Cleaning composition and method for producing the same

Abstract

To provide a composition for a clean, disinfection, moisturization, and pleasant smell.SOLUTION: The cleansing composition is a mixture of 0.001 wt.% to 50 wt.% of coumaric acid methyl ester, 0.001 wt.% to 75 wt.% of a bactericidal component, and 0.001 wt.% to 50 wt.% of a moisturizing component, excluding water. Furthermore, 0.001 wt.% to 50 wt.% of coumarin is mixed in. The above-mentioned coumaric acid methyl ester and / or coumarin are extracted by finely cutting or powdering Cerasus speciosa, Cerasus jamasakura, Prunus yedoensis, Cerasus serrulata, or Prunus campanulata and mixing them with alcohol, water, oil, ether, or carbon tetrachloride.SELECTED DRAWING: Figure 1

Description

Technical Field

[0001] The present invention relates to a cleaning composition (cleaning composition / cleaning agent / topical agent) and a method for producing the same, and particularly relates to a cleaning composition for removing or cleaning dirt on the outer surface of the body such as the skin, hair, and scalp, and a method for producing the same.

Background Art

[0002] Conventionally, various types of such cleaning compositions have been considered, such as cleaning alcohol, topical alcohol, soap, shampoo, and disinfecting alcohol. Corresponding production methods have also been considered in various ways.

Prior Art Documents

Patent Documents

[0003]

Patent Document 1

Patent Document 2

Patent Document 3

Patent Document 4

Patent Document 5

Patent Document 6

Patent Document 7

Patent Document 8

Patent Document 9

Patent Document 10

Patent Document 11

Patent Document 12

[0004] The present invention has been made to solve the above-mentioned problems, and an object of the present invention is to provide a cleaning composition and a production method thereof that can achieve an optimal state in cleaning, wiping, washing, disinfecting, etc. of the outer surface of the body, etc., as compared with conventional cleaning compositions and the like. [Means for Solving the Problems

[0005] Therefore, the cleaning composition of the present invention is substantially uniformly mixed within a range not exceeding 100% by weight in total, with methyl coumarate or / and coumarin being 0.001% to 50% by weight, a bactericidal component being 0.001% to 75% by weight, and a moisturizing component being 0.001% to 50% by weight, excluding water.

[0006] Also, the methyl coumarate / coumarin is extracted from Prunus speciosa, Prunus jamasakura, Prunus pendula, Prunus sargentii, or Prunus serrulata. [Effects of the Invention

[0007] As a result, just by wiping the outer surface of the body with this cleaning composition without having to clean it, dirt can be removed, and it can be cleaned or disinfected, and it has a pleasant fragrance. Of course, it may be wiped with this cleaning composition after washing. Since it does not contain a deodorizing component, the emitted fragrance will not disappear. In addition, due to its bactericidal action, it prevents the reproduction of microorganisms that emit odors, smells, and fragrances other than the said fragrance, so the said fragrance will not deteriorate.

[0008] Moreover, even if this cleaning composition is applied to the skin etc., the skin will not be overly humid, overly dry, have too much oil, or have too little oil, and it can achieve the optimal moisture and oil content, and has a clean fragrance. Furthermore, this cleaning composition / methyl coumarate / coumarin is also recognized to have an anti-inflammatory action, a bedsore prevention action, a bedsore improvement action, and an antibacterial virus action, and is useful for the prevention and treatment of infectious diseases.

Brief Description of the Drawings

[0009]

Figure 1

Figure 2

Figure 3

Figure 4

Figure 5

Best Mode for Carrying Out the Invention

[0010] (1) Cleaning composition for cleaning objects (methyl coumarate, coumarin) This cleaning composition can be attached to cleaning objects such as tissue paper, towels, handkerchiefs, cloth, masks, gloves, protective clothing, and protective caps, and clothing, etc. It is a material that can clean dirty hands, feet, faces, arms, legs, torsos, necks, heads, sides, genitals, buttocks, and local areas of care recipients, etc. just by wiping.

[0011] The water can be any of soft water, hard water, tap water, and distilled water. It is mixed almost uniformly with 10% to 500% by weight of the water with respect to 1% by weight of the cleaning composition, and in some cases, it is emulsified. In the above cleaning composition, except for water, methyl coumarate or / and coumarin is 0.001% to 50% by weight, and is mixed almost uniformly with the cleaning composition for cleaning objects such as cleaning wipes within a range not exceeding 100% by weight of the total of the cleaning composition, and is emulsified in some cases.

[0012] Methyl coumarate and coumarin are contained in Prunus speciosa, Prunus jamasakura, Prunus yedoensis, Prunus sargentii, Prunus subhirtella, etc. The leaves, flowers, stems, fruits, barks, and trunks of Prunus speciosa, Prunus jamasakura, Prunus yedoensis, Prunus sargentii, Prunus subhirtella are used as they are or cut finely, and in some cases, made into powder and mixed with alcohol, such as butylene glycol (1,3 - butylene glycol). Note that methyl coumarate and coumarin are most abundantly contained in the above leaves or flowers.

[0013] After standing at room temperature for a while or heating, methyl coumarate and coumarin dissolve out into the alcohol. After that, the alcohol is evaporated or left as it is, and methyl coumarate, coumarin, or methyl coumarate and coumarin containing alcohol are obtained. In this way, methyl coumarate and coumarin are extracted and produced. This methyl coumarate and coumarin emit an aroma.

[0014] In addition to butylene glycol (1,3-butylene glycol), the above alcohol may also be dipropylene glycol, glycerin, ethyl alcohol, methyl alcohol, etc. Further, instead of alcohol, solvents such as water, oil, ether, carbon tetrachloride, etc. may be used in whole or in part.

[0015] The above Oshima cherry is a kind of cherry tree that grows wild in the Izu Islands. It has light red new leaves and large, beautiful white flowers, so it is cultivated everywhere and is regarded as the parent of Somei Yoshino. The above Yamazakura, Somei Yoshino, Satozakura, and Higanzakura are part of the deciduous tall or low trees of the genus Prunus in the Rosaceae family. Even within the same genus, ume, peach, and apricot are excluded.

