WO2013138973A1

WO2013138973A1 - Dandruff removing composition containing pyridine hydrochloride and ureidohydantoin

Info

Publication number: WO2013138973A1
Application number: PCT/CN2012/072507
Authority: WO
Inventors: 吴桂谦; 赵文忠; 洪盛杰; 李桂珠; 余利
Original assignee: Wu Guiqian; Zhao Wenzhong; Hong Shengjie; Li Guizhu; Yu Li
Priority date: 2012-03-19
Filing date: 2012-03-19
Publication date: 2013-09-26
Also published as: CN103442681A; CN103442681B

Abstract

A shampoo composition having a dandruff removing function contains: (A) anionic surfactants accounting for 5.0% to 40% of the weight of the composition, ampholytic surfactants accounting for 1.0% to 10.0% of the weight of the composition, and conditioners accounting for 2.0% to 10% of the weight of the composition; (B) anti-dandruff agents accounting for 0.05% to 0.8% of the weight of the composition, the anti-dandruff agents being a composition of 1-hydroxyl-4-methyl-6-(2, 4, 4-trimethylamyl)-2(1H)-pyridone organic salt and inorganic salt; (C) ureidohydantoin accounting for 0.05% to 0.3% of the weight of the composition; and (D) water as the remaining part. The shampoo composition has excellent dandruff removing and itching relieving effects.

Description

Technical field

The invention belongs to the field of daily chemistry, in particular to a hair swarf group containing pyridone salt and allantoin.

At present, the anti-dandruff agents commonly used in anti-dandruff shampoo are: zinc pyrithione, ganbaosu, undecylenic acid derivatives, ketoconazole, salicylic acid, etc., wherein zinc pyrithione is an efficient anti-dandruff Itching agents and broad-spectrum fungicides are also one of the most widely used anti-dandruff agents, but they are often used in shampoo formulations, and sedimentation often occurs. Occasionally, discoloration may occur when handling accidentally. Zinc pyrithione is not compatible with disodium edetate, and is unstable to light, and will cover the pearl of shampoo. The biggest disadvantage is that it has strong degreasing ability, and long-term use will cause hair dryness and other problems. The anti-dandruff effect of several other anti-dandruff agents does not meet the requirements of the regulations. In recent years, the popular dipyridinone has an effect on killing various fungi such as oocysts, oocysts, and Candida albicans, and its sensitivity to metal ions is small, and the color in the shampoo system is stable. The property is improved, the water solubility is good, the compounding effect can be improved, and the degreasing ability is weak, but the anti-dandruff effect is not satisfactory. Pyridone ethanolamine salt (1-hydroxy-4-methyl-6-(2,4,4-trimethylpentyl)-2(1-pyridoneethanolamine salt), having a certain water solubility and surfactant Solubility, but the cost of using it alone is high. The researchers have proved through a large number of experiments that the zinc pyridone salt can increase the adsorption of scalp and hair to a greater extent, and exert a longer-lasting bactericidal and anti-oxidation effect, thus greatly reducing the use. Amount, and can achieve mild dandruff effect.

Summary of the invention

It is an object of the present invention to provide an anti-dandruff composition. In particular, it relates to a hair care composition comprising 1- a salt of hydroxy-4-methyl-6-(2,4,4-trimethylpentyl: )-2(1Η)-pyridone (pyrosterone) as an antibacterial active ingredient and containing allantoin .

The object of the present invention is achieved by a hair swarf composition characterized by comprising:

(A) an anionic surfactant suitable for use in the composition of from 5.0% to 40% by weight of the composition, from 1.0% to 10.0% by weight of the composition of the amphoteric surfactant, from 2.0% to 10% by weight of the composition of the conditioning agent ;

(B) an antidandruff agent comprising 0.05% to 0.8% by weight of the composition;

(C) allantoin, which comprises from 0.05% to 0.3% by weight of the composition;

(D) the balance is water; wherein the antidandruff agent is an organic salt of 1-hydroxy-4-methyl-6-(2,4,4-trimethylpentyl)-2(1H)-pyridone a combination with an inorganic salt; the organic salt of 1-hydroxy-4-methyl-6-(2,4,4-trimethylpentyl)-2(1Η)-pyridone is selected from the group consisting of monoethanolamine, diethanolamine Or at least one of triethanolamine salts; the inorganic salt of 1-hydroxy-4-methyl-6-(2,4,4-trimethylpentyl)-2(1H)-pyridone is selected from the group consisting of sodium At least one of potassium, magnesium, calcium or zinc salts. The technical solution of the present invention includes wherein the anionic surfactant is selected from ammonium lauryl sulfate or ammonium laureth sulfate, the amphoteric surfactant is cocamidopropyl betaine, and the conditioning agent is selected. At least one of a cationic cellulose polymer, a cationic guar gum, and an emulsified silicone oil. The technical solution of the present invention includes wherein the antidandruff agent is 1-hydroxy-4-methyl-6-(2,4,4-trimethylpentyl)-2(1Η)-pyridone monoethanolamine and 1- A composition of zinc hydroxy-4-methyl-6-(2,4,4-trimethylpentyl)-2(1Η)-pyridinone. The technical solution of the invention includes wherein the 1-hydroxy-4-methyl-6-(2,4,4-trimethylpentyl)-2(1Η)-

