WO2022186286A1 - 毛髪セット力増強剤 - Google Patents
毛髪セット力増強剤 Download PDFInfo
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- WO2022186286A1 WO2022186286A1 PCT/JP2022/008915 JP2022008915W WO2022186286A1 WO 2022186286 A1 WO2022186286 A1 WO 2022186286A1 JP 2022008915 W JP2022008915 W JP 2022008915W WO 2022186286 A1 WO2022186286 A1 WO 2022186286A1
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- hair
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- setting
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/60—Sugars; Derivatives thereof
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/60—Sugars; Derivatives thereof
- A61K8/602—Glycosides, e.g. rutin
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
- A61Q5/04—Preparations for permanent waving or straightening the hair
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
- A61Q5/06—Preparations for styling the hair, e.g. by temporary shaping or colouring
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
- A61K2800/59—Mixtures
- A61K2800/592—Mixtures of compounds complementing their respective functions
- A61K2800/5922—At least two compounds being classified in the same subclass of A61K8/18
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
- A61Q5/12—Preparations containing hair conditioners
Definitions
- the present invention relates to a hair-setting strength enhancer, a hair-setting composition containing the hair-setting strength enhancer, and a method for enhancing hair-setting strength using the hair-setting composition.
- the present invention relates to a hair-setting strength enhancer containing isomalto-oligosaccharide as an active ingredient, and a hair-setting composition containing the hair-setting strength enhancer.
- a hair setting agent for hair setting a polymer compound with film-forming properties dissolved in water, a lower alcohol, or a mixed solvent thereof has been widely used.
- Film-forming polymer compounds adhere to the surface of the hair and have the effect of fixing the hair to each other to maintain the set.
- stickiness is generated in the process up to application, and the degree of freedom in hair styling is restricted due to the stickiness.
- attempts have been made to improve the usability by adding cosmetic oils, surfactants, alcohols, etc. to the film-forming polymer compound. and feeling of use were not obtained.
- hair treatment compositions containing sugars, oligopeptides, and amino acids see Patent Document 4
- hair cosmetic compositions containing disaccharides for example, Patent Document 5
- hair damage suppress damage to hair (hereinafter referred to as "hair damage") caused by treatments such as bleaching, perming and straightening, and use of high-temperature hair styling, etc., they do not add luster or shine to the hair. It was not clear whether excellent texture could be imparted, and the feeling of use and performance were not fully satisfactory.
- the present invention has been made to solve the above-mentioned drawbacks of conventional hair setting agents or hair setting compositions, and provides a new hair setting composition having sufficient hair setting power and such a hair setting composition.
- An object of the present invention is to provide a means for realizing a set composition.
- the present invention provides a hair-setting composition which is excellent in hair-setting power, excellent feeling in use, flaking and/or treatment action, and a means for realizing such a hair-setting composition.
- the task is to
- the inventors of the present invention have conducted intensive studies to solve the above problems, and unexpectedly found that isomalto-oligosaccharide, which is a kind of sugar, remarkably enhances the hair-setting power of existing hair-setting compositions. It can be used as an active ingredient of a hair-setting power enhancer that remarkably enhances hair-arranging power, and furthermore, by blending isomalto-oligosaccharides, the feeling of use and flaking properties of the hair-setting composition are remarkably improved. It has been found that it is improved and furthermore, a treatment action can also be obtained. That is, the present invention solves the above problems by providing a hair-setting strength enhancer containing isomalto-oligosaccharide as an active ingredient and a hair-setting composition containing the same.
- the hair-setting power enhancer containing the isomalto-oligosaccharide of the present invention as an active ingredient can remarkably enhance the hair-setting power of the hair-setting composition when added to the hair-setting composition.
- the hair-setting strength enhancer containing isomalto-oligosaccharide as an active ingredient of the present invention not only enhances the hair-setting strength of the hair-setting composition containing it, but also enhances the hair-arranging ability. , feel and/or flaking properties can be improved, and furthermore a treatment action can be imparted.
- FIG. 10 is a diagram showing the flaking state of a hair bundle to which a control gel has been applied.
- FIG. 10 is a diagram showing the flaking state of a hair bundle to which a test gel containing isomalto-oligosaccharide has been applied.
- the hair-setting power enhancer according to the present invention is a hair-setting power enhancer containing isomalto-oligosaccharide as an active ingredient.
- hair setting refers to setting and fixing hair, including maintaining a set hairstyle for a long period of time.
- the hair setting power can be evaluated, for example, using the breaking strength of the hair bundle coated with the hair setting power enhancer as an index, as shown in the experimental examples described later. That is, the enhancement of hair setting power can be an increase in the breaking strength of the hair bundle compared to the case where the hair setting power enhancer is not applied.
- the isomalto-oligosaccharide-containing hair-setting power enhancer also has the effect of enhancing hair-arranging power. That is, in a preferred aspect, the hair-setting power enhancer according to the present invention can be used as a hair-arranging power enhancer.
- hair arrangement as used in this specification means that the hairstyle can be easily changed even after the hairstyle is set.
- the hair arranging ability can be evaluated, for example, by using the toughness of hair as an index, as shown in the experimental examples described later. That is, the enhancement of hair arrangement ability may mean improvement in hair toughness compared to the case where no hair-setting strength enhancer is applied.
- the hair-setting power enhancer according to the present invention can be a hair-setting power enhancer that not only enhances hair-setting power and hair-arranging power, but also imparts an excellent feeling of use.
- excellent feeling in use imparted by the hair-setting strength enhancer means that the hair to which the hair-setting composition containing the hair-setting strength enhancer is applied has an excellent feel.
- hair feel may include hair stiffness, hair squeak, hair crispness, hair snagging, hair stickiness, and/or hair smoothness.
- the term "improvement in hair feel” refers to suppression of stiffness, squeakiness, crispness, tangling, and/or stickiness of the hair compared to the case where the hair-setting strength enhancer is not applied. and/or that the smoothness of the hair is improved.
- An improvement in the feel of hair can be evaluated by a person skilled in the art by sensory evaluation, and can also be evaluated as changes in physical property values using experimental equipment. For example, hair catching, hair stickiness, and hair smoothness can be evaluated using the frictional force of hair as an index, as shown in the experimental examples described later. Fluctuations in the maximum coefficient of friction, the average coefficient of dynamic friction, and the average coefficient of dynamic friction when the contactor is moved at , can be evaluated as indices.
- the hair-setting power enhancer enhances the hair-setting power and hair-arranging power of the hair-setting composition, and at the time of re-setting, the hair is less likely to flake, and the set hair is improved.
- It can be a hair setting power enhancer that imparts excellent appearance properties to hair.
- the term “flaking” means dusting on the surface of the hair to which the hair setting composition has been applied. It may be in a state of being exposed on the hair surface as if blowing.
- the hair-setting strength enhancer containing isomalto-oligosaccharide according to the present invention is used when a hair-setting composition containing no isomalto-oligosaccharide is applied. , the occurrence of flaking can be remarkably suppressed.
- the hair-setting strength enhancer according to the present invention containing isomalto-oligosaccharides can also be suitably used as a hair treatment agent.
- the hair treatment agent containing the isomalto-oligosaccharide according to one aspect of the present invention as an active ingredient can be used for the purpose of obtaining both the effect of enhancing the hair-setting power and the treatment effect. Needless to say, however, it may be used exclusively for obtaining a treatment effect, not for enhancing the hair-setting power.
- treatment action means action to protect hair from hair damage.
- Hair damage means, for example, damage to hair caused by irradiation of ultraviolet rays contained in sunlight, washing with shampoo, drying with a dryer, perming, bleaching, dyeing, etc.
- Hair damage includes: For example, loss of hair softness, loss of hair tensile strength, damage to the hair surface may be included. Therefore, protection of hair from hair damage means reducing the occurrence of loss of softness, loss of tensile strength, and/or damage to the hair surface due to UV rays, washing, drying, perming, bleaching, dyeing, etc. or inhibit, or improve reduced softness of hair, increase tensile strength, and/or reduce damage to the hair surface.
- the softness of hair can be evaluated using, for example, the bending hardness of hair as an index.
- the tensile strength can be evaluated using, for example, the load applied to break the hair when the hair is pulled in the longitudinal direction as an index. Damage to the hair surface can be evaluated using, for example, the adsorption area of the cationic fluorescent dye on the hair surface as an index. Therefore, in a preferred aspect, the treatment effect exhibited by the treatment agent according to one embodiment of the present invention is that the bending hardness of the hair is reduced and the tensile strength is increased, compared to when the treatment agent is not used. and/or the adsorption area of the cationic fluorescent dye on the hair surface is reduced.
- the treatment action that is, the effect of protecting the hair from damage
- the treatment action can be realized as an effect of keeping the texture of the hair excellent or improving the texture of the hair.
- the treatment effect that the user of such a treatment agent can feel that is, the improvement in the texture of the hair
- As an index for evaluating for example, suppleness, smoothness, smoothness, gloss, and/or moistness of hair can be used.
- the treatment effect exhibited by the treatment agent according to one embodiment of the present invention containing isomalto-oligosaccharides is that the hair becomes supple, smooth, silky, glossy, and supple compared to the case where no treatment agent is used. / Or it may be that moistness is improved.
- the isomalto-oligosaccharide which is the active ingredient of the hair setting strength enhancer of the present invention, refers to a branched oligosaccharide having glucose as a constituent sugar and ⁇ -1,6 bonds.
- Isomalto-oligosaccharides include, but are not limited to, isomaltose, panose, isomaltotriose, isomaltotetraose, isomaltopentaose, and isomaltohexaose.
- the isomalto-oligosaccharides used in the present invention can typically be obtained by reacting a starch syrup containing maltose as a main component with a transferase. , an enzymatic method, an organic synthesis method, or the like.
- the form of the isomalto-oligosaccharide blended in the hair-setting strength enhancer is not particularly limited, but may be liquid, semi-liquid, semi-solid, solid, powder, crystal, granule, or the like. could be.
- panose is ⁇ -D-glucopyranosyl-(1 ⁇ 6)- ⁇ -D-glucopyranosyl-(1 ⁇ 4)-D-glucose, and is a water-soluble reducing trisaccharide. sugar.
- Methods for producing panose include, for example, (1) a method in which ⁇ -glucosidase (EC 3.2.1.20, also referred to as transglucosidase) is allowed to act on maltose; EC 2.4.1.5), (3) acid or enzyme ( ⁇ -amylase, ⁇ -amylase, etc.) acting on pullulan or starch, etc. to prepare a carbohydrate mixture containing panose. method is known.
- a panose-rich product can also be prepared by further purifying these carbohydrate mixtures by an appropriate method such as chromatography or crystallization.
- isomaltose isomaltotriose, isomaltotetraose, isomaltopentaose, isomaltohexaose and the like have glucose as a constituent sugar, and the constituent sugar glucose is ⁇ - It is a water-soluble reducing oligosaccharide composed of 1,6 bonds.
- a method for producing these isomalto-oligosaccharides a method of reacting enzymes such as ⁇ -amylase, ⁇ -amylase and ⁇ -glucosyltransferase on starch is known. It can also be isolated and purified by an appropriate method.
