JP5000879B2 - Cation-modified glucomannan polysaccharide and cosmetic composition containing the substance - Google Patents

Description

  The present invention is a cation-modified glucomannan polysaccharide which has a good adsorptivity to hair and skin when it is blended in a cosmetic composition, provides a good conditioning effect, provides a setting property when dried, and has a good salt resistance. The present invention relates to a cosmetic composition, particularly a hair treatment composition.

  A hair treatment composition for the purpose of washing contains a conditioning agent for damaging the hair due to tangling of the hair during washing and rinsing, and for improving the feel after washing. It is essential that the conditioning agent be adsorbed on the hair, and as a substance that imparts a conditioning effect, a cationic polymer having an adsorption action mainly based on ionicity is used because the hair surface is negatively charged. As the cationic polymer, a water-soluble polymer obtained by introducing a quaternary nitrogen-containing group into a polysaccharide such as a cellulose derivative, guar gum or starch, a dialkyl diallylammonium salt polymer, or the like is used.

For example, Patent Document 1 discloses that a cation-modified cellulose derivative having a quaternary nitrogen-containing group introduced therein is used for shampoos and hair cosmetics. Patent Document 2 discloses that a cation-modified starch having a quaternary nitrogen-containing group introduced therein is used for hair care products such as shampoos and rinses. Patent Document 3 uses a cation-modified cellulose derivative that has good adhesion to hair and also functions as a set component, and has a high molecular weight dimethylsiloxane that can give smoothness and glossiness, and a specific that can give a moist feeling. A hair cosmetic containing a sugar alcohol or the like is shown.

In Patent Document 4, Patent Document 5, and Patent Document 6, a cation-modified guar gum obtained by cation-modifying a guar gum having a main chain mannose and side chain galactose belonging to galactomannan polysaccharide of 2 to 1 is disclosed in Patent Document 7. Is a cation-modified locust bean gum obtained by cationically modifying locust bean gum having a main chain of mannose and side chain galactose of 4 to 1, and Patent Document 8 discloses a galactomannan polysaccharide having different composition ratios of guar gum and mannose and galactose. Cationic modified polygalactomannans obtained by cationically modifying bean gum have been shown to be used in hair care products such as shampoos and rinses and body soaps. However, in the case of cation-modified guar gum using guar gum, the characteristics of guar gum appear even after cation modification, and the conditioning effect, salt tolerance and set effect, etc. are not sufficient compared to the cation-modified glucomannan polysaccharide of the present invention, and hair treatment When blended into a cosmetic composition and a skin cosmetic composition, it differs in feel. That is, the cationic guar gum has a drawback that although it has little feeling of wrinkling after drying, it has a small amount of adsorption and a weak conditioning effect at the time of rinsing. In recent years, with the diversification of fashion, the use of hair colors and hair dyes has increased, resulting in significant damage to the hair. Even with cation-modified guar gum, damaged hair lacks flexibility and is stiff. There is a problem. Similarly, in the case of cation-modified locust bean gum using locust bean gum, the function is different from that of the cation-modified glucomannan polysaccharide of the present invention, and there is a problem that damaged hair lacks flexibility and shows a feeling of stiffness.

Further, Patent Document 9 uses guar gum and locust bean gum as galactomannan polysaccharides, and cation-modified cation-modified galactomannan polysaccharides which have been degraded by enzymes and the like and then reduced in molecular weight. Patent Document 10 discloses guar gum as galactomannan polysaccharides. The cation-modified galactomannan polysaccharide, which is a cation-modified galactomannan polysaccharide, which has been converted to a low molecular weight by using a locust bean gum, followed by cation modification after hydroxyalkyl modification, is different from the glucomannan polysaccharide according to the present invention, Due to the difference in viscosity caused by the presence or absence of crystallization, the function as a conditioning agent, salt resistance, and setability are not sufficient as compared with the cation-modified glucomannan polysaccharide of the present invention.

Patent Document 11 is characterized by containing a polyglycerin-modified silicone compound exhibiting a setting effect when blended in a hair styling agent such as mousse while exerting a conditioning effect when blended in a shampoo, rinse and conditioner. Hair cosmetics are shown.

  On the other hand, in the case of a skin cosmetic composition, soaps and anionic surfactants are widely used, but when washing, the oily and fat components of the skin are removed more than necessary, and there is a feeling of tension against the skin. There is also a problem that arises. From the effect of eliminating such inconvenience and imparting a moist feeling, a skin cosmetic composition such as a body cleaning agent is blended with a conditioning agent such as a cationic polymer and a humectant such as glycerin. However, stickiness and sliminess may occur depending on the blending amount in the prescription.

  Further, in Patent Document 12, a shampoo composition containing a copolymer of a dialkyl diallylammonium salt and a cellulose derivative having a quaternary nitrogen-containing group introduced gives smooth finger feeling and smooth foam feel during hair washing. In addition, it has been shown to give a smooth and smooth finger passage to the hair when rinsed, and to give a good gloss to the hair when finished. Also, by blending these cationic polymers, it is possible to obtain a creamy foam quality, to eliminate the feeling of tension on the skin, and to give a moist feeling to skin cosmetic compositions such as body cleaning agents. Is also blended.

  Furthermore, glucomannan or the like as a polymer that forms a non-flowable gel of a whipped O / W type emulsified cosmetic, characterized in that it contains a gel-forming amount of a polymer that forms a non-flowable gel in the aqueous phase The cosmetic amount for blending one or more selected from the above is shown in Patent Document 13, but the cation-modified glucomannan polysaccharide of the present invention in which a quaternary nitrogen-containing group is introduced into the glucomannan polysaccharide There is no.

As a thermo-gelling polysaccharide, a polysaccharide produced by cation modification of curdlan, which is a β-1,3-glucan, produced from glucose by the microorganism Agrobacterium biovar 1, is incorporated into cosmetic compositions, particularly hair treatment compositions. Patent Document 14 discloses a cation-modified polysaccharide that improves foaming and provides a conditioning effect and a setting effect, and a cosmetic composition containing the cation-modified polysaccharide, particularly a hair treatment composition. From the difference in structure and physical properties, glucomannan polysaccharide inevitably has a difference in function as a conditioning agent, salt resistance and set property.

A highly water-in-oil-in-water emulsified cosmetic with instant phase inversion, excellent water overflow, moisturizing and moisturizing skin, and no stickiness. As a provision, cosmetics containing a glucomannan emulsifier are described in Patent Document 15, but there is no description of a cation-modified glucomannan polysaccharide.

In order to efficiently react the non-granulated polysaccharide dissolved in water with the cationizing agent, a small amount of mixed solvent of water and lower alcohol is used and cationized with a quaternary ammonium compound containing a caustic / glycidyl group. A method for efficiently producing polysaccharides is disclosed, and glucomannan is specified in the polysaccharides, but when blended in a cosmetic composition, it has good adsorptivity to hair and skin and has a good conditioning effect. It does not describe a cosmetic composition, in particular a hair treatment composition, which brings about a setting property when dried and has a good salt resistance.
Japanese Examined Patent Publication No. 47-20635 (Page 5) Japanese Patent Publication No. 60-42761 (page 1-9) JP-A-5-112437 (page 1-3) JP-A-55-164300 (page 1-2) JP-A-4-364111 (page 1-6) Japanese Patent Publication No. 7-17491 (page 1-4) JP 2000-103724 A (page 1-6) JP-A-7-238186 (pages 2-3 and 5-6) JP-A-7-173029 (page 1-7) Japanese Patent No. 3349219 (pages 1-6) Japanese Patent Laid-Open No. 10-316540 (pages 1-7) Japanese Patent Laid-Open No. 1-128914 (page 1-3) JP 2002-145720 A (page 1-2) JP 2004-149573 A (page 1-37) JP-A-2001-58937 (page 1-11) Japanese Patent Laid-Open No. 6-1801 (pages 1-7)

The problem to be solved by the present invention is to improve the weak conditioning effect at the time of rinsing when blended in a hair treatment composition of a conventional cationic polymer, and has an excellent setting property after drying. Providing a compound with good salt resistance that provides a good finish and eliminates the feeling of stickiness and bulkiness when added to the skin cosmetic composition, improves stickiness and sliminess. is there.

  As a result of intensive studies to solve the above problems, the present inventors have introduced a specific amount of a quaternary nitrogen-containing group into a glucomannan polysaccharide and adjusted the cation charge amount to a specific range. Mannan polysaccharide has excellent properties as a conditioning agent in hair cosmetic compositions, has a good finishing feeling with excellent setability after drying, and has salt resistance in formulating cosmetic compositions The present inventors have found that the feel to the skin when blended into a skin cosmetic composition can be improved, and have completed the present invention.

（式中Ｒ_１、Ｒ_２は各々炭素数１〜３個のアルキル基、Ｒ_３は炭素数１〜２４のアルキル基又はアルケニル基を示し、Ｘ⁻は陰イオンを示す。ｎは、n=0又はn=1〜30を示し、n=1〜30の時、（Ｒ_４Ｏ）_ｎは炭素数２〜４のアルキレンオキサイドの重合体残基であって、単一のアルキレンオキサイドからなるポリアルキレングリコール鎖及び／又は２種類以上のアルキレンオキサイドからなるブロック状又はランダム状のポリアルキレングリコール鎖を示す。） Therefore, in the present invention, a part of the hydroxyl group contained in the glucomannan polysaccharide, which is suitable for use in various hair treatment compositions, skin cosmetic compositions, and other cosmetic compositions such as makeup agents, has the following chemical formula (1). A cation-modified glucomannan polysaccharide substituted with a quaternary nitrogen-containing group represented by the formula: wherein the cation-modified glucone derived from the quaternary nitrogen-containing group has a cation charge of 0.1 to 3.0 meq / g. It relates to mannan polysaccharides.

