EP0885952A1 - Cleaning and degreasing composition without flash point - Google Patents

Cleaning and degreasing composition without flash point Download PDF

Info

Publication number
EP0885952A1
EP0885952A1 EP98111117A EP98111117A EP0885952A1 EP 0885952 A1 EP0885952 A1 EP 0885952A1 EP 98111117 A EP98111117 A EP 98111117A EP 98111117 A EP98111117 A EP 98111117A EP 0885952 A1 EP0885952 A1 EP 0885952A1
Authority
EP
European Patent Office
Prior art keywords
composition according
compound
organic compound
weight
composition
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.)
Withdrawn
Application number
EP98111117A
Other languages
German (de)
French (fr)
Inventor
Pascal Michaud
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Arkema France SA
Original Assignee
Elf Atochem SA
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 Elf Atochem SA filed Critical Elf Atochem SA
Publication of EP0885952A1 publication Critical patent/EP0885952A1/en
Withdrawn legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C23COATING 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
    • C23GCLEANING OR DE-GREASING OF METALLIC MATERIAL BY CHEMICAL METHODS OTHER THAN ELECTROLYSIS
    • C23G5/00Cleaning or de-greasing metallic material by other methods; Apparatus for cleaning or de-greasing metallic material with organic solvents
    • C23G5/02Cleaning or de-greasing metallic material by other methods; Apparatus for cleaning or de-greasing metallic material with organic solvents using organic solvents
    • C23G5/024Cleaning or de-greasing metallic material by other methods; Apparatus for cleaning or de-greasing metallic material with organic solvents using organic solvents containing hydrocarbons
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D7/00Compositions of detergents based essentially on non-surface-active compounds
    • C11D7/50Solvents
    • C11D7/5036Azeotropic mixtures containing halogenated solvents
    • C11D7/5068Mixtures of halogenated and non-halogenated solvents
    • C11D7/509Mixtures of hydrocarbons and oxygen-containing solvents
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D7/00Compositions of detergents based essentially on non-surface-active compounds
    • C11D7/50Solvents
    • C11D7/5004Organic solvents
    • C11D7/5013Organic solvents containing nitrogen
    • CCHEMISTRY; METALLURGY
    • C23COATING 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
    • C23GCLEANING OR DE-GREASING OF METALLIC MATERIAL BY CHEMICAL METHODS OTHER THAN ELECTROLYSIS
    • C23G5/00Cleaning or de-greasing metallic material by other methods; Apparatus for cleaning or de-greasing metallic material with organic solvents
    • C23G5/02Cleaning or de-greasing metallic material by other methods; Apparatus for cleaning or de-greasing metallic material with organic solvents using organic solvents
    • C23G5/028Cleaning or de-greasing metallic material by other methods; Apparatus for cleaning or de-greasing metallic material with organic solvents using organic solvents containing halogenated hydrocarbons
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D2111/00Cleaning compositions characterised by the objects to be cleaned; Cleaning compositions characterised by non-standard cleaning or washing processes
    • C11D2111/10Objects to be cleaned
    • C11D2111/14Hard surfaces
    • C11D2111/16Metals
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D7/00Compositions of detergents based essentially on non-surface-active compounds
    • C11D7/22Organic compounds
    • C11D7/26Organic compounds containing oxygen
    • C11D7/263Ethers
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D7/00Compositions of detergents based essentially on non-surface-active compounds
    • C11D7/22Organic compounds
    • C11D7/26Organic compounds containing oxygen
    • C11D7/264Aldehydes; Ketones; Acetals or ketals
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D7/00Compositions of detergents based essentially on non-surface-active compounds
    • C11D7/22Organic compounds
    • C11D7/28Organic compounds containing halogen
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D7/00Compositions of detergents based essentially on non-surface-active compounds
    • C11D7/22Organic compounds
    • C11D7/32Organic compounds containing nitrogen
    • C11D7/3281Heterocyclic compounds

Definitions

  • the present invention relates to a composition for cleaning and cold degreasing of solid surfaces in a non-aqueous medium, said composition comprising at least one mixture of alkanes or cycloalkanes, at least one halogenated organic compound, in particular fluorinated or perfluorinated and at least one organic compound comprising one or more functions oxygenated.
  • This composition can be used in particular for applications of degreasing of solid surfaces such as metal parts, cement, ceramic, glass, synthetic materials having been soiled by oils or greases for machining and / or their temporary protection.
  • This composition can also be used for defluxing printed circuits. This defluxing operation consists in eliminating the flow of welding.
  • hydrocarbons and mainly chlorinated solvents such as in particular 1,1,1-trichloroethane known in the art under the designation T 111, chlorofluoroalkanes such as 1,1,2-trichloro-1,2,2-trifluoroethane known in the trade under the designation F113 and hydrochlorofluoroalkanes (HCFC) such than 1,1-dichloro-1-fluoroethane (141-b).
  • chlorinated, fluorochlorinated and hydrochlorofluorocarbon compounds are believed to be responsible for the shrinking layer stratospheric ozone which provides protection against certain radiations.
  • a cold cleaning and degreasing composition for a solid surface in a non-aqueous medium characterized in that it consists of at least one organic compound (A) chosen from the group consisting of perfluoro- (N -alkylmorpholines), n-tridecafluorohexane (C 6 F 13 H), 2,3-dihydrodecafluoropentane (C 5 H 2 F 10 , 4310 mee), 3,3,4-trihydroheptafluorobutane (C 4 F 7 H 13 , 347 mcf), 2,2,4,4,4-pentahydropentafluorobutane (C 4 F 5 H 5 , 365 mcf), perfluoroalkanes, hydrofluoroalkenes, chloromethanes, fluorinated ethers, at least one mixture of alkanes or cycloalkanes (B), and at least one organic compound (C) chosen from the group consisting of ketones
  • Rf and R 1 f which are identical or different, represent a linear or branched perfluorinated aliphatic radical, having a carbon number ranging from 1 to 4, n is a number ranging from 0 to 8, and the symbol F inside of the ring means that the saturated ring is completely fluorinated, that is to say that all of the carbon atoms are linked to fluorine atoms (or to R 1 f).
  • perfluoroalkanes which can be used according to the invention, mention may be made of n-perfluorohexane (C 6 F 14 ).
  • fluorinated ethers which can be used according to the present invention, mention may be made of n-nonafluorobutylmethyl ether (C 4 H 9 OCH 3 ).
  • chloromethanes which can be used according to the present invention, mention may be made of methylene chloride CH 2 Cl 2 .
  • isoparaffinic solvents sold by TOTAL under the names ISANE IP 155 and ISANE IP 165, the ISOPAR G and ISOPAR E oil cuts marketed by the company EXXON Chemical.
  • mixtures of (alkyl) cycloalkanes obtained by catalytic hydrogenation of petroleum fractions consisting of compounds aromatics such as in particular, alkylbenzenes and divinylbenzenes and cyclic olefins.
  • the mixtures of (alkyl) cycloalkanes thus obtained are essentially made up of saturated cyclic hydrocarbons which may have one or more alkyl radicals having from 1 to 4 carbon atoms.
  • diethylcyclohexanes mixture of isomers 1,2, 1,3 and 1,4, cis and trans
  • mixtures containing two or more of the following compounds: methylethylcyclohexanes, methylpropylcyclohexanes, ethylpropylcyclohexanes, dipropylcyclohexanes, methylbutylcyclohexanes, ethylbutylcyclohexanes.
  • diethylcyclopentanes mono, di, and triethylcyclohexanes, ethyldimethylcyclohexanes, cyclooctane.
  • naphthenic solvents sold by EXXON CHEMICAL under the name NAPPAR 10.
  • ether alcohols and derivatives which can be used according to the present invention, mention may be made of methoxypropanol, 1-ethoxy-2-propanol, 1-propoxy-2-propanol, 1-n-butoxy-2-propanol, 1-tert-butoxy-2-propanol, 2-methoxyethanol, 2-ethoxyethanol, propylene glycol acetate methyl ether, acetate ethylene propylene glycol, ethylene glycol methyl ether acetate, di (propylene glycol) monomethyleter, di (propylene glycol) butyl ether.
  • the composition can comprise from 1% to 40% by weight, and preferably from 1% to 25% by weight of compound (A), 60% to 98% by weight and preferably 75% to 98% by weight of a mixture of alkanes or cycloalkanes (B) and from 1% to 15% by weight and, preferably from 1% to 10% by weight of compound (C).
  • composition according to the present invention can be used in cold degreasing applications in non-aqueous medium, solid surfaces such as metal parts, cement, glass, plastics having been contaminated with oils or greases used during operations machining and / or their temporary protection.
  • composition can be used in so-called “non-closed” applications such as cleaning with a brush, cloth or as a spray.
  • the composition according to the invention can be packaged in a non-flammable aerosol.
  • a mixture comprising of 25% at 35% by weight of the composition according to the invention and from 75% to 65% by weight of a propellant, after the casing has been certified.
  • propellants usable in such an application we include nitrogen, carbon dioxide, heptafluoropropane (227 ea), tetrafluoroethane (134 a) containing about 4% by volume of dimethyl ether.
  • composition can be stabilized.
  • the presence of an alcohol function may in the presence of light metals, lead to evolutionary reactions undesirable hydrogen that could jeopardize installation by explosion.
  • derivatives may be used nitrates such as nitromethane, nitroethane, nitropropane, nitrotoluene; ethers or acetals such as dimethoxymethane, 1,3-dioxolane, dimethoxyethane; amines such as triethylamine, dipropylamine, dimethylamine; phosphorus derivatives such as triisodecylphoshite, triisooctylphosphite.
  • the composition can also contain one or more masking agents smell.
  • composition according to the invention has the advantage of not having flash point according to ASTM D3828 and can be easily removed after the degreasing operation.
  • the flash points of the compositions are determined according to the standard ASTM D 56.
  • compositions are effective for cleaning greasy soiling on cleanable surfaces.
  • N means that there is no flash point according to ASTM D3828.
  • CONSTITUENTS OF THE COMPOSITION EXAMPLES 1 2 3 4 5 6 7 8 9 10 11 12 13 ISO G 100 90 85 80 80 90 80 88 88 ISO E 100 90 62 60 nC 6 F 13 H 10 nC 6 -F 14 2 C 5 F 11 NO 15 5 2 5 nC 4 F 9 CH CH 2 15 5 CH 2 Cl 2 15 2 5 EAK 5 5 5 5 5 5 5 5 MP 5 DPM 8 8 5 C 5 H 2 F 10 30 C 4 H 9 OCH 3 35 Flash point (° C) 42 NOT NOT NOT NOT NOT NOT NOT NOT NOT 11 NOT NOT NOT NOT NOT NOT NOT

