DE961382C - Synthetic lubricant - Google Patents
Synthetic lubricantInfo
- Publication number
- DE961382C DE961382C DEST8938A DEST008938A DE961382C DE 961382 C DE961382 C DE 961382C DE ST8938 A DEST8938 A DE ST8938A DE ST008938 A DEST008938 A DE ST008938A DE 961382 C DE961382 C DE 961382C
- Authority
- DE
- Germany
- Prior art keywords
- mixture
- viscosity
- synthetic
- lubricants
- synthetic lubricant
- 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
Links
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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- 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
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- 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
- C10M2207/04—Ethers; Acetals; Ortho-esters; Ortho-carbonates
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- 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
- C10M2207/04—Ethers; Acetals; Ortho-esters; Ortho-carbonates
- C10M2207/046—Hydroxy ethers
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- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/28—Esters
- C10M2207/281—Esters of (cyclo)aliphatic monocarboxylic acids
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- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/28—Esters
- C10M2207/282—Esters of (cyclo)aliphatic oolycarboxylic acids
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- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/28—Esters
- C10M2207/283—Esters of polyhydroxy compounds
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- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
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- C10M2207/286—Esters of 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
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- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/28—Esters
- C10M2207/34—Esters having a hydrocarbon substituent of thirty or more carbon atoms, e.g. substituted succinic acid derivatives
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- C10M2209/103—Polyethers, i.e. containing di- or higher polyoxyalkylene groups
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- C10M2209/105—Polyethers, i.e. containing di- or higher polyoxyalkylene groups of alkylene oxides containing three carbon atoms only
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- C10M2209/108—Polyethers, i.e. containing di- or higher polyoxyalkylene groups etherified
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- C10M2209/10—Macromolecular compoundss obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- C10M2209/11—Complex polyesters
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- C10M2211/06—Perfluorinated compounds
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- C10M2213/062—Polytetrafluoroethylene [PTFE]
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- C10M2215/202—Containing nitrogen-to-oxygen bonds containing nitro groups
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- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/12—Gas-turbines
- C10N2040/13—Aircraft turbines
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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)
Description
AUSGEGEBEN AM 4. APRIL 1957ISSUED APRIL 4, 1957
St 8938 IVc 133 cSt 8938 IVc 133 c
Eine Reihe synthetischer organischer Verbindungen sind als Schmiermittel, insbesondere zum Schmieren von Flugzeuggasturbinen, z. B. solchen mit Düsenoder Propellertriebwerk, bekannt.A number of synthetic organic compounds are used as lubricants, especially for lubrication of aircraft gas turbines, e.g. B. those with a jet or propeller engine are known.
Die synthetischen Schmiermittel gemäß der Erfindung umfassen Monoester, Diester, Polyester, Ätherester, Glycole, Polyglycole einschließlich Polyalkylenglycole, Ätherglycole, komplexe Ester, Formale, Polyformale, komplexe Formale oder Gemische dieser Verbindungen. Der Begriff Schmiermittelbestandteile im Sinne der Erfindung umfaßt diese synthetischen Verbindungen und Verbindungsgemische.The synthetic lubricants according to the invention include monoesters, diesters, polyesters, ether esters, Glycols, polyglycols including polyalkylene glycols, ether glycols, complex esters, formals, polyformals, complex formals or mixtures of these compounds. The term lubricant components in For the purposes of the invention, these synthetic compounds and mixtures of compounds encompassed.
Diester beschreiben u. a. die britischen Patentschriften 6oo 325, 664 052 und 668 663. Diester können aus Dicarbonsäuren mit 2 bis 40 Kohlenstoffatomen hergestellt werden, die geradkettig oder verzweigtkettigj gesättigt oder ungesättigt sind oder wenigstens eine Äther- oder Thioätherbindung aufweisen. Als Säuren für die Diesterherstellung sind u. a. Adipinsäure, Azelainsäure, Sebacinsäure zu nennen. Die Dicarbonsäuren können zu Diestern mit Alkoholen umgesetzt werden, die 1 bis 40 Kohlenstoffatome haben und gerad- oder verzweigtkettig sind, z. B. 2-Äthylhexanol und Isooctanol. Besondere Bedeutung habenDiesters describe inter alia. British Patents 6oo 325, 664 052 and 668 663. Diester can are made from dicarboxylic acids with 2 to 40 carbon atoms that are straight-chain or branched are saturated or unsaturated or have at least one ether or thioether bond. as Acids for diester production include: To mention adipic acid, azelaic acid, sebacic acid. The dicarboxylic acids can be converted to diesters with alcohols that have 1 to 40 carbon atoms and are straight or branched chain, e.g. B. 2-ethylhexanol and isooctanol. Have special meaning
die durch Oxo-Synthese hergestellten Alkohole, namentlich solche mit 5 bis 12 Kohlenstoffatomen. Für die Veresterung der Dicarbonsäuren kommen besonders Äther- oder Thioätheralkohole in Betracht (britische Patentschriften 664 052 und 668 663).the alcohols produced by oxo synthesis, namely those with 5 to 12 carbon atoms. For the Esterification of the dicarboxylic acids is particularly suitable for ether or thioether alcohols (British Patents 664 052 and 668 663).
