DE3010669A1 - Tri:aryl phosphate hydraulic fluids stabilised to hydrolysis - by addn. of carbodiimide(s) - Google Patents

Tri:aryl phosphate hydraulic fluids stabilised to hydrolysis - by addn. of carbodiimide(s)

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Publication number
DE3010669A1
DE3010669A1 DE19803010669 DE3010669A DE3010669A1 DE 3010669 A1 DE3010669 A1 DE 3010669A1 DE 19803010669 DE19803010669 DE 19803010669 DE 3010669 A DE3010669 A DE 3010669A DE 3010669 A1 DE3010669 A1 DE 3010669A1
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Germany
Prior art keywords
carbodiimide
phosphoric acid
hydrolysis
esters
carbodiimides
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.)
Granted
Application number
DE19803010669
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German (de)
Other versions
DE3010669C2 (en
Inventor
Jürgen Dr. 2000 Hamburg Hübner
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Mobil Oil AG
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Mobil Oil AG
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Filing date
Publication date
Application filed by Mobil Oil AG filed Critical Mobil Oil AG
Priority to DE3010669A priority Critical patent/DE3010669C2/en
Publication of DE3010669A1 publication Critical patent/DE3010669A1/en
Application granted granted Critical
Publication of DE3010669C2 publication Critical patent/DE3010669C2/en
Expired legal-status Critical Current

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Classifications

    • 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
    • C10M169/00—Lubricating compositions characterised by containing as components a mixture of at least two types of ingredient selected from base-materials, thickeners or additives, covered by the preceding groups, each of these compounds being essential
    • C10M169/04—Mixtures of base-materials and additives
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M105/00—Lubricating compositions characterised by the base-material being a non-macromolecular organic compound
    • C10M105/74—Lubricating compositions characterised by the base-material being a non-macromolecular organic compound containing phosphorus
    • 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
    • C10M133/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen
    • C10M133/02—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen having a carbon chain of less than 30 atoms
    • C10M133/24—Nitriles
    • 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
    • C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2215/16—Nitriles
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2223/00—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
    • C10M2223/003—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions used as base material
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2223/00—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
    • C10M2223/02—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having no phosphorus-to-carbon bonds
    • C10M2223/023—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having no phosphorus-to-carbon bonds used as base material
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2223/00—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
    • C10M2223/02—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having no phosphorus-to-carbon bonds
    • C10M2223/04—Phosphate esters
    • C10M2223/0405—Phosphate esters used as base material
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2223/00—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
    • C10M2223/02—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having no phosphorus-to-carbon bonds
    • C10M2223/049—Phosphite
    • C10M2223/0495—Phosphite used as base material
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2223/00—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
    • C10M2223/06—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having phosphorus-to-carbon bonds
    • C10M2223/0603—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having phosphorus-to-carbon bonds used as base material
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2223/00—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
    • C10M2223/08—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having phosphorus-to-nitrogen bonds
    • C10M2223/083—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having phosphorus-to-nitrogen bonds used as base material
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2223/00—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
    • C10M2223/10—Phosphatides, e.g. lecithin, cephalin
    • C10M2223/103—Phosphatides, e.g. lecithin, cephalin used as base material

Abstract

A low-flammability liq. for use in hydraulic systems is based on one or more triaryl phosphate esters, and also contains (A) a carbodiimide (pref. 0.001-0.5%) as hydrolysis inhibitor, esp. N,N'-dicyclohexyl-carbodiimide, N,N'-diisopropylcarbodiimide, or N,N'-bis(4-nitrophenyl)carbodiimide; and (B) other additives, including antioxidants, foam inhibitors, corrosion inhibitors, other hydrolysis inhibitors, etc. The tested aliphatic and cycloaliphatic carbodiimides were more effective than the tested aromatic carbodiimides. The carbodiimides are effective by reacting with traces of acidic partial esters of phosphoric acid, yielding urea derivs. and higher mol.wt. neutral esters. Thus acid is removed from the liq., and its catalytic effect on hydrolysis is lost. Used esp. in hydraulic systems of turbines and of diecasting-, continuous casting-, and pressing-plant. For the first time, synthetic low-viscosity trialkyl phosphate esters (viscosity class 150 VG 22) can be made to satisfy the BBC specification on hydrolytic stability (neutralisation number in test after earth treatment is 0.20 mg KOH/g max.). The hydrolytic stability of high-viscosity phosphate esters also is clearly improved.

