Compositions containing piroctone olamine

JP2025506929APending Publication Date: 2025-03-13CLARIANT INT LTD
View PDF 6 Cites 0 Cited by

Patent Information

Application Number
JP2024551987
Authority / Receiving Office
JP · JP
Patent Type
Applications
Current Assignee / Owner
Filing Date
2022-03-04
Publication Date
2025-03-13

Smart Images

  • Figure 2025506929000001
    Figure 2025506929000001
  • Figure 2025506929000002
    Figure 2025506929000002
  • Figure 2025506929000003
    Figure 2025506929000003
Patent Text Reader

Abstract

The present invention relates to a composition comprising the following ingredients: 0.1-15% by weight of piroctone olamine, 17.5-28% by weight of a surfactant, 15-35% by weight of an alcohol solvent, and 0.1-2% by weight of a fatty acid ester or oil, the weight percentages of each ingredient being based on the total weight of the composition. The present invention also provides a method for making said composition and relates to the use of said composition in personal or home care products.
Need to check novelty before this filing date? Find Prior Art

Description

[Technical field]

[0001] The present invention relates to compositions comprising piroctone olamine and the use of said compositions in personal or home care products. [Background technology]

[0002] With the rapid development of production and economy, the demand for care products, especially personal care products, such as shampoo or conditioner, is increasing.People want their hair to be clean, smooth, beautiful and bouncy after using good quality shampoo or hair care products.However, in recent years, dandruff has become a problem for many consumers.

[0003] Researchers have found that the overgrowth of Malassezia is an important cause of dandruff.Traditional treatments for dandruff include the use of antidandruff agents, such as zinc pyrithione, which are present in a medium, particularly in shampoos, gels or lotions, to allow the antidandruff agent to disperse and deposit on the skin.The drawback of using pyrithione salt preparations has been found to be the adverse effect on keratin fibers, particularly sensitized keratin fibers, which reduces the aesthetic properties of hair, particularly by making hair coarser and more charged.

[0004] Researchers have developed piroctone olamine. Piroctone olamine is an antifungal active agent. German patent applications DE2234009A1 and DE1795270A1 disclose the formula of piroctone olamine. German patent application DE1795270A1 also describes a method for producing piroctone olamine. Piroctone olamine exists in crystalline form and can be added to personal care products to effectively reduce or eliminate dandruff. Furthermore, patent application WO2002 / 08196 describes the use of piroctone olamine as a preservative.

[0005] The demand for high quality anti-dandruff products is increasing. Consumers are seeking multifunctional anti-dandruff products with good solubility and wide application. Therefore, a novel composition containing piroctone olamine is desired that has a good balance between effective anti-dandruff and antiseptic effects and good solubility. [Prior art documents] [Patent documents]

[0006] [Patent Document 1] DE2234009A1 [Patent Document 2] DE1795270A1 [Patent Document 3] WO2002 / 08196 Summary of the Invention [Problem to be solved by the invention]

[0007] In a first aspect, the present invention provides a composition comprising the following components: A) 0.1 to 15% by weight of piroctone olamine, B) 17.5 to 28% by weight of a surfactant; C) 15 to 35% by weight of an alcohol solvent, and D) 0.1 to 2% by weight of a fatty acid ester or oil; wherein the weight percentage of each component is based on the total weight of the composition.

[0008] In a second aspect, the present invention also provides a personal or home care product comprising 0.2 to 10% by weight of the above composition, in addition to 8 to 30% by weight of a further surfactant, 0 to 10% by weight of a conditioning agent, and water.

[0009] In a third aspect, the present invention also provides a method for preparing said composition at room temperature, comprising adding 0.1-15% by weight of piroctone olamine to 15-35% by weight of alcohol solvent, stirring to completely dissolve it, mixing the dissolved material with 17.5-28% by weight of surfactant, further stirring, and then adding and dissolving 0.1-2% by weight of fatty acid ester or oil and 25-55% by weight of water, the weight percentage of each component being based on the total weight of the composition.

