Organopolysiloxane-modified cyclodextrin compounds and cosmetic materials containing the same

Abstract

An organic polysiloxane-modified cyclodextrin compound composed of a sugar unit represented by the following formula (1) [in the formula, R is a hydrogen atom, a group represented by the following formula (2) (in the formula, R 1 is a group selected from an alkyl group having 1 to 8 carbon atoms, a fluorine-substituted alkyl group having 1 to 8 carbon atoms, and an aryl group having 6 to 12 carbon atoms, n is an integer of 1 to 10, and a is an integer of 0 to 3], or a group represented by the following formula (3) (in the formula, X is a divalent organic group, and * is a bonding end that bonds with a hydroxyl group of another sugar unit]. The ratio of the number of moles N H of hydrogen atoms, the number of moles N S of the group represented by the above formula (2), and the number of moles N L of the group represented by the above formula (3) is N H :N S :N L = 0.5 to 2.5: 0.3 to 2.0: 0.1 to 0.5, N H +N S +N L = 3.0.

Description

Technical Field

[0001] This invention relates to organopolysiloxane-modified cyclodextrin compounds and cosmetics containing them. Background Technology

[0002] Cyclodextrins have a donut-like structure, with a lipophilic inner surface and a hydrophilic outer surface, exhibiting inclusion properties that allow various active substances to be contained within the cavities. Therefore, they are widely used in pharmaceuticals, food, cosmetics, textiles, coatings, and other products because they can solubilize poorly soluble substances and improve product stability. While the addition of cyclodextrins is common, polymers containing cyclodextrin groups have also been reported. For example, cyclodextrin condensation polymers obtained by reacting cyclodextrins with diisocyanate compounds are used as selective fixatives for halogenated aromatic compounds contained in organic media (Patent Document 1). Furthermore, derivatives of cyclodextrins bonded via amide groups can improve the water solubility of poorly soluble compounds, and their applications in pharmaceuticals and cosmetics have been reported (Patent Documents 2, 3).

[0003] Acrylic hydrogels with cyclodextrins in their side chains have the ability to introduce drugs, active substances, or protective agents, and are used in contact lenses and cosmetics (Patent Document 4). Additionally, various guest molecules are encapsulated using cyclodextrin conjugates containing polyoxyethylene as a linker (Patent Document 5). However, these are all aimed at encapsulating various substances.

[0004] Existing technical documents

[0005] Patent documents

[0006] Patent Document 1: Japanese Patent Application Publication No. 2013-233473

[0007] Patent Document 2: Japanese Patent Application Publication No. 2007-106789

[0008] Patent Document 3: Japanese Patent Application Publication No. 2009-024094

[0009] Patent Document 4: Japanese Patent Publication No. 2011-529998

[0010] Patent Document 5: Japanese Patent Application Publication No. 2007-023280 Summary of the Invention

[0011] The problem that the invention aims to solve

[0012] The purpose of this invention is to provide organopolysiloxane-modified cyclodextrin compounds and cosmetics containing them. These compounds improve the stability (time-dependent stability) of oils such as silicone oils in cosmetics. Cosmetics containing these compounds spread well, are non-greasy and non-sticky, possess a refreshing and gentle feel characteristic of silicone oils, and exhibit excellent skin adhesion, thus improving makeup longevity. The purpose of this invention is to provide cosmetics that can stably incorporate pharmaceutical ingredients, fragrances, etc., into cosmetics that also contain these ingredients.

[0013] Methods for solving problems

[0014] To achieve the above objective, the inventors conducted in-depth research and discovered that: by adjusting the ratio of hydrogen atoms in the three hydroxyl groups to be replaced in the sugar unit constituting the organopolysiloxane-modified cyclodextrin compound, i.e., the molar number N of hydrogen atoms... H The specific molar number N of the three organosilanes modified amide groups. S The molar number N of specific linking groups with divalent carbamate bonds. L By ensuring that the ratio is within a specific range, the aforementioned problems can be solved, thus completing the present invention.

[0015] Therefore, the present invention provides the following organopolysiloxane-modified cyclodextrin compounds and cosmetics.

[0016] 1. An organopolysiloxane-modified cyclodextrin compound is an organopolysiloxane-modified cyclodextrin compound composed of sugar units represented by the following formula (1).

[0017] [Chemistry 1]

[0018]

[0019] In the formula, R is independently a hydrogen atom, a group represented by formula (2) below, or a group represented by formula (3) below.

[0020] [Chemistry 2]

[0021]

[0022] In the formula, R 1 Independently, it is a group selected from alkyl groups having 1 to 8 carbon atoms, fluorosubstituted alkyl groups having 1 to 8 carbon atoms, aryl groups having 6 to 12 carbon atoms, and aralkyl groups having 7 to 12 carbon atoms, where n is an integer from 1 to 10 and a is an integer from 0 to 3.

[0023] [Chemistry 3]

[0024]

[0025] In the formula, X is a divalent organic group, and * represents the bonding end that bonds to the hydroxyl group of other sugar units.

[0026] The number of moles of hydrogen atoms N in 1 mole of organopolysiloxane modified cyclodextrin compound H The number of moles N of the groups represented by the formula (2) S The number of moles N of the group represented by the above formula (3) L The ratio is N H :N S :N L =0.5~2.5: 0.3~2.0: 0.1~0.5, N H +N S +N L =3.0.

[0027] 2. The organopolysiloxane-modified cyclodextrin compound according to claim 1, wherein X is a divalent aliphatic hydrocarbon group with 1 to 10 carbon atoms, a divalent aromatic hydrocarbon group with 6 to 20 carbon atoms, and a divalent organic group from the following formula (4).

[0028] [Chemistry 4]

[0029]

[0030] In the formula, X 1 Independently, it is a divalent aliphatic hydrocarbon group with 1 to 10 carbon atoms or a divalent aromatic hydrocarbon group with 6 to 20 carbon atoms, Sx is a divalent organopolysiloxane residue represented by the following formula (5), and p is a number from 1 to 5.

[0031] [Chemistry 5]

[0032]

[0033] In the formula, R 2 b is independently selected from alkyl groups having 1 to 8 carbon atoms, fluorosubstituted alkyl groups having 1 to 8 carbon atoms, aryl groups having 6 to 12 carbon atoms, and aralkyl groups having 7 to 12 carbon atoms; c is independently selected from 2 to 12; d is independently selected from 0 to 200; and e is independently selected from 0 to 40.

[0034] 3. The organopolysiloxane-modified cyclodextrin compound according to claim 2, wherein X is a group selected from divalent hydrocarbon groups represented by the following formula.

[0035] [Chemistry 6]

[0036]

[0037] 4. The organopolysiloxane-modified cyclodextrin compound according to any one of 1 to 3, wherein the sugar unit of the formula (1) is derived from a cyclodextrin compound selected from α-cyclodextrin, β-cyclodextrin, and γ-cyclodextrin, as well as derivatives of these cyclodextrins having hydroxyethyl or hydroxypropyl groups.

[0038] 5. The organopolysiloxane-modified cyclodextrin compound according to any one of 1 to 4, wherein in formula (2), n = 3, R 1 It is a methyl group.

[0039] 6. A cosmetic containing an organopolysiloxane-modified cyclodextrin compound according to any one of 1 to 5, characterized in that the cosmetic contains 0.05 to 20% by mass of the cyclodextrin compound.

[0040] 7. The cosmetic material according to 6 further comprises water and is in the form of an emulsion.

[0041] 8. The cosmetic material according to 6 or 7 further contains one or more selected from silicone oil, hydrocarbon oil, ester oil, glyceryl ester oil and ultraviolet absorber.

[0042] 9. The cosmetic material according to any one of 6 to 8, which further comprises powder, and is in liquid, paste or solid form.

[0043] The effects of the invention

[0044] According to the present invention, novel organopolysiloxane-modified cyclodextrin compounds can be provided. Furthermore, the above-mentioned compounds can improve the stability of oils such as silicone oils in cosmetics. Consequently, cosmetics containing the above-mentioned compounds spread well, are non-greasy and non-sticky, possess a refreshing and gentle touch characteristic of silicone oils, and exhibit excellent skin adhesion, thus improving makeup staying power. Furthermore, cosmetics that can stably incorporate pharmaceutical ingredients, fragrances, etc., can be provided. Detailed Implementation

[0045] The present invention will now be described in detail.

[0046] [(A) ingredient]

[0047] The organopolysiloxane-modified cyclodextrin compound of the present invention is an organopolysiloxane-modified cyclodextrin compound composed of sugar units represented by the following formula (1).

[0048] [Chemistry 7]

[0049]

[0050] [In the formula, R is independently a hydrogen atom, as shown in the following formula (2)]

[0051] [Chemistry 8]

[0052]

[0053] (where R is in the formula) 1 Independently, it is a group selected from alkyl groups having 1 to 8 carbon atoms, fluorosubstituted alkyl groups having 1 to 8 carbon atoms, aryl groups having 6 to 12 carbon atoms, and aralkyl groups having 7 to 12 carbon atoms, where n is an integer from 1 to 10 and a is an integer from 0 to 3.

[0054] The group represented, or the group represented by the following formula (3).

[0055] [Chemistry 9]

[0056]

[0057] (In the formula, X is a divalent organic group, and * represents the bonding end that is bonded to the hydroxyl group of another sugar unit.)

[0058] The group indicated.

[0059] The number of moles of hydrogen atoms N in 1 mole of organopolysiloxane modified cyclodextrin compound H The number of moles N of the groups represented by the above formula (2) S The number of moles N of the group represented by the above formula (3) L The ratio is N H :N S :N L =0.5~2.5: 0.3~2.0: 0.1~0.5, N H +N S +N L =3.0.

[0060] The sugar unit represented by formula (1) is preferably a cyclodextrin structure comprising sugar units from cyclodextrin compounds selected from α-cyclodextrin, β-cyclodextrin, and γ-cyclodextrin, as well as derivatives of these cyclodextrins having hydroxyethyl or hydroxypropyl groups.

[0061] In formula (1), R is independently selected from hydrogen atoms, triorganosilyl-modified amide groups represented by formula (2), and linking groups with divalent urethane bonds represented by formula (3), and the number of moles of hydrogen atoms N in 1 mole of the organopolysiloxane-modified cyclodextrin compound. H The number of moles N of the groups represented by the above formula (2) S The number of moles N of the group represented by the above formula (3) L The ratio is N H :N S :N L =0.5~2.5:0.3~2.0:0.1~0.5, to become NH +N S +N L Choose the appropriate method for the range = 3.0.

[0062] In the three organosilanes modified amide groups represented by formula (2), R 1 Independently, the group is selected from alkyl groups having 1 to 8 carbon atoms, fluoro-substituted alkyl groups having 1 to 8 carbon atoms, aryl groups having 6 to 12 carbon atoms, and aralkyl groups having 7 to 12 carbon atoms. Examples of alkyl groups include straight-chain alkyl groups such as methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, and octyl, as well as cyclopentyl and cyclohexyl groups. Examples of aryl groups include phenyl and tolyl groups, and examples of aralkyl groups include benzyl and phenethyl groups. Examples of fluoro-substituted alkyl groups include trifluoropropyl and heptadecafluorodecyl groups. Alkyl groups having 1 to 8 carbon atoms and phenyl groups are preferred, and methyl groups are more preferred.

