dioxide Substances 0.000 abstract 3
- 229910002092 carbon dioxide Inorganic materials 0.000 abstract 3
- 239000006185 dispersion Substances 0.000 abstract 3
- 125000001033 ether group Chemical group 0.000 abstract 3
- XPFVYQJUAUNWIW-UHFFFAOYSA-N furfuryl alcohol Chemical compound OCC1=CC=CO1 XPFVYQJUAUNWIW-UHFFFAOYSA-N 0.000 abstract 3
- 125000005843 halogen group Chemical group 0.000 abstract 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 abstract 3
- 239000003921 oil Substances 0.000 abstract 3
- 235000019198 oils Nutrition 0.000 abstract 3
- YIWUKEYIRIRTPP-UHFFFAOYSA-N 2-ethylhexan-1-ol Chemical compound CCCCC(CC)CO YIWUKEYIRIRTPP-UHFFFAOYSA-N 0.000 abstract 2
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 abstract 2
- 239000002253 acid Substances 0.000 abstract 2
- 150000007513 acids Chemical class 0.000 abstract 2
- 230000001476 alcoholic effect Effects 0.000 abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- MTHSVFCYNBDYFN-UHFFFAOYSA-N anhydrous diethylene glycol Natural products OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 abstract 2
- 239000010775 animal oil Substances 0.000 abstract 2
- 150000001735 carboxylic acids Chemical class 0.000 abstract 2
- 150000001991 dicarboxylic acids Chemical class 0.000 abstract 2
- 150000002148 esters Chemical class 0.000 abstract 2
- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 abstract 2
- 150000002430 hydrocarbons Chemical group 0.000 abstract 2
- ZXEKIIBDNHEJCQ-UHFFFAOYSA-N isobutanol Chemical compound CC(C)CO ZXEKIIBDNHEJCQ-UHFFFAOYSA-N 0.000 abstract 2
- 239000000463 material Substances 0.000 abstract 2
- 229910052751 metal Inorganic materials 0.000 abstract 2
- 239000002184 metal Substances 0.000 abstract 2
- 239000010688 mineral lubricating oil Substances 0.000 abstract 2
- 239000002245 particle Substances 0.000 abstract 2
- 150000003017 phosphorus Chemical class 0.000 abstract 2
- 150000003839 salts Chemical class 0.000 abstract 2
- 235000015112 vegetable and seed oil Nutrition 0.000 abstract 2
- 239000008158 vegetable oil Substances 0.000 abstract 2
- NBUKAOOFKZFCGD-UHFFFAOYSA-N 2,2,3,3-tetrafluoropropan-1-ol Chemical compound OCC(F)(F)C(F)F NBUKAOOFKZFCGD-UHFFFAOYSA-N 0.000 abstract 1
- XESPVLOCYXGKNB-UHFFFAOYSA-N 2-bromopentan-1-ol Chemical compound CCCC(Br)CO XESPVLOCYXGKNB-UHFFFAOYSA-N 0.000 abstract 1
- FTOKYBLHOYVORA-UHFFFAOYSA-N 2-chlorobutan-1-ol Chemical compound CCC(Cl)CO FTOKYBLHOYVORA-UHFFFAOYSA-N 0.000 abstract 1
- SZIFAVKTNFCBPC-UHFFFAOYSA-N 2-chloroethanol Chemical compound OCCCl SZIFAVKTNFCBPC-UHFFFAOYSA-N 0.000 abstract 1
- TZYRSLHNPKPEFV-UHFFFAOYSA-N 2-ethyl-1-butanol Chemical compound CCC(CC)CO TZYRSLHNPKPEFV-UHFFFAOYSA-N 0.000 abstract 1
- CSDQQAQKBAQLLE-UHFFFAOYSA-N 4-(4-chlorophenyl)-4,5,6,7-tetrahydrothieno[3,2-c]pyridine Chemical compound C1=CC(Cl)=CC=C1C1C(C=CS2)=C2CCN1 CSDQQAQKBAQLLE-UHFFFAOYSA-N 0.000 abstract 1
- 239000005997 Calcium carbide Substances 0.000 abstract 1
- 239000004215 Carbon black (E152) Substances 0.000 abstract 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical class CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 abstract 1
- SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 abstract 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- 241000158728 Meliaceae Species 0.000 abstract 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 abstract 1
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 abstract 1
- VKCLPVFDVVKEKU-UHFFFAOYSA-N S=[P] Chemical compound S=[P] VKCLPVFDVVKEKU-UHFFFAOYSA-N 0.000 abstract 1
