Feel improver and composition

Abstract

Provided is a feel improver that exhibits excellent feel-improving performance when added, together with a powder, to a cosmetic.　The feel improver contains a polymeric compound containing primary to tertiary amino groups. The polymeric compound containing primary to tertiary amino groups is preferably: a copolymer containing a structural unit (a) derived from a monomer (A) containing primary to tertiary amino groups and a structural unit (b) derived from a hydrophobic monomer (B); and / or a polyalkyleneimine. The hydrophobic monomer (B) preferably includes a (meth)acrylic acid ester.

Description

Feel-improving agents and compositions

[0001] The present invention relates to a feel-improving agent. The present invention also relates to a composition, preferably a composition used in cosmetics.

[0002] Powders have conventionally been blended into makeup cosmetics such as foundations, eye shadows, and blushers, as well as sunscreen cosmetics and emulsions. For the purpose of improving adhesion to the skin and the feel of the powder, surface-treated powders in which various compounds are coated on the surface of pigment powders are generally used as the powders blended into cosmetics. Examples of such surface-treated powders are disclosed in Patent Documents 1 and 2.

[0003] JP 2014-101279 A JP 2006-342322 A

[0004] However, when using the surface-treated powders disclosed in Patent Documents 1 and 2, it is necessary to perform a surface treatment on the powder in advance, and it has been impossible to use only specific powders.

[0005] Therefore, an object of the present invention is to provide a feel-improving agent that is excellent in improving feel when blended with a powder in a cosmetic composition.

[0006] As a result of intensive research conducted by the present inventors to achieve the above object, they have found that a feel improver containing a specific polymer compound has excellent feel-improving properties when blended with a powder in a cosmetic composition. The present invention was completed based on these findings.

[0007] That is, the present invention provides a feel improver containing a polymeric compound containing primary to tertiary amino groups.

[0008] The primary to tertiary amino group-containing polymeric compound is preferably a copolymer containing a structural unit (a) derived from a primary to tertiary amino group-containing monomer (A) and a structural unit (b) derived from a hydrophobic monomer (B), and / or a polyalkyleneimine.

[0009] The hydrophobic monomer (B) preferably contains a (meth)acrylic acid ester.

[0010] The polyalkyleneimine is preferably polyethyleneimine.

[0011] The present invention also provides an inorganic powder having the above-mentioned feel-improving agent present on the surface thereof.

[0012] The present invention also provides a composition comprising the above-mentioned feel-improving agent and an inorganic powder.

[0013] The present invention also provides a composition containing a polymer compound containing primary to tertiary amino groups and an inorganic powder.

[0014] The primary to tertiary amino group-containing polymeric compound is preferably a copolymer containing a structural unit (a) derived from a primary to tertiary amino group-containing monomer (A) and a structural unit (b) derived from a hydrophobic monomer (B), and / or a polyalkyleneimine.

[0015] The hydrophobic monomer (B) preferably contains a (meth)acrylic acid ester.

[0016] The polyalkyleneimine is preferably polyethyleneimine.

[0017] The composition is preferably a cosmetic composition.

[0018] The present invention also provides a method for producing an inorganic powder having the above-mentioned feel-improving agent present on the surface thereof, which method comprises a mixing step of mixing the above-mentioned feel-improving agent and an inorganic powder in a solvent.

[0019] The production method preferably includes a step of removing the solvent after the mixing step.

[0020] The production method preferably includes a pulverizing step of pulverizing the inorganic powder after the mixing step.

[0021] The feel-improving agent of the present invention is excellent in improving feel when blended with powder in a cosmetic composition.

[0022] 1 shows particle size distributions of Example 11 and Comparative Example 5.

[0023] [Feel-improving agent] The feel-improving agent of the present invention contains at least a polymeric compound containing primary to tertiary amino groups. The feel-improving agent can improve the feel of the composition on the skin by blending it together with a powder in a composition to be applied to the skin. The feel-improving agent of the present invention may contain only one type of polymeric compound containing primary to tertiary amino groups, or may contain two or more types.

[0024] The polymeric compound is presumed to act as a cationic polymer due to the presence of primary to tertiary amino groups, and can be incorporated into cosmetics together with powders to improve the feel when applied to the skin. Furthermore, while polymeric compounds having quaternary ammonium groups raise safety concerns, polymeric compounds containing primary to tertiary amino groups do not form quaternary ammonium groups in the composition, and therefore pose relatively few safety concerns.

[0025] The primary to tertiary amino group-containing polymeric compound is preferably a resin containing a structural unit (a) derived from a primary to tertiary amino group-containing monomer (A) and / or a polyalkyleneimine.

[0026] (Resin containing structural unit (a) derived from monomer (A)) The resin containing structural unit (a) derived from the primary to tertiary amino group-containing monomer (A) is preferably a copolymer containing structural unit (a) derived from the primary to tertiary amino group-containing monomer (A) and structural unit (b) derived from the hydrophobic monomer (B). By containing primary to tertiary amino group-containing monomer (A) as a monomer component, improved adhesion to skin of a composition containing an inorganic powder can be expected in addition to an improved feel on skin. By containing hydrophobic monomer (B) as a monomer component, the hydrophobic group in the hydrophobic monomer (B) is adsorbed to the surface of the inorganic powder, and improved dispersion stability and improved feel of the inorganic powder can be expected.

[0027] The "structural unit (a) derived from the primary to tertiary amino group-containing monomer (A)" may be formed by a different manufacturing method as long as it has the same structure as the structural unit formed by polymerization of the primary to tertiary amino group-containing monomer (A). The same applies to the "structural unit (b) derived from the hydrophobic monomer (B)" and the "structural unit (e) derived from other monomer (E)" described below. For example, when the primary to tertiary amino group-containing monomer (A) is N,N-dimethylaminoethyl methacrylate, the structural unit (a) is -CH ２ -C(CH ３ ) (COCH ２ CH ２ -N(CH ３ ) ２ )- is a structural unit represented by

[0028] The primary, secondary, or tertiary amino group-containing monomer (A) may be a compound having at least one ethylenically unsaturated group and at least one primary, secondary, or tertiary amino group, or a product of neutralizing the primary, secondary, or tertiary amino group in the compound with an acid. The primary, secondary, or tertiary amino group is preferably a group represented by the following formula (1):

[0029] [In formula (1), R １ and R ２ are the same or different and represent a hydrogen atom or a hydrocarbon group.

[0030] The hydrocarbon group preferably has 1 to 12 carbon atoms, more preferably 1 to 10 carbon atoms, even more preferably 1 to 8 carbon atoms, even more preferably 1 to 5 carbon atoms, even more preferably 1 or 2 carbon atoms, and particularly preferably 1 carbon atom.

[0031] The hydrocarbon group may be a straight-chain or branched-chain hydrocarbon group (aliphatic hydrocarbon group), or may be an alicyclic hydrocarbon group having a ring structure or an aromatic hydrocarbon group, but is preferably a straight-chain or branched-chain hydrocarbon group.

[0032] The hydrocarbon group is preferably an alkyl group, an alkenyl group, or an aryl group, more preferably an alkyl group or an alkenyl group, and even more preferably an alkyl group. Examples of the alkyl group and alkenyl group include the groups exemplified and explained below for (meth)acrylic acid esters.

[0033] Examples of the aryl group include a phenyl group, a benzyl group, a methylphenyl group, a 1-methoxy-4-methylphenyl group, an ethylphenyl group, a propylphenyl group, a butylphenyl group, a butylmethylphenyl group, a dimethylphenyl group, a diethylphenyl group, a biphenyl group, a naphthyl group, a naphthylmethyl group, and a naphthylethyl group.

[0034] The above R １ and R ２ At least one of R is preferably a hydrocarbon group (particularly a hydrocarbon group having 1 to 12 carbon atoms), １ and R ２ and (b) are preferably hydrocarbon groups (particularly hydrocarbon groups having 1 to 12 carbon atoms). That is, among primary, secondary, and tertiary amino groups, a tertiary amino group is preferred.

[0035] As described above, neutralized products obtained by neutralizing primary to tertiary amino groups with an acid can also be used. The neutralized products of the primary to tertiary amino groups are preferably those having a structure represented by the following formula (1'):

[0036]

[0037] [In formula (1'), R １ and R ２ are the same or different and represent a hydrogen atom or a hydrocarbon group. － indicates an anion.

[0038] R in the above formula (1′) １ and R ２ A preferred embodiment of the formula (1) is R １ and R ２ is the same as:

[0039] Y in the above formula (1′) － is not particularly limited, and examples thereof include halide ions such as chloride ion, bromide ion, and iodide ion; alkyl sulfate ions such as methyl sulfate ion; and ions of organic acids such as acetate ion. Of these, ions of organic acids are preferred.

[0040] The primary to tertiary amino group-containing monomer (A) is preferably a monomer represented by the following formula (1-1) or a monomer represented by the following formula (1-2).

[0041] [In formula (1-1), R ３ ~R ５ are the same or different and represent a hydrogen atom or an alkyl group having 1 to 5 carbon atoms. X represents a direct bond or a divalent linking group. R １ and R ２ is R in the above formula (1). １ and R ２ is the same as above.]

[0042] [In formula (1-2), R ３ ~R ５ are the same or different and represent a hydrogen atom or an alkyl group having 1 to 5 carbon atoms. X represents a direct bond or a divalent linking group. R １ , R ２ , and Y － is R in the above formula (1′). １ , R ２ , and Y － is the same as above.]

[0043] The above R ５ The alkyl group having 1 to 5 carbon atoms in the above R is preferably a methyl group. ５ is preferably a hydrogen atom or a methyl group. ５ A methyl group is more preferred as the R ３ and R ４ is preferably a hydrogen atom.

[0044] The divalent linking group for X is not particularly limited, and examples thereof include an alkylene group having 1 to 12 carbon atoms, a group represented by the following formula (2), a group represented by the following formula (3), and a group represented by the following formula (4).