Description

Schwer entflammbare Flüssigkeit. Flame retardant liquid.

Die Erfindung bezieht sich auf schwer entflammbare Flüssigkeiten, welche auf Phosphorsäure-triarylestern basieren. Die Erfindung bezieht sich insbesondere auf eine schwer entflammbare Flüssigkeit, die auf Phosphorsäure-triarylestern basiert und einen Hydrolyseinhibitor enthält. The invention relates to flame-retardant liquids, which are based on phosphoric acid triaryl esters. The invention particularly relates to on a flame-retardant liquid based on phosphoric acid triaryl esters and contains a hydrolysis inhibitor.

Hydraulikflüssigkeiten auf der Basis von Phosphorsäureestern werden seit einiger Zeit verwendet. Sie haben hierfür geeignete Eigenschaften, insbesondere sind sie schwer entflammbar, so daß sie vor allem in Systemen mit geschlossenen Hydraulikkreisläufen verwendet werden, beispielsweise in Hydrauliksystemen von Turbinen und von Druckguß-> Strangguß- und Pressenanlagen. Der Einsatz von derartigen Flüssigkeiten wird beispielsweise in den US-PS 3 468 802 und US-PS 3 723 315 beschrieben. Hydraulic fluids based on phosphoric acid esters are used used for some time. They have suitable properties for this, in particular they are flame retardant, so they are especially useful in closed systems Hydraulic circuits are used, for example in hydraulic systems of turbines and from Die casting-> Continuous casting and press systems. The use such fluids are disclosed, for example, in US Pat. No. 3,468,802 and US Pat 3 723 315.

Obgleich derartige Flüssigkeiten schwer entflammbar und auch thermisch relativ stabil sind, können sie in bestimmten Anwendungsfällen gegenüber Hydrolyse unzureichend widerstandsfähig sein. Although such liquids are flame retardant and also thermally are relatively stable, they can in certain applications with respect to hydrolysis be insufficiently resilient.

Der Erfindung liegt nun die Aufgabe zugrunde, eine schwer entflammbare Flüssigkeit zu entwickeln, die gegenüber bekannten in Hydrauliksystemen verwendeten Flüssigkeiten verbesserte Eigenschaften aufweist, und zwar insbesondere im Hinblick auf die Hydrolysestabilität. The invention is now based on the object of a flame retardant Develop fluid versus known ones used in hydraulic systems Liquids has improved properties, especially with regard to on the hydrolytic stability.

Dies wird durch eine schwer entflammbare Flüssigeinem keit erreicht, welche auf/ Phosphorsäure-triarylester oder einem Gemisch von Phosphorsäure-triarylestern basiert und gekennzeichnet ist durch Carbodiimide, vorzugsweise 0,001 bis 0,5 % eines Carbodiimides, insbesondere N,N'-Dicyclohexyl-carbodiimid, N,N'-Diisopropyl-carbodiimid, oder N,N'-Bis(4-nitrophenyl)-carbodiimid, als Hydrolyseinhibitor und durch andere Additive (Antioxidantien, Schauminhibitoren, Korrosionsinhibitoren, weitere Hydrolyseinhibitoren und dgl.).This is achieved by using a flame-retardant liquid, which on / phosphoric acid triaryl ester or a mixture of phosphoric acid triaryl esters is based and characterized by carbodiimides, preferably 0.001 to 0.5% of a carbodiimide, in particular N, N'-dicyclohexyl-carbodiimide, N, N'-diisopropyl-carbodiimide, or N, N'-bis (4-nitrophenyl) carbodiimide, as a hydrolysis inhibitor and by others Additives (antioxidants, foam inhibitors, corrosion inhibitors, other hydrolysis inhibitors and the like).

