DE723649C - lubricant - Google Patents

lubricant

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Publication number
DE723649C
DE723649C DEN43686D DEN0043686D DE723649C DE 723649 C DE723649 C DE 723649C DE N43686 D DEN43686 D DE N43686D DE N0043686 D DEN0043686 D DE N0043686D DE 723649 C DE723649 C DE 723649C
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Germany
Prior art keywords
acid
salts
salt
acids
zinc
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Expired
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DEN43686D
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German (de)
Inventor
Albert Johannes Dijksman
Franz Rudolf Moser
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Bataafsche Petroleum Maatschappij NV
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Bataafsche Petroleum Maatschappij NV
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    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M129/00Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing oxygen
    • C10M129/02Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing oxygen having a carbon chain of less than 30 atoms
    • C10M129/26Carboxylic acids; Salts thereof
    • C10M129/48Carboxylic acids; Salts thereof having carboxyl groups bound to a carbon atom of a six-membered aromatic ring
    • C10M129/54Carboxylic acids; Salts thereof having carboxyl groups bound to a carbon atom of a six-membered aromatic ring containing hydroxy groups
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    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M129/00Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing oxygen
    • C10M129/02Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing oxygen having a carbon chain of less than 30 atoms
    • C10M129/26Carboxylic acids; Salts thereof
    • C10M129/48Carboxylic acids; Salts thereof having carboxyl groups bound to a carbon atom of a six-membered aromatic ring
    • C10M129/50Carboxylic acids; Salts thereof having carboxyl groups bound to a carbon atom of a six-membered aromatic ring monocarboxylic
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    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M131/00Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing halogen
    • C10M131/08Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing halogen containing carbon, hydrogen, halogen and oxygen
    • C10M131/12Acids; Salts or esters thereof
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    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2207/00Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/02Hydroxy compounds
    • C10M2207/021Hydroxy compounds having hydroxy groups bound to acyclic or cycloaliphatic carbon atoms
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    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2207/00Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/10Carboxylix acids; Neutral salts thereof
    • C10M2207/14Carboxylix acids; Neutral salts thereof having carboxyl groups bound to carbon atoms of six-membered aromatic rings
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    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2207/00Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/10Carboxylix acids; Neutral salts thereof
    • C10M2207/14Carboxylix acids; Neutral salts thereof having carboxyl groups bound to carbon atoms of six-membered aromatic rings
    • C10M2207/141Carboxylix acids; Neutral salts thereof having carboxyl groups bound to carbon atoms of six-membered aromatic rings monocarboxylic
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    • C10M2207/00Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/10Carboxylix acids; Neutral salts thereof
    • C10M2207/14Carboxylix acids; Neutral salts thereof having carboxyl groups bound to carbon atoms of six-membered aromatic rings
    • C10M2207/142Carboxylix acids; Neutral salts thereof having carboxyl groups bound to carbon atoms of six-membered aromatic rings polycarboxylic
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    • C10M2207/00Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/10Carboxylix acids; Neutral salts thereof
    • C10M2207/14Carboxylix acids; Neutral salts thereof having carboxyl groups bound to carbon atoms of six-membered aromatic rings
    • C10M2207/144Carboxylix acids; Neutral salts thereof having carboxyl groups bound to carbon atoms of six-membered aromatic rings containing hydroxy groups
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    • C10M2207/00Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/10Carboxylix acids; Neutral salts thereof
    • C10M2207/14Carboxylix acids; Neutral salts thereof having carboxyl groups bound to carbon atoms of six-membered aromatic rings
    • C10M2207/146Carboxylix acids; Neutral salts thereof having carboxyl groups bound to carbon atoms of six-membered aromatic rings having carboxyl groups bound to carbon atoms of six-membeered aromatic rings having a hydrocarbon substituent of thirty or more carbon atoms
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    • C10M2207/00Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/26Overbased carboxylic acid salts
    • C10M2207/262Overbased carboxylic acid salts derived from hydroxy substituted aromatic acids, e.g. salicylates
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    • C10M2207/00Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/28Esters
    • C10M2207/281Esters of (cyclo)aliphatic monocarboxylic acids
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    • C10M2207/00Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/28Esters
    • C10M2207/282Esters of (cyclo)aliphatic oolycarboxylic acids
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    • C10M2207/00Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/28Esters
    • C10M2207/283Esters of polyhydroxy compounds
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    • C10M2207/00Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/28Esters
    • C10M2207/286Esters of polymerised unsaturated acids
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    • C10M2207/00Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/28Esters
    • C10M2207/287Partial esters
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    • C10M2211/00Organic non-macromolecular compounds containing halogen as ingredients in lubricant compositions
    • C10M2211/04Organic non-macromolecular compounds containing halogen as ingredients in lubricant compositions containing carbon, hydrogen, halogen, and oxygen
    • C10M2211/044Acids; Salts or esters thereof
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    • C10M2215/00Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2215/02Amines, e.g. polyalkylene polyamines; Quaternary amines
    • C10M2215/06Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to carbon atoms of six-membered aromatic rings
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    • C10M2219/00Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
    • C10M2219/08Thiols; Sulfides; Polysulfides; Mercaptals
    • C10M2219/082Thiols; Sulfides; Polysulfides; Mercaptals containing sulfur atoms bound to acyclic or cycloaliphatic carbon atoms
    • C10M2219/086Thiols; Sulfides; Polysulfides; Mercaptals containing sulfur atoms bound to acyclic or cycloaliphatic carbon atoms containing sulfur atoms bound to carbon atoms of six-membered aromatic rings
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    • C10N2010/00Metal present as such or in compounds
    • C10N2010/02Groups 1 or 11
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    • C10N2010/04Groups 2 or 12
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    • C10N2070/00Specific manufacturing methods for lubricant compositions
    • C10N2070/02Concentrating of additives

