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WO1996037590A1 - Composition detergente aqueuse - Google Patents

Composition detergente aqueuse Download PDF

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Publication number
WO1996037590A1
WO1996037590A1 PCT/EP1996/002106 EP9602106W WO9637590A1 WO 1996037590 A1 WO1996037590 A1 WO 1996037590A1 EP 9602106 W EP9602106 W EP 9602106W WO 9637590 A1 WO9637590 A1 WO 9637590A1
Authority
WO
WIPO (PCT)
Prior art keywords
alkyl
alcohol
weight
sec
agent
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.)
Ceased
Application number
PCT/EP1996/002106
Other languages
German (de)
English (en)
Inventor
Udo Hees
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
Application filed by Henkel AG and Co KGaA filed Critical Henkel AG and Co KGaA
Publication of WO1996037590A1 publication Critical patent/WO1996037590A1/fr
Anticipated expiration legal-status Critical
Ceased 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
    • C11D1/86—Mixtures of anionic, cationic, and non-ionic 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
    • C11D1/02—Anionic compounds
    • C11D1/37—Mixtures of compounds all of which are anionic
    • 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
    • C11D1/83—Mixtures of non-ionic with anionic 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
    • C11D1/88—Ampholytes; Electroneutral compounds
    • C11D1/94—Mixtures with anionic, cationic or non-ionic 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
    • C11D1/02—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
    • C11D1/29—Sulfates of polyoxyalkylene ethers
    • 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
    • C11D1/38—Cationic compounds
    • C11D1/52—Carboxylic amides, alkylolamides or imides or their condensation products with alkylene oxides
    • C11D1/523—Carboxylic alkylolamides, or dialkylolamides, or hydroxycarboxylic amides (R1-CO-NR2R3), where R1, R2 or R3 contain one hydroxy group per alkyl group
    • 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
    • C11D1/88—Ampholytes; Electroneutral compounds
    • C11D1/90—Betaines