- the isomalto-oligosaccharides to be blended in the hair-setting strength enhancer of the present invention may not necessarily be highly purified, and may be partially purified, as long as it can exhibit the desired effect such as the hair-setting strength-enhancing action. It may be in the form of an enzyme reaction solution itself, an unseparated composition with other substances specific to the isomalto-oligosaccharide preparation method, or a saccharide mixture.
- the purity of the isomalto-oligosaccharide to be blended in the hair-setting strength enhancer of the present invention is not particularly limited, but is usually 10% by mass or more, preferably 20% by mass or more, more preferably 40 to 99%, based on the solid content. 0.99% by weight can be suitably used.
- High-purity products may be high-purity isomalto-oligosaccharides obtained through a crystallization process, or high-purity isomalto-oligosaccharides obtained through a chromatography process.
- the isomalto-oligosaccharide blended in the hair-setting strength enhancer of the present invention may be hydrogenated.
- the hair set enhancer according to the present invention contains the above isomalto-oligosaccharide as an active ingredient.
- the form of the hair setting strength enhancer according to the present invention is not particularly limited, but if exemplified, it may be in the form of liquid, semi-liquid, semi-solid, solid, powder, crystal, granule, tablet, etc. could be.
- the hair-setting power-enhancing action referred to in the present invention basically means the action of enhancing the hair-setting power, but in some cases, the action of imparting a smooth and non-sticky feel to the hair-setting composition, or , action to facilitate resetting, action to prevent flaking when resetting, action to impart excellent appearance properties, action to soften hair after rinsing, action to improve tensile strength, and reduction of damage to the hair surface. Any one or two or more of the effects of
- the hair-setting strength enhancer of the present invention contains, as the isomalto-oligosaccharide, any one kind of isomalto-oligosaccharide selected from isomaltose, panose, isomaltotriose, isomaltotetraose, isomaltopentaose, and isomaltohexaose.
- the desired effects in the present invention that is, the effect of enhancing hair setting power, the effect of enhancing hair arrangement power, the effect of suppressing flaking, the feeling of use, and It is preferable because the effect of improving appearance properties and the effect of protecting or treating hair after rinsing out are exhibited more remarkably.
- the isomalto-oligosaccharides used contain both isomaltose and panose, since a particularly remarkable effect can be obtained.
- the compounding ratio is not particularly limited. Therefore, the mass ratio of isomaltose to panose is preferably 5:1 to 1:15, particularly preferably 1:1 to 1:10. Furthermore, from the viewpoint of obtaining an excellent feeling of use in addition to the hair-setting power, the blending ratio of isomaltose and panose is preferably 1:3 to 1:10, more preferably 1:3 to 1:1. :5 is more preferred. From the viewpoint of treatment action, the mass ratio of isomaltose and panose is preferably 1:1 to 1:10, particularly preferably 1:3 to 1:10.
- the amount of isomalto-oligosaccharides in the hair-setting strength enhancer of the present invention is not particularly limited as long as the desired effects of the present invention can be obtained. So, usually 5% by mass or more and 100% by mass or less, preferably 10% by mass or more and 100% by mass or less, more preferably 20% by mass or more and 100% by mass or less, even more preferably 30% by mass or more and 100% by mass or more. % by mass or less.
- the upper limit of the isomalto-oligosaccharide content per solid content contained in the hair-setting strength enhancer of the present invention is usually 99% by mass, which can be provided industrially in relatively large amounts at low cost and easily.
- the isomalto-oligosaccharides that can be used in the present invention are as described above. (Registered Trademark)”) (solid content of 74% by mass or more, isomalto-oligosaccharides of 50% by mass or more per solid content, and panose of 28% by mass or more) contains both isomaltose and panose in good proportions. It can be suitably used as an isomalto-oligosaccharide to be contained in the hair setting strength enhancer of the invention.
- the hair-setting power enhancer of the present invention is used by blending and containing it in a hair-setting composition.
- hair setting composition refers to a composition used to condition, fix, and maintain a hairstyle, and improves gloss, feel, texture, manageability, etc. of hair.
- Hair finishing cosmetics used for this purpose including hair styling cosmetics, hair care cosmetics, hair washing cosmetics, permanent wave cosmetics, hair coloring cosmetics, and hair growth cosmetics.
- Compositions can include, but are not limited to.
- the form of the targeted hair setting composition is arbitrary, and may be an aqueous solution system, a solubilized system, an emulsified system, a dispersion system, a solid system, or the like. Specifically, forms such as solid, liquid, mist, aerosol, gel, mousse, milky lotion, cream, and lotion can be exemplified. A leave-on type form that does not wash off is more preferable, but a rinse-off type form that does wash off may also be used.
- containing isomalto-oligosaccharides in the hair-setting strength enhancer, or blending the hair-setting strength-enhancing agent containing isomalto-oligosaccharides into the hair-setting composition means the hair-setting strength enhancer or the hair-setting power enhancer.
- the step of incorporating or blending the isomalto-oligosaccharide or the hair setting enhancer containing the iso-malto-oligosaccharide can be performed under normal pressure conditions, under high pressure conditions, under reduced pressure conditions, and further, under supercritical fluid conditions. optionally under supercritical conditions using .
- the amount of the isomalto-oligosaccharide blended in the hair setting composition containing the hair-setting power enhancer of the present invention is an amount that allows the compounded isomalto-oligosaccharide to exhibit the desired effects such as the hair-setting power enhancing effect.
- the total amount of isomalto-oligosaccharides in terms of solid content is usually 0.1 to 30.0% by mass with respect to the total mass of the hair-setting composition, and is preferred. is 0.1 to 25.0% by mass, more preferably 0.5 to 20.0% by mass, still more preferably 1 to 10.0% by mass.
- the blending amount is less than 0.1% by mass based on the total mass of the hair-setting composition, the isomalto-oligosaccharide may not sufficiently exhibit the effect of enhancing the hair-setting power, which is not preferable. Conversely, if it exceeds 30.0% by mass, the feeling of use may deteriorate, which is not preferable.
- the hair-setting composition comprising the hair-setting strength enhancer of the present invention contains a substance having an amino group in the molecule such as an amino acid, isomalto-oligosaccharide
- a substance having an amino group in the molecule such as an amino acid, isomalto-oligosaccharide
- the quality of the composition is expected to deteriorate due to the Maillard reaction between the reducing end and the amino group. Those with reduced reducibility can also be used advantageously.
- the hair-setting strength enhancer of the present invention contains a part or all of components having a hair-setting action, such as water-soluble polymers used in general hair-setting compositions. can be used in place of
- the hair-setting power enhancer of the present invention When the hair-setting power enhancer of the present invention is blended in a hair-setting composition, the hair-setting power of the hair-setting composition is enhanced, and the hair-arranging power is enhanced. Discomfort can be ameliorated.
- the hair-setting composition containing the hair-setting strength enhancer of the present invention compared to the hair-setting composition not containing the hair-setting strength enhancer of the present invention, after use: It does not make the hair sticky, and especially in the case of soft hair, it has the characteristic of giving elasticity to the hair and facilitating its bundling.
- the hair setting composition containing the hair setting strength enhancer of the present invention softens the hair after rinsing, increases the tensile strength, and reduces damage to the hair surface. It also has treatment action and hair protection action. Moreover, the isomaltooligosaccharide contained in the hair setting strength enhancer of the present invention has a skin moisturizing action and a protein denaturation inhibiting action. It also has the advantage of being able to suppress the occurrence of itching and rashes on the scalp and skin caused by irritating factors such as surfactants that may be contained in minute amounts in the hair-setting composition, as well as irritation.
- the hair-setting composition of the present invention may contain, depending on the form and purpose of the hair-setting composition, within a quantitative and qualitative range that does not impair the effects of the present invention.
- One or two or more of the components generally used in hair-setting compositions, including components that impart setting power, may be appropriately blended.
- Such optional additives include, for example, water-soluble polymer compounds, water-soluble polyhydric alcohols, liquid paraffin, squalane, lanolin derivatives, higher alcohols, various ester oils, avocado oil, palm oil, silicone oil, high-molecular silicone.
- the water-soluble polymer compound that may be appropriately blended is not particularly limited, but natural polymer compounds, semi-synthetic polymer compounds, and synthetic polymer compounds can be exemplified.
- natural polymer compounds include gum arabic, tragacanth gum, guar gum, locust bean gum, karaya gum, iris moss, quince seed, pullulan, gelatin, shellac, rosin, casein, hyaluronic acid and chondroitin sulfate.
- Sugars, salts thereof, and the like can be exemplified.
- Examples of semi-synthetic polymer compounds include sodium carboxymethylcellulose, hydroxyethylcellulose, methylcellulose, ethylcellulose, hydroxypropylcellulose, and crystalline cellulose.
- Examples of synthetic polymer compounds include polyvinyl alcohol, (vinylpyrrolidone/VA) copolymer, sodium polyacrylate, carboxyvinyl polymer (carbomer), polyvinylmethylcellulose, polyamide resin, and silicone. These water-soluble polymer compounds may be used alone, or two or more of them may be used in combination.
- the blending amount is not particularly limited, but is 0.001% by mass to 10.0% by mass, preferably 0.01% by mass, of the total mass of the hair setting composition. A content of up to 7.0% by mass is preferable.
- water-soluble polyhydric alcohols examples include ethylene glycol, diethylene glycol, triethylene glycol, polyethylene glycol, propylene glycol, dipropylene glycol, tripropylene glycol, 1,3-butylene glycol, and polybutylene.
- examples include glycol, glycerin, diglycerin, polyglycerin, sorbitol, maltitol, mannitol and derivatives thereof, and 1,3-butylene glycol, sorbitol, mannitol, propylene glycol, dipropylene glycol, glycerin and glycerin derivatives are used. is preferred.
- These water-soluble polyhydric alcohols can be used singly or in combination of two or more. There are no particular restrictions on the amount of the compounding agent, but it should be 0.01% by mass to 20.0% by mass, preferably 1.0% by mass to 10.0% by mass, of the total mass of the hair setting composition.
- the hair setting composition of the present invention is mixed in a solvent such as water and alcohol to form a solution, which is used as an aerosol stock solution together with an aerosol propellant. It can also be used as a hair setting composition.
- the aerosol propellant is not particularly limited as long as it can be used for aerosol cosmetics.
- DME propane, isobutane, n-butane, isopentane, liquefied petroleum gas (LPG; mainly composed of propane, isobutane and n-butane), nitrogen gas, carbon dioxide gas, or mixtures thereof.
- LPG liquefied petroleum gas
- the aerosol propellant can be used singly or in combination of two or more thereof.
- the method for producing the aerosol-type hair setting composition of the present invention is not particularly limited. It can be obtained by blending with other additive components such as, emulsifying (dispersing), and adding a propellant thereto. At this time, the isomalto-oligosaccharide-containing composition and the propellant are usually filled into a known aerosol pressure container by a conventional method.
- powdered maltose (trade name “Sunmalt (registered trademark)”, Hayashibara Co., Ltd.) was made into a 30% by mass aqueous solution, and an enzyme agent containing ⁇ -glucosidase (trade name “Transglucosidase L “Amano””, Amano Enzyme Co., Ltd.) was added in an amount of 0.08% by mass based on the solid content of maltose, adjusted to pH 5.5, reacted at 55° C. for 18 hours, and then deactivated by heating.
