DE1247525B - Ester lubricating oil - Google Patents
Ester lubricating oilInfo
- Publication number
- DE1247525B DE1247525B DES89591A DES0089591A DE1247525B DE 1247525 B DE1247525 B DE 1247525B DE S89591 A DES89591 A DE S89591A DE S0089591 A DES0089591 A DE S0089591A DE 1247525 B DE1247525 B DE 1247525B
- Authority
- DE
- Germany
- Prior art keywords
- lubricating oil
- chlorinated
- lubricating
- lubricating oils
- esters
- 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
- 239000010687 lubricating oil Substances 0.000 title claims description 33
- 150000002148 esters Chemical class 0.000 title claims description 11
- 229920006389 polyphenyl polymer Polymers 0.000 claims description 11
- RYYWUUFWQRZTIU-UHFFFAOYSA-N Thiophosphoric acid Chemical compound OP(O)(S)=O RYYWUUFWQRZTIU-UHFFFAOYSA-N 0.000 claims description 6
- 150000007933 aliphatic carboxylic acids Chemical class 0.000 claims description 6
- 125000004432 carbon atom Chemical group C* 0.000 claims description 6
- 125000001309 chloro group Chemical group Cl* 0.000 claims description 4
- 150000005840 aryl radicals Chemical class 0.000 claims description 2
- 230000001050 lubricating effect Effects 0.000 claims description 2
- 125000001997 phenyl group Chemical class [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 1
- -1 polyphenylene Polymers 0.000 description 10
- 238000010521 absorption reaction Methods 0.000 description 8
- 239000000654 additive Substances 0.000 description 7
- 239000000460 chlorine Substances 0.000 description 5
- 229910052801 chlorine Inorganic materials 0.000 description 5
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 4
- 229920000265 Polyparaphenylene Polymers 0.000 description 4
- 239000002199 base oil Substances 0.000 description 4
- 125000006267 biphenyl group Chemical group 0.000 description 4
- 239000000203 mixture Substances 0.000 description 4
- 230000000996 additive effect Effects 0.000 description 3
- 125000001931 aliphatic group Chemical group 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- IKXFIBBKEARMLL-UHFFFAOYSA-N triphenoxy(sulfanylidene)-$l^{5}-phosphane Chemical compound C=1C=CC=CC=1OP(OC=1C=CC=CC=1)(=S)OC1=CC=CC=C1 IKXFIBBKEARMLL-UHFFFAOYSA-N 0.000 description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 2
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 2
- 150000001298 alcohols Chemical class 0.000 description 2
- 125000002947 alkylene group Chemical group 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 150000005690 diesters Chemical class 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 230000032050 esterification Effects 0.000 description 2
- 238000005886 esterification reaction Methods 0.000 description 2
- ZWRUINPWMLAQRD-UHFFFAOYSA-N nonan-1-ol Chemical compound CCCCCCCCCO ZWRUINPWMLAQRD-UHFFFAOYSA-N 0.000 description 2
- BDJRBEYXGGNYIS-UHFFFAOYSA-N nonanedioic acid Chemical compound OC(=O)CCCCCCCC(O)=O BDJRBEYXGGNYIS-UHFFFAOYSA-N 0.000 description 2
- 239000003921 oil Substances 0.000 description 2
- WLJVNTCWHIRURA-UHFFFAOYSA-N pimelic acid Chemical compound OC(=O)CCCCCC(O)=O WLJVNTCWHIRURA-UHFFFAOYSA-N 0.000 description 2
- CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 description 2
- TYFQFVWCELRYAO-UHFFFAOYSA-N suberic acid Chemical compound OC(=O)CCCCCCC(O)=O TYFQFVWCELRYAO-UHFFFAOYSA-N 0.000 description 2
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 description 1
- GBONVOIRPAJSLA-UHFFFAOYSA-N 2,2,3-trimethylpentan-1-ol Chemical compound CCC(C)C(C)(C)CO GBONVOIRPAJSLA-UHFFFAOYSA-N 0.000 description 1
- CWPPDTVYIJETDF-UHFFFAOYSA-N 2,2,4-trimethylpentan-1-ol Chemical compound CC(C)CC(C)(C)CO CWPPDTVYIJETDF-UHFFFAOYSA-N 0.000 description 1
- GSSDZVRLQDXOPL-UHFFFAOYSA-N 2,2-dimethylhexan-1-ol Chemical compound CCCCC(C)(C)CO GSSDZVRLQDXOPL-UHFFFAOYSA-N 0.000 description 1
- QTOMCRXZFDHJOL-UHFFFAOYSA-N 2,2-dimethylpentan-1-ol Chemical compound CCCC(C)(C)CO QTOMCRXZFDHJOL-UHFFFAOYSA-N 0.000 description 1
- DKYDBQBEFXCOJY-UHFFFAOYSA-N 2-ethyl-2-methylhexan-1-ol Chemical compound CCCCC(C)(CC)CO DKYDBQBEFXCOJY-UHFFFAOYSA-N 0.000 description 1