(I) wherein: is selected from C _r C ₁₇ hydrocarbon; R ₂ is selected from C _r C ₄ alkyl, C ₂ -C ₄ alkenyl or alkynyl group, a phenol group, a phenyl group; M ⁺ is selected from H ⁺ . The technical solution of the present invention includes wherein the molar ratio of 1-hydroxy-4-methyl-6-(2,4,4-trimethylpentyl)-2(1Η)-pyridone to monoethanolamine is 1:1; The molar ratio of 1-hydroxy-4-methyl-6-(2,4,4-trimethylpentyl)-2(1Η)-pyridone to zinc chloride is from 5:1 to 1:5. The technical scheme of the present invention comprises that the molar ratio of 1-hydroxy-4-methyl-6-(2,4,4-trimethylpentyl)-2(1H)-pyridone to zinc chloride is optimized to 1 :2.5. The technical scheme of the present invention comprises 1-hydroxy-4-methyl-6-(2,4,4-trimethylpentyl)-2(1Η)-pyridone monoethanolamine salt and 1-hydroxy-4 in the composition. The weight percentage of the methyl-6-(2,4,4-trimethylpentyl)-2(1Η)-pyridinone zinc salt is 4:1 to 1:4. The technical solution of the present invention includes, in the composition, 1 -hydroxy-4-methyl-6-(2,4,4-trimethylpentyl)-2(1Η)-pyridone monoethanolamine salt and 1-hydroxy-4-methyl-6-(2,4 , 4-trimethylpentyl)-2(1Η)-pyridone zinc salt weight percentage is further optimized to 1:2.8 The technical solution of the present invention comprises the composition further comprising from 0.25% to 8.0% by weight of the composition of behenyltrimethylammonium chloride. The technical solution of the present invention comprises that the dodecyltrimethylammonium chloride in the composition accounts for 0.5% to 5.0% by weight of the composition. The anti-dandruff composition has the following advantages over the prior art:

The use of 1-hydroxy-4-methyl-6-(2,4,4-trimethylpentyl:)-2(1Η)-pyridinone salt in combination with allantoin can effectively remove dandruff and solve Usually, the anti-dandruff shampoo uses ZPT degreasing, has problems such as cytotoxicity and hair dryness, and is more mild; 1-hydroxy-4-methyl-6-(2,4,4-trimethylpentyl) used in the present invention -2(1Η)-pyridone salt is a zinc salt compared to 1-hydroxy-4-methyl-6-(2,4,4-trimethylpentyl)-2(1Η)-pyridinone ethanolamine salt It can increase the adsorption of scalp and hair to a greater extent, and exert a longer lasting sterilization and anti-oxidation effect, thereby greatly reducing the amount of use and achieving mild anti-dandruff effect.

Detailed description of the invention

We have found that the salt of 1-hydroxy-4-methyl-6-(2,4,4-trimethylpentyl)-2(1H)-pyridone (pyrrocone) is widely used in cosmetic formulations. Antimicrobial activity, such as antibacterial, fungal and fungal activity.

The composition of the present invention contains an antimicrobially active substance such as a pyridone salt in an amount of 0.05% by weight to 5% by weight, further optimized to 0.05% by weight to 1% by weight, again optimized to 0.05% by weight. Percentage to 0.8% by weight.

The basic structural formula of the pyridone compound in the present invention:

Wherein: selected from -C ₁₇ hydrocarbyl; R _{2 is} selected from -C ₄ fluorenyl, C ₂ -C ₄ alkenyl or alkynyl, phenolic, phenyl; M+ is selected from H ⁺ ; inorganic salt is selected from chlorine Sodium, calcium chloride, potassium chloride, zinc chloride, and organic salts are selected from the group consisting of monoethanolamine, diethanolamine, and triethanolamine.