[0016] There are several species of these cherry trees in the Chinese mainland and the Himalayas, but there are the most species in Japan, and there are a very large number of horticultural varieties. In spring, they bloom with white, light pink to dark red flowers, and there are also double-flowering varieties. Since ancient times, they have been called the king of flowers and are the national flower of Japan. In the past, when people said "flower," they meant cherry blossoms. The wood is homogeneous and is used as material for utensils and shipbuilding. Since ancient times, it has been most suitable for printing blocks. The bark is used as a cough medicine (cherry bark kernel) and is also made into curved objects. The salted flowers are used in cherry blossom soup, and the salted leaves are used in cherry blossom mochi. Also, the fruits of cherry tomatoes are edible.

[0017] When such a cleaning composition containing methyl coumarate, coumarin, and others is impregnated into tissue paper, handkerchiefs, towels, pulp, paper, cloth, resin, etc., and used to wipe the dirty hands, feet, face, arms, legs, torso, neck, head, abdomen, chest, back, sides, genitals, buttocks, local areas, etc. of care recipients, the elderly, disabled, infants, young children, toddlers, etc., sebum stains, feces, urine, excrement, vomit, unnecessary dirt on the skin, and other dirt can be easily wiped off cleanly. It is excellent for cleaning, can make the area clean, can also sterilize, moisturize, and protect the skin, and has a pleasant fragrance. Also, in times of disaster, emergencies, or normal times, even healthy people can use this cleaning composition to keep clean.

[0018] Therefore, the skin's moisturizing feeling, elasticity, smoothness, and slipperiness are maintained, the skin is not damaged, it has low irritation, prevents dry skin in winter, etc., and such skin protection is provided. This is different from disinfecting alcohol, bleaching agents, etc. It may be used on mucous membranes, nails, hair, body hair, oral cavity, etc. other than the skin, may be used on animals other than humans, may be used externally, or may be used internally.

[0019] (2) Methyl coumarate The above methyl coumarate has the chemical formula C10H10O3 and has the structure shown in "Chemical Formula 1". This methyl coumarate has the following chemical properties.

[0020]

Chemical Formula

[0021] This methyl coumarate inhibits the production of NO (nitric oxide) by LPS (inflammatory inducer), inhibits the mRNA expression of inflammatory induction genes iNOS (inducible nitric oxide synthase), IL-6 (interleukin-6), and IL-1β (interleukin-1β), and has anti-inflammatory activity at the cellular level. It also has an antioxidant effect. Furthermore, it improves the scavenging rate of DPPH.

[0022] The above iNOS is an enzyme that synthesizes nitric oxide from L-arginine. The above IL: interleukin is a general term for peptides and proteins mainly secreted by lymphocytes and macrophages for the regulation of immune responses. The above "-6" and "-1β" are symbols for distinguishing each peptide and protein. The above DPPH (diphenyl-1-picrylhydrazyl) is one of the radicals.

[0023] In addition to the above production method, this methyl coumarate is also produced / generated as follows. Diisopropylethylamine is added to a suspension of coumaric acid (115.5 g) in N-methylpyrrolidone (600 mL) at 25°C, dimethyl sulfate (100.9 g) is added over 1 hour, and the reaction mixture is stirred at 25°C for 2 hours.

[0024] Subsequently, this reaction mixture is diluted with toluene and extracted with water, then bicarbonate, and finally water. The toluene is removed under vacuum, and the pyrone ester of the crude product is purified by short-path distillation or crystallization and trituration, and the remaining solvent is removed by evaporation under vacuum. Then, 78.8 g of methyl coumarate with a purity of 99% and a yield of 64% is obtained and produced. This methyl coumarate emits an aroma.

[0025] (3) Methyl p-coumarate The above methyl p-coumarate (trans-p-coumaric acid methyl ester) is contained in the above methyl coumarate, has the chemical formula C11H12O3, has the structure shown in "Chemical Formula 2", and this methyl p-coumarate has the following chemical properties.

[0026]

Chemical Formula

[0027] This methyl p - coumarate inhibits the production of NO (nitric oxide) by LPS (inflammatory inducer), inhibits the mRNA expression of inflammatory - inducing genes iNOS (inducible nitric oxide synthase), IL - 6 (interleukin - 6), and IL - 1β (interleukin - 1β), and has anti - inflammatory activity at the cellular level. It also has an antioxidant effect. Furthermore, it improves the scavenging rate of DPPH.

[0028] This methyl p - coumarate can be produced / generated in the following way in addition to the above - mentioned production method. Dissolve 30 mg of commercially available p - coumaric acid in 3 ml of methanol. Separately, pass the diazomethane generated when 10% potassium hydroxide aqueous solution is added to p - toluenesulfonyl - N - methyl - N - nitrosoamide and heated through ether to obtain a diazomethane / ether solution.

[0029] While confirming with silica gel thin - layer chromatography (chloroform / methanol = 10:1), add an appropriate amount of this diazomethane / ether solution to the methanol solution of the above - mentioned p - coumaric acid, and then concentrate and dry it under reduced pressure. Separate and purify the residue by preparative silica gel thin - layer chromatography (separating solution: chloroform / methanol mixture = 10:1) to obtain 27 mg of methyl p - coumarate, which is produced. This methyl p - coumarate emits an aroma.

[0030] In addition, the methyl coumarate compound can also be produced / generated in the following way. Add a solution of pyrone ester (39 g, purity 95%) in acetic acid dropwise over 3.5 hours to a refluxing solution of pyridinium tribromide (105 g) in glacial acetic acid (233 g). Reflux this mixture for 3 hours (85 °C → 107 °C), and then cool it to ambient temperature. Further, add water, isolate the crude product by filtration, and wash it with water. Purify this crude product by recrystallization from toluene and isohexane to obtain methyl 3 - bromocoumarate (46 g, yield 82%).