- an enzyme agent containing ⁇ -glucosidase (trade name “Transglucosidase L “Amano””, Amano Enzyme Co., Ltd.) was added in an amount of 0.08% by mass based on the solid content of maltose, adjusted to pH 5.5, reacted at 55° C. for 18 hours, and then deactivated by heating.
- This solution was filtered, decolorized, purified by desalting with an ion exchange resin (H type and OH type), and concentrated to give an isomalto-oligosaccharide-containing saccharide solution with a solid concentration of 80% by mass. Obtained.
- the carbohydrate composition of this isomalto-oligosaccharide-containing carbohydrate solution was 21.4% by mass of glucose, 17.6% by mass of maltose, 9.9% by mass of isomaltose, and maltotriose, based on the solid content.
- Example 1-2 Preparation of test composition> Ultrapure water was added to the isomalto-oligosaccharide-containing saccharide solution prepared in Experiment 1-1 (100 g in terms of isomalto-oligosaccharide solid content) to make a total amount of 700 g, and the isomalto-oligosaccharides were uniformly mixed using a stirrer. solution. Next, to 100 g of ethanol, 50 g of (vinylpyrrolidone/VA) copolymer (trade name “Luviskol VA64P”, BASF Japan Co., Ltd.) was added as a hair-setting resin, and 4 g of phenoxyethanol was added as a preservative.
- (vinylpyrrolidone/VA) copolymer trade name “Luviskol VA64P”, BASF Japan Co., Ltd.
- Test composition 2 was prepared according to the method for preparing test composition 1, except that ultrapure water was added to 100 g of the powdered panose instead of the isomalto-oligosaccharide-containing saccharide solution prepared in Experiment 1-1.
- Liquid Test Composition 3 was prepared in the same manner as described above, and instead of the isomalto-oligosaccharide-containing saccharide solution similarly prepared in Experiment 1-1, 32.8 g of the syrupy isomaltose (25 g in terms of solid content) and the powder
- a liquid test composition 4 was prepared in the same manner as the test composition 1, except that 75 g of panose was used.
- Control Composition 1 was a liquid composition prepared in the same manner as Test Composition 1, except that ultrapure water was used instead of the isomalto-oligosaccharide-containing saccharide solution.
- the compositions of Test Compositions 1 to 4 and Control Composition 1 are shown in Table 1.
- Example 1-3 Preparation of test hair bundle for measuring hair setting power>
- a hair strand (trade name “Human hair black hair BS-B3N”, Beaulux Co., Ltd.) is tripled with ultrapure water with a 9 mass% sodium laureth sulfate aqueous solution ((trade name “Emar E-27C”, Kao Corporation). diluted) for 1 hour, thoroughly rinsed with running water using tap water and then ultrapure water, dried completely with a cold air dryer, and further dried naturally overnight at room temperature.
- the dried hair strands were divided into 1 g increments to form bundles with rubber bands, and the ends of the divided hair bundles were trimmed to a length of 15 cm from the bottom of the rubber band and subjected to the test.
- the hair-setting power is the breakage strength of the hair bundles to which each test composition or control composition 1 is applied (hereinafter sometimes referred to as "test composition-coated hair bundles" or “control composition-1-coated hair bundles”). was evaluated as an index.
- the breaking strength of the hair bundle was measured using a rheometer (trade name “CR-500DX-SII”, Sun Scientific Co., Ltd.). Specifically, each test composition-applied hair tress or one control composition 1-applied hair tress is passed over two measurement platforms with a horizontal top surface set at a width of 1 cm, a height of 5 cm, and an interval of 7.8 cm.
- a wedge-shaped metal probe (trade name “Pressure Sensitive Axis No. 34 Tooth Profile (A)”, Sun Science Co., Ltd.) is lowered vertically at a speed of 60 mm / min to apply pressure to the hair bundle, and the probe After coming into contact with the hair bundle, it was pushed in by 3 cm.
- the load was measured at intervals of 50 msec, and the time when the tuft showed the maximum load after the probe contacted the tuft was defined as the time when the tuft was broken, and the load (N) at that time was defined as the breaking strength of the tuft.
- Measurements of the weight of hair tresses to which each test composition or control composition 1 was applied were performed a total of three times using three similarly prepared hair tresses. Table 2 shows the average value and standard deviation of the maximum load (breaking strength) at which the hair tresses to which each test composition or control composition 1 was applied was measured.
- hair tresses were prepared by applying any of the test compositions 1 to 4 containing the same amount of isomalto-oligosaccharide as the solids content, and the hair-setting power was evaluated.
- the maximum load when the tress broke (hereinafter sometimes simply referred to as "breaking strength") was 0.28 ⁇ 0. 04N
- test compositions 1 to 4 containing the isomalto-oligosaccharide-containing saccharide solution prepared in Experiment 1-1, isomaltose, panose, or isomaltose and panose were applied.
- the breaking strengths of the hair tresses obtained were 0.59 ⁇ 0.16 N, 0.43 ⁇ 0.09 N, 0.51 ⁇ 0.04 N, and 0.73 ⁇ 0.15 N, respectively, and the control composition 1 was applied. It was found that the breakage strength of the hair tresses coated with the test compositions 1 to 4 was significantly increased compared to the hair tresses coated with the test compositions 1 to 4. In addition, the breakage strength of the hair tress to which the test composition 1 containing the isomaltooligosaccharide-containing carbohydrate solution prepared in Experiment 1-1 was applied was evaluated by applying the test composition 2 containing only isomaltose as the isomaltooligosaccharide.
- test composition 1 or the test composition 4 containing both isomaltose and panose the hair bundles are more effective than when isomaltose alone or panose alone is used as isomalto-oligosaccharides.
- test composition 1 containing the isomalto-oligosaccharide-containing saccharide solution isomalto-oligosaccharide content of 41.4% by mass or more
- isomalto-oligosaccharide content of 41.4% by mass or more prepared in Experiment 1-1 as isomalto-oligosaccharide and containing saccharides other than isomalto-oligosaccharide was also added.
- Test composition 4 in which only isomaltose (purity 98.2%) and panose (purity 97.6%) were blended as isomalto-oligosaccharides at a mass ratio of 1:3, was compared with the breaking strength of the applied hair bundle.
- the high breakage strength of the applied hair bundle suggests that the component having the effect of significantly stiffening the hair bundle, that is, the active component of the hair-setting power is isomalto-oligosaccharide.
- isomalto-oligosaccharide makes hair bundles more effective than other sugars is unknown in detail, but the branched structure peculiar to isomalto-oligosaccharide penetrates the gaps of the hair cuticle and increases the strength of the hair.
- isomalto-oligosaccharides coated on the hair increase the adhesiveness between hairs through electrostatic interactions such as hydrogen bonding via hydroxyl groups, and contribute to the improvement of hair-setting power.
- Isomalto-oligosaccharides are not present in carbohydrates other than isomalto-oligosaccharides (glucose, maltose, maltotriose, etc.) contained in the isomalto-oligosaccharide-containing carbohydrate solution prepared in Experiment 1-1. Since it has a branched structure via 6 bonds, it is considered that this branched structure plays an important role in enhancing the hair setting power.
- Example 2-1 Preparation of test composition>
- isomalto-oligosaccharides nine isomalto-oligosaccharide mixtures with different mixing ratios of isomaltose and panose obtained by mixing isomaltose and panose at the mass ratios shown in Table 3 were used (i.e., tests described later
- the mass ratios of isomaltose and panose in compositions 5 to 13 are respectively 100:0, 83:17, 75:25, 50:50, 25:75, 17:83, 9:91, 6:94, 0:100), and the final concentration of the isomalto-oligosaccharide mixture in the test composition was 3% by mass, using the same method as in Experiment 1-2.
- Test compositions 5-13 were prepared.
- Control Composition 2 was a liquid composition prepared in the same manner as Test Compositions 5 to 13, except that ultrapure water was used instead of the isomalto-oligosaccharide mixture.
- the compositions of Test Compositions 5-13 and Control Composition 2 are shown in Table 3.
- Example 2-2 Preparation of test hair bundle and measurement of hair setting power>
- the liquid test compositions 5 to 13 containing the isomalto-oligosaccharide mixture were substituted for the liquid test compositions 1 to 4 containing the isomalto-oligosaccharide and the liquid control composition 1 not containing the isomalto-oligosaccharide. and a liquid control composition 2 containing no isomalto-oligosaccharide mixture was applied.
- the hair-setting power of the test hair bundle was measured using the method according to Experiment 1-3.
- Table 4 shows the maximum load (breaking strength) when the hair tress coated with each test composition or control composition 2 was broken.
- isomaltose and/or panose are used as isomalto-oligosaccharides, and the mass ratio of isomaltose and panose is 100:0 (1:0), 83:17 (5:1), 75:25. (3:1), 50:50 (1:1), 25:75 (1:3), 17:83 (1:5), 9:91 (1:10), 6:94 (1:15) , 0: 100 (0: 1), but with the same amount of isomalto-oligosaccharide as the solid content, to prepare hair tresses coated with any of the liquid test compositions 5 to 13, and set the hair.
- the breaking strength of the hair tress to which the control composition 2 was applied which was prepared in the same manner as the test compositions 5 to 13 except that it did not contain isomalto-oligosaccharide, was 0.13N.
- the breaking strength of hair tresses coated with test compositions 5 to 13 containing isomaltose and/or panose as isomalto-oligosaccharides was 0.14N, 0.29N, 0.31N, 0.31N, respectively.
- test compositions 5 to 13 containing isomaltose, isomaltose and panose, or only panose as isomaltooligosaccharides It was found that the breakage strength of each hair tuft was enhanced by application. In addition, comparison was made with the breaking strength of the hair truss to which the test composition 5 containing only isomaltose as the isomalto-oligosaccharide was applied, or the breaking strength of the hair truss to which the test composition 13 containing only panose as the isomalto-oligosaccharide was applied.
- test compositions 6 to 12 containing isomaltose and panose that is, test compositions having a mass ratio of isomaltose and panose in the range of 5: 1 to 1: 15 in terms of solids
- isomaltose and panose that is, test compositions having a mass ratio of isomaltose and panose in the range of 5: 1 to 1: 15 in terms of solids
- test compositions 8 to 11 containing isomaltose and panose that is, test compositions having a mass ratio of isomaltose and panose in the range of 1:1 to 1:10 in terms of solid matter
- isomaltose and panose that is, test compositions having a mass ratio of isomaltose and panose in the range of 1:1 to 1:10 in terms of solid matter
- Example 2-3 Effect of isomaltose/panose compounding ratio on feeling of use of liquid test composition containing isomalto-oligosaccharide mixture and properties of test hair tress to which the test composition was applied> Using Test Compositions 5 to 13 and Control Composition 2 obtained in Experiment 2-1, the feeling of use when each composition was applied to the hair bundle, and the properties of the hair bundle to which each composition was applied were evaluated. did. The feeling of use (feeling of film, stickiness) and properties (flaking after combing) when each composition was applied to a hair bundle were evaluated using a test hair bundle prepared in the same manner as in Experiment 2-2. After combing 5 times using a horizontal comb (comb tooth interval of 2 mm), 6 trained panelists visually checked and touched the test hair tress with bare hands.
