EP0006796B1 - Procédé de préparation de détergents-dispersants métalliques suralcalinisés pour huiles lubrifiantes et produits obtenus - Google Patents
Procédé de préparation de détergents-dispersants métalliques suralcalinisés pour huiles lubrifiantes et produits obtenus Download PDFInfo
- Publication number
- EP0006796B1 EP0006796B1 EP79400391A EP79400391A EP0006796B1 EP 0006796 B1 EP0006796 B1 EP 0006796B1 EP 79400391 A EP79400391 A EP 79400391A EP 79400391 A EP79400391 A EP 79400391A EP 0006796 B1 EP0006796 B1 EP 0006796B1
- Authority
- EP
- European Patent Office
- Prior art keywords
- calcium
- parts
- weight
- alkylphenate
- sulphurised
- 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
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- 239000002270 dispersing agent Substances 0.000 title claims abstract description 34
- 238000000034 method Methods 0.000 title claims abstract description 32
- 239000010687 lubricating oil Substances 0.000 title claims abstract description 8
- 238000002360 preparation method Methods 0.000 title claims description 12
- 239000003795 chemical substances by application Substances 0.000 title description 2
- 239000000203 mixture Substances 0.000 claims abstract description 94
- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims abstract description 83
- -1 alkylene glycol Chemical compound 0.000 claims abstract description 61
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 claims abstract description 56
- 239000003921 oil Substances 0.000 claims abstract description 28
- 150000004996 alkyl benzenes Chemical class 0.000 claims abstract description 24
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 claims abstract description 11
- 229910002092 carbon dioxide Inorganic materials 0.000 claims abstract description 10
- 239000012429 reaction media Substances 0.000 claims abstract description 10
- 239000001569 carbon dioxide Substances 0.000 claims abstract description 5
- 150000001341 alkaline earth metal compounds Chemical class 0.000 claims abstract 8
- 239000011575 calcium Substances 0.000 claims description 154
- 229910052791 calcium Inorganic materials 0.000 claims description 148
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 claims description 144
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 claims description 87
- 239000011777 magnesium Substances 0.000 claims description 65
- 229910052749 magnesium Inorganic materials 0.000 claims description 62
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 15
- CPLXHLVBOLITMK-UHFFFAOYSA-N magnesium oxide Inorganic materials [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 claims description 12
- 239000000395 magnesium oxide Substances 0.000 claims description 10
- AXZKOIWUVFPNLO-UHFFFAOYSA-N magnesium;oxygen(2-) Chemical compound [O-2].[Mg+2] AXZKOIWUVFPNLO-UHFFFAOYSA-N 0.000 claims description 9
- 235000008733 Citrus aurantifolia Nutrition 0.000 claims description 8
- 235000011941 Tilia x europaea Nutrition 0.000 claims description 8
- 239000000654 additive Substances 0.000 claims description 8
- 239000004571 lime Substances 0.000 claims description 8
- AXCZMVOFGPJBDE-UHFFFAOYSA-L calcium dihydroxide Chemical compound [OH-].[OH-].[Ca+2] AXCZMVOFGPJBDE-UHFFFAOYSA-L 0.000 claims description 7
- 239000000920 calcium hydroxide Substances 0.000 claims description 7
- 229910001861 calcium hydroxide Inorganic materials 0.000 claims description 7
- 229910052751 metal Inorganic materials 0.000 claims description 7
- 239000002184 metal Substances 0.000 claims description 7
- 229920000642 polymer Polymers 0.000 claims description 7
- 239000000376 reactant Substances 0.000 claims description 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 claims description 3
- 238000009835 boiling Methods 0.000 claims description 2
- 239000000347 magnesium hydroxide Substances 0.000 claims description 2
- 229910001862 magnesium hydroxide Inorganic materials 0.000 claims description 2
- 125000001424 substituent group Chemical group 0.000 claims description 2
- 239000002253 acid Substances 0.000 claims 1
- 150000007513 acids Chemical class 0.000 claims 1
- 229910052799 carbon Inorganic materials 0.000 claims 1