[0045] In formula (2), m represents an integer of 0 to 12, preferably 1 to 8, and more preferably 1 to 5.

[0046] In formula (3), e represents an integer of 0 to 4, preferably 1 to 3, and more preferably 1 or 2.

[0047] In formula (4), k represents an integer of 1 to 10, preferably 1 to 8, and more preferably 1 to 5.

[0048] Among these, the group represented by the formula (2) is preferred as the X.

[0049] As the primary to tertiary amino group-containing monomer (A), particularly, R ５ is a methyl group and X is a group represented by the above formula (2).

[0050] Specific examples of the primary to tertiary amino group-containing monomer (A) include N,N-dialkylamino group-containing (meth)acrylates such as N,N-dimethylaminoethyl (meth)acrylate, N,N-diethylaminoethyl (meth)acrylate, N,N-dimethylaminopropyl (meth)acrylate, and N,N-diethylaminopropyl (meth)acrylate; N,N-dialkylamino group-containing (meth)acrylamides such as N,N-dimethylaminoethyl (meth)acrylamide, N,N-diethylaminoethyl (meth)acrylamide, N,N-dimethylaminopropyl (meth)acrylamide, and N,N-diethylaminopropyl (meth)acrylamide; monomethylaminoethyl (meth)acrylate, monoethylaminoethyl (meth)acrylate, monomethylaminopropyl (meth)acrylate, monoethyl ... monoalkylamino group-containing (meth)acrylates such as monoaminopropyl (meth)acrylate and 2-(tert-butylamino)ethyl (meth)acrylate; monoalkylamino group-containing (meth)acrylamides such as monomethylaminoethyl (meth)acrylamide, monoethylaminoethyl (meth)acrylamide, monomethylaminopropyl (meth)acrylamide and monoethylaminopropyl (meth)acrylamide; esters of (meth)acrylic acid and alkanolamine such as 2-aminoethyl (meth)acrylate; N,N-diallylmethylamine; allylamine; addition reaction products of unsaturated monomers having a cyclic ether-containing group having 2 to 8 carbon atoms with amine compounds having 1 to 24 carbon atoms, such as 1-allyloxy-3-dibutylamino-2-ol and 1-allyloxy-3-diethanolamino-2-ol.

[0051] The number of carbon atoms in the amine compound having 1 to 24 carbon atoms is preferably 1 to 20, and more preferably 1 to 16. Examples of the amine compound having 1 to 24 carbon atoms include primary amines and secondary amines, such as (di)alkylamines having 1 to 24 carbon atoms, (di)alkanolamines having 1 to 24 carbon atoms, and alkylalkanolamines having 1 to 24 carbon atoms.

[0052] Examples of the (di)alkylamine having 1 to 24 carbon atoms include methylamine, ethylamine, propylamine, butylamine, dimethylamine, diethylamine, dipropylamine, dibutylamine, pentylamine, dipentylamine, hexylamine, dihexylamine, heptylamine, diheptylamine, octylamine, dioctylamine, dodecylamine, and didodecylamine.

[0053] Examples of the (di)alkanolamines having 1 to 24 carbon atoms include methanolamine, ethanolamine, propanolamine, butanolamine, dimethanolamine, diethanolamine, dipropanolamine, dibutanolamine, and hexanolamine.

[0054] Examples of the alkylalkanolamines having 1 to 24 carbon atoms include methylethanolamine.

[0055] Among the primary to tertiary amino group-containing monomers (A), N,N-dialkylamino group-containing (meth)acrylates and N,N-dialkylamino group-containing (meth)acrylamides are preferred, and N,N-dimethylaminoethyl (meth)acrylate, N,N-diethylaminoethyl (meth)acrylate, and N,N-dimethylaminopropyl (meth)acrylamide are more preferred.

[0056] The content of the structural unit (a) derived from the primary to tertiary amino group-containing monomer (A) in the copolymer is preferably 36 to 99.9 mass%, more preferably 40 to 99 mass%, even more preferably 45 to 98 mass%, even more preferably 50 to 95 mass%, still more preferably 52 to 90 mass%, and particularly preferably 55 to 80 mass%, relative to 100 mass% of the total amount of the structural units constituting the copolymer.

[0057] The hydrophobic monomer (B) is a monomer from which the solubility parameter of the homopolymer obtained by homopolymerization is 15 or less. Even if the solubility parameter is 15 or less, a monomer that falls under the category of the primary to tertiary amino group-containing monomer (A) is treated as the primary to tertiary amino group-containing monomer (A) and is not considered to fall under the category of the hydrophobic monomer (B). The solubility parameter is a value calculated by the method described on pages 147-154 of "POLYMER ENGINEERING AND SCIENCE" (1974, Vol. 14, No. 2). The method is outlined below. Solubility parameter (δ) (cal / cm) of a homopolymer ３ ) １／２ is calculated by the following calculation method based on the evaporation energy (Δei) and molar volume (Δvi) of the structural units forming the polymer: δ=(Δei / Δvi) １／２ (cal / cm ３ ) １／２

[0058] The solubility parameter of the homopolymer obtained by polymerizing the hydrophobic monomer (B) alone is preferably 14 or less, more preferably 13 or less, and even more preferably 12 or less. The solubility parameter is usually 5 or more.

[0059] Examples of the hydrophobic monomer (B) include esters of (meth)acrylic acid and alcohols which may have a substituent ((meth)acrylic acid esters); unsaturated monocarboxylic acids (salts) such as (meth)acrylic acid, crotonic acid, α-allyloxyacrylic acid, and salts thereof; aromatic vinyl monomers such as styrene; olefinic monomers such as ethylene and propylene; esters of unsaturated alcohols and carboxylic acids such as vinyl acetate; vinyl halides such as vinyl chloride; alkyl vinyl ethers such as methyl vinyl ether and ethyl vinyl ether; addition reaction products of unsaturated monomers having a cyclic ether-containing group having 2 to 8 carbon atoms, such as 1-allyloxy-3-butoxypropan-2-ol, and alcohols having 1 to 20 carbon atoms; alkylene oxide adducts of unsaturated alcohols having 2 to 20 carbon atoms, such as an ethylene oxide adduct of allyl alcohol, an ethylene oxide adduct of methallyl alcohol, and an ethylene oxide adduct of isoprenol, and terminally hydrophobically modified products thereof; and cyclic vinyl monomers such as N-vinylpyrrolidone. As the hydrophobic monomer (B), among those having a solubility parameter of 15 or less, those having an alkyl group with a carbon number of 2 to 12 are preferred. This brings the hydrophobicity of the hydrophobic monomer (B) into a more suitable range, and the hydrophobic group in the hydrophobic monomer (B) is adsorbed to the surface of the inorganic powder, which is expected to improve the dispersion stability of the inorganic powder and the effect of improving the feel.

[0060] The salt of the unsaturated monocarboxylic acid may be a metal salt, and examples of the metal in the metal salt include alkali metals such as lithium, sodium, and potassium.

[0061] Examples of the substituent that the (meth)acrylic acid ester may have include a hydroxy group; an alkoxy group having 1 to 18 carbon atoms, such as a methoxy group or an ethoxy group; an oxo group-containing group, such as an oxyalkylene group, a sulfonic acid group or a phosphate group; a halogeno group, such as a fluoro group; an epoxy group, such as a glycidyl group; and a carbonyl group, such as an aldehyde group.

[0062] Examples of the (meth)acrylic acid ester having no substituent include cycloalkyl (meth)acrylates such as methyl (meth)acrylate, ethyl (meth)acrylate, n-propyl (meth)acrylate, isopropyl (meth)acrylate, n-butyl (meth)acrylate, isobutyl (meth)acrylate, tert-butyl (meth)acrylate, sec-butyl (meth)acrylate, 2-ethylhexyl (meth)acrylate, n-octyl (meth)acrylate, tridecyl (meth)acrylate, and cyclohexyl (meth)acrylate; and alkyl (meth)acrylates such as n-lauryl (meth)acrylate, dodecyl (meth)acrylate, stearyl (meth)acrylate, and isobornyl methacrylate.

[0063] Examples of the (meth)acrylic acid ester having a hydroxy group include hydroxy group-containing (meth)acrylates having an ester group with 1 to 18 carbon atoms, such as 2-hydroxyethyl (meth)acrylate, 2-hydroxypropyl (meth)acrylate, 3-hydroxypropyl (meth)acrylate, 2-hydroxybutyl (meth)acrylate, and 4-hydroxybutyl (meth)acrylate.

[0064] Examples of the (meth)acrylic acid ester having an alkoxy group include alkoxyalkyl (meth)acrylates such as methoxyethyl (meth)acrylate, methoxypropyl (meth)acrylate, methoxybutyl (meth)acrylate, ethoxybutyl (meth)acrylate, and trimethylolpropane tripropoxy (meth)acrylate.

[0065] Examples of (meth)acrylic acid esters having an oxo group include (di)ethylene glycol (methoxy)(meth)acrylates such as ethylene glycol (meth)acrylate, ethylene glycol methoxy(meth)acrylate, diethylene glycol (meth)acrylate, and diethylene glycol methoxy(meth)acrylate; alkoxypolyalkylene glycol (meth)acrylates having an alkylene glycol repeat number of 1 to 100, such as alkoxypolyethylene glycol methacrylate (Antox LMA-10); sulfopropyl (meth)acrylate; and oxo group-containing (meth)acrylates such as (meth)acryloyloxyethyl phosphate.

[0066] Examples of the (meth)acrylic acid ester having a fluoro group include fluoro group-containing alkyl (meth)acrylates, such as fluoro group-containing alkyl (meth)acrylates having 2 to 6 carbon atoms in the ester group, such as trifluoroethyl (meth)acrylate, tetrafluoropropyl (meth)acrylate, and octafluoropentyl (meth)acrylate.

[0067] Examples of the (meth)acrylic acid ester having an epoxy group include epoxy group-containing (meth)acrylates such as glycidyl (meth)acrylate, α-methylglycidyl (meth)acrylate, and glycidyl allyl ether.