- a horizontal comb comb tooth interval of 2 mm
- liquid test compositions prepared by using isomaltose and/or panose as isomalto-oligosaccharides and varying the mass ratio of isomaltose and panose in the range of 100:0 to 0:100
- the feeling of use was good when the mass ratio of isomaltose and panose was 1:1 to 1:10 (determined as " ⁇ " or " ⁇ ").
- the mass ratio of isomaltose and panose was 1:3 to 1:5, it was remarkably good (determined as " ⁇ ").
- the feeling of use is good when the mass ratio of isomaltose and panose is 1:1 to 1:10 (determined as “ ⁇ ” or “ ⁇ ”), and the mass ratio of isomaltose and panose is 1. : Remarkably good (determined as " ⁇ ") at 3.
- the properties (flaking after combing) are good (determined as " ⁇ ” or " ⁇ ") when the mass ratio of isomaltose and panose is 1:3 to 1:10, and the mass of isomaltose and panose When the ratio was 1:3 to 1:5, it was remarkably good (determined as " ⁇ ").
- Example 3-1 Preparation of test composition>
- the isomaltooligosaccharide an isomaltooligosaccharide mixture with a mass ratio of isomaltose and panose of 1:3 was used, and the final concentration of the isomaltooligosaccharide in the test composition was 0.1 to 40% by mass. (That is, the final concentrations of isomalto-oligosaccharides in Test Compositions 14 to 21 described later are adjusted to 0.1, 0.5, 1, 5, 10, 20, 25, and 30% by mass, respectively.
- Liquid Test Compositions 14 to 21 were prepared in the same manner as in Experiment 1-2, except for the above.
- Control composition 3 was prepared in the same manner, except that ultrapure water was used instead of the isomalto-oligosaccharide mixture.
- the compositions of Test Compositions 14-21 and Control Composition 3 are shown in Table 6.
- Example 3-2 Preparation of test hair bundle and evaluation of feel of use of isomalto-oligosaccharide-containing hair setting composition using test hair bundle>
- the liquid test compositions 14 to 21 containing the isomalto-oligosaccharide mixture were substituted for the liquid test compositions 1 to 4 containing the isomalto-oligosaccharide and the liquid control composition 1 not containing the isomalto-oligosaccharide. and a liquid control composition 3 containing no isomalto-oligosaccharide mixture was applied, using the same method as in Experiments 1-3.
- the feeling of use (feeling of film, stickiness) and properties (flaking after combing) when each of the prepared compositions was applied to hair bundles were evaluated using the same methods as in Experiment 2-3. The results obtained are shown in Table 7.
- the hair-setting strength enhancer containing isomalto-oligosaccharide as an active ingredient has a final isomalto-oligosaccharide concentration of 0.5 to 20% by mass with respect to the total mass of the liquid hair-setting composition.
- a hair-setting composition exhibiting excellent feeling of use and properties can be obtained. It shows that a hair-setting composition exhibiting feel and properties can be obtained.
- Example 4-1 Preparation of test composition>
- the test composition and control composition used in this experiment were prepared by the following method.
- Control Composition 4" Control composition 4 was prepared in the same manner as control composition 1 of experiment 1-2.
- Control Composition 5" Metaloyloxyethyl carboxybetaine/alkyl methacrylate copolymer (trade name “RAM Resin”, Osaka Organic Chemical Industry Co., Ltd.) was used as a resin having a hair-setting action instead of the (vinylpyrrolidone/VA) copolymer of Control Composition 4.
- Control Composition 5 was prepared in the same manner as Control Composition 1 in Experiment 1-2, except that ) was used.
- Control Composition 6 Instead of the isomalto-oligosaccharide-containing carbohydrate solution prepared in Experiment 1-1, maltitol (trade name: “Amalty 75%”), an existing additive used for the purpose of improving the arranging power (toughness) of hair bundles. , Mitsubishi Corporation Life Sciences Co., Ltd.) and PEG-6 / PEG-32 (trade name "PEG # 1500", NOF Corporation) by the same method as Test Composition 1 in Experiment 1-2 Control Composition 6 was prepared as a liquid composition.
- Control Composition 7 A (methacryloyloxyethyl carboxybetaine/alkyl methacrylate) copolymer was used instead of the (vinylpyrrolidone/VA) copolymer, and maltitol (commercial product) was used instead of the isomalto-oligosaccharide-containing carbohydrate solution prepared in Experiment 1-1. name “Amalty 75%”, Mitsubishi Corporation Life Sciences Co., Ltd.) and PEG-6 / PEG-32 (trade name "PEG # 1500", NOF Corporation), except that the test composition of Experiment 1-2 Control Composition 7 was prepared in the same manner as 1.
- Test Compositions 22, 23 A liquid composition prepared in the same manner as test composition 1 in Experiment 1-2 except that a (methacryloyloxyethyl carboxybetaine/alkyl methacrylate) copolymer was used instead of the (vinylpyrrolidone/VA) copolymer was tested. Composition 22 was obtained. Test Composition 23 was prepared in the same manner as Test Composition 22, except that the amount of the isomalto-oligosaccharide-containing saccharide solution prepared in Experiment 1-1 was halved.
- Test Composition 1 prepared in Experiment 1-2 was used in this experiment.
- the compositions of Test Compositions 1, 22, 23 and Control Compositions 4-7 are shown in Table 8.
- Example 4-2 Preparation of test hair tresses for measuring hair setting power and hair arranging power and evaluation of hair setting power>
- the test hair tresses were applied with test compositions 1, 22, 23 and control compositions 4 to 7 instead of test compositions 2 to 4 and control composition 1.
- the same method as in Experiment 1-3 Prepared by For each test hair tress, the hair setting power was measured using the method according to Experiment 1-4.
- Table 9 shows the average value and standard deviation of the maximum load (breaking strength) when the tress coated with each test composition or each control composition breaks.
- the hair arranging ability is the toughness of the hair tresses to which each test composition or each control composition is applied (hereinafter sometimes referred to as "test composition-applied hair tresses" or “control composition-applied tresses”). evaluated as an index.
- the toughness of the hair bundle was measured using a rheometer (trade name “CR-500DX-SII”, Sun Scientific Co., Ltd.). Specifically, each test composition-applied hair tress or each control composition-applied tress is passed over two measurement platforms with a horizontal top surface set at a width of 1 cm, a height of 5 cm, and an interval of 7.8 cm.
- a mold metal probe (trade name “Pressure Sensitive Axis No. 34 Tooth Profile (A)”, Sun Science Co., Ltd.) is lowered vertically at a speed of 60 mm / min to apply pressure to the hair tuft, and the probe touches the hair. After touching the bundle, it was pushed 3 cm. During this time, load measurements were made at intervals of 50 msec. Toughness of the hair bundle is defined as the travel distance of the probe from the time when the probe touches the hair bundle and indicates the half value of the maximum load before indicating the maximum load to the time when the probe indicates the half value of the maximum load again after indicating the maximum load.
- Table 9 shows the mean and standard deviation of the distance traveled by the probe between half the maximum load when the tress breaks, measured for the tresses to which each test composition or each control composition was applied.
- hair tresses coated with any of Test Compositions 1, 22, 23 and Control Compositions 4 to 7 were prepared and evaluated for hair-setting power and arranging power.
- the breaking strength which is an index of the hair setting power
- the arranging power was 0.34 ⁇ 0.09 N and 0.35 ⁇ 0.07 N
- the moving distance which is an index of , was 9.33 ⁇ 2.83 cm and 8.48 ⁇ 0.93 cm.
- the distance traveled was 17.12 ⁇ 2.41 cm, 10.95 ⁇ 2.
- the breaking strength of the hair tress coated with Test Composition 23 in which the amount of isomalto-oligosaccharide-containing saccharide solution prepared in Experiment 1-1 was halved was 0.35 ⁇ 0.13 N, and the movement distance was 25.0 N.
- 03 ⁇ 4.37 cm which is slightly inferior to the hair-setting power obtained with Test Compositions 1 and 22, but showed that the hair-arranging power was improved while maintaining the hair-setting power.
- isomalto-oligosaccharides have the effect of imparting not only hair-setting power but also hair-arranging power. Therefore, isomalto-oligosaccharides can be advantageously used as an excellent styling material that enhances both hair setting power and hair arranging power.
- ⁇ Experiment 5-1 Preparation of gel test composition> 7 g of carbomer (trade name “Carbopol 980”, Lubrizol) was added to ultrapure water and uniformly stirred and mixed with a stirrer to prepare a 2% by mass carbomer solution.
- carbomer trade name “Carbopol 980”, Lubrizol
- isomalto-oligosaccharide-containing carbohydrate trade name “Risenare (registered trademark)”
- solid content of 74% by mass or more isomalto-oligosaccharide of 50% by mass or more per solid content, Panose of 28% by mass or more, Co., Ltd.
- Hayashibara 30 g or 50 g is dissolved in ultrapure water, uniformly stirred and mixed with a stirrer, the prepared carbomer solution is added thereto as a thickener, and after uniformly stirring and mixing with a stirrer, 3 g of potassium hydroxide is added. 3% by mass or 5% by mass isomalto-oligosaccharide solutions were prepared by adding and mixing with a glass rod.
- ethanol 60 g of (vinylpyrrolidone/VA) copolymer (trade name “Luviskol VA64P”, BASF Japan Co., Ltd.) was added as a hair-setting resin, and 4 g of phenoxyethanol was added as a preservative.
- test gels 1 and 2 were uniformly stirred and mixed with a glass rod to prepare test gels 1 and 2.
- the feel of the hair was evaluated using the frictional force of the hair applied with each test gel or control gel as an index.
- the frictional force of the hair was measured using a sliding table type friction measuring machine (trade name “Tribomaster TL201Ts”, Trinity Lab Co., Ltd.). Specifically, 20 hair slides of 5 cm in width and 2.6 cm in length were pasted on a slide glass with 1 mm intervals to prepare a hair slide glass, and table sliding friction measurement was performed. fixed to the machine. The tactile contactor was placed on the end of the fixed hair, and the tactile contactor was moved to the surface of the hair with a load of 50g, a speed of 2mm/sec, and a distance of 20mm four times.
- ⁇ S maximum friction coefficient
- MIU average dynamic friction coefficient
- MMD mean dynamic coefficient of friction variation
- MIU mean coefficient of dynamic friction
- MIU mean coefficient of dynamic friction
- MMD mean dynamic coefficient of friction variation
- Table 11 shows the average value and standard deviation of the ⁇ value ( ⁇ S) of the maximum friction coefficient
- Table 12 shows the average value and standard deviation of the ⁇ value ( ⁇ MIU) of the average dynamic friction coefficient
- ⁇ MMD ⁇ value
- the ⁇ value of the average dynamic friction coefficient of the hair to which the control gel was applied was 0.279 ⁇ 0.080 3 minutes after application, while 3 minutes after application, the test gel
- the ⁇ value of the average dynamic friction coefficient of the hair to which Gel 1 was applied was as small as 0.202 ⁇ 0.057, and the average ⁇ value of the dynamic friction coefficient of the hair to which Test Gel 2 was applied was found to be even smaller, 0.112 ⁇ 0.026. did.
