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EP0544035A1 - Cleansing composition - Google Patents

Cleansing composition Download PDF

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Publication number
EP0544035A1
EP0544035A1 EP91203093A EP91203093A EP0544035A1 EP 0544035 A1 EP0544035 A1 EP 0544035A1 EP 91203093 A EP91203093 A EP 91203093A EP 91203093 A EP91203093 A EP 91203093A EP 0544035 A1 EP0544035 A1 EP 0544035A1
Authority
EP
European Patent Office
Prior art keywords
cleansing composition
boiling point
carbinol
butyl
per cent
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Withdrawn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
EP91203093A
Other languages
German (de)
French (fr)
Inventor
Kurt Hertlein
Amanollah Amanpour
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.)
Shell Internationale Research Maatschappij BV
Original Assignee
Shell Internationale Research Maatschappij BV
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
Priority to DE3812454A priority Critical patent/DE3812454A1/en
Priority to AU42586/89A priority patent/AU617876B2/en
Priority to JP1261208A priority patent/JP2726517B2/en
Application filed by Shell Internationale Research Maatschappij BV filed Critical Shell Internationale Research Maatschappij BV
Priority to EP91203093A priority patent/EP0544035A1/en
Publication of EP0544035A1 publication Critical patent/EP0544035A1/en
Withdrawn legal-status Critical Current

Links

Classifications

    • 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
    • C11D7/24Hydrocarbons
    • 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
    • C11D7/261Alcohols; Phenols
    • 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
    • C11D7/261Alcohols; Phenols
    • C11D7/262Alcohols; Phenols fatty or with at least 8 carbon atoms in the alkyl or alkenyl chain
    • 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
    • C11D7/32Organic compounds containing nitrogen
    • C11D7/3227Ethers thereof
    • 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
    • C11D7/5022Organic solvents containing oxygen
    • 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
    • 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
    • C23G5/06Cleaning or de-greasing metallic material by other methods; Apparatus for cleaning or de-greasing metallic material with organic solvents using emulsions
    • 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
    • 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
    • C11D7/26Organic compounds containing oxygen
    • C11D7/266Esters or carbonates

Definitions

  • the invention relates to a cleansing composition comprising a non-aromatic liquid hydrocarbon.
  • Aliphatic hydrocarbons do not suffice completely in cleaning colophonium contaminated metal surfaces (derived from colophonium containing solder flux used in connecting metal parts in e.g. electrical apparatuses).
  • a cleansing composition comprising from 50 to 99 per cent by weight of a non-aromatic liquid hydrocarbon having an atmospheric initial boiling point of at least 100 °C and from 1 to 50 per cent by weight of a secondary or tertiary alcohol.
  • Cleansing compositions preferably comprise from 5 to 45, more preferably from 10 to 40 per cent by weight of alcohol on the weight of the composition of non-aromatic hydrocarbon and alcohol.
  • Preferred non-aromatic liquid hydrocarbons have an end-boiling point below 320 °C. More preferred non-aromatic liquid hydrocarbons have an initial boiling point of at least 130 °C and an end-boiling point below 250 °C.
  • More preferred non-aromatic liquid hydrocarbons are white spirits having a boiling range within the range of from 180 °C to 250 °C.
  • Other preferred non-aromatic liquid hydrocarbons have a boiling point range from 140 to 165 °C.
  • the cleansing composition according to the invention comprises a secondary or a tertiary alcohol, preferably having the chemical formula: in which R and R1 independently represent a C1 to C6 - alkyl group and (R+R1) together have at least 5 carbon atoms.
  • the total number of carbon atoms in the formulae is from 6 to 9.
  • R and R1 in the formulae may be methyl, ethyl, propyl, isopropyl, butyl, isobutyl, sec.butyl, tert.butyl, pentyl, isopentyl, neopentyl, tert.pentyl, or a hexyl group.
  • Diisobutyl carbinol may have the structure: The two compounds are also called 3,5-dimethylheptanol-4 and 2,6-dimethylheptanol-4, respectively.
  • compositions according to the invention dissolve any mineral oil, resin or elastomer with a Hildebrand Solubility parameter up to 8.2, in particular remains of colophonium from solder fluxes.
  • the compositions are resistant to oxidation and have a negligible hazard potential regarding health, air- and water-quality.
  • compositions according to the invention have a high solubility performance vis-à-vis colophonium, the alcohols themselves have not.
  • compositions have a very low water-miscibility, which allows them to be used for cleaning with temporary emulsions.
  • the compositions according to the invention only form a temporary emulsion in water under mechanical stress.
  • the inner tension of the small organic spheres in water depends on their size which latter is dependent on the mechanical force used and the duration of the mechanical force.
  • the steady stream of small organic particles absorbing onto the dirt layers proportionally to their inner tension dissolves and displaces oils, fats, greases and resins. With the less compressible water spheres more power is transmitted to quickly peel-off layers.
  • the water disperses inorganic dirt. Water contents between 3 and 95 per cent by weight on the weight of composition according to the invention may be used, preferably from 10 to 50 per cent by weight.
  • the organic and inorganic dirt will dissolve in the organic phase and water phase, respectively according to Nernst's Rule.
  • the organic dirt virtually does not contaminate the water.
  • the necessity of treating the water phase is largely reduced.
  • the temperature for cleaning may range from room temperature to 60 °C.
  • the water miscibility of the formulations I, II and III was 3.4 g, 0.2 g and 0.34 g per kg water, respectively.
  • the formulations are used in cleaning lids of pans, having a diameter of 16 cm, which were all covered with 10 gram of colophonium.
  • the amount of solvent used was 2 l, which was contacted with recycling velocity of 1.77 1.min ⁇ 1 with the lid.
  • the formulations were also used in cleaning together with 10 per cent by weight of water and 50 per cent by weight of water in the form of a temporary emulsion under the same conditions.

