EP3752126A1 - Utilisation de 1,2-alcanediols comme améliorants de mousse pour des tensioactifs à base d'esters d'acide citrique comprenant des alcools éthoxylés - Google Patents

Utilisation de 1,2-alcanediols comme améliorants de mousse pour des tensioactifs à base d'esters d'acide citrique comprenant des alcools éthoxylés

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Publication number
EP3752126A1
EP3752126A1 EP19703100.8A EP19703100A EP3752126A1 EP 3752126 A1 EP3752126 A1 EP 3752126A1 EP 19703100 A EP19703100 A EP 19703100A EP 3752126 A1 EP3752126 A1 EP 3752126A1
Authority
EP
European Patent Office
Prior art keywords
formula
citric acid
total
unbranched
carbon atoms
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Withdrawn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
EP19703100.8A
Other languages
German (de)
English (en)
Inventor
Catherine Weichold
Ansgar Behler
David Melchior
Stefan Busch
Hans-Willi Kling
Karsten Lange
Bernd Jakob
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 SE
Bergische Universitaet Wuppertal
Original Assignee
BASF SE
Bergische Universitaet Wuppertal
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 BASF SE, Bergische Universitaet Wuppertal filed Critical BASF SE
Publication of EP3752126A1 publication Critical patent/EP3752126A1/fr
Withdrawn legal-status Critical Current

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Classifications

    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00—Preparations for care of the skin
    • A61Q19/10—Washing or bathing preparations
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/34—Alcohols
    • A61K8/345—Alcohols containing more than one hydroxy group
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/39—Derivatives containing from 2 to 10 oxyalkylene groups
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • A61K8/86—Polyethers
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00—Preparations for care of the skin
    • 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
    • C11D1/04—Carboxylic acids or salts thereof
    • C11D1/08—Polycarboxylic acids containing no nitrogen or sulfur
    • 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
    • C11D11/00—Special methods for preparing compositions containing mixtures of detergents
    • C11D11/04—Special methods for preparing compositions containing mixtures of detergents by chemical means, e.g. by sulfonating in the presence of other compounding ingredients followed by neutralising
    • 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
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16—Organic compounds
    • C11D3/20—Organic compounds containing oxygen
    • C11D3/2003—Alcohols; Phenols
    • C11D3/2041—Dihydric 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
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16—Organic compounds
    • C11D3/20—Organic compounds containing oxygen
    • C11D3/2003—Alcohols; Phenols
    • C11D3/2041—Dihydric alcohols
    • C11D3/2044—Dihydric alcohols linear
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16—Organic compounds
    • C11D3/20—Organic compounds containing oxygen
    • C11D3/2003—Alcohols; Phenols
    • C11D3/2041—Dihydric alcohols
    • C11D3/2048—Dihydric alcohols branched