[0031] In addition to the methyl coumarate mentioned above, the methyl p - coumarate, and further methyl o - coumarate, methyl m - coumarate, etc. are also included. In this application, all of these are collectively referred to as "methyl coumarate".

[0032] (4) Coumarin The above - mentioned coumarin has the chemical formula C9H6O2 and has the structure shown in "Chemical Formula 3". This coumarin has the following chemical properties.

[0033] [Chemical Formula] In addition, the numbers in the above and below chemical formulas are originally shown in small size at the lower right of each chemical symbol, but in this application, for the sake of easy viewing, they are represented in the normal size of half - width characters in a larger size.

[0034] This coumarin inhibits the production of NO (nitric oxide) by LPS (inflammatory inducer), inhibits the mRNA expression of inflammatory - inducing genes iNOS (inducible nitric oxide synthase), IL - 6 (interleukin - 6), and IL - 1β (interleukin - 1β), and has anti - inflammatory activity at the cellular level. It also has an antioxidant effect. Furthermore, it improves the scavenging rate of DPPH.

[0035] In addition to the above - mentioned production method, this coumarin is also produced / generated as follows. In living leaves, it is combined with sugar molecules in the form of coumaric acid (o - coumaric acid) glycoside and isolated in the vacuole, so it has no smell. When the leaves and flowers of Prunus speciosa, Prunus jamasakura, Prunus yedoensis, Prunus sargentii, Prunus serrulata, or other cherry blossoms, or Crepis phoenix, etc. containing this coumaric acid (o - coumaric acid) glycoside are semi - dried, crushed, salted, etc., the coumaric acid glycoside in the vacuole and the enzymes outside the vacuole in dead cells come into contact, and coumaric acid is separated by hydrolysis. Furthermore, a ring - closing reaction occurs and coumarin is produced / generated. This coumarin emits an aroma.

[0036] In addition to the above production method, this coumarin can also be produced / generated in the following way. It is synthesized by the Perkin reaction from salicylaldehyde, acetic anhydride, and sodium acetate.

[0037] In addition to the above production method, this coumarin can also be produced / generated in the following way. From phenylalanine, through the catalytic action of an enzyme, it is converted into cinnamic acid, and further through the catalytic action of the same enzyme, it is converted into o-coumaric acid (2-coumaric acid), and further through the catalytic action of the same enzyme, it is converted into β-D-glucosyl 2-coumaric acid, and further through the catalytic action of the same enzyme, it is converted into β-D-glucosyl 2-coumarinate, and further through the catalytic action of the same enzyme, it is converted into 2-coumarinate, and further through the catalytic action of the same enzyme, coumarin is obtained. Note that the hydroxyl group and carboxyl group at the 2-position form an intramolecular ester to form a lactone and cyclize.

[0038] In addition to the above production method, this coumarin can also be produced / generated in the following way. Take 0.1 g of the bark extract of Prunus mume each, collect 3 samples, transfer them to a 50 ml container, add an appropriate amount of ethanol, dissolve it with ultrasonic waves, cool it, and add a certain amount of ethanol and mix. Take 1 ml, transfer it to a 10 ml container, add a certain amount of 70% ethanol, mix well, take 3 ml, and transfer it to a 25 ml container. This 1 g of the bark extract of Prunus mume contains 10.2 mg of coumarin. Note that the absorbance is measured at a wavelength of 340 nm to examine the coumarin content in the solution, and the coumarin content can be calculated based on the amount of umbelliferone.

[0039] (5) Bactericidal component Except for water, the bactericidal component is mixed almost uniformly in the cleaning composition in an amount of 0.001% to 75% by weight, not exceeding 100% in total, based on 0.001% to 50% by weight of the above methyl coumarate in the cleaning composition, or in some cases, based on 0.001% to 50% by weight of the cleaning composition containing a mixture of coumarin and this methyl coumarate. This bactericidal component is one or more of sodium benzoate, benzalkonium chloride, propiolyl butylcarbamate, cymene-5-ol, and phenoxyethanol.

[0040] Sodium benzoate has the chemical formula C6H5COONa and has the structure shown in "Chemical Formula 4". Sodium benzoate has the following chemical properties.

[0041]

Chemical Formula

[0042] Benzalkonium chloride has the structure shown in "Chemical Formula 5". Benzalkonium chloride has the following chemical properties.

[0043]

Chemical Formula

[0044] Benzalkonium chloride has bactericidal and antiseptic effects, exhibits bactericidal effects against Pseudomonas aeruginosa, Escherichia coli, Staphylococcus aureus, and Candida, and has particularly excellent bactericidal activity against bacteria. Benzalkonium chloride is commercially available.

[0045] Iodopropynyl butylcarbamate has the structure shown in "Chemical Formula 6", and this iodopropynyl butylcarbamate has the following chemical properties.

[0046]

Chemical Formula

[0047] Cymen-5-ol (or o-Cymen-5-ol) has the structure shown in "Chemical Formula 7", and this cymen-5-ol has the following chemical properties.

[0048]

Chemical Formula

[0049] Phenoxyethanol has the structure shown in "Chemical Formula 8", and this phenoxyethanol has the following chemical properties.

[0050]

Chem.

[0051] Phenoxyethanol is produced by the hydroxyethylation (Williamson synthesis) of phenol in the presence of an alkali metal hydroxide or alkali metal borohydride. It is also commercially available. Phenoxyethanol has antiseptic, bactericidal, antifungal, insecticidal, and disinfectant effects, and is particularly effective against Gram-negative bacteria, Gram-positive bacteria, and Candida albicans.

[0052] (6) Moisturizing component Except for water, for the cleaning composition containing 0.001% to 50% by weight of the above methyl coumarate, or in some cases, for the cleaning composition containing 0.001% to 50% by weight of a mixture of coumarin and this methyl coumarate, the bactericidal component is 0.001% to 75% by weight, and within the range not exceeding 100% in total, it is almost uniformly mixed or not mixed at all. The moisturizing component is 0.001% to 50% by weight, and within the range not exceeding 100% in total, it is almost uniformly mixed.