Glycoläther leiten sich von Glycol oder Polyglycolen, vorzugsweise Polyalkylenglycolen, ab, in denen die Glycole selbst Äther- oder Thioätherbindungen haben und eine bzw. beide endständigen Hydroxylwasserstoffatome durch Substituenten mittels Verätherung ersetzt sind.Glycol ethers are derived from glycol or polyglycols, preferably polyalkylene glycols, in which the Glycols themselves have ether or thioether bonds and one or both terminal hydroxyl hydrogen atoms are replaced by substituents by means of etherification.
Formale werden durch die FormelFormal are given by the formula
A-OCH2-O-B, Polyformale durch die FormelA-OCH 2 -OB, polyformals by the formula
A-O(CH2O)8-BAO (CH 2 O) 8 -B
und komplexe Formale durch die Formel 20 and complex formals using Formula 20
A-O(CH2),- [C-0(CH11O)J,AO (CH 2 ), - [C-0 (CH 11 O) J,
dargestellt, worin A, B und C gleiche oder ungleiche organische Gruppen mit 1 bis 20 Kohlenstoffatomen und x, y und 2 eine ganze Zahl gleich oder größer als ι ist. In diesen Formeln können die Sauerstoffatom'e ganz oder teilweise durch Schwefelatome ersetzt sein.represented, wherein A, B and C identical or different organic groups with 1 to 20 carbon atoms and x, y and 2 is an integer equal to or greater than ι. In these formulas, all or some of the oxygen atoms can be replaced by sulfur atoms.
Komplexe Ester entstehen aus zwei oder mehrerenComplex esters arise from two or more
Verbindungen folgender Gruppen: Einwertige oder mehrwertige Alkohole, einbasische, zweibasische oder andere mehrbasische organische Säuren einschließlich Oxysäuren, Glycole oderPolyglycole, wobei wenigstens eine polyfunktionelle Säure und wenigstens ein polyfunktioneller Alkohol zur Reaktion gebracht werden.Compounds of the following groups: monohydric or polyhydric alcohols, monobasic, dibasic or other polybasic organic acids including oxyacids, glycols or polyglycols, with at least a polyfunctional acid and at least one polyfunctional alcohol are reacted.
Für vorhegende Erfindung besonders geeignete Vertreter der komplexen Ester haben folgende Struktur: Alkohol — zweibasische Säure — Polyglycol — zweibasische Säure — Alkohol —, wobei als Alkohol 2-Äthylhexanol oder Isooctanol, als zweibasische Säure Sebacin-, Adipin- oder Azelainsäure und als Polyglycol ein Polyäthylenglycol mit einem Molekulargewicht von etwa 200 in Betracht kommen.Representatives of the complex esters particularly suitable for the present invention have the following structure: Alcohol - dibasic acid - polyglycol - dibasic acid - alcohol - taking as alcohol 2-ethylhexanol or isooctanol, as dibasic acid sebacic, adipic or azelaic acid and as polyglycol a polyethylene glycol with a molecular weight of about 200 come into consideration.
Die erwähnten synthetischen Schmiermittel neigen, namentlich bei hoher Beanspruchung, zur Oxydation
und erhalten daher einen Zusatz von Oxydationsschutzmitteln von z. B. etwa 1 oder 2%. Als Oxydationsschutzmittel eignen sich z. B. zwei- und dreiwertige
Phenole, aromatische Nitroverbindungen, aromatische Amine, aromatische Aminsulfide wie Phenothiazin
(Thiodiphenylamin) oder schwefelhaltige cyclische Verbindungen wie Thiophene, ferner Thioalkohole,
phosphor- und schwefelhaltige organische Verbindungen wie Thiophosphate.