Definitions

  • 1,2-alkanediols as foam improvers for citric acid ester surfactants comprising ethoxylated alcohols
  • the present invention relates to the use of a 1,2-alkanediol as a foam enhancer and / or foam improver for a citric acid ester surfactant comprising one or more esters of citric acid with one or more ethoxylated alcohols and a corresponding foamable composition. Furthermore, the present invention also relates to a process for the preparation of such a foamable composition and to a corresponding washing, cleaning and / or care agent.
  • Citric acid esters such as esters of citric acid with alkoxylated alcohols are already used in detergents, cleaners or care agents as surfactants or emulsifiers and as conditioning agents to create or improve a pleasant haptic perception or to prevent the electrical charging of hair.
  • esters of citric acid with alkoxylated alcohols are often used as conditioning agents in cosmetic products to improve the skin and hair feel or skin and hair feel, to improve the wet and dry combing and antistatic hair, to improve the softness of the skin and hair Increasing the shine and / or smoothness of the skin and hair as well as a moisturizer ("moisturizer").
  • foaming may occur.
  • EP 0 176 018 A1 describes a stripping agent based on an aqueous alkali and / or ammonium hydroxide solution containing surfactants, which can be applied as a solid foam.
  • the document EP 1 621 231 A1 describes a conditioning surfactant preparation which is e.g. Contains citric acid ester surfactants.
  • a primary object of the present invention was to increase the scope of use of known polyhydric alcohols by new uses.
  • a further object of the present invention was to provide compositions of citric acid ester surfactants having improved foam properties and a process for their preparation.
  • R 1 is -CH (OH) -CH 2 -OH (I) wherein
  • R 1 is an unbranched or branched, preferably unbranched, alkyl group having a total of 6 to 12, preferably having a total of 6 to 10, particularly preferably having a total of 6 to 8, carbon atoms,
  • a foam intensifier and / or foam improver for a citric acid ester surfactant which comprises one or more esters of citric acid with one or more ethoxylated alcohols of the formula (II)
  • R 2 is an unbranched or branched alkyl group having a total of 6 to 22 carbon atoms or an unbranched or branched alkenyl group having a total of 6 to 22 carbon atoms and n is an integer ranging from 1 to 50.
  • 1, 2-alkanediols of the formula (I) enables foam reinforcement and / or foam improvement (generally better foamability) of the citric acid ester surfactants to be used according to the invention, at least with regard to one, in many cases to two and ideally to all three the foaming properties to be achieved, the foam height to be achieved, the foam quality to be achieved and / or the foam stability to be achieved, in each case in comparison to the corresponding citric acid ester surfactants to be used according to the invention alone, without the use of the 1,2-alkanediols to be used according to the invention of the formula (I), to achieve the aforementioned foam properties.
  • the invention as well as preferred combinations of preferred parameters, properties and / or constituents of the present invention are defined in the appended claims. Preferred aspects of the present invention are also set forth and defined in the following description and examples.
  • the criterion for a good foam quality in the context of the present invention is the presence of exclusively or predominantly fine-pored foam (small air bubbles) or the absence or at least substantial absence of larger or larger air bubbles in a foam.
  • the period of time preferably under standard conditions, for which a foam produced is stable, ie. still has visible air bubbles.
  • the 1,2-alkanediol of the formula (I) to be used according to the invention can be used alone, i. be used as a pure 1, 2-alkanediol, or it may be a mixture of two or more 1, 2-alkanediols of the formula (I) are used. Such a mixture may contain any ratios of the two or more 1,2-alkanediols of formula (I).
  • an alkenyl group means a hydrocarbon group which has one or more double bonds.
  • an aforementioned alkenyl group has one, two or three, more preferably one or two, double bonds.
  • ester or esters of citric acid to be used according to the invention are esters which can be prepared by esterification of citric acid with one or more ethoxylated alcohols of the formula (II).
  • R 1 is an unbranched or branched, preferably unbranched, alkyl group a total of 6 to 10, preferably having a total of 6 to 8 carbon atoms, and preferably the one or at least one of a plurality of 1, 2-alkanediols of the formula (I) is selected from the group consisting of n-1, 2-octanediol, n- 1, 2-decanediol and n-1, 2-dodecanediol,
  • the one or at least one of a plurality of 1, 2-alkanediols of the formula (I) is selected from the group consisting of n-1, 2-octanediol and n-1, 2-decanediol.