The preparation of 1-hydroxy-4-methyl-6-(2,4,4-trimethylpentyl:)-2(1Η)-pyridinone salt in the present invention can be carried out according to a conventional method such as pyridone and a single The reaction of ethanolamine produces pyridone ethanolamine salt, wherein the molar ratio of pyridone to monoethanolamine is 1: 1, such as DF206, pyridone ethanolamine salt produced by Yantai Oriental Chemical Co., Ltd., the active content is 98%, and the average molecular weight is 298.4 g/mol. Loss on drying <0.3%, PH (0.5% aqueous solution) 8.5-10;

The molecular structure of pyridoneethanolamine is as follows:

Pyridone and sodium chloride, calcium chloride, potassium chloride, zinc chloride, etc. form pyridone inorganic salts. The method for preparing a zinc pyridinium salt as preferred in the present invention may also be added to the formulation by a process in which an inorganic zinc salt such as zinc chloride is added, wherein the molar ratio of the pyridone to the zinc chloride is 5:1 to 1 : 5; The optimization is 1:2.5. 1-hydroxy-4-methyl-6-(2,4,4-trimethylpentyl)-2(1Η)-pyridinone monoethanolamine salt and 1-hydroxy-4-methyl group in the composition of the present invention The weight percentage of the zinc salt of 6-(2,4,4-trimethylpentyl)-2(1H)-pyridone is from 4:1 to 1:4; further optimized to a ratio of 1:2.8 pyridone salt For example, the reaction with monoethanolamine and zinc chloride is not complete, meaning that the organic 2-aminoethanol and the inorganic salt zinc chloride are excessively present in the composition. For the specific production method, see European Patent No. EP241918, EP646368, DE2234009. The invention uses a substance with synergistic anti-dandruff effect - allantoin, which is an odorless white or off-white crystalline powder having a melting point of 226-240 ° C, slightly soluble in propylene glycol, insoluble In glycerol, chloroform or ether, the solubility in room temperature water is about 0.4%, the solubility in hot water and alcohol increases, and the solubility in water increases with temperature (25 ° C, 5.7 g / L _; 40 ° C, l lg / L _; 75 °C, 40g/L). A saturated aqueous solution of allantoin (about 0.5%:) is weakly acidic, and the pH is 4.5 - 6.0. The allantoin used in the present invention is produced in Kunshan Shuangyou, molecular formula: C ₄ H ₆ N ₄ 0 ₃ Molecular mass: 158.12 Melting point: 230 ° C, Chinese name: 2,5-dioxo-4-imidazolium urea; allantoin; 1-ureido-diazepinedione-[2,4], the structural formula is as follows:

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I; ! I

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Luoxian Allantoin is an imidazole heterocyclic compound, a derivative of uric acid, present in sacs, fetal urine and some plants, but the cost of extracting vesicles from these substances is too high. At present, the methods for synthesizing allantoin are: high potassium oxysulfate method: dichloroacetic acid and urea are heated to synthesize allantoin, and glyoxylic acid and urea are directly condensed.

Glyoxylic acid is directly condensed with urea (glyoxylic acid is obtained by oxidation of glyoxal).

(1) Oxidation: In a 500 ml four-necked flask equipped with mechanical stirring, condenser, thermometer and solution funnel, add 193 g (lmol) of 30% aqueous glyoxal solution, and control the internal temperature to 40 ± 2 ° C under stirring. 135.5g (lmol) 45% nitric acid, continue to stir the reaction at this temperature for 2-3h, until the reddish brown oxidation no longer escapes, the reaction solution disappears in blue-green. Replace with a simple distillation apparatus, distilling about 125g of water at an external temperature of not more than 60 ° C at about 2.76 kPa, and the concentrated liquid is allowed to stand at room temperature overnight, and the oxalic acid crystals are precipitated (19 g after drying, 0.21 mol), and the concentration is 39. %). The reaction was stirred for about 8 h at an internal temperature of 40 ± 2 ° C, and the oxidation reaction was completed.

(2) Condensation In a 500 ml three-necked flask equipped with a mechanical stirrer; a condenser and a thermometer, the above 150 g of glyoxylic acid aqueous solution was added, and 170 g (2.83 mol) of urea and 23.3 g of concentrated hydrochloric acid were added thereto, and the mixture was heated to an internal temperature of 80 °C with stirring. °C. After about 15 minutes, the urea dissolved, the reactant was transparent, and after about 30-45 minutes, the reactant appeared white turbid, and then the white precipitate gradually increased. The mixture was stirred at an internal temperature of 80 ° C for 1 h, the heating was stopped, and the reaction was cooled and room temperature. The white precipitate was collected by a Buchner funnel and precipitated in cold water several times to obtain crude allantoin. It was recrystallized from 1000 ml of distilled water. The white fine crystalline allantoin is 60-63%, and the melting point is 236 ° C (decomposition). Based on glyoxal, the allantoin yield is 38-40% of the theoretical (weight yield is 103-108%).

