EP1250408B1 - Agents de rincage et de nettoyage - Google Patents

Agents de rincage et de nettoyage Download PDF

Info

Publication number
EP1250408B1
EP1250408B1 EP01946883A EP01946883A EP1250408B1 EP 1250408 B1 EP1250408 B1 EP 1250408B1 EP 01946883 A EP01946883 A EP 01946883A EP 01946883 A EP01946883 A EP 01946883A EP 1250408 B1 EP1250408 B1 EP 1250408B1
Authority
EP
European Patent Office
Prior art keywords
alkyl
compositions
formula
alcohol
contain
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
EP01946883A
Other languages
German (de)
English (en)
Other versions
EP1250408A2 (fr
Inventor
Jörg KAHRE
Michael Elsner
Karl Heinz Schmid
Rita Köster
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.)
Cognis IP Management GmbH
Original Assignee
Cognis IP Management GmbH
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 Cognis IP Management GmbH filed Critical Cognis IP Management GmbH
Publication of EP1250408A2 publication Critical patent/EP1250408A2/fr
Application granted granted Critical
Publication of EP1250408B1 publication Critical patent/EP1250408B1/fr
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/66—Non-ionic compounds
    • C11D1/825—Mixtures of compounds all of which are non-ionic
    • 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
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/02—Anionic compounds
    • C11D1/12—Sulfonic acids or sulfuric acid esters; Salts thereof
    • C11D1/14—Sulfonic acids or sulfuric acid esters; Salts thereof derived from aliphatic hydrocarbons or mono-alcohols
    • C11D1/146—Sulfuric acid esters
    • 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
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/02—Anionic compounds
    • C11D1/12—Sulfonic acids or sulfuric acid esters; Salts thereof
    • C11D1/22—Sulfonic acids or sulfuric acid esters; Salts thereof derived from aromatic 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
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/66—Non-ionic compounds
    • C11D1/662—Carbohydrates or derivatives
    • 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
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/66—Non-ionic compounds
    • C11D1/72—Ethers of polyoxyalkylene glycols
    • 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
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/66—Non-ionic compounds
    • C11D1/74—Carboxylates or sulfonates esters of polyoxyalkylene glycols