  • the or the 1, 2-alkanediols of the formula (I) are used in a foam-enhancing and / or foam-improving effective amount, preferably in a total amount in the range of 5 % By weight to 40% by weight, particularly preferably in the range from 10% by weight to 30% by weight, based on the total mass (or total weight) of the citric acid ester surfactant contained in the composition.
  • n is an integer in the range from 1 to 20, preferably in the range from 1 to 10 and more preferably in the range of 3 to 8, means and / or
  • R 2 is an unbranched or branched alkyl group having a total of 8 to 20, preferably 10 to 20, more preferably 12 to 18, carbon atoms, or a straight or branched alkenyl group having a total of 8 to 20, preferably 10 to 20 in total , particularly preferably having a total of 12 to 18, carbon atoms.
  • combinations of preferred meanings of the degree of ethoxylation n with preferred meanings of R 2 give particularly preferred ethoxylated alcohols of the formula (II) which can be used or used according to the invention.
  • the citric acid ester surfactant comprises a mixture of several esters of citric acid with one or more, preferably with several, ethoxylated alcohols of the formula (II), where the ethoxylated alcohols of the formula (II) preferably comprise mixtures of technical fatty alcohols.
  • ethoxylated alcohols of the formula (II) mixtures of alcohols which preferably each have a total number of carbon atoms in the range from 12 to 18 and preferably by industrial processing of plant extracts, more preferably from plant extracts of coconut palms and or oil palms (also referred to as "mixtures of technical fatty alcohols").
  • Preferred mixtures of alcohols obtained by industrial processing of plant extracts are selected from the group consisting of coconut oil, palm alcohol, palm kernel alcohol, tallow fatty alcohol and mixtures thereof.
  • the industrial processing of the abovementioned plant extracts is preferably carried out by high-pressure hydrogenation of technical methyl esters based on fats and oils or of aldehydes from Roelen's oxo synthesis or as a monomer fraction in the dimerization of unsaturated fatty alcohols.
  • Ethoxylated alcohols of the formula (II) formed or prepared from the abovementioned preferred mixtures of alcohols preferably have a degree of ethoxylation n in the range from 1 to 10, particularly preferably in the range from 3 to 8.
  • a 1,2-alkanediol of the formula (I) as foam intensifier and / or foam improver for a citric acid ester surfactant which comprises ethoxylated alcohols of the formula (II) which are formed from mixtures of alcohols, in particular from mixtures of technical fatty alcohols or have been prepared, has the advantage that such mixtures of alcohols are well available on the market, inexpensive and well suited as basic materials for detergents, cleaners and / or care products such as cosmetics.
  • Corresponding cosmetics are particularly skin and hair friendly, have excellent conditioning properties and contain little and preferably no cationic surfactants.
  • a further aspect of this advantage is the particularly good suitability of the 1,2-alkanediols of the formula (I) as foam boosters and / or foam improvers for citric acid ester surfactants, which are prepared from such abovementioned mixtures of alcohols (as constituents of ethoxylated alcohols of the formula (I) II)) were formed or produced.
  • mixtures of alcohols containing a total amount of C 12 -alcohols are used to form or prepare the ethoxylated alcohols of the formula (II) of 12 carbon atoms, all possible isomers are included, this definition also applies mutatis mutandis to the alcohols of higher or lower chain lengths given in this text) in the range of 65 wt .-% to 75 wt .-%, a total amount of C14 alcohols in the range of 20% to 30% by weight, a total amount of C16 alcohols in the range of 0% to 5% by weight, and a total amount of C18 alcohols in the range of 0% by weight.
  • Ethoxylated alcohols of the formula (II) formed or prepared from the preferred mixtures of alcohols specified hereinbefore preferably have a degree of ethoxylation n in the range from 3 to 5.
  • the mixtures of alcohols of this specific embodiment are commercially available, for example under the trade name "Lorol® Spezial" from BASF SE.
  • mixtures of alcohols containing a total amount of C 12 alcohols in the range from 45% by weight to 60% by weight are used to form or prepare the ethoxylated alcohols of the formula (II) Total amount of C14 alcohols in the range of 15% to 30% by weight, a total amount of C16 alcohols in the range of 5% to 15% by weight and a total amount of C18 alcohols in the range of 8 wt .-% to 20 wt .-%, each based on the total mass (or the total weight) of the mixture of alcohols, each comprising 100 wt .-% of alcohols.
  • Ethoxylated alcohols of the formula (II) formed or prepared from the preferred mixtures of alcohols specified hereinbefore preferably have a degree of ethoxylation n in the range from 6 to 8.
  • the mixtures of alcohols of this specific embodiment are commercially available, for example under the trade name "Lorol® Technical" from BASF SE.
  • the citric acid ester surfactant to be used according to the invention comprises one or more constituents (or in many cases consists of one or more constituents, several constituents meaning a mixture of individual constituents) selected from the group consisting of:
  • Citric acid preferably in a total amount of not more than 10% by weight, more preferably in a total amount in the range of 1 wt .-% to 9 wt .-%, based on the total mass (or the total weight) of citric acid ester surfactant ;
  • esters and / or salts of citric acid may be present in any isomeric forms as well as mixtures of such isomeric forms.
  • the abovementioned salts of citric acid, the monoesters of citric acid with ethoxylated alcohols of the formula (II) and / or the diesters of citric acid with ethoxylated alcohols of the formula (II) are in each case present as alkali metal, alkaline earth metal, ammonium, alkylammonium that is, as salts with ammonium cations in which one, two, three or all four hydrogen atoms are each substituted by an alkyl group having a total of 1 to 4 carbon atoms or are unsubstituted), alkanolammonium (ie as salts with ammonium cations in which one, two, three or four hydrogen atoms are each substituted by a hydroxyalkyl group having a total of 1 to 4 carbon atoms or are unsubstituted) and / or glucammonium salts (ie, ammonium salts of 1-amino-1-deoxy-D-gluci
  • Salts of the monoesters of citric acid with ethoxylated alcohols of the formula (II) may be simple salts which still have a free carboxyl group, or they may be di-salts in which both non-esterified carboxyl groups are present as carboxylate salts.
  • the citric acid ester surfactant to be used according to the invention comprises one or more constituents selected from the group consisting of monoesters and diesters of citric acid with ethoxylated alcohols of the formula (II), preferably in a total amount in the range from 50% by weight to 90% by weight, particularly preferably in the range from 60% by weight to 80% by weight, based on the total mass (or total weight) of the citric acid ester surfactant to be used according to the invention.
  • the weight ratio of monoester constituents (ie monoesters and salts of the monoesters) of citric acid with ethoxylated alcohols of the formula (II) to diester Ingredients (ie diesters and salts of diesters) of citric acid with ethoxylated alcohols of the formula (II) in the range of 3: 1 to 10: 1, preferably in the range of 5: 1 to 8: 1, is located.
  • citric acid ester surfactants to be used according to the invention are disclosed in particular in document EP 1 621 231 A1.
  • a citric acid ester surfactant which is particularly preferably to be used according to the invention is commercially available, for example under the trade name "Plantapon® LC7" from BASF SE (CAS RN: 565429-75-6).
  • the invention also relates to a foamable composition comprising one or more 1,2-alkanediols of the formula (I)
  • R 1 is -CH (OH) -CH 2 -OH (I) wherein
  • R 1 is an unbranched or branched, preferably unbranched, alkyl group having a total of 6 to 12, preferably having a total of 6 to 10, particularly preferably having a total of 6 to 8, carbon atoms, and a citric acid ester surfactant comprising one or more esters of citric acid with one or more ethoxylated alcohols of the formula (II)
  • R 2 is an unbranched or branched alkyl group having a total of 6 to 22 carbon atoms or an unbranched or branched alkenyl group having a total of 6 to 22 carbon atoms, and n is an integer in the range of 1 to 50.
  • the one or more 1,2-alkanediols of formula (I) exist as free compounds besides the citric acid ester surfactant (or its constituents), i. the one or more 1,2-alkanediols of the formula (I) are in particular not present as constituents esterified with one or more hydroxyl groups of citric acid.
  • R 1 is an unbranched hydrocarbon group having a total of 6 to 10, preferably having a total of 6 to 8 carbon atoms; and preferably one or at least one of the plurality of 1,2-alkanediols of the formula (I) is selected from the group consisting of n-1, 2-octanediol, n-1, 2-decanediol and n-1,2-dodecanediol; and particularly preferably the one or at least one of a plurality of 1,2-alkanediols of the formula (I) is selected from the group consisting of n-1, 2-octanediol and n-1, 2-decanediol.
  • the one or more 1,2-alkanediols of the formula (I) are contained in a foam-enhancing and / or foam-improving effective amount, and / or
  • composition is foamable in contact with water, and / or
  • composition of the invention is at least in a ratio of 1: 4 (w / w) miscible with water.
  • the composition of the invention is preferably foamable in contact with water.
  • the composition of the invention is preferably water or an aqueous (ie water-containing) solvent
  • foam By mechanical action (introduction of, for example, air), foam can be developed in the resulting mixture, solution, dispersion or emulsion in a manner known per se.
  • the total amount of the one or more 1,2-alkanediols of the formula (I) is in the range from 5% by weight to 40% by weight, preferably in the range from 10% by weight to 30% by weight, based on the total mass (or the total weight) of the citric acid ester surfactant contained in the composition, and / or
