DE1078722B - Additives to lubricating oils - Google Patents
Additives to lubricating oilsInfo
- Publication number
- DE1078722B DE1078722B DEB32170A DEB0032170A DE1078722B DE 1078722 B DE1078722 B DE 1078722B DE B32170 A DEB32170 A DE B32170A DE B0032170 A DEB0032170 A DE B0032170A DE 1078722 B DE1078722 B DE 1078722B
- Authority
- DE
- Germany
- Prior art keywords
- oil
- additives
- lubricating oils
- lubricating oil
- phosphorus
- 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.)
- Pending
Links
- 239000000654 additive Substances 0.000 title claims description 8
- 239000010687 lubricating oil Substances 0.000 title description 24
- 239000000126 substance Substances 0.000 claims description 9
- CYQAYERJWZKYML-UHFFFAOYSA-N phosphorus pentasulfide Chemical compound S1P(S2)(=S)SP3(=S)SP1(=S)SP2(=S)S3 CYQAYERJWZKYML-UHFFFAOYSA-N 0.000 claims description 7
- 150000001298 alcohols Chemical class 0.000 claims description 5
- 239000007795 chemical reaction product Substances 0.000 claims description 4
- 125000004432 carbon atom Chemical group C* 0.000 claims description 3
- 239000003599 detergent Substances 0.000 claims description 3
- 239000012535 impurity Substances 0.000 claims description 2
- 239000000314 lubricant Substances 0.000 claims description 2
- 125000001477 organic nitrogen group Chemical group 0.000 claims description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 15
- 239000000047 product Substances 0.000 description 15
- 235000019441 ethanol Nutrition 0.000 description 12
- 150000003568 thioethers Chemical class 0.000 description 5
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 3
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 3
- 239000002253 acid Substances 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 238000010438 heat treatment Methods 0.000 description 3
- 229910052751 metal Inorganic materials 0.000 description 3
- 239000002184 metal Substances 0.000 description 3
- 239000003921 oil Substances 0.000 description 3
- 229910052698 phosphorus Inorganic materials 0.000 description 3
- 239000011574 phosphorus Substances 0.000 description 3
- 150000003751 zinc Chemical class 0.000 description 3
- QGLWBTPVKHMVHM-KTKRTIGZSA-N (z)-octadec-9-en-1-amine Chemical compound CCCCCCCC\C=C/CCCCCCCCN QGLWBTPVKHMVHM-KTKRTIGZSA-N 0.000 description 2
- GLUUGHFHXGJENI-UHFFFAOYSA-N Piperazine Chemical compound C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 description 2
- UCKMPCXJQFINFW-UHFFFAOYSA-N Sulphide Chemical compound [S-2] UCKMPCXJQFINFW-UHFFFAOYSA-N 0.000 description 2
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 description 2
- 125000003118 aryl group Chemical group 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 238000005260 corrosion Methods 0.000 description 2
- 230000007797 corrosion Effects 0.000 description 2
- 238000001914 filtration Methods 0.000 description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 description 2
- 230000003647 oxidation Effects 0.000 description 2
- 238000007254 oxidation reaction Methods 0.000 description 2
- KJFMBFZCATUALV-UHFFFAOYSA-N phenolphthalein Chemical compound C1=CC(O)=CC=C1C1(C=2C=CC(O)=CC=2)C2=CC=CC=C2C(=O)O1 KJFMBFZCATUALV-UHFFFAOYSA-N 0.000 description 2
- 150000002989 phenols Chemical class 0.000 description 2
- 238000010992 reflux Methods 0.000 description 2
- BDHFUVZGWQCTTF-UHFFFAOYSA-N sulfonic acid Chemical compound OS(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-N 0.000 description 2
- 150000003460 sulfonic acids Chemical class 0.000 description 2
- IIZPXYDJLKNOIY-JXPKJXOSSA-N 1-palmitoyl-2-arachidonoyl-sn-glycero-3-phosphocholine Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC IIZPXYDJLKNOIY-JXPKJXOSSA-N 0.000 description 1
- JNRLEMMIVRBKJE-UHFFFAOYSA-N 4,4'-Methylenebis(N,N-dimethylaniline) Chemical compound C1=CC(N(C)C)=CC=C1CC1=CC=C(N(C)C)C=C1 JNRLEMMIVRBKJE-UHFFFAOYSA-N 0.000 description 1