[0010] Description of the Invention For the avoidance of doubt, any feature of one aspect of the invention may be used in any other aspect of the invention. The term "comprising" is intended to mean "including" but not necessarily "consisting of" or "composed of". In other words, the listing of steps or options need not be exhaustive. It should be noted that the embodiments described in the following specification are intended to illustrate the invention and are not intended to limit the invention to those exact embodiments. Similarly, all percentages are weight / weight percentages unless otherwise stated. When multiple preferred ranges are described for a particular feature in the form "x to y", it is understood that all ranges at the different end points of the combination are also contemplated. The various features of the invention referred to in each section above apply mutatis mutandis to other sections as appropriate. Thus, features specified in one section may be appropriately combined with features specified in other sections. The addition of section headings is for convenience only and is not intended to limit the disclosure in any way.

[0011] The term "low temperature process" means that the various materials or ingredients are completely melted and mixed without the application of heat.

[0012] The present invention provides a composition, particularly for use in personal or home care products, comprising the following components: 0.1-15% by weight of piroctone olamine, 17.5-28% by weight of a surfactant, 15-35% by weight of an alcohol solvent, and 0.1-2% by weight of a fatty acid ester or oil, the weight percentages of each component being based on the total weight of the composition. The present invention also provides the use of the above-mentioned composition in the manufacture of a personal or home care product.

[0013] Each component of the composition of the present invention and its use in personal care products such as shampoos are illustrated as embodiments and described in more detail below.

[0014] Ingredient A The composition of the present invention comprises component A, i.e. piroctone olamine. As mentioned above, due to the antifungal properties of piroctone olamine, it can inhibit / prevent dandruff-causing fungi, such as the common genus Malassezia.

[0015] In an exemplary embodiment, the weight percentage of piroctone olamine is 0.1-15%, preferably 0.5-15%, more preferably 1-15%, more preferably 2-15%, more preferably 4-15%, more preferably 6-12%, more preferably 8-12%, and most preferably 8-10%, based on the total weight of the composition.

[0016] Component B The composition of the present invention comprises component B, i.e., surfactant. As used herein, "surfactant" means a surface-active agent. The surfactant may be an anionic surfactant, an amphoteric surfactant, a cationic surfactant, a nonionic surfactant, or a mixture thereof. In at least one embodiment, the surfactant is an organic amphiphilic compound having at least one hydrophobic portion and at least one hydrophilic portion.

[0017] In the present invention, the weight percentage of the surfactant is 17.5-28%, more preferably 19-25%, and most preferably 20-23%, based on the total weight of the composition. Within this range, piroctone olamine has good solubility when dispersed in the surfactant. In the present invention, the surfactant is used as the main solvent for piroctone olamine, and therefore accounts for a relatively large percentage of the composition of the present invention.

[0018] In another exemplary embodiment, surfactant component B is an anionic surfactant. Ammonium lauryl ether sulfate and sodium lauryl ether sulfate (SLES) are particularly preferred surfactants for use in the hair care compositions of the present invention. Specific examples of other suitable anionic surfactants include polyoxyethylene alkyl ether sulfates, such as sodium laureth sulfate, isethionate, taurate, sodium C 14~16 Olefin Sulfonate, Ammonium C 12~15 Pareth sulfate, sodium myristyl ether sulfate, or polyoxyethylene alkyl sulfates, such as triethanolamine lauryl sulfate, sodium lauryl sulfate, disodium monooleamide sulfosuccinate, ammonium lauryl sulfosuccinate, sodium dodecylbenzenesulfonate, triethanolamine dodecylbenzenesulfonate, and sodium N-lauroylsarcosinate.

[0019] In another exemplary embodiment, surfactant B is a non-ionic surfactant, which is selected from the following alkoxylated derivatives: 16 ~C 40Fatty alcohols, alkylphenols, fatty acids, fatty acid esters and fatty acid amides, having alkoxy groups ranging from about 1 to about 110. The alkoxy groups can be selected from the group consisting of C2-C6 oxides and mixtures thereof (with ethylene oxide, propylene oxide), and mixtures thereof that are typical alkoxides. The alkyl chains can be linear, branched, saturated or unsaturated. Of these alkoxylated nonionic surfactants, ethoxylated and propoxylated alcohols are preferred. The alkoxylated alcohols can be used alone or in mixtures.