- STGFANHLXUILNY-UHFFFAOYSA-N 3,7-dioctyl-10h-phenothiazine Chemical compound C1=C(CCCCCCCC)C=C2SC3=CC(CCCCCCCC)=CC=C3NC2=C1 STGFANHLXUILNY-UHFFFAOYSA-N 0.000 description 1
- LRUDIIUSNGCQKF-UHFFFAOYSA-N 5-methyl-1H-benzotriazole Chemical compound C1=C(C)C=CC2=NNN=C21 LRUDIIUSNGCQKF-UHFFFAOYSA-N 0.000 description 1
- GBLPOPTXAXWWPO-UHFFFAOYSA-N 8-methylnonyl nonanoate Chemical compound CCCCCCCCC(=O)OCCCCCCCC(C)C GBLPOPTXAXWWPO-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 239000005069 Extreme pressure additive Substances 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
- 229910000831 Steel Inorganic materials 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 239000002518 antifoaming agent Substances 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 229940067597 azelate Drugs 0.000 description 1
- 150000001555 benzenes Chemical class 0.000 description 1
- 125000005605 benzo group Chemical group 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 235000010290 biphenyl Nutrition 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 238000005260 corrosion Methods 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 239000004205 dimethyl polysiloxane Substances 0.000 description 1
- 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 1
- 239000000975 dye Substances 0.000 description 1
- 125000003187 heptyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 238000005461 lubrication Methods 0.000 description 1
- 239000006078 metal deactivator Substances 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 150000002763 monocarboxylic acids Chemical class 0.000 description 1
- 125000002347 octyl 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])[H] 0.000 description 1
- 125000005702 oxyalkylene group Chemical group 0.000 description 1
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 1
- 229920000151 polyglycol Polymers 0.000 description 1
- 239000010695 polyglycol Substances 0.000 description 1
- 230000003449 preventive effect Effects 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 150000001911 terphenyls Chemical class 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- 239000002966 varnish Substances 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
- C10M3/00—Liquid compositions essentially based on lubricating components other than mineral lubricating oils or fatty oils and their use as lubricants; Use as lubricants of single liquid substances
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- 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
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- 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
- C10M2207/024—Hydroxy compounds having hydroxy groups bound to carbon atoms of six-membered aromatic rings having at least two phenol groups but no condensed ring
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- 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
- C10M2207/026—Hydroxy compounds having hydroxy groups bound to carbon atoms of six-membered aromatic rings with tertiary alkyl groups
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- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/10—Carboxylix acids; Neutral salts thereof
- C10M2207/12—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms
- C10M2207/121—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of seven or less carbon atoms
- C10M2207/123—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of seven or less carbon atoms polycarboxylic
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- C10M2207/10—Carboxylix acids; Neutral salts thereof
- C10M2207/12—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms
- C10M2207/129—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of thirty or more carbon atoms
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- C10M2207/22—Acids obtained from polymerised unsaturated acids