- JTAXUBKTCAOMTN-UHFFFAOYSA-N Abietinol Natural products CC(C)C1=CC2C=CC3C(C)(CO)CCCC3(C)C2CC1 JTAXUBKTCAOMTN-UHFFFAOYSA-N 0.000 description 1
- AFPATFWRITWTFR-UHFFFAOYSA-N C(CCCC(C)C)C12C(C=CC=C1)(O)S2 Chemical compound C(CCCC(C)C)C12C(C=CC=C1)(O)S2 AFPATFWRITWTFR-UHFFFAOYSA-N 0.000 description 1
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical compound S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 description 1
- 241000158728 Meliaceae Species 0.000 description 1
- VKCLPVFDVVKEKU-UHFFFAOYSA-N S=[P] Chemical class S=[P] VKCLPVFDVVKEKU-UHFFFAOYSA-N 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- GQRUHVMVWNKUFW-LWYYNNOASA-N abieta-7,13-dien-18-ol Chemical compound OC[C@]1(C)CCC[C@]2(C)[C@@H](CCC(C(C)C)=C3)C3=CC[C@H]21 GQRUHVMVWNKUFW-LWYYNNOASA-N 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 239000002518 antifoaming agent Substances 0.000 description 1
- 150000001553 barium compounds Chemical class 0.000 description 1
- 159000000009 barium salts Chemical class 0.000 description 1
- 239000002199 base oil Substances 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- 239000011575 calcium Substances 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000007859 condensation product Substances 0.000 description 1
- 239000012084 conversion product Substances 0.000 description 1
- HPXRVTGHNJAIIH-UHFFFAOYSA-N cyclohexanol Chemical compound OC1CCCCC1 HPXRVTGHNJAIIH-UHFFFAOYSA-N 0.000 description 1
- 239000000539 dimer Substances 0.000 description 1
- -1 isobutylphenol sulfide monoacetic acid ester Chemical class 0.000 description 1
- 229960004592 isopropanol Drugs 0.000 description 1
- 229940067606 lecithin Drugs 0.000 description 1
- 235000010445 lecithin Nutrition 0.000 description 1
- 239000000787 lecithin Substances 0.000 description 1
- 150000002736 metal compounds Chemical class 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 239000010705 motor oil Substances 0.000 description 1
- GOQYKNQRPGWPLP-UHFFFAOYSA-N n-heptadecyl alcohol Natural products CCCCCCCCCCCCCCCCCO GOQYKNQRPGWPLP-UHFFFAOYSA-N 0.000 description 1
- BDERNNFJNOPAEC-UHFFFAOYSA-N n-propyl alcohol Natural products CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 1
- 239000012188 paraffin wax Substances 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- QGMRQYFBGABWDR-UHFFFAOYSA-N sodium;5-ethyl-5-pentan-2-yl-1,3-diazinane-2,4,6-trione Chemical compound [Na+].CCCC(C)C1(CC)C(=O)NC(=O)NC1=O QGMRQYFBGABWDR-UHFFFAOYSA-N 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 150000003871 sulfonates Chemical class 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 150000003505 terpenes Chemical class 0.000 description 1
- 235000007586 terpenes Nutrition 0.000 description 1
- 229930195735 unsaturated hydrocarbon Natural products 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- UGZADUVQMDAIAO-UHFFFAOYSA-L zinc hydroxide Chemical compound [OH-].[OH-].[Zn+2] UGZADUVQMDAIAO-UHFFFAOYSA-L 0.000 description 1
- 229940007718 zinc hydroxide Drugs 0.000 description 1
- 229910021511 zinc hydroxide Inorganic materials 0.000 description 1
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
- C10M1/00—Liquid compositions essentially based on mineral lubricating oils or fatty oils; Their use as lubricants
- C10M1/08—Liquid compositions essentially based on mineral lubricating oils or fatty oils; Their use as lubricants with additives
-
- 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
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/02—Hydroxy compounds
- C10M2207/023—Hydroxy compounds having hydroxy groups bound to carbon atoms of six-membered aromatic rings
- C10M2207/027—Neutral salts 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
- C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
- C10M2219/04—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions containing sulfur-to-oxygen bonds, i.e. sulfones, sulfoxides