The function of allantoin in the present invention is to help soften the scalp stratum corneum and heal scalp wound healing, reduce the irritation of the surfactant, enhance the water retention capacity of the hair, and thereby synergize the antidandruff effect of the pyridone salt.重量重量至百分0. 3重量重量至0. 3重量重量至0. 3重量重量至0. 3重量重量至0. Weight percentage.

Pyridone salt can be widely used in the preparation of cosmetic compositions such as anti-dandruff shampoo, hair conditioner, deodorant shower gel, etc. The application of the present invention in hair and the like also includes: hair conditioner, hair nutrient solution, hair spray, Styling glue, hair oil, hair wax, shower gel, soap, hand soap, deodorant stick, deodorant spray, lotion, etc. Therefore, these products can be used for hair, scalp or skin depending on their respective uses, either as a rinse-off product or as a resident product.

The composition of the present invention may be a transparent or non-transparent liquid if used in shampoos, shower gels or nourishing liquids, and the like. Or have a pearlescent look.

The surfactants used in the shampoos of the present invention are anionic, cationic, nonionic and zwitterionic. The total amount of the surfactant in the present invention is from 5% by weight to 70% by weight, optimized from 10% by weight to 40% by weight, and further optimized to 12% by weight. Percentage to 35 percent by weight.

The types of anionic surfactants include: C _1Q -C _2Q mercapto and alkene carboxylates, mercapto ether carboxylates, fatty alcohol sulfates, fatty alcohol ether sulfates, sterol amine sulfates and sulfonates, Fatty acid sterolamine polyglycol ether sulfate, decyl sulfonate, hydroxy sulfonium sulfonate, paraffin sulfonate, acyl ester of isethionate, a-sulfofatty acid ester, benzene Propylene sulfonate, nonylphenol polyglycol ether sulfonate, sulfosuccinate, sulfosuccinate monoester and diester, fatty alcohol ether phosphate, fatty acid monoglyceride sulfate and sulfonate, Mercaptoglyceride ether sulfate, fatty acid sarcosinate, acyl glutamate. These anionic surfactants are sodium salts, potassium salts, manganese salts, ammonium salts, mono-, di- or triethanolamine salts or similar mercaptoamine salts and the like.

The anionic surfactant is used in an amount of 30% by weight of 7% by weight, preferably 10% by weight to 25% by weight, and further optimized to 12% by weight. Percentage to 22 percent by weight.

Cationic surfactants include: quaternary ammonium salts, such as bis(C _1Q -C ₂₄ ) decyl dimethyl ammonium chloride or ammonium bromide, optimized for bis(C ₁₂ -C ₁₈ ) decyl dimethyl ammonium chloride Or ammonium bromide; C _{1 (r} C ₂ 4 mercapto dimethylethyl ammonium chloride or ammonium bromide; C _{1 (r} C ₂₄ mercapto trimethyl ammonium chloride or ammonium bromide, optimized to sixteen Mercaptotrimethylammonium chloride or ammonium bromide and C _2Q -C ₂₂ mercaptotrimethylammonium chloride or ammonium bromide; C _1Q -C ₂ 4 mercaptodimethylphenyl ammonium chloride or bromination Ammonium, optimized to 0 ₁₂ -0 ₁₈ mercaptotrimethylammonium chloride or ammonium bromide; the cationic polymer used in the present invention, also selected from copolymers or homopolymers of acrylic acid or methacrylic acid amide or ester ( Such as the INCI name, polyquaternium-7), a homopolymer of ethyltrimethylammonium methacrylate (INCI name, Polyquaternium-37), quaternary ammonium salt copolymer of hydroxyethyl cellulose and diallylmethylammonium chloride (INCI name, polyquaternium-4), hydroxyethyl cellulose quaternary ammonium salt a polymer in which the hydroxyethyl group of hydroxyethyl cellulose is modified by epoxidation (INCI name, polyquaternium-10, polyquaternium-67), quaternized depolymerized cassia gum Derivatives (INCI name, cassia hydroxypropyltrimethylammonium chloride), amphoteric copolymer (INCI name, polyquaternium-74) or quaternized guar derivatives and hydroxyethyl fibers A quaternized copolymer of a mercapto and dipropylene dimethyl ammonium chloride.

The selection of the cationic polymer in the present invention is preferably selected from the group consisting of polyquaternium-7, polyquaternium-10 and cation cassia gum derivatives. Further optimized for polyquaternium-10 and cationic Cassia gum derivatives, the cationic Cassia gum derivatives are more in line with the "green" appeal.