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- C10M2207/30—Complex esters, i.e. compounds containing at leasst three esterified carboxyl groups and derived from the combination of at least three different types of the following five types of compounds: monohydroxyl compounds, polyhydroxy xompounds, monocarboxylic acids, polycarboxylic acids or hydroxy carboxylic acids
- C10M2207/302—Complex esters, i.e. compounds containing at leasst three esterified carboxyl groups and derived from the combination of at least three different types of the following five types of compounds: monohydroxyl compounds, polyhydroxy xompounds, monocarboxylic acids, polycarboxylic acids or hydroxy carboxylic acids derived from the combination of monocarboxylic acids, dicarboxylic acids and dihydroxy compounds only and having no free hydroxy or carboxyl groups
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- C10M2207/30—Complex esters, i.e. compounds containing at leasst three esterified carboxyl groups and derived from the combination of at least three different types of the following five types of compounds: monohydroxyl compounds, polyhydroxy xompounds, monocarboxylic acids, polycarboxylic acids or hydroxy carboxylic acids
- C10M2207/304—Complex esters, i.e. compounds containing at leasst three esterified carboxyl groups and derived from the combination of at least three different types of the following five types of compounds: monohydroxyl compounds, polyhydroxy xompounds, monocarboxylic acids, polycarboxylic acids or hydroxy carboxylic acids derived from the combination of monohydroxy compounds, dihydroxy compounds and dicarboxylic acids only and having no free hydroxy or carboxyl groups
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- C10M2207/34—Esters having a hydrocarbon substituent of thirty or more carbon atoms, e.g. substituted succinic acid derivatives
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- C10M2209/02—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
- C10M2209/08—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds containing monomers having an unsaturated radical bound to a carboxyl radical, e.g. acrylate type
- C10M2209/082—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds containing monomers having an unsaturated radical bound to a carboxyl radical, e.g. acrylate type monocarboxylic
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- C10M2209/08—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds containing monomers having an unsaturated radical bound to a carboxyl radical, e.g. acrylate type
- C10M2209/084—Acrylate; Methacrylate
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- C10M2209/111—Complex polyesters having dicarboxylic acid centres
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- C10M2215/02—Amines, e.g. polyalkylene polyamines; Quaternary amines
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Description
BUNDESREPUBLIK DEUTSCHLAND DEUTSCHES wfäSsk PATENTAMT Int. Cl.: FEDERAL REPUBLIC OF GERMANY GERMAN wfäSsk PATENT OFFICE Int. Cl .:
ClQmClQm
Deutsche Kl.: 23 c-1/01 German class: 23 c -1/01
Nummer: 1247525Number: 1247525
Aktenzeichen: S 89591IV c/23 cFile number: S 89591IV c / 23 c
Anmeldetag: 1. Februar 1964 Filing date: February 1, 1964
Auslegeta.g: 17. August 1967Auslegeta.g: August 17, 1967
Schmieröle auf der Basis aliphatischer Carbonsäureester, denen zur Verbesserung ihrer Druckaufnahmefähigkeit als sogenannter Hochdruckzusatz Triarylester der Phosphorthionsäure zugesetzt sind, sind aus der Zeitschrift »Lubrication Engineering« (August 1952), S. 179, Tabelle III, bekannt. Der Zusatz relativ hoher Mengen derartiger Phosphorthionsäureester verbietet sich unter anderem allein schon aus Kostengründen. Lubricating oils based on aliphatic carboxylic acid esters, which are used to improve their pressure absorption capacity Triaryl esters of phosphorothionic acid are added as a so-called high-pressure additive, are off the journal "Lubrication Engineering" (August 1952), p. 179, Table III, known. The addition relative Large amounts of such phosphorothionic acid esters are out of the question for reasons of cost alone, among other things.
