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
  • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
  • C11D3/0005—Other compounding ingredients characterised by their effect
  • C11D3/0094—High foaming compositions
• • 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
  • C11D1/29—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
  • C11D1/66—Non-ionic compounds
  • C11D1/74—Carboxylates or sulfonates esters 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
  • C11D1/88—Ampholytes; Electroneutral compounds
  • C11D1/90—Betaines

Definitions

• the invention relates to skin-friendly cleaning compositions consisting of surfactant mixtures, foam boosters and skin-friendly additives based on certain polyol fatty acid esters.
• WO 94/16042 (Henkel Corporation) describes a ternary combination of APG, betaine and alkyl sulfate as an anionic surfactant in water-based hand dishwashing detergents Skin protection is not mentioned.
• WO 94/24248 (Henkel Corporation) contains APG, betaines, stearic acid adducts and glycols in aqueous shampoo formulations, which can optionally also contain anionic surfactants. No teaching is disclosed on how skin protection can be ensured by these components.
• EP 485 212 (Unilever) describes a combination of anionic and amphoteric or nonionic surfactants, which can also contain pearlescent agents in addition to other ingredients.
• EP 453 238 (Unilever) describes a shampoo with a total surfactant content of more than 8%, which contains anionic surfactants (including Na lauryl ether sulfate 2 EO), APG and betaine, is mild to the skin and hair and one for the applications provides the required foam performance ("adequate foammg power "). If fatty alcohol ether sulfates are used as anionic surfactants, the weight ratio between anionic, amphoteric and nonionic surfactants must be 1.3-2.2: 0.9-1.2: 0.9-1.2 in order to ensure a balanced performance between skin mildness and foam stability. Others can also Contain ingredients, including foam enhancer and pearlescent agents.
• EP 341 071 (Unilever) describes a hand dishwashing detergent containing APG, anionic surfactants, betaines and / or amine oxide and optionally ethanolamine. It has a less adverse effect on the user's skin condition and is more environmentally safe. The use of polyol fatty acid esters to protect the skin has not been described.
• the detergent compositions of EP 520 551 contain ethylene glycol distearate as pearlescent agent, which may also contain alkyl sulfate, nonionic surfactant and "pearlescent crystallization enhancer” (acids, salts, alcohols and fatty acid esters).
• Ethylene glycol distearate is also used as a suspending agent for oil phases, e.g. B. described in WO 93/09761, a "two-in-one hand care" that is mild and is foaming and 1-10% anionic surfactant (including Na laureth-3 sulfate), 0.4-15 pref. 5-15% suspending agent, 1-10% additional surfactant (mixed. Non-ionic surfactant and betaine possible), but also contains 0.1-10% dispersed oil phase.
• anionic surfactant including Na laureth-3 sulfate
• additional surfactant mixed.
• Dispersed oil phase e.g. Non-ionic surfactant and betaine possible
• Skin protection is an important point in the formulation of new detergent compositions, which is becoming more and more important. Care must be taken to ensure that cleaning performance does not deteriorate or is even improved. You should also keep an eye on the related tasks, which are shown, for example, in foam stability, emulsification capacity, user-friendliness or a favorable price-performance ratio of the cleaning agent. The central point is also the ecological compatibility of the agents used. The tasks arising from the current discussion about cleaning agents and the use of cleaning agents should also be taken into account.
• the object of the invention is therefore to create a new cleaning agent that meets the above points.
• a cleaning agent which, in addition to several anionic and nonionic surfactants and foam boosters and other customary ingredients, definitely contains polyol fatty acid esters as an agent for improving skin protection.
• Another object of the invention is the use of polyol fatty acid esters to protect the skin in hand dishwashing detergents.
• the group of anionic surfactants which can be used according to the invention includes aliphatic sulfates such as fatty alcohol sulfates, fatty alcohol ether sulfates, dialkyl ether sulfates, monoglyceride sulfates and aliphatic sulfonates such as alkane sulfonates, olefin sulfonates, ether sulfonates, n- Alkyl ether sulfonates, ester sulfonates, and lingine sulfonates.
• aliphatic sulfates such as fatty alcohol sulfates, fatty alcohol ether sulfates, dialkyl ether sulfates, monoglyceride sulfates and aliphatic sulfonates such as alkane sulfonates, olefin sulfonates, ether sulfonates, n- Alkyl ether
