Antibacterial mixture
Patent Information
- Authority / Receiving Office
- JP · JP
- Patent Type
- Patents
- Current Assignee / Owner
- Filing Date
- 2024-10-29
- Publication Date
- 2026-08-14
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Abstract
Description
Technical Field
[0001] The present invention belongs to the field of antibacterial agents for personal care, detergents and nutritional agents, and refers to new antibacterial agents and their use in various fields of consumer products.
Background Art
[0002] In the cosmetics, pharmaceutical, and food industries, agents with antibacterial properties are constantly needed not only for the preservation of products that are particularly perishable by other means (cosmetics, pharmaceuticals, foods, etc.), but also for the direct cosmetic treatment or therapeutic treatment of microorganisms that can have an adverse effect on the human or animal body. By way of example, reference may be made to microorganisms that can cause body odor, acne, fungal infections, etc.
[0003] In the referenced technical field, a number of antibacterial active compounds are already in actual use, but alternatives are still sought so that specific targeted treatments can be carried out and / or side effects can be reduced. However, in this regard, in the search for alternative agents with antibacterial properties, particularly preservative action, substances used in the cosmetics, pharmaceutical and / or food fields are required to meet the following conditions. · Toxicologically acceptable. · Easily tolerated by the skin. · Stable (especially in conventional cosmetic and / or pharmaceutical formulations). · Most, if possible, completely odorless. · The formulation is inexpensive. (That is, adopt standard processes and / or start from standard precursors). · The formulation is simple (i.e., a liquid is desirable) and not harmful to the final product.
[0004] Furthermore, it should have antibacterial active properties that meet various criteria. Those substances · Provide broad-spectrum antibacterial activity against Gram-positive bacteria, Gram-negative bacteria, yeasts, and molds, • It shows particularly strong activity against the fungus Aspergillus brasiliensis. It is desirable for the product to demonstrate activity in various cosmetic formulations at various pH values. [Prior art documents] [Non-patent literature]
[0005] Numerous publications dealing with various types of products active against microorganisms, ranging from cutting-edge technologies, are known. For example, Schenk et al. evaluated various fungicides for preserving damp alfalfa hay (Laboratory evaluation of fungicides for preserving damp hay). 4-hydroxyacetophenone was one of the compounds tested, but it was found not to inhibit mold growth and therefore was not suitable for hay preservation. The main components of cosmetic formulations are not disclosed. (Agronomy Journal, 47, 64-69, 1955).
[0006] Zauner et al. published findings on the inhibitory activity of beet molasses impurities on the respiration and fermentation of the yeast Saccharomyces cerevisiae (inhibitory activity of beet molasses and plant preservative impurities on the respiration and fermentation of yeast (Saccharomyces cerevisiae)). Other microorganisms were not investigated, particularly not molds or bacteria. There are no references regarding the potential use of inhibitors in the field of cosmetics.
[0007] Hirvi et al. investigated the aroma composition of cranberries and discovered 4-hydroxyacetophenone as one of its components. The antimicrobial activity of cranberry aroma or its components is not mentioned (Zeitschrift fur Lebensmittel-Untersuchungund-Forschung, 172(5), 365-7, 1981).
[0008] Alvarez et al. studied the anti-inflammatory properties of various components of the plant Lampayahieronymi. 4-hydroxyacetophenone was one of the active compounds that reduced subcutaneous inflammation when administered intraperitoneally. The drugs were not applied topically, and no data on antimicrobial activity was disclosed for any of the presented compounds (Il Farmaco, 55, 502-5, 2000).
[0009] Schmeda-Hirschmann et al. identified components of Tagetesmendocina that exhibit antioxidant activity through chemical in vitro assays. In particular, 4-hydroxyacetophenone was proven to be one of the active components. Data on antimicrobial activity and cosmetic applications for any of the presented compounds are not disclosed (Zeitschrift fur Naturforschung, 59c, 345-353, 2004).
[0010] This specification also refers to DE-OS3629056 (Celamerck), which discloses the extraction of a mixture of substances containing p-hydroxyacetophenone from the cuticle (epidermis) of spruce needles using a nonpolar solvent. These mixtures are claimed to be effective in neutralizing plant pathogenic fungi, namely Cladosporium cucumerinum and Rhizosphaera kalkhoffii. Other microorganisms, such as the non-plant pathogenic yeast C. albicans or bacteria, are also included. Furthermore, specific applications, such as product preservation of cosmetic formulations, are not mentioned.
[0011] US2008 / 0254130AA (Bioderm Research) discloses topical methods for treating dysfunction of specific skin enzymes and for treating skin conditions or disorders caused by such dysfunction. The antimicrobial activity of different acetophenone derivatives is not described.
[0012] JP07 206645 A (POLA) discloses acetophenone derivatives as hair growth agents. The antibacterial activity of different acetophenone derivatives is not described.
[0013] EP 2774481 B1(SYMRISE) proposes an antimicrobial composition comprising (a) at least one acetophenone derivative of formula (I) where R1 represents hydrogen or methyl, R2 represents hydrogen, hydroxyl or -OCH3 group, or a cosmetically or pharmaceutically acceptable salt thereof, and (b) at least one secondary antimicrobial agent. However, the synergistic effect between components (a) and (b) was found to be not necessarily significant and strongly dependent on the weight ratio. [Overview of the project] [Problems that the invention aims to solve]
[0014] The search for a suitable (active) substance possessing one or more appropriately described properties is difficult for those skilled in the art, on the one hand, in terms of its biological activity against specific microorganisms (bacteria, yeasts, fungi, and small eukaryotes), while on the other hand, there is no clear dependence between the substance's chemical structure and its biological activity. This makes laboratory testing of the substance unavoidable. Furthermore, the antimicrobial performance of cosmetic formulations cannot be derived from standard antimicrobial screening tests, such as growth inhibition experiments described in DIN 58940 or ISO 20776. Many antimicrobial substances, characterized by low minimum inhibitory concentrations (MICs), do not function in more advanced assays. Product preservation requires the use of highly laborious and time-consuming "challenge tests" in accordance with ISO 11930, European Pharmacopoeia 7-5.1.3, or United States Pharmacopeia 35. Moreover, there is no predictable relationship between the chemical structure relevant to the field of cosmetics and other physicochemical parameters, namely toxicological tolerance, skin tolerance, stability, solubility, and formulation properties, as well as the odor of the substance.
[0015] Therefore, the problem underlying the present invention is to develop a new antibacterial agent that meets the complex profiles described above and is particularly active at low concentrations against various different microorganisms. Another object of the present invention is to provide an emulsion containing such an antibacterial agent with improved stability.
Means for Solving the Problems
[0016] The object of the present invention is an antibacterial mixture, (a) a first antibacterial agent selected from the group consisting of at least one acetophenone derivative of formula (I) wherein R1 represents hydrogen or methyl and R2 represents hydrogen, hydroxyl or -OCH3 group or its cosmetically or pharmaceutically acceptable salt,
Chemical Formula
[0017] This invention is based on the remarkable discovery that the compound of formula (I) according to the present invention exhibits very good broad-spectrum activity as an agent for preserving various preparations against microbial spoilage. Furthermore, the compound of formula (I) has a synergistically enhanced antimicrobial effect against at least selected microorganisms, particularly against Aspergillus species such as Aspergillus brasiliensis, Aspergillus niger, Aspergillus flavus, Aspergillus fumigatus, and other microorganisms. Molds are known to be extremely difficult to deal with due to their high tolerance to various pH, temperature, osmotic pressure, and nutritional conditions, and their ability to decompose in resistance to various chemicals.
[0018] In particular, the mixture according to the present invention has been found to be particularly useful as an antimicrobial compound mixture for preserving articles that would otherwise spoil easily.
[0019] More specifically, the synergistically active mixture according to the present invention has been found to have good activity against Staphylococcus epidermidis, Corynebacterium xerosis, Brevibacterium epidermidis, Propionibacterium acnes, and Trichophyton and Epidermophyton species. It is generally used as an agent for the treatment or management of underarm and foot odor or body odor, as an agent for combating acne, as an anti-dandruff agent, and as an agent for the treatment of fungal infections, particularly dermatophytosis. Acetophenone derivatives
[0020] The acetophenone derivatives according to the present invention represent known compounds that can be obtained by conventional methods of organic chemistry. It is understood that both substituents OR1 and R2 can be located in ortho, meta, or para positions relative to the methyl keto group.
[0021] Preferably, the seeds are [ka] (1a): 2-Hydroxyacetophenone [ka] (Ib): 3-Hydroxyacetophenone [ka] (Ic): 4-Hydroxyacetophenone Or selected from a group consisting of mixtures thereof. To the extent that the definition refers to cosmetically or pharmaceutically acceptable salts of the derivatives, it means that these salts can be safely used for pharmaceutical purposes. This does not mean that the present invention or any aspect thereof is limited to the use of the compound of formula (I) or the corresponding mixture for pharmaceutical purposes. In general, if a salt can be used for pharmaceutical purposes, it can also be used for cosmetic purposes or in food or beverage formulations. In particular, the sodium, potassium, and ammonium salts of the compound of formula (I) are considered (pharmaceutically) acceptable salts. In some cases, the use of the respective ionic compound or solvate support proves to be superior to the unmodified derivative. (pharmaceutically) acceptable salts (and corresponding solvates) of the compound of formula (I) can be prepared by standard procedures. Hereafter, references to the compound of formula (I) or the corresponding mixture as defined above should be understood to include additional references to the corresponding (pharmaceutically) acceptable salts.
[0022] Those skilled in the art have already worked with, for example, the antimicrobial properties of aromatic alcohols, namely benzyl alcohol, 2-phenylethyl alcohol, 3-phenylpropanol, 2-phenoxyethanol, 3-phenoxypropanol, 1-phenoxy-propan-2-ol, 3-phenoxy-propan-1,2-diol, benzyloxymethanol, and (benzyloxymethoxy)methanol, but it is worth mentioning. To date, there has been no indication that mixtures of acetophenone derivatives have significantly improved antimicrobial activity in individual cases (at least against selected microorganisms). Therefore, it was particularly surprising that the mixture according to the present invention exhibits highly synergistic activity and is significantly superior in therapeutic fungi of the Aspergillus genus. • Individually administered compounds of formula (I), or Further antimicrobially active compounds administered individually, not the compound of formula (I), in particular, for example, individually administered diols and aromatic alcohols, such as 1,3-propanediol, methylpropanediol, 1,2-pentanediol, 1,2-hexanediol, 1,2-octanediol, ethylhexylglycerin, hexoxy-propane-1,2-diol, heptoxy-propane-1,2-diol, octoxy-propane-1,2-diol, 3-benzyloxy-propane-1,2-diol, 3-phenylethyloxy-propane-1,2-diol, 3-phenylpropyloxy-propane-1,2-diol, 3-methylbenzyloxy-propane-1,2-diol, 3-phenylpropanol, 2-phenoxyethanol, and mixtures of these compounds at the same concentrations, especially with respect to reduction in microbial count and rate of reduction in microbial count.
[0023] In a preferred embodiment, the antimicrobial agent comprises or includes two or three compounds (Ia), (Ib), and (Ic), such as 2-hydroxyacetophenone and 3-hydroxyacetophenone, or 2-hydroxyacetophenone and 4-hydroxyacetophenone, 3-hydroxyacetophenone, and 4-hydroxyacetophenone.
[0024] The mixture may contain components (a) and (b) in a weight ratio of about 1:99 to about 99:1, preferably about 20:80 to about 80:20, and more preferably about 40:60 to about 60:40. Secondary antibacterial agents
[0025] Preferred secondary preservatives include the compounds summarized in Table A. The preferred weight ratio (4-HAP: activity) for the strongest synergistic effect is also provided. [Table A]
[0026] A mixture of 4-hydroxyacetophenone and one of the preferred secondary antimicrobial agents (within a particularly preferred range) exhibits additional beneficial effects with respect to the storage stability of the emulsion at temperatures below 5°C and above 25°C, facilitating the preparation of cosmetics containing the mixture. Additives to storage mixtures
[0027] In preferred embodiments, the performance of the mixture is improved by adding specific hydroxy compounds selected from the group consisting of 1,3-propanediol, methylpropanediol, 1,2-pentanediol, 1,2-hexanediol, 1,2-octanediol, ethylhexylglycerin, hexoxy-propane-1,2-diol, heptoxy-propane-1,2-diol, octoxy-propane-1,2-diol, 3-benzyloxy-propane-1,2-diol, 3-phenylethyloxy-propane-1,2-diol, 3-phenylpropyloxy-propane-1,2-diol, 3-methylbenzyl-zyloxypropane-1,2-diol, 3-phenylpropanol, 2-phenoxyethanol, and mixtures thereof. The addition of 2-phenoxyethanol is particularly preferred. The additive may be present in an amount of about 1 to 25, preferably 2 to 20, and more preferably about 5 to 10% by weight, calculated based on the total mixture. Personal care composition
[0028] Another embodiment of the present invention covers a personal care or cosmetic composition comprising a processed amount of at least one acetophenone derivative or a mixture thereof, and an additional preservative and / or antimicrobial agent which may be present in an amount of about 0.01 to about 10% by weight, calculated based on the total composition, which may be present in an amount of about 0.05 to about 5% by weight, and more preferably about 0.1 to about 1% by weight.
[0029] Personal care or cosmetic compositions include abrasives, anti-acne agents, anti-aging agents for skin, anti-inflammatory agents, anti-dandruff agents, anti-inflammatory agents, anti-irritants, irritation inhibitors, antioxidants, astringents, antiperspirants, preservatives, antistatic agents, binders, buffers, carrier materials, chelating agents, cell stimulants, cleansing agents, care agents, depilators, surfactants, deodorants, antiperspirants, softeners, emulsifiers, enzymes, essential oils, fibers, film-forming agents, fixatives, foam-forming agents, foam stabilizers, anti-foaming substances, foam boosters, gelling agents, gel-forming agents, hair care agents, hair styling agents, straightening agents, moisturizers, moisturizers, moisturizers, bleaching agents, strengthening agents, stain removers, optical whitening agents, impregnating agents, anti-fouling agents, friction reducers, lubricants, moisturizing creams, ointments, turbidity enhancers, and other substances. All auxiliary and additive ingredients may be included, such as plasticizers, coatings, abrasives, glossing agents, polymers, powders, proteins, re-oiling agents, abrasives, silicones, skin soothing agents, skin cleansing agents, skin care agents, skin healing agents, skin whitening agents, skin protectants, skin emollients, coolants, skin coolants, warming agents, skin warming agents, stabilizers, UV absorbers, UV filters, detergents, fabric conditioning agents, suspending agents, skin tanning agents, thickeners, vitamins, oils, waxes, fats, phospholipids, saturated fatty acids, mono- or polyunsaturated fatty acids, alpha-hydroxy acids, polyhydroxy fatty acids, liquefaction agents, dyes, color inhibitors, pigments, corrosion inhibitors, fragrances, scented substances, aromatic substances, polyols, surfactants, electrolytes, organic solvents, or silicone derivatives. surfactants
[0030] Other preferred auxiliary agents and additives are anionic and / or amphoteric or amphoteric surfactants. Typical examples of anionic surfactants are soaps, alkylbenzene sulfons, alkanesulfons, olefin sulfons, alkyl ether sulfons, glycerol ether sulfons, methyl ester sulfons, sulfo fatty acids, alkyl sulfates, fatty alcohol ether sulfates, glycerol ether sulfates, fatty acid ether sulfates, hydroxy mixed ethers, sulfates, monoglyceride (ether) sulfates, fatty acid amide (ether) sulfates, mono and dialkyl sulfosuccinates, mono and dialkyl sulfosuccinates, sulfotriglycerides, amide soaps, ether carboxylic acids and their salts, fatty acid isethionates, fatty acid sarcosinates, fatty acid taurids, N-acyl amino acids such as acyl lactylate, acyl tartrate, acyl glutamic acid and acyl aspartic acid, alkyl oligoglucoside sulfates, protein fatty acid condensates (especially wheat-based plant products), and alkyl (ether) phosphates. When anionic surfactants contain polyglycol ether chains, they preferably have a narrow range of congener distributions, but they can also have conventional congener distributions. Typical examples of amphoteric or zwitterionic surfactants are alkylbetaines, alkylamide betaines, aminopropionates, aminoglycinates, imidas-olinium betaines, and sulfobetaines. All of the above surfactants are known compounds. Information on their structures and production can be found in the study of relevant abstracts, such as J. Falbe (ed.), "Surfactants in Consumer Products," Springer Verlag, Berlin, 1987, pp. 54-124, or J. Falbe (ed.), "Catalysators, Surfactants and Mineral Oil Additives," Thieme Verlag, Stuttgart, 1978, pp. 123-217. The percentage content of surfactant in the preparation is 0.1 to 10% by weight, preferably 0.5 to 5% by weight, based on the preparation.