Aus der deutschen Patentschrift 1 067 553 ist ferner bekannt, daß chlorierte Di- oder Polyphenyle als Hochdruckzusätze für Diesterschmieröle verwendet werden können.From German Patent 1,067,553 it is also known that chlorinated di- or polyphenyls as High pressure additives for diester oils can be used.
Bei der Verwendung von chlorierten Polyphenylen als Hochdruckzusatz sind jedoch einer Steigerung der Druckaufnahmefähigkeit des Schmieröls insofern verhältnismäßig enge Grenzen gesetzt, als die Steigerung nicht proportional zur Menge des zugesetzten chlorierten Polyphenyls ist, sondern mit steigender Zusatzmenge rasch absinkt.When using chlorinated polyphenylene as a high-pressure additive, however, there is an increase in Insofar as the pressure absorption capacity of the lubricating oil is set relatively narrow limits, as the increase is not proportional to the amount of chlorinated polyphenyl added, but with an increasing amount added drops rapidly.
Es wurde nun gefunden, daß sich besonders vorteilhafte Wirkungen bezüglich der Druckaufnahmefähigkeit eines Schmieröls auf der Basis aliphatischer Carbonsäureester erzielen lassen, wenn man Phosphorthionsäureester in Kombination mit chlorierten Polyphenylen anwendet.It has now been found that there are particularly advantageous effects with regard to the pressure absorption capacity of a lubricating oil based on aliphatic carboxylic acid esters can be achieved when using phosphorothionic acid esters in combination with chlorinated polyphenylene.
Gegenstand der Erfindung ist somit ein Schmieröl auf der Basis aliphatischer Carbonsäureester, das dadurch gekennzeichnet ist, daß es in Kombination ein chloriertes Di- oder Polyphenyl mit mindestens einem Chlorsubstituenten in jedem Benzokern und einen Triarylester von Phosphorthionsäure mit 6 bis 10 C-Atomen in jedem Arylrest enthält.The invention thus provides a lubricating oil based on aliphatic carboxylic acid esters, which thereby is characterized in that there is a chlorinated di- or polyphenyl in combination with at least one Chlorine substituents in each benzo nucleus and a triaryl ester of phosphorothionic acid with 6 to Contains 10 carbon atoms in each aryl radical.
Aliphatische Carbonsäureester als Basisschmieröle sind gut bekannt. Hierbei werden verwendet:Aliphatic carboxylic acid esters as lubricating base oils are well known. The following are used here:
Ester von einwertigen Alkoholen mit 3 bis 18 Kohlenstoffatomen im Molekül mit einbasischen, aliphatischen Säuren mit 4 bis 18 Kohlenstoffatomen im Molekül, z. B. Isodecylpelargonat; Diester zweibasischer Carbonsäuren mit 6 bis 20 Kohlenstoffatomen mit einwertigen Alkoholen mit 1 bis 12 Kohlenstoffatomen, z. B. Ester der Adipin-, Pimelin-, Suberin-, Azelain- und Sebacinsäure mit Lauryl-, Heptyl-, Octyl- und Nonylalkohol, oder auch 2,2-Dimethylpentanol, 2,2,4-Trimethy)pentanol,2,2,3-Trimethylpentanol, 2,2-Dimethylhexanol und 2-Methyl-2-äthylhexanol.Esters of monohydric alcohols with 3 to 18 carbon atoms in the molecule with monobasic, aliphatic acids with 4 to 18 carbon atoms in the molecule, e.g. B. isodecyl pelargonate; Diesters of dibasic carboxylic acids having 6 to 20 carbon atoms with monohydric alcohols having 1 to 12 carbon atoms, e.g. B. Esters of adipic, pimelic, suberic, azelaic and sebacic acid with lauryl, heptyl, octyl and nonyl alcohol, or 2,2-dimethylpentanol, 2,2,4-trimethylpentanol, 2,2,3-trimethylpentanol, 2,2-dimethylhexanol and 2-methyl-2-ethylhexanol.
