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EP0587594A1 - Utilisation de 2-ethylhexylesters d'acides gras comme agents de nettoyage a froid. - Google Patents

Utilisation de 2-ethylhexylesters d'acides gras comme agents de nettoyage a froid.

Info

Publication number
EP0587594A1
EP0587594A1 EP92909832A EP92909832A EP0587594A1 EP 0587594 A1 EP0587594 A1 EP 0587594A1 EP 92909832 A EP92909832 A EP 92909832A EP 92909832 A EP92909832 A EP 92909832A EP 0587594 A1 EP0587594 A1 EP 0587594A1
Authority
EP
European Patent Office
Prior art keywords
fatty acid
carbon atoms
contain
double bond
mittet
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.)
Granted
Application number
EP92909832A
Other languages
German (de)
English (en)
Other versions
EP0587594B1 (fr
Inventor
Claus Nieendick
Karl Schmid
Heinz Mueller
Claus-Peter Herold
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.)
Henkel AG and Co KGaA
Original Assignee
Henkel AG and Co KGaA
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
Family has litigation
First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=6432110&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=EP0587594(A1) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.
Application filed by Henkel AG and Co KGaA filed Critical Henkel AG and Co KGaA
Publication of EP0587594A1 publication Critical patent/EP0587594A1/fr
Application granted granted Critical
Publication of EP0587594B1 publication Critical patent/EP0587594B1/fr
Anticipated expiration legal-status Critical
Revoked legal-status Critical Current

Links

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
    • C23G1/00—Cleaning or pickling metallic material with solutions or molten salts
    • C23G1/24—Cleaning or pickling metallic material with solutions or molten salts with neutral solutions
    • 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
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16—Organic compounds
    • C11D3/20—Organic compounds containing oxygen
    • C11D3/2093—Esters; Carbonates
    • 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

