Classifications

• • C—CHEMISTRY; METALLURGY
  • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
  • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
  • C11D7/00—Compositions of detergents based essentially on non-surface-active compounds
  • C11D7/22—Organic compounds
  • C11D7/26—Organic compounds containing oxygen
  • C11D7/261—Alcohols; Phenols
• • C—CHEMISTRY; METALLURGY
  • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
  • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
  • C11D7/00—Compositions of detergents based essentially on non-surface-active compounds
  • C11D7/50—Solvents
  • C11D7/5004—Organic solvents
  • C11D7/5018—Halogenated solvents
• • C—CHEMISTRY; METALLURGY
  • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
  • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
  • C11D7/00—Compositions of detergents based essentially on non-surface-active compounds
  • C11D7/50—Solvents
  • C11D7/5036—Azeotropic mixtures containing halogenated solvents
  • C11D7/504—Azeotropic mixtures containing halogenated solvents all solvents being halogenated hydrocarbons
  • C11D7/5063—Halogenated hydrocarbons containing heteroatoms, e.g. fluoro alcohols
• • C—CHEMISTRY; METALLURGY
  • C23—COATING METALLIC MATERIAL; COATING MATERIAL WITH METALLIC MATERIAL; CHEMICAL SURFACE TREATMENT; DIFFUSION TREATMENT OF METALLIC MATERIAL; COATING BY VACUUM EVAPORATION, BY SPUTTERING, BY ION IMPLANTATION OR BY CHEMICAL VAPOUR DEPOSITION, IN GENERAL; INHIBITING CORROSION OF METALLIC MATERIAL OR INCRUSTATION IN GENERAL
  • C23G—CLEANING OR DE-GREASING OF METALLIC MATERIAL BY CHEMICAL METHODS OTHER THAN ELECTROLYSIS
  • C23G5/00—Cleaning or de-greasing metallic material by other methods; Apparatus for cleaning or de-greasing metallic material with organic solvents
  • C23G5/02—Cleaning or de-greasing metallic material by other methods; Apparatus for cleaning or de-greasing metallic material with organic solvents using organic solvents
  • C23G5/032—Cleaning or de-greasing metallic material by other methods; Apparatus for cleaning or de-greasing metallic material with organic solvents using organic solvents containing oxygen-containing compounds
• • C—CHEMISTRY; METALLURGY
  • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
  • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
  • C11D7/00—Compositions of detergents based essentially on non-surface-active compounds
  • C11D7/22—Organic compounds
  • C11D7/28—Organic compounds containing halogen