- the ⁇ value of the average dynamic friction coefficient of the hair to which the control gel was applied was 0.261 ⁇ 0.029
- the average dynamic friction coefficient of the hair to which the test gel 1 was applied was It was found that the ⁇ value of the coefficient was as small as 0.156 ⁇ 0.100, and even smaller as ⁇ 0.001 ⁇ 0.031 in the hair to which Test Gel 2 was applied.
- the ⁇ value of the average dynamic friction coefficient of the hair to which the control gel was applied was 0.178 ⁇ 0.117, whereas the test gel 1 was applied.
- the ⁇ value of the average coefficient of dynamic friction was as small as 0.078 ⁇ 0.019 for the hair to which the gel was applied, and was even smaller as 0.029 ⁇ 0.030 for the hair to which Test Gel 2 was applied. From these results, the hair to which the test gel containing isomalto-oligosaccharide was applied showed a decrease in the delta value of the average dynamic friction coefficient compared to the hair to which the control gel was applied, and a smoother feeling was obtained. It has been shown. In particular, when the test gel 2 containing 5% isomalto-oligosaccharide was used, the delta value of the average dynamic friction coefficient was significantly reduced, indicating that a particularly "smooth" feel was obtained. rice field.
- the ⁇ value of the variation in the average dynamic friction coefficient of the hair to which the control gel was applied was 0.085 ⁇ 0.038 after 3 minutes of application, while the test gels 1 and 2 were applied.
- the ⁇ values of the variation of the average dynamic friction coefficient of the treated hair were 0.034 ⁇ 0.010 and 0.011 ⁇ 0.002, respectively, which are significant compared to the variation of the average dynamic friction coefficient of the control gel-applied hair. was found to be small.
- the ⁇ value of the variation in the average dynamic friction coefficient was 0.081 ⁇ 0.047 for the hair to which the control gel was applied, It was found that the hair to which test gel 1 was applied was remarkably small at 0.0094 ⁇ 0.005, and the hair to which test gel 2 was applied was also small at 0.050 ⁇ 0.045.
- the results show that the ⁇ value of the variation in the average coefficient of dynamic friction is significantly smaller in the hair to which the test gel containing isomalto-oligosaccharide is applied, compared to the hair to which the control gel is applied, giving a less "sticky" feeling. It was shown that
- the results in Tables 11 to 13 show that the gel composition containing isomalto-oligosaccharide has a higher hair setting power than the gel composition containing glycerin or sorbitol, which are conventionally used as moisturizing agents. It shows that it is not only excellent, but also useful in making set hair feel better.
- Example 5-4 Evaluation of properties of hair to which gel composition containing isomalto-oligosaccharide was applied> Next, the hair coated with the test gel 2 obtained in Experiment 5-1 and the control gel were subjected to a test for evaluating their properties. As a property of hair, the effect of isomalto-oligosaccharide on flaking after combing was evaluated. Flaking is a condition in which setting resins mixed in hair gels, etc., dry and harden and appear on the surface of the hair as if they were dusty. Some glycerin and sorbitol are added.
- ⁇ Experiment 5-5 Preparation of test hair bundle for evaluating effect on flaking> After dropping 0.8 g of Test Gel 2 onto the hair tress prepared in Experiment 1-3, it was evenly applied to the hair tress by hand. The hair tress after application of test gel 2 was allowed to stand in a constant temperature and humidity room (22° C., relative humidity of 50%) for 1 hour, and used to evaluate the effect on flaking. A hair tress coated with the control gel was also prepared using the same method, except that the control gel was applied instead of the test gel 2.
- FIG. 1 shows a photograph of the flaking state of the hair tress to which the control gel was applied after combing
- FIG. 2 shows a photograph of the flaking state of the hair tress to which the test gel 2 was applied.
- test composition a test composition containing isomaltose and panose at mass ratios of 1:0, 3:1, 1:1, 1:3, 1:10, 1:15, and 0:1, respectively 24-30 were prepared. Specifically, an aqueous solution containing 20% by mass of isomaltose and an aqueous solution containing 20% by mass of panose were prepared, and the two were mixed at the mass ratio shown in Table 14, and five types with different mixing ratios of isomaltose and panose were prepared. of the isomalto-oligosaccharide mixture was obtained.
- Liquid test compositions 24 to 30 were prepared by dissolving the obtained isomalto-oligosaccharide mixture in ultrapure water so that the final concentration was 5% by mass, and uniformly stirring and mixing using a vortex mixer.
- the compositions of Test Compositions 24 to 30 are shown in Table 14.
- Test composition-treated hair tresses Preparation of test hair tresses (healthy hair, damaged hair, test composition-treated hair tresses) for measuring damage on the hair surface> Healthy hair, damaged hair, and hair tresses treated with test compositions 24 to 30 (hereinafter sometimes referred to as "test composition-treated hair tresses") used in this experiment were each prepared by the following method.
- a mixed solution pH 10.5 to 11.0, hereinafter referred to as “bleaching solution” of 1.4% by mass ammonia water and 3% by mass aqueous hydrogen peroxide solution was prepared, and the prepared healthy hair was immersed in the bleaching solution. , and incubated at 30° C. for 60 minutes. After the incubation, the hair tress was thoroughly washed with running water (tap water), dried with a paper towel, rinsed with ultrapure water twice, and dried with a paper towel. The tresses were dried with cold air and dried overnight or longer in an environment of 22° C. and 50% relative humidity.
- Damaged hair was obtained by subjecting healthy hair to a series of treatments, including immersion in a bleach solution, washing with ultrapure water, and drying under a constant environment, which was repeated three times.
- "Preparation of test composition-treated hair bundle” 1 g of the prepared damaged hair bundle was immersed in various test compositions prepared in Experiment 6-1, incubated at 30° C. for 10 minutes, dried with a paper towel, and then shaken and washed with ultrapure water for 10 seconds. . Thereafter, the hair tresses were dried with a paper towel, dried with cold air, and dried overnight or longer in an environment of a temperature of 22° C. and a relative humidity of 50% to obtain a test composition-treated hair tress.
- Example 6-3 Evaluation of treatment effect of test composition-treated hair bundles treated with liquid test composition containing isomalto-oligosaccharide mixture>
- the hair tresses treated with the test composition obtained in Experiment 6-2 were used to evaluate the texture of the tresses treated with each test composition.
- three trained panelists evaluated the treatment effect using the texture (suppleness, smoothness, smoothness, gloss) of the hair bundles when they touched the hair bundles treated with the test composition with their bare hands. did.
- Evaluation for each item is based on the criteria of 2: improved, 1: slightly improved, 0: no change compared to damaged hair not treated with the test composition, and each is scored on a three-grade scale.
- rice field Calculate the average value by dividing the total score of each panelist by the number of panelists, and judge as 1 point or more: ⁇ , 0.5 or more and less than 1: ⁇ , 0 or more and less than 0.5: ⁇ , 0: ⁇ did.
- Table 15 shows the results obtained together with the average area ratio calculated in Experiment 6-3.
- Rhodamine B staining method is a method for evaluating damage to the hair surface using, as an index, the adsorption distribution of Rhodamine B, which is a cationic fluorescent reagent, to the hair surface with exposed anionic functional groups due to damage such as damage.
- Healthy hair prepared in Experiment 6-2, damaged hair, hair tresses treated with test composition 24, test composition 27, or test composition 30 (hereinafter sometimes referred to as "test composition-treated hair tress").
- area ratio the ratio of the area of hair exhibiting a fluorescence intensity of 200 or more to the area of the entire hair photographed (hereinafter simply referred to as “area ratio”). ) was calculated and used as an index of hair surface damage.
- the damage on the hair surface was measured using 20 hairs taken from each of the healthy hair, the damaged hair, and the test composition-treated hair tress.
- Table 16 shows the average values and standard deviations of the area ratios calculated for healthy hair, damaged hair, and test composition-treated hair tresses.
- the area ratio of healthy hair was 0 ⁇ 0.0%, while that of damaged hair was 81.5 ⁇ 19.1%, indicating an increase in area ratio of damaged hair. That is, it was shown that the hair surface was damaged.
- the area ratio of the hair bundles treated with the test composition 24 containing only isomaltose as the isomalto-oligosaccharide was 87.5 ⁇ 16.6%, which is the same degree of damage as the damaged hair. was shown to be
- the area ratio of the hair tresses treated with the test composition 30 containing only panose as the isomalto-oligosaccharide was 61.8 ⁇ 19.1%, which was lower than that of the damaged hair.
- the area ratio of the hair tresses treated with the test composition 27 having a mass ratio of isomaltose and panose of 1:3 was 41.3 ⁇ 30.7%, which was particularly remarkable compared to the damaged hair. decreased. This result indicates that when isomaltose and panose are used in combination as isomalto-oligosaccharides, a particularly excellent treatment action can be obtained from the viewpoint of damage to the hair surface.
- Example 7 Effect of content of isomalto-oligosaccharides on treatment action and feeling of use of hair treatment composition>
- isomalto-oligosaccharides the compounding ratio (mass ratio) of isomaltose and panose is fixed, and hair treatment compositions are prepared in which only the isomalto-oligosaccharide content in the composition is varied, and each composition is applied to the hair.
- a test was conducted to evaluate the feeling of use and the treatment action in the process from washing off to drying.
- ⁇ Experiment 7-1 Preparation of emulsified composition to be tested> Put 45 g of ultrapure water in a beaker, heat to 80 ° C. using a hot water bath, and add 0.68 g of citric acid (trade name “purified citric acid (anhydrous) M”, Fuso Chemical Industry Co., Ltd.) while stirring. Furthermore, 1.2 g of stearamidopropyl dimethylamine (trade name “Catinal MPAS”, Toho Chemical Industry Co., Ltd.) was added and dissolved completely.
- citric acid trade name “purified citric acid (anhydrous) M”, Fuso Chemical Industry Co., Ltd.
- 1.2 g of stearamidopropyl dimethylamine trade name “Catinal MPAS”, Toho Chemical Industry Co., Ltd.
- test emulsified compositions 1-8 and control emulsified compositions are shown in Table 17.
- Example 7-2 Evaluation of feeling of use and treatment effect> Apply the test emulsified compositions 1 to 8 prepared in Experiment 7-1 and the control emulsified composition to the damaged hair prepared in Experiment 6-2, then rinse with tap water, wash off the applied emulsified composition, and towel.
- the feeling of use and the treatment effect were evaluated in four stages of "during application”, “during rinsing", “after drying with a towel”, and “after drying” until drying and drying.
- the feeling of use and the treatment action were evaluated by three trained panelists by touching the hair tresses with bare hands.
- the hair was rinsed with running water (tap water) for 30 seconds, and the finger combability of the damaged hair at that time was evaluated as an index of the feeling of use, and the smoothness was evaluated as an index of the treatment action, which was evaluated as "during rinsing". and After towel-drying the damaged hair and air-drying it with a dryer for 2 minutes, the moistness, smoothness, and smoothness of the damaged hair were evaluated as indicators of the treatment effect, and this was used as the evaluation of "after towel-drying". After that, leave the damaged hair in an environment with a temperature of 22-26°C and a relative humidity of 50-60% for 2-3 hours. It was evaluated as an index, and this was used as the evaluation of "after drying”.