The cationic polymer is used in the composition of the invention in an amount of from 1% by weight to 10% by weight, optimized from 2% by weight to 5% by weight, and further optimized to 3% by weight Weight percentage to 5 percent by weight.

According to the present invention, it is possible to use an amphoteric surfactant such as: N-(C ₁₂ -C ₁₈ mercapto)-aminopropionate and N-(C ₁₂ -C ₁₈ mercapto:)-aminopropionate (alkali Metal salt, mono-, bis-decyl ammonium salt); sodium cocoamphoacetate; N-acylamine sulfhydryl-N, N-bismethylacetate betaine, cocamidopropyl betaine.

The amount of the amphoteric surfactant used in the present invention is from 0.5% by weight to 20% by weight, further optimized to from 1% by weight to 10% by weight.

Preferred surfactants for use in the present invention are, for example, lauryl sulfate, lauryl ether sulfate, cocamidopropyl betaine, sodium cocoyl glutamate, sodium lauryl sulfosuccinate, coconut fatty acid Diethanolamide, coconut fatty acid monoethanolamide.

The present invention also includes other additional ingredients such as: emulsifiers, co-emulsifiers, fatliquors, oils, waxes, stabilizers, bioactive agents, glycerin, preservatives, pearlizing agents, dyes, perfumes, solvents, sunscreens, Thickener, dispersant, hydrolyzed protein, natural and synthetic peptides, egg yolk, lecithin, lanolin And derivatives thereof, fatty alcohols, silicone oils and derivatives, such as quaternized polysiloxane polymers, and, in addition, some antimicrobial compositions of different structures not mentioned in the present invention can also be used in the present invention.

Some emulsifiers that may be used include: sorbitol esters, phosphate esters, monoglycerides, polysorbates, polyethylene glycol mono/di fatty acid esters, highly ethoxylated fatty acid esters, high molecular weight A silicone oil compound such as dimethylpolysiloxane (molecular weight between 10,000 and 50,000) and the like.

Some suitable nonionic 0/W co-emulsifiers are: Adding 2-30 moles of epoxy oxime and/or 0-5 moles of epoxy propylene to linear fatty alcohols with 8-22 carbons, or 12 a nonionic emulsifier formed from -22 carbon fatty acids or a nonyl phenol of 8-15 carbon atoms; containing 1-30 moles of ethoxy, glyceryl, glycerol mono/diester, sorbitol mono/diester a C ₆ -C ₂₂ saturated or unsaturated fatty acid and a fatty alcohol;

15-60 moles of ethidium-containing castor oil and hydrogenated castor oil.

The fat-reducing agent is, for example, a polyethoxylated lanolin derivative, a lecithin derivative, a polyhydric alcohol fatty acid ester, a monoglyceride and a fatty acid sterol amide, a microcrystalline wax, a hexadecanol/octadecyl alcohol or the like.

Solubilizers such as metal salts of fatty acids such as manganese stearate, zinc stearate. Biologically active ingredients such as plant extracts, vitamins, and the like.

Suitable preservatives such as: phenoxyethanol, nipa gold ester, pentanediol, formaldehyde emission, etc.; pearlescent agents such as: ethylene glycol stearate including ethylene glycol distearate, ethylene glycol single Stearate and the like.

Suitable thickeners such as: sodium chloride, potassium chloride, ammonium chloride, fatty acid sterol amides, cellulose derivatives such as hydroxyethyl methylcellulose, carboxyvinyl polymers such as Kappa 934, 940, 941 , 980, 981, 1342, etc.

Thickening and dispersing agents such as long carbon chain C ₁₆ _-22 amine oxides, long carbon chain fatty acid esters, long carbon chain ethylene glycol esters, sterol amide esters and the like.

Other suitable carriers include: vegetable oils, natural and hydrogenated oils, waxes, deionized water, ethanol, polyols, glycerides, liquid paraffins, alcohols, and the like. Antifungal active ingredients include: pyridone, zinc pyrithione (ZPT), ganbaosu, ketoconazole, oxyconazole, terbinaphthol, bifonazole, butoconazole, tribendazole, econazole , Enconazole, Fluconazole, Itraconazole, Miconazole, Thiconazole, Thiconazole, Fenticonazole, Teconazole, Naftifine.

In order to improve the adsorption of 1-hydroxy-4-methyl-6-(2,4,4-trimethylpentyl: )-2 (13⁄4-pyridone) salt on the skin/scalp, it is recommended to use cationic guar gum. The polymer is used in an amount of from 0.01% by weight to 1.0% by weight, and further optimized to 0.02% by weight to 0.25% by weight.