- C10M2219/044—Sulfonic acids, Derivatives thereof, e.g. neutral salts
-
- 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
- C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
- C10M2219/08—Thiols; Sulfides; Polysulfides; Mercaptals
- C10M2219/082—Thiols; Sulfides; Polysulfides; Mercaptals containing sulfur atoms bound to acyclic or cycloaliphatic carbon atoms
- C10M2219/087—Thiols; Sulfides; Polysulfides; Mercaptals containing sulfur atoms bound to acyclic or cycloaliphatic carbon atoms containing hydroxy groups; Derivatives thereof, e.g. sulfurised phenols
-
- 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
- C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
- C10M2219/08—Thiols; Sulfides; Polysulfides; Mercaptals
- C10M2219/082—Thiols; Sulfides; Polysulfides; Mercaptals containing sulfur atoms bound to acyclic or cycloaliphatic carbon atoms
- C10M2219/087—Thiols; Sulfides; Polysulfides; Mercaptals containing sulfur atoms bound to acyclic or cycloaliphatic carbon atoms containing hydroxy groups; Derivatives thereof, e.g. sulfurised phenols
- C10M2219/088—Neutral salts
-
- 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
- C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
- C10M2219/08—Thiols; Sulfides; Polysulfides; Mercaptals
- C10M2219/082—Thiols; Sulfides; Polysulfides; Mercaptals containing sulfur atoms bound to acyclic or cycloaliphatic carbon atoms
- C10M2219/087—Thiols; Sulfides; Polysulfides; Mercaptals containing sulfur atoms bound to acyclic or cycloaliphatic carbon atoms containing hydroxy groups; Derivatives thereof, e.g. sulfurised phenols
- C10M2219/089—Overbased salts
-
- 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
- C10M2223/00—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
- C10M2223/10—Phosphatides, e.g. lecithin, cephalin
-
- 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
- C10M2223/00—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
- C10M2223/12—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions obtained by phosphorisation of organic compounds, e.g. with PxSy, PxSyHal or PxOy
-
- 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
- C10M2223/00—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
- C10M2223/12—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions obtained by phosphorisation of organic compounds, e.g. with PxSy, PxSyHal or PxOy
- C10M2223/121—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions obtained by phosphorisation of organic compounds, e.g. with PxSy, PxSyHal or PxOy of alcohols or phenols
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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
- C10M2225/00—Organic macromolecular compounds containing phosphorus as ingredients in lubricant compositions
- C10M2225/04—Organic macromolecular compounds containing phosphorus as ingredients in lubricant compositions obtained by phosphorisation of macromolecualr compounds not containing phosphorus in the monomers
-
- 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
- C10N2010/00—Metal present as such or in compounds
- C10N2010/04—Groups 2 or 12
Landscapes
- Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Lubricants (AREA)
Description
Zusätze zu Sdimierölen Gegenstand der Patentanmeldung B 20251 IV b/12 o ist ein Verfahren zur Herstellung Phosphor, Schwefel und Stickstoff enthaltender organischer Stoffe durch Umsetzung von Alkoholen mit vier oder weniger Kohlenstoffatomen im Molekül mit Phosphorpent&-sulfid und Einwirkung von organischen Stickstoffs basen auf die Umsetzungsprodukte.Additives to dimer oils are the subject of patent application B 20251 IV b / 12 o is a process for making phosphorus, sulfur and nitrogen containing of organic substances through the reaction of alcohols with four or fewer carbon atoms in the molecule with phosphorus pent & sulfide and action of organic nitrogen based on the conversion products.