- “Spread on hair” in “during application” refers to how well the emulsified composition spreads when applied to hair. The spreadability of each emulsified composition when applied to hair was evaluated. "During rinsing” “finger combability” refers to the degree of tangling of hair when rinsing. evaluated the degree. The “smoothness” of “during rinsing” refers to the lack of resistance when rinsing the hair. The degree of slipperiness was evaluated. The “moisturizing feeling” after “drying with a towel” means the moisturizing feeling when touching the hair. evaluated.
- “smoothness” after “drying with a towel” refers to the absence of a sense of resistance when touching the hair. The degree of slipperiness of the hair was evaluated.
- the “smooth feeling” after “drying with a towel” refers to the ease of untangling of the hair when it touches the hair. As a criterion, the ease of combing with fingers when touching the hair was evaluated.
- the “moistness” of “after drying” is the moisturizing feeling when touching the hair. evaluated.
- “After drying” suppleness refers to the flexibility that allows the hair to bend without becoming stiff when touched. The degree of flexibility with which the hair can be bent without becoming stiff when touched was evaluated.
- “Smoothness after drying” refers to the absence of resistance when touching the hair. The degree of slipperiness was evaluated. The “smoothness after drying” refers to the ease of untangling of the hair when it touches the hair. The ease of finger combability when touching the hair was evaluated. As for the “glossy feeling” “after drying”, in this test, the degree of gloss that can be seen when the hair bundles are arranged was visually evaluated using the damaged hair to which the control emulsified composition was applied as a reference.
- An isomaltooligosaccharide mixture prepared by mixing isomaltose and panose at a mass ratio of 1:3 is used as the isomaltooligosaccharide, and the final concentration of the isomaltooligosaccharide in the emulsified composition to be tested is in the range of 0.1 to 30% by mass.
- Test emulsified compositions 1 to 8 prepared by various changes were applied to damaged hair and tested. The results of the evaluation were as follows. "Applying" During application, "spreading on hair" was evaluated as an index of feeling of use.
- “Spreading on hair” is good when the final concentration of isomaltooligosaccharide in the emulsified composition to be tested is 0.1 to 25% by mass (determined as “ ⁇ ” or “ ⁇ ”). When the final concentration was 10% by mass, it was remarkably good (determined as “ ⁇ ”).
- “During rinsing” During rinsing, “finger passability” was evaluated as an index of feeling during use, and “smoothness” was evaluated as an index of treatment action. As an index of feeling during use, “finger combability” was good (determined as “good") when the final concentration of isomalto-oligosaccharide in the emulsified composition to be tested was 0.5 to 30% by mass.
- “Moistness” is good when the final concentration of isomaltooligosaccharide in the emulsified composition to be tested is 0.5 to 30% by mass (determined as “ ⁇ ” or “ ⁇ ”). When the concentration was 20% by mass, it was remarkably good (determined as “ ⁇ ”). “Smoothness” was good (determined as “ ⁇ ”) when the final concentration of isomaltooligosaccharide in the emulsified composition to be tested was 0.1 to 30% by mass. The “smooth feeling” is good when the final concentration of isomalto-oligosaccharide in the emulsified composition to be tested is 0.5 to 30% by mass (determined as “ ⁇ ” or “ ⁇ ”).
- “Smoothness” is good when the final concentration of isomaltooligosaccharide in the emulsified composition to be tested is 0.5 to 25% by mass (determined as “ ⁇ ” or “ ⁇ ”). When the concentration was 5 to 10% by mass, it was remarkably good (determined as “ ⁇ ”). The “smooth feeling” was good (determined as “good”) when the final concentration of isomalto-oligosaccharide in the emulsified composition to be tested was 0.1 to 25% by mass. The “glossy feeling” was good (determined as " ⁇ ") when the final concentration of isomalto-oligosaccharide in the emulsified composition to be tested was 1 to 30% by mass. “Comprehensive judgment” As a comprehensive judgment, it was good (determined as “good”) when the final concentration of isomalto-oligosaccharide was 0.1 to 30% by mass.
- the final concentration of isomalto-oligosaccharide is in the range of 0.1 to 30% by mass with respect to the total mass of the hair treatment composition.
- a hair treatment composition exhibiting excellent feeling of use and treatment action is obtained, preferably when the final concentration of isomalto-oligosaccharide is in the range of 1 to 25% by weight, especially 5 to 20% by weight. This indicates that a hair treatment composition exhibiting excellent feeling of use and treatment action can be obtained.
- an isomalto-oligosaccharide-containing carbohydrate (trade name “Resenale (registered trademark)”) (solid content of 74% by mass or more, isomalto-oligosaccharide content of 50% by mass or more per solid content, panose content of 28% by mass or more) is used. was tested using
- Test hair tresses (healthy hair, damaged hair, test sample-treated hair tress, control sample-treated hair tress) for measuring bending hardness of hair> Healthy hair, damaged hair, test sample-treated hair tresses, and control sample-treated tresses used in this experiment were each prepared by the following methods.
- the prepared healthy hair was washed with a 0.5% by mass sodium laureth sulfate aqueous solution (an aqueous solution obtained by diluting (trade name “Emar E-27C”, Kao Corporation) 3 times with ultrapure water) for 3 minutes, followed by washing with running water (tap water). ) for 30 seconds, towel dry, immerse in a bleaching solution (aqueous mixture of equal amounts of 4.0% by mass hydrogen peroxide aqueous solution and 2.5% by mass ammonia aqueous solution) for 30 minutes, rinse well with tap water, towel dried.
- a bleaching solution aqueous mixture of equal amounts of 4.0% by mass hydrogen peroxide aqueous solution and 2.5% by mass ammonia aqueous solution
- the hair bundle was treated with an aqueous solution obtained by mixing perm agent 1 liquid (13.0% by mass of 50% ammonium thioglycolate, 3.0% by mass of 28% ammonia, and 84.0% by mass of ultrapure water). ) for 15 minutes, rinsed well with warm tap water, towel-dried, immersed in permanent 2nd agent solution (6.0% by mass aqueous solution of sodium bromate) for 15 minutes, rinsed well with warm tap water, and towel-dried. Then, using an ultrasonic cleaner (trade name "Bransonic 1510", Yamato Kagaku) filled with ultrapure water, it was washed at 42 kHz for 10 minutes, and then dried with a towel.
- perm agent 1 liquid 13.0% by mass of 50% ammonium thioglycolate, 3.0% by mass of 28% ammonia, and 84.0% by mass of ultrapure water.
- the hair tress was left to stand for 3 hours in an environment with a temperature of 20° C. ⁇ 5° C. and a relative humidity of 64 ⁇ 10% to prepare a test sample-treated tress.
- sorbitol trade name: sorbitol Kao", Kao Corporation
- ⁇ Experiment 8-2 Measurement of bending hardness> The softness of the hair was evaluated using the bending hardness of the test sample-applied hair tress as an index. The bending hardness of the hair bundle was measured using a bending tester (trade name “KES-FB2-S-DC”, Kato Tech Co., Ltd.). Specifically, 50 hairs collected from the test sample-treated hair bundle, the control sample-treated hair bundle, the healthy hair, and the damaged hair were arranged with the roots aligned within a width of 5 cm, and the both ends were attached to the mount with a gap of 1 cm. Set the sensitivity to a full scale of 20 g and a bending curvature of 1.0 cm ⁇ 1 in a room at 23.0 to 23.6 ° C.
- the bending hardness (B value) of healthy hair is 0.146 ⁇ 0.001 (gf ⁇ cm 2 /cm), while that of damaged hair is 0.171 ⁇ 0.002 ( gf ⁇ cm 2 /cm), indicating that the bending hardness of the damaged hair is increased.
- the bending hardness of the control sample-treated hair tress obtained by treating damaged hair with an aqueous solution containing sorbitol, which is conventionally used for moisturizing and treating hair was 0.169 ⁇ 0.002 (gf ⁇ cm 2 /cm).
- the bending hardness of the test sample-treated hair bundle obtained by treating the damaged hair with an aqueous solution containing isomalto-oligosaccharide was 0.154 ⁇ 0.001 (gf ⁇ cm 2 /cm). , was found to be significantly smaller than the bending stiffness of damaged hair.
- test hair tresses (healthy hair, damaged hair, test sample-treated hair tress, control sample-treated hair tress) for measuring the tensile strength of hair> Healthy hair, damaged hair, test sample-treated hair tresses, and control sample-treated tresses used in this experiment were each prepared by the following methods.
- “Healthy hair” 7 g of a hair strand (trade name “human hair black hair BS-PS”, Beaulux Co., Ltd.) with the roots aligned to a length of 30 cm was added to a 1% by mass sodium laureth sulfate aqueous solution ((trade name “Emar E -27C", Kao Corporation) diluted 3-fold with ultrapure water) for 1 minute, rinsed with tap water for 1 minute, blotted with a paper waste cloth, and dried with a dryer.
- a 1% by mass sodium laureth sulfate aqueous solution (trade name “Emar E -27C”, Kao Corporation) diluted 3-fold with ultrapure water) for 1 minute, rinsed with tap water for 1 minute, blotted with a paper waste cloth, and dried with a dryer.
- the prepared healthy hair was immersed in a bleaching solution (aqueous solution obtained by mixing equal amounts of 3.0% by mass of hydrogen peroxide aqueous solution and 3% by mass of ammonia aqueous solution) for 20 minutes, rinsed with tap water for 1 minute, and dried with a paper cloth. was blotted and dried with a hair dryer. Damaged hair was obtained by subjecting healthy hair to a series of treatments from immersion in the bleach solution to drying with a dryer, which was repeated three times.
- a bleaching solution aqueous solution obtained by mixing equal amounts of 3.0% by mass of hydrogen peroxide aqueous solution and 3% by mass of ammonia aqueous solution
- Test sample-treated hair tress and control sample-treated tress A 100 g bundle of damaged hair is immersed in a 5% by mass aqueous solution of isomalto-oligosaccharide-containing saccharide (trade name “Risenare” (registered trademark), Hayashibara Co., Ltd.) for 10 minutes, rinsed with ultrapure water for 10 seconds, and then treated with paper.
- the hair tresses treated with the test sample were obtained by wicking away water using a cloth and drying with a drier.
- sorbitol (trade name: sorbitol Kao", Kao Corporation) A tress prepared using the same method as the test sample-treated tress except that a 5% by mass aqueous solution was used was used as a control sample-treated tress.
- ⁇ Experiment 8-4 Measurement of hair tensile strength> The tensile strength of the hair was evaluated using the load applied until the hair treated with the test sample was pulled and broken. The load was measured using an Autograph (Shimadzu Corporation). Specifically, a test sample-treated hair bundle, a control sample-treated hair bundle, a healthy hair, a damaged hair, each of which was conditioned at room temperature (20 ⁇ 5 ° C, relative humidity 64 ⁇ 10%) for 24 hours or more.
- the root side of the hair is fixed to the upper chuck of the Autograph, the flexure is removed using a weight of 0.005 N, the tip side of the hair is fixed to the lower chuck, and the hair is pulled at a speed of 60 mm/min, and the load when it breaks. was measured and used as an index of the tensile strength of the hair.