- 238000007865 diluting Methods 0.000 claims 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 abstract description 45
- 238000010790 dilution Methods 0.000 abstract description 17
- 239000012895 dilution Substances 0.000 abstract description 17
- 229910052784 alkaline earth metal Inorganic materials 0.000 abstract description 10
- 150000001342 alkaline earth metals Chemical class 0.000 abstract description 10
- 238000000926 separation method Methods 0.000 abstract description 2
- 239000000243 solution Substances 0.000 description 37
- 239000000047 product Substances 0.000 description 20
- 239000002585 base Substances 0.000 description 15
- 150000001875 compounds Chemical class 0.000 description 10
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 9
- 239000003153 chemical reaction reagent Substances 0.000 description 8
- 230000007935 neutral effect Effects 0.000 description 7
- 239000011593 sulfur Substances 0.000 description 7
- 229910052717 sulfur Inorganic materials 0.000 description 7
- KZNICNPSHKQLFF-UHFFFAOYSA-N dihydromaleimide Natural products O=C1CCC(=O)N1 KZNICNPSHKQLFF-UHFFFAOYSA-N 0.000 description 6
- 238000003756 stirring Methods 0.000 description 6
- 125000000217 alkyl group Chemical group 0.000 description 4
- 125000002947 alkylene group Chemical group 0.000 description 4
- 239000013049 sediment Substances 0.000 description 4
- 229960002317 succinimide Drugs 0.000 description 4
- 238000006277 sulfonation reaction Methods 0.000 description 4
- 238000005987 sulfurization reaction Methods 0.000 description 4
- CYEJMVLDXAUOPN-UHFFFAOYSA-N 2-dodecylphenol Chemical compound CCCCCCCCCCCCC1=CC=CC=C1O CYEJMVLDXAUOPN-UHFFFAOYSA-N 0.000 description 3
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 3
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 3
- 150000001336 alkenes Chemical class 0.000 description 3
- 229940077388 benzenesulfonate Drugs 0.000 description 3
- 235000019441 ethanol Nutrition 0.000 description 3
- 238000010438 heat treatment Methods 0.000 description 3
- 239000000314 lubricant Substances 0.000 description 3
- 239000011734 sodium Substances 0.000 description 3
- 229910052708 sodium Inorganic materials 0.000 description 3
- 159000000000 sodium salts Chemical class 0.000 description 3
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 2
- SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 2
- 230000000996 additive effect Effects 0.000 description 2
- 150000001298 alcohols Chemical class 0.000 description 2
- 239000002518 antifoaming agent Substances 0.000 description 2
- 238000005119 centrifugation Methods 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- MWKFXSUHUHTGQN-UHFFFAOYSA-N decan-1-ol Chemical compound CCCCCCCCCCO MWKFXSUHUHTGQN-UHFFFAOYSA-N 0.000 description 2
- 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 2
- 125000003438 dodecyl 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])C([H])([H])C([H])([H])* 0.000 description 2
- 230000008030 elimination Effects 0.000 description 2
- 238000003379 elimination reaction Methods 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 239000010705 motor oil Substances 0.000 description 2
- 125000001400 nonyl 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])[H] 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 238000003860 storage Methods 0.000 description 2
- 150000003460 sulfonic acids Chemical class 0.000 description 2
- WMYJOZQKDZZHAC-UHFFFAOYSA-H trizinc;dioxido-sulfanylidene-sulfido-$l^{5}-phosphane Chemical compound [Zn+2].[Zn+2].[Zn+2].[O-]P([O-])([S-])=S.[O-]P([O-])([S-])=S WMYJOZQKDZZHAC-UHFFFAOYSA-H 0.000 description 2
- 229910052725 zinc Inorganic materials 0.000 description 2
- 239000011701 zinc Substances 0.000 description 2
- NMRPBPVERJPACX-UHFFFAOYSA-N (3S)-octan-3-ol Natural products CCCCCC(O)CC NMRPBPVERJPACX-UHFFFAOYSA-N 0.000 description 1
- XFRVVPUIAFSTFO-UHFFFAOYSA-N 1-Tridecanol Chemical compound CCCCCCCCCCCCCO XFRVVPUIAFSTFO-UHFFFAOYSA-N 0.000 description 1
- YIWUKEYIRIRTPP-UHFFFAOYSA-N 2-ethylhexan-1-ol Chemical compound CCCCC(CC)CO YIWUKEYIRIRTPP-UHFFFAOYSA-N 0.000 description 1
- JOONSONEBWTBLT-UHFFFAOYSA-N 2-tetradecylphenol Chemical class CCCCCCCCCCCCCCC1=CC=CC=C1O JOONSONEBWTBLT-UHFFFAOYSA-N 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- 239000004435 Oxo alcohol Substances 0.000 description 1