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  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Health & Medical Sciences (AREA)
  • Emergency Medicine (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)

Abstract

The invention relates to a cleansing composition comprising from 50 to 99 per cent by weight of a non-aromatic liquid hydrocarbon having an atmospheric initial boiling point of at least 100 °C and from 1 to 50 per cent by weight of a secondary or tertiary alcohol.

Description

  • The invention relates to a cleansing composition comprising a non-aromatic liquid hydrocarbon.
  • In the cleaning of metal surfaces halogenated hydrocarbons were used to remove grease, fat or oil during a long time. However, since it has become apparent that these halogenated hydrocarbons come into the earth's atmosphere and cause ozone depletion in the stratosphere, there has been sought for substitutes.
  • In the literature aromatic and aliphatic hydrocarbons have been proposed, whereby for environmental reasons non-aromatic hydrocarbons are preferred.
  • Aliphatic hydrocarbons do not suffice completely in cleaning colophonium contaminated metal surfaces (derived from colophonium containing solder flux used in connecting metal parts in e.g. electrical apparatuses).
  • It has been found that the cleaning of metal surfaces could be improved by a cleansing composition comprising from 50 to 99 per cent by weight of a non-aromatic liquid hydrocarbon having an atmospheric initial boiling point of at least 100 °C and from 1 to 50 per cent by weight of a secondary or tertiary alcohol.
  • Cleansing compositions preferably comprise from 5 to 45, more preferably from 10 to 40 per cent by weight of alcohol on the weight of the composition of non-aromatic hydrocarbon and alcohol. Preferred non-aromatic liquid hydrocarbons have an end-boiling point below 320 °C. More preferred non-aromatic liquid hydrocarbons have an initial boiling point of at least 130 °C and an end-boiling point below 250 °C.
  • More preferred non-aromatic liquid hydrocarbons are white spirits having a boiling range within the range of from 180 °C to 250 °C. Other preferred non-aromatic liquid hydrocarbons have a boiling point range from 140 to 165 °C.
  • The cleansing composition according to the invention comprises a secondary or a tertiary alcohol, preferably having the chemical formula:
    Figure imgb0001

    in which R and R¹ independently represent a C₁ to C₆ - alkyl group and (R+R¹) together have at least 5 carbon atoms.
  • Preferably the total number of carbon atoms in the formulae is from 6 to 9.
  • R and R¹ in the formulae may be methyl, ethyl, propyl, isopropyl, butyl, isobutyl, sec.butyl, tert.butyl, pentyl, isopentyl, neopentyl, tert.pentyl, or a hexyl group.
  • Most preferred alcohols are diisobutyl carbinol and methyl isobutyl carbinol. Diisobutyl carbinol may have the structure:
    Figure imgb0002