Definitions

  • the invention relates to rinsing and cleaning compositions containing hydroxy mixed ethers and alkyl and / or Alkenyloligoglycoside, optionally further nonionic surfactants and anionic surfactants, and the use of such mixtures in rinsing and cleaning agents.
  • Means for rinsing and cleaning hard, non-textile surfaces which are found in the household and commercial sector, usually when applied to develop a small foam volume, which is significantly reduced within a few minutes.
  • Means of this kind have long been known and established in the market. These are essentially aqueous surfactant solutions of various types with or without the addition of builders, solubilizers (hydrotropes) or solvents. To demonstrate the efficacy at the beginning of the cleaning work, although the consumer desires some foaming of the application solution, the foam should collapse quickly so that once cleaned surfaces do not have to be wiped.
  • agents of the type mentioned are usually mixed with low-foaming nonionic surfactants.
  • the object of the present invention was to develop rinsing and cleaning agents which at the same time exhibit good foaming and cleaning behavior, in particular a very good wettability of plastics and high material compatibility of the surfaces to be cleaned.
  • Hydroxy mixed ethers of the formula (I) are known from the literature and are described, for example, in the German application DE 19738866 described. They are prepared by reacting 1,2-epoxyalkanes (R 4 CHOCH 2 ), wherein R 4 is an aliphatic saturated, straight-chain or branched alkyl radical having 2 to 22, in particular 6 to 16 carbon atoms, with alcohols which have been alkoxylated.
  • Preferred for the purposes of the invention are those hydroxy mixed ethers which are derived from alkoxylates of monohydric alcohols of the formula R 1 -OH having 4 to 18 carbon atoms, where R 1 is an aliphatic, saturated, straight-chain or branched alkyl radical, in particular having 6 to 16 carbon atoms, stands.
  • Suitable straight-chain alcohols are butanol-1, caproic, eananthic, caprylic, pelargonic, capric alcohol, undecanol-1, lauryl alcohol, tridecanol-1, myristyl alcohol, pentadecanol-1, palmityl alcohol, heptadecanol-1, stearyl alcohol, nonadecanol- 1, arachidyl alcohol, heneicosanol-1, behenyl alcohol and their technical mixtures, as obtained in the high pressure hydrogenation of technical methyl esters based on fats and oils.
  • branched alcohols examples include so-called oxo alcohols, which usually carry 2 to 4 methyl groups as branches and are prepared by the oxo process and so-called Guerbet alcohols which are branched in the 2-position with an alkyl group.
  • Suitable Guerbet alcohols are 2-ethylhexanol, 2-butyloctanol, 2-hexyldecanol and / or 2-octyldodecanol.
  • the alcohols are used in the form of their alkoxylates, which are prepared by reacting the alcohols in any order with ethylene oxide, propylene oxide and / or butylene oxide in a known manner.
  • the rinsing and cleaning agents according to the invention necessarily contain alkyl and / or alkenyl oligoglycosides of the formula (II). They can be obtained by the relevant methods of preparative organic chemistry. Representative of the extensive literature is here on the review of Biermann et al. in Starch / Strength 45, 281 (1993 ) B.Salka in Cosm.Toil. 108, 89 (1993 ) as well J.Kahre et al. in S ⁇ FW Journal Heft 8, 598 (1995 )
  • the alkyl and / or alkenyl oligoglycosides can be derived from aldoses or ketoses having 5 or 6 carbon atoms, preferably glucose.
  • the preferred alkyl and / or alkenyl oligoglycosides are thus alkyl and / or alkenyl oligoglucosides.
  • the alkyl radical R 5 can be derived from primary saturated alcohols. Typical examples are butanol-1, caproic, eananthic, caprylic, pelargonic, capric alcohol, undecanol-1, lauryl alcohol, tridecanol-1, myristyl alcohol, pentadecanol-1, cetyl alcohol, palmityl alcohol, heptadecanol-1, stearyl alcohol, isostearyl alcohol, nonadecanol -1, arachidyl alcohol, heneicosanol-1, and behenyl alcohol and their technical mixtures, as obtained for example in the hydrogenation of technical fatty acid methyl esters or in the course of the hydrogenation of aldehydes from the Roelen oxo synthesis.
  • the alkenyl radical R 5 can be derived from primary unsaturated alcohols.
  • unsaturated alcohols are undecene-1-ol, oleyl alcohol, elaidyl alcohol, ricinoleic alcohol, linoleyl alcohol, linolenyl alcohol, gadoleyl alcohol, arachidonic alcohol, eruca alcohol, brassidyl alcohol, palmoleyl alcohol, petroselinyl alcohol, arachyl alcohol, and technical mixtures thereof which can be obtained as described above.
  • alkyl or alkenyl radical R 5 derived from primary alcohols having 6 to 16 carbon atoms.
  • alkyl oligoglucosides of chain length C 8 -C 10 which are obtained as a feedstock in the distillative separation of technical C 8 -C 18 coconut fatty alcohol and may be contaminated with less than 6 wt .-% C 12 alcohol and alkyl oligoglucosides based on technical C 9/11 oxo alcohols.
  • the alkyl or alkenyl radical R 5 can also be derived from primary alcohols having 12 to 14 carbon atoms.
  • the index number p in the general formula (II) indicates the degree of oligomerization (DP), i.
  • DP degree of oligomerization
  • alkyl and / or alkenyl oligoglycosides having an average degree of oligomerization p of from 1.1 to 2.0. From an application point of view, such alkyl and / or Alkenyl oligoglycosides whose degree of oligomerization is less than 2.0 and in particular between 1.2 and 1.7 are preferred.
  • the rinsing and cleaning agents according to the invention comprise from 0.01 to 25% by weight, preferably from 0.025 to 15% by weight and in particular from 0.5 to 10% by weight, of hydroxy mixed ethers of the formula (I) calculated as the active substance, based on the funds.
