Antibacterial composition containing piroctone olamine salt as well as preparation method and application of antibacterial composition

Abstract

The invention relates to the field of cosmetics, in particular to an antibacterial composition containing piroctone olamine salt and a preparation method and application of the antibacterial composition. The antibacterial composition containing the piroctone olamine salt is prepared from the following preparation raw materials in parts by mass: 15 to 20 parts of an active ingredient, 18 to 25 parts of a composite surfactant, 30 to 35 parts of an alcohol solvent, 2 to 2.5 parts of an emulsifier and 50 to 55 parts of deionized water, wherein the active component is prepared from cinnamyl aldehyde, paeonol and piroctone olamine salt microspheres. Through the synergistic effect of various active ingredients and the surfactant, excellent antibacterial and anti-dandruff effects are achieved, meanwhile, the characteristics of mildness and low irritation are kept, and the performance of a scalp care product is remarkably improved.

Description

Technical Field

[0001] The present application relates to the field of cosmetics, and in particular to an antibacterial composition containing piroctone olamine salt, and a preparation method and application thereof. Background Art

[0002] Dandruff is caused by the aggregation of keratinized cells after the balance between epidermal cell shedding and cell regeneration is disrupted. A healthy scalp ecosystem relies on three major balances: sebum secretion balance, scalp microecology balance, and scalp barrier function balance. An imbalance in the scalp microecology can lead to the proliferation of lipophilic Malassezia fungi, which in turn causes an imbalance in scalp sebum secretion, producing large amounts of unsaturated free fatty acids that irritate the scalp and cause dandruff. In addition, the microecology and the scalp barrier function interact. When the scalp barrier function is unbalanced, external irritants can irritate the scalp, causing inflammation and dandruff.

[0003] At present, the public's requirements for anti-dandruff products are not only about the anti-dandruff effect, but also the requirements for mildness and antibacterial properties are gradually increasing. Mild antibacterial anti-dandruff agents are the future development trend, such as piroctone ethanolamine (OCT), which has been widely used in cosmetics, medicine and health fields.

[0004] OCT is a highly effective, broad-spectrum antimicrobial agent with antidandruff and antipruritic properties. It exhibits excellent compatibility with other daily chemical ingredients, exhibits good solubility in surfactants, maintains transparency, and exhibits minimal skin irritation, leading to widespread use in cosmetics, pharmaceuticals, and healthcare. Its antibacterial mechanism is primarily as follows: for bacteria, OCT acts primarily on the cell membrane, penetrating it and inhibiting the transport of substrates such as leucine, leading to cell membrane rupture and thus exerting antibacterial and bactericidal effects. For fungi, OCT can penetrate the cell membrane and form complexes with iron(III) ions, inhibiting mitochondrial energy metabolism in fungi, thereby exerting antibacterial and bactericidal effects. OCT primarily blocks the external pathways of dandruff production and restores the scalp's ecological balance through its bactericidal and antioxidant properties, rather than temporarily eliminating dandruff through methods such as degreasing. Therefore, OCT possesses strong antidandruff properties. However, because OCT is insoluble in water and oil, it is difficult to deposit on the scalp during use and cannot penetrate deeply into hair follicles, limiting its effective antibacterial and antidandruff effects. Therefore, the antibacterial and antidandruff efficacy of products containing piroctone olamine salt needs to be improved. Summary of the Invention

[0005] The purpose of this application is to address the deficiencies of current technology and provide an antibacterial composition containing piroctone olamine salt, a preparation method and application thereof. The antibacterial composition containing piroctone olamine salt prepared in this application has excellent antibacterial and anti-dandruff effects and is mild and low-irritating.

[0006] In the first aspect, the present application provides an antibacterial composition containing piroctone olamine salt, which adopts the following technical scheme: an antibacterial composition containing piroctone olamine salt, which comprises the following preparation raw materials in parts by mass: 15-20 parts of active ingredient, 18-25 parts of composite surfactant, 30-35 parts of alcohol solvent, 2-2.5 parts of emulsifier, and 50-55 parts of deionized water; wherein the active ingredient is composed of cinnamaldehyde, paeonol and piroctone olamine salt microspheres.