Es wurde gefunden, daß diese öllöslichen Produkte als Zusätze zu Schmierölen verwendbar sind.It has been found that these oil-soluble products can be used as additives to lubricating oils are usable.
Die Zusatzmengen können, je nach der Art des zu verbesserndenÖles, inweitenGrenzenschwanken. Inder Regel genügen schon sehr geringe Mengen, z. B. von 0,005 Gewichtsprozent an, vorteilhaft zwischen etwa 0,01 und 0,1 Gewichtsprozent.The added amounts can vary widely, depending on the type of oil to be improved. As a rule, even very small amounts are sufficient, e.g. B. from 0.005 percent by weight, advantageously between about 0.01 and 0.1 percent by weight.
Will man als Zusätze zu Schmierölen neben erfindungsgemäßen Stoffen noch Umsetzungsprodukte von Phosphorpentasulfid mit höheren Alkoholen, Phenolen, Alkylphenolen, Alkylphenolsulfiden, freie Hydroxylgruppen enthaltenden Alkylphenolsulfidestern, ungesättigten Kohlenwasserstoffen, Terpenen verwenden, so kann man bei der Herstellung diese höheren Alkohole, Phenole usw. im Gemisch mit den niederen Al- koholen mit Phosphorpentasulfid behandeln.If, in addition to substances according to the invention, reaction products of phosphorus pentasulfide with higher alcohols, phenols, alkylphenols, alkylphenol sulfides, alkylphenol sulfide esters containing free hydroxyl groups, unsaturated hydrocarbons, terpenes are to be used as additives to lubricating oils, then these higher alcohols, phenols, etc. can be mixed with in the production the lower Al koholen treated with phosphorus pentasulfide.
Eine besonders gute Verbesserung von Schmierölen wird erzielt, wenn man neben den Stoffen gemäß der Erfindung und gegebenenfalls anderen Umsetzungsprodukten von Phosphorpentasulfid noch Stoffe zusetzt, die auf Grund ihres Dispergiervermögens die Verunreinigungen im Motoröl in Schwebe zu halten und dadurch den Motor rein zu halten vermögen, sogenannte Detergents, z. B. Verbindungen mehrwertiger Metalle von Allzylphenolen, Alkylphenolsulfiden, freie Hydroxylgruppen enthaltenden Alkylphenolsulfidestern und öllöslichen Erdsulfonsäuren, wie Mahoganysulfonsäuren, oder synthetischen aromatischen Sulfonsäuren mit längeren aliphatischen Seitenketten. Auch durch Zusatz von sehr geringen Mengen von Phosphatiden, wie Lecithin, kann die Wirkung erhöht werden. Eine besonders geeignete Mischung von Schmierölzusätzen besteht aus den Stoffen gemäß der Erfindung, Metallverbindungen von Alkylphenolsulfiden oder davon abgeleiteten Stoffen mit Detergentwirkung und öllöslichen Metallsulfonaten. Die Einführung von Metall in diese Verbindungen kann durch eine gemeinsame Behandlung erfolgen. In vielen Fällen ist es vorteilhaft, den Schmierölen neben diesen Stoffen noch schaumverhindernde Mittel zuzusetzen.A particularly good improvement in lubricating oils is achieved when one in addition to the substances according to the invention and optionally other reaction products of phosphorus pentasulphide still adds substances due to their dispersing power to keep the impurities in the engine oil in suspension and thereby keep the engine clean able to hold so-called detergents, z. B. Compounds of polyvalent metals of alkylphenols, alkylphenol sulfides, alkylphenol sulfide esters containing free hydroxyl groups and oil-soluble earth sulfonic acids such as mahogany sulfonic acids, or synthetic aromatic ones Sulphonic acids with longer aliphatic side chains. Also by adding very small amounts of phosphatides, such as lecithin, can increase the effect. A particularly suitable mixture of lubricating oil additives consists of the substances according to the invention, metal compounds of alkylphenol sulfides or derived therefrom Substances with detergent properties and oil-soluble metal sulfonates. The introduction of Metal in these compounds can be done through a joint treatment. In In many cases it is advantageous to add anti-foaming agents to the lubricating oils in addition to these substances To add funds.
