EP0575794B1 - Isopropanol containing cleaning solutions having elevated flash point - Google Patents

Isopropanol containing cleaning solutions having elevated flash point Download PDF

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Publication number
EP0575794B1
EP0575794B1 EP93108989A EP93108989A EP0575794B1 EP 0575794 B1 EP0575794 B1 EP 0575794B1 EP 93108989 A EP93108989 A EP 93108989A EP 93108989 A EP93108989 A EP 93108989A EP 0575794 B1 EP0575794 B1 EP 0575794B1
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EP
European Patent Office
Prior art keywords
weight
mixtures
isopropanol
partially fluorinated
water
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired - Lifetime
Application number
EP93108989A
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German (de)
French (fr)
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EP0575794A1 (en
Inventor
Wilfried Dr. Becker
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Solvay SA
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Solvay SA
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Classifications

    • 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
    • C11D7/50—Solvents
    • C11D7/5004—Organic solvents
    • C11D7/5018—Halogenated solvents

Definitions

  • EP-A 454 490 describes ternary mixtures Isopropanol, water and a perfluorocarbon with one Boiling point of 30 to 70 ° C known as Serve cleaning solutions.
  • Preferred compounds of the above formula are in which x is 1 to 3, w is 4 to 6 and y is 7 to 13.
  • Particularly preferred compounds are 3,4-dihydroperfluoro (2-methylpentane), 3,4,4-trihydroperfluoro (2-methylpentane), Mixtures of these two compounds by weight ratio from about 95: 5 to about 5: 95, preferably 90: 10 to 10:90, 2,2,2-trifluoroethyl-1,1,2,2-tetrafluoroethyl ether and especially 1H-perfluorohexane.
  • a mixture of 6.76 parts by weight of isopropanol is added and 1 part by weight of water 20% by weight, based on this Mixture, to one of the compounds mentioned, so obtained a flash point (according to DIN 51 758) of over 50 ° C.
  • a flash point (according to DIN 51 758) of over 50 ° C.
  • 1H-perfluorohexane already causes an addition of 10% by weight a flash point of 50 to 52 ° C and with a mixture about 90% by weight 3,4-dihydro-perfluoro (2-methyl-pentane) and 10 wt .-% 3,4,4-trihydro-perfluoro (2-methyl-pentane) a Flash point above 55 ° C.
  • the invention therefore relates in particular to mixtures of predominantly isopropanol and smaller, approximately equal amounts Water and fluorinated compound.
  • Preferred mixtures contain 70 to 80% by weight isopropanol, 10 to 12% by weight water and 9 to 18% by weight fluorinated compound.
  • a preferred mixture consists of, for example 72.6% by weight of isopropanol, 10.7% by weight of water and 16.7% by weight Trifluoroethyl tetrafluoroethyl ether.
  • Particularly preferred mixtures consist of 79.2% by weight Isopropanol, 11.7% by weight water and 9.1% by weight fluorinated Hydrocarbon.
  • the fluorinated hydrocarbons are known Links. You can, for example, by hydrogenation of the corresponding olefins [V.F. Snegirev et al., Izv. Akad. Nauk SSSR, Ser. Khim. (12), 2775 to 2781 (1983)].
  • the fluorinated ether is obtained one, for example, by the addition of alcohols fluorinated olefins (Houben-Weyl, 'Methods of Organic Chemie ', 4th edition, volume V / 3 (1962), halogen compounds, Page 280).

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Wood Science & Technology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Chemical & Material Sciences (AREA)
  • Materials Engineering (AREA)
  • Mechanical Engineering (AREA)
  • Metallurgy (AREA)
  • Detergent Compositions (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Materials Applied To Surfaces To Minimize Adherence Of Mist Or Water (AREA)

Abstract

Partially fluorinated hydrocarbons or ethers of the general formula CwHxFyOz in which x < y, the sum of x + y = 2w + 2 and z is 0 or 1, which have a boiling point in the range from 40 to 100 DEG C, bring about a large elevation of the flashpoint in mixtures composed predominantly of isopropanol and minor amounts of water. Mixtures of this type are suitable as cleaning solutions.

Description

Aus der EP-A 454 490 sind ternäre Mischungen aus Isopropanol, Wasser und einem Perfluorkohlenstoff mit einem Siedepunkt von 30 bis 70 °C bekannt, die als Reinigungslösungen dienen. Bevorzugt ist eine Mischung aus 84,5 % Isopropanol, 12,5 % Wasser und 3 % n-Perfluorhexan, jeweils bezogen auf das Gewicht.EP-A 454 490 describes ternary mixtures Isopropanol, water and a perfluorocarbon with one Boiling point of 30 to 70 ° C known as Serve cleaning solutions. A mixture of is preferred 84.5% isopropanol, 12.5% water and 3% n-perfluorohexane, each based on weight.