  • Active substance is defined as the pure substance contained in the rinsing and cleaning agent.
  • the rinsing and cleaning agents according to the invention comprise from 0.01 to 30% by weight, preferably from 0.1 to 20% by weight and in particular from 0.2 to 15% by weight, of alkyl and / or alkenyl oligoglycosides of the formula (II) calculated as the active substance, based on the funds.
  • hydroxy mixed ethers of the formula (I) and alkyl and / or alkenyl oligoglycosides of the formula (II) in a weight ratio of 10: 0.1 to 1: 10, preferably 10: 0.5 to 1: 5, in particular 10 to 1 to 1 to 4 use.
  • compositions according to the invention may contain further nonionic surfactants.
  • nonionic surfactants are alkoxylates of alkanols, end-capped alkoxylates of alkanols without free OH groups, alkoxylated fatty acid lower alkyl esters, amine oxides, alkylphenol polyglycol ethers, fatty acid polyglycol esters, fatty acid amide polyglycol ethers, fatty amine polyglycol ethers, alkoxylated triglycerides, mixed ethers, fatty acid N-alkylglucamides, protein hydrolysates (in particular wheat-based vegetable products), polyol fatty acid esters, sugar esters, sorbitan esters, and polysorbates. If the nonionic surfactants contain polyglycol ether chains, these may have a conventional, but preferably a narrow homolog distribution.
  • the other nonionic surfactants are preferably selected from the group formed by alkoxylates of alkanols, in particular fatty alcohol polyethylene glycol / polypropylene glycol ether (FAEO / PO) of the formula (III) or fatty alcohol polypropylene glycol / polyethylene glycol ether (FAPO / EO) of the formula (IV), end-group-capped Alkoxylates of alkanols, in particular end-capped fatty alcohol polyethylene glycol / polypropylene glycol ethers or end-capped fatty alcohol polypropylene glycol / polyethylene glycol ethers, and fatty acid lower alkyl esters and amine oxides.
  • alkoxylates of alkanols in particular fatty alcohol polyethylene glycol / polypropylene glycol ether (FAEO / PO) of the formula (III) or fatty alcohol polypropylene glycol / polyethylene glycol ether (FAPO / EO) of the formula (IV), end-group-capped
  • compositions according to the invention comprise fatty alcohol polyethylene glycol / polypropylene glycol ethers of the formula (III) in which R 6 is an aliphatic, saturated, straight-chain or branched alkyl radical having 8 to 16 C atoms, n is a number from 1 to 10, and m is 0 and R 7 is hydrogen.
  • R 6 is an aliphatic, saturated, straight-chain or branched alkyl radical having 8 to 16 C atoms
  • n is a number from 1 to 10
  • m is 0
  • R 7 is hydrogen.
  • these are adducts of 1 to 10 moles of ethylene oxide with monofunctional alcohols.
  • the above-described alcohols such as fatty alcohols, oxo alcohols and Guerbet alcohols are suitable.
  • R 6 is an aliphatic, saturated, straight-chain or branched alkyl radical having 8 to 16 C atoms
  • n is a number from 2 to 7
  • m is a number from 3 to 7
  • R 7 is hydrogen. It deals this case to adducts of initially with 2 to 7 moles of ethylene oxide and then with 3 to 7 moles of propylene oxide alkoxylated monofunctional alcohols of the type already described.
  • the end-capped compounds of the formula (III) are closed with an alkyl group having 1 to 8 C atoms (R 7 ). Frequently such compounds are also referred to in the literature as mixed ethers. Suitable representatives are methyl-group-closed compounds of the formula (III) in which R 6 is an aliphatic, saturated, straight-chain or branched alkyl radical having 8 to 16 C atoms, n is a number from 2 to 7, m is a number from 3 to 7 and R 7 is a methyl group.
  • Such compounds can be readily prepared by reacting the corresponding non-end-capped fatty alcohol polyethylene glycol / polypropylene glycol ethers with methyl chloride in the presence of a base.
  • Suitable representatives of alkyl group-capped compounds are those of the formula (III) in which R 6 is an aliphatic, saturated, straight-chain or branched alkyl radical having 8 to 16 C atoms, n is a number from 5 to 15, m is 0 and R 7 represents an alkyl group having 4 to 8 C atoms.
  • the end group closure is carried out with a straight-chain or branched butyl group by reacting the corresponding fatty alcohol polyethylene glycol ether with n-butyl chloride or with tert. Butyl chloride is reacted in the presence of bases.
  • optionally end-capped fatty alcohol polypropylene glycol / polyethylene glycol ethers of the formula (IV) may be present.
  • Such compounds are described, for example, in German Offenlegungsschrift DE-A1- 43 23 252 described.
  • Particularly preferred representatives of the compounds of the formula (IV) are those in which R 8 is an aliphatic, saturated, straight-chain or branched alkyl radical having 8 to 16 C atoms, q is a number from 1 to 5, r is a number from 1 to 6 and R 9 is hydrogen.
  • R 8 is an aliphatic, saturated, straight-chain or branched alkyl radical having 8 to 16 C atoms
  • q is a number from 1 to 5
  • r is a number from 1 to 6
  • R 9 is hydrogen.
  • These are preferably adducts of 1 to 5 moles of propylene oxide and from 1 to 6 moles of ethylene oxide with monofunctional alcohols, which have already been described as suitable in connection with the hydroxy mixed
  • Suitable alkoxylated fatty acid lower alkyl esters are surfactants of the formula (V), R 10 CO- (OCH 2 CHR 11 ) w OR 12 (V) in the R 10 CO for a linear or branched, saturated and / or unsaturated acyl radical having 6 to 22 carbon atoms, R 11 for hydrogen or methyl, R 12 for linear or branched alkyl radicals having 1 to 4 carbon atoms and w for numbers from 1 to 20 stands.