[0020] Other nonionic surfactants suitable for use in the present invention are long chain alcohols, e.g. 8~30 Alkyl glycosides are the condensation products of alcohols and sugar or starch polymers. Commercially available examples of these surfactants include decyl glucoside, lauryl polyglucoside. Also, glucamide surfactants, e.g., GlucoTain (登録商標) or GlucoPure (登録商標) Also suitable are those sold under the trade name Clariant. Sorbitan esters, such as sorbitan monopalmitate, are also useful herein as nonionic surfactants. Sorbitan esters may include mixtures of mono-, di-, and triesters. Representative examples of suitable sorbitans include sorbitan monooleate, sorbitan stearate, sorbitan monoisostearate, and sorbitan sesquioleate.

[0021] In another exemplary embodiment, the nonionic surfactant is a glyceryl monoester, typically C 16~22 Glyceryl monoesters of saturated, unsaturated, straight and branched chain fatty acids, such as glyceryl esters and polyglyceryl esters, including glyceryl oleate, glyceryl monostearate, glyceryl monoisostearate, glyceryl monopalmitate, glyceryl monobehenate, and mixtures thereof.

[0022] Also useful herein as nonionic surfactants may be selected from the group comprising fatty acid dialcoholamides (DEA), typical examples being DEA isostearate, DEA laurate, DEA caprate, DEA linoleate, DEA myristic acid, DEA oleate, and DEA stearate.

[0023] Further nonionic surfactants include fatty acid monoalcoholamides such as coconut fatty acid monoalcoholamide, fatty acid monoisopropanolamides such as oleic acid monoisopropanolamide, lauric acid monoisopropanolamide, alkylamine oxides such as N-cocodimethylamine oxide, N-lauryldimethylamine oxide, N-myristyldimethylamine oxide, and N-stearyldimethylamine oxide, N-acylamine oxides such as N-cocoamidopropyldimethylamine oxide and N-tallowamidopropyldimethylamine oxide, and N-alkoxyalkylamine oxides such as bis(2-hydroxyethyl)C 12-15 The alkoxypropylamine oxide is selected from the group consisting of alkoxypropylamine oxide.

[0024] In another preferred embodiment, surfactant component B is an amphoteric surfactant, which can act as an anionic surfactant in alkaline solution or as a cationic surfactant in acidic solution. Examples include cocoamphocarboxyglycinate, cocoamphocarboxypropionate, cocobetaine, cocamidopropyl betaine, N-cocamidopropyl dimethylglycine, N-lauryl-N-carboxymethyl-N-(2-hydroxyethyl)ethylenediamine.

[0025] Betaines such as α-(tetradecyldimethylammonio)acetate, β-(hexadecyldiethylammonio)propionate, and γ-(dodecyldimethylammonio)butyrate, sultaines such as 3-(dodecyldimethylammonio)-propane-1-sulfonate, and 3-(tetradecyldimethylammonio)ethane-1-sulfonate. The above-mentioned surfactants can be used alone or in combination in the composition according to the present invention.

[0026] Component C The composition of the present invention includes component C, i.e., an alcohol solvent. In an exemplary embodiment, the weight percentage of the alcohol solvent is 15-35%, preferably 16-30%, more preferably 17-25%, based on the total weight of the composition of the present invention. Within the above selected range, piroctone olamine has better solubility and also enhances the antibacterial properties of the composition.

[0027] Suitable alcoholic solvents include aqueous solutions of lower alkyl alcohols or polyols. The lower alkyl alcohols can be, for example, monoalcohols having 1 to 6 carbon atoms, typically ethanol and / or isopropanol. The polyols can be, for example, propylene glycol, hexylene glycol, glycerol and / or propylene glycol. As illustrative examples, alcoholic solvents suitable for the present invention are selected from propylene glycol, butylene glycol, pentylene glycol, ethanol, hexanediol and mixtures thereof.