[0007] By adopting the above technical solution, the active ingredients, consisting of cinnamaldehyde, paeonol, and piroctone olamine salt microspheres, exhibit antibacterial, antidandruff, anti-inflammatory, and antioxidant properties. Each component complements its own strengths and weaknesses, and their synergistic effect further enhances the antibacterial and antidandruff properties of the antibacterial composition. A composite surfactant, such as sodium laureth sulfate, siloxane triol alginate, and an amphoteric surfactant, exhibits hydrophilic and lipophilic properties, low viscosity, and excellent spreadability. This allows the active ingredients to be effectively delivered and penetrated into hair follicles during use, effectively exerting their active efficacy and achieving the desired antibacterial and antidandruff effects. An alcohol solvent dissolves and stabilizes the active ingredients, improving their bioavailability. An emulsifier, such as myristamidopropyl PG-dimethylammonium chloride phosphate, enhances the stability of the antibacterial composition, further enhancing its antibacterial and antidandruff properties. Deionized water acts as a solvent, diluting and stabilizing the composition and improving its permeability and absorbability. The synergistic effect of each component results in an antibacterial composition with excellent antibacterial and antidandruff effects, while being mild and low in irritation.

[0008] Preferably, the mass ratio of the cinnamaldehyde, paeonol and piroctone olamine salt microspheres is 3:3:4.

[0009] By adopting the above technical solution, cinnamaldehyde has sedative, analgesic, antipyretic, and anticonvulsant effects, as well as antifungal properties. Its antibacterial mechanism primarily involves destroying fungal cell walls, allowing the drug to penetrate into the fungal cells and destroy organelles, resulting in a bactericidal effect. Paeonol has sedative, hypnotic, antibacterial, anti-inflammatory, antioxidant, and blood pressure-lowering effects. It can inhibit the production of intracellular oxygen free radicals, whiten the skin, reduce and discolor pigment deposits, eliminate bruises and spots, reduce inflammation, reduce swelling and relieve pain, and has anti-allergic and antiviral effects. Piroctone olamine salt microspheres adhere more easily to the scalp or hair, slowly releasing piroctone olamine salt to inhibit the growth of Malassezia fungi, thereby achieving long-lasting and effective antibacterial and antidandruff effects. Cinnamaldehyde and paeonol both have antibacterial properties and can work together to inhibit bacterial growth. Piroctone olamine salt microspheres slowly release antibacterial components, working synergistically with cinnamaldehyde and paeonol to achieve a long-lasting antibacterial effect. The combined use of the three can complement each other's strengths and weaknesses, thereby improving the overall antibacterial and anti-dandruff performance of the antibacterial composition.

[0010] Preferably, the method for preparing the piroctone olamine salt microspheres comprises the following steps: S31. Mix 2.5-3.5 parts of piroctone olamine, 50-60 parts of soybean oil, and 5-6 parts of sorbitan octanoate in parts by mass to obtain an oil phase; mix 3.2-3.5 parts of bismuth chloride, 0.3-0.4 parts of behenyldimethyl tertiary amine, 1.3-1.6 parts of sodium carboxymethyl cellulose, and 50 parts of deionized water, and stir to obtain an aqueous phase; S32, adding the aqueous phase dropwise to the continuously stirred oil phase according to the mass fraction, placing the mixture in a high shear disperser and dispersing it at 20,000-30,000 rpm for 10-15 minutes to obtain a water-in-oil emulsion; S33. Mix L-cysteine and the water-in-oil emulsion according to their mass fractions, stir thoroughly at room temperature, then heat to 45-50°C, stir at a speed of 500-600 r / min, and stir for 3-4 hours. After stirring, cool to room temperature, and dry under reduced pressure to obtain piroctone olamine salt microspheres.