  • Typical examples are the formal charge products of an average of 1 to 20 and preferably 5 to 10 moles of ethylene and / or propylene oxide in the methyl, ethyl, propyl, isopropyl, butyl and tert-butyl esters of caproic acid, caprylic acid, 2 Ethylhexanoic acid, capric acid, lauric acid, isotridecanoic acid, myristic acid, palmitic acid, palmitoleic acid, stearic acid, isostearic acid, oleic acid, elaidic acid, petroselinic acid, linoleic acid, linolenic acid, elaeostearic acid, arachidic acid, gadoleic acid, behenic acid and erucic acid, and technical mixtures thereof.
  • amine oxides compounds of the formula (VI) and / or can be used.
  • amine oxides of formula (VI) is based on tertiary fatty amines having at least one long alkyl radical, and oxidized in the presence of hydrogen peroxide.
  • R 13 is a linear or branched alkyl radical having 6 to 22, preferably 12 to 18 carbon atoms, and R 14 and R 15 independently of one another R 13 or an optionally hydroxy-substituted alkyl radical having 1 to 4 carbon atoms.
  • amine oxides of the formula (VI) are used in which R 13 and R 14 are C 12/14 - or C 12/18 cocoalkyl radicals and R 15 is a methyl or a hydroxyethyl radical.
  • R 13 is a C 12/14 or C 12/18 cocoalkyl radical and R 14 and R 15 have the meaning of a methyl or hydroxyethyl radical.
  • alkylamido-amine oxides of the formula (VII) where the alkylamido radical R 23 CONH is obtained by the reaction of linear or branched carboxylic acids, preferably with 6 to 22, preferably with 12 to 18 carbon atoms, in particular from C 12/14 - or C 12/18 fatty acids with amines.
  • R 24 is a linear or branched alkenyl group having 2 to 6, preferably 2 to 4 carbon atoms and R 14 and R 15 have the meaning given in formula (VI).
  • the further nonionic surfactants may be present in the compositions according to the invention in amounts of from 0.1 to 15% by weight, preferably from 0.5 to 10% by weight, in particular from 1 to 8% by weight, calculated as the active substance, based on the Medium.
  • the rinsing and cleaning agents may contain anionic surfactants.
  • anionic surfactants are soaps, alkylbenzenesulfonates, secondary alkanesulfonates, olefin sulfonates, alkyl ether sulfonates, glycerol ether sulfonates, ⁇ -methyl ester sulfonates, sulfo fatty acids, alkyl and / or alkenyl sulfates, alkyl ether sulfates, glycerol ether sulfates, hydroxy mixed ether sulfates, monoglyceride (ether) sulfates, fatty acid amide (ether) sulfates, Mono- and dialkyl sulfosuccinates, mono- and dialkyl sulfosuccinamates, sulfotriglycerides, amide soaps, ether carboxylic acids and their salts, fatty acid isethionates, fatty acid sarcosinates
  • Preferred anionic surfactants are alkyl and / or alkenyl sulfates, alkyl ether sulfates, alkylbenzenesulfonates, monoglyceride (ether) sulfates and alkanesulfonates, in particular fatty alcohol sulfates, fatty alcohol ether sulfates, secondary alkanesulfonates and linear alkylbenzenesulfonates.
  • Alkyl and / or alkenyl sulfates which are also frequently referred to as fatty alcohol sulfates, are the sulfation products of primary alcohols which follow the formula (VIII), R 16 O-SO 3 X (VIII) in which R 16 is a linear or branched, aliphatic alkyl and / or alkenyl radical having 6 to 22, preferably 12 to 18 carbon atoms and X is an alkali and / or alkaline earth metal, ammonium, alkylammonium, alkanolammonium or glucammonium.
  • alkyl sulfates which can be used according to the invention are the sulfation products of caproic alcohol, caprylic alcohol, capric alcohol, 2-ethylhexyl alcohol, lauryl alcohol, myristyl alcohol, cetyl alcohol, palmoleyl alcohol, stearyl alcohol, isostearyl alcohol, oleyl alcohol, elaidyl alcohol, petroselinyl alcohol, arachyl alcohol, gadoleyl alcohol, Behenyl alcohol and erucyl alcohol and their technical mixtures obtained by high-pressure hydrogenation of technical methyl ester fractions or aldehydes from Roelen's oxo synthesis.
  • the sulfation products can preferably be used in the form of their alkali metal salts and in particular their sodium salts. Particular preference is given to alkyl sulfates based on C 16/18 tallow fatty alcohols or vegetable fatty alcohols of comparable C chain distribution in the form of their sodium salts.
  • ether sulfates are known anionic surfactants which are industrially produced by SO 3 or chlorosulfonic acid (CSA) sulfation of fatty alcohol or oxoalcohol polyglycol ethers and subsequent neutralization.
  • ether sulfates come into consideration, which follow the formula (IX), R 17 O- (CH 2 CH 2 O) a SO 3 X (IX) in which R 17 is a linear or branched alkyl and / or alkenyl radical having 6 to 22 carbon atoms, a is a number from 1 to 10 and X is an alkali and / or alkaline earth metal, ammonium, alkylammonium, alkanolammonium or glucammonium.
  • Typical examples are the sulfates of addition products of an average of 1 to 10 and especially 2 to 5 moles of ethylene oxide with caproic alcohol, capryl alcohol, 2-ethylhexyl alcohol, capric alcohol, lauryl alcohol, isotridecyl alcohol, myristyl alcohol, cetyl alcohol, palmoleyl alcohol, stearyl alcohol, isostearyl alcohol, oleyl alcohol, elaidyl alcohol, petroselinyl alcohol, arachyl alcohol, Gadoleyl alcohol, behenyl alcohol, erucyl alcohol and brassidyl alcohol and their technical mixtures in the form of their sodium and / or magnesium salts.
  • the ether sulfates may have both a conventional and a narrow homolog distribution. Particularly preferred is the use of ether sulfates based on adducts of an average of 2 to 3 moles of ethylene oxide to technical C 12/14 - or C 12/18 - Kokosfettalkoholfr hopeen in the form of their sodium and / or magnesium salts.