- YSMRWXYRXBRSND-UHFFFAOYSA-N TOTP Chemical compound CC1=CC=CC=C1OP(=O)(OC=1C(=CC=CC=1)C)OC1=CC=CC=C1C YSMRWXYRXBRSND-UHFFFAOYSA-N 0.000 abstract 1
- 239000001089 [(2R)-oxolan-2-yl]methanol Substances 0.000 abstract 1
- 230000002378 acidificating effect Effects 0.000 abstract 1
- 150000001298 alcohols Chemical class 0.000 abstract 1
- HSFWRNGVRCDJHI-UHFFFAOYSA-N alpha-acetylene Natural products C#C HSFWRNGVRCDJHI-UHFFFAOYSA-N 0.000 abstract 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 abstract 1
- UIXRSLJINYRGFQ-UHFFFAOYSA-N calcium carbide Chemical compound [Ca+2].[C-]#[C-] UIXRSLJINYRGFQ-UHFFFAOYSA-N 0.000 abstract 1
- ABOURYZTLJUMQZ-UHFFFAOYSA-N calcium;2-methylpropan-1-olate Chemical compound [Ca+2].CC(C)C[O-].CC(C)C[O-] ABOURYZTLJUMQZ-UHFFFAOYSA-N 0.000 abstract 1
- AMJQWGIYCROUQF-UHFFFAOYSA-N calcium;methanolate Chemical compound [Ca+2].[O-]C.[O-]C AMJQWGIYCROUQF-UHFFFAOYSA-N 0.000 abstract 1
- 239000000969 carrier Substances 0.000 abstract 1
- 239000003054 catalyst Substances 0.000 abstract 1
- PFGGIURFPXPANK-UHFFFAOYSA-N decane;phosphoric acid Chemical compound OP(O)(O)=O.CCCCCCCCCC PFGGIURFPXPANK-UHFFFAOYSA-N 0.000 abstract 1
- USIUVYZYUHIAEV-UHFFFAOYSA-N diphenyl ether Chemical class C=1C=CC=CC=1OC1=CC=CC=C1 USIUVYZYUHIAEV-UHFFFAOYSA-N 0.000 abstract 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 abstract 1
- 125000002534 ethynyl group Chemical group [H]C#C* 0.000 abstract 1
- 229930195733 hydrocarbon Natural products 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- PHTQWCKDNZKARW-UHFFFAOYSA-N isoamylol Chemical compound CC(C)CCO PHTQWCKDNZKARW-UHFFFAOYSA-N 0.000 abstract 1
- 239000010687 lubricating oil Substances 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 230000004048 modification Effects 0.000 abstract 1
- 238000012986 modification Methods 0.000 abstract 1
- REOJLIXKJWXUGB-UHFFFAOYSA-N mofebutazone Chemical group O=C1C(CCCC)C(=O)NN1C1=CC=CC=C1 REOJLIXKJWXUGB-UHFFFAOYSA-N 0.000 abstract 1
- BDJRBEYXGGNYIS-UHFFFAOYSA-N nonanedioic acid Chemical class OC(=O)CCCCCCCC(O)=O BDJRBEYXGGNYIS-UHFFFAOYSA-N 0.000 abstract 1
- TVMXDCGIABBOFY-UHFFFAOYSA-N octane Chemical compound CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 abstract 1
- 239000003208 petroleum Substances 0.000 abstract 1
- 229910052698 phosphorus Inorganic materials 0.000 abstract 1
- 239000011574 phosphorus Substances 0.000 abstract 1
- 229920000642 polymer Polymers 0.000 abstract 1
- 229920001451 polypropylene glycol Polymers 0.000 abstract 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 abstract 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 abstract 1
- 239000000344 soap Substances 0.000 abstract 1
- 125000001273 sulfonato group Chemical group [O-]S(*)(=O)=O 0.000 abstract 1
- CLZWAWBPWVRRGI-UHFFFAOYSA-N tert-butyl 2-[2-[2-[2-[bis[2-[(2-methylpropan-2-yl)oxy]-2-oxoethyl]amino]-5-bromophenoxy]ethoxy]-4-methyl-n-[2-[(2-methylpropan-2-yl)oxy]-2-oxoethyl]anilino]acetate Chemical compound CC1=CC=C(N(CC(=O)OC(C)(C)C)CC(=O)OC(C)(C)C)C(OCCOC=2C(=CC=C(Br)C=2)N(CC(=O)OC(C)(C)C)CC(=O)OC(C)(C)C)=C1 CLZWAWBPWVRRGI-UHFFFAOYSA-N 0.000 abstract 1
- BSYVTEYKTMYBMK-UHFFFAOYSA-N tetrahydrofurfuryl alcohol Chemical compound OCC1CCCO1 BSYVTEYKTMYBMK-UHFFFAOYSA-N 0.000 abstract 1
- 239000008096 xylene Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C68/00—Preparation of esters of carbonic or haloformic acids
- C07C68/04—Preparation of esters of carbonic or haloformic acids from carbon dioxide or inorganic carbonates
