WO2018172332A1

WO2018172332A1 - Foaming cleaning preparation containing polyquaternium-16 polymers

Info

Publication number: WO2018172332A1
Application number: PCT/EP2018/056974
Authority: WO
Inventors: Katrin Counradi; Horst Argembeaux; Bernd Traupe; Andreas Firyn
Original assignee: Beiersdorf Ag
Priority date: 2017-03-21
Filing date: 2018-03-20
Publication date: 2018-09-27
Also published as: DE102017204680A1

Abstract

The invention relates to a cosmetic cleaning composition containing polyquaternium-16 polymers, anionic surfactants and amphoteric and/or zwitterionic surfactants. The cleaning composition allows for the effective deposition of antimicrobial polyquaternium-16 polymers on skin.

Description

Beiersdorf Aktiengesellschaft

Hamburg

Foaming Cleaning Preparation Containing Polvquaternium-16 Polymers The present invention relates to a cosmetic cleansing preparation containing

Polyquaternium-16 polymers, anionic surfactants and amphoteric and / or zwitterionic surfactants. The cleaning preparation allows effective deposition of anti-microbial Polyquaternium-16 polymers on the skin. In general, cosmetic products not only look beautiful and attractive, they also make a significant contribution to increasing self-esteem and well-being. Demensprechend the most diverse cosmetic products for daily cleaning and care of the skin are used. A crucial parameter is the removal and / or the suppression of the

Growth of bacteria that adversely affect the appearance of the skin or cause unpleasant odors by breaking down odorless sweat. A well-known bacterium is Staphylococcus aureus (S. aureus), which promotes the formation of purulent blisters and pustules, especially on dry, chapped skin, as occurs in atopic dermatitis. In addition, S. aureus also produces bacterial superantigens that maintain and aggravate atopic dermatitis.

The Corynebacterium jeikeium is one of the main causes of the typical

Sweat smell that occurs due to the release of fatty acid residues. By cleaning the skin with cosmetic cleansing preparations can

Sweat residues, dirt and dead skin remains to be removed. Demensprechend the sweat-degrading bacteria is temporarily deprived of a food base. The time until the well-known foul smell occurs again is delayed. If the smell of sweat over a longer period, for example under the armpits, be avoided, it is necessary to apply deodorants to the skin. Deodorants are products which contain special anti-microbial agents which reduce the growth of bacteria such as Corynebacterium jeikeium or Staphylococcus epidermidis. Deodorants are therefore usually applied after cleaning the skin and remain there to develop their antibacterial effect in the long term.

WO 2016012417 A2 discloses that complex quaternary ammonium polymer compounds known under the INCI nomenclature designation Polyquaternium-16, a surprising have strong deodorization or anti-microbial activity against Corynebacterium jeikeium or Staphylococcus epidermidis. In addition, Polyquaternium-16 also has an anti-microbial effect against the growth of the bacterium Staphylococcus aureus. However, it works

Polyquaternium-16 is not anti-adhesive and thus does not prevent the adhesion of bacteria to surfaces.

Cleaning preparations containing polyquaternium-16 polymers are known from the document WO 9850007 A1. The preparations contain anionic surfactants and amphoteric and / or zwitterionic surfactants, the anionic surfactants being used in excess over the amphoteric and / or zwitterionic surfactants. An indication of the present invention is therefore not apparent from this document.

Polyquaternium-16 is a cationic polymeric quaternary ammonium salt based on the monomers methylvinylimidazolium chloride and vinylpyrrolidone. Commercially, Polyquaternium-16 in aqueous solution can be obtained under the trade name Luviquat from FA. BASF are related. The Polyquaternium-16 commercial products listed in Table 1 differ in the respective solids content, the molecular weight, the ratio of the weight fraction of vinylpyrrolidone (VP) to the weight fraction of the quaternized

Vinylimidazoles (QVI) and the charge density.

It is desirable to provide cosmetic cleansing preparations which allow the washing process to effectively deposit anti-microbial agents, such as Polyquaternium-16, on the skin. In particular, the anti-microbial agents should remain on the skin after washing for an extended period of time and thus reduce the growth of bacteria.

The problem, however, is that cosmetic cleansing preparations often only briefly in contact with the skin when used in the shower. So these are applied to the wet skin, thereby diluted with the remaining water on the skin and then removed directly with water again. Accordingly, it is difficult in the short contact time to transfer an effectively effective amount of the anti-microbial drugs to the skin, which remains even after rinsing on the skin. Therefore, a longer-lasting antimicrobial effect can not be guaranteed, and the freshness feeling that occurs after the cleaning of the consumer disappears rapidly.

Another problem is that the cosmetic cleaning preparations contain mostly anionic surfactants. In combination with cationic active ingredients, it is therefore possible, in particular with anionic surfactants, for complex formation and deactivation of the active ingredients. Furthermore, the interaction of the cationic active ingredients with anionic surfactants often leads to unstable or cloudy cosmetic preparations.

In addition, it is desirable to provide cosmetic cleansing formulations with antimicrobial active ingredients which have good foaming power and have lower turbidity effects due to the incorporation of the anti-microbial active ingredients. In addition, the anti-microbial cosmetic cleansing preparations should have a particularly low irritation potential.

Surprisingly, it has now been found that such cosmetic cleansing preparations can be provided by the present invention, which fulfill the requirements and do not have the described problems and disadvantages.

The invention relates to a cosmetic cleaning preparation containing

a) one or more anionic surfactants,

b) one or more amphoteric and / or zwitterionic surfactants, and

c) polyquaternium-16;

characterized in that the weight ratio of the anionic surfactants to the amphoteric and / or zwitterionic surfactants 1: 2 to 1: 20 and preferably 1: 2.5 to 1: 15. Surprisingly, it has been found that the inventive cosmetic

Cleaning preparation it allows that after flushing with water on the skin a significant reduction in bacteria is achieved. Demensprechend allows the preparation of the invention a surprisingly improved deposition of Polyquaternium-16 polymers. Also object of the present invention is thus the use of

Cosmetic cleaning preparation according to the invention for the reduction of Corynebacterium jeikeium, Staphylococcus epidermidis and / or Staphylococcus aureus on the skin. Another object of the present invention is a method for the deposition of Polyquaternium-16 on the skin, characterized in that the inventive

Cleaning preparation is applied to wet skin and rinsed again from the skin with water within a period of 5 seconds to 5 minutes.

