JP2008019248A - Oil dispersion of minute capsules, oil dispersion of encapsulated minute capsules, and cosmetics containing them - Google Patents

Abstract

<P>PROBLEM TO BE SOLVED: To provide an oil dispersion of minute capsules capable of encapsulating water and/or hydrophilic matter which thus enables safely compounding and keeping a hydrophilic matter in an oily component, an oil dispersion of encapsulated minute capsules which can be prepared by encapsulating water and hydrophilic matter in the minute capsules of the oily dispersion, and cosmetics containing these oil dispersions. <P>SOLUTION: This oil dispersion of minute capsules is made by dispersing minute capsules, which are prepared by removing encapsulated water from the minute capsule having a water permeable film and encapsulating water within the film, in an oil. This oily matter dispersion of encapsulated minute capsules is prepared by encapsulating water and hydrophilic matter in the minute capsules in the oil dispersion. This cosmetics contains these oil dispersions. <P>COPYRIGHT: (C)2008,JPO&INPIT

Description

  The present invention relates to an oily substance dispersion of microcapsules obtained by dispersing microcapsules capable of enclosing water and / or a hydrophilic substance in an oily substance, and water and / or hydrophilicity to the microcapsules in the oily substance dispersion. An oily substance dispersion of encapsulated microcapsules encapsulating an active substance, and an oily substance dispersion of the microcapsules and / or an oily substance dispersion of the encapsulated microcapsules, an aqueous phase component, and an oil phase component It relates to cosmetics to contain.

  Functional ingredients such as hydrophilic moisturizing ingredients, vitamins, and medicinal ingredients are often blended in external preparations for skin and hair, especially cosmetics. Since these hydrophilic functional ingredients are difficult to be stably blended into oily ingredients, a surfactant is used to stably blend them into water-in-oil type (W / O type) emulsified cosmetics, etc. Blended.

  However, many surfactants with strong emulsifying ability are irritating to the skin, and there are many problems in terms of safety. On the other hand, surfactants with less skin irritation have insufficient emulsifying ability and are difficult to be formulated stably. There is a problem.

  As the oil phase component of the W / O type emulsified cosmetic, silicone oils such as volatile silicones such as dimethylpolysiloxane and decamethylcyclopentasiloxane are often used from the viewpoint of feeling in use. When preparing a W / O type emulsion composition using silicone oil, polyether-modified silicone is used as a surfactant. However, the polyether-modified silicone has a problem that it generates an irritating odor such as aldehyde over time. Further, the polyether-modified silicone has a problem that it is difficult to obtain a stable W / O type emulsion composition because it is inferior in emulsifying ability in a mixed oil system such as ester oil and hydrocarbon oil other than silicone oil.

  As a method of stably blending water and / or a hydrophilic functional component into an oily component, in addition to the method using the above-mentioned surfactant, water and / or a hydrophilic substance is encapsulated in a microcapsule. A method of blending in an oily substance is conceivable. Microcapsules encapsulating oily ingredients have been used in cosmetics so far. For example, a method in which water-insoluble ingredients such as medicinal ingredients and oily ingredients are encapsulated in microcapsules and these ingredients are incorporated into aqueous cosmetics and emulsifiers. It has been performed for the purpose of stably holding cosmetics. The present inventors have also proposed a microcapsule having an organopolysiloxane as a wall material and used as a microcapsule encapsulating an ultraviolet absorber or oil-based vitamins (Japanese Patent Laid-Open No. 2001-106612).

  Thus, conventionally, microcapsules encapsulating oily substances have been mainly proposed, but there are also proposals of microcapsules encapsulating hydrophilic components such as water and water-soluble moisturizing components. For example, a double capsule (Japanese Patent Laid-Open No. 61-225115) in which a water-soluble drug is used as a core, coated with a lipophilic substance, and further coated with a hydrophilic substance, or a water-soluble moisturizing ingredient is included. In addition, a compressible collapsible capsule (Japanese Patent Laid-Open No. 1-1118) having a vinyl polymer resin as a coating has been proposed. However, these capsules are intended to disintegrate the capsules and release the inclusions during use, so that the particle size is large and the wall material is hard, and there is a foreign body sensation when applied to the skin as a cosmetic. There were problems such as remaining.

Moreover, the preparation of such microcapsules often involves heating and strong stirring. On the other hand, since many hydrophilic functional ingredients are unstable to heat, etc., when preparing a microcapsule and encapsulating the hydrophilic functional ingredient, the active ingredient is destroyed by heating or the like and the activity decreases. There are problems such as coloration and odor. In addition, these microcapsules are prepared in an emulsifying system, which is destroyed at high salt concentrations. As a result, there is a problem that an aqueous solution having a high salt concentration cannot be encapsulated in a microcapsule.
JP 61-225115 A Japanese Patent Laid-Open No. 1-1118 JP 2001-106612 A

  The present invention stably mixes and holds a hydrophilic substance such as an aqueous solution of a hydrophilic functional component unstable to heat or an aqueous solution of high salt concentration in an oil component without using a surfactant. It is an object of the present invention to provide an oily substance dispersion liquid of microcapsules capable of enclosing water and / or a hydrophilic substance. The present invention also provides an encapsulated microcapsule obtained by encapsulating water and / or a hydrophilic substance in the oily substance dispersion liquid of the microcapsule, which can be stably blended and held in an oily component. It is an object of the present invention to provide an oily substance dispersion liquid. The present invention further provides an oily substance dispersion of these microcapsules and / or an oily substance dispersion of encapsulated microcapsules, and a cosmetic, eg, a W / O type cosmetic, containing an aqueous phase component and an oil phase component. The issue is to provide.

  Here, for example, the oil component that forms the oil phase of the W / O cosmetic is referred to as an oil phase component, and the oil component that disperses the microcapsules is referred to as an oil substance.

  The object of the present invention is a dispersion liquid in which microcapsules capable of enclosing water and / or a hydrophilic substance are dispersed in an oily substance, and the microcapsules are water and / or a hydrophilic substance. Is obtained by removing all or part of the water and / or hydrophilic substance contained in the wall membrane from a microcapsule containing water and / or hydrophilic substance in the wall film. It is achieved by an oily substance dispersion of microcapsules (claim 1).

  As a result of intensive studies to solve the above problems, the present inventors have a wall membrane that is permeable to water and / or a hydrophilic substance, and can be encapsulated in water and / or a hydrophilic substance. In this microcapsule, a hydrophilic substance that is useful as a cosmetic ingredient is encapsulated in a cosmetic by mixing an oily substance dispersion of the microcapsule in which the microcapsule is dispersed in an oily substance. And found that it can be stably retained in the cosmetic, thereby completing the present invention.

  The oily substance dispersion liquid of microcapsules (which can contain water and / or a hydrophilic substance) according to the present invention is a microcapsule in which microcapsules containing water and / or a hydrophilic substance are dispersed in an oily substance. The oily substance dispersion liquid is produced, and the encapsulated water and / or hydrophilic substance is removed from the microcapsules. The oily substance dispersion liquid of microcapsules enclosing water and / or a hydrophilic substance can be easily produced by the methods described in JP-A Nos. 11-2221459 and 2001-106612.

  Here, water and / or a hydrophilic substance means that it contains only water or an aqueous solution of a hydrophilic substance and a hydrophilic substance, and is not particularly limited. Examples of the hydrophilic substance include alcohols and nonvolatile glycerins. Further, salts such as NaCl which are not easily decomposed by heat or the like, and other compounds which are not easily decomposed by heat or the like can also be included. Two or more hydrophilic substances may be dissolved in the encapsulated water and / or hydrophilic substance, and other components may be dissolved. The method for removing water and / or the hydrophilic substance from the oily substance dispersion liquid of the microcapsules enclosing the water and / or the hydrophilic substance is carried out by a method such as distilling off the water and / or the hydrophilic substance under reduced pressure. be able to.

  Further, the removal of the encapsulated water and / or hydrophilic substance may be removal of a part of the encapsulated water and / or hydrophilic substance. That is, a dispersion in which microcapsules in which a part of water and / or a hydrophilic substance contained in microcapsules (and / or between microcapsules) is dispersed in an oily substance is also (water It corresponds to the oily substance dispersion of the microcapsules of the present invention (and / or the inclusion of a hydrophilic substance).

  The microcapsules enclosing the water and / or the hydrophilic substance have a wall membrane that allows the water and / or the hydrophilic substance to pass therethrough. Therefore, the microcapsules capable of enclosing water and / or hydrophilic substances dispersed in the oily substance dispersion of the present invention similarly have a wall membrane through which water and / or hydrophilic substances can permeate. The wall membrane is preferably lipophilic and hydrophilic (Claim 2). Here, the lipophilic property means a property that is easily compatible with the oil component, and the hydrophilic property is a property that is easily compatible with the hydrophilic component. Preferably, the wall membrane of the microcapsule has both of these properties. For example, a polymer having a lipophilic part such as an alkyl group or an alkylpolysiloxane part and a hydrophilic part such as a carboxyl group or a peptide bond is preferably used as a material for forming the wall film. Since the wall membrane has lipophilicity, it is stably dispersed in the oily substance. On the other hand, since it has hydrophilicity, the inclusion water is removed and re-encapsulation of the hydrophilic substance (hereinafter, similarly, water and / or hydrophilicity). That the substance is encapsulated again in the wall membrane and / or between the microcapsules is sometimes referred to as re-encapsulation).

  More preferably, the wall film of the microcapsule is formed of a polycondensation product of one or more of the silylated peptide and one or more of the silane compounds that generate two or more hydroxyl groups by hydrolysis (Claim 3).

  In particular, as the condensation polymer forming the wall film, the following general formula (I):

〔式中、Ｒ^１は水酸基又は炭素数１〜３のアルキル基を示し、Ｒ^２は側鎖の末端にアミノ基を有する塩基性アミノ酸の末端アミノ基を除く側鎖の残基を示し、Ｒ^３はＲ^２が結合するアミノ酸以外のアミノ酸側鎖を示し、Ａは結合手で−ＣＨ_２−、−（ＣＨ_２）_３−、−（ＣＨ_２）_３ＯＣＨ_２ＣＨ（ＯＨ）ＣＨ_２−及び−（ＣＨ_２）_３Ｓ−よりなる群から選ばれる少なくとも１種の基を表し、ｍは０〜５０、ｎは０〜５０、ｍ＋ｎは１〜５０である（ただし、ｍ及びｎはアミノ酸の数を示すのみで、アミノ酸配列の順序を示すものではない。）。〕で表わされるシリル化ペプチドの一種以上と、
下記一般式（II）：
Ｒ^４ｐＳIＸ（４−ｐ） （II）
〔式中、Ｒ^４は炭素原子にケイ素原子が直結する有機基で、ｐは０から２の整数で、ｐ個のＲ^４は同じでも異なっていてもよい。Ｘは水酸基、水素原子、アルコキシル基、ハロゲン基、カルボキシル基、アミノ基及びシロキシル基よりなる群から選ばれる基で、（４−ｐ）個のＸは同じでも異なっていてもよい。〕で表わされ、加水分解によって水酸基が２個以上生じるシラン化合物の一種以上を、１：２０〜１：８０のモル比で、縮重合させて得られる縮重合物が好ましく例示される（請求項４）。Ｒ^４としては、炭素数１〜１４のアルキル基が例示される。なお、一般式（I）におけるｍ及びｎ、並びに一般式（II）におけるｐ及び（４−ｐ）は下付け文字である。式（I）中のアミノ基、ペプチド結合、縮合に使用されずに残存した水酸基、カルボキシル基により、壁膜は親水性を有し、一方、式（I）中のＲ^１で表されるアルキル基、Ａで表される基、式（II）中のＲ^４で表されるアルキル基等により壁膜は親油性を有する。

[Wherein R ¹ represents a hydroxyl group or an alkyl group having 1 to 3 carbon atoms, R ² represents a residue of a side chain excluding a terminal amino group of a basic amino acid having an amino group at the end of the side chain; ³ represents an amino acid side chain other than the amino acid to which R ² is bonded; A is a bond, —CH ₂ —, — (CH ₂ ) ₃ —, — (CH ₂ ) ₃ OCH ₂ CH (OH) CH ₂ — and Represents at least one group selected from the group consisting of — (CH ₂ ) ₃ S—, m is 0 to 50, n is 0 to 50, and m + n is 1 to 50 (provided that m and n are amino acids) It only shows the number, not the order of the amino acid sequence). One or more of the silylated peptides represented by
The following general formula (II):
R ⁴ pSIX (4-p) (II)
[Wherein, R ⁴ is an organic group in which a silicon atom is directly bonded to a carbon atom, p is an integer of 0 to 2, and p R ^{4 s} may be the same or different. X is a group selected from the group consisting of a hydroxyl group, a hydrogen atom, an alkoxyl group, a halogen group, a carboxyl group, an amino group, and a siloxyl group, and (4-p) pieces of X may be the same or different. Preferred examples include polycondensates obtained by polycondensation of one or more silane compounds having two or more hydroxyl groups by hydrolysis in a molar ratio of 1:20 to 1:80 (claims). Item 4). R ⁴ is exemplified by an alkyl group having 1 to 14 carbon atoms. Note that m and n in the general formula (I) and p and (4-p) in the general formula (II) are subscripts. The wall film has hydrophilicity due to the amino group, the peptide bond, the hydroxyl group remaining without being used for the condensation in the formula (I), and the carboxyl group, while the alkyl represented by R ¹ in the formula (I) The wall membrane has lipophilicity due to the group, the group represented by A, the alkyl group represented by R ⁴ in the formula (II), and the like.

  Preferably, the polycondensation of one or more of the silylated peptides represented by the general formula (I) with one or more silane compounds that generate two or more hydroxyl groups by hydrolysis represented by the general formula (II) is hydrophilic. In the presence of an organic component and an oily component immiscible with water. Claim 5 corresponds to this preferable mode.

  By removing the water and / or hydrophilic substance encapsulated from the oily substance dispersion liquid of the microcapsule having a condensation polymer of the specific silylated peptide and the specific silane compound obtained as a wall film, thus obtained, An oily substance dispersion of the microcapsules of the present invention is obtained, and the oily substance dispersion of the microcapsules of the present invention is a surfactant when blended in a cosmetic containing an oily component, particularly a W / O type cosmetic. Even without using, the microcapsules can be stably blended and held. In addition, it has excellent affinity and extensibility to the skin and rarely gives a foreign body feeling.

  In particular, by using the oily substance dispersion liquid of the microcapsules of the present invention, even when the oil phase component is a volatile silicone such as decamethylcyclopentasiloxane, a stable W / O type composition can be obtained. The effect of. Conventionally, when the oil phase component is volatile silicone, it has been difficult to obtain a stable W / O type composition.

  Further, the present inventors have found that the wall film of the microcapsule, that is, the wall film made of a polycondensation product of a specific silylated peptide and a specific silane compound, can permeate water and hydrophilic substances. I found it. Therefore, an oily substance dispersed in a microcapsule produced by a method in which an oily substance is used for the continuous phase and a polycondensation between a silylated peptide and a specific silane compound is performed with stirring in the presence of water and / or a hydrophilic substance. It is possible to remove the encapsulated water and / or hydrophilic substance from the liquid, that is, the oily substance dispersion liquid of the microcapsule encapsulating water and / or the hydrophilic substance with the condensation polymer as a wall film, In addition, re-encapsulation of water and / or hydrophilic substances in microcapsules is possible.

  The present inventor further makes the oily substance dispersion of the microcapsules from which the encapsulated water and / or hydrophilic substance is removed and water and / or the hydrophilic substance coexist in the oily component, It has been found that water and / or hydrophilic substances are stably formulated and retained in the mixture. It is considered that water and / or a hydrophilic substance is re-incorporated into the wall film of the microcapsule, and the water and / or the hydrophilic substance is stably held between the microcapsules. .