[0011] By adopting the above technical solution, step S31: preparing the oil phase and the aqueous phase, 1. Oil phase composition, piroctone ethanolamine salt as the core antibacterial and anti-dandruff active ingredient. Soybean oil is used as a hydrophobic carrier to provide an oil phase environment for the formation of microspheres. Sorbitan octanoate is used as a non-ionic emulsifier to help stabilize the oil-water interface. Mixing evenly forms a homogeneous oil phase, laying the foundation for subsequent emulsion preparation. 2. Water phase composition, bismuth chloride: a key metal ion source for complexing with L-cysteine to form a coating layer. Dimethyl benzyl tertiary amine: a cationic surfactant that helps stabilize the emulsion. Sodium carboxymethyl cellulose thickener increases the viscosity of the water phase to control the emulsion dispersion process. Deionized water is used as the solvent medium. After mixing and stirring evenly, the aqueous phase is formed to ensure uniform ion dispersion. Step S32: Formation of oil-in-water emulsion, 1. Mixing and shearing, the aqueous phase is added dropwise to the oil phase and processed by a high shear disperser to form a stable oil-in-water (W / O) emulsion. High shear force makes the aqueous phase droplets evenly dispersed in the oil phase to form tiny droplets, which provide a structural basis for subsequent microsphere coating. Step S33: Microsphere coating and curing 1. L-cysteine complexation reaction, the sulfhydryl group (-SH) of L-cysteine reacts with bismuth chloride (Bi 3+) forms a stable Bi-S coordination complex, which is wrapped around the outer surface of piroctone olamine salt to form a microsphere coating layer. The water is removed by vacuum drying to obtain solid microspheres. The prepared piroctone olamine salt microspheres have the following effects: 1. Sustained release synergistic mechanism, the dense outer layer formed by the Bi-cysteine complex can control the release rate of piroctone olamine salt and prolong the action time. The microspheres are more easily adhered to the scalp / hair roots through surface charge or physical adsorption, thereby increasing the local drug concentration. 2. Synergistic antibacterial and antioxidant, L-cysteine itself has antioxidant and antibacterial activity, reducing oxidative stress on the scalp. Bismuth ion (Bi 3 3. Reduce irritation: the microsphere coating reduces the direct contact of piroctone olamine salt with the scalp, thereby reducing the risk of irritation to sensitive skin. In short, a coating structure is formed with a complex of L-cysteine and bismuth chloride, and piroctone olamine salt with antibacterial and anti-dandruff functions is used as a core material to prepare piroctone olamine salt microspheres. The piroctone olamine salt microspheres can be more easily adhered to the scalp or hair, slowly releasing piroctone olamine salt, inhibiting the breeding of Malassezia, thereby achieving a long-lasting and effective antibacterial and anti-dandruff effect.

[0012] Preferably, in step S32, the mass ratio of the water phase to the oil phase is 13:18-20.

[0013] Preferably, in step S33, the mass ratio of L-cysteine to the water-in-oil emulsion is 6-8:100.

[0014] Preferably, the composite surfactant is prepared by mixing sodium lauryl polyether sulfate, silicone triol alginate and an amphoteric surfactant in a mass ratio of 5:1:3.

[0015] By employing this technical solution, sodium laureth sulfate, an anionic surfactant, provides strong cleansing power and rich foam, removing scalp oil, dirt, and residue, creating favorable conditions for the penetration of active ingredients. By adsorbing at the oil-water interface, it reduces surface tension and enhances the emulsion stability of the system. Limitations: Its strong degreasing power can cause scalp dryness when used alone, requiring compounding with other surfactants to reduce irritation. The siloxane structure of siloxanetriol alginate imparts excellent spreading properties, ensuring uniform coverage of the composition on the scalp and hair surfaces, reducing localized accumulation of active ingredients. By adjusting the system rheology, it reduces the viscosity of the formula and enhances the refreshing feeling during use. It synergizes with SLES to stabilize the emulsion and prevent the oil phase or active ingredients from leaching out. The zwitterionic properties of the amphoteric surfactant make it stable over a wide pH range, neutralizing the irritation of the anionic surfactant and enhancing the mildness of the formula. It synergizes with SLES to form a dense and long-lasting foam, enhancing the user experience. By lowering the hydrophobic barrier of the lipid layer between hair follicle epidermal cells, it promotes deep penetration of active ingredients (such as piroctone microspheres and paeonol) into the hair follicles. The synergistic mechanism of the three ingredients: 1. Balance of cleansing power and mildness. SLES provides basic cleansing power, but high-dose use alone can easily lead to scalp barrier damage. Amphoteric surfactants neutralize charge, reducing SLES adsorption to scalp keratin, reducing degreasing power and irritation while maintaining cleansing effectiveness. The synergistic result: A balance of high-efficiency cleansing and low-irritation, suitable for long-term use. 2. Active ingredient delivery and penetration enhancement. Siloxane triol alginate: Reduces the surface tension of the formula, allowing the composition to spread quickly and form a uniform film, avoiding excessive local concentrations of active ingredients. Amphoteric surfactants disrupt the lipid arrangement of the scalp stratum corneum, increasing the permeability of the hair follicle opening and promoting the penetration of cinnamaldehyde, paeonol, and piroctone microspheres. SLES: Clears oil blockage at the hair follicle opening and reduces diffusion resistance of active ingredients. The three ingredients work synergistically to form a "cleansing-spreading-penetration" chain effect. 3. Improved system stability. SLES and siloxane triol alginate: Through the interaction of hydrophobic chains, they form a stable micelle structure, encapsulating some hydrophobic active ingredients (such as cinnamaldehyde) to prevent their oxidation or volatilization. Amphoteric surfactants: As "bridge molecules", they enhance the compatibility of anionic (SLES) and nonionic (silicone derivatives) components to avoid phase separation. In short, this composite surfactant system achieves the following goals through the four-fold synergy of cleaning enhancement, mild modification, penetration promotion, and stable maintenance: 1. Efficient decontamination: Quickly remove scalp oil and microbial metabolites, providing an active environment for antibacterial ingredients. 2. Targeted delivery: By reducing diffusion resistance and enhancing penetration, ensure that active ingredients (especially piroctone microspheres) reach the hair follicle target directly. 3. Long-lasting and mild: Balance cleaning power and irritation to reduce adverse reactions such as dryness and itching of the scalp after use.