[0053] This moisturizing component is one or more of sodium hyaluronate, butylene glycol (1,3-butylene glycol), sodium lactate, potassium lactate, lactic acid, hyaluronic acid, polyquaternium, Lipidure (Registered Trademark) , and sodium lysine dilauroyl glutamate (Percea).

[0054] Sodium hyaluronate has the structure shown in "Chem. 9", and this sodium hyaluronate has the following chemical properties.

[0055]

Chem.

[0056] The hyaluronic acid is isolated from the comb of the above-mentioned birds and chickens, and is produced by reacting with sodium hydroxide. In addition, sodium hyaluronate is produced by lactic acid bacteria. It is also commercially available. Sodium hyaluronate has a moisturizing effect.

[0057] Sodium hyaluronate has a large molecular weight, hardly penetrates into the skin, forms a film containing moisture on the skin surface, prevents the evaporation of skin moisture, maintains or replenishes the moisture in the stratum corneum of the skin, maintains the flexibility of the stratum corneum, has a moisturizing effect by retaining skin surface moisture, has water retention, and is effective in preventing and / or improving rough skin.

[0058] Butylene glycol (1,3-butylene glycol) (butylene glycol (1,3-butylene glycol)) has the structure shown in "Chemical Formula 10", and this butylene glycol (1,3-butylene glycol) has the following chemical properties.

[0059]

Chemical Formula

[0060] Butylene glycol (1,3-butylene glycol) has hygroscopicity, penetrates into the stratum corneum of the skin, plays an intermediary role between keratin and water molecules, and thus exerts a moisturizing effect. In addition, it shows specific antibacterial activity against Gram-negative bacteria at a concentration of about 7-10% and has an antiseptic effect. Butylene glycol (1,3-butylene glycol) is commercially available.

[0061] Sodium lactate has the structure shown in "Chemical Formula 11", and this sodium lactate has the following chemical properties.

[0062]

Chemical Formula

[0063] The above sodium lactate is a lactate of sodium, a compound represented by the chemical formula C3H5NaO3, and is obtained and produced by neutralizing lactic acid generated by the fermentation of sugar. It is also commercially available. Originally a liquid, powder formulations are also commercially available. It has antibacterial action and moisturizing effect, and it is considered possible to improve the shelf life, flavor, and prevent water separation of many foods including meat. Although it has the word "milk", it is not an allergen for milk allergy. It has moisture retention.

[0064] The above sodium lactate is obtained and produced by reacting the above lactic acid with a sodium hydroxide solution or other sodium solutions. It is also commercially available. Sodium lactate is readily soluble in water, ethanol, and glycerin, and insoluble in ether, chloroform, and oils and fats. A 50 - 60% aqueous solution is considered to have a wide range of applications and is excellent in moisturizing action and emulsion stability. This sodium lactate can also be used as the above sterilizing component.

[0065] Potassium lactate has the structure shown in "Chemical Formula 12", and this potassium lactate has the following chemical properties.

[0066]

Chemical Formula

[0067] The above potassium lactate is produced by fermenting sugar to produce lactic acid and then neutralizing the lactic acid. It is also commercially available. It has a moisturizing effect and an antibacterial effect. This potassium lactate can also be used as the above-mentioned bactericidal component.

[0068] Lactic acid has a structure shown in "Chemical Formula 13", and this lactic acid has the following chemical properties.

[0069]

Chemical Formula

[0070] The above lactic acid is produced by fermenting various saccharides such as molasses and starch as raw materials (fermentation method). In addition, lactic acid can be produced by reacting acetaldehyde with hydrogen cyanide to generate lactic acid nitrile, adding sulfuric acid for hydrolysis, further reacting with methanol to generate methyl lactate, purifying this and then hydrolyzing it to generate lactic acid (synthesis method). It is also commercially available.

[0071] The above lactic acid is one of the organic acids and is produced by decomposing sugar in an anaerobic state such as lactic acid fermentation or intense muscle movement. Usually, it is produced by fermenting glucose with lactic acid bacteria. It is a colorless and syrupy substance, has a sour taste, is odorless, and is used as an acidulant for industrial use or soft drinks, and has a moisturizing effect.

[0072] Hyaluronic acid has a structure shown in "Chemical Formula 14", and this hyaluronic acid has the following chemical properties.

[0073]

Chemical Formula

[0074] Hyaluronic acid is isolated, produced, and manufactured from the comb of birds and chickens. In addition, hyaluronic acid is produced by lactic acid bacteria. Hyaluronic acid has a moisturizing effect and is also commercially available.

[0075] The above-mentioned hyaluronic acid is a type of linear glycosaminoglycan (mucopolysaccharide), and is academically called hyaluronan. It has high water retention and viscosity due to water retention, is widely distributed in the living body, and plays an important role in the skin, cartilage, and eyeballs. The molecular weight of hyaluronic acid can reach up to 2 million when it is large, but the minimum is 411.

[0076] Injections for osteoarthritis and adult beauty purposes have medical approval by the FDA, are added to cosmetics as a moisturizing ingredient, and have a soothing effect on knee discomfort and dry skin. In industrial production, hyaluronic acid is mainly isolated from chicken combs, and there is also hyaluronic acid produced by lactic acid bacteria. In medical applications, collagen that is not derived from animals, such as the brand Restylane, is used.

[0077] Hyaluronic acid has a moisturizing effect on the skin surface. Since the molecular weight is extremely high, ranging from 800,000 to 1.2 million, it has been considered difficult to absorb by application. However, by applying five types of hyaluronic acid with molecular weights ranging from 50,000 to 2 million, the moisture content and elasticity of the skin are improved at any molecular weight compared to using placebo. When the water retention capacity of the epidermis decreases, fine wrinkles commonly called "crepey skin" appear, but moisturizing has the effect of preventing such dry fine wrinkles.

