EP0870821A1 - Composition pour le nettoyage de surface dure - Google Patents

Composition pour le nettoyage de surface dure Download PDF

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Publication number
EP0870821A1
EP0870821A1 EP98105761A EP98105761A EP0870821A1 EP 0870821 A1 EP0870821 A1 EP 0870821A1 EP 98105761 A EP98105761 A EP 98105761A EP 98105761 A EP98105761 A EP 98105761A EP 0870821 A1 EP0870821 A1 EP 0870821A1
Authority
EP
European Patent Office
Prior art keywords
carbon atoms
alcohol
alkyl
radical
weight
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Withdrawn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
EP98105761A
Other languages
German (de)
English (en)
Inventor
Joaquin Dr. Llosas Bigorra
Nuria Dr. Bonastre Gilabert
Miguel Osset Hernandez
Xavier Dr. Closa Cruxens
Rafael Dr. Pi Subirana
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.)
BASF Personal Care and Nutrition GmbH
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 EP0870821A1 publication Critical patent/EP0870821A1/fr
Withdrawn legal-status Critical Current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
    • C11D1/88—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
    • 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
    • C11D1/66—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
    • C11D1/75—Amino oxides

Definitions

  • the invention relates to agents for cleaning hard surfaces made from lauryl-based betaines, Glycosides, fatty alcohol (ether) sulfates and optionally other surfactants exist. Another The invention relates to the use of laurylamino betaines or lauric acid amidoalkyl betaines as the sole betaine components for the production of agents for cleaning hard Surfaces.
  • the consumer places a multitude of requirements: the means must be self-evident have sufficient cleaning power, even in the presence of water hardness and oil pollution foam, have a sufficiently high viscosity so that they can be easily metered and also do not drain off immediately on vertical surfaces; after all, despite the required pronounced detergent properties also have a special skin tolerance.
  • Agents that are suitable for these tasks often contain combinations of alkyl glucosides and fatty alcohol ether sulfates, optionally in a mixture with amphoteric surfactants of the betaine type.
  • aqueous surfactant concentrates which contain 5 to 20% by weight alkyl glucosides, 25 to 40% by weight fatty alcohol sulfates, 35 to 65% by weight fatty alcohol ether sulfates and 5 to 20% by weight .-% contain amphoteric surfactants, the latter being derived from fatty amines or fatty acid amidoamines which have a C chain distribution in the range from 6 to 22.
  • Dishwashing detergents containing these substances are also known from international patent application WO 91/11506 (Henkel). H.Leidreiter and U.Maczkiewitz report on synergy effects between alkyl glucosides, betaines and ether sulfates in S ⁇ FW-Journal 122, 674 (1996) .
  • Betaines which form component (a) are known surfactants which are predominantly prepared by carboxyalkylation, preferably carboxymethylation, of amine compounds.
  • the starting materials are preferably condensed with halocarboxylic acids or their salts, in particular with sodium chloroacetate, one mol of salt being formed per mole of betaine.
  • unsaturated carboxylic acids such as acrylic acid is also possible.
  • betaines and "real" amphoteric surfactants reference is made to the contribution by U.Ploog in Seifen- ⁇ le-Fette-Wwachs, 198 , 373 (1982) . Further overviews on this topic can be found for example by A. O'Lennick et al.
  • betaines are the carboxyalkylation products of secondary and in particular tertiary amines which follow the formula (I) in which R 1 represents a dodecyl radical, R 2 represents hydrogen or alkyl radicals having 1 to 4 carbon atoms, R 3 represents alkyl radicals having 1 to 4 carbon atoms, n represents numbers from 1 to 6 and X represents an alkali and / or alkaline earth metal or ammonium .
  • Typical examples are the carboxymethylation products of dodecylmethylamine, dodecyldimethylamine, dodecylethylmethylamine and their technical mixtures.
  • Carboxyalkylation products of amidoamines which follow the formula (II) are also suitable , in which R 4 CO represents a lauroyl radical, m represents numbers from 1 to 3 and R 2 , R 3 , n and X have the meanings given above.
  • Typical examples are reaction products of lauric acid with N, N-dimethylaminoethylamine, N, N-dimethylaminopropylamine, N, N-diethylaminoethylamine and N, N-diethylaminopropylamine, which are condensed with sodium chloroacetate.
  • Preference is given to using a condensation product of lauric acid N, N-dimethylaminopropylamide with sodium chloroacetate.
  • Imidazolines are also suitable starting materials for the betaines to be used in the context of the invention. These substances are also known substances which can be obtained, for example, by cyclizing condensation of 1 or 2 moles of lauric acid with polyhydric amines such as, for example, aminoethylethanolamine (AEEA) or diethylene triamine. The corresponding carboxyalkylation products are mixtures of different open-chain betaines. Typical examples are condensation products of the above-mentioned fatty acids with AEEA, preferably imidazolines based on lauric acid, which are then betainized with sodium chloroacetate.
  • AEEA aminoethylethanolamine
  • Typical examples are condensation products of the above-mentioned fatty acids with AEEA, preferably imidazolines based on lauric acid, which are then betainized with sodium chloroacetate.
  • Alkyl and alkenyl oligoglycosides which form component (b) are known nonionic surfactants which follow the formula (III) , in which R 5 represents an alkyl and / or alkenyl radical having 4 to 22 carbon atoms, G represents a sugar radical having 5 or 6 carbon atoms and p represents numbers from 1 to 10. They can be obtained by the relevant methods of preparative organic chemistry, for example by acid-catalyzed acetalization of glucose with fatty alcohols.
  • the alkyl and / or alkenyl oligoglycosides can be derived from aldoses or ketoses with 5 or 6 carbon atoms, preferably glucose.
  • the preferred alkyl and / or alkenyl oligoglycosides are thus alkyl and / or alkenyl oligo glucosides .