[0016] Preferably, the preparation method of the amphoteric surfactant comprises the following steps: S71. Dissolve 12 parts of glycyrrhetinic acid in 180 parts of ethanol by mass, add 75 parts of 2 mol / L hydrochloric acid at 0°C, stir at 75-80°C for 12-14 hours, and concentrate to dryness at 5°C, 0.05 MPa to obtain intermediate A; S72. Dissolve 12 parts of intermediate A in 400 parts of dichloromethane, add 3.5 parts of potassium carbonate, and then add 7.4 parts of bromoacetyl bromide at 0°C. Stir at 5-8°C for 8-12 hours, filter, and concentrate the filter cake to dryness at 45°C and 0.05 MPa to obtain intermediate B. S73. Dissolve 12 parts of intermediate B in 6.5 parts of pyridine according to mass fractions, stir at 15-18°C for 7-8 hours, and concentrate to dryness at 45°C and 0.05 MPa to obtain an amphoteric surfactant.

[0017] By adopting the above technical solution, in step S71 (synthesis of intermediate A), glycyrrhetinic acid reacts with hydrochloric acid in ethanol, and intermediate A is generated through an acid-catalyzed esterification or acidification reaction. Glycyrrhetinic acid has anti-inflammatory and antibacterial properties, and its derivatives can enhance the biocompatibility and functionality of surfactants. In step S72 (synthesis of intermediate B), intermediate A reacts with bromoacetyl bromide in dichloromethane to introduce a bromoacetyl group to form an intermediate with zwitterionic potential. The bromoacetylation reaction imparts cationic properties (quaternary ammonium salt structure) to the molecule while retaining anionic groups (such as carboxylates) to form a zwitterionic structure. In step S73 (synthesis of amphoteric surfactants), intermediate B reacts with pyridine, and the final amphoteric surfactant may be formed through quaternization or neutralization reaction. Pyridine acts as a base or catalyst to promote charge balance within the molecule, ensuring that the amphoteric surfactant has both hydrophilic and lipophilic properties. The resulting amphoteric surfactant, through the synergistic effect of anionic / cationic groups, reduces surface tension and promotes the penetration of active ingredients (cinnamaldehyde, paeonol, and piroctone olamine salt microspheres) into the scalp and hair follicles. Compared to single anionic / cationic surfactants, amphoteric surfactants have milder properties, reducing scalp irritation and meeting the design goal of "mild and low irritation." When compounded with sodium lauryl polyether sulfate (anionic) and silicone triol alginate (non-ionic) in the composite surfactant, the amphoteric surfactant can adjust the system viscosity, prevent phase separation, and improve the stability of the formula. The micellar structure of the amphoteric surfactant can encapsulate hydrophobic active ingredients such as cinnamaldehyde and paeonol, prolonging their release time and creating a dual controlled-release effect with the sustained-release mechanism of the piroctone olamine salt microspheres. The amphoteric surfactant itself has antibacterial properties, which, combined with the broad-spectrum antibacterial effects of cinnamaldehyde and paeonol, enhances the inhibitory effect against Malassezia. In summary, the amphoteric surfactant obtained by the above preparation method not only optimizes the hydrophilic-lipophilic balance and stability of the formula, but also significantly improves the anti-dandruff, anti-inflammatory and mildness of the antibacterial composition through synergistic effects with other surfactants and active ingredients.

[0018] Preferably, the alcohol solvent is one of propylene glycol, butylene glycol and pentylene glycol; and the emulsifier is myristamidopropyl PG-dimethylammonium chloride phosphate.

[0019] In a second aspect, the present application provides a method for preparing an antibacterial composition containing piroctone olamine salt, using the following technical solution: As a general technical concept, the present application also provides a method for preparing the above-mentioned antibacterial composition containing piroctone olamine salt, comprising the following steps: S91. Mix the active ingredient and the alcohol solvent according to parts by mass, and stir at 300 rpm for 30-40 min to obtain a mixed solution A; S92, according to the mass fractions, the composite surfactant, the emulsifier and the deionized water were stirred and mixed at 80° C. for 30 minutes, and cooled to room temperature to obtain a mixed solution B; S93. Mix the mixed solution A and the mixed solution B with stirring, and disperse them at 20,000 r / min for 5-8 minutes to obtain an antibacterial composition containing piroctone olamine salt.