[0078] Since hyaluronic acid retains moisture and is hydrophilic, it can be processed to be less repelled by sebum. By applying it to one side of the face in a blind test, the moisture content and texture were improved compared to the non-applied side. A shaving foam solution using a lotion containing hyaluronic acid is also conceivable. It focuses on the water retention capacity and viscosity of hyaluronic acid, resulting in a shaving foam that is less likely to crack. Additionally, it can be used with woolen gloves or work gloves to make them more elastic.

[0079] The technology of microneedles can be used to enhance the permeability to the skin. It is also possible to administer hyaluronic acid to the skin by means of a painful injection. By processing hyaluronic acid into the shape of fine needles, it is considered that it can be absorbed by the skin without feeling pain. It is also considered for use in medical patch-type vaccines for the purpose of absorbing pharmaceutical ingredients.

[0080] Polyquaternium (polyquaternium-51) has the structure shown in "Chemical Formula 15", and this polyquaternium has the following chemical properties.

[0081]

Chemical Formula

[0082] There are many types of the above polyquaternium, such as polyquaternium-n (n = 1 to 112), each having different raw material components, and the representative polyquaternium-51 is the above "Chemical Formula 15". It is produced by polymerizing 2-methacryloyloxyethyl phosphorylcholine, which has a polar group of phosphatidylcholine, a kind of phospholipid constituting the cell membrane, and butyl methacrylate in a ratio of 8:2. It is also commercially available.

[0083] Polyquaternium-51 is a cationic surfactant, one of the Lipidures, a water-soluble polymer that is similar to the components of the human cell membrane, has a moisturizing power twice that of hyaluronic acid, has a moisturizing effect, and has higher functionality than hyaluronic acid in that its moisturizing property does not decrease even when wet with sweat or water. Furthermore, it supports the skin's barrier function, prevents rough skin, and keeps the skin in a beautiful state.

[0084] Lipidure (registered trademark) has the structure shown in "Chemical Formula 16", and this Lipidure has the following chemical properties.

[0085]

Chemical Formula

[0086] The above Lipidure refers to a water-soluble polymer, a homopolymer of 2-methacryloyloxyethyl phosphorylcholine having a structure similar to phospholipids, or a copolymer containing 2-methacryloyloxyethyl phosphorylcholine. Lipidure is commercially available. A typical Lipidure is the above "Chemical Formula 16".

[0087] The common name of the homopolymer (Lipidure HM) is poly(2-methacryloyloxyethylphosphorylcholine), and its CAS registration number is [67881-99-6]. The CAS registration number of the copolymer with n-butyl methacrylate (Lipidure PMB) is [125275-25-4]. In the ingredient label, it is shown as "MPC", "Lipidure", etc.

[0088] This lipisure has moisturizing properties and a moisturizing effect, and maintains high moisturizing power and a moisturizing effect even when drying after 1 hour of washing with water. Its moisturizing power is about twice that of hyaluronic acid. Since it maintains high moisturizing power even after washing with water after application, this lipisure is suitable for hand cream, contact lens storage solution, shampoo and conditioner, etc.

[0089] Lysine sodium dilauroyl glutamate (Percéa) has the structure shown in "Chemical Formula 17", and this lysine sodium dilauroyl glutamate (Percéa) has the following chemical properties.

[0090]

Chemical Formula

[0091] In "Chemical Formula 17", Ra represents a hydrocarbon group having 1 to 23 carbon atoms, Rb represents hydrogen or a hydrocarbon group having 1 to 3 carbon atoms, Y represents a carboxyl group, a sulfonic acid group, a sulfate ester group, a phosphate ester group or a salt thereof, Z represents -NRb- (Rb is hydrogen or a hydrocarbon group having 1 to 10 carbon atoms), -O-, or -S-, w and m are each one of 0, 1, 2, and w and m are not 0 at the same time, n represents an integer of 2 to 20. X represents a hydrocarbon chain having a molecular weight of 1 million or less. Lysine sodium dilauroyl glutamate (Percéa) is also commercially available.

[0092] Lysine sodium dilauroyl glutamate (Percéa) can be obtained by reacting an N-acyl acidic amino acid anhydride with a compound having a molecular weight of 1 million or less having g functional groups (g is n or more) selected from a hydroxyl group, an amino group, and a thiol group (hereinafter referred to as a g-valent compound).

[0093] The above-mentioned sodium dilauroyl glutamate lysine (Percéa) is also a moisturizing and humectant made from vegetable fatty acids and amino acids (glutamic acid, lysine). It has excellent moisturizing and wetting effects, penetrates into the stratum corneum, arranges the disrupted structure, supports the barrier function, and enhances water retention. Also, it is a condensate formed by linking two sodium lauroyl glutamates, which is an anionic surfactant in terms of chemical structure, with lysine, a kind of basic amino acid, and is also a two-chain and three-hydrophilic-group anionic gemini surfactant.

[0094] The above-mentioned sodium dilauroyl glutamate lysine (Percéa) is a highly biodegradable and high-functional cosmetic raw material made from natural fatty acids and glutamic acid and lysine, which are a kind of amino acids. It is a cosmetic raw material developed by Asahi Kasei Chemicals Corporation (Cosmetic Display Name: Sodium Dilauroyl Glutamate Lysine). It is considered to have fast permeability and high persistence compared with conventional PPTs, etc. It also has an improvement effect on hair.

[0095] This sodium dilauroyl glutamate lysine (Percéa) is also a highly biodegradable and high-functional cosmetic raw material made from natural fatty acids and glutamic acid and lysine, which are a kind of amino acids. It penetrates into the interior of the cutin of the human body, etc., and functions like ceramide to improve the skin's barrier function and promote the recovery of skin elasticity and texture. A usage feeling excellent in moisturizing effect, penetration effect, etc. can be achieved.