  That is, “stablely held” does not mean only when water and / or a hydrophilic substance is contained in the wall membrane of each microcapsule. For example, as shown in FIG. 1, the case where microcapsules form an aggregate, and water and / or a hydrophilic substance is stably held between the microcapsules in the aggregate. The term “encapsulation” does not mean only when water and / or a hydrophilic substance is taken into the wall membrane of the microcapsule. For example, as shown in FIG. 1, microcapsules form aggregates, and water and / or hydrophilic substances are stably held between the microcapsules in the aggregates. Applicable.

  The water and / or hydrophilic substance re-encapsulated in the oily substance dispersion liquid of the microcapsules of the present invention means water or an aqueous solution of a water-soluble substance, and is not particularly limited. Examples of the water-soluble substance include alcohols, nonvolatile glycerins, salts, saccharides, sodium hyaluronate and the like. However, the characteristics of the present invention are particularly exhibited in the case of an aqueous solution of a thermally unstable substance or an aqueous solution having a high salt concentration.

  That is, since the production of microcapsules is carried out in an emulsifying system with heating and stirring, if a hydrophilic substance that is unstable to heat is added in the production stage of the microcapsules, the hydrophilic substance may be decomposed by heat. In addition, since an aqueous solution having a high salt concentration destroys the emulsification system, it has been difficult to add them in the conventional method. However, when using the oil dispersion of the microcapsules of the present invention, these are added to the oily substance after the production of the microcapsules, and then re-encapsulated, so that they are added without problems of thermal decomposition and destruction of the emulsion system. It became possible to do. As a result, it is possible to encapsulate hydrophilic substances that were conventionally difficult to be blended, such as hydrophilic functional components that are unstable to heat and aqueous solutions having a high salt concentration. Therefore, the present invention makes it possible to stably mix and maintain an aqueous solution of a hydrophilic functional component that is unstable to heat, an aqueous solution of high salt concentration, etc. in an oil component, particularly in a W / O type composition. became.

  As a second aspect of the present invention, the microcapsules dispersed in the oily substance dispersion liquid (first aspect) of the microcapsules capable of encapsulating water and / or a hydrophilic substance are used. Provided is an oily substance dispersion of encapsulated microcapsules characterized by containing water and / or a hydrophilic substance (Claim 6). The re-encapsulation of water and / or a hydrophilic substance is an oily substance of a microcapsule that can encapsulate the water and / or the hydrophilic substance in a hydrophilic substance to be encapsulated or in a liquid containing the hydrophilic substance. This can be done by adding the dispersion and stirring. Alternatively, a method of adding a hydrophilic substance to be encapsulated into the oily substance dispersion of the microcapsules and stirring the mixture can also be performed.

  The addition of the hydrophilic substance is performed after the manufacturing process of the oily substance dispersion liquid of microcapsules performed in an emulsification system with heating and stirring (that is, after the dispersion liquid is manufactured and the contained water is removed). There is usually no long-term high-temperature heating or strong stirring during or after the addition. As a result, it is possible to encapsulate hydrophilic substances that are difficult to encapsulate with conventional microcapsules, such as aqueous solutions of hydrophilic functional components that are unstable to heat and aqueous solutions with a high salt concentration. Claim 7 corresponds to this aspect. Here, the thermally unstable substance means a substance that decomposes or deteriorates in heating conditions in the manufacturing process of the microcapsule, for example, 50 ° C. or more for about 48 hours. For example, vitamins such as ascorbic acid and the like Derivatives thereof, oxidizing agents such as aqueous hydrogen peroxide and sodium bromate, reducing agents such as sodium sulfite and sodium hydrogen sulfite, reducing sugars and the like can be mentioned.

  More specifically, the hydrophilic substance to be re-encapsulated in the microcapsules in the oily substance dispersion of the present invention includes a moisturizing ingredient, a pharmacologically active ingredient, a dye, water-soluble vitamins and derivatives thereof, a plant extract, a saccharide and One or two or more kinds selected from derivatives, amino acids, proteins, protein hydrolysates and derivatives thereof, and aqueous solutions of organic salts are preferably exemplified (claim 8).

  The oily substance used as a dispersion medium for the microcapsules in the oily substance dispersion liquid of the microcapsules capable of encapsulating water and / or hydrophilic substances and the oily substance dispersion liquid of the encapsulated microcapsules is a hydrocarbon. , Esters, oils and fats, waxes, silicone oils, higher alcohols, higher fatty acids (claims 9 and 10), and the like.

  The present invention contains, as a third aspect thereof, the oily substance dispersion liquid of microcapsules capable of encapsulating water and / or hydrophilic substances, and / or the oily substance dispersion liquid of encapsulated microcapsules. In other words, a cosmetic comprising the dispersion, an aqueous phase component, and an oil phase component (claims 11 and 12) is provided. Examples of the cosmetics include O / W type cosmetics, W / O type cosmetics, and O / W / O type cosmetics and W / O / W type cosmetics described later. By incorporating the oily substance dispersion liquid of the microcapsules and / or the oily substance dispersion liquid of the encapsulated microcapsules into the W / O-type cosmetics or the cosmetics mainly composed of oily ingredients, Excellent effects as shown in FIG.

  That is, conventionally, it has been difficult to stably mix and maintain a hydrophilic substance in a W / O cosmetic without using a surfactant, but a stable W / O cosmetic can be obtained according to the present invention. . Here, as the oil phase component, volatile silicone such as decamethylcyclopentasiloxane is preferable from the viewpoint of use feeling (claim 13). When the oil phase component is volatile silicone, it has been difficult to obtain a stable W / O type cosmetic. However, according to the present invention, a volatile silicone is used as the oil phase component to obtain a stable W / O type cosmetic. be able to.

  Furthermore, the oily substance dispersion liquid of the microcapsule which can enclose the said water and / or a hydrophilic substance, and / or the oily substance dispersion liquid of the encapsulated microcapsule are contained, O / W / O characterized by the above-mentioned Type cosmetics and W / O / W type cosmetics can also be obtained. The W / O type cosmetics and O / W / O type cosmetics are stable without causing segregation over time, but when applied to the skin, minute water droplets are produced during the application, and the feeling of freshness is felt. May have the property of

  By using the oily substance dispersion liquid of the microcapsules of the present invention and the oily substance dispersion liquid of the encapsulated microcapsules, water and / or a hydrophilic substance can be stably mixed in the oily component without using a surfactant. Can be held. The oily substance dispersion liquid of the microcapsules and the oily substance dispersion liquid of the encapsulated microcapsules constitute a cosmetic, particularly a W / O type cosmetic, together with the water phase component and the oil phase component, in which water and / or Can stably hold hydrophilic substances

  Moreover, the re-encapsulation of the hydrophilic substance and the blending into the cosmetic is performed after the formation of the microcapsule wall film, and it is not accompanied by heating or strong stirring at a high temperature for a long time after the re-encapsulation or the blending. Therefore, even an aqueous solution of a substance unstable to heat or the like can be added to the cosmetic, and problems such as deactivation of active ingredients, coloring, and odor generation due to heating or the like do not occur. Also, an aqueous solution having a high salt concentration that destroys the emulsification system can be included or blended.

  In addition, the oily substance dispersion liquid of microcapsules and the oily substance dispersion liquid of encapsulated microcapsules that can encapsulate water and / or hydrophilic substances of the present invention have excellent affinity and extensibility to the skin. Even if it is blended in cosmetics, it does not give a foreign body feeling. Therefore, the cosmetic of the present invention can be formulated stably even if it is an aqueous solution of a substance unstable to heat or an aqueous solution having a high salt concentration, and does not give a foreign body feeling to the skin. Is preferably used.

  Next, the form for implementing this invention is demonstrated more concretely.

Examples of the basic amino acid containing R ² in the general formula (I), that is, the basic amino acid having an amino group at the end of the side chain include lysine, arginine, hydroxylysine and the like. Examples of amino acids containing R ³ , that is, amino acids other than the above basic amino acids include, for example, glutamic acid, aspartic acid, alanine, serine, threonine, valine, methionine, leucine, isoleucine, tyrosine, phenylalanine, proline, hydroxyproline, etc. Is mentioned.

  In the silylated peptide represented by the general formula (I), m is 0 to 50, preferably more than 0 and 10 or less, n is 0 to 50, preferably 0 to 10, and m + n is 1 to 50, preferably. Is 1-10. When m is larger than the above range, the amount of the hydrophilic substance that can be encapsulated in the microcapsule is reduced, or the network structure of the wall film becomes too dense, making it difficult for the hydrophilic substance to penetrate the wall film. Re-encapsulation of hydrophilic substances may be impossible. When n is larger than the above range, the peptide site becomes larger than the silicone site, making it difficult to prepare cosmetics. When m + n is larger than the above range, the network structure of the wall film becomes coarse and encapsulation becomes difficult. The above m, n and m + n are theoretically integers. However, when the peptide portion is a hydrolyzed peptide, the hydrolyzed peptide is obtained as a mixture having different molecular weights, so the measured value is an average. Value.

  The peptide portion of the silylated peptide represented by the general formula (I) is a hydrolyzed peptide obtained by partial hydrolysis of a natural peptide, synthetic peptide, or protein (protein) with acid, alkali, enzyme, or a combination thereof. However, hydrolyzed peptides are preferred because of the availability of proteins and the ease of controlling the molecular weight of the peptide moiety.

  Examples of hydrolyzed peptides include collagen (including gelatin, which is a modified product thereof), keratin, silk fibroin (silk), sericin, casein, conchiolin, elastin, chicken, duck egg yolk protein, egg white protein, soybean Proteins, wheat protein, corn protein, rice (rice bran) protein, potato protein, and other animal or plant-derived proteins, yeasts belonging to the genus Saccharomyces, Candida, and Endomycopsis, and so-called brewer's yeast, sake yeast A peptide obtained by partially hydrolyzing a protein derived from a microorganism such as a yeast protein isolated from a mushroom, a protein extracted from mushrooms (basidiomycetes), or a protein isolated from chlorella with acid, alkali, enzyme, or a combination thereof. Can be mentioned. Among these, silk fibroin is preferably used as the protein source because W / O type cosmetics are easily obtained.

  Examples of the synthetic peptide include polyglutamic acid and its salt, polyaspartic acid and its salt, polyglycine, polylysine and the like.

  Specific examples of the silane compound represented by the general formula (II), which is the other component constituting the wall film of the microcapsule and in which two or more hydroxyl groups are generated by hydrolysis, include tetramethoxysilane, methyltrimethoxysilane, Methyldimethoxysilane, dimethyldimethoxysilane, phenyltrimethoxysilane, diphenyldimethoxysilane, hexyltrimethoxysilane, decyltrimethoxysilane, vinyltrimethoxysilane, 3-methacryloxypropyltrimethoxysilane, 3-methacryloxypropylmethyldimethoxysilane, N- (2-aminoethyl) -3-aminopropyltrimethoxysilane, N- (2-aminoethyl) -3-aminopropylmethyldimethoxysilane, 3-aminopropyltrimethoxysilane, N-phenyl-3-aminopropyl Pyrtrimethoxysilane, 3-chloropropyltrimethoxysilane, 3-chloropropylmethyldimethoxysilane, 3-mercaptopropyltrimethoxysilane, 3-glycidoxypropyltrimethoxysilane, 3-glycidoxypropylmethyldimethoxysilane, dimethyl Octadecyl [3- (trimethoxysilyl) propyl] ammonium chloride, 3- (trimethoxysilyl) propyl polyoxyethylene (10) ether, tetraethoxysilane, methyltriethoxysilane, methyldiethoxysilane, dimethyldiethoxysilane, phenyl Triethoxysilane, diphenyldiethoxysilane, hexyltriethoxysilane, octyltriethoxysilane, decyltriethoxysilane, vinyltriethoxysilane, 3-methacrylo Xylpropyltriethoxysilane, 3-methacryloxypropylmethyldiethoxysilane, N- (2-aminoethyl) -3-aminopropyltriethoxysilane, N- (2-aminoethyl) -3-aminopropylmethyldiethoxysilane 3-aminopropyltriethoxysilane, 3-chloropropyltriethoxysilane, 3-chloropropylmethyldiethoxysilane, 3-glycidoxypropyltriethoxysilane, 3-glycidoxypropylmethyldiethoxysilane, 3-isocyanate Examples include propyltriethoxysilane, methyldichlorosilane, methyltrichlorosilane, dimethyldichlorosilane, phenyltrichlorosilane, diphenyldichlorosilane, vinyltrichlorosilane, and 3-chloropropylmethyldichlorosilane. .

  The oily substance dispersion liquid of microcapsules capable of encapsulating water and / or hydrophilic substances according to the present invention is obtained by, for example, the silylation according to the method described in JP-A Nos. 11-2221459 and 2001-106612. One or more types of peptides and one or more types of the above silane compounds are reacted at a reaction ratio of 1:20 to 1:80 (molar ratio), and are encapsulated in a system having water and / or a hydrophilic substance, and an oily substance in a continuous phase. Can be produced by removing the water and / or hydrophilic substance contained therein after obtaining an oily substance dispersion of microcapsules containing water and / or a hydrophilic substance. .

  The oily component used as the continuous phase is not particularly limited as long as it does not dissolve in water. Hydrocarbons such as squalane and liquid paraffin, cetyl 2-ethylhexanoate, 2-ethylhexyl palmitate, tri-2-ethylhexane Esters such as glyceryl acid, tri (capryl / capric acid) glyceryl, isostearyl isostearate and glyceryl triisostearate, oils such as olive oil and macadamia nut oil, waxes such as jojoba oil and oleyl oleate, dimethylpolysiloxane, Examples thereof include silicone oils such as decamethylcyclopentasiloxane, higher alcohols such as cetanol and isostearyl alcohol, and higher fatty acids such as isopalmitic acid and isostearic acid. Among these, since it is necessary to emulsify at 50 to 95 ° C., it is preferable to use hydrocarbons, esters, silicone oils, and fats and oils.

  In the reaction using the silylated peptide and the silane compound, if the silylated peptide: silane compound (reaction ratio, molar ratio) is less than 1:20, the resulting microcapsules are hydrophobic substances. Even when there are more silane compounds than 1:80, the resulting microcapsules are O / W type, so a reaction ratio within the above range is adopted. .

  In the microcapsule dispersion encapsulating water and / or the hydrophilic substance used in the production of the oily substance dispersion of the microcapsule (capable of encapsulating water and / or a hydrophilic substance) of the present invention, The inclusion rate of water and / or hydrophilic substance (in the case of containing an aqueous solution, the inclusion rate of the aqueous solution) is not particularly limited.

  If the microcapsules enclosing water and / or hydrophilic substance are non-volatile hydrophilic substance aqueous solution, only volatile components such as water are removed, and non-volatile hydrophilic substance is removed. It can be obtained as an oily substance dispersion of encapsulated microcapsules.

  Removal of volatile components in the water and / or hydrophilic substance contained therein can be carried out by directly depressurizing the oily substance dispersion liquid of the microcapsules with an evaporator or the like. Further, after separating and collecting the microcapsules from the dispersion of microcapsules obtained by the above reaction by centrifugation or filtration, the volatile components in water and / or hydrophilic substances are distilled off under reduced pressure. May be.

  The hydrophilic substance to be re-encapsulated in the oily substance dispersion liquid of microcapsules capable of enclosing water and / or hydrophilic substance is not particularly limited as long as it is water or an aqueous solution of a water-soluble substance. For example, glycerin, 1,3- Polyhydric alcohols such as butylene glycol and erythritol, amino acids such as glycine, alanine, arginine, lysine, glutamic acid, aspartic acid, ornithine, proteins, hydrolyzed proteins and derivatives thereof, saccharides such as hyaluronic acid, chitin and chitosan and derivatives thereof, Moisturizing ingredients such as water-soluble polymers, pharmacologically active ingredients such as dipotassium glycyrrhizinate, azulene and penicillin, ascorbic acid, sodium ascorbate phosphate, magnesium ascorbate phosphate, L-ascorbic acid 2-glucoside, vitamin Bs , Vitamin P, guru Water-soluble vitamins such as sylhesperidin, plant extracts such as licorice extract, Sakuhakuhi extract, peach leaf extract, water-soluble synthetic and natural dyes, oxidizing agents, reducing agents, fungicides, enzymes, various Examples thereof include salts and the like and aqueous solutions thereof. Moreover, medicinal components such as whitening agents, anti-inflammatory agents, blood circulation promoters and the like other than those exemplified here, and aqueous solutions thereof can be re-encapsulated.