(Wherein R ₁ and R ₂ are each an alkyl group having 1 to ₃ carbon atoms, R ₃ is an alkyl group or alkenyl group having 1 to 24 carbon atoms, X ⁻ represents an anion, and n is n = 0 or n = 1 to 30 and when n = 1 to 30, (R ₄ O) _n is a polymer residue of an alkylene oxide having 2 to 4 carbon atoms, A block or random polyalkylene glycol chain composed of an alkylene glycol chain and / or two or more types of alkylene oxide is shown.)

  The cation-modified glucomannan polysaccharide of the present invention has an ability to adsorb to hair and skin, can be improved in flexibility and touch, and further has setability, so it is excellent as a blending component of a hair cosmetic composition. In addition, when blended in a skin cosmetic composition, for example, a body cleanser, the skin feel can be improved without removing more than necessary oil components of the skin. It has salt tolerance in formulating cosmetic compositions, and the present invention also relates to these cosmetic compositions containing the cation-modified glucomannan polysaccharide of the present invention.

Hereinafter, the present invention will be described in detail.
The glucomannan polysaccharide used in the present invention is a complex polysaccharide having D-glucose and D-mannose as main structural units, and D-glucose and D-mannose are bonded at β-1,4 at a ratio of approximately 1: 1.6. In general, this glucomannan polysaccharide is easily available, for example, under the trade name “Leox RS / Propol A” (manufactured by Shimizu Chemical Co., Ltd.). The molecular weight is approximately 1 to 2 million.

  The glucomannan polysaccharide easily dissolves in cold and hot water and becomes a viscous sol. Moreover, it is excellent in salt resistance and acid resistance, and forms a strong gel with a synergistic effect with other viscous polysaccharides (xanthan gum / carrageenan / locust bean gum / agar, etc.).

The cation modification according to the present invention can be performed by reacting a glucomannan polysaccharide with a glycidyl trialkylammonium salt having a quaternary nitrogen-containing group or a 3-halogeno-2-hydroxypropyltrialkylammonium salt. In this case, the reaction is carried out in a suitable solvent, preferably a hydrous alcohol, in the presence of alkali. The introduction of such a quaternary nitrogen-containing group can be performed according to a conventionally known method, and is not necessarily limited thereto. Further, for example, after adding an alkylene oxide having 2 to 4 carbon atoms to a part of the hydroxyl group contained in the glucomannan polysaccharide, it reacts with the glycidyl trialkyl ammonium salt or the 3-halogeno-2-hydroxypropyl trialkyl ammonium salt. By doing so, the cation-modified glucomannan polysaccharide of the present invention can also be produced. On the other hand, an inorganic salt, preferably sodium chloride can be added to prevent aggregation of the glucomannan polysaccharide in the solvent during the reaction. Furthermore, in order to prevent aggregation of the glucomannan polysaccharide, improve dispersibility and increase the reaction rate, the alkali and inorganic salt are added to the reaction solvent and then dissolved or dispersed, and then the glucomannan polysaccharide is added and dissolved or dispersed. Then, it can also be produced by introducing the quaternary nitrogen-containing group.

In the quaternary nitrogen-containing group represented by the chemical formula (1) introduced into the glucomannan polysaccharide in the present invention, specific examples of R ₁ and R ₂ include methyl, ethyl and propyl, and the number of carbon atoms is 1 Specific examples of R ₃ as the alkyl group of ˜24 include the same as R ₁ and R ₂ above, and octyl, decyl, dodecyl, tetradecyl, hexadecyl, octadecyl, docosyl, oleyl and the like. Specific examples of R ₄ O include an ethyleneoxy group, a propyleneoxy group, and a butyleneoxy group. Further, the anion X ^- include Specific examples of other halogen ions such as chlorine ions, bromine ions and iodine ions, methyl sulfate ions, ethyl sulfate ion, an acetate ion.

  The cationic charge amount derived from the quaternary nitrogen-containing group of the cation-modified glucomannan polysaccharide of the present invention is 0.1 to 3.0 meq / g, more preferably 0.5 to 2.5 meq / g. If the amount of cationic charge is less than 0.1 meq / g, the amount adsorbed to the hair and skin will be insufficient, and even if it is actually incorporated into hair treatment compositions such as shampoos, rinses, body cleaners, and skin cosmetic compositions, it is effective. unacceptable. Further, when the charge amount exceeds 3.0 meq / g, even if a hair treatment composition and a skin cosmetic composition containing such a cation-modified glucomannan polysaccharide are used, the foaming deteriorates and becomes sticky at the time of use. A feeling of sensation and a feeling of sliminess are generated, and the feeling of use is deteriorated.

The cation charge amount derived from the quaternary nitrogen-containing group of the cation-modified glucomannan polysaccharide is the equivalent number of quaternary nitrogen-containing groups represented by the chemical formula (1) contained in 1 g of the cation-modified glucomannan polysaccharide. is there. Usually, the nitrogen content derived from the quaternary nitrogen-containing group can be obtained by the Kjeldahl method (former cosmetic raw material standard, general test method, nitrogen determination method, second method) and calculated from the measured value. The glucomannan used in the present invention Since the polysaccharide contains the nitrogen content of the protein, the value obtained by subtracting the nitrogen content derived from the glucomannan polysaccharide used in the present invention from the nitrogen content in the cation-modified glucomannan polysaccharide of the present invention determined by the Kjeldahl method is The nitrogen content is derived from a quaternary nitrogen-containing group. Specifically, in the quaternary nitrogen-containing group represented by the chemical formula (1), R ₁ , R ₂ and R ₃ are methyl, X ⁻ is a chlorine ion, and n is a quaternary nitrogen containing n = 0. When the nitrogen content of the product of the present invention obtained by cation-modifying glucomannan polysaccharide with a group was 1.69% as a result of measurement by the Kjeldahl method, the cation charge amount of this substance was expressed by the following formula: Desired. The glucomannan polysaccharide used in the present invention usually contains about 0.1% nitrogen.

  The blending amount of the cation-modified glucomannan polysaccharide of the present invention with respect to the hair treatment composition or skin cosmetic composition is preferably 0.05 to 5% by mass, less than 0.05% by mass, based on 100% by mass of the entire composition. However, the conditioning effect and setability tend not to be fully exhibited. If the amount exceeds 5% by mass, the feeling of stickiness and stickiness will be generated during use, and the flexibility will be deteriorated, resulting in a feeling of stickiness and worsening the feeling of use. is there.

  In addition, various cationic water-soluble polymers and amphoteric water-soluble polymers can be used in combination with the hair treatment composition of the present invention in order to improve the conditioning effect and setability. The range of the modified glucomannan polysaccharide does not impair the flexibility of the hair, and the total composition is 100% by mass, preferably 5% by mass or less. Sex tends to get worse. Furthermore, in the skin cosmetic composition, a feeling of sliminess is generated and the feeling of use becomes worse.

  Examples of the cationic water-soluble polymer and the amphoteric water-soluble polymer to be blended include the following, but are not necessarily limited thereto.

  Examples of cationic water-soluble polymers include quaternary nitrogen-modified polysaccharides (cation-modified hydroxyethyl cellulose, cation-modified guar gum, cation-modified locust bean gum, cation-modified starch, cation-modified tara gum, cation-modified tamarind gum, etc.), chloride Dimethyldiallylammonium derivatives (dimethyldiallylammonium chloride / acrylamide copolymer, polydimethylmethylenepiperidinium chloride, etc.), vinylpyrrolidone derivatives (vinylpyrrolidone / dimethylaminoethylmethacrylic acid copolymer salt, vinylpyrrolidone / methacrylamidopropyltrimethylammonium salt) Chloride copolymer, vinylpyrrolidone / methylvinylimidazolium chloride copolymer, etc.), methacrylic acid derivatives (methacryloylethyldimethylbenzene) IN chloride methacryloyloxyethyl trimethyl ammonium-2-hydroxyethyl methacrylate copolymer, methacryloyl ethyl dimethyl betaine chloride methacryloyloxyethyl trimethyl ammonium methacrylate methoxy polyethylene glycol copolymer, etc.) and the like.

  Examples of amphoteric water-soluble polymers include amphoteric starch, dimethyldiallylammonium chloride derivatives (acrylamide / acrylic acid / dimethyldiallylammonium chloride copolymer, acrylic acid / dimethyldiallylammonium chloride copolymer, etc.), methacrylic acid derivatives ( Polymethacryloylethyldimethylbetaine, N-methacryloyloxyethyl N, N-dimethylammonium-α-methylcarboxybetaine / alkyl methacrylate copolymer, etc.).

  As described above, the cosmetic of the present invention can be obtained by blending the required amount of the cation-modified glucomannan polysaccharide of the present invention into the formulation system by a known formulation, but the other ingredients in the cosmetic are not particularly limited. In addition, it is possible to mix components commonly used in cosmetics as optional components. Other ingredients that can be blended are exemplified below.

  Examples of the anionic surfactant include alkyl (carbon number 8-24) sulfate, alkyl (carbon number 8-24) ether sulfate, alkyl (carbon number 8-24) benzenesulfonate, alkyl (carbon number 8-24). ) Phosphate, polyoxyalkylene alkyl (C8-24) ether phosphate, alkyl (C8-24) sulfosuccinate, polyoxyalkylene alkyl (C8-24) ether sulfosuccinate, acyl (C8-C24) alanine salt, acyl (C8-C24) N-methyl-β-alanine salt, acyl (C8-C24) glutamate, acyl (C8-24) Isethionate, acyl (carbon number 8-24) sarcosine salt, acyl (carbon number 8-24) taurine salt, acyl (carbon number 8-24) methyl taurate, - sulfofatty acid ester salts, ether carboxylates, polyoxyalkylene fatty acid monoethanolamide sulfates, long chain (8 to 24 carbon atoms) carboxylic acid salts, and the like.