Das Schmiermittel muß den erforderlichen Schmierbedingungen genügen, u. a. die erforderliche Viskosität
und ein geeignetes Viskositätstemperaturverhalten, ferner einen günstigen Fließpunkt und Flammpunkt
aufweisen und auch bei hoher Belastung unter allen in Betracht kommenden Bedingungen wirksamschmieren;
dies gilt namentlich für Schmiermittel von Flugzeuggasturbinen. The synthetic lubricants mentioned have a tendency to oxidize, especially when exposed to heavy use. B. about 1 or 2%. Suitable anti-oxidants are, for. B. di- and trihydric phenols, aromatic nitro compounds, aromatic amines, aromatic amine sulfides such as phenothiazine (thiodiphenylamine) or sulfur-containing cyclic compounds such as thiophenes, also thioalcohols, phosphorus and sulfur-containing organic compounds such as thiophosphates.
The lubricant must meet the required lubrication conditions, including the required viscosity and a suitable viscosity temperature behavior, also have a favorable pour point and flash point and lubricate effectively under all relevant conditions even under high loads; this applies in particular to lubricants for aircraft gas turbines.
Synthetische Schmiermittel wurden bereits für Gasturbinen von Flugzeugen mit Erfolg benutzt. Im Laufe der Entwicklung entstand aber ein Bedürfnis nach Schmiermitteln von verschiedenem Viskositätsgrad unter Erhaltung oder Verbesserung anderer Eigenschaften. Komplexe Ester nach der britischen Patentschrift 687 346 mit einer kinematischen Viskosität von etwa 8 cSt bei 99° erwiesen sich als geeignet für die jetzigen Gasturbinen. Neuere Typen bedingen aber eine Viskosität von etwa 3 cSt bei 99° unter Erhaltung einer geeigneten Belastbarkeit und günstigen Viskositätstemperaturverhaltens bei den Betriebstemperaturen. Vorliegende Erfindung zielt darauf ab, die Belastbarkeit synthetischer Schmiermittel zu verbessern und diese auf die erforderliche Viskosität zu bringen, so daß diese für Gasturbinen benutzt werden können. Es wurde nun gefunden, daß synthetische Schmiermittel, insbesondere Diester oder Gemische derselben auf die erwünschte Viskosität, z. B. namentlich bei hohen Temperaturen, gebracht sowie gleichzeitig bezüglich des Viskositätstemperaturverhaltens und der Belastbarkeit dadurch verbessert werden, daß in den Schmiermittem geringe Mengen von einem oder mehreren löslichen halogen- und bzw. oder schwefelhaltigen Polymeren eingebracht werden. Die Zusatzmenge soll 10 Gewichtsprozent, bezogen auf das Gesamtgemisch, nicht übersteigen und vorzugsweise 0,01 bis 5 Gewichtsprozent, insbesondere 0,05 bis 3, und 0,1 bis 2 Gewichtsprozent, betragen. Nur solche Polymere sollen benutzt werden, die in den Schmiennitteln bei den erforderlichen Konzentrationen und unter den vorkommenden Betriebsbedingungen löslich sind.Synthetic lubricants have been used with success in aircraft gas turbines. In the course of however, development has created a need for lubricants of varying degrees of viscosity while maintaining or improving other properties. Complex esters according to the British patent specification 687 346 with a kinematic viscosity of about 8 cSt at 99 ° were found to be suitable for the current gas turbines. Newer types, however, require a viscosity of around 3 cSt at 99 ° with preservation a suitable load capacity and favorable viscosity temperature behavior at the operating temperatures. The present invention aims to improve resilience improve synthetic lubricants and bring them to the required viscosity, so that they can be used for gas turbines. It has now been found that synthetic lubricants, in particular diesters or mixtures thereof to the desired viscosity, e.g. B. in particular at high temperatures, brought at the same time with regard to the viscosity temperature behavior and the Resilience can be improved by the fact that small amounts of one or more in the lubricants soluble halogen and / or sulfur-containing polymers are introduced. The additional amount should not exceed 10 percent by weight, based on the total mixture, and preferably 0.01 to 5 percent by weight, in particular 0.05 to 3, and 0.1 to 2 percent by weight. Only such polymers should be used in the lubricants at the required concentrations and below occurring operating conditions are soluble.