Definitions

  • the invention relates to the use of fatty acid 2-ethylhexyl esters as cold cleaning agents for predominantly oil-contaminated metal surfaces and agents which contain these esters.
  • Cold cleaning is a widely used method for the preparation and care of materials or finished products. In general, it involves the removal of fats, oils, tar, bitumen, lubricants, waxes and similar hydrophobic materials from hard surfaces, in particular Metal surfaces. However, these materials to be removed can also contain other materials, such as sand, dust, corrosion products or residues of various solvents.
  • the cold cleaning is generally carried out in the temperature range from 10 to 40 ° C., the workpieces to be cleaned being washed off with the cold cleaner, immersed in the agent or sprinkled with the agent, sprayed or otherwise brought into contact.
  • Halogenated hydrocarbons such as, for example, 1,1,1-trichloroethane or methylene chloride, are suitable as agents for cold cleaning.
  • substances of this type are questionable from an occupational medical point of view and for ecological reasons and therefore require Extensive occupational safety and recovery measures to protect people and the environment.
  • gasoline distillates are therefore preferably used for cold cleaning, which are less harmful from an ecotoxicological point of view, but have a comparatively low cleaning performance.
  • German patent application DE 35 37 619 A1 it is therefore proposed to use 0.2 to 6% by weight solutions of fatty acid alkyl esters with a total number of 12 to 40 carbon atoms in gasoline distillates as the means for cold cleaning.
  • the cleaning performance of such agents is entirely satisfactory, there are still serious concerns from an occupational medical and ecological point of view, since the use of gasoline distillates in the agents on the one hand represents a potential inhalation toxic hazard and on the other hand, due to inadequate biodegradability serious COD pollution of the waste water.
  • the object of the invention was therefore to develop new means for cold cleaning metal surfaces which are free from the disadvantages described.
  • the invention relates to the use of fatty acid 2-ethylhexyesters, optionally in admixture with emulsifiers,
  • Fatty acid 2-ethylhexyl esters are known substances which can be obtained by the relevant methods of preparative organic chemistry, for example by esterification of fatty acids with 2-ethylhexanol in the presence of p-toluenesulfonic acid or tin grinding.
  • 2-ethylhexyl esters of fatty acids with 6 to 22 carbon atoms and 0 or 1 double bond can be used.
  • Typical examples are the 2-ethylhexyl esters of caproic acid, caprylic acid, capric acid, lauric acid, myristic acid, palmitic acid, stearic acid, oleic acid, elaidic acid, petroselinic acid, arachic acid, gadoleic acid, behenic acid or erucic acid.
  • esters of technical fatty acid fractions such as those obtained in the pressure splitting of natural fats and oils, for example coconut oil, palm oil, palm kernel oil, turnip oil, sunflower oil or beef tallow, are also suitable.
  • Preference is given to 2-ethylhexyl esters of fatty acids with 8 to 14 carbon atoms, in particular based on Ci2-i4 coconut fatty acid.
  • Another object of the invention relates to agents for cold cleaning containing predominantly oil-contaminated metal surfaces
  • emulsifiers b2) solubilizers, b3) corrosion inhibitors and / or b4) water.
  • Agents with a particularly high cleaning performance are distinguished by the fact that they contain 2-ethylhexyl esters of fatty acids having 6 to 22, in particular 8 to 14, carbon atoms and 0 or 1 double bond.
  • the fatty acid 2-ethylhexyester (component a) can be used aTTeine or in combination with one or more of the ingredients mentioned (components bl - b4). It is possible, for example, to market the 2-ethylhexyl ester in 100% by weight form or in the form of a concentrate with an ester content of at least 15% by weight and to clean it with water at the place of cleaning Application concentration of for example 1 to 10 wt .-% - based on the agent - to dilute. However, agents which contain at least one emulsifier, solubilizer and / or corrosion inhibitor in addition to the 2-ethylhexyl esters are preferred. In the following, emulsifiers are to be understood as addition products of an average of 1 to 10 mol of ethylene and / or propylene oxide onto fatty alcohols having 6 to 22 carbon atoms and 0 or 1 double bond.
  • nonionic surfactants which are obtained by the known and well-established process of base-catalyzed alkoxylation of compounds with acidic hydrogen atoms. Preference is given to using adducts of on average 1 to 10, preferably 2 to 5, moles of ethylene oxide with fatty alcohols having 8 to 18, preferably 8 to 14, carbon atoms and addition products with, on average, 2 to 10 moles of ethylene oxide and 1 to 5 moles of propylene oxide with fatty alcohols with 12 to 18 carbon atoms.