Komplexe Ester aus einer aliphatischen Dicarbonsäure und einem Glykol oder Polyglykol, wobei die Veresterung zweckmäßig in Anwesenheit einer alipha-Esterschmieröl Complex esters of an aliphatic dicarboxylic acid and a glycol or polyglycol, the Esterification is useful in the presence of an alipha ester lubricating oil
Anmelder:Applicant:
ShellShell
Internationale Research Maatschappij N. V.,International Research Maatschappij N.V.,
Den HaagThe hague
Vertreter:Representative:
Dr. E. Jung, Patentanwalt,Dr. E. Jung, patent attorney,
München 23, Siegesstr. 26Munich 23, Siegesstr. 26th
Als Erfinder benannt:Named as inventor:
Alexander ColquhounAlexander Colquhoun
Barr Macphail, Little Sutton, Cheshire;Barr Macphail, Little Sutton, Cheshire;
Francis Terrance Barcroft,Francis Terrance Barcroft,
Upton-by-Chester, Cheshire;Upton-by-Chester, Cheshire;
Charles Buchan Milne,Charles Buchan Milne,
Little Sutton, Cheshire (Großbritannien)Little Sutton, Cheshire (UK)
Beanspruchte Priorität:Claimed priority:
Großbritannien vom 21. Februar 1963 (7013) - -Great Britain February 21, 1963 (7013) - -
tischen Monocarbonsäure und/oder eines aliphatischen einwertigen Alkohols durchgeführt wird, z. B. Ester der Formeltables monocarboxylic acid and / or an aliphatic monohydric alcohol is carried out, for. B. Ester of the formula
R2OOCR1COOROOCr1COOR2 R 2 OOCR 1 COOROOCr 1 COOR 2
in welcher R eine Alkylen- oder Oxyalkylengruppe, R1 eine Alkylengruppe und R8 eine Alkylgruppe bedeutet, erhält man durch Veresterung in Anwesenheit von 2 Mol eines einwertigen aliphatischen Alkohols. in which R is an alkylene or oxyalkylene group, R 1 is an alkylene group and R 8 is an alkyl group, is obtained by esterification in the presence of 2 mol of a monohydric aliphatic alcohol.
Auch Gemische der beschriebenen Ester können verwendet werden.Mixtures of the esters described can also be used.
Die chlorierten Di- oder Polyphenyle, die als Hochdruckzusatzmittel
in den erfindungsgemäßen Schmierölen verwendet werden, können definiert werden als
Diphenyle, Terphenyle, höhere Polyphenyle oder Gemischer solcher Verbindungen, bei welchen jeder
Benzolkern mit !mindestens einem Chloratom substituiert ist.
Diese Verbindungen enthalten keine Elemente außer Kohlenstoff, Wasserstoff und Chlor und keine anderen,
Kernsubstituenten als die Alkylreste und Chloratome. Die chlorierten Di- oder Polyphenyle sind im HandelThe chlorinated di- or polyphenyls used as extreme pressure additives in the lubricating oils according to the invention can be defined as diphenyls, terphenyls, higher polyphenyls or mixtures of such compounds in which each benzene nucleus is substituted by at least one chlorine atom.
These compounds contain no elements other than carbon, hydrogen and chlorine and no core substituents other than the alkyl radicals and chlorine atoms. The chlorinated di- or polyphenyls are commercially available
709 637/606709 637/606
erhältlich. Diese Verbindungen, die mindestens 40 Gewichtsprozent Chlor enthalten, sind zur Verwendung im erfindungsgemäßen Schmierölen geeignet. Sie sollen aber vorzugsweise bis etwa 70 Gewichtsprozent Chlor enthalten.available. These compounds containing at least 40 weight percent chlorine are for use suitable in lubricating oils according to the invention. However, they should preferably contain up to about 70 percent by weight of chlorine contain.