[0028] Component D The composition of the present invention comprises component D, i.e., fatty acid ester or oil. The fatty acid ester or oil in the composition of the present invention may enhance the antibacterial properties of the composition. In an exemplary embodiment, the weight percentage of the fatty acid ester or oil is 0.1-2%, preferably 0.2-1.5%, more preferably 0.5-1.0%, based on the total weight of the composition of the present invention.

[0029] Suitable oils of the present invention include vegetable oils such as castor oil, coconut oil, lentil oil, apricot kernel oil, avocado oil, babassu oil, evening primrose oil, linseed oil, grape seed oil, macadamia seed oil, corn oil, white manzanita seed oil, olive oil, palm kernel oil, safflower oil, sesame oil, soybean oil, sunflower oil, wheat germ oil and dianthus seed oil.

[0030] Other suitable fatty acid esters include, but are not limited to, sorbitol anhydride derivatives, sorbitan caprylate, sorbitan caprate, sorbitan oleate, sorbitan stearate.Other suitable oils and fats are, for example, PEG anhydrous sorbitan beeswax, PEG anhydrous sorbitan isostearate, PEG anhydrous sorbitan lanolate, PEG anhydrous sorbitan laurate, PEG anhydrous sorbitan oleate, PEG anhydrous sorbitan palmitate, PEG anhydrous sorbitan stearate, polysorbate, anhydrous sorbitan trioleate, anhydrous sorbitan sesquioleate, anhydrous sorbitan stearate and sorbitan tristearate.Other suitable fatty acid esters include, but are not limited to, sorbitan fatty acid esters, sorbitan caprylate, glycerol esters of fatty acids or triglycerides.

[0031] The composition of the present invention can be added to personal care products or home care products.Examples of personal care products include, but are not limited to, shampoos, conditioners, hair regrowth agents, hand soaps, face washes, body washes, cleansing masks, cleansing lotions, micellar waters, makeup removers, cleansing wipes, fragrances, soaps, shaving soaps, shaving foams, cleansing foams, face masks, creams and hand creams for the care of personal hair, skin and other body parts.Examples of home care products include, but are not limited to, laundry care products, air fresheners and home cleaners.

[0032] Preferably, the composition of the present invention is added or applied to a hair care composition, scalp care composition or skin care composition. More preferably, the composition of the present invention is applied or added to a shampoo composition to have anti-dandruff and antiseptic properties.

[0033] In an exemplary embodiment, 0.2-10% by weight of the composition of the present invention, 8-30% by weight of a second or further surfactant are mixed with 0-10% by weight of a conditioning agent and water to make an antidandruff and disinfecting shampoo composition. In an exemplary embodiment, the weight percentage of the further surfactant is 10-30% by weight, preferably 12-20% by weight, most preferably 15-20% by weight. As an exemplary embodiment, the further surfactant comprises at least one of an anionic surfactant, a nonionic surfactant, and an amphoteric surfactant. In a preferred embodiment, the further surfactant comprises at least one or any combination of alkylamidopropyl betaine, alkyl betaine, sodium alkylacylsarcosinate, sodium dodecyl polyether sulfate.

[0034] The personal or home care products of the present invention may also contain water, preferably deionized water.

[0035] Component F In another exemplary embodiment, the personal care or home care product of the present invention further comprises one or more additional ingredients (F) in an amount of at least 0.01 wt.%, preferably at least 0.05 wt.%, more preferably at least 0.1 wt.%, and even more preferably at least 0.5 wt.% of the total weight of the personal care or home care composition / product.

[0036] Preferably, component (F) is selected from acidity regulators, colorants, conditioning agents, emulsifiers, film formers, fragrances, gloss agents, humectants, lubricants, moisturizers, pigments, preservatives, skin penetration enhancers, stabilizers, thickeners and viscosity modifiers. More preferably, component (F) is selected from pH regulators, gloss agents and lubricants. Suitable lubricants are, for example, fatty alcohol components having 6 to 18 carbon atoms.