Die Verwendung von Produkten, die durch Umsetzung bestimmter Amine mit mindestens 12 Kohlenstoffatomen im Molekül mit Phosphorsulfiden und #leresterung der Umsetzungsprodukte mit Alkoholen erhalten sind, als Zusätze zu Schmierölen ist bekannt. Da bei den bekannten Herstellungsverfahren Temperaturen von über 200' C angewandt werden müssen, um Produkte mit genügender Öllöslichkeit zu erzielen, besitzen die bekannten Produkte sehr dunkle Farbe und färben auch Schmieröle in unerwünschter Weise. Dagegen sind die Produkte gemä:ß der Erfindung, die bei tieferen Temperaturen erhältlich sind, hell und ändern die Farbe der Schmieröle kaum. Da bekanntlich die Farbe eines Schmieröles vom Käufer als Hinweis auf die Qualität stark beachtet wird, bedeutet es einen erheblichen technischen Fortschritt, als Zusätze zu Schmiermitteln erfindungsgemäß solche Stoffe zu verwenden, die die Farbe der Schmieröle nicht nennenswert beeinträchtigen.The use of products obtained by reacting certain amines with at least 12 carbon atoms in the molecule with phosphorus sulfides and esterifying the reaction products with alcohols as additives to lubricating oils is known. Since temperatures of over 200 ° C. have to be used in the known manufacturing processes in order to obtain products with sufficient oil solubility, the known products have a very dark color and also color lubricating oils in an undesirable manner. In contrast, the products according to the invention, which are obtainable at lower temperatures, are light-colored and hardly change the color of the lubricating oils. Since, as is well known, the color of a lubricating oil is highly regarded by the buyer as an indication of quality, it is a considerable technical advance to use substances according to the invention as additives to lubricants that do not significantly affect the color of the lubricating oils.
Die in den folgenden Beispielen angegebenen Teile sind Gewichtsprozente und beziehen sich auf das Basisöl. Beispiel 1 Das nach Beispiel 1 der Patentanmeldung B 20251 IVb/12o aus Äthylalkohol, Phosphorpentasulfid und Octodecylamin hergestellte helle, feste, in Öl lösliche Produkt wirkt, einem Motorenschmieröl zugesetzt, oxydations- und korrosionsverhindernd. Das gleiche gilt für die Produkte, die aus n-Propyl- oder iso-Propylalkohol statt Äthylalkohol und aus a- oder ß-Phenylnaphthylamin, Tetramethyldiaminodiphenylmethän oder Oleylamin statt Octodecylamin hergestellt sind. Beispiel 2 Das nach Beispiel 2 der Patentanmeldung B 20251 IVb/12o hergestellte öllösliche Produkt ist ein gutes Schmierölverbesserungsmittel.The parts given in the following examples are percentages by weight and relate to the base oil. EXAMPLE 1 The light-colored, solid, oil- soluble product produced according to example 1 of patent application B 20251 IVb / 12o from ethyl alcohol, phosphorus pentasulphide and octodecylamine acts, when added to an engine lubricating oil, to prevent oxidation and corrosion. The same applies to products made from n-propyl or iso-propyl alcohol instead of ethyl alcohol and from α- or ß-phenylnaphthylamine, tetramethyldiaminodiphenylmethane or oleylamine instead of octodecylamine. Example 2 The oil-soluble product produced according to Example 2 of patent application B 20251 IVb / 12o is a good lubricating oil improver.