If the term skin is used it refers exclusively to the human skin.

Unless stated otherwise, all weight percentages (% by weight) listed below are based on the total weight of the cosmetic cleansing preparation.

The term "free from" in the sense of the present disclosure means that the proportion of the respective substance is less than 0.05% by weight

Introductions or contamination with these substances should not be included as being "free of" according to the invention.

The term "cationic charge density" as used in this disclosure refers to the ratio of the number of positive charges on a monomer unit making up the polymer to the molecular weight of the monomer unit. The charge density is expressed in meq / g (milli-equivalents per gram).

Unless otherwise stated, all experiments are conducted under normal conditions. The term "normal conditions" means 20 ° C., 1013 hPa and a relative atmospheric humidity of 50% Anionic surfactants generally have carboxylate, sulfate or sulfonate groups as functional groups, and in aqueous solution they form negatively charged ones in an acidic or neutral medium organic ions.

Anionic surfactants to be used advantageously according to the invention are sulfuric acid esters, such as - alkyl ether sulfate, for example sodium, ammonium, magnesium, MI PA, ΤΊΡΑ-

Lauryl ether sulfate, sodium myristyl ether sulfate and the substance known as INCI name Sodium C12-13-Parethsulfate;

Alkyl sulfates, for example, sodium, ammonium and TEA lauryl sulfate;

and sulfonic acids and salts, such as

Acyl isethionates, e.g. Sodium / ammonium cocoyl isethionate;

alkylarylsulfonates;

Alkyl sulfonates, for example sodium coconut monoglyceride sulfate, sodium C12-14

Olefinsulfonate, sodium lauryl sulfoacetate and magnesium PEG-3 cocamide sulfate, Sulfosuccinates, for example dioctyl sodium sulphosuccinate, disodium laureth sulphosuccinate, disodium lauryl sulphosuccinate, disodium undecylenamido MEA sulphosuccinate and PEG-5 lauryl citrate sulphosuccinate; Further advantageous anionic surfactants are acylamino acids and their salts, such as

Acylglutamates, for example, sodium acylglutamate, di-TEA-palmitoylaspartate and sodium caprylic / capric glutamate;

Acyl peptides, for example palmitoyl-hydrolyzed milk protein, sodium cocoyl-hydrolysed soy protein and sodium / potassium cocoyl-hydrolyzed collagen,

Sarcosinates, for example myristoyl sarcosine, TEA-lauroyl sarcosinate, sodium lauroyl sarcosinate and sodium cocoyl sarcosinate;

Taurates, for example, sodium lauroyl taurate and sodium methyl cocoyl taurate;

Acyl lactylate, lauroyl lactylate, caproyl lactylate;

- alaninates;

Further anionic surfactants to be used advantageously are the groups of the carboxylic acids and carboxylic acid derivatives specified below:

Carboxylic acids, for example, lauric acid, aluminum stearate, magnesium alkoxide and zinc undecylenate;

Ester carboxylic acids, for example, calcium stearoyl lactylate, laureth-6-citrate, and sodium PEG-4 lauramide carboxylate;

Ether carboxylic acids, for example, sodium laureth-13 carboxylate and sodium PEG-6 cocamide carboxylate; and phosphoric acid esters and salts such as DEA-oleth-10-phosphate and

Dilaureth-4 phosphate.

It is particularly advantageous if the anionic surfactants are selected from the group of the alkyl ether sulfates and the alkyl sulfates according to the general formula (I):

RO- (CH2CH20) x- (CH2-CHR ¹ 0) _y - (CH 2 CH ₂ 0) _z -S03- M ⁺ (I) wherein

R is a linear or branched Ce-C-ie-alkyl radical or mixtures of different linear or branched Ce-Cie-alkyl radicals;

R ^{1 is} methyl, ethyl or mixtures thereof;

M ⁴ is a cation selected from the group consisting of alkali metals, HV and is HNR ² 3 ^+, wherein R ² is selected from the group consisting of linear or branched alkyl, CH2CH2OH, and CH ₂ CH (OH) CH _3; x is an integer number in the range of 0-3;

y is an integer number in the range 0-10; and

z is an integer number in the range 0 - 30.

Particularly preferred are from the above group of alkyl ether sulfates and

Alkyl sulfates as anionic surfactants known under the INCI name substances Sodium Laureth Sulfate (sodium lauryl ether sulfate) and / or ammonium Laureth Sulfate

(Ammonium laurylethersulfat) in the cosmetic cleaning preparation.

Advantageously, the proportion of anionic surfactants, in particular those previously listed as particularly advantageous anionic surfactants, which are sodium laureth sulfates and / or ammonium laureth sulfates, in the cosmetic cleaning preparation according to the invention 0, 1 wt .-% to 10 wt .-%, preferably 0.2 wt .-% to 6 wt .-% and particularly preferably 0.3 wt .-% to 4 wt .-%, based on the total weight of the cleaning preparation.

Furthermore, the cosmetic cleaning preparation according to the invention contains one or more amphoteric and / or zwitterionic surfactants. Advantageously used amphoteric and / or zwitterionic surfactants

Acyl / dialkylethylenediamine, for example sodium acylamphoacetate,

Disodium acylamphodipropionate, disodium alkyl amphodiacetate, disodium

Cocoamphodiacetate, sodium cocoamphomonoacetate,

Sodium acylamphohydroxypropylsulfonate, disodium acylamphodiacetate and

sodium acyl;

N-alkyl amino acids, for example, aminopropylalkylglutamide, alkylaminopropionic acid, sodium alkylimidodipropionate and lauroamphocarboxyglycinate;

Betaines, for example Coco Betaine, Cocoamidopropyl Betaine; and

Sultaines, for example Lauryl Hydroxy Sultaine.

Particularly advantageously, the amphoteric and / or zwitterionic surfactants known under the INCI names include sodium cocoamphoacetate, disodium cocoamphodiacetate, sodium cocoamphopropionate, disodium cocoamphodipropionate, coco betaine, lauryl betaine and / or cocamidopropyl betaine. From the above group becomes

Cocamidopropyl betaine selected as the most preferred amphoteric and / or zwitterionic surfactant.