[0068] Examples of the (meth)acrylic acid ester having a carbonyl group include carbonyl group-containing (meth)acrylates such as acetonyl (meth)acrylate, diacetone (meth)acrylate, 2-hydroxypropyl (meth)acrylate acetylacetate, butanediol-1,4-acrylate acetylacetate, 2-(acetoacetoxy)ethyl (meth)acrylate, and (meth)acryloyloxyalkylpropenal.

[0069] The hydrophobic monomer (B) preferably contains a (meth)acrylic acid ester (hereinafter, sometimes referred to as "monomer (B1)").

[0070] The (meth)acrylic acid ester is preferably a compound represented by the following formula (5). [In formula (5), R ６ represents a hydrogen atom or a methyl group. ７ represents a hydrocarbon group having 1 to 30 carbon atoms.

[0071] The above R ７ The number of carbon atoms in the hydrocarbon group is preferably 1 to 20, more preferably 1 to 16, even more preferably 1 to 12, still more preferably 1 to 8, and particularly preferably 2 to 8. When the carbon number of the hydrocarbon group is 1 to 20, the water solubility and viscosity of the polymer can be set within suitable ranges, resulting in excellent handleability. When the carbon number of the hydrocarbon group is 1 to 12, the polymer can be easily produced, and further, the hydrophobicity falls within a suitable range, so that the hydrophobic group in the hydrophobic monomer (B) is adsorbed to the surface of the inorganic powder, and improvements in the dispersion stability and tactile feel of the inorganic powder can be expected.

[0072] The above R ７ Examples of the hydrocarbon group in include chain hydrocarbon groups such as alkyl groups, alkenyl groups, and alkynyl groups, and cyclic hydrocarbon groups such as aromatic hydrocarbon groups, cycloalkyl groups, and cycloalkenyl groups. The hydrocarbon group may have a branched chain, and when the hydrocarbon group has a branched chain, the number of carbon atoms in the hydrocarbon group means the total number of carbon atoms in the main chain and the branched chains.

[0073] Examples of the alkyl group include methyl, ethyl, propyl, isopropyl, butyl, isobutyl, hexyl, heptyl, 2-ethylhexyl, octyl, nonyl, decyl, dodecyl, stearyl, and icosyl groups. Examples of the alkenyl group include vinyl, allyl, 1-butenyl, 2-butenyl, pentenyl, hexenyl, heptenyl, octenyl, nonenyl, decenyl, dodecenyl, octadecenyl, and icosyl groups. Examples of the alkynyl group include ethynyl, 1-propynyl, 2-propynyl, butynyl, pentynyl, hexynyl, heptynyl, octynyl, nonynyl, decynyl, dodecynyl, octadecenyl, and icosynyl groups.

[0074] Examples of the aromatic hydrocarbon group include a phenyl group, a benzyl group, a tolyl group, an o-xylyl group, etc. Examples of the cycloalkyl group include a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, a cyclohexyl group, etc. Examples of the cycloalkenyl group include a cyclopropenyl group, a cyclobutenyl group, a cyclopentenyl group, a cyclohexenyl group, etc.

[0075] Of these, the hydrocarbon group is preferably an alkyl group or an alkenyl group, more preferably an alkyl group. That is, the (meth)acrylic acid ester is preferably an alkyl (meth)acrylate (alkyl (meth)acrylate).

[0076] The (meth)acrylic acid alkyl ester is preferably methyl (meth)acrylate, ethyl (meth)acrylate, n-propyl (meth)acrylate, isopropyl (meth)acrylate, n-butyl (meth)acrylate, isobutyl (meth)acrylate, tert-butyl (meth)acrylate, sec-butyl (meth)acrylate, 2-ethylhexyl (meth)acrylate, or n-octyl (meth)acrylate, more preferably methyl (meth)acrylate, ethyl (meth)acrylate, n-propyl (meth)acrylate, isopropyl (meth)acrylate, n-butyl (meth)acrylate, isobutyl (meth)acrylate, tert-butyl (meth)acrylate, sec-butyl (meth)acrylate, or 2-ethylhexyl (meth)acrylate.

[0077] The content of the structural unit (b1) derived from the monomer (B1) in the copolymer is preferably 0.1 to 64 mass%, more preferably 1 to 60 mass%, even more preferably 1 to 55 mass%, even more preferably 5 to 50 mass%, still more preferably 10 to 45 mass%, and particularly preferably 20 to 45 mass%, relative to 100 mass% of the total amount of the structural units constituting the copolymer.

[0078] In the copolymer, the hydrophobic monomer (B) may contain, in addition to the structural units derived from the (meth)acrylic acid alkyl ester, structural units derived from a monomer having at least one functional group selected from the group consisting of a carboxy group, a hydroxy group, and an ether group. By copolymerizing the (meth)acrylic acid alkyl ester with a monomer having at least one functional group selected from the group consisting of a carboxy group, a hydroxy group, and an ether group as the hydrophobic monomer (B), the water solubility of the resulting copolymer is improved and precipitation of the copolymer due to pH changes can be more sufficiently suppressed, allowing the copolymer to be used over a wide pH range.

[0079] Examples of the monomer having at least one functional group selected from the group consisting of a carboxy group, a hydroxy group, and an ether group include the above-mentioned unsaturated monocarboxylic acids (salts); hydroxy group-containing (meth)acrylates; alkyl vinyl ethers; alkylene oxide adducts of unsaturated alcohols having 2 to 20 carbon atoms; and addition reaction products of unsaturated monomers having a cyclic ether-containing group having 2 to 8 carbon atoms and alcohols having 1 to 20 carbon atoms.

[0080] Preferred examples of the monomer having at least one functional group selected from the group consisting of a carboxy group, a hydroxy group, and an ether group include unsaturated monocarboxylic acids; hydroxy group-containing (meth)acrylates; alkylene oxide adducts of unsaturated alcohols having 2 to 20 carbon atoms; and addition reaction products of unsaturated monomers having a cyclic ether-containing group having 2 to 8 carbon atoms and alcohols having 1 to 20 carbon atoms. Preferred examples of the unsaturated monocarboxylic acids include (meth)acrylic acid and salts thereof. Preferred examples of the hydroxy group-containing (meth)acrylates include 2-hydroxyethyl (meth)acrylate.

[0081] The unsaturated alcohol having 2 to 20 carbon atoms preferably has 2 to 18 carbon atoms. Examples of unsaturated alcohols having 2 to 20 carbon atoms include vinyl alcohol, allyl alcohol, and isoprenyl alcohol. The number of carbon atoms in the alkylene oxide adduct of the unsaturated alcohol having 2 to 20 carbon atoms is preferably 2 to 16, more preferably 2 to 12, even more preferably 2 to 6, even more preferably 2 to 4, and particularly preferably 2 to 3. Examples of the alkylene oxide include ethylene oxide, propylene oxide, butylene oxide, isobutylene oxide, 1-butene oxide, 2-butene oxide, and styrene oxide. Of these, ethylene oxide, propylene oxide, and butylene oxide are preferred, and ethylene oxide and propylene oxide are more preferred. The average number of moles of the alkylene oxide added is preferably 1 to 100, more preferably 1 to 80, even more preferably 1 to 70, and particularly preferably 1 to 50. As the alkylene oxide adduct of the unsaturated alcohol having 2 to 20 carbon atoms, an ethylene oxide adduct of isoprenol is preferred.

[0082] Examples of the alcohol having 1 to 20 carbon atoms include alkyl alcohols such as methanol, ethanol, propanol, butanol, pentanol, and hexanol. Of these, alkyl alcohols having 2 to 16 carbon atoms such as ethanol, propanol, and butanol are preferred. As the addition reaction product of the unsaturated monomer having a cyclic ether-containing group having 2 to 8 carbon atoms and an alcohol having 1 to 20 carbon atoms, 1-allyloxy-3-butoxypropan-2-ol is preferred.

[0083] The content of the structural unit (b) derived from the hydrophobic monomer (B) in the copolymer is preferably 0.1 to 64 mass%, more preferably 1 to 60 mass%, even more preferably 2 to 55 mass%, even more preferably 5 to 50 mass%, still more preferably 10 to 45 mass%, and particularly preferably 20 to 45 mass%, relative to 100 mass% of the total amount of the structural units constituting the copolymer.

[0084] The copolymer may have a structural unit (e) derived from a monomer (E) other than the primary to tertiary amino group-containing monomer (A) and the hydrophobic monomer (B). The other monomer (E) is not particularly limited as long as it is a monomer copolymerizable with the primary to tertiary amino group-containing monomer (A) and / or the hydrophobic monomer (B). Furthermore, from the viewpoint of imparting antibacterial properties, the other monomer (E) may contain a polymerizable metal salt. Examples of the polymerizable metal salt include heavy metal salts of unsaturated carboxylic acids such as zinc acrylate, zinc methacrylate, and zinc α-allyloxyacrylate.

[0085] The content of the structural unit (e) derived from the other monomer (E) in the copolymer is preferably 0 to 10 mass%, more preferably 0 to 8 mass%, and even more preferably 0 to 5 mass%, relative to 100 mass% of the total amount of the structural units constituting the copolymer.

[0086] The total content of the structural units (a) derived from the primary to tertiary amino group-containing monomer (A) and the structural units (b) derived from the hydrophobic monomer (B) in the copolymer is preferably 60% by mass or more, more preferably 70% by mass or more, even more preferably 80% by mass or more, particularly preferably 90% by mass or more, relative to 100% by mass of the total amount of the structural units constituting the copolymer.

