Composition for disinfection and cosmetic applications

DE202022003240U1Active Publication Date: 2025-09-11FRAUNHOFER GESELLSCHAFT ZUR FORDERUNG DER ANGEWANDTEN FORSCHUNG EV
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Patent Information

Application Number
DE202022003240
Authority / Receiving Office
DE · DE
Patent Type
Utility models
Current Assignee / Owner
Priority Date
2021-04-19
Filing Date
2022-04-12
Publication Date
2025-09-11
Estimated Expiration
2032-04-30

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Abstract

Aqueous composition, particularly for hygiene and / or cosmetic applications, characterized by that the composition is a complex of a) at least one polysaccharide which comprises monomer units of optionally substituted amino sugars, wherein the polysaccharide is selected from the group of chitosan and chitosan derivatives, b) at least one carboxylic acid selected from aromatic polycarboxylic acids, aromatic hydroxycarboxylic acids or mixtures thereof, and c) at least one polyamine and / or one guanide, in particular biguanide, wherein the composition contains the complex in amounts of 0.2 to 3 wt.%, the polysaccharide in amounts of 0.2 to 2 wt.%, the carboxylic acid in amounts of 0.1 to 2 wt.% and the polyamide and / or the guanide in amounts of 0.03 to 0.3 wt.%, each based on the mass of the composition, and a surfactant in amounts of 10 to 25 wt.%, based on the mass of the composition.
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Description

[0001] The present invention relates to the technical field of cosmetics and disinfectants.

[0002] In particular, the present invention relates to an aqueous composition suitable for use in or as cosmetics and in or as disinfectants.

[0003] Furthermore, the present invention relates to the use of the composition in or as cosmetics and in or as disinfectants.

[0004] Furthermore, the present invention relates to cosmetics and disinfectants containing the aqueous composition.

[0005] Disinfection is generally understood as the removal of contamination, i.e., the destruction of pathogens on organisms or objects using chemical agents or physical processes. Physical processes include, in particular, ionizing radiation, ultrasound, or ultraviolet radiation, which act directly on pathogens and kill or inactivate them.

[0006] Chemical disinfectants are also called disinfectants and are generally used to disinfect surfaces of the skin, clothing, equipment or rooms, but also to disinfect drinking water, food or seeds.

[0007] Disinfectants are typically defined as substances or mixtures of substances that, when applied to objects or surfaces, render them incapable of causing infection. The effect of a disinfectant is preferably generally microbicidal, meaning it is bactericidal, fungicidal, virucidal, and sporicidal, which is why the use of disinfectants is also referred to as chemical sterilization. Highly effective disinfectants are therefore pantoxic, meaning they are effective against all living cells.

[0008] A special position among disinfectants is occupied by locally applied disinfectants for wound disinfection, which are also called antiseptics.

[0009] The requirements profile for disinfectants is broad: In particular, a broad spectrum of activity is required, combined with low toxicity, high skin compatibility, good material compatibility and short exposure times.

[0010] A broad spectrum of activity combined with low toxicity and good skin compatibility is essential for applications in cosmetics, antiseptics or hand disinfectants.

[0011] A wide variety of disinfectants are known for a wide variety of applications. In practice, aldehydes such as formaldehyde or glutaraldehyde, as well as phenol derivatives, are often used. Highly concentrated alcohols, especially in concentrations of 40 to 80 vol%, are also commonly used in cosmetics. Quaternary ammonium compounds and cationic surfactants are also often used. These compounds are well tolerated by skin and materials and are odorless, but their spectrum of activity is very limited. Typical examples of ammonium compounds are benzalkonium chloride and hexadecylpyridinium chloride.

[0012] Halogens, such as chlorine and iodine, or oxygen, especially in the form of hydrogen peroxide or peracetic acid, are also common disinfectants used for surface disinfection.

[0013] A problem with disinfecting surfaces, especially in public spaces or on the skin, or when disinfecting wounds, is that recontamination with pathogens from the environment quickly occurs after disinfection. Although disinfectants are often highly effective when applied to the surface, the disinfectant is quickly removed from the surface, for example, through evaporation or wiping, so recontamination is to be expected.

[0014] For this reason, film-forming disinfectants were developed. These are usually applied in the form of solutions or dispersions. After the solvent or dispersion has evaporated, they remain on the surface, providing a longer-lasting microbicidal effect. Film-forming disinfectants in particular must be low-toxic and, in addition, be skin- and material-compatible, and, in particular, not adversely affect the properties of the surfaces to which they are applied.

[0015] Biopolymers, particularly chitosan, which has film-forming properties, are increasingly being used for disinfection. Chitosan, also called polyglusam or poly-D-glucosamine, is a naturally occurring biopolymer derived from chitin. Chitosan is a polyaminosaccharide that is industrially obtained from chitin by deacetylation. The deacetylation can occur either with sodium hydroxide solution or enzymatically. Chitin is made up of around 2000 linearly linked 2-glucosamine units, i.e. 2-amino-2-deoxy-β-D-glucopyranose units, and chitosan differs from chitin in its variable degree of deacetylation. Chitosan is used industrially, in particular, to bind suspended matter as a filter medium, but also in the production of fibers, foams, and membranes.Chitosan also exhibits coagulating and hemostatic properties, is abrasive, and also has surface-smoothing and moderately antibacterial and antiviral properties. For these reasons, chitosan is used in the medical field for wound dressings and also in toothpaste. A disadvantage of chitosan is that, although it has antiviral effects, it is only bacteriostatic or fungistatic, meaning it inhibits the growth of bacteria and fungi but does not inactivate or kill them. Due to its limited spectrum of activity, chitosan is rarely used as a disinfectant, despite its low toxicity and high tolerability. Other film-forming biopolymers are also rarely used as disinfectants.

[0016] Film-forming properties are desirable not only in disinfectants, but also in cosmetics, especially in skin and hair care products, which is why chitosan and other biopolymers, such as hyaluronic acid, are used in skin and hair care products. Chitosan is poorly soluble in water but readily dissolves in acids, both inorganic and organic, and is therefore often used in compositions in the form of chitosan salicylates or citrates.

[0017] Like chitosan, salicylic acid, or 2-hydroxybenzenecarboxylic acid, or 2-hydroxybenzoic acid, has a certain antimicrobial effect, but is relatively toxic when ingested orally and also causes irritation and tissue damage to the skin, mucous membranes, and eyes. Furthermore, salicylic acid also causes damage to the central nervous system in higher doses.

[0018] For this reason, the use of salicylic acid as a general preservative is prohibited. Its use in cosmetic products is permitted at a maximum concentration of 3% in anti-dandruff products and up to 2% in other products, and as a preservative in cosmetics at a maximum concentration of 0.5%.

[0019] Combinations of the individual substances salicylic acid and chitosan have long been known, particularly in the fields of cosmetics, dermatology, and plant protection, since – as previously stated – each substance possesses antimicrobial or generally preservative properties on its own, and this also applies to their combination. Since both chitosan and salicylic acid are naturally occurring substances and widely available, there has been no shortage of attempts in the state of the art to utilize them for cosmetic applications or applications in disinfectants.

[0020] For example, CN 104622710 A describes alcoholic, particularly ethanolic, compositions with chitosan and salicylic acid, which have a specific weight ratio of salicylic acid to chitosan that is in a range above 1:1. The described compositions always contain ethanol or a polyol, such as glycerin, as a solubilizer.

[0021] Furthermore, WO 02 / 49604 A1 relates to a preservative composition for wet wipes which contains an alcoholic composition of chitosan and salicylic acid.

[0022] Furthermore, US 2008 / 0045491 A1 describes a disinfectant containing chitosan and salicylic acid.

[0023] DE 10 2008 046 207 A1 relates to a natural hair treatment product which may contain chitosan and / or salicylic acid.

[0024] A disadvantage of using chitosan or salicylic acid is that both salicylic acid and chitosan are virtually insoluble in water. However, for antimicrobial activity or film formation, water solubility or at least water dispersibility is essential for activity in a medium susceptible to pathogens. Another disadvantage is that the salt-like compounds of chitosan and salicylic acid, which form when the compounds are mixed, rapidly crystallize from aqueous solutions and are not stable over the long term.

[0025] Therefore, both in the cosmetics sector and in the disinfectant sector, there is still a lack of compositions that are long-term stable and film-forming in solutions or dispersions, have low toxicity and no other undesirable side effects, and are compatible with surfaces and skin or hair.

[0026] For disinfectants or for agents for combined applications in disinfection or cosmetics, the broadest possible spectrum of microbicidal properties is also desirable.

[0027] It would also be desirable to have a cosmetic composition or a composition for use in cosmetics which has excellent film-forming properties and is capable of protecting skin and hair.

[0028] It would also be desirable to have a disinfectant on hand that forms stable films and has a broad spectrum of activity, low toxicity and excellent long-term effects, ie is also suitable for the permanent disinfection of surfaces.

[0029] It is therefore an object of the present invention to overcome the problems and disadvantages associated with the prior art described above or at least to mitigate them.

[0030] In particular, it is an object of the present invention to provide a composition which preferably does not require organic solvents, has excellent film-forming properties and can be used both for cosmetic applications and for disinfection.

[0031] A further object of the present invention is to provide a composition for cosmetic applications which has low toxicity and excellent skin and hair care properties.

[0032] Furthermore, it is an object of the present invention to provide a disinfectant which has excellent film-forming properties, low toxicity with a broad spectrum of activity and excellent long-term effectiveness.