[0096] (7) Chelating component Except for water, for the cleaning composition containing 0.001% to 50% by weight of the above methyl coumarate, or in some cases, for the cleaning composition containing 0.001% to 50% by weight of the mixture of coumarin and this methyl coumarate, the bactericidal component is 0.001% to 75% by weight, and is mixed almost uniformly within the range not exceeding 100% in total, and / or not mixed; the moisturizing component is 0.001% to 50% by weight, and is mixed almost uniformly within the range not exceeding 100% in total, and / or not mixed; the component with chelating action is 0.001% to 40% by weight, and is mixed almost uniformly within the range not exceeding 100% in total.

[0097] The component with chelating action is such that when a molecule or ion having two or more coordinable atoms coordinates to a metal, a ring structure containing the metal is formed. Such a compound is a chelate or chelate compound. A chelate compound is a compound that combines with a metal to form a chelate ring, also called a chelating agent, and is used to remove harmful heavy metals in the body.

[0098] This component with chelating action is, for example, disodium edetate. Disodium edetate has the structure shown in "Chemical Formula 18", and this disodium edetate has the following chemical properties.

[0099]

Chemical Formula

[0100] If the cleaning composition contains metal ions, it will cause the deterioration of the odor and color of oils and fats due to the promotion of oxidation, the inhibition of functional components, turbidity, precipitation, the deterioration of foaming, the roughness of hair caused by the formation of metal soaps, and skin roughness. However, such problems can be prevented by the above component with chelating action, for example, disodium edetate. Disodium edetate is commercially available.

[0101] As the component having the chelating action, ethylenediaminetetraacetic acid may be used. Ethylenediaminetetraacetic acid has the structure shown in "Chemical Formula 19", and this ethylenediaminetetraacetic acid has the following chemical properties.

[0102]

Chemical Formula

[0103] When the cleaning composition contains metal ions, it may cause the deterioration of the odor and color of oils and fats due to the promotion of oxidation, the inhibition of functional components, turbidity, precipitation, the deterioration of foaming, the squeaking of hair caused by the formation of metal soaps, skin roughness, etc. However, such things can be prevented by the component having the above chelating action, for example, disodium edetate. Ethylenediaminetetraacetic acid is commercially available.

[0104] In addition, as the component having the chelating action, citric acid may be used. Citric acid has the structure shown in "Chemical Formula 20", and this citric acid has the following chemical properties.

[0105]

Chemical Formula

[0106] When the cleaning composition contains metal ions, it may cause the deterioration of flavor due to the promotion of oxidation. However, such things can be prevented by the component having the above chelating action, for example, citric acid. Citric acid is commercially available.

[0107] As components having a chelating action, gluconic acid, phytic acid, etc. may be used in addition. Gluconic acid and phytic acid are known and commercially available. The component having the chelating action may be one or more of disodium edetate, ethylenediaminetetraacetic acid, citric acid, gluconic acid, and phytic acid.

[0108] (8) Effects of the cleaning composition Such methyl coumarate alone exhibits a synergistic anti-inflammatory effect. In FIG. 1, as the addition amount of methyl coumarate is sequentially increased, the amount of nitric oxide NO generated in mouse monocytic leukemia RAW264.7 cells decreases. Nitric oxide NO is a substance that induces inflammation.

[0109] In FIG. 2, as the addition amount of methyl coumarate alone is sequentially increased, the expression of IL-6 mRNA (messenger RNA) in mouse monocytic leukemia RAW264.7 cells is gradually suppressed.

[0110] In FIG. 3, as the addition amount of methyl coumarate alone is sequentially increased, the expression of iNOS mRNA in mouse monocytic leukemia RAW264.7 cells is gradually suppressed.

[0111] In FIG. 4, as the addition amount of methyl coumarate alone is sequentially increased, the expression of IL-1β mRNA in mouse monocytic leukemia RAW264.7 cells is gradually suppressed.

[0112] In FIG. 5, as the addition amount of methyl coumarate alone is sequentially increased, the DPPH scavenging rate gradually improves.

[0113] The above characteristics were almost the same for methyl p-coumarate, methyl o-coumarate, methyl m-coumarate, and coumarin. These also inhibited the production of NO (nitric oxide) by LPS (inflammatory inducer), inhibited the mRNA expression of the inflammatory-inducing genes iNOS (inducible nitric oxide synthase), IL-6 (interleukin-6), and IL-1β (interleukin-1β), and had anti-inflammatory activity at the cellular level. They also had an antioxidant effect. Furthermore, they improved the scavenging rate of DPPH.

[0114] The above iNOS is an enzyme that synthesizes nitric oxide from L-arginine. The above IL: interleukin is a general term for peptides and proteins mainly secreted by lymphocytes and macrophages for the regulation of the immune response, and the above “-6” and “-1β” are symbols for distinguishing each peptide and protein. The above DPPH (diphenyl-1-picrylhydrazyl) is one of the radicals.

[0115] In addition, it can also sterilize or remove various bacteria such as Staphylococcus aureus, Bacillus subtilis, Clostridium welchii, Escherichia coli, various viruses such as coronavirus, influenza virus, norovirus, and novel coronavirus, and other bacteria. However, it does not remove the amino acids, oil, and moisture necessary for the skin, and is excellent in moisturizing, water retention, oil retention, and oil maintenance.

[0116] (9) Other Embodiments and Examples The present invention is not limited to the above embodiments, and a part of the process can be omitted without departing from the spirit of the present invention. For example, the above alcohol may be a monohydric alcohol, a dihydric alcohol, a trihydric alcohol, a tetrahydric alcohol, a pentahydric alcohol, a hexahydric alcohol, etc., or a first alcohol, a second alcohol, a third alcohol, a fourth alcohol, etc., or other glycols, other glycerins, ethyl alcohol, methyl alcohol, butanediol, propanediol, butyl alcohol, propanol, t-butanol, hexane, lower alcohols, higher alcohols, etc., and any hydroxy compound obtained by substituting a hydrogen atom of a chain or cyclic hydrocarbon with a hydroxyl group OH is acceptable. The alcohol is preferably one with moisturizing properties, but may not have moisturizing properties in some cases. The amount of alcohol may be the same as or less than that of water, but may also be more.