[0063] n is an integer from 1 to 10, preferably 2 to 6, and more preferably 3. a is an integer from 0 to 3, preferably 3. If it is within this range, the compatibility of the obtained organopolysiloxane-modified cyclodextrin compound with oils such as silicone oil is further improved. In addition, cosmetics using such organopolysiloxane-modified cyclodextrin compounds become cosmetics that spread well, are non-sticky, and have an excellent user experience.

[0064] In the linking group with divalent carbamate bonds represented by formula (3), X is a divalent organic group, and * is a bonding end bonded to the hydroxyl group of other sugar units. By using carbamate bonds for linking cyclodextrins, self-association is achieved due to intermolecular interactions, exhibiting the thickening properties of oils such as silicone oils. Furthermore, by adjusting the amount of carbamate bonds, a non-sticky feel is achieved when incorporated into cosmetics, resulting in excellent skin adhesion and improved makeup longevity.

[0065] As the divalent organic group X, examples include divalent aliphatic hydrocarbon groups with 1 to 10 carbon atoms, divalent aromatic hydrocarbon groups with 6 to 20 carbon atoms, or divalent groups represented by formula (4) that have siloxane bonds in the main chain. Among them, if it is a divalent group represented by formula (4), then there are siloxane bonds at the linking sites between cyclodextrins, which can further improve the compatibility with oils such as silicone oils and expand the types of oils that can be stabilized, so it is preferred.

[0066] Examples of divalent aliphatic hydrocarbon groups with 1 to 10 carbon atoms include alkylene groups with 1 to 10 carbon atoms and cycloalkylene groups with 5 to 10 carbon atoms. Specifically, examples include methylene, ethylene, trimethylene, ethimide, isopropylene, tetramethylene, pentamethylene, hexamethylene, cyclohexylene, and divalent hydrocarbon groups with a cyclohexyl ring derived from isophorone diisocyanate.

[0067] Examples of divalent aromatic hydrocarbon groups with 6 to 20 carbon atoms include 1,3-phenylene, 1,4-phenylene, 2-methyl-1,3-phenylene, 4-methyl-1,3-phenylene, and diphenylmethane-4,4'-diyl. Among these divalent hydrocarbon groups, hexamethylene and divalent hydrocarbon groups with a cyclohexyl ring derived from isophorone diisocyanate are preferred.

[0068] The divalent group with siloxane bonds in the main chain, represented by the following formula (4).

[0069] [Chemistry 10]

[0070]

[0071] [In the formula, X] 1 Independently, it is a divalent aliphatic hydrocarbon group with 1 to 10 carbon atoms or a divalent aromatic hydrocarbon group with 6 to 20 carbon atoms, and Sx is formed by the following formula (5).

[0072] [Chemistry 11]

[0073]

[0074] (where R is in the formula) 2 (a) is independently selected from alkyl groups having 1 to 8 carbon atoms, fluorosubstituted alkyl groups having 1 to 8 carbon atoms, aryl groups having 6 to 12 carbon atoms, and aralkyl groups having 7 to 12 carbon atoms; b is independently 2 to 4; c is independently an integer from 2 to 12; d is an integer from 0 to 200; and e is independently 0 to 40.

[0075] This represents a divalent organopolysiloxane residue. p is a number from 1 to 5.

[0076] In the divalent group with siloxane bonds in the main chain, represented by formula (4), X 1 It is independently a divalent aliphatic hydrocarbon group with 1 to 10 carbon atoms or a divalent aromatic hydrocarbon group with 6 to 20 carbon atoms. Specific examples, preferred examples, etc., can be listed as groups that are the same as the groups exemplified in X above. The p in formula (4) is a number from 1 to 5, preferably 1 to 3. By making p 5 or less, the molecular weight of the organopolysiloxane modified cyclodextrin compound of the present invention is suppressed, and when it is to be formulated as a cosmetic, its solubility with oils becomes good, and the formulation stability is further improved.

[0077] Sx is a divalent group represented by formula (5) that has a siloxane bond in the main chain. In formula (5), R 2 The group is independently selected from alkyl groups having 1 to 8 carbon atoms, fluorosubstituted alkyl groups having 1 to 8 carbon atoms, aryl groups having 6 to 12 carbon atoms, and aralkyl groups having 7 to 12 carbon atoms. Specific examples and preferred examples can be listed in relation to the above-mentioned R. 1 Groups that are identical to the groups illustrated in the examples. b is independently 2 to 4, preferably 2 or 3. c is independently an integer from 2 to 12, preferably 2 or 3. d is an integer from 0 to 200, preferably an integer from 0 to 100, more preferably an integer from 1 to 80. e is independently 0 to 40, preferably 0 to 20, more preferably 1 to 15.

[0078] The number of moles of hydrogen atoms N in 1 mole of organopolysiloxane modified cyclodextrin compound H The number of moles N of the groups represented by the above formula (2) S The number of moles N of the group represented by the above formula (3) L The ratio, that is, the proportion (ratio) in which the hydrogen atoms of the three hydroxyl groups in the sugar unit constituting the organopolysiloxane modified cyclodextrin compound are replaced by the triorganosilyl modified amide group represented by the above formula (2) and the divalent organic group represented by the above formula (3) is as follows.

[0079] N H :N S :N L = 0.5~2.5: 0.3~2.0: 0.1~0.5 (where N H +N S +N L =3.0.

[0080] N H Number of moles of hydrogen atoms

[0081] N S The number of moles in equation (2) above.

[0082] N L The number of moles in equation (3) above.

[0083] N H :N S :N L The preferred ratio is 0.5-2.5: 0.4-2.0: 0.1-0.5, and more preferably 1.0-2.45: 0.45-1.75: 0.1-0.4.

[0084] It should be noted that, as can be seen from the above ratios, it is not necessary for all hydroxyl groups to be replaced by the substituents represented by formulas (2) and (3) above; the presence of hydroxyl groups in the sugar units is a characteristic feature. Since the solubility, degree of crosslinking, and molecular weight change in each oil depending on their ratios, they can be combined according to the oil used. Furthermore, these organopolysiloxane-modified cyclodextrin compounds can also be directly incorporated into cosmetics, but they are generally in solid form, preferably in a state dissolved in the oil or gelled in the oil. As an oil in this case, the same oil as that used in the cosmetics of the present invention described below can be used.

[0085] [Preparation method of organopolysiloxane modified cyclodextrin compound]

[0086] Next, a method for manufacturing the organopolysiloxane-modified cyclodextrin compound of the present invention will be described. This compound can be produced by reacting cyclodextrins and their derivatives having corresponding sugar units with the following formula (6).

[0087] [Chemistry 12]

[0088]

[0089] (where R is in the formula) 1 (The values ​​for , n, and a are the same as above.)

[0090] The term represents an organopolysiloxane containing isocyanate groups and is derived from the following formula (7).

[0091] [Chemistry 13]

[0092]

[0093] (where X) 1 Sx is the same as above, with p ranging from 0 to 5.

[0094] The diisocyanate is prepared by reacting it with the carbamate bond of the diisocyanate. Specifically, it can be prepared by mixing and reacting all three components, or by reacting one of the cyclodextrin or its derivatives with an isocyanate-containing organopolysiloxane of formula (6) or a diisocyanate compound of formula (7), followed by reaction with the other. Regarding N... H :N S :N L The ratio can be adjusted by adding substances and quantities during the process.

[0095] Examples of the aforementioned cyclodextrins and their derivatives include cyclodextrin compounds selected from α-cyclodextrins, β-cyclodextrins, and γ-cyclodextrins, as well as derivatives of these cyclodextrins having hydroxyethyl or hydroxypropyl groups. For these cyclodextrins and their derivatives, it is preferable to preheat and dry them to remove the encapsulated moisture before use in manufacturing.

[0096] In addition, the diisocyanate of formula (7) can be made from the following formula (8).

[0097] [Chemistry 14]

[0098]

[0099] (where R is in the formula) 2 (b, c, d, and e are the same as above.)

[0100] The α,ω-dihydroxy modified organopolysiloxane represents the product of the following formula (9).

[0101] [Chemistry 15]

[0102] O = C = NX 1 -N=C=O (9)

[0103] (where X) 1 Same as above.

[0104] The prepolymer represented is formed by the reaction of diisocyanate compounds.

[0105] As a specific example of an organopolysiloxane containing an isocyanate group represented by formula (6), the following examples can be cited.

[0106] [Chemistry 16]

[0107]

[0108] In addition, the diisocyanate compound represented by formula (9) is preferably selected from one or more compounds selected from hexamethylene diisocyanate, 4,4'-diphenylmethane diisocyanate, 1,4'-phenylene diisocyanate, toluene diisocyanate, and isophorone diisocyanate, and more preferably hexamethylene diisocyanate and 4,4'-diphenylmethane diisocyanate.

[0109] Furthermore, from the viewpoint of improving reaction efficiency and controlling the reaction, a solvent is preferred in this reaction. Examples of solvents used in the reaction include esters such as butyl acetate, ketones such as methyl ethyl ketone, methyl isobutyl ketone, and cyclohexanone, aromatic hydrocarbons such as toluene and xylene, ethers such as dibutyl ether, tetrahydrofuran, and dioxane, and amides such as N,N-dimethylformamide and N-methylpyrrolidone. These can be used individually or in combination of two or more.

[0110] Furthermore, the reaction time varies depending on the presence and type of solvent, typically ranging from 1 to 10 hours at 20–150°C. The isocyanate compound can be added sequentially, mixed dropwise, or all at once. As a catalyst, known catalysts for forming carbamate bonds can be added, such as amines like triethylamine and triethylenediamine, N-methylmorpholine, and organometallic compounds like di-n-butyltin dilaurate and stannous oleate. After the reaction, washing and drying yield the target organopolysiloxane-modified cyclodextrin compound.

[0111] [Gelging agent]

[0112] The organopolysiloxane-modified cyclodextrin compound of the present invention is suitable as a gelling agent for oil-based formulations. Examples of oil-based formulations include silicone oils, hydrocarbon oils, ester oils, glyceryl ester oils, natural animal and vegetable oils and semi-synthetic oils, as well as ultraviolet absorbers and mixtures thereof, which can be used alone or in combination of two or more. Specifically, the gelling oil is silicone oil or hydrocarbon oil; preferably, cyclic organosilicones such as decamethylcyclopentasiloxane and dodecylcyclohexasiloxane, linear organosilicones such as hexamethyldisiloxane, octamethyltrisiloxane, decamethyltetrasiloxane, dodecylpentasiloxane, and tetradecylhexasiloxane, branched organosilicones such as tris(trimethylsiloxymethyl)silane, linear hydrocarbon oils such as decane, undecane, and dodecane, and branched hydrocarbon oils such as isododecane. The amount of the organopolysiloxane-modified cyclodextrin compound in the composition during gelation is 3 to 20% by mass of the cosmetic.