[0033] According to a first aspect of the present invention, the present invention provides an aqueous composition according to claim 1; further advantageous embodiments of this aspect of the invention are the subject of the relevant subclaims.

[0034] A further subject matter of the present invention according to a second aspect of the present invention is the use of an aqueous composition in or as cosmetics according to claim 8.

[0035] A further subject matter of the present invention according to a third aspect of the present invention is the use of an aqueous composition in or as a disinfectant according to claim 9.

[0036] Yet another subject matter of the present invention according to a fourth aspect of the present invention is a cosmetic preparation according to claim 10.

[0037] Yet another subject matter of the present invention according to a fifth aspect of the present invention is a disinfectant according to claim 11.

[0038] It goes without saying that special configurations, in particular special embodiments or the like, mentioned below, which are only described in relation to one aspect of the invention, also apply accordingly in relation to the other aspects of the invention, without this requiring express mention.

[0039] Furthermore, with all relative or percentage quantities, especially those based on weight, mentioned below, it should be noted that, within the scope of the present invention, these must be selected by the person skilled in the art such that the sum of the ingredients, additives, auxiliaries, or the like always results in 100% or 100% by weight. However, this is self-evident to the person skilled in the art.

[0040] In addition, all parameter specifications or similar mentioned below can in principle be determined or ascertained using standardized or explicitly specified determination procedures or using determination methods that are familiar to the person skilled in the art.

[0041] With this in mind, the subject matter of the present invention is explained in more detail below.

[0042] The subject of the present invention - according to a first aspect of the present invention - is thus an aqueous composition, in particular for hygiene and / or cosmetic applications, wherein the composition comprises a complex of a) at least one polysaccharide which comprises monomer units of optionally substituted amino sugars, wherein the polysaccharide is selected from the group of chitosan and chitosan derivatives, b) at least one carboxylic acid selected from aromatic polycarboxylic acids, aromatic hydroxycarboxylic acids or mixtures thereof, and c) at least one polyamine and / or one guanide, in particular biguanide, wherein the composition contains the complex in amounts of 0.2 to 3 wt.%, the polysaccharide in amounts of 0.2 to 2 wt.%, the carboxylic acid in amounts of 0.1 to 2 wt.% and the polyamide and / or the guanide in amounts of 0.03 to 0.3 wt.%, in each case based on the mass of the composition, and a surfactant in amounts of 10 to 25 wt.%, based on the mass of the composition.

[0043] As the applicant has surprisingly discovered, the composition according to the invention, in particular the complex used according to the invention, makes it possible to obtain compositions that exhibit excellent film-forming properties and are suitable for both cosmetic and disinfectant applications. The complex used according to the invention not only exhibits excellent solubility or solubilization in water, but also has long-term storage stability as an aqueous composition. In particular, the aqueous compositions according to the invention that contain the complex can be stored for months, in contrast to conventional chitosan salicylates.

[0044] Due to the outstanding film-forming properties of the complex according to the invention, it is particularly possible to produce cosmetic compositions which are both skin and hair protective and promote wound healing.

[0045] Likewise, it is possible to provide with the complex according to the invention not only a spontaneously, i.e. immediately, acting disinfectant, but - due to the pronounced film-forming properties - a disinfectant which has an excellent long-term effect and, when applied to surfaces, ensures long-lasting freedom from germs or at least a reduction in germs.

[0046] The composition according to the invention with the specific complex is composed in particular of non-toxic substances or, due to the high effectiveness and the synergistic effects, toxic substances can in principle be used in amounts in which they do not have a toxic effect, so that the composition according to the invention can also be used without hesitation for the disinfection of foodstuffs or in food processing plants, such as bakeries, butcher shops or meat processing plants.

[0047] If the composition according to the invention is to be used in or as a disinfectant, polysaccharides which intrinsically already have certain microbicidal properties, such as chitosan, are preferably used - as described in detail below.

[0048] By combining the polysaccharide, i.e. a biopolymer, and the carboxylic acid with a polyamine or guanide or biguanide, the stability of the complex is increased on the one hand, and on the other hand the film-forming properties and microbicidal properties of the composition are significantly improved, especially when selecting suitable polyamines or biguanides.

[0049] Without wishing to commit to this theory, the multifunctionality of the polyamine, guanide, or biguanide appears to be necessary to achieve this improvement, since, for example, the use of simple amines does not produce the desired effect. Through the targeted use of polyamines, guanides, or biguanides that exhibit disinfectant properties, such as polyhexanide (polyhexamethylene biguanide), the disinfectant effect of the complex can be significantly enhanced. The disinfectant polyamide, guanide, or biguanide with microbicidal properties can be used in significantly smaller quantities than typically intended, while still achieving excellent disinfection effects.

[0050] Due to the outstanding film-forming properties of the aqueous composition according to the invention, it can be used, for example, as a foam booster and conditioner, which significantly improves both the hair structure and the cleaning performance of a shampoo. Therefore, when the composition according to the invention is used in shampoos, a second wash cycle can usually be omitted. The aqueous composition according to the invention with the specific complex can be used in particular as a substitute for silicones or microplastics, which offers significant application advantages and is also associated with a significantly improved environmental footprint.

[0051] The aqueous composition according to the invention is particularly suitable for substantial hair growth, as the hair diameter can be significantly increased by applying the composition. At the same time, improved combability is achieved, especially under thermal stress. Furthermore, improved hair shine and very good anti-frizz properties are observed; surprisingly, this also applies to thermal stress, such as that which occurs during blow-drying, where the hair is often exposed to temperatures exceeding 50°C.

[0052] In addition, an internal structural restructuring of the hair is also observed when the aqueous composition according to the invention is used in shampoos, which leads to an increase in the melting range and the melting enthalpy of the hair.

[0053] Furthermore, a lotus effect is observed on the hair or other surfaces to which the composition is applied, which counteracts dirt buildup. Likewise, water retention in the hair is significantly improved, thus improving the moisture balance.

[0054] Furthermore, it is considered advantageous that when the composition according to the invention is used in shampoos or washing lotions, disinfection of the hair or skin can also be provided along with normal washing, and this under otherwise very mild, tolerable conditions, since the aqueous composition according to the invention is excellently compatible with skin and hair.

[0055] The improved film-forming properties of the aqueous composition according to the invention also effectively protect the skin from external influences, and wound-healing effects can also be observed. Due to its good tolerability, the composition according to the invention is suitable for daily use on skin and hair in both cosmetics and disinfectants.

[0056] In the context of the present invention, a "complex" refers not only to inorganic or organometallic coordination compounds or specific molecular organic compounds, but also to mixtures of different substances between which chemical and / or physical interactions exist, such as ionic bonds, covalent bonds, dipole-dipole interactions, or van der Waals interactions, so that the mixtures act externally as a whole. This means that the properties of the individual substances are often no longer recognizable externally, but rather the properties of the mixture dominate. For example, the solubilities in water or other solvents can be positively or negatively influenced by complex formation. The disinfection capacity or film-forming properties can also be significantly altered.What is crucial is that there is an apparent interaction between the substances, which changes the properties of the individual substances.

[0057] In the context of the present invention, it is usually provided that the complex is dissolved or dispersed in the composition.

[0058] In the context of the present invention, a solution is understood to mean in particular a single-phase system in which molecules, their components or complexes are present in isolated and homogeneously distributed form.

[0059] For the purposes of the present invention, a dispersion is understood to mean at least a two-phase system in which a first phase, the dispersed phase, is finely distributed in a second phase, the continuous phase, the so-called dispersion medium. The dispersed phase often forms agglomerates of individual molecules or complexes in the continuous phase. Particularly in the field of macromolecular chemistry, the transitions from solutions to dispersions are fluid; that is, as soon as macromolecules are involved, it is often no longer possible to clearly distinguish between solutions and dispersions.

[0060] In the context of the present invention, it is usually provided that the composition, in particular the solution or dispersion, is in the form of a gel, in particular a stable gel, preferably a hydrogel.

[0061] In the context of the present invention, the term "gel" refers to preferably easily deformable, dispersed systems rich in liquids and gases, consisting of at least two components which consist of at least one solid, colloid-forming substance with long or highly branched particles, in particular polysaccharides, and a liquid, such as water, as a dispersant. The solid substance is coherent, i.e. it forms a spatial network in dispersants, with the particles adhering to one another at various points, so-called adhesion points, by means of secondary or primary valences. If the spaces between the particles are filled with liquids, the result is a lyogel, also called jelly. If the liquid is water, the gels are often also referred to as hydrogels.

[0062] Within the scope of the present invention, it is also typically provided that the polysaccharide is capable of binding water. In this context, it is preferably provided that the polysaccharide is capable of binding a weight-based amount of water corresponding to 10,000 to 15,000 times, preferably 100 to 10,000 times, preferably 300 to 8,000 times, the amount of polysaccharide used, based on the mass of polysaccharide used.

[0063] Polysaccharides with high water binding capacity often exist as gels in their aqueous dispersion or solution.

[0064] In the context of the present invention, it is particularly provided that the aqueous composition is a stable viscous solution or dispersion or a hydrogel.

[0065] Polysaccharides with high water-binding capacity often form viscous compositions with water. For the purposes of the present invention, it is preferred if the aqueous composition has a Brookfield dynamic viscosity at 25°C in the range of 0.5 to 10 mPa s, in particular 1 to 5 mPa s, preferably 1 to 2 mPa s. The dynamic viscosity is preferably measured using a Brookfield viscometer at 25°C with spindle 18 at 100 revolutions per minute.