[0020] In a third aspect, the present application provides an application of an antibacterial composition containing piroctone olamine salt, using the following technical solution: As a general technical concept, the present application also provides the above-mentioned antibacterial composition containing piroctone olamine salt for use in cosmetics.

[0021] In summary, the beneficial technical effects of this application are: 1. Excellent antibacterial and antidandruff effects: By combining cinnamaldehyde, paeonol, and piroctone olamine microspheres as active ingredients, each component complements its own strengths, significantly enhancing the antibacterial and antidandruff properties of the antibacterial composition. Piroctone olamine microspheres slowly release their antibacterial ingredients, continuously inhibiting the growth of Malassezia, achieving long-lasting and effective antibacterial and antidandruff effects.

[0022] 2. Mild and Low Irritation: The complex surfactant is composed of sodium laureth sulfate, siloxane triol alginate, and an amphoteric surfactant. The amphoteric surfactant has hydrophilic and lipophilic properties, low viscosity, and good spreadability, reducing scalp irritation. The use of the emulsifier myristamidopropyl PG-dimonium chloride phosphate further enhances the stability of the composition and reduces irritation.

[0023] 3. Good delivery and penetration: The hydrophilic and lipophilic properties of the complex surfactant allow the active ingredients to be better delivered and penetrate the hair follicles, effectively exerting their active effects. Amphoteric surfactants reduce interfacial tension, promoting the uniform distribution and penetration of active ingredients in the scalp and hair follicles.

[0024] 4. Multifunctional active ingredient: Paeonol has multiple benefits, including sedative, hypnotic, antibacterial, anti-inflammatory, antioxidant, and blood pressure-lowering properties, and can improve scalp health. Cinnamaldehyde has sedative, analgesic, and antipyretic properties, and also achieves antibacterial effects by destroying fungal cell walls.

[0025] 5. Sustained release and enhanced efficacy: The sustained release mechanism of piroctone olamine salt microspheres works synergistically with the micellar structure of the amphoteric surfactant to prolong the release time of the active ingredient and enhance the antibacterial effect. DETAILED DESCRIPTION

[0026] The embodiments of the present application will be described in detail below with reference to the examples, but it will be understood by those skilled in the art that the following examples are merely illustrative of the present application and should not be considered as limiting the scope of the present application. In the examples, if specific conditions are not specified, the conditions are carried out according to conventional conditions or manufacturer recommendations. The reagents or instruments used are not specified by the manufacturer and are conventional products that can be purchased commercially.

[0027] In the following examples and preparation examples, 1 part means 100 g.

[0028] Preparation Example 1 Preparation of Piroctone Ethanolamine Salt Microspheres The preparation method of piroctone olamine salt microspheres comprises the following steps: S31. Mix 3 parts of piroctone olamine, 55 parts of soybean oil, and 5.6 parts of sorbitan octanoate in parts by mass to obtain an oil phase; mix 3.3 parts of bismuth chloride, 0.35 parts of behenyldimethyl tertiary amine, 1.5 parts of sodium carboxymethyl cellulose, and 50 parts of deionized water, and stir to obtain an aqueous phase; S32, according to the weight ratio, add 13 parts of the aqueous phase dropwise to the 19 parts of the oil phase that is constantly stirred. After the dropwise addition is completed, place the mixture in a high shear disperser and disperse it at 25000 rpm for 13 minutes to obtain a water-in-oil emulsion; S33. According to the mass parts, 3.5 parts of L-cysteine and 20 parts of water-in-oil emulsion were mixed, and the mixture was thoroughly stirred at room temperature. Then the temperature was raised to 48°C, and the stirring speed was 550 r / min. The stirring time was 3.4 h. After the stirring was completed, the mixture was cooled to room temperature and dried under reduced pressure to obtain piroctone ethanolamine salt microspheres.

[0029] Preparation Example 2 Preparation of amphoteric surfactant The preparation method of the amphoteric surfactant comprises the following steps: S71. Dissolve 12 parts of glycyrrhetinic acid in 180 parts of ethanol by mass, add 75 parts of 2 mol / L hydrochloric acid at 0°C, stir at 78°C for 13 h, and concentrate to dryness at 5°C, 0.05 MPa to obtain intermediate A; S72. Dissolve 12 parts of intermediate A in 400 parts of dichloromethane, add 3.5 parts of potassium carbonate, and then add 7.4 parts of bromoacetyl bromide at 0°C. Stir at 6°C for 10 hours, filter, and concentrate the filter cake to dryness at 45°C and 0.05 MPa to obtain intermediate B. S73. Dissolve 12 parts of intermediate B in 6.5 parts of pyridine according to mass fractions, stir at 17°C for 7.5 hours, and concentrate to dryness at 45°C and 0.05 MPa to obtain an amphoteric surfactant.