  • Alkylbenzenesulfonates preferably follow the formula (X) R 18 -Ph-SO 3 X (X) in which R 18 is a branched, but preferably linear, alkyl radical having 10 to 18 carbon atoms, Ph is a phenyl radical and X is an alkali and / or alkaline earth metal, ammonium, alkylammonium, alkanolammonium or glucammonium.
  • R 18 is a branched, but preferably linear, alkyl radical having 10 to 18 carbon atoms
  • Ph is a phenyl radical
  • X is an alkali and / or alkaline earth metal, ammonium, alkylammonium, alkanolammonium or glucammonium.
  • Monoglyceride sulfates and monoglyceride ether sulfates are known anionic surfactants which can be obtained by the relevant methods of preparative organic chemistry.
  • triglycerides are used for their preparation, which are optionally transesterified after ethoxylation to the monoglycerides and subsequently sulfated and neutralized.
  • suitable sulfating agents preferably gaseous sulfur trioxide or chlorosulfonic acid [cf. EP 0561825 B1 . EP 0561999 B1 (Handle)].
  • the neutralized Substances may be subjected to ultrafiltration, if desired, to reduce the electrolyte content to a desired level [ DE 4204700 A1 (Handle)].
  • Ultrafiltration if desired, to reduce the electrolyte content to a desired level
  • the monoglyceride (ether) sulfates to be used in the context of the invention follow the formula (XI), in which R 19 CO stands for a linear or branched acyl radical having 6 to 22 carbon atoms, c, d and e in total for 0 or for numbers of 1 to 30, preferably 2 to 10, and X stands for an alkali metal or alkaline earth metal.
  • Typical examples of monoglyceride (ether) sulfates suitable for the purposes of the invention are the reaction products of lauric acid monoglyceride, coconut fatty acid monoglyceride, palmitic acid monoglyceride, stearic acid monoglyceride, oleic acid monoglyceride and tallow fatty acid monoglyceride and their ethylene oxide adducts with sulfur trioxide or chlorosulfonic acid in the form of their sodium salts.
  • Monoglyceride sulfates of the formula (XI) in which R 19 CO is a linear acyl radical having 8 to 18 carbon atoms are preferably used.
  • Alkanesulfonates can be divided into primary and secondary alkanesulfonates. This refers to compounds of the formula (XII), where primary alkanosulfonates R 20 is hydrogen and R 21 is an alkyl radical of not more than 50 carbons. Preference is given to the secondary alkanesulfonates.
  • R 20 and R 21 are alkyl radicals, wherein R 20 and R 21 together should not have more than 50 carbon atoms.
  • the rinsing and cleaning agents contain 0.1 to 20 wt .-%, preferably 0.25 to 15 wt .-%, in particular 0.4 to 10 wt .-% of anionic surfactants, calculated as the active substance, based on the means.
  • the 100 wt .-% missing remainder of the rinsing and cleaning agents can be auxiliaries and water.
  • the rinsing and cleaning agents can be present both as aqueous solutions, as well as in solid form or as a gel. It is particularly preferred that they be in the form of aqueous solutions.
  • the pH of the rinsing and cleaning agents in the form of aqueous solution is preferably in the range from 4 to 6.5, in particular from 4.5 to 6 for use as an acidic cleaner.
  • the rinsing and cleaning agents according to the invention are adjusted to a pH of between 7 and 10, preferably between 7 and 8, by addition of alkali hydroxide, ammonia or organic bases such as triethanolamine.
  • compositions according to the invention can be used as auxiliaries, for example solubilizers, such as cumene sulfonate, ethanol, isopropyl alcohol, ethylene glycol, propylene glycol, butyl glycol, diethylene glycol, propylene glycol monobutyl ether, polyethylene or polypropylene glycol ethers having molecular weights of from 600 to 1500 000, preferably having a molecular weight of from 400 000 to 800 000, or especially butyl diglycol.
  • solubilizers such as cumene sulfonate, ethanol, isopropyl alcohol, ethylene glycol, propylene glycol, butyl glycol, diethylene glycol, propylene glycol monobutyl ether, polyethylene or polypropylene glycol ethers having molecular weights of from 600 to 1500 000, preferably having a molecular weight of from 400 000 to 800 000, or especially butyl diglycol.
  • foam regulators such as, for example, soap, fatty acids, in particular coconut oil fatty acid and palm kernel fatty acid, soluble builders, such as citric acid or sodium citrate, EDTA or NTA, abrasives, such as quartz or wood flour or polyethylene drums and thickeners such as Acrysol® may be included.
  • the agents may contain cationic surfactants or biocides, for example, glucoprotamine.
  • Another object of the present invention is the use of hydroxy mixed ethers in combination with alkyl and / or Alkenyloligoglykoside for rinsing and cleaning hard surfaces, preferably in the home and the industrial and institutional area.
  • These formulations are especially suitable for bathroom cleaners, floor cleaners, cleaners according to the clean shower concept (eg bathroom cleaner, which is sprayed on walls and fittings before and after showering, so that the water and soap residues run better, thus avoiding wiping), cockpit -Cleaner (car, airplane, ship, motorcycle), window cleaner and all-purpose cleaner.
  • Hard surfaces include ceramic surfaces, metal surfaces, painted surfaces, plastic surfaces and surfaces made of glass, stone, concrete, porcelain and wood.
  • the evaluation of the cleaning performance of the cleaning agent on hard surfaces is based on the fact that a white soil carrier treated with test soil is wiped under defined conditions with a sponge soaked in the test material.
  • the test material can be used diluted or undiluted.