[0087] From the viewpoint of adjusting the viscosity, the copolymer may contain a structural unit derived from a monomer having two or more ethylenically unsaturated groups, regardless of the value of the solubility parameter. Examples of the monomer having two or more ethylenically unsaturated groups include esters of (meth)acrylic acid with di- or more substituted hydroxy groups of polyols such as ethylene glycol, propylene glycol, polyoxyethylene glycol, polyoxypropylene glycol, glycerin, polyglycerin, trimethylolpropane, pentaerythritol, sucrose, sorbitol, and 1,4-butanediol; ethers of di- or more substituted hydroxy groups of the above polyols with unsaturated alcohols such as allyl alcohol and vinyl alcohol; diallyl phthalate, triallyl phosphate, allyl methacrylate, tetraallyloxyethane, triallyl cyanurate, divinyl adipate, vinyl crotonate, 1,5-hexadiene, and divinylbenzene.

[0088] The copolymer may contain only one type of each of the monomers (primary to tertiary amino group-containing monomer (A), hydrophobic monomer (B), and other monomer (E)) constituting the copolymer, or may contain two or more types thereof.

[0089] The weight-average molecular weight (Mw) of the copolymer is preferably 4,000 to 1,000,000, more preferably 4,500 to 800,000, even more preferably 5,000 to 600,000, even more preferably 6,000 to 400,000, even more preferably 7,000 to 200,000, even more preferably 10,000 to 100,000, and particularly preferably 20,000 to 80,000. When the weight-average molecular weight is within the above range, adsorption to the skin and the like is improved, making it easier to achieve an improved feel. The weight-average molecular weight can be measured by the method described in the Examples.

[0090] The copolymer may have any structure, such as a random copolymer structure, a graft structure, a block copolymer structure, a gradient copolymer structure, a star structure, or a dendrimer structure.

[0091] (Polyalkyleneimine) Examples of the polyalkyleneimine include alkyleneimine polymers and polyamine polymers. Examples of the alkyleneimine include alkyleneimines having 2 to 6 carbon atoms, such as ethyleneimine, propyleneimine, 1,2-butyleneimine, 2,3-butyleneimine, and 1,1-dimethylethyleneimine. One type of alkyleneimine may be used alone, or two or more types may be used. That is, the polyalkyleneimine may be an alkyleneimine homopolymer or copolymer. Of the above, an ethyleneimine homopolymer (polyethyleneimine; PEI) is preferred as the polyalkyleneimine.

[0092] Examples of the polyamine include polyamines having 2 to 6 carbon atoms, such as ethylenediamine, diethylenetriamine, triethylenetetramine, and tetraethylenepentamine. The polyamines may be used singly or in combination. That is, the polyalkyleneimine may be a homopolymer or copolymer of polyamine.

[0093] From the viewpoint of safety to the skin, the weight-average molecular weight (Mw) of the polyalkyleneimine is preferably 400 or more, more preferably 1,000 or more, even more preferably 10,000 or more, and even more preferably 50,000 or more. From the viewpoint of superior usability, the weight-average molecular weight is preferably 1,000,000 or less, more preferably 800,000 or less, even more preferably 600,000 or less, and particularly preferably 500,000 or less.

[0094] The weight-average molecular weight can be measured using gel permeation chromatography (GPC). It is preferable to select the measurement conditions for the weight-average molecular weight according to the weight-average molecular weight of the polyalkyleneimine. For example, when measuring a low-molecular-weight polyalkyleneimine, the measurement may be performed under the following condition 1, and when measuring a high-molecular-weight polyalkyleneimine, the measurement may be performed under the following condition 2. For example, a molecular weight of about 100,000 or less can be considered a low molecular weight, and a molecular weight of more than about 100,000 can be considered a high molecular weight.

[0095] (Condition 1) Measuring apparatus: manufactured by Shimadzu Corporation Column used: SHODEX Asahipac GF-710HQ + GF-510HQ + GF-310HQ manufactured by Showa Denko K.K. Eluent: 0.2 mol%-monoethanolamine aqueous solution adjusted to pH 5.1 by adding acetic acid Standard substance: Pullulan P-82 (manufactured by Fujifilm Wako Pure Chemical Industries, Ltd.) Detector: differential refractometer (manufactured by Shimadzu Corporation)

[0096] (Condition 2) Measuring apparatus: manufactured by Shimadzu Corporation Column used: SHODEX OHpak SB-807HQ (2 columns) + SB-806M / HQ (2 columns) manufactured by Showa Denko K.K. Eluent: prepared with 0.5 mol% sodium nitrate and 0.5 mol% acetic acid Standard substance: Pullulan P-82 (manufactured by Fujifilm Wako Pure Chemical Industries, Ltd.) Detector: differential refractometer (manufactured by Shimadzu Corporation)

[0097] The amine value of the polyalkyleneimine per nonvolatile content is preferably 5 or more, more preferably 10 or more, and even more preferably 15 or more. The amine value is preferably 30 or less, more preferably 25 or less, and even more preferably 20 or less.

[0098] The non-volatile content (resin content) of the polyalkyleneimine can be measured by the Karl Fischer method or the dry weight method. Specific measurement methods are described below. Karl Fischer method: Measurement equipment: Karl Fischer moisture meter; Solvent: 20-30 ml of methanol; Amine neutralizer: 7 ml of acetic acid. Calculation formula: Resin content (wt%) = 100 - V x F / S x 100, where V = KF titer (ml), F = KF titer (mg / ml), and S = sample amount (mg). Dry weight method: Approximately 1 g of sample is placed on an aluminum dish, dried in a hot air circulation dryer at 150 ± 5°C for 1 hour, and then allowed to cool in a desiccator for 10 minutes. Calculation formula: Resin content (wt%) = W / S x 100, where W = remaining weight after drying (g), and S = sample weight before drying (g).

[0099] The amine value per unit nonvolatile content of the polyalkyleneimine is the number of moles (mmol) of amino groups contained in 1 g of the nonvolatile content of the polyalkyleneimine. The amine value of the polyethyleneimine can be calculated by potentiometric titration in a methanol solution using a 0.5 mol / L standard solution of p-toluenesulfonic acid.

[0100] The degree of cationization of the polyalkyleneimine is preferably 5 meq / g or more, more preferably 10 meq / g or more, and even more preferably 15 meq / g or more, and is preferably 30 meq / g or less, more preferably 25 meq / g or less, and even more preferably 22 meq / g or less.

[0101] The degree of cationization can be measured using known techniques, but can also be calculated from the measured value of the N content measured by the Kjeldahl method, Method 2 of the Nitrogen Determination Method in the General Testing Methods for Cosmetic Raw Materials, based on the following formula: The unit of the degree of cationization, meq / g, is the number of milliequivalents of cationic groups per 1 g of polyalkyleneimine. Degree of cationization (meq / g) = (number of moles of cationized glucose units in 1 g of polyalkyleneimine) x 1000 Number of moles of cationized glucose units in 1 g of polyalkyleneimine = (nitrogen content in polyalkyleneimine) / (atomic weight of N)

[0102] The polyalkyleneimine contains at least one of a primary amine, a secondary amine, and a tertiary amine, and the molar ratio of the primary amine, secondary amine, and tertiary amine in the polyalkyleneimine is preferably 10-50:10-60:10-50, more preferably 20-45:20-55:10-40, and even more preferably 25-40:30-50:20-35.

[0103] The content of primary amines in the polyalkyleneimine is preferably 10 mol% or more, more preferably 20 mol% or more, even more preferably 25 mol% or more, and particularly preferably 27 mol% or more, relative to the total amount (100 mol%) of alkyleneimines constituting the polyalkyleneimine, and is preferably 50 mol% or less, more preferably 45 mol% or less, even more preferably 40 mol% or less, and particularly preferably 37 mol% or less.

[0104] The content of secondary amines in the polyalkyleneimine is preferably 10 mol% or more, more preferably 20 mol% or more, and even more preferably 30 mol% or more, relative to the total amount (100 mol%) of alkyleneimines constituting the polyalkyleneimine, and is preferably 60 mol% or less, more preferably 55 mol% or less, and even more preferably 50 mol% or less.

[0105] The content of tertiary amine in the polyalkyleneimine is preferably 10 mol% or more, more preferably 15 mol% or more, and even more preferably 20 mol% or more, relative to the total amount (100 mol%) of alkyleneimines constituting the polyalkyleneimine, and is preferably 50 mol% or less, more preferably 40 mol% or less, and even more preferably 35 mol% or less.

[0106] The polyalkyleneimine may be a modified polyalkyleneimine (modified polyalkyleneimine). Examples of the modified polyalkyleneimine include: (i) a compound in which, for example, 1 mole to 300 moles of an alkylene oxide and / or a glycidyl ether compound having 2 to 30 carbon atoms is added to at least a portion of the primary amino groups and / or secondary amino groups contained in the polyalkyleneimine, per mole of active hydrogen in the amino groups; (ii) a compound in which, for example, a compound having a carbon-carbon unsaturated double bond, such as acrylic acid, an acrylic acid ester, styrene, acrylonitrile, N-vinylpyrrolidone, or vinyl acetate, is added to at least a portion of the primary amino groups and / or secondary amino groups contained in the polyalkyleneimine by Michael addition; and (iii) a compound in which, for example, an isocyanate group-containing compound, an ester group-containing compound, a ketone group-containing compound, or an acid anhydride is added to at least a portion of the primary amino groups and / or secondary amino groups contained in the polyalkyleneimine.

[0107] When the polyalkyleneimine contains a modified polyalkyleneimine to which alkylene oxide is added, the amount of alkylene oxide added is preferably 10 parts by mass or less, more preferably 5 parts by mass or less, and more preferably 3 parts by mass or less, per 100 parts by mass of polyalkyleneimine, from the viewpoint of reducing unpleasant odors.

[0108] The polyalkyleneimine and / or the modified polyalkyleneimine (modified polyalkyleneimine) may be a neutralized product in which the primary, secondary, or tertiary amino groups are neutralized with an acid. The counter anion of the acid may be Y in the above formula (1'). － Examples include those illustrated and described as:

[0109] The polyalkyleneimine may be linear or may have a branched structure. The branching degree of the polyalkyleneimine is preferably more than 0%, more preferably 1% or more, even more preferably 5% or more, even more preferably 10% or more, and particularly preferably 15% or more. The branching degree is preferably 50% or less, more preferably 40% or less, and even more preferably 35% or less.