Landscapes

  • 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)
  • General Chemical & Material Sciences (AREA)
  • Materials Engineering (AREA)
  • Mechanical Engineering (AREA)
  • Metallurgy (AREA)
  • Detergent Compositions (AREA)

Abstract

A new non-aqueous composition for cold cleaning and degreasing comprises (A) a compound chosen from the perfluoro-(N-alkylmorpholines), n-tridecafluorohexane (n-C6F13H), 2,3-dihydrodecafluoropentane(C4H2F10, 4310 mee), 3,3,4-trihydrohepta-fluorobutane(C4F7H3, 347 mcf), 2,2,4,4,4-pentahydropentafluorobutane(C4F5H5, 365 mcf), perfluoroalkanes, hydrofluoroalkenes, chloromethanes and fluoroethers; (B) a mixture of alkanes or cycloalkanes; and (C) a ketone, etheralcohol or derivatives. The composition has no flash point, as defined by ASTM D3828.

Description

La présente invention concerne une composition de nettoyage et de dégraissage à froid de surfaces solides en milieu non aqueux, ladite composition comprenant au moins un mélange d alcanes ou de cycloalcanes, au moins un composé organique halogérié, notamment fluoré ou perfluoré et au moins un composé organique comprenant une ou plusieurs fonction oxygénées.The present invention relates to a composition for cleaning and cold degreasing of solid surfaces in a non-aqueous medium, said composition comprising at least one mixture of alkanes or cycloalkanes, at least one halogenated organic compound, in particular fluorinated or perfluorinated and at least one organic compound comprising one or more functions oxygenated.

Cette composition est utilisable notamment pour des applications de dégraissage de surfaces solides telles que les pièces métalliques, le ciment, les céramique, le verre, les matières synthétiques ayant été souillées par des huiles ou des graisses d'usinage et/ou de leur protection temporaire.This composition can be used in particular for applications of degreasing of solid surfaces such as metal parts, cement, ceramic, glass, synthetic materials having been soiled by oils or greases for machining and / or their temporary protection.

Cette composition est également utilisable pour le défluxage des circuits imprimés. Cette opération de défluxage consiste à éliminer le flux de soudure.This composition can also be used for defluxing printed circuits. This defluxing operation consists in eliminating the flow of welding.

Jusqu'à présent, on utilisait pour ces diverses opérations des solvants hydrocarbonés et principalement des solvants chlorés tels que notamment le 1,1,1-trichloroéthane connu dans le métier sous la désignation T 111, des chlorofluoroalcanes tels que le 1,1,2-trichloro-1,2,2-trifluoréthane connu dans le métier sous la désignation F113 et des hydrochlorofluoroalcanes (HCFC) tels que le 1,1-dichloro-1-fluoroéthane (141-b).Until now, solvents have been used for these various operations. hydrocarbons and mainly chlorinated solvents such as in particular 1,1,1-trichloroethane known in the art under the designation T 111, chlorofluoroalkanes such as 1,1,2-trichloro-1,2,2-trifluoroethane known in the trade under the designation F113 and hydrochlorofluoroalkanes (HCFC) such than 1,1-dichloro-1-fluoroethane (141-b).

Cependant, ces composés chlorés, fluorochlorés et hydrochlorofluorocarbonés sont suspectés être responsables de la diminution de la couche d'ozone stratosphérique qui assure une protection contre certaines radiations.However, these chlorinated, fluorochlorinated and hydrochlorofluorocarbon compounds are believed to be responsible for the shrinking layer stratospheric ozone which provides protection against certain radiations.

Suite au Protocole de Montréal qui résulte de récentes discussions internationales sur l'environnement, ces composés chlorés ou fluorochlorés devront à brève échéance être remplacés par des substituts ayant peu ou pas d'effet destructeur vis-à-vis de l'ozone stratosphérique.Following the Montreal Protocol resulting from recent discussions international on the environment, these chlorinated or fluorochlorinated compounds will soon have to be replaced by substitutes with little or no destructive effect with respect to stratospheric ozone.