- 241001080024 Telles Species 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 229910001854 alkali hydroxide Inorganic materials 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 229910000272 alkali metal oxide Inorganic materials 0.000 description 1
- 150000001340 alkali metals Chemical class 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 230000003078 antioxidant effect Effects 0.000 description 1
- 235000006708 antioxidants Nutrition 0.000 description 1
- 150000001555 benzenes Chemical class 0.000 description 1
- 239000004305 biphenyl Substances 0.000 description 1
- 235000010290 biphenyl Nutrition 0.000 description 1
- 229910000019 calcium carbonate Inorganic materials 0.000 description 1
- 229910002091 carbon monoxide Inorganic materials 0.000 description 1
- 238000003763 carbonization Methods 0.000 description 1
- 239000003245 coal Substances 0.000 description 1
- 238000005260 corrosion Methods 0.000 description 1
- 239000013530 defoamer Substances 0.000 description 1
- 150000001991 dicarboxylic acids Chemical class 0.000 description 1
- 239000010710 diesel engine oil Substances 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 150000004679 hydroxides Chemical class 0.000 description 1
- 238000011065 in-situ storage Methods 0.000 description 1
- 239000007788 liquid Chemical class 0.000 description 1
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 1
- 229910052753 mercury Inorganic materials 0.000 description 1
- 239000002480 mineral oil Substances 0.000 description 1
- 235000010446 mineral oil Nutrition 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 239000010690 paraffinic oil Substances 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N phenylbenzene Natural products C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 1
- 150000003017 phosphorus Chemical class 0.000 description 1
- 230000000379 polymerizing effect Effects 0.000 description 1
- 150000008442 polyphenolic compounds Chemical class 0.000 description 1
- 235000013824 polyphenols Nutrition 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- 150000003871 sulfonates Chemical class 0.000 description 1
- 229940087291 tridecyl alcohol Drugs 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
- 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
- C10M159/24—Reaction mixtures having an excess of neutralising base, e.g. so-called overbasic or highly basic products containing sulfonic radicals
Definitions
- the present invention relates to a process for the preparation of overbased metal detergent-dispersants, in particular for lubricating oils.
- the Applicant has found a process making it possible to obtain metal detergent-dispersant additives with TBN (Total Basic Number - Standard ASTM D 2896) greater than 200, in a simple and rapid manner, in the presence of alkylene glycol in small quantities and in the absence of excess monoalcohol or sulfur.
- TBN Total Basic Number - Standard ASTM D 2896
- the carbonation operation can be carried out in one or more times, by introducing the necessary quantity defined above of alkaline earth compound and alkylene glycol, in one or more times, each introduction of alkaline compound. earthy and alkylene glycol being followed by a carbonation operation.
- sulfurized alkylphenate denotes any solution containing from 30 to 80% by weight, preferably from 40 to 70% by weight of a sulfurized alkyl phenate in a dilution oil which may or may not be the same as that used to carry out the process which is the subject of the invention.
- alkylbenzene sulfonate will denote any solution containing from 40 to 95% by weight, preferably from 55 to 85% by weight of an alkylbenzene sulfonate in a dilution oil which may or may not be the same than that used to carry out the process which is the subject of the invention.
- sulfurized alkylphenates which can be used, mention may be made of those obtained by sulfurization with sulfur of an alkylphenol preferably carrying one or more C 9 -C 5 alkyl substituents (such as nonyl, decyl, dodecyl or tetradecylphenols) in the presence of an alkaline earth base and an alkylene glycol, optionally followed by carbonation with carbon dioxide.