  Nonionic surfactants include alkanolamide, glycerin fatty acid ester, polyoxyalkylene alkyl ether, polyoxyalkylene glycol ether, polyoxyalkylene sorbitan fatty acid ester, sorbitan fatty acid ester, polyoxyalkylene sorbite fatty acid ester, sorbite fatty acid ester, polyoxy Alkylene glycerin fatty acid ester, polyoxyalkylene fatty acid ester, polyoxyalkylene alkyl phenyl ether, tetrapolyoxyalkylene ethylene diamine condensate, sucrose fatty acid ester, polyoxyalkylene fatty acid amide, polyoxyalkylene glycol fatty acid ester, polyoxyalkylene castor oil Derivatives, polyoxyalkylene hydrogenated castor oil derivatives, alkyl poly Glycosidic, polyglycerol fatty acid esters, and the like.

  Examples of amphoteric surfactants include alkyl (carbon number 8-24) amidopropyl betaine, alkyl (carbon number 8-24) carboxybetaine, alkyl (carbon number 8-24) sulfobetaine, alkyl (carbon number 8-24) hydroxy. Sulfobetaine, alkyl (carbon number 8-24) amidopropylhydroxysulfobetaine, alkyl (carbon number 8-24) hydroxyphosphobetaine, alkyl (carbon number 8-24) aminocarboxylate, alkyl (carbon number 8-24) Examples include ampho Na, alkyl (carbon number 8 to 24) amine oxide, alkyl (carbon number 8 to 24) phosphate ester including tertiary nitrogen and quaternary nitrogen.

  Examples of the oil include olive oil, jojoba oil, liquid paraffin, and fatty acid alkyl ester. Examples of the pearlizing agent include fatty acid ethylene glycol, and examples of the suspending agent include polystyrene emulsion.

  In addition to the cationic and amphoteric water-soluble polymers blended in the hair treatment composition and skin cosmetic composition of the present invention, anionic properties for purposes such as improving viscosity and styling usability to some extent, The nonionic polymer can be further blended within a range not impairing the effects of the present invention, and examples thereof include the following.

  Examples of anionic polymers include acrylic acid derivatives (polyacrylic acid and salts thereof, acrylic acid / acrylamide / ethyl acrylate copolymers and salts thereof), and methacrylic acid derivatives (polymethacrylic acid and salts thereof, methacrylic acid).・ Acrylamide, diacetone acrylamide, acrylic acid alkyl ester, methacrylic acid alkyl ester copolymers and salts thereof, crotonic acid derivatives (vinyl acetate, crotonic acid copolymers, etc.), maleic acid derivatives (maleic anhydride, diisobutylene, etc.) Copolymer, isobutylene / maleic acid copolymer, etc.), polyglutamic acid and its salt, hyaluronic acid and its salt, carboxymethylcellulose, carboxyvinyl polymer and the like.

  Examples of nonionic polymers include acrylic acid derivatives (hydroxyethyl acrylate / methoxyethyl acrylate copolymer, polyacrylic acid amide, etc.), vinyl pyrrolidone derivatives (polyvinyl pyrrolidone, vinyl pyrrolidone / vinyl acetate copolymer, etc.) , Polyoxyalkylene glycol derivatives (polyethylene glycol, polypropylene glycol, etc.), cellulose derivatives (methyl cellulose, hydroxyethyl cellulose, hydroxypropyl cellulose, etc.), polysaccharides and derivatives thereof (guar gum, locust bean gum, dextran, etc.) and the like.

  In yet another embodiment, the hair treatment composition and skin cosmetic composition of the present invention comprise an organic acid salt of an amidoamine compound obtained by completely or partially neutralizing an amidoamine compound with a neutralizing agent such as an organic acid and / or an inorganic acid. Further, the conditioning effect can be improved by adding a higher fatty acid and / or higher alcohol to the inorganic acid salt and further. The blending amount thereof is preferably 5% by mass or less based on 100% by mass of the entire composition as an amidoamine compound, and if it exceeds this, the feeling after use becomes heavy or it becomes slippery and the usability is deteriorated. Further, the effect of setting the product of the present invention is not sufficiently exhibited.

  Other components to be blended in the hair treatment composition and skin cosmetic composition of the present invention include cationic surfactants (alkyltrimethylammonium salt, dialkyldimethylammonium salt, alkylpyridium salt, alkyldimethylbenzylammonium salt, Benzethonium chloride, benzalkonium chloride, etc.), solubilizers (ethanol, ethylene glycol, propylene glycol, etc.), waxes (carnauba wax, candelilla wax, etc.), hydrocarbon oils (liquid paraffin, squalane, etc.), moisturizers (glycerin) , Trehalose, sorbitol, maltitol, dipropylene glycol, 1,3-butylene glycol, sodium hyaluronate, etc., esters (hexyl laurate, isopropyl myristate, octyldodecyl myristate, myristate myristate) Listyl, 2-hexyldecyl myristate, glyceryl trimyristate, isopropyl palmitate, 2-heptylundecyl palmitate, 2-hexyldecyl palmitate, butyl stearate, isocetyl stearate, cholesteryl 12-hydroxystearate , Cetostearyl alcohol, cetyl octanoate, hexyldecyl dimethyloctanoate, isocetyl isostearate, trimethylolpropane triisostearate, decyl oleate, oleic oil, cetyl lactate, myristyl lactate, ethyl acetate, amyl acetate butyl acetate, lanolin acetate Cetyl 2-ethylhexanoate, 2-ethylhexyl palmitate, ethylene glycol di-2-ethylhexylate, trimethylolpropane tri-2-ethylhexylate, tri-2-ethylhexylate Lysine, tetra-2-ethylhexylate pentaerythritol, cetyl-2-ethylhexanoate, diisobutyl adipate, 2-heptylundecyl adipate, 2-hexyldecyl adipate, dipentaerythritol fatty acid ester, neocapric dicaprate Pentyl glycol, diisostearyl malate, glycerin di-2-heptylundecanoate, glyceride tri-2-heptylundecanoate, castor oil fatty acid methyl ester, acetoglyceride, N-lauroyl-L-glutamic acid-2-octyldodecyl ester, Di-2-ethylhexyl sebacate, diisopropyl sebacate, 2-ethylhexyl succinate, triethyl citrate, ethyl laurate, mink oil fatty acid ethyl, etc.), antioxidant (tocopherol, BHT, etc.), silicone (methyl polysiloxa) , Methyl phenyl polysiloxane, high polymerization degree methyl polysiloxane, cyclic polysiloxane, etc.) and silicone derivatives (polyether-modified silicone, amino-modified silicone, (meth) acryl-silicone graft copolymer, etc.), higher alcohols, higher fatty acids (Lauric acid, myristic acid, palmitic acid, stearic acid, behenic acid, isostearic acid, oleic acid, undecylenic acid, tall oil fatty acid, coconut oil fatty acid, palm fatty acid, palm kernel fatty acid, linoleic acid, linolenic acid, eicosapentaenoic acid, Docosahexaenoic acid, etc.), amino acids (arginine, glutamic acid, etc.), UV absorbers (benzophenone derivatives, paraaminobenzoic acid derivatives, methoxycinnamic acid derivatives, etc.), UV scattering agents (zinc oxide, zirconium oxide, titanium oxide, etc.) Compound), thickener, sequestering agent (edetate, etc.), pH adjuster, bactericidal agent, antiseptic, hair restorer, vitamins, anti-inflammatory agent, dye, pigment (inorganic white pigment such as titanium dioxide, oxidation) Iron (Bengara), inorganic red pigments such as iron titanate, inorganic green pigments such as cobalt titanate, iron oxide-treated mica titanium, carbon black-treated mica titanium, etc.), inorganic acid salts, organic acid salts, fragrances, starting materials Examples include foam enhancers.

  The dosage form of the cosmetic composition according to the present invention described above is not limited and can be any dosage form. Further, in addition to the above (essential) component, the dosage form may be used as long as the effects of the present invention are not impaired. Usually, various components blended in the cosmetic composition can be added and produced by conventional methods, but among them, it can be preferably used as a hair treatment composition. Examples of the dosage form include shampoos, rinses, conditioners, hair waxes, hair lotions, hair mists, etc., all of which combine the conditioning effect including the flexibility of the cation-modified glucomannan polysaccharide of the present invention with the formulation of the cosmetic composition. It uses salt resistance and setability. In addition, it can be used in body cleaning agents, facial cleansers, lotions, and can be blended into acidic hair dyes, oxidative hair dyes, permanent agents, etc. due to the effect of improving the feeling of use.

  The present invention will be described below in more detail based on examples, but the present invention is not limited thereto. Unless otherwise specified, the amount is expressed in mass%.

[Production of cation-modified glucomannan polysaccharide]
Example 1
After adding 6.6 g of 48 mass% sodium hydroxide aqueous solution and 1.6 g of sodium chloride to 486 ml of 70 volume% isopropanol aqueous solution, 88.5 g of glucomannan polysaccharide “Rheox RS” (manufactured by Shimizu Chemical Co., Ltd.) is gradually added. To be dispersed. Next, 42.9 g of an 80% by mass glycidyltrimethylammonium chloride (hereinafter also referred to as GTA) aqueous solution was added, and the mixture was heated and reacted at 50 ° C. for 3 hours. After completion of the reaction, 8.3 g of 35% hydrochloric acid was diluted with 1020 ml of 70% by volume isopropanol aqueous solution and used for neutralization. After neutralizing at room temperature for 1 hour, the reaction solution was poured into 800 ml of methanol to precipitate the reaction product, which was filtered off. The obtained precipitate was washed with an aqueous methanol solution, and then the reaction product was dried under reduced pressure. The cation charge amount of the cation-modified glucomannan polysaccharide thus obtained was 0.78 meq / g. The results are shown in Table 1 (Sample No. 1 in Table 1).