Beispiel 3 0,03 bis 0,10/0 eines aus 1000Teilen Äthylalkohol, 222Teilen Phosphorpentasulfid durch Erhitzen am Rückflußkühler, Filtrieren, Erwärmen mit 86 Teilen Piperazin und Abdestillieren des überschüssigen Al- kohols erhaltenen Produktes werden einem Schmieröl zugesetzt und verbessern dessen Oxydations- und Korrosionsverhalten. Die Lösl ichkeit des so . erhaltenen Produktes läßt sich durch Zugabe von Cyclohexanol, Stea-rylalkohol oder Abietinol erhöhen. Eine weitere Verbesserung wird durch Zusatz von 0,5 bis 3 Olo Stannosalz des -Hepiylphenolsulfidmonostearinsäureesters erzielt. Z Beispiel 4 Das nach Beispiel 4 der Patentanmeldung B 20251 IV b / 12 o erhaltene Produkt ist ein gutes - Schmierölverbesserungsmittel, das in Mengen von z. B 0,1 bis 0,5% verwendet wird. Setzt man--dem Motorenschinieröl außerdem noch 1 bis 311/o des Bar iumsalzes von Isö'butylphenolsulfidmonoessigsäureester zu', so e-r'-hält man ein gutes Hochleistungsschmieröl.Example 3 0.03 to 0.10 / 0 one from 1000Teilen ethyl alcohol, 222Teilen phosphorus pentasulfide by heating under reflux, filtering, heating with 86 parts of piperazine and distilling off the excess Al kohols obtained product is added to a lubricating oil and enhance its oxidation and corrosion behavior . The solubility of the so . The product obtained can be increased by adding cyclohexanol, stearyl alcohol or abietinol. A further improvement is achieved by adding 0.5 to 3 Olo stannous salt of -Hepiylphenolsulfidmonostearinsäureester. Z Example 4 The product obtained according to Example 4 of patent application B 20251 IV b / 12 o is a good - lubricating oil improver, which in amounts of z. B 0.1-0.5 % is used. If one adds 1 to 311 / o of the barium salt of isobutylphenol sulfide monoacetic acid ester to the engine lubricating oil, then a good high-performance lubricating oil is obtained.
Ein entsptechendes, mit Oleylamin statt Octodecylamin und 160 Teilen Ba (0 H) 2 - 8 H2 0 statt Zinkhydroxyd hergestelltes Produkt hatähnliche Wirkung. Beispiel 5 Zu einem Motorenschmieröl (SAE 20 bis 30) gibt man 1-bis 3% des Zinksalzes'von Mahöj#jn#gulfonsäure und - 0,05 bis 0,2 "/o eines nach Beispiel 1 der PatentanmeldungB 20251 IVb/12oausAthylalkohol, Phosphorpentasulfid und Octodecylamin gewonnenen Umsetzungsprodukies. Man erhält ein gutes Hochleistungsschmieröl. Etwa die gleiche Wirkung wird erzielt, wenn man statt des Zinksalzes von Mahoganysulfonsäure das Zinksalz einer synthetischen aromatischen Sulfonsäure mit langen Alkylketten verwendet. Beispiel 6 Einem Motorenschmieröl vom Typ SAE20 setzt man 0,5 bis 1,5% ZinksaJz einer Sulfonsäure zu, die durch Sulfonierung eines in Gegenwart von Aluminiumehlorid erhaltenen Kondensationsproduktes aus Benzol und chloriertem Paraffin hergestellt wurde. Außerdem mischt man 0,5 bis 1,511/o einer Bariumverbindung von Isoheptylphenolsulfid und 0,05 bis 0,5 I/o des nach Beispiel 1 der Patentanmeldung B 20251 IVb/12o aus Äthylalkohol, Phosphorpentalsulfid und Octodecylamin erhaltenen Produktes bei. Man erhält ein gutes Hochleistungsschmieröl.A corresponding product made with oleylamine instead of octodecylamine and 160 parts of Ba (0 H) 2 - 8 H2 0 instead of zinc hydroxide has a similar effect. Example 5 To an engine lubricating oil (SAE 