- an alkylphenol preferably carrying one or more C 9 -C 5 alkyl substituents (such as nonyl, decyl, dodecyl or tetradecylphenols) in the presence of an alkaline earth base and an alkylene glycol, optionally followed by carbonation with carbon dioxide.
- alkylbenzene sulfonates which can be used, mention may be made of the salts of sulfonic acids (of molecular weight preferably greater than 400) obtained by sulfonation of petroleum or synthetic fractions obtained by sulfonation of alkylbenzenes derived from olefins or polymers of C 15 -C 30 olefins and of alkaline earth metals such as calcium, and / or magnesium.
- the alkaline-earth compound to be used consists of oxides or hydroxides of calcium, or of magnesium ... taken alone or as a mixture; the metal from which the alkaline earth alkyl benzene sulfonate and the alkaline earth alkyl phenate used may or may not be the same as that or those contained in the alkaline earth compound.
- the amount of oil that can be used is such that the amount of oil present in the final product (including that from the sulfurized alkylphenate and the starting alkylbenzene sulfonate) is between 20 and 60%, from preferably between 25 and 55% of said product.
- alkylene glycols which can be used, mention may very particularly be made of glycol; these can optionally be present in mixture with up to 200% by weight of a monoalcohol such as ethylhexanol, tridecyl alcohol, C 8 -C 14 oxo alcohols and in general , the alcohols having a boiling point higher than 120 ° C and preferably higher than 150 ° C.
- a monoalcohol such as ethylhexanol, tridecyl alcohol, C 8 -C 14 oxo alcohols and in general , the alcohols having a boiling point higher than 120 ° C and preferably higher than 150 ° C.
- Another variant of the process which is the subject of the invention consists in preparing, in situ prior to the carbonation operation, the alkylbenzene sulfonate of alkaline earth metal by the action of an oxide or a hydroxide of said alkali metal. -terrous on an alkylbenzene sulfonic acid as defined above, in the presence of oil and optionally alkylene glycol, at a temperature between 40 and 110 ° C, the amount of alkali metal oxide or hydroxide- earthy and of oil to be used being such that the alkylbenzene sulfonate obtained has a TBN less than or equal to 150, preferably less than or equal to 50.
- the process which is the subject of the invention is very particularly advantageous for preparing detergent-dispersants with a TBN greater than or equal to 250 and having a large percentage by weight of calcium (at least 9%).
- the process which is the subject of the invention is also advantageous for preparing detergent-dispersants with a TBN greater than 200 and containing at least 2% by weight of magnesium and optionally at least 0.5% by weight of calcium.
- magnesium oxide any type of magnesium oxide can be used, however, "active" magnesium oxide is preferred.
- active magnesium oxide denotes magnesium oxide Mg 0 with a specific surface greater than or equal to 80 m2 / g, for example between 100 and 170m2 / g.
- Maglite DE marketed by Merck and with a specific surface area close to 140 m 2 / g, as well as "Ferumag” marketed by Rhône-Poulenc Industries and with a specific surface area close to 160 m2 / g.
- the present invention also relates to detergents-dispersants of high alkalinity obtained by the process described above. These have the advantage of very good compatibility with viscous oils as well as a very low rate of sediment. They can be added to lubricating oils in amounts depending on the TBN of said detergent-dispersants, and depending on the future use of said oils; thus for a petrol engine oil, the amount of detergent-dispersant of TBN 200-300, for example to be added, is generally between 1 and 3.5%; for a diesel engine oil, it is generally between 1.8 and 5%; for a marine engine oil, this can be up to 25%.
- the lubricating oils which can thus be improved can be chosen from a wide variety of lubricating oils, such as naphthenic base lubricants with paraffinic base and mixed base, other hydrocarbon lubricants, for example lubricant oils derived from coal products, and synthetic oils, for example alkylene polymers, alkylene oxide type polymers and their derivatives, including alkylene oxide polymers prepared by polymerizing alkylene oxide in the presence of water or alcohols, for example ethyl alcohol, esters of dicarboxylic acids, liquid esters of phosphorus acids, alkylbenzenes and dialkyl benzenes, polyphenols, alkyl biphenyl ethers, polymers silicon.