[0113] [Cosmetic Ingredients]

[0114] The organopolysiloxane-modified cyclodextrin compound of the present invention is suitable as a raw material for skin care cosmetics, makeup cosmetics, UV protection cosmetics, and hair cosmetics. Its preferred dosage is in the range of 0.05 to 20% by mass in the cosmetic, more preferably in the range of 0.05 to 10% by mass. At such dosages, it possesses a refreshing and gentle feel characteristic of silicone oil, resulting in a cosmetic with excellent formulation stability and makeup longevity. Furthermore, the optional ingredients described below can be combined individually or in combination of two or more, without impairing the effects of the present invention. It should be noted that sometimes the compound name is recorded using the cosmetic designation or INCI; in cases where the cosmetic designation corresponds to the INCI, the English description is sometimes omitted.

[0115] ·water

[0116] The cosmetic material of the present invention also contains water, and may also be in the form of an emulsion. The amount of water incorporated varies depending on the formulation, preferably 1 to 95% by mass of the cosmetic material, more preferably 20 to 80% by mass.

[0117] Oil

[0118] Furthermore, it may contain one or more of the following: silicone oil, hydrocarbon oil, ester oil, glyceryl ester oil, natural animal and vegetable oils and semi-synthetic oils, and ultraviolet absorbers. In particular, it may contain one or more of the following: silicone oil, hydrocarbon oil, ester oil, glyceryl ester oil, and ultraviolet absorbers, or mixtures thereof, or a substance that gels these oils.

[0119] As for the aforementioned oils, solid, semi-solid, and liquid oils can be used as long as they are commonly used in cosmetics.

[0120] Examples of silicone oils used in this invention include cyclotetrasiloxane (INCI), cyclopentasiloxane (INCI), cyclohexasiloxane (INCI), polydimethylsiloxane (INCI), methyl polytrimethylsiloxane (INCI), tetra(trimethylsiloxy)silane, octanoyl polymethylsiloxane (INCI), phenyl polytrimethylsiloxane (INCI), diphenylsiloxyphenyl polytrimethylsiloxane (INCI), diphenyl polydimethylsiloxane (INCI), trifluoromethylalkyl (C1-4) polydimethylsiloxane, ammonia-terminated polydimethylsiloxane (INCI), aminopropyl polydimethylsiloxane (INCI), PCA polydimethylsiloxane (INCI), etc.

[0121] As hydrocarbon oils, examples include linear, branched, and volatile hydrocarbon oils. Specifically, examples include olefin oligomers (INCI), isoalkanes such as (C13, 14) isoalkanes (INCI), isododecane (INCI), undecane (INCI), dodecane (INCI), isohexadecane (INCI), hydrogenated polyisobutene (INCI), squalane (INCI), mineral oil (INCI), coconut alkanes (INCI), and alkanes such as (C13-15) alkanes (INCI).

[0122] Examples of ester oils include diisobutyl adipate (INCI: Diisobutyl Adipate), dihexyldecyl adipate (indicating name), diheptylundecyl adipate (INCI: Diheptylundecyl Adipate), isostearyl isostearate (INCI: Isostearyl Isostearate), monoisostearate alkyl glycol esters, isocetyl isostearate (INCI: Isocetyl Isostearate), trimethylolpropane triisostearate (INCI: Trimethylolpropane Triisostearate), ethylene glycol diethylhexanoate (INCI: GlycolDiethylhexanoate), cetyl ethylhexanoate (INCI: Cetyl Ethylhexanoate), trimethylolpropane triethylhexanoate (INCI: Trimethylolpropane Triethylhexanoate), and pentaerythritol tetraethylhexanoate (INCI: Pentaerythritol). Tetraethylhexanoate), cetyl octanoate (INCI: CetylEthylhexanoate), octyl dodecyl stearate (INCI: Octyldodecyl Stearoyl Stearate), oleyl oleate (INCI: Oleyl Oleate), octyl dodecyl oleate (INCI: Octyldodecyl Oleate), decyl oleate (INCI: Decyl Oleate), neopentyl dioctanoate (INCI: Neopentyl Glycol Diethylhexanoate), neopentyl dicaprate (INCI: Neopentyl Glycol Dicaprate), diisostearyl malate (INCI: Diisostearyl Malate), triethyl citrate (INCI: Triethyl Citrate), diethylhexyl succinate (INCI: Diethylhexyl Succinate), amyl acetate (INCI: Amyl Acetate), ethyl acetate (INCI: Etyl... Acetate, butyl acetate (INCI: Butyl Aceetate), isocetyl stearate (INCI: Isocetyl Stearate), butyl stearate (INCI: Butyl Stearate), diisopropyl sebacate (INCI: Diisopropyl Sebacate), diethylhexyl sebacate (INCI: DiethylhexylSebacate, cetyl lactate (INCI: Cetyl Lactate), myristyl lactate (INCI: Myristyl Lactate), isononyl isononanoate (INCI: Isononyl Isononanoate), isotridecyl isononanoate (INCI: Isotridecyl Isononanoate), isopropyl palmitate (INCI: Isopropyl Palmitate), ethylhexyl palmitate (INCI: Ethylhexyl Isopalmitate), hexyldecyl palmitate (INCI: Isocetyl Palmitate, Hexyldecyl Palmitate), cholesteryl hydroxystearate (INCI: Cholesteryl Hydroxystearate), isopropyl myristate (INCI: Isopropyl Myristate), octyldodecyl myristate (INCI: Octyldodecyl) Myristate, myristyl myristate (INCI: MyristylMyristate), ethylhexyl laurate (INCI: Ethylhexyl Laurate), hexyl laurate (INCI: Hexyl Laurate), dioctyl dodecyl lauroyl glutamate (INCI: Dioctyl dodecyl Lauroyl Glutamate), and isopropyl lauroyl sarcosinate (INCI: Isopropyl Lauroyl Sarcosinate), etc.

[0123] Examples of glyceryl ester oils include triglyceride (INCI), caprylic / capric triglyceride (INCI), cocoa glyceride (INCI), caprylic / capric / succinic triglyceride (INCI), and caprylic / capric triglyceride (INCI).

[0124] In addition to these, the following oils can be used depending on the purpose. Examples of natural animal and vegetable oils and semi-synthetic oils include avocado oil (INCI: Persea Gratissima (Avocado) Oil), flaxseed oil (INCI: Linum Usitatissimum (Linseed) Seed Oil), almond oil (INCI: Prunus Amygdalus Dulcis (Sweet Almond) Oil), insect wax, perilla oil (indicated by name), sesame oil, olive oil (INCI: Olea Europaea (Olive) Fruit Oil), cocoa butter, kapok wax, California nutmeg oil (INCI: Torreya Californica (California Nutmeg) Oil), citronella oil (INCI: Cymbopogon Nardus (Citronella) Oil), Torreya Nucifera Seed Oil (INCI: Torreya Nucifera Seed Oil), and carnauba wax (INCI: Copernicia). Cerifera (Carnauba) Wax, cod liver oil, candelilla wax (INCI: Euphorbia Cerifera (Candelilla) Wax), refined candelilla wax, tallow, beef tallow, beef bone tallow, hydrogenated tallow, almond oil (INCI: Kyonin Yu), cetacean, hydrogenated oil, wheat germ oil (INCI: Triticum Vulgare (Wheat) Germ Oil), sesame oil (INCI: Sesamum Indicum (Sesame) Seed Oil), rice germ oil (INCI: Oryza Sativa (Rice) Germ Oil), rice bran oil (INCI: Oryza Sativa (Rice) Bran Oil), sugarcane wax (INCI: Saccharum Officinarum (Sugarcane) Wax), camellia flower oil (INCI: Camellia Kissi Seed Oil), safflower oil (INCI: Carthamus Tinctorius (Safflower) Seed) Oil), shea butter (INCI: Butyrospermum Parkii (Shea Butter)), tung oil, cinnamon oil, jojoba wax, squalane (INCI), squalene (INCI), shellac wax, turtle oil (INCI: Turtle Oil), soybean oil (INCI: Glycine Soja (Soybean) Oil), tea seed oil (INCI: Camellia Sinensis Seed)Oils including Camellia Japonica Seed Oil, Oenothera Biennis (Evening Primrose) Oil, Zea Mays (Corn) Germ Oil, Lard, Rapeseed Oil, Japanese Tung Oil, Rice Bran Wax (Oryza Sativa (Rice) Bran Wax), Germ Oil, Horse Fat (INCI), Peach Kernel Oil (Indicated Name), Palm Oil (INCI: Elaeis Guineensis (Palm) Oil), Palm Kernel Oil (INCI: Elaeis Guineensis (Palm) Kernel Oil), Castor Oil (INCI: Ricinus Communis (Castor) Seed Oil), Hydrogenated Castor Oil, Castor Oil Fatty Acid Methyl Ester, Sunflower Seed Oil (INCI: Helianthus Annuus (Sunflower) Seed Oil), and Grape Seed Oil (INCI: Vitis). Vinifera (Grape) Seed Oil, Myrica Wax, Jojoba Seed Oil (INCI: Simmondsia Chinensis (Jojoba) Seed Oil), Macadamia Ternifolia Seed Oil (INCI: Macadamia Ternifolia Seed Oil), Macadamia Integrifolia Seed Oil (INCI: Macadamia Integrifolia Seed Oil), Beeswax (INCI: Beeswax), Mink Oil, Meadowfoam Seed Oil (INCI: Limnanthes Alba (Meadowfoam) Seed Oil), Cottonseed Oil (INCI: Gossypium Herbaceum (Cotton) Seed Oil), Cotton Wax, Rhus Succedanea Fruit Wax (INCI: Rhus Succedanea Fruit Wax), Rhus Wax Kernel Oil, Lignite Wax (INCI: Montan Wax), Coconut Oil (INCI: Cocos Nucifera (Coconut) Oil, hydrogenated coconut oil, tri-coconut oil fatty acid glycerides, lanolin, peanut oil (INCI: Arachis Hypogaea (Peanut) Oil), lanolin (INCI: Lanolin), liquid lanolin (INCI: Lanolin Oil), reduced lanolin, lanolin alcohol (INCI), hard lanolin, lanolin acetate, lanolin acetate alcohol (INCI: Acetylated Lanolin Alcohol), lanolin fatty acid isopropyl ester (INCI: Isopropyl)Lanolate, POE lanolin alcohol ether, POE lanolin alcohol acetate, lanolin fatty acid polyethylene glycol ester, POE hydrogenated lanolin alcohol ether, egg oil (INCI: EggOil), etc. POE refers to polyethylene oxide.

[0125] As higher alcohols, examples include lauryl alcohol (INCI), myristyl alcohol (INCI), palmitol, stearyl alcohol (INCI), behenyl alcohol (INCI), hexadecyl alcohol, oleyl alcohol (INCI), isostearyl alcohol (INCI), hexyldodecyl alcohol, octyldodecyl alcohol (INCI), cetearyl alcohol, 2-decyltetradecyl alcohol, cholesterol (INCI), phytosterols (INCI), POE cholesterol ethers, monostearate glycerol ether (squalene), monooleyl glycerol ether (squalene), etc.