  Among these, amino acids such as glycine, alanine, arginine, lysine, glutamic acid, aspartic acid, ornithine, proteins, hydrolyzed proteins and derivatives thereof, ascorbic acid, ascorbic acid phosphorus are particularly effective for the effects of the present invention. Acid ester magnesium, ascorbic acid and its derivatives such as L-ascorbic acid 2-glucoside, arbutin, ascorbic acid sodium phosphate ester, glycyrrhizic acid and / or salt thereof, glycyrrhetinic acid and / or salt thereof, N-glyceryl amino acid and / or Or the salt etc. can be mentioned. The hydrophilic substance to be re-encapsulated may be a mixture of two or more of those exemplified.

  In addition, the re-encapsulated water and / or hydrophilic substance may contain a compound having no hydrophilicity, for example, a fluorine compound such as perfluoropolyether, as long as the gist of the present invention is not impaired.

  In the oily substance dispersion liquid of microcapsules capable of encapsulating water and / or hydrophilic substances and the oily substance dispersion liquid of encapsulated microcapsules obtained as described above, a hydroxyl group remains in the terminal silyl group. Therefore, the capsules may be aggregated. Therefore, in order to prevent aggregation, it is preferable to further react with a silane compound in which one hydroxyl group directly bonded to the silicon atom is obtained by hydrolysis, such as triethylchlorosilane, trimethylchlorosilane, trimethylethoxysilane, and trimethylmethoxysilane. In addition to the above, compounds having two silicon atoms, such as hexamethyldisilazane and hexamethyldisiloxane, can be used because one hydroxyl group directly bonded to the silicon atom is produced by hydrolysis.

  An oily substance dispersion of microcapsules capable of encapsulating water and / or hydrophilic substances prepared as described above, and / or an oily substance dispersion of encapsulated microcapsules encapsulating hydrophilic substances, By containing it in the preparation, a cosmetic having the excellent properties as described above can be obtained. Here, the cosmetic is meant to include all cosmetics, quasi-drugs, pharmaceuticals and the like that are used as external preparations for skin and hair.

  The content of the microcapsule in the oily substance dispersion liquid of the microcapsule capable of encapsulating water and / or a hydrophilic substance of the present invention is preferably 10 to 80% by mass, and more preferably 20 to 50% by mass. Further, the content of the encapsulated microcapsules encapsulating water and / or a hydrophilic substance in the oily substance dispersion is preferably 20 to 90% by mass, and more preferably 50 to 80% by mass. Here, the content of the encapsulated microcapsules includes the mass of water and / or a hydrophilic substance encapsulated between the microcapsules.

  That is, when the content of the microcapsules in the oily substance dispersion is not more than the above range, the amount of the hydrophilic substance to be blended is reduced, and the practical value is lowered. On the other hand, when the above range is exceeded, the viscosity of the oily substance dispersion becomes high and preparation becomes difficult.

  The amount of the microcapsule oily substance dispersion capable of encapsulating water and / or hydrophilic substance of the present invention, and the amount of the encapsulated microcapsule oily substance dispersion in the cosmetic is the type of hydrophilic substance and its activity, Although it varies depending on the encapsulation rate of the oily substance dispersion liquid of the microcapsules and the type of the cosmetic, it is generally preferably 0.05 to 90% by mass, more preferably 0.1 to 70% by mass in the cosmetic. That is, when the content of the oily substance dispersion liquid of the microcapsules in the cosmetic is not more than the above range, the amount of the hydrophilic substance contained in the oily substance dispersion liquid of the microcapsules that can contain the hydrophilic substance is small. There is a possibility that the effect is small. In the case of an oily substance dispersion of encapsulated microcapsules, the effect of the hydrophilic substance to be encapsulated may not be sufficiently exhibited. Conversely, if the content of the oily substance dispersion liquid of the microcapsules in the cosmetic exceeds the above range, depending on the emulsified cosmetic, there is a possibility that the microcapsules may not be uniformly dispersed and applied to the skin. There is a risk of stickiness due to microcapsules.

  The oily substance dispersion of microcapsules capable of encapsulating water and / or hydrophilic substances contained in the cosmetic of the present invention, and the particle size of the microcapsules in the oily substance dispersion of encapsulated microcapsules is 0.01. 10 μm is preferred. That is, when the particle diameter of the microcapsule is less than 0.01 μm, there is no feeling effect such as a feeling of slipping on the skin and easiness of spreading, and when the particle diameter of the microcapsule exceeds 10 μm, a rough and uncomfortable feeling may occur.

  The formulation of the oily substance dispersion liquid of the microcapsules of the present invention into the cosmetic may be mixed and stirred simultaneously with other ingredients when preparing the cosmetic preparation, or the oily substance dispersion of the microcapsules may be carried out. You may mix | blend later and fully stir and disperse | distribute to the cosmetics which mix | blended all other components other than a liquid. For example, in the case of an oily substance dispersion of a microcapsule capable of enclosing water and / or a hydrophilic substance, the microcapsule of the present invention is contained in an oily ingredient to which a hydrophilic substance to be re-encapsulated and other compounding ingredients are added. An oily substance dispersion may be added and dispersed with sufficient stirring. In cosmetics, one type of the oily substance dispersion liquid of the microcapsules of the present invention may be used alone, or two or more types may be mixed and used.

  The effect of the present invention is impaired in the oily substance dispersion liquid of microcapsules capable of encapsulating water and / or hydrophilic substances of the present invention and / or the cosmetic containing the oily substance dispersion liquid of encapsulated microcapsules. Other components can be added as appropriate within the range. Examples of such components include anionic surfactants, nonionic surfactants, cationic surfactants, amphoteric surfactants, cationic polymers, amphoteric polymers, anionic polymers, thickeners, animal and plant extracts. , Polysaccharides or derivatives thereof, hydrolyzed peptides and derivatives of proteins derived from animals, plants and microorganisms, synthetic peptides such as polyglutamic acid and its salts, polyaspartic acid and its salts, wetting agents, lower alcohols, polyvalent Alcohols, higher alcohols, amino acids, fats and oils, silicones, preservatives, fragrances, pigments, dyes, ultraviolet absorbers, inorganic powders and the like can be mentioned.

  Cosmetics that can easily exhibit the effects of the present invention include liquid foundation, powder foundation, lipstick, lip balm, concealer, blusher, face color, eyeliner, eyebrow, eye shadow, mascara, lip gloss, sunscreen cream, cleansing oil , Cleansing milk, whitening stick, essence, nose pack, antiperspirant and the like.

  EXAMPLES Next, although an Example is given and this invention is demonstrated further more concretely, this invention is not limited only to those Examples. In the following examples and comparative examples, the blending amounts of the respective components are based on parts by mass, and% represents mass%. Moreover, about the thing whose compounding quantity is not solid content, solid content concentration is shown in parenthesis after the component name.

Example 1 Oily substance dispersion liquid (I) of microcapsules capable of enclosing water and / or hydrophilic substance
[Production of oily dispersion of microcapsules containing water]
A round bottom cylindrical glass reaction vessel having an inner diameter of 12 cm and a capacity of 2 liters equipped with a dropping funnel and a reflux condenser on the upper lid and a mechanical stirrer was previously charged with 125.8 g of water and N- [2-hydroxy-3- (3 '-Methyldihydroxysilyl) propoxy] propyl hydrolyzed silk (molecular weight of hydrolyzed silk is about 600 in terms of number average molecular weight) 14.7 g and 18% hydrochloric acid 4.4 g are put in, and while stirring at 50 ° C. and 250 rpm, methyl is added. A mixture of 27.3 g of triethoxysilane and 84.7 g of octyltriethoxysilane was dropped from the dropping funnel over 30 minutes, and stirring was further continued at 50 ° C. and 250 rpm for 16 hours. The stirring speed was increased to 600 rpm, 180.0 g of tri (capryl / capric acid) glyceryl serving as the outer phase of the capsule was added while stirring, and 4.6 g of a 20% aqueous sodium hydroxide solution was added dropwise to adjust the pH to 6, 205.8 g of water as an internal phase was added, and stirring was further continued at 50 ° C. and 600 rpm for 1.5 hours.

  Subsequently, 5.0 g of trimethylchlorosilane was added while stirring at 50 ° C. and 600 rpm, and stirring was further continued at 50 ° C. and 600 rpm for 1 hour. After 36.4 g of 5% aqueous sodium hydroxide solution was added dropwise to this reaction solution to adjust to pH 6, stirring was continued at 50 ° C. and 600 rpm for 30 minutes, and then the stirring speed was lowered to 400 rpm. The mixture was heated to reflux at 92 ° C. for 2 hours while raising the temperature of the mixture. This reaction liquid was cooled while stirring at 400 rpm at room temperature to obtain 633.6 g of tri (capryl / capric acid) glyceryl dispersion of microcapsules enclosing water.

[Production of microcapsule oily substance dispersion capable of enclosing water and / or hydrophilic substance]
Next, from the tri (capryl / capric acid) glyceryl dispersion of the microcapsules encapsulating the water, 370.5 g of water was distilled off by a rotary evaporator under reduced pressure at 50 ° C., and the tricapsules of the microcapsules (capryl / capric acid) ) 263.1 g of glyceryl dispersion was obtained.

  Again, 5.0 g of trimethylchlorosilane was added while stirring at 50 ° C. and 300 rpm, and stirring was further continued at 50 ° C. and 300 rpm for 1 hour. After 36.0 g of 5% aqueous sodium hydroxide solution was added dropwise to the reaction solution to adjust the pH to 6, the stirring was continued for 30 minutes at 50 ° C. and 400 rpm, and then the temperature of the reaction solution was gradually increased while stirring. And refluxed at 80 ° C. for 1 hour. 34.2 g of water was distilled off from a tri (capryl / capric acid) glyceryl dispersion of the water-encapsulated microcapsule at 50 ° C. using a rotary evaporator under reduced pressure, and the microcapsule capable of encapsulating water and / or a hydrophilic substance was obtained. 269.1 g was obtained as a tri (capryl / capric acid) glyceryl dispersion.

Example 2 Oily substance dispersion liquid (II) of microcapsules capable of enclosing water and / or hydrophilic substance
[Production of oily dispersion of microcapsules containing water]
A round bottom cylindrical glass reaction vessel having an inner diameter of 12 cm and a capacity of 2 liters equipped with a dropping funnel and a reflux condenser on the upper lid and a mechanical stirrer was previously charged with 102.9 g of water and N- [2-hydroxy-3- (tri Hydroxysilyl) propoxy] propyl hydrolyzed silk (molecular weight of hydrolyzed silk is about 600 in terms of number average molecular weight) 11.4 g and 3.8 g of 18% hydrochloric acid were added and tetraethoxysilane was stirred at 50 ° C. and 250 rpm. A mixture of 2.5 g, methyltriethoxysilane 21.5 g, and octyltriethoxysilane 66.6 g was added dropwise from the dropping funnel over 30 minutes, and stirring was further continued at 50 ° C. and 250 rpm for 16 hours. The stirring speed was increased to 600 rpm, 155.2 g of tri (capryl / capric acid) glyceryl serving as the outer phase of the capsule was added while stirring, and 3.9 g of a 20% aqueous sodium hydroxide solution was added dropwise to adjust the pH to 6, 182.8 g of water as an internal phase was added, and stirring was further continued at 50 ° C. and 600 rpm for 1.5 hours.

  Next, the reaction solution prepared as described above was transferred to a homomixer container and micronized by applying the homomixer at 50 ° C. and 10,000 rpm for 30 minutes. The reaction solution was transferred to the original reaction vessel, 12.9 g of methyltriethoxysilane and 1.8 g of methyltrichlorosilane were added while stirring at 50 ° C. and 600 rpm, and stirring was further continued at 50 ° C. and 600 rpm for 1 hour. To this reaction solution, 35.8 g of 5% aqueous sodium hydroxide solution was added dropwise to adjust the pH to 6, followed by stirring at 50 ° C. and 600 rpm for 30 minutes.

  Subsequently, 5.7 g of trimethylethoxysilane and 5.2 g of trimethylchlorosilane were added while stirring at 50 ° C. and 600 rpm, and stirring was further continued at 50 ° C. and 600 rpm for 1 hour. After 40.2 g of 5% aqueous sodium hydroxide solution was added dropwise to this reaction solution to adjust to pH 6, stirring was continued for 30 minutes at 50 ° C. and 600 rpm, then the stirring speed was lowered to 400 rpm and the reaction solution was gradually stirred. The mixture was heated to reflux at 92 ° C. for 2 hours while raising the temperature of the mixture. This reaction solution was cooled at 400 rpm with stirring at room temperature, and 594.8 g of a microcapsule containing water was obtained as a tri (capryl / capric acid) glyceryl dispersion.

[Production of microcapsule oily substance dispersion capable of enclosing water and / or hydrophilic substance]
Next, 361.1 g of water is distilled off from the tri (capryl / capric acid) glyceryl dispersion of the microcapsules enclosing the water at 50 ° C. using a rotary evaporator under reduced pressure, thereby enclosing the water and / or the hydrophilic substance. 233.7 g of a tri (capryl / capric acid) glyceryl dispersion of a microcapsule capable of the above was obtained.

[Production of oily substance dispersion of encapsulated microcapsules containing water]
Take 48.8 g of tricapsule (capryl / capric acid) glyceryl dispersion of the obtained microcapsules in a 200 ml beaker, add 51.2 g of purified water, and stir at 3000 rpm with a homodisper for 30 minutes. A viscous dispersion was obtained.

  When this viscous dispersion was observed with an optical microscope at 1000 times, dispersed particles and aggregates of particles were observed, and it was confirmed that when the pressure was applied to these particles, the wall film was destroyed and the retentate flowed out. It was done. The viscous dispersion was centrifuged at 15000 G for 2 hours at 20 ° C., and it was uniform without separation of purified water. Therefore, it was clear that water was blended stably. Furthermore, this viscous dispersion was not dispersed in water, and it was confirmed that the continuous phase was an oily substance. Therefore, it was clear that this viscous dispersion was obtained by dispersing microcapsules enclosing (stablely holding) water in tri (capryl / capric acid) glyceryl. (Hereinafter, a dispersion of microcapsules enclosing (stablely holding) water (or hydrophilic substance) like this dispersion is referred to as a dispersion of microcapsules encapsulating water (or hydrophilic substance).)

Example 3 Oily substance dispersion liquid (III) of microcapsules capable of enclosing water and / or hydrophilic substance
[Production of oily dispersion of microcapsules containing water]
In a reaction vessel made of a round bottom cylindrical glass equipped with a dropping funnel and a reflux condenser on the upper lid and having an internal diameter of 12 cm and a capacity of 2 liters equipped with a mechanical stirrer, 112.5 g of water and N- [2-hydroxy-3- (3 '-Methyldihydroxysilyl) propoxy] propyl hydrolyzed silk 12.5 g and 18% hydrochloric acid 5.3 g were put, and while stirring at 50 ° C. and 250 rpm, 26.0 g of methyltriethoxysilane and 80.octyltriethoxysilane 80. 5 g of the mixture was dropped from the dropping funnel over 30 minutes, and stirring was further continued at 50 ° C. and 250 rpm for 16 hours. The stirring speed was increased to 600 rpm, 194.5 g of tri (capryl / capric acid) glyceryl serving as the outer phase of the capsule was added while stirring, and 4.7 g of 20% aqueous sodium hydroxide solution was added dropwise to adjust the pH to 6, 201.7 g of water as an internal phase was added, and stirring was further continued at 50 ° C. and 600 rpm for 1.5 hours.