On a maintenant trouvé une composition de nettoyage et de dégraissage à froid de surface solide en milieu non-aqueux, caractérisée en ce qu'elle est constituée par au moins un composé organique (A) choisi dans le groupe constitué par les perfluoro-(N-alkylmorpholines), le n-tridécafluorohexane (C6F13H), le 2,3-dihydrodécafluoropentane (C5H2F10, 4310 mee), le 3,3,4-trihydroheptafluorobutane (C4F7H13, 347 mcf), le 2,2,4,4,4-pentahydropentafluorobutane (C4F5H5, 365 mcf), les perfluoroalcanes, les hydrofluoroalcènes, les chlorométhanes, les éthers fluorés, au moins un mélange d'alcanes ou de cycloalcanes (B), et au moins un composé organique (C) choisi dans le groupe constitué par les cétones, les étheralcools et dérivés et en ce que ladite composition ne présente pas de point d'éclair selon la norme ASTM D3828.We have now found a cold cleaning and degreasing composition for a solid surface in a non-aqueous medium, characterized in that it consists of at least one organic compound (A) chosen from the group consisting of perfluoro- (N -alkylmorpholines), n-tridecafluorohexane (C 6 F 13 H), 2,3-dihydrodecafluoropentane (C 5 H 2 F 10 , 4310 mee), 3,3,4-trihydroheptafluorobutane (C 4 F 7 H 13 , 347 mcf), 2,2,4,4,4-pentahydropentafluorobutane (C 4 F 5 H 5 , 365 mcf), perfluoroalkanes, hydrofluoroalkenes, chloromethanes, fluorinated ethers, at least one mixture of alkanes or cycloalkanes (B), and at least one organic compound (C) chosen from the group consisting of ketones, etheralcohols and derivatives and in that said composition does not have a flash point according to standard ASTM D3828.

A titre d'illustration de perfluoro-(N-alkyl morpholines) utilisables selon la présente invention, on peut citer les composés de formule :

Figure 00020001
dans laquelle Rf et R1f, identiques ou différents représentent un radical aliphatique perfluoré, linéaire ou ramifié, ayant un nombre de carbone allant de 1 à 4, n est un nombre allant de 0 à 8, et le symbole F à l'intérieur du cycle signifie que le cycle saturé est totalement fluoré, c'est-à-dire que tous les atomes de carbone sont liés à des atomes de fluor (ou à R1f).By way of illustration of perfluoro- (N-alkyl morpholines) which can be used according to the present invention, mention may be made of the compounds of formula:
Figure 00020001
in which Rf and R 1 f, which are identical or different, represent a linear or branched perfluorinated aliphatic radical, having a carbon number ranging from 1 to 4, n is a number ranging from 0 to 8, and the symbol F inside of the ring means that the saturated ring is completely fluorinated, that is to say that all of the carbon atoms are linked to fluorine atoms (or to R 1 f).

Parmi les composés de formule (

Figure 00020002
), on préfère utiliser les perfluoro-N-méthyl, -N-éthyl et -N-isopropyl morpholines et tout particulièrement la perfluoro-(N-méthyl morpholine) :
Figure 00020003
Among the compounds of formula (
Figure 00020002
), it is preferred to use perfluoro-N-methyl, -N-ethyl and -N-isopropyl morpholines and very particularly perfluoro- (N-methyl morpholine):
Figure 00020003

A titre d'illustration de perfluoroalcanes utilisables selon l'invention, on peut citer le n-perfluorohexane (C6F14).By way of illustration of perfluoroalkanes which can be used according to the invention, mention may be made of n-perfluorohexane (C 6 F 14 ).

A titre d'illustration d'hydrofluoroalcènes, on peut citer le n-perfluorobutyléthylène (n-C4F9CH =CH2), le n-perfluorohexyléthylène (n-C6F13CH=CH2).By way of illustration of hydrofluoroalkenes, there may be mentioned n-perfluorobutylethylene (nC 4 F 9 CH = CH 2 ), n-perfluorohexylethylene (nC 6 F 13 CH = CH 2 ).

A titre d'illustration d'éthers fluorés utilisables selon la présente invention, on peut citer le n-nonafluorobutylméthyl éther (C4H9OCH3).By way of illustration of fluorinated ethers which can be used according to the present invention, mention may be made of n-nonafluorobutylmethyl ether (C 4 H 9 OCH 3 ).

A titre d'illustration de chlorométhanes utilisables selon la présente invention, on peut citer le chlorure de méthylèen CH2Cl2.By way of illustration of chloromethanes which can be used according to the present invention, mention may be made of methylene chloride CH 2 Cl 2 .

A titre d'exemple de mélange d'alcanes utilisables selon la présente invention, on peut citer les coupes pétrolières ayant un nombre de carbone allant de 8 à 12 et de préférence allant de 9 à 11.By way of example of a mixture of alkanes which can be used according to the present invention, mention may be made of petroleum fractions having a carbon number ranging from 8 to 12 and preferably ranging from 9 to 11.

Parmi ces coupes pétrolières, on préfère utiliser celles qui ne contiennent quasiment pas de composés aromatiques.Among these petroleum cuts, we prefer to use those that do not contain almost no aromatic compounds.

A titre d'illustration de telles coupes pétrolières, on peut citer les solvants isoparaffiniques vendus par la Société TOTAL sous les dénominations ISANE IP 155 et ISANE IP 165, les coupes pétrolières ISOPAR G et ISOPAR E commercialisée par la Société EXXON Chemical. By way of illustration of such petroleum cuts, mention may be made of isoparaffinic solvents sold by TOTAL under the names ISANE IP 155 and ISANE IP 165, the ISOPAR G and ISOPAR E oil cuts marketed by the company EXXON Chemical.

Par mélange de cycloalcanes, on désigne présentement un mélange d'hydrocarbures saturés mono-ou polycycliques, éventuellement substitués par un ou plusieurs restes alkyle de formule générale CnH2(n + 1-a) ( ) dans laquelle n est un nombre entier allant de 5 à 26 et a représente le nombre de cycles.By mixture of cycloalkanes, we currently designate a mixture of saturated mono- or polycyclic hydrocarbons, optionally substituted by one or more alkyl radicals of general formula C n H 2 (n + 1-a) ( ) in which n is an integer ranging from 5 to 26 and a represents the number of cycles.

De préférence, on utilisera selon la présente invention des mélanges de cycloalcanes de formule ( ) dans laquelle n est compris entre 5 et 12 et, de préférence, compris entre 7 et 10 et a = 1 ou 2 et de préférence a = 1 (composés monocycliques).Preferably, according to the present invention, mixtures of cycloalkanes of formula ( ) in which n is between 5 and 12 and preferably between 7 and 10 and a = 1 or 2 and preferably a = 1 (monocyclic compounds).

A titre d'illustration de tels mélanges de cycloalcanes uitlisables selon la présente inveniton, on peut citer les mélanges d'(alkyl)cycloalcanes obtenus par hydrogénation catalytique de coupes pétrolières constituées de composés aromatiques tel que notamment, les alkylbenzènes et les divinylbenzènes et d'oléfines cycliques.By way of illustration of such mixtures of cycloalkanes which can be used according to the present invention, mention may be made of the mixtures of (alkyl) cycloalkanes obtained by catalytic hydrogenation of petroleum fractions consisting of compounds aromatics such as in particular, alkylbenzenes and divinylbenzenes and cyclic olefins.