• Alkyl (ether) phosphates and other anionic surfactants known in the patent literature preference is given to using 1-30% by weight, particularly preferably 5-25% by weight.
• the ethoxylated fatty alcohol sulfates are preferred.
• the sodium, ammonium and magnesium salts of these compounds or mixtures thereof are particularly preferred.
• alkoxylated alcohols to mean the reaction products of alkylene oxide, preferably ethylene oxide, with alcohols, preferably the longer-chain alcohols in the sense of the present invention.
• n moles of ethylene oxide and one mole of alcohol form a complex mixture of addition products of different degrees of ethoxylation, depending on the reaction conditions.
• Another embodiment consists in the use of mixtures of the alkylene oxides, preferably the mixture of ethylene oxide and propylene oxide. These ethoxylated alcohols are then sulfated and neutralized to give fatty alcohol ether sulfates.
• nonionic surfactants which can be used in the agents according to the invention include alkoxylates such as polyglycol ethers, fatty alcohol polyglycol ethers, alkylphenoipolyglycol ethers, end-capped polyglycol ethers, mixed ethers and hydroxy mixed ethers and
• Fatty acid polyglycol ester Ethylene oxide-propylene oxide block polymers and fatty acid alkanolamides and fatty acid polyglycol ethers can also be used.
• An important class of nonionic surfactants that can be used according to the invention are the polyol surfactants and here in particular the glucosurfactants, such as Alkyl polyglucoside and fatty acid giucamides and their mixtures. According to the invention, preference is given to using from 1 to 20% by weight, preferably from 1 to 10% by weight.
• alkyipolyglycosides fatty alcohol polyglycol ethers and fatty acid alkanolamides are preferred.
• Alkyipolyglycosides are particularly preferably used.
• alkyipolyglycosides as surfactants which can be obtained by the reaction of sugars and alcohols according to the relevant methods of preparative organic chemistry, with a mixture of monoalkylated, oligomeric or polymeric sugars depending on the type of preparation.
• Preferred alkyl polyglycosides can be alkyl polyglucosides, the alcohol being particularly preferably a long-chain fatty alcohol or a mixture of long-chain fatty alcohols and the degree of oligomerization of the sugars being between 1 and 10.
• the C 6 -C 22 -alkylglycosides preferred according to the invention are therefore known substances which can be obtained by the relevant methods of preparative organic chemistry.
• the C 6 -C 22 alkylgycosides follow the formula I,
• R 1 is a linear or branched, saturated or unsaturated alkyl radical having 6 to 22 carbon atoms
• [G] is a glycosidic sugar and p is a number from 1 to 10.
• the alkyl or alkenyl radical R 1 is preferably derived from primary alcohols having 6 to 18, in particular 8 to 14, carbon atoms. Typical examples are caprylic alcohol, capric alcohol and undecyl alcohol and their technical mixtures, such as those obtained in the course of the hydrogenation of technical fatty acid methyl esters or in the course of the hydrogenation of aldehydes from the Roelen oxo synthesis.
• Fatty acid polyhydroxylam.de are aeylated reaction products of the reductive amination of a sugar (glucose) with ammonia, whereby long-chain fatty acids, long-chain fatty acid esters or long-chain fatty acid chlorides are generally used as acylating agents. Secondary amides are formed when reducing with methylamine or ethylamine instead of with ammonia, such as. B. in S ⁇ FW-Journal, 119, (1993), 794-808. Carbon chain lengths of C 6 to C 12 in the fatty acid residue are preferably used.
• alkoxylated alcohols the reaction products of alkylene oxide, preferably ethylene oxide, with alcohols, preferably the longer-chain alcohols in the sense of the present invention.
• n moles of ethylene oxide and one mole of alcohol form a complex mixture of addition products of different degrees of ethoxylation, depending on the reaction conditions.
• a further embodiment consists in the use of mixtures of the alkylene oxides, preferably the mixture of Ethylene oxide and propylene oxide.
• final etherification with short-chain alkyl groups such as preferably the butyl group, can also give the class of "closed" alcohol ethoxylates, which can also be used in the context of the invention.
• Highly preferred for the purposes of the present invention are highly ethoxylated fatty alcohols or their mixtures with end-capped fatty alcohol ethoxylates.