[0037] In at least one embodiment, component (F) is a thickening agent. In a preferred embodiment, the thickening agent includes hydroxyethyl cellulose, hydroxypropyl cellulose, carboxymethyl cellulose, guar gum, xanthan gum, acrylic (ester) copolymers, or acrylamidomethylpropanesulfonic acid homo- or copolymers (e.g., Aristoflex® from Clariant). (登録商標) The composition includes at least one of the above-listed compounds.

[0038] In at least one embodiment, component (F) is a glossing agent. A typical glossing agent is a siloxane. Suitable for use as the siloxane are volatile or non-volatile nonionic silicone fluids, silicone resins and silicone semi-solids or solids. Volatile siloxanes are linear or cyclic siloxanes that have a measurable vapor pressure, defined as a vapor pressure of at least 2 mmHg at 20°C. Water-insoluble, non-volatile silicone fluids are also suitable, including polyalkyl siloxanes, polyaryl siloxanes, polyalkylaryl siloxanes, polyether siloxane copolymers, amine-functional siloxanes, or mixtures thereof.

[0039] In at least one embodiment, component (F) is a rheology modifier. The weight percentage of the rheology modifier is 0.1-10%, preferably 0.2-5%, more preferably 0.2-3%, and more preferably 0.5-5%, based on the total weight of the personal care product, such as an anti-dandruff shampoo. The rheology modifier can be a gelling agent or a thickening agent. Examples of thickening agents include cellulose thickeners, such as hydroxyethyl cellulose, hydroxypropyl cellulose and carboxymethyl cellulose, guar gums, such as hydroxypropyl guar gum, gums of microbial origin, such as xanthan gum and dextran gum, and synthetic thickeners, such as crosslinked homo- or copolymers of acrylic acid and / or acrylamidopropionic acid, or acrylamidomethylpropanesulfonic acid homo- or copolymers (e.g., Aristoflex from Clariant). (登録商標) Other rheology modifiers include, but are not limited to, fatty acid amides such as coconut diethanolamide and monoethanolamide, and oxyethylenated monoethanolamides of alkyl ethers of carboxylic acids.

[0040] In at least one embodiment, component (F) is a conditioning agent, and in an exemplary embodiment, the amount of conditioning agent is 0-10 wt.%, preferably 0.5-10 wt.%, more preferably 2-8 wt.%, based on the total weight percent of the composition of the present invention. Examples of suitable conditioning agents include cationic quaternary ammonium salts. In at least one embodiment, component (F) is a cationic quaternary ammonium salt. Examples of such quaternary ammonium salts include benzyltriethylammonium chloride, cetyltrimethylammonium chloride (cetrimonium chloride, CTAC), behentrimonium chloride (BTAC) or cetylpyridinium chloride. Additional suitable conditioning agents include Quaternium-98 (Genadvance (登録商標) Repair), Polyquaternium-116 and Butylene Glycol (Genadvance(登録商標) Life), Lauryl / Myristyl Polyricinoleate and Glycerin (Genadvance (登録商標) Hydra), stearamidopropyl dimethylamine (Genamin (登録商標) SPA) or distearyl dimethyl ammonium chloride (Genamin (登録商標) DSAP) are examples.

[0041] Examples of further components (F) are: panthenol, panthenyl ethyl ether, proteins, hydrolyzed proteins (preferably hydrolyzed proteins of vegetable or animal origin, such as hydrolyzed collagen or hydrolyzed keratin), nutrients; antioxidants, vitamin E; emollients, such as PPG-3 myristyl ether, trimethylpentanol hydroxyethyl ether; hair fixing polymers, such as amphoteric fixing polymers, cationic fixing polymers, non-ionic fixing polymers, hair fixing polymers, such as amphoteric fixing polymers, cationic fixing polymers, non-ionic fixing polymers, silicone graft copolymers. preservatives such as phenoxyethanol, benzoic acid, DMDMH hydantoin, methylisothiazolinone / methylchloroisothiazolinone (MIT / CMIT), benzyl alcohol, methylparaben, propylparaben, imidazolidinyl urea; pH adjusters such as citric acid, sodium citrate, succinic acid, phosphoric acid, sodium hydroxide, sodium carbonate; salts such as potassium acetate or sodium chloride; colorants; hair oxidizing agents (bleaching agents) such as hydrogen peroxide, perborates or persulfates; hair reducing agents such as mercaptoacetates; fragrances; and chelating agents such as disodium EDTA. EXAMPLES