Advantageously, the proportion of amphoteric and / or zwitterionic surfactants, in particular those previously listed as particularly advantageous amphoteric and / or zwitterionic

Surfactants, in the cosmetic cleaning preparation according to the invention 3 wt .-% to 20 Wt .-%, preferably 5 wt .-% to 17 wt .-% and particularly preferably 7.5 wt .-% to 13 wt .-%, based on the total weight of the cleaning preparation.

To after the rinsing of the cosmetic cleaning preparation according to the invention of the skin with water effective antimicrobial activity on the skin against

To reach Corynebacterium jeikeium, Staphylococcus epidermidis and / or staphylococcus aureus, it is essential that the weight ratio of the anionic surfactants to the amphoteric and / or zwitterionic surfactants is 1: 2 to 1: 20, preferably 1: 2.5 to 1: 15 , Within the above-defined weight ratios of the anionic surfactants to the amphoteric and / or zwitterionic surfactants, a particularly effective deposition of polyquaternium-16 on the skin takes place. In addition, the cleaning preparation with Polyquaternium-16 when using the surfactants in the defined weight ratios to a significantly lower turbidity.

Furthermore, it is advantageous according to the invention if the polyquaternium-16 polymers are characterized in that the ratio of the weight fraction of vinylpyrrolidone (VP) to the weight fraction of quaternized vinylimidazole (QVI) is 1: 0.5 to 1:50, preferably 1:10 to 1 : 30 based on the total weight of the polyquaternium-16 polymer.

Furthermore, it is advantageous if the polyquaternium-16 polymers have a charge density of greater than or equal to 3 meq / g, preferably greater than 4 meq / g, at a pH of 7.

Furthermore, it is also advantageous if the Polyquaternium-16 polymers have a middle

Molecular weight (molecular weight) of less than 120,000 g / mol, preferably less than

50,000 g / mol.

The proportion by weight of polyquaternium-16 polymers in the cosmetic

Cleaning preparation is preferably 0.5 wt .-% to 3 wt .-%, particularly preferably 0.8 wt .-% to 2.5 wt .-%, based on the total weight of the cosmetic

Cleaning preparation.

In a first preferred embodiment of the invention, the cosmetic cleansing preparation according to the invention contains

a) one or more anionic surfactants, preferably selected from the group of

Alkyl ether sulfates and the alkyl sulfates according to the general formula (I):

RO- (CH ₂ CH 20) x (CH 2 CHR ¹ 0) y (CH2CH20) z-S0 ₃ - M ⁺ (I) wherein

R is a linear or branched Ce-Cie-alkyl radical or mixtures of different linear or branched Ce-Ciü-alkyl radicals; R ^{1 is} methyl, ethyl or mixtures thereof;

M ^{+ is} a cation selected from the group consisting of alkali metals, NH ₄ ⁺ and HNR ² s ⁺ , where R ^{2 is} selected from the group consisting of linear or branched alkyl radicals, CH ₂ CH ₂ OH and CH ₂ CH (OH) CH ₃ ;

X is an integer number in the range of 0-3;

y is an integer number in the range 0-10; and

z is an integer number in the range 0-30;

b) one or more amphoteric and / or zwitterionic surfactants, preferably selected from the group Sodium Cocoamphoacetate, Disodium Cocoamphodiacetate, Sodium Cocoamphopropionate, Disodium Cocoamphodipropionate, Coco Betaine, Lauryl Betaine and / or Cocamidopropylbetaine; and

c) Polyquaternium-16, wherein the polyquaternium-16 polymers are characterized in that they have a charge density at a pH of 7 greater than or equal to 3 meq / g, preferably greater than 4 meq / g;

characterized in that the weight ratio of all contained anionic surfactants to all contained amphoteric and / or zwitterionic surfactants 1: 2 to 1: 20, preferably 1: 2.5 to 1: 15.

Within this first embodiment, it is particularly preferred if the

Cosmetic cleaning preparation according to the invention, in each case based on the

Total weight,

a) one or more anionic surfactants selected from the group of the alkyl ether sulfates and the alkyl sulfates according to the general formula (I):

RO- (CH ₂ CH 20) x (CH 2 CHR ¹ 0) y (CH2CH20) z-S0 ₃ - M ⁺ (I) wherein

R is a linear or branched Ce-Cie-alkyl radical or mixtures of different linear or branched Cs-Cia-alkyl radicals;

R ^{1 is} methyl, ethyl or mixtures thereof;

M 'is a cation selected from the group consisting of alkali metals, NH ₄ ⁺ and HNR ⁺ ² is 3, wherein R ² is selected from the group consisting of linear or branched alkyl groups, CH ₂ CH ₂ OH and CH ₂ CH (OH) CH ₃ ;

x is an integer number in the range of 0-3;

y is an integer number in the range 0-10; and

z is an integer number in the range 0-30;

b) 5 wt% to 17 wt%, preferably 7.5 wt% to 13 wt%, of one or more

amphoteric and / or zwitterionic surfactants selected from the group Sodium Cocoamphoacetate, Disodium Cocoamphodiacetate, Sodium Cocoamphopropionate, Disodium cocoamphodipropionate, coco betaine, lauryl betaine and / or cocamidopropyl betaine; and

c) from 0.5% to 3% by weight, preferably from 0.8% to 2.5% by weight of polyquaternium-16, wherein the polyquaternium-16 polymers are characterized in that

the ratio of the proportion by weight of the vinylpyrrolidone (VP) to the weight proportion of the quaternized vinylimidazole (QVI) is 1: 0.5 to 1:50, preferably 1:10 to 1: 30, based on the total weight of the polyquaternium-16 polymer;

the charge density at a pH of 7 is greater than or equal to 3 meq / g, preferably greater than 4 meq / g; and

- These have an average molecular weight (molecular weight) of less than 120,000 g / mol, preferably less than 50,000 g / mol;

characterized in that the weight ratio of all anionic surfactants contained to the amphoteric and / or zwitterionic surfactants b) 1: 2 to 1: 20, preferably 1: 2.5 to 1: 15.