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F3/00—Compounds containing elements of Groups 2 or 12 of the Periodic Table
- C07F3/003—Compounds containing elements of Groups 2 or 12 of the Periodic Table without C-Metal linkages
-
- 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
- C10M159/00—Lubricating compositions characterised by the additive being of unknown or incompletely defined constitution
- C10M159/12—Reaction products
- C10M159/20—Reaction mixtures having an excess of neutralising base, e.g. so-called overbasic or highly basic products
-
- F—MECHANICAL ENGINEERING; LIGHTING; HEATING; WEAPONS; BLASTING
- F02—COMBUSTION ENGINES; HOT-GAS OR COMBUSTION-PRODUCT ENGINE PLANTS
- F02B—INTERNAL-COMBUSTION PISTON ENGINES; COMBUSTION ENGINES IN GENERAL
- F02B3/00—Engines characterised by air compression and subsequent fuel addition
- F02B3/06—Engines characterised by air compression and subsequent fuel addition with compression ignition
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Inorganic Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Lubricants (AREA)
Abstract
Stable dispersions of a basic calcium-containing, inorganic compound in a non-volatile carrier, said inorganic compound being present in the form of particles having a diameter not exceeding about 0.25 micron are prepared by mixing an alcoholic solution of an oil-soluble calcium alkoxide-carbonate complex, as defined below, an oil-soluble dispersing agent, a nonvolatile carrier and an amount of water in excess of that required to hydrolyse the calcium alkoxide-carbonate complex, and then removing the volatile materials (alcohol, solvent and unreacted water). The calcium alkoxide-carbonate complex is one of formula <FORM:0942067/C1/1> in which x varies from 0.5 to 1.5 and R is a hydrocarbon group which may be substituted by halogen atoms and/or ether groups. Suitable non-volatile solvents include mineral lubricating oils, vegetable oils, animal oils, synthetic oils, dicarboxylic acid esters and esters of phosphorus acids. Suitable dispersing agents are oil-soluble sulphonic acids, carboxylic acids, phosphorus-treated olefines and metal salts thereof. If desired solvents may be added to reduce the viscosity. Specifications 789,820, 836,856 and 843,318 are referred to.ALSO:The invention comprises calcium alkoxidecarbonate complexes having the formula. <FORM:0942067/C2/1> in which R is an alkyl group containing 1-6 carbon atoms or a group -CH2CH2OR1, in which R1 is an alkyl group containing 1-4 carbon atoms, and x varies from 0.5 to 1.5, preferably from 0.85 to 1.15. These complexes and other similar ones may be prepared by reacting calcium, calcium hydride or calcium carbide with an alcohol of formula ROH with the evolution of hydrogen or acetylene, and reacting the resulting calcium alkoxide with carbon dioxide, R being a hydrocarbon radical which may be substituted by halogen atoms and/or ether groups. Suitable alcohols are those having 3-8 carbon atoms, e.g. isobutanol; isopentanol; 2-ethyl butanol; 2-ethyl hexanol; ethylene glycol monomethyl, monoethyl, monobutyl and monophenyl ethers; diethylene glycol monomethyl and monoethyl ethers; 2-chloroethanol; 2-chlorobutanol; 2-bromopentanol; 2,2,3,3-tetrafluoropropanol; furfuryl alcohol; and tetrahydrofurfuryl alcohol. As a modification of the above process methyl alcohol may be reacted with calcium, calcium hydrides or calcium acetylide to give calcium methoxide which is transalcoholised to calcium