[0042] example The present invention is further described below with reference to specific embodiments or examples.

[0043] Unless otherwise specified, the stated contents are in weight percent. Experimental methods for which no specific conditions are given in the examples are generally carried out according to conventional conditions.

[0044] [Table 1] Test Method Anti-dandruff effect test Many clinical trials have demonstrated that a reduction in Malassezia on the scalp indicates a reduction in dandruff. Therefore, the anti-dandruff effect of a product can be evaluated by its ability to inhibit Malassezia furfur. The anti-dandruff effect of the composition of the present invention was evaluated using the following zone of inhibition experimental test method.

[0045] Zone of inhibition experiment: Zone of inhibition is carried out on modified Leeming-Notman culture medium. Specifically, the concentration of Malassezia is adjusted, 0.3ml of inoculum is spread over the surface of modified Leeming-Notman culture medium, and then incubated at room temperature for 24 hours. All samples to be tested are dissolved in sterile solvent. The procedure is described above to check the zone of inhibition and the plate is incubated at 35°C for 5 days. After incubation, the plate is observed. The zone of inhibition is measured using a zone measurement scale, and the result is recorded.

[0046] Determination of antifungal effect: inhibition zone area ≥ 300 mm 2 means extremely effective anti-dandruff effect, i.e. "+++"; 300mm 2 > Area of ​​inhibition zone ≥ 150mm 2 means very effective anti-dandruff effect, i.e. "++"; 100mm 2 > Area of ​​inhibition zone ≥ 50mm 2 means moderate antidandruff effect, i.e. "+"; inhibition zone area <50mm 2 means no anti-dandruff effect, i.e. "-".

[0047] Preservative Efficacy Test According to the European Pharmacopoeia 8th Edition, the preservative effectiveness of the composition is tested by microbiological testing. The criteria for determining the outcome of the preservative efficacy challenge are as follows: 1) Criterion A for bacterial species requires a 2 log (or more) reduction on day 2, a 3 log (or more) reduction on day 7, and no further bacterial increase. No increase in bacterial counts was detected on days 14 and 28. Criterion B requires a 3 log (or more) reduction on day 14, and no further bacterial increase. No increase in bacterial counts when tested on day 28. 2) Criterion A for yeast / mold species requires a 2 log reduction on day 14, and no further increase. Criterion B requires a 1 log reduction on day 14, and no further increase.

[0048] Solubility Test Experimental method: Dissolve the composition in different solvents to determine its solubility. The solubility is determined as follows: solubility>50% means highly soluble, i.e. "++++"; 50%>solubility≧30% means high solubility, i.e. "+++"; 30%>solubility≧10% means good solubility, i.e. "++"; 10%>solubility≧5% means average solubility, i.e. "+"; solubility<5% means poor solubility, i.e. "-".

[0049] Stability test: Samples of Examples 1-10 and Comparative Examples 1-6 were filled into transparent bottles to 80% height (three parallel samples) and placed in a room temperature thermostat at 25° C. and a low temperature thermostat at 4° C., respectively. The samples were monitored for one month while observing their appearance.

[0050] Stability determination: clear, homogeneous transparency means stable, i.e. "++++"; precipitation of insoluble material or appearing heterogeneous means unstable, i.e. "-".