Particularly preferred cosmetic cleaning preparations according to the invention within the first embodiment contain, in each case based on the total weight,

a) Sodium Laureth Sulfate and / or Ammonium Laureth Sulfate;

b) 7.5% by weight to 13% by weight of one or more amphoteric and / or zwitterionic surfactants selected from the group sodium cocoamphoacetate, disodium

Cocoamphodiacetate, sodium cocoamphopropionate, disodium

Cocoamphodipropionates, coco betaines, lauryl betaines and / or cocamidopropyl betaine; and

c) from 0.8% to 2.5% by weight of polyquaternium-16, wherein the polyquaternium-16 polymers are characterized by

the ratio of the proportion by weight of the vinylpyrrolidone (VP) to the weight proportion of the quaternized vinylimidazole (QVI) is 1: 0.5 to 1:50, preferably 1: 10 to 1: 30, based on the total weight of the polyquaternium-16 polymer, the charge density at a pH of 7 is greater than or equal to 3 meq / g, preferably greater than 4 meq / g,

these have an average molecular weight (molecular weight) of less than 120,000 g / mol, preferably less than 50,000 g / mol;

characterized in that no further anionic surfactants and no further amphoteric and / or zwitterionic surfactants are contained and that the weight ratio of sodium laureth sulfate and ammonium laureth sulfate to the amphoteric and / or zwitterionic surfactants b) 1: 2.5 to 1: 15 is. Furthermore, it is advantageous if the cosmetic cleaning preparation according to the invention additionally contains one or more nonionic surfactants. Advantageously used nonionic surfactants are:

Fatty acid alkanolamides of the general formula (I)

wherein R is a linear or branched, saturated or unsaturated alkyl or

Alkenyl radical having 8 to 24 carbon atoms, R '\ e is a hydrogen atom or a -

(CH2) nOH group, in which n can take the numbers 2 or 3, with the

Provided that at least one of the groups R 'is a - (CH 2) _n OH group, for example cocamide MEA / DEA / MI PA;

Addition products of ethylene oxide to fatty acid alkanolamides

C 8 -C 30 -fatty acid mono- and / or diesters of addition products from 1 to 50 mol

Ethylene oxide on glycerin;

Addition products of 2 to 50 moles of ethylene oxide and / or 0 to 5 moles of propylene oxide to linear or branched fatty alcohols having 8 to 30 carbon atoms, to fatty acids having 8 to 30 carbon atoms and to alkylphenols having 8 to 15 carbon atoms in the alkyl group; and

Alkyl polyglycosides, such as lauryl glycoside, decyl glycoside and cocoglycoside. It is particularly advantageous if alkylpolyglycosides are present as nonionic surfactants.

Advantageously, the proportion of nonionic surfactants, in particular the proportion of alkylpolyglycosides previously mentioned as particularly advantageous, in the inventive

Cleaning preparation 0.5 wt .-% to 4 wt .-%, based on the total weight of the preparation.

By using the nonionic surfactants according to the invention, in particular by the use of the nonionic surfactants mentioned as particularly advantageous, in a proportion of 0.5 wt .-% to 4 wt .-%, based on the total weight of the preparation, the

Promote foaming of the preparation. In addition, such use of nonionic surfactants makes it possible to increase the viscosity of the cleaning preparation. Moreover, it is advantageous if the total amount of all surfactants in the

Cleaning composition according to the invention less than 18 wt .-%, based on the

Total weight of the preparation is.

In a second preferred embodiment of the invention, the cosmetic cleansing preparation according to the invention contains, in each case based on the total weight,

a) one or more anionic surfactants, preferably selected from the group of

RO- (CH ₂ CH 20) x (CH 2 CHR ¹ 0) y (CH2CH20) z-S0 ₃ - M ⁺ (I) wherein

R is a linear or branched Ce-Cie-alkyl radical or mixtures of different linear or branched Ce-Cie-alkyl radicals;

R ^{1 is} methyl, ethyl or mixtures thereof;

M ⁺ is a cation selected from the group consisting of alkali metals, NH ₄ ⁺ and HNR ⁺ ² is _3, wherein R ² is selected from the group consisting of linear or branched alkyl groups, CH ₂ CH ₂ OH and CH ₂ CH (OH) CH ₃ ;

x is an integer number in the range of 0-3;

y is an integer number in the range 0-10; and

z is an integer number in the range 0-30;

b) one or more amphoteric and / or zwitterionic surfactants, preferably selected from the group Sodium Cocoamphoacetate, Disodium Cocoamphodiacetate, Sodium Cocoamphopropionate, Disodium Cocoamphodipropionate, Coco Betaine, Lauryl Betaine and / or Cocamidopropylbetaine;

c) Polyquaternium-16, wherein the polyquaternium-16 polymers are characterized in that they have a charge density at a pH of 7 greater than or equal to 3 meq / g, preferably greater than 4 meq / g; and

d) from 0.5% to 4% by weight of one or more nonionic surfactants;

characterized in that the weight ratio of the anionic surfactants to the amphoteric and zwitterionic surfactants 1: 2 to 1: 20, preferably 1: 2.5 to 1: 15.

Within the second preferred embodiment, it is particularly preferred if the cosmetic cleaning preparation according to the invention, in each case based on the

Total weight,

RO- (CH ₂ CH 20) x (CH 2 CHR ¹ 0) y (CH2CH20) z-S0 ₃ - M ⁺ (I) wherein R is a linear or branched Ce-Cie-alkyl radical or mixtures of different linear or branched Ce-Cie-alkyl radicals;

R ^{1 is} methyl, ethyl or mixtures thereof;

x is an integer number in the range of 0-3;

y is an integer number in the range 0-10; and

z is an integer number in the range 0-30;

b) 5 wt% to 17 wt%, preferably 7.5 wt% to 13 wt%, of one or more

amphoteric and / or zwitterionic surfactants selected from the group sodium

Cocoamphoacetate, disodium cocoamphodiacetate, sodium cocoamphopropionate, disodium cocoamphodipropionate, coco betaine, lauryl betaine and / or

cocamidopropyl; and

c) from 0.5% to 3% by weight, preferably from 0.8% to 2.5% by weight, polyquaternium-16, wherein the polyquaternium-16 polymers are characterized in that

the ratio of the weight proportion of the vinylpyrrolidone (VP) to the weight proportion of the quaternized vinylimidazole (QVI) is 1: 0.5 to 1:50, preferably 1:10 to 1: 30, based on the total weight of the polyquaternium-16 polymer;

the charge density at a pH of 7 is greater than or equal to 3 meq / g,

preferably greater than 4 meq / g; and

d) from 0.5% to 4% by weight of one or more nonionic surfactants selected from the group of