According to the present invention, the antimicrobial effect of 1-hydroxy-4-methyl-6-(2,4,4-trimethylpentyl:)-2(1Η)-pyridinone salt is achieved by adding the following ingredients and having a coordinated effect : polyethylene glycol, polyethylene glycol with 6-22 moles of EO, polyethylene glycol-12, polypropylene glycol, polyethylene glycol/polypropylene glycol copolymer, silicone oil, polysulfonyl silicone oil, polydecyl aromatic Silicon siloxane, polyether-silicon oxime copolymer.

According to the present invention, the anti-dandruff active ingredient is added in the formulation in an amount of 0.05% by weight to 5% by weight, optimized to 0.05% by weight to 1% by weight, and further optimized to 100% From 0.05% by weight to 0.6% by weight.

Compared with 1-hydroxy-4-methyl-6-(2,4,4-trimethylpentyl: )-2(1Η)-pyridin-2-aminoethanol salt, the added 1- is used in the present invention. Hydroxy-4-methyl-6-(2,4,4-trimethylpentyl: )-2 (13⁄4-pyridone zinc salt has better adsorption on skin, scalp and hair, unit area active substance It is higher in content and therefore longer in action, so it is more economical and effective.

detailed description

Preparation

The anti-dandruff composition of the present invention can be prepared by any known or otherwise effective technique suitable for providing a shampoo composition, and the method of preparing the anti-dandruff composition of the present invention includes conventional formulation and mixing techniques. The following is an example of the anti-dandruff composition of the present invention, which is a shampoo, which is a non-limiting example. The examples are given for the purpose of illustration only, and are not to be construed as limiting the scope of the invention. In these examples, all concentrations are by weight unless otherwise stated. The term "minor matter" refers to those materials which are optional, such as preservatives, viscosity modifiers, pH adjusters, perfumes, pigments, etc., which are selected with the particular ingredients selected for the preparation of the present invention. Changes in physical and chemical properties. EXAMPLE I - XV Suitable methods for preparing the anti-dandruff composition of Examples I - XV are as follows: A suitable amount of water is added to the reaction tank, and guar gum and polyquaternium-10 are added for dispersion under slow stirring. , heated slowly to 60 ° C to 80 ° C, followed by the addition of pH adjusters (such as citric acid), ammonium lauryl sulfate, ammonium laureth sulfate, cocamidopropyl betaine, fatty acid single Ethanolamide, sodium glycol distearate, acrylic acid copolymers, phthalic acid amide, disodium edetate (if these materials are used), and these materials are completely dispersed and then cooled. When the temperature is lowered to about 70 ° C, the antidandruff agent 1-hydroxy-4-methyl-6-(2,4,4-trimethylpentyl)-2(1H)-pyridone and 1-hydroxy- are added. 4-methyl-6-(2,4,4-trimethylpentyl:)-2(1H)-pyridinone ethanolamine, disperse and dissolve evenly, then cool to below 50 °C, add zinc chloride, emulsified silicone oil, Stir well, then add preservatives, pigments, flavors, etc. and continue to stir to ensure a homogeneous mixture. After all the components are added, a viscosity modifier and a pH adjuster may be added as needed to adjust the viscosity and pH of the product to a suitable degree. In the present invention, the pH is suitably in the range of 5.5 to 6.5. Optionally, a small amount of water can be added to make up. Example I -V Weight (%)

Group

I II III IV V 1-hydroxy-4-methyl-6-(2,4,4-trimethyl

0.025 0.05 0.075 0.12 0.15 pentyl)-2(m)-pyridone

1-hydroxy-4-methyl-6-(2,4,4-trimethyl

0.025 0.05 0.070 0.12 0.12 pentyl) -2(1H)-pyridoneethanolamine allantoin 0.3 0.25 0.2 0.15 0.15 ammonium laurate ammonium sulfate 7.0 7.0 7.0 7.0 7.0 Lauryl alcohol polyoxyethylene ether ammonium sulfate 10.0 10.0 12.0 12.0 14.0 coconut oil Amidopropyl betaine 4.0 4.0 5.0 5.0 5.0 Fatty acid monoethanolamide 0.9 0.9 1.0 1.0 1.0 Guar gum 0.4 0.4 0.6 0.6 0.6 Polyquaternium-10 - - 0.2 0.2 0.2 Sodium ethylene glycol distearate 1.5 1.5 1.5 1.5 1.5 phthalic acid amide 1.0 1.0 1.2 1.2 1.2 Disodium edetate 0.1 0.1 0.1 0.1 0.1 Emulsified silicone oil 3.0 3.0 3.0 3.0 3.0 T-dodecyltrimethyl 1.5 1.5 1.8 1.8 1.8