[0126] The amount of these oils incorporated varies depending on the formulation system, and a range of 1 to 98% by mass in cosmetics is appropriate.

[0127] As a UV absorber, any UV absorber commonly used in cosmetics can be used, whether solid, semi-solid, or liquid.

[0128] Specifically, examples include homosalate (INCI), octocrylene (INCI), tert-butylmethoxydibenzoylmethane (INCI: Butyl Methoxydibenzoylmethane), ethylhexyl salicylate (INCI: Ethylhexyl Salicylate), diethylaminohydroxybenzoylhexyl Benzoate (INCI: Diethylamino HydroxybenzoylHexyl Benzoate), benzophenone-6 (INCI: Benzophenone-6), benzophenone-9 (INCI: Benzophenone-9), benzophenone-1 (INCI: Benzophenone-1), polysiloxane-15 (INCI), octyl dimethoxybenzylidene dioxoimidazolidine propionate (INCI: Ethylhexyl Dimethoxybenzylidene Dioxoimidazolidine Propionate), benzophenone-2 (INCI: Benzophenone-2), and terephthalylidene dicamphor sulfonic acid (INCI: Terephthalylidene Dicamphor sulfonic acid). Sulfonic Acid, Ethylhexyl Triazine (INCI), Methylbis(trimethoxycinnamate)silyl isoamyl trimethoxycinnamate (INCI: Isopentyl Trimethoxycinnamate Trisiloxane), Crestorazole Trisiloxane (INCI), Ethylhexyl Dimethyl PABA (INCI: Ethylhexyl Dimethyl PABA), Isopropyl Methoxycinnamate (INCI: Isopropyl Methoxycinnamate), Ethylhexyl Methoxycinnamate (INCI: Ethylhexyl Methoxycinnamate), Bis-Ethylhexyloxyphenol Methoxyphenyl Triazine (INCI: Bis-Ethylhexyloxyphenol Methoxyphenyl Triazine), Benzophenone-3 (INCI: Benzophenone-3), Benzophenone-4 (INCI: Benzophenone-4), Benzophenone-5 (INCI: Benzophenone-5), Phenylbenzimidazole Sulfonic Acid (INCI: Phenylbenzimidazole Sulfonic Acid) Acid), Methylene Bis-Benzotriazolyl Tetramethylbutylphenol (INCI: Methylene Bis-Benzotriazolyl Tetramethylbutylphenol), Glyceryl Dimethoxycinnamate Ethylhexanoate (INCI: Glyceryl)Ethylhexanoate, Dimethoxycinnamate, PABA glyceride (INCI: Glyceryl PABA), Diisopropyl Methyl Cinnamate (INCI: Diisopropyl Methyl Cinnamate), Sinosalate (INCI), Ethylhexyl Dimethoxybenzylidene Dioxoimidazolidine Propionate (INCI: EthylhexylDimethoxybenzylidene Dioxoimidazolidine Propionate), etc.

[0129] UVA absorbers (such as diethylaminohydroxybenzoyl hexyl benzoate (INCI: DiethylaminoHydroxybenzoyl Hexyl Benzoate) and UVB absorbers (such as ethylhexyl methoxycinnamate (INCI: Ethylhexyl Methoxycinnamat)) can be used together, or they can be combined individually as desired. The amount of UV absorber incorporated varies depending on the formulation, but is preferably 0.1% to 30% by mass in the cosmetic.

[0130] Powder

[0131] The cosmetic material of the present invention further comprises powder, which can be in any form, such as a liquid, paste, or solid, for dispersing the powder. When the cosmetic material of the present invention contains powder, there are no changes such as powder agglomeration, and the powder dispersion stability is excellent. Furthermore, as long as it is in any form—liquid, paste, or solid—its processability is also good, allowing it to be applied to various cosmetic materials.

[0132] The powder used in this invention can be any powder commonly used in cosmetics, regardless of its shape (spherical, needle-like, plate-like, etc.), particle size (smoky, microparticle, pigment-grade, etc.), or particle structure (porous, non-porous, etc.). One or more types can also be used. Examples of powders include inorganic powders, organic powders, surfactant metal salt powders, colored pigments, pearlescent pigments, metallic powder pigments, tar pigments, and natural pigments.

[0133] Specifically, examples of inorganic powders include titanium dioxide (INCI: Titanium Dioxide), zirconium dioxide (INCI: Zirconium Dioxide), zinc oxide (INCI: Zinc Oxide), cerium oxide (INCI: Cerium Oxide), magnesium oxide (INCI: Magnesium Oxide), barium sulfate, calcium sulfate, magnesium sulfate, calcium carbonate, magnesium carbonate, talc (INCI: Talc), mica (INCI: Mica), kaolin (INCI: Kaolin), sericite, titanium mica (INCI: Titanium Mica), silicon dioxide (INCI: Silica), hydrated silicon dioxide (INCI: Hydrated Silica), aluminum silicate (INCI: Aluminum Silicate), magnesium silicate (INCI: Magnesium Silicate), magnesium aluminum silicate (INCI: Magnesium Aluminum Silicate), and calcium silicate (INCI: Calcium Silicate, hydroxyapatite (INCI: Hydroxyapatite), bentonite (INCI: Bentonite), montmorillonite (INCI: Montmorillonaite), lithium montmorillonite (INCI: Hectorite), zeolite (INCI: Zeolite), alumina (INCI: Alumina), aluminum hydroxide (INCI: Aluminum Hydroxide), boron nitride (INCI: Boron Nitride), etc.

[0134] Examples of organic powders include polyamide, polyester, polyethylene (INCI: Polyethylen), polypropylene (INCI: Polypropylene), polystyrene (INCI: Polystyrene), polyurethane, polymethyl methacrylate (INCI: Polymethyl Methacrylate), cellulose (INCI: Cellulose), silk, nylon, and organosilicon (INCI: Vinyl Dimethicone / Methicone Crosspolymer, Polymethylsilsesquioxane, Vinyl Dimethicone / MethiconeSilsesquioxane Crosspolymer, Diphenyl Dimethicone / Vinyl Diphenyl Dimethicone / Silsesquioxane Crosspolymer, Polysilicone-1 Crosspolymer, Polysilicone-22), etc.

[0135] Metal salt powders (metal soaps) used as surfactants include, for example, zinc stearate (INCI: ZincStearate), aluminum stearate (Aluminium Stearate), calcium stearate (Calcium Stearate), magnesium stearate (Magnesium Stearate), zinc myristate (INCI: Zinc Myristate), and magnesium myristate (Magnesium Myristate).

[0136] As colored pigments, examples include inorganic red pigments such as iron oxide (INCI), iron hydroxide, and iron titanate; inorganic brown pigments such as γ-iron oxide; inorganic yellow pigments such as yellow oxide and yellow ochre (INCI); inorganic black pigments such as black oxide and carbon black (INCI); inorganic purple pigments such as manganese violet (INCI); inorganic green pigments such as chromium hydroxide green (INCI), chromium oxide green (INCI), and cobalt titanate (INCI); inorganic blue pigments such as iron blue and ultramarine; and synthetic resin powders made by combining these powders.

[0137] Examples of pearlescent pigments include titanium oxide-coated mica, titanium oxide-coated mica, bismuth oxychloride, titanium oxide-coated bismuth oxychloride, titanium oxide-coated talc, fish scale foil, and titanium oxide-coated colored mica.

[0138] Examples of metallic powder pigments include aluminum powder and copper powder (INCI: Copper Powder).

[0139] As tar pigments, examples include: Red 3 (Erythrosine), Red 104 (Phloxine B), Red 106 (Acid Red), Red 201 (Lithol Rubine B), Red 202 (Lithol Rubine BCA), Red 204 (Lake Red CBA), Red 205 (Lithol Red), Red 220 (Deep Maroon), Red 226 (Helindone Pink CN), Red 227 (Fast Acid Magenta), Red 228 (Parmatone Red), Red 230 (Eosine YS), Red 401 (Violamine R), Red 505 (Oil Red XO), Yellow 4 (Tartrazin), Yellow 5 (Sunset Yellow FCF), Yellow 202 (Uranine K), Yellow 203 (Quinolin Yellow WS), Yellow 204 (Quinolin Yellow SS), and Yellow 401 (Hanza). Yellow, Brilliant Blue FCF (Blue 1), Indigo Carmine (Blue 2), Indigo (Blue 201), Phtalocyanine Blue (Blue 404), Fast Green FCF (Green 3), Alizanine Cyanine Green F (Green 201), Pyranine Conc (Green 204), Light Green SF Yellowish (Green 205), Dibromofluorescein (Orange 201), Parmanent Orange (Orange 203), Benzidine Orange G (Orange 204), Diiodofluorescein (Orange 206), Erlthrosine Yellowwish NA (Orange 207), etc.

[0140] Examples of natural pigments include cochineal, lac acid (INCI), carthamin, brazilin, and crocin.

[0141] In addition, for these powders, substances that are compounded into powders, substances treated with general oils, silicone oils, fluorinated compounds, surfactants, etc., can also be used as needed: substances treated with alkyl groups having hydrolyzable silanes and hydrogen atoms directly bonded to silicon atoms; linear and / or branched organopolysiloxanes having hydrolyzable silanes and hydrogen atoms directly bonded to silicon atoms; linear and / or branched organopolysiloxanes having hydrolyzable silanes and hydrogen atoms directly bonded to silicon atoms; linear and / or branched organopolysiloxanes co-modified with long-chain alkyl groups; linear and / or branched organopolysiloxanes having hydrolyzable silanes and hydrogen atoms directly bonded to silicon atoms; linear and / or branched organopolysiloxanes co-modified with polyoxyalkylene groups; acrylic-organosilicon copolymers having hydrolyzable silanes and hydrogen atoms directly bonded to silicon atoms, etc.

[0142] Compounds with alcoholic hydroxyl groups in their molecular structure

[0143] In the cosmetics of the present invention, depending on the purpose, one or more compounds having alcoholic hydroxyl groups in their molecular structure can be combined. Examples of compounds having alcoholic hydroxyl groups that can be added in the present invention include lower alcohols such as ethanol (INCI: Alcohol) and isopropyl alcohol (INCI: Isopropyl Alcohol), sugar alcohols such as sorbitol (INCI) and maltose (INCI), sterols such as cholesterol (INCI: Alcohol), beta-sitosterol (INCI: Beta-Sitosterol), phytosterols (INCI: Plantosterol), lanosterol (INCI: Lanosterol), and polyols such as butylene glycol (INCI: Butylene glycol (INCI: Butylene glycol), propylene glycol (INCI: Butylene glycol), and pentylene glycol (INCI: Pentylene glycol). The preferred amount of compounds having alcoholic hydroxyl groups in their molecular structure is in the range of 0.1% to 98% by mass in the cosmetic.