[0030] Example 1 An antibacterial composition containing piroctone olamine salt, comprising the following raw materials, calculated by weight: 15 parts of an active ingredient, 18 parts of a composite surfactant, 30 parts of propylene glycol, 2 parts of myristamidopropyl PG-dimethylammonium chloride phosphate, and 50 parts of deionized water; wherein the active ingredient comprises cinnamaldehyde, paeonol, and piroctone olamine salt microspheres in a weight ratio of 3:3:4; and the composite surfactant is prepared by mixing sodium laureth sulfate, siloxane triol alginate, and an amphoteric surfactant in a weight ratio of 5:1:3. The preparation method of the antibacterial composition containing piroctone olamine salt comprises the following steps: S91. Mix the active ingredient and propylene glycol according to parts by mass, and stir at 300 rpm for 30 min to obtain a mixed solution A; S92. Mix the composite surfactant, myristamidopropyl PG-dimethylammonium chloride phosphate, and deionized water in parts by mass at 80° C. with stirring for 30 minutes, and cool to room temperature to obtain a mixed solution B. S93. Mix the mixed solution A and the mixed solution B with stirring, and disperse them at 20,000 r / min for 5 minutes to obtain an antibacterial composition containing piroctone olamine salt.

[0031] Example 2 An antibacterial composition containing piroctone olamine salt, comprising the following raw materials, calculated by weight: 20 parts of an active ingredient, 25 parts of a composite surfactant, 35 parts of butylene glycol, 2.5 parts of myristamidopropyl PG-dimethylammonium chloride phosphate, and 55 parts of deionized water; wherein the active ingredient comprises cinnamaldehyde, paeonol, and piroctone olamine salt microspheres in a weight ratio of 3:3:4; and the composite surfactant is prepared by mixing sodium laureth sulfate, siloxane triol alginate, and an amphoteric surfactant in a weight ratio of 5:1:3. The preparation method of the antibacterial composition containing piroctone olamine salt comprises the following steps: S91. Mix the active ingredient and butanediol according to parts by mass, and stir at 300 rpm for 40 min to obtain a mixed solution A; S92. Mix the composite surfactant, myristamidopropyl PG-dimethylammonium chloride phosphate, and deionized water in parts by mass at 80° C. with stirring for 30 minutes, and cool to room temperature to obtain a mixed solution B. S93. Mix the mixed solution A and the mixed solution B with stirring, and disperse them at 20,000 r / min for 8 minutes to obtain an antibacterial composition containing piroctone olamine salt.

[0032] Example 3 An antibacterial composition containing piroctone olamine salt, comprising the following raw materials, calculated by weight: 18 parts of an active ingredient, 22 parts of a composite surfactant, 33 parts of pentanediol, 2.3 parts of myristamidopropyl PG-dimethylammonium chloride phosphate, and 53 parts of deionized water; wherein the active ingredient comprises cinnamaldehyde, paeonol, and piroctone olamine salt microspheres in a weight ratio of 3:3:4; and the composite surfactant is prepared by mixing sodium laureth sulfate, siloxane triol alginate, and an amphoteric surfactant in a weight ratio of 5:1:3. The preparation method of the antibacterial composition containing piroctone olamine salt comprises the following steps: S91. Mix the active ingredient and pentanediol according to their weight fractions, and stir at 300 rpm for 37 min to obtain a mixed solution A. S92. Mix the composite surfactant, myristamidopropyl PG-dimethylammonium chloride phosphate, and deionized water in parts by mass at 80° C. with stirring for 30 minutes, and cool to room temperature to obtain a mixed solution B. S93. Mix the mixed solution A and the mixed solution B with stirring, and disperse them at 20,000 r / min for 7 minutes to obtain an antibacterial composition containing piroctone olamine salt.

[0033] Comparative Example 1 The same as Example 3, except that an equal amount of piroctone olamine salt is used instead of piroctone olamine salt microspheres.

[0034] Comparative Example 2 The same as Example 3, except that the composite surfactant is prepared by mixing sodium lauryl polyether sulfate and silicone triol alginate in a mass ratio of 5:4.

[0035] Comparative Example 3 The same as Example 3, except that the composite surfactant is prepared by mixing sodium lauryl polyether sulfate and an amphoteric surfactant in a mass ratio of 5:4.