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  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Organic Chemistry (AREA)
  • Lubricants (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Description

Die Erfindung bezieht sich auf ein Schmiermittel, insbesondere für Verbremiumgskraftmaschinen. Die erfindungsgemäßen Schmieröle haben die Eigenschaft, das Festfressen von Kolbenringen zu verhindern, wenn diese Maschinen lange Zeit laufen, und sind in der Lage, die Zylinder und Kolben bei starker Beanspruchung in geeigneter Weise zu schmieren.The invention relates to a lubricant, in particular for internal combustion engines. The lubricating oils according to the invention have the property of seizing from piston rings when these machines are running for a long time and are in able to lubricate the cylinders and pistons in a suitable manner under heavy loads.

Es ist bekannt, daß bei modernen Verbrennungskraftmaschinen, wie schnell laufenden Dieselmaschinen oder Flugzeugbenzinmotoren, die infolge ihrer großen Leistung bei verhältnismäßig hohen Tempieraturen arbeiten, die Kolbenringe zum Festfressen in den Nuten neigen. Die Hauptgründe hierfür scheinen in der Lack- und bzw. oder Kohlenstoffbildung zu liegen. Es ist bekannt, geringe Mengen gewisser Salze öllöslicher Carbon-It is known that in modern internal combustion engines, how fast-running Diesel engines or aviation gasoline engines, which, as a result of their high performance, contribute relatively high Tempieraturen work, the piston rings for seizing in the Grooves tend. The main reasons for this seem to be the formation of paint and / or carbon to lie. It is known to use small amounts of certain salts of oil-soluble carbon