Landscapes

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

Claims (16)

  1. Agents de rinçage et de nettoyage renfermant :
    a - des hydroxyéthers mixtes de formule (1)

            R1O[CH2CH(R2)O]x[CH2CH(R3)O]yCH2CH(OH)R4     (I)

    dans laquelle R1 représente un radical alkyl et/ou alcenyl ayant de 4 à 22 atomes de carbone
    R2 représente l'hydrogène ou un radical méthyle ou éthyle
    R3 représente l'hydrogène ou un radical méthyle ou éthyle
    R4 représente un radical alkyl ayant de 2 à 22 atomes de carbone
    x représente 0 ou 1 à 30
    y représente 0 ou 1 à 30, et x+y>=1
    b - des alkyl et/ou alcenyloligoglycosides de formule (11)

            R5O-[G]p     (II)

    dans laquelle R5 représente un radical alkyl et/ou alcenyl ayant de 4 à 22 atomes de carbone
    G représente un radical sucre ayant 5 ou 6 atomes de carbone
    p représente un nombre de 1 à 10.
  2. Agents de rinçage et de nettoyage selon la revendication 1,
    caractérisés en ce qu'
    ils renferment des hydroxyéthers mixtes de formule (1) dans laquelle R1 représente un radical alkyle ayant de 4 à 18 atomes de carbone.
  3. Agents de rinçage et de nettoyage selon la revendication 1 ou 2,
    caractérisés en ce qu'
    ils renferment des hydroxyéthers mixtes de formule (1) dans laquelle R2 représente un radical méthyle, R3 l'hydrogène.
  4. Agents de rinçage et de nettoyage selon la revendication 1,
    caractérisés en ce qu'
    ils renferment des hydroxyéthers mixtes de formule (1) dans laquelle x représente des nombres de 1 à 3 et y des nombres de 10 à 25.
  5. Agents de rinçage et de nettoyage selon les revendications 1 à 4
    caractérisés en ce qu'
    ils renferment des alkyl et/ou alcenyloligoglycosides de formule (11) dans laquelle R5 représente un radical alkyl ayant de 6 à 16 atomes de carbone.
  6. Agents de rinçage et de nettoyage selon les revendications 1 à 5,
    caractérisés en ce qu'
    ils renferment des alkyl et/ou alcenyloligoglycosides de formule (11) dans laquelle p représente des nombres de 1 à 3.
  7. Agents de rinçage et de nettoyage selon la revendication 1,
    caractérisés en ce qu'
    ils renferment de 0,01 % à 25 % en poids d'hydroxyéthers mixtes de formule (1) calculé en tant que substance active par rapport au milieu.
  8. Agents de rinçage et de nettoyage selon la revendication 1,
    caractérisés en ce qu'
    ils renferment de 0,01 % à 30 % en poids d'alkyl et/ou alcenyloligoglycosides de formule (11) calculé en tant que substance active par rapport au milieu.
  9. Agents de rinçage et de nettoyage selon les revendications 1 à 8,
    caractérisés en ce qu'
    ils renferment d'autres agents tensioactifs non ioniques de préférence choisis dans le groupe formé par les alkoxylates d'alkanols, les alkoxylates d'alkanols à groupes terminaux fermés sans groupes OH libres, les alkyl éthers inférieurs d'alcools gras alkoxylés et les oxides d'amines.
  10. Agents de rinçage et de nettoyage selon la revendication 9,
    caractérisés en ce qu'
    ils renferment de 0,1 % à 15 % en poids d'autres agents tensioactifs non ioniques calculés en tant que substance active par rapport au milieu.
  11. Agents de rinçage et de nettoyage selon les revendications 1 à 10,
    caractérisés en ce qu'
    ils renferment en tant qu'autres composants, des agents tensioactifs anioniques de préférence choisis dans le groupe formé par les alkyl et/ou alcenyl sulfates, les alkyl éthers sulfates, les alkyl benzène sulfonâtes, les (éther) sulfates de monoglycérides et les alcanes sulfonates.
  12. Agents de rinçage et de nettoyage selon la revendication 11,
    caractérisés en ce qu'
    ils renferment de 0,1 % à 20 % en poids d'agents tensioactifs anioniques calculé en tant que substance active par rapport au milieu.
  13. Agents de rinçage et de nettoyage selon la revendication 1,
    caractérisés en ce qu'
    ils se présentent sous la forme de solutions aqueuses.
  14. Agents de rinçage et de nettoyage selon la revendication 13,
    caractérisés en ce qu'
    ils présentent un pH compris entre 4 et 6,5.
  15. Agents de rinçage et de nettoyage selon la revendication 13,
    caractérisés en ce qu'
    ils présentent un pH compris entre 7 et 10.
  16. Utilisation d'hydroxyéthers mixtes en combinaison avec des alkyl et/ou alcenyloligoglycosides pour le rinçage et le nettoyage de surfaces dures.
EP01946883A 2000-01-28 2001-01-19 Agents de rincage et de nettoyage Expired - Lifetime EP1250408B1 (fr)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
DE10003752 2000-01-28
DE2000103752 DE10003752A1 (de) 2000-01-28 2000-01-28 Spül- und Reinigungsmittel
PCT/EP2001/000611 WO2001055285A2 (fr) 2000-01-28 2001-01-19 Agents de rincage et de nettoyage