[0144] Water-soluble or water-swellable polymers

[0145] In the cosmetics of the present invention, one or more water-soluble or water-swellable polymeric compounds can be incorporated, depending on the purpose. Examples include gum arabic (INCI: Acacia Senegal Gum), tragacanth gum (INCI: Astragalus Gummifer Gum), galactomannan, carob gum, guar gum (INCI: Cyamopsis Tetragonoloba (Guar) Gum), sterculia urens gum (INCI: Sterculia Urens Gum), carrageenan gum (INCI: Chondrus Crispus (Carrageenan)), pectin (INCI), agar (INCI: Agar), quince seed gum (INCI: Pyrus Cydonia Seed), rice starch (INCI: Oryza Sativa (Rice) Starch), wheat starch (INCI: Triticum Vulgare (Wheat) Starch), potato starch (INCI: Solanum Tuberosum (Potato) Starch), corn starch, algaecolloid, and tragacanth gum (INCI: Astragalus Gummifer). Plant-based polymers such as Gum, locust bean gum, etc.; microbial polymers such as xanthan gum (INCI), dextran (INCI), succinyl polysaccharide (INCI), pullulan (INCI); animal-based polymers such as collagen (INCI), casein (INCI), albumin (INCI), gelatin (INCI); starch-based polymers such as sodium carboxymethyl starch (INCI) and hydroxypropyl starch (INCI); cellulose-based polymers such as methylcellulose (INCI), ethylcellulose (INCI), methyl hydroxypropylcellulose (INCI), carboxymethylcellulose, hydroxymethylcellulose, hydroxypropylcellulose (INCI), nitrocellulose (INCI), sodium cellulose sulfate (INCI), sodium carboxymethylcellulose, crystalline cellulose (INCI), cellulose powder; sodium alginate (INCI), propylene glycol alginate (INCI). Alginate and other alginate-based polymers, polyvinyl methyl ether, carboxylated vinyl polymers and other vinyl-based polymers, polyoxyethylene-based polymers, polyoxyethylene-polyoxypropylene copolymers, sodium polyacrylate (INCI: Sodium)Acrylic polymers such as polyacrylate, polyethyl acrylate (INCI), polyacrylamide (INCI), and acryloyl dimethyl taurate copolymer; other synthetic water-soluble polymers such as polyethyleneimine and cationic polymers; inorganic water-soluble polymers such as bentonite (INCI), magnesium aluminum silicate (INCI), montmorillonite (INCI), bedesulfurite, natonsite, saponite, lithium montmorillonite (INCI), and anhydrous silica. Additionally, these water-soluble polymers may also contain film-forming agents such as polyvinyl alcohol (INCI) and polyvinylpyrrolidone (INCI). The preferred amount of water-soluble or water-swellable polymers in the cosmetic is 0.1–25% by mass.

[0146] In the cosmetics of the present invention, one or more surfactants can be incorporated, depending on the purpose. Surfactants include, for example, anionic, cationic, nonionic, and amphoteric surfactants; there are no particular limitations, and any surfactant commonly used in cosmetics can be used.

[0147] Examples of anionic surfactants include fatty acid soaps such as sodium stearate and triethanolamine palmitate, alkyl ether carboxylic acids and their salts, condensate salts of amino acids and fatty acids, alkane sulfonates, olefin sulfonates, sulfonates of fatty acid esters, sulfonates of fatty acid amides, formalin condensate sulfonates, alkyl sulfate salts, secondary higher alcohol sulfate salts, alkyl and allyl ether sulfate salts, sulfate salts of fatty acid esters, sulfate salts of fatty acid alkanolamides, sulfate salts of Turkish red oil, alkyl phosphates, ether phosphates, alkyl allyl ether phosphates, amide phosphates, N-acyl lactates, N-acyl sarcosine salts, and N-acyl amino acid surfactants. Examples of cationic surfactants include alkyl amine salts, amine salts such as polyamines and amino alcohol fatty acid derivatives, alkyl quaternary ammonium salts, aromatic quaternary ammonium salts, pyridinium salts, and imidazolylium salts.

[0148] Examples of nonionic surfactants include sorbitan fatty acid esters, glycerol fatty acid esters, polyglycerol fatty acid esters, propylene glycol fatty acid esters, polyethylene glycol fatty acid esters, sucrose fatty acid esters, methyl glucoside fatty acid esters, alkyl polyglucosides, polyoxyethylene alkyl ethers, polyoxypropylene alkyl ethers, polyoxyethylene alkylphenyl ethers, polyoxyethylene fatty acid esters, polyoxyethylene sorbitan fatty acid esters, polyoxyethylene sorbitol fatty acid esters, polyoxyethylene glycerol fatty acid esters, and polyoxyethylene propylene glycol fatty acid esters. Examples of amphoteric surfactants include: alcohol fatty acid esters, polyoxyethylene castor oil, polyoxyethylene hydrogenated castor oil, polyoxyethylene phytosterol ethers, polyoxyethylene cholesterol ethers, linear or branched polyoxyethylene-modified organopolysiloxanes, linear or branched polyoxyalkylene-alkyl co-modified organopolysiloxanes, linear or branched polyglycerol-modified organopolysiloxanes, linear or branched polyglycerol-alkyl co-modified organopolysiloxanes, alkanolamides, sugar ethers, and sugar amides. Amphoteric surfactants include betaine, phosphatidylcholine, aminocarboxylates, imidazoline derivatives, and amide-amine types.

[0149] Among these surfactants, linear or branched organopolysiloxanes having polyoxyalkylene chains or polyglycerol chains in their molecules are preferred, or linear or branched organopolysiloxanes also having long-chain alkyl groups with 6 to 20 carbon atoms. Furthermore, in these surfactants, the content of hydrophilic polyoxyalkylene or polyglycerol residues is preferably 10 to 70% by mass of the molecule. The amount of surfactant incorporated is preferably 0.1 to 20% by mass of the cosmetic, more preferably 0.2 to 10% by mass.

[0150] In the cosmetics of the present invention, one or more types of silicone resins can be used, depending on the purpose. The silicone resin is preferably an acrylic silicone resin that is an acrylic / silicone graft or block copolymer. Alternatively, an acrylic silicone resin containing one or more anionic moieties selected from pyrrolidone, long-chain alkyl, polyoxyalkylene, fluoroalkyl, and carboxylic acid moieties can also be used.

[0151] Furthermore, the silicone resin is preferably composed of R 1s 3SiO 1 / 2 Unit and SiO 4 / 2 Resin composed of units, made of R 1s 3SiO 1 / 2 Unit and R 1s 2SiO 2 / 2 unit and SiO 4 / 2 Resin composed of units, made of R 1s 3SiO 1 / 2 Unit and R 1s SiO 3 / 2 Resin composed of units, made of R1s 3SiO 1 / 2 Unit and R 1s 2SiO 2 / 2 Unit and R 1s SiO 3 / 2 Resin composed of units, made of R 1s 3SiO 1 / 2 Unit, R 1s 2SiO 2 / 2 Unit, R 1s SiO 3 / 2 unit and SiO 4 / 2 The organosilicon network compound of the resin composed of units (as should be noted, R) 1s (This refers to an organic group). Additionally, organosilicon network compounds containing one or more of a pyrrolidone moiety, a long-chain alkyl moiety, a polyoxyalkylene moiety, a fluoroalkyl moiety, or an amino moiety can also be used. The preferred amount when compounding with an organosilicon resin is 0.1 to 20% by mass of the cosmetic, more preferably 1 to 10% by mass.

[0152] In the cosmetics of the present invention, depending on the intended purpose, a composition consisting of one or more cross-linked organopolysiloxanes and an oil that is liquid at room temperature can be formulated. The cross-linked organopolysiloxane preferably contains a liquid oil that swells at a weight greater than its own weight. As the liquid oil, examples include the aforementioned liquid silicone oil, hydrocarbon oil, ester oil, natural animal and vegetable oils, semi-synthetic oils, fluorinated oils, etc. For example, an oil with a kinematic viscosity of 0.65 mmHg at 25°C, measured using an Orthophile viscometer as described in JIS Z 8803:2011, can be used. 2 / s~100.0mm 2 Low-viscosity silicone oils, liquid paraffin, squalane, isododecane, isohexadecane, and other hydrocarbon oils, glyceryl esters such as trioctyl glycerol, isotriadecyl isononanoate, N-acylglutamate, lauroyl sarcosine, and other ester oils, as well as natural animal and vegetable oils such as macadamia nut oil, are used. Furthermore, the crosslinking agent for this crosslinked organopolysiloxane preferably forms a crosslinked structure by reacting between hydrogen atoms directly bonded to silicon atoms, having two or more vinyl reactive sites in the molecule. Examples of substances having two or more vinyl reactive sites in the molecule include organopolysiloxanes with two or more vinyl groups in the molecule, polyoxyalkylene compounds with two or more allyl groups in the molecule, polyglycerols with two or more allyl groups in the molecule, and α,ω-alkenyl dienes.

[0153] Alternatively, cross-linked organopolysiloxanes containing at least one selected from polyoxyalkylene moieties, polyglycerol moieties, long-chain alkyl moieties, alkenyl moieties, aryl moieties, and fluoroalkyl moieties in the cross-linked molecule can also be used. When a composition consisting of a cross-linked organopolysiloxane and an oil that is liquid at room temperature is formulated, the amount of the formulation is preferably 0.1 to 80% by mass of the cosmetic, more preferably 1 to 50% by mass.

[0154] In the cosmetics of the present invention, one or more types of organosilicone waxes can be incorporated, depending on the intended use. The organosilicone wax is a silicone-modified olefin wax obtained by adding an olefin wax containing unsaturated groups, composed of α-olefins and dienes, to one molecule of an organohydrogen polysiloxane having one or more hydrosilyl groups. Preferably, the α-olefins as olefin waxes are α-olefins with 2 to 12 carbon atoms, such as ethylene, propylene, 1-butene, 1-hexene, and 4-methyl-1-pentene. Preferably, the dienes are butadiene, isoprene, 1,4-hexadiene, vinyl norbornene, ethylidene norbornene, and dicyclopentadiene. Regarding the organohydrogen polysiloxanes containing hydrosilyl groups, linear, branched, or other structures of organohydrogen polysiloxanes can be used.

[0155] Furthermore, the cosmetics of the present invention can incorporate ingredients commonly used in cosmetics, such as oil-soluble gelling agents, resins, antiperspirants, moisturizers, antibacterial and preservative agents, antimicrobial agents, fragrances, salts, antioxidants, pH adjusters, chelating agents, cooling agents, anti-inflammatory agents, skin-beautifying ingredients (whitening agents, cell activators, skin roughness improvers, blood circulation promoters, skin astringents, anti-seborrheic agents, etc.), vitamins, amino acids, nucleic acids, hormones, hair immobilizers, etc.