Les mélanges d'(alkyl)cycloalcanes ainsi obtenus sont essentiellement constitués d'hydrocarbures saturés cycliques pouvant avoir un ou plusieurs restes alkyle ayant de 1 à 4 atomes de carbone.The mixtures of (alkyl) cycloalkanes thus obtained are essentially made up of saturated cyclic hydrocarbons which may have one or more alkyl radicals having from 1 to 4 carbon atoms.

A titre d'illustration de tels mélanges, on peut citer les diethylcyclohexanes (mélange des isomères 1,2 ; 1,3 et 1,4, cis et trans) les mélanges contenant deux ou plusieurs des composés ci-après : les métyléthylcyclohexanes, les méthylpropylcyclohexanes, les éthylpropylcyclohexanes, les dipropylcyclohexanes, les méthylbutylcyclohexanes, les éthylbutylcyclohexanes.By way of illustration of such mixtures, mention may be made of diethylcyclohexanes (mixture of isomers 1,2, 1,3 and 1,4, cis and trans) mixtures containing two or more of the following compounds: methylethylcyclohexanes, methylpropylcyclohexanes, ethylpropylcyclohexanes, dipropylcyclohexanes, methylbutylcyclohexanes, ethylbutylcyclohexanes.

Selon la présente invention, on peut également utiliser comme mélange de cycloalcanes des coupes pétrolières dites coupes naphtèniques.According to the present invention, it is also possible to use as a mixture of cycloalkanes from petroleum cuts called naphthenic cuts.

Ces coupes naphténiques sont essentiellement constituées par des composées de formule ( ) dans laquelle a = 1 et n est généralement compis entre 5 et 12. A titre d'illustration de tels composés, on peut citer les diéthylcyclopentanes, les mono, di, et triethylcyclohexanes, les éthyldimethylcyclohexanes, le cyclooctane.These naphthenic cuts are essentially constituted by compounds of formula ( ) in which a = 1 and n is generally between 5 and 12. As an illustration of such compounds, mention may be made of diethylcyclopentanes, mono, di, and triethylcyclohexanes, ethyldimethylcyclohexanes, cyclooctane.

A titre d'exemple de telles coupes naphtèniques, on peut citer les solvants naphténiques vendus par EXXON CHEMICAL sous la dénomination NAPPAR 10.As an example of such naphthenic cuts, mention may be made of naphthenic solvents sold by EXXON CHEMICAL under the name NAPPAR 10.

A titre d'illustration de cétones utilisables selon la présente invention, on peut citer l'éthylamylcétone, l'éthylbutylcétone, la di-n-propylcétone, le diisobutylcétone, la cyclohexanone, la 2-méthylcyclohexanone, le 3-méthylcyclohexanone, le 4-méthylcyclohexanone. A titre d'illustration d'étheralcools et dérivés utilisables selon la présente invention, on peut citer le méthoxypropanol, le 1-éthoxy-2-propanol, le 1-propoxy-2-propanol, le 1-n-butoxy-2-propanol, le 1-tert-butoxy-2-propanol, le 2-méthoxyéthanol, le 2-éthoxyéthanol, l'acétate de propylèneglyxol méthyléther, l'acétate de propyléneglycol éthyléter, l'acétate d'éthylène glycol méthyléther, le di(propylèneglycol)monométhyléter, le di(propyléneglycol)butyléther.By way of illustration of ketones which can be used according to the present invention, mention may be made of ethylamyl ketone, ethylbutyl ketone, di-n-propyl ketone, diisobutylketone, cyclohexanone, 2-methylcyclohexanone, 3-methylcyclohexanone, 4-methylcyclohexanone. For illustration ether alcohols and derivatives which can be used according to the present invention, mention may be made of methoxypropanol, 1-ethoxy-2-propanol, 1-propoxy-2-propanol, 1-n-butoxy-2-propanol, 1-tert-butoxy-2-propanol, 2-methoxyethanol, 2-ethoxyethanol, propylene glycol acetate methyl ether, acetate ethylene propylene glycol, ethylene glycol methyl ether acetate, di (propylene glycol) monomethyleter, di (propylene glycol) butyl ether.

Selon la présente invention, la composition peut comprendre de 1 % à 40 % en poids, et de préférence de 1 % à 25 % en poids de composé (A), de 60 % à 98 % en poids et, de préférence, de 75 % à 98 % en poids d'un mélange d'alcanes ou de cycloalcanes (B) et de 1 % à 15 % en poids et, de préférence de 1 % à 10 % en poids de composé (C).According to the present invention, the composition can comprise from 1% to 40% by weight, and preferably from 1% to 25% by weight of compound (A), 60% to 98% by weight and preferably 75% to 98% by weight of a mixture of alkanes or cycloalkanes (B) and from 1% to 15% by weight and, preferably from 1% to 10% by weight of compound (C).

La composition selon la présente invention est utilisable dans des applications de dégraissage à froid en milieu non aqueux, de surfaces solides telles que les pièces métalliques, le ciment, le verre, les matières synthétiques ayant été souillées par des huiles ou des graisses utilisées lors des opérations d'usinage et/ou de leur protection temporaire.The composition according to the present invention can be used in cold degreasing applications in non-aqueous medium, solid surfaces such as metal parts, cement, glass, plastics having been contaminated with oils or greases used during operations machining and / or their temporary protection.

Tout particulièrement, la composition est utilisable dans des applications dites "non-closes" telles que nettoyage au pinceau, au chiffon ou en pulvérisation.In particular, the composition can be used in so-called "non-closed" applications such as cleaning with a brush, cloth or as a spray.

Dans le cas de nettoyage par pulvérisation, la composition selon l'invention peut être conditionnée en aérosol non inflammable. A cet effet, on peut introduire dans un boitier en aluminium un mélange comprenant de 25 % à 35 % en poids de la composition selon l'invention et de 75 % à 65 % en poids d'un agent propulseur, après certissage du boítier.In the case of spray cleaning, the composition according to the invention can be packaged in a non-flammable aerosol. To this end, we can introduce into a aluminum case a mixture comprising of 25% at 35% by weight of the composition according to the invention and from 75% to 65% by weight of a propellant, after the casing has been certified.

A titre d'agents propulseurs utilisables dans une telle application, on citera l'azote, le gaz carbonique, l'heptafluoropropane (227 ea), le tetrafluoroéthane (134 a) contenant environ 4 % en volume de diméthyéther.As propellants usable in such an application, we include nitrogen, carbon dioxide, heptafluoropropane (227 ea), tetrafluoroethane (134 a) containing about 4% by volume of dimethyl ether.

La composition peut être stabilisée. La présence d'une fonction alcool peut en présence de métaux légers, conduire à des réactions d'évolution d'hydrogène indésirables qui seraient susceptibles de mettre en péril l'installation par explosion.The composition can be stabilized. The presence of an alcohol function may in the presence of light metals, lead to evolutionary reactions undesirable hydrogen that could jeopardize installation by explosion.

Parmi les inhibiteurs de telles réactions, on peut utiliser des dérivés nitrés tel que le nitrométhane, le nitroéthane, le nitropropane, le nitrotoluène ; des éthers ou des acétals tels que le diméthoxyméthane, le 1,3-dioxolane, le diméthoxyéthane ; des amines telles que la triéthylamine, la dipropylamine, la diméthylamine ; des dérivés du phosphore tel que le triisodécylphoshite, le triisooctylphosphite.Among the inhibitors of such reactions, derivatives may be used nitrates such as nitromethane, nitroethane, nitropropane, nitrotoluene; ethers or acetals such as dimethoxymethane, 1,3-dioxolane, dimethoxyethane; amines such as triethylamine, dipropylamine, dimethylamine; phosphorus derivatives such as triisodecylphoshite, triisooctylphosphite.