- the load was measured 5 times for each hair tress using 5 hairs taken from each of the healthy hair, the damaged hair, the test sample-treated hair tress, and the control sample-treated hair tress.
- Table 20 shows the average value and standard deviation of the load when the hair was broken, which was measured for each of the healthy hair, the damaged hair, the test sample-treated hair tress, and the control sample-treated hair tress.
- the load when the healthy hair was pulled and broken was 0.915 ⁇ 0.029 N, while the load for the damaged hair was 0.876 ⁇ 0.056 N, indicating that the damaged hair was broken. A decrease in strength was shown, ie the hair became brittle.
- the load when the control sample-treated hair tress, in which the damaged hair was treated with an aqueous solution containing sorbitol, was pulled and broken was 0.942 ⁇ 0.154 N, and an increase in breaking strength was observed compared to the damaged hair. However, there was no significant difference (p>0.05 vs. damaged hair).
- the load when the test sample-treated hair bundle, in which the damaged hair was treated with an aqueous solution containing isomalto-oligosaccharide, was pulled and broken was 1.065 ⁇ 0.070 N, which was significantly increased compared to the damaged hair. found.
- isomalto-oligosaccharides have the effect of improving the strength of damaged and brittle hair, and this effect exceeds that of sorbitol, which is conventionally used for moisturizing and treating hair. .
- the isomalto-oligosaccharide-containing composition has an effect of suppressing split ends and hair breakage due to hair damage.
- isomalto-oligosaccharide not only enhances the setting power of hair when applied to the hair, but also improves the softness and strength of the hair after rinsing, and has a treatment effect to protect the hair. ing.
- ⁇ Experiment 9-1 Preparation of test sample and control sample> "Preparation of test SDS solution"
- an isomalto-oligosaccharide-containing saccharide (trade name “Risenare” (registered trademark), solid content 75%, Hayashibara Co., Ltd.) was used, and 13.3 g of the isomalto-oligosaccharide-containing saccharide was mixed with 10 g of ultrapure water. These were added and uniformly mixed using a stirrer to obtain an isomalto-oligosaccharide solution.
- test SDS solution a test sodium dodecyl sulfate solution containing isomaltooligosaccharide
- control SDS solution 45 g of ultrapure water and 5 g of a 10% by mass sodium dodecyl sulfate aqueous solution ((trade name “Emar 10”, Kao Corporation) diluted 3 times with ultrapure water) were mixed to form a control sodium dodecyl sulfate solution ( hereinafter referred to as "control SDS solution”.
- the content of sodium dodecyl sulfate in the control SDS solution was 1% by mass, the same as in the test SDS solution.
- zein dissolution rate Measurement of zein dissolution rate> First, the weight of the stirrer in the beaker used for measurement (“weight of the beaker containing the stirrer”), the weight of the filter paper, and the weight of the weighing dish were weighed. Next, 2 g of zein (trade name “Zein (for biochemistry)”, Fujifilm Wako Pure Chemical Industries, Ltd.) was precisely weighed into a weighing dish and added to 50 g of the test SDS solution or control SDS solution with stirring, The mixture was suspended, stirred for 60 minutes, allowed to stand still for 5 minutes or longer, and suction filtered through a Buchner funnel lined with filter paper (trade name “Whatman filter paper No. 541 7 cm ⁇ ”, Whatman Co.).
- the filter paper and the stirring bar used for stirring were placed in a water-washed beaker and dried in an incubator at 45° C. for 24 hours.
- the weight of the beaker containing the filter paper and stirrer (“Weight of the beaker containing the filter paper and stirrer after drying for 24 hours") and the weight of the weighing dish in which zein was weighed after zein was added (“After zein was added The weight of the weighing dish”) was weighed respectively.
- the amount of zein added is (weight of weighing dish) + (weight of 2g zein) - (weight of weighing dish after adding zein), and residual amount of zein is (beaker containing filter paper and stirrer after drying for 24 hours.
- the measured zein dissolution rate is 91.34 ⁇ 0.66% for the control SDS solution containing no isomalto-oligosaccharides, whereas the test SDS solution containing isomalto-oligosaccharides , the measured zein dissolution rate was 78.64 ⁇ 1.51%, which was found to significantly reduce the zein dissolution rate compared to the control SDS solution.
- ⁇ Hair setting strength enhancer> The isomalto-oligosaccharide-containing saccharide solution prepared in Experiment 1-1 was spray-dried by a conventional method to prepare isomalto-oligosaccharide-containing saccharide powder. The product can be used as a hair-setting strength enhancer for hair-setting compositions.
- An isomalto-oligosaccharide-containing saccharide solution was prepared according to the method described in Example 1 of JP-A-4-360663. That is, after preparing a maltose-rich syrup (trade name “Maltrap”, Hayashibara Co., Ltd.) at a concentration of 35% by mass, transglucosidase derived from Aspergillus niger (Amano Enzyme Co., Ltd.) was added at 300 units/g-substrate. , at a temperature of 55° C. and a pH of 5.5 for 24 hours, and then heat-inactivated.
- a maltose-rich syrup trade name “Maltrap”, Hayashibara Co., Ltd.
- transglucosidase derived from Aspergillus niger Aspergillus niger
- This liquid was filtered, decolorized, purified by desalting with an ion exchange resin (H type and OH type), and concentrated to obtain an isomalto-oligosaccharide-containing saccharide solution.
- the composition of this liquid was 24.3% by mass of glucose, 14.2% by mass of maltose, 10.5% by mass of isomaltose, 0% by mass of maltotriose, and 33.8% by mass of panose, based on the solid content. 0.6% by mass of isomaltotriose, and 15.6% by mass of tetrasaccharide or higher polymer sugars.
- the product can be used as a hair-setting strength enhancer for hair-setting compositions.
- ⁇ Hair setting strength enhancer> The isomalto-oligosaccharide-containing saccharide solution prepared by the method of Experiment 1-1 was spray-dried by a conventional method to prepare an iso-malto-oligosaccharide-containing amorphous powder. The product can be used as a hair-setting strength enhancer for hair-setting compositions.
- An isomalto-oligosaccharide-containing saccharide solution was prepared according to the method described in Example 2 of JP-A-4-360663. That is, cornstarch was used as a raw material and liquefied by a conventional method to obtain a liquefied liquid having a concentration of 35% and a glucose equivalent (DE) of 12. To this, 6.4 units of soybean-derived ⁇ -amylase (Nagase & Co., Ltd.) and 300 units of Aspergillus niger-derived transglucosidase (Amano Enzyme Co., Ltd.) (per 1 g of solid starch content) were added, and the pH was 5.5. , at a temperature of 55° C.
- the composition of this liquid was 14.4% by mass of glucose, 10.7% by mass of maltose, 7.1% by mass of isomaltose, 2.0% by mass of maltotriose, and 21% by mass of panose, based on the solid content. .3% by mass, 0% by mass of isomaltotriose, and 43.5% of tetrasaccharide or higher polymer sugars.
- the product can be used as a hair-setting strength enhancer for hair-setting compositions.
- ⁇ Hair setting strength enhancer> The isomalto-oligosaccharide-containing saccharide solution prepared by the method of Example 4 was spray-dried by a conventional method to prepare an iso-malto-oligosaccharide-containing amorphous powder. The product can be used as a hair-setting strength enhancer for hair-setting compositions.
- ⁇ Set lotion> Isomaltose (converted to solid content) 1 part by mass Panose 3 parts by mass Isomalto-oligosaccharide-containing saccharide (trade name “Risenare (registered trademark)”, Hayashibara Co., Ltd.) (converted to solid content) 1 part by mass Ethanol 10 parts by mass Silicone derivative 0 .5 parts by mass 1,3-butylene glycol 2 parts by mass Phenoxyethanol 0.4 parts by mass Purified water is added to make 100 parts by mass.
- a set lotion was prepared by stirring and dissolving the above components in a conventional manner.
- This product not only has excellent hair-setting and hair-arranging properties, but when applied to the hair, it leaves the hair smooth and non-sticky, suppresses flaking, and gives a pleasant feeling of use and finish. In addition, it can improve the softness, luster, manageability, and ease of combing of hair, and can also suppress the occurrence of split ends and cut hair.
- ⁇ Set lotion> Carbohydrate solution containing isomaltooligosaccharide prepared by the method of Experiment 1-1 (in terms of solid content) 20 parts by mass Ethanol 10 parts by mass Silicone derivative 0.5 parts by mass Glycerin 2 parts by mass Paraben 0.1 parts by mass Add purified water 100 parts by mass.
- a set lotion was prepared by stirring and dissolving the above components in a conventional manner.
- This product not only has excellent hair-setting and hair-arranging properties, but when applied to the hair, it leaves the hair smooth and non-sticky, suppresses flaking, and gives a pleasant feeling of use and finish. In addition, it can improve the softness, luster, manageability, and ease of combing of hair, and can also suppress the occurrence of split ends and cut hair.
- ⁇ Hair gel> Carboxyvinyl polymer 0.7 parts by mass Polyvinylpyrrolidone 2 parts by mass Glycerin 0.1 parts by mass Sugar powder containing isomaltooligosaccharide prepared by the method of Example 1 5 parts by mass Sodium hydroxide Appropriate amount Ethyl alcohol 15 parts by mass Polyoxyethylene octyl Dodecyl ether 0.2 parts by mass Perfume, chelating agent Appropriate amount Purified water is added to make 100 parts by mass.
- a hair gel was prepared by stirring and dissolving the above components in a conventional manner.
- This product not only has excellent hair-setting and hair-arranging properties, but when applied to the hair, it leaves the hair smooth and non-sticky, suppresses flaking, and gives a pleasant feeling of use and finish. In addition, it can improve the softness, luster, manageability, and ease of combing of hair, and can also suppress the occurrence of split ends and cut hair.
- ⁇ Hair gel> Carboxyvinyl polymer 0.7 parts by mass Polyvinylpyrrolidone 2 parts by mass 1,3-butylene glycol 0.1 parts by mass Sugar solution containing isomalto-oligosaccharide prepared by the method of Example 2 (in terms of solid content) 1 part by mass Trehalose (product name "Treha (registered trademark)", Hayashibara Co., Ltd.) 1 part by mass Potassium hydroxide Appropriate amount Ethyl alcohol 20 parts by mass Polyoxyethylene octyldodecyl ether 0.2 parts by mass Perfume, chelating agent Appropriate amount Purified water is added to make 100 parts by mass.
- a hair gel was prepared by stirring and dissolving the above components in a conventional manner.
- This product not only has excellent hair-setting and hair-arranging properties, but when applied to the hair, it leaves the hair smooth and non-sticky, suppresses flaking, and gives a pleasant feeling of use and finish. In addition, it can improve the softness, luster, manageability, and ease of combing of hair, and can also suppress the occurrence of split ends and cut hair.
- This product not only has excellent hair-setting and hair-arranging properties, but when applied to the hair, it leaves the hair smooth and non-sticky, suppresses flaking, and gives a pleasant feeling of use and finish. In addition, it can improve the softness, luster, manageability, and ease of combing of hair, and can also suppress the occurrence of split ends and cut hair.