ao säuren, wie Salze mehrwertiger Metalle von Fett- und Naphthensäuren, oder Verbindungen von der Art des Calciumphenylstearats zuzusetzen, um die Neigung zum Festfressen der Ringe herabzusetzen. Das Zusetzen kleiner Mengen der vorgenannten Salze oder Seifen hat jedoch einen oder mehrere, der nachstehend angegebenen Nachteile: Die neueren Lagermetalle, wie Bleibronze oder Cadmiumlegierung, werden von den Seifen der Naphthensäuren und der aliphatischen Säuren besonders stark angegriffen. Die Seifen werden unter den bei der Schmierung auftretenden hohen Temperaturen zerstört, und hierdurch verlieren die Zusätze ihre Wirksamkeit. Gewisse der vorgenannten Salze führen zu Gelatinierung in den Schmiermitteln, während sich andere während des Gebrauchs aus dem Schmieröl absetzen.ao acids, such as polyvalent metal salts of Fatty and naphthenic acids, or compounds of the calcium phenyl stearate type add to reduce the tendency for the rings to seize. The clogging but small amounts of the aforementioned salts or soaps has one or more, the following disadvantages: The newer bearing metals, such as lead bronze or Cadmium alloy, are made by the soaps of the naphthenic acids and the aliphatic Acids attacked particularly badly. The soaps are among those occurring during lubrication Destroyed at high temperatures, and the additives lose their effectiveness as a result. Certain of the aforementioned salts lead to gelatinization in the lubricants, while others change during use settle out of the lubricating oil.

Es ist nun gefunden worden, daß die Salze mehrwertiger Metalle von aromatischen, ge-It has now been found that the salts of polyvalent metals of aromatic,

gcbenenfalls substituierten Monocarbonsäuren, insbesondere die basischen Salze dieser Säuren, wenn sie zu Mineralölen in kleinen Mengen zugesetzt werden, das Festfressen der Ringe verhindern und die vorgenannten Nachteile nicht aufweisen. Diese Salze weisen, vermutlich infolge ihrer größeren Hitzebeständigkeit, in Ölen eine größere Wirksamkeit auf als Salze aliphatischer Carbonsäuren oder der ίο Naphthensäuren. Die erfindungsgemäß verwendeten Zusätze zeichnen sich auch gegenüber Calciumphenylstearat dadurch aus, daß sie sich unter den Arbeitsbedingungen nicht aufspalten und korrosiv werden. Die insbesondere in Betracht kommenden mehrwertigen Metalle sind die der zweiten und der dritten Gruppe des periodischen; Systems: die Salze von Zink, Magnesium, Calcium und Aluminium haben sich als am wirksamsten erwiesen.Optionally substituted monocarboxylic acids, in particular the basic salts of these Acids, when added to mineral oils in small amounts, prevent seizure Prevent rings and do not have the aforementioned disadvantages. These salts show, presumably as a result of their greater heat resistance, a greater effectiveness in oils than salts of aliphatic carboxylic acids or the ίο naphthenic acids. The additives used according to the invention also stand out against each other Calcium phenyl stearate is characterized by the fact that it is not under the working conditions split and become corrosive. The particular ones to be considered polyvalent metals are those of the second and third groups of the periodic; Systems: the salts of zinc, magnesium, calcium and aluminum have been found to be the most effective proven.

Es können die Salze, von einkernigen aromatischen Säuren, wie der Benzoesäure, oder von mehrkernigen Säuren, wie der Naphthoesäure, verwendet werden.It can be the salts, of mononuclear aromatic Acids, such as benzoic acid, or polynuclear acids, such as naphthoic acid, be used.

Im allgemeinen brauchen die erfindungsgemäß zugesetzten Stoffe in den Schmiermitteln nur schwach löslich zu sein, da der gewünschte Effekt oft schon durch Zusetzen geringer Mengen erzielt wird. In den meisten Fällen reicht eine Löslichkeit von einigen Zehnteln eines Prozents bis zu einigen Prozenten ,aus.In general, the substances added according to the invention need to be in the lubricants to be only slightly soluble, since the desired effect is often achieved by adding small amounts is achieved. In most cases, solubility of a few will suffice Tenths of a percent to a few percent off.

'Salze aromatischer Monocarbonsäuren mit Substitutionsgruppen haben im allgemeinen eine größere Löslichkeit in Schmieröl als die entsprechenden Salze der nichtsubstituierten Säuren. Geeignete Substituenten sind Kohlenwasserstoffradikale· (Alkyl- oder Arylradikale), Alkoxy-, Hydroxyl- oder Aroxygruppen, Halogene, Aminogruppen mit oder ohne Kohlenwasserstoffradikale als Substituenten. Wenn mehrere dieser Substituenten vorhanden sind, können sie von gleicher oder verschiedener Art sein.'Salts of aromatic monocarboxylic acids with substitution groups generally have a greater solubility in lubricating oil than the corresponding salts of the unsubstituted Acids. Suitable substituents are hydrocarbon radicals (alkyl or aryl radicals), Alkoxy, hydroxyl or aroxy groups, halogens, amino groups with or without hydrocarbon radicals as substituents. If several of these substituents are present, they can be the same or different Be kind.