• Betaines and other amphoteric surfactants, amine oxides, alkanolamides, fatty acid sarcosinates, alkyipolyglycosides and mixtures thereof can be used as foam enhancers in the cleaning agent which represents the solution to the problems
• amphoteric surfactants which can be used according to the invention include the alkyl betaines, the alkyl amido betaines, the imidazolinium betaines and the aminopropionates, as well as the sulfobetaines and biosurfactants. According to the invention, preference is given to using 1 to 20% by weight, particularly preferably 1 to 10% by weight.
• Betaine compounds of the formula II are preferred as amphoteric surfactants
• R is an alkyl radical with 8 to 25, preferably 10 to 21 carbon atoms and R 3 and R 4 which are the same or different alkyl radicals and have 1 to 3 carbon atoms, optionally interrupted by heteroatoms or heteroatom groups.
• R is an alkyl radical with 8 to 25, preferably 10 to 21 carbon atoms and R 3 and R 4 which are the same or different alkyl radicals and have 1 to 3 carbon atoms, optionally interrupted by heteroatoms or heteroatom groups.
• C 10 -C 18 -Alkyldimethylcarboxymethylbetaine and C 1 -C 18 -alkylamidopropyldimethylcarboxymethylbetaine are preferred.
• Particularly preferred betaine compounds are cocoamidopropyl betaine and alkyldimethylammonium betaine
• the polyol fatty acid esters which are used according to the invention as agents for protecting the skin are the reaction products which can be prepared according to the usual rules of organic chemistry and which consist of longer-chain fatty acids and shorter alkyl chains with more than one hydroxyl group.
• the mono- and diesters of stearic acid and ethylene glycol are particularly preferred. According to the invention, preference is given to using 0.1 to 10% by weight, particularly preferably 0.2 to 2% by weight.
• ingredients customary in hand dishwashing detergents such as foam inhibitors, stabilizers, solvents, perfume, dyes and biogenic active substances, can also be used, preferably in amounts between 1 and 10% by weight.
• Substances such as gelatin or casein can be used to adjust the viscosity of the agents without impairing their performance. If products with improved cold behavior are desired, hydrotropes, e.g. Cumene sulfonate, octysulfate, butyglucoside, butylene glycol can be added.
• hydrotropes e.g. Cumene sulfonate, octysulfate, butyglucoside, butylene glycol can be added.
• the solvents to be added if necessary are low molecular weight alkanols with 1 to 4 carbon atoms in the molecule, preferably ethanol and isopropanol.
• Optional further solubilizers for example for dyes and perfume oils, can be alkanolamines, polyols such as ethylene glycol, propylene glycol, glycerol and alkylbenzenesulfonates with 1 to 3 carbon atoms in the alkyl radical.
• the preferred thickeners include urea, sodium chloride and ammonium chloride, polysaccharides and the like, which can also be used in combination. Examples of preservatives which can be mentioned are sodium benzoate, formaldehyde and glutaraldehyde
• the pH of the compositions according to the invention is preferably between 5.0 and 7.5. It can be adjusted with the aid of customary pH regulators, such as citric acid, t ⁇ ethanolamine or NaOH.
• Biogenic active substances are understood to mean, for example, plant extracts, protein hydrolyzates and vitamin complexes.
• the Duh ⁇ ng chamber test is an occlusive, epicutaneous test method that is suitable for obtaining experimental data on the skin compatibility of raw materials or finished products.
• test substances are applied to the skin under occlusive plasters for 24 hours. The resulting irritation effects are evaluated after 6, 24, 48 and 72 hours. The test patches are on the back of the Subjects applied. (Literature: Kligman, Frosch; Contact Dermitis 5, (1979), 73-81)
• the detergent formulations according to the invention show a significant reduction in the negative skin reactions and thus a significantly better skin tolerance. This becomes particularly clear in the area of reddening of the skin, where compared to standard surfactants (sodium dodecyl sulfate SDS) only 5% of the unwanted skin reactions are observed.

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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)

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• 1996
  • 1996-05-23 DE DE19620703A patent/DE19620703A1/de not_active Withdrawn
• 1997
  • 1997-05-14 DE DE59710627T patent/DE59710627D1/de not_active Expired - Fee Related
  • 1997-05-14 WO PCT/EP1997/002460 patent/WO1997044423A1/fr active IP Right Grant
  • 1997-05-14 AT AT97923890T patent/ATE247705T1/de not_active IP Right Cessation
  • 1997-05-14 EP EP97923890A patent/EP0912671B1/fr not_active Expired - Lifetime

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