0.084 0.11

Example VI-X

VI VII Ring IX X

1-hydroxy-4-methyl-6-(2,4,4-trimethylpentyl

0.25 0.3 0.375 base) -2(m)-pyridone 1-hydroxy-4-methyl-6-(2,4,4-trimethylpentyl

0.1 0.15 0.25 0.2 0.3 base ) -2 (m)-pyridone ethanolamine allantoin group 0.2 0.15 0.1 0.05 0.05

Ammonium laurate ammonium sulfate 5.0 5.0 5.0 5.0 5.0 Lauryl alcohol polyoxyethylene ether ammonium sulfate 10.0 10.0 12.0 12.0 12.0 Cocamidopropyl betaine 3.0 3.0 4.0 4.0 4.0 Fatty acid monoethanolamide 0.5 0.5 0.8 0.8 0.8 Guar gum 0.1 0.1 0.2 0.2 0.2 Polyquaternium-10 0.2 0.2 0.2 0.2 0.2 Sodium ethylene glycol distearate 1.5 1.5 1.5 1.5 1.5 Phthalic acid amide 1.5 1.5 1.5 1.5 1.5 Disodium edetate 0.1 0.1 0.1 0.1 0.1 Emulsified silicone oil 2.0 2.0 2.5 2.5 2.5 T-dodecyltrimethylammonium chloride 1.2 1.2 1.4 1.4 1.4 Zinc chloride 0.07 0.11 0.18 0.21 0.26 Add to 100% For comparison experiments, the following example (XI-X V) does not contain 1 -hydroxy-4-methyl-6-(2,4,4-trimethylpentyl:)-2(1H)-pyridinone salt, but containing zinc pyrithione (ZPT) Example XI-XV

XI ΧΠ XIII X IV X V

1-hydroxy-4-methyl-6-(2,4,4-trimethyl

0 0 0 0 0 pentyl 2 (1H pyridone) 1-hydroxy-4-methyl-6-(2,4,4-trimethyl

0 0 0 0 pentyl) -2(1H)-pyridinone ethanolamine allantoin 0.3 0.25 0.2 0.15 0.15 ammonium laurate ammonium sulfate 7.0 7.0 7.0 7.0 7.0 Laurolol polyoxyethylene ether ammonium sulfate 10.0 10.0 12.0 12.0 14.0 Cocamide Propyl betaine 4.0 4.0 5.0 5.0 5.0 Fatty acid monoethanolamide 0.9 0.9 1.0 1.0 1.0 Guar gum 0.4 0.4 0.6 0.6 0.6 Polyquaternium-10 - - 0.2 0.2 0.2 Sodium ethylene glycol distearate 1.5 1.5 1.5 1.5 1.5 Phthalic acid amide 1.0 1.0 1.2 1.2 1.2 Disodium edetate 0.1 0.1 0.1 0.1 0.1 Zinc pyrithione (ZPT) 0 0.2 0.5 1 1.5 Emulsified silicone oil 3.0 3.0 3.0 3.0 3.0 Tetoderyltrimethyl chloride Ammonium 1.5 1.5 1.8 1.8 1.8 Zinc Chloride 0 0 0 0 0 Water

Method of Use The anti-dandruff composition of the present invention is used in a conventional manner for cleansing and conditioning hair, and mainly includes the following steps:

(A) moisturizing the hair with water;

(B) applying to the hair an effective amount of the shampoo composition of any of the preceding claims, the effective amount generally ranging from 1 gram to 50 grams, preferably from 2 to 20 grams; (C) Rinse the shampoo composition on the hair with water. These steps can be repeated as many times as needed to achieve the cleaning and anti-dandruff properties sought. The above nourishing anti-dandruff shampoo has excellent anti-dandruff and anti-itch effect.

Efficacy Evaluation Example The efficacy evaluation method for the embodiment is divided into two parts: a sensory evaluation method and a combability test. The sensory evaluation method was as follows: Preparation Examples I - X V were separately sent to 60 testers for comparison. The tester washes the hair in the same way when using the shampoo sample, and each shampoo is used for two weeks. The tester scores according to his or her own feelings, and the antipruritic effect is scored according to the time when the itching starts and the degree of itching. The anti-dandruff effect is scored according to the amount and size of the dandruff. The scoring standard is 7 points, 1 is the worst, 7 is the best, and the higher the score, the better. The results of the evaluation of the use of various shampoo compositions are shown in Table 1. Table 1 Evaluation of the use of shampoo compositions