Publications (2)

Publication Number Publication Date
EP1250408A2 EP1250408A2 (fr) 2002-10-23
EP1250408B1 true EP1250408B1 (fr) 2009-03-04

Family

ID=7629066

Family Applications (1)

Application Number Title Priority Date Filing Date
EP01946883A Expired - Lifetime EP1250408B1 (fr) 2000-01-28 2001-01-19 Agents de rincage et de nettoyage

Country Status (4)

Country Link
EP (1) EP1250408B1 (fr)
DE (2) DE10003752A1 (fr)
ES (1) ES2323359T3 (fr)
WO (1) WO2001055285A2 (fr)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
ATE276340T1 (de) * 2001-02-01 2004-10-15 Cognis Deutschland Gmbh Spül- und reinigungsmittel
DE10153768A1 (de) * 2001-11-02 2003-05-15 Cognis Deutschland Gmbh Hydroxymischether mit Polymeren
US20030166488A1 (en) * 2001-12-19 2003-09-04 Michael Elsner Dishwashing and cleaning compositions
DE102005034752A1 (de) * 2005-07-21 2007-01-25 Henkel Kgaa Reinigungs- und Pflegemittel mit verbesserter Emulgierfähigkeit

Family Cites Families (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2432757C2 (de) * 1974-07-08 1984-02-16 Henkel KGaA, 4000 Düsseldorf Als Schauminhibitoren geeignete, Hydroxylgruppen enthaltende Polyäthylenglykol-diäther sowie deren Herstellung
US5576281A (en) * 1993-04-05 1996-11-19 Olin Corporation Biogradable low foaming surfactants as a rinse aid for autodish applications
WO1999010458A1 (fr) * 1997-08-25 1999-03-04 Cognis Deutschland Gmbh Agents aqueux pour nettoyer des surfaces dures
DE19738866A1 (de) * 1997-09-05 1999-03-11 Henkel Kgaa Schaumarme Tensidmischungen mit Hydroxymischethern
DE19751859A1 (de) * 1997-11-22 1999-07-29 Henkel Ecolab Gmbh & Co Ohg Mittel zum Reinigen von harten Oberflächen
AU3495700A (en) * 1999-02-22 2000-09-14 Procter & Gamble Company, The Cleaning compositions containing selected nonionic surfactants

Also Published As

Publication number Publication date
ES2323359T3 (es) 2009-07-14
WO2001055285A2 (fr) 2001-08-02
EP1250408A2 (fr) 2002-10-23
DE10003752A1 (de) 2001-08-02
DE50114741D1 (de) 2009-04-16
WO2001055285A3 (fr) 2001-12-13