[0066] The aqueous composition according to the invention thus has low viscosities and can therefore also be applied in particular by spray application.

[0067] The term "stable" is understood in particular to mean that the composition does not change in its chemical and physical properties when stored for a period of at least 3 months, preferably at least 6 months, and more preferably at least 12 months. Likewise, within the scope of the present invention, it is preferably provided that the aqueous composition does not change in its chemical or physical properties over a period of 3 months to 5 years, in particular 6 months to 3 years, and preferably 12 months to 2 years.

[0068] In the context of the present invention, it is usually provided that the polysaccharide used to prepare the complex has a weight-average molecular weight (molar mass) M win the range of 30 kDa to 1,200 kDa, in particular in the range of 50 kDa to 1,000 kDa, preferably in the range of 60 kDa to 700 kDa, more preferably in the range of 70 kDa to 500 kDa, particularly preferably in the range of 80 kDa to 300 kDa, very particularly preferably in the range of 85 kDa to 200 kDa, particularly preferably 90 kDa to 150 kDa, particularly particularly preferably 90 kDa to 120 kDa.

[0069] Particularly good results are obtained in this context when the polysaccharide has a weight-average molecular weight (molar mass) M w in the range of 95 kDa to 105 kDa. Polysaccharides in the molecular weight ranges described above exhibit excellent water-binding and film-forming properties, but on the other hand, they dissolve or disperse well in water, allowing low-viscosity compositions to be obtained.

[0070] According to the invention, the number average molecular weight M n and / or the weight-average molecular weight M w and / or the centrifuge average molecular weight M z and / or the polydispersity index (PDI) of oligomeric or polymeric compounds can be determined by gel permeation chromatography (GPC), in particular coupled with light scattering detection (MALLS; Multi Angle Laser Light Scattering), and / or according to DIN 55672-3:2016-03.

[0071] Within the scope of the present invention, particularly good results are obtained when the polysaccharide used to produce the complex is selected from the group of glycosaminoglycans and polyglucosamines, as well as their mixtures and derivatives. Glycosaminoglycans are linear, acidic polysaccharides composed of repeating disaccharides. The individual disaccharide units consist of uronic acid linked in a 1-3 glycosidic manner to an amino sugar such as N-acetylglucosamine. The disaccharide units of the chains are linked in a 1-4 glycosidic manner. They all possess the ability to absorb water and are highly elastic.

[0072] Polyglucosamines are derivatives of polyglucosamine, also called chitosan, which is composed of β-1,4-glycosidically linked glucosamine residues and, optionally, N-acetylglucosamine residues. Polyglucosamine, or chitosan, is obtained from chitin by deacetylation, as described above, for example, with hot sodium hydroxide solution or enzymatically. The deacetylation occurs either completely or only partially, so that, unlike chitin, chitosan consists not only of N-acetylglucosamines, but also contains mixtures of N-acetylglucosamines and glucosamines. A 100% deacetylated chitosan therefore consists only of glucosamine units.

[0073] Polyglucosamine or chitosan and their derivatives are preferred for many applications within the scope of the present invention because, in addition to good water-binding and film-forming properties, they also exhibit certain microbicidal properties, although these microbicidal properties are not particularly pronounced. These properties are often more bacteriostatic or fungistatic, meaning that the growth or proliferation of bacteria or fungi is inhibited but not completely eliminated. Chitosan, however, is non-toxic and can therefore be used for a wide variety of applications.

[0074] In the context of the present invention, it has proven advantageous if the polysaccharide used to produce the complex is selected from the group consisting of chitosan, hyaluronic acid, heparin, chondroitin sulfate, keratana sulfate, and mixtures and derivatives thereof, in particular chitosan and hyaluronic acid, and mixtures and derivatives thereof, preferably chitosan and chitosan derivatives. Good results are obtained with all of the aforementioned polysaccharides, with the use of chitosan and chitosan derivatives being particularly preferred, not least due to their microbicidal properties.

[0075] As regards the chitosan derivatives which can be used in the context of the present invention, it has proven useful if the chitosan derivative is selected from the group of hydroxypropylchitosan, N-octyl-N-trimethylchitosan, N-octyl-O-glycolchitosan, N-[(2-hydroxy-3-trimethylammonium)-propyl]chitosan chloride, carboxymethylchitosan and mixtures thereof.

[0076] Likewise, it is preferred within the scope of the present invention if the chitosan used to produce the complex has a degree of deacetylation of at least 75%, in particular at least 80%, preferably at least 85%, preferably at least 90%.

[0077] As far as the carboxylic acid is concerned, it can be selected from a variety of suitable carboxylic acids within the scope of the present invention. However, it has proven useful if the carboxylic acid is selected from polycarboxylic acids, hydroxycarboxylic acids, and mixtures thereof. With regard to polycarboxylic acids, the use of di- and tricarboxylic acids is particularly preferred. The hydroxycarboxylic acids can also have multiple carboxylic acid functions. The use of polycarboxylic acids and hydroxycarboxylic acids is preferred because they have increased hydrophilicity and increase the solubility of the complex in polar solvents, especially water. Particularly good results are obtained within the scope of the present invention when aromatic polycarboxylic acids, aromatic hydroxycarboxylic acids, or mixtures thereof are used.

[0078] As for the hydroxycarboxylic acids that can be used in the present invention, these can be selected from a wide range of suitable hydroxycarboxylic acids. However, it has proven advantageous if the hydroxycarboxylic acid used to prepare the complex is selected from α-hydroxycarboxylic acids, β-hydroxycarboxylic acids, and mixtures thereof, in particular aromatic α-hydroxycarboxylic acids, aromatic β-hydroxycarboxylic acids, and mixtures thereof.

[0079] Although a variety of hydroxycarboxylic acids are suitable in principle, it has been found, as previously stated, that aromatic hydroxycarboxylic acids are particularly advantageous. These not only enhance the complex's good solubility and dispersibility, but also promote its disinfectant properties, especially if polysaccharides with disinfectant properties are selected.

[0080] Likewise, it has proven useful in the context of the present invention if the hydroxycarboxylic acid used to produce the complex is selected from the group consisting of malic acid, citric acid, isocitric acid, tartaric acid, glycolic acid, lactic acid, mandelic acid, tatronic acid, β-hydroxybutyric acid, mevalonic acid, gallic acid, salicylic acid, 4-hydroxybenzoic acid, and mixtures thereof. Particularly good results are obtained in this context if the hydroxycarboxylic acid used to produce the complex is selected from mandelic acid, gallic acid, salicylic acid, 4-hydroxybenzoic acid, and mixtures thereof. Here, too, aromatic hydroxycarboxylic acids are preferably used, which are particularly preferred in order to enhance the positive properties of the complex. However, the complex can also be produced in principle using the other hydroxycarboxylic acids mentioned.

[0081] In particular, good results are obtained when the hydroxycarboxylic acid used to prepare the complex is selected from the group of mandelic acid, salicylic acid and mixtures thereof, the use of salicylic acid being particularly preferred.

[0082] Salicylic acid, also known as 2-hydroxybenzcarboxylic acid or 2-hydroxybenzoic acid, occurs naturally as a phytohormone in a variety of plants. Salicylic acid is used primarily for the production of pharmaceuticals, such as acetylsalicylic acid, but also as a preservative in cosmetics due to its antimicrobial effect. Disadvantages of salicylic acid include its irritating or tissue-damaging effects on the skin, mucous membranes, and eyes, as well as toxicity at higher doses. When salicylic acid is used in the context of the complex used according to the invention, its toxicity is significantly reduced, while its microbicidal effects, in particular, are significantly enhanced.

[0083] As far as the polycarboxylic acid is concerned, it can also be selected from a variety of suitable polycarboxylic acids within the scope of the present invention. The polycarboxylic acid is preferably selected from tricarboxylic acids, dicarboxylic acids, and mixtures thereof. Particularly good results are obtained within the scope of the present invention when the polycarboxylic acid is selected from aromatic tricarboxylic acids, aromatic dicarboxylic acids, and mixtures thereof.

[0084] Likewise, very good results are obtained when the polycarboxylic acid is selected from oxalic acid, malonic acid, succinic acid, glutaric acid, adipic acid, pimelic acid, suberic acid, phthalic acid, isophthalic acid, terephthalic acid, agaric acid, 1,2,3-propanetricarboxylic acid, hemimellitic acid, trimellitic acid, trimesic acid, and mixtures thereof. Preferably, the polycarboxylic acid is selected from succinic acid, phthalic acid, trimesic acid, and mixtures thereof, especially succinic acid and trimesic acid.

[0085] It has also proven effective if the carboxylic acid is selected from mandelic acid, gallic acid, salicylic acid, 4-hydroxybenzoic acid, succinic acid, phthalic acid, trimesic acid, and mixtures thereof, in particular mandelic acid, salicylic acid, 4-hydroxybenzoic acid, succinic acid, trimesic acid, and mixtures thereof. Salicylic acid is most preferably the carboxylic acid, as stated above.

[0086] As for the polyamine or guanide, especially biguanide, used in the present invention, a wide variety of compounds can be selected. Generally, it is preferred if the guanide is a biguanide. Particularly good results are obtained if the polyamide is an aliphatic polyamine and / or if the guanide, especially biguanide, is an aliphatic guanide, especially an aliphatic biguanide. Biguanides are particularly preferably used in the present invention.