  Subsequently, 6.3 g of trimethylchlorosilane was added while stirring at 50 ° C. and 600 rpm, and then stirring was continued at 50 ° C. and 600 rpm for 1 hour. Further, 6.1 g of 18% hydrochloric acid was added to adjust the pH to 2, and again N- [2-hydroxy-3- (3′-methyldihydroxysilyl) propoxy] propyl hydrolyzed silk (25% aqueous solution) aqueous dispersion 62 0.5 g was added and stirring was continued at 50 ° C. and 600 rpm for 16 hours. 58.1 g of 5% aqueous sodium hydroxide solution was added dropwise to the reaction solution to adjust the pH to 6, and stirring was continued at 50 ° C. and 600 rpm for 30 minutes. Then, the stirring speed was lowered to 400 rpm, and the reaction solution was gradually stirred. The mixture was heated to reflux at 92 ° C. for 2 hours while the temperature was raised and refluxed. The reaction solution was cooled while stirring at room temperature at 400 rpm to obtain 718.5 g of tri (capryl / capric acid) glyceryl dispersion of microcapsules enclosing water.

[Production of microcapsule oily substance dispersion capable of enclosing water and / or hydrophilic substance]
Next, 428.4 g of water is distilled off from the tri (capryl / capric acid) glyceryl dispersion of the microcapsules enclosing the water at 50 ° C. using a rotary evaporator under reduced pressure, thereby enclosing the water and / or the hydrophilic substance. 290.1 g of a tri (capryl / capric acid) glyceryl dispersion of a microcapsule capable of being obtained was obtained.

Example 4 Oily substance dispersion liquid (IV) of microcapsules capable of enclosing water and / or hydrophilic substance
[Production of oily dispersion of microcapsules containing water]
The top lid was equipped with a dropping funnel and a reflux condenser, and in a round bottom cylindrical glass reaction vessel with an internal diameter of 12 cm and a capacity of 2 liters equipped with a mechanical stirrer, 126.0 g of water and N- [2-hydroxy-3- (3 '-Methyldihydroxysilyl) propoxy] propyl hydrolyzed silk (14.0 g) and 18% hydrochloric acid (5.5 g) were added, and while stirring at 50 ° C. and 250 rpm, 29.1 g of methyltriethoxysilane and 90.octyltriethoxysilane. 2 g of the mixture was dropped from the dropping funnel over 30 minutes, and stirring was further continued at 50 ° C. and 250 rpm for 16 hours. After increasing the stirring speed to 600 rpm and adding 190.0 g of tri (capryl / capric acid) glyceryl which is the outer phase of the capsule while stirring, 4.8 g of a 20% aqueous sodium hydroxide solution was added dropwise to adjust the pH to 6, 212.9 g of water as an internal phase was added, and stirring was further continued at 50 ° C. and 600 rpm for 1.5 hours.

  Separately from this reaction solution, 62.0 g of water and 13.0 g of a 20% aqueous sodium hydroxide solution were placed in a beaker with a capacity of 100 ml in advance, and the mixture was stirred at 50 ° C. and 300 rpm with 3-glycidoxypropylmethyldiethyldioxide. 28.2 g of ethoxysilane was added dropwise over 1 hour, and stirring was further continued at 50 ° C. and 300 rpm for 6 hours. To this reaction solution, 7.0 g of 18% hydrochloric acid was added dropwise to adjust the pH to 6 to obtain 110.0 g of a silane reaction solution (25% aqueous solution).

  While stirring at 50 ° C. and 600 rpm, 7.1 g of trimethylchlorosilane was added to the reaction solution, and stirring was continued at 50 ° C. and 600 rpm for 1 hour. Further, 5.8 g of 18% hydrochloric acid was added to this reaction solution, 18.0 g of a silane reaction solution which had been reacted in advance was added, and stirring was continued at 50 ° C. and 600 rpm for 16 hours. 58.5 g of 5% aqueous sodium hydroxide solution was added dropwise to the reaction solution to adjust the pH to 6. After stirring for 30 minutes at 50 ° C. and 600 rpm, the stirring speed was lowered to 400 rpm in advance, and the reaction solution was gradually stirred. The mixture was heated to reflux at 92 ° C. for 2 hours while raising the temperature of the mixture. The reaction solution was cooled while stirring at room temperature at 400 rpm to obtain 703.7 g of a tri (capryl / capric acid) glyceryl dispersion of microcapsules enclosing water.

[Production of microcapsule oily substance dispersion capable of enclosing water and / or hydrophilic substance]
Next, 420.1 g of water is distilled off from the tri (capryl / capric acid) glyceryl dispersion of the microcapsules enclosing the water at 50 ° C. using a rotary evaporator under reduced pressure, thereby enclosing the water and / or the hydrophilic substance. Thus, 283.6 g of tri (capryl / capric acid) glyceryl dispersion of microcapsules capable of being obtained was obtained.

Example 5 Oily substance dispersion liquid of microcapsules encapsulating glycerin (V)
[Production of oily substance dispersion of microcapsules enclosing water and glycerin]
Into a round bottom cylindrical glass reaction vessel having an inner diameter of 12 cm and a capacity of 2 liters equipped with a dropping funnel and a reflux condenser on the top lid and equipped with a mechanical stirrer, 126.1 g of water and N- [2-hydroxy-3- (3 '-Methyldihydroxysilyl) propoxy] propyl hydrolyzed silk (molecular weight of hydrolyzed silk is about 600 in terms of number average molecular weight) 12.8 g and 18% hydrochloric acid 5.5 g are put in, and methyl is stirred at 50 ° C. and 250 rpm. A mixture of 26.6 g of triethoxysilane and 82.4 g of octyltriethoxysilane was dropped from the dropping funnel over 30 minutes, and stirring was further continued at 50 ° C. and 250 rpm for 16 hours. The stirring speed was increased to 600 rpm, and 164.8 g of tri (capryl / capric acid) glyceryl serving as the outer phase of the capsule was added while stirring, and 5.1 g of a 20% aqueous sodium hydroxide solution was added dropwise to adjust the pH to 6, 178.2 g of glycerin as an internal phase was added, and stirring was further continued at 50 ° C. and 600 rpm for 1.5 hours.

  Subsequently, 6.5 g of trimethylchlorosilane was added while stirring at 50 ° C. and 600 rpm, and stirring was further continued at 50 ° C. and 600 rpm for 1 hour. After 48.0 g of 5% aqueous sodium hydroxide solution was added dropwise to this reaction solution to adjust to pH 6, stirring was continued at 50 ° C. and 600 rpm for 30 minutes, and then the stirring speed was lowered to 400 rpm. The mixture was heated to reflux at 92 ° C. for 2 hours while raising the temperature of the mixture. The reaction solution was cooled while stirring at room temperature at 400 rpm to obtain 603.6 g of a tri (capryl / capric acid) glyceryl dispersion of microcapsules enclosing water and glycerin.

[Production of oily substance dispersion of glycerin-encapsulated microcapsules]
Next, 180.3 g of water was distilled off from the tri (capryl / capric acid) glyceryl dispersion of microcapsules enclosing the water and glycerin at 50 ° C. using a rotary evaporator under reduced pressure, encapsulating the glycerin, 426.6 g of tri (capryl / capric acid) glyceryl dispersion of a microcapsule capable of encapsulating was obtained.

Example 6 Oily substance dispersion liquid (VI) of microcapsules capable of enclosing water and / or hydrophilic substance
The microcapsule tri (capryl / capric acid) glyceryl dispersion 50.0 g from which the encapsulated water obtained in Example 1 was removed was centrifuged at 10,000 rpm for 30 minutes in a centrifuge to remove the upper oil component. Thereafter, decamethylcyclopentasiloxane is added and dispersed with stirring, and this dispersion is again centrifuged. This operation was performed several times, decamethylcyclopentasiloxane was added so that the total amount was 50.0 g, and a decamethylcyclopentasiloxane dispersion of microcapsules from which the encapsulated water was removed was obtained.

Example 7 Production of Tri (Capryl / Capric Acid) Glyceryl Dispersion of Microcapsules Encapsulating Glycerin Aqueous Solution 15.0 g of Tri (capryl / capric acid) glyceryl dispersion of microcapsules produced in Example 1 was added with an oil component. 20.0 g of some decamethylcyclopentasiloxane was added and dispersed, and then 63.0 g of purified water and 2.0 g of glycerin were added, and the mixture was stirred with a homodisper at 3000 rpm for 30 minutes to obtain a viscous dispersion. .

  When this viscous dispersion is observed at a magnification of 1000 times with an optical microscope, dispersed particles and aggregates of particles are observed. When pressure is applied to these particles, the wall film is destroyed and the retentate flows out. Was confirmed. Further, this viscous dispersion was not dispersed in water, and it was confirmed that the continuous phase was an oily substance. Therefore, it was clear that this viscous dispersion was obtained by dispersing microcapsules encapsulating (stablely holding) an aqueous glycerin solution in a mixed oil of tri (capryl / capric) glyceryl and decamethylcyclopentasiloxane. It was.

  When this viscous dispersion was applied onto the skin and spread with a fingertip, the release of water droplets was confirmed with the naked eye.

  This viscous dispersion was centrifuged at 20 ° C. and 15000 G for 2 hours, but only the oil layer was separated into the upper layer. The lower layer microcapsules, glycerin and purified water were uniform without separation. Therefore, it was clear that the hydrophilic substance was stably blended.

Example 8 Production of a dispersion of a mixture of tri (capryl / capric acid) glyceryl and decamethylcyclopentasiloxane in a microcapsule encapsulating hydrolyzed keratin liquid Example 3 Tri (capryl / capric acid) glyceryl in a microcapsule produced in Example 3 20.0 g of decamethylcyclopentasiloxane, an oily component, was added to 15.0 g of the dispersion and dispersed therein, and further hydrolyzed keratin liquid (25% aqueous solution) [Promois WK (trade name) manufactured by Seiwa Kasei Co., Ltd. 65.0 g was added and stirred with a homodisper at 3000 rpm for 30 minutes to obtain a viscous dispersion.

  When this viscous dispersion was observed at a magnification of 1000 times with an optical microscope, dispersed particles and aggregates of particles were observed. Further, when pressure was applied to these particles, the wall film was destroyed and the retentate flowed out. Confirmed to do. This viscous dispersion was not dispersed in water, and it was confirmed that the continuous phase was an oily component. Therefore, this viscous dispersion is a mixture of microcapsules encapsulating (stablely holding) hydrolyzed keratin solution dispersed in a mixed oil of tri (capryl / capric acid) glyceryl and decamethylcyclopentasiloxane. It was clear.

  This viscous dispersion was centrifuged at 15000 G for 2 hours at 20 ° C., but only the oil phase (layer) was separated in the upper layer. The lower layer microcapsules, glycerin and purified water were uniform without separation. Therefore, it was clear that the hydrophilic substance was stably held.

Example 9 Production of tri (capryl / capric acid) glyceryl dispersion of microcapsules encapsulating sodium L-ascorbate aqueous solution To 15.0 g of tri (capryl / capric acid) glyceryl dispersion of microcapsules produced in Example 1 20.0 g of tri (capryl / capric acid) glyceryl as an oil component is added and dispersed, and then 65.0 g of a 16.7% sodium L-ascorbate aqueous solution is added, and homodisper is used at 3000 rpm for 30 minutes. Stir to obtain a viscous dispersion.

  When this viscous dispersion is observed with an optical microscope at a magnification of 1000, dispersed particles and aggregates of particles are observed. Further, when pressure is applied to the particles, the wall film is destroyed and the retentate flows out. confirmed. Further, this viscous dispersion was not dispersed in water, and it was confirmed that the continuous phase was an oily substance. Therefore, it was clear that this viscous dispersion was obtained by dispersing microcapsules encapsulating (stablely holding) an aqueous L-ascorbate solution in tri (capryl / capric acid) glyceryl, which is an oil component. It was.

Example 10 Production of Tri (Capryl / Capric Acid) Glyceryl Dispersion of Microcapsules Encapsulating Ascorbic Acid Phosphate Magnesium Aqueous Solution 15.0 g of Tri (Capryl / Capric Acid) Glyceryl Dispersion of Microcapsules Manufactured in Example 4 20.0 g of oil component tri (capryl / capric acid) glyceryl was added and dispersed, and then 65.0 g of 16.7% magnesium ascorbate phosphate aqueous solution was added, and homodispered to 3000 rpm. And stirred for 30 minutes to obtain a viscous dispersion.

  When this viscous liquid was observed at a magnification of 1000 times with an optical microscope, dispersed particles and aggregates of particles were observed, and further, it was confirmed that when a pressure was applied, the wall film was destroyed and a retentate appeared. This viscous dispersion was not dispersed in water, and it was confirmed that the continuous phase was an oily substance. Therefore, it is clear that this viscous dispersion is a microcapsule containing an aqueous solution of magnesium ascorbate phosphate (stablely held) dispersed in tri (capryl / capric acid) glyceryl, which is an oil component. there were.

Example 11 Preparation of Sunscreen Lotion To 15.0 g of the decamethylcyclopentasiloxane dispersion of the microcapsules produced in Example 6, 20.0 g of decamethylcyclopentasiloxane, SEPINOV EMT10 (trade name, manufactured by SEPPIC, acrylic resin) 1.0 g of a mixture of hydroxyethyl acid / acryloyldimethyltaurine Na copolymer, sorbitan isostearate and sorbate 60), and octyl methoxycinnamate, water, 4-tert-butyl-4′- Add a water-soluble component consisting of 20.0 g of a mixture of methoxydibenzoylmethane and polysilicone-14 (SILASOMA MEA (trade name) manufactured by Seiwa Kasei Co., Ltd.) and 44.0 g of purified water, and use a homodisper. 3000 rp In stirring is carried out for 30 minutes to obtain a sunscreen lotion.

  The sunscreen lotion was not dispersed in water, and it was confirmed that the continuous phase was an oil phase component. Further, when this viscous dispersion was observed at an optical microscope magnification of 1000 times, it was confirmed that it had a multilayer structure and was an O / W / O emulsion. Therefore, it was clear that this sunscreen lotion was mainly composed of microcapsules containing water (stablely held) dispersed in a mixed oil of decamethylcyclopentasiloxane.

Example 12 and Comparative Example 1
Two types of lipsticks having the compositions shown in Table 1 were prepared and evaluated for appearance, moisture content and moist feeling after application. In Example 12, using the tri (capryl / capric acid) glyceryl dispersion of the encapsulated microcapsules produced in Example 2, in Comparative Example 1, purified water so that the same amount of purified water as in Example 12 was contained, Tri (capryl / capric acid) glyceryl was blended. In the case of a stick-shaped lipstick, since the commercial value is impaired if air bubbles are mixed during molding, a device for reducing the air bubbles is preferably employed. As this device, for example, in the case of a lipstick containing water as in the present invention, which uses a portion that does not contain bubbles or a portion that has few bubbles at the bottom in a container of a heated lipstick composition, An example is a method in which a lipstick container that can be used is poured into the container in a slightly pressurized state.

  In Example 12 and Comparative Example 1, the components were prepared by heating and mixing at 80 ° C., but in Comparative Example 1, water settled at the bottom when left standing. In Example 12, such a phenomenon was not observed. In Comparative Example 1, the upper part excluding water and in Example 12, the mixture was poured as it was into a lipstick container to obtain a lipstick. When the state of the lipstick was confirmed by observation with an optical microscope, the observation of the optical microscope at a magnification of 400 times showed that fine droplets containing water were observed in the lipstick of Example 12, but that of Comparative Example 1 No water drops were observed on the lipstick.

  Next, when the moisture content of the lipstick of Example 12 and Comparative Example 1 was measured with a Karl Fischer moisture meter, the lipstick of Example 12 had a moisture content of 4.93% and the lipstick of Comparative Example 1 had a moisture content. At 0.05%, it was found that the lipstick of Example 12 contained more water than the lipstick of Comparative Example 1.

  Furthermore, the lipstick of Example 12 and Comparative Example 1 was applied to 10 panelists in appropriate amounts on the backs of the left and right hands, and the moist feeling was evaluated according to the following evaluation criteria. The results are shown in Table 2 in terms of the total score of 10 panelists.