Die Hydrolysestabilität eines Produktes auf der Basis von Phosphorsäure-triarylestern wird zunächst durch die chemische Struktur sowie durch die Herstellungsbedingungen und die Reinigung und Behandlung der Grundflüssigkeit beeinflußt Es zeigt sich, daß die Hydrolysestabilität von Produkten auf der Basis von Phosphorsäure-triarylestern durch Zusatz eines Carbodiimides ganz erheblich verbessert werden kann. The hydrolytic stability of a product based on phosphoric acid triaryl esters is initially determined by the chemical structure and the manufacturing conditions and affects the purification and treatment of the base fluid It turns out that the hydrolytic stability of products based on phosphoric acid triaryl esters can be improved quite considerably by adding a carbodiimide.

Die hinsichtlich der Hydrolysestabilität im BBC-Hydrolysetest (BBC ZLC 2-5-40) erzielten Verbesserungen sind in der Tabelle zusammengefaßt. In terms of hydrolytic stability in the BBC hydrolysis test (BBC ZLC 2-5-40) achieved improvements are summarized in the table.

Die Hydrolyse von Phosphorsäureestern wird durch Spuren saurer Produkte, insbesondere durch saure Phosphorsäurepartialester (sekundäre Phosphorsäureester), beschleunigt. The hydrolysis of phosphoric acid esters is caused by traces of acidic products, in particular through acidic phosphoric acid partial esters (secondary phosphoric acid esters), accelerated.

Carbodiimide reagieren mit diesen sauren Phosphorsäurepartialestern zu Ilarnstoffderivaten und neutralen höhermolekularen Phosphorsäureestern und entfernen sie damit aus der Flüssigkeit. Carbodiimide unterdrücken so außerordentlich wirksam die Hydrolyse. Carbodiimides react with these acidic phosphoric acid partial esters to ilarnea derivatives and neutral higher molecular weight phosphoric acid esters and remove it out of the liquid. Carbodiimides are extremely effective in suppressing this the hydrolysis.

Niedrigviskose Phosphorsäure-triarylester zeigen (wegen des unvermeidlich höheren Gehaltes an Triphenylphosphorsäureester und ähnlichen Verbindungen mit nicht substituierter Phenylgruppe) eine schlechte Hydrolysestabilität. Bisher waren z.B. keine synthetischen Phosphorsäureester der Viskositätsklasse ISO VG 22 verfügbar, die der BBC-Spezifikation hinsichtlich der Hydrolysestabilität (NZ-Anstieg im Test mit vorheriger Erdebehandlung max. Low-viscosity phosphoric acid triaryl esters show (because of the inevitable higher content of triphenylphosphoric acid ester and similar compounds with no substituted phenyl group) has poor hydrolytic stability. So far, e.g. no synthetic phosphoric acid esters of viscosity class ISO VG 22 available, that of the BBC specification with regard to hydrolytic stability (NZ increase in the test with previous earth treatment max.

0,20 mq KOH/g) genügten. Durch die Verwendung von Carbodiimiden können auch niedrigviskose Phosphorsäureester den BBC-Hydrolysetest ohne Schtrerigkeiten bestehen. auch Darüber hinaus führt die Inhibierung mit Carbodiimiden / bei höherviskosen Phosphorsäureestern zu einer deutlich besseren Hydrolysestabilität.0.20 mq KOH / g) were sufficient. By using carbodiimides you can Even low-viscosity phosphoric acid esters pass the BBC hydrolysis test without any damage exist. In addition, the inhibition with carbodiimides / leads to higher viscosity Phosphoric acid esters for a significantly better hydrolytic stability.

Die Versuchsergebnisse zeigen, daß die geprüften aliphatischen bzw. cycloaliphatischen Carbodiimide wesentlich wirksamer als das untersuchte aromatische Carbodiimid sind. The test results show that the tested aliphatic or cycloaliphatic carbodiimides are much more effective than the aromatic investigated Are carbodiimide.