Similarly, cation-modified glucomannan polysaccharides with different cation charges were synthesized by changing the amount of GTA added. The results are shown in Table 1 (Sample numbers 2 and 3 in Table 1).

Example 2
88.5 g of glucomannan polysaccharide “Leox RS” (manufactured by Shimizu Chemical Co., Ltd.) was dispersed in 486 ml of 70% by volume isopropanol aqueous solution, and 6.6 g of 48% by mass sodium hydroxide aqueous solution was added. Next, 53.2 g of 3-halogeno-2-hydroxypropyltrimethylammonium chloride was added, heated and reacted at 50 ° C. for 3 hours. After completion of the reaction, 8.3 g of 35% hydrochloric acid was diluted with 1020 ml of 70% by volume isopropanol aqueous solution and used for neutralization. After neutralizing at room temperature for 1 hour, the reaction solution was poured into 800 ml of methanol to precipitate the reaction product, which was filtered off. The obtained precipitate was washed with an aqueous methanol solution, and then the reaction product was dried under reduced pressure. The cation charge amount of 486 ml of the 70 volume% isopropanol aqueous solution thus obtained was 0.71 meq / g. The results are shown in Table 1 (Sample No. 4 in Table 1).

Example 3
88.5 g of glucomannan polysaccharide “Leox RS” (manufactured by Shimizu Chemical Co., Ltd.) was dispersed in 486 ml of 70% by volume isopropanol aqueous solution, and 6.6 g of 48% by mass sodium hydroxide aqueous solution was added. Next, 107.3 g of 3-halogeno-2-hydroxypropyldimethylmonolauryl ammonium chloride was added, heated, and reacted at 50 ° C. for 3 hours. After completion of the reaction, 8.3 g of 35% hydrochloric acid was diluted with 1020 ml of 70% by volume isopropanol aqueous solution and used for neutralization. After neutralizing at room temperature for 1 hour, the reaction solution was poured into 800 ml of methanol to precipitate the reaction product, which was filtered off. The obtained precipitate was washed with an aqueous methanol solution, and then the reaction product was dried under reduced pressure. The thus obtained cation-modified 70 volume% isopropanol aqueous solution was dispersed in 486 ml, and the cation charge amount was 0.65 meq / g. The results are shown in Table 1 (Sample No. 5 in Table 1).
Example 4
In a pressure-sealed container, 88.5 g of glucomannan polysaccharide “Leox RS” (manufactured by Shimizu Chemical Co., Ltd.) was dispersed in 486 ml of 70% by volume isopropanol aqueous solution, and 6.6 g of 48% by mass sodium hydroxide aqueous solution was added. Next, 22.4 g of ethylene oxide and 27.0 g of propylene oxide were added, and the mixture was heated and reacted at 70 ° C. for 3 hours under pressure and airtightness. After completion of the reaction, the pressure is released and cooled to 50 ° C. After cooling, 67.6 g of 80 mass% GTA aqueous solution is added and reacted at 50 ° C. for 3 hours. After completion of the reaction, 8.3 g of 35% hydrochloric acid was diluted with 1020 ml of 70% by volume isopropanol aqueous solution and used for neutralization. After neutralizing at room temperature for 1 hour, the reaction solution was poured into 800 ml of methanol to precipitate the reaction product, which was filtered off. The obtained precipitate was washed with an aqueous methanol solution, and then the reaction product was dried under reduced pressure. The cationic charge amount of the cation-modified glucomannan polysaccharide thus obtained was 1.10 meq / g. The results are shown in Table 1 (Sample No. 6 in Table 1).

Example 1
According to the method of Example 1, cation-modified glucomannan polysaccharides having different charge amounts were synthesized by changing the amount of GTA to be added. The results are shown in Table 1 (Sample numbers 7 and 8 in Table 1).

Comparative Example 1
In order to compare with the cation-modified glucomannan polysaccharide of the present invention, guar gum having a composition ratio of mannose to galactose of 2 to 1 and locust bean gum having a ratio of 4 to 1 were cation-modified according to the method of Example 1. The obtained cation-modified guar gum had a nitrogen content of 1.7% by mass and a cation charge of 0.74 meq / g. On the other hand, the nitrogen content of the cation-modified locust bean gum was 1.9% by mass, and the cation charge amount was 0.72 meq / g. The results are shown in Table 1 (Sample numbers 9, 10 in Table 1). The nitrogen contained in the unmodified guar gum and locust bean gum was 0.7% by mass and 0.9% by mass, respectively.

[Manufacture and evaluation of cosmetics containing cation-modified glucomannan polysaccharide]
Example 5 Softness to hair (part 1)
The flexibility of the cation-modified glucomannan polysaccharide with respect to the hair was washed and confirmed with a product (hair shampoo).
(Preparation of hair shampoo)
5-a
Using the cation-modified glucomannan polysaccharide obtained in Examples 1, 3 and 4, shampoos having the compositions shown in (A) of Table 2 were prepared. Ingredient (12) (A) in Table 2 was heated to 60 ° C. and component (1) was slowly added and dissolved while stirring. After dissolution was confirmed, heating was stopped and ingredients (5) to (7) were replaced. In addition, the mixture was stirred to make it uniform, and components (8) to (11) were added and mixed uniformly at 30 to 40 ° C. Thus, each shampoo having the composition shown in (A) of Table 2 was prepared, and the shampoos prepared from the cation-modified glucomannan polysaccharides corresponding to Sample Nos. 1, 3, 5 and 6 in Table 1 were sequentially prepared. It was set as prescription S1-S4.

5-b
Using the cation-modified glucomannan polysaccharide of Sample No. 1 obtained in Example 1, and a cationic water-soluble polymer, a cation-modified hydroxyethyl cellulose having an ethylene oxide average addition mole number of 1.8 and a nitrogen content of 1.8% by mass ( A shampoo having the composition shown in (B) of Table 2 was prepared, including Kachinal HC-100 (manufactured by Toho Chemical Co., Ltd.). Ingredient (12) of (B) in Table 2 is heated to 60 ° C., and components (1) and (3) are slowly added and dissolved while stirring. (7) was added and stirred to make it uniform, then components (8) to (11) were added and mixed uniformly at 30 to 40 ° C., and the resulting shampoo was designated as prescription S5 of the product of the present invention.

5-c
Using the cation-modified glucomannan polysaccharide of Sample No. 1 obtained in Example 1, N-methacryloyloxyethyl N, N-dimethylammonium-α-methylcarboxybetaine / alkyl methacrylate copolymer as an amphoteric water-soluble polymer ( A shampoo having the composition shown in Table 2 (C) was prepared, including Yukaformer SM (manufactured by Mitsubishi Chemical Corporation). Ingredient (12) of (C) in Table 2 is heated to 60 ° C. and ingredients (1) and (4) are slowly added and dissolved while stirring. After confirming dissolution, heating is stopped and ingredients (5) to (5) (7) was added and stirred to make it uniform, and then components (8) to (11) were added and mixed uniformly at 30 to 40 ° C. to obtain Prescription S6 of the product of the present invention.

5-d
A shampoo having the composition shown in (D) of Table 2 was prepared using the cation-modified glucomannan polysaccharide of sample number 1 obtained in Example 1 and further containing both a cationic water-soluble polymer and an amphoteric water-soluble high molecule. did. In Table 2, component (12) (D) is heated to 60 ° C., and components (1), (3) and (4) are slowly added and dissolved with stirring. 5) to (7) were added and stirred to make uniform, then components (8) to (11) were added and mixed uniformly at 30 to 40 ° C., and the resulting shampoo was designated as the formulation S7 of the present invention.

5-e (Preparation of comparative product)
In order to compare the effect of the cation-modified glucomannan polysaccharide used in the present invention on the shampoo, the comparative product (E) in Table 2 was prepared using the cation-modified glucomannan polysaccharides of Sample Nos. 7 and 8 in Table 1 obtained in Example 1. A shampoo of the indicated composition was prepared. The component (12) of the comparative product (E) in Table 2 was heated to 60 ° C., and the component (2) was slowly added and dissolved while stirring. After confirming dissolution, heat was stopped and ingredients (5) to (7) were added and stirred until uniform, then ingredients (8) to (11) were added and mixed uniformly at 30 to 40 ° C. Shampoos containing sample numbers 7 and 8 were designated as comparative products C1 and C2, respectively.

5-f (Preparation of comparative product)
In order to compare the effect of the cation-modified glucomannan polysaccharide used in the present invention on the shampoo, a comparative product shown in Table 2 was used instead of the sample number 7 used in 5-e above, with the unmodified glucomannan polysaccharide having the same blending ratio. A shampoo having the composition shown in (E) was prepared in the same manner as 5-e, and this was designated as comparative product C3.

(Evaluation)
From the composition shown in the blank (F) of Table 2 as a shampoo of the formulations S1 to S7 and comparative products C1, C2 and C3 of each of the present invention products prepared in the aforementioned 5-a to 5-f. Each shampoo was used to wash 15 g of hair strands (total length: 180 mm) with 1.0 g each. Thereafter, it was rinsed with running water, left in a constant temperature and humidity (20 ° C., 40% RH) atmosphere for 24 hours, and then naturally dried. Thereafter, the firmness of the hair was measured with a pure bending tester (KES-FB2-S, manufactured by Kato Tech Co., Ltd.). The results are shown in Table 3. In addition, after heating the component (12) in the blank (F) of Table 2 to 60 ° C., adding a component (5) to (7) and stirring to make the blank uniform, then cooling it at 30 to 40 ° C. Components (8) to (11) were added and mixed uniformly.