Similar Documents

Publication Publication Date Title
EP1254949B1 (fr) Tensioactifs gemini pour les agents de rinçage
EP1254948B1 (fr) Tensioactifs gemini
EP0870821A1 (fr) Composition pour le nettoyage de surface dure
EP1254947B1 (fr) Tensioactifs gemini
EP1229104B1 (fr) Produit de rinçage et de nettoyage
DE102005044028A1 (de) Mischung oberflächenaktiver Substanzen zur Verwendung in Reinigungsmitteln
EP1229103B1 (fr) Hydroxyéthers mixtes à haut degré d'éthoxylation
WO2000034425A1 (fr) Nettoyants universels
EP1308499B1 (fr) Melangé tensioactif avec hydroxy-ethers mixtes et polyméres
EP1259585B1 (fr) Agents de rincage
EP1250408B1 (fr) Agents de rincage et de nettoyage
WO2000027987A1 (fr) Agents mouillants pour le lavage en machine de la vaisselle
EP1321512A2 (fr) Composition de rincage et nettoyage
WO2009100855A2 (fr) Utilisation de substances tensioactives dans des nettoyants
WO2011134556A1 (fr) Ethers d'hydroxyalkyle polyoxylène glycol ramifiés et utilisation desdits éthers d'hydroxyalkyle polyoxylène glycol ramifiés
WO2002061025A1 (fr) Hydroxy-ethers mixtes a haut degre d'ethoxylation utilises comme agents antimoussants
WO2001055289A1 (fr) Produit vaisselle et lessive a effet de blanchiment
EP1356014B1 (fr) Hydroxy-ethers mixtes a haut degre d'ethoxylation utilises comme agents antimoussants
DE19813059C2 (de) Wäßrige Mittel zur Reinigung harter Oberflächen
WO1999010458A1 (fr) Agents aqueux pour nettoyer des surfaces dures
DE10116020A1 (de) Hydroxymischether mit hohem Ethoxylierungsgrad als Entschäumer
US20030158071A1 (en) Rinsing and cleaning agents
DE19920559A1 (de) Verfahren zur Herstellung von alkyl-endgruppenverschlossenen Alkyl- und/oder Alkenylethern
DE10237030A1 (de) Alkylaminobetaine auf Basis konjugierter Linolsäure
DE19648438A1 (de) Mittel für die Reinigung harter Oberflächen

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: 20020719

AK Designated contracting states

Kind code of ref document: A2

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

RBV Designated contracting states (corrected)

Designated state(s): BE DE ES FR GB IT

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

Owner name: COGNIS IP MANAGEMENT GMBH

RIN1 Information on inventor provided before grant (corrected)

Inventor name: ELSNER, MICHAEL

Inventor name: KOESTER, RITA

Inventor name: SCHMID, KARL, HEINZ

Inventor name: KAHRE, JOERG

GRAP Despatch of communication of intention to grant a patent

Free format text: ORIGINAL CODE: EPIDOSNIGR1

GRAS Grant fee paid

Free format text: ORIGINAL CODE: EPIDOSNIGR3

GRAA (expected) grant

Free format text: ORIGINAL CODE: 0009210

AK Designated contracting states

Kind code of ref document: B1

Designated state(s): BE DE ES FR GB IT

REG Reference to a national code

Ref country code: GB

Ref legal event code: FG4D

Free format text: NOT ENGLISH

REF Corresponds to:

Ref document number: 50114741

Country of ref document: DE

Date of ref document: 20090416

Kind code of ref document: P

REG Reference to a national code

Ref country code: ES

Ref legal event code: FG2A

Ref document number: 2323359

Country of ref document: ES

Kind code of ref document: T3

PLBE No opposition filed within time limit

Free format text: ORIGINAL CODE: 0009261

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

Free format text: STATUS: NO OPPOSITION FILED WITHIN TIME LIMIT

26N No opposition filed

Effective date: 20091207

REG Reference to a national code

Ref country code: FR

Ref legal event code: PLFP

Year of fee payment: 16

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: ES

Payment date: 20160223

Year of fee payment: 16

Ref country code: DE

Payment date: 20160331

Year of fee payment: 16

Ref country code: IT

Payment date: 20160121

Year of fee payment: 16

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: GB

Payment date: 20160129

Year of fee payment: 16

Ref country code: FR

Payment date: 20160126

Year of fee payment: 16

Ref country code: BE

Payment date: 20160120

Year of fee payment: 16

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: BE

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20170131

REG Reference to a national code

Ref country code: DE

Ref legal event code: R119

Ref document number: 50114741

Country of ref document: DE

GBPC Gb: european patent ceased through non-payment of renewal fee

Effective date: 20170119

REG Reference to a national code

Ref country code: FR

Ref legal event code: ST

Effective date: 20170929

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: FR

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20170131

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: DE

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20170801

Ref country code: GB

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20170119

REG Reference to a national code

Ref country code: BE

Ref legal event code: MM

Effective date: 20170131

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: IT

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20170119

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: ES

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20170120

REG Reference to a national code

Ref country code: ES

Ref legal event code: FD2A

Effective date: 20181112