[0031] B. Oil body Suitable oils that form the components of an O / W emulsion include, for example, gelbet alcohols based on fatty alcohols having 6 to 18, preferably 8 to 10 carbon atoms, esters of linear C6-C22-fatty acids and linear or branched C6-C22-fatty alcohols or branched C6-C13-carboxylic acids and linear or branched C6-C22-fatty alcohols, such as myristyl myristate, myristyl palmitate, myristyl stearate, myristyl isostearate, myristyl oleate, beristyl behenate, myristyl LCate, cetyl myristate, cetyl palmitate, cetyl stearate, cetyl isostearate, cetyl oleate, cetyl behenate, cetyl LCate, stearyl myristate, stearyl palmitate, stearyl stearate, stearyl isostearate These are tearate, stearyl oleate, stearyl behenate, stearyl myristate, isostearyl palmitate, isostearyl stearate, isostearyl isostearate, isostearyl oleate, isostearyl behenate, isostearyl oleate, oleyl myristate, oleyl palmitate, oleyl stearate, oleyl isostearate, oleyl oleate, oleyl behenate, oleyl elket, behenyl myristate, behenyl palmitate, behenyl stearate, behenyl isostearate, behenyl oleate, behenyl behenate, behenyl elket, elsil myristate, elsil palmitate, elsil stearate, elsil isostearate, elsil oleate, elsil behenate, and elsil elket. Further suitable oil bodies are esters of linear C6-C22 fatty acids with branched alcohols, particularly 2-ethylhexanol, and esters of C18-C38 alkylhydroxycarboxylic acids with linear or branched C6-C22 fatty alcohols, particularly dioctyl malate.Also suitable are ester polyhydric alcohols (e.g., propylene glycol, dimeldiol, or trimeltriol) and / or Guerbet alcohols, esters of linear and / or branched fatty acids with liquid mono- / di- / triglyceride mixtures based on C6-C10 fatty acids, and esters of C6-C22 fatty alcohols and / or Guerbet alcohols with aromatic carboxylic acids, especially benzoic acid. Esters of C2-C12 dicarboxylic acids with linear or branched alcohols having 1 to 22 carbon atoms or polyols having 2 to 10 carbon atoms and 2 to 6 hydroxyl groups are also suitable. Also suitable are vegetable oils, branched primary alcohols, substituted cyclohexanes, linear and branched C6-C22 fatty alcohol carbonates, e.g., dicaprylyl carbonate (Cetiol® CC), Guerbet carbonates based on fatty alcohols having 6 to 18 carbon atoms, preferably 8 to 10, linear and / or branched C6-C22 alcohols (e.g., Finsolv® TN) with benzoic acid, linear or branched symmetric or asymmetric dialkyl ethers having 6 to 22 hydrocarbon atoms per alkyl group, e.g., dicaprylyl ether (Cetiol® OE), epoxidized fatty acid esters with polyols, silicone oils (cyclomethicone, silicone methicone grade, etc.) and / or aliphatic or naphthenic hydrocarbons, e.g., squalene, squalene or dialkylcyclohexane. emulsifier
[0032] Other surfactants may also be added to the preparation as emulsifiers, including, for example, the following: Products obtained by adding 2-30 moles of ethylene oxide and / or 0-5 moles of propylene oxide to linear C8-22 fatty alcohols, C12-22 fatty acids, and alkylphenols containing 8-15 carbon atoms in the alkyl group. • C12 / 18 fatty acid monoesters and diesters of addition products of 1-30 mol of ethylene oxide to glycerol. Glycerol monoesters and diesters and sorbitan monoesters and diesters of saturated and unsaturated fatty acids containing 6 to 22 carbon atoms and their ethylene oxide addition products. • Addition product of 15-60 mol of ethylene oxide to castor oil and / or hydrogenated castor oil. Polyol esters, particularly polyglycerol esters such as polyglycerol polyricinoleate, polyglycerol poly-12-hydroxystearate, or polyglycerol dimerate isostearate. Mixtures of compounds from some of these classes are also suitable. • Addition product of 2-15 mol of ethylene oxide to castor oil and / or hydrogenated castor oil. Linear, branched, unsaturated or saturated C6 / 22 fatty acids, ricinoleic acid, 12-hydroxystearic acid and glycerol, polyglycerol, pentaerythritol, dipentaerythritol, sugar alcohols (such as sorbitol), partial esters based on alkyl glucosides (such as methyl glucoside, butyl glucoside, lauryl glucoside) and polyglucosides (e.g., cellulose). Mono-, di-, and trialkyl phosphates and mono-, di-, and / or tri-PEG-alkyl phosphates and their salts. Wool wax alcohol. • Polysiloxane / polyalkyl polyether copolymers and corresponding derivatives. • Mixed esters of pentaerythritol, fatty acids, citric acid, and fatty alcohols, and / or mixed esters of C6-22 fatty acids, methyl glucose, and polyols, preferably glycerol or polyglycerol. • Polyalkylene glycol, Glycerol carbonate.
[0033] Addition products of ethylene oxide and / or propylene oxide to fatty alcohols, fatty acids, alkylphenols, glycerol monoesters and diesters, sorbitan monoesters and fatty acid diesters, or castor oil are known commercial products. They are homologous mixtures in which the average degree of alkoxylation corresponds to the ratio between the amount of ethylene oxide and / or propylene oxide and the substrate on which the addition reaction takes place. Diesters of addition products of C12 / 18 fatty acid monoesters and ethylene oxide to glycerol are known as lipid layer enhancers in cosmetic formulations. Preferred emulsifiers are described in more detail below.
[0034] Partial glycerides. Typical examples of suitable partial glycerides are monoglyceride hydroxystearate, diglyceride hydroxystearate, monoglyceride isostearate, diglyceride isostearate, monoglyceride oleate, diglyceride oleate, monoglyceride ricinoleate, diglyceride ricinoleate, diglyceride linolenic acid, monoglyceride erucic acid, diglyceride erucic acid, monoglyceride tartaric acid, diglyceride tartaric acid, monoglyceride citrate, diglyceride citrate, and mixtures thereof, which may contain small amounts of triglycerides from the production process. Addition products of 1 to 30, preferably 5 to 10 mol, of ethylene oxide to the above partial glycerides are also suitable.
[0035] Sorbitan ester. Suitable sorbitan esters are sorbitan monoisostearate, sorbitan sesquiisostearate, sorbitan diisostearate, sorbitan triisostearate, sorbitan monooleate, sorbitan sesquioleate, sorbitan diolate, sorbitan trioleate, sorbitan monoelucate, sorbitan diisostearate, sorbitan monoelucate, sorbitan sesquierucate, sorbitan diricinoleic acid, sorbitan triricinoleic acid, sorbitan monohydroxystearate, sorbitan sesquihydroxystearate, sorbitan dihydroxystearate, sorbitan trihydroxystearate, sorbitan monotartrate, sorbitan disitrate, sorbitan sesquitartrate, sorbitan ditartrate, sorbitan tritartrate, sorbitan sesquimaleate, sorbitan dimaleate, sorbitan trimalate, and technical mixtures thereof. Addition products of 1 to 30 mol, preferably 5 to 10 mol, of ethylene oxide to the sorbitan ester are also suitable.
[0036] Polyglycerol ester. Typical examples of suitable polyglycerol esters include polyglyceryl-2 dipolyhydroxystearate (Dehymuls® PGPH), polyglycerol-3 diisostearate (Lameform® TGI), polyglyceryl-4 isostearate (Isolan® GI34), polyglyceryl-3 oleic acid, and diisostearoyl polyglyceryl-3 diisostearate. Examples of suitable polyol esters include Isolan® (PDI), polyglyceryl-3 methyl glucose distearate (TegoCare® 450), polyglyceryl-3 beeswax (CeraBellina®), polyglyceryl-4 caprate (polyglycerin caprate T2010 / 90), polyglyceryl-3 cetyl ether (Chimexane® NL), polyglyceryl-3 distearate (Cremophor® GS32), and polyglyceryl polyricinoleate (Admul® WOL1403), polyglyceryl dimerate isostearate, and mixtures thereof. Other suitable polyol esters include mono, di, and triesters of trimethylolpropane or pentaerythritol with lauric acid, coco fatty acids, tallow fatty acids, palmitic acid, stearic acid, oleic acid, behenic acid, etc., which react optionally with 1 to 30 mol of ethylene oxide.
[0037] Anionic emulsifier. Typical anionic emulsifiers include aliphatic C12-22 fatty acids such as palmitic acid, stearic acid, or behenic acid, and C12-22 dicarboxylic acids such as azelaic acid or sebacic acid.
[0038] Amphoteric emulsifier. Other suitable emulsifiers are amphoteric or zwitterionic surfactants. Zwitterionic surfactants are surfactant compounds containing at least one quaternary ammonium group, at least one carboxylic acid group, and one sulfonic acid group in their molecule. Particularly suitable amphoteric surfactants are N-alkyl-N,N-dimethylammonium glycinates, e.g., cocoalkyldimethylammonium glycinate; N-acylaminopropyl-N,N-dimethylammonium glycinates, e.g., cocoacylaminopropyldimethylammonium glycinate; and 2-alkyl-3-carboxymethyl-3-hydroxyethylimidazoline and cocoacylaminoethylhydroxyethylcarboxymethyl glycinate, which contain 8 to 18 carbon atoms in the alkyl or acyl group. Fatty acid amide derivatives known by the CTFA name cocamidopropyl betaine are particularly preferred. Amphoteric soluble surfactants are also suitable emulsifiers. Amphoteric surfactants are surface-active compounds that, in addition to a C8 / 18 alkyl or acyl group, contain at least one free amino group and at least one -COOH- or -SO3H- group in the molecule, and are capable of forming internal salts. Suitable examples of amphoteric surfactants include N-alkylglycine, N-alkylpropionic acid, N-alkylaminobutyric acid, N-alkyliminodipropionic acid, N-hydroxyethyl-N-alkylamidopropylglycine, N-alkyltaurine, N-alkylsarcosine, 2-alkylaminopropionic acid, and alkylaminoacetic acid, which contains about 8 to 18 carbon atoms in the alkyl group. Particularly preferred amphoteric surfactants are N-cocoalkylaminopropionate, cocoacylaminoethylaminopropionate, and C12 / 18 acylsarcosine. Super fat-reducing agents and consistency factors
[0039] The super-fatty acid stimulants can be selected from, for example, lanolin and lecithin, as well as polyethoxylated or acylated lanolin and lecithin derivatives, polyol fatty acid esters, monoglycerides and fatty acid alkanolamides, and fatty acid alkanolamides that also function as foam stabilizers.
[0040] The main consistency factors used are fatty alcohols or hydroxy fatty alcohols containing 12 to 22, preferably 16 to 18, carbon atoms, as well as partial glycerides, fatty acids, or hydroxy fatty acids. These substances are preferably used in combination with alkyl oligoglucosides and / or fatty acid N-methylglucamides and / or polyglycerol poly-12-hydroxystearates of the same chain length. Thickeners and rheological additives
[0041] Suitable thickeners include high molecular weight thickeners such as Aerosil® type (hydrophilic silica), polysaccharides, more specifically xanthan gum, guar-guar, agar-agar, alginates and tyros, carboxymethylcellulose and hydroxyethylcellulose, which are also relatively high molecular weight polyethylene glycol monoesters and fatty acid diesters, polyacrylates (e.g., Carbopols® [Goodrich] or Synthalens® [Sigma]), polyacrylamide, polyvinyl alcohol and polyvinylpyrrolidone, surfactants such as ethoxylated fatty acid glycerides, fatty acid esters, polyols, such as pentaerythritol or trimethylolpropane, narrow-range fatty alcohol ethoxylates, and electrolytes (such as sodium chloride and ammonium chloride). polymer
[0042] Suitable cationic polymers include, for example, quaternated hydroxyethylcellulose available from Amercol under the name Polymer JR400®, cationic starch, cationic cellulose derivatives such as copolymers of diallylammonium salt and acrylamide, for example, quaternated vinylpyrrolidone / vinylimidazole polymers such as Luviquat® (BASF), polyglycol and amine condensation products, for example, lauryldimonium hydroxypropyl hydrolyzed collagen (Lamequat® L, Grunau), quaternated wheat polypeptide, polyethyleneimine, and other quaternated collagen polypeptides. Cationic silicone polymers such as amodimethicone, adipic acid and dimethylaminohydroxypropyldiethylenetriamine copolymer (Cartaretine®, Sandoz), acrylic acid and dimethyldiallylammonium chloride copolymer (Merquat® 550, Chemviron), polyaminopolyamides and their crosslinked water-soluble polymers, cationic chitin derivatives such as optionally microcrystalline quaternized chitosan, dihaloalkyls such as dibromo These are condensation products of butane with bis-dialkylamines such as bis-dimethylamino-1,3-propane, cationic guar gums such as Jaguar® CBS, Jaguar® C-17, and Jaguar® C-16 of Ceranese, and ammonium quaternary salt polymers such as Mirapol® A-15, Mirapol® AD-1, Mirapol® AZ-1 of Miranol, and various polyquaternium types (e.g., 6, 7, 32, or 37). They can be found on the market under trade names such as Rheocare® CC or Ultragel® 300.
[0043] Suitable anionic, amphoteric, amphoteric, and nonionic polymers include, for example, vinyl acetate / crotonic acid copolymer, pyrrolidone / vinyl acrylate copolymer, vinyl acetate / butyl maleate / isobornyl acrylate copolymer, methyl vinyl ether / maleic anhydride copolymer and their esters, non-crosslinked and polyol-crosslinked polyacrylic acids, acrylamidopropyltrimethylammonium chloride / acrylate copolymer, octylacrylamide / methyl methacrylate / tert-butylaminoethyl methacrylate / 2-hydroxypropyl methacrylic acid copolymer, polyvinylpyrrolidone, vinylpyrrolidone / vinyl acetate copolymer, vinylpyrrolidone / dimethylaminoethyl methacrylate / vinyl caprolactam terpolymer and optionally derivatized cellulose ethers and silicones. Pearl wax
[0044] Suitable pearl waxes include, for example, alkylene glycol esters, particularly ethylene glycol distearate; fatty acid alkanolamides, particularly coco fatty acid diethanolamide; partial glycerides, particularly stearic acid monoglyceride; esters with polybasic and optionally fatty alcohols containing 6 to 22 carbon atoms and hydroxysubstituted carboxylic acids, particularly long-chain esters of tartaric acid; fatty compounds such as fatty alcohols, fatty ketones, fatty aldehydes, fatty ethers, and fatty carbonates containing at least 24 carbon atoms, particularly laurone and distearyl ethers; fatty acids such as stearic acid, hydroxystearic acid or behenic acid, olefin epoxides containing 12 to 22 carbon atoms and fatty alcohols containing 12 to 22 carbon atoms and / or polyols containing 2 to 15 carbon atoms and 2 to 10 hydroxyl groups, and mixtures thereof. silicone
[0045] Suitable silicone compounds include, for example, dimethylpolysiloxane, methylphenylpolysiloxane, cyclic silicones, and amino-, fatty acid-, alcohol-, polyether-, epoxy-, fluorine-, glycoside-, and / or alkyl-modified silicone compounds, which may be both liquid and resinous at room temperature. Another suitable silicone compound is simethicone, which is a mixture of dimethicone and hydrogenated silicate with dimethylsiloxane units having an average chain length of 200 to 300. A detailed overview of suitable volatile silicones can be found in the description by Todd et al., Cosm. Toil. 91, 27 (1976). Waxes and stabilizers
[0046] In addition to the use of natural oils, waxes are also present in the preparations, more specifically, natural waxes such as candelilla wax, carnauba wax, japonica wax, esparto grass wax, cork wax, guarma wax, rice oil wax, sugarcane wax, oricury wax, montan wax, beeswax, shellac wax, spermacethi, lanolin (wool wax), tail gland fat, ceresin, ozocerite (earth wax), petrolatum, paraffin wax, and microwax; synthetic waxes such as montan ester wax, sasol wax, hydrogenated jojoba wax (hard wax); and, for example, polyalkylene wax and polyethylene glycol wax.
[0047] For example, metal salts of fatty acids such as magnesium, aluminum, and / or zinc stearate or ricinoleic acid can be used as stabilizers. Primary sun protection factors
[0048] In the context of the present invention, the primary sun protection factor is, for example, an organic substance (light filter) that is liquid or crystalline at room temperature, absorbs ultraviolet light, and releases the absorbed energy in the form of long-wave radiation, such as heat.
[0049] The formulations according to the present invention advantageously include at least one UV-A filter and / or at least one UV-B filter and / or a broadband filter and / or at least one inorganic pigment. The formulations according to the present invention preferably include at least one UV-B filter or broadband filter, more specifically at least one UV-A filter and at least one UV-B filter.
[0050] A preferred cosmetic composition, preferably a topical formulation according to the present invention, contains one, two, three or more sunscreen factors selected from the group consisting of 4-aminobenzoic acid and derivatives, salicylic acid derivatives, benzophenone derivatives, dibenzoylmethane derivatives, diphenyl acrylate, 3-imidazole-4-ylacrylic acid and their esters, benzofuran derivatives, benzylidene malonate derivatives, polymeric UV absorbers containing one or more organosilicon radicals, cinnamic acid derivatives, camphor derivatives, trianilinostriazine derivatives, 2-hydroxyphenylbenzotriazole derivatives, phenylbenzimidazole sulfonic acid derivatives and their salts, menthyl anthranilate ester, benzotriazole derivatives, and indole derivatives.
[0051] Furthermore, it is advantageous to combine the compound of formula (I) with an active ingredient that penetrates the skin, protects skin cells from within from sun-induced damage, and reduces the levels of skin matrix metalloproteinases. Preferred components, so-called aryl hydrocarbon receptor antagonists, are described in WO2007 / 128723, which is incorporated herein by reference. Preferred is 2-benzylidene-5,6-dimethoxy-3,3-dimethylindan-1-one.
[0052] The UV filters cited below, which can be used in the context of the present invention, are preferred, but are not limited to, those mentioned above.