isobutoxide which is then reacted with carbon dioxide. Excess alcohol present acts as a solvent for the complex. In some cases an acidic catalyst is necessary for the reaction with carbon dioxide. Specifications 789,820, 836,856 and 843,318 are referred to.ALSO:Stable dispersions of a basic calcium-containing, inorganic compound in a nonvolatile carrier, said inorganic compound being present in the form of particles having a diameter not exceeding about 0.25 micron are prepared by mixing an alcoholic solution of an oil-soluble calcium alkoxide-carbonate complex, as defined below, an oil-soluble dispersing agent, a non-volatile carrier and an amount of water in excess of that required to hydrolyse the calcium alkoxide-carbonate complex and then removing the volatile materials (alcohol, solvent and unreacted water). The calcium alkoxide-carbonate complex is one of formula <FORM:0942067/C3/1> in which x varies from 0.5 to 1.5 and R is a hydrocarbon group which may be substituted by halogen atoms and/or ether groups. Suitable non-volatile carriers include mineral lubricating oils; vegetable oils; animal oils; synthetic oils, e.g. polymers of propylene, polyoxyalkylenes, polyoxypropylene, dicarboxylic acid esters, e.g. adipic and azelaic esters of butyl, 2-ethyl hexyl and dodecyl alcohols, and esters of phosphorus acids such as decane phosphoric acid and tricresyl phosphate. If desired, solvents, e.g. petroleum naphtha, hexane, heptane, octane, benzene, toluene or xylene, may be added to reduce the viscosity. Suitable oil-soluble dispersing agents are the oil-soluble sulphonic acids, carboxylic acids, phosphorus sulphide-treated olefines, and metal salts thereof. Suitable sulphonates include alkyl sulphonates, alkaryl sulphonates and mahogany or natural soaps. The dispersions may be used in the range of 1-20% by weight in motor lubricating oils, and 5-25% in marine diesel oils. Specifications 789,820, 836,856 and 843,318 are referred to.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US81228859A | 1959-05-11 | 1959-05-11 | |
| US1503260A | 1960-03-31 | 1960-03-31 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB942067A true GB942067A (en) | 1963-11-20 |
Family
ID=26686870
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1482760A Expired GB942067A (en) | 1959-05-11 | 1960-04-27 | Calcium alkoxide-carbonate complexes, their preparation and use |
Country Status (5)
| Country | Link |
|---|---|
| BE (1) | BE607145A (en) |
| DE (1) | DE1418734B2 (en) |
| GB (1) | GB942067A (en) |
| IT (1) | IT630213A (en) |
| NL (1) | NL251400A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3474035A (en) * | 1967-03-20 | 1969-10-21 | Texaco Inc | Lubricating oil containing overbased sulfurized calcium alkylphenolate |
-
0
- NL NL251400D patent/NL251400A/xx unknown
- BE BE607145D patent/BE607145A/xx unknown
- IT IT630213D patent/IT630213A/it unknown
-
1960
- 1960-04-27 GB GB1482760A patent/GB942067A/en not_active Expired
- 1960-05-11 DE DE19601418734 patent/DE1418734B2/en active Granted
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3474035A (en) * | 1967-03-20 | 1969-10-21 | Texaco Inc | Lubricating oil containing overbased sulfurized calcium alkylphenolate |
Also Published As
| Publication number | Publication date |
|---|---|
| DE1418734B2 (en) | 1973-05-10 |
| DE1418734C3 (en) | 1974-01-24 |
| NL251400A (en) | |
| IT630213A (en) | |
| BE607145A (en) | |
| DE1418734A1 (en) | 1968-10-17 |
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