[0110] The branching degree of polyalkyleneimine is １３ From the chart obtained by measuring C-NMR, the number of tertiary amines, a, and the number of secondary amines, b, can be calculated by determining the intensity ratio between the carbon atoms bonded to tertiary amines and the carbon atoms bonded to secondary amines, and the branching degree can be calculated from a and b using the following formula. That is, linear polyethyleneimine has no tertiary amines, so the branching degree is 0%. Also, polyethylene in which all nitrogen atoms are tertiary amines, that is, polyethylene that is maximally branched, has a branching degree of 100%. Branching degree (%) = [a / (a+b)] x 100

[0111] [Composition] The composition of the present invention is a composition containing the primary to tertiary amino group-containing polymeric compound and an inorganic powder. In the composition, the feel improver may be used together with the primary to tertiary amino group-containing polymeric compound or in place of the primary to tertiary amino group-containing polymeric compound. That is, the composition may contain the feel improver and an inorganic powder. The composition exhibits effects according to the inorganic powder blended therein while exhibiting excellent dispersibility of the inorganic powder. This results in an improved feel compared to compositions blended only with inorganic powder. The primary to tertiary amino group-containing polymeric compound and the feel improver may each be used alone or in combination of two or more.

[0112] The inorganic powder may be, for example, a known or conventional powder used in cosmetic compositions. Examples of the inorganic powder include metal oxides such as titanium oxide, red iron oxide, yellow iron oxide, black iron oxide, zinc oxide, cerium oxide, chromium oxide, chromium hydroxide, magnesium oxide, and zirconium oxide; manganese violet, cobalt violet, cobalt titanate, ultramarine, Prussian blue, talc, kaolin, sericite, muscovite, phlogopite, synthetic mica, lepidolite, biotite, synthetic phlogopite (synthetic fluorophlogopite); and inorganic pigments such as amino acid powder (lauroyl lysine), vermiculite, silica, calcium carbonate, magnesium carbonate, magnesium silicate, aluminum silicate, barium silicate, calcium silicate, barium sulfate, calcium sulfate, calcium phosphate, hydroxyapatite, boron nitride, pearl pigments, and bismuth oxychloride. One or more of the inorganic powders may be used.

[0113] The inorganic powder may have a hydrophilic or hydrophobic surface. In either case, by blending it with the primary to tertiary amino group-containing polymer compound, the inorganic powder can be excellently dispersed in the composition. In particular, when the surface is hydrophobic, the effect of improving dispersibility and the effect of improving tactile feel can be significantly obtained.

[0114] Examples of inorganic powders with hydrophobic surfaces include inorganic powders that have been subjected to hydrophobic treatment. Examples of surface treatment agents used for the surface treatment include metal oxides, silane coupling agents, titanium coupling agents, organic acids, polyols, and organosilicon compounds. Examples of metal oxides include aluminum hydroxide. Examples of silane coupling agents include β-(3,4-epoxycyclohexyl)ethyltrimethoxysilane, γ-glycidoxypropyltrimethoxysilane, and γ-glycidoxypropylmethyldiethoxysilane. Examples of organic acids include stearic acid. Examples of organosilicon compounds include trimethylchlorosilane, hexamethyldisiloxane, dimethyldichlorosilane, octamethylcyclotetrasilane, polydimethylsiloxane, hexadecylsilane, methacrylsilane, and silken oil. The above surface treatment agents may be used alone or in combination.

[0115] The composition may be in a liquid or solid form. Examples of the liquid composition include a composition containing a solvent such as water, in which the primary to tertiary amino group-containing polymer compound and the inorganic powder are dispersed. Examples of the solid composition include a solvent-free composition containing the primary to tertiary amino group-containing polymer compound and the inorganic powder. The solid composition exhibits the effects of the inorganic powder being excellent in compatibility and adhesion to the skin, and being less likely to peel off after application to the skin. The liquid composition exhibits excellent dispersibility of the inorganic powder in the composition, and the inorganic powder being excellent in compatibility with the skin and having a moist feel.

[0116] The content of the inorganic powder in the composition is, for example, 0.5 to 99.99% by mass, preferably 1 to 99.97% by mass, and more preferably 5 to 99.95% by mass, relative to 100% by mass of the total amount of the composition. When the content is within the above range, the feel of the composition when used is improved.

[0117] In one embodiment, the content of the inorganic powder in the composition is, for example, 0.5 to 60 mass%, preferably 1 to 40 mass%, and more preferably 5 to 20 mass%, relative to 100 mass% of the total amount of the composition. When the content is within the above range, the dispersibility of the inorganic powder is improved when the composition is used in liquid form.

[0118] In another embodiment, the content of the inorganic powder in the composition is, for example, 70 to 99.99% by mass, preferably 80 to 99.97% by mass, and more preferably 90 to 99.95% by mass, relative to 100% by mass of the total amount of the composition. When the content is within the above range, it is expected that the feel (particularly adhesion to the skin and suppression of stickiness) when the composition is used in a solid form (for example, a powder) will be good.

[0119] The content of the primary to tertiary amino group-containing polymer compound in the composition is preferably 0.01 to 300 parts by mass, more preferably 0.03 to 250 parts by mass, even more preferably 0.05 to 200 parts by mass, and particularly preferably 0.07 to 150 parts by mass, relative to 100 parts by mass of the total amount of the inorganic powder. When the content is within the above range, the tactile feel-improving effect of the inorganic powder is better.

[0120] In one embodiment, the content of the primary to tertiary amino group-containing polymer compound in the composition is preferably 0.5 to 300 parts by mass, more preferably 1 to 250 parts by mass, even more preferably 2 to 200 parts by mass, and particularly preferably 3 to 150 parts by mass, relative to 100 parts by mass of the total amount of the inorganic powder. When the content is within the above range, the dispersibility of the inorganic powder and the effect of improving the feel to the touch are further improved.

[0121] In another embodiment, the content of the primary to tertiary amino group-containing polymeric compound in the composition is, for example, 0.01 to 200 parts by mass, preferably 0.03 to 100 parts by mass, more preferably 0.05 to 50 parts by mass, even more preferably 0.07 to 15 parts by mass, and particularly preferably 0.08 to 5 parts by mass, relative to 1000 parts by mass of the total amount of the inorganic powder. When the content is within the above range, it is expected that the feel (particularly adhesion to the skin and suppression of stickiness) when the composition is used in a solid form (for example, a powder) will be good.

[0122] In the present invention, the composition containing a primary- to tertiary amino group-containing polymer compound and an inorganic powder may be in an embodiment in which the primary- to tertiary amino group-containing polymer compound and the inorganic powder are present separately in the composition, or in an embodiment in which the primary- to tertiary amino group-containing polymer compound is present on the surface of the inorganic powder. However, from the viewpoint of improving the feel when blended into a cosmetic and used, an embodiment in which the primary- to tertiary amino group-containing polymer compound is present on the surface of the inorganic powder is preferred.

[0123] In the present invention, the composition containing a feel improver and an inorganic powder may be in an embodiment in which the feel improver and the inorganic powder are present separately in the composition, or in an embodiment in which the feel improver is present on the surface of the inorganic powder. However, from the viewpoint of improving the feel when blended into a cosmetic and used, an embodiment in which the feel improver is present on the surface of the inorganic powder is preferred.

[0124] Known means can be used to confirm the presence of the feel improver on the surface of the inorganic powder. For example, both X-ray diffraction (XRD) and organic elemental analysis can be used to confirm whether the organic substance used in the feel improver is present on the surface of the inorganic powder.

[0125] When X-ray diffraction and organic elemental analysis are used as a means for confirming the presence of a feel improver on the surface of an inorganic powder, it is possible to determine whether the inorganic powder has a feel improver present on its surface by confirming elements used in the feel improver, such as nitrogen, oxygen, and carbon, for a powder that has been confirmed to be a specific inorganic powder from the diffraction pattern.

[0126] The inorganic powder having a feel-improving agent on its surface may be dispersed in a solvent, or may be obtained as a powder from which the solvent has been removed. Furthermore, the feel-improving agent and inorganic powder in the composition may be dispersed in a solvent, or may be obtained as a powder from which the solvent has been removed. The inorganic powder having a feel-improving agent on its surface is obtained through a step of mixing the feel-improving agent and the inorganic powder in a solvent (mixing step). When obtaining a powder from which the solvent has been removed from the inorganic powder having a feel-improving agent on its surface, it is preferable to go through a solvent removal step.

[0127] The step of removing the solvent may include a concentration step, a filtration step, a classification step, a drying step, etc., and more preferably includes a drying step.

[0128] The drying step may be selected from heat drying, reduced pressure drying, heat-reduced pressure drying, freeze drying, etc., and the apparatus used in the drying step may be a batch type drying apparatus such as a vacuum box dryer, a ventilation dryer, a rotary evaporator, or an agitator dryer, a spray dryer, a screw conveyor dryer, or a drum dryer.

[0129] In order to further improve the feel of the inorganic powder having a feel-improving agent on the surface, the method may include pulverizing the inorganic powder (pulverizing step). The pulverizing step is preferably carried out using a pulverizer. The pulverizer is not particularly limited, but examples thereof include roll-type pulverizers such as roll mills, hammer-type pulverizers such as hammer mills, impact pulverizers, cutter mills, turbo grinders, ball mills, pin mills, flash mills, and jet mills such as fluidized bed jet mills and target jet mills. A high-speed fluid mixer can also be used as the pulverizer. The pulverizing method in the pulverizing step is not particularly limited, and pulverization at room temperature or freeze-pulverization may be used.