[0053] The UV filters that are preferred to be used are selected from the group consisting of the following: p-aminobenzoic acid • Ethyl p-aminobenzoate (25 mol) ethoxylated (INCI name: PEG-25 PABA) • p-dimethylaminobenzoate-2-ethylhexyl ester • Ethyl p-aminobenzoate (2 mol) N-propoxylated • p-Glycerol aminobenzoate • Homomenthyl salicylate (homosalate) (NeoHeliopan® HMS) • 2-ethylhexyl salicylate (NeoHeliopan® OS) Triethanolamine salicylate • 4-isopropylbenzyl salicylate • Menthyl anthranilate (NeoHeliopan® MA) • Ethyl diisopropylcinnamate • p-Methoxycinnamate-2-ethylhexyl ester (NeoHeliopan® AV) • Methyl diisopropylcinnamate • p-Methoxycinnamate isoamyl ester (NeoHeliopan® E1000) • p-Methoxycinnamate diethanolamine salt • Isopropyl p-methoxycinnamate • 2-Phenylbenzimidazole sulfonic acid and salt (NeoHeliopan® Hydro) ·3-(4'-trimethylammonium)benzylidenebornan-2-one methyl sulfate Beta-imidazole-4(5)-acrylic acid (urocanic acid) · 3-(4'-sulfo)benzylidenebornan-2-one and salt • 3-(4'-methylbenzylidene)-D, L-camphor (NeoHeliopan(registered trademark) MBC) 3-Benzylidene-D, L-Camphor ·N-[(2and4)-[2-(oxobone-3-ylidene)methyl]benzyl]acrylamide polymer ·4,4'-[(6-[4-(1,1-dimethyl)aminocarbonyl)phenylamino]-1,3,5-triazine-2,4-diyl)diimino]-bis-(2-ethylhexyl benzoate)(Uvasorb® HEB) • Polysiloxane benzylidenemalonate (Parsol® SLX) Glyceryl ethyl hexanoate dimethoxycinnamate • Dipropylene glycol salicylate Tris(2-ethylhexyl)-4,4',4'-(1,3,5-triazine-2,4,6-triyltriimino)tribenzoate (=2,4,6-trianilino-(p-carbo-2'-ethylhexyl-1'-oxy)-1,3,5-triazine) (Uvinul® T150)
[0054] The broadband filter that is preferably combined with one or more compounds of formula (I) in the preparation according to the present invention is selected from the group consisting of the following: • 2-Ethylhexyl-2-cyano-3,3-diphenylacrylate (NeoHeliopan® 303) Ethyl-2-cyano-3,3'-diphenylacrylate • 2-Hydroxy-4-methoxybenzophenone (NeoHeliopan® BB) • 2-Hydroxy-4-methoxybenzophenone-5-sulfonic acid ·Dihydroxy-4-methoxybenzophenone ·2,4-Dihydroxybenzophenone Tetrahydroxybenzophenone ·2,2'-Dihydroxy-4,4'-Dimethoxybenzophenone ·2-Hydroxy-4-n-Octoxybenzophenone ·2-Hydroxy-4-methoxy-4'-methylbenzophenone • Sodium hydroxymethoxybenzophenone sulfonate Disodium-2,2'-dihydroxy-4,4'-dimethoxy-5,5'-disulfobenzophenone Phenol, 2-(2H-benzotriazol-2-yl)-4-methyl-6-(2-methyl-3(1,3,3,3-tetramethyl-1-(trim-tylsilyl)oxy)disyloxyanyl)propyl)(Mexolyl(registered trademark) XL) 2,2'-Methylenebis-(6-(2H-benzotriazol-2-yl)-4-1,1,3,3-tetramethylbutyl)phenol) (Tinosorb(registered trademark) M) ·2,4-bis-[4-(2-ethylhexyloxy)-2-hydroxyphenyl]-1,3,5-triazine • 2,4-Bis-[{(4-(2-ethylhexyloxy)-2-hydroxy}phenyl]-6-(4-methoxyphenyl)-1,3,5-triazine (Tinosorb® S) ·2,4-bis-[{(4-(3-sulfonato)-2-hydroxypropyloxy)-2-hydroxyphenyl-6-(4-methoxyphenyl)-1,3,5-triazine sodium salt ·2,4-Bis-[{(3-(2-propyloxy)-2-hydroxypropyloxy)-2-hydroxy}phenyl]-6-(4-methoxyphenyl)-1,3,5-triazine ·2,4-Bis-[{4-(2-ethylhexyloxy)-2-hydroxy}phenyl]-6-[4-(2-methoxyethylcarbonyl)phenylamino]-1,3,5-triazine ·2,4-Bis-[{4-(3-(2-propyloxy)-2-hydroxypropyloxy)-2-hydroxy}phenyl]-6-[4-(2-ethylcarboxyl)phenylamino]-1,3,5-triazine ·2,4-Bis-[{4-(2-ethylhexyloxy)-2-hydroxy}phenyl]-6-(1-methylpyrrole-2-yl)-1,3,5-triazine ·2,4-Bis-[{4-Tris-(trimethylsiloxysilylpropyloxy)-2-hydroxy}phenyl]-6-(4-methoxyphenyl)-1,3,5-triazine ·2,4-Bis-[{4-(2''-methylpropenyloxy)-2-hydroxy}phenyl]-6-(4-methoxyphenyl)-1,3,5-triazine ·2,4-Bis-[{4-(1',1',1',3',5',5',5'-heptamethylsiloxy-2''-methylpropyloxy)-2-hydroxy}phenyl]-6-(4-methoxyphenyl)-1,3,5-triazine The UV-A filter that is preferably combined with one or more compounds of formula (I) in the preparation according to the present invention is selected from the group consisting of the following: 4-Isopropyldibenzoylmethane • Terephthalylidene dibornanesulfonic acid and salt (Mexolyl® SX) · 4-t-butyl-4'-methoxydibenzoylmethane (avobenzone) / (NeoHeliopan® 357) 4-t-butyl-4'-methoxydibenzoylmethane (avobenzone) / (NeoHeliopan® 357) • Phenylenebis-benzimidadyltetrasulfonate disodium salt (NeoHeliopan® AP) · 2,2'-(1,4-phenylene)-bis-(1H-benzimidazole-4,6-disulfonic acid), monosodium salt · 2-(4-diethylamino-2-hydroxybenzoyl) hexyl benzoate (Uvinul® APlus) Indanidene compounds compliant with DE100 55 940A1 (=WO2002 038537A1)
[0055] The UV filter that is more preferably combined with one or more compounds of formula (I) in the preparation according to the present invention is selected from the group consisting of the following: p-aminobenzoic acid ·3-(4'-trimethylammonium)benzylidenebornan-2-one methyl sulfate • Homomentyl salicylate (NeoHeliopan® HMS) • 2-Hydroxy-4-methoxybenzophenone (NeoHeliopan® BB) • 2-Phenylbenzimidazole sulfonic acid (NeoHeliopan® Hydro) • Terephthalylidene dibornanesulfonic acid and salt (Mexoryl® SX) · 4-tert-butyl-4'-methoxydibenzoylmethane (NeoHeliopan® 357) · 3-(4'-sulfo)benzylidenebornan-2-one and salt • 2-Ethylhexyl-2-cyano-3,3-diphenylacrylate (NeoHeliopan® 303) N-[(2 and 4)-[2-(oxobone-3-ylidene)methyl]benzyl]acrylamide polymer • p-Methoxycinnamate-2-ethylhexyl ester (NeoHeliopan® AV) • Ethyl p-aminobenzoate (25 mol) ethoxylated (INCI name: PEG-25 PABA) • p-Methoxycinnamate isoamyl ester (NeoHeliopan® E1000) • 2,4,6-trianilino-(p-carbo-2'-ethylhexyl-1'-oxy)-1,3,5-triazine (Uvinul® T150) Phenol, 2-(2H-benzotriazol-2-yl)-4-methyl-6-(2-methyl-3(1,3,3,3-tetramethyl-1-(trim-tylsilyl)oxy)disyloxyanyl)propyl)(Mexolyl(registered trademark) XL) ·4,4'-[(6-[4-(1,1-dimethyl)aminocarbonyl)phenylamino]-1,3,5-triazine-2,4-diyl)diimino]-bis-(2-ethylhexyl benzoate)(Uvasorb HEB) • 3-(4'-methylbenzylidene)-D, L-camphor (NeoHeliopan(registered trademark) MBC) 3-Benzylidene camphor • 2-ethylhexyl salicylate (NeoHeliopan® OS) 4-Dimethylaminobenzoate-2-ethylhexyl ester (Padimate O) • Hydroxy-4-methoxybenzophenone-5-sulfonic acid and sodium salt 2,2'-Methylene bis-(6-(2H-benzotriazol-2-yl)-4-1,1,3,3-tetramethylbutyl)phenol) (Tinosorb® M) • Phenylenebis-benzimidadyltetrasulfonate disodium salt (NeoHeliopan® AP) • 2,4-Bis-(4-(2-ethylhexyloxy)-2-hydroxyphenyl-6-(4-methoxyphenyl)-1,3,5-triazine (Tinosorb® S) • Polysiloxane benzylidenemalonate (Parsol® SLX) Menthyl anthranilate (NeoHeliopan® MA) · 2-(4-diethylamino-2-hydroxybenzoyl) hexyl benzoate (Uvinul® APlus) • An indanidene compound conforming to DE100 55 940 (= WO / 02 / 38537).
[0056] Advantageous primary and secondary sunscreen factors are described in WO2005 / 123101 / A1. Advantageously, these preparations include at least one UVA filter and / or at least one UVB filter and / or at least one inorganic pigment. The preparations may exist here in a variety of forms, as conventionally used in sunscreen preparations. Thus, they may be in the form of water-in-oil (W / O) or oil-in-water (O / W) emulsions, multiple emulsions, e.g., water-in-oil-in-water (W / O / W), gels, aqueous dispersions, solid sticks, or aerosol solutions.
[0057] In a more preferred embodiment, the formulation according to the present invention comprises a total amount of sunscreen, i.e., particularly a UV filter and / or an inorganic pigment (UV filtration pigment), and as a result, the formulation according to the present invention has a photoprotection coefficient of 2 or more (preferably 5 or more). Such formulations according to the present invention are particularly suitable for protecting skin and hair. Secondary sun protection factors
[0058] In addition to the primary sunscreen factors described above, antioxidant-type secondary sunscreen factors can also be used. Antioxidant-type secondary sunscreen factors interrupt the photochemical reaction chain that is initiated when ultraviolet rays penetrate the skin. Typical examples include amino acids (e.g., glycine, histidine, tyrosine, tryptophan) and their derivatives, imidazoles (e.g., urocanic acid) and their derivatives, and peptides, such as D,L-carnosine, D-carnosine, and L-carnosine. and its derivatives (e.g., anserine), carotenoids, carotenes (e.g., alpha-carotene, beta-carotene, lycopene) and their derivatives, chlorogenic acid and its derivatives, liponic acid and its derivatives (e.g., dihydroliponic acid), aurothioglucose, propylthiouracil and other thiols (e.g., thioredoxin, glutathione, cysteine, cystine, cystamine and glycosyl, N-acetyl, methyl, ethyl, propyl, amyl, butyl and lauryl, palmitoyl, oleyl, α-linoleyl, their cholesteryl and glyceryl esters) and their salts, dilaurylthiodipropionate, distearyl-thiodipropionate, thiodipropionic acid and their derivatives (esters, ethers, peptides, lipids, nucleotides, nucleosides and salts) and very Small, suitable doses of sulfoximine compounds (e.g., buthyoneinose sulfoximine, homocysteine sulfoximine, butionine sulfone, penta-, hexa- and hepta-thionine sulfoximine), as well as (metal) chelating agents (e.g., α-hydroxy fatty acids, palmitic acid, phytic acid, lactoferrin), α-hydroxy acids (e.g., citric acid, lactic acid, malic acid), humic acid, bile acids, bile extracts, bilirubin, biliverdin, EDTA, EGTA and their derivatives, unsaturated fatty acids and their derivatives (e.g., linoleic acid, oleic acid), folic acid and its derivatives, ubiquinone and ubiquinol and their derivatives, vitamin C and its derivatives (e.g., ascorbyl palmitate, magnesium ascorbyl phosphate, ascorbyl acetate), tocopherol and its derivatives (e.g., vitamin E acetate),These include vitamin A and its derivatives (vitamin A palmitate), benzoin resin coniferyl benzoate, rutic acid and its derivatives, glycosylrutin, ferulic acid, furfrillidene glucitol, carnosine, butylhydroxytoluene, butylhydroxyanisole, nordihydroguaiacitic acid, nordihydroguaiaretinic acid, trihydroxybutyrophenone, uric acid and its derivatives, mannose and its derivatives, superoxide dismutase, titanium dioxide (e.g., dispersion in ethanol), zinc and its derivatives (e.g., ZnO, ZnSO4), selenium and its derivatives (e.g., selenium methionine), stilbene and its derivatives (e.g., stilbene oxide, trans-stilbene oxide), and derivatives of these active substances suitable for the purposes of the present invention (salts, esters, ethers), sugars, nucleotides, nucleosides, peptides, and lipids).
[0059] Advantageous inorganic secondary light-shielding pigments are finely dispersed metal oxides and metal salts, which are also disclosed in WO2005 123101A1. The total amount of inorganic pigments, particularly hydrophobic inorganic micropigments, in the cosmetic preparation completed according to the present invention is advantageously 0.1 to 30% by weight, preferably 0.5 to 10.0% by weight, based on total weight.
[0060] Optionally, hydrophobizable particulate UV filters or inorganic pigments, oxides of titanium (TiO2), zinc (ZnO), iron (Fe2O3), zirconium (ZrO2), silicon (SiO2), manganese (e.g., MnO), aluminum (Al2O3), cerium (e.g., Ce2O3), and / or mixtures thereof are preferred. Anti-aging activity
[0061] In the context of the present invention, anti-aging agents or bio-derived agents include, for example, antioxidants, matrix metalloproteinase inhibitors (MMPIs), skin moisturizers, glycosamylglycan stimulants, anti-inflammatory agents, TRPV1 antagonists, and plant extracts.
[0062] Antioxidant.Amino acids (preferably glycine, histidine, tyrosine, tryptophan) and their derivatives, imidazoles (preferably urocanic acid) and their derivatives, peptides, preferably D, L-carnosine, D-carnosine, L-carnosine and their derivatives (preferably anserine), carnosine, creatine, matriquin peptides (preferably lysyl-threonyl-threonyl-lysyl-serine) and palmitoylated pentapeptides, carotenoids, carotenes (preferably alpha-carotene, beta-carotene, lycopene) and their derivatives, lipoic acid and its derivatives (preferably dihydrolipoic acid), aurothiog Glucos, propylthiouracil and other thiols (preferably thioredoxin, glutathione, cysteine, cystine, cystamine and glycosyl, N-acetyl, methyl, ethyl, propyl, amyl, butyl and lauryl, palmitoyl, oleyl, gamma-linoleyl, cholesteryl, glyceryl and oligoglyceryl esters) and their salts, dilauryl thiodipropionate, distearyl thiodipropionate, thiodipropionic acid and their derivatives (preferably esters, ethers, peptides, lipids, nucleotides, nucleosides and salts) and very small tolerances (e.g., pmol to μmol / ) Sulfoximine compounds (preferably butionine sulfoximine, homocysteine sulfoximine, butionine sulfone, penta-, hexa-, heptathionine sulfoximine) in kg, and (metal) chelating agents (preferably α-hydroxy fatty acids, palmitic acid, phytic acid, lactoferrin, α-hydroxy acids (preferably citric acid, lactic acid, malic acid), humic acid, bile acids, bile extracts, tannins, bilirubin, biliverdin, EDTA, EGTA and their derivatives), unsaturated fatty acids and their derivatives (preferably gamma-linolenic acid, linoleic acid, oleic acid), folic acid and its derivatives, ubiquinone and its derivatives, ubiquinol and its derivatives, vitamin C and its derivatives (preferably ascorbyl palmitate, magnesium ascorbyl phosphate, ascorbyl acetate, ascorbyl glucoside), tocopherol and its derivatives (preferably vitamin E acetate),Vitamin A and its derivatives (vitamin A palmitate) and benzoic acid resins such as coniferyl benzoate, rutinic acid and its derivatives, flavonoids and their glycosylation precursors, especially quercetin and its derivatives, preferably α-glucosylrutin, rosmarinic acid, carnosol, carnosolic acid, γ-esveratrol, caffeic acid and its derivatives, sinapic acid and its derivatives, ferulic acid and its derivatives, curcuminoids, chlorogenic acid and its derivatives, retinoids, preferably retinyl palmitate, retinol or tretinoin, ursolic acid, levulinic acid, butylhydroxytoluene, butylhydroxyanisole, nordihydroguaiacid, nordihydroguayaretinic acid, trihydroxybutyrophenone, uric acid and its derivatives, mannose and its derivatives, zinc and its derivatives (preferably ZnO, ZnSO4), Len and its derivatives (preferably seleniummethionine), superoxide dismutase, stilbene and its derivatives (preferably stilbene oxide, trans-stilbene oxide) and derivatives of these cited active ingredients suitable according to the present invention (salts, esters, ethers, sugars, nucleotides, nucleosides, peptides, and lipids), or plant extracts or fractions having antioxidant properties, preferably green tea, rooibos, honeybush, grape, rosemary, sage, melissa, thyme, lavender, olive, oat, cocoa, ginkgo, ginseng, licorice, honeysuckle, sophora, pueraria, pinus, citrus fruits, phylanthus emblica or St. John's wort, grape seeds, wheat germ, phylanthus emblica, coenzyme, preferably coenzyme Q10, plastoquinone, and menaquinone. Preferred antioxidants are selected from the group consisting of vitamin A and its derivatives, vitamin C and its derivatives, tocopherol and its derivatives, preferably tocopheryl acetate, and ubiquinone.