    The two compounds are also called 3,5-dimethylheptanol-4 and 2,6-dimethylheptanol-4, respectively. Other examples of compounds falling under the above-mentioned general formulae are:
    2-methylheptanol-2 (dimethyl-n-amyl carbinol)
    2-methylheptanol-3 (isopropyl butyl carbinol)
    2-methylheptanol-4 (propyl isobutyl carbinol)
    2-methylheptanol-5 (ethyl isoamyl carbinol)
    2-methylheptanol-6 (methyl isohexyl carbinol)
    3-methylheptanol-3 (methyl ethyl butyl carbinol)
    3-methylheptanol-4 (propyl-sec-n-butyl carbinol)
    3-methylheptanol-5 (ethyl amyl carbinol)
    4-methylheptanol-4 (methyl dipropyl carbinol)
    2-methylhexanol-2 (dimethyl butyl carbinol)
    2-methylhexanol-3 (propyl isopropyl carbinol)
    2-methylhexanol-4 (ethyl isobutyl carbinol)
    2-methylhexanol-5 (methyl isoamyl carbinol)
    3-methylhexanol-3 (methyl ethyl propyl carbinol)
    3-methylhexanol-4 (ethyl sec-butyl carbinol)
       The compositions according to the invention have high and constant solubility parameters well over 90 per cent evaporation area.
  • The compositions according to the invention dissolve any mineral oil, resin or elastomer with a Hildebrand Solubility parameter up to 8.2, in particular remains of colophonium from solder fluxes. The compositions are resistant to oxidation and have a negligible hazard potential regarding health, air- and water-quality.
  • While the compositions according to the invention have a high solubility performance vis-à-vis colophonium, the alcohols themselves have not.
  • The compositions have a very low water-miscibility, which allows them to be used for cleaning with temporary emulsions. The compositions according to the invention only form a temporary emulsion in water under mechanical stress. The inner tension of the small organic spheres in water depends on their size which latter is dependent on the mechanical force used and the duration of the mechanical force. The steady stream of small organic particles absorbing onto the dirt layers proportionally to their inner tension, dissolves and displaces oils, fats, greases and resins. With the less compressible water spheres more power is transmitted to quickly peel-off layers. Moreover, the water disperses inorganic dirt. Water contents between 3 and 95 per cent by weight on the weight of composition according to the invention may be used, preferably from 10 to 50 per cent by weight. After the mechanical stress is finished the organic phase is immediately allowed to separate from the water phase.
  • The organic and inorganic dirt will dissolve in the organic phase and water phase, respectively according to Nernst's Rule. The organic dirt virtually does not contaminate the water. The necessity of treating the water phase is largely reduced. The temperature for cleaning may range from room temperature to 60 °C.
  • Example
  • The following formulations were prepared:
    I II III
    SBP 140/165 75 - -
    White spirit 180/200 (dearomatized) - 90 -
    White spirit 195/245 (dearomatized) - - 60
    methyl isobutyl carbinol 25 - -
    diisobutyl carbinol - 10 40
    The percentages are volume percentages.
  • The water miscibility of the formulations I, II and III was 3.4 g, 0.2 g and 0.34 g per kg water, respectively.
  • The formulations are used in cleaning lids of pans, having a diameter of 16 cm, which were all covered with 10 gram of colophonium.
  • The amount of solvent used was 2 l, which was contacted with recycling velocity of 1.77 1.min⁻¹ with the lid. The formulations were also used in cleaning together with 10 per cent by weight of water and 50 per cent by weight of water in the form of a temporary emulsion under the same conditions.
  • Hereafter are given the cleaning results of the formulations I, II and III, whereby 100 per cent removal of the colophonium is reached after a certain time (given in minutes).
    I II III
    pure 15 10 15
    with 10% 30 20 25
    with 50% 30 10 15
    formulation I at 20 °C
    formulation II at 50 °C
    formulation III at 60 °C
  • Comparative Example
  • Under exactly the same conditions as described in the Example, but in the absence of any alcohol, viz. methyl isobutyl carbinol and diisobutyl carbinol, all formulations were tested.
  • It proved that colophonium was not removed, even after 5 hours recycling of the hydrocarbon.