20 to 30) are added 1 to 3% of the zinc salt of Mahöj # jn # gulfonic acid and - 0.05 to 0.2 "/ o of one according to Example 1 of patent application B 20251 IVb / 12o from ethyl alcohol, A good high-performance lubricating oil is obtained. About the same effect is achieved if the zinc salt of a synthetic aromatic sulfonic acid with long alkyl chains is used instead of the zinc salt of mahoganysulfonic acid. Example 6 An engine lubricating oil of type SAE20 is added 0.5 to 1.5% zinc content of a sulphonic acid, which was prepared by sulphonating a condensation product of benzene and chlorinated paraffin obtained in the presence of aluminum chloride, and 0.5 to 1.5% of a barium compound of isoheptylphenol sulphide and 0.05 to 0.5 l / o of the product obtained according to Example 1 of patent application B 20251 IVb / 12o from ethyl alcohol, phosphorus pental sulfide and octodecylamine at. A good high-performance lubricating oil is obtained.
Beispiel 7 Ein durch Erhitzen von 1000Teilen Äthylalkohol mit 222 Teilen Phosphorpentasulfid am Rückflußkühler, bis kein Schwefelwasserstoff mehr entweicht, Zugabe von 250Teilen Octodecylamin und Abdestillieren des überschüssigen Äthylalkohols erhaltenes Produkt wird in -. einem- Gemisch von 5000 Teilen Motorenschinieröl und 2500 Teilen Isobutylphenolsulfidmonoessigsäureester gelöst. Hierauf wird mit IGOOTeilen Ba (0 H)2 - H2 0 unter Rühren auf 120 bis 130' C erwärmt und dann so viel Caleiummethylat in der Wärme zugesetzt, bis eine filtrierte Probe beim Aufkochen mit Alkohol gegen Phenolphthalein alka# lisch reagiert. Nach dem Filtrieren in der Hitze erhält man ein Produkt, das, Schmierölen zugesetzt, die Eigenschaften von Hochleistungsschmierölen gibt.Example 7 A product obtained by heating 1000 parts of ethyl alcohol with 222 parts of phosphorus pentasulphide on a reflux condenser until no more hydrogen sulphide escapes, adding 250 parts of octodecylamine and distilling off the excess ethyl alcohol is obtained in -. a mixture of 5000 parts of engine lubricating oil and 2500 parts of isobutylphenolsulfidmonoessigsäureester dissolved. Then Ba (0 H) 2 - H2 0 is heated with IGOO parts to 120 to 130 ° C. with stirring and then enough calcium methylate is added until a filtered sample reacts alkaline when boiled with alcohol against phenolphthalein. After filtering in the heat, a product is obtained which, when added to lubricating oils, gives the properties of high-performance lubricating oils.
Claims (1)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEB32170A DE1078722B (en) | 1952-05-02 | 1952-05-02 | Additives to lubricating oils |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEB32170A DE1078722B (en) | 1952-05-02 | 1952-05-02 | Additives to lubricating oils |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE1078722B true DE1078722B (en) | 1960-03-31 |
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DEB32170A Pending DE1078722B (en) | 1952-05-02 | 1952-05-02 | Additives to lubricating oils |
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| DE (1) | DE1078722B (en) |
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1952
- 1952-05-02 DE DEB32170A patent/DE1078722B/en active Pending
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