[0063] Matrix metalloproteinase inhibitors (MMPIs). Preferred compositions include matrix metalloproteinase inhibitors, particularly ursolic acid, retinyl palmitate, gallatepropyl, precosene, 6-hydroxy-7-methoxy-2,2-dimethyl-1(2H)-benzopyran, 3,4-dihydro-6-hydroxy-7-methoxy-2,2-dimethyl-1(2H)-benzopyran, benzamidine hydrochloride, cysteine proteinase inhibitor N-ethylmalemide, and serine protease inhibitor epsilon-amino-n-caproic acid; phenylmethyl-tylsphonyl-fluoride, colihibin (Pentaphar; INCI: hydrolyzed rice protein), oeno-terol (Sorians; INCI: propylene glycol, aqua, Oenothera Biennis root extract, el-lagic acid and ellagitannin (e.g., from pomegranate), phosphoramidone hinokitiol, EDTA, galaldin, EquiStat (Collaborative Group Inc.; apple fruit extract, soybean seed extract, ursolic acid, soy isoflavones and soy protein), sage extract, MDI (Atrium Inc.; INCI: glycosaminoglycan), fermiskin (Silab / Mawi Inc.; INCI: water and lentinus edodes extract), actimp 1.9.3 (Expanscience / Rahn, INCI: hydrolyzed lupane protein), lipobelle soyaglycone (Mibelle, INCI: alcohol, polysorbate 80, lecithin, and soy isoflavones), extracts from green tea and black tea and further plant extracts as described in WO02 069992 A1 (see Tables 1-12 incorporated herein by reference), proteins or glycoproteins from soybeans, hydrolyzed proteins from rice, peas, or lupane, extracts from plants that inhibit MMPs, preferably extracts from shiitake mushrooms, extracts from leaves of Rosaceae and Rosoidaceae subfamilies, especially extracts from blackberry leaves (preferably as described in WO2005 / 123101 / A1 incorporated herein by reference), SymMatrix (Symrise, INCI: maltodextrin, Rubus Fruticosus (blackberry) leaf extract, preferred active substances include those that inhibit matrix metalloproteinases that enzymatically cleave collagen, selected from the group consisting of retinyl palmitate, ursolic acid, and extracts from the leaves of Rosaceae, Rosaceae, genistein, and daidzein.
[0064] Skin moisturizer. Preferred skin moisturizers are selected from the group consisting of alkanediols or alkanetriols containing 3 to 12 carbon atoms, preferably C3-C10-alkanediols and C3-C10-alkanetriols. More preferably, skin moisturizers are selected from the group consisting of glycerol, 1,2-propylene glycol, 1,2-butylene glycol, 1,3-butylene glycol, 1,2-pentanediol, 1,2-hexanediol, 1,2-octanediol and 1,2-decanediol.
[0065] Glycosaminoglycan stimulants. Preferred compositions include substances that stimulate the synthesis of glycosaminoglycans selected from the group consisting of hyaluronic acid and its derivatives or salts, and include Subliskin (Sederma, INCI: Synorhizobium meliloti ferment filtrate, cetyl hydroxyethylcellulose, lecithin) and Hyalfix (BASF, INCI: Water, butylene glycol, Alpinia galanga leaf extract, xanthan gum, caprylic / capric triglyceride). Stimulants (Sorians, INCI: calcium ketogluconate), Singlican (DSM, INCI: tetradecylaminobutyroyl valyl-aminobutyric acid urea trifluoroacetate, glycerin, magnesium chloride), Kalpariane (Biotech Marine), DC Upregulex (characteristic cosmetic ingredient, INCI: water, butylene glycol, phospholipids, hydrolyzed sericin), glucosamine, N-acetylglucosamine, retinoids, preferably retinol and vitamin A, Arctium lappa fruit extract, Eriobotrya japonica extract, Genkwanin, N-methyl-L-serine, (-)-alpha-bisabolol or synthetic alpha-bisabolol (e.g., Dragosantol and Dragosantol 100 of Symrise), oat glucan, echinacea extract, soy protein hydrolysate. Preferred active substances are selected from the group consisting of hyaluronic acid and derivatives or salts, retinol and derivatives, (-)-alpha-bisabolol or, for example, Symrise's Dragosantol and Dragosantol 100 synthetic alpha-bisabolol, autoglucan, Echinacea purpurea extract, Sinorhizobium meliloti ferment filtrate, calcium ketogluconate, Alpinia galanga leaf extract, and tetradecylaminobutyroyl valylaminobutyric acid urea trifluoroacetate.
[0066] Anti-inflammatory drug. The composition may also contain anti-inflammatory and / or anti-redness and / or anti-itch ingredients. In particular, corticosteroid-type steroid substances selected from the group consisting of hydrocortisone, dexamethasone, dexamethasone phosphate, methylprednisolone, or cortisone are favorably used. The list of anti-inflammatory or anti-itch ingredients can be extended by the addition of other steroidal anti-inflammatory agents. Non-steroidal anti-inflammatory drugs may also be used. Examples that can be cited here include oxicams such as piroxicam and tenoxicam; salicylates such as aspirin, disalside, sorprine or fendosal; acetic acid derivatives such as diclofenac, fenclofenac, indomethacin, sulindac, tolmetine or clindanac; fenamate acids such as mefenamic acid, meclofenamic acid, flufenamic acid or niflumic acid; propionic acid derivatives such as ibuprofen, naproxen or benoxaprofen; or pyrazoles such as phenylbutazone, oxyphenylbutazone, febrazone or azapropazone. Anthranilic acid derivatives, in particular avenanthramide described in WO2004 / 047833 / A1, are preferred antipruritic components in the compositions according to the present invention.
[0067] Useful are natural or naturally occurring anti-inflammatory mixtures of substances that reduce redness and / or itching, particularly extracts or fractions from chamomile, aloe vera, Commiphora species, Rubia species, willow, willow herb, oats, calendula, arnica, St. John's wort, honeysuckle, rosemary, Passiflora carnata, witch hazel, ginger, or echinacea; chamomile, aloe vera, oats, calendula, arnica, honeysuckle, rosemary , witch hazel, ginger or echinacea, and / or pure substances, preferably alpha-bisabolol, apigenin, apigenin-7-glucoside, gingerol, shogaol, gingerziaol, dehydrogingerdione, paradol, natural or naturally occurring avenanthramides, preferably tranilast, avenanthramide A, avenanthramide B, avenanthramide C, unnatural or unnaturally occurring avenanthramides, preferably dihydroavenanthramide D, Dihydroavenanthramide E, avenanthramide F, boswellic acid, phytosterol, glycyrlysine, glabridin, licochalcone A; preferably alpha-bisabolol, natural avenanthramide, non-natural avenanthramide, preferably dihydroavenanthramide D (as described in WO2004 / 047833 / A1), boswellic acid, phytosterol, glycyrlysine, and licochalcone A, and / or allantoin, panthenol, lanolin, (pseudo)ceramide ( Preferably, the product consists of extracts or fractions of ceramide 2, hydroxypropyl bispalmitamide MEA, cetyloxypropyl glyceryl methoxypropyl myristamide, N-(1-hexadecanoyl)-4-hydroxy-L-proline (1-hexadecyl) ester, hydroxyethyl palmityloxyhydroxypropyl palmitamide, sphingoglycolipids, phytosterols, chitosan, mannose, lactose, and β-glucan, particularly 1,3-1,4-β-glucan derived from oats.
[0068] TRPV1 antagonists. Suitable compounds for alleviating cutaneous nerve hypersensitivity based on their action as TRPV1 antagonists include, for example, trans-4-tert-butylcyclohexanol as described in WO2009 / 087242 / A1, or indirect modulators of TRPV1 by activation of μ receptors, such as E. acetyltetrapeptide-15, which is preferred.
[0069] plant extract. The composition may also contain, for example, extracts of ginkgo biloba, osmanthus europensis, licorice glabra, myrtillus, red clover, lychee sinensis, grape, vinifera, wild cabbage, pomegranate, parsley, Centella asi Passiflora incarnata, Medicago sativa, Melissa officinalis, Valeriana officinalis, Castanea sativa, Salix alba, and Hapagophytum procumbens. coolant
[0070] The composition may also contain one or more substances (coolants) having a physiological cooling effect, which are preferably selected here from the following list: menthol and menthol derivatives (e.g., L-menthol, D-menthol, racemic menthol, isomenthol, neoisomenthol, neomenthol), menthyl ethers (e.g., (I-menthol)-1,2-propanediol, (l-menthoxy)-2-methyl-1,2-propanediol, l-menthyl-methyl ether), menthyl esters (e.g., menthyl formiate, menthyl acetate, menthyl isobutyrate, menthyl lactate, L-menthyl-L-lactate, L-menthyl-D-lactate, menthyl) Menthol semiesters containing dicarboxylic acids or their derivatives (e.g., monomentyl succinate, monomentyl glutarate, monomentyl malonate, O-mentyl succinate-N,N-(dimethyl)amide, O-mentyl succinate) Acidic ester amide), menthane carboxylic acid amide (in this case, preferably menthane carboxylic acid-N-ethylamide [WS3] or Nα-(menthane carbonyl)glycine ethyl ester [WS5] as described in US4,150,052, menthane carboxylic acid-N-, methane carboxylic acid-N-(alkoxyalkyl)amide, menthane carboxylic acid-N-(4-cyanophenyl)amide or menthane carboxylic acid-N- as described in WO2005049553A1) (4-cyanomethylphenyl)amide, methanecarboxylic acid-N-(alkoxyalkyl)amide), menthone and menthone derivatives (e.g., L-menthingglycerol ketal), 2,3-dimethyl-2-(2-propyl)-butyrate derivatives (e.g., 2,3-dimethyl-2-(2-propyl)-butyrate-N-methylamide [WS23]), isopregol or its esters (I-(-)-isopregol, I-(-)-isopregolacetate), menthane derivatives (e.g., p-menthane-3,The cubbol or synthetic or natural mixtures containing a pyrrolidone derivative of a cubbol or cycloalkyldione derivative (e.g., 3-methyl-2(1-pyrrolidinyl)-2-cyclopenten-1-one) or tetrahydropyrimidine-2-one (e.g., ishirin or related compounds described in WO2004 / 026840), further carboxamides (e.g., N-(2-(pyridine-2-yl)ethyl)-3-p-menthanecarboxamide or related compounds), (1R,2S,5R)-N-(4-methoxyphenyl)-5-methyl-2-(1-isopropyl)cyclohexane-carboxamide [WS12], oxamates (preferably those described in EP 2033688A2). Antibacterial agent
[0071] Appropriate antimicrobial agents, in principle, include, for example, 4-hydroxybenzoic acid and its salts and esters, N-(4-chlorophenyl)-N'-(3,4-dichlorophenyl)urea, 2,4,4'-trichloro-2'-hydroxy-diphenyl ether (triclosan), 4-chloro-3,5-dimethylphenol, 2,2'-methylenebis(6-bromo-4-chlorophenol), 3-methyl-4-(1-methylethyl)phenol, 2-benzyl-4-chlorophenol, 3-(4-chlorophenoxy)-1,2-propanediol, and 3-iodine. This includes all substances effective against de-2-propynyl butylcarbamate, chlorhexidine, 3,4,4'-trichlorocarbanilide (TTC), antimicrobial fragrance, thymol, thyme oil, eugenol, clove oil, menthol, mint oil, farnesol, phenoxyethanol, glycerol monocaprate, glycerol monocaprylate, glycerol monolaurate (GML), diglycerol monocaprate (DMC), and N-alkyl salicylates, such as n-octyl salicylate or n-decyl salicylate. Enzyme inhibitors
[0072] Suitable enzyme inhibitors are, for example, esterase inhibitors. These are preferably trialkyl citrates such as trimethyl citrate, tripropyl citrate, triisopropyl citrate, tributyl citrate, and especially triethyl citrate (HydagenCAT). These substances inhibit enzyme activity, thereby reducing odor formation. Other substances that are suitable esterase inhibitors are, for example, sulfate sterols or phosphates such as lanosterol, cholesterol, campesterol, stigmasterol, and sitosterol sulfate or phosphate, dicarboxylic acids and their esters, such as tartaric acid and monoethyl. Glutaric acid, diethyl glutarate, adipic acid, monoethyl adipate, diethyl adipate, malonic acid and diethyl malonate, hydroxycarboxylic acids and their esters, such as citric acid, malic acid, tartaric acid or diethyl tartrate, and zinc glycinate. Odor absorber and antiperspirant
[0073] A suitable odor absorber is a substance that can absorb and retain most odor-forming compounds. They reduce the partial pressure of individual components and therefore also decrease their diffusion rate. It is important that the perfume is not damaged during this process. Odor absorbers are ineffective against bacteria. They mainly contain odor-neutral fragrances, such as ricinoleic acid complex zinc salts as the main component, or certain Styrax or certain abietic acid derivatives known to those skilled in the art as "fixatives," such as labdanum extract. Odor masking agents are fragrances or perfume oils that, in addition to their function as odor masking agents, give the deodorant its respective fragrance note. Perfume oils that can be mentioned are, for example, mixtures of natural and synthetic fragrances. Natural fragrances are extracts from flowers, stems and leaves, fruits, fruit peels, roots, forests, herbs and grasses, needles and branches, resins and balsams. Animal products such as civet and civet oil are also suitable. Typical synthetic fragrance compounds are ester, ether, aldehyde, ketone, alcohol, and hydrocarbon type products. Ester-type aromatic compounds include, for example, benzyl acetate, p-tert-butylcyclohexyl acetate, linalyl acetate, phenylethyl acetate, linalyl benzoate, benzyl formate, allylcyclohexyl propionate, styraryl propionate, and benzyl salicylate. Ethers include, for example, benzyl ethyl ether, and aldehydes include, for example, linear alcanals with 8 to 18 carbon atoms, citral, citronellal, citronellyloxyacetaldehyde, cyclamenaldehyde, hydroxycitronellal, lyrial, and bourgeonal. Ketones include, for example, ionone and methylcedyl ketone, and alcohols include anetofol, citronellol, eugenol, isoeugenol, geraniol, linaol, phenylethyl alcohol, and terpineol. Hydrocarbons primarily consist of terpenes and balsams. However, it is preferable to use a mixture of different fragrances that work together to create a pleasant fragrance note.Suitable essential oils that are relatively low in volatility and are primarily used as aromatic components include fragrance oils, namely sage oil, chamomile oil, clove oil, melissa oil, mint oil, cinnamon leaf oil, linden flower oil, juniper berry oil, vetiver oil, olibanum oil, galbanum oil, labdanum oil, and lavandin oil. The use of bergamot oil, dihydromyrcenolate, lilial, liral, citronellol, phenylethyl alcohol, α-hexyl cinnamaldehyde, geraniol, benzylacetone, cyclamenaldehyde, linalool, boisamblenforte, ambroxan, indole, hedione, sandelice, lemon oil, mandarin, orange oil, allyl amyl glycolate, cyclobathal, lavandin oil, clary sage oil, β-damascone, geranium oil bourbon, cyclohexyl salicylate, Vertofix coeur, iso-E-super, Fixolide NP, evanyl, iraldine gamma, phenylacetic acid, geranyl acetate, benzyl acetate, rose oxide, romilat, ilotyl, and floramat individually or in mixtures is preferred.
[0074] Preferred astringent antiperspirant active ingredients are mainly salts of aluminum, zirconium, or zinc. Such suitable anti-hydrophilic active ingredients include, for example, aluminum chloride, aluminum chlorohydrate, aluminum dichlorohydrate, aluminum sesquichlorohydrate and their complex compounds, for example, aluminum, 1,2-propylene glycol, hydroxyallantoinate aluminum, aluminum tartrate chloride, aluminum zirconium trichlorohydrate, aluminum zirconium tetrachlorohydrate, aluminum zirconium pentachlorohydrate and their complex compounds, for example, amino acids such as glycine. Film former and dandruff inhibitor
[0075] Standard film-forming agents include, for example, chitosan, microcrystalline chitosan, quaternary chitosan, polyvinylpyrrolidone, vinylpyrrolidone / vinyl acetate copolymers, polymers of the acrylic acid series, quaternary cellulose derivatives, collagen, hyaluronic acid and their salts, and similar compounds.
[0076] Suitable anti-dandruff agents include piroctone olamine (1-hydroxy-4-methyl-6-(2,4,4-trimethyl-pentyl)-2-(1H)-pyridinone monoethanolamine salt), Baypival® (crimbazole), Keto-conazol® (4-acetyl-1-{4-[2-(2,4-dichlorophenyl)r-2-(1H-imidazole-1-ylmethyl)-1,3-dioxirane-c-4-ylmethoxyphenyl}-piperazine, ketoconazole, and Elbi. These are ol, selenium disulfide, colloidal sulfur, sulfur polyethylene glycol sorbitan monooleate, sulfur ricinol polyethoxylate, sulfur tar distylate, salicylic acid (or in combination with hexachlorophene), undecylenic acid, monoethyl anoramide sulfosuccinate sodium salt, Lamepon® UD (protein / undecylenic acid condensate), zinc pyrithione, aluminum pyrithione, and magnesium pyrithione / dipyrithione magnesium sulfate. Carrier and hydrotrope
[0077] A preferred cosmetic carrier. The materials are solid or liquid at 25°C and 10¹³ mbar (including high-viscosity substances), such as glycerol, 1,2-propylene glycol, 1,2-butylene glycol, 1,3-propylene glycol, 1,3-butylene glycol, ethanol, water, and mixtures of two or more of the above liquid carrier materials with water. Optionally, these preparations according to the present invention may be prepared using preservatives or solubilizers. Other preferred liquid carrier materials that may be components of the preparations according to the present invention are selected from the group consisting of oils such as vegetable oils, neutral oils, and mineral oils.
[0078] Preferred solid carrier materials that may be components of the preparation according to the present invention include starch, hydrolyzed starch, chemically or physically modified starch, dextrin, (powdered) maltodextrin (preferably with a dextrose equivalent value of 5 to 25, preferably 10 to 20), lactose, silicon dioxide, glucose, modified cellulose, acacia gum, guatti gum, tragacanth, karaya, carrageenan, pullulan, curdlan, xanthan gum, gellan gum, gua nut flour, carob bean flour, alginate, agar, pectin, inulin, and mixtures of two or more of these solids, particularly maltodextrin (preferably with a dextrose equivalent value of 15 to 20), lactose, silicon dioxide, and / or glucose.