Es wurde nun gefunden, daß teilfluorierte Kohlenwasserstoffe oder Ether der allgemeinen Formel CwHxFyOz    in der x < y ist, die Summe von x + y = 2w + 2
   bedeutet und z 0 oder 1 ist,
die einen Siedepunkt im Bereich von 40 bis 100 °C zeigen, eine besonders starke Flammpunkterhöhung in solchen Reinigungslösungen bewirken.It has now been found that partially fluorinated hydrocarbons or ethers of the general formula C w H x F y O z where x <y is the sum of x + y = 2w + 2
means and z is 0 or 1,
which show a boiling point in the range of 40 to 100 ° C, cause a particularly strong flash point increase in such cleaning solutions.

Bevorzugt sind Verbindungen der vorstehend genannten Formel, in der x 1 bis 3, w 4 bis 6 und y 7 bis 13 bedeuten.Preferred compounds of the above formula are in which x is 1 to 3, w is 4 to 6 and y is 7 to 13.

Besonders bevorzugte Verbindungen sind 3,4-Dihydro-perfluor-(2-methyl-pentan), 3,4,4-Trihydro-perfluor-(2-methyl-pentan), Gemische dieser beiden Verbindungen im Gewichtsverhältnis von etwa 95 : 5 bis etwa 5 : 95, vorzugsweise 90 : 10 bis 10 : 90, 2,2,2-Trifluorethyl-1,1,2,2-tetrafluorethyl-ether und insbesondere 1H-Perfluorhexan. Particularly preferred compounds are 3,4-dihydroperfluoro (2-methylpentane), 3,4,4-trihydroperfluoro (2-methylpentane), Mixtures of these two compounds by weight ratio from about 95: 5 to about 5: 95, preferably 90: 10 to 10:90, 2,2,2-trifluoroethyl-1,1,2,2-tetrafluoroethyl ether and especially 1H-perfluorohexane.

Setzt man einer Mischung aus 6,76 Gew.-Teilen Isopropanol und 1 Gew.-Teil Wasser 20 Gew.-%, bezogen auf diese Mischung, an einer der genannten Verbindungen zu, so erhält man einen Flammpunkt (nach DIN 51 758) von über 50 °C. Beim 1H-Perfluorhexan bewirkt bereits ein Zusatz von 10 Gew.-% einen Flammpunkt von 50 bis 52 °C und bei einem Gemisch aus etwa 90 Gew.-% 3,4-Dihydro-perfluor-(2-methyl-pentan) und 10 Gew.-% 3,4,4-Trihydro-perfluor-(2-methyl-pentan) einen Flammpunkt von über 55 °C.A mixture of 6.76 parts by weight of isopropanol is added and 1 part by weight of water 20% by weight, based on this Mixture, to one of the compounds mentioned, so obtained a flash point (according to DIN 51 758) of over 50 ° C. At the 1H-perfluorohexane already causes an addition of 10% by weight a flash point of 50 to 52 ° C and with a mixture about 90% by weight 3,4-dihydro-perfluoro (2-methyl-pentane) and 10 wt .-% 3,4,4-trihydro-perfluoro (2-methyl-pentane) a Flash point above 55 ° C.

Die genannten Mischungen sind bei 0 °C einphasig und noch nicht an der fluorierten Verbindung gesättigt. Diese sind also mit Wasser/Isopropanol in weiten Grenzen mischbar.The mixtures mentioned are single-phase at 0 ° C and still not saturated on the fluorinated compound. These are Miscible with water / isopropanol.

Die Erfindung betrifft deshalb insbesondere Mischungen aus überwiegend Isopropanol und kleineren, etwa gleichen Mengen Wasser und fluorierter Verbindung. Bevorzugte Mischungen enthalten 70 bis 80 Gew.-% Isopropanol, 10 bis 12 Gew.-% Wasser und 9 bis 18 Gew.-% fluorierte Verbindung.The invention therefore relates in particular to mixtures of predominantly isopropanol and smaller, approximately equal amounts Water and fluorinated compound. Preferred mixtures contain 70 to 80% by weight isopropanol, 10 to 12% by weight water and 9 to 18% by weight fluorinated compound.

Eine bevorzugte Mischung besteht beispielsweise aus 72,6 Gew.-% Isopropanol, 10,7 Gew.-% Wasser und 16,7 Gew.-% Trifluorethyl-tetrafluorethyl-ether.A preferred mixture consists of, for example 72.6% by weight of isopropanol, 10.7% by weight of water and 16.7% by weight Trifluoroethyl tetrafluoroethyl ether.

Besonders bevorzugte Mischungen bestehen aus 79,2 Gew.-% Isopropanol, 11,7 Gew.-% Wasser und 9,1 Gew.-% fluoriertem Kohlenwasserstoff.Particularly preferred mixtures consist of 79.2% by weight Isopropanol, 11.7% by weight water and 9.1% by weight fluorinated Hydrocarbon.