[0036] Comparative Example 4 The same as Example 3, except that the composite surfactant is prepared by mixing siloxane triol alginate and an amphoteric surfactant in a mass ratio of 3:6.

[0037] Comparative Example 5 The same as Example 3, except that the amount of myristamidopropyl PG-dimethylammonium chloride phosphate is 0 parts.

[0038] Performance Testing The antibacterial compositions containing piroctone olamine salt prepared in Examples 1 to 3 and Comparative Examples 1 to 5 were sampled and added to the following formulas: 600 g of water, 50 g of 1,3-propylene glycol, 150 g of coco-glucoside, 30 parts of sodium hyaluronate, 35 g of cocamidopropyl betaine, 200 g of perilla seed oil, 2 g of essence, and 40 g of an antibacterial composition containing piroctone olamine salt. The above components were stirred and mixed evenly to obtain an antibacterial anti-dandruff shampoo, and the following tests were performed. The test results are shown in Table 1.

[0039] Stability test: Samples of the antibacterial compositions containing piroctone olamine salt prepared in Examples 1 to 3 and Comparative Examples 1 to 5 were placed in transparent bottles to 80% height (three parallel samples), and placed in a thermostat at room temperature of 25°C and a thermostat at low temperature of -10°C, respectively. The samples were monitored for 3 months and their appearance was observed.

[0040] Stability determination: clear and uniform transparency indicates stability, i.e. “++++”; precipitation of insoluble matter or uneven appearance indicates instability, i.e. “——”.

[0041] Antidandruff effect: 80 male volunteers aged 35-50 were selected and randomly divided into 8 groups, each with 10 volunteers in a group. The volunteers in the same group used a shampoo prepared in an embodiment or a comparative example to wash their hair once every two days. After continuous use for 4 weeks, the volunteers scored the antidandruff effect of the shampoo used (10 points for very little dandruff and 0 points for severe dandruff). The average score of each group of volunteers was used as the score of the antidandruff effect of the shampoo.

[0042] Antibacterial effect: The test was conducted according to QB / T2738-2012. The test strain was Staphylococcus aureus and the number of recovered bacteria in the test bacterial suspension was 3×10 5 cfu / mL, the action time was 48h, and the antibacterial rate of the shampoo was recorded. An antibacterial rate of more than 90% was considered to have a strong antibacterial effect, and an antibacterial rate of 50%-90% was considered to have an antibacterial effect.

[0043] Table 1 Performance test project Anti-dandruff effect Antibacterial rate / % Room temperature stability Low temperature stability Example 1 9.2 99.1 ++++ ++++ Example 2 9.7 99.9 ++++ ++++ Example 3 9.5 99.6 ++++ ++++ Comparative Example 1 4.7 87.3 ++++ ++++ Comparative Example 2 7.7 89.7 ++++ ++++ Comparative Example 3 8.6 94.2 ++++ ++++ Comparative Example 4 9.2 96.5 ++++ ++++ Comparative Example 5 8.8 92.4 —— —— Analyzing the data in Table 1, we can see that: 1) The antibacterial compositions containing piroctone olamine salt prepared in Examples 1 to 3 have excellent antibacterial and antidandruff effects and are highly stable.

[0044] 2) The performance comparison analysis of the antibacterial composition containing piroctone olamine salt prepared in combination with Example 3 and Comparative Example 1 shows that the piroctone olamine salt microspheres prepared in this application are coated with a complex of L-cysteine and bismuth chloride, and are prepared with an efficient, non-toxic and stimulating piroctone olamine salt with antibacterial and antidandruff functions as the core material. The piroctone olamine salt microspheres have excellent antibacterial and antidandruff properties.

[0045] 3) A comparative analysis of the performance of the antibacterial composition containing piroctone olamine salt prepared in combination with Example 3 and Comparative Examples 2-4 showed that the composite surfactant was prepared by mixing sodium lauryl polyether sulfate, silicone triol alginate and an amphoteric surfactant in a mass ratio of 5:1:3. By utilizing the synergistic effect therebetween, the comprehensive performance of the antibacterial composition containing piroctone olamine salt can be further improved.

[0046] 4) A comparative analysis of the performance of the antibacterial composition containing piroctone olamine salt prepared in combination with Example 3 and Comparative Example 5 shows that the addition of myristamidopropyl PG-dimethylammonium chloride phosphate, by synergistically acting with the active ingredient, can increase the stability of the antibacterial composition and better enhance the antibacterial and antidandruff properties of the antibacterial composition.

[0047] The above embodiments are only used to illustrate the technical solutions of the present application and are not intended to limit the present application. Although the above embodiments provide a detailed description of the present application, relevant technical personnel should understand that the specific implementation methods of the present invention can still be modified or replaced by equivalents. Any modifications and equivalent replacements that do not depart from the spirit and scope of the present application should be included in the scope of protection of the present application.