Tabelle BBC RYDROLYSETEST (BBC ZLC 2-5-40) (50 g Flüssigkeit, 50 g Wasser, 96 Stunden, 100°C) Tests ohne Erdebehandlung Neutralisationszahl (DIN 51 558) vor dem Test nach dem Test Anstieg mg KOH/g mg KOH/g # mg KOH/g Phosphorsäureester A 0.08 5.2 5.1 Phosphorsäureester A + 0.20 % N,N'-Dicyclohexyl-carbodiimid 0.08 0.19 0.11 0.21 0.13 0.17 0.09 Phosphorsäureester A + 0.05 % N,N'-Dicyclohexyl-carbodiimid 0.08 0.19 0.11 Phosphorsäureester A + 0.02 % N,N'-Dicyclohexyl-carbodiimid 0.08 1.0 0.9 Phosphorsäureester A + 0.01 % N,N'-Dicyclohexyl-carbodiimid 0.08 1.5 1.4 Phosphorsäureester A + 0.20 % N,N'-Diisopropyl-carbodiimid 0.08 0.29 0.21 Phosphorsäureester A + 0.05 % N,N'-Diisopropyl-carbodiimid 0.08 0.21 0.13 Phosphorsäureester A + 0.20 % N,N'-Bis(4-nitrophenyl)-carbodiimid 0.08 3.1 3.0 0.11 8.2 8.1 Phosphorsäureester B Phosphorsäureester B + 0.20 % N,N'-Dicyclohexyl-carbodiimid 0.11 0.27 0.16 Phosphorsäureester C 0.01 4.7 4.7 Phosphorsäureester C + 0.10 % N,N'-Dicyclohexyl-ca 0.01 0.12 0.11 Phosphorsäureester C + 0.10 % N,N'-Diisopropyl-car 0.01 0.37 0.36 Phosphorsäureester C + 0.10 % N,N'-Bis(4-nitrophen carbodiimid 0.01 3.9 3.9 < 0.01 0.99 0.99 Phosphorsäureester D Phosphorsäureester D + 0.20 % N,N'-Dicyclohexyl-carbodiimid < 0.01 0.16 0.16 ... / Forts.Table BBC RYDROLYSETEST (BBC ZLC 2-5-40) (50 g liquid, 50 g Water, 96 hours, 100 ° C) Tests without soil treatment Neutralization number (DIN 51 558) before the test after the test increase mg KOH / g mg KOH / g # mg KOH / g phosphoric acid ester A 0.08 5.2 5.1 Phosphoric acid ester A + 0.20% N, N'-dicyclohexyl-carbodiimide 0.08 0.19 0.11 0.21 0.13 0.17 0.09 Phosphoric acid ester A + 0.05% N, N'-dicyclohexyl-carbodiimide 0.08 0.19 0.11 phosphoric acid ester A + 0.02% N, N'-dicyclohexyl-carbodiimide 0.08 1.0 0.9 Phosphoric acid ester A + 0.01% N, N'-dicyclohexyl-carbodiimide 0.08 1.5 1.4 Phosphoric acid ester A + 0.20% N, N'-diisopropyl-carbodiimide 0.08 0.29 0.21 phosphoric acid ester A + 0.05% N, N'-diisopropyl-carbodiimide 0.08 0.21 0.13 phosphoric acid ester A + 0.20 % N, N'-bis (4-nitrophenyl) -carbodiimide 0.08 3.1 3.0 0.11 8.2 8.1 Phosphoric acid ester B phosphoric acid ester B + 0.20% N, N'-dicyclohexyl-carbodiimide 0.11 0.27 0.16 phosphoric acid ester C 0.01 4.7 4.7 phosphoric acid ester C + 0.10% N, N'-dicyclohexyl-ca 0.01 0.12 0.11 Phosphoric acid ester C + 0.10% N, N'-diisopropyl-car 0.01 0.37 0.36 phosphoric acid ester C + 0.10% N, N'-bis (4-nitrophen carbodiimide 0.01 3.9 3.9 <0.01 0.99 0.99 phosphoric acid ester D phosphoric acid ester D + 0.20% N, N'-dicyclohexyl-carbodiimide <0.01 0.16 0.16 ... / cont.