[0087] If a polyamine is used in the context of the present invention, it has proven useful if the polyamine is selected from the group of triamines, tetramines, pentamines, hexamines, polyethyleneimine and mixtures thereof, in particular aliphatic triamines, aliphatic tetramines, aliphatic pentamines, aliphatic hexamines, polyethyleneimine and mixtures thereof.

[0088] Particularly good results are obtained in this context when the polyamine is selected from (C2-C 18 )Alkyldipropylenetriamine, in particular dodecyldipropylenetriamine, triethylenetetramine, tetraethylenepentamine and mixtures thereof.

[0089] If a guanide, in particular biguanide, is used in the context of the present invention, it has proven useful if the guanide, in particular biguanide, is selected from the group of polyhexamethylene biguanide, chlorhexidine, alexidine, dodecylguanidine monohydrochloride, (E)-1-(2-chloro-1,3-thiazol-5-ylmethyl)-3-methyl-2-nitroguanidine (clothianidin), monohydrochloride of the polymer of N,N-1,6-hexanediylbis[N-cyanoguanidine] (EINECS 240-032-4) and hexamethylenediamine (EINECS 204-679-6), oligo(2-(2-ethoxy)ethoxyethylguanidinium chloride), poly(hexamethylenediamineguanidinium chloride) and mixtures thereof. Particularly good results are obtained when the guanide is a biguanide and is selected from the group consisting of polyhexamethylene biguanide, chlorhexidine, alexidine, and mixtures thereof, in particular polyhexamethylene biguanide, alexidine, and mixtures thereof. The use of polyhexamethylene biguanide is particularly preferred.In the context of the present invention, it has been shown, in particular, that particularly good results are obtained when the polyamine or biguanide is multifunctional and contains no aromatic groups. When polyhexamethylene biguanide is used, it has proven effective to use PHMB (1415; 4.7), i.e., polyhexamethylene biguanide hydrochloride with a number-average molecular weight (Mn) of 1415 and an average polydispersity index (PDI) of 4.7.

[0090] Particularly good results are obtained when, within the scope of the present invention, the polyamine and / or the guanide, in particular biguanide, already exhibits microbicidal effects. In this case, it is possible to provide very effective disinfectants with extremely small amounts of polyamines or guanide, in particular biguanide, since the effect of the polyamine or guanide, in particular biguanide, is enhanced by the other components of the composition, in particular the complex. Especially when using biguanides, such as polyhexamethylene biguanide, it is particularly possible to work with amounts that are readily tolerated and non-toxic by humans, yet have an outstanding antimicrobial effect, even over extended periods, for example, several days.

[0091] As for the amount in which the composition contains the complex, this can vary widely. However, it has proven effective if the composition contains the complex in amounts of 0.05 to 10 wt.%, in particular 0.1 to 5 wt.%, preferably 0.2 to 3 wt.%, more preferably 0.3 to 2 wt.%, and particularly preferably 0.4 to 1 wt.%, based on the mass of the composition.

[0092] Compositions containing the complex in only small quantities, i.e. high dilution and thus low viscosity, are extremely effective both in the cosmetic field, in particular in hair and skin care products, and as disinfectants, in particular as film-forming disinfectants with long-lasting action.

[0093] In the context of the present invention, it has been found to be equally useful if the composition contains the complex in amounts of at most 10% by weight, in particular at most 5% by weight, preferably at most 3% by weight, preferably at most 2% by weight, particularly preferably at most 1% by weight, based on the mass of the composition.

[0094] In the context of the present invention, it has further proven useful if the composition contains the polysaccharide in amounts of at most 9 wt.%, in particular at most 4 wt.%, preferably at most 2 wt.%, preferably at most 1 wt.%, particularly preferably at most 0.8 wt.%, based on the mass of the composition.

[0095] Likewise, good results are obtained when the composition contains the polysaccharide in amounts of 0.04 to 9 wt%, in particular 0.1 to 4 wt%, preferably 0.2 to 2 wt%, more preferably 0.3 to 1 wt%, particularly preferably 0.4 to 0.8 wt%, based on the mass of the composition.

[0096] As far as the amount of carboxylic acid in the composition is concerned, this can vary within wide limits, but it has proven useful if the composition contains the hydroxycarboxylic acid in amounts of at most 9% by weight, in particular at most 4% by weight, preferably at most 2% by weight, more preferably at most 1% by weight, particularly preferably at most 0.8% by weight, based on the mass of the composition.

[0097] Furthermore, good results are obtained when the composition contains the carboxylic acid in amounts of 0.02 to 9 wt.%, in particular 0.02 to 4 wt.%, preferably 0.1 to 2 wt.%, more preferably 0.1 to 1 wt.%, particularly preferably 0.2 to 0.8 wt.%, based on the mass of the composition.

[0098] Typically, the composition contains the polyamine and / or the guanide, in particular biguanide, in amounts of at most 1 wt.%, in particular at most 0.5 wt.%, preferably at most 0.3 wt.%, more preferably at most 0.2 wt.%, particularly preferably at most 0.1 wt.%, based on the mass of the composition.

[0099] Furthermore, particularly good results are obtained when the composition contains the polyamine and / or the guanide, in particular biguanide, in amounts of 0.01 to 1 wt.%, in particular 0.02 to 0.5 wt.%, preferably 0.03 to 0.3 wt.%, preferably 0.04 to 0.2 wt.%, particularly preferably 0.05 to 0.1 wt.%, based on the mass of the composition.

[0100] Particularly good results are obtained within the scope of the present invention when the composition and / or the complex has a weight-related ratio of polysaccharide to carboxylic acid in the range from 1:2 to 5:1, in particular 1:1.5 to 3:1, preferably 1:1 to 2.5:1, more preferably 1.1:1 to 2:1.

[0101] In the proportions described, it is particularly possible to obtain highly effective and stable aqueous compositions.

[0102] According to a particularly preferred embodiment within the scope of the present invention, the aqueous composition is constructed as follows: Aqueous composition, in particular for hygiene and / or cosmetic applications, as described above, wherein the composition comprises a complex of a) at least one polysaccharide selected from chitosan and hyaluronic acid and their mixtures and derivatives, b) at least one carboxylic acid selected from mandelic acid, gallic acid, salicylic acid, 4-hydroxybenzoic acid, succinic acid, phthalic acid, trimesic acid and mixtures thereof, and c) at least one aliphatic polyamine and / or one aliphatic guanide, in particular one aliphatic biguanide, in particular polyhexamethylene biguanide, alexidine and mixtures thereof.

[0103] Compositions containing the aforementioned complex are particularly suitable for both cosmetic applications and as disinfectants.

[0104] For this particular and preferred embodiment of the present invention, all special features, advantages, characteristics, in particular quantities of the individual components, which were previously described generally in connection with other embodiments, apply.

[0105] Furthermore, within the scope of the present invention, it may be provided that the composition further contains an alcohol.

[0106] Alcohols can be added, in particular, to further increase the stability of the complex and, in particular, to improve the solubility of the complex in the solvent or dispersant, water. However, it is preferred within the scope of the present invention for the aqueous composition to contain water as the sole solvent or dispersant.

[0107] If the aqueous composition contains an alcohol, it has proven useful if the composition contains the alcohol in amounts of 1 to 20 wt.%, in particular 2 to 15 wt.%, preferably 5 to 12 wt.%, more preferably 6 to 10 wt.%, based on the composition.

[0108] Furthermore, the alcohol can also be selected from a variety of known alcohols. Typically, however, the alcohol is selected from the group consisting of methanol, ethanol, 1-propanol, 2-propanol, 1-butanol, 1-pentanol, 1-hexanol, glycol, polyalcohols, and mixtures thereof. Particularly good results are obtained when the alcohol is selected from ethanol, 1-propanol, 2-propanol, glycol, and mixtures thereof, preferably from ethanol, glycol, and mixtures thereof. The alcohol is most preferably ethanol.

[0109] According to a preferred embodiment of the present invention, the composition contains a surfactant.

[0110] Surfactants are surface-active substances that, on the one hand, increase the solubility of substances in a solvent or dispersant and, on the other hand, also influence the film-forming properties and the flow or rheology of coating compositions and films. If the composition contains a surfactant, it has proven effective if the composition contains the surfactant in amounts of 1 to 40 wt.%, in particular 5 to 30 wt.%, preferably 10 to 25 wt.%, more preferably 15 to 25 wt.%, based on the mass of the composition.

[0111] The addition of surfactants can increase the stability of the complex as well as its solubility in the dissolving or dispersing medium, water. Furthermore, the film-forming properties can be positively influenced. Particularly relevant for cosmetic applications is that surfactants improve foam formation and foam structure, thus improving the cleaning effect of shampoos, soaps, and washing lotions.

[0112] Furthermore, it has proven useful in the context of the present invention if the surfactant is a quaternary ammonium compound, a non-ionic surfactant or a mixture thereof.

[0113] Non-ionic surfactants include alcohol ethoxylates and fatty acid alkanolamides.

[0114] Preferably, the surfactant is selected from quaternary ammonium compounds, alcohol ethoxylates, fatty acid alkanolamides and mixtures thereof.

[0115] Particularly good results are achieved when the surfactant is a quaternary ammonium compound. Quaternary ammonium compounds are particularly characterized by the fact that they often exhibit antimicrobial properties, which can further enhance the microbicidal effect of the composition according to the invention. However, they can also be used as cleansing and foam-stabilizing surfactants for skin and hair care and positively influence the film-forming properties of the complex according to the invention.