Zinkbenzoat löst sich so z. B. in einem mit Furfurol raffinierten venezolanischen Schmieröldestillat bis zui etwa 0,3 Gewichtsprozent; das Zinkmethylbenzoat löst sich bis zui etwa ι Gewichtsprozent, das Zinksalz der p-tcrt-Biitylbenzoe.säure bis zu etwa 1,5 Gewichtsprozent und das Zinksalz der Di-tert-Butylbenzoesäure bis zu etwa 2 Gewichtsprozent. Das Zinksalz von p-Chlorbenzoesäure und das, Zinksalz der p-Brombenzoesäurie lösen sich in dem genannten Öl bis zu etwa 0,5 Gewichtsprozent. Die Kupfer-, Mangan- und Bleisalze der p-tert-Butylbenzoesäure lösen sich in dem genannten Schmieröldestillat bis zu etwa ι bzw. 0,9 bzw. 0,7 Gewichtsprozent. Die zuzusetzenden Verbindungen müssen in den Schmiermitteln gewöhnlich bei erhöhter Temperatur, 1. B. bei Temperaturen zwischen 150 und 3000, gelöst werden, da das Lösen bei normaler Temperatur oft schwer erfolgt. Wenn die Stoffe jedoch einmal bei erhöhter Temperatur gelöst worden sind, bleiben die so erhaltenen Lösungen auch bei normaler Temperatur beständig.Zinc benzoate dissolves so z. B. in a furfural-refined Venezuelan lubricating oil distillate up to about 0.3 percent by weight; the zinc methyl benzoate dissolves up to about 1 percent by weight, the zinc salt of p-tcrt-biitylbenzoic acid up to about 1.5 percent by weight and the zinc salt of di-tert-butylbenzoic acid up to about 2 percent by weight. The zinc salt of p-chlorobenzoic acid and the zinc salt of p-bromobenzoic acid dissolve in the oil mentioned up to about 0.5 percent by weight. The copper, manganese and lead salts of p-tert-butylbenzoic acid dissolve in the mentioned lubricating oil distillate up to about ι and 0.9 and 0.7 percent by weight, respectively. The compounds to be added usually have to be dissolved in the lubricants at an elevated temperature, the first example at temperatures between 150 and 300 0 since the release at normal temperature is often carried heavy. However, once the substances have been dissolved at an elevated temperature, the solutions thus obtained remain stable even at normal temperature.

Ein wirksames Schmiermittel wird z. B. erhalten, indem man etwa 0,80/0 des Zinksalzes der p-tert-Butylbenzoesäure in Schmieröl, z. B. einem mit Furfurol behandelten Schmieröldestillat, bei einer Temperatur von etwa 2S0" auflöst.An effective lubricant is e.g. B. obtained by adding about 0.80 / 0 of the zinc salt the p-tert-butylbenzoic acid in lubricating oil, e.g. B. a lubricating oil distillate treated with furfural, dissolves at a temperature of about 2S0 ".

Sehr gute Ergebnisse werden auch erzielt mit einem Schmieröl, in dem 1 Gewichtsprozent des Calcium- oder des Zinksalzes der Diisopropylsalicylsäure bei einer Temperatur von etwa 180" aufgelöst ist.Very good results are also achieved with a lubricating oil in which 1 percent by weight the calcium or zinc salt of diisopropylsalicylic acid at a temperature is resolved by about 180 ".