  • the emulsifiers can be present in the agents according to the invention in amounts of 1 to 25, preferably 3 to 10% by weight, based on the agents.
  • Suitable solubilizers are substances which are selected from the group consisting of Guerbet alcohols with 16 to 20 carbon atoms, butyl diglycol and reaction products of on average 1 to 10 mol of ethylene oxide with fatty acid glyceride esters with 6 to 22 carbon atoms and 0 or 1 double bond in the Fatty acid residue is formed.
  • Guerbet alcohols are branched primary alcohols which are obtained, for example, by self-condensation of linear primary alcohols having, for example, 8 to 10 carbon atoms in the presence of alkali catalysts [Soap, Cosm.Chem.Spec, 52 (1987)].
  • the reaction products of ethylene oxide with fatty acid glyceride esters are also known. In the production of these substances, ethylene oxide units are inserted into the ester bond of natural or synthetic mono-, di- or triglycerides or attached to existing free hydroxyl groups. Typical examples are
  • the solubilizers can be present in the agents according to the invention in quantities of 1 to 25, preferably 3 to 10% by weight, based on the agents.
  • Corrosion inhibitors are to be understood as meaning fatty acid alkanolamides with 12 to 22 carbon atoms and 0 or 1 double bond in the solid acid residue and 2 to 4 carbon atoms in the alkanol residue.
  • Typical examples are lauric acid ethanolamide, stearic acid dipropanolamine, Ci2-14-coconut fatty acid triethanolamide and in particular oleic acid ethanolamide.
  • the corrosion inhibitors which also have a co-emulsifying effect, can be present in the compositions according to the invention in amounts of 1 to 10, preferably 2 to 5% by weight, based on the composition.
  • the agents can be brought to the market anhydrous and can only be diluted on site to an application concentration of, for example, 1 to 10% by weight, based on the agent. However, it is also possible to prepare water-containing concentrates or aqueous solutions which have already been diluted to the application concentration.
  • the agents according to the invention are suitable, for example, for washing engines or engine parts. You can also use it for cleaning of metallic surfaces before priming, painting or coating. Reliable removal of preservatives for the purpose of transportation, for example preservation wax on the surface of brand-new automobiles, can also be carried out with the cold cleaners according to the invention. Further areas of application for the agents according to the invention are the cold cleaning of various surfaces, for example of glasses, ceramic materials, such as tiles, various lacquered, enamelled or coated surfaces, and of surfaces of chemical materials.
  • anionic, nonionic or amphoteric surfactants such as, for example, alkyl sulfates, alkyl ether sulfates, alkylbenzenesulfonates, olefin sulfonates, alpha-sulfofatty acid esters, alkanesulfonates, isethionates, taurides, sarcosides, ether carboxylic acids, alkylglucosides, alkylamidobetainium betaines or imidazido betaines or imidazidazine betaines the means furthermore for the production of hand washing pastes.
  • anionic, nonionic or amphoteric surfactants such as, for example, alkyl sulfates, alkyl ether sulfates, alkylbenzenesulfonates, olefin sulfonates, alpha-sulfofatty acid esters, alkanesulfonates, is
  • Iron test panels (0.2 x 2.5 x 5 cm) were immersed in the standard dirt, dried in air at 20 ° C for at least 1 h and then weighed. The soiled iron plates were then immersed at 50 ° C. for 5 minutes in 50 ml each of the formulations A, B, C and D (for composition, see Table 1). The dripping-wet test plates were then sprayed with 100 ml of tap water, dried in air for 5 min and in a drying cabinet at 110 ° C. for 20 min. After a final drying in air over a period of 30 minutes, the test panels were reweighed.
  • EHK C ⁇ 2-l4-coconut fatty acid-2-ethyThexyTester
  • G20 C20-GuerbetaTkohoT
  • D04 Addition product of average 4 MoT EthyTenoxid to octanol
  • LS6 adduct of an average of 6 moles of ethylene oxide with a Ci2 / i4 coconut oil alcohol
  • LS45 adduct of an average of 4 moles of propylene oxide and 5 moles of ethylene oxide with a Ci2 / 14 coconut oil alcohol
  • LS54 adduct of an average of 5 moles of propylene oxide and 4 moles of ethylene oxide with a Ci2 / i4 coconut oil alcohol
  • RHE adduct of an average of 5 mol of ethylene oxide onto a C ⁇ 2 / i4-coconut fatty acid trigtyceride
  • BDG ButyTdigTycoT
  • COD oleic acid diethanolamide.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Materials Engineering (AREA)
  • General Chemical & Material Sciences (AREA)
  • Mechanical Engineering (AREA)
  • Metallurgy (AREA)
  • Emergency Medicine (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Health & Medical Sciences (AREA)
  • Detergent Compositions (AREA)
  • Fats And Perfumes (AREA)
  • Emulsifying, Dispersing, Foam-Producing Or Wetting Agents (AREA)
  • Cleaning And De-Greasing Of Metallic Materials By Chemical Methods (AREA)