  • Alkyl and / or alkenyl oligoglycosides with an average degree of oligomerization p of 1.1 to 3.0 are preferably used. From an application point of view, preference is given to those alkyl and / or alkenyl oligoglycosides whose degree of oligomerization is less than 1.7 and in particular between 1.2 and 1.4.
  • the alkyl or alkenyl radical R 5 can be derived from primary alcohols having 4 to 11, preferably 8 to 10, carbon atoms.
  • Typical examples are butanol, capro alcohol, caprylic alcohol, capric alcohol and undecyl alcohol and their technical mixtures, such as are obtained, for example, in 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 5 can also be derived from primary alcohols having 12 to 22, preferably 12 to 14, carbon atoms. Typical examples are lauryl 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, brassidyl alcohol and their technical mixtures, which can be obtained as described above. Alkyl oligoglucosides based on hardened C 12/14 coconut alcohol with a DP of 1 to 3 are preferred.
  • Fatty alcohol sulfates and fatty alcohol ether sulfates are known anionic surfactants which are produced on an industrial scale by SO 3 - or chlorosulfonic acid (CSA) sulfation of primary alcohols or their addition products with ethylene oxide and subsequent neutralization.
  • CSA chlorosulfonic acid
  • fatty alcohol (ether) sulfates are suitable which follow the formula (IV) in which R 6 represents a linear or branched alkyl and / or alkenyl radical having 6 to 22 carbon atoms, a represents 0 or numbers from 1 to 10 and X represents an alkali and / or alkaline earth metal, ammonium, alkylammonium, alkanolammonium or glucammonium.
  • fatty alcohol sulfates are the sulfates of hexanol, octanol, 2-ethylhexyl alcohol, capric alcohol, lauryl alcohol, isotridecyl alcohol, myristyl alcohol, cetyl alcohol, palmoleyl, stearyl, isostearyl, oleyl, elaidyl, petroselinyl, arachyl, gadoleyl, behenyl alcohol, erucyl alcohol and brassidyl well as their technical Mixtures, in the form of their sodium and / or magnesium salts.
  • fatty alcohol ether sulfates are the sulfation products of the adducts of an average of 1 to 10 and in particular 2 to 5 moles of ethylene oxide with the abovementioned alcohols. It is particularly preferred to use coconut fatty alcohol ether sulfate and fatty alcohol ether sulfates based on adducts of an average of 2 to 3 mol ethylene oxide with technical C 12/14 or C 12/18 coconut fatty alcohol fractions in the form of their sodium and / or magnesium salts.
  • Fatty alcohol ethoxylates can optionally also be present as component (d) and are known nonionic surfactants which are prepared on an industrial scale by base-catalyzed addition of ethylene oxide to primary alcohols.
  • Ethoxylates which follow the formula (V) are suitable for the purposes of the invention, in which R 7 represents a linear or branched alkyl and / or alkenyl radical having 6 to 22 carbon atoms and b represents numbers from 1 to 10.
  • Typical examples are addition products of on average 1 to 10 and in particular 2 to 5 mol of ethylene oxide with capron alcohol, caprylic alcohol, 2-ethylhexyl alcohol, capric alcohol, lauryl alcohol, isotridecyl alcohol, myristyl alcohol, cetyl alcohol, palmoleyl alcohol, stearyl alcohol, isostearyl alcohol, aryl alcohol, oleyl alcohol, oleyl alcohol, oleyl alcohol, oleyl alcohol, oleyl alcohol, oleyl alcohol, oleyl alcohol, oleyl alcohol, oleyl alcohol, oleyl alcohol, oleyl alcohol, oleyl alcohol, oleyl alcohol, oleyl alcohol, oleyl alcohol, oleyl alcohol, oleyl alcohol, oleyl alcohol, oleyl alcohol, oleyl alcohol, oleyl alcohol, oleyl alcohol, oleyl alcohol, oleyl alcohol, oleyl alcohol, oleyl
  • the agents according to the invention can contain amine oxides as optional component (s). They are prepared from tertiary fatty amines, which usually have either one long and two short or two long and one short alkyl radical, and are oxidized in the presence of hydrogen peroxide.
  • amine oxides which are suitable for the purposes of the invention follow the formula (VI) in which R 8 is a linear or branched alkyl radical having 12 to 18 carbon atoms and R 9 and R 10 independently of one another are R 8 or an optionally hydroxy-substituted alkyl radical having 1 to 4 carbon atoms.
  • Amine oxides of the formula (VI) are preferably used in which R 8 and R 9 are C 12/14 and C 12/18 cocoalkyl radicals and R 10 is a methyl or a hydroxyethyl radical. Also preferred are amine oxides of the formula (VI) in which R 8 is a C 12/14 or C 12/18 cocoalkyl radical and R 9 and R 10 have the meaning of a methyl or hydroxyethyl radical.
  • the agents according to the invention are distinguished by an excellent cleaning ability and form a productive and stable foam even in the presence of water hardness and oil pollution. They are extremely kind to the skin and have a sufficiently high viscosity that they are Let the consumer dose it easily and on the other hand only on inclined surfaces drain slowly. They are therefore suitable for the production of manual dishwashing detergents as well Universal cleaning agents in which they are present in amounts of 30 to 100, preferably 50 to 70% by weight - based on the funds - may be included.
  • Another object of the invention finally relates to the use of betaines, their residual fat contains only 12 carbon atoms, for the production of agents for cleaning hard Surfaces.
  • the determination of the dishwashing capacity was carried out with the aid of the dish test [Fette, Seifen, Anstrichmitt., 74 , 163 (1972)] .
  • plates with a diameter of 14 cm were soiled with 2 cm 3 of beef tallow (acid number 9-10) or a mixture of beef tallow and baby porridge and stored for 24 hours at room temperature.
  • the plates were then rinsed at 50 ° C. with 5 liters of tap water with a hardness of 16 ° d.
  • the test mixture was used at a dosage of 0.15 g active substance / l.
  • the foaming power was carried out in accordance with DIN 53 902 (Ross-Miles Test II).
  • the base foam and the foam height were determined after 20 min (20 ° C, 1 g surfactant / l, 16 ° d, 5 ml olive oil / l).
  • the results are summarized in Table 1; recipes 1 to 4 are according to the invention, mixtures V1 to V4 are used for comparison.