[0156] Oil-soluble gelling agents include, for example, metal soaps such as aluminum stearate, magnesium stearate (INCI: Magnesium Stearate), and zinc myristate (INCI: Zinc Myristate); amino acid derivatives such as N-lauroyl-L-glutamic acid (INCI: Lauroyl Glutamic Acid) and α,γ-di-n-butylamine; dextrin fatty acid esters such as dextrin palmitate (INCI: Dextrin Palmitate), dextrin stearate (INCI: Dextrin Stearate), and dextrin 2-ethylhexanoate palmitate (INCI: Dextrin Palmitate / Ethylhexanoate); and sucrose palmitate (INCI: Sucrose Palmitate). The cosmetics of this invention contain sucrose fatty acid esters such as stearate, oligofructose stearate, and fructose 2-ethylhexanoate, as well as benzylidene derivatives of sorbitol such as monobenzylidene sorbitol and dibenzylidene sorbitol, and organically modified clay minerals such as dimethylbenzyl dodecylammonium montmorillonite and dimethyl di(octadecyl)ammonium montmorillonite. Even without these oil-soluble gelling agents, sufficient effects can be achieved in the cosmetics of this invention.

[0157] Examples of antiperspirants include aluminum chloride hydrate (INCI), aluminum chloride (INCI), aluminum sesquichlorohydrate, zirconium oxyhydroxychloride, zirconium aluminum hydroxychloride, and aluminum zirconium glycinate complex.

[0158] Examples of moisturizers include glycerin, sorbitol, propylene glycol, dipropylene glycol, 1,3-butanediol, pentanediol, glucose, xylitol, maltitol, polyethylene glycol, hyaluronic acid, chondroitin sulfate, pyrrolidone carboxylate, polyoxyethylene methyl glucoside, polyoxypropylene methyl glucoside, egg yolk lecithin, soybean lecithin, phosphatidylcholine, phosphatidylethanolamine, phosphatidylserine, phosphatidylglycerol, phosphatidylinositol, and sphingomyelin.

[0159] Examples of antibacterial and preservative agents include alkyl p-hydroxybenzoate, benzoic acid (INCI: Benzoic Acid), sodium benzoate (INCI: Sodium Benzoate), sorbic acid (INCI: Sorbic Acid), potassium sorbate (INCI: Potassium Sorbate), and phenoxyethanol (INCI). Examples of antibacterial agents include benzoic acid, salicylic acid, carbolic acid (INCI), sorbic acid, alkyl p-hydroxybenzoate, p-chloro-m-cresol (INCI), hexachlorophenol (INCI), benzalkonium chloride (INCI), chlorhexidine dihydrochloride (INCI: Chlorhexidine Dihydrochloride), triclocarban, photosensitizer, and phenoxyethanol.

[0160] As for fragrances, examples include natural and synthetic fragrances. Natural fragrances include plant-based fragrances obtained from flowers, leaves, wood, and fruit peels; and animal-based fragrances such as musk and civet. Synthetic fragrances include hydrocarbons such as monoterpenes; alcohols such as aliphatic and aromatic alcohols; aldehydes such as terpenoids and aromatic aldehydes; ketones such as alicyclic ketones; esters such as terpene esters; lactones; phenols; oxides; nitrogen-containing compounds; and acetals.

[0161] As salts, examples include inorganic salts, organic acid salts, amine salts, and amino acid salts. Inorganic salts include, for example, sodium, potassium, magnesium, calcium, aluminum, zirconium, and zinc salts of inorganic acids such as hydrochloric acid, sulfuric acid, carbonic acid, and nitric acid. Organic acid salts include, for example, salts of organic acids such as acetic acid, dehydroacetic acid, citric acid, malic acid, succinic acid, ascorbic acid, and stearic acid. Amino acid salts include, for example, salts of amines such as triethanolamine and salts of amino acids such as glutamic acid. In addition, salts of hyaluronic acid (INCI), chondroitin sulfate, glycine aluminum zirconium complex, and acid-base neutralizing salts used in cosmetic formulations can also be used.

[0162] Examples of antioxidants include tocopherol (INCI), p-tert-butylphenol, butylated hydroxyanisole (INCI), butylated hydroxytoluene (INCI), and phytic acid. Examples of pH adjusters include lactic acid (INCI), citric acid (INCI), glycolic acid (INCI), succinic acid (INCI), tartaric acid (INCI), dl-malic acid (INCI), potassium carbonate (INCI), sodium bicarbonate (INCI), and ammonium bicarbonate (INCI). Examples of chelating agents include alanine (INCI), sodium edetate, sodium polyphosphate (INCI), and sodium metaphosphate (INCI). Metaphosphate, phosphoric acid, etc., can be used as cooling agents, such as L-menthol and camphor. As anti-inflammatory agents, allantoin (INCI), glycyrrhizic acid (INCI) and its salts, glycyrrhetinic acid (INCI) and stearyl glycyrrhetinate (INCI), tranexamic acid, azulene (INCI), etc.

[0163] As skin-beautifying ingredients, examples include placental extract, arbutin (INCI), glutathione (INCI), Saxifraga sarmentosa extract (INCI) and other whitening agents, royal jelly (INCI), photosensitizers, cholesterol derivatives, calf blood extract and other cell activators, skin roughness improvers, vanillamide nonanoate, benzyl nicotinate (INCI), β-butoxyethyl nicotinic acid, capsaicin (INCI), gingerone, cantharides tincture, ichthammol (INCI), caffeine (INCI), tannic acid (INCI), α-borneol (INCI), and tocopheryl nicotinic acid (INCI). Nicotinate, inositol hexanic acid ester, cyclomandelate, cinnamon benzimidazine, benzazolin, acetylcholine, verapamil, senna extract, γ-oryzanol (INCI) and other blood circulation promoters, zinc oxide, tannic acid and other skin astringents, sulfur, dimethylthiazide and other anti-seborrheic agents, etc.

[0164] Examples of vitamins include vitamin A oil, retinol (INCI), retinyl acetate (INCI: Retinyl Acetate), retinyl palmitate (INCI: Retinyl Palmitate), and other vitamin A derivatives; riboflavin (INCI), riboflavin butyrate (INCI: Riboflavin Tetrabutyrate), disodium flavine adenine dinucleotide (INCI: Disodium Flavine Adenine Dinucleotide), vitamin B2 derivatives such as pyridoxine hydrochloride, pyridoxine dioctate, and pyridoxine tripalmitate (INCI: Pyridoxine Tripalmitate), vitamin B12 and its derivatives, vitamin B15 and its derivatives, L-ascorbic acid (INCI: Ascorbic Acid), L-ascorbic acid dipalmitate, and sodium L-ascorbate-2-sulfate (INCI: Disodium Ascorbyl) Vitamin C derivatives such as sulfate, L-ascorbic acid phosphate dipotassium, ergocalciferol (INCI), cholecalciferol (INCI), vitamin D derivatives such as α-tocopherol (INCI), β-tocopherol (INCI), γ-tocopherol (INCI), dl-α-tocopherol acetate (INCI: Tocopheryl Acetate), dl-α-tocopherol nicotinic acid (INCI: Tocopheryl Nicotinate), dl-α-tocopherol succinate (INCI: Tocopheryl Succinate), vitamin E derivatives such as vitamin H, vitamin P, nicotinic acid, benzyl nicotinate, nicotinamide, calcium pantothenate, D-panthenol, pantothenic acid derivatives such as pantothenic acid ethyl ether, acetyl pantothenic acid ethyl ether, and biotin, etc.

[0165] Examples of amino acids include glycine (INCI), valine (INCI), leucine (INCI), isoleucine (INCI), serine (INCI), threonine (INCI), phenylalanine (INCI), arginine (INCI), lysine (INCI), aspartic acid (INCI), glutamic acid (INCI), cystine (INCI), cysteine ​​(INCI), methionine (INCI), and tryptophan (INCI). Examples of nucleic acids include deoxyribonucleic acid (DNA). Examples of hormones include estradiol (INCI) and vinyl estradiol (INCI).

[0166] As for polymeric compounds used for hair fixation, examples include amphoteric, anionic, cationic, and nonionic polymeric compounds. Examples include polyvinylpyrrolidone (INCI) and vinylpyrrolidone / vinyl acetate copolymer (INCI), acidic vinyl ether polymers such as methyl vinyl ether / maleic anhydride alkyl half-ester copolymer, acidic polyvinyl acetate polymers such as vinyl acetate / crotonic acid copolymer, acidic acrylic polymers such as (meth)acrylic acid / (meth)acrylic acid alkyl ester copolymer, (meth)acrylic acid / (meth)acrylic acid alkyl ester / alkyl acrylamide copolymer, and amphoteric acrylic polymers such as N-methacryloyl ethyl-N,N-dimethylammonium / α-N-methylcarboxybetaine / (meth)acrylic acid alkyl ester copolymer, and (meth)acrylic acid hydroxypropyl ester / butylaminoethyl methacrylate / octyl acrylate copolymer. Additionally, naturally derived polymeric compounds such as cellulose or its derivatives, keratin, and collagen or their derivatives are also suitable.

[0167] Examples of cosmetic forms used in this invention include powder, oil-based, water-in-oil emulsion, oil-in-water emulsion, non-aqueous emulsion, W / O / W, O / W / O, and other multiple emulsion forms.

[0168] As cosmetic ingredients, examples include hair care products, massage products, beauty serums, beauty oils, cleansers, deodorants, hand creams, lip balms, wrinkle concealers, etc.; makeup bases, concealers, white powder, powder foundation, liquid foundation, cream foundation, oil-based foundation, blush, eyeshadow, mascara, eyeliner, eyebrow pencil, lipstick, etc.; hair cosmetic ingredients such as shampoos, conditioners, hair conditioners, styling agents, etc.; antiperspirants, sunscreen oils, sunscreen lotions, sunscreen creams, etc., which protect against ultraviolet rays.

[0169] In particular, cosmetics containing water and in the form of emulsions are suitable as makeup bases, foundations, sunscreen lotions, sunscreens, etc.

[0170] Furthermore, the shape of these cosmetic materials can be selected from various forms such as liquid, emulsion, cream, solid, paste, gel, powder, pressurized, multilayer, mousse, spray, stick, and pencil. When the cosmetic material of the present invention contains powder, from the perspective of good processability, any shape that disperses the powder, such as liquid, paste, or solid, is preferred.

[0171] Example

[0172] The following examples, comparative examples, embodiments, and comparative examples illustrate the present invention in detail, but the present invention is not limited to the embodiments described below. It should be noted that, unless otherwise specified in the examples below, "%" in the composition refers to mass percentage. It should also be noted that examples of organopolysiloxane-modified cyclodextrin compounds are presented as synthetic examples and comparative examples, while examples of cosmetics are presented as embodiments and comparative examples.

[0173] [Synthesis example 1]

[0174] 10g of the substance obtained by drying γ-cyclodextrin at 110°C for 2 hours and 120g of N-methylpyrrolidone were dissolved by heating at 80°C. Then, 0.5g of triethylamine and 2.5g of hexamethylene diisocyanate were added, and the mixture was stirred at 100°C for 3 hours. Then, 29.2g of an organopolysiloxane containing isocyanate groups, represented by the following general formula (10), was added dropwise.