[0051] Preparation of the Composition At room temperature and pressure, add piroctone olamine to the alcohol solvent and stir to completely dissolve.The dissolved mixture is then added to the surfactant.Finally, add the fatty acid ester or oil to the mixture and stir with a mixer to completely dissolve.

[0052] The composition can be added by a low temperature process during formulation / preparation, thus saving energy consumption, which is an advantage over processes that require the addition of Piroctone Olamine to a surfactant solution at 70-80°C, or its dispersion in water, or pre-dissolution in a polyol.

[0053] At room temperature, compositions of the present invention were obtained by mixing and dissolving alcohol solvent, surfactant, piroctone olamine, and fatty acid ester or oil in the ratios shown in Table 1 according to the manufacturing method described above. More specifically, Examples 1-10 and Comparative Examples ("CE") 1-6 are shown in Table 1 (weight percentages are used for each component). The bacteria inhibition effect and stability evaluation of Examples 1-10 and Comparative Examples 1-6 in Table 1 are shown in Table 5.

[0054] [Table 2] Preparation of Shampoo Composition As shown in Tables 2 and 3, shampoos 1 to 17 were further prepared based on the composition examples 7 to 9 of the present invention and comparative examples 1 to 2, and the shampoos were tested and evaluated for their antimicrobial and antiseptic effects.

[0055] Preparation of Shampoo According to the ratio in Table 2 and Table 3, water, sodium laureth sulfate, sodium laureth sarcosinate, sodium methyl cocoyl taurate, decyl glucoside, cocamidopropyl betaine, cocamide MEA, disodium EDTA are put into an emulsifying pot, the mixture is stirred while the temperature is increased to 75°C, polyquaternium-10 is dispersed in water, and the temperature is 50°C while stirring uniformly. The dispersion mixture is put into the emulsifying pot while stirring and the temperature is decreased to 45°C. Citric acid and preservative are further added respectively, and stirred uniformly and distributed. All products are clear liquids with similar appearance and excellent physical properties compared with typical hair shampoo products on the market.

[0056] Table 2 shows shampoo compositions made from compositions of the present invention, Examples 6 and 7, by mixing with the other listed ingredients in various weight percentages and subsequently tested for anti-dandruff and antiseptic efficacy.

[0057] [Table 3] Table 3 shows shampoos 8 to 17 that were prepared without additional preservatives by using Example 8 of the composition of the present invention, and Comparative Examples 1 and 2, mixed with other ingredients listed in Table 3 at various weight percents, and subsequently tested for antidandruff and preservative effects.

[0058] [Table 4] Test results Solubility test results Table 4 shows the solubility properties of Examples 1-10 in different solvents.

[0059] [Table 5] Test results show that the composition of the present invention has excellent solubility.The composition of the present invention can be applied very well to water-based products.This can expand the application range of the composition of the present invention, such as tint, spray, serum, etc.

[0060] In vitro zone of inhibition test results Table 5 shows the in vitro inhibition and stability against Malassezia of Examples 1-10 and Comparative Examples 1-6.

[0061] [Table 6] Among them, shampoo compositions were prepared based on Examples 6 to 8 and 10 of the composition of the present invention, and all of them had a viscosity of 300 mm. 2 , indicating excellent antifungal properties, i.e., extremely effective antidandruff effect.

[0062] Examples 6-7 were applied to make examples Shampoos 1-7. Table 6 below shows the in vitro zone of inhibition results for Shampoos 1-7 made from compositions of the present invention.

[0063] [Table 7] According to the results of the zone of inhibition test, the shampoo composition of the present invention shows excellent inhibition effect, i.e., the composition of the present invention can be used in shampoo preparations / formulations with better anti-dandruff effect.

[0064] Antiseptic effect test results As previously described, Shampoo Examples 8-17 were made from Comparative Examples 1-2 and Composition Example 8. The results of the preservative efficacy challenge are shown in Table 7 below.

[0065] [Table 8] The test results show that the preservative effect challenge (i.e., preservative effect test) for the shampoo of the composition prepared from Example 8 of the present invention according to each specific weight percentage can reach the standard A, which indicates that the composition of the present invention has excellent preservative effect.