From the composition shown in the blank (F) of Table 2 as a shampoo of the formulations S1 to S7 and comparative products C1, C2 and C3 of each of the present invention products prepared in the aforementioned 5-a to 5-f. About the shampoo which becomes, after washing hair with 10 testers, the softness of the hair after drying with a dryer was confirmed. The number of testers who felt that the finished hair quality was soft was evaluated according to the following criteria, and the results are shown in Table 3.
・ 8 or more testers who felt that their hair quality was soft ... ◎
・ 6-7 testers who felt that their hair quality was soft ... ○
・ 4-5 testers who felt that their hair quality was soft ... △
・ There are less than 4 testers who feel that their hair quality is soft ... ×

  From the results of Table 3, the shampoos S1 to S4 of the present invention containing the cation-modified glucomannan polysaccharides of Sample Nos. 1, 3, 5, and 6 obtained by cation-modifying glucomannan polysaccharide have a bending rigidity (B value) as compared with the blank. Although no significant change is observed, the hysteresis width (2HB) is improved. Similar results were also found in Comparative Product C2 containing the cation-modified glucomannan polysaccharide of Sample No. 8, which has a higher cation charge value than the range of the present invention, but the bending stiffness was too large, suggesting a sense of stiffness. became. On the other hand, the comparative product C1 containing the cation-modified glucomannan polysaccharide and the comparative product C3 containing the unmodified glucomannan polysaccharide of Sample No. 7 having a cation charge value lower than the range of the present invention had the same results as the blank. This is because when an unmodified glucomannan polysaccharide and a cation-modified glucomannan polysaccharide having a cation charge value lower than the range of the present invention are washed out and used in a product, the adsorptive capacity based on ionicity cannot be obtained for hair, and the glucomannan polysaccharide cannot be obtained. It is considered that the effect of the mannan polysaccharide was not obtained because the adsorption of the mannan polysaccharide on the hair was small. On the other hand, since the product of the present invention in which glucomannan polysaccharide is cation-modified has adsorption ability based on ionicity to hair, flexibility can be obtained in a washing product such as a shampoo. As a result, it was possible to obtain effects such as an improvement in hysteresis value and a soft feel to the hair when touched by hand. Therefore, it was found that the cation-modified glucomannan polysaccharide of the present invention exerts its effect sufficiently even when it is blended in a shampoo, rinse or the like.

  In addition, the cation-modified glucomannan polysaccharide of the present invention, an average addition mole number of ethylene oxide of 1.8, and a cation-modified hydroxyethyl cellulose having a nitrogen content of 1.8% by mass (Katinal HC-100; manufactured by Toho Chemical Co., Ltd.), N-methacryloyloxyethyl N, N-dimethylammonium-α-methylcarboxybetaine / alkyl methacrylate copolymer (Yukaformer SM; manufactured by Mitsubishi Chemical Corporation) and other water-soluble polymers with conditioning effects In addition, the hysteresis width (2HB) was not significantly different, and it was confirmed that not only the effect was not lost by the combined use, but also the bending rigidity was moderately improved and the hair was firm.

Example 6 Softness to hair (part 2)
(Evaluation)
Using the shampoos of the formulations S1 to S7 of the products of the present invention prepared in Example 5 and the shampoos of comparative products C1, C2 and C3, the flexibility of the cation-modified cation-modified glucomannan polysaccharide of the present invention against damaged hair Confirmed with a wash-off product. A hair strand similar to that used in Example 5 was added to a bleaching agent in a 2: 1 mixture (w / w) of 6% H2O2 and 3% aqueous ammonia with a bath ratio of 1: 100 (hair strand weight to bleaching agent). Solution weight), and immersed for 60 minutes at 40 ° C. After washing with warm water, it was dried with a dryer. Comparatively-strength products C1-C3 prepared by prescriptions S1-S7, 5-e, 5-f of the products of the present invention prepared in the above-mentioned 5-a to 5-d, and the hair strands with remarkable damage obtained by this bleaching treatment. Furthermore, 1.0 g of a shampoo having the composition shown in the blank (F) of Table 2 was used as a blank to wash 15 g of hair strands (total length: 180 mm). Thereafter, it was rinsed with running water, left in a constant temperature and humidity (20 ° C., 40% RH) atmosphere for 24 hours, and then naturally dried. Thereafter, the firmness of the hair was measured with a pure bending tester (KES-FB2-S, manufactured by Kato Tech Co., Ltd.). The results are shown in Table 4.

  When evaluated with damaged hair from the results in Table 4, when the shampoos S1 to S4 including the product of the present invention are compared with the blank, both the bending rigidity (B value) and the hysteresis width (2HB) are improved. Similar results are also seen in Comparative Product C2 containing the cation-modified glucomannan polysaccharide of Sample No. 8, which has a higher cation charge value than the range of the present invention, but the bending rigidity becomes too large, suggesting a sense of stiffness. became. On the other hand, in the comparative product C1 containing the cation-modified glucomannan polysaccharide of Sample No. 7 whose cation charge value is lower than the range of the present invention, the bending rigidity and the hysteresis width are slightly improved, but the superiority difference can be confirmed. In comparison product C3 containing unmodified glucomannan polysaccharide, the same result as the blank was obtained. Furthermore, since the difference between the bending rigidity and the hysteresis width from the blank is larger than that in the case of the unbleached untreated healthy hair of Example 5, the usefulness of the product of the present invention on the damaged hair was confirmed. It was.

  In addition, the cation-modified glucomannan polysaccharide of the present invention, an average addition mole number of ethylene oxide of 1.8, and a cation-modified hydroxyethyl cellulose having a nitrogen content of 1.8% by mass (Katinal HC-100; manufactured by Toho Chemical Co., Ltd.), N-methacryloyloxyethyl N, N-dimethylammonium-α-methylcarboxybetaine / alkyl methacrylate copolymer (Yukaformer SM; manufactured by Mitsubishi Chemical Corporation) and other water-soluble polymers with conditioning effects There was no difference in the hysteresis width (2HB), and it was confirmed that not only the effect was not lost by the combined use, but also the bending rigidity was moderately improved and the hair was firm.

Example 7 Salt tolerance The salt tolerance of the cation-modified glucomannan polysaccharide of the present invention (sample numbers 1, 3, 5, and 6 in Table 1) was confirmed by the following method. Salt was added to the rinse-off product (shampoo) formulation in Table 2 and the appearance was observed. For comparison, cation-modified guar gum obtained by cation modification of guar gum (composition ratio of mannose and galactose, 2 to 1), which is a galactomannan polysaccharide and having a different composition ratio of mannose and galactose, and locust bean gum (of mannose and galactose) Cation-modified locust bean gum obtained by cation-modifying the composition ratio (4: 1) (Sample Nos. 9 and 10 in Table 1) Further, as other cationic polymer, ethylene oxide average addition mole number 1.8, nitrogen content 1.8 A similar salt addition test was carried out for each of the mass% cation-modified hydroxyethyl cellulose (Kachinal HC-100; manufactured by Toho Chemical Co., Ltd.). The results are shown in Table 5.
Evaluation was made according to the following criteria.
○ Completely transparent ○ _× Slightly △ Slightly cloudy × Cloudy or separated

  From the results shown in Table 5, the cation-modified glucomannan polysaccharide of the present invention has a cation-modified guar gum and a cation-modified locust bean gum (Sample Nos. 9 and 10 in Table 1), and an ethylene oxide average addition mole number of 1 as another cationic polymer. It was proved that the salt resistance was good when the shampoo formulation was assembled from cation-modified hydroxyethyl cellulose having a nitrogen content of 1.8% by mass. Therefore, when the cation-modified glucomannan polysaccharide of the present invention is blended in a hair treatment composition or a skin cosmetic composition, it can be blended in a formulation containing a large amount of salt in a blending system.

  Hereinafter, the conditioning effect and flexibility and setability obtained by the cation-modified glucomannan polysaccharide were further confirmed in each of the cosmetic compositions having different dosage forms.

Hair shampoo (preparation)
Example 8
8-a
Using the cation-modified glucomannan polysaccharides of Sample Nos. 1, 3, 5, and 6 of the present invention obtained in Examples 1, 3, and 4, shampoos having the compositions shown in Table 6 (A) were prepared. Ingredient (14) of (A) in Table 6 is heated to 65 ° C., and component (1) is slowly added and dissolved while stirring. After dissolution is confirmed, heating is stopped and (5) to (10) are added. The mixture was stirred to make it uniform, and then components (11) to (13) were added at 30 to 40 ° C. and mixed uniformly. Thus, each shampoo having the composition shown in (A) of Table 6 was prepared by blending the cation-modified glucomannan polysaccharide corresponding to Sample Nos. 1, 3, 5, and 6 in Table 1. The shampoo containing 3, 5, and 6 was made into prescription 1-4 of this invention product in order.

8-b
Using the cation-modified glucomannan polysaccharide of sample number 1 obtained in Example 1, and further, as cationic water-soluble polymer A, cation-modified hydroxyethyl cellulose having an average added mole number of ethylene oxide of 1.8 and a nitrogen content of 1.8% by mass A shampoo having the composition shown in (B) of Table 6 was prepared, including (Catinard HC-100; manufactured by Toho Chemical Industry Co., Ltd.). Ingredient (14) of (B) in Table 6 is heated to 65 ° C., components (1) and (3) are slowly added and dissolved while stirring. After confirming dissolution, heating is stopped and ingredients (5) to (5) (10) was added and stirred to make it uniform, and then components (11) to (13) were added and mixed uniformly at 30 to 40 ° C., and the resulting shampoo was used as Formulation 5 for the product of the present invention.

8-c
A shampoo having the composition shown in Table 6 (C) containing diallyldimethylammonium chloride / acrylamide copolymer (Merquat 550; manufactured by NALCO) as the cationic water-soluble polymer B instead of the cationic water-soluble polymer A Was prepared in the same manner, and this was designated as formulation 6 of the present invention.