Evaluation criteria 3: Moisture very well 2: Moisture 1: Not moistened

  From the results shown in Table 2, it is clear that the lipstick of Example 12 formulated with a dispersion of microcapsules encapsulating water contains more moisture than the lipstick of Comparative Example 1, and imparts a moist feeling to the skin. Met.

Example 13 and Comparative Example 2
Two types of lipsticks having the compositions shown in Table 3 were prepared and evaluated for appearance. In Example 13, the tri (capryl / capric acid) glyceryl dispersion of glycerin-encapsulated microcapsules produced in Example 5 was used, and in Comparative Example 2, glycerin and triglyceride were added so as to contain the same amount of glycerin as in Example 13. (Capryl / capric acid) glyceryl was blended.

  In Example 13 and Comparative Example 2, the components were prepared by heating and mixing at 80 ° C., but in Comparative Example 2, glycerin settled at the bottom when allowed to stand. In Example 13, such a phenomenon was not observed. In Example 13, the mixture was poured as it was into a lipstick container to obtain a lipstick.

  From the results of lipstick preparation, it was clear that glycerin could be easily blended with lipstick formulations that were difficult to blend with glycerin.

Example 14 and Comparative Example 3
Two types of W / O emulsions having the compositions shown in Table 4 were prepared and evaluated for stickiness after application to the skin. In Example 14, the tri (capryl / capric acid) glyceryl dispersion of the microcapsules produced in Example 1 was used, and in Comparative Example 3, the microcapsules were not used and polyether-modified silicone was used.

  In the W / O type emulsion of Example 14 and Comparative Example 3, the microcapsule tri (capryl / capric acid) glyceryl dispersion of Example 1 or the polyether-modified silicone was dispersed in the oil phase component, and the aqueous phase component was separately added. It melt | dissolved in water, the aqueous component was added to the oil phase under the stirring of the homomixer 3000rpm, and it prepared by stirring for 30 minutes.

  An appropriate amount of the W / O type emulsion of Example 14 and Comparative Example 3 was applied to 10 panelists on the backs of the left and right hands, and the stickiness was evaluated according to the following evaluation criteria. The results are shown in Table 5 in terms of the total score of 10 panelists.

Evaluation criteria 3: Not sticky 2: Slightly sticky 1: Sticky 0: Very sticky

  As is clear from the results shown in Table 5, the W / O emulsion of Example 14 in which microcapsules were blended had less stickiness and superior usability compared to the W / O emulsion of Comparative Example 3. .

Example 15 and Comparative Example 4
Two types of W / O type creams having the compositions shown in Table 6 were prepared, the state of the emulsion was visually confirmed, and the moist feeling was evaluated. In Example 15, the tri (capryl / capric acid) glyceryl dispersion of microcapsules produced in Example 1 was used, and in Comparative Example 4, polyoxyethylene (10) cured castor, which is a W / O type emulsifier, was used instead of the microcapsules. Oil was used.

  In the W / O type creams of Example 15 and Comparative Example 4, the oil phase component and the aqueous phase component were weighed in a container in advance and agitated lightly, and tri (capryl / capric acid) glyceryl of the microcapsules of Example 1 After adding a dispersion or polyoxyethylene (10) hydrogenated castor oil, it prepared by stirring for 30 minutes at 300 rpm using an anchor mixer.

  A drop of each of the prepared W / O creams of Example 15 and Comparative Example 4 was taken on a slide glass and covered with a cover glass, and visually observed. As a result, the W / O cream of Example 15 was separated. However, the W / O cream of Comparative Example 4 was agglomerated and separated. From this result, it became clear that a uniform W / O cream can be easily prepared by using microcapsules.

  Further, the W / O type creams of Example 15 and Comparative Example 4 were applied to 10 panelists in an appropriate amount on the back of the hand, and the moist feeling was evaluated according to the following evaluation criteria. The results are shown in Table 7 in terms of the total score of 10 panelists.

Evaluation criteria 3: Extremely moist 2: Moist 1: Moist 0: Moist

  As is apparent from the results shown in Table 7, the W / O type cream of Example 15 in which the microcapsules were blended was superior in moist feeling compared to the W / O type cream of Comparative Example 4.

Example 16 and Comparative Example 5
Two types of liquid foundations having the compositions shown in Table 8 were prepared and evaluated for water resistance. In Example 16, the tri (capryl / capric acid) glyceryl dispersion of the microcapsules produced in Example 1 was used. In Comparative Example 5, the microcapsules were not used, and the organically modified clay mineral, cyclomethicone, Using a mixture of polyether-modified silicone, diglycerin, hydrolyzed soy protein, and tri (capryl / capric acid) glyceryl were blended in the same amounts as in Example 16.

  In the liquid foundation of Example 16, the tri (capryl / capric acid) glyceryl dispersion of the microcapsules produced in Example 1 was dispersed in the oil phase component, purified water was added, and the mixture was stirred with a homomixer at 3000 rpm for 30 minutes. And a W / O emulsion was obtained. A pigment component was added to the W / O emulsion, and the mixture was prepared by stirring with a homomixer at 6000 rpm for 30 minutes. The liquid foundation of Comparative Example 5 was prepared by dispersing a mixture of an organically modified clay mineral, cyclomethicone and polyether-modified silicone in an oil phase component, adding a premixed aqueous phase component, and then rotating the mixture at 3000 rpm with a homomixer. The mixture was stirred for 30 minutes to obtain a W / O emulsion, and a pigment component was added to the W / O emulsion, and the mixture was stirred for 30 minutes at 6000 rpm with a homomixer.

  The water resistance of the liquid foundations of Example 16 and Comparative Example 5 was evaluated as follows. That is, 50 mg of each liquid foundation was weighed on a 5 cm × 5 cm artificial leather (weighing this weight as A), which was previously weighed, and evenly spread with a finger with a silicone rubber finger sack. It was dried for 24 hours in a thermostatic bath set to ° C. and humidity of 50% (this weight is designated as B). The weight of the artificial leather coated with each liquid foundation was measured, immersed in 100 mL of 35 ° C. warm water for 10 minutes, shaken, the sample was taken out, and kept in a thermostatic chamber set at a temperature of 25 ° C. and a humidity of 50% for 24 hours. After drying, the weight was measured (this weight is C). The value obtained from the following formula was used as the residual rate of the liquid foundation, and the greater the residual rate value, the higher the water resistance. The result is shown in Table 9, and the value is an average of three times.

  As is clear from the results shown in Table 9, the liquid foundation of Example 16 had a higher residual rate and excellent water resistance as compared with the liquid foundation of Comparative Example 5. The liquid foundation of Example 16 and Comparative Example 5 was evaluated by applying an appropriate amount on the back of the hand to 10 panelists. As a result, the liquid foundation of Example 16 in which the majority of the panelers contained microcapsules was a comparative example. He responded that there was less stickiness and a natural finish than the 5 liquid foundation.

Example 17 and Comparative Example 6
Sunscreen lotions having the compositions shown in Table 10 were prepared and evaluated for water resistance and formulation stability. In Example 17, the microcapsules that can be encapsulated with water and / or hydrophilic substances produced in Example 1 were used, and in Comparative Example 6, no microcapsules were used, and octamethylcyclotetrasiloxane, poly (oxyethylene oxypropylene) was used. ) A methylpolysiloxane mixture was used.

  Preparation of the sunscreen lotion of Example 17 and Comparative Example 6 was carried out using a tri (capryl / capric acid) glyceryl dispersion of the microcapsules produced in Example 1, or octamethylcyclotetrasiloxane, poly (oxyethylene oxypropylene). The methylpolysiloxane mixture was dispersed in each oil phase component, the aqueous phase component previously mixed was added, and the mixture was stirred at 3000 rpm for 30 minutes using a homodisper to obtain a W / O emulsion. Inorganic powder was added to this W / O emulsion, and the mixture was stirred with a homodisper at 3000 rpm for 30 minutes to obtain a sunscreen lotion.

  About the sunscreen lotion of the said Example 17 and the comparative example 6, the residual rate was evaluated by the same method as Example 16. The results are shown in Table 11 as an average of three times.

  As is clear from the results shown in Table 11, the sunscreen lotion of Example 17 formulated with the tri (capryl / capric acid) glyceryl dispersion of the microcapsules produced in Example 1 was the same as the sunscreen lotion of Comparative Example 6. Compared with water resistance, it was excellent.

  Further, the sunscreen lotions of Example 17 and Comparative Example 6 were stored at 50 ° C. for 1 week, and the appearance was visually observed after 1 week. The results are shown in Table 12.

  As is apparent from the results shown in Table 12, the sunscreen lotion of Comparative Example 6 had abnormalities such as yellowing or separation of the oily component after one week, but the microcapsules were blended. The sunscreen lotion of Example 17 had no change in appearance even after storage for 1 week and was excellent in storage stability.

  When the sunscreen lotion was observed at a magnification of 1000 times with an optical microscope, in Example 17, even smaller particles were confirmed among the dispersed particles. This sunscreen lotion was not dispersed in water, and it was confirmed that the continuous phase was an oily component. Therefore, it was clear that this sunscreen lotion was a microcapsule containing water dispersed in an oil phase component.

Example 18 and Comparative Example 7
Two types of emulsions having the compositions shown in Table 13 were prepared, the state of the emulsified particles was observed with a microscope, and the odor was evaluated. In Example 18, the tri (capryl / capric acid) glyceryl dispersion of the microcapsules produced in Example 1 was used, and in Comparative Example 7, the microcapsules were not used, and sorbitan monoisostearate was used as an emulsifier.

  The emulsions of Example 18 and Comparative Example 7 were added to the oil phase component of tri (capryl / capric acid) glyceryl dispersion of microcapsules produced in Example 1 and heated at 75 ° C., respectively, The aqueous phase component previously mixed and heated to 75 ° C. was added thereto, and the mixture was stirred by a homomixer at 3000 rpm for 30 minutes and cooled to room temperature.

  When the state of the emulsion particles of Example 18 and Comparative Example 7 was observed at a magnification of 400 times with an optical microscope, the emulsion of Example 18 had a multilayer structure and was a W / O / W emulsion. However, in the emulsion of Comparative Example 7, no multilayer structure was observed, and the emulsion was an O / W type emulsion.

  Further, the emulsions of Example 18 and Comparative Example 7, which were allowed to stand at 50 ° C. for 1 month, were put into 10 ml glass bottles each having a capacity of 75 ml, and evaluated by the following evaluation criteria for 10 panelists in terms of odor intensity. I let you. The results are shown in Table 14 in terms of the total score of 10 panelists.

Evaluation criteria 5: Strong odor 4: Slight odor 3: Strong odor 2: Low odor 1: No odor

  As is clear from the results shown in Table 14, the emulsion of Example 18 in which microcapsules were blended was evaluated as having less odor than the emulsion of Comparative Example 7.

Example 19 and Comparative Example 8
Two types of creams having the compositions shown in Table 15 were prepared, the state of the emulsified particles and the storage stability were evaluated, and the stability of the inclusion substance was further evaluated. In Example 19, the tri (capryl / capric acid) glyceryl dispersion of microcapsules encapsulated in an aqueous solution of sodium L-ascorbate produced in Example 9 was used, and in Comparative Example 8, the tricapsules of microcapsules encapsulated in an aqueous solution of sodium L-ascorbate were used. (Capryl / capric acid) glyceryl dispersion was not used, and sodium L-ascorbate and tri (capryl / capric acid) glyceryl were blended in the same amounts as in Example 19.

  The cream of Example 19 and Comparative Example 8 were added to the polyacrylamide, hydrogenated polyisobutene, polyoxyethylene (7) lauryl ether, water mixture while stirring the water phase component little by little, and after adding the oil phase component, The mixture was stirred at 75 ° C. under heating to be uniform, and cooled to room temperature to obtain a W / O emulsion. Tri (capryl / capric acid) glyceryl dispersion of the L-sodium ascorbate aqueous solution-containing microcapsules produced in Example 9 in this W / O emulsion, or L-sodium ascorbate aqueous solution and tri (capryl / capric acid) Glyceryl was added, and it was prepared by stirring with a homomixer at 3000 rpm for 30 minutes.

  When the state of the particles of the cream of Example 19 and Comparative Example 8 was observed at a magnification of 400 times with an optical microscope, the cream of Example 19 had a multilayer structure and was a W / O / W type emulsion. However, in the emulsion of Comparative Example 8, no multilayer structure was observed, and the emulsion was an O / W type emulsion.

  Furthermore, the creams of Example 19 and Comparative Example 8 were stored at 50 ° C. for 1 week, and the appearance was visually observed after 1 week. The results are shown in Table 16.

  As is clear from the results shown in Table 16, the cream of Comparative Example 8 was agglomerated after 1 week and the aqueous layer was separated and further colored red, but the cream of Example 19 containing microcapsules was There was no change in the appearance after storage for 1 week, and the storage stability was excellent.

  Further, the concentration of sodium L-ascorbate immediately after the preparation of the cream of Example 19 and Comparative Example 8 and after the storage at rest at 50 ° C. for 1 week was measured, whereby the L- after storage at 50 ° C. for 1 week. The residual rate of sodium ascorbate was calculated, and the stability of the inclusion substance was evaluated. In addition, the measuring method of the density | concentration of sodium L-ascorbate is as follows.

[Method for measuring concentration of sodium L-ascorbate]
2.0 g of the preparation (cream of Example 19 and Comparative Example 8) was precisely weighed, 5 mL of hexane and 5 mL of ethanol were added, shaken and dispersed, and 50 mL of metaphosphoric acid solution (1.0 g of metaphosphoric acid was dissolved in water and 50 mL). And 1 mL of starch test solution were added and titrated with 0.1 mol / L iodine. The concentration of sodium L-ascorbate in the preparation was calculated from the following equation, where W was the amount of sample collected (mg), f was the factor of 0.1 mol / L iodine, and a was the mL of iodine solution required for titration.

  The residual amount of sodium L-ascorbate after the cream of Example 19 and Comparative Example 8 was stored at 50 ° C. for 1 week was determined by the following equation. The results are shown in Table 17 as an average value of three measurement results.

  As is clear from the results of Table 17, the cream of Example 19 in which L-ascorbate sodium was encapsulated in a microcapsule had a higher residual ratio of sodium L-ascorbate than the cream of Comparative Example 8. The stability of L-sodium ascorbate was excellent.

Example 20 and Comparative Example 9
Two types of solid foundations having the compositions shown in Table 18 were prepared and evaluated for spread and moist feeling during coating. In Example 20, the tri (capryl / capric acid) glyceryl dispersion of the water-encapsulated microcapsules produced in Example 2 was used, and in Comparative Example 9, the tri (capryl / capric acid) glyceryl dispersion of the encapsulated microcapsules was used. Not used, but tri (capryl / capric acid) glyceryl and purified water were blended in the same amounts as in Example 20.

  The solid foundations of Example 20 and Comparative Example 9 were prepared by adding tri (capryl / capric acid) glyceryl dispersion of water-encapsulated microcapsules produced in Example 2, or purified water and tri (capryl / capric acid) glyceryl. Each was mixed with an oil phase component, added to the powder, kneaded, filled into a container, and pressure was applied.

  Ten panelists evaluated the expansion at the time of application of the solid foundations of Example 20 and Comparative Example 9 and the moist feeling after application. In the evaluation method, each solid foundation was applied to the left and right cheeks, and the solid foundation of Example 20 was “excellent” compared to the solid foundation of Comparative Example 9 with respect to the stretch feeling during application and the moist feeling after application. , “No difference” and “Inferior” were evaluated in three stages. The results are shown in Table 19, "Number of people who answered that Example 20 was superior", "Number of people who answered that there was no difference between Example 20 and Comparative Example 9", and "Example 20 was inferior" Number of people ".

  From the results shown in Table 19, it was clear that the solid foundation of Example 20 in which microcapsules were blended was superior to the solid foundation of Comparative Example 9 in spreading and moist feeling after coating. .

  When the appearances of the solid foundations of Example 20 and Comparative Example 9 were checked for appearance, the solid foundation of Example 20 was uniform without water separation, and the solid foundation of Comparative Example 9 had water droplets on the cross section divided from the surface. Was observed.