[0066] Through the above experiments, it can be seen that the use of the composition of the present invention in care products makes the care products have both anti-dandruff and antiseptic effects, and the manufacturing process does not require high temperatures to dissolve and dispense the composition of the present invention, saving energy.

[0067] Various modifications and variations may be made to the present invention without departing from the scope and spirit of the invention.

Claims

1. Ingredients below: A) 0.1 to 15% by weight of piroctone olamine; B) 17.5 to 28% by weight of a surfactant; C) 15 to 35% by weight of an alcohol solvent, and D) 0.1 to 2% by weight of a fatty acid ester or oil; wherein the weight percentage of each component is based on the total weight of the composition.

2. 2. The composition of claim 1, wherein the weight percentage of component A is 0.5 to 15 wt%, preferably 1 to 15 wt%, more preferably 2 to 15 wt%, more preferably 4 to 15 wt%, more preferably 6 to 12 wt%, more preferably 8 to 12 wt%, and most preferably 8 to 10 wt%.

3. The composition according to claim 1 or 2, wherein the weight percentage of component B is from 19 to 25% by weight, preferably from 20 to 23% by weight.

4. The composition according to any one of claims 1 to 3, wherein component B is selected from anionic surfactants, amphoteric surfactants, cationic surfactants, nonionic surfactants and mixtures thereof.

5. 5. The composition of claim 4, wherein component B is selected from alkylamidopropyl betaines, alkyl betaines, sodium alkyl acylsarcosinates, sodium dodecyl polyether sulfates, glucamides, and mixtures thereof.

6. The composition according to any one of claims 1 to 5, wherein the weight percentage of component C is from 16 to 30% by weight, preferably from 17 to 25% by weight.

7. The composition according to any one of claims 1 to 6, wherein component C is selected from propylene glycol, butylene glycol, pentylene glycol, ethanol, hexanediol and mixtures thereof.

8. The composition according to any one of claims 1 to 7, wherein the weight percentage of component D is from 0.2 to 1.5 wt%, preferably from 0.5 to 1.0 wt%.

9. 9. The composition of any one of claims 1 to 8, wherein component D is selected from sorbitan caprylate, sorbitan oleate, glycerol esters or triglycerides of fatty acids, castor oil, lentil oil, soybean oil, sunflower oil, sorbitan stearate, and mixtures thereof, and said composition further comprises E) 25 to 55% by weight of water.

10. below: a) Add component A to component C and stir to completely dissolve; b) adding the dissolved mixture to component B and further mixing; and c) Add components D and E to the mixture and further stir to completely dissolve; A method for producing the composition of any one of claims 1 to 9, comprising:

11. A personal or home care product comprising a composition according to any one of claims 1 to 9.

12. below: a) 0.2 to 10% by weight of the composition according to any one of claims 1 to 9, b) 8 to 30% by weight of a further surfactant; c) 0-10% by weight of a conditioning agent, and d) water; Personal or home care products, including

13. A personal or home care product according to claim 12, wherein the weight percentage of said further surfactant is from 10 to 30%, preferably from 12 to 20%, most preferably from 15 to 20% by weight.

14. 14. The personal or home care product of claim 12 or 13, wherein the further surfactant comprises at least one of an anionic surfactant, a nonionic surfactant, or an amphoteric surfactant.

15. 15. The personal or home care product of any one of claims 12 to 14, wherein the further surfactant comprises at least one of alkylamidopropyl betaine, alkyl betaine, sodium alkyl acylsarcosinate, glucamide or sodium lauryl ether sulfate.

Citation Information

Patent Citations

  • Piroctone olamine granules for use in cosmetic compositions

    EP3818972A2

  • Use of a booster to enhance the Anti-dandruff or preservative activity of piroctone olamine

    EP3944852A1

  • Compositions comprising macromolecular assemblies of lipid and surfactant

    JP2019206561A

  • 1-hydroxy-2-pyridone

    DE1795270A1

  • cosmetic preparations

    DE2234009A1