- lubricating oils such as naphthenic base lubricants with paraffinic base and mixed base, other hydrocarbon lubricants, for example lubricant oils derived from coal products, and synthetic oils, for example alkylene polymers, alkylene oxide type polymers and their derivatives, including al
- Additional additives may also be present in the said lubricating oils alongside the detergent-dispersants obtained according to the process of the invention; include, for example, anti-oxidant, anti-corrosion additives, ashless dispersant additives, etc.
- the reaction medium is carbonated at 145 ° C. using CO 2 for 25 minutes under 260 mm Hg then 35 minutes at atmospheric pressure. Water is eliminated by carrying with it a little glycol.
- the superalkalinized and carbonated medium is brought to a temperature of 184 ° C. under 30 mm Hg for 1 hour.
- the glycol distills.
- the medium is filtered to remove the sediments and a solution is recovered in 100 N oil of overbased detergent-dispersant which is degassed and whose characteristics are shown in Table I.
- Example 1 to 3 The operation described in Examples 1 to 3 is carried out under the same conditions, starting from a 60% solution in 100 N oil of a sulfurized dodecylphenate and calcium carbonate, said solution containing 5.25% of calcium and 2.6% CO 2 and has a TBN of around 148.
- Example 7 The operation described in Example 7 is carried out, using as a base stock the TBN 200 product prepared in Example 7, said product consisting of a 44/56 mixture of sulfurized and overbased dodecylphenate of calcium / alkylbenzene sulfonate of overbased magnesium.
- Glycol is also used in admixture with decanol.
- Example 7 The operation described in Example 7 is carried out by carrying out the carbonation operation at 140 ° C. at atmospheric pressure for approximately 4 hours without adding water.
- Example 7 The operation described in Example 7 is carried out by carrying out the carbonation operation for 2 hours at 160 ° C, adding water after having cooled the medium to 110 ° C and continuing the carbonation for another 2 hours at 110 ° C.
- the medium is heated to 50 ° C. and lime and then glycol are introduced over 30 minutes.
- the medium is heated at 80 ° C. for 30 minutes and a 60% solution in 100 N dilution oil of calcium sulphurized dodecylphenate is introduced, said solution containing 5.5% of calcium being free of C0 2 and with a TBN of around 153.
- the medium is brought to and maintained at 145 ° C. under 260 mm Hg for 20 minutes to completely eliminate the reaction water.
- the eliminated water always carries with it a little glycol.
- the medium is carbonated at 145 ° C. using C0 2 for 25 minutes under 260 mm Hg and then for 35 minutes at atmospheric pressure.
- glycol is removed (3rd phase) and the detergent-dispersant solution is filtered (4th phase) as previously in Examples 1 to 3.
- Example 12 The products of Example 12 are added to an SAE 50 oil with a paraffimic tendency so as to obtain a solution containing 125 millimoles of calcium + magnesium.
- the solution is stored for 15 days at 20 ° C; we see that the solution remains clear.
- the solution is stored for 5 days at 80 ° C.