  Next, when the moisture content of the solid foundations of Example 20 and Comparative Example 9 was measured with a Karl Fischer moisture meter, the solid foundation of Example 20 had a moisture content of 4.87% and the solid foundation of Comparative Example 9 Was found to have a water content of 0.01%, and the solid foundation of Example 20 contained more water than the solid foundation of Comparative Example 9.

Example 21 and Comparative Example 10
Two types of solid foundations having the compositions shown in Table 20 were prepared, and the degree of makeup collapse due to sweating was evaluated. In Example 21, the tri (capryl / capric acid) glyceryl dispersion of microcapsules produced in Example 1 was used, and in Comparative Example 10, the tri (capryl / capric acid) glyceryl dispersion of microcapsules was not used. (Capryl / capric acid) Glyceryl was blended in the same amount as in Example 21.

  The solid foundations of Example 21 and Comparative Example 10 were prepared by mixing the microcapsule tri (capryl / capric acid) glyceryl dispersion prepared in Example 1 with the oil phase component, kneading it after adding it to the powder. This was done by filling the container and applying pressure.

  The solid foundations of Example 20 and Comparative Example 10 were evaluated by 10 panelists. In the evaluation method, a solid foundation was applied to each face divided into right and left halves around the nose, and then the subject was read in a room at room temperature of 30 ° C. and humidity of 60% for 2 hours. Regarding the makeup collapse due to sweating after the test, the solid foundation of Example 21 was compared with the solid foundation of Comparative Example 10 in three stages: “no makeup collapse”, “no difference”, and “no makeup collapse”. It was. The results are shown in Table 21, "Number of people who answered that Example 21 was superior", "Number of people who answered that there was no difference between Example 21 and Comparative Example 10", and "Example 21 was inferior" Number of people ".

  From the results shown in Table 21, it was clear that the solid foundation of Example 21 in which microcapsules were blended was less likely to cause makeup collapse due to perspiration than the solid foundation of Comparative Example 10. Therefore, by blending the microcapsules into the solid foundation, it is possible to prepare a solid foundation that has excellent makeup durability even under severe conditions such as sweating.

Example 22 and Comparative Example 11
Two types of hair waxes having the compositions shown in Table 22 were prepared and evaluated for hair setting properties. In Example 22, the tri (capryl / capric acid) glyceryl dispersion of the microcapsules produced in Example 1 was used, and in Comparative Example 11, no microcapsules were used.

  The hair wax of Example 22 was prepared by mixing the microcapsule tri (capryl / capric acid) glyceryl dispersion prepared in Example 1 and squalane, adding a premixed aqueous phase component and using a homodisper. The mixture was stirred at 3000 rpm for 30 minutes to make it uniform, and the remaining components were added, heated to 80 ° C., stirred at 100 rpm with an anchor mixer, made uniform, and then cooled to room temperature. The hair wax of Comparative Example 11 was prepared in the same manner as in Example 22 except that the tri (capryl / capric acid) glyceryl dispersion of the microcapsules produced in Example 1 was not used.

  The prepared hair wax was uniform with no separation of water in Example 22, but in Comparative Example 11, separation of moisture was observed at the bottom of the container. In observation with an optical microscope of 400 times magnification, fine droplets were observed in the hair wax of Example 22, but no droplets were observed in the hair wax of Comparative Example 11.

  The set efficiency of the hair waxes of Example 22 and Comparative Example 11 was evaluated by measuring the wave efficiency by the following method. That is, hair with a length of 18 cm is washed with a 2% aqueous solution of polyoxyethylene (3) sodium lauryl ether sulfate in advance, rinsed with water and air-dried at room temperature, and three hair bundles composed of these 20 hairs are prepared. They were each wrapped around a rod. Use a glass tube with a diameter of 10 mm and a length of 80 mm that has been marked on the rod in advance every 10 mm (the opposite side is also shifted by 5 mm). The bundle was wound, both ends were fixed with rubber bands, and 2 mL each of the hair setting agents of Example 22 and Comparative Example 11 were applied to the hair bundle wound around the rod, and dried in a hot air dryer at 60 ° C. The dried hair was left in a desiccator with the rod suspended horizontally for 12 hours, and after 12 hours, the hair bundle was removed from the rod, and the wave wavelength and wave number were measured.

  As shown in Fig. 2, the wavelength and wave number are measured by removing the waves at both ends and measuring the distance from the top of the second wave from one end to the top of the second wave from the other end. The distance from the apex to the apex of the left and right waves was L1 and L2, the numbers of waves between L1 and L2 were n1 and n2, respectively, and the average wavelength (L) was obtained by the following equation.

  Since the wavelength (diameter) of the rod itself is 10 mm, the wave efficiency can be obtained by the following equation. Table 23 shows the wave efficiency of the hair treated with the hair wax of Example 22 and Comparative Example 11.

  As is apparent from the results shown in Table 23, the hair treated with the hair wax of Example 22 blended with microcapsules had higher wave efficiency than the hair treated with the hair wax of Comparative Example 11, and blended the microcapsules. The hair wax was superior in setability to the hair wax not containing it.

Example 23 and Comparative Example 12
Two types of hair conditioners having the compositions shown in Table 24 were prepared, and the moist and smooth feeling of the hair after treatment drying was evaluated. In Example 23, the tri (capryl / capric acid) glyceryl dispersion of the microcapsules produced in Example 1 was used, and in Comparative Example 12, no microcapsules were used.

  Ten panelists evaluated the moist and smooth feel of the hair after the treatment and drying of the hair conditioners of Example 23 and Comparative Example 12. In the evaluation method, each hair conditioner was treated with a half head method, washed with water, and the hair conditioner of Example 23 compared to the hair conditioner of Comparative Example 12 in terms of the moisturizing feeling and smoothness of the hair after drying. A comparative evaluation was made in three stages: “Excellent”, “No difference”, and “Inferior”. The results are shown in Table 25, “Number of people who answered that Example 23 was excellent”, “Number of people who answered that there was no difference between Example 23 and Comparative Example 12”, and “Example 23 was inferior” Number of people ".

  From the results shown in Table 25, it was clear that the hair conditioner of Example 23 in which microcapsules were blended was superior to the hair conditioner of Comparative Example 12 in the moist and smooth feeling after treatment drying.

Example 24 and Comparative Example 13
Two types of shampoos having the compositions shown in Table 26 were prepared and evaluated for squeaky feeling during rinsing. In Example 24, the tri (capryl / capric acid) glyceryl dispersion of the microcapsules produced in Example 1 was used, and in Comparative Example 13, no microcapsules were used.

  Ten panelists evaluated the feeling of squeaking during the shampoo treatment of Example 24 and Comparative Example 13. The evaluation method was that each shampoo was treated with a half head and washed with water, and the shampoo of Example 24 was “excellent” and “no difference” compared to the shampoo of Comparative Example 13. ”And“ Inferior ”were evaluated in three stages. The results are shown in Table 27, “Number of people who answered that Example 24 was superior”, “Number of people who answered that there was no difference between Example 24 and Comparative Example 13”, and “Example 24 was inferior” Number of people ".

  From the results shown in Table 27, it was clear that the shampoo of Example 24 in which microcapsules were blended was superior to the shampoo of Comparative Example 13 in the moist and smooth feeling after treatment drying.

Example 25 Oily substance dispersion liquid (VII) of microcapsules capable of enclosing water and / or hydrophilic substance
[Production of oily dispersion of microcapsules containing water]
A round bottom cylindrical glass reaction vessel having an inner diameter of 12 cm and a capacity of 2 liters equipped with a dropping funnel and a reflux condenser on the upper lid and equipped with a mechanical stirrer was previously charged with 119.8 g of water and N- [2-hydroxy-3- (3 '-Methyldihydroxysilyl) propoxy] propyl hydrolyzed silk (molecular weight of hydrolyzed silk is about 600 in terms of number average molecular weight) 13.3 g and 5.4 g of 18% hydrochloric acid were added, and methyl was stirred at 50 ° C. and 250 rpm. A mixture of 25.1 g of triethoxysilane and 77.8 g of octyltriethoxysilane was dropped from the dropping funnel over 30 minutes, and stirring was further continued at 50 ° C. and 250 rpm for 16 hours. The stirring speed was increased to 600 rpm, 158.5 g of tri (capryl / capric acid) glyceryl serving as the outer phase of the capsule was added while stirring, and 4.7 g of a 20% aqueous sodium hydroxide solution was added dropwise to adjust the pH to 6, 163.3 g of water as an internal phase was added, and stirring was further continued at 50 ° C. and 600 rpm for 3 hours.

  Subsequently, 16.6 g of triethylethoxysilane and 4.6 g of trimethylchlorosilane were added while stirring at 50 ° C. and 600 rpm, and stirring was further continued at 50 ° C. and 600 rpm for 20 hours. After 34.6 g of 5% aqueous sodium hydroxide solution was added dropwise to this reaction solution to adjust to pH 6, stirring was continued at 50 ° C. and 600 rpm for 30 minutes, and then the stirring speed was lowered to 400 rpm. The mixture was heated to reflux at 92 ° C. for 2 hours while raising the temperature of the mixture. This reaction solution was cooled at 400 rpm with stirring at room temperature to obtain 563.6 g of tri (capryl / capric acid) glyceryl dispersion of microcapsules enclosing water.

[Production of microcapsule oily substance dispersion capable of enclosing water and / or hydrophilic substance]
Next, 321.1 g of water was distilled off from the tri (capryl / capric acid) glyceryl dispersion of the microcapsules encapsulating the water at 50 ° C. using a rotary evaporator under reduced pressure to enclose the water and / or the hydrophilic substance. Thus, 242.5 g of tri (capryl / capric acid) glyceryl dispersion of microcapsules capable of the above was obtained.

Example 26 Oily substance dispersion liquid (VIII) of microcapsules capable of enclosing water and / or hydrophilic substance
[Production of oily dispersion of microcapsules containing water]
The top lid was equipped with a dropping funnel and a reflux condenser, and in a round bottom cylindrical glass reaction vessel having an inner diameter of 12 cm and a mechanical stirrer and having a capacity of 2 liters, 113.8 g of water and N- [2-hydroxy-3- (3 '-Methyldihydroxysilyl) propoxy] propyl hydrolyzed silk (molecular weight of hydrolyzed silk is about 600 in terms of number average molecular weight) 12.6 g and 18% hydrochloric acid 5.1 g were added, and stirred at 50 ° C. and 250 rpm. A mixture of 23.8 g of triethoxysilane and 73.9 g of octyltriethoxysilane was dropped from the dropping funnel over 30 minutes, and stirring was further continued at 50 ° C. and 250 rpm for 16 hours. The stirring speed was increased to 600 rpm, 150.6 g of glyceryl tri-2-ethylhexanoate serving as the outer phase of the capsule was added while stirring, and 4.5 g of 20% aqueous sodium hydroxide solution was added dropwise to adjust the pH to 6, 155.1 g of water as an internal phase was added, and stirring was further continued at 50 ° C. and 600 rpm for 3 hours.

  Subsequently, 15.8 g of triethylethoxysilane and 4.4 g of trimethylchlorosilane were added while stirring at 50 ° C. and 600 rpm, and stirring was further continued at 50 ° C. and 600 rpm for 20 hours. To this reaction solution, 32.9 g of 5% aqueous sodium hydroxide solution was added dropwise to adjust the pH to 6. Then, stirring was continued at 50 ° C. and 600 rpm for 30 minutes, and then the stirring speed was lowered to 400 rpm. The mixture was heated to reflux at 92 ° C. for 2 hours while raising the temperature of the mixture. The reaction solution was cooled while stirring at room temperature at 400 rpm to obtain 535.4 g of a glyceryl tri-2-ethylhexanoate dispersion of microcapsules enclosing water.

[Production of microcapsule oily substance dispersion capable of enclosing water and / or hydrophilic substance]
Next, 305.1 g of water was distilled off from the glyceryl tri-2-ethylhexanoate glyceryl dispersion of microcapsules containing water at 50 ° C. using a rotary evaporator under reduced pressure, and the inclusion of water and / or hydrophilic substance was performed. Thus, 230.4 g of a glyceryl tri-2-ethylhexanoate dispersion in which microcapsules can be obtained was obtained.

Example 27 Oily substance dispersion liquid (IX) of encapsulated microcapsules encapsulating arbutin and glycerin aqueous solution
A microcapsule tri (caprylic acid / capric acid) obtained by removing the encapsulated water obtained in Example 25 in a reaction vessel made of a cylindrical glass with a capacity of 500 mL round bottom with an inner diameter of 7 cm and equipped with a dropping funnel on the upper lid. Add 30.0 g of glyceryl dispersion in advance. While stirring this at 50 ° C. and 300 rpm under reduced pressure, arbutin 13.4 g and glycerin 3.0 g dissolved in water 57.0 g were added dropwise over 30 minutes from the dropping funnel. Further, stirring was continued for 1 hour at 50 ° C., 300 rpm, and reduced pressure, and 3.4 g of water was distilled off to obtain 100.0 g of a viscous dispersion.

  When this viscous dispersion is observed with an optical microscope at a magnification of 1000 times, dispersed particles and aggregates of particles are observed. When pressure is applied to these particles, the droplets coalesce and the retentate flows out. confirmed. The viscous dispersion was centrifuged at 20 ° C. and 15000 G for 2 hours, and it was uniform without separation of hydrophilic substances. Therefore, it was clear that arbutin and glycerin aqueous solution were stably blended. Further, it was clear that this viscous dispersion was a dispersion of microcapsules encapsulating (stablely holding) an arbutin and glycerin aqueous solution in tri (caprylic / capric) glyceryl.

Example 28 Oily substance dispersion liquid (X) of encapsulated microcapsules encapsulating honey and 1,3-butylene glycol
30.0 g of tri (caprylic acid / capric acid) glyceryl dispersion of microcapsules from which the encapsulated water obtained in Example 25 has been removed is placed in a 200 mL flat bottom cylindrical glass reaction vessel in advance. While stirring this at 3000 rpm with a homodisper, honey prepared by dissolving 17.5 g of 1,3-butylene glycol in 52.5 g of honey and 70.0 g of 1,3-butylene glycol solution were slowly added. Furthermore, it stirred at room temperature and 3000 rpm for 10 minutes, and obtained the viscous dispersion liquid.

  When this viscous dispersion is observed with an optical microscope at a magnification of 1000 times, dispersed particles and aggregates of particles are observed. When pressure is applied to these particles, the droplets coalesce and the retentate flows out. confirmed. The viscous dispersion was centrifuged at 20 ° C. and 15000 G for 2 hours, and it was uniform without separation of hydrophilic substances. Therefore, it was clear that honey and 1,3-butylene glycol were stably blended. Furthermore, it was clear that this viscous dispersion was a dispersion of microcapsules containing (stablely holding) honey and 1,3-butylene glycol in tri (caprylic / capric) glyceryl.

Example 29 Oily substance dispersion liquid (XI) of encapsulated microcapsules encapsulating glycerin
A microcapsule trimmer capable of enclosing water and / or a hydrophilic substance obtained in Example 25 in a reaction vessel made of a cylindrical glass with a capacity of 500 mL round bottom having an inner diameter of 7 cm and equipped with a dropping funnel on the upper lid and a mechanical stirrer. 30.0 g of (capryl / capric acid) glyceryl dispersion is put in advance. While stirring this at 50 ° C., 300 rpm, under reduced pressure, 70.0 g of glycerin was dropped from the dropping funnel over 30 minutes. Furthermore, stirring was continued for 1 hour under reduced pressure at 50 ° C. and 300 rpm to obtain a viscous dispersion.

  When this viscous dispersion is observed with an optical microscope at 1000 times, dispersed particles and aggregates of particles are observed. When pressure is applied to these particles, the droplets may coalesce and the retentate may flow out. confirmed. The viscous dispersion was centrifuged at 20 ° C. and 15000 G for 2 hours, but it was uniform without separation of glycerin. Therefore, it was clear that glycerin was stably blended. Furthermore, it was clear that this viscous dispersion was a dispersion of microcapsules containing (stablely holding) glycerin in tri (caprylic / capric) glyceryl.