8-d
Using the cation-modified glucomannan polysaccharide of Sample No. 1 obtained in Example 1, N-methacryloyloxyethyl N, N-dimethylammonium-α-methylcarboxybetaine / alkyl methacrylate copolymer as an amphoteric water-soluble polymer ( A shampoo having the composition shown in (D) of Table 6 was prepared, including Yukaformer SM (manufactured by Mitsubishi Chemical Corporation). (D) component (14) in Table 6 is heated to 65 ° C. and components (1) and (4) are slowly added and dissolved while stirring. After confirming dissolution, heating is stopped and components (5) to (5) 10) was added and stirred to make it uniform, and then components (11) to (13) were added and mixed uniformly at 30 to 40 ° C., and the resulting shampoo was used as Formulation 7 for the product of the present invention.

8-e
Using the cation-modified glucomannan polysaccharide of sample number 1 obtained in Example 1, a shampoo having the composition shown in (E) of Table 6 containing a cationic water-soluble polymer and an amphoteric water-soluble polymer was prepared. In Table 6, component (14) (E) is heated to 65 ° C. and components (1), (3) and (4) are slowly added and dissolved with stirring. 5) to (10) were added and stirred to be uniform, and components (11) to (13) were added and mixed uniformly at 30 to 40 ° C., and the resulting shampoo was used as the formulation 8 of the product of the present invention.

8-f (Preparation of comparative product)
In order to compare the effect of the cation-modified glucomannan polysaccharide according to the present invention in the shampoo, the cation-modified glucomannan polysaccharide obtained in Example 1, that is, the sample Nos. 7 and 8 in Table 1, was used as a comparative product (G) in Table 6. A shampoo having the composition shown in FIG. The component (14) of the comparative product (G) in Table 6 was heated to 65 ° C., and the component (2) was slowly added and dissolved while stirring. After confirming dissolution, heat was stopped, ingredients (5) to (10) were added and stirred to make uniform, components (11) to (13) were added and mixed uniformly at 30 to 40 ° C., and the resulting shampoo Were comparative products 1 and 2, respectively.

8-g (preparation of comparative product)
In order to further compare the effect, in place of the cation-modified glucomannan polysaccharide in 8-f, a cation-modified galacto having a different composition ratio between the product of the present invention and the main-chain mannose and side-chain galactose obtained in Comparative Example 1 Using the mannan polysaccharide, that is, sample numbers 9 and 10 in Table 1, a shampoo having the composition shown in Comparative Product (G) in Table 6 was prepared in the same manner as in 8-f. .

8-h (Preparation of comparative product)
Furthermore, in order to compare the effect with other cationic polymers, in place of the cation-modified glucomannan polysaccharide in 7-f described above, cation-modified having an average added mole number of ethylene oxide of 1.8 and a nitrogen content of 1.8% by mass Using hydroxyethyl cellulose (Catinal HC-100; manufactured by Toho Chemical Industry Co., Ltd.), a shampoo having the composition shown in Comparative Product (G) in Table 6 was prepared in the same manner as 7-f. did.

Example 9
(Evaluation)
For each shampoo prepared in Examples 8-a to 8-e, that is, formulations 1 to 8 of the present invention, performance evaluation of the following items was performed by 10 testers.
The performance evaluation method uses a shampoo having the composition shown in the standard product (F) in Table 6 which does not contain a cationic polymer or the like as a component and a shampoo to be evaluated. 80 ° C) after drying, the standard product (F) as a reference,
・ Presence or absence of conditioning effect when using hair (comb feeling, hair feel, squeak after rinsing, etc.)
・ Comparison of presence / absence of conditioning effect after use (dry hair) (feeling of combing, hair feel, etc.) and firmness of hair, and quantified by the method shown in Table 7 below. The value of the evaluation of the name tester was summed. The evaluation results are shown in Table 8. In addition, after heating the component (14) in the standard product (F) in Table 6 to 80 ° C., adding the components (5) to (10), stirring and homogenizing the above standard product (F), cooling The ingredients (11) to (13) were added at 30 to 40 ° C. and mixed uniformly.

Comparative Example 2
For each shampoo prepared in 8-f, 8-g and 8-h, comparative products 1 to 5, performance evaluation was performed in the same manner as in Example 8, and the results are shown in Table 8.

    From the results of Table 8, the cation-modified glucomannan polysaccharide of the present invention in which the cation charge amount of the cation-modified glucomannan polysaccharide is 0.1 to 3.0 meq / g is excellent in conditioning effect when used in shampoos, shampoos, etc. The strength of the firmness due to the set effect was also confirmed in the washout products.

In addition, the performance of the shampoo containing the product of the present invention is the same as that of Comparative Product 5 containing only cation-modified hydroxyethyl cellulose (Catinal HC-100), which is conventionally used as a conditioning agent, at the time of use and after use. Although it is above, the strength of the firmness by the set property (film-forming property) which the glucomannan polysaccharide which is not in the conventional conditioning agent has after use was obtained. Moreover, the performance of the cation-modified glucomannan polysaccharide of the present invention can be obtained by using a cationic water-soluble polymer (Kachinal HC-100, Merquat 550) and / or an amphoteric water-soluble polymer (Yukaformer SM) in combination. It was confirmed that the conditioning effect was improved without impairing the condition.
From the results shown in Table 8, when used for shampoos, it has excellent conditioning effects such as fingering and touching when used, moist feeling after use, excellent conditioning effects such as combing and flexibility, and further, it can be softened by setting. The strength of was confirmed.

  On the other hand, in comparative products 3 and 4 containing sample numbers 9 and 10 obtained by cation-modifying guar gum and locust bean gum having different composition ratios of mannose and galactose, although conditioning effects such as fingering at the time of washing can be obtained to some extent, It was confirmed that the moist feeling and the flexibility after drying were poor. Further, the performance of the shampoo containing the product of the present invention is equivalent to or better than that of the comparative product 5 containing a cationic polymer (cation-modified hydroxyethyl cellulose: kachinal HC-100) that has been used as a conditioning agent. Yes, after use, the moist feeling, flexibility, and setability of the cation-modified glucomannan polysaccharide of the present invention, which are not found in conventional conditioning agents, were obtained.

Example 10
(Evaluation)
Set effect (1)
The setting effect on the hair of the cation-modified glucomannan polysaccharide was confirmed by the following method.
1) Immerse the hair bundle of 30cm, 2g of human hair manufactured by Beaulux Co., Ltd. (100% black base / BS-B3A) in the solution for 30 seconds, and remove excess liquid with N0.2 filter paper.
2) After arranging the hair bundle with a comb, wrap it around a curler with an outer diameter of 2 cm.
3) After drying at 80 ° C for 30 minutes, remove the hair bundle from the curler. 4) Place in a constant temperature and humidity chamber at 20 ° C, 40% RH and 30 ° C, 90% RH, and measure the curl length. The force is calculated from the following formula.
Holding power = (length before treatment−length over time) / (length before treatment−initial length)

表９の数値が大きい程セット性を有する事を意味する。

It means that it has set property, so that the numerical value of Table 9 is large.

From the results shown in Table 9, it was confirmed that Sample No. 1 (charge amount 0.78 meq / g) in Example 1 had good curl retention even when the temperature and humidity were changed. Sample No. 3 in Example 1 having an electric charge of 1.15 meq / g has a better curl holding power than the blank, but it has been confirmed that the curling holding power is smaller than that of Sample No. 1. The lower the cation charge amount, the better the setability, but as is clear from the evaluation results of the hair shampoo performance of Example 7 (Table 8), the conditioning effect is slightly inferior to the case where the charge amount is high. It is possible to control the setting property and the conditioning effect by changing the amount of cationic charge of the product of the present invention.

精製水を７０℃に加熱し、他成分を加え均一に溶解した後、冷却した。 (Formulation Examples 1 to 3)
Below, the suitable compounding example of this invention to a shampoo is shown.

Purified water was heated to 70 ° C., and other components were added and dissolved uniformly, followed by cooling.

精製水を７０℃に加熱し、他成分を加え均一に溶解した後、冷却した。

Purified water was heated to 70 ° C., and other components were added and dissolved uniformly, followed by cooling.

精製水を７０℃に加熱し、他成分を加え均一に溶解した後、冷却した。

Purified water was heated to 70 ° C., and other components were added and dissolved uniformly, followed by cooling.

Hair rinse (preparation)
Example 11
11-a
Dimethylaminopropyl stearate neutralized with amidoamine compound and glycolic acid as neutralizing agent shown in Table 13 (A) below using the cation-modified glucomannan polysaccharide of sample number 1 obtained in Example 1 A rinse having a composition containing an amide glycolate and a higher alcohol (cetanol) was prepared. Components (5) to (11) in Table 13 (A) were heated to 80 ° C. and stirred to obtain a uniform solution. The component (1) was previously added to the component (13) with stirring and dissolved. After heating to 80 ° C., the mixture was added with stirring, and then component (12) was added with cooling and mixed uniformly. Thus, a rinse having the composition shown in (A) of Table 13 was prepared, and the rinse containing the cation-modified glucomannan polysaccharide of Sample No. 1 in Table 1 was used as the formulation 9 of the present invention product.

11-b
Using the cation-modified glucomannan polysaccharides of sample numbers 3, 5, and 6 obtained in Examples 1, 3, and 4, organic acid salts (dimethylaminopropyl stearate) of amidoamine compounds shown in (B) of Table 13 below An amide glycol salt), a higher alcohol (cetanol), and a rinse containing silicone were prepared. A solution prepared by adding the component (1) to the component (13) with stirring in advance to a solution in which the components (5) to (11) in Table 13 (B) were heated to 80 ° C. and stirred to be uniform. After heating to 80 ° C., the mixture was added with stirring, and then component (12) was added with cooling and mixed uniformly. Thus, each of the rinses having the composition shown in (B) of Table 13 was prepared, and the rinses containing the cation-modified glucomannan polysaccharides of Sample Nos. 3, 5 and 6 in Table 1 were sequentially prepared. It was set to ~ 12.