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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)
EP98105761A 1997-04-08 1998-03-30 Composition pour le nettoyage de surface dure Withdrawn EP0870821A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE19714369 1997-04-08
DE19714369A DE19714369A1 (de) 1997-04-08 1997-04-08 Mittel für die Reinigung harter Oberflächen

Publications (1)

Publication Number Publication Date
EP0870821A1 true EP0870821A1 (fr) 1998-10-14

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Family Applications (1)

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EP98105761A Withdrawn EP0870821A1 (fr) 1997-04-08 1998-03-30 Composition pour le nettoyage de surface dure

Country Status (3)

Country Link
US (1) US6015780A (fr)
EP (1) EP0870821A1 (fr)
DE (1) DE19714369A1 (fr)

Cited By (1)

* Cited by examiner, † Cited by third party
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WO2006136772A1 (fr) * 2005-06-23 2006-12-28 Reckitt Benckiser Inc Compositions détergentes pour une utilisation domestique de lavage de vaisselle

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MX2023005963A (es) 2020-12-04 2023-06-07 Procter & Gamble Composiciones para el cuidado del cabello que comprenden materiales de reduccion del mal olor.
US20220378684A1 (en) 2021-05-14 2022-12-01 The Procter & Gamble Company Shampoo Compositions Containing a Sulfate-Free Surfactant System and Sclerotium Gum Thickener
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Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2006136772A1 (fr) * 2005-06-23 2006-12-28 Reckitt Benckiser Inc Compositions détergentes pour une utilisation domestique de lavage de vaisselle

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US6015780A (en) 2000-01-18
DE19714369A1 (de) 1998-10-15

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