[0175] [Chemistry 17]

[0176]

[0177] After stirring the reaction mixture at 110°C for 3 hours, 500g of water was added to the reaction mixture while stirring. The resulting precipitate was filtered off, washed twice with 300g of water, and then twice with 300g of a 1 / 1 (mass ratio) water / methanol solution. The mixture was then dried, yielding 33.9g of a white solid (yield 81.3%). Its use... 1 H-NMR determination of the hydroxyl substitution molar ratio yielded an organopolysiloxane modified cyclodextrin compound in which the ratio of hydrogen atom in R of the sugar unit of the following formula (11): monovalent group represented by the following formula (11-1): divalent group represented by the following formula (11-2) was 1.61:1.15:0.24.

[0178] [Chemistry 18]

[0179]

[0180] (In the formula, * indicates a bond end that is bonded to a hydroxyl group of another sugar unit.)

[0181] [Synthesis example 2]

[0182] 10g of the substance obtained by drying β-cyclodextrin at 110°C for 2 hours and 120g of N-methylpyrrolidone were dissolved by heating at 80°C. Then, 0.5g of triethylamine and 6.17g of 4,4'-diphenylmethane diisocyanate were added, and the mixture was stirred at 100°C for 3 hours. Then, 40.9g of an organopolysiloxane containing isocyanate groups, represented by the above general formula (10), was added dropwise.

[0183] After stirring the reaction mixture at 110°C for 3 hours, 500g of water was added to the reaction mixture while stirring. The resulting precipitate was filtered off, washed twice with 300g of water, and then twice with 300g of a 1 / 1 (mass ratio) water / methanol solution. The mixture was then dried, yielding 46.8g of a white solid (yield 82.0%). Its use... 1 H-NMR determination of the hydroxyl substitution molar ratio yielded an organopolysiloxane modified cyclodextrin compound in which the ratio of hydrogen atom in R of the sugar unit of the above formula (11) to the monovalent group represented by the above formula (11-1) to the divalent group represented by the following formula (11-3) was 1.11:1.51:0.38.

[0184] [Chemistry 19]

[0185]

[0186] (In the formula, * indicates a bond end that is bonded to a hydroxyl group of another sugar unit.)

[0187] [Synthesis example 3]

[0188] Add 48.1 g of the compound represented by the following general formula (12) to 15 g of hexamethylene diisocyanate, and react at 70 °C for 1 hour to obtain 63.0 g of the prepolymer represented by the following general formula (13).

[0189] [Chemistry 20]

[0190]

[0191] Next, 6g of the substance obtained by drying γ-cyclodextrin at 110°C for 2 hours and 100g of N-methylpyrrolidone were dissolved by heating at 80°C, and then 0.5g of triethylamine and 6.3g of the prepolymer of the above formula (13) were added. The mixture was stirred at 100°C for 3 hours. Then, 25.3g of an organopolysiloxane containing isocyanate groups, represented by the above general formula (10), was added dropwise.

[0192] After stirring the reaction mixture at 110°C for 3 hours, 500g of water was added to the reaction mixture while stirring. The resulting precipitate was filtered off, washed twice with 300g of water, and then twice with 300g of a 1 / 1 (mass ratio) water / methanol solution. The mixture was then dried, yielding 32.0g of a white solid (85% yield). Its use... 1 H-NMR determination of the hydroxyl substitution molar ratio yielded an organopolysiloxane modified cyclodextrin compound in which the ratio of hydrogen atom in R of the sugar unit of the above formula (11) to the monovalent group represented by the above formula (11-1) to the divalent group represented by the following formula (11-4) was 1.46:1.43:0.11.

[0193] [Chemistry 21]

[0194]

[0195] (In the formula, * indicates a bond end that is bonded to a hydroxyl group of another sugar unit.)

[0196] [Synthesis example 4]

[0197] 6g of the substance obtained by drying γ-cyclodextrin at 110°C for 2 hours and 100g of N-methylpyrrolidone were dissolved by heating at 80°C. Then, 0.5g of triethylamine and 18.9g of the prepolymer of the above formula (13) were added, and the mixture was stirred at 100°C for 3 hours. Then, 7.2g of an organopolysiloxane containing isocyanate groups represented by the above general formula (10) was added dropwise.

[0198] After stirring the reaction mixture at 110°C for 3 hours, the reaction solution was added to 500g of water while stirring. The resulting precipitate was filtered off, washed twice with 300g of water, and then twice with 300g of a 1 / 1 (mass ratio) water / methanol solution. The mixture was then dried, yielding 26g of a white solid (yield 81.0%). Its use... 1 H-NMR determination of the hydroxyl substitution molar ratio yielded an organopolysiloxane modified cyclodextrin compound with a hydrogen atom in R of the sugar unit of the above formula (11): a monovalent group represented by the above formula (11-1): a divalent group represented by the above formula (11-4) in a ratio of 2.20:0.45:0.35.

[0199] [Synthesis example 5]

[0200] 10g of the substance obtained by drying α-cyclodextrin at 110°C for 2 hours and 120g of N-methylpyrrolidone were dissolved by heating at 80°C. Then, 0.5g of triethylamine and 3.85g of 4,4'-diphenylmethane diisocyanate were added, and the mixture was stirred at 100°C for 3 hours. Then, 17.4g of an organopolysiloxane containing isocyanate groups, represented by the following general formula (14), was added dropwise.

[0201] [Chemistry 22]

[0202]

[0203] After stirring the reaction mixture at 110°C for 3 hours, the reaction solution was added to 500g of water while stirring. The resulting precipitate was filtered off, washed twice with 300g of water, and then twice with 300g of a 1 / 1 (mass ratio) water / methanol solution. The mixture was then dried, yielding 25.7g of a white solid (yield 82.3%). Its use... 1H-NMR determination of the hydroxyl substitution molar ratio yielded an organopolysiloxane modified cyclodextrin compound in which the ratio of hydrogen atom in R of the sugar unit of the above formula (11): monovalent group represented by the following formula (11-5): divalent group represented by the above formula (11-3) was 1.06:1.71:0.23.

[0204] [Chemistry 23]

[0205]

[0206] [Comparative Synthesis Example 1]

[0207] 10g of the substance obtained by drying γ-cyclodextrin at 110°C for 2 hours and 120g of N-methylpyrrolidone were dissolved by heating at 80°C. Then, 0.5g of triethylamine was added, and then 29.2g of an organopolysiloxane containing isocyanate groups represented by the above general formula (10) was added dropwise.

[0208] After stirring the reaction mixture at 110°C for 3 hours, the reaction solution was added to 500g of water while stirring. The resulting precipitate was filtered off, washed twice with 300g of water, and then twice with 300g of a 1 / 1 (mass ratio) water / methanol solution. The mixture was then dried, yielding 34.2g of a white solid (yield 85.1%). Its use... 1 H-NMR determination of the hydroxyl substitution molar ratio yielded an organopolysiloxane modified cyclodextrin compound with a hydrogen atom / monovalent group ratio of 1.90 / 1.10 in R of the sugar unit of formula (11).

[0209] [Comparative Synthesis Example 2]

[0210] 6g of the substance obtained by drying γ-cyclodextrin at 110℃ for 2 hours and 100g of N-methylpyrrolidone were dissolved by heating at 80℃. Then, 0.5g of triethylamine and 30.2g of the prepolymer of formula (13) were added. After stirring and reacting at 100℃ for 3 hours, the reaction solution was added to 500g of water while stirring. The resulting precipitate was filtered off, washed twice with 300g of water, and then twice with 300g of a water / methanol = 1 / 1 (mass ratio) solution. After drying, 36.7g of a white solid was obtained (yield 84.5%). Its use... 1 H-NMR determination of the hydroxyl substitution molar ratio yielded an organopolysiloxane modified cyclodextrin compound with a hydrogen atom to divalent group represented by formula (11-4) ratio of 2.49:0.51 in R of the sugar unit of the above formula (11).

[0211] The organopolysiloxane-modified cyclodextrin compounds obtained in Synthetic Examples 1-5 and Comparative Synthetic Examples 1-2 were formulated into decamethylcyclopentasiloxane or isododecane to a concentration of 10% by mass. After stirring at 100°C for 3 hours, the mixture was visually confirmed at room temperature. Gelation (thickening) properties are shown in Table 1.

[0212] [Table 1]

[0213]

[0214] Synthetic Examples 1-5 all dissolved at 100°C and gelled without flowability at room temperature. On the other hand, Comparative Synthetic Example 1 dissolved at 100°C but did not gel at room temperature, while Comparative Synthetic Example 2 did not dissolve at either 100°C or at room temperature.

[0215] [Examples and Comparative Examples (Stability Evaluation)]

[0216] Components (1), (3), (4) to (9) were mixed and evenly dispersed. Then, component (2) was slowly added and mixed. Components (10), (11), and (12) were added smoothly and emulsified to obtain a water-in-oil emulsion with the composition shown in Table 2. The obtained water-in-oil emulsion was filled into a glass bottle, and its appearance was visually observed after being placed at 50°C for 7 days. The stability over time was evaluated by the change in viscosity compared to the initial stage of emulsification. It should be noted that the viscosity was measured at 25°C using a BM type viscometer (manufactured by Toki Sangyo Co., Ltd.) (rotor No. 3 or No. 4, 30 rpm, 1 minute). It should be noted that the formulation amounts in the table are the formulation amounts of the formulated products recorded (the same applies below).

[0217] [Table 2]

[0218]

[0219] (Note 1) Manufactured by Shin-Etsu Chemical Co., Ltd.: KF-6017 (INCI: PEG-10DIMETHICOME)

[0220] (Note 2) Manufactured by Shin-Etsu Chemical Co., Ltd.: KF-96A-6cs (INCI: DIMETHICONE)

[0221] Examples 1-4 showed no emulsion separation or viscosity change even after being placed at 50°C for 7 days, demonstrating excellent long-term stability. In contrast, Comparative Example 1 (without a gelling agent) and Comparative Examples 2 and 3 (using Comparative Synthetic Examples 1 and 2) exhibited low initial viscosity, followed by emulsion separation, resulting in low viscosity and poor long-term stability. Examples of cosmetics containing the organopolysiloxane-modified cyclodextrin compound of the present invention are shown below.

[0222] [Example 5; W / O type emulsion]

[0223]

[0224] (Note 3) Shin-Etsu Chemical Co., Ltd. manufactures KF-6017 (INCI: PEG-10).

[0225] DIMETHICOME)

[0226] (Manufacturing method)

[0227] a: Mix components 1, 3, and 5, dissolve them at 80°C, then add components 2 and 4 and stir to mix.

[0228] b: Mix components 6-9 evenly, add them to a, stir and mix to obtain an emulsion.

[0229] (result)

[0230] The resulting emulsion is a non-greasy and non-sticky, refreshing-feeling, long-lasting, and highly stable W / O type emulsion.

[0231] [Example 6; W / O type cream]

[0232]

[0233]

[0234] (Note 4) Shin-Etsu Chemical Co., Ltd. manufactures KSG-210 (INCI: DIMETHYCONE / PEG-10 / 15CROSSPOLYMER).