[0116] Particularly good results are obtained in this context when the surfactant is selected from betaine, choline, (C2-C 20 )-alkyltrimethylammonium salts, (C2-C 20 )-arylalkyltrimethylammonium salts and their mixtures and derivatives.

[0117] Particularly good results are obtained when the surfactant is selected from (C2-C 20)-Alkylbetaines, in particular cocoamidopropyl betaine, N,N,N-trimethyl-1-hexadecanaminium bromide, benzalkonium chloride, benzethonium chloride, cetylalkonium chloride, tetradecyltrimethylammonium oxalate, dimethyldioctadecylammonium chloride, cetylpyridinium chloride, benzyltrimethylammonium chloride, cocoamidopropyl-Ihydroxysultaine and mixtures thereof.

[0118] However, best results are obtained in the present invention when the surfactant is selected from (C2-C 20 )-alkyl betaines and their mixtures, especially cocoamidopropyl betaine. Betaine derivatives are proven and widely used surfactants that are highly compatible, especially for cosmetic applications, and exhibit excellent film-forming and disinfection properties.

[0119] According to a preferred embodiment of the present invention, the composition is as follows: In particular, the composition I) a complex of a) at least one polysaccharide selected from chitosan and hyaluronic acid and their mixtures and derivatives, b) at least one carboxylic acid selected from mandelic acid, gallic acid, salicylic acid, 4-hydroxybenzoic acid, succinic acid, phthalic acid, trimesic acid and mixtures thereof, and c) at least one aliphatic polyamine and / or one aliphatic guanide, in particular one aliphatic biguanide, in particular polyhexamethylene biguanide, alexidine and mixtures thereof, II) if necessary an alcohol and III) a surfactant.

[0120] Such compositions are suitable for use both in or as cosmetics and in or as disinfectants. However, it is even more preferred within the scope of the present invention if the composition does not contain alcohol.

[0121] A particularly preferred composition according to the present invention comprises the following components: I) a complex of a) at least one polysaccharide selected from chitosan and hyaluronic acid and their mixtures and derivatives, b) at least one carboxylic acid selected from mandelic acid, gallic acid, salicylic acid, 4-hydroxybenzoic acid, succinic acid, phthalic acid, trimesic acid and mixtures thereof, and c) at least one aliphatic polyamine and / or one aliphatic guanide, in particular one aliphatic biguanide, in particular polyhexamethylene biguanide, alexidine and mixtures thereof, and II) a surfactant.

[0122] For these particularly preferred embodiments of the present invention, all advantages, features, special features, and preferred aspects previously described in connection with other embodiments apply; this applies in particular to the proportions and the preferred selection of the individual components.

[0123] The composition is an aqueous composition. The amounts of water contained in the aqueous composition can vary widely depending on the specific nature of the composition and the intended use. However, it has proven effective for the composition to contain water in amounts of 45 to 95 wt.%, in particular 50 to 90 wt.%, preferably 60 to 90 wt.%, and more preferably 70 to 85 wt.%, based on the composition.

[0124] Likewise, it may be provided that the composition comprises water in amounts of at least 45% by weight, in particular at least 50% by weight, preferably at least 60% by weight, preferably at least 70% by weight, based on the composition.

[0125] Within the scope of the present invention, it may further be provided that the composition comprises an additive.

[0126] If the composition comprises an additive, it has proven useful if the composition comprises the additive in amounts of 0.01 to 10 wt.%, in particular 0.05 to 5 wt.%, preferably 0.1 to 2 wt.%, more preferably 0.2 to 1 wt.%, based on the composition.

[0127] Likewise, it may be provided that the composition comprises the additive in amounts of at most 10 wt.%, in particular at most 5 wt.%, preferably at most 2 wt.%, more preferably at most 1 wt.%, based on the composition.

[0128] If the composition contains an additive, it is usually made up of pH adjusters, rheology adjusters, dyes, odorants and mixtures thereof.

[0129] As for the pH of the composition according to the invention, this can vary widely. However, the composition typically has a pH of 2 to 6.6, in particular 2.5 to 5, preferably 3 to 4, and most preferably 3.3 to 3.8.

[0130] The figure representations show Fig. 1 a UV-VIS spectrum of the complex used according to the invention and comparison spectra; Fig. 2 a micrograph at 100x magnification of a piece of leather partially treated with a composition according to the invention; Fig. 3 a microscopic image at 250x magnification of a piece of leather treated with the composition according to the invention; Fig.4A is a microscopic image at 100x magnification of a piece of leather partially treated with the composition of the invention; Fig. 4B the surface roughness of the Fig. 4A marked section; Fig. 5 a comparison between the shampoo M 901 according to the invention and the reference sample PQ10; Fig. 6 Conductivity measurements on hair treated with the shampoo M 901 according to the invention and reference samples; Fig. 7 a confocal microscopy image of hair treated with standard shampoo; Fig. Figure 8 shows a confocal microscopy image of hair treated with the shampoo M 901 according to the invention; Fig. 9 IR transmission spectra of a complex according to the invention and of comparison samples; Fig. Figure 10 shows a confocal microscopy image of a sample of chitosan salicylate on a slide; Fig.11 a confocal microscopy image of a sample of chitosan salicylate with peripherally present PHMB on a slide and Fig. 12 a confocal microscopy image of a sample of a complex according to the invention on a slide.

[0131] A further subject of the present invention - according to a second aspect of the present invention - is the use of an aforementioned aqueous composition in or as cosmetics, in particular in skin or hair care products.

[0132] The aqueous composition described above is particularly suitable as a base body or basic formulation for creams and lotions for the care of the face, body and hands as well as for shampoos and conditioners for hair care.

[0133] The aqueous composition according to the invention has a caring and protective effect through film formation and promotes wound healing. Furthermore, it also has a disinfectant effect.

[0134] The use of the composition according to the invention is particularly advantageous in hair care products, as it significantly increases the durability of the hair, especially under thermal stress, and improves combability. Furthermore, the composition according to the invention also acts as a foam booster and increases the cleaning effect in shampoos, eliminating the need for multiple washes.

[0135] Due to its excellent anti-frizz properties, the composition according to the invention makes it possible to avoid the use of silicones and microplastics in shampoos and shower gels.

[0136] For further details regarding the use of an aqueous composition according to the invention, reference can be made to the above statements regarding the aqueous composition according to the invention, which apply accordingly with regard to the use according to the invention.

[0137] Yet another object of the present invention - according to a third aspect of the present invention - is the use of a previously described aqueous composition in or as a disinfectant, in particular for disinfecting surfaces of all kinds.

[0138] The aqueous composition according to the invention is also suitable as a base or basis for the production of disinfectants, whereby in particular highly compatible and non-toxic disinfectants are obtained which have a high effectiveness and, in addition to a spontaneous, ie immediate, effect, also have a long-term effect due to the excellent film-forming properties.

[0139] The composition can be used in particular for disinfecting all surfaces, for example in retail stores but also in food-producing establishments such as butcher shops, bakeries, etc.

[0140] In addition, even food products, such as baked goods, can be treated directly with the composition without any negative effects on the food being treated or on consumption.

[0141] For further details on the use of the aqueous composition according to the invention, reference can be made to the above statements on the other aspects of the invention, which apply accordingly with regard to the use according to the invention.

[0142] Yet another subject of the present invention - according to a fourth aspect of the present invention - is a cosmetic preparation which contains the aforementioned aqueous composition.

[0143] Particularly good results are obtained when the cosmetic preparation is selected from skin and hair care products, in particular soaps, shampoos, washing gels, creams, lotions and the like.

[0144] For further details on the cosmetic preparation, reference can be made to the above statements on the other aspects of the invention, which apply accordingly to the cosmetic preparation according to the invention.

[0145] Yet another subject of the present invention - according to a fifth aspect of the present invention - is a disinfectant containing or consisting of the aqueous composition described above.

[0146] The disinfectant according to the invention is excellently suited for disinfecting all types of surfaces, in particular for disinfecting food.

[0147] For further details on the disinfectant according to the invention, reference can be made to the above statements on the other aspects of the invention, which apply accordingly with regard to the disinfectant according to the invention.

[0148] A process for producing a previously described aqueous composition is described below, wherein in a first process step (i) a) a polysaccharide which comprises monomer units of optionally substituted amino sugars, in particular glucosamines and / or galactosamines, and b) a carboxylic acid is mixed with water and dissolved and / or finely dispersed by heating.

[0149] Preferably, the process step is carried out until a fine-particle solvent dispersion has formed.

[0150] As far as heating is concerned, the temperature used can vary widely. However, it has proven effective to heat the mixture to temperatures in the range of 40 to 100 °C, in particular 50 to 95 °C, preferably 60 to 95 °C, more preferably 70 to 90 °C, and particularly preferably 80 to 90 °C. Within this temperature range, rapid and complete dissolution or dispersion is ensured, and a chemical bond is formed between the polysaccharide and the acid.

[0151] Likewise, good results are obtained if the mixture is thoroughly mixed, especially stirred, during heating. In this context, it has proven effective to mix the individual components of the mixture very carefully, especially by stirring.

[0152] Typically, the first process step (i) is followed by a second process step (ii). It has proven particularly effective to cool the solution and / or dispersion in a second process step (ii) following the first process step (i).

[0153] Cooling usually takes place immediately after process step (i).

[0154] Particularly good results are achieved in this context when the solution and / or dispersion is cooled to temperatures in the range of 30 to 70 °C, in particular 40 to 80 °C, preferably 45 to 70 °C, more preferably 50 to 60 °C. The cooling rate is of secondary importance; cooling can also be achieved passively, ie, simply by allowing the solution to stand.