Andere Beispiele von Salzen, die erfindungsgemäß den Schmiermitteln zugesetzt werden können, sind die Zink-, Magnesium-, Calcium-UHd Aluminiumsalze der Thymotinsäure, der isomeren Methylisopropylsalicylsäuren, der Isopropylthymotinsäure, der Tertiärbutylkresotinsäure, der Tertiäroctylkresotinsäure, der Tertiäroctylsalicylsäure oder der Oxyphenylkresotinsäure. Other examples of salts added to lubricants in accordance with the invention can are the zinc, magnesium, calcium UHd Aluminum salts of thymotinic acid, the isomeric methylisopropylsalicylic acids, the Isopropylthymotinic acid, tertiary butyl cresotinic acid, tertiary octyl cresotinic acid, tertiary octylsalicylic acid or oxyphenyl cresotinic acid.

Wenn die vorgenannten Salze in geringen Mengen, z. B. 1 Gewichtsprozent, in Schmierölen aufgelöst werden, die ohne die Zusätze bei der Verwendung ein starkes Festfressen der Ringe und bzw. oder übermäßige Schlammbildung in Verbrennungskraftma schinen verursachen, wird das Festfressen der Ringe wesentlich verzögert und die Schlammbildung stark verringert. Außerdem wirken die mit den genannten Salzen versetzten Schmieröle nicht korrodierend auf die modernen Lagermetalle, während die Oxydations- ioo beständigkeit, gemessen nach dem Indiana-Oxydationstest oder nach anderen bekannten Laboratoriumsprüfmethoden, beträchtlich verbessert wird.If the aforementioned salts are used in small amounts, e.g. B. 1 weight percent, in lubricating oils which, without the additives, cause severe seizure when used the rings and / or excessive sludge formation in combustion engines the seizure of the rings and the formation of sludge are significantly delayed greatly reduced. In addition, those added with the salts mentioned have an effect Lubricating oils are non-corrosive to modern bearing metals, while the oxidizing ioo Resistance, measured according to the Indiana oxidation test or according to other known ones Laboratory test methods, is considerably improved.

Die substituierten aromatischen Carbonsäuren können nach den in der einschlägigen Technik bekannten Verfahren hergestellt werden. Beispielsweise können die alkylierten Oxysäuren hergestellt werden durch Carboxylieren der !entsprechenden Mono- oder no Polyphenole oder von diese Stoffe enthaltenden Gemischen, z. B. von Phenolfraktionen, die erhalten werden aus Kohlenteer, oder von Phenolgemischen, die beim Raffinieren von Mineralölfraktionen anfallen, oder durch Alkylieren der Oxysäuren.The substituted aromatic carboxylic acids can according to the in the relevant Technique known methods are produced. For example, the alkylated Oxy acids are produced by carboxylating the corresponding mono- or no Polyphenols or mixtures containing these substances, e.g. B. of phenol fractions, obtained from coal tar, or from mixtures of phenols obtained from refining Mineral oil fractions arise, or by alkylating the oxy acids.

So kann die Diisopropylsalicylsäure wie folgt hergestellt werden:So can the diisopropylsalicylic acid like can be produced as follows:

104 g Salicylsäure und 150 g Isopropylalkohol werden im Laufe einer Viertelstunde Jaa unter Rühren und unter Erhitzen auf 90 bis 95° zu 1700g- 800/oiger Schwefelsäure züge-104 g salicylic acid and 150 g isopropyl alcohol will be Jaa in the course of a quarter of an hour with stirring and heating to 90 to 95 ° to 1700g- 800 / o sulfuric acid.

setzt, worauf das Reaktionsgemiscli weitere IS Stundealangunter Rühren auf der gleichen Temperatur gehalten wird. Nach dem Abkühlen kristallisiert die gebildete 3 · 5-Diisopropylsalicylsäure aus. Diese wird abfiltriert, einige Male mit Wasser gewaschen und in· einem etwa 250/oigen Überschuß einer ioo/oigen Lauge aufgenommen; die erhaltene Lösung· des Natriumsalzes wird fünfmal mitsets, whereupon the reaction mixture is stirred for a further IS hours on the same Temperature is maintained. After cooling, the 3 · 5-diisopropylsalicylic acid formed crystallizes the end. This is filtered off, washed a few times with water and in an approximately 250% excess of one 100% lye added; the resulting solution of the sodium salt is five times with