Die fluorierten Kohlenwasserstoffe sind bekannte Verbindungen. Sie können beispielsweise durch Hydrierung der entsprechenden Olefine hergestellt werden [V.F. Snegirev et al., Izv. Akad. Nauk SSSR, Ser. Khim. (12), 2775 bis 2781 (1983)]. Die fluorierten Ether erhält man beispielsweise durch Anlagerung von Alkoholen an fluorierte Olefine (Houben-Weyl, 'Methoden der organischen Chemie', 4. Auflage, Band V/3 (1962), Halogenverbindungen, Seite 280).The fluorinated hydrocarbons are known Links. You can, for example, by hydrogenation of the corresponding olefins [V.F. Snegirev et al., Izv. Akad. Nauk SSSR, Ser. Khim. (12), 2775 to 2781 (1983)]. The fluorinated ether is obtained one, for example, by the addition of alcohols fluorinated olefins (Houben-Weyl, 'Methods of Organic Chemie ', 4th edition, volume V / 3 (1962), halogen compounds, Page 280).

Claims (9)

  1. Use, as component in a mixture of isopropanol and water, of partially fluorinated hydrocarbons or ethers of formula CwHxFyOz, wherein x < y, the sum of x + y = 2w +2 and z is zero or 1, and having a boiling point in the range of 40 to 100°C.
  2. Mixtures comprising predominantly isopropanol and a minor amount of water and of one or more partially fluorinated hydrocarbons or ethers of formula CwHxFyOz, wherein x < y, the sum of x + y = 2w +2 and z is zero or 1, and having a boiling point in the range of 40 to 100°C.
  3. Mixtures comprising 70 to 80 % by weight of isopropanol, 10 to 12 % by weight of water and 9 to 18 % by weight of one or more partially fluorinated hydrocarbons or ethers of formula CwHxFyOz, wherein x < y, the sum of x + y = 2w +2 and z is zero or 1, and having a boiling point in the range of 40 to 100°C.
  4. Mixtures according to claim 2 or 3, characterized in that, in the formula CwHxFyOz, x means 1 to 3.
  5. Mixtures according to claims 2 to 4, characterized in that, in the formula CwHxFyOz, w means 4 to 6.
  6. Mixtures according to claims 2 to 5, characterized in that, in the formula CwHxFyOz, y means 7 to 13.
  7. Mixtures according to claims 2 to 6, characterized in that the partially fluorinated hydrocarbons or ethers are selected amongst 3,4-dihydro-perfluor-(2-methylpentane), 3,4,4-trihydro-perfluor-(2-methyl-pentane), 2,2,2-trifluorethyl-1,1,2,2-tetrafluoroethyl-ether, 1H-perfluorhexane and their mixtures.
  8. Mixtures according to claim 7, characterized in that the partially fluorinated hydrocarbon or ether is 1H-perfluorhexane.
  9. Mixtures according to claim 7, characterized in that the partially fluorinated hydrocarbon or ether is 2,2,2-trifluorethyl-1,1,2,2-tetrafluoroethyl-ether.
EP93108989A 1992-06-10 1993-06-04 Isopropanol containing cleaning solutions having elevated flash point Expired - Lifetime EP0575794B1 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE4218966 1992-06-10
DE4218966A DE4218966A1 (en) 1992-06-10 1992-06-10 Cleaning solutions containing isopropanol with an increased flash point

Publications (2)

Publication Number Publication Date
EP0575794A1 EP0575794A1 (en) 1993-12-29
EP0575794B1 true EP0575794B1 (en) 1998-10-14

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EP (1) EP0575794B1 (en)
JP (1) JPH0657296A (en)
AT (1) ATE172239T1 (en)
CA (1) CA2098057A1 (en)
DE (2) DE4218966A1 (en)

Families Citing this family (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP3123695B2 (en) * 1993-01-22 2001-01-15 キヤノン株式会社 Mixed solvent composition, and cleaning method and cleaning apparatus using the same
IT1271075B (en) * 1994-11-21 1997-05-26 Ausimont Spa TERNARY SOLVENT MIXTURES, AND THEIR USE FOR THE REMOVAL OF OIL SUBSTANCES
CA2218890A1 (en) 1995-05-16 1996-11-21 Dean S. Milbrath Azeotrope-like compositions and their use
US6008179A (en) * 1995-05-16 1999-12-28 3M Innovative Properties Company Azeotrope-like compositions and their use
US5827446A (en) * 1996-01-31 1998-10-27 E. I. Du Pont De Nemours And Company Nonafluoromethoxybutane compositions
US6030934A (en) * 1997-02-19 2000-02-29 3M Innovative Properties Company Azeotropic compositions of methoxy-perfluoropropane and their use
US6159917A (en) * 1998-12-16 2000-12-12 3M Innovative Properties Company Dry cleaning compositions containing hydrofluoroether
JP4556669B2 (en) * 2002-07-03 2010-10-06 旭硝子株式会社 Solvent composition

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CA2008882A1 (en) * 1989-02-01 1990-08-01 Takamasa Tsumoto Washing agent, washing method and process for preparing semiconductor integrated circuit device by use thereof
GB9009504D0 (en) * 1990-04-27 1990-06-20 Isc Chemicals Ltd Reduced flammability mixture based on isopropanol

Also Published As

Publication number Publication date
EP0575794A1 (en) 1993-12-29
JPH0657296A (en) 1994-03-01
ATE172239T1 (en) 1998-10-15
DE59309054D1 (en) 1998-11-19
CA2098057A1 (en) 1993-12-11
DE4218966A1 (en) 1993-12-16

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