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Chemistry (AREA)
- Lubricants (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| AT79400391T ATE356T1 (de) | 1978-06-26 | 1979-06-14 | Verfahren zur herstellung von metall enthaltenden ueberalkalisierten reinigungsmittelloesungen fuer schmieroel und daraus hergestelltes produkt. |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR7818947A FR2429833A1 (fr) | 1978-06-26 | 1978-06-26 | Procede de preparation de detergents-dispersants metalliques suralcalinises pour huiles lubrifiantes |
| FR7818947 | 1978-06-26 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| EP0006796A1 EP0006796A1 (fr) | 1980-01-09 |
| EP0006796B1 true EP0006796B1 (fr) | 1981-11-04 |
Family
ID=9209960
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP79400391A Expired EP0006796B1 (fr) | 1978-06-26 | 1979-06-14 | Procédé de préparation de détergents-dispersants métalliques suralcalinisés pour huiles lubrifiantes et produits obtenus |
Country Status (11)
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2529225B1 (fr) * | 1982-06-24 | 1986-04-25 | Orogil | Nouvel additif detergent-dispersant metallique de haute alcalinite pour huiles lubrifiantes |
| US4614602A (en) * | 1985-05-01 | 1986-09-30 | Amoco Corporation | Lubricant overbased detergent-dispersants with improved solubility |
| US4938880A (en) * | 1987-05-26 | 1990-07-03 | Exxon Chemical Patents Inc. | Process for preparing stable oleaginous compositions |
| US4973411A (en) * | 1989-09-15 | 1990-11-27 | Texaco Inc. | Process for the preparation of sulfurized overbased phenate detergents |
| CN113186015B (zh) * | 2021-02-02 | 2024-02-06 | 安徽澳润新材料有限公司 | 一种高碱值磺酸镁清净剂及其制备方法 |
Family Cites Families (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2680096A (en) * | 1951-02-12 | 1954-06-01 | California Research Corp | Process for preparing sulfurized polyvalent metal phenates |
| FR1080531A (fr) * | 1952-02-01 | 1954-12-09 | Standard Oil Dev Co | Préparation de produits composés contenant des sulfonates métalliques et des selsmétalliques de sulfures aromatiques |
| US3036971A (en) * | 1958-12-24 | 1962-05-29 | Socony Mobil Oil Co Inc | Lubricating oils containing carbonated basic sulfurized calcium phenates |
| US3178368A (en) * | 1962-05-15 | 1965-04-13 | California Research Corp | Process for basic sulfurized metal phenates |
| USB194963I5 (enrdf_load_stackoverflow) * | 1962-05-15 | |||
| US3336224A (en) * | 1965-04-28 | 1967-08-15 | Chevron Res | High alkalinity overbased phenate |
| US3493516A (en) * | 1966-05-04 | 1970-02-03 | Chevron Res | Carboxylate modified phenates |
| GB1429243A (en) * | 1973-02-22 | 1976-03-24 | Orobis Ltd | Overbased phenates |
| GB1469289A (en) * | 1974-07-05 | 1977-04-06 | Exxon Research Engineering Co | Detergent additives |
| JPS57354B2 (enrdf_load_stackoverflow) * | 1974-12-20 | 1982-01-06 | ||
| JPS5272707A (en) * | 1975-12-15 | 1977-06-17 | Karonaito Kagaku Kk | Preparation of additive for perbasic lubricating oil |
| FR2416942A1 (fr) * | 1978-02-08 | 1979-09-07 | Orogil | Procede de preparation de detergents-dispersants de haute alcalinite pour huiles lubrifiantes |
-
1978
- 1978-06-26 FR FR7818947A patent/FR2429833A1/fr active Granted
-
1979
- 1979-06-14 AT AT79400391T patent/ATE356T1/de not_active IP Right Cessation
- 1979-06-14 EP EP79400391A patent/EP0006796B1/fr not_active Expired
- 1979-06-14 DE DE7979400391T patent/DE2961227D1/de not_active Expired
- 1979-06-21 MX MX798106U patent/MX5734E/es unknown
- 1979-06-22 CA CA330,645A patent/CA1124227A/fr not_active Expired
- 1979-06-25 ES ES481865A patent/ES481865A1/es not_active Expired
- 1979-06-25 BR BR7903980A patent/BR7903980A/pt not_active IP Right Cessation
- 1979-06-26 JP JP54079793A patent/JPS6056200B2/ja not_active Expired
- 1979-06-26 ZA ZA793197A patent/ZA793197B/xx unknown
-
1982
- 1982-02-19 US US06/350,282 patent/US4412927A/en not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| ZA793197B (en) | 1980-06-25 |
| MX5734E (es) | 1984-01-25 |
| FR2429833B1 (enrdf_load_stackoverflow) | 1982-04-02 |
| FR2429833A1 (fr) | 1980-01-25 |
| BR7903980A (pt) | 1980-03-25 |
| ATE356T1 (de) | 1981-11-15 |
| CA1124227A (fr) | 1982-05-25 |
| EP0006796A1 (fr) | 1980-01-09 |
| US4412927A (en) | 1983-11-01 |
| DE2961227D1 (en) | 1982-01-14 |
| ES481865A1 (es) | 1980-02-16 |
| JPS5540766A (en) | 1980-03-22 |
| JPS6056200B2 (ja) | 1985-12-09 |
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