Abstract

Des 2-éthylhexylesters d'acides gras, mélangés le cas échéant à des émulsionnants, des agents de solubilisation, des inhibiteurs de corrosion et/ou de l'eau, conviennent comme agents de nettoyage à froid de faible viscosité, sans risque toxique par inhalation et complètement biodégradables, utilisables pour les surfaces métalliques encrassées principalement par l'huile.
EP92909832A 1991-05-21 1992-05-13 Utilisation de 2-ethylhexylesters d'acides gras comme agents de nettoyage a froid Revoked EP0587594B1 (fr)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
DE4116580 1991-05-21
DE4116580A DE4116580A1 (de) 1991-05-21 1991-05-21 Verwendung von fettsaeure-2-ethylhexylestern als kaltreinigungsmittel
PCT/EP1992/001044 WO1992020835A1 (fr) 1991-05-21 1992-05-13 Utilisation de 2-ethylhexylesters d'acides gras comme agents de nettoyage a froid

Publications (2)

Publication Number Publication Date
EP0587594A1 true EP0587594A1 (fr) 1994-03-23
EP0587594B1 EP0587594B1 (fr) 1996-02-28

Family

ID=6432110

Family Applications (1)

Application Number Title Priority Date Filing Date
EP92909832A Revoked EP0587594B1 (fr) 1991-05-21 1992-05-13 Utilisation de 2-ethylhexylesters d'acides gras comme agents de nettoyage a froid

Country Status (8)

Country Link
US (1) US5421907A (fr)
EP (1) EP0587594B1 (fr)
JP (1) JPH06507673A (fr)
AT (1) ATE134725T1 (fr)
DE (2) DE4116580A1 (fr)
DK (1) DK0587594T3 (fr)
ES (1) ES2083742T3 (fr)
WO (1) WO1992020835A1 (fr)

Families Citing this family (15)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0619364A1 (fr) * 1993-04-09 1994-10-12 Purac Biochem N.V. Composition de nettoyage pour le dégraissage et l'élimination de fondant fespectant la couche d'ozone
US5482645A (en) * 1993-04-09 1996-01-09 Purac Biochem B.V. Non-ozone depleting cleaning composition for degreasing and defluxing purposes
DE19532284A1 (de) * 1995-09-01 1997-03-06 Rolf Georg Verwendung von (C¶1¶ - C¶5¶) Alkylestern aliphatischer (C¶8¶ - C¶2¶¶2¶) Monocarbonsäuren für die Reinigung metallischer Gegenstände
MY117988A (en) 1995-10-03 2004-08-30 Nor Ind Inc Cleaning compositions for oil and gas well, lines, casings, formations and equipment and methods of use
US5720825A (en) * 1996-01-29 1998-02-24 Chemtek, Incorporated Method of cleaning tar and asphalt off of paving or other equipment using combinations of esters and terpenes
JPH10204492A (ja) * 1997-01-20 1998-08-04 Toyota Motor Corp 水溶性洗浄剤
US6194361B1 (en) 1998-05-14 2001-02-27 Larry W. Gatlin Lubricant composition
US20040087449A1 (en) * 2000-09-28 2004-05-06 Furman Harvey A Cleaning compositions for oil and gas wells, lines, casings, formations and equipment and methods of use
US20080139418A1 (en) * 2000-09-28 2008-06-12 United Energy Corporation Method for extracting heavy oil and bitumen from tar sands
US8951951B2 (en) 2004-03-02 2015-02-10 Troxler Electronic Laboratories, Inc. Solvent compositions for removing petroleum residue from a substrate and methods of use thereof
NZ533453A (en) * 2004-06-10 2007-02-23 Brilliance Ip Ltd Cleaning wipes comprising flexible substrate and a branched ester suitable for cleaning stainless steel
US7547672B2 (en) * 2004-10-12 2009-06-16 Pantheon Chemical, Inc. Composition for cleaning and degreasing, system for using the composition, and methods of forming and using the composition
US7392844B2 (en) * 2004-11-10 2008-07-01 Bj Services Company Method of treating an oil or gas well with biodegradable low toxicity fluid system
US8367739B2 (en) 2004-12-29 2013-02-05 Troxler Electronic Laboratories, Inc. Asphalt release agent
FR2885536B1 (fr) * 2005-05-12 2007-07-27 Roquette Freres Composition a base d'ethers de dianhydrohexitol pour le traitement d'une matiere autre que le corps humain

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Also Published As

Publication number Publication date
DK0587594T3 (da) 1996-06-24
ES2083742T3 (es) 1996-04-16
JPH06507673A (ja) 1994-09-01
DE59205510D1 (de) 1996-04-04
US5421907A (en) 1995-06-06
DE4116580A1 (de) 1992-11-26
EP0587594B1 (fr) 1996-02-28
ATE134725T1 (de) 1996-03-15
WO1992020835A1 (fr) 1992-11-26

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