Fatty acid alkanolamides of the general formula (II)

wherein R is a linear or branched, saturated or unsaturated alkyl or alkenyl radical having 8 to 24 carbon atoms, R '\ e is a hydrogen atom or a - (CH 2) _n OH group, in which n can assume the numbers 2 or 3, with the proviso that at least one of the groups R 'is a - (CH 2) _n OH group; Addition products of ethylene oxide to fatty acid alkanolamides

C 8 -C 30 -fatty acid mono- and / or diesters of addition products of 1 to 50 mol of ethylene oxide with glycerol; Addition products of 2 to 50 moles of ethylene oxide and / or 0 to 5 mol

Propylene oxide to linear or branched fatty alcohols having 8 to 30 carbon atoms, to fatty acids having 8 to 30 carbon atoms and to alkylphenols having 8 to 15 carbon atoms in the alkyl group; and - alkylpolyglycosides;

contains

characterized in that the weight ratio of all contained anionic surfactants to all contained amphoteric and / or zwitterionic surfactants 1: 2 to 1: 20, preferably 1: 2.5 to 1: 15, wherein it is preferred if in addition to the said anionic

Surfactants a) and the amphoteric and / or zwitterionic surfactants b) contain no further anionic surfactants and no further amphoteric and / or zwitterionic surfactants.

Particularly preferred cosmetic cleaning preparations according to the invention within the second embodiment contain, in each case based on the total weight,

a) Sodium Laureth Sulfate and / or Ammonium Laureth Sulfate;

Cocoamphodiacetate, sodium cocoamphopropionate, disodium

Cocoamphodipropionates, coco betaines, lauryl betaines and / or cocamidopropyl betaine; c) from 0.8% to 2.5% by weight of polyquaternium-16, wherein the polyquaternium-16 polymers are characterized by

the ratio of the proportion by weight of the vinylpyrrolidone (VP) to the weight proportion of the quaternized vinylimidazole (QVI) 1: 0.5 to 1:50, preferably 1: 10 to 1: 30, based on the total weight of the Polyquaternium-16 polymer, the charge density at a pH of 7 is greater than 4 meq / g,

these have an average molecular weight (molecular weight) of less than 50,000 g / mol;

Fatty acid alkanolamides of the general formula (II)

wherein R is a linear or branched, saturated or unsaturated alkyl or alkenyl radical having 8 to 24 carbon atoms, R '\ e represents a hydrogen atom or a - (CH 2) _n OH group, in which n can take the numbers 2 or 3, with the proviso that at least one of the groups R 'is a - (CH 2) _n OH group; Addition products of ethylene oxide onto fatty acid alkanolamides C 8 -C 30 -fatty acid mono- and / or diesters of addition products of 1 to 50 mol of ethylene oxide with glycerol;

Addition products of 2 to 50 moles of ethylene oxide and / or 0 to 5 moles of propylene oxide to linear or branched fatty alcohols having 8 to 30 carbon atoms, to fatty acids having 8 to 30 carbon atoms and to alkylphenols having 8 to 15 carbon atoms in the alkyl group; and - alkylpolyglycosides;

characterized in that no further anionic surfactants and no further amphoteric and / or zwitterionic surfactants are contained and that the weight ratio of sodium laureth sulfate and / or ammonium laureth sulfate to the amphoteric and / or zwitterionic surfactants b) 1: 2.5 to 1 : 15 is.

This specific combination of the surfactants with the Polyquaternium-16 polymers has been found to give a surprisingly mild and compatible cleaning formulation. In this case, such a preparation surprisingly showed a particularly good and strong foaming power.

In a third preferred embodiment of the invention, the cosmetic cleansing preparation according to the invention contains, in each case based on the total weight,

RO- (CH ₂ CH 20) x (CH 2 CHR ¹ 0) y (CH2CH20) z-S0 ₃ - M ⁺ (I) wherein

R is a linear or branched Ce-C-m-alkyl radical or mixtures of different linear or branched Cs-Cis-alkyl radicals;

R ^{1 is} methyl, ethyl or mixtures thereof;

M 'is a cation selected from the group consisting of alkali metals, NHV and HNR ² ₃ ^+, wherein R ² is selected from the group consisting of linear or branched alkyl groups, CH ₂ CH ₂ OH and CH ₂ CH (OH) CH ₃ ;

x is an integer number in the range of 0-3;

y is an integer number in the range 0-10; and

z is an integer number in the range 0-30;

b) 7.5% by weight to 13% by weight of one or more amphoteric and / or zwitterionic surfactants selected from the group sodium cocoamphoacetate, disodium Cocoamphodiacetate, sodium cocoamphopropionate, disodium

d) from 0.5% to 4% by weight of one or more nonionic surfactants;

characterized in that no further anionic surfactants and no further amphoteric and / or zwitterionic surfactants are contained, that the weight ratio of the anionic surfactants a) to the amphoteric and / or zwitterionic surfactants b) 1: 2.5 to 1: 20, preferably 1 : 3 to 1: 15 and that the total content of all surfactants is less than 18% by weight.