Die chlorierten Di- oder Polyphenyle können verwendet werden in Konzentrationen zwischen 0,5 und 10 Gewichtsprozent und vorzugsweise zwischen 1 und 6 Gewichtsprozent, berechnet auf das fertige Schmieröl.The chlorinated di- or polyphenyls can be used in concentrations between 0.5 and 10 percent by weight and preferably between 1 and 6 percent by weight, calculated on the finished lubricating oil.
Beispiele geeigneter Triarylester von Phosphorthionsäure sind Triphenylphosphorthionat, Tritolylphosphorthionat, Tribenzylphosphorthionat und Trixylylphosphorthionat. Triphenylphosphorthionat ist der bevorzugte Ester.Examples of suitable triaryl esters of phosphorothionic acid are triphenyl phosphorothionate, tritolyl phosphorothionate, Tribenzyl phosphorothionate and trixylyl phosphorothionate. Triphenyl phosphorothionate is the preferred esters.
Diese Triarylester können in Konzentrationen zwischen 0,5 und 10 Gewichtsprozent und vorzugsweise .zwischen 1 und 6 Gewichtsprozent, berechnet auf das ■fertige Schmieröl, verwendet werden.These triaryl esters can be used in concentrations between 0.5 and 10 percent by weight and preferably .between 1 and 6 percent by weight, calculated on the ■ finished lubricating oil, can be used.
Die erfindungsgemäßen Schmieröle können auch beliebige andere bekannte Zusatzstoffe für aliphatische Carbonsäureesterschmieröle enthalten, wie Verdikkungsmittel, Antioxydationsmittel, die Lackbildung verhindernde Mittel, schaumhindernde Mittel, Farbstoffe, Antikorrosionsmittel, Metallentaktivatoren sowie nötigenfalls weitere Hochdruckzusätze.The lubricating oils of the invention can also contain any other known additives for aliphatic Carboxylic acid ester lubricating oils contain, like thickeners and antioxidants, the formation of varnish preventive agents, anti-foaming agents, dyes, anti-corrosion agents, metal deactivators as well if necessary further high pressure additives.
Zur weiteren Erläuterung der Erfindung wurden Schmieröle mit der in Tabelle I angegebenen Zusammensetzung hergestellt, geprüft und die Ergebnisse miteinander verglichen. Dabei sind die Schmieröle 6To further explain the invention, lubricating oils with the composition given in Table I were used manufactured, tested and the results compared. The lubricating oils are 6
ίο bis 9 erfindungsgemäße Schmieröle, während die Schmieröle 1 bis 5 dem Stand der Technik entsprechen und zum Vergleich dienen.ίο to 9 lubricating oils according to the invention, while the Lubricating oils 1 to 5 correspond to the state of the art and are used for comparison.
Auf einem I.A.E.-Getriebe (beschrieben in Institute of Petroleum Method 166/60T) mit BSS-EN-34-Stahlzahnrädern wurde die Druckaufnahmefähigkeit der Schmieröle 1 bis 8 bei öltemperaturen von 60° C und HO0C geprüft. The pressure absorption capacity of lubricating oils 1 to 8 at oil temperatures of 60 ° C and HO 0 C was tested on an IAE gearbox (described in Institute of Petroleum Method 166 / 60T) with BSS-EN-34 steel gearwheels.
Es wurden als wesentliche Kenndaten die Freßlasten bei 200 U/min und 6000 U/min bestimmt und inThe eating loads at 200 rpm and 6000 rpm were determined as essential characteristics and in
ao Tabelle II zusammengestellt.ao Table II compiled.
Zusammensetzung der Schmieröle in GewichtsprozentComposition of the lubricating oils in percent by weight
Di-(isooctylazelat) Di- (isooctyl azelate)
Chloriertes Diphenyl mit einem ChlorgehaltChlorinated diphenyl with a chlorine content
von 54 Gewichtsprozent of 54 percent by weight
Triphenylphosphorthionat Triphenyl phosphorothionate
3,7-Dioctylphenothiazin 3,7-dioctylphenothiazine
5-Methylbenzotriazol 5-methylbenzotriazole
Polydimethylsiloxan Polydimethylsiloxane
Phenyl-Ä-naphthylamin Phenyl-a-naphthylamine
*) ppm = Teile auf eine Million Teile.*) ppm = parts per million parts.