[0130] The zeta potential of the composition is preferably positive, more preferably 1 mV or more, even more preferably 5 mV or more, even more preferably 10 mV or more, and particularly preferably 20 mV or more. If the zeta potential is positive, it is presumed that the primary to tertiary amino group-containing polymer compound has promoted cationization of the inorganic powder surface, resulting in better dispersibility and improved tactile feel of the inorganic powder. The zeta potential of the composition may also be negative. In this case, the zeta potential is preferably −5 mV or less, more preferably −10 mV or less, and may be −20 mV or less, or −30 mV or less. The zeta potential is, for example, −40 mV or more. Even if the zeta potential is negative, the dispersibility and improved tactile feel of the inorganic powder are better. The zeta potential of the composition in a liquid state (slurry state) is the value measured when the composition is dispersed in water to a concentration of 0.03% by mass of the inorganic powder, and the zeta potential of the composition in a solid state (e.g., powder state) is the value measured when the composition is dispersed in water to a concentration of 0.03% by mass. In zeta potential measurement, the term "liquid" refers to a state that has fluidity at room temperature (25°C) and normal pressure (including a state where the composition is dispersed in a solvent), and the term "solid" refers to a state that has semi-solid to solid properties (including a powder state) that does not have fluidity at room temperature (25°C) and normal pressure.

[0131] The solids concentration of the composition is, for example, 1 to 50% by mass, preferably 5 to 30% by mass, and more preferably 7 to 20% by mass, relative to 100% by mass of the total amount of the composition. When the solids concentration is within the above range, the dispersibility of the inorganic powder in the liquid composition and the effect of improving the feel of the composition are improved. Furthermore, in the case of a solid composition, the solids concentration of the composition may be 90% by mass or more, 95% by mass or more, 98% by mass or more, 99% by mass or more, or 95.5% by mass or more, relative to 100% by mass of the total amount of the composition.

[0132] (Other Components) The composition may contain other components in addition to the above-mentioned components. Examples of the other components include solvents (e.g., water, organic solvents, etc.), oils, lower alcohols, polyhydric alcohols, thickeners, moisturizers, surfactants (anionic surfactants, cationic surfactants, amphoteric surfactants, nonionic surfactants), fatty acid alkanolamides, antioxidants, antioxidant aids, powder components (e.g., organic powders, pigments, dyes, etc.), natural water-soluble polymers, semi-synthetic water-soluble polymers, synthetic water-soluble polymers, chelating agents, sugars and their derivatives, amino acids and their derivatives, organic amines, polymer emulsions, pH adjusters (acids, alkalis, etc.), vitamins, preservatives / antibacterial agents, anti-inflammatory agents, various extracts, activators, blood circulation promoters, antiseborrheic agents, anti-inflammatory agents, fragrances, etc. One or more of the above other components may be used.

[0133] The content of the solvent (particularly water) in the liquid composition is preferably 60% by mass or more, more preferably 70% by mass or more, and particularly preferably 80% by mass or more, relative to 100% by mass of the total amount of the composition.

[0134] The composition can be produced by a known or conventional method, for example, by mixing and stirring the above-mentioned components.

[0135] [Cosmetics] The above composition can be used to prepare cosmetics. A cosmetic containing the above composition may be referred to as the "cosmetic of the present invention." That is, the above composition is preferably a cosmetic composition. By including the above composition, the cosmetic of the present invention exhibits effects according to the inorganic powder blended therein while exhibiting excellent dispersibility of the inorganic powder. Furthermore, the cosmetic has an improved feel compared to when only inorganic powder is blended.

[0136] The cosmetic of the present invention may contain other components in addition to the above-mentioned composition. The cosmetic of the present invention may be the composition of the present invention itself, or may be produced by adding various components to the composition of the present invention. Examples of the various components include those exemplified and explained above as other components that may be contained in the composition of the present invention. Only one of the various components may be used, or two or more of the various components may be used.

[0137] The content of water in the cosmetic is preferably 60% by mass or more, more preferably 70% by mass or more, and particularly preferably 80% by mass or more, relative to 100% by mass of the total amount of the composition.

[0138] Examples of the cosmetics include hair cosmetics such as shampoo, rinse (hair conditioner), hair treatment, hair foam, hair gel, hair water, hair wax, hair cream, hair color, hair bleach, and permanent wave agent; and skin cosmetics such as cream, facial cleanser, liquid soap, hand soap, body soap, liquid baby cleanser, pet shampoo, cleansing cream, cleansing milk, cleansing lotion, bubble bath additives, antiperspirant, massage cream, moisturizing cream, sunscreen cream, hand cream, body shampoo, lipstick, liquid foundation, lotion, lotion, emulsion, cologne, and nail cosmetics. Skin cosmetics are particularly preferred from the viewpoint of their excellent texture-improving effect.

[0139] The present invention will be described in more detail below with reference to examples, but the present invention is not limited to these examples. Unless otherwise specified, "parts" means "parts by mass" and "%" means "% by mass."

[0140] Production Example 1: A separable glass flask equipped with a thermometer, a reflux condenser, and a stirrer was charged with 11.1 g of pure water and 100.0 g of 1,3-butanediol (manufactured by Daicel Corporation), and the temperature was raised to 90° C. under stirring. Next, under stirring, into the polymerization reaction system kept at a constant temperature of 90° C., a monomer solution 1 consisting of 60.0 g of 2-(dimethylamino)ethyl methacrylate (also known as N,N-dimethylaminoethyl methacrylate) (manufactured by Kyoeisha Chemical Co., Ltd.), a monomer solution 2 consisting of 40.0 g of ethyl methacrylate (manufactured by Kyoeisha Chemical Co., Ltd.), and an initiator aqueous solution consisting of 36.6 g of a 3% aqueous solution of 2,2′-azobis(2-methylpropionamidine) dihydrochloride (manufactured by Fujifilm Wako Pure Chemical Industries, Ltd.) were each added dropwise from separate dropping nozzles. The dropwise addition of Monomer Solutions 1 and 2 and the aqueous initiator solution began simultaneously, with Monomer Solution 1 being added over 180 minutes, Monomer Solution 2 over 170 minutes, and the aqueous initiator solution over 210 minutes. After all of the dropwise additions were completed, the reaction solution was maintained at 90°C for an additional 30 minutes to mature and complete the polymerization, after which 200 g of pure water and 552 g of 1,3-butanediol were added to obtain a polymer solution containing a copolymer. The resulting copolymer had a solids content of 9.9%, a pH of 9.0, and a weight-average molecular weight of 48,000.

[0141] <Method for measuring weight-average molecular weight> The weight-average molecular weight (Mw) of the copolymer was measured by GPC (gel permeation chromatography). The measurement conditions and apparatus are as follows. Apparatus: e2695 manufactured by Waters Detector: differential refractometer (RI) detector Column: TSKgel α-M, α-2500 manufactured by Tosoh Corporation Column temperature: 40°C Flow rate: 0.8 mL / min Injection volume: 10 μL (eluent preparation solution with a sample concentration of 0.4 wt%) Calibration curve: polyethylene glycol manufactured by GL Sciences GPC software: EMPOWER3 manufactured by Waters Eluent: 0.5 M acetic acid + 0.2 M Na nitrate / acetonitrile = 50 / 50 (v / v)

[0142] <Method for measuring solid content> Approximately 1 g of the obtained polymer solution was weighed and dried in a hot air dryer at 200°C for 15 minutes. The mass of the residue after that was taken as the solid content, and the ratio to the mass before drying was expressed in %.

[0143] <pH Measurement> The pH of the obtained polymer solution was measured at 25° C. using a pH meter ("F-72" manufactured by Horiba, Ltd.).

[0144] Example 1 1.0 g of titanium oxide (trade name: SP Solaveil XTP1 MBAL, manufactured by Croda Japan Co., Ltd.) and 10.0 g of a 10% aqueous solution of polyethyleneimine (weight average molecular weight 350,000, manufactured by Nippon Shokubai Co., Ltd.) were placed in a glass screw tube and stirred with a stirring rod for 5 minutes to obtain a slurry.

[0145] Example 2 1.0 g of titanium oxide (trade name: SP Solaveil XTP1 MBAL, manufactured by Croda Japan Co., Ltd.) and 10.0 g of the polymer solution obtained in Production Example 1 were placed in a glass screw tube and stirred with a stirring rod for 5 minutes to obtain a slurry.

[0146] Example 3 1.0 g of titanium oxide (product name: MT-100TV, manufactured by Teika Corporation) and 10.0 g of a 10% aqueous solution of polyethyleneimine (weight average molecular weight 350,000, manufactured by Nippon Shokubai Co., Ltd.) were placed in a glass screw tube and stirred with a stirring rod for 5 minutes, yielding a slurry.

[0147] Example 4 1.0 g of titanium oxide (product name: MT-100TV, manufactured by Teika Corporation) and 10.0 g of the polymer solution obtained in Production Example 1 were placed in a glass screw tube and stirred with a stirring rod for 5 minutes to obtain a slurry.

[0148] Comparative Example 1 1.0 g of titanium oxide (trade name: SP Solaveil XTP1 MBAL, manufactured by Croda Japan Co., Ltd.) and 10.0 g of ion-exchanged water were placed in a glass screw tube and stirred with a stirring rod for 5 minutes to obtain a slurry.

[0149] Comparative Example 2 1.0 g of titanium oxide (product name: MT-100TV, manufactured by Teika Corporation) and 10.0 g of ion-exchanged water were placed in a glass screw tube and stirred with a stirring rod for 5 minutes to obtain a slurry.

[0150] <Evaluation> The slurries obtained in the examples and comparative examples were evaluated as follows. The results are shown in Table 3.

[0151] (1) Zeta Potential The slurries obtained in Examples 1 to 4 and Comparative Examples 1 and 2 were diluted with ion-exchanged water so that the titanium oxide concentration was 0.03%, and then the zeta potential was measured using a zeta potential measuring device (Zetasizer Ultra, manufactured by Malvern Panalytical).

[0152] (2) Dispersibility The appearance of the slurry solutions obtained in the Examples and Comparative Examples was observed 10 minutes and 24 hours after stirring was stopped, and the "dispersibility" was evaluated according to the criteria in Table 1.