[0155] Furthermore, within the scope of the present invention, it is further provided that, in the second process step (ii), the cooled solution and / or dispersion is admixed with an alcohol and / or a surfactant. As stated above, the use of a surfactant is preferred within the scope of the present invention.

[0156] Typically, within the scope of the present invention, it is provided that the solution and / or dispersion is admixed with a polyamine and / or a guanide, in particular a biguanide, following the second process step (ii). Within the scope of the present invention, it is not absolutely necessary for the surfactant to be added before the polyamide and / or guanide, in particular a biguanide. However, if the composition is to contain a surfactant, this sequence has proven to be advantageous, as it is much easier to obtain a stable complex.

[0157] As regards the temperatures at which the solution or dispersion is admixed with the polyamine and / or guanide, in particular biguanide, it has proven advantageous to do so at the same temperatures as in process step (ii).

[0158] For further details on the methods according to the invention, reference can be made to the above statements regarding the other aspects of the invention, which apply accordingly to the method according to the invention. The subject matter of the present invention is described in more detail below, in a non-limiting manner, by means of the exemplary embodiments. Examples 1. Preparation of an example recipe Table 1: Example recipe M228-2 Nr. Connection % by weight 1 Water 79,11 2 Chitosan 0,50 3 Salicylic acid 0,30 4 Cocamidopropyl betaine 20,00 5 Polyexamethylene biguanide 0,09

[0159] To prepare a composition according to the invention, compounds 1, 2, and 3 according to Table 1 are mixed at 85 °C with gentle stirring until the solids are completely dissolved or finely dispersed. The solution or dispersion turns beige-pink due to the reaction of chitosan and salicylic acid.

[0160] The mixture is then cooled to 55 °C and compound 4 according to Table 1 is added while stirring gently. A clear, homogeneous mixture is formed.

[0161] The resulting mixture is treated with compound 5 according to Table 1 at 55 °C and stirred until completely dissolved or finely dispersed.

[0162] The composition according to the invention thus prepared is used for the following investigations under the abbreviation M228-2.

[0163] The resulting composition has the following parameters: Table 2: Parameters of the example formulation according to the invention parameter Test procedures Result Odor Sensory testing odorless Color Sensory testing Slightly cloudy, beige-orange viscosity Brookfield 1.0 - 2.0 mPas - Spindle 18 - 100 rpm - 25 °C pH pH meter 3,3 - 3,8

[0164] The aqueous composition according to the invention is storage-stable and can be easily mixed with aqueous solutions and emulsions.

[0165] The aqueous composition according to the invention is further investigated by UV-VIS spectroscopy. The recorded spectra are shown in Fig. 1 shown.

[0166] To characterize the formed complex, the aqueous composition M228-2 according to the invention is investigated and compared with suitable substances. For comparison, the individual substances chitosan, salicylic acid, and polyhexamethylene biguanide are each recorded in a solution of 20% cocoamidopropyl betaine. As a reference, another spectrum is recorded against octyl salicylate in a 20% cocoamidopropyl betaine solution. As shown in Fig.1, the composition according to the invention shows an absorption spectrum which is significantly different from that of the individual substances and which cannot be explained by a superposition of the individual spectra; rather, it must be assumed that there are intermolecular interactions between the chitosan, the salicylic acid and the polyhexamethylene biguanide, ie a complex is formed. 2. Film formation

[0167] To demonstrate the excellent film-forming properties, which are of particular importance in both cosmetic products and disinfectants, the following tests are carried out.

[0168] As a model for human skin, a piece of leather is treated in sections with the aqueous composition according to the invention. After drying, the layer thickness on the treated areas is approximately 5 µm. The sampled piece of leather is then examined using confocal microscopy.

[0169] It shows the Fig. 2 a partial area of ​​the sampled leather piece at 100x magnification in reflected light.

[0170] Fig. Figure 2 shows the surface coated with the composition according to the invention on the left and the uncoated surface on the right. Even at this magnification, a sharp gradient between the coated and uncoated parts is visible in reflected light. The coated sample part is shiny and clearly shows film formation.

[0171] In Fig. Figure 3 shows a section of the coated area at 250x magnification in reflected light. It shows that a continuous film is indeed present.

[0172] Fig. Figure 4A again shows a coated part and an uncoated part of the sample at 100x magnification in reflected light, where Fig.4A the coated part is shown on the right, recognizable by its slightly shiny surface, and the uncoated part is shown on the left. In the Fig. A surface roughness measurement was performed on the section shown in Figure 4A, which is delimited by the black border. The width of the section is 1.06 mm.

[0173] The surface roughness of the cutout is in Fig. 4B. The surface roughness of the uncoated part is shown on the left, and the surface roughness of the part of the leather sample coated with the composition according to the invention is shown on the right. It can be seen that the coated part has a very uniform surface, the surface has been smoothed, and exhibits a lotus effect, meaning that dirt adhesion is significantly reduced. 3. Disinfection tests3.1 Disinfection tests according to DIN / EN

[0174] The following Table 3 shows the disinfection tests carried out according to DIN and EN standards. Table 3: Disinfection tests according to DIN / EN standard : Description : Result : DIN EN 1500 In vivo application tests: hand disinfection-germ reduction Passed DIN EN 14348 Chemical disinfectants and antiseptics - quantitative suspension test for the determination of a bactericidal effect (tuberculosis) of chemical disinfectants in human medicine, including instrument disinfection Passed DIN EN 13727 Chemical disinfectants and antiseptics - quantitative suspension test for the determination of bactericidal effect in human medicine Passed DIN EN 13624 Chemical disinfectants and antiseptics - quantitative suspension test for the determination of fungicidal and yeasticidal effect in human medicine Passed DIN EN 14476 Chemical disinfectants and antiseptics - quantitative suspension test for the determination of virucidal effect in human medicine Passed 3.1.1 Virucidal properties

[0175] The results of the disinfection test according to DIN EN 14476, i.e., the quantitative suspension test for determining the virucidal effect in human medicine, are presented in more detail below. Table 4 below shows the reduction of some pathogenic viruses tested according to DIN EN 14476: Table 4: Reduction of pathogens Test virus Titer reduction Result 1 Poliovirus 4 log 10 Passed Adenovirus 4 log 10 Passed Bovines / Murines 4 log 10 Passed Parvovirus (ctD) 4 log 10 Passed Murines 4 log 10 Passed Norovirus 4 log 10 Passed 1 : Passed with a titer reduction of at least 4 log 10 according to DIN EN 14476 3.2 Further tests on microbicidal activity

[0176] To investigate the microbicidal effect on other microorganisms, Nutriplate culture media were inoculated with microorganisms and then incubated. Incubation was carried out for 100 hours in an incubator at 35°C. Subsequently, the culture media areas were counted and visually documented.

[0177] Subsequently, the culture media are treated with the composition M228-2 according to the invention and the culture media are incubated for 28 days at 35 °C in an incubator, with reinoculation with the pathogen every seven days.

[0178] The microorganisms examined are shown in Table 5. Table 5: Microorganisms examined microorganism Strain / Reagent Staphylococcus aureus ATCC 6538 Pseudomonas aeruginosis ATCC 9027 Candida albicans ATCC 10231 Aspergillus brasiliensis(aspergillus niger) ATCC 16404

[0179] The evaluation of the disinfection tests is shown in Table 6. Table 6: Long-term disinfection test microorganism Vaccination every 7 days After 100 hours of disinfection After 100 hours of disinfection 7 days after disinfection 14 days after disinfection 28 days after disinfection Staphylococcus aureus Saturated inoculum culture Full-area settlement 0 kbE 1 0 cfu 1 cfu 3 cfu Pseudomonas aeruginosis Saturated inoculum culture Full-area settlement 0 cfu 0 cfu 1 cfu 2 cfu Candida albicans Saturated inoculum culture Full-area settlement 0 cfu 0 cfu 0 cfu 2 cfu Aspergillus brasiliensis (aspergillus niger) Saturated inoculum culture Full-area settlement 0 cfu 0 cfu 0 cfu 5 cfu 1 : colony-forming units

[0180] It turns out that treatment with the composition according to the invention not only kills the microorganisms immediately, but also has an excellent long-term effect. 3.3 Field trial regarding long-term effects

[0181] To determine the long-term disinfection efficacy under everyday conditions, tests are conducted in a retail store. Three shopping baskets are examined. One basket is not disinfected and serves as the reference sample; another basket is disinfected with a commercially available product—Dr. Schnell Desifor Quick Plus as a comparison sample—and one basket is treated with the inventive composition M228-2.

[0182] Three different customers each make a test purchase in the store with each shopping basket. After each purchase, dip-slide samples are taken from the handles of the shopping baskets. The dip-slides contain a TTC Aga / Rose Bengal Aga culture medium and are smeared on both sides. The dip-slides are incubated for 48 hours in an incubator at 35 °C, after which the culture medium surfaces are counted and visually documented. The results are summarized in Table 7. Table 7: Disinfection effect in field trials Trial purchase no. M228-2 Comparison reference 1 0 cfu > 50 kbE 1 Full-area settlement 3 0 cfu > 10 2 KB Full-area settlement 1 : colony-forming units

[0183] The test carried out shows that the composition M228-2 according to the invention has excellent disinfection properties and the effect is long-lasting. 3.4 Effectiveness in combating black mold in bakeries

[0184] Mold, especially black mold, but also white mold, is a serious problem in industrial bakeries that has not yet been satisfactorily solved. The problem is well known and can only be partially controlled with a very high level of hygiene, which, however, is often not achieved in reality. Therefore, the suitability of the composition according to the invention for this purpose is being investigated.