Example 30 Oily substance dispersion (XII) of encapsulated microcapsules containing an aqueous sodium ascorbate phosphate solution
A microcapsule trimmer capable of enclosing water and / or a hydrophilic substance obtained in Example 25 in a reaction vessel made of a cylindrical glass with a capacity of 500 mL round bottom having an inner diameter of 7 cm and equipped with a dropping funnel on the upper lid and a mechanical stirrer. 60.0 g of (capryl / capric acid) glyceryl dispersion is put in advance. While stirring this at 50 ° C., 300 rpm, under reduced pressure, 100.0 g of a 10% aqueous solution in which 10.0 g of sodium ascorbate phosphate had been dissolved in advance was dropped from the dropping funnel over 30 minutes. Furthermore, stirring was continued for 1 hour under reduced pressure at 50 ° C. and 300 rpm, and 59.7 g of water was distilled off to obtain 100.3 g of a viscous dispersion.

  When this viscous dispersion is observed with an optical microscope at 1000 times, dispersed particles and aggregates of particles are observed. When pressure is applied to these particles, the droplets may coalesce and the retentate may flow out. confirmed. The viscous dispersion was centrifuged at 20 ° C. and 15000 G for 2 hours, and it was uniform without separation of hydrophilic substances. Therefore, it was clear that the aqueous sodium ascorbate phosphate solution was stably blended. Furthermore, it was clear that this viscous dispersion was a dispersion of microcapsules containing an aqueous solution of phosphoric acid-sodium ascorbate phosphate in tri (caprylic acid / capric acid) glyceryl.

Example 31 Oily substance dispersion liquid of encapsulated microcapsules encapsulating L-ascorbic acid 2-glucoside aqueous solution (XIII)
A microcapsule trimmer capable of enclosing water and / or a hydrophilic substance obtained in Example 25 in a reaction vessel made of a cylindrical glass with a capacity of 500 mL round bottom having an inner diameter of 7 cm and equipped with a dropping funnel on the upper lid and a mechanical stirrer. 60.0 g of (capryl / capric acid) glyceryl dispersion is put in advance. While stirring this at 300 ° C. under reduced pressure at 50 ° C., 100.0 g of a 10% aqueous solution in which 10.0 g of L-ascorbic acid 2-glucoside was dissolved in advance was dropped from the dropping funnel over 30 minutes. Furthermore, stirring was continued for 1 hour under reduced pressure at 50 ° C. and 300 rpm, and 59.5 g of water was distilled off to obtain 100.5 g of a viscous dispersion.

  When this viscous dispersion is observed with an optical microscope at 1000 times, dispersed particles and aggregates of particles are observed. When pressure is applied to these particles, the droplets may coalesce and the retentate may flow out. confirmed. The viscous dispersion was centrifuged at 20 ° C. and 15000 G for 2 hours, and it was uniform without separation of hydrophilic substances. Therefore, it was clear that the L-ascorbic acid 2-glucoside aqueous solution was stably blended. Furthermore, it was clear that this viscous dispersion was obtained by dispersing microcapsules encapsulating an aqueous L-ascorbic acid 2-glucoside solution in tri (caprylic acid / capric acid) glyceryl.

Example 32 Oily substance dispersion liquid (XIV) of encapsulated microcapsules encapsulating dihydroxypropylarginine hydrochloride aqueous solution (Amitose R (trade name) manufactured by Seiwa Kasei Co., Ltd.)
A microcapsule tri (caprylic acid / capric acid) obtained by removing the encapsulated water obtained in Example 25 in a reaction vessel made of a cylindrical glass with a capacity of 500 mL round bottom with an inner diameter of 7 cm and equipped with a dropping funnel on the upper lid. Add 30.0 g of glyceryl dispersion in advance. While stirring this at 50 ° C. and 300 rpm under reduced pressure, 70.0 g of an aqueous dihydroxypropylarginine hydrochloride solution (solid content%) was dropped from the dropping funnel over 30 minutes. Furthermore, stirring was continued for 1 hour under reduced pressure at 50 ° C. and 300 rpm to obtain 100.0 g of a viscous dispersion.

  When this viscous dispersion is observed with an optical microscope at 1000 times, dispersed particles and aggregates of particles are observed. When pressure is applied to these particles, the droplets may coalesce and the retentate may flow out. confirmed. The viscous dispersion was centrifuged at 15000 G for 2 hours at 20 ° C., and it was uniform without separation of the aqueous dihydroxypropylarginine hydrochloride solution. Therefore, it was clear that the dihydroxypropyl arginine hydrochloride aqueous solution was stably blended. Further, it was clear that this viscous dispersion was obtained by dispersing microcapsules encapsulating (stablely holding) an aqueous dihydroxypropylarginine hydrochloride solution in tri (caprylic / capric) glyceryl.

Example 33 Oily substance dispersion (XV) of encapsulated microcapsules encapsulating α-glucosyl hesperidin aqueous solution
A microcapsule tri (caprylic acid / capric acid) obtained by removing the encapsulated water obtained in Example 25 in a reaction vessel made of a cylindrical glass with a capacity of 500 mL round bottom with an inner diameter of 7 cm and equipped with a dropping funnel on the upper lid. Add 30.0 g of glyceryl dispersion in advance. While stirring this at 50 ° C., 300 rpm, under reduced pressure, 100.0 g of a 10% aqueous solution in which 10.0 g of an α-glucosyl hesperidin aqueous solution was dissolved was dropped from the dropping funnel over 30 minutes. Furthermore, stirring was continued for 1 hour under reduced pressure at 50 ° C. and 300 rpm, and 60.1 g of water was distilled off to obtain 99.9 g of a viscous dispersion.

  When this viscous dispersion is observed with an optical microscope at 1000 times, dispersed particles and aggregates of particles are observed. When pressure is applied to these particles, the droplets may coalesce and the retentate may flow out. confirmed. Further, this viscous dispersion was centrifuged at 15000 G for 2 hours at 20 ° C., but it was uniform without separation of the α-glucosyl hesperidin aqueous solution. Therefore, it was clear that the α-glucosyl hesperidin aqueous solution was stably blended. Furthermore, it was clear that this viscous dispersion was a dispersion of microcapsules enclosing an α-glucosyl hesperidin aqueous solution in tri (caprylic / capric) glyceryl.

Example 34 Oily substance dispersion liquid A (XVI) of encapsulated microcapsules encapsulating glycerin and perfluoropolyether (Fomblin HC / 04 (trade name) manufactured by Solvay Solexis Co., Ltd.)
A microcapsule tri (caprylic acid / capric acid) obtained by removing the encapsulated water obtained in Example 25 in a reaction vessel made of a cylindrical glass with a capacity of 500 mL round bottom with an inner diameter of 7 cm and equipped with a dropping funnel on the upper lid. 15.0 g of glyceryl dispersion and 10.0 g of tri (caprylic acid / capric acid) glyceryl are put in advance. While stirring this at 50 ° C. and 300 rpm under reduced pressure, 10.0 g of glycerin was added dropwise from the dropping funnel over 5 minutes. Subsequently, 65.0 g of perfluoropolyether (average molecular weight 1500) was added from the dropping funnel. Furthermore, stirring was continued for 1 hour under reduced pressure at 50 ° C. and 300 rpm to obtain 100.0 g of a viscous dispersion.

  When this viscous dispersion is observed with an optical microscope at a magnification of 1000 times, dispersed particles and aggregates of particles are observed. When pressure is applied to these particles, the droplets coalesce and the retentate flows out. confirmed. The viscous dispersion was centrifuged at 15000 G for 2 hours at 20 ° C., and it was uniform without separation of glycerin and perfluoropolyether. Therefore, it was clear that glycerin and perfluoropolyether were blended stably. Furthermore, it was clear that this viscous dispersion was obtained by dispersing microcapsules encapsulating (stablely holding) glycerin and perfluoropolyether in tri (caprylic acid / capric acid) glyceryl.

Example 35 Oily substance dispersion B (XVII) of encapsulated microcapsules encapsulating glycerin and perfluoropolyether (Fomblin HC / 04 (trade name) manufactured by Solvay Solexis Co., Ltd.)
A microcapsule tri (caprylic acid / capric acid) obtained by removing the encapsulated water obtained in Example 25 in a reaction vessel made of a cylindrical glass with a capacity of 500 mL round bottom with an inner diameter of 7 cm and equipped with a dropping funnel on the upper lid. 15.0 g of glyceryl dispersion and 10.0 g of tri (caprylic acid / capric acid) glyceryl are put in advance. While stirring this at 50 ° C. and 300 rpm under reduced pressure, a mixed liquid in which 7.5 g of perfluoropolyether (average molecular weight 1500) was dispersed in 67.5 g of glycerin was added from a dropping funnel. Furthermore, stirring was continued for 1 hour under reduced pressure at 50 ° C. and 300 rpm to obtain 100.0 g of a viscous dispersion.

  When this viscous dispersion is observed with an optical microscope at a magnification of 1000 times, dispersed particles and aggregates of particles are observed. When pressure is applied to these particles, the droplets coalesce and the retentate flows out. confirmed. The viscous dispersion was centrifuged at 15000 G for 2 hours at 20 ° C., and it was uniform without separation of glycerin and perfluoropolyether. Therefore, it was clear that glycerin and perfluoropolyether were blended stably. Furthermore, it was clear that this viscous dispersion was obtained by dispersing microcapsules encapsulating (stablely holding) glycerin and perfluoropolyether in tri (caprylic acid / capric acid) glyceryl.

Example 36 Oily substance dispersion of encapsulated microcapsules encapsulating erythritol and glycerin (XVIII)
A microcapsule tri (caprylic acid / capric acid) obtained by removing the encapsulated water obtained in Example 25 in a reaction vessel made of a cylindrical glass with a capacity of 500 mL round bottom with an inner diameter of 7 cm and equipped with a dropping funnel on the upper lid. Add 30.0 g of glyceryl dispersion in advance. While stirring at 50 ° C. and 300 rpm under reduced pressure, erythritol and 70.0 g of glycerin aqueous solution obtained by dissolving 20.0 g of erythritol and 20.0 g of water in 30.0 g of glycerin were dropped from an aqueous dropping funnel over 30 minutes. . Further, stirring was continued for 1 hour under reduced pressure at 50 ° C. and 300 rpm to obtain 100.0 g of a viscous dispersion.

  When this viscous dispersion was observed with an optical microscope 1000 times, dispersed particles and aggregates of particles were confirmed, and when pressure was applied to these particles, the droplets coalesced and the retentate flowed out. confirmed. The viscous dispersion was centrifuged at 20 ° C. and 15000 G for 2 hours, and it was uniform without separation of hydrophilic substances. Therefore, it was clear that erythritol and glycerin were blended stably. Furthermore, it was clear that this viscous dispersion was obtained by dispersing microcapsules enclosing erythritol and glycerin in tri (caprylic acid / capric acid) glyceryl.

Example 37 Oily substance dispersion of encapsulated microcapsules encapsulating dipotassium glycyrrhizinate aqueous solution (XIX)
A microcapsule tri (caprylic acid / capric acid) obtained by removing the encapsulated water obtained in Example 25 in a reaction vessel made of a cylindrical glass with a capacity of 500 mL round bottom with an inner diameter of 7 cm and equipped with a dropping funnel on the upper lid. Add 30.0 g of glyceryl dispersion in advance. While stirring this at 50 ° C. and 300 rpm under reduced pressure, 100.0 g of a 10% aqueous solution in which 10.0 g of dipotassium glycyrrhizinate was dissolved in advance was added dropwise over 30 minutes from the dropping funnel. Further, stirring was continued at 50 ° C., 300 rpm, and reduced pressure for 1 hour, and 40.0 g of water was distilled off to obtain 100.0 g of a viscous dispersion.

  When this viscous dispersion was observed with an optical microscope 1000 times, dispersed particles and aggregates of particles were confirmed, and when pressure was applied to these particles, the droplets coalesced and the retentate could flow out. confirmed. The viscous dispersion was centrifuged at 20 ° C. and 15000 G for 2 hours, but it was uniform without separation of hydrophilic substances. Therefore, it was clear that the dipotassium glycyrrhizinate aqueous solution was stably blended. Furthermore, it was clear that this viscous dispersion was obtained by dispersing microcapsules enclosing an aqueous dipotassium glycyrrhizinate solution in tri (caprylic acid / capric acid) glyceryl.

Example 38 Oily substance dispersion liquid (XX) of encapsulated microcapsules encapsulating urea aqueous solution
A microcapsule tri (caprylic acid / capric acid) obtained by removing the encapsulated water obtained in Example 25 in a reaction vessel made of a cylindrical glass with a capacity of 500 mL round bottom with an inner diameter of 7 cm and equipped with a dropping funnel on the upper lid. Add 30.0 g of glyceryl dispersion in advance. While stirring this at 50 ° C., 300 rpm, under reduced pressure, 80.0 g of a 50% aqueous solution in which 40.0 g of urea was dissolved in advance was dropped from the dropping funnel over 10 minutes. Further, stirring was continued for 1 hour under reduced pressure at 50 ° C., 300 rpm, and 10.0 g of water was distilled off to obtain 100.0 g of a viscous dispersion.

  When this viscous dispersion was observed with an optical microscope 1000 times, dispersed particles and aggregates of particles were confirmed, and when pressure was applied to these particles, the droplets coalesced and the retentate flowed out. confirmed. The viscous dispersion was centrifuged at 20 ° C. and 15000 G for 2 hours, and it was uniform without separation of hydrophilic substances. Therefore, it was clear that the urea aqueous solution was stably blended. Furthermore, it was clear that this viscous dispersion was a dispersion of microcapsules containing an aqueous urea solution in tri (caprylic / capric) glyceryl.

Example 39 Oily substance dispersion (XXI) of encapsulated microcapsules encapsulating sodium glycolate aqueous solution
A microcapsule tri (caprylic acid / capric acid) obtained by removing the encapsulated water obtained in Example 25 in a reaction vessel made of a cylindrical glass with a capacity of 500 mL round bottom with an inner diameter of 7 cm and equipped with a dropping funnel on the upper lid. Add 30.0 g of glyceryl dispersion in advance. While stirring this at 50 ° C. and 300 rpm under reduced pressure, 70.0 g of a 5% aqueous solution of sodium glycolate that had been neutralized to pH 6.5 in advance was added dropwise over 20 minutes from the dropping funnel. Further, stirring was continued for 1 hour under reduced pressure at 50 ° C. and 300 rpm to obtain 100.0 g of a viscous dispersion.

  When this viscous dispersion was observed with an optical microscope 1000 times, dispersed particles and aggregates of particles were confirmed, and when pressure was applied to these particles, the droplets coalesced and the retentate could flow out. confirmed. The viscous dispersion was centrifuged at 20 ° C. and 15000 G for 2 hours, but it was uniform without separation of hydrophilic substances. Therefore, it was clear that the sodium glycolate aqueous solution was stably blended. Further, it was clear that this viscous dispersion was a dispersion of microcapsules enclosing an aqueous sodium glycolate solution in tri (caprylic acid / capric acid) glyceryl.

Examples 40 to 41, Comparative Examples 14 to 17
(Evaluation sample)
Lipsticks having the formulations shown in Table 28 were produced by a production method comprising the following A step, B step and C step.

Step A: Components 1 to 17 shown in Table 28 were heated and dissolved at 95 ° C., and then mixed thoroughly.
Step B: The mixture obtained in Step A was kept at 80 ° C., defoamed, poured into a mold, filled, cooled to room temperature, and molded.
Step C: The solid material molded in Step B was taken out of the mold and attached to a container to obtain a stick-shaped lipstick.

  The dipolyhydroxystearic acid PEG-30 used in the comparative example is ARLACEL P-135 (trade name) manufactured by Unikema Co., and dipentaerythrityl tripolyhydroxystearate is Saracos WO-6 (commercial product) manufactured by Nisshin Oilio Co., Ltd. Name).