^^标Scalp comfortable, dry feeling, itching effect

Example I 5.0 5.6 5.0 5.3

Example II 5.2 6.0 5.3 5.5

Example III 5.5 5.8 5.3 5.5

Example IV 5.4 6.2 5.2 5.7

Example V 5.6 5.9 5.6 5.7

Example VI 5.8 5.5 5.5 5.2

Example νπ 5.7 6.0 5.6 5.8

Example Ring 5.0 6.0 5.3 5.8 Example IX 5.6 5.8 5.8 5.9 Example X 5.5 5.8 6.0 6.5 Example XI 5.0 5.8 4.2 4.5 Example 5.2 5.2 5.0 5.3 Example XIII 5.2 5.5 5.5 5.8 Example X IV 5.0 5.4 5.6 6.2 Example XV 5.0 5.5 5.8 6.2

Claims

Rights request

1 - A hair anti-dandruff composition characterized by comprising:

(A) an anionic surfactant suitable for use in the composition in an amount of from 5.0% to 40% by weight of the composition, from 1.0% to 10.0% by weight of the composition of the amphoteric surfactant, from 2.0% to 10% by weight of the composition of the conditioning agent ;

(C) Allantoin, which comprises 0.05% to 0.3% by weight of the composition;

(D) the balance is water; wherein the antidandruff agent is organic of 1-hydroxy-4-methyl-6-(2,4,4-trimethylpentyl)-2(1H)-pyridone Salt: a composition of an inorganic salt; an organic salt of 1-hydroxy-4-methyl-6-(2,4,4-trimethylpentyl)-2(1Η)-pyridone is selected from the group consisting of monoethanolamine, At least one of ethanolamine or triethanolamine salt; the inorganic salt of 1-hydroxy-4-methyl-6-(2,4,4-trimethylpentyl)-2(1H)-pyridone is selected from the group consisting of At least one of sodium, potassium, magnesium, calcium or zinc salts.

2 - The composition according to claim 1, wherein the anionic surfactant is selected from the group consisting of lauryl alkyl: ammonium acid or lauryl polyoxyethylene ether ammonium sulfate, and the amphoteric surfactant is cocamidopropyl beet a base, wherein the conditioning agent is at least one selected from the group consisting of a cationic cellulose polymer, a cationic guar gum, and an emulsified silicone oil.

3- The composition according to claim 1, wherein the anti-dandruff agent is 1-hydroxy-4-methyl-6-(2,4,4-trimethylpentyl)-2(1H)-pyridine A composition of ketone monoethanolamine and zinc 1-hydroxy-4-methyl-6-(2,4,4-trimethylpentyl)-2(1?)-pyridinone.

4 - The composition according to claim 1, wherein the 1-hydroxy-4-methyl-6-(2,4,4-trimethylpentyl)-2(1H)-pyridinone satisfies the structural formula ( I):

: M * (I) wherein: is selected from C _r C ₁₇ hydrocarbon; R ₂ is selected from C _r C ₄ alkyl, C ₂ -C ₄ alkenyl or alkynyl group, a phenol group, a phenyl group; M ⁺ is selected from At H ⁺ .

5-A composition according to claim 1 wherein the molar ratio of 1-hydroxy-4-methyl-6-(2,4,4-trimethylpentyl)-2(1Η)-pyridone to monoethanolamine is 1: 1; The molar ratio of 1-hydroxy-4-methyl-6-(2,4,4-trimethylpentyl)-2(1Η)-pyridone to zinc chloride is 5:1 to 1: 5 .

6. The composition according to claim 5, the molar ratio of 1-hydroxy-4-methyl-6-(2,4,4-trimethylpentyl)-2(1H)-pyridone to zinc chloride The optimization is 1:2.5.

7 - A composition according to claim 3 wherein 1-hydroxy-4-methyl-6-(2,4,4-trimethylpentyl)-2(1Η)-pyridone monoethanolamine salt and 1-hydroxyl The zinc salt of 4-methyl-6-(2,4,4-trimethylpentyl)-2(1H)-pyridinone is from 4:1 to 1:4 by weight.

8 - A composition according to claim 7 wherein 1-hydroxy-4-methyl-6-(2,4,4-trimethylpentyl)-2(1Η)-pyridinone monoethanolamine salt and 1-hydroxyl The weight percentage of the zinc salt of 4-methyl-6-(2,4,4-trimethylpentyl)-2(1H)-pyridinone was further optimized to 1:2.8.

The composition according to any of the preceding claims, characterized in that the composition further comprises from 0.25% to 8.0% by weight of the composition of behenyltrimethylammonium chloride. The composition according to claim 9, wherein the dodecyltrimethylammonium chloride comprises from 1% to 5.0% of the group.