[0185] For evaluation, the surface of two metal sheets is sprayed with the inventive composition M228-2. One sheet is treated once, and the other a second time after ten days. Another sheet, which is not treated, serves as a control. Ten days and 24 days after the first treatment, samples are taken using dip-slides and incubated in an incubator at 35°C for 48 hours. The dip-slides contain a TTC Aga / Rose Bengal Aga culture medium and are each applied double-sided. The colony-forming units (CFU) are counted and visually documented after 48 hours.

[0186] The corresponding results are shown in Table 8 below: Table 8: Reduction of mold on metal sheets Sheet no. Applications Application day 0 Sampling after 10 days Disinfection after 10 days Sampling Day 24 GKZ 2 Mold GKZ Mold 1 1x YES <1*10 3 KB 1 0 cfu NO <1*10 2 KB 2 cfu 2 2x YES <1*10 3 KB 0 cfu YES <1*10kbE 1 cfu reference - NO <1*10 2 KB mold growth NO <1*10 2 KB mold carpet 1 : colony-forming units 2 : Total bacterial count 3.5 Further attempts to reduce microbial contamination in industrial bakeries

[0187] The following studies examine the reduction of germs, especially mold, on baking sheet covers and on walls in bakeries.

[0188] Contamination of cloths used to cover unfinished baked goods is a major problem in large industrial bakeries. This study examines the extent to which it is possible to prevent the spread of mold on such cloths, or even to kill existing mold and prevent further spread. The goal is to increase the cleaning cycle in bakeries through appropriate measures.

[0189] To conduct the experiment, a baking tray covered with a cloth that exhibits a visually detectable initial mold infestation is stored separately in a fermentation room of a large industrial bakery and examined for microbial contamination over a period of one week. To conduct the experiment, an area obviously contaminated with mold is contacted with a contact plate. The contact plate contains a casein peptone-soy flour peptone agar medium and, after contacting, is incubated for 48 hours in an incubator at 35°C.

[0190] This is followed by the counting of visual documentation of the nutrient medium areas.

[0191] After the first sample is taken, the corresponding area is treated with the inventive composition M228-2, and a new sample is taken. A further sample is taken one week later. Table 9: Reduction of total bacterial count and mold infestation on fabric covers for baking trays Treatment Day 0 Day 7 GKZ 2 Mold GKZ Mold M228 0 - 0 - reference 10 5 KB 1 growth >1* 10 5 KB Large-scale mold growth 1 : colony-forming units 2 : Total bacterial count

[0192] Similar experiments are also carried out on a wall of the fermentation room: For this purpose, samples were taken before and immediately after disinfection, as well as one week after disinfection and two weeks after disinfection. The corresponding results are summarized in Table 10. Table 10: Total bacterial count and mold contamination on the walls of the fermentation chamber time Germ contamination GKZ 2 Mold Before disinfection (day 0) > 1*10 4 KB 1 < 10 cfu After disinfection (day 0) > 10 cfu < 10 cfu Day 7 > 10 cfu > 10 cfu Day 14 > 10 4 KB < 10 cfu 1 : colony-forming units 2 : Total bacterial count

[0193] The above data shows that both the total bacterial load and the mold infestation are stopped and recolonization is prevented for a period of at least 1 week. 3.6 Effectiveness against white mold

[0194] It is often observed that baked goods, especially industrially produced and packaged baked goods, develop white mold in the packaging. While this does not pose a health risk to consumers, it does lead to consumers no longer accepting the products.

[0195] To evaluate the effectiveness of the composition according to the invention against white mold, pre-baked rolls which had developed white mold in the package were examined.

[0196] One roll is sprayed with the inventive composition M228-2, while another, which also developed white mold, is left untreated. Another roll, which showed no white mold growth at all, is examined as a further reference. The products are stored for 12 hours at 35°C and 80% humidity and then examined using dip slides.

[0197] Dip slides were sampled as described above and then incubated in an incubator at 35 °C for 48 hours. In addition, a contact plate was sampled and also incubated in the incubator. The results are summarized in Table 11 below. Table 11: Summary of trials to reduce white mold sample Mold contamination (Dip Slide) GKZ 2 (Dip-Slides) GKZ (contact plate) Product without white mold - untreated 10 2 KB 1 10 3 KB 10 2 KB Product with white mold - untreated Full-area settlement Partial settlement Partial settlement Product treated with white mold 0 cfu 0 cfu < 10 2 KB 1 : colony-forming units 2 : Total bacterial count

[0198] It has been shown that the inventive composition M228-2 exhibits high efficacy against a wide range of bacteria as well as various types of mold. The inventive composition exhibits high efficacy both in its immediate action and in its long-term action. 4. Cosmetic applications4.1 Reduction of skin water loss

[0199] The composition M228-2 according to the invention is tested for its skin compatibility.

[0200] For this purpose, the skin's transepidermal water loss is measured. The evaporation rate of water from the skin can be determined using a corresponding Tewameter probe. This makes it possible to determine information about the skin's water loss in response to environmental influences, such as skin irritants such as disinfectants. It is therefore possible to make a statement about how an ingredient or composition influences the skin's moisture balance. This makes it possible to estimate whether a product has a nourishing or irritating effect on the skin membrane. The measured values ​​indicate the evaporation rate in g / h / m³. 2 .

[0201] The determination of skin moisture loss is based on the constant evaporation of water through the skin, the so-called transepidermal water loss (TEWL); this is important and represents a normal metabolism of the skin.

[0202] However, if the skin's barrier function is damaged or compromised, this is immediately evident in increased transepidermal water loss. This applies even to the smallest injuries or damage that are invisible to the naked eye.

[0203] The Tewameter probe measures the skin's water evaporation rate indirectly, using two sensors—temperature and relative humidity—in a hollow cylinder. This method is the only one that can measure transepidermal water loss without altering the skin's microclimate.

[0204] The following measurements are performed using a Tewameter TM300. A total of 35 subjects are examined, and measurements are taken before and after application of the disinfectant over time. The disinfectant is applied to the forearm.

[0205] Three different measurements are carried out in each case, namely with the composition M228-2 according to the invention, a comparison medium, namely Dr. Schnell hand disinfection (comparison), and a reference sample, the WHO disinfection variant 1. The results are summarized in Table 12 below. Table 12: Transepidermal water loss parameter M 228-2 [g / h / m 2 ] Comparison [g / h / m 2 ] Reference [g / h / m 2 ] Before use 13,1 13,1 13,1 Immediately after application 13,6 30,4 34,7 1 hour after application 13,5 23,2 25,1

[0206] As can be seen in Table 12, treatment with disinfectants often has a significant impact on the skin's transepidermal water loss. It can be seen that in both the control sample and the reference sample, the transepidermal water loss increases significantly, almost double the initial value even after one hour. The inventive composition M 228-2, in contrast, shows a nearly constant water loss, meaning that irritation and damage to the skin are avoided.

[0207] The composition according to the invention is therefore excellently suitable as a hand disinfectant and also in cosmetic compositions. 4.2 Hair conditioning

[0208] A shampoo containing the inventive composition (M 901) is compared with a reference formulation. The formulations differ only in that the chitosan salicylate from the inventive formulation M901 was replaced with polyquaternium-10, a known film-forming quaternary ammonium salt. Table 13: Inventive formulation M901 raw material composition INCI : Portion active raw material [Wt.%] Portion active raw material [Wt.%] Portion Raw material formulation [Wt.%] Chitosan Salicylate 13,0 1,3 10 Polysorbate 20 100,0 5,00 5,00 Glycerin 99,5 19,90 20,00 Citrus Aurantium DulcisPeel Cera 100,0 0,50 0,50 Aqua 0,0 0,00 to 100 Polyhexamethylene biguanides 100 0,01 0,01 Cymbopogon Schoenanthus Oil 100 0,10 0,10 Coco-Glucoside 50,0 12,50 25,00 Table 14: Reference recipe PQ10 raw material composition INCI : Portion active raw material [Wt.%] Portion active raw material [Wt.%] Portion Raw material formulation [Wt.%] POLYQUATERNIUM-10 100 1,3 1,3 Polysorbate 20 100,0 5,00 5,00 Glycerin 99,5 19,90 20,00 Citrus Aurantium DulcisPeel Cera 100,0 0,50 0,50 Aqua 0,0 0,00 to 100 Polymethylbiquanide 100 0,01 0,01 Cymbopogon Schoenanthus Oil 100 0,10 0,10 Coco-Glucoside 50,0 12,50 25,00

[0209] The composition according to the invention and the reference composition are each tested on 10 different test subjects. The performance of the shampoos is compared. The results are shown in Fig. 5, where the reference shampoo PQ10 is assigned the value 0 everywhere. It can be seen that the inventive shampoo M901 is clearly superior in all respects.

[0210] In addition, the water-binding potential of hair treated with the inventive shampoo M901 is also determined. For this purpose, three samples are compared: completely untreated hair as a reference sample, pre-damaged hair as a comparison, and pre-damaged hair treated with the inventive shampoo. The pre-damage is induced by a standard bleaching process. The water-binding potential is determined by conductivity measurement. The results of the conductivity measurement are shown in Fig. 6. It shows in Fig. 6 clearly shows that significant restructuring occurs through the use of the inventive shampoo M901. The conductivity closely approximates the reference sample, i.e., undamaged hair.