- Example 4 Prepared saccharide solution containing isomalto-oligosaccharides (in terms of solid content) 10 parts by mass Flavor Appropriate amount UV absorber Appropriate amount Preservative Appropriate amount Ethyl ether 50 parts by mass Purified water is added to make 100 parts by mass.
- a treatment lotion was prepared by stirring and dissolving the above ingredients in a conventional manner.
- This product not only has excellent hair-setting and hair-arranging properties, but when applied to the hair, it leaves the hair smooth and non-sticky, suppresses flaking, and gives a pleasant feeling of use and finish. In addition, it can improve the softness, luster, manageability, and ease of combing of hair, and can also suppress the occurrence of split ends and cut hair.
- This product not only has excellent hair-setting and hair-arranging properties, but when applied to the hair, it leaves the hair smooth and non-sticky, suppresses flaking, and gives a pleasant feeling of use and finish. In addition, it can improve the softness, luster, manageability, and ease of combing of hair, and can also suppress the occurrence of split ends and cut hair.
- Acrylic resin alkanolamine liquid (50%) 8 parts by mass Polyoxyethylene hydrogenated castor oil 0.2 parts by mass Liquid paraffin 5 parts by mass Glycerin 2 parts by mass Isomaltose (in terms of solid content) 0.2 parts by mass Panose 2.0 parts by mass Sodium hyaluronate 0.5 parts by mass Ethyl alcohol 13 parts by mass Fragrance, antiseptic Appropriate amount Purified water was added to make 100 parts by mass, and this solution was filtered. 90 parts by mass of a solution obtained by stirring and dissolving these components by a conventional method was placed in a filling can, and after attaching a valve, the can was filled with 10 parts by mass of liquefied petroleum gas.
- This product not only has excellent hair-setting and hair-arranging properties, but when applied to the hair, it leaves the hair smooth and non-sticky, suppresses flaking, and gives a pleasant feeling of use and finish. In addition, it can improve the softness, luster, manageability, and ease of combing of hair, and can also suppress the occurrence of split ends and cut hair.
- This product not only has excellent hair-setting and hair-arranging properties, but when applied to the hair, it leaves the hair smooth and non-sticky, suppresses flaking, and gives a pleasant feeling of use and finish. In addition, it can improve the softness, luster, manageability, and ease of combing of hair, and can also suppress the occurrence of split ends and cut hair.
- Acrylic resin alkanol liquid (50%) 7 parts by mass Cetyl alcohol 0.1 parts by mass Silicone oil 0.3 parts by mass Sugar powder containing isomaltooligosaccharide prepared by the method of Example 1 0.5 parts by mass Hydrolyzed hydrogenated starch syrup (Trade name “Tornare (registered trademark)”, Hayashibara Co., Ltd.) (in terms of solid content) 0.5 parts by mass Ethyl alcohol 90 parts by mass Perfume, preservative Appropriate amount Purified water was added to make 100 parts by mass, and this solution was filtered. . This solution was put into a filling can by a conventional method, and after attaching a valve, the same amount of dimethyl ether was filled.
- This product not only has excellent hair-setting and hair-arranging properties, but when applied to the hair, it leaves the hair smooth and non-sticky, suppresses flaking, and gives a pleasant feeling of use and finish. In addition, it can improve the softness, luster, manageability, and ease of combing of hair, and can also suppress the occurrence of split ends and cut hair.
- ⁇ Second agent> Aqueous hydrogen peroxide (35%) 17 parts by mass Polyoxyethylene alkyl ether 1 part by mass Isomaltooligosaccharide-containing amorphous powder prepared by the method of Example 3 10 parts by mass Cetostearyl alcohol 3 parts by mass Chelating agent Appropriate amount pH adjuster Appropriate amount Purified water is added to make 100 parts by mass.
- This product not only has excellent hair-setting and hair-arranging properties, but when applied to the hair, it leaves the hair smooth and non-sticky, suppresses flaking, and gives a pleasant feeling of use and finish. In addition, it can improve the softness, luster, manageability, and ease of combing of hair, and can also suppress the occurrence of split ends and cut hair.
- this product can be used as a brown/green, brown/ Red-purple, blue/blue-purple, brown, and purple/blue-purple hair dyes can be optionally used.
- ⁇ Permanent agent> Cysteine 5 parts by mass Ammonium thioglycolate 0.3 parts by mass Monoethanolamine 2 parts by mass Carbohydrate solution containing isomalto-oligosaccharide prepared by the method of Example 4 (in terms of solid content) 1 part by mass Edetate appropriate amount Perfume appropriate amount Purified water is added to make 100 parts by mass.
- This product not only has excellent hair-setting and hair-arranging properties, but when applied to the hair, it leaves the hair smooth and non-sticky, suppresses flaking, and gives a pleasant feeling of use and finish. In addition, it can improve the softness, luster, manageability, and ease of combing of hair, and can also suppress the occurrence of split ends and cut hair.
- ⁇ Hair restorer> Ethyl alcohol 60 parts by mass Hinokitiol 0.1 parts by mass Vitamin B6 0.2 parts by mass Vitamin E derivative 0.1 parts by mass Propylene glycol 1.5 parts by mass Isomaltooligosaccharide-containing amorphous powder prepared by the method of Example 5 0 .5 parts by mass Panose 0.5 parts by mass Photosensitive element No. 301 0.01 parts by mass Perfume Appropriate amount Purified water is added to make 100 parts by mass.
- This product not only has excellent hair-setting and hair-arranging properties, but when applied to the hair, it leaves the hair smooth and non-sticky, suppresses flaking, and gives a pleasant feeling of use and finish. In addition, it can improve the softness, luster, manageability, and ease of combing of hair, and can also suppress the occurrence of split ends and cut hair.
- the hair-setting strength enhancer of the present invention is excellent in hair-setting strength-enhancing action and hair-arranging property, it can be properly added to a hair-setting composition to maintain the hairstyle. can provide things.
- the composition for hair setting of the present invention has a smooth and non-sticky feeling when used, is less prone to flaking, imparts excellent appearance properties, and provides softness, manageability, and easy combability of the hair. can be improved, and the occurrence of split ends and cut hair can be suppressed.
- the present invention is an invention having such a remarkable effect, and the contribution to industry is truly great and significant.
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| EP22763339.3A EP4295834A4 (en) | 2021-03-05 | 2022-03-02 | Hair setting power enhancer |
| CN202280017844.XA CN116940335A (zh) | 2021-03-05 | 2022-03-02 | 毛发定型力增强剂 |
| CA3212728A CA3212728A1 (en) | 2021-03-05 | 2022-03-02 | Agent for enhancing hair-setting abilty |
| US18/549,010 US20240148631A1 (en) | 2021-03-05 | 2022-03-02 | Agent for enhancing hair-setting ability |
| KR1020237032805A KR20230154313A (ko) | 2021-03-05 | 2022-03-02 | 모발 세팅력 증강제 |
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| JP2005089356A (ja) * | 2003-09-17 | 2005-04-07 | Ichimaru Pharcos Co Ltd | イソマルトオリゴ糖含有化粧料組成物 |
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| JP2006232820A (ja) | 2005-01-26 | 2006-09-07 | Hayashibara Biochem Lab Inc | 毛髪セット力増強剤及び毛髪セット力増強方法並びに毛髪セット用組成物 |
| JP2008308442A (ja) * | 2007-06-14 | 2008-12-25 | Hoyu Co Ltd | 毛髪処理用組成物 |
| WO2011073437A2 (fr) * | 2009-12-17 | 2011-06-23 | L'oreal | Compositions cosmétiques ou dermatologiques à base de bactériocines et de prébiotiques |
| JP2012236804A (ja) | 2011-05-13 | 2012-12-06 | Kao Corp | 毛髪化粧料 |
| JP2013075840A (ja) * | 2011-09-29 | 2013-04-25 | Nakano Seiyaku Kk | スタイリング化粧料 |
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|---|---|---|---|---|
| JPH05112437A (ja) | 1991-09-25 | 1993-05-07 | Lion Corp | 頭髪セツト剤組成物 |
| CN101336103A (zh) | 2005-12-16 | 2008-12-31 | 荷兰联合利华有限公司 | 头发处理组合物 |
| MX2010010726A (es) * | 2008-03-28 | 2010-10-25 | Unilever Nv | Composicion de estilizado de cabello. |
| FR3083110B1 (fr) * | 2018-06-29 | 2020-06-12 | L'oreal | Procede de mise en forme des cheveux comprenant une etape d’application d’une composition comprenant un sucre ou derive de sucre, une etape de mise en forme et un long temps de pause |
-
2022
- 2022-03-02 US US18/549,010 patent/US20240148631A1/en active Pending
- 2022-03-02 CA CA3212728A patent/CA3212728A1/en active Pending
- 2022-03-02 WO PCT/JP2022/008915 patent/WO2022186286A1/ja not_active Ceased
- 2022-03-02 KR KR1020237032805A patent/KR20230154313A/ko active Pending
- 2022-03-02 JP JP2023503918A patent/JPWO2022186286A1/ja active Pending
- 2022-03-02 EP EP22763339.3A patent/EP4295834A4/en active Pending
- 2022-03-04 TW TW111107986A patent/TW202302069A/zh unknown
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2002255756A (ja) | 2000-12-27 | 2002-09-11 | Shiseido Co Ltd | 毛髪セット剤組成物 |
| JP2005089355A (ja) * | 2003-09-17 | 2005-04-07 | Ichimaru Pharcos Co Ltd | イソマルトオリゴ糖含有皮膚常在菌叢改善剤 |
| JP2005089356A (ja) * | 2003-09-17 | 2005-04-07 | Ichimaru Pharcos Co Ltd | イソマルトオリゴ糖含有化粧料組成物 |
| JP2005206483A (ja) * | 2004-01-21 | 2005-08-04 | Kanebo Cosmetics Inc | 整髪料 |
| JP2006111588A (ja) * | 2004-10-15 | 2006-04-27 | Lion Corp | 毛髪処理剤 |
| JP2006232820A (ja) | 2005-01-26 | 2006-09-07 | Hayashibara Biochem Lab Inc | 毛髪セット力増強剤及び毛髪セット力増強方法並びに毛髪セット用組成物 |
| JP2008308442A (ja) * | 2007-06-14 | 2008-12-25 | Hoyu Co Ltd | 毛髪処理用組成物 |
| WO2011073437A2 (fr) * | 2009-12-17 | 2011-06-23 | L'oreal | Compositions cosmétiques ou dermatologiques à base de bactériocines et de prébiotiques |
| JP2012236804A (ja) | 2011-05-13 | 2012-12-06 | Kao Corp | 毛髪化粧料 |
| JP2013075840A (ja) * | 2011-09-29 | 2013-04-25 | Nakano Seiyaku Kk | スタイリング化粧料 |
Non-Patent Citations (1)
| Title |
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| See also references of EP4295834A4 |
Also Published As
| Publication number | Publication date |
|---|---|
| US20240148631A1 (en) | 2024-05-09 |
| EP4295834A1 (en) | 2023-12-27 |
| TW202302069A (zh) | 2023-01-16 |
| JPWO2022186286A1 (https=) | 2022-09-09 |
| CA3212728A1 (en) | 2022-09-09 |
| KR20230154313A (ko) | 2023-11-07 |
| EP4295834A4 (en) | 2025-02-26 |
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