Definitions

  • the present invention relates to an aqueous detergent composition which contains primary and secondary fatty alkyl sulfates and has a good cleaning power, in particular with respect to greasy soils.
  • Liquid cleaning agents usually consist of aqueous solutions of synthetic anionic and / or nonionic surfactants and conventional additives. They are especially used for cleaning hard surfaces, e.g. of glass, ceramic materials, plastics, lacquered and polished surfaces.
  • An important area of application for liquid detergents is the manual washing of eating and cooking utensils and the use as a so-called "household cleaner", which is used for cleaning floors, work surfaces, cupboards, etc. Both the cleaning of dishes and the cleaning of other surfaces are usually carried out at slightly elevated temperatures of about 35 to 45 ° C. using very dilute liquors.
  • the usual hand dishwashing detergents and all-purpose cleaners on the market are mostly based on a high proportion of anionic surfactants, which are the main service providers in the cleaning process.
  • Organic sulfates such as e.g. Fatty alcohol sulfates or fatty alcohol ether sulfates are used.
  • Sulfonates such as e.g. Alkanesulfonates or alkylbenzenesulfonates used.
  • the object of the present invention is to provide detergent compositions with a high total surfactant content which have a very good cleaning action against greasy soils, other parameters, such as e.g. the cold behavior is not changed, in particular not deteriorated.
  • the invention relates to an aqueous detergent composition containing
  • B) 1 to 15% by weight of 1-C 10 -C 22 -alkyl sulfates, with the proviso that the concentration of (B) is not more than 50% of the concentration of (A).
  • the secondary alkyl sulfates are known anionic surfactants which are obtained according to the prior art by adding sulfuric acid to olefins of suitable chain length. Another method is to epoxidize olefins and then open the oxirane rings with sulfur trioxide. In the subsequent neutralization, however, certain proportions of hydroxysulfates or alkenesulfates can also arise. Processes for the preparation of secondary alkyl sulfates are described, for example, in the documents DE-OS 1568 741 (Henkel), WO 93/24452 and EP-A 0466243 (Shell) and WO 94/24245 (Procter & Gamble). Typical examples of secondary 2,3-alkyl sulfates are addition products of sulfuric acid onto technical olefin cuts with 12 to 14 carbon atoms or 16 to 18 carbon atoms in the form of their sodium and / or magnesium salts.
  • Primary fatty alkyl sulfates are contained in the agent according to the invention as further anionic surfactants.
  • Primary fatty alkyl sulfates which can be used in the sense of the invention are e.g. those with the general formula I,
  • These substances are known chemical compounds that can be obtained by sulfating fatty alcohols.
  • Typical examples are the sulfates of capronic alcohol, caprylic alcohol, capric alcohol, lauryl alcohol, myhstial alcohol, cetyl alcohol, palmoleyl alcohol, stearyl alcohol, oleyl alcohol, alaidyl alcohol, petroselinyl alcohol, arachyl alcohol, gadoleyl alcohol, behenyl alcohol and technical-grade alcohol and erucyl alcohol.
  • Sulphates of technical grade C 121 are preferred. or C 12 / .8 ocos fatty alcohol cuts in the form of their sodium or magnesium salts.
  • aqueous surfactant compositions and / or C 9 -C 3 alkyl benzene sulfonates and / or C 6 -C 22 alkyl sulfonates.
  • Fatty alkyl ether sulfates which can be used in the sense of this invention follow the formula II,
  • R 2 is a saturated or unsaturated C 6 -C 22 alkyl group
  • n is a number from 0.5 to 10
  • X is an alkali or alkaline earth metal.
  • Typical examples are the sulfation products of adducts of 0.5 to 10 moles of ethylene oxide (conventional or restricted homolog distribution) with 1 mole of capro alcohol, caprylic alcohol, capric alcohol, lauryl alcohol, myristyl alcohol, cetyl alcohol, palmoleyl alcohol, stearyl alcohol, oleyl alcohol, elaidyl alcohol, petro-selinyl alcohol , Gadoleyl alcohol, behenyl alcohol and erucyl alcohol as well as their technical mixtures.
  • Sulfates of adducts of 1 to 7 moles of ethylene oxide with saturated coconut oil alcohols having 12 to 16 carbon atoms in the form of their sodium, potassium and / or magnesium salts are preferred.
  • fatty alcohol ether sulfates are used which are derived from corresponding fatty alcohol polyglycol ethers, which in turn have been prepared in the presence of calcined or, in particular, hydrophobicized hydrotalcite and therefore have a particularly advantageous narrow homolog distribution.
  • anionic surfactants include, for example, n-alkylbenzenesulfonates with 9 to 16, preferably 12 carbon atoms in the alkyl radical, alkanesulfonates with 10 to 20, preferably 12 to 18 carbon atoms in the alkyl radical and olefin sulfonates with 12 to 16, preferably 12 to 14, carbon atoms in the alkyl radical to call.
  • C 9 -C 13 alkylbenzenesulfonates which can be used in the context of the invention are the products marketed under the trade names Marlon (R) (from Hüls) and Witconate (R) (from Witco).
  • Soaps ie alkali or ammonium salts of saturated or unsaturated C 6 -C 22 fatty acids, are preferably not contained in the agents according to the invention because of their foam-suppressing properties.
  • liquid cleaning agents according to the invention can contain nonionic surfactants and amphoteric surfactants as further components.
  • the agents according to the invention preferably contain C 6 -Czr alkyl glycosides as nonionic surfactants.
  • Alkyl glycosides are known substances that can be obtained by the relevant methods of preparative organic chemistry. As a representative of the extensive literature, reference is made to the documents EP-A 1-0 301 298 and WO 90/3977. The alkyl glycosides follow the formula III,