[0117] All or part of the above water may be replaced with the above alcohol or oil (olive oil, jojoba oil, coconut oil, jojoba oil, coconut oil, palm oil, castor oil, peppermint oil, almond oil, soybean oil, camellia oil, sesame oil, safflower oil, coconut oil, sunflower oil, corn oil, rapeseed oil, rice oil, peanut oil, cottonseed oil), or the above alcohol or the above oil may be mixed with the above water, or the water may be omitted. The above oil may be of plant origin, but may also include animal-derived ones.

[0118] Oshima cherry, mountain cherry, Yoshino cherry, Sato cherry or higan cherry from which methyl coumarate or coumarin has been extracted may usually be filtered from water and discarded, or left in water or alcohol. The above oil may be a liquid or solid oil such as olive oil, jojoba oil, coconut oil, palm oil, castor oil, peppermint oil, almond oil, soybean oil, camellia oil, sesame oil, safflower oil, coconut oil, sunflower oil, corn oil, rapeseed oil, rice oil, peanut oil, cottonseed oil, or a compound or composition derived from these oils, or may also be alcohol, water, carbon tetrachloride, ether or carbon tetrachloride.

[0119] In this case, a surfactant may be mixed in an amount of 0.001% to 30% by weight, preferably 0.1% to 10% by weight. As a result, the above external preparation composition or the above aqueous solution will be in an emulsion or microemulsion state.

[0120] The above bactericidal component may be other than sodium benzoate, benzalkonium chloride, propiolyl butylcarbamate, cymene-5-ol, and phenoxyethanol. The above moisturizing component may be other than sodium lactate, potassium lactate, lactic acid, hyaluronic acid, polyquaternium, Lipidure, and sodium lysine dilauroyl glutamate (Persea).

[0121] The component having a chelating action may be other than disodium edetate, ethylenediaminetetraacetic acid, citric acid, gluconic acid, and phytic acid. The above alcohol may be other than butylene glycol (1,3-butylene glycol), dipropylene glycol, glycerin, ethyl alcohol, and methyl alcohol.

[0122] The above water, methyl coumarate, p-methyl coumarate, o-methyl coumarate, m-methyl coumarate, coumarin, bactericidal component, moisturizing component, component having a chelating action, components extracted from Prunus speciosa, Prunus jamasakura, Prunus incisa, Prunus sargentii, or Prunus serrulata var. lannesiana, sodium benzoate, benzalkonium chloride, propiolyl butylcarbamate, cymene-5-ol, phenoxyethanol, sodium hyaluronate, sodium lactate, potassium lactate, lactic acid, hyaluronic acid, polyquaternium, Lipidure, sodium lysine dilauroyl glutamate, disodium edetate, ethylenediaminetetraacetic acid, citric acid, gluconic acid, phytic acid, butylene glycol (1,3-butylene glycol), dipropylene glycol, glycerin, ethyl alcohol, methyl alcohol, part or all of the cleaning composition may be omitted, and each may be in any of a liquid, solid, gas, sol, or gel state.

[0123] (10) Effects of Other Inventions [1] A cleaning composition characterized by mixing methyl coumarate in the range of 0.001% to 50% by weight, a bactericidal component in the range of 0.001% to 75% by weight, a moisturizing component in the range of 0.001% to 50% by weight, and the total not exceeding 100% by weight, excluding water, almost uniformly. Thereby, it can be cleaned, disinfected, moisturized, and has a pleasant fragrance.

[0124] [2] The cleaning composition according to claim 1, further characterized by mixing coumarin in the range of 0.001% to 50% by weight and the total not exceeding 100% by weight, almost uniformly. Thereby, it can be cleaned, disinfected, moisturized, and has a pleasant fragrance.

[0125] [3] The cleaning composition according to claim 2, wherein the methyl coumarate or / and coumarin is extracted from Prunus speciosa, Prunus jamasakura, Prunus pendula, Prunus sargentii, or Prunus subhirtella. Thereby, it can be cleaned, disinfected, moisturized, and has a pleasant fragrance.

[0126] [4] The cleaning composition according to claim 3, wherein the methyl coumarate or / and coumarin is extracted from the leaves, flowers, stems, fruits, barks, or trunks of Prunus speciosa, Prunus jamasakura, Prunus pendula, Prunus sargentii, or Prunus subhirtella with alcohol, water, oil, ether, or carbon tetrachloride. Thereby, it can be cleaned, disinfected, moisturized, and has a pleasant fragrance.

[0127] [5] The cleaning composition according to claim 1, wherein the bactericidal component is one or more of sodium benzoate, benzalkonium chloride, propiolyl butylcarbamate, cymene-5-ol, and phenoxyethanol. Thereby, it can be cleaned, disinfected, moisturized, and has a pleasant fragrance. Also, the growth of microorganisms that emit odors, smells, or fragrances other than the fragrance of methyl coumarate or / and coumarin is prevented by the bactericidal action of these bactericidal components, so that the fragrance will not deteriorate.

[0128] [6] The above-mentioned moisturizing ingredient is one or more of sodium hyaluronate, butylene glycol (1,3-butylene glycol), sodium lactate, potassium lactate, lactic acid, hyaluronic acid, polyquaternium, Lipidure, and sodium lysine dilauroyl glutamate. The cleaning composition according to claim 1, characterized in that. Thereby, it can be cleaned, disinfected, moisturized, and has a pleasant fragrance.

[0129] [7] The cleaning composition according to claim 1, characterized in that a component having a chelating effect is further mixed almost uniformly in a range of 0.001% by weight to 40% by weight, with a total not exceeding 100% by weight. Thereby, malodor, discoloration, inhibition of functional components, turbidity, precipitation, deterioration of foaming, hair squeaking due to the formation of metal soaps, skin roughness, etc. caused by metal ions are prevented.

[0130] [8] The component having a chelating effect is one or more of disodium edetate, ethylenediaminetetraacetic acid, citric acid, gluconic acid, and phytic acid. The cleaning composition according to claim 7, characterized in that. Thereby, malodor, discoloration, inhibition of functional components, turbidity, precipitation, deterioration of foaming, hair squeaking due to the formation of metal soaps, skin roughness, etc. caused by metal ions are prevented.