[0079] Furthermore, the flow behavior can be improved by using hydrotropes, such as ethanol, isopropyl alcohol, or polyols. A suitable polyol preferably contains 2 to 15 carbon atoms and at least 2 hydroxyl groups. The polyol may contain other functional groups, more specifically amino groups, or may be modified with nitrogen. Typical examples are as follows: Glycerol; For example, alkylene glycols such as ethylene glycol, diethylene glycol, propylene glycol, butylene glycol, hexylene glycol, and polyethylene glycol, with an average molecular weight of 100 to 1000 daltons. For example, a technical diglycerol mixture having a diglycerol content of 40 to 50% by weight, or a technical oligoglycerol mixture having a degree of self-condensation of 1.5 to 10. In particular, methylol compounds such as trimethylolethane, trimethylolpropane, trimethylolbutane, pentaerythritol, and dipentaerythritol. Lower alkyl glucosides, particularly those containing 1 to 8 carbon atoms in the alkyl group, such as methyl and butyl glucosides. • Sugar alcohols containing 5 to 12 carbon atoms (such as sorbitol and mannitol). Sugars containing 5 to 12 carbon atoms, such as glucose and sucrose. • Amino sugars, such as glucamine. • Dialcoholamines such as diethanolamine and 2-aminopropane-1,3-diol. Aromatic oils and fragrances
[0080] A suitable perfume oil is a mixture of natural and synthetic fragrances. Natural fragrances include flower extracts (lily, lavender, rose, jasmine, neroli, ylang-ylang), stems and leaves (geranium, patchiri, petitgrain), fruits (anise, coriander, caraway, juniper), fruit peels (juniper, bergamot, lemon, orange), roots (nutmeg, angelica, celery, cardamom, costus, iris, calamus), woods (pine wood, sandalwood, guaiac wood, cedarwood, rosewood), herbs and grasses (tarragon, lemongrass, sage, thyme), needle-like leaves and branches (spruce, fir, pine, dwarf pine), resins, and balsams (galbanum, elemi, benzoin, myrrh, olibanum, opoponax). Animal-derived ingredients such as civet and beaver can also be used. Typical synthetic fragrance compounds are ester, ether, aldehyde, ketone, alcohol, and hydrocarbon type products. Examples of ester-type fragrance compounds include benzyl acetate, phenoxyethyl isobutyrate, linalyl acetate, dimethylbenzylcarbinyl acetate, phenylethyl acetate, linalyl benzoate, benzyl formate, ethylmethylphenylglycinate, allylcyclohexylpropionate, styraryl propionate, and benzyl salicylate. Ethers include, for example, benzyl ethyl ether, while aldehydes include, for example, linear alcanals containing 8 to 18 carbon atoms, citral, citronellal, citronellyloxyacetaldehyde, cyclamenaldehyde, hydroxycitronellal, lilial, and bourgeonal. Suitable ketone examples are ionone, isomethylionone, and methylcedyl ketone. Suitable alcohols include anethole, citronellol, eugenol, isoeugenol, geraniol, linalool, phenylethyl alcohol, and terpineol. Hydrocarbons mainly include terpenes and balsams. However, it is preferable to use a mixture of different fragrance compounds that work together to produce a pleasant aroma. Other suitable fragrance oils are relatively low-volatility essential oils, which are mainly used as aromatic components.Examples include sage oil, chamomile oil, clove oil, melissa oil, mint oil, cinnamon leaf oil, lime blossom oil, juniper berry oil, vetiver oil, olibanum oil, galbanum oil, ladana oil, and lavender oil. The following are preferable to use individually or in mixture form: bergamot oil, dihydromyrcenol, lilial, liral, citronellol, phenylethyl alcohol, hexyl cinnamaldehyde, geraniol, benzylacetone, cyclamenaldehyde, linalool, boisan blenforte, ambroxan, indole, hedione, sandelice, citrus oils, mandarin oil, orange oil, allyl glycolate, cyclovertal, lavendin oil, clary oil, damascone, geranium oil bourbon, cyclohexyl salicylate, Vertofix Coeur, Iso-E-Super, Fixolide NP, evanyl, iraldine gamma, phenylacetic acid, geranyl acetate, benzyl acetate, rose oxide, romilat, ilotyl, floramat. dye
[0081] Suitable dyes are any of the substances approved for cosmetic purposes, as described, for example, in the publication "Kosmetische Farbemittel" (Cosmetic Dyes) of the Farbstoff-kommission der Deutschen Forschungsgemeinschaft (Label Chemie, Weinheim, 1984), pages 81-106. Examples include cochineal red A (CI 16255), patent blue V (CI 42051), indigotine (CI 73015), chlorophyllin (CI 75810), quinoline yellow (CI 47005), titanium dioxide (CI 77891), indantrene blue RS (CI 69800), and madder lake (CI 58000). Luminol may also exist as a luminescent pigment. Favorable coloring pigments include, for example, titanium dioxide, mica, iron oxides (e.g., Fe2O3, Fe3O4, FeO(OH)) and / or tin oxide. Favorable dyes include, for example, carmine, berlin blue, chromium oxide green, ultramarine and / or manganese violet.
[0082] Preferred compositions according to the present invention consist of a group of products or makeup products for treating, protecting, caring for, and cleansing skin and / or hair, and are preferably leave-on products. (One or more compounds of formula (I) remain on the skin and / or hair for a longer period of time compared to rinse-off products, and are therefore more pronounced in their moisturizing and / or anti-aging and / or wound-healing effects.)
[0083] The formulations according to the present invention are preferably in the form of emulsions. W / O (water in oil), O / W (oil in water), W / O / W (water in oil in water), O / W / O (oil in water)-oil) emulsions, PIT emulsions, Pickering emulsions, low oil emulsions, micro or nanoemulsions, solutions, e.g., in oil (fatty acids or fatty acid esters, especially C6-C32 fatty acids C2-C30 esters) or silicone oil, dispersions, suspensions, creams, lotions or milks, gels (including hydrogels, water-dispersible gels) depending on the manufacturing method and ingredients. Impregnating solutions for sprays (e.g., pump sprays or sprays containing propellants) or foams or cosmetic wipes, detergents (e.g., soaps, synthetic detergents, liquid washes, shower and bath additives, bath additives (capsules, oils, tablets, salts, bath additives, soaps, etc.), foaming agents, skincare products (e.g., emulsions (as above), ointments, pastes, gels (as above), oils, balsams, serums, powders (e.g., face powders, body powders), masks, pencils, sticks) This includes products such as roll-ons, pumps, aerosols (foaming, non-foaming, or post-foaming), deodorants and / or antiperspirants, mouthwashes and mouth rinses, foot care products (including exfoliants and deodorants), insect repellents, sunscreens, sunscreens, shaving products, aftershave oils, pre- and post-shave lotions, depilators, hair care products such as shampoos (including 2-in-1 shampoos, anti-dandruff shampoos, baby shampoos, dry scalp shampoos, and concentrated shampoos), conditioners, hair tonics, hair waters, hair rinses, styling creams, pomades, perms, setting lotions, hair sprays, styling aids (such as gels or waxes), hair smoothing agents (detanglers, relaxers), hair dyes such as temporary direct dyes, semi-permanent dyes, permanent dyes, hair conditioners, hair mousses, eye care products, makeup, makeup removers, or baby products.
[0084] The formulations according to the present invention are particularly preferably in the form of emulsions, especially W / O, O / W, W / O / W, O / W / O emulsions, PIT emulsions, Pickering emulsions, low-oil emulsions, micro or nanoemulsions, gels (including hydrogels, water-dispersed gels, and oleogels), solutions, etc., in oil (fatty acids or fatty acid esters, particularly C6-C32 fatty acid C2-C30 esters) or silicone oil, or in the form of sprays (e.g., pump sprays or sprays containing propellants).
[0085] Auxiliary substances and additives may be included in amounts of 5 to 99% by weight, preferably 10 to 80% by weight, based on the total weight of the formulation. The amounts of cosmetic or dermatological auxiliary agents, additives, and fragrances used in each case can be easily determined by those skilled in the art through simple trial and error, depending on the properties of the particular product.
[0086] The preparation may also contain water in an amount of up to 99% by weight, preferably 5 to 80% by weight, based on the total weight of the preparation. Detergent composition
[0087] Another embodiment of the present invention covers a detergent composition comprising at least one acetophenone derivative or a mixture thereof in an active amount and an additional preservative and / or antimicrobial agent, which is calculated based on the total composition and may be present in about 0.01 to about 10% by weight, preferably about 0.05 to about 5% by weight, and more preferably about 0.1 to about 1% by weight.
[0088] The detergent composition according to the present invention may contain any of the commonly found components, such as a composition of additional auxiliary agents, including, for example, anionic, nonionic, cationic, amphoteric or zwitterionic (co)surfactants, organic solvents, builders, enzymes, antifouling agents, thickeners, colorants, and fragrances. Anionic co-surfactants
[0089] Preferably, sulfonate-type surfactants, alkyl (alkenyl) sulfonates, alkoxylated alkyl (alkenyl) sulfates, ester sulfonates, and / or soaps are used as anionic surfactants. Suitable sulfonate-type surfactants are, advantageously, C9-13 alkylbenzene sulfonates, olefin sulfonates, i.e., mixtures of alkenes and hydroxyalkane sulfonates, and disulfonates, for example, terminal or internal double bonds of sulfonation products obtained by sulfonation of C12-18 monoolefins with gaseous sulfur trioxide and subsequent alkaline or acidic hydrolysis.
[0090] Alkyl (alkenyl) sulfate. Preferred alkyl(alkenyl) sulfates are alkaline, and in particular, sulfate half-esters or sodium salts of C12-C18 fatty alcohols from stearyl alcohol or C8-C20 oxo alcohols and C12-C18 fatty alcohol half-esters of secondary alcohols of these chain lengths, for example, from coconut butter alcohol, tallow alcohol, lauryl, myristyl, and cetyl. Alkyl(alkenyl) sulfates of the cited chain lengths, including petrochemically produced synthetic linear alkyl groups, are also preferred. C12-C16 alkyl sulfates and C12-C15 alkyl sulfates, as well as C14-C15 alkyl sulfates and C14-C16 alkyl sulfates, are particularly preferred for their washing performance. 2,3-alkyl sulfates, available from Shell Oil Company under the trade name DANTM, are also suitable anionic surfactants.
[0091] Alkyl (alkenyl) ether sulfate. Sulfuric acid monoesters derived from linear or branched C7-C21 alcohols ethoxylated with 1-6 moles of ethylene oxide are also suitable, such as 2-methyl branched C9-C11 alcohols containing an average of 3.5 moles of ethylene oxide (EO) or C12-C18 fatty alcohols containing 1-4 EO.
[0092] Ester sulfonate. Esters of alpha-sulfo fatty acids (ester sulfonates), such as alpha-sulfonated methyl esters of hydrogenated cocoic acid, palm nut acid, or animal fat acid, are also suitable.
[0093] soap. Soaps, in particular, can be considered as further anionic surfactants. Saturated fatty acid soaps such as salts of lauric acid, myristic acid, palmitic acid, stearic acid, hydrogenated erucic acid, and behenic acid, and soap mixtures derived from natural fatty acids such as coconut oil fatty acids, palm kernel oil fatty acids, or animal fat fatty acids are particularly suitable. These soap mixtures are especially preferred if they contain 50-100% by weight of saturated C12-C24 fatty acid soap and 0-50% by weight of oleic acid soap.
[0094] Etheric acid. A further type of anionic surfactant is the ether carboxylic acid, obtained by treating fatty alcohol ethoxylates with sodium chloroacetate in the presence of a basic catalyst. Their general formula is RO(CH2CH2O)pCH2COOH, with R=C1-C18 and p=0.1-20. Ether carboxylic acids are unaffected by water hardness and possess excellent surfactant properties. Nonionic (CO-) surfactants
[0095] Alcohol alkoxide. The added nonionic surfactant is preferably an alkoxylated and / or propoxylated primary alcohol having 8 to 18 carbon atoms and an average of 1 to 12 moles of ethylene oxide (EO) and / or 1 to 10 moles of propylene oxide (PO) per mole of alcohol. C8-C16 alcohol alkoxylates, advantageously ethoxylated and / or propoxylated C10-C15 alcohol alkoxylates, particularly C12-C14 alcohol alkoxylates, with an ethoxylation degree between 2 and 10, preferably between 3 and 8, and / or a propoxylation degree between -1 and 6, preferably between 1.5 and 5. The cited degrees of ethoxylation and propoxylation constitute a statistical mean, which may be an integer or fraction for a particular product. Preferred alcohol ethoxylates and propoxylates have a narrow congener distribution (narrow range of ethoxylate / propoxylate, NRE / NRP). In addition to these nonionic surfactants, fatty alcohols with concentrations greater than 12EO can also be used. Examples of these include 14EO, 16EO, 20EO, 25EO, 30EO, or 40EO (fatty) fatty alcohols.
[0096] Alkyl glycoside (APG® registered trademark). Furthermore, as an additional nonionic surfactant, an alkyl glycoside satisfying the general formula RO(G)x can be added, for example, as a compound, particularly together with an anionic surfactant, where R represents an aliphatic group containing 8 to 22, preferably 12 to 18 carbon atoms, which is primary linear or methyl-branched, particularly 2-methyl-branched, and G represents a glycose unit containing 5 or 6 carbon atoms, preferably representing glucose. The degree of oligomerization x, which defines the distribution of monoglycosides and oligoglycosides, is any number between 1 and 10, preferably between 1.1 and 1.4.
[0097] Fatty acid ester alkoxylate. Another class of preferred nonionic surfactants, used as a solo nonionic surfactant or in combination with other nonionic surfactants (particularly with alkoxylated fatty alcohols and / or alkyl glycosides), is preferably acidic alkyl esters containing 1 to 4 carbon atoms in the alkyl chain, which is alkoxylated, preferably ethoxylated or ethoxylated and propoxylated fatty acids; more specifically, methyl esters of fatty acids produced by processes described in, for example, Japanese Patent Application JP-A-58 / 217598 or International Patent Application WO-A-90 / 13533. Methyl esters of C12-C18 fatty acids containing an average of 3 to 15 EO, particularly 5 to 12 EO, are especially preferred.
[0098] Amine oxide. Amine oxide-type nonionic surfactants, such as N-cocoalkyl-N,N-dimethylamine oxide and N-tallowalkyl-N,N-dihydroxyethylamine oxide, as well as fatty acid alkanolamides, may also be suitable. The amount of these nonionic surfactants used is less than or equal to the amount of ethoxylated fatty alcohol used, and preferably less than half of that amount.
[0099] Gemini surfactant. So-called gemini surfactants can be considered a further type of surfactant. Generally speaking, such compounds are understood to mean compounds having two hydrophilic groups and two hydrophobic groups per molecule. In principle, these groups are separated from each other by a "spacer." The spacer is usually a hydrocarbon chain intended to be long enough so that the hydrophilic groups are separated by a sufficient distance to act independently of each other. These types of surfactants are generally characterized by an unusually low critical micelle concentration and the ability to significantly reduce the surface tension of water. However, in exceptional cases, the term gemini surfactant can refer to trimer surfactants as well as dimer surfactants. Suitable gemini surfactants are, for example, the sulfated hydroxy mixed ethers according to German published patent DE4321022A1, or the dimerized alcohol bis and trimerized alcohol trisulfates and ether sulfates according to international published patent WO96 / 23768A1. Mixed ethers of dimers and trimers of blocked terminal groups, as described in German published patent DE19513391A1, are particularly characterized by their bifunctionality and multifunctionality. Gemini polyhydroxy fatty acid amides or polyhydroxy fatty acid amides, such as those described in international published patents WO95 / 19953A1, WO95 / 19954A1, and WO95 / 19955A1, can also be used. Cationic (CO) surfactant
[0100] Tetraalkylammonium salt. Cationic surfactants contain hydrophobic polymer groups necessary for the surface activity of cations by dissociation in aqueous solution. An important representative group of cationic surfactants is the tetraalkylammonium salt (R1R2R3R4N+)X-, which has the general formula (R1R2R3R4N+)X-, where R1 represents a C1-C8 alkyl (alkenyl), and R2, R3, and R4 independently represent alkyl (alkenyl) radicals having 1 to 22 carbon atoms. X is a counterion, preferably selected from the group of halides, alkyl sulfates, and alkyl carbonates. Cationic surfactants in which the nitrogen group is substituted with two long acyl groups and two short alkyl (alkenyl) groups are particularly preferred.
[0101] Estherquat. A further class of cationic surfactants particularly useful as co-surfactants in the present invention are represented by so-called ester quats. Ester quats are generally understood to be quaternized fatty acid triethanolamine ester salts. These are known compounds that can be obtained by relevant methods of preparative organic chemistry. In this regard, refer to International Publication WO91 / 01295A1, which states that triethanolamine is dimethyl sulfate or ethylene oxide, which is partially esterified with a fatty acid in the presence of hypophosphorous acid, and air passes through the reaction mixture, and then the whole is quaternized. Furthermore, German Patent DE4308794C1 describes a method for producing solid ester quats in which the quaternization of the triethanolamine ester is carried out in the presence of a suitable dispersant, preferably a fatty alcohol.