Definitions

• the invention relates to compositions comprising a fluorinated ether in combination with an alcohol and the uses of these compositions, in particular as a cleaning agent.
• CFCs Fully halogenated chlorofluorinated hydrocarbons
• CFC-113 1,1,2-trichloro-1,2,2-trifluoroethane
• CFC-113 1,1,2-trichloro-1,2,2-trifluoroethane
• CFC-113 is most often combined with other organic solvents, preferably in the form of azeotropic or pseudo-azeotropic compositions which have substantially the same composition in the vapor phase and in the liquid phase and which can thus be easily used at reflux.
• compositions based on CFC-113 are also conventionally used code desiccant agent, in order to remove the water adsorbed on the surface of delicate parts.
• CFC-113 like other fully halogenated chlorofluoroalkanes, is today suspected of causing environmental problems, on the one hand in the context of the destruction of the stratospheric ozone layer and on the other hand, as part of the warming of the atmosphere (greenhouse effect).
• ODP ozone-depleting potential
• GWP global warming potential
• the ODP for CFC-113 varies from 0.8 to 0.9 and its GWP from 1.3 to 1.4. Consequently, there is currently an urgent need to find new solvent compositions which do not have a harmful influence on the ozone layer.
• patent application EP-A-0450855 proposes to use in solvent cleaning operations compositions comprising fluorinated ethers with low molecular weight and with a boiling point of about 20 to about 120 ° C.
• the azeotropic mixtures 1-methoxy-1,1,2-trifluoro-2-chloro-ethane / methanol, methoxytetrafluoroethane / methanol and ethoxytetrafluoroethane / methanol are disclosed.
• US-A-5,023,010 discloses azeotropic mixtures of 1,1,1,2,3,3-hexafluoro-3-methoxypropane with methanol, isopropanol or n-propanol.
• One of the objects of the present invention is to provide other compositions, optionally forming azeotropes or pseudo-azeotropes, which are particularly effective when they are used as a cleaning agent in solvent cleaning processes.
• the invention also relates to such compositions having properties particularly suitable for cleaning printed circuit boards.
• Another object of the invention is to provide such compositions having a zero ODP and a particularly low GWP, compositions which can therefore be used in replacement of solvents based on completely halogenated chlorofluoroalkanes.
• the present invention relates to compositions comprising difluoromethoxy-2,2,2-trifluoroethane and at least one alcohol.
• the alcohol is a lower alcohol, such as methanol, ethanol, propanol and isopropanol.
• the alcohol is chosen from methanol, ethanol and isopropanol.
• the alcohol is methanol or ethanol.
• Difluoromethoxy-2,2,2-trifluoroethane can be obtained by any means, in particular by reaction between trifluoroethanol and the chlorodifluoromethane code described in patent US Pat. No. 3,761,524.
• the difluoromethoxy-2,2,2-trifluoroethane and alcohol contents in the compositions according to the invention can vary within wide limits depending on the intended use.
• compositions according to the invention contain at least 75% by weight of difluoromethoxy-2,2,2-trifluoroethane. They advantageously contain at least 85% by weight thereof. In a particularly preferred manner, they contain at least 90% thereof. They can contain up to 99.995% by weight. Most often, they contain at most 99.9% by weight, preferably at most 99.5% by weight.
• compositions according to the invention contain from 0.005 to 25% by weight of alcohol. Preferably, they contain from 0.02 to 15%. In a particularly preferred manner, they contain from 0.2 to 10% thereof.
• compositions according to the invention can optionally be present in the compositions according to the invention.
• the compositions according to the invention can thus contain stabilizers, surfactants or any other additives making it possible to improve the performance of the compositions according to the invention during their use.
• the nature and the quantity of these additives depend on the intended use and are easily defined by a person skilled in the art. As a general rule, the amount of additives present in the compositions according to the invention does not exceed approximately 25% of the weight of the composition, most often not more than 10%.
• difluoromethoxy-2,2,2-trifluoroethane and alcohol have the particularity of forming azeotropic mixtures for well-defined compositions.
• Preferred compositions according to the invention are therefore those which contain difluoromethoxy-2,2,2-trifluoroethane and alcohol in proportions in which they form an azeotrope or a pseudo-azeotrope.
• Such compositions are especially obtained when the alcohol is methanol or ethanol.
• the compositions containing difluoromethoxy-2,2,2-trifluoroethane and methanol in proportions in which they form an azeotrope or a pseudo-azeotrope are particularly preferred.
• thermodynamic state of a fluid is defined by four interdependent variables: pressure (P), temperature (T), composition of the liquid phase (X) and composition of the gas phase (Y).
• An azeotrope is a particular system with 2 or more components for which, at a given temperature and at a given pressure, X is exactly equal to Y.