[0131] [9] The above-mentioned alcohol is one or more of butylene glycol (1,3-butylene glycol), dipropylene glycol, glycerin, ethyl alcohol, and methyl alcohol. The cleaning composition according to claim 3, characterized in that.

[0132] Thereby, components that are hardly soluble in water or hardly extractable with water can be melted in alcohol or extracted with alcohol and finally made into an aqueous solution. The efficacy of components that are hardly soluble in water or hardly extractable with water can be exerted in the aqueous solution, the cleaning ability of the cleaning composition can be fully exerted, and moreover, the moisturizing property can be maintained. Even when removing dirt, washing, cleaning, or disinfecting, moisturizing can be achieved and skin protection can be provided.

[0133]

[10] The cleaning composition according to claim 1, characterized in that water is mixed with the cleaning composition in an amount of 10% to 500% by weight based on 1% by weight of the cleaning composition.

[0134] Thereby, components that are hardly soluble in water or hardly extractable with water can be melted in alcohol or extracted with alcohol and finally made into an aqueous solution. The efficacy of components that are hardly soluble in water or hardly extractable with water can be exerted even in the aqueous solution, the cleaning ability of the cleaning composition can be fully exerted, and moreover, the moisturizing property can be maintained, and moisturizing can be achieved even when removing dirt, washing, cleaning or disinfecting, and skin protection can be achieved.

[0135]

[11] The cleaning composition according to claim 1, characterized in that it is impregnated in paper, cloth or resin and used on the body. Thereby, dirt can be easily wiped off, the body can be cleaned, the breeding of miscellaneous bacteria can be prevented, the skin can be made smooth, and moreover, a pleasant fragrance can be emitted. Therefore, the body can be kept clean even when bathing is not possible during a disaster or the like.

[0136]

[12] A method for producing methyl coumarate or coumarin, which comprises directly cutting finely or pulverizing the leaves, flowers, stems, fruits, bark or trunks of Prunus speciosa, Prunus jamasakura, Prunus yedoensis, Prunus sargentii or Prunus serrulata, and mixing them with alcohol, water or oil, and then evaporating the alcohol or leaving it as it is to extract methyl coumarate or coumarin. Thereby, it can be cleaned, disinfected, moisturized and has a pleasant fragrance.

Industrial Applicability

[0137] It can be cleaned, disinfected, moisturized and has a pleasant fragrance. The cleaning composition, excluding water, is mixed with 0.001% to 50% by weight of methyl coumarate, 0.001% to 75% by weight of a bactericidal component, and 0.001% to 50% by weight of a moisturizing component.

[0138] Furthermore, 0.001% to 50% by weight of coumarin was mixed. The methyl coumarate or / and coumarin is extracted by finely cutting or powdering Japanese apricot, Japanese wild cherry, Somei Yoshino cherry, Satozakura cherry or Prunus subhirtella, and mixing it with alcohol, water, oil, ether or carbon tetrachloride.

Claims

**Claim 1**: A cleaning composition, characterized in that methyl coumarate is mixed almost uniformly in a range of 0.001% by weight to 50% by weight, a bactericidal component is mixed in a range of 0.001% by weight to 75% by weight, a moisturizing component is mixed in a range of 0.001% by weight to 50% by weight, and the total does not exceed 100% by weight. **Claim 2** The cleaning composition according to claim 1, further characterized in that coumarin is mixed almost uniformly in a range of 0.001% by weight to 50% by weight, and the total does not exceed 100% by weight. **Claim 3** The cleaning composition according to claim 2, characterized in that the methyl coumarate is extracted from Prunus speciosa, Prunus jamasakura, Prunus yedoensis, Prunus sargentii or Prunus serrulata. **Claim 4** The cleaning composition according to claim 3, characterized in that the methyl coumarate is extracted from the leaves, flowers, stems, fruits, barks or trunks of Prunus speciosa, Prunus jamasakura, Prunus yedoensis, Prunus sargentii or Prunus serrulata with alcohol, water, oil, ether or carbon tetrachloride. **Claim 5** The cleaning composition according to claim 1, characterized in that the bactericidal component is one or more of sodium benzoate, benzalkonium chloride, propiolyl butylcarbamate, cymene-5-ol, phenoxyethanol. **Claim 6** The cleaning composition according to claim 1, characterized in that the moisturizing component is one or more of sodium hyaluronate, butylene glycol, sodium lactate, potassium lactate, lactic acid, hyaluronic acid, polyquaternium, sodium lysine dilauroyl glutamate. **Claim 7** The cleaning composition according to claim 1, further characterized in that a component having a chelating effect is mixed almost uniformly in a range of 0.001% by weight to 40% by weight, and the total does not exceed 100% by weight. **Claim 8** The cleaning composition according to claim 7, characterized in that the component having a chelating effect is one or more of disodium edetate, ethylenediaminetetraacetic acid, citric acid, gluconic acid, phytic acid. **Claim 9** The cleaning composition according to claim 4, characterized in that the alcohol is one or more of butylene glycol, dipropylene glycol, glycerin, ethyl alcohol, methyl alcohol. **Claim 10** The cleaning composition according to claim 1, wherein water is mixed in an amount of 10% by weight to 500% by weight based on 1% by weight of the cleaning composition.

11. The cleaning composition according to claim 1, wherein the cleaning composition is impregnated into paper, cloth or resin and used on the body.

12. A method for producing methyl coumarate, comprising directly cutting finely or pulverizing leaves, flowers, stems, fruits, barks or trunks of Prunus speciosa, Prunus jamasakura, Prunus yedoensis, Prunus sargentii or Prunus subhirtella, and mixing them with alcohol, water, oil, ether or carbon tetrachloride, and then evaporating alcohol, water, oil, ether or carbon tetrachloride or directly extracting methyl coumarate as it is.

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