  • R 3 0 [Eq (III), in which R 3 is a linear or branched, saturated or unsaturated alkyl radical having 6 to 22 carbon atoms, [G] is a glycosidic radical and x is a number from 1 to 10.
  • the alkyl or alkenyl radical R 3 can be derived from primary alcohols having 6 to 22, preferably 12 to 18, carbon atoms. Typical examples are capronic alcohol, caprylic alcohol, capric alcohol and undecyl alcohol and their technical mixtures, such as are obtained, for example, in the course of the hydrogenation of technical fatty acid methyl esters or in the course of the hydrogenation of aldehydes from Roelen's oxosynthesis.
  • the alkyl or alkenyl radical R 3 is preferably derived from lauryl alcohol, myristyl alcohol, cetyl alcohol, palmoleyl alcohol, stearyl alcohol, isostearyl alcohol or oley alcohol.
  • Elaidyl alcohol, petroselinyl alcohol, arachyl alcohol, gadoleyl alcohol, behenyl alcohol, erucyl alcohol and their technical mixtures are also to be mentioned.
  • fatty acid alkanolamides may be used to, for example C 12 i 8 fatty acid monoethanolamide, or adducts of from 4 to 20, preferably from 4 to 10 moles of alkylene oxide, preferably ethylene oxide and C 10 - C ⁇ o-, preferably C 1 -C ⁇ 8 alkanols, but also the addition products of ethylene oxide and propylene glycols, which are known under the name Pluronics ®, as well as addition products of 1 to 7 moles of ethylene oxide with 1 to 5 moles of propylene oxide converted C ⁇ 2 -C ⁇ alkanols suitable.
  • Pluronics ® addition products of 1 to 7 moles of ethylene oxide with 1 to 5 moles of propylene oxide converted C ⁇ 2 -C ⁇ alkanols suitable.
  • Fatty alkyl amine oxides are also suitable.
  • the betaine compounds with formula V and the fatty acid alkanolamides can each be present in the detergent composition according to the invention in an amount of up
  • fatty alcohol alkoxylates of the formulas IV and V can be used as nonionic surfactants
  • R 4 represents a saturated or unsaturated C 6 -C 22 alkyl group and m represents numbers from 1 to 20,
  • R 5 and o can have the same meaning as R 4 and m in formula IV and n stands for numbers from 0.5 to 2.
  • the fatty alcohol alkoxylates are known compounds which can be obtained by alkoxylating the fatty alcohols.
  • the fatty alcohol alkoxylates can be present in the agent according to the invention in an amount of up to 15% by weight.
  • betaine compounds of the formula VI As amphoteric surfactants, betaine compounds of the formula VI
  • R 6 is an alkyl radical with 8 to 25, preferably 10 to 21 carbon atoms and R 7 and R 8, which are optionally interrupted by heteroatoms or heteroatom groups, and R 7 and R 8 are identical or different alkyl radicals with 1 to 3 carbon atoms.
  • R 6 is an alkyl radical with 8 to 25, preferably 10 to 21 carbon atoms and R 7 and R 8, which are optionally interrupted by heteroatoms or heteroatom groups, and R 7 and R 8 are identical or different alkyl radicals with 1 to 3 carbon atoms.
  • C 10 -C 18 -Alkyldimethylcarboxymethylbetaine and Cn-Cir-alkylamidopropyldimethylcarboxymethylbetaine are preferred.
  • the agents according to the invention can also contain solvents, perfume, dyes and opacifiers, as well as skin protection components, as are known, for example, from EP-A1 522 756.
  • solvents perfume, dyes and opacifiers
  • skin protection components as are known, for example, from EP-A1 522 756.
  • Substances such as gelatin or casein can be used without impairing the performance of the agents according to the invention.
  • the solvents to be added if necessary are low molecular weight alkanols having 1 to 4 carbon atoms in the molecule, preferably ethanol and isopropanol.
  • Optional solubilizers, for example for dyes and perfume oils, can optionally be, for example, alkanolamines, polyols such as ethylene glycol, propylene glycol, glycerol and alkylbenzenesulfonates having 1 to 3 carbon atoms in the alkyl radical.
  • the preferred thickeners include urea and ammonium chloride, which can also be used in combination.
  • Sodium benzoate, formaldehyde and sodium sulfite may be mentioned as preservatives.
  • the agents according to the invention can also contain conventional disinfectants.
  • the pH of the agents according to the invention is preferably between 5.0 and 7.5.
  • the total surfactant content is preferably more than 25% by weight, particularly preferably more than 33% by weight, based on the total composition.
  • the agent according to the invention can be used as a hand dishwashing agent and also as an all-purpose cleaner.
  • the detergent is used as a hand dishwashing detergent, it preferably contains from 10 to 45% by weight of 2.3-sec-C 0 -C 22 -alkyl sulfates, 3 to 15% by weight of C 0 -C 22 Alkyl sulfates.
  • the composition additionally contains 3 to 15% by weight of fatty alcohol ether sulfates, 1 to 10% by weight of alkyl glycosides, 1 to 10% by weight of betaines and up to 10% by weight of fatty acid alkanolamides.
  • the agent according to the invention preferably contains 2 to 25% by weight of 2.3-sec. -C- 0 -C 22 alkyl sulfate, 1 to 15% by weight of C ⁇ -C ⁇ alkyl sulfate. In a preferred embodiment, the agent further contains 1 to 10% by weight of alkyl glycosides and up to 20% by weight of nonionic surfactants. Examples
  • APG 600® commercial product from Henkel KGaA, Düsseldorf
  • Example 5 12% C 12 yi 4 sec. 2,3-alkyl sulfate Na salt
  • Example 8 represents an AZR high concentrate which is used in 0.1% solution.
  • Example 9 3% C ⁇ / io-alkyl polyglucoside 1% butyl polyglucoside
  • Application example 13 represents a floor cleaner with a protective component for the surface after cleaning.
  • polyethylene oxide MW 600000
  • the cleaning power according to the modified IPP test is 100% when using the primary alkyl sulfate, with sec. 2,3-alkyl sulfate 118%.