SchmierölLubricating oil
4 I 54 I 5
I.A.E.-Freßlast, kp
2000 U/minIAE eating load, kp
2000 rpm
600C 60 0 C
110° C 110 ° C
6000 U/min6000 rpm
6O0C 6O 0 C
1100C 110 0 C
Summe der Freßlasten, kp Sum of the eating loads, kp
Steigerung der Freßlasten mit steigender Konzentration an chloriertem Diphenyl Increase in eating loads with increasing concentration of chlorinated Diphenyl
Maß der Steigerung der Freßlast pro 1 % Steigerung der Konzentration an chloriertem DiphenylDegree of increase in eating load per 1% increase in concentration of chlorinated diphenyl
20,41 20,4120.41 20.41
15,88 11,34 68,0415.88 11.34 68.04
24,95 33,5724.95 33.57
20,41 15,42 94,3520.41 15.42 94.35
26,3126.31
31,75
31,7531.75
31.75
21,3221.32
16,7816.78
101,60101.60
7,267.26
19 ι19 ι
34,0234.02
34.02
36,2940.82
36.29
47,6345.36
47.63
49,9049.90
49.90
18,14
108,8622.68
18.14
108.86
20,41
115,5718.14
20.41
115.57
13,61
124,7418.14
13.61
124.74
27,22
156,4929.48
27.22
156.49
> 54,43> 54.43
> 54,43> 54.43
38,56 38,5638.56 38.56
> 185,97> 185.97
> 29,48> 29.48
> 22> 22
Aus den Resultaten der Tabelle II und insbesondere den Zahlen werten der letzten Rubrik (Maß der Steigerung der Freßlast ...) ist ersichtlich, daß zwar ein Zusatz von chloriertem Polyphenyl allein zu einer Steigerung der Freßlast Anlaß gibt, was einem verbesserten Druckaufnahmevermögen entspricht, das Maß der Steigerung sinkt jedoch mit wachsender Konzentration des Zusatzstoffes rasch ab (Schmieröle gemäß den Beispielen 2 bis 4).From the results in Table II and in particular the figures in the last rubric (degree of increase the seizure load ...) it can be seen that an addition of chlorinated polyphenyl alone to a An increase in the seizure load gives rise to what corresponds to an improved pressure absorption capacity, the measure however, the increase decreases rapidly with increasing concentration of the additive (lubricating oils according to Examples 2 to 4).
Der Zusatz einer geringen Menge Phosphorthionsäureester zum Basisöl (Schmieröl 1) erhöht dessen Druckaufnahmefähigkeit beträchtlich (Schmieröl 5). Die Druckaufnahmefähigkeit des Phosphorthionsäureester enthaltenden Schmieröls 5 wird durch den Zusatz einer kleinen Menge chlorierten Polyphenyls weiter erhöht (Schmieröl 6), wenn auch nicht um den gleichen Betrag wie die des Basisöls (Schmieröl 1) durch die gleiche Menge chloriertes Polyphenyl allen (Schmieröl 2).The addition of a small amount of phosphorothionic acid ester to the base oil (lubricating oil 1) increases its pressure absorption capacity considerably (lubricating oil 5). The pressure receptivity of the phosphorothionic acid ester-containing lubricating oil 5 is increased by the addition a small amount of chlorinated polyphenylene (Lube Oil 6), although not by the same amount Amount as that of the base oil (lube oil 1) by the same amount of chlorinated polyphenyl allen (lube oil 2).