La composition peut également contenir un ou plusieurs masquants d'odeur. The composition can also contain one or more masking agents smell.

A titre d'exemple de tels produits, on peut citer la vanilline et ses dérivés, les essences de pin, le limonène et ses dérivés.By way of example of such products, mention may be made of vanillin and its derivatives, pine essences, limonene and its derivatives.

Ces composés son utilisés en très faibles quantités, généralement comprises entre 0,01 et 0,1 parties en poids pour 100 parties en poids de la composition.These compounds are used in very small quantities, generally between 0.01 and 0.1 parts by weight per 100 parts by weight of the composition.

La composition selon l'invention présente l'avantage de ne pas avoir de point d'éclair selon la norme ASTM D3828 et peut être facilement éliminée après l'opération de dégraissage.The composition according to the invention has the advantage of not having flash point according to ASTM D3828 and can be easily removed after the degreasing operation.

Les exemples qui suivent illustrent l'invention.The following examples illustrate the invention.

EXEMPLESEXAMPLES

Les compositions sont réalisées avec les constituants ci-après :

  • Coupe pétrolière (C9-C11) ISOPAR G, ci-après désignée par ISO G.
  • Coupe pétrolière (C8-C9) ISOPAR E, ci-après désignée par ISO E.
  • La perfluoro-(N-méthylmorpholine)
    Figure 00050001
  • ci-après C5F11N0,
  • le n-tridecafluorohexane (n-C6F13H),
  • le n-perfluorohexane (n-C6F14),
  • le n-perfluorobutyléthylène (n-C4F9CH = CH2),
  • le chlorure de méthylène (CH2Cl2),
  • le n-perfluorohexyléthylène (n-C6F13CH = CH2)
  • l'éthylamylcétone, ci-après EAK,
  • le méthoxypropanol, ci-après MP,
  • le di(propylène glycol)monométhyléther, ci-après DPM,
  • le 2,3-dihydrodécafluoropentane (C5H2F10),
  • le n-nonafluorobutylméthyléther (C4H9OCH3).
  • The compositions are produced with the following constituents:
  • ISOPAR G petroleum cut (C9-C11), hereinafter designated by ISO G.
  • ISOPAR E petroleum cut (C8-C9), hereinafter designated by ISO E.
  • Perfluoro- (N-methylmorpholine)
    Figure 00050001
  • below C 5 F 11 N0,
  • n-tridecafluorohexane (nC 6 F 13 H),
  • n-perfluorohexane (nC 6 F 14 ),
  • n-perfluorobutylethylene (nC 4 F 9 CH = CH 2 ),
  • methylene chloride (CH 2 Cl 2 ),
  • n-perfluorohexylethylene (nC 6 F 13 CH = CH 2 )
  • ethylamyl ketone, hereinafter EAK,
  • methoxypropanol, hereinafter MP,
  • di (propylene glycol) monomethyl ether, hereinafter DPM,
  • 2,3-dihydrodecafluoropentane (C 5 H 2 F 10 ),
  • n-nonafluorobutylmethylether (C 4 H 9 OCH 3 ).
  • Dans le tableau ci-après, les pourcentages des constituants sont exprimés en poids.In the table below, the percentages of the constituents are expressed by weight.

    Les points d'éclair des compositions sont déterminés selon la norme ASTM D 56.The flash points of the compositions are determined according to the standard ASTM D 56.

    Toutes ces compositions sont efficaces pour le nettoyage des salissures grasses sur des surfaces nettoyables.All of these compositions are effective for cleaning greasy soiling on cleanable surfaces.

    Dans ce tableau : N signifie qu'il n'y a pas de point d'éclair selon la norme ASTM D3828. CONSTITUANTS DE LA COMPOSITION EXEMPLES 1 2 3 4 5 6 7 8 9 10 11 12 13 ISO G 100 90 85 80 80 90 80 88 88 ISO E 100 90 62 60 n-C6F13H 10 n-C6-F14 2 C5F11NO 15 5 2 5 n-C4F9CH=CH2 15 5 CH 2 Cl 2 15 2 5 EAK 5 5 5 5 5 5 5 MP 5 DPM 8 8 5 C5H2F10 30 C 4 H 9 OCH 3 35 Point d'éclair (°C) 42 N N N N N N N N 11 N N N In this table: N means that there is no flash point according to ASTM D3828. CONSTITUENTS OF THE COMPOSITION EXAMPLES 1 2 3 4 5 6 7 8 9 10 11 12 13 ISO G 100 90 85 80 80 90 80 88 88 ISO E 100 90 62 60 nC 6 F 13 H 10 nC 6 -F 14 2 C 5 F 11 NO 15 5 2 5 nC 4 F 9 CH = CH 2 15 5 CH 2 Cl 2 15 2 5 EAK 5 5 5 5 5 5 5 MP 5 DPM 8 8 5 C 5 H 2 F 10 30 C 4 H 9 OCH 3 35 Flash point (° C) 42 NOT NOT NOT NOT NOT NOT NOT NOT 11 NOT NOT NOT

    Claims (24)