Claims (11)

  1. Cleansing composition comprising from 50 to 99 per cent by weight of a non-aromatic liquid hydrocarbon having an atmospheric initial boiling point of at least 100 °C and from 1 to 50 per cent by weight of a secondary or tertiary alcohol.
  2. Cleansing composition as claimed in claim 1 wherein the non-aromatic liquid hydrocarbon has an end-boiling point below 320 °C.
  3. Cleansing composition as claimed in claim 1 or 2 wherein the non-aromatic hydrocarbon has an initial boiling point of at least 130 °C and an end-boiling point below 250 °C.
  4. Cleansing composition as claimed in one or more of the claims 1-3 wherein the non-aromatic hydrocarbon is white spirit having a boiling range within the range of from 180 °C to 250 °C.
  5. Cleansing composition as claimed in one or more of the claims 1-3 wherein the non-aromatic hydrocarbon has a boiling range of from 140 °C to 165 °C.
  6. Cleansing composition as claimed in one or more of the claims 1-5 wherein the alcohol has the chemical formula:
    Figure imgb0003
    in which R and R¹ independently represent a C₁ to C₆-alkyl group and (R+R¹) together have at least 5 carbon atoms.
  7. Cleansing composition as claimed in claim 6 wherein R and R¹ are methyl, ethyl, propyl, isopropyl, butyl, isobutyl, sec.butyl, tert.butyl, pentyl, isopentyl, neopentyl, tert.pentyl or a hexyl group.
  8. Cleansing composition as claimed in claim 6 or 7 wherein the total number of carbon atoms is from 6 to 9.
  9. Cleansing composition as claimed in one or more of the claims 6-8 wherein the alcohol is methyl isobutyl carbinol or diisobutyl carbinol.
  10. Cleansing composition as claimed in claim 1 as hereinbefore described with special reference to the Example.
  11. Use of a cleansing composition as claimed in one or more of the claims 1-10, in admixture with water, forming a temporary emulsion under mechanical stress, to remove grease, fats, oils or resins from a surface.
EP91203093A 1988-04-14 1991-11-26 Cleansing composition Withdrawn EP0544035A1 (en)

Priority Applications (4)

Application Number Priority Date Filing Date Title
DE3812454A DE3812454A1 (en) 1988-04-14 1988-04-14 Degreasing liquid
AU42586/89A AU617876B2 (en) 1988-04-14 1989-10-04 Degreasing fluids
JP1261208A JP2726517B2 (en) 1988-04-14 1989-10-05 Degreasing fluid
EP91203093A EP0544035A1 (en) 1988-04-14 1991-11-26 Cleansing composition

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
DE3812454A DE3812454A1 (en) 1988-04-14 1988-04-14 Degreasing liquid
AU42586/89A AU617876B2 (en) 1988-04-14 1989-10-04 Degreasing fluids
JP1261208A JP2726517B2 (en) 1988-04-14 1989-10-05 Degreasing fluid
EP91203093A EP0544035A1 (en) 1988-04-14 1991-11-26 Cleansing composition

Publications (1)

Publication Number Publication Date
EP0544035A1 true EP0544035A1 (en) 1993-06-02

Family

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Family Applications (1)

Application Number Title Priority Date Filing Date
EP91203093A Withdrawn EP0544035A1 (en) 1988-04-14 1991-11-26 Cleansing composition

Country Status (4)

Country Link
EP (1) EP0544035A1 (en)
JP (1) JP2726517B2 (en)
AU (1) AU617876B2 (en)
DE (1) DE3812454A1 (en)

Cited By (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2723958A1 (en) * 1994-08-25 1996-03-01 Atochem Elf Sa CLEANING COMPOSITION BASED ON A MIXTURE OF LOW MOLAR ALKANES AND ALCOHOLS.
EP0717654A1 (en) * 1994-07-07 1996-06-26 Safety-Kleen Corp. Method of recycling cleaning solvent
EP0726938A1 (en) * 1994-07-07 1996-08-21 Safety-Kleen Corp. Enhanced 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
US8435725B2 (en) 2007-09-20 2013-05-07 Agfa-Gevaert Nv Security laminates with interlaminated transparent embossed polymer hologram
US8827315B2 (en) 2009-12-10 2014-09-09 Agfa-Gevaert N.V. Security document with security feature on edge
US9012018B2 (en) 2009-12-18 2015-04-21 Agfa-Gevaert N.V. Laser markable security film
US9067451B2 (en) 2009-12-18 2015-06-30 Agfa-Gevaert N.V. Laser markable security film

