WO1999055807A1 - Lubrifiants contenant des colorants coumariniques - Google Patents

Lubrifiants contenant des colorants coumariniques Download PDF

Info

Publication number
WO1999055807A1
WO1999055807A1 PCT/EP1999/002626 EP9902626W WO9955807A1 WO 1999055807 A1 WO1999055807 A1 WO 1999055807A1 EP 9902626 W EP9902626 W EP 9902626W WO 9955807 A1 WO9955807 A1 WO 9955807A1
Authority
WO
WIPO (PCT)
Prior art keywords
lubricant
coumarin dye
coumarin
lubricants
dye
Prior art date
Application number
PCT/EP1999/002626
Other languages
German (de)
English (en)
Inventor
Stephan Michaelis
Karin Hansmann
Rolf Richter
Original Assignee
Bayer Aktiengesellschaft
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 Aktiengesellschaft filed Critical Bayer Aktiengesellschaft
Priority to AU38188/99A priority Critical patent/AU3818899A/en
Publication of WO1999055807A1 publication Critical patent/WO1999055807A1/fr

Links

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
    • C10M171/00—Lubricating compositions characterised by purely physical criteria, e.g. containing as base-material, thickener or additive, ingredients which are characterised exclusively by their numerically specified physical properties, i.e. containing ingredients which are physically well-defined but for which the chemical nature is either unspecified or only very vaguely indicated
    • C10M171/007—Coloured or dyes-containing lubricant compositions

Definitions

  • the invention relates to lubricants containing coumarin dyes, a process for their preparation and their use as hydraulic oils or lubricants in
  • R ⁇ and R 2 independently of one another are C ] -C -alkyl, in particular methyl and ethyl, 2 -
  • R 3 to R 6 independently of one another are H, C 1 -C 4 -alkyl, in particular CH 3 and tert-butyl, halogen, in particular Cl, sulfonamide, in particular -SO 2 NH 2 and -SO 2 N (CH 3 ) 2 , C r C 4 alkylsulfonyl, in particular -SO C 2 H 5 , C -C -cycloalkyl, in particular cyclohexyl or Cg-Cio-aryl, in particular phenyl,
  • R7 or CN means and
  • X stands for O or S.
  • Very particularly preferred coumarin dyes of the formula (I) are those which correspond to the formula (II)
  • R 4 represents Cl or SO 2 NH 2 .
  • Natural or refined mineral oils, synthetic hydrocarbons, alkylbenzenes, polyalphaolefins, polyalkylene glycols and polyesters are preferably used as lubricants.
  • Lubricants with a viscosity of 5 to 200, in particular 10 to 100 cSt, at 40 ° C. are preferably used. It is preferred to use the coumarin dye in an amount of 0.0001 to 0.1%, preferably 0.001 to 0.03%, based on the lubricant.
  • the invention further relates to a process for the preparation of the lubricants according to the invention, characterized in that a coumarin dye, if appropriate in the presence of suitable organic solvents, is introduced into the lubricant and then the optionally used organic solvent is removed from the lubricant, preferably thermally, in particular by distillation.
  • a possible solvent is preferably an oil-compatible and easily distilled off solvent, in which the
  • Coumarin dye is soluble at the same time.
  • Aromatic hydrocarbons such as toluene or xylene can be mentioned as possible organic solvents.
  • the coumarin dye is introduced into the lubricant as such or in dissolved form at a temperature of 15 ° C. to 220 ° C., in particular at -20 to 150 ° C., preferably by stirring.
  • the invention further relates to the use of the lubricant containing coumarin dye as hydraulic oil, for example as a brake fluid or for incorporation in cooling fluids.
  • Possible cooling liquids in this connection are, for example, fluorocarbons, chlorofluorocarbons and methane, ethane, propane, butane or pentane and their halogen and ether derivatives and their mixtures and also mixtures of fluorocarbons and chlorofluorocarbons as well as carbon dioxide and ammonia.
  • the lubricant according to the invention is preferably used in hydraulic oils, in particular those made from natural or synthetic mineral oils.
  • Lubricant according to the invention used in this way has the advantage that leaks in daylight or when illuminated with a lamp which emits at a wavelength between 380 and 500 nm can be identified by a greenish-yellow to orange fluorescence.
  • the advantages mentioned at the beginning are to be mentioned. - 4 -
  • refined mineral oil with different viscosities was colored with this dye.
  • the following refined mineral oils were colored:
  • Viscosity 15 cSt, measured at 40 ° C (Rando® HDZ 15 from Texaco)

Landscapes

  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Organic Chemistry (AREA)
  • Lubricants (AREA)

Abstract

On a découvert que des lubrifiants contenant des colorants coumariniques, destinés notamment à être utilisés comme huiles hydrauliques ou bien à être introduits dans des liquides de refroidissement, convenaient remarquablement pour révéler ou détecter des fuites dans des systèmes hydrauliques ou des systèmes de refroidissement correspondants.
PCT/EP1999/002626 1998-04-29 1999-04-19 Lubrifiants contenant des colorants coumariniques WO1999055807A1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
AU38188/99A AU3818899A (en) 1998-04-29 1999-04-19 Lubricants containing coumarin dyes

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE19819020.4 1998-04-29
DE1998119020 DE19819020A1 (de) 1998-04-29 1998-04-29 Cumarinfarbstoffe enthaltende Schmiermittel

Publications (1)

Publication Number Publication Date
WO1999055807A1 true WO1999055807A1 (fr) 1999-11-04

Family

ID=7866080

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/EP1999/002626 WO1999055807A1 (fr) 1998-04-29 1999-04-19 Lubrifiants contenant des colorants coumariniques

Country Status (3)

Country Link
AU (1) AU3818899A (fr)
DE (1) DE19819020A1 (fr)
WO (1) WO1999055807A1 (fr)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6132636A (en) * 1998-10-23 2000-10-17 Allied Signal Inc Leak-detecting refrigerant compositions containing oxazolyl-coumarin dyes
JP5972640B2 (ja) 2012-03-30 2016-08-17 出光興産株式会社 冷凍機用潤滑油組成物

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB780622A (en) * 1954-06-24 1957-08-07 Gen Electric Improvements in the stabilization of organo-siloxanes
EP0046250A1 (fr) * 1980-08-20 1982-02-24 Bayer Ag Préparation tinctoriale et son utilisation comme couleur d'avertissement et de signalisation
US5681984A (en) * 1996-07-22 1997-10-28 Bright Solutions, Inc. Leak detection in heating, ventilating, refrigeration, and air conditioning systems utilizing adsorptive materials

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB780622A (en) * 1954-06-24 1957-08-07 Gen Electric Improvements in the stabilization of organo-siloxanes
EP0046250A1 (fr) * 1980-08-20 1982-02-24 Bayer Ag Préparation tinctoriale et son utilisation comme couleur d'avertissement et de signalisation
US5681984A (en) * 1996-07-22 1997-10-28 Bright Solutions, Inc. Leak detection in heating, ventilating, refrigeration, and air conditioning systems utilizing adsorptive materials

Also Published As

Publication number Publication date
AU3818899A (en) 1999-11-16
DE19819020A1 (de) 1999-11-04

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