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  • 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)

Abstract

L'invention concerne une composition détergente aqueuse contenant: (A) entre 2 et 25 % en poids de sulfates 2,3 sec. d'alkyle C10-C22 et (B) entre 1 et 15 % en poids de sulfates d'alkyle C10-C22, à condition que la concentration du constituant (B) ne soit pas supérieure à 50 % en poids du constituant (A). Cette composition détergente convient à la fois comme nettoyant tous usages et comme liquide de vaisselle, est très efficace contre les graisses et présente une très bonne tenue aux basses températures.
PCT/EP1996/002106 1995-05-26 1996-05-17 Composition detergente aqueuse Ceased WO1996037590A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE1995119405 DE19519405A1 (de) 1995-05-26 1995-05-26 Wäßrige Reinigungsmittelzusammensetzung
DE19519405.5 1995-05-26

Publications (1)

Publication Number Publication Date
WO1996037590A1 true WO1996037590A1 (fr) 1996-11-28

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Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/EP1996/002106 Ceased WO1996037590A1 (fr) 1995-05-26 1996-05-17 Composition detergente aqueuse

Country Status (2)

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DE (1) DE19519405A1 (fr)
WO (1) WO1996037590A1 (fr)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2009024747A3 (fr) * 2007-08-17 2009-04-09 Reckitt Benckiser Inc Compositions de traitement de surfaces dures, acceptables d'un point de vue environnemental

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE102012221021A1 (de) * 2012-11-19 2014-05-22 Henkel Ag & Co. Kgaa Wasch- und Reinigungsmittel mit Alkylpolypentosiden

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2631900A1 (de) * 1975-07-17 1977-02-03 Shell Int Research Wasch- und reinigungsmittel
SU874750A1 (ru) * 1978-01-04 1981-10-23 Всесоюзный научно-исследовательский и проектный институт химической промышленности Моющее средство дл стирки
WO1994024245A1 (fr) * 1993-04-08 1994-10-27 The Procter & Gamble Company Purification de tensioacitfs constitues de sulfates d'alkyle (2, 3) secondaires
WO1994024239A1 (fr) * 1993-04-08 1994-10-27 The Procter & Gamble Company Compositions detergentes contenant du calcium se presentant sous forme de liquide stable, de gel, ou sous d'autres formes, et contenant comme tensioactifs des sulfates secondaires d'alkyle (2,3)

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2631900A1 (de) * 1975-07-17 1977-02-03 Shell Int Research Wasch- und reinigungsmittel
SU874750A1 (ru) * 1978-01-04 1981-10-23 Всесоюзный научно-исследовательский и проектный институт химической промышленности Моющее средство дл стирки
WO1994024245A1 (fr) * 1993-04-08 1994-10-27 The Procter & Gamble Company Purification de tensioacitfs constitues de sulfates d'alkyle (2, 3) secondaires
WO1994024239A1 (fr) * 1993-04-08 1994-10-27 The Procter & Gamble Company Compositions detergentes contenant du calcium se presentant sous forme de liquide stable, de gel, ou sous d'autres formes, et contenant comme tensioactifs des sulfates secondaires d'alkyle (2,3)

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
DATABASE WPI Section Ch Week 8233, Derwent World Patents Index; Class A97, AN 82-70051E, XP002012321, "detergent soln. ..." *
DATABASE WPI Section Ch Week 9529, Derwent World Patents Index; Class D25, AN 95-223115, XP002012320, "water-based liq. detergent ..." *

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2009024747A3 (fr) * 2007-08-17 2009-04-09 Reckitt Benckiser Inc Compositions de traitement de surfaces dures, acceptables d'un point de vue environnemental

Also Published As

Publication number Publication date
DE19519405A1 (de) 1996-11-28

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