to Pentan ausgeschüttelt. Hierauf wird das Gemisch angesäuert, und die dann auskristallisierende, praktisch reine 3 · 5-Diisopropylsalicylsäure wird abfiltriert und getrocknet. Die Ausbeute beträgt 68o/o der Theorie, berechnet auf Salicylsäure. Die erhaltene Säure kann auf verschiedene Weise in die Form der Salze von mehrwertigen Metallen übergeführt werden, beispielsweise über das Natriumsalz mit CaCl2 in das Calciumsalz oder direkt mit ZnO in das Zinksalz.to pentane shaken out. The mixture is then acidified, and the practically pure 3 × 5-diisopropylsalicylic acid which then crystallizes out is filtered off and dried. The yield is 68o / o of theory, calculated on the salicylic acid. The acid obtained can be converted into the form of the salts of polyvalent metals in various ways, for example via the sodium salt with CaCl 2 into the calcium salt or directly with ZnO into the zinc salt.

Claims (4)

Patentansprüche:Patent claims: 1. Schmiermittel, insbesondere zum Schmieren von Verbrennungskraftmaschinen, bestehend aus einem an sich bekannten Schmiermittel, wie mineralisches Schmieröl, und einer kleinen Menge eines öUöslichen Salzes eines mehrwertigen Metalls und einer gegebenenfalls substituierten aromatischen Monocarbonsäure.1. Lubricants, especially for lubricating internal combustion engines, consisting of a lubricant known per se, such as mineral Lubricating oil, and a small amount of a soluble polyvalent metal salt and an optionally substituted aromatic monocarboxylic acid. 2. Schmiermittel nach Anspruch 1, dadurch gekennzeichnet, daß es ein basisches Salz aus den im Anspruch 1 angegebenen Komponenten enthält.2. Lubricant according to claim 1, characterized in that it is a basic Contains salt from the components specified in claim 1. 3. Schmiermittel nach Anspruch 1 und 2, dadurch gekennzeichnet, daß es das Zinksalz der p-tert-Butylbenzoesäure enthält.3. Lubricant according to claim 1 and 2, characterized in that it is the zinc salt which contains p-tert-butylbenzoic acid. 4. Schmiermittel nach Anspruch 1 und 2, dadurch gekennzeichnet, daß es das Zink- oder das Calciumsalz der Diisopropylsalicylsäure enthält.4. Lubricant according to claim 1 and 2, characterized in that it is the zinc or contains the calcium salt of diisopropylsalicylic acid.
DEN43686D 1938-12-05 1939-11-21 lubricant Expired DE723649C (en)

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US2447234A (en) * 1942-03-31 1948-08-17 American Cyanamid Co Recovery of nicotinic acid from dilute solutions
US2477913A (en) * 1945-04-12 1949-08-02 Shell Dev Mineral lubricating oil
NL65636C (en) * 1945-07-31 1950-05-15
US2436589A (en) * 1945-12-14 1948-02-24 Standard Oil Dev Co Compounded lubricated oil
US2744069A (en) * 1952-04-29 1956-05-01 Shell Dev Compounded lubricating compositions
US2944970A (en) * 1954-07-12 1960-07-12 Shell Oil Co High temperature grease compositions containing salicylic acid derivatives
US2958662A (en) * 1955-09-26 1960-11-01 Shell Oil Co Detergent and wear inhibiting mineral oil compositions
US3656886A (en) * 1970-01-12 1972-04-18 Shell Oil Co Corrosion inhibitors
KR101562116B1 (en) 2011-06-06 2015-10-20 미쯔비시 레이온 가부시끼가이샤 Oil solution for carbon fiber precursor acrylic fibers, oil solution composition for carbon fiber precursor acrylic fibers, oil solution processed liquid for carbon fiber precursor acrylic fibers, carbon fiber precursor acrylic fiber bundle, and method for producing carbon fiber bundle using carbon fiber precursor acrylic fiber bundle

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