Beispiele von Polymeren gemäß der Erfindung sind Haloprenkautschuk, wie Polychloropren, Polyvinyl- und Polyvmyhdenchlori.de undPolyvinylchloridacetat-Mischpolymere. Andere Verbindungen sind Polychlortrifluoräthylen- und Polyalkylensulfide, Polydichlorstyrol, Polychlorstyrol und Poly-2, 3-dichlorbutadien. Bevorzugt werden Polyvinylchlorid und Polychloropren. Examples of polymers according to the invention are haloprene rubber, such as polychloroprene, polyvinyl and Polyvmyhdenchlori.de and polyvinyl chloride acetate copolymers. Other compounds are polychlorotrifluoroethylene and polyalkylene sulfides, polydichlorostyrene, Polychlorostyrene and poly-2,3-dichlorobutadiene. Polyvinyl chloride and polychloroprene are preferred.
Die Polymere werden zweckmäßig in unvulkanisiertem Zustand angewandt, um die Auflösung in den Schmiermittem mit Sicherheit zu erreichen; sie können durch einfaches Einmischen in das Schmiermittel bei höherer Temperatur, vorzugsweise etwa 35 bis 1250, gelöst werden.The polymers are expediently used in the unvulcanized state in order to achieve dissolution in the lubricants with certainty; they may be prepared by simply mixing into the lubricant at a higher temperature, preferably about 35-125 0 dissolved.
Um die Verbesserung der Viskosität bei 99° und der Höchstbelastung (Prüfung in der SAE-Maschine) zu zeigen, wurden Diester und Gemische derselben mit komplexen Estern mit und ohne Zusatz der Polymeren geprüft und ■ die Ergebnisse in Tabelle I zusammengestellt. Dioctyladipat wurde für sich und nach Einbringen von ι Gewichtsprozent Polyvinylchlorid durch Auflösen geprüft; die Ergebnisse wurden mit Mischung A verglichen, die 3 Gewichtsprozent eines bekannten Belastungszusatzstoffes, nämlich Tricrexylphosphat, enthielt. Mischung A bestand aus 95 % Dioctylsebacat, 5 °/0 eines komplexen Esters aus Polyglycol — Sebacinsäure -—, Diäthylhexanol und Tricresylphosphat. Es *ao zeigte sich, daß 1% Polyvinylchlorid die Viskosität von Dioctyladipat von 2,4 auf 4,3 cSt bei 990 und die Höchstbelastbarkeit bis zu dem Wert der Vermischung A erhöhte.In order to show the improvement in the viscosity at 99 ° and the maximum load (test in the SAE machine), diesters and mixtures thereof with complex esters with and without the addition of the polymers were tested and the results were compiled in Table I. Dioctyl adipate was tested for itself and after introducing ι percent by weight of polyvinyl chloride by dissolving; the results were compared to Mixture A which contained 3 percent by weight of a known stress additive, namely tricrexyl phosphate. Mixture A consisted of 95% dioctyl sebacate, 5 ° / 0 of a complex ester of polyglycol - sebacic -, Diäthylhexanol and tricresyl phosphate. There * ao, it was found that 1% polyvinyl chloride up to the value of the mixing A increased the viscosity of dioctyl adipate of 2.4 to 4.3 cSt at 99 0 and the maximum load capacity.
Ähnlich wurde Dioctylsebacat durch Zusatz von 1 % Polyvinylchlorid dahin verbessert, daß sein VerhaltenSimilarly, dioctyl sebacate was improved in performance by the addition of 1% polyvinyl chloride
dem der Mischung B von 5 cSt bei 99° angeglichen wurde. Mischung B, gegenwärtig als Schmiermittel für Gasturbinen im Gebrauch, besteht aus 65 °/„ Dioctylsebacat und 35 % des für Mischung A benutzten Komplexesters. that of the mixture B of 5 cSt at 99 ° was adjusted. Mixture B, currently used as a lubricant for Gas turbines in use, consists of 65% dioctyl sebacate and 35% of the complex ester used for mixture A.
Ähnliche Verbesserungen wurden mit 0,5% Polychloropren erzielt.Similar improvements were made with 0.5% polychloroprene.
Mischung C bestand aus 40% Dioctylsebacat und 60% des für Mischung A benutzten Komplexesters.Mixture C consisted of 40% dioctyl sebacate and 60% of the complex ester used for Mixture A.
Entsprechende Prüfungen wurden auch durchgeführt, um das Viskositätstemperaturverhalten und die Viskosität bei 99°, verglichen mit der bei —400, festzustellen. Diese und andere Ergebnisse bringt Tabelle II zur Anschauung.Corresponding tests were also carried out to the viscosity-temperature behavior, and the viscosity at 99 ° compared to the -40 0 to determine. These and other results are shown in Table II.