11-c
Using the cation-modified glucomannan polysaccharide of Sample No. 1 obtained in Example 1, and a cationic water-soluble polymer, a cation-modified hydroxyethyl cellulose having an ethylene oxide average addition mole number of 1.8 and a nitrogen content of 1.8% by mass ( A rinse having the composition shown in (C) of Table 13 was prepared, including Kachinal HC-100 (manufactured by Toho Chemical Co., Ltd.). Ingredients (5) to (11) in Table 13 (C) were heated to 80 ° C. and stirred, and then components (1) and (3) were added to ingredient (13) with stirring. A solution heated to 80 ° C. was added with stirring, and then component (12) was added and mixed uniformly while cooling. The resulting rinse was designated as Formulation 13 for the product of the present invention.

11-d
Using the cation-modified glucomannan polysaccharide of Sample No. 1 obtained in Example 1, N-methacryloyloxyethyl N, N-dimethylammonium-α-methylcarboxybetaine / alkyl methacrylate copolymer as an amphoteric water-soluble polymer ( A rinse having the composition shown in Table 13 (D) was prepared, including Yukaformer SM (manufactured by Mitsubishi Chemical Corporation). Ingredients (5) to (11) in Table 13 (D) were heated to 80 ° C. and stirred, and then components (1) and (4) were added to ingredient (13) with stirring. The dissolved solution heated to 80 ° C. was added with stirring, and then component (12) was added and mixed uniformly while cooling. The resulting rinse was designated as formulation 14 of the present invention.

11-e (Preparation of comparative product)
In order to compare the effect of the cation-modified glucomannan polysaccharide on rinsing according to the present invention, the cation-modified glucomannan polysaccharide obtained in Example 1 (namely, sample Nos. 7 and 8 in Table 1) was used as a comparative product (F) in Table 13. A rinse having the composition shown in FIG. Ingredients (5) to (11) of comparative product (F) in Table 13 were heated to 80 ° C. and stirred to make a uniform solution. A solution heated to 80 ° C. was added with stirring, and then component (12) was added while cooling and mixed uniformly, and rinses containing sample numbers 7 and 8 in Table 1 were respectively comparative products. 6 and 7.

11-f (Preparation of comparative product)
In order to further compare the effects, the cation-modified galactomannan polysaccharide obtained in Comparative Example 1 in place of the sample numbers 7 and 8, ie, the sample numbers 9 and 10 in Table 1, was used as a comparative product in Table 13 ( A rinse having the composition shown in F) was prepared in the same manner as 11-e, and the obtained rinses were designated as comparative products 8 and 9, respectively.

(Evaluation)
Example 12
For each of the rinses prepared in 11-a to 11-d described above, that is, the formulations 9 to 14 of the present invention, the performance evaluation of the following items was performed by 10 testers.
The performance evaluation method uses a rinse of the composition shown in the standard product (E) of Table 13 that does not contain a cationic polymer as a component, and a rinse of a target to be evaluated, and the feeling after drying with a dryer, Based on the standard product (E),
-The presence or absence of dry hair condition effect (comb street, squeak, etc.)
・ Hair flexibility,
Were compared with each other, digitized by the method shown in Table 14 below, and the values of the 10 testers who performed the evaluation were totaled. The evaluation results are shown in Table 15. The standard product (E) was prepared by heating the components (5) to (10) in the standard product (E) in Table 13 to 80 ° C. and stirring them to make a uniform solution. 12) was added with stirring, and then component (11) was added while cooling to prepare a uniform mixture.

Comparative Example 3
For each of the rinses prepared in 11-e and 11-f, that is, Comparative products 6 to 9, performance evaluation was performed in the same manner as in Example 12, and the results are shown in Table 15.

  From the results of Table 15, in the rinse containing the cation-modified glucomannan polysaccharide of the present invention having a cationic charge amount of 0.1 to 3.0 meq / g, and further containing an amidoamine compound, a neutralizing agent and a higher alcohol (cetanol), It was confirmed that the hair conditioning effect of the composition was excellent and flexibility was obtained. In addition, the prescription 9 with the emulsifier polyoxyethylene (4) stearyl ether (Table 13, compounding component (7)) reduced, has a combing effect equivalent to or better than that of the comparative product, a conditioning effect such as moist feeling and flexibility. It was.

  In addition, the performance of the product of the present invention in the rinse containing an amidoamine compound, a neutralizing agent and a higher alcohol is the same as that of galactomannan polysaccharide, but sample numbers 9 and guar gum and locust bean gum having different composition ratios of mannose and galactose are cationically modified. Compared with 10 cation-modified guar gum and cation-modified locust bean gum, the conditioning effect was equal or better after use and after use, and flexibility was obtained after use. Furthermore, it has been confirmed that the use of a cationic water-soluble polymer and / or an amphoteric water-soluble polymer improves the conditioning effect without impairing the performance of the cation-modified glucomannan polysaccharide. Furthermore, it was confirmed that the conditioning effect was improved without impairing the performance of the cation-modified glucomannan polysaccharide by blending silicone.

表１６の精製水に、本発明品、塩化ステアリルトリメチルアンモニウム、グリセリン、ヒドロキシプロピルトリモニウム加水分解シルク、色素を加え７５℃に保つ（水相）。残りの他の成分を混合、加熱溶解し、７５℃に保つ（油相）。水相と油相を加えホモミキサーで乳化後、撹拌しながら冷却した。 (Formulation examples 4 to 6)
Below, the suitable example of a mixing | blending of this invention to the composition for hair treatment which requires conditioning effects, such as a rinse and a conditioner, is shown.

The purified water of Table 16 is added with the product of the present invention, stearyltrimethylammonium chloride, glycerin, hydroxypropyltrimonium hydrolyzed silk, and pigment, and kept at 75 ° C. (aqueous phase). The remaining other components are mixed, dissolved by heating and kept at 75 ° C. (oil phase). The aqueous phase and the oil phase were added and emulsified with a homomixer, and then cooled with stirring.

表１７の精製水に、本発明品、塩化ヒドロキシプロピルトリモニウムデンプン、ステアリン酸ジメチルアミノプロピルアミド、加水分解コムギ、Ｌ−グルタミン酸、グリセリン、１，３−ブチレングリコール、フェノキシエタノール、色素を加え８０℃に保つ（水相）。残りの他の成分を混合、加熱溶解し、８０℃に保つ（油相）。水相と油相を加えホモミキサーで乳化後、撹拌しながら冷却した。

To the purified water shown in Table 17, the product of the present invention, hydroxypropyltrimonium chloride, dimethylaminopropylamide stearate, hydrolyzed wheat, L-glutamic acid, glycerin, 1,3-butylene glycol, phenoxyethanol, and dye are added to 80 ° C. Keep (water phase). The remaining other components are mixed, dissolved by heating and kept at 80 ° C. (oil phase). The aqueous phase and the oil phase were added and emulsified with a homomixer, and then cooled with stirring.

表１８の精製水に、本発明品、Ｎ−（３−アルキル（１２，１４）オキシ−２−ヒドロキシプロピル）−Ｌ−アルギニン塩酸塩、ステアリン酸ジメチルアミノプロピルアミド、５０％乳酸、グリセリン、フェノキシエタノール、安息香酸ナトリウム、を加え７０℃に保つ（水相）。残りの他の成分を混合、加熱溶解し、７０℃に保つ（油相）。水相と油相を加えホモミキサーで乳化後、撹拌しながら冷却した。

In the purified water of Table 18, the product of the present invention, N- (3-alkyl (12,14) oxy-2-hydroxypropyl) -L-arginine hydrochloride, dimethylaminopropylamide stearate, 50% lactic acid, glycerin, phenoxyethanol And sodium benzoate are added and kept at 70 ° C. (aqueous phase). The remaining other components are mixed, dissolved by heating and kept at 70 ° C. (oil phase). The aqueous phase and the oil phase were added and emulsified with a homomixer, and then cooled with stirring.

Hair color (preparation)
Example 13
13-a
Using the cation-modified glucomannan polysaccharide of Sample Nos. 3 and 5 obtained in Examples 1 and 3, a two-part oxidative hair dye shown in Table 19 (A) below was prepared. Two-component oxidative hair dyes containing the cation-modified glucomannan polysaccharides of Nos. 3 and 5 were used as formulations 15 and 16 of the present invention. At the time of use, the first agent and the second agent of this two-component oxidative hair dye were mixed at a weight ratio of 1: 1 and applied to the hair.

13-b (Adjustment of comparative product)
In order to compare the effect of the cation-modified glucomannan polysaccharide on the hair color according to the present invention, the cation-modified galactomannan polysaccharide obtained in Comparative Example 1, that is, the sample No. 9 in Table 1, was used as a comparative product in Table 19 above ( A two-component oxidative hair dye as shown in C) was prepared as Comparative Product 10. At the time of use, the first agent and the second agent of this two-component oxidative hair dye were mixed at a weight ratio of 1: 1 and applied to the hair.

(Evaluation)
Example 14
With respect to each of the two-component oxidative hair dyes prepared in 13-a described above, that is, the formulations 15 and 16 of the present invention, performance evaluation of the following items was performed by 10 testers. The performance evaluation method uses an oxidative hair dye having a composition shown in the standard product (B) of Table 19 that does not contain a cationic polymer as a component, and an oxidative hair dye to be evaluated. An equal amount of the second solution was applied to the hair, allowed to stand at room temperature for 30 minutes, rinsed with running water at 40 ° C. for 3 minutes, and dried with a drier. The sliding property at the time of rinsing and the feeling after drying with a dryer, based on the standard product (B),
・ Sliding property when rinsing ・ Feeling after drying (moist feeling, flexibility)
Were compared with each other, digitized by the method of Table 20 below, and the values of 10 testers who performed the evaluation were totaled. The evaluation results are shown in Table 21. The standard product (B) was prepared according to 13-a, and the first agent and the second agent were mixed at a weight ratio of 1: 1 and applied to the hair.