Within the third preferred embodiment, it is particularly preferred if the cosmetic cleaning preparation according to the invention, in each case based on the

Total weight,

a) Sodium Laureth Sulfate and / or Ammonium Laureth Sulfate;

Cocoamphodiacetate, sodium cocoamphopropionate, disodium

the charge density at a pH of 7 is greater than or equal to 3 meq / g, preferably greater than 4 meq / g;

Fatty acid alkanolamides of the general formula (II)

where R is a linear or branched, saturated or unsaturated alkyl or alkenyl radical having 8 to 24 carbon atoms, R 'e is a hydrogen atom or a - (CH ₂ ) n OH group in which n can assume the numbers 2 or 3, with the proviso that at least one of R 'is a - (CH ₂ ) n OH group;

Addition products of ethylene oxide to fatty acid alkanolamides;

C 8 -C 30 -fatty acid mono- and / or diesters of addition products of 1 to 50 mol of ethylene oxide with glycerol;

Addition products of 2 to 50 moles of ethylene oxide and / or 0 to 5 mol

Propylene oxide to linear or branched fatty alcohols having 8 to 30 carbon atoms, to fatty acids having 8 to 30 carbon atoms and to alkylphenols having 8 to 15 carbon atoms in the alkyl group; and

- alkyl polyglycosides;

characterized in that no further anionic surfactants and no further amphoteric and / or zwitterionic surfactants are contained, that the weight ratio of sodium laureth sulfate and / or ammonium laureth sulfate to the amphoteric and / or zwitterionic surfactants b) 1: 3 to 1: 15 and that the total content of all surfactants is less than 18% by weight. Furthermore, it is advantageous if the cosmetic cleaning agent according to the invention contains water as cosmetic carrier in a proportion of 50% by weight to 90% by weight, preferably 75% by weight to 85% by weight, based on the total weight of the cosmetic preparation ,

For thickening the cleaning preparations according to the invention, for example for

Stabilization of particles, other polymers can optionally be used, which can be selected from the group of polysaccharides or their derivatives, for. B. hydroxypropylmethylcellulose and / or advantageously from the group of polyacrylates, preferably a polyacrylate from the group of the so-called carbopols, for example Carbopols types 980, 981, 1382, 2984, 5984, each individually or in combination.

Furthermore, according to the invention the use of thickeners selected from the group PEG-150 / stearyl alcohol / SMDI copolymer, PEG-150 distearate, PEG-200 glyceryl tallowate, PEG-200 hydrogenated glyceryl palmate, PEG-40 hydrogenated castor oil and / or PEG -90 glyceryl isostearates. Furthermore, it is also possible, although not preferred, the inventive

To thicken preparations by a combination of sodium chloride and citric acid and / or salts of citric acid. In this case, sodium chloride is contained in a proportion of 0.5% by weight to 2.5% by weight, preferably 0.8% by weight to 2.0% by weight, based on the total weight of the preparation. Citric acid and / or salts of citric acid are present at a level of from 0.3% to 2.0%, preferably from 0.5% to 1.5% by weight, based on the total weight of the Preparation included. Advantageously, the weight ratio of sodium chloride to citric acid and / or salts of citric acid is 2: 1 to 1: 2, preferably 1, 8: 1 to 1, 4: 1.

According to the invention it is particularly preferred if the thickener PEG-200 Hydrogenated Glyceryl Palmate, PEG-40 Hydrogenated Castor Oil and / or PEG-90 glyceryl isostearates are included.

Advantageously, the content of the thickeners PEG-200 hydrogenated glyceryl palmitate, PEG-40 hydrogenated castor oil and / or PEG-90 glyceryl isostearate used preferably 0.1 to 1, 5 wt .-%, preferably 0.2 Wt .-% to 1, 3 wt .-%, particularly preferably 0.5 wt .-% to 1 wt .-%, based on the total weight of the preparation.

For preserving the present cosmetic cleaning preparations, the preservatives commonly used in cosmetics can be used. These include, for example, parabens such as methylparaben, propylparaben, ethylparaben and butylparaben. However, it is also desirable to use acid-based preservatives which are used in the food industry. These include, for example, benzoic acid and / or salicylic acid and / or their salts.

Cleaning preparations having a pH of less than pH 6 are preferred according to the invention, cleaning preparations having a pH of from 4 to 4.8 being particularly preferred according to the invention. The adjustment of the pH can be carried out in the manner customary in the cosmetic industry. However, it is preferable to use citric acid and sodium hydroxide to adjust the required pH.

The preparations according to the invention may contain, inter alia, opacifiers. These are water-insoluble, mostly microparticulate substances that reflect the light particularly well and give the preparation a milky or cloudy appearance. Opacifiers according to the invention are styrene / acrylates copolymer or glycol distearate, glyceryl stearate, PEG-3 distearate. The average molecular weight of Polyquaternium-16 polymers can be determined according to the invention via light scattering. The cosmetic cleansing preparations according to the invention may further contain cosmetic auxiliaries and active ingredients, as are commonly used in such preparations, for. B. other active ingredients, preservatives, preservatives, bactericides, lipids, dyes and color pigments, thickeners, moisturizing and / or moisturizing substances or other conventional ingredients of a cosmetic or dermatological formulation such as polyols, foam stabilizers, organic solvents or silicone derivatives, provided that the additive required properties in terms of stability are not impaired or excluded.

Comparative experiments and examples

The following examples are intended to illustrate the present invention without limiting it. Unless indicated otherwise, all amounts, proportions and percentages are based on the weight and the total amount or on the total weight of the preparations. Pigskin Infektionsassav

Comparative experiments using a porcine skin infection assay were performed. For this purpose, the inventive example formulations listed in the following tables (Examples 1 to 3) were compared with non-inventive example formulations (Vgl.1 to Vgl.4) examined. In addition, a control K + (water) was examined by means of a pig skin assay.

weight ratio

anionic surfactants

to 1: 2,76 1: 4, 1 1: 10

a m phote re n / zwitte ionic surfactants

Reduction factor 43.6 38, 1 45.6

Stability None None. None

Haze, haze, haze,

stable stable stable

¹ commercial product Luviquat Excellence from BASF

¹ commercial product Luviquat Excellence from BASF

For the study, the bacterium C. jeikeium (DSM 7171) was streaked out of an EN 12353 cryotube on an agar plate and incubated at 30 ° C for 48 hours. From the grown bacteria, a second passage was prepared as liquid culture in AC medium (37 g brain-heart boullion, 5 g glucose, 1 mL polysorbate 80 / Tween®80 made up to 1 L with H ₂ O). The liquid culture was, after an optical density determination (Eppendorf BioPhotometer at 600 nm), adjusted to a cell count of 10 ⁵ and 1: 8 with thickened medium (AC- Medium + 0.2% agar). This bacterial suspension was then used for the test.