EstermischungenEster mixtures
Chlorchlorine
0/ /0 Viskosität
in cSt bei 990 0 / / 0 viscosity
in cSt at 99 0
SAE-Höchstbelastung, lbs. (1000 U/min, Verhältnis 3,4:1)SAE Maximum Load, lbs. (1000 rpm, ratio 3.4: 1)
D. 0. A.1) D. 0. A. 1 )
1S D. O.A. + i%P.V.C.2)
Mischung A 1S DOA + i% PVC 2 )
Mixture A
D. O. S. 3) DOS 3 )
D.O. S. + i% RV. C.
Mischung B DOS + i% RV. C.
Mixture B
D. O. S D. O. S
D. O. S. + 0,5 % P. C. Γ
-Mischung A DOS + 0.5% PC Γ
-Mixture A
a„ Mischung C a "Mixture C
Mischung C + 3 % P. C. P.Mixture C + 3% P. C. P.
keinno
0,56 kein0.56 none
kein 0,56 keinno 0.56 no
kein 0,18 keinno 0.18 no
kein 0,12 2,4 4,3 3,6 none 0.12 2.4 4.3 3.6
3,2
5,o
5,o3.2
5, o
5, o
3,2
3,5
3,63.2
3.5
3.6
7,5
8,1 7.5
8.1
85 125 12585 125 125
110110
X45 140 X 45 140
110 200 125 110 200 125
145 175145 175
1J D. O. A. = Dioctyladipat. 2) P. V. C. = Polyvinylchlorid. 3) D. O. S. = Dioctylsebacat. 4) P. C. P. = Polychloropren 1 J DOA = dioctyl adipate. 2 ) PVC = polyvinyl chloride. 3 ) DOS = dioctyl sebacate. 4 ) PCP = polychloroprene
EsterffiischungEster mixture
Kinematische Viskosität cSt bei 99 ° I —40° ASTM.-Neigung Kinematic viscosity cSt at 99 ° 1-40 ° ASTM slope
Fließpunkt 0CPour point 0 C
D. O.A.1) D. O.A.1)
D. O.A. + 1% RV. C.3) .
D. O. A. + 0,75% RV.C.
Mischung A DOA + 1% RV. C. 3 ).
DOA + 0.75% RV.C.
Mixture A
D. O. S.2)+ 0,5% R C. RDOS 2 ) + 0.5% R C. R
Mischung CMixture C
Mischung C + 0,3 % P. C. P.4)Mixture C + 0.3% PCP 4 )
2,40 4,26 3,66 3,6o2.40 4.26 3.66 3.6o
3,52 7,92 865
2,440
1,060
1,9003.52 7.92 865
2,440
1.060
1,900
1,600
12,800
14,2001,600
12,800
14.200
0,76 0,67 0,67 0,690.76 0.67 0.67 0.69
0,69 o,59 o,590.69 o, 59 o, 59
') D.O.A. = Dioctyladipat. B) D.O.S. = Dioctylsebacat. 3) P.V.C. = Polyvinylchlorid. 4) P.C.P. = Polychloropren.') DOA = dioctyl adipate. B ) DOS = dioctyl sebacate. 3 ) PVC = polyvinyl chloride. 4 ) PCP = polychloroprene.
Claims (3)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB29922/53A GB763611A (en) | 1953-10-29 | 1953-10-29 | Improvements in or relating to synthetic lubricating compositions |
Publications (1)
Publication Number | Publication Date |
---|---|
DE961382C true DE961382C (en) | 1957-04-04 |
Family
ID=10299377
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
DEST8938A Expired DE961382C (en) | 1953-10-29 | 1954-10-27 | Synthetic lubricant |
Country Status (4)
Country | Link |
---|---|
DE (1) | DE961382C (en) |
FR (1) | FR1111016A (en) |
GB (1) | GB763611A (en) |
NL (1) | NL92061C (en) |
-
0
- NL NL92061D patent/NL92061C/xx active
-
1953
- 1953-10-29 GB GB29922/53A patent/GB763611A/en not_active Expired
-
1954
- 1954-10-27 DE DEST8938A patent/DE961382C/en not_active Expired
- 1954-10-28 FR FR1111016D patent/FR1111016A/en not_active Expired
Also Published As
Publication number | Publication date |
---|---|
FR1111016A (en) | 1956-02-21 |
GB763611A (en) | 1956-12-12 |
NL92061C (en) |
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