  • the invention also relates to a process for the preparation of an above-mentioned inventive or preferred foamable composition according to the invention, comprising the steps
  • R 2 is an unbranched or branched alkyl group having a total of 6 to 22 carbon atoms or an unbranched or branched alkenyl group having a total of 6 to 22 carbon atoms and n is an integer in the range of 1 to 50,
  • step (c) reacting the one or more ethoxylated alcohols of formula (II) from step (a) with citric acid or its derivative suitable for esterification under conditions which allow esterification to a citric acid ester surfactant,
  • step (d) adding a foam-enhancing and / or foam-improving effective amount of one or more 1, 2-alkanediols of the formula (I) to the citric acid ester surfactant formed in step (c).
  • citric acid derivative prepared or prepared in step (b) of the above-described process of the present invention a per se known such derivative may be used, for example, a hydrate, or a salt of one, two, or all three citric acid carboxyl groups , depending on the particular desired degree of ester formation, ie depending on whether monoesters, diesters, triesters or mixtures of such esters are to be produced.
  • step (c) of the abovementioned process according to the invention can be carried out in a manner known per se for the formation of esters from alcohols and carboxylic acids (or carboxylic acid derivatives).
  • step (d) of the above-mentioned method according to the invention, the adding can take place immediately after the preceding step (c), or further steps can be carried out after step (c) before step (d) is carried out.
  • Further steps after step (c) include, for example, purification, concentration or dilution of citric acid surfactant obtained in step (c) or addition of further ingredients, such as surfactants, fragrances, thickeners and the like.
  • step (c) comprises reacting the citric acid or its derivative suitable for esterification with one or more ethoxylated alcohols of the formula (II) from step (a) in one step with an ethoxylated alcohol of the Formula (II) from step (a), or in one step, with a plurality of ethoxylated alcohols of the formula (II) from step (a), particularly preferably with a mixture of ethoxylated alcohols of the formula (II) from step (a), or in several successive steps, preferably with a plurality of ethoxylated alcohols of the formula (II) from step (a).
  • the invention also relates to a process for improving the foam properties of a citric acid ester surfactant comprising one or more esters of citric acid with one or more ethoxylated alcohols of the formula (II) and / or a further process for the preparation of an inventive or preferred foamable composition according to the invention described above, comprising the steps
  • R 2 is an unbranched or branched alkyl group having a total of 6 to 22 carbon atoms or an unbranched or branched alkenyl group having a total of 6 to 22 carbon atoms and n is an integer in the range of 1 to 50, (bb) providing or preparing at least one 1, 2 Alkanediols of the formula (I)
  • R 1 is -CH (OH) -CH 2 -OH (I) wherein
  • R 1 is an unbranched or branched, preferably unbranched, alkyl group having a total of 6 to 12, preferably having a total of 6 to 10, more preferably having a total of 6 to 8, carbon atoms, and
  • the present invention also relates to a foamable composition which can be prepared or prepared by a preferred process according to the invention or a process described above and / or by a further process according to the invention described above.
  • the present invention also relates to a washing, cleaning and / or care agent comprising a foamable composition according to the invention and / or a foamable composition which can be prepared or prepared according to the invention.
  • washing, cleaning and / or care agents are, for example, detergents, preferably hand detergents, dishwashing detergents, preferably hand dishwashing detergents and personal care products such as shampoos, conditioners for skin and / or hair, shower baths or Bath additives in question.
  • Detergents, cleaners and / or care agents according to the invention may contain, in addition to the foamable compositions according to the invention, further constituents, preferably further surfactants, fragrances, dyes, pigments, rheology additives, stabilizers and / or preservatives.
  • Figures 1 -1 to 1-6 show pattern views for the evaluation or assessment of foam qualities according to Example 2:
  • Fig. 1-1 Foam quality very good (1), fine-pored, no large air bubbles visible Fig. 1-2
  • Fig. 1-3 Foam quality satisfactory (3), partly fine-pored, some larger air bubbles visible, a few large air bubbles;
  • Fig. 1-4 foam quality sufficient (4), more larger air bubbles than fine-pored
  • Fig. 1-6 Foam quality poor (6), almost without exception larger and larger air bubbles. Examples:
  • the agitator used was a stirring machine of the "Eurostar 20 digital” type from IKA-Werke GmbH & Co. KG, Germany, which was equipped with a dispersion disk ("Z disk", diameter 6 cm) ("stirrer").
  • Table 1 Influence of 1,2-alkanediols on foam properties of a citric acid ester surfactant (Plantapon® LC7)
  • nb value not determined