[0153] (3) Feeling The feeling when the slurry solutions obtained in the Examples and Comparative Examples were rubbed on the palm of the hand was evaluated by five expert panelists for "feeling" according to the criteria in Table 2. The judgment results selected by the most number of panelists from the evaluation results of the five panelists are shown in Table 3.

[0154]

[0155] As shown in Table 3, the slurries of Examples 1 to 4 had superior dispersibility of titanium oxide compared to the Comparative Example, which did not contain a specific polymer compound. In addition, the slurries had an improved feel, confirming that they functioned as feel improvers.

[0156] Example 5: 1.0 g of titanium oxide (trade name: MP-1133, manufactured by Teika Corporation) and 10.0 g of a 1% aqueous solution of polyethyleneimine (weight average molecular weight 350,000, manufactured by Nippon Shokubai Co., Ltd.) were placed in a glass screw tube and stirred for 5 minutes with a stirring rod to obtain a slurry. The obtained slurry was dried for 2 days in a freeze dryer ("FDU-2200" manufactured by Tokyo Rikakikai Co., Ltd.) to obtain a dry powder.

[0157] Example 6: 1.0 g of titanium oxide (trade name: MP-1133, manufactured by Teika Corporation) and 10.0 g of a 0.1% aqueous solution of polyethyleneimine (weight average molecular weight 350,000, manufactured by Nippon Shokubai Co., Ltd.) were placed in a glass screw tube and stirred for 5 minutes with a stirring rod to obtain a slurry. The obtained slurry was dried for 2 days in a freeze dryer ("FDU-2200" manufactured by Tokyo Rikakikai Co., Ltd.) to obtain a dry powder.

[0158] Example 7: 1.0 g of titanium oxide (trade name: MP-1133, manufactured by Teika Corporation) and 10.0 g of a 0.01% aqueous solution of polyethyleneimine (weight average molecular weight 350,000, manufactured by Nippon Shokubai Co., Ltd.) were placed in a glass screw tube and stirred for 5 minutes with a stirring rod to obtain a slurry. The obtained slurry was dried for 2 days in a freeze dryer ("FDU-2200" manufactured by Tokyo Rikakikai Co., Ltd.) to obtain a dry powder.

[0159] Example 8: 1.0 g of talc (product name: JA-46R, manufactured by Asada Flour Milling Co., Ltd.) and 10.0 g of a 1% aqueous solution of polyethyleneimine (weight average molecular weight 350,000, manufactured by Nippon Shokubai Co., Ltd.) were placed in a glass screw tube and stirred for 5 minutes with a stirring rod to obtain a slurry. The obtained slurry was dried for 2 days in a freeze dryer ("FDU-2200" manufactured by Tokyo Rikakikai Co., Ltd.) to obtain a dry powder.

[0160] Example 9: 1.0 g of talc (product name: JA-46R, manufactured by Asada Flour Milling Co., Ltd.) and 10.0 g of a 0.1% aqueous solution of polyethyleneimine (weight average molecular weight 350,000, manufactured by Nippon Shokubai Co., Ltd.) were placed in a glass screw tube and stirred for 5 minutes with a stirring rod to obtain a slurry. The obtained slurry was dried for 2 days in a freeze dryer ("FDU-2200" manufactured by Tokyo Rikakikai Co., Ltd.) to obtain a dry powder.

[0161] Example 10: 1.0 g of talc (product name: JA-46R, manufactured by Asada Flour Milling Co., Ltd.) and 10.0 g of a 0.01% aqueous solution of polyethyleneimine (weight average molecular weight 350,000, manufactured by Nippon Shokubai Co., Ltd.) were placed in a glass screw tube and stirred for 5 minutes with a stirring rod to obtain a slurry. The obtained slurry was dried for 2 days in a freeze dryer ("FDU-2200" manufactured by Tokyo Rikakikai Co., Ltd.) to obtain a dry powder.

[0162] Comparative Example 3: 1.0 g of titanium oxide (trade name: MP-1133, manufactured by Teika Corporation) and 10.0 g of ion-exchanged water were placed in a glass screw tube and stirred with a stirring rod for 5 minutes to obtain a slurry. The obtained slurry was dried for 2 days in a freeze dryer ("FDU-2200" manufactured by Tokyo Rikakikai Co., Ltd.) to obtain a dry powder.

[0163] Comparative Example 4: 1.0 g of talc (product name: JA-46R, manufactured by Asada Flour Milling Co., Ltd.) and 10.0 g of ion-exchanged water were placed in a glass screw tube and stirred with a stirring rod for 5 minutes to obtain a slurry. The obtained slurry was dried for 2 days in a freeze dryer ("FDU-2200" manufactured by Tokyo Rikakikai Co., Ltd.) to obtain a dry powder.

[0164] Information on the titanium oxide and talc used in the examples and comparative examples is shown below. -Titanium oxide- SP Solaveil XTP1 MBAL: hydrophobic titanium oxide (titanium oxide treated with alumina and stearic acid), average particle size 179 nm MT-100TV: hydrophobic titanium oxide (titanium oxide treated with aluminum hydroxide and stearic acid), average particle size 15 nm MP-1133: hydrophilic titanium oxide (titanium oxide treated with aluminum hydroxide), average particle size 250 nm -Talc- JA-46R: hydrophilic talc, average particle size 7.0 to 11.0 μm

[0165] <Evaluation> The powders obtained in the examples and comparative examples were evaluated as follows. The results are shown in Table 5.

[0166] (1) Zeta Potential The powders obtained in Examples 5 to 10 and Comparative Examples 3 and 4 were diluted with ion-exchanged water to a powder concentration of 0.03%, and then the zeta potential was measured using a zeta potential measuring device (Zetasizer Ultra, manufactured by Malvern Panalytical).

[0167] (2) Dispersibility 1.0 g of the powder obtained in each of the Examples and Comparative Examples was added to 10.0 g of ion-exchanged water and stirred for 5 minutes with a stirring rod. The appearance was observed 10 minutes and 24 hours after stirring was stopped, and the "dispersibility" was evaluated according to the criteria in Table 1.

[0168] (3) Feeling The powders obtained in the Examples and Comparative Examples were rubbed into the palm of the hand, and five expert panelists evaluated the "feeling" according to the criteria in Table 4. The judgment results selected by the most number of panelists from the evaluation results of the five panelists are shown in Table 5.

[0169]

[0170] As shown in Table 5, the powders of Examples 5 to 10 had excellent dispersibility of titanium oxide and talc compared to the Comparative Example, which did not contain the specific polymer compound. In addition, the feel was improved, and it was confirmed that they functioned as a feel improver.

[0171] Example 11 1.0 kg of talc (product name: JA-46R, manufactured by Asada Flour Milling Co., Ltd.) was placed in a 5-liter Henschel mixer (product name: FM5, manufactured by Nippon Coke and Engineering Co., Ltd.), and the mixture was stirred under N ２ With gas as seal air and stirring, a mixture of 33.33 g of a 30% aqueous solution of polyethyleneimine (weight average molecular weight 350,000, manufactured by Nippon Shokubai Co., Ltd.) and 166.67 g of ethanol was added dropwise. After the dropwise addition, the mixture was heated with stirring at 60°C for 1 hour, and then a dry powder was obtained.

[0172] Comparative Example 5 Uncoated talc (product name: JA-46R, manufactured by Asada Flour Milling Co., Ltd.) was used as the powder.

[0173] The information on the talc used in the examples and comparative examples is as follows: -Talc- JA-46R: hydrophilic talc, average particle size 7.0 to 11.0 μm

[0174] <Evaluation> The powders obtained in the examples and comparative examples were evaluated as follows. The results are shown in Table 7 and FIG.

[0175] (1) Zeta Potential The powder obtained in Example 11 and the powder obtained in Comparative Example 5 were diluted with ion-exchanged water to a powder concentration of 0.03%, and then the zeta potential was measured using a zeta potential measuring device (Zetasizer Ultra, manufactured by Malvern Panalytical).

[0176] (2) Organic Elemental Analysis (Nitrogen Content Measurement) The nitrogen content of the powder obtained in Example 11 and the powder of Comparative Example 5 was measured using an organic elemental analyzer (Vario EL cube manufactured by Elementar).

[0177] (3) Moisture Content 1.0 g of the powder obtained in Example 11 and the powder obtained in Comparative Example 5 was weighed and then dried at 120° C. for 4 hours using a hot air dryer (manufactured by Yamato Scientific Co., Ltd., SI401). After drying, the weight was measured using a precision balance, and the weight loss on drying was calculated.

[0178] (4) Dispersibility 1.0 g of the powder obtained in Example 11 and the powder of Comparative Example 5 and 10.0 g of ion-exchanged water were charged and stirred with a stirring rod for 5 minutes. The appearance was observed 10 minutes and 24 hours after stirring was stopped, and the "dispersibility" was evaluated according to the criteria in Table 1.

[0179] (5) Feeling The powder obtained in Example 11 and the powder of Comparative Example 5 were rubbed against the palm of the hand, and the feel of the powder was evaluated by five expert panelists according to the criteria in Table 6. The judgment results selected by the most number of panelists from the evaluation results of the five panelists are shown in Table 7.

[0180]

[0181] (6) Particle size distribution The powder obtained in Example 11 and the powder obtained in Comparative Example 5 were measured using a laser diffraction particle size distribution analyzer (Mastersizer 3000+ manufactured by Malvern Panalytical). The results are shown in Figure 1.

[0182]

[0183] As shown in Table 7 and Figure 1, the powder of Example 11 had a sharper particle size distribution than the surface-uncoated talc of Comparative Example 5, and also showed an increase in moisture content, improved talc dispersibility, and increased zeta potential and nitrogen content. This confirmed that polyethyleneimine was present on the surface of the powder of Example 11. Furthermore, it was confirmed that such a powder with polyethyleneimine on its surface had an improved feel and functioned as a feel improver.

