DE929385C - Additives for lubricants - Google Patents

Additives for lubricants

Info

Publication number
DE929385C
DE929385C DEF8863A DEF0008863A DE929385C DE 929385 C DE929385 C DE 929385C DE F8863 A DEF8863 A DE F8863A DE F0008863 A DEF0008863 A DE F0008863A DE 929385 C DE929385 C DE 929385C
Authority
DE
Germany
Prior art keywords
additives
lubricants
benzidine
substituted
oil
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
Application number
DEF8863A
Other languages
German (de)
Inventor
Wilhelm Dr Mueller
Rudolf Dr Stroh
Max Dr Zimmermann
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Bayer AG
Original Assignee
Bayer AG
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Bayer AG filed Critical Bayer AG
Priority to DEF8863A priority Critical patent/DE929385C/en
Priority to GB1112953A priority patent/GB733453A/en
Application granted granted Critical
Publication of DE929385C publication Critical patent/DE929385C/en
Expired legal-status Critical Current

Links

Classifications

    • 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
    • C10M1/00Liquid compositions essentially based on mineral lubricating oils or fatty oils; Their use as lubricants
    • C10M1/08Liquid compositions essentially based on mineral lubricating oils or fatty oils; Their use as lubricants with additives
    • 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
    • C10M2215/00Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2215/02Amines, e.g. polyalkylene polyamines; Quaternary amines
    • C10M2215/04Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms
    • C10M2215/042Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms containing hydroxy groups; Alkoxylated derivatives thereof
    • 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
    • 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
    • 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
    • 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
    • C10M2215/062Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to carbon atoms of six-membered aromatic rings containing hydroxy groups bound to the aromatic ring
    • 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
    • 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
    • C10M2215/064Di- and triaryl amines
    • 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
    • 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
    • C10M2215/066Arylene diamines
    • 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
    • C10M2223/00Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
    • C10M2223/02Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having no phosphorus-to-carbon bonds
    • C10M2223/04Phosphate esters
    • 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
    • C10M2223/00Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
    • C10M2223/02Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having no phosphorus-to-carbon bonds
    • C10M2223/04Phosphate esters
    • C10M2223/042Metal salts thereof
    • 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
    • C10M2223/00Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
    • C10M2223/06Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having phosphorus-to-carbon bonds
    • 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
    • C10M2223/00Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
    • C10M2223/06Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having phosphorus-to-carbon bonds
    • C10M2223/061Metal salts

Description

AUSGEGEBEN AM 27. JTOI1955ISSUE ON JTOI 27, 1955

FSS63IVJ/33CFSS63IVJ / 33C

Zusätze für SchmiermittelAdditives for lubricants

Es wurde gefunden, daß sich solche Benzidinverbindungen, deren Aminogruppen durch je mindestens einen Cyclohexylrest substituiert sind, hervorragend zur Verwendung als Schmiermittelzusätze eignen. Außer den X-Cyclohexylderivaten des ßenzidins selbst können dabei auch durch Alkyl-, Oxalkyl- oder Cycloalkylgruppen kernsubstituierte X-Cyclohexylderivate des ßenzidins verwendet werden.It has been found that such benzidine compounds whose amino groups are each substituted by at least one cyclohexyl radical, excellent for use as lubricant additives. Except for the X-cyclohexyl derivatives of the benzidine itself can also be obtained by means of alkyl, oxyalkyl or cycloalkyl groups Nuclear-substituted X-cyclohexyl derivatives of ßenzidine be used.

Die erforderliche Menge an den neuen Schmierstoffzusatzmitteln läßt sich durch Vorversuche jeweils leicht ermitteln; im allgemeinen genügen Mengen von etwa o.i bis 0.5 Gewichtsprozent, bezogen auf das Gesamtschmiermittel.The required amount of the new lubricant additives can easily be determined by preliminary tests; generally enough Amounts from about o.i to 0.5 percent by weight, based on the total lubricant.

Die vorgeschlagenen Zusatzmittel sind in Schmierölen auf Mineralölbasis gut und klar löslich; die hiermit versehenen Öle zeichnen sich durch eine hohe Heständigkeit gegenüber Luftsauerstoff aus. Sie neigen dabei nicht zur A^erfärbung, die häufig bei anderen Zusätzen aminogruppenhaltiger Verbindungen zu beobachten ist. Falls gewünscht, kann man den Schmiermitteln außer den vorgeschlagenen Zusatzmitteln auch andere Mittel beimischen, etwa solche, die die Schmierfilmfestigkeit bei hohen Drücken erhöhen, wie z. ß. Phosphorverbindungen gemäß den Patenten 851237 und 879 138.The proposed additives are readily and clearly soluble in lubricating oils based on mineral oil; the oils provided with this are characterized by a high level of resistance to atmospheric oxygen the end. They do not tend to discolour, which is often the case with other additives containing amino groups Connections is observed. If desired, one can use the lubricants other than those suggested Additives also add other agents, such as those that improve the strength of the lubricating film increase at high pressures, e.g. ß. Phosphorus compounds according to patents 851237 and 879 138.