The test was carried out according to the following description:

The pigskin was trimmed to a size of 9.5 cm x 3.5 cm.

Subsequently, this was sonicated in a solution consisting of 15% water and 85% ethanol for 30 minutes in an ultrasonic bath to kill the skin's own germs. Thereafter, the skin was removed from the solution and dried for 15 minutes at 21 ° C and a humidity of 50%. Subsequently, 166μΙ of the preparations to be tested and 166 μΙ of water were applied to the skin and distributed thereon with a silicone brush. After 20 minutes, the skin was rinsed for 2 minutes with water (36 ° C 10001 / h). After 15 minutes dry at 21 ° C and a humidity of 50% 415 μΙ of the bacterial suspension were applied to the skin and distributed. After an incubation period of one hour at 21 ° C and 50% humidity, the bacteria were filled with a rinse solution (rinse solution: 12.5 g Na ₂ HP0 ₄ x 2H ₂ 0, 0.64 g KH ₂ P0 ₄ , 1 g Triton X-100 to 1 L with H ₂ O) (30 seconds, 3 times 1 ml). 200 μl of the rinsed solutions are pipetted into 800 μl neutralization medium (1 g peptone, 8.5 g sodium chloride, 30 g Tween® 80, 30 g saponin, 1 g L-histidine, 3 g lecithin, 5 g sodium thiosulfate made up to 1 L with H ₂ O). These dilutions were plated by means of a spiral plate on agar plates and incubated at 30 ° C for 48 hours at a humidity of 50%, then the germ count was determined using the Countermate. See also: LW Bush, LM Benson and JH White "Pig Skin as Test Substrate for Evaluating Topical Antimicrobial Activity" Journal of Clinical Microbiology, Sept. 1986, p. 343-348. In addition to the study of the example formulations, reference measurements were made

in which only water was applied to the pigskin. The reduction factor for the cosmetic cleaning preparations investigated is obtained by dividing the germ count of the reference measurement by the germ count of the respective measurement of the example formulations.

The higher the reduction factor, the stronger the antimicrobial effect caused by improved deposition of Polyquaternium-16 on the skin.

The determined reduction factors are shown in Figure 1. In addition, the reduction factors are given in the tables with the example formulations. On the basis of this, it is more than obvious that the preparations according to the invention, examples 1 to 3 show a significantly improved bacterial reduction. The choice of the weight ratios according to the invention results in deposition of polyquaternium-16 on the pigskin during the washing process. As a result, an improved bacterial reduction is achieved for the cleaning preparations according to the invention. The comparative examples, which have other non-inventive weight ratios for the anionic and amphoteric and / or zwitterionic surfactants, show virtually no antimicrobial activity.

In vivo study

Furthermore, the efficacy of example formulation Bsp.3 was investigated in an in vivo study compared to Baktolin® pure skin wash (Bode Chemie). 12 people participated in the study. The study was conducted in the Armachsel region.

In preparation for the study, the participants have applied no cosmetic product in the armpit for 5 days. 2-3 days before the study, the participants have shaved the Axel.

For each participant, the example formulation Bsp.3 was examined on one armpit and Baktolin® pure skin wash on the other armpit. For this purpose, first the respective skin region with a Teflon ring (2 cm diameter) with 1 ml of 0.067 molar phosphate buffer (pH 7.9, containing 0, 1 wt .-% Triton X-100) rinsed for 1 minute, during which process with a Plastic part was striped over the skin area. The washing solution was collected as reference measurement at time t0. The participants then washed with a cloth with 40 ml of water and 4 ml of test product (Ex.3 or Baktolin® pure skin wash) the skin region. The test products were then washed off with a further cloth with 80 ml of water for a period of 30 seconds. After 1 h (t1) or 4 h (t2), the respective skin region was rinsed again within the teflon ring with 1 ml of 0.067 molar phosphate buffer (pH 7.9, containing 0.1% by weight of Triton X-100) for 1 minute, during this process was striped over the skin region with a plastic part. The washing solution at time t1 and t2 was respectively collected.

For the determination of the bacterial count before and after application of the respective test products, in each case 0.2 ml of the respective wash buffer were diluted with 0.8 ml of neutralization medium (AC medium see previous section). 0, 1 ml of this solution were mixed with a

Plated spiral plate on agar plates and incubated at 37 ° C for 24 h. Subsequently, the number of bacteria (Colony Forming Units, abbreviated to CFU) was determined using the Countermaten.

The determined colony-forming units per ml are shown in Figure 2. Both after 1 h and after 4 h, the inventive cosmetic cleansing preparation of

Example 3 a significantly more effective antimicrobial efficacy than baktolin. Thus, the improved deposition of Polyquaternium-16 will provide effective antimicrobial efficacy achieved against the bacteria occurring in the armpit. Corynebacterium jeikeium or Staphylococcus epidermidis usually occur in axillary regions.

Claims

claims

1 . Contains cosmetic cleaning preparation

a) one or more anionic surfactants,

b) one or more amphoteric and / or zwitterionic surfactants, and

c) polyquaternium-16;

characterized in that the weight ratio of the anionic surfactants to the amphoteric and / or zwitterionic surfactants 1: 2 to 1: 20 and preferably 1: 2.5 to 1: 15.

2. Cosmetic cleaning preparation according to claim 1, characterized in that the anionic surfactants are selected from the group of the alkyl ether sulfates and the alkyl sulfates according to the general formula (I):

RO- (CH ₂ CH 20) x (CH 2 CHR ¹ 0) y (CH2CH20) z-S0 ₃ - M ⁺ (I) wherein

R ^{1 is} methyl, ethyl or mixtures thereof;

M 'is a cation selected from the group consisting of alkali metals, NV and HNR ² s ⁺ wherein R ^{2 is} selected from the group consisting of linear or branched alkyl radicals, CH ₂ CH ₂ OH and CH ₂ CH (OH) CH ₃ ;

x is an integer number in the range of 0-3;

y is an integer number in the range 0-10; and

z is an integer number in the range 0-30;

wherein preferably sodium laureth sulfates and / or ammonium laureth sulfates are included.