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Abstract

L'invention concerne l'utilisation d'un 1,2-alcanediol comme renforçateur de mousse et/ou améliorant de mousse pour un tensioactif à base d'esters d'acide citrique qui comprend un ou plusieurs esters de l'acide citrique avec un ou plusieurs alcools éthoxylés, ainsi qu'une composition moussante correspondante. L'invention concerne en outre un procédé de fabrication d'une telle composition moussante et un produit de lavage, de nettoyage et/ou de soin correspondant.
EP19703100.8A 2018-02-14 2019-02-06 Utilisation de 1,2-alcanediols comme améliorants de mousse pour des tensioactifs à base d'esters d'acide citrique comprenant des alcools éthoxylés Withdrawn EP3752126A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
EP18156767 2018-02-14
PCT/EP2019/052851 WO2019158411A1 (fr) 2018-02-14 2019-02-06 Utilisation de 1,2-alcanediols comme améliorants de mousse pour des tensioactifs à base d'esters d'acide citrique comprenant des alcools éthoxylés

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EP3752126A1 true EP3752126A1 (fr) 2020-12-23

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EP19703100.8A Withdrawn EP3752126A1 (fr) 2018-02-14 2019-02-06 Utilisation de 1,2-alcanediols comme améliorants de mousse pour des tensioactifs à base d'esters d'acide citrique comprenant des alcools éthoxylés

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Family Cites Families (11)

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Publication number Priority date Publication date Assignee Title
BE505177A (fr) 1950-08-11
US2956025A (en) 1955-03-22 1960-10-11 California Research Corp Sulfonate detergent compositions with improved foam characteristics
US2874127A (en) 1956-06-29 1959-02-17 California Research Corp Sulfonate detergent compositions of improved foam characteristics
US4294728A (en) 1971-02-17 1981-10-13 Societe Anonyme Dite: L'oreal Shampoo and/or bubble bath composition containing surfactant and 1,2 alkane diol
DE3434985A1 (de) 1984-09-24 1986-04-03 Henkel KGaA, 4000 Düsseldorf Abbeizschaum
DE102004035633A1 (de) 2004-07-22 2006-02-09 Cognis Ip Management Gmbh Konditionierende tensidische Zubereitung
US8747822B1 (en) 2009-07-20 2014-06-10 Surfatech Corporation Alkoxylated citrate polyesters
US8785676B1 (en) 2011-10-13 2014-07-22 Surfatech Corporation Citrate co-polyesters
DE102011054602A1 (de) 2011-10-19 2013-04-25 Bergische Universität Wuppertal Verfahren zur Synthese von Citronensäureestern
DE102012101736A1 (de) 2012-03-01 2013-09-05 Bergische Universität Wuppertal Verfahren zur Synthese von Estern/Ethern zwischen Fettsäurederivaten und Hydroxycarbonsäuren
EP3038590B1 (fr) 2013-08-29 2017-10-11 Basf Se Produit cosmétique

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