[0184] Variations of the present invention are described below. [Appendix 1] A feel improver comprising a primary to tertiary amino group-containing polymeric compound. [Appendix 2] The feel improver according to Appendix 1, wherein the primary to tertiary amino group-containing polymeric compound is a copolymer comprising structural units (a) derived from a primary to tertiary amino group-containing monomer (A) and structural units (b) derived from a hydrophobic monomer (B), and / or a polyalkyleneimine. [Appendix 3] The feel improver according to Appendix 2, wherein the primary to tertiary amino group-containing monomer (A) is preferably an N,N-dialkylamino group-containing (meth)acrylate or an N,N-dialkylamino group-containing (meth)acrylamide, more preferably one or more selected from the group consisting of N,N-dimethylaminoethyl (meth)acrylate, N,N-diethylaminoethyl (meth)acrylate, and N,N-dimethylaminopropyl (meth)acrylamide. [Appendix 4] The feel improver according to Appendices 2 or 3, wherein the content of the structural unit (a) derived from the primary to tertiary amino group-containing monomer (A) in the copolymer is 36 to 99.9% by mass (preferably 40 to 99% by mass, more preferably 45 to 98% by mass, even more preferably 50 to 95% by mass, even more preferably 52 to 90% by mass, and particularly preferably 55 to 80% by mass), relative to 100% by mass of the total amount of structural units constituting the copolymer. [Appendix 5] The feel improver according to any one of Appendices 2 to 4, wherein the hydrophobic monomer (B) comprises a (meth)acrylic acid ester (preferably a (meth)acrylic acid alkyl ester). [Appendix 6] The feel improver according to any one of Appendices 2 to 5, wherein the content of the structural unit (b) derived from the hydrophobic monomer (B) in the copolymer is 0.1 to 64% by mass (preferably 1 to 60% by mass, more preferably 2 to 55% by mass, even more preferably 5 to 50% by mass, even more preferably 10 to 45% by mass, and particularly preferably 20 to 45% by mass), relative to 100% by mass of the total amount of structural units constituting the copolymer. [Appendix 7] The feel improver according to any one of Appendices 2 to 6, wherein the content of the structural unit (e) derived from the other monomer (E) in the copolymer is 0 to 10% by mass (preferably 0 to 8% by mass, more preferably 0 to 5% by mass), relative to 100% by mass of the total amount of structural units constituting the copolymer.[Appendix 8] The feel improver according to any one of Appendices 2 to 7, wherein the total content of the structural units (a) derived from the primary to tertiary amino group-containing monomer (A) and the structural units (b) derived from the hydrophobic monomer (B) in the copolymer is 60% by mass or more (preferably 70% by mass or more, more preferably 80% by mass or more, and even more preferably 90% by mass or more), relative to 100% by mass of the total amount of structural units constituting the copolymer. [Appendix 9] The feel improver according to any one of Appendices 2 to 8, wherein the weight-average molecular weight of the copolymer is 4,000 to 1,000,000 (preferably 4,500 to 800,000, more preferably 5,000 to 600,000, even more preferably 6,000 to 400,000, even more preferably 7,000 to 200,000, even more preferably 10,000 to 100,000, and particularly preferably 20,000 to 80,000).

[0185] [Appendix 10] The feel improver according to any one of Appendices 2 to 9, wherein the polyalkyleneimine is polyethyleneimine. [Appendix 11] The feel improver according to any one of Appendices 2 to 10, wherein the weight-average molecular weight of the polyalkyleneimine is 400 or more (preferably 1,000 or more, more preferably 10,000 or more, and even more preferably 50,000 or more). [Appendix 12] The feel improver according to any one of Appendices 2 to 11, wherein the weight-average molecular weight of the polyalkyleneimine is 1,000,000 or less (preferably 800,000 or less, more preferably 600,000 or less, and even more preferably 500,000 or less). [Appendix 13] The feel improver according to any one of Appendices 2 to 12, wherein the amine value per non-volatile content of the polyalkyleneimine is 5 or more (preferably 10 or more, more preferably 15 or more). [Appendix 14] The feel improver according to any one of Appendices 2 to 13, wherein the amine value per non-volatile content of the polyalkyleneimine is 30 or less (preferably 25 or less, more preferably 20 or less). [Appendix 15] The feel improver according to any one of Appendices 2 to 14, wherein the degree of cationization of the polyalkyleneimine is 5 meq / g or more (preferably 10 meq / g or more, more preferably 15 meq / g or more). [Appendix 16] The feel improver according to any one of Appendices 2 to 15, wherein the degree of cationization of the polyalkyleneimine is 30 meq / g or less (preferably 25 meq / g or less, more preferably 22 meq / g or less). [Appendix 17] The feel improver according to any one of Appendices 2 to 16, wherein the molar ratio of primary amine, secondary amine, and tertiary amine in the polyalkyleneimine is 10-50:10-60:10-50 (preferably 20-45:20-55:10-40, more preferably 25-40:30-50:20-35). [Appendix 18] The feel improver according to any one of Appendices 2 to 17, wherein the content of primary amine in the polyalkyleneimine is 10 mol% or more (preferably 20 mol% or more, more preferably 25 mol% or more, and even more preferably 27 mol% or more), relative to 100 mol% of the total amount of alkyleneimines constituting the polyalkyleneimine.[Appendix 19] The feel improver according to any one of Appendices 2 to 18, wherein the content of primary amines in the polyalkyleneimine is 50 mol% or less (preferably 45 mol% or less, more preferably 40 mol% or less, and even more preferably 37 mol% or less), relative to 100 mol% of the total amount of alkyleneimines constituting the polyalkyleneimine. [Appendix 20] The feel improver according to any one of Appendices 2 to 19, wherein the content of secondary amines in the polyalkyleneimine is 10 mol% or more (preferably 20 mol% or more, more preferably 30 mol% or more), relative to 100 mol% of the total amount of alkyleneimines constituting the polyalkyleneimine. [Appendix 21] The feel improver according to any one of Appendices 2 to 20, wherein the content of secondary amines in the polyalkyleneimine is 60 mol% or less (preferably 55 mol% or less, more preferably 50 mol% or less), relative to 100 mol% of the total amount of alkyleneimines constituting the polyalkyleneimine. [Appendix 22] The feel improver according to any one of Appendices 2 to 21, wherein the content of tertiary amines in the polyalkyleneimine is 10 mol% or more (preferably 15 mol% or more, more preferably 20 mol% or more), relative to 100 mol% of the total amount of alkyleneimines constituting the polyalkyleneimine. [Appendix 23] The feel improver according to any one of Appendices 2 to 22, wherein the content of tertiary amines in the polyalkyleneimine is 50 mol% or less (preferably 40 mol% or less, more preferably 35 mol% or less), relative to 100 mol% of the total amount of alkyleneimines constituting the polyalkyleneimine. [Appendix 24] The feel improver according to any one of Appendices 2 to 23, wherein the polyalkyleneimine is a modified polyalkyleneimine. [Appendix 25] The polyalkyleneimine has a branching degree of more than 0% (preferably 1% or more, more preferably 5% or more, even more preferably 10% or more, and particularly preferably 15% or more). [Appendix 26] The feel improver according to any one of Appendices 2 to 25, wherein the polyalkyleneimine has a branching degree of 50% or less (preferably 40% or less, more preferably 35% or less).

[0186] [Appendix 27] An inorganic powder having, on its surface, the primary- to tertiary amino group-containing polymer compound according to any one of Appendices 1 to 26. [Appendix 28] An inorganic powder having, on its surface, the feel improver according to any one of Appendices 1 to 26. [Appendix 29] A composition comprising a primary- to tertiary amino group-containing polymer compound and an inorganic powder. [Appendix 30] A composition comprising the feel improver according to any one of Appendices 1 to 26 and an inorganic powder. [Appendix 31] The composition according to Appendice 30, comprising the inorganic powder and the feel improver present on the surface of the inorganic powder. [Appendix 32] The composition according to Appendices 30 or 31, wherein the content of the inorganic powder in the composition is 0.5 to 60% by mass (preferably 1 to 40% by mass, more preferably 5 to 20% by mass) relative to 100% by mass of the total amount of the composition. [Appendix 33] The composition according to any one of Appendices 30 to 32, wherein the content of the inorganic powder in the composition is 70 to 99.99% by mass (preferably 80 to 99.97% by mass, more preferably 90 to 99.95% by mass) relative to 100 parts by mass of the total amount of the composition. [Appendix 34] The composition according to any one of Appendices 30 to 33, wherein the content of the primary to tertiary amino group-containing polymer compound in the composition is 0.5 to 300 parts by mass (preferably 1 to 250 parts by mass, more preferably 2 to 200 parts by mass, even more preferably 3 to 150 parts by mass) relative to 100 parts by mass of the total amount of the inorganic powder. [Appendix 35] The composition according to any one of Appendices 30 to 34, wherein the content of the primary to tertiary amino group-containing polymeric compound in the composition is 0.01 to 200 parts by mass (preferably 0.03 to 100 parts by mass, more preferably 0.05 to 50 parts by mass, even more preferably 0.07 to 15 parts by mass, and particularly preferably 0.08 to 5 parts by mass) relative to 1,000 parts by mass of the total amount of the inorganic powder. [Appendix 36] The composition according to any one of Appendices 30 to 35, wherein the zeta potential of the composition is positive (preferably 1 mV or more, more preferably 5 mV or more, even more preferably 10 mV or more, and particularly preferably 20 mV or more). [Appendix 37] The composition according to any one of Appendices 30 to 36, wherein the zeta potential of the composition is negative (−5 mV or less, −10 mV or less, −20 mV or less, or −30 mV or less).[Appendix 38] The composition according to any one of Appendices 30 to 37, wherein the solids concentration of the composition is 1 to 50% by mass (preferably 5 to 30% by mass, more preferably 7 to 20% by mass) relative to 100% by mass of the total amount of the composition. [Appendix 39] The composition according to any one of Appendices 30 to 38, wherein the solids concentration of the composition is 90% by mass or more (95% by mass or more, 98% by mass or more