    Composition de nettoyage et de dégraissage à froid en milieu non aqueux, caractérisée en ce qu'elle est constituée par au moins un composé organique (A) choisi dans le groupe constitué par les perfluoro-(N-alkylmorpholines), le n-tridécafluorohexane (n-C6F13H, le 2,3-dihydrodécafluoropentane (C5H2F10, 4310 mee), le 3,3,4-trihydroheptafluorobutane (C4F7H13, 347 mcf), le 2,2,4,4,4-pentahydropentafluorobutane (C4F5H5, 365 mcf), les perfluoroalcanes, les hydrofluoroalcènes, les chloromethanes, les étherfluorés ; au moins un mélange d'alcanes ou de cycloalcanes (B) et au moins un composé organique (C) choisi dans le groupe constitué par les cétones, les étheralcools et dérivés et en ce que ladite composition ne présente pas de point d'éclair selon la norme ASTM D3828.Composition for cold cleaning and degreasing in a non-aqueous medium, characterized in that it consists of at least one organic compound (A) chosen from the group consisting of perfluoro- (N-alkylmorpholines), n-tridecafluorohexane ( nC 6 F 13 H, 2,3-dihydrodecafluoropentane (C 5 H 2 F 10 , 4310 mee), 3,3,4-trihydroheptafluorobutane (C 4 F 7 H 13 , 347 mcf), 2,2,4 , 4,4-pentahydropentafluorobutane (C 4 F 5 H 5 , 365 mcf), perfluoroalkanes, hydrofluoroalkenes, chloromethanes, etherfluoro; at least one mixture of alkanes or cycloalkanes (B) and at least one organic compound ( C) chosen from the group consisting of ketones, ether alcohols and derivatives and in that said composition does not have a flash point according to standard ASTM D3828. Composition selon la revendication 1, caractérisée en ce que le composé organique (A) est une perfluoro-(N-alkylmorpholine) de formule
    Figure 00070001
    dans laquelle Rf et R1f, identiques ou différents, représentent un radical aliphatique perfluoré, linéraire ou ramifié ayant un nombre de carbone allant de 1 à 4 et n est nombre allant de 0 à 8.
    Composition according to Claim 1, characterized in that the organic compound (A) is a perfluoro- (N-alkylmorpholine) of formula
    Figure 00070001
    in which Rf and R 1 f, which are identical or different, represent a perfluorinated, linear or branched aliphatic radical having a carbon number ranging from 1 to 4 and n is a number ranging from 0 to 8.
    Composition selon la revendication 2, caractérisé en ce que la perfluoro-(N-alkyl-morpholine) est la perfluoro-(N-méthyl-morpholine) de formule
    Figure 00070002
    Composition according to Claim 2, characterized in that the perfluoro- (N-alkyl-morpholine) is perfluoro- (N-methyl-morpholine) of formula
    Figure 00070002
    Composition selon la revendication 1, caractérisée en ce que le composé (A) est le 2,3-dihydrodécafluoropentane (C5H2F10, 4310 mec).Composition according to Claim 1, characterized in that the compound (A) is 2,3-dihydrodecafluoropentane (C 5 H 2 F 10 , 4310 mec). Composition selon la revendication 1, caractérisée en ce que le composé A est le n-tridécafluorohexane (n-C6F13H).Composition according to Claim 1, characterized in that the compound A is n-tridecafluorohexane (nC 6 F 13 H). Composition selon la revendicaiton 1, caractérisée en ce que le composé (A) est un perfluoroalcane.Composition according to claim 1, characterized in that the compound (A) is a perfluoroalkane. Composition selon la revendication 6, caractérisée en ce que le perfluoroalcane est le n-perfluorohexane (n-C6F14).Composition according to Claim 6, characterized in that the perfluoroalkane is n-perfluorohexane (nC 6 F 14 ). Composition selon la revendication 1, caractérisée en ce que le composé (A) est un hydrofluoroalcéne. Composition according to Claim 1, characterized in that the compound (A) is a hydrofluoroalkene. Composition selon la revendication 8, caractérisée en ce que l'hydrofluoroalcéne est le n-perfluorobutyléthylène (n-C4F9-CH = CH2).Composition according to Claim 8, characterized in that the hydrofluoroalkene is n-perfluorobutylethylene (nC 4 F 9 -CH = CH 2 ). Composition selon la revendication 1, caracérisée en ce que le composé (A) est un chlorométhane.Composition according to Claim 1, characterized in that the compound (A) is chloromethane. Composition selon la revendication 10, caractérisée en ce que le chlorométhane est le chlorure de méthylène.Composition according to Claim 10, characterized in that the chloromethane is methylene chloride. Composition selon la revendication 1, caractérisée en ce que le composé (A) est un étherfluoré.Composition according to Claim 1, characterized in that the compound (A) is an etherfluorinated. Composition selon la revendication 12, caractérisée en ce que l'étherfluoré est le n-nonafluorobutylméthyléther (C4H9OCH3).Composition according to Claim 12, characterized in that the fluorinated ether is n-nonafluorobutylmethylether (C 4 H 9 OCH 3 ). Composition selon la revendication 1, caractérisée en ce que le mélange d'alcanes (B) est une coupe pétrolière ayant un nombre de carbone allant de 8 à 12 et, de préférence allant de 9 à 11.Composition according to Claim 1, characterized in that the mixture of alkanes (B) is an oil cut having a carbon number ranging from 8 to 12 and preferably ranging from 9 to 11. Composition selon la revendication 1, caractérisée en ce que le composé organique (C) est une cétone.Composition according to Claim 1, characterized in that the organic compound (C) is a ketone. Composition selon la revendication 15, caractérisée en ce que la cétone est l'éthylamylcétone.Composition according to Claim 15, characterized in that the ketone is ethylamyl ketone. Composition selon la revendication 1, caractérisée en ce que le composé (C) est un étheralcool.Composition according to Claim 1, characterized in that the compound (C) is an ether alcohol. Composition selon la revendication 17, caractérisée en ce que l'étheralcool est le méthoxypropanol.Composition according to Claim 17, characterized in that etheralcohol is methoxypropanol. Composition selon la revendication 17, caractérisée en ce que l'étheralcool est le di(propylène glycol)monométhyléther.Composition according to Claim 17, characterized in that etheralcohol is di (propylene glycol) monomethyl ether. Composition selon l'une des revendications 1 à 19, caractérisée en ce qu'elle comprend de 1 % à 40 % en poids de composé organique (A), de 60 % à 98 % en poids d'un mélange d'alcanes ou de cycloalcanes (B) et, de 1 % à 15 % en poids de composé organique (C).Composition according to one of claims 1 to 19, characterized in that it comprises from 1% to 40% by weight of organic compound (A), from 60% to 98% by weight of a mixture of alkanes or cycloalkanes (B) and, from 1% to 15% by weight of organic compound (C). Composition selon la revendication 20, caractérisée en ce qu'elle comprend de 1 % à 25 % en poids de composé organique (A), de 75 % à 98 % en poids d'un mélange d'alcanes ou de cycloalcanes (B) et, de 1 % à 10 % en poids de composé organique (C).Composition according to claim 20, characterized in that it comprises from 1% to 25% by weight of organic compound (A), from 75% to 98% by weight of a mixture of alkanes or cycloalkanes (B) and, from 1% to 10% by weight of organic compound (C). Application d'une composition selon l'une des revendications 1 à 21 au nettoyage à froid en milieu non aqueux de surfaces solides.Application of a composition according to one of claims 1 to 21 for cold cleaning in non-aqueous medium of solid surfaces. Application selon la revendication 22 au dégraissage des pièces métalliques.Application according to claim 22 for degreasing parts metallic. Application selon l'une des revendications 22 et 23 au nettoyage et/ou dégraissage en pulvérisation.Application according to either of Claims 22 and 23 for cleaning and / or degreasing by spraying.
    EP98111117A 1997-06-20 1998-06-17 Cleaning and degreasing composition without flash point Withdrawn EP0885952A1 (en)

    Applications Claiming Priority (2)

    Application Number Priority Date Filing Date Title
    FR9707725 1997-06-20
    FR9707725 1997-06-20

    Publications (1)

    Publication Number Publication Date
    EP0885952A1 true EP0885952A1 (en) 1998-12-23

    Family

    ID=9508249

    Family Applications (1)

    Application Number Title Priority Date Filing Date
    EP98111117A Withdrawn EP0885952A1 (en) 1997-06-20 1998-06-17 Cleaning and degreasing composition without flash point

    Country Status (5)

    Country Link
    EP (1) EP0885952A1 (en)
    JP (1) JPH1192792A (en)
    KR (1) KR100284347B1 (en)
    CN (1) CN1213697A (en)
    CA (1) CA2239818A1 (en)

    Cited By (14)