[0102] Typical examples of ester quats suitable for use according to the present invention are products in which the acyl component is derived from a monocarboxylic acid corresponding to the formula RCOOH, where RCO is an acyl group containing 6 to 10 carbon atoms, and the amine component is triethanolamine (TEA). Examples of such monocarboxylic acids are capric acid, caprylic acid, and technical mixtures thereof, e.g., so-called head fraction fatty acids. Ester quats derived from monocarboxylic acids in which the acyl component contains 8 to 10 carbon atoms are preferably used. Other ester quats are those in which the acyl component is derived from dicarboxylic acids such as malonic acid, succinic acid, maleic acid, fumaric acid, glutaric acid, sorbic acid, pimelic acid, azelaic acid, sebacic acid and / or dodecanedioic acid, but preferably adipic acid. Overall, ester quats derived from a mixture of monocarboxylic acids containing 6 to 22 carbon atoms and adipic acid are preferably used. The molar ratio of mono- and dicarboxylate in the final ester quat can range from 1:99 to 99:1, preferably from 50:50 to 90:10, and more specifically from 70:30 to 80:20. Besides quaternated fatty acid triethanolamine ester salts, other suitable ester quats are quaternated ester salts of mono- / dicarboxylic acids with diethanolalkylamine or 1,2-dihydroxypropyldialkylamine. Ester quats can be obtained from both fatty acids and the corresponding triglycerides mixed with the corresponding dicarboxylic acids. One such process, intended to represent relevant prior art, is proposed in European Patent EP0750606B1. To produce quaternated esters, a mixture of mono- and dicarboxylic acids and triethanolamine, based on the available carboxylic acid functional groups, can be used in molar ratios from 1.1:1 to 3:1. With the performance characteristics of esterquats in mind, ratios of 1.2:1 to 2.2:1, preferably 1.5:1 to 1.9:1, have proven particularly advantageous. Preferred esterquats are technical mixtures of mono, di, and triesters with an average degree of esterification of 1.5 to 1.9. Amphoteric or zwitterionic copolymers
[0103] Betaine. Amphoteric or amphoteric surfactants have multiple functional groups that can be ionized in aqueous solution, thereby conferring anionic or cationic properties to the compound depending on the conditions of the medium (see DIN 53900, July 1972). Near the isoelectric point (around pH 4), amphoteric surfactants form internal salts and become sparingly soluble or insoluble in water. Amphoteric surfactants are subdivided into amphoteric electrolytes and betaines, the latter existing as zwitterions in solution. Amphoteric electrolytes are amphoteric electrolytes; that is, compounds that have both acidic and basic hydrophilic groups and function as either acids or bases depending on the conditions. Betaines, in particular, are known surfactants mainly produced by carboxyalkylation, preferably carboxymethylation, of amine compounds. The starting material is preferably condensed with a halocarboxylic acid or a salt thereof, more specifically sodium chloroacetate, to form a salt of 1 mole per mole of betaine. Addition of unsaturated carboxylic acids, such as acrylic acid, is also possible. Suitable examples of betaines are carboxyalkylation products of secondary and especially tertiary amines corresponding to the formula R1R2R3N-(CH2)qCOOX, where R1 is an alkyl radical having 6 to 22 carbon atoms, R2 is hydrogen or 1 to 4 carbon atoms, R3 is an alkyl group containing 1 to 4 carbon atoms, q is a number from 1 to 6, and X is an alkali and / or alkaline earth metal or ammonium. Typical examples are carboxymethylated products of hexylmethylamine, hexyldimethylamine, octyldimethylamine, decyldimethylamine, C12 / 14-cocoyldimethylamine, myristyldimethylamine, cetyldimethylamine, stearyldimethylamine, stearylethylmethylamine, oleyldimethylamine, C16 / 18-tallowalkyl-dimethylamine and technical mixtures thereof, especially dodecylmethylamine, dodecyldimethylamine, dodecylethylmethylamine and technical mixtures thereof.
[0104] Alkylamide betaine. Other suitable betaines are carboxyalkylation products of amidoamines corresponding to the formula R1CO(R3)(R4)-NH-(CH2)pN-(CH2)qCOOX, where R1CO is an aliphatic acyl radical having 6 to 22 carbon atoms and 0 or 1 to 3 double bonds, R2 is an alkyl radical having hydrogen or 1 to 4 carbon atoms, R3 is an alkyl radical having 1 to 4 carbon atoms, p is a number from 1 to 6, q is a number from 1 to 3, and X is an alkali and / or alkaline earth metal or ammonium. Typical examples include reaction products of fatty acids having 6 to 22 carbon atoms, such as caproic acid, caprylic acid, capric acid, lauric acid, myristic acid, palmitic acid, stearic acid, isostearic acid, oleic acid, elaidic acid, petroseric acid, linoleic acid, eleostearic acid, arachidonic acid, gadoleic acid, behenic acid, erucic acid, and technical mixtures of these with N,N-dimethylamino-noethylamine, N,N-dimethylaminopropylamine, N,N-diethylaminoethylamine, and N,N-diethylaminopropylamine, which are condensed with sodium chloroacetate. Commercial products include Dehyton® K and Dehyton® PK (Cognis Deutschland GmbH & Co., KG), and Tego® Betaine (Goldschmidt).
[0105] Imidazolin. Other suitable starting materials for betaine used in the purposes of the present invention are imidazolines. These substances are also known and can be obtained, for example, by cyclizing the condensation of 1 or 2 moles of a C6-C22 fatty acid with a polyfunctional amine such as aminoethylethanolamine (AEEA) or diethylenetriamine. The corresponding carboxyalkylation products are mixtures of different open-chain betaines. Typical examples are condensation products of the above fatty acids with imidazolines based on AEEA, preferably lauric acid, which are then contaminated with sodium chloroacetate. Commercial products include Dehyton® G (Cognis Deutschland GmbH & Co., KG).
[0106] The amount of (co)surfactant contained in the composition of the present invention is advantageously 0.1 to 90% by weight, particularly 10 to 80% by weight, and especially preferably 20 to 70% by weight. organic solvents
[0107] Liquid lightweight or heavy-duty detergents may contain organic solvents, preferably those miscible with water. Polydiols, ethers, alcohols, ketones, amides, and / or esters are preferably used as organic solvents for this purpose in amounts from 0 to 90% by weight, preferably from 0.1% to 70% by weight, and especially from 0.1% to 60% by weight. Low molecular weight polar substances, such as methanol, ethanol, propylene carbonate, acetone, acetonylacetone, diacetone alcohol, ethyl acetate, 2-propanol, ethylene glycol, propylene glycol, glycerin, diethylene glycol, dipropylene glycol monomethyl ether, and dimethylformamide or mixtures thereof are preferred. enzyme
[0108] Suitable enzymes include, in particular, those from the class of hydrolytic enzymes such as proteases, esterases, lipases or lipolytic enzymes, amylases, cellulases or other glycosyl hydrolases, and mixtures thereof. In washing, all of these hydrolytic enzymes remove stains such as protein, fat, and starch stains and prevent graying. In addition, cellulases and other glycosyl hydrolases can contribute to increased softness of fibers and color retention by removing lint and microfibrils. Oxidoreductases can also be added to bleaches to inhibit color transfer. Enzyme-active substances obtained from bacterial sources or fungi such as Bacillus subtilis, Bacillus licheniformis, Streptomycin-producing bacteria, and Fumicolynsolens are particularly suitable. Subtilisin-type proteases, especially those obtained from Bacillus lentus, are preferred. Here, mixtures of enzymes are of particular interest, such as protease and amylase or protease and lipase or lipolytic enzyme or protease and cellulase or cellulase and lipase or lipolytic enzyme or protease, amylase and lipase or lipolytic enzyme or protease, lipase or lipolytic enzyme and cellulase in particular, but are mixtures containing protease and / or lipase or mixtures with lipolytic enzymes. An example of such a lipolytic enzyme is the known cutinase. Peroxidase or oxidase has also proven suitable in certain cases. Suitable amylases include α-amylase, iso-amylase, pullulanase and pectinase in particular. Cellulases that are preferred are cellobiohydrolase, endoglucanase and β-glucosidase or mixtures thereof, also known as cellobiases. Since the activity of CMCase and abiserase differs depending on the type of cellulase, the required activity can be adjusted by controlling the mixture of cellulases. The content of the enzyme or enzyme mixture may be, for example, about 0.1 to 5% by weight, but preferably 0.1 to about 3% by weight. builder
[0109] Zeolite. Microcrystalline synthetic zeolites containing bound water can be used as builders, for example, zeolite A and / or zeolite P are preferred. Zeolite MAP.RTM (commercial product of Crossfield) is particularly preferred as zeolite P. However, zeolite X and mixtures of A, X, Y and / or P are also suitable. Cocrystallized sodium / potassium aluminum silicate from zeolite A and zeolite X is available as Vegobond® RX (commercial product of Condea Augusta SpA) and is particularly important. Preferably, the zeolite can be used as a spray-dried powder. If the zeolite is added as a suspension, this may contain a small amount of nonionic surfactant as a stabilizer, for example, 1 to 3% by weight of an ethoxylated C12-C18 fatty alcohol having 2 to 5 ethylene oxide groups, a C12-C14 fatty alcohol having 4 to 5 ethylene oxide groups, or ethoxylated isotridecanol based on the zeolite. A suitable zeolite has an average particle size of less than 10 μm (test method: volume distribution Coulter counter) and preferably contains 18-22% by weight, particularly 20-22% by weight, bound water. Separately, phosphates can also be used as builders.
[0110] Layered silicate. A suitable or partial substitute for phosphates and zeolites is crystalline layered sodium silicate. These types of crystalline layered silicates are described, for example, in European published patent EP0164514A1. Preferred crystalline layered silicates are obtained, for example, from the process described in international published patent WO91 / 08171A1.
[0111] Amorphous silicate. Preferred builders also include amorphous sodium silicate with an elastic modulus (Na2O:SiO2 ratio) of 1:2 to 1:3.3, preferably 1:2 to 1:2.8, more preferably 1:2 to 1:2.6, which dissolves with delay and exhibits multiple washing cycle characteristics. Delayed dissolution compared to conventional amorphous sodium silicate can be achieved in various ways, e.g., by surface treatment, compounding, compression / compression, or over-drying. In the context of this invention, the term “amorphous” also means “X-ray amorphous.” In other words, the silicate does not produce the sharp X-ray reflections typical of crystalline materials in X-ray diffraction experiments, but produces one or more maximum diffraction angles of scattered X-rays with a width of several degrees. However, particularly good builder characteristics can be achieved even when the silicate particles produce indistinct or sharp diffraction maximums in electron diffraction experiments. This should be interpreted as meaning that the product has microcrystalline regions in size from 10 to several hundred nm, with a maximum value of 50 nm, and a maximum value of 20 nm being particularly preferred. This type of X-ray amorphous silicate exhibits delayed dissolution similar to that of ordinary water glass, as described, for example, in German published patent 4400024A1. Compressed / densified amorphous silicate, compounded amorphous silicate, and over-dried X-ray amorphous silicate are particularly preferred.
[0112] Phosphate. In addition, commonly known phosphates can be added as builders unless their use should be avoided for ecological reasons. Sodium salts of orthophosphates, pyrophosphates, and especially tripolyphosphates are particularly suitable. Their content is generally 25% by weight, preferably 20% by weight or less, based on the final composition. In some cases, particularly in small amounts up to 10% by weight of tripolyphosphate, based on the final composition, it can be combined with other builders to lead to a synergistic improvement in secondary cleaning power. The preferred amount of phosphate is particularly less than 10% by weight. Cobuilder
[0113] Polycarboxylic acid. Useful organic cobuilders are polycarboxylic acids, which are understood to be carboxylic acids with multiple acidic functions, for example, in the form of sodium salts of polycarboxylic acids. These include, for example, citric acid, adipic acid, succinic acid, glutaric acid, malic acid, tartaric acid, maleic acid, fumaric acid, sugar acids, aminocarboxylic acids, nitrilotriacetic acid (NTA) and their derivatives and mixtures thereof. Preferred salts are salts of polycarboxylic acids such as citric acid, adipic acid, succinic acid, glutaric acid, tartaric acid, sugar acids and mixtures thereof.
[0114] organic acid. Acids themselves can also be used. In addition to their building effects, acids also typically possess the properties of acidifying components and therefore help establish a relatively low and mild pH in detergent or cleansing compositions. Citric acid, succinic acid, glutaric acid, adipic acid, gluconic acid, and any mixture thereof are specifically mentioned in this regard. Further suitable acidifying agents are known pH adjusters such as sodium bicarbonate and sodium bisulfate.
[0115] polymer. Particularly suitable polymer cobuilders are polyacrylates, which preferably have a molecular weight of 2,000 to 20,000 g / mol. Due to their excellent solubility, preferred typical examples of this group are short-chain polyacrylates with molecular weights of 2,000 to 10,000 g / mol, more specifically 3,000 to 5,000 g / mol. Suitable polymers may also include substances consisting partially or entirely of vinyl alcohol units or derivatives thereof.
[0116] Further suitable copolymer polycarboxylates are copolymers of acrylic acid and methacrylic acid, and copolymers of acrylic acid or methacrylic acid and maleic acid. In copolymers of acrylic acid and maleic acid, 50-90% by weight of acrylic acid and 50-10% by weight of leic acid have proven particularly suitable. Their relative molecular weights based on the free acid are generally in the range of 2,000-70,000 g / mol, preferably 20,000-50,000 g / mol, and particularly 30,000-40,000 g / mol. (Co)polymerizable polycarboxylates can be added as aqueous solutions or, preferably, as powders. To improve water solubility, the polymer may also contain allyl sulfonic acid as a monomer, such as allyloxybenzenesulfonic acid and methallyl sulfonic acid, as in European Patent 0727448B1, for example.
[0117] Biodegradable polymers comprising two or more different monomer units are particularly preferred, for example, those comprising salts of acrylic acid and maleic acid, and vinyl alcohol or vinyl alcohol derivatives as monomers, as in German published patent 4300772A1, or those comprising salts of acrylic acid and 2-alkylallyl sulfonic acid, and sugar derivatives as monomers. More preferred copolymers are those described in German published patents 4303320A1 and 4417734A1, which preferably comprise acrolein and acrylic acid / acrylate or acrolein and vinyl acetate as monomers.
[0118] Similarly, other preferred builders are polymer aminodicarboxylic acids, salts, or precursors thereof. These polyaspartic acids or their salts and derivatives, disclosed in German Publication No. 19540086A1, are particularly preferred as they possess bleach-stabilizing properties in addition to their co-builder properties.
[0119] A more suitable builder is a polyacetal, which can be obtained by treating dialdohyde with a polyol carboxylic acid having 5 to 7 carbon atoms and at least 3 hydroxyl groups, as described in European published patent 0280223A1. Preferred polyacetals can be obtained from dialdehydes such as glyoxal, glutaraldehyde, terephthalaldehyde, and mixtures thereof, and polycarboxylic acids such as gluconic acid and / or glucoheptonic acid.
[0120] carbohydrates. A more suitable organic cobuilder is dextrin, for example, an oligomer or carbohydrate polymer that can be obtained by partial hydrolysis of starch. Hydrolysis can be carried out using typical processes, e.g., acidic or enzyme-catalyzed processes. The hydrolysis product preferably has an average molecular weight in the range of 400 to 500,000 g / mol. Polysaccharides with a dextrose equivalent (DE) of 0.5 to 40, more specifically 2 to 30, are preferred, where DE is an accepted measure of the reducing effect of the polysaccharide compared to dextrose with a DE of 100. Maltodextrins with a DE between 3 and 20, dry glucose syrup with a DE between 20 and 37, and both so-called yellow dextrins and relatively high molecular weight white dextrins with a DE of 2,000 to 30,000 g / mol can be used. A preferred dextrin is described in UK Patent Application No. 94 19 091.
[0121] Oxidized derivatives of such dextrins relate to their reaction products having an oxidation composition capable of oxidizing at least one alcohol functional group of the saccharide ring to a carboxylic acid functional group. Such oxidized dextrins and methods for producing them are known, for example, in European published patent 0232202A1. Products oxidized at C6 of the sugar ring may be particularly advantageous.
[0122] Other derivatives of oxydisuccinate and disuccinate, preferably ethylenediamine disuccinate, are also more suitable cobuilders. Here, ethylenediamine-N,N'-disuccinate (EDDS), whose synthesis is described, for example, in U.S. Patent No. 3,158,615, is preferably used in the form of its sodium or magnesium salt. In this regard, glycerin disuccinate and glycerin trisuccinate are also particularly preferred, as described in U.S. Patent No. 4,524,009. Appropriate amounts added in zeolite-containing and / or silicate-containing formulations range from 3 to 15% by weight.