Comparative Example 4
For the oxidative hair dye of Comparative Product 10 prepared in 13-b, the performance evaluation was performed in the same manner as in Example 13, and the results are shown in Table 21.

From the results shown in Table 21, when the cation-modified glucomannan polysaccharide of the present invention was blended in a hair dye, the slipping effect at the time of rinsing was improved due to the conditioning effect on damaged hair, and a good finger feeling was obtained. Moreover, the finished feeling after drying was also improved, and it was confirmed that it was excellent as a hair dye composition.

Furthermore, compared with the comparative product 10 including the sample number 9 in which guar gum is cation-modified, both the formulations 15 and 16 of the present invention have improved feeling after drying, and the cation of the present invention is also applied to damaged hair. It was confirmed that the modified glucomannan polysaccharide is excellent.

(Formulation example 7)
Below, the suitable compounding example using the conditioning effect with respect to the damaged hair of the cation modified glucomannan polysaccharide of this invention is shown.

Body cleaner (preparation)
Example 15
15-a
Using the cation-modified glucomannan polysaccharides of Sample Nos. 3, 5, and 6 obtained in Examples 1, 3, and 4, body cleaning agents (body soaps) having the compositions shown in Table 23 (A) were prepared. The component (13) of (A) in Table 23 was heated to 60 ° C., and the component (1) was added and dissolved while stirring. After confirming the dissolution, the components (3) to (9) at 50 to 60 ° C. Was added with stirring to make it uniform, and components (10) to (12) were similarly added at 30 to 40 ° C. with stirring and mixed uniformly. Thus, each of the body detergents having the composition shown in Table 23 (A) was prepared, and the body detergents containing the cation-modified glucomannan polysaccharides of Sample Nos. 3, 5 and 6 in Table 1 according to the present invention were sequentially prepared. It was set as prescriptions 17, 18 and 19 of the product of the present invention.

15-b (Preparation of comparative product)
In order to compare the effect of the cation-modified glucomannan polysaccharide according to the present invention in a body cleaning agent, the guar gum cation-modified product having a composition ratio of mannose and galactose of 2 to 1 is shown in Table 23 (C). A cleaning agent was prepared. The component (13) of (C) in Table 23 was heated to 60 ° C., and the component (2) was slowly added and dissolved while stirring. After confirming the dissolution, the components (3) to (9) at 50 to 60 ° C. ) Was added with stirring to make it uniform, and components (10) to (12) were similarly added at 30 to 40 ° C. with stirring and mixed uniformly. Thus, a body cleaner having the composition shown in (C) of Table 23 was prepared, and this was designated as Comparative Product 11.

15-c (Preparation of comparative product)
Similarly, in order to compare the effect of the cation-modified glucomannan polysaccharide used in the present invention in a body cleaning agent, as another cationic polymer, ethylene oxide has an average added mole number of 1.8 and a nitrogen content of 1.8% by mass. A body detergent having the composition shown in Table 23 (C) was prepared for cation-modified hydroxyethyl cellulose (Kachinal HC-100: manufactured by Toho Chemical Industry Co., Ltd.). The component (13) of (C) in Table 23 was heated to 60 ° C., and the component (2) was slowly added and dissolved while stirring. After confirming the dissolution, the components (3) to (9) at 50 to 60 ° C. ) Was added with stirring to make it uniform, and components (10) to (12) were similarly added at 30 to 40 ° C. with stirring and mixed uniformly. Thus, a body cleaning agent having the composition shown in Table 23 (C) was prepared and used as Comparative Product 12.

(Evaluation)
Example 16
The performance evaluation of the following items was carried out by 10 testers for each of the body cleansing agents 17, 18 and 19 of the present invention obtained in 15-a. The performance evaluation method uses a body cleaning agent having the composition shown in the standard product (B) in Table 23, which does not contain a high molecular compound such as a cationic polymer, and a body cleaning agent to be evaluated. And
・ The amount and quality of foam during use
・ Usage feeling during use (ease of rinsing, feeling of squeezing and slimming after rinsing),
・ Usage after use (after drying) (tiffness, smoothness, moistness),
In comparison with the comfort of the standard product (B), it was digitized by the methods shown in Tables 24 and 25 below, and the values of the 10 testers who performed the evaluation were totaled. The evaluation results are shown in Table 26. In addition, after heating the component (13) of the standard product (B) in Table 23 to 60 ° C., the standard product is made uniform by adding the components (3) to (9) with stirring at 50 to 60 ° C. Add ingredients (10) to (12) in the same manner at -40 ° C. with stirring, and mix evenly to prepare a body cleaner having the composition shown in Table 23 (B). did.

Comparative Example 5
The performance evaluation similar to Example 15 was performed about the comparative product 11 obtained by 15-b and 15-c of the above-mentioned, and the body washing | cleaning agent of 12. These results are shown in Table 26.

  From the results shown in Table 26, when the cation-modified glucomannan polysaccharide of the present invention is used in a body cleaning agent, the foaming, foam quality and feeling of use of the body cleaning agent are improved, and the oily and fat components of the skin are used at the time of use. It was confirmed that it did not remove and gave a moist feeling after use.

  In addition, compared with cation-modified guar gum (Comparative Product 11) or cation-modified hydroxyethyl cellulose (Comparative Product 12) obtained by cationically modifying guar gum as a conventional conditioning agent, the amount of foam and the quality of the foam are particularly excellent. It was confirmed that the feeling of moistening was resolved and a moist feeling was obtained.

常法に基づき、液体状ボディ用洗浄剤（ボディソープ）を製造する。 (Formulation examples 8 to 16)
Below, the formulation example of the skin cosmetics composition using the feeling improvement by the conditioning effect and emulsification performance of this invention is shown.

A liquid body cleaning agent (body soap) is manufactured based on a conventional method.

常法に基づき、液体状ボディ用洗浄剤（ボディソープ）を製造する。

A liquid body cleaning agent (body soap) is manufactured based on a conventional method.

常法に基づき、洗顔料を製造する。

A face wash is manufactured based on a conventional method.

常法に基づき、液体状アフターシェーブローションを製造する。

A liquid after-shave lotion is produced based on a conventional method.

表３１の精製水に本発明品を溶解した後、エデト酸２ナトリウム、１，３ブチレングリコール、エタノール、水酸化カリウム、グリセリンを加熱し水相とする。次に、イソプロピルミリステート、流動パラフィン、ワセリン、ソルビタンセスキオレート、POE(２０)オレイルエーテル、多孔性球状セルロース粉末、メチルパラベン、香料を加熱撹拌溶解し油相とする。水相中に油相を混合しながら添加し、メーキャップローションを製造する。

After the product of the present invention is dissolved in the purified water shown in Table 31, edetate disodium, 1,3 butylene glycol, ethanol, potassium hydroxide, and glycerin are heated to form an aqueous phase. Next, isopropyl myristate, liquid paraffin, petrolatum, sorbitan sesquiolate, POE (20) oleyl ether, porous spherical cellulose powder, methyl paraben, and perfume are dissolved by heating to obtain an oil phase. Add the oil phase into the aqueous phase with mixing to make the makeup lotion.

常法に基づき、ファンデーションを製造する。

A foundation is manufactured based on a conventional method.

常法に基づき、入浴剤を製造する。

A bath preparation is produced based on a conventional method.

本発明品とグリセリンに一部の精製水を加え７０℃で加熱溶解した。他の成分を残部の精製水に溶解し、撹拌しながら添加した。 Formulation Examples 16-19
Hereinafter, as another application example using the conditioning effect of the cation-modified glucomannan polysaccharide of the present invention on keratin, an example of blending into a coating type hair treatment composition is shown.

A part of purified water was added to the product of the present invention and glycerin and dissolved by heating at 70 ° C. The other ingredients were dissolved in the remaining purified water and added with stirring.

The cation-modified glucomannan polysaccharide of the present invention improves the weakness of the conditioning effect during rinsing when blended in a hair treatment composition such as shampoo and rinse, and has a good finishing feeling with excellent setability after drying. In addition, it eliminates the feeling of firmness and bulkiness when added to the skin cosmetic composition, and improves the feeling of stickiness and sliminess. In addition, the cation-modified glucomannan polysaccharide with the cation charge amount adjusted to a specific range has salt tolerance in formulating a cosmetic composition, and can improve the feel to the skin when blended into the skin cosmetic composition, and therefore It is possible to provide a cosmetic composition that is more comfortable to use than conventional products.

Claims (2)

A cationic modified polysaccharide in which a part of the hydroxyl group contained in the glucomannan polysaccharide is substituted with a quaternary nitrogen-containing group represented by the following chemical formula (1), and the cation charge derived from the quaternary nitrogen-containing group A cosmetic composition containing a cation-modified glucomannan polysaccharide having an amount of 0.1 to 3.0 meq / g.

(Wherein R ₁ and R ₂ are each an alkyl group having 1 to ₃ carbon atoms, R ₃ is an alkyl group or alkenyl group having 1 to 24 carbon atoms, X- represents an anion, and n is n = 0 or n = 1-30, n = 1
˜30, (R ₄ O) _n is a polymer residue of alkylene oxide having 2 to 4 carbon atoms,
A polyalkylene glycol chain composed of a single alkylene oxide and / or a block-like or random polyalkylene glycol chain composed of two or more alkylene oxides are shown. ) Furthermore, silicone is contained, The cosmetic composition of Claim 1 characterized by the above-mentioned .