    * Cited by examiner, † Cited by third party
    Publication number Priority date Publication date Assignee Title
    WO2001016422A1 (en) * 1999-09-01 2001-03-08 Niran Technologies, Inc. Non combustible nonaqueous compositions
    GB2358189A (en) * 2000-01-11 2001-07-18 Asahi Glass Co Ltd Fluorinated carrier solvent
    WO2002064724A1 (en) * 2001-02-14 2002-08-22 Kaneko Chemical Co., Ltd. Solvent compositions for washing
    EP1342776A1 (en) * 2002-03-06 2003-09-10 Asahi Glass Company Ltd. Solvent composition
    WO2006086683A2 (en) * 2005-02-09 2006-08-17 E.I. Dupont De Nemours And Company Compositions comprising 1,1,1,2,2,3,4,5,5,6,6,7,7,7-tetradecafluoroheptane and uses thereof
    WO2006130406A2 (en) * 2005-05-27 2006-12-07 E. I. Du Pont De Nemours And Company Compositions comprising 3,3,4,4,5,5,6,6,6-nonafluoro-1-hexene
    WO2007100887A2 (en) * 2006-02-28 2007-09-07 E. I. Du Pont De Nemours And Company Azeotropic compositions comprising fluorinated compounds for cleaning applications
    WO2008042066A1 (en) 2006-09-01 2008-04-10 E.I. Du Pont De Nemours And Company Amine stabilizers for fluoroolefins
    US8075796B2 (en) 2006-09-01 2011-12-13 E. I. Du Pont De Nemours And Company Phenol stabilizers for fluoroolefins
    US8097181B2 (en) 2006-09-01 2012-01-17 E.I. Du Pont De Nemours And Company Ascorbic acid, terephthalate and nitromethane stabilizers for fluoroolefins
    US8101094B2 (en) 2006-09-01 2012-01-24 E. I. Du Pont De Nemours And Company Terpene, terpenoid, and fullerene stabilizers for fluoroolefins
    US8394286B2 (en) 2006-09-01 2013-03-12 E I Du Pont De Nemours And Company Thiol and thioether stabilizers for fluoroolefins
    US8529786B2 (en) 2006-09-01 2013-09-10 E I Du Pont De Nemours And Company Phosphorus-containing stabilizers for fluoroolefins
    US8535555B2 (en) 2006-09-01 2013-09-17 E I Du Pont De Nemours And Company Epoxide and fluorinated epoxide stabilizers for fluoroolefins

    Families Citing this family (5)

    * Cited by examiner, † Cited by third party
    Publication number Priority date Publication date Assignee Title
    JP4826014B2 (en) * 2000-01-11 2011-11-30 旭硝子株式会社 Fluorine-based dilution solvent
    US7279451B2 (en) * 2002-10-25 2007-10-09 Honeywell International Inc. Compositions containing fluorine substituted olefins
    KR101444799B1 (en) * 2007-12-31 2014-09-29 동원이엠 주식회사 Thermostable cyclic hydrocarbon compositions for cleaning solvents and production method thereof
    US20110215273A1 (en) * 2008-11-13 2011-09-08 Solvay Fluor Gmbh Hydrofluoroolefins, manufacture of hydrofluoroolefins and methods of using hydrofluoroolefins
    JP6118450B1 (en) * 2016-11-10 2017-04-19 株式会社カネコ化学 Cleaning composition

    Citations (9)

    * Cited by examiner, † Cited by third party
    Publication number Priority date Publication date Assignee Title
    EP0431458A1 (en) * 1989-12-07 1991-06-12 Daikin Industries, Limited Cleaning composition
    WO1994023091A1 (en) * 1993-04-01 1994-10-13 Minnesota Mining And Manufacturing Company Azeotropic compositions containing perfluorinated cycloaminoether
    WO1994023008A1 (en) * 1993-04-01 1994-10-13 Minnesota Mining And Manufacturing Company Azeotropic compositions
    US5403514A (en) * 1991-10-07 1995-04-04 Canon Kabushiki Kaisha Solvent composition and water-repellent/oil-repellent composition using the same
    JPH07113098A (en) * 1993-10-18 1995-05-02 A G Technol Kk Pseudoazeotropic solvent composition
    US5454969A (en) * 1993-06-18 1995-10-03 Fields; Paul B. Cleaning fluids
    EP0675193A1 (en) * 1993-10-18 1995-10-04 Ag Technology Co. Ltd. Mixed solvent composition
    WO1996033261A1 (en) * 1995-04-20 1996-10-24 Elf Atochem S.A. Cold cleaning composition based on alkanes or cycloalkanes and an organic compound comprising a ketone group
    US5750488A (en) * 1996-01-04 1998-05-12 Crc Industries, Inc. Fluorinated cleaning solvents

    Patent Citations (9)

    * Cited by examiner, † Cited by third party
    Publication number Priority date Publication date Assignee Title
    EP0431458A1 (en) * 1989-12-07 1991-06-12 Daikin Industries, Limited Cleaning composition
    US5403514A (en) * 1991-10-07 1995-04-04 Canon Kabushiki Kaisha Solvent composition and water-repellent/oil-repellent composition using the same
    WO1994023091A1 (en) * 1993-04-01 1994-10-13 Minnesota Mining And Manufacturing Company Azeotropic compositions containing perfluorinated cycloaminoether
    WO1994023008A1 (en) * 1993-04-01 1994-10-13 Minnesota Mining And Manufacturing Company Azeotropic compositions
    US5454969A (en) * 1993-06-18 1995-10-03 Fields; Paul B. Cleaning fluids
    JPH07113098A (en) * 1993-10-18 1995-05-02 A G Technol Kk Pseudoazeotropic solvent composition
    EP0675193A1 (en) * 1993-10-18 1995-10-04 Ag Technology Co. Ltd. Mixed solvent composition
    WO1996033261A1 (en) * 1995-04-20 1996-10-24 Elf Atochem S.A. Cold cleaning composition based on alkanes or cycloalkanes and an organic compound comprising a ketone group
    US5750488A (en) * 1996-01-04 1998-05-12 Crc Industries, Inc. Fluorinated cleaning solvents

    Non-Patent Citations (1)

    * Cited by examiner, † Cited by third party
    Title
    DATABASE WPI Section Ch Week 9526, Derwent World Patents Index; Class E19, AN 95-196820, XP002078350 *

    Cited By (35)