[0123] Lactone. Other useful organic cobuilders include, for example, acetylated hydroxycarboxylic acids and their salts, which may also exist in lactone form, and which comprise at least four carbon atoms, at least one hydroxyl group, and at most two acid groups. Such cobuilders are described, for example, in International Publication WO95 / 20029A1. insect repellent
[0124] Furthermore, the composition may also contain components (so-called antifouling agents) that have a positive effect on the removal of grease from fibers during washing. This effect is particularly noticeable when the textile is soiled and has been previously washed several times with the detergent of the present invention containing this grease-removing component. Preferred grease-removing components include, for example, nonionic cellulose ethers such as methylcellulose and methylhydroxypropylcellulose having a methoxy group content of 15 to 30% by weight, and hydroxypropoxy groups of 1 to 15% by weight, each being a nonionic cellulose ether, as well as polymers of phthalic acid and / or terephthalic acid or derivatives thereof known from the prior art, particularly polymers of ethylene terephthalate and / or polyethylene glycol terephthalate, or modified derivatives thereof based on anionic and / or nonionic properties. Of these, sulfonated derivatives of phthalic acid polymers and terephthalic acid polymers are particularly preferred. inorganic salts
[0125] Further suitable components of the composition are water-soluble inorganic salts such as bicarbonates, carbonates, amorphous silicates, or mixtures thereof. Alkali carbonates and amorphous silicates are particularly used, mainly sodium silicates with a molar ratio of Na2O:SiO2 of 1:1 to 1:4.5, preferably 1:2 to 1:3.5. Preferred compositions include 0.5 to 70% by weight, preferably 0.5 to 50% by weight, of alkali salts, builders and / or cobuilders, preferably sodium carbonate, zeolite, crystalline layered sodium silicate and / or trisodium citrate, and especially 0.5 to 30% by weight of anhydrous material. Foam inhibitor
[0126] When used in automated cleaning processes in particular, it may be advantageous to add conventional foam inhibitors to the composition. Suitable foam inhibitors include, for example, natural or synthetic soaps with a high content of C18-C24 fatty acids. Suitable non-surfactant type foam inhibitors include, for example, organopolysiloxanes and mixtures thereof with ultrafine, optionally silanized silica, as well as paraffin, wax, microcrystalline wax and mixtures thereof with silanized silica or bisstearylethylenediamide. Mixtures of various foam inhibitors, such as mixtures of silicone, paraffin, or wax, are also advantageously used. Preferably, foam inhibitors, especially silicone-containing and / or paraffin-containing foam inhibitors, are filled into granular water-soluble or dispersible carrier materials. In particular in this case, a mixture of paraffin and bisstearylethylenediamide is preferred. Metal ion chelating agent
[0127] Salts of polyphosphonic acids can be considered metal ion chelating agents or stabilizers, particularly for peroxy compounds and enzymes that are sensitive to heavy metal ions. Here, for example, sodium salts of 1-hydroxyethane-1,1-diphosphonate, diethylenetriaminepentamethylenephosphonate, or ethylenediaminetetramethylenephosphonate are used in amounts from 0.1 to 5% by weight. Graying inhibitor
[0128] Graying inhibitors have the function of retaining the dirt removed from the fibers suspended in the cleaning solution, thereby preventing the dirt from re-settling. Mostly organic, water-soluble colloids are suitable for this purpose. Examples include water-soluble salts of (co)polymer carboxylic acids, adhesives, gelatin, starch, or cellulose ether carboxylic acid or ether sulfonic acid salts, or acidic sulfate ester salts of cellulose or starch. Water-soluble acid-containing polyamides are also suitable for this purpose. Furthermore, soluble starch preparations and others, such as decomposed starch and aldehyde starch, can be used as the above-mentioned starch products. Polyvinylpyrrolidone can also be used. However, the use of cellulose ethers such as carboxymethylcellulose (Na salt), methylcellulose, hydroxyalkylcellulose, and mixed ethers such as methylhydroxyethylcellulose, methylhydroxypropylcellulose, methylcarboxymethylcellulose, and mixtures thereof is preferred. As polyvinylpyrrolidone, for example, it can be added in amounts from 0.1 to 5% by weight, depending on the composition. Fluorescent whitening agent and UV adsorbent
[0129] The composition may, for example, include a derivative of diaminostilbenndisulfonic acid or an alkali metal salt thereof as a fluorescent whitening agent. Suitable fluorescent whitening agents include, for example, salts of 4,4'-bis-(2-anilino-4-morpholino-1,3,5-triazinyl-6-amino)stilbenn-2,2'-disulfonic acid or compounds of similar structure containing a diethanolamino group, methylamino group, anilino group or 2-methoxyethylamino group instead of a morpholino group. Substituted diphenylstyryl type brighteners may also include, for example, alkali metal salts of 4,4'-bis(2-sulfostyryl)diphenyl, 4,4'-bis(4-chloro-3-sulfostyryl)diphenyl, or 4-(4-chlorostyryl)-4'-(2-sulfostyryl)diphenyl. Mixtures of the brighteners mentioned may also be used.
[0130] Furthermore, UV absorbers can also be added. These are compounds with a clear ability to absorb ultraviolet light and not only function as UV stabilizers but also improve the photostability of colorants and pigments in both textile products and the wearer's skin by protecting against UV radiation that penetrates the fabric. Generally, efficient non-radioactive inactivating compounds are mainly benzophenone derivatives substituted with hydroxyl and / or alkoxy groups at the 2 and / or 4 positions. Suitable alternatives include substituted benzotriazoles, as well as acrylates (cinnamic acid derivatives) with phenyl substituted at the 3 position, and optionally natural substances such as umbelliferone and endogenous urocanic acid, as well as cyano groups, salicylates, and organic Ni complexes at the 2 position. In preferred embodiments, the UV absorber absorbs UV-A and UV-B radiation as well as possible UV-C radiation and re-emits blue wavelength light so that they further have an optical whitening effect. Preferred UV absorbers include triazine derivatives, such as hydroxyaryl-1,3,5-triazine, sulfonated 1,3,5-triazine, o-hydroxyphenyl-benzotriazole and 2-aryl-2H-benzotriazole, as well as bis(anilinotriazinyl-amino)stilbendisulfonic acid and their derivatives. UV-absorbing pigments such as titanium dioxide can also be used as UV absorbers. Thickening agent
[0131] The composition may also include general thickeners and anti-deposition compositions, as well as viscosity modifiers such as polyacrylates, polycarboxylic acids, polysaccharides and their derivatives, polyurethanes, polyvinylpyrrolidone, castor oil derivatives, quaternized polyamine derivatives, and / or ethoxylated hexamethylenediamines, and any mixtures thereof. Preferred compositions have a viscosity of less than 10,000 mPa·s, as measured with a Brookfield viscometer at a temperature of 20°C and a shear rate of 50 / min. Perfumes and colorants
[0132] The composition may contain more typical detergent and cleansing composition components, such as fragrances and / or colorants, preferably colorants that leave no or negligible color on the fabric being washed. The preferred total amount of added colorant is less than 1% by weight, preferably less than 0.1% by weight, based on the composition. The composition may also contain a white pigment, such as TiO2. Food composition
[0133] Another embodiment of the present invention covers a food composition comprising a mixture of at least one acetophenone derivative or its additives in a processed amount, which may be present in an amount of about 0.01 to about 10% by weight, preferably about 0.05 to about 5% by weight, and more preferably about 0.1 to about 1% by weight, calculated based on the total composition.
[0134] The food compositions according to the present invention are any preparations or compositions suitable for consumption and used for nutritional or recreational purposes, and are generally products intended to be introduced into the oral cavity of a human or animal and remain there for a certain period of time before being eaten (e.g., ready-to-eat foods or foodstuffs, see also below) or removed from the oral cavity again (e.g., chewing gum). Such products include substances or products that are ingested by humans or animals in a processed, partially processed, or unprocessed state. They also include substances that are added to orally consumable products during manufacture, preparation, or treatment and are intended to be introduced into the oral cavity of a human or animal.
[0135] The food compositions according to the present invention also include substances that are ingested and subsequently digested by humans or animals in their unaltered, processed, or prepared state. In this regard, the orally edible products according to the present invention also include packaging, coatings, or other encapsulations that are swallowed or expected to be swallowed at the same time. The expression “orally edible products” encompasses ready-to-eat foods and foodstuffs, i.e., foods or foodstuffs that are already complete in terms of substances important to taste. The expressions “ready-to-eat foods” and “ready-to-eat foodstuffs” include not only beverages but also solid or semi-solid ready-to-eat foods or foodstuffs. Possible examples to mention are frozen products that need to be thawed and heated to a edible temperature before consumption. Products such as yogurt, ice cream, chewing gum, and hard caramel are also included in ready-to-eat foods and foodstuffs.
[0136] The preferred food compositions of the invention also include “semi-finished products.” In the context of this book, semi-finished products should be understood as orally consumable products, which are unsuitable for consumption as orally ingestible products (especially food or food) due to their very high content of flavoring and taste-giving substances, and which are pre-prepared and ready to eat at the time of sale. By mixing with at least one additional ingredient (e.g., by reducing the concentration of the flavoring and taste-giving substances in question), and optionally additional processing steps (e.g., heating, freezing), semi-finished products are only converted into ready-made products by consumption as orally ingestible products (especially food or food). Examples of semi-finished products that may be mentioned are as follows:
[0137] The food composition according to the present invention preferably comprises one or more preparations for nutritional or enjoyment purposes.These include, in particular, (low-calorie) baked goods (e.g., bread, dry biscuits, cakes, and other baked goods), confectionery (e.g., chocolate, chocolate bars, and other stick-shaped products, fruit gum, dragees, hard and soft caramels, chewing gum), non-alcoholic beverages (e.g., cocoa, coffee, green tea, black tea, (green and black) tea beverages fortified with (green and black) tea extracts, rooibos tea, other herbal teas, soft drinks containing fruit, isotonic drinks, refreshing drinks, nectars, fruit and vegetable juices, fruit or vegetable juice preparations), and instant drinks. Beverages (e.g., instant cocoa drinks, instant tea drinks, instant coffee drinks), meat products (e.g., ham, fresh or raw sausage preparations, spiced or marinated raw or salted meat products), eggs or egg products (dried eggs, egg whites, egg yolks), cereal products (breakfast cereals, moose bars, cooked ready-to-eat rice products, etc.), dairy products (e.g., full-fat, reduced-fat or non-fat milk drinks, rice pudding, yogurt, kefir, cream cheese, soft cheese, hard cheese, powdered milk, whey, butter) - Buttermilk, products containing partially or completely hydrolyzed milk protein, products made from soy protein or other soy fractions (e.g., soy milk and products made therefrom, beverages containing isolated or enzymatically treated soy protein, beverages containing soy flour, preparations containing soy lecithin, fermented products such as tofu or tempeh or products made therefrom, as well as fruit preparations and mixtures with any flavorings), preparations (e.g., jams, sorbets, fruit sauces, fruit fillings), vegetable preparations (e.g., ketchup, sauces, dried vegetables, frozen vegetables, cooked vegetables) This includes products such as boiled vegetables, snacks (e.g., baked or fried potato crisps or potato dough), corn or peanut-based extruded products, fat and oil-based products or emulsions thereof (e.g., mayonnaise, lemonade, dressings, full-fat or reduced-fat in each case), other ready-made dishes and soups (e.g., dried soups, instant soups, prepared soups), spices, spice mixtures, seasonings used particularly in the snack sector, sweetener preparations, tablets or sachets, other sweeteners and whitening beverage additives, and other foods.Preparations within the scope of the present invention can also be used in the form of semi-finished products for the manufacture of further preparations for nutritional or recreational purposes. Preparations within the scope of the present invention can also be in the form of capsules, tablets (uncoated and coated tablets, e.g., enteric coated), dragees, granules, pellets, solid mixtures, dispersions in a liquid phase, emulsions, powders, solutions, pastes, or other formulations that can be swallowed or chewed, and food supplements.
[0138] The preparation may also be in the form of capsules, tablets (uncoated and coated tablets, e.g., enteric coated), dragees, granules, pellets, solid mixtures, liquid-phase dispersions, emulsions, powder packets, solutions, pastes, or other formulations that can be swallowed or chewed, e.g., food supplements.
[0139] Semi-finished products are generally used in the manufacture of preparations that are ready to use or eat for nutritional or recreational purposes.
[0140] Further ingredients of ready-to-eat preparations or semi-finished products for nutritional or recreational purposes may be conventional bases, auxiliary substances and additives for food or recreational food, e.g., water, raw or professional mixtures, processed, plant or animal bases or raw substances (e.g., raw, roasted, dried, fermented, smoked and / or boiled meat, bone, cartilage, fish, vegetables, herbs, nuts, plant juices, plant pastes or mixtures thereof), digestible or indigestible carbohydrates (e.g., sucrose, maltose, fructose) (Sugars, glucose, dextrin, amylose, amylopectin, inulin, xylan, cellulose, tagatose), sugar alcohols (e.g., sorbitol, erythritol), natural or hydrogenated fats (e.g., animal fat, lard, palm fat, cocoa fat, hydrogenated vegetable fat), oils (e.g., sunflower oil, peanut oil, corn germ oil, olive oil, fish oil, soybean oil, sesame oil), fatty acids or their salts (e.g., potassium stearate), proteinogenic or non-proteinogenic amino acids and related compounds (e.g., aminobutyric acid, taurine) ), peptides (such as glutathione), natural or processed proteins (such as gelatin), enzymes (such as peptidases), nucleic acids, nucleotides, unpleasant taste modifiers - unpleasant taste impressions, and more generally, taste modifiers that do not give an unpleasant taste impression, other taste modifiers (e.g., nucleotides such as inositol phosphate, guanosine monophosphate, adenosine monophosphate, or other substances such as sodium glutamate or 2-phenoxypropionic acid), emulsifiers (e.g., lecithin, diacylglycerol, acacia gum), Saturating agents (e.g., carrageenan, alginates), preservatives (e.g., benzoic acid and its salts, sorbic acid and its salts), antioxidants (e.g., tocopherol, ascorbic acid), chelating agents (e.g., citric acid), organic or inorganic acidifying agents (e.g., acetic acid, phosphoric acid), additional bittering substances (e.g., quinine, caffeine, limonene, amarogentin, humulone, luprone, catechol, tannins), substances that prevent enzymatic browning (e.g., sulfite, ascorbic acid), essential oils, plant extracts, natural or synthetic colorants or pigments (e.g.,Ca-rotinoids, flavonoids, anthocyanins, chlorophyll and their derivatives), spices, trigeminal nerve activators or plant extracts containing such trigeminal nerve activators, synthetic, natural or natural—identical fragrances or odor substances, as well as odor modifiers.
[0141] Food compositions according to the present invention, for example in the form of preparations or semi-finished products, preferably include flavor compositions for completing and refining taste and / or odor. Preparations may include solid carriers and flavor compositions as components. Suitable flavor compositions include, for example, synthetic, natural or identical flavors, odorants and taste-giving substances, reactive flavors, smoky flavors or other flavor-giving preparations (e.g., hydrolysates having (partial) protein hydrolysates, preferably (partial) high arginine-content proteins, barbecue flavors, plant extracts, spices, spice preparations, vegetables and / or vegetable preparations), as well as suitable auxiliary substances and carriers. Particularly suitable here are roasted meats (especially chicken, fish, seafood, beef, pork, lamb, mutton, and goat), vegetables (especially tomatoes, onions, garlic, celery, chives, mushrooms, aubergine, and seaweed), spices (especially black and white pepper, cardamom, nutmeg, pimento, mustard, and mustard products), fried foods, and boiled, fatty, salty, and / or pungent flavors, and can enhance the impression of spiciness accordingly. Flavor compositions generally contain two or more of the above ingredients.
[0142] The food composition of the present invention is preferably selected from the group including the following. • Confectionery, preferably low-calorie or calorie-free confectionery, preferably smooth bar products, fruit gum, sugar-coated tablets, hard caramels and chewing gum, • Non-alcoholic beverages, preferably green tea, black tea, (green and black) tea extract-fortified (green and black) tea beverages, Luibo tea, other herbal teas, soft drinks selected from the sugar-free, low-sugar or sugar-containing group including fruit, isotonic drinks, nectars, fruit and vegetable juices, and fruit and vegetable juice preparations. • Instant drinks, preferably instant tea-based drinks (green tea, black tea, rooibos, herbal tea). • Cereal products. Low-sugar and sugar-free breakfast cereals and Moose Rivers. • Dairy products. Preferably low-fat and non-fat milk, yogurt, kefir, whey, buttermilk, and ice cream. Products made from soy protein or other soy fractions, preferably products made from soy milk, beverages containing isolated or enzymatically treated soy protein, beverages containing soy flour, preparations containing soy lecithin, preparations containing soy lecithin, and fruit preparations and mixtures with optional flavors. • Preparation of sweeteners, tablets and packets, • Sugar-free coated tablets • Ice cream with or without milk-derived ingredients, preferably unsweetened. Aroma or fragrance compound
[0143] Aromatic compounds and fragrances (component d) known in the art can be added to the flavor composition of the present invention. These fragrances can be selected from synthetic flavor liquids and / or oils derived from plant leaves, flowers, fruits, etc., and combinations thereof. Typical flavor liquids include artificial, natural, or synthetic fruit flavors such as eucalyptus, lemon, orange, banana, grape, lime, apricot, and grapefruit oil, and fruit essences such as apple, strawberry, cherry, orange, and pineapple. Other flavors include those derived from beans and nuts such as coffee, cocoa, cola, peanuts, and almonds, and those derived from roots such as licorice and ginger.
[0144] The flavoring agent is preferably selected from the group consisting of essential oils and extracts, tinctures and balsams, such as anisole, basil oil, bergamot oil, bitter almond oil, camphor oil, citronella oil, lemon oil, eucalyptus citriodora oil, eucalyptus oil, fennel oil, grapefruit oil, chamomile oil, spearmint oil, caraway oil, lime oil, mandarin oil, nutmeg oil (especially nutmeg blossom oil = mace oil, mace oil), mill oil, clove oil, clove blossom oil, orange oil, oregano oil, parsley (seed) oil, peppermint oil, rosemary oil, sage oil (clary sage, dalmatian or Spanish sage oil), star anise oil, thyme oil, vanilla extract, juniper oil (especially juniper berry oil), wintergreen oil, cinnamon leaf oil; cinnamon bark oil, and fractions thereof, or components isolated therefrom.