(Fortsetzung) Tests mit vorheringer Erdebehandlung Neutralisationszahl (DIN 51 558) vor dem Test nach dem Test Anstieg mg KOH/g mg KOH/g # mg KOH/g Phosphorsäureester B 0.11 3.0 2.9 Phosphorsäureester B + 0.20 % N,N'-Dicyclohexyl-carbodiimid 0.11 0.11 < 0.01 Phosphorsäureester A = Phosphorsäure-triarylester-Gemisch - ( 38 cSt/40°C ) Phosphorsäureester B = " - ( 22 cSt/40°C ) Phosphorsäureester C = " - ( 43 cSt/40°C ) Phosphorsäureester D = " - ( 43 cSt/40°C ) (Continued) Tests with previous soil treatment, neutralization number (DIN 51 558) before the test after the test increase mg KOH / g mg KOH / g # mg KOH / g phosphoric acid ester B 0.11 3.0 2.9 phosphoric acid ester B + 0.20% N, N'-dicyclohexyl-carbodiimide 0.11 0.11 <0.01 phosphoric acid ester A = phosphoric acid triaryl ester mixture - (38 cSt / 40 ° C) phosphoric acid ester B = "- (22 cSt / 40 ° C) phosphoric acid ester C =" - (43 cSt / 40 ° C) phosphoric acid ester D = "- (43 cSt / 40 ° C)

Claims (1)

Patentanspruch einem Schwer entflammbare FlUssigkeit, die auf1 Phosphorsäure-triarylester oder einem Gemisch von Phosphorsäuretriarylestern basiert und einen Hydrolyseinhibitor enthält, gekennzeichnet durch Carbodiimide, vorzugsweise °,°°1 bis 0,5 % eines Carbodiimides, insbesondere N,N'- Dicyclohexyl-carbodiimid, N,N'-Diisopropyl-carbodiimid, oder N,N'-Bis(4-nitrophenyl)-carbodiimid, als Hydrolyseinhibitor und durch andere Additive (Antioxidantien, Schauminhibitoren, Korrosionsinhibitoren, weitere Hydrolyseinhibitoren und dgl.). Claim a flame-retardant liquid based on 1 phosphoric acid triaryl ester or a mixture of phosphoric acid triaryl esters and a hydrolysis inhibitor contains, characterized by carbodiimides, preferably 1 to 0.5% of a carbodiimide, in particular N, N'-dicyclohexyl-carbodiimide, N, N'-diisopropyl-carbodiimide, or N, N'-bis (4-nitrophenyl) -carbodiimide, as a hydrolysis inhibitor and by other additives (Antioxidants, foam inhibitors, corrosion inhibitors, other hydrolysis inhibitors and the like).
DE3010669A 1980-03-20 1980-03-20 Flame retardant liquid Expired DE3010669C2 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
DE3010669A DE3010669C2 (en) 1980-03-20 1980-03-20 Flame retardant liquid

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE3010669A DE3010669C2 (en) 1980-03-20 1980-03-20 Flame retardant liquid

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DE3010669A1 true DE3010669A1 (en) 1981-09-24
DE3010669C2 DE3010669C2 (en) 1986-02-20

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Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3855365A (en) * 1972-06-27 1974-12-17 Stauffer Chemical Co Halobenzylphenyl phosphates
DE2505189A1 (en) * 1974-02-11 1975-08-14 Stauffer Chemical Co HYDRAULIC LIQUID
US3933663A (en) * 1972-10-02 1976-01-20 Sun Ventures, Inc. Tertiary diamide as swelling agent for elastomeric seal
US3933669A (en) * 1973-10-15 1976-01-20 Monsanto Company Functional fluid compositions

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3855365A (en) * 1972-06-27 1974-12-17 Stauffer Chemical Co Halobenzylphenyl phosphates
US3933663A (en) * 1972-10-02 1976-01-20 Sun Ventures, Inc. Tertiary diamide as swelling agent for elastomeric seal
US3933669A (en) * 1973-10-15 1976-01-20 Monsanto Company Functional fluid compositions
DE2505189A1 (en) * 1974-02-11 1975-08-14 Stauffer Chemical Co HYDRAULIC LIQUID

Also Published As

Publication number Publication date
DE3010669C2 (en) 1986-02-20

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