Steigert man jedoch die Menge des zugesetzten chlorierten Polyphenyls (Schmieröle 7 und 8), so erhöht sich nicht nur die Druckaufnahmefähigkeit schnellerHowever, if the amount of chlorinated polyphenyl added (lubricating oils 7 and 8) is increased, it is increased not only does the pressure absorption capacity become faster
als die Konzentration des chlorierten Polyphenyls, während das Maß der Steigerung der Freßlast bei Schmierölen ohne Gehalt an Phosphorthionsäureester rasch sinkt (vgl. Schmieröle 2 bis 4), sondern die Freßlasterhöhung gegenüber dem Basisöl (Schmieröl 1) wird auch absolut größer, als der Summe der Freßlasterhöhungen durch die beiden Zusätze in den entsprechenden Konzentrationen entspricht. than the concentration of chlorinated polyphenylene, while the extent of the increase in the feeding load Lubricating oils without a phosphorothionic acid ester content drops rapidly (cf. lubricating oils 2 to 4), but the increase in the eating load compared to the base oil (lubricating oil 1) is also absolutely greater than the sum of the increase in eating load due to the two additives in the corresponding concentrations.
Dieser Effekt ist ganz überraschend und erlaubt es, Schmieröle zur Verfügung zu stellen, die hinsichtlich der Druckaufnahmefähigkeit allen Anforderungen genügen. This effect is quite surprising and allows lubricating oils to be made available which, with regard to the pressure absorption capacity meet all requirements.
Claims (1)
»Lubricating Engineering«, August 1952, S. 179, Tabelle III.German Patent No. 1,067,553;
"Lubricating Engineering", August 1952, p. 179, table III.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB7013/63A GB959545A (en) | 1963-02-21 | 1963-02-21 | Improvements in or relating to lubricating oil compositions |
Publications (1)
Publication Number | Publication Date |
---|---|
DE1247525B true DE1247525B (en) | 1967-08-17 |
Family
ID=9824977
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
DES89591A Pending DE1247525B (en) | 1963-02-21 | 1964-02-19 | Ester lubricating oil |
Country Status (5)
Country | Link |
---|---|
US (1) | US3297574A (en) |
BE (1) | BE644059A (en) |
DE (1) | DE1247525B (en) |
GB (1) | GB959545A (en) |
NL (1) | NL6401503A (en) |
Families Citing this family (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3493509A (en) * | 1967-12-04 | 1970-02-03 | Us Army | Synthetic lubricating oil for timing mechanisms |
US4116874A (en) * | 1975-08-27 | 1978-09-26 | Nippon Oil Co., Ltd. | Compressor oil compositions |
US4175047A (en) * | 1978-09-25 | 1979-11-20 | Mobil Oil Corporation | Synthetic ester and hydrogenated olefin oligomer lubricant and method of reducing fuel consumption therewith |
Family Cites Families (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2157452A (en) * | 1934-03-31 | 1939-05-09 | Standard Oil Co California | Extreme pressure lubricating compositions |
US2242260A (en) * | 1937-01-22 | 1941-05-20 | Lubri Zol Dev Corp | Lubricating composition |
GB757241A (en) * | 1953-09-17 | 1956-09-19 | Wakefield & Co Ltd C C | Improvements in or relating to lubricating compositions |
NL235995A (en) * | 1958-02-11 | |||
BE586528A (en) * | 1959-01-14 |
-
1963
- 1963-02-21 GB GB7013/63A patent/GB959545A/en not_active Expired
-
1964
- 1964-01-20 US US338588A patent/US3297574A/en not_active Expired - Lifetime
- 1964-02-19 NL NL6401503A patent/NL6401503A/xx unknown
- 1964-02-19 DE DES89591A patent/DE1247525B/en active Pending
- 1964-02-19 BE BE644059D patent/BE644059A/xx unknown
Also Published As
Publication number | Publication date |
---|---|
BE644059A (en) | 1964-08-19 |
NL6401503A (en) | 1964-08-24 |
US3297574A (en) | 1967-01-10 |
GB959545A (en) | 1964-06-03 |
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