Claims

1. An antibacterial composition containing piroctone olamine salt, characterized in that, The preparation comprises the following raw materials by weight: 15-20 parts of active ingredients, 18-25 parts of composite surfactants, 30-35 parts of alcohol solvents, 2-2.5 parts of emulsifiers, and 50-55 parts of deionized water; wherein the active ingredients are composed of cinnamaldehyde, paeonol, and piroctone olamine salt microspheres.

2. A bacteriostatic composition containing piroctone olamine salt according to claim 1, characterized in that, The mass ratio of the cinnamaldehyde, paeonol and piroctone olamine salt microspheres is 3:3:

4.

3. A bacteriostatic composition containing piroctone olamine salt according to claim 1, characterized in that, The preparation method of the piroctone olamine salt microspheres comprises the following steps: S31. Mix 2.5-3.5 parts of piroctone olamine, 50-60 parts of soybean oil, and 5-6 parts of sorbitan octanoate in parts by mass to obtain an oil phase; mix 3.2-3.5 parts of bismuth chloride, 0.3-0.4 parts of behenyldimethyl tertiary amine, 1.3-1.6 parts of sodium carboxymethyl cellulose, and 50 parts of deionized water, and stir to obtain an aqueous phase; S32, adding the aqueous phase dropwise to the continuously stirred oil phase according to the mass fraction, placing the mixture in a high shear disperser and dispersing it at 20,000-30,000 rpm for 10-15 minutes to obtain a water-in-oil emulsion; S33. Mix L-cysteine and the water-in-oil emulsion according to their mass fractions, stir thoroughly at room temperature, then heat to 45-50°C, stir at a speed of 500-600 r / min, and stir for 3-4 hours. After stirring, cool to room temperature, and dry under reduced pressure to obtain piroctone olamine salt microspheres.

4. A bacteriostatic composition containing piroctone olamine salt according to claim 3, characterized in that, In step S32, the mass ratio of the water phase to the oil phase is 13:18-20.

5. A bacteriostatic composition containing piroctone olamine salt according to claim 3, characterized in that, In step S33, the mass ratio of the L-cysteine to the water-in-oil emulsion is 6-8:

100.

6. A bacteriostatic composition containing piroctone olamine salt according to claim 1, characterized in that, The composite surfactant is prepared by mixing sodium lauryl polyether sulfate, silicone triol alginate and an amphoteric surfactant in a mass ratio of 5:1:

3.

7. A bacteriostatic composition containing piroctone olamine salt according to claim 6, characterized in that, The preparation method of the amphoteric surfactant comprises the following steps: S71. Dissolve 12 parts of glycyrrhetinic acid in 180 parts of ethanol by mass, add 75 parts of 2 mol / L hydrochloric acid at 0°C, stir at 75-80°C for 12-14 hours, and concentrate to dryness at 5°C, 0.05 MPa to obtain intermediate A; S72. Dissolve 12 parts of intermediate A in 400 parts of dichloromethane, add 3.5 parts of potassium carbonate, and then add 7.4 parts of bromoacetyl bromide at 0°C. Stir at 5-8°C for 8-12 hours, filter, and concentrate the filter cake to dryness at 45°C and 0.05 MPa to obtain intermediate B. S73. Dissolve 12 parts of intermediate B in 6.5 parts of pyridine according to mass fractions, stir at 15-18°C for 7-8 hours, and concentrate to dryness at 45°C and 0.05 MPa to obtain an amphoteric surfactant.

8. A bacteriostatic composition containing piroctone olamine salt according to claim 1, characterized in that, The alcohol solvent is one of propylene glycol, butylene glycol and pentylene glycol; and the emulsifier is myristamidopropyl PG-dimethylammonium chloride phosphate.

9. A method for preparing an antibacterial composition containing piroctone olamine salt according to any one of claims 1 to 8, characterized in that: The following steps are involved: S91. Mix the active ingredient and the alcohol solvent according to parts by mass, and stir at 300 rpm for 30-40 min to obtain a mixed solution A; S92. Mix the composite surfactant, emulsifier, and deionized water according to their weight fractions at 80° C. with stirring for 30 minutes, and cool to room temperature to obtain a mixed solution B. S93. Mix the mixed solution A and the mixed solution B with stirring, and disperse them at 20,000 r / min for 5-8 minutes to obtain an antibacterial composition containing piroctone olamine salt.

10. An antibacterial composition containing piroctone olamine salt according to any one of claims 1 to 8 for use in cosmetics.