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3812454A1 (en) * 1988-04-14 1989-10-26 Shell Int Research Degreasing liquid
DE4100126C2 (en) * 1991-01-04 1995-06-08 Metakon Metallverarbeitung Gmb Method and device for cleaning dirty, in particular metallic objects by means of a cleaning liquid
JPH05104539A (en) * 1991-10-16 1993-04-27 Kanegafuchi Chem Ind Co Ltd Washing agent of die for molding resin
MY134746A (en) * 1992-01-03 2007-12-31 Exxon Chemical Patents Inc Method and composition for cleaning articles
JP4555831B2 (en) 2003-12-17 2010-10-06 アクゾ ノーベル ナムローゼ フェンノートシャップ How to treat animal skin

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WO1991006690A1 (en) * 1989-11-01 1991-05-16 Henkel Kommanditgesellschaft Auf Aktien Mixture for cleaning printed circuit boards
WO1991016690A1 (en) * 1990-04-20 1991-10-31 Tetrel Limited Coin validators

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DE3537619A1 (en) * 1985-10-23 1987-04-23 Bayer Ag Agents for cold washing
DE3812454A1 (en) * 1988-04-14 1989-10-26 Shell Int Research Degreasing liquid
GB8810799D0 (en) * 1988-05-06 1988-06-08 Shell Int Research Cleaning method

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR1205273A (en) * 1957-03-30 1960-02-02 Philips Nv Method of using a water-repellent liquid
WO1991006690A1 (en) * 1989-11-01 1991-05-16 Henkel Kommanditgesellschaft Auf Aktien Mixture for cleaning printed circuit boards
WO1991016690A1 (en) * 1990-04-20 1991-10-31 Tetrel Limited Coin validators

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Title
CHEMICAL ABSTRACTS, vol. 78, no. 8, 26 February 1973, Columbus, Ohio, US; abstract no. 46580C, STEFANESCU,AURELIA: 'concentrate for nonaqueous solutions used for cleaning the surface of ferrous metals' page 191 ;column 1 ; *

Cited By (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0717654A1 (en) * 1994-07-07 1996-06-26 Safety-Kleen Corp. Method of recycling cleaning solvent
EP0726938A1 (en) * 1994-07-07 1996-08-21 Safety-Kleen Corp. Enhanced solvent composition
EP0726938A4 (en) * 1994-07-07 1997-12-03 Safety Kleen Corp Enhanced solvent composition
EP0717654A4 (en) * 1994-07-07 1997-12-29 Safety Kleen Corp Method of recycling cleaning solvent
FR2723958A1 (en) * 1994-08-25 1996-03-01 Atochem Elf Sa CLEANING COMPOSITION BASED ON A MIXTURE OF LOW MOLAR ALKANES AND ALCOHOLS.
EP0699747A1 (en) * 1994-08-25 1996-03-06 Elf Atochem S.A. Detergent 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
FR2733248A1 (en) * 1995-04-20 1996-10-25 Atochem Elf Sa COLD CLEANING COMPOSITION BASED ON ALKANES OR CYCLOALKANES AND AN ORGANIC COMPOUND COMPRISING AN OXYGENIC FUNCTION
US8435725B2 (en) 2007-09-20 2013-05-07 Agfa-Gevaert Nv Security laminates with interlaminated transparent embossed polymer hologram
US8827315B2 (en) 2009-12-10 2014-09-09 Agfa-Gevaert N.V. Security document with security feature on edge
US9012018B2 (en) 2009-12-18 2015-04-21 Agfa-Gevaert N.V. Laser markable security film
US9067451B2 (en) 2009-12-18 2015-06-30 Agfa-Gevaert N.V. Laser markable security film

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AU4258689A (en) 1991-04-18
JP2726517B2 (en) 1998-03-11
AU617876B2 (en) 1991-12-05
JPH03126794A (en) 1991-05-29
DE3812454A1 (en) 1989-10-26

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