[0235] (Note 5) Shin-Etsu Chemical Co., Ltd. manufactures KF-6028 (INCI: PEG-9 POLYDIMETHYLSILOXYETHYLDIMETHICONE)

[0236] (Manufacturing method)

[0237] a: Mix components 1, 2, and 3, dissolve them at 80°C, then add component 3 and stir to mix.

[0238] b: Mix components 5-10 evenly, add them to a, stir and mix to obtain an emulsion.

[0239] (result)

[0240] The resulting cream is a non-greasy and non-sticky, refreshing, long-lasting, and highly stable W / O type cream.

[0241] [Example 7; W / O type foundation cream]

[0242]

[0243]

[0244] (Note 6) Shin-Etsu Chemical Co., Ltd. manufactures KSG-210 (INCI: DIMETHYCONE / PEG-10 / 15CROSSPOLYMER).

[0245] (Note 7) Shin-Etsu Chemical Co., Ltd. manufactures KF-6017P (INCI: PEG-10DIMETHICOME).

[0246] (Note 8) Shin-Etsu Chemical Co., Ltd. manufactures KMP-590 (INCI: POLYMETHYLSILSESQUIOXANE)

[0247] (Note 9) Shin-Etsu Chemical Industry Co., Ltd. manufactures KF-6105 (INCI: LAURYL POLYGLYCERYL-3POLYDIMETHYLSILOXYETHYL DIMETICONE)

[0248] (Note 10) Shin-Etsu Chemical Industry Co., Ltd. manufactures KTP-09W (INCI: TITANIUM DIOXIDE, ALUMINUM HYDROXIDE, TRIETHOXYSILYLETHYL POLYDIMETHYLSILOXYETHYL HEXYL DIMETICONE)

[0249] (Note 11) Shin-Etsu Chemical Co., Ltd. manufactures KTP-09R (INCI: IRON OXIDES, TRIETHOXYSILYLETHYL POLYDIMETHYLSILOXYETHYL HEXYL DIMETICONE)

[0250] (Note 12) Shin-Etsu Chemical Co., Ltd. manufactures KTP-09Y (INCI: IRON OXIDES, TRIETHOXYSILYLETHYL POLYDIMETHYLSILOXYETHYL HEXYL DIMETICONE)

[0251] (Note 13) Shin-Etsu Chemical Co., Ltd. manufactures KTP-09B (INCI: IRON OXIDES, TRIETHOXYSILYLETHYL POLYDIMETHYLSILOXYETHYL HEXYL DIMETICONE)

[0252] (Manufacturing method)

[0253] a: Mix a portion of components 1, 3, 4 and 5 at 80°C, then add components 3, 6 to 8 and stir to mix.

[0254] b: Stir and mix the remaining portions of components 9-13 and 5.

[0255] c: Mix components 14-16 and 18 evenly.

[0256] d: Add c to a, stir and mix to emulsify.

[0257] e: Add ingredients 17 and b to d and mix.

[0258] (result)

[0259] The resulting foundation cream is a non-greasy and non-sticky, refreshing, long-lasting, and highly stable W / O type foundation cream.

[0260] [Example 8; Eyeshadow Cream]

[0261]

[0262] (Note 14) Shin-Etsu Chemical Co., Ltd. manufactures KF-6028 (INCI: PEG-9 POLYDIMETHYLSILOXYETHYLDIMETHICONE)

[0263] (Note 15) Shin-Etsu Chemical Industry Co., Ltd. manufactures KP-575 (INCI: ACRYLATES / ETHYLHEXYL ACRYLATE / DIMETHICONE METHACRYLATE COPOLYMER)

[0264] (Note 16) Shin-Etsu Chemical Industry Co., Ltd. manufactures AES-3083 (INCI: TRIETHOXYCAPRYLSILANE) treated pigment.

[0265] (Manufacturing method)

[0266] a: Mix components 1, 2, a portion of 4, and 6 at 80°C, then add components 3 and 5 and stir to mix.

[0267] b: Mix ingredients 9-11 and 13 together.

[0268] c: Mix components 7, 8, and the remainder of 4 evenly.

[0269] d: Add b to a, stir and mix to emulsify.

[0270] e: Add ingredients 12 and c to d and mix.

[0271] (result)

[0272] The resulting eyeshadow cream is non-greasy and non-sticky, has a refreshing feel, good staying power, and excellent stability.

[0273] [Example 9; Sunscreen]

[0274]

[0275]

[0276] (Note 17) Shin-Etsu Chemical Industry Co., Ltd. manufactures KF-9909 (INCI: TRIETHOXYSILYLETHYLPOLYDIMETHYLSILOXYETHYL HEXYL DIMETICONE) for treating zinc oxide.

[0277] (Note 18) Shin-Etsu Chemical Co., Ltd. manufactures KF-6105 (INCI: LAURYL POLYGLYCERYL-3POLYDIMETHYLSILOXYETHYL DIMETICONE)

[0278] (Note 19) Shin-Etsu Chemical Co., Ltd. manufactures KSG-310 (INCI: PEG-15 / LAURYL DIMETHICONE CROSSPOLYMER)

[0279] (Note 20) Shin-Etsu Chemical Co., Ltd. manufactures KF-6038 (INCI: LAURYL PEG-9 POLYDIMETHYLSILOXYETHYL DIMETHICONE)

[0280] (Manufacturing method)

[0281] a: Heat a portion of component 3 and components 4 to 8 to 80°C and mix them evenly.

[0282] b: Mix components 9-11 and 13.

[0283] c: Mix components 1-2 and the remainder of component 3.

[0284] d: Add b to a, stir and mix to emulsify.

[0285] e: Add c and component 12 to d and stir to mix.

[0286] (result)

[0287] The resulting sunscreen is non-greasy and non-sticky, has a refreshing feel, good makeup retention, and excellent stability.

[0288] [Example 10; Sunscreen Lotion]

[0289]

[0290]

[0291] (Note 21) Shin-Etsu Chemical Co., Ltd. manufactures KSG-15 (INCI: DIMETHICONE / VINYL DIMETHICONECROSSPOLYMER)

[0292] (Note 22) Shin-Etsu Chemical Co., Ltd. manufactures KF-6017 (INCI: PEG-10DIMETHICOME).

[0293] (Note 23) Shin-Etsu Chemical Co., Ltd. manufactures SPD-T5 (INCI: CYCLOPENTASILOXAN, TITANIUMDIOXIDE, POLYGLYCERYL-3 POLYDIMETHYLSILOXYETHYL DIMETHICONE, ALMINUMUHYDROXIDE, STEARIC ACID)

[0294] (Note 24) Shin-Etsu Chemical Co., Ltd. manufactures SPD-Z5 (INCI: ZINC OXIDE, CYCLOPENTASILOXAN, TITANIUM DIOXIDE, POLYGLYCERYL-3 POLYDIMETHYLSILOXYETHYL DIMETHICONE)

[0295] (Manufacturing method)

[0296] a: Mix components 1 to 5 at 80°C.

[0297] b: Mix components 8-10 and 12.

[0298] c: Add b to a, stir and mix to emulsify.

[0299] d: Add ingredients 6, 7, and 11 to c and stir to mix.

[0300] (result)

[0301] The resulting sunscreen lotion is non-greasy and non-sticky, has a refreshing feel, good makeup retention, and excellent stability.

[0302] As shown above, cosmetics containing cyclodextrin compounds modified with organopolysiloxanes are non-greasy and non-sticky, and have a refreshing and gentle feel characteristic of silicone oils. They are cosmetics that can stably combine pharmaceutical ingredients, fragrances, etc.

[0303] It should be noted that the present invention is not limited to the embodiments described above. The embodiments described above are illustrative examples, and implementations having substantially the same structure and achieving the same effect as those described in the patent claims of the present invention are all included within the technical scope of the present invention.

Claims

1. An organopolysiloxane-modified cyclodextrin compound is an organopolysiloxane-modified cyclodextrin compound composed of sugar units represented by the following formula (1). [Chemistry 1] In the formula, R is independently a hydrogen atom, a group represented by formula (2) below, or a group represented by formula (3) below. [Chemistry 2] In the formula, R 1 Independently, it is a group selected from alkyl groups having 1 to 8 carbon atoms, fluorosubstituted alkyl groups having 1 to 8 carbon atoms, aryl groups having 6 to 12 carbon atoms, and aralkyl groups having 7 to 12 carbon atoms, where n is an integer from 1 to 10 and a is an integer from 0 to 3. [Chemistry 3] In the formula, X is a divalent aliphatic hydrocarbon group with 1 to 10 carbon atoms, a divalent aromatic hydrocarbon group with 6 to 20 carbon atoms, a divalent hydrocarbon group represented by the following formula, and a divalent organic group in the following formula (4), and * is a bonding end that bonds to the hydroxyl group of other sugar units. [Chemistry 4] In the formula, X 1 Independently, it is a divalent aliphatic hydrocarbon group with 1 to 10 carbon atoms or a divalent aromatic hydrocarbon group with 6 to 20 carbon atoms, Sx is a divalent organopolysiloxane residue represented by the following formula (5), and p is a number from 1 to 5. [Chemistry 5] In the formula, R 2 Independently, b is a group selected from alkyl groups having 1 to 8 carbon atoms, fluorosubstituted alkyl groups having 1 to 8 carbon atoms, aryl groups having 6 to 12 carbon atoms, and aralkyl groups having 7 to 12 carbon atoms; c is independently an integer from 2 to 12; d is an integer from 0 to 200; e is independently 0 to 40. The number of moles of hydrogen atoms N in 1 mole of organopolysiloxane modified cyclodextrin compound H The number of moles N of the groups represented by the above formula (2) S The number of moles N of the groups represented by the above formula (3) L The ratio is N H :N S :N L =0.5~2.5: 0.3~2.0: 0.1~0.5, N H +N S +N L =3.

0.

2. The organopolysiloxane-modified cyclodextrin compound according to claim 1, wherein, X is a group selected from divalent hydrocarbon groups represented by the following formula. [Chemistry 6] 。 3. The organopolysiloxane-modified cyclodextrin compound according to claim 1 or 2, wherein, The sugar unit of formula (1) is derived from cyclodextrin compounds selected from α-cyclodextrin, β-cyclodextrin, and γ-cyclodextrin, as well as derivatives of these cyclodextrins having hydroxyethyl or hydroxypropyl groups.

4. The organopolysiloxane-modified cyclodextrin compound according to claim 1 or 2, wherein, In equation (2), n = 3, R 1 It is a methyl group.

5. A cosmetic material containing the organopolysiloxane-modified cyclodextrin compound according to any one of claims 1 to 4, characterized in that, The cosmetic contains 0.05 to 20% by weight of the cyclodextrin compound.

6. The cosmetic material according to claim 5, further comprising water, in the form of an emulsion.

7. The cosmetic material according to claim 5 or 6 further comprises one or more selected from silicone oil, hydrocarbon oil, ester oil, glyceryl ester oil and ultraviolet absorber.

8. The cosmetic material according to claim 5 or 6, wherein it further comprises powder and is in liquid, paste or solid form.

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