  The obtained stick-shaped lipstick was subjected to sensory evaluation on “smooth stretch and spread”, “moisture feeling”, “make-up” and “odor”. Further, the “pigment dispersion state at the time of melting” of the mixture obtained in the step A was evaluated. Furthermore, the “sticking stability with time” at 5 ° C., 40 ° C. and 50 ° C. of the obtained stick-shaped lipstick was evaluated. The evaluation method is shown below.

(Method of sensory evaluation)
40 females with a makeup history of 10 years or more were used as evaluation panelists, and the lipsticks of the above examples and comparative examples were used for 1 month, and "smooth stretch spread", "moisture feeling", "make-up feeling" and "scent" For each item, the number of panels that answered “I felt good” was counted and judged according to the evaluation criteria shown in Table 29.

(Evaluation method for "dispersion state at melting")
A part of the mixture obtained in the above step A was allowed to stand on a hot water bath (90 ° C.) for 30 minutes, and the state of sedimentation of the pigment was observed and judged according to the judgment criteria shown in Table 30.

(Evaluation method for “aging stability”)
The obtained stick-shaped lipstick is drawn out from the container and stored in a thermostatic bath at each temperature of 5 ° C., 40 ° C. and 50 ° C., and changes in the appearance state after one month are observed and evaluated according to the judgment criteria in Table 31. did.

(Evaluation results)
Table 32 shows the results of evaluation of sensory evaluation, “pigment dispersion state at melting”, and “aging stability”. As is apparent from the results in Table 32, the stick-shaped lipsticks of the examples in which the oily substance dispersion liquid of the encapsulated microcapsules of the present invention was blended had “smooth stretch spread”, “moisture feeling”, “make-up feeling”, It was excellent in all items of “odor”, “dispersibility at the time of melting”, and “stability with time”. On the other hand, for Comparative Examples 14 to 16 which contain honey, 1,3-butylene glycol mixed liquid and the like but do not contain the oily substance dispersion liquid of the encapsulated microcapsules of the present invention, they lack smooth extension and moist feeling. In addition, separation was observed during melting, and significant changes such as sweating and folding were observed in the stability over time.

Example 42, Comparative Examples 18 and 19
The powder foundation of the prescription shown in Table 33 was manufactured by the procedure consisting of A process, B process and C process shown below.

Step A: Components 1 to 8 shown in Table 33 were uniformly mixed and dispersed at room temperature.
Step B: Components 9 to 17 shown in Table 33 were added to the mixed dispersion obtained in Step A and mixed uniformly at room temperature.
Step C: The mixture obtained in Step B was pulverized and filled into a container to obtain a powder foundation.

  The powder foundation of the example blended with the oily substance dispersion liquid of the encapsulated microcapsules of the present invention is superior in shape retention and stability over time to the powder foundation of the comparative example, and it has a smooth extension spread and is comfortable to apply. In addition to excellent makeup, the dispersibility of L-ascorbic acid 2-glycoside and the stability over time were also good. On the other hand, in Comparative Example 18, not only the usability was poor, but also precipitation of crystals of L-ascorbic acid 2-glycoside was observed over time.

Example 43, Comparative Example 20
A liquid foundation having the formulation shown in Table 34 was produced by the procedure consisting of the A process and the B process shown below.

Step A: Components 1 to 11 shown in Table 34 were mixed at room temperature.
Step B: Components 12 to 16 shown in Table 34 were added to the mixture obtained in Step A, and uniformly dispersed at room temperature using a homomixer to obtain a liquid foundation.

  The liquid foundation of the example blended with the oily substance dispersion liquid of the encapsulated microcapsules of the present invention was excellent in stability over time, without stickiness, fresh, smooth spread, and good makeup. . Moreover, although there was little stickiness compared with the comparative example, the moist feeling was good and it was stable without crystallization of sodium ascorbate phosphate.

Example 44, Comparative Example 21
A stick-shaped concealer having the formulation shown in Table 35 was produced by the procedure consisting of the following steps A and B.

Step A: Components 1 to 16 shown in Table 35 were heated and dissolved at 100 ° C. and mixed.
Step B: The mixture obtained in Step A was kept at 80 ° C., defoamed, poured into a container, and cooled to room temperature to obtain a stick concealer.

  The obtained stick-shaped concealer was excellent in shape retention and stability over time, had no stickiness, had an excellent concealing effect, and had good makeup. Moreover, compared with the comparative example, it was excellent in moisturizing feeling, precipitation of ascorbic acid sodium phosphate ester and sweating were not observed, and the stability was also good.

Example 45, Comparative Example 22
Lip gloss of the prescription shown in Table 36 was produced by the procedure consisting of the A process and the B process shown below.

Step A: Components 1 to 11 shown in Table 36 were heated and dissolved at 85 ° C. and mixed.
Step B: The mixture obtained in Step A was kept at 80 ° C., defoamed, poured into a container, cooled to room temperature, and lip gloss was obtained.

  The obtained lip glyros had good temporal stability, excellent gloss, and good cosmetic finish. Moreover, compared with the comparative example, it was excellent in moisturizing feeling, and there was no precipitation of α-glucosyl hesperidin and the stability was also good.

Example 46, Comparative Example 23
An eye color pencil having the formulation shown in Table 37 was produced by the procedure consisting of the A step and the B step shown below.

Step A: Components 1 to 15 shown in Table 37 were dissolved by heating at 85 ° C. and mixed.
Process B: The mixture obtained in Process A is kept at 80 ° C., defoamed, poured into the shaft hole on the rear end side of the resin cylindrical shaft, filled (back-filled), cooled and solidified, and the eye color pencil Got.

  The obtained eye color pencil was excellent in shape retention and stability over time, had a gloss, and had a good cosmetic finish. Moreover, compared with the comparative example, it was smooth and easy to draw, and there was little blur with time.

Example 47, Comparative Example 24
An eye cream having the formulation shown in Table 38 was produced by the procedure consisting of the A step, B step and C step shown below.

Step A: Components 1 and 3 to 9 shown in Table 38 were heated and dissolved at 80 ° C. and mixed uniformly.
Step B: Components 2 and 10 to 15 shown in Table 38 were heated to 80 ° C. and added to the mixture obtained in Step A to emulsify.
Step C: The mixture obtained in Step B was cooled to obtain an eye cream.

  The obtained eye cream was excellent in stability over time and excellent in refreshing feeling and sustaining moisturizing feeling.

Example 48, Comparative Example 25
Cleansing oils having the formulation shown in Table 39 were produced by the procedure consisting of the A and B steps shown below.

Step A: Components 1 to 9 shown in Table 39 were heated and dissolved at 80 ° C. and mixed uniformly.
Step B: The mixture obtained in Step A was cooled to obtain cleansing oil.

  The obtained cleansing oil was excellent in stability over time, and also had good makeup removal effect and ease of pouring.

Example 49, Comparative Example 26
W / O type UV creams having the formulations shown in Table 40 were produced by the procedure consisting of the following steps A and B.

Step A: Components 1 to 4 and 6 to 11 shown in Table 40 were mixed at room temperature.
Step B: Components 5 and 12 to 15 shown in Table 40 were added to the mixture obtained in Step A, and uniformly dispersed at room temperature using a homomixer to obtain a W / O type UV cream.

  The obtained W / O type UV cream was excellent in dispersibility and stability over time, had no stickiness, was fresh, smooth and spread, and had good UV protection.

Example 50, Comparative Example 27
An O / W type whitening cream having the formulation shown in Table 41 was produced by the procedure consisting of the following steps A, B, C and D.

Step A: Components 1 to 9 shown in Table 41 were dissolved at 80 ° C. and mixed.
Step B: Components 10 to 16 shown in Table 41 were mixed at 80 ° C.
Step C: At 80 ° C., the mixture obtained in Step B was added to the mixture obtained in Step A and emulsified.
Step D: The mixture obtained in Step C was cooled to room temperature to obtain an O / W type whitening cream.

  The obtained O / W type whitening cream was excellent in stability over time, had no stickiness, was watery, had a smooth stretch spread and a rich feeling of use. Moreover, the stability of the whitening component was also good.

Example 51, Comparative Example 28
The hair wax having the formulation shown in Table 42 was produced by the procedure consisting of the A process and the B process shown below.

Step A: Components 1 to 13 shown in Table 42 were dissolved by heating at 80 ° C. and mixed uniformly.
Step B: The mixture obtained in Step A was poured into a container at 80 ° C. and cooled to obtain a hair wax.

  The obtained hair wax had excellent stability over time, no stickiness, and good setting power.

Example 52, Comparative Example 29
The mascara having the formulation shown in Table 43 was produced by the procedure consisting of the A process and the B process shown below.

Step A: Components 1 to 13 were heated and dissolved at 80 ° C. and mixed uniformly.
Step B: The mixture obtained in step A was poured into a container and cooled to obtain a mascara.

  The obtained mascara was excellent in stability over time, did not feel sticky, and had good setting power.

Example 53, Comparative Example 30
An O / W type whitening cream having the formulation shown in Table 44 was produced by the procedure consisting of the following steps A, B, C and D.

Step A: Components 1 to 6 and 8 to 9 shown in Table 44 were dissolved at 80 ° C. and mixed.
Step B: Components 7 and 10 to 16 shown in Table 44 were mixed at 80 ° C.
Step C: At 80 ° C., the mixture obtained in Step B was added to the mixture obtained in Step A and emulsified.
Step D: The mixture obtained in Step C was cooled to room temperature to obtain an O / W type whitening cream.

  The obtained O / W type whitening cream was excellent in stability over time, had no stickiness, was watery, had a smooth stretch spread and a rich feeling of use. Moreover, the stability of the whitening component was also good.

Examples 54-55, Comparative Example 31
A stick-shaped lipstick with the formulation shown in Table 45 was produced by the procedure consisting of the following steps A, B and C.
Step A: Components 1 to 18 were dissolved by heating at 95 ° C. and then mixed well.
Step B: The mixture obtained in Step A was kept at 80 ° C., defoamed, poured into a mold, filled, cooled to room temperature, and molded.
Step C: The solid material molded in Step B was taken out of the mold and attached to a container to obtain a stick-shaped lipstick.

(Evaluation methods)
The stick-like lipstick thus obtained was subjected to sensory evaluation on “smooth stretch and spread”, “moisture feeling”, “make-up feeling” and “film feeling”. Further, the “pigment dispersion state at the time of melting” of the mixture obtained in the step A was evaluated. Furthermore, the “sticking stability with time” at 5 ° C., 40 ° C. and 50 ° C. of the obtained stick-shaped lipstick was evaluated. The above evaluation was performed in the same manner as in Examples 40 and 41. However, the evaluation of the dispersion state at the time of melting was performed in the sedimentation state after standing at 90 ° C. for 1 minute instead of the sedimentation state after standing at 90 ° C. for 30 minutes.

(Evaluation results)
Table 5 shows the evaluation results of the stick-shaped lipstick. As is clear from these results, the stick-like lipsticks of Examples 55 to 54 contained in the present invention have “smooth stretch and spread”, “moisture feeling”, “make-up feeling”, “film feeling”, “when melted” In all the items of “dispersibility” and “stability over time”. In addition, the comparative example 31 was not only lacking in smooth extension spread and moist feeling, but also observed separation at the time of melting, and significant changes such as perspiration and breakage were observed in the stability over time.

  The oily substance dispersion liquid of microcapsules capable of encapsulating water and / or a hydrophilic substance and the encapsulated microcapsule oily substance dispersion liquid of the present invention can be applied to cosmetics. In addition, according to the present invention, it is possible to provide a cosmetic having excellent storage stability, in which a hydrophilic functional component unstable to heat is blended without coloring, smelling, or deactivating active ingredients.

It is a conceptual diagram which shows the dispersion state of a microcapsule. It is a schematic diagram which shows the state of the wave of hair at the time of measuring a wave efficiency and a wave retention.

Claims (13)

  A dispersion in which microcapsules capable of enclosing water and / or a hydrophilic substance are dispersed in an oily substance, and the microcapsules have a wall membrane that is permeable to water and / or a hydrophilic substance. A microcapsule obtained by removing all or part of the water and / or hydrophilic substance contained in the wall membrane from the microcapsule containing water and / or the hydrophilic substance. Oily substance dispersion liquid.   2. The oily substance dispersion liquid of microcapsules according to claim 1, wherein the wall film is lipophilic and hydrophilic.   3. The microcapsule according to claim 2, wherein the wall film is formed of a polycondensation product of at least one silylated peptide and at least one silane compound that generates two or more hydroxyl groups by hydrolysis. Oily substance dispersion liquid. The wall film has the following general formula (I):

[Wherein R ¹ represents a hydroxyl group or an alkyl group having 1 to 3 carbon atoms, R ² represents a residue of a side chain excluding a terminal amino group of a basic amino acid having an amino group at the end of the side chain; ³ represents an amino acid side chain other than the amino acid to which R ² is bonded; A is a bond, —CH ₂ —, — (CH ₂ ) ₃ —, — (CH ₂ ) ₃ OCH ₂ CH (OH) CH ₂ — and Represents at least one group selected from the group consisting of — (CH ₂ ) ₃ S—, m is 0 to 50, n is 0 to 50, and m + n is 1 to 50 (provided that m and n are amino acids) It only shows the number, not the order of the amino acid sequence). One or more of the silylated peptides represented by
The following general formula (II):
R ⁴ pSiX (4-p) (II)
[Wherein, R ⁴ is an organic group in which a silicon atom is directly bonded to a carbon atom, p is an integer of 0 to 2, and p R ^{4 s} may be the same or different. X is a group selected from the group consisting of a hydroxyl group, a hydrogen atom, an alkoxyl group, a halogen group, a carboxyl group, an amino group, and a siloxyl group, and (4-p) pieces of X may be the same or different. It is formed of a polycondensation product obtained by polycondensing one or more silane compounds having two or more hydroxyl groups by hydrolysis at a molar ratio of 1:20 to 1:80. The oily substance dispersion liquid of the microcapsule according to claim 3.   Polycondensation of one or more of the silylated peptides represented by the general formula (I) with one or more silane compounds in which two or more hydroxyl groups are generated by hydrolysis represented by the general formula (II) is water and / or hydrophilic. The oily substance dispersion liquid of microcapsules according to claim 4, which is carried out with stirring in the presence of the substance and the oily substance.   Water and / or a hydrophilic substance is provided between the microcapsules dispersed in the oily substance dispersion liquid of the microcapsules according to any one of claims 1 to 5 and / or in the wall film of the microcapsules. An oily substance dispersion of encapsulated microcapsules obtained by being encapsulated.   7. The oily substance dispersion of encapsulated microcapsules according to claim 6, wherein the water and / or the hydrophilic substance is an aqueous solution of a thermally unstable substance or an aqueous solution having a high salt concentration.   Water and / or hydrophilic substances are moisturizing ingredients, pharmacologically active ingredients, dyes, water-soluble vitamins and derivatives thereof, plant extracts, sugars and derivatives thereof, amino acids, proteins, protein hydrolysates and derivatives thereof, and 8. The oily substance dispersion of encapsulated microcapsules according to claim 6 or 7, wherein the dispersion is one or more selected from aqueous solutions of organic salts.   The oily substance is one or a mixture of two or more selected from the group consisting of hydrocarbons, esters, oils and fats, waxes, silicone oils, higher alcohols, and higher fatty acids. An oily substance dispersion liquid of microcapsules according to any one of claims 1 to 5.   The oily substance is one or a mixture of two or more selected from the group consisting of hydrocarbons, esters, oils and fats, waxes, silicone oils, higher alcohols, and higher fatty acids. The oily substance dispersion liquid of the encapsulated microcapsule in any one of Claims 6 thru | or 8.   A cosmetic comprising the oily substance dispersion liquid of microcapsules according to any one of claims 1 to 5, a water phase component, and an oil phase component.   A cosmetic comprising an oily substance dispersion of the encapsulated microcapsules according to any one of claims 6 to 8, a water phase component, and an oil phase component.   The cosmetic according to claim 11 or 12, wherein the oil phase component is volatile silicone.

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