    * Cited by examiner, † Cited by third party
    Publication number Priority date Publication date Assignee Title
    WO2001016422A1 (en) * 1999-09-01 2001-03-08 Niran Technologies, Inc. Non combustible nonaqueous compositions
    US6740362B2 (en) 2000-01-11 2004-05-25 Asahi Glass Company, Limited Fluorinated carrier solvent
    GB2358189A (en) * 2000-01-11 2001-07-18 Asahi Glass Co Ltd Fluorinated carrier solvent
    US6544595B2 (en) 2000-01-11 2003-04-08 Asahi Glass Company, Limited Fluorinated carrier solvent
    GB2358189B (en) * 2000-01-11 2004-08-11 Asahi Glass Co Ltd Method for coating a substance with a lubricant
    US7462591B2 (en) 2001-02-14 2008-12-09 Kaneko Chemical Co., Ltd. Solvent composition for cleaning
    US7799750B2 (en) 2001-02-14 2010-09-21 Kaneko Chemical Co., Ltd. Solvent composition for cleaning
    US7091170B2 (en) 2001-02-14 2006-08-15 Kaneko Chemical Co., Ltd. Solvent composition for washing
    WO2002064724A1 (en) * 2001-02-14 2002-08-22 Kaneko Chemical Co., Ltd. Solvent compositions for washing
    US7053035B2 (en) 2002-03-06 2006-05-30 Asahi Glass Company, Limited Solvent composition
    EP1342776A1 (en) * 2002-03-06 2003-09-10 Asahi Glass Company Ltd. Solvent composition
    WO2006086683A2 (en) * 2005-02-09 2006-08-17 E.I. Dupont De Nemours And Company Compositions comprising 1,1,1,2,2,3,4,5,5,6,6,7,7,7-tetradecafluoroheptane and uses thereof
    WO2006086683A3 (en) * 2005-02-09 2007-05-18 Du Pont Compositions comprising 1,1,1,2,2,3,4,5,5,6,6,7,7,7-tetradecafluoroheptane and uses thereof
    WO2006130406A2 (en) * 2005-05-27 2006-12-07 E. I. Du Pont De Nemours And Company Compositions comprising 3,3,4,4,5,5,6,6,6-nonafluoro-1-hexene
    WO2006130406A3 (en) * 2005-05-27 2007-03-01 Du Pont Compositions comprising 3,3,4,4,5,5,6,6,6-nonafluoro-1-hexene
    WO2007100887A2 (en) * 2006-02-28 2007-09-07 E. I. Du Pont De Nemours And Company Azeotropic compositions comprising fluorinated compounds for cleaning applications
    WO2007100887A3 (en) * 2006-02-28 2007-11-22 Du Pont Azeotropic compositions comprising fluorinated compounds for cleaning applications
    US7498296B2 (en) 2006-02-28 2009-03-03 E. I. Dupont De Nemours And Company Azeotropic compositions comprising fluorinated compounds for cleaning applications
    US8097181B2 (en) 2006-09-01 2012-01-17 E.I. Du Pont De Nemours And Company Ascorbic acid, terephthalate and nitromethane stabilizers for fluoroolefins
    US8663494B2 (en) 2006-09-01 2014-03-04 E I Du Pont De Nemours And Company Terpene, terpenoid, and fullerene stabilizers for fluoroolefins
    WO2008042066A1 (en) 2006-09-01 2008-04-10 E.I. Du Pont De Nemours And Company Amine stabilizers for fluoroolefins
    US8101094B2 (en) 2006-09-01 2012-01-24 E. I. Du Pont De Nemours And Company Terpene, terpenoid, and fullerene stabilizers for fluoroolefins
    US8383004B2 (en) 2006-09-01 2013-02-26 E I Du Pont De Nemours And Company Amine stabilizers for fluoroolefins
    US8394286B2 (en) 2006-09-01 2013-03-12 E I Du Pont De Nemours And Company Thiol and thioether stabilizers for fluoroolefins
    US8496846B2 (en) 2006-09-01 2013-07-30 E I Du Pont De Nemours And Company Phenol stabilizers for fluoroolefins
    US8529786B2 (en) 2006-09-01 2013-09-10 E I Du Pont De Nemours And Company Phosphorus-containing stabilizers for fluoroolefins
    US8535555B2 (en) 2006-09-01 2013-09-17 E I Du Pont De Nemours And Company Epoxide and fluorinated epoxide stabilizers for fluoroolefins
    US8075796B2 (en) 2006-09-01 2011-12-13 E. I. Du Pont De Nemours And Company Phenol stabilizers for fluoroolefins
    US8668791B2 (en) 2006-09-01 2014-03-11 E I Du Pont De Nemours And Company Ascorbic acid, terephthalate and nitromethane stabilizers for fluoroolefins
    US8815114B2 (en) 2006-09-01 2014-08-26 E I Du Pont De Nemours And Company Phenol stabilizers for fluoroolefins
    US9133381B2 (en) 2006-09-01 2015-09-15 The Chemours Company Fc, Llc Epoxide and fluorinated epoxide stabilizers for fluoroolefins
    US9777204B2 (en) 2006-09-01 2017-10-03 The Chemours Company Fc, Llc Epoxide and fluorinated epoxide stabilizers for fluoroolefins
    US10550302B2 (en) 2006-09-01 2020-02-04 The Chemours Company Fc, Llc Epoxide and fluorinated epoxide stabilizers for fluoroolefins
    US11130894B2 (en) 2006-09-01 2021-09-28 The Chemours Company Fc, Llc Epoxide and fluorinated epoxide stabilizers for fluoroolefins
    US11851602B2 (en) 2006-09-01 2023-12-26 The Chemours Company Fc, Llc Epoxide and fluorinated epoxide stabilizers for fluoroolefins

    Also Published As

    Publication number Publication date
    KR19990007162A (en) 1999-01-25
    JPH1192792A (en) 1999-04-06
    CA2239818A1 (en) 1998-12-20
    KR100284347B1 (en) 2002-05-09
    CN1213697A (en) 1999-04-14

    Similar Documents

    Publication Publication Date Title
    EP0885952A1 (en) Cleaning and degreasing composition without flash point
    CA2035687C (en) Application of (perfluoroalkyl)-ethylenes as cleaning or drying agents, and compositions of use as such
    EP0731162A1 (en) Use of hydrofluoroalkenes as cleaning agents and compositions containing them
    EP0821725B1 (en) Cold cleaning composition based on alkanes or cycloalkanes and an organic compound comprising a ketone group
    CN116669762A (en) Incombustible liquid composition and use thereof
    JPH0693294A (en) Azeotropic and azeotropic-like composition and detergent
    JPH06313196A (en) Azeotropic or azeotropelike composition and detergent
    WO1996033260A1 (en) Cycloalkane-based cleaning agent
    JPH01188599A (en) Azeotropic solvent composition
    JPH06136389A (en) Azeotropic and pseudo-azeotropic composition and detergent
    JPH06200294A (en) Azeotropic and azeotrope-like composition and detergent
    JPH06306392A (en) Azeotropic or azeotrope-like composition and detergent comprising same
    BE1005713A3 (en) Process of stabilization and hydrofluoroalkane compositions including at least one hydrofluoroalkane.
    WO1994023007A1 (en) Grease removing composition
    JPH06202051A (en) Azeotropic and azeotropic-like composition and detergent
    JPH06100891A (en) Solvent or its composition
    EP0609125B1 (en) Stabilized cleaning composition based on 1,1-dichloro-1-fluoroethane and methanol
    JPH0649490A (en) Detergent composition
    JPH04279700A (en) Cleaning agent for insulated cable
    JPH06248294A (en) Azeotropic and azeotrope-like composition and cleaning agent
    EP0699747A1 (en) Detergent composition
    JPH08259996A (en) Azeotropic and azeotropelike compositions and detergent
    MXPA97008049A (en) Composition of cleaning in cold constituted by alcanos or cicloalcanos and by an organic composition that comprises cet function
    JPH0641590A (en) Solvent composition and cleaning
    JPH05230500A (en) Solvent for degreasing

    Legal Events

    Date Code Title Description
    PUAI Public reference made under article 153(3) epc to a published international application that has entered the european phase

    Free format text: ORIGINAL CODE: 0009012

    17P Request for examination filed

    Effective date: 19980617

    AK Designated contracting states

    Kind code of ref document: A1

    Designated state(s): AT BE CH DE DK ES FI FR GB GR IE IT LI LU NL PT SE

    AX Request for extension of the european patent

    Free format text: AL;LT;LV;MK;RO;SI

    RTI1 Title (correction)
    AKX Designation fees paid

    Free format text: AT BE CH DE DK ES FI FR GB GR IE IT LI LU NL PT SE

    RAP1 Party data changed (applicant data changed or rights of an application transferred)

    Owner name: ATOFINA

    17Q First examination report despatched

    Effective date: 20040102

    STAA Information on the status of an ep patent application or granted ep patent

    Free format text: STATUS: THE APPLICATION IS DEEMED TO BE WITHDRAWN

    18D Application deemed to be withdrawn

    Effective date: 20031231