• a pseudo-azeotrope is a system with 2 or more components for which, at a given temperature and at a given pressure, X is substantially equal to Y. In practice, this means that the constituents of such azeotropic and pseudo-azeotropic systems cannot be separated easily by distillation and therefore their composition remains constant in cleaning operations by solvent, as well as in recovery operations for used solvents by distillation.
• the term “pseudo-azeotrope” is intended to mean a mixture of two or more constituents whose boiling point (at a given pressure) differs from the boiling point of the azeotrope by 0.5 ° C. to the maximum.
• compositions according to the invention are characterized by their compositions observed at a given pressure. It goes without saying that this does not limit the compositions according to the invention to these particular compositions. It is indeed well known that an azeotrope with 2 or more constituents sees its composition and its boiling point vary as a function of the pressure conditions adopted.
• Difluoromethoxy-2,2,2-trifluoroethane and methanol form an azeotrope or a pseudo-azeotrope when their mixture contains 0.1 to 7.5 g of methanol per 100 g of difluoromethoxy-2,2,2-trifluoroethane.
• they form a azeotrope or a pseudo-azeotrope when their mixture contains from 1 to 5 g of methanol per 100 g of difluoromethoxy-2,2,2-trifluoroethane.
• the binary composition consisting essentially of approximately 97% by weight of difluoromethoxy-2,2,2-trifluoroethane and approximately 3% by weight of methanol constitutes an azeotrope, the boiling point of which is approximately 29.3 ° C. This composition is very particularly preferred.
• Difluoromethoxy-2,2,2-trifluoroethane and ethanol form an azeotrope or a pseudo-azeotrope when their mixture contains from 0.01 to 3 g of ethanol per 100 g of difluoromethoxy-2,2,2-trifluoroethane.
• they form an azeotrope or a pseudo-azeotrope when their mixture contains from 0.03 to 1 g of ethanol per 100 g of difluoromethoxy-2,2,2-trifluoroethane.
• the binary composition consisting essentially of approximately 99.7% by weight of difluoromethoxy-2,2,2-trifluoroethane and approximately 0.3% by weight of ethanol constitutes an azeotrope, the boiling point is around 74.9 ° C.
• This composition is very particularly preferred.
• compositions according to the invention have an adequate boiling point to replace the compositions based on CFC-113 in existing cleaning equipment. With regard to its impact on the environment, difluoromethoxy-2,2, -2-trifluoroethane appears particularly interesting, since it has a zero ozone destruction potential.
• the compositions according to the invention are also inert against the different types of surfaces to be treated, whether these are made of metal, plastic or glass.
• compositions according to the invention can therefore be used in the same applications and according to the same techniques as the previous compositions based on CFC-113.
• the compositions according to the invention can be used as cleaning agent, solvent, degreaser, defluxing or desiccant.
• Compositions which are particularly suitable in these different applications are those where the constituents are present in proportions in which they form an azeotrope or pseudo-azeotrope.
• the azeotropic composition was determined by recording the evolution of the boiling temperature of the mixture as a function of its composition.
• the composition for which a minimum or maximum boiling point has been observed is the azeotropic composition at atmospheric pressure.
• Table I shows the corrected boiling temperatures obtained for different compositions of difluoromethoxy-2,2,2-trifluoroethane and methanol.
• the best estimate of the composition for which the boiling point is minimum is approximately 97% by weight of difluoromethoxy-2,2,2-trifluoroethane.
• the boiling point is 29.5 ° C ⁇ 0.2 ° C for compositions containing approximately 93 99.9% by weight of difluoromethoxy-2,2,2-trifluoroethane.
• This example highlights the pseudo-azeotrope consisting of difluoromethoxy-2,2,2-trifluoroethane and ethanol.
• a solution containing 99.87% by weight of difluoromethoxy-2,2,2-trifluoroethane and 0.13% by weight of ethanol was prepared by mixing the two constituents. This solution was subjected to distillation, at atmospheric pressure, using a Vigreux column. Different fractions of the distillate, each representing around 12 to 15% of the volume of the initial solution, were removed using a "cow-udder" distributor, then analyzed by gas chromatography.

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• Chemical & Material Sciences (AREA)
• Engineering & Computer Science (AREA)
• Chemical Kinetics & Catalysis (AREA)
• Organic Chemistry (AREA)
• Life Sciences & Earth Sciences (AREA)
• Oil, Petroleum & Natural Gas (AREA)
• Wood Science & Technology (AREA)
• Emergency Medicine (AREA)
• Health & Medical Sciences (AREA)
• General Chemical & Material Sciences (AREA)
• Materials Engineering (AREA)
• Mechanical Engineering (AREA)
• Metallurgy (AREA)
• Detergent Compositions (AREA)
• Cleaning And De-Greasing Of Metallic Materials By Chemical Methods (AREA)
• Manufacturing Of Printed Wiring (AREA)

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• 1992
  • 1992-12-03 BE BE9201063A patent/BE1006433A3/fr not_active IP Right Cessation
• 1993
  • 1993-11-23 EP EP93203266A patent/EP0600538A1/de not_active Ceased
  • 1993-11-24 US US08/156,917 patent/US5413730A/en not_active Expired - Fee Related
  • 1993-12-01 JP JP5301836A patent/JPH06220497A/ja active Pending

Patent Citations (5)

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