[0145] The present invention is particularly advantageous if the flavor composition contains at least one flavoring agent selected from the following group, preferably 2, 3, 4, 5, 6, 7, 8 or more: menthol (preferably l-menthol and / or racemic menthol), anetofore, anisole, anisaldehyde, anisyl alcohol, (racemic)neomenthol, eucalyptol (1,8-cineole), menthone (preferably L-menthone), isomenthone (preferably D-isomenthone), isopulegol, menthyl acetate (preferably L-menthol acetate), menthyl propionate, carvone (preferably (-)-carvone), and optionally a component of spearmint oil. (Te), methyl salicylate (optionally as an ingredient in wintergreen oil), eugenol acetate, isoeugenol methyl ether, beta-homocylocitral, eugenol, isobutyraldehyde, 3-octanol, dimethyl sulfide, hexanol, hexanal, trans-2-hexenal, cis-3-hexenol, 4-terpineol, piperitone, linalool, 8-osimenyl acetate, isoamyl alcohol, isovaleraldehyde, alpha-pinene, beta-pinene, limon Ene (preferably D-limonene, optionally as an essential oil component), piperitone, trans-sabinene hydrate, menthofuran, caryophyllene, germacrene D, cinnamaldehyde, mint lactone, thymol, gamma-octalactone, gamma-nonalactone, gamma-decalactone, (1,3E,5Z)-undecatriene, 2-butanone, ethyl formate, 3-octyl acetate, isoamyl isovaleric acid, cis- and trans-carbyl acetate, p-cymol, da These are masenone, damascone, cis-rose oxide, trans-rose oxide, fencol, acetaldehyde diethyl acetal, 1-ethoxyethyl acetate, cis-4-heptenal, cis-jasmone, methyl dihydrojasmonate, 2'-hydroxypropiophenone, menthyl methyl ether, myrtenyl acetate, 2-phenylethyl alcohol, 2-phenylethyl isobutyrate, phenylethyl 2-isovalerate, geraniol, nerol, and viridiflorol.
[0146] Particularly preferred aromatic or flavoring compounds include menthol, cineole, eugenol, thymol, cinnamaldehyde, peppermint oil, spearmint oil, eucalyptus oil, thyme oil, cinnamon oil, clove oil, spruce needle oil, fennel oil, sage oil, anise oil, star anise oil, chamomile oil, caraway oil, and mixtures thereof. sweetener
[0147] In this specification, the term "sweetener" means a substance having a relative sweetness of at least 25, based on the sweetness of sucrose (having a sweetness of 1). The sweeteners used in orally consumable products (especially food, foodstuffs or pharmaceuticals) according to the present invention (a) are preferably non-carcinogenic and / or have an energy content of 5 kcal or less per gram of the orally consumable product.
[0148] The advantageous sweeteners in the preferred food composition according to the present invention are selected from the following group.
[0149] Naturally occurring sweeteners. Preferably selected from the group including the following: • Miraculin, monellin, mavinlin, thaumatin, curculin, blazein, pentaidin, D-phenylalanine, D-tryptophan, and these amino acids and / or proteins, and physiologically acceptable salts of these amino acids, extracts or fractions and / or proteins obtained from natural sources, in particular sodium, potassium, calcium or ammonium salts. Neohesperidin dihydrochalcone, naringin dihydrochalcone, stevioside, stevioside bioside, rebaudioside, especially rebaudioside A, rebaudioside B, rebaudioside C, rebaudioside D, rebaudioside E, rebaudioside F, rebaudioside G, rebaudioside H, dalcoside, luvas, sua Bioside G, Suavioside H, Suavioside I, Suavioside J, Bayunoside 1, Bayunoside 2, Florisoside 1, Florisoside 2, Florisoside 3 and Florisoside 4, Abulsoside A, Abulsoside B, Abulsoside C, Abulsoside D, Cyclocarioside, Osradin, Polypodoside A, Strogin 1, Strogin 2, Strogin 4, Seligeain A, Dihydroquercetin 3-acetate, perillartin, telosmoside A15, periandrin IV, pterocarioside, cyclocarioside, muclodioside, transanetophor, trans cinnamaldehyde, brionodulcoside, carnosifloside, scandenoside, dipenoside, trilobatin, phlorizin, dihydroflavanol, hematoxylin, cyanine, chlorogenic acid, albidiasaponin, telosmoside, gaudioside, mogroside, mogroside V, hernandarsin, monatin, phyllodulcin, glycyrrhetinic acid and their derivatives, especially their glycosides such as glycyrrhizin, and physiologically acceptable salts of their compounds, especially sodium, potassium, calcium or ammonium salts. Extracts or concentrated fractions of extracts selected from the group containing thaumatococcus extract (katamfe plant), extracts from Steviasps (especially Stevia rebaudiana), swingle extracts (Momordica or Siratia grosvenorii, monk fruit), extracts from Glycerrhyziasps (especially Glycerrhyzia glabra), extracts from Rubus species (especially Rubus suavissimus), citrus extracts, and extracts from Lippiadulcis.
[0150] Synthetic sweetener. Preferably selected from the group comprising Magap, sodium cyclamate or other physiologically acceptable salts of cyclamate, acesulfame potassium or other physiologically acceptable salts of aspartame, neotame dihydrochalcone, naringin dihydrochalcone, saccharin, sodium saccharin salt, aspartame, superaspartame, neotame, alitame, advantame, perillartin, sucralose, ragdunem, carrelame, scrononate, and scrooctate. Thickening agent
[0151] Preferred thickeners in orally consumable products (particularly foods, foodstuffs, or pharmaceuticals) according to the present invention are selected from the group comprising crosslinked polyacrylic acid and its derivatives, polysaccharides and their derivatives, such as xanthan gum, agar, alginates, or tyroses, cellulose derivatives, such as carboxymethylcellulose or hydroxycarboxymethylcellulose, fatty alcohols, monoglycerides, and fatty acids, polyvinyl alcohol, and polyvinylpyrrolidone.
[0152] According to the present invention, an orally consumable product (particularly a food or food) selected from the group comprising milk thickened with lactic acid bacteria and / or cream thickened with lactic acid bacteria is preferred, preferably yogurt, kefir, and quark.
[0153] Food compositions according to the present invention, comprising milk thickened with lactic acid bacteria and / or cream thickened with lactic acid bacteria, are advantageously orally consumable products containing probiotics, the probiotics being preferably Bifidobacterium animalis subsp. lactis BB-12, Bifidobacterium animalis subsp. lactis DN-173010, Bifidobacterium animalis subsp. lactis HN019, Lactobacillus acidophilus LA5, Lactobacillus acidophilus NCFM, Lactobacillus johnsonii La1, Lactobacillus casei immunitass / defensis, Lactobacillus casei Shirota (DSM 20312), Lactobacillus casei CRL431, Lactobacillus reuteri (ATCC 55730), and Lactobacillus rhamnosus (ATCC Selected from the group consisting of 53013). Chewing gum additives
[0154] Orally consumable products (particularly foods, foodstuffs, or pharmaceuticals) according to the present invention, including chewing gum and chewing gum bases, are of particular preference. The chewing gum base is preferably selected from the group including chewing gum or bubblegum bases. The latter is softer and can also form gum bubbles. Preferred chewing gum bases according to the present invention include, in addition to traditionally used natural resins or natural latex stickles, elastomers such as vinyl acetate (PVA), polyethylene, (low or medium molecular weight) polyisobutene (PIB), polybutadiene, isobutene-isoprene copolymer (butyl rubber), polyvinyl ethyl ether (PVE), polyvinyl butyl ether, copolymers of vinyl esters and vinyl ethers, styrene-butadiene copolymer (styrene-butadiene rubber, SBR), or vinyl elastomers, such as vinyl acetate / vinyl laurate, vinyl acetate / vinyl stearate, or ethylene / vinyl acetate, as well as mixtures of elastomers mentioned, such as those described in European Patent 0242 325, U.S. Patent 4,518,615, U.S. Patent 5,093,136, U.S. Patent 5,266,336, U.S. Patent 5,601,858, and U.S. Patent 6,986,709. Furthermore, the chewing gum base preferably used in accordance with the present invention may include, for example, (mineral) fillers, plasticizers, emulsifiers, antioxidants, waxes, and further components such as fats or fatty oils as hydrogenated (hydrogenated) vegetable or animal fats, monoglycerides, diglycerides, or triglycerides. Suitable (mineral) fillers include, for example, calcium carbonate, titanium dioxide, silicon dioxide, talcum, aluminum oxide, dicalcium phosphate, tricalcium phosphate, magnesium hydroxide, and mixtures thereof. Suitable plasticizers, or anti-adhesion agents (degreasing agents), include, for example, lanolin, stearic acid, sodium stearate, ethyl acetate, diacetin (glycerol diacetate), triacetin (glycerol triacetate), and triethyl citrate. Suitable waxes include, for example, paraffin wax, candelilla wax, carnauba wax, microcrystalline wax, and polyethylene wax. Suitable emulsifiers include, for example, phosphatides such as lecithin, monoglycerides and diglycerides of fatty acids, such as glycerol monostearate.
[0155] The chewing gum according to the present invention (particularly disclosed above) may preferably contain different types of sugars, sugar substitutes, other sweeteners, sugar alcohols (particularly sorbitol, xylitol, mannitol), ingredients having a cooling effect, taste modifiers for unpleasant taste impressions, further taste modifiers (e.g., nucleotides such as inositol phosphate, guanosine monophosphate, adenosine monophosphate, or other substances such as sodium glutamate or 2-phenoxypropionic acid), humectants, thickeners, emulsifiers, stabilizers, odor modifiers, and flavors (e.g., eucalyptus-menthol, cherry, strawberry, grapefruit, vanilla, banana, citrus, peach, blackcurrant, tropical fruit, ginger, coffee, cinnamon, a combination of the flavors mentioned, mint flavor, as well as spearmint and peppermint itself). In particular, combinations of flavors with further substances having cooling, warming, and / or appetite-stimulating properties are of particular interest. Methods for protecting against and combating body odor
[0156] The acetophenone derivatives and their respective mixtures according to the present invention exhibit synergistically enhanced antimicrobial activity against numerous Gram-positive bacteria, Gram-negative bacteria, molds, and yeasts, particularly offering potential for protection in the antimicrobial treatment of numerous cosmetic formulations. They are especially effective against Gram-positive bacteria such as Staphylococcus aureus, Staphylococcus epidermidis, Corynebacterium xerosis, and Propionibacterium acnes, against Gram-negative bacteria such as Escherichiacoli and Pseudomonasaeru-ginosa, and against yeasts such as Candida albicans, Malasseziafurfur, and Globosa, and, more precisely, against fungi such as Aspergillus species, as already mentioned. The excellent activity of the mixtures according to the present invention against Aspergillus fungi, which are a group of fungi that can only be fought under very difficult circumstances, should be considered particularly advantageous here.
[0157] Therefore, another object of the present invention relates to a method for preserving personal care compositions, detergent compositions, or food compositions by adding an active amount of at least one acetophenone derivative or a mixture thereof to a second preservative or antimicrobial agent.
[0158] Another object of the present invention is a method for combating microorganisms by adding an active amount of at least one acetophenone derivative or a mixture thereof to a personal care, detergent, or food composition along with a second preservative or antimicrobial agent.
[0159] The present invention also includes the use of at least one acetophenone derivative or a mixture thereof, a second preservative or antimicrobial agent, in a concentration of preferably about 0.01 to about 10% by weight, preferably about 0.05 to about 5% by weight, and more preferably about 0.1 to about 1% by weight, particularly for personal care, detergent, or food compositions.
[0160] Another object of the present invention relates to a method for combating microorganisms by adding the action amount of at least one acetophenone derivative or a mixture thereof with a small processing amount to a second preservative or antibacterial agent.
[0161] Acetophenone derivatives and mixtures thereof are particularly useful against microorganisms that cause body odor, acne and / or mycosis. Advantageously, the preservative or preservative mixture is applied to human skin at a concentration of from 0.01 to about 10% by weight, preferably from about 0.05 to about 5% by weight, more preferably from about 0.1 to about 1% by weight. In each case, it is based on the total weight of the cosmetic or pharmaceutical product constituting the mixture. Here, the synergistically active mixture can be used (a) prophylactically or (b) as needed. The concentration of the amount of the active compound applied varies, for example, depending on daily variations and individual parameters such as the physiological state, age and weight of the subject. The synergistically active mixture according to the invention can be used alone or in combination with further antibacterial active substances.
[0162] Therefore, another object of the present invention includes at least one acetophenone derivative or a mixture thereof with a small workload and a second preservative or antibacterial agent for the skin, particularly unpleasant body odor. Finally, the present invention refers to the use of at least one acetophenone derivative or a mixture thereof with a second preservative or antibacterial agent as a deodorant. <00\00903> The above description and preferred embodiments regarding acetophenone derivatives and mixtures thereof are applicable to the claimed methods and uses with the necessary modifications, and thus it is understood that no additional repetition is necessary. Examples <Example 1>
[0164] The synergistic activity of 4-hydroxyacetophenone in combination with various secondary antibacterial agents against the microorganism A. brasiliensis was determined. The Kull equation (Note 1, Note 2) was used to calculate the synergistic effect between the compound of formula (I) and other antibacterial active substances. (I)SI=(Cmixture×PA) / CA+(Cmixture×PB) / CB, SI is the synergy index by Kull (Note 1, Note 2). CA is the number of cells in substance A. CB represents the number of cells of substance B. Cmixture is the number of cells in a mixture of substance A and substance B. PA is the proportion of substance A in the mixture. PB represents the proportion of substance B in the mixture. Note 1) Kull, FC, Eismann, PC, Sylvestrowicz, HD, and RL Mayer (1961). A mixture of quaternary ammonium compounds and long-chain fatty acids as an antifungal agent. Applied Microbiology 9, 538-541. Note 2) Steinberg, DC (2000). Measurement of synergistic effects. Cosmetics & Toiletries 115(11), 59-62.
[0165] Antimicrobial activity was evaluated by determining the minimum inhibitory concentration (MIC), which represents the lowest concentration of a chemical that inhibits the visible growth of bacteria.
[0166] MIC values were determined by preparing solutions of increasing concentrations of the chemical in vitro, incubating the solutions with separate batches of cultured bacteria, and measuring the results using agar dilutions or microdilutions of broth. The results are classified as susceptible (often called moderate), moderately affected, or resistant to a particular antibiotic, using cutoff points. Cutoff points are agreed-upon values and are published in the guidelines of reference organizations such as the American Clinical Laboratory Standards Institute (CLSI), the British Society of Antimicrobial Chemotherapy (BSAC), or the European Committee for Antimicrobial Susceptibility Testing (EUCAST). [Table 1]
[0167] The synergistic effect index SI of the combination of 4-hydroxyacetophenone and the secondary active substance indicates a very strong synergy between these two compounds. Formulation examples
[0168] The present invention is further illustrated by the following examples. Unless otherwise indicated, references to "the substance of formula (I)" relate to 4-hydroxyacetophenone (the compound of formula (Ic)). However, "the substance of formula (I)" can be replaced by any other compound of formula (I). In particular, 4-hydroxyacetophenone can be replaced by 2-hydroxyacetophenone (the compound of formula (Ia)) or 3-hydroxyacetophenone (the compound of formula (Ib)). [Table 1A] [Table 1B] [Table 1C] [Table 1D] [Table 2] [Table 3] [Table 4] [Table 5] [Table 6] [Table 7] [Table 8] [Table 9] Table 10 Table 11 Table 12 Table 13 Table 14 Table 15 Table 16 Table 17 Table 18 Table 19 Table 20 Table 21 Table 22 Table 23 Table 24 Table 25 Table 26 Table 27 Table 28 Table 29 Table 30 Table 31 Table 32 Table 33 Table 34 Table 35 Table 36 Table 37 Table 38 Table 39 Table 40 Table 41 Table 42 Table 43 Table 44 [Table 45] [Table 46] [Table 47] [Table 48] [Table 49] [Table 50] [Table 51] [Table 52] [Table 53] [Table 54] [Table 55] [Table 56] [Table 57]
[0169] Wet cleansing wipes This involves preparing a composition or mixture for neutralizing unpleasant odors and / or for disinfection with wet cleansing wipes. The following components are mixed to form the composition or mixture: 30 units by weight of dipropylene glycol, 25 substances of formula (I) by weight, 15 weight of isopropyl myristate, 15 by weight of triethyl citrate, and 15 weights of benzyl benzoate. An emulsifier (dracoline GOC) is used to produce a 0.05% aqueous solution from this composition, which is used in the manufacture of wet wipes. [Table 58A] [Table 58B] [Table 58C] [Table 58D] [Table 59] [Table 60] [Table 61] [Table 62] [Table 63] [Table 64] [Table 65] [Table 66] [Table 67]
Claims
1. An antimicrobial mixture, (a) The first antimicrobial agent as 4-hydroxyacetophenone, (b) comprising or including a second antimicrobial agent as ethylenediaminetetraacetate (EDTA), An antimicrobial mixture in which the weight ratio of 4-hydroxyacetophenone to EDTA is 1:1 to 1:
5.
2. The antimicrobial mixture according to claim 1, wherein the weight ratio of 4-hydroxyacetophenone to EDTA is 1:1 to 1:4, preferably 1:
3.
3. A personal care composition comprising the effective amount of the antimicrobial mixture described in Claim 1 or Claim 2.
4. A detergent composition comprising the effective amount of the antibacterial mixture described in Claim 1 or Claim 2.
5. A food composition comprising the effective amount of the antimicrobial mixture described in Claim 1 or Claim 2.
6. A personal care composition according to claim 3, a detergent composition according to claim 4, or a food composition according to claim 5, comprising the antimicrobial mixture according to claim 1 or claim 2 in an amount of about 0.01 to about 10% by weight calculated based on the total composition.
7. A method for preserving a personal care composition, a detergent composition, or a food composition by adding an effective amount of the antimicrobial mixture described in Claim 1 or Claim 2.
8. A method for eliminating microorganisms by adding an effective amount of the antimicrobial mixture described in Claim 1 or Claim 2 to a personal care, detergent, or food composition.
9. A composition for combating undesirable body odor, comprising the active amount of the antibacterial mixture described in claim 1 or 2 as an active ingredient.
10. Use of the antimicrobial mixture according to claim 1 or claim 2 in an effective amount as a preservative.
11. The use according to claim 10, wherein the preservative is effective against Staphylococcus epidermidis, Corynebacterium xerosis, Brevibacterium epidermidis, Propionibacterium acnes, Trichophyton, and Epidermophyton species.
12. A deodorant composition comprising the effective amount of the antibacterial mixture described in Claim 1 or Claim 2 as an active ingredient.
Citation Information
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