[0211] In addition, the influence of the composition according to the invention on the color stability of dyed hair was also investigated. For this purpose, two test subjects with freshly dyed hair were examined. In the control sample, the hair was washed with a standard shampoo, while the other subjects washed their hair with the inventive shampoo M 901. The hair was washed 15 times each, and the hair color before and after was determined using the LAB values. The results are shown in Table 15. Table 15: Color stabilization by applying M901 sample Description L* a* b* M901 immediately after staining 35,62 4,35 3,30 After 15 hair washes 39,55 5,32 3,69 reference Immediately after staining 35,96 4,35 3,30 After 15 hair washes 27,72 3,69 7,82

[0212] As data in Table 15 show, a significant color stabilization is achieved by using the inventive composition M901.

[0213] Furthermore, the conditioning of pre-damaged hair (standard bleaching pre-damage) is compared using the above-mentioned shampoos M901 and the reference PQ10. For this purpose, individual hairs are examined using confocal microscopy after treatment with PQ10 or M901.

[0214] The results are in Fig. 7 and Fig. 8 shown.

[0215] Fig. Figure 7 shows a confocal microscopy image of a hair treated with the reference PQ10 and Fig. Figure 8 shows a confocal microscopy image of hair treated with the inventive shampoo M901. It shows that the inventive shampoo M901 achieves a significantly thicker layer buildup on the previously damaged hair. The distribution maximum here is estimated at 5 µm, whereas the regular shampoo achieves a buildup of approximately 3.5 µm.

[0216] Overall, a noticeably tighter cuticle layer is also evident with the M901 application. The strand appears to be more conditioned. 5. Further characterization of the complex according to the invention

[0217] To further demonstrate the complex according to the invention, solutions of chitosan salicylate, chitosan salicylate in the presence of polyhexamethylene biguanide (PHMB), and a complex according to the invention consisting of chitosan, salicylic acid, and polyhexamethylene biguanide (PHMB) are prepared. The solutions are then analyzed by IR spectroscopy and their film-forming properties are examined using confocal microscopy. 5.1 Preparation of a solution of chitosan salicylate

[0218] An aqueous solution is prepared with the following components: 1.5 wt.% Chitosan 1 wt.% Salicylic acid

[0219] The reactants were reacted at 70 °C, with the reaction rate being saturated as a function of time until complete conversion. For this purpose, path-oriented IR samples were examined during the reaction, and the color number (according to Gardner) was determined simultaneously until a saturation value was reached.

[0220] Chitosan salicylate is obtained as a product after almost complete conversion. 5.2 Preparation of a solution of chitosan salicylate and subsequent addition of PHMB

[0221] An aqueous solution is prepared with the following components: 1.4 wt% Chitosan 1 wt.% Salicylic acid 0.1 wt.% PHMB

[0222] Chitosan and salicylic acid are reacted at 70 °C, reaching saturation as a function of time until complete reaction. Path-oriented IR samples are examined during the reaction, and the color number (according to Gardner) is determined simultaneously until saturation is reached. PHMB is then added, and the mixture is stirred at room temperature for another 10 hours.

[0223] The product obtained after almost complete conversion is chitosan salicylate with peripherally present PHMB. 5.3 Preparation of a complex according to the invention

[0224] An aqueous solution is prepared with the following components: 1.4 wt% Chitosan 1 wt.% Salicylic acid 0.1 wt.% PHMB

[0225] Chitosan, salicylic acid, and PHMB are reacted at 70°C, reaching saturation as a function of time until complete reaction. For this purpose, path-oriented IR samples are examined during the reaction, and the color number (according to Gardner) is determined simultaneously until a saturation value is reached.

[0226] The product obtained is a chitosan-guanidine salicylate (complex according to the invention) with almost complete conversion. 5.4 IR spectroscopic investigations

[0227] Samples of the solutions prepared under 5.1 to 5.3 are examined by IR spectroscopy by recording transmission spectra of the solutions.

[0228] The transmission spectra are in Fig. 9, where

[0229] Spectrum F of the solution of the complex according to the invention according to 5.3,

[0230] Spectrum G of the solution of chitosan salicylate with peripherally present PHMB according to 5.2 and

[0231] Spectrum H corresponds to the solution of chitosan salicylate according to 5.1.

[0232] Regarding the transmission spectra shown, the following band assignments of the wavenumbers are made: (1) 1300-1750: Aminofunctional transmissions are assumed here. (2) 2250-2500: Here, carboxylate-induced transmissions are assumed. (3) 2750-3750: Here, carboxylate- and amino-functional transmissions are assumed.

[0233] Regarding spectrum F, i.e., the complex according to the invention, it can be seen that the transmission section (2) is not present. Consequently, a carboxylate-induced transmission gap is surprisingly present here solely due to the reaction with PHMB, which is interpreted as the presence of a tricomplex in the form of a labile equilibrium. 5.4 Investigation of film formation properties

[0234] In addition to the IR spectroscopic investigation of complex formation, the three formulations according to 5.1 to 5.3 are also investigated with regard to their film formation properties.

[0235] First, an adhesive strip is applied to each glass microscope slide to create a boundary. Then, using a pipette, material is applied drop by drop to the glass slide, ensuring the entire surface is wetted. After a 30-minute drying period, the samples are examined using a 3D confocal microscope.

[0236] The results of the study are in the Fig. 10 to 12 shown.

[0237] Fig. 10 shows a 3D height image of a sample of chitosan salicylate according to 5.1.

[0238] It shows Fig. 11 a 3D elevation image of a sample of chitosan salicylate with peripherally present PHMB according to 5.2.

[0239] It shows Fig.12 a 3D elevation image of a sample of the complex according to the invention according to 5.2.

[0240] It is clearly evident that film formation only occurs in the sample containing the complex according to the invention. Only in this case does a corresponding layer form, as can be seen from the height values.

[0241] Furthermore, the samples of the complex according to the invention are colorless, in contrast to the other samples. QUOTES CONTAINED IN THE DESCRIPTION

[0000] This list of documents submitted by the applicant was generated automatically and is included solely for the convenience of the reader. This list is not part of the German patent or utility model application. The DPMA assumes no liability for any errors or omissions. Cited patent literature

[0000] CN 104622710 A

[0020] WO 02 / 49604 A1

[0021] US 2008 / 0045491 A1

[0022] DE 10 2008 046 207 A1

[0023]

Claims

[1] Aqueous composition, in particular for hygiene and / or cosmetic applications, characterized by , that the composition is a complex of a) at least one polysaccharide which comprises monomer units of optionally substituted amino sugars, wherein the polysaccharide is selected from the group of chitosan and chitosan derivatives, b) at least one carboxylic acid selected from aromatic polycarboxylic acids, aromatic hydroxycarboxylic acids or mixtures thereof, and c) at least one polyamine and / or one guanide, in particular biguanide, wherein the composition contains the complex in amounts of 0.2 to 3 wt.%, the polysaccharide in amounts of 0.2 to 2 wt.%, the carboxylic acid in amounts of 0.1 to 2 wt.% and the polyamide and / or the guanide in amounts of 0.03 to 0.3 wt.%, each based on the mass of the composition, and a surfactant in amounts of 10 to 25 wt.%, based on the mass of the composition. [2] Aqueous composition according to claim 1, characterized by , that the complex is dissolved or dispersed in the composition and / or that the composition, in particular the solution or dispersion, is in the form of a gel, in particular a stable gel. [3] An aqueous composition according to any one of the preceding claims, characterized by that the polyamine is an aliphatic polyamine and / or that the guanide, in particular biguanide, is an aliphatic guanide, in particular biguanide. [4] An aqueous composition according to any one of the preceding claims, characterized by that the composition contains the complex in amounts of 0.3 to 2 wt.%, particularly preferably 0.4 to 1 wt.%, based on the mass of the composition. [5] An aqueous composition according to any one of the preceding claims, characterized by, that the composition contains the polysaccharide in amounts of 0.3 to 1 wt.%, particularly preferably 0.4 to 0.8 wt.%, based on the mass of the composition, and / or that the composition contains the carboxylic acid in amounts of 0.1 to 1 wt.%, particularly preferably 0.2 to 0.8 wt.%, based on the mass of the composition, and / or that the composition contains the polyamide and / or the guanide, in particular biguanide, in amounts of 0.04 to 0.2 wt.%, particularly preferably 0.05 to 0.1 wt.%, based on the mass of the composition. [6] An aqueous composition according to any one of the preceding claims, characterized by that the composition and / or the complex has a weight-related ratio of polysaccharide to carboxylic acid in the range of 1:2 to 5:1, in particular 1:1.5 to 3:1, preferably 1:1 to 2.5:1, more preferably 1.1:1 to 2:

1. [7] Aqueous composition according to any one of the preceding claims, characterized by that the composition contains an alcohol. [8] Use of an aqueous composition according to any one of claims 1 to 7 in or as cosmetics, in particular in skin or hair care products. [9] Use of an aqueous composition according to any one of claims 1 to 7 in or as a disinfectant for disinfecting surfaces. [10] Cosmetic preparation containing an aqueous composition according to any one of claims 1 to 7. [11] Disinfectant containing or consisting of an aqueous composition according to any one of claims 1 to 7.

Citation Information

Patent Citations

  • Preparation and application of salicylic acid and chitosan compound composition

    CN104622710A

  • Natural hair treatment product

    DE102008046207A1

  • Surface sanitizer

    US20080045491A1

  • Wet wipe

    WO2002049604A1