Beispielexample

Einem Mineralölraffinat auf Paraffinbasis von der Qualität eines Turbinenöles werden 0,2 Gewichtsprozent X. X"'-Bicyclohexyl-3, 3'-dimethylbenzidin unter leichtem Erwärmen zugesetzt.A paraffin-based mineral oil raffinate of the quality of a turbine oil is 0.2 percent by weight X. X "'- Bicyclohexyl-3,3'-dimethylbenzidine added with slight warming.

Wird das Öl einem Alterungstest unterworfen, bei dem die Sauerstortaufnahme bei 1500 und in Gegenwart von Kupferpulver durch den Druck-If the oil is subjected to an aging test in which the oxygen uptake at 150 0 and in the presence of copper powder by the pressure

abfall an einem Quecksilbermanometer verfolgt werden kann, so ergibt sich durch den Zusatz der genannten Eenzidinverbindung eine erhebliche Verzögerung in der Sauer stoff auf nähme. Während das Öl ohne Zusatz der Benzidinverbindung schon nach 5 Minuten einen Druckabfall von ioo mm Hg zeigt, wird dieser Abfall in Gegenwart der Benzidinverbindung erst nach etwa 260 Minuten beobachtet; ähnlich liegen die Verhältnisse, wenn das Öl z. B. eine Phosphorverbindung von der Art des Bis-(p-chlor-plienyl)-phosphinsäure-butylesters enthält. Setzt man statt des N, N'-Dicyclohexyl-3, 3'-dimethyl-benzidins das N, N'-Dicyclohexyl-3, 3'-diäthoxy-benzidin als Schmierstoffzusatzmittel ein, so liegt die Verzögerung der Sauerstoffaufnahme in der gleichen Größenordnung.waste can be tracked on a mercury manometer, results from the addition of the called eenzidine compound a considerable Delay in the oxygen absorption. While the oil does without the addition of the benzidine compound shows a pressure drop of 100 mm Hg after 5 minutes, this drop in the presence of the Benzidine compound only observed after about 260 minutes; The situation is similar if the oil z. B. a phosphorus compound of the bis (p-chloro-plienyl) -phosphinic acid butyl ester type contains. If instead of the N, N'-dicyclohexyl-3, 3'-dimethyl-benzidine N, N'-dicyclohexyl-3, 3'-diethoxy-benzidine as a lubricant additive a, the delay in oxygen uptake is of the same order of magnitude.

Prüft man das als Schmierstoffzusatzmittel bereits vorgeschlagene Dibenzoylbenzidiii oder Dibenzylidenbenzidin unter denselben Bedingungen, so tritt der Druckabfall von 100 mm Hg bereits nach 10 Minuten ein.If you check the dibenzoylbenzidiii or already proposed as a lubricant additive Dibenzylidenebenzidine under the same conditions, the pressure drop of 100 mm Hg already occurs after 10 minutes.

Claims (1)

Patentanspruch:Claim: Verwendung" von gegebenenfalls durch Alkyl-, Oxalkyl- oder Cyclohexylgruppen kernsubstituierten Benzidinverbindungen, deren Aminogruppen durch je mindestens einen Cyclohexylrest substituiert sind, als Zusätze für Schmiermittel. Use "of those which are optionally ring-substituted by alkyl, oxyalkyl or cyclohexyl groups Benzidine compounds, the amino groups of which have at least one cyclohexyl radical each are substituted as additives for lubricants. Angezogene Druckschriften:
Britische Patentschrift Nr. 484579.
Referred publications:
British Patent No. 484579.
© 509 520 6.55© 509 520 6.55
DEF8863A 1952-04-23 1952-04-23 Additives for lubricants Expired DE929385C (en)

Priority Applications (2)

Application Number Priority Date Filing Date Title
DEF8863A DE929385C (en) 1952-04-23 1952-04-23 Additives for lubricants
GB1112953A GB733453A (en) 1952-04-23 1953-04-22 Tetrahydronaphthylamino compounds

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEF8863A DE929385C (en) 1952-04-23 1952-04-23 Additives for lubricants

Publications (1)

Publication Number Publication Date
DE929385C true DE929385C (en) 1955-06-27

Family

ID=7085955

Family Applications (1)

Application Number Title Priority Date Filing Date
DEF8863A Expired DE929385C (en) 1952-04-23 1952-04-23 Additives for lubricants

Country Status (2)

Country Link
DE (1) DE929385C (en)
GB (1) GB733453A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1113785B (en) * 1956-03-09 1961-09-14 Universal Oil Prod Co Lubricating grease based on mineral, animal or synthetic oils

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB484579A (en) * 1936-11-05 1938-05-05 Frank Philip Bowden Improvements in or relating to lubricants

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB484579A (en) * 1936-11-05 1938-05-05 Frank Philip Bowden Improvements in or relating to lubricants

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1113785B (en) * 1956-03-09 1961-09-14 Universal Oil Prod Co Lubricating grease based on mineral, animal or synthetic oils

Also Published As

Publication number Publication date
GB733453A (en) 1955-07-13

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