3. Cosmetic cleaning preparation according to one of the preceding claims

characterized in that the proportion of anionic surfactants in the

0.1 to 10 wt .-%, preferably 0.2 wt .-% to 6 wt .-% and particularly preferably 0.3 wt .-% to 4 wt .-%, based on the total weight of the cleaning preparation is.

4. Cosmetic cleaning preparation according to one of the preceding claims

characterized in that as amphoteric and / or zwitterionic surfactants sodium cocoamphoacetate, disodium cocoamphodiacetate, sodium cocoamphopropionate, Disodium Cocoamphodipropionate, Coco Betaine, Lauryl Betaine and / or

Cocamidopropyl betaine, cocamidopropyl betaine being preferred.

5. Cosmetic cleaning preparation according to one of the preceding claims

characterized in that the proportion of amphoteric and / or zwitterionic surfactants in the cosmetic cleaning preparation according to the invention 3 wt .-% to 20 wt .-%, preferably 5 wt .-% to 17 wt .-% and particularly preferably 7.5 wt. -% to 13 wt .-%, based on the total weight of the cleaning preparation is.

6. Cosmetic cleaning preparation according to one of the preceding claims

characterized in that the Polyquaternium-16 is characterized in that the ratio of the weight ratio of vinylpyrrolidone (VP) to the weight ratio of the quaternized vinylimidazole (QVI) 1: 0.5 to 1: 50, preferably 1: 10 to 1: 30, based on the total weight of the polyquaternium-16 polymer.

7. Cosmetic cleaning preparation according to one of the preceding claims

characterized in that the polyquaternium-16 at a pH of 7 have a charge density greater than or equal to 3 meq / g, preferably greater than 4 meq / g.

8. Cosmetic cleaning preparation according to one of the preceding claims

characterized in that the polyquaternium-16 has an average molecular weight (molecular weight) of less than 120,000 g / mol, preferably less than 50,000 g / mol.

9. Cosmetic cleaning preparation according to one of the preceding claims

characterized in that Polyquaternium-16 in a proportion of 0.5 wt .-% to 3 wt .-%, particularly preferably 0.8 wt .-% to 2.5 wt .-%, based on the

Total weight of the cosmetic cleaning preparation is included.

10. Cosmetic cleaning preparation according to one of the preceding claims

characterized in that one or more nonionic surfactants are included.

1 1. Cosmetic cleaning preparation according to claim 10, characterized in that the nonionic surfactants are selected from the group of

Fatty acid alkanolamides of the general formula (II)

Addition products of ethylene oxide to fatty acid alkanolamides;

Addition products of 2 to 50 moles of ethylene oxide and / or 0 to 5 mol

Propylene oxide to linear or branched fatty alcohols from 8 to 30

Carbon atoms, to fatty acids having 8 to 30 carbon atoms and on

Alkylphenols having 8 to 15 carbon atoms in the alkyl group; and

- Alkyl polyglycosides.

12. Cosmetic cleaning preparation according to one of the preceding claims

characterized in that the proportion of nonionic surfactants, in particular the proportion of alkylpolyglycosides, in the cleaning preparation according to the invention from 0.5 wt .-% to 4 wt .-%, based on the total weight of the preparation is.

13. Cosmetic according to one of the preceding claims, characterized in that the cosmetic cleaning preparation, in each case based on the total weight of the cleaning preparation,

a) one or more anionic surfactants selected from the group of

RO- (CH ₂ CH 20) x (CH 2 CHR ¹ 0) y (CH2CH20) z-S0 ₃ - M ⁺ (I) wherein

R is a linear or branched Ce-Cie-alkyl radical or mixtures of different linear or branched Cs-Cie-alkyl radicals;

R ^{1 is} methyl, ethyl or mixtures thereof;

M ⁺ is a cation selected from the group consisting of alkali metals, NH ₄ ⁺ and is HNR ² 3 ^+, wherein R ² is selected from the group consisting of linear or branched alkyl radicals, CH2CH2OH and CH CH (OH) CH.3?; x is an integer number in the range of 0-3,

y is an integer number in the range 0-10; and

z is an integer number in the range 0-30; b) 7.5% to 13% by weight of one or more amphoteric and / or

zwitterionic surfactants selected from the group Sodium Cocoamphoacetate, Disodium Cocoamphodiacetate, Sodium Cocoamphopropionate, Disodium Cocoamphodipropionate, Coco Betaine, Lauryl Betaine and / or

cocamidopropyl; and

these have an average molecular weight (molecular weight) of less than 120,000 g / mol, preferably less than 50,000 g / mol; d) from 0.5% to 4% by weight of one or more nonionic surfactants selected from the group of

Fatty acid alkanolamides of the general formula (II)

wherein R is a linear or branched, saturated or unsaturated alkyl or alkenyl radical having 8 to 24 carbon atoms, R '\ e is a hydrogen atom or a - (CH 2) _n OH group, in which n can assume the numbers 2 or 3, with the proviso that at least one of the groups R 'is a - (CH 2) _n OH group;

Anlagerunsprodukte of ethylene oxide to fatty acid alkanolamides; C 8 -C 30 -fatty acid mono- and / or diesters of addition products of 1 to 50 mol of ethylene oxide with glycerol;

Addition products of 2 to 50 moles of ethylene oxide and / or 0 to 5 mol

Propylene oxide to linear or branched fatty alcohols from 8 to 30

Carbon atoms, to fatty acids having 8 to 30 carbon atoms and on

Alkylphenols having 8 to 15 carbon atoms in the alkyl group; and - alkyl polyglycosides;

characterized in that no further anionic surfactants and no further amphoteric and / or zwitterionic surfactants are contained and the

Weight ratio of anionic surfactants to amphoteric and / or

zwitterionic surfactants 1: 2 to 1: 20.

14. Use of a cosmetic cleaning preparation according to one of

preceding claims for the reduction of the bacterial counts of Corynebacterium jeikeium, Staphylococcus epidermidis and / or Staphylococcus aureus on the skin.

15. A process for the deposition of Polyquaternium-16 on the skin, characterized in that a cosmetic cleaning preparation according to any one of claims 1 to 13 is applied to wet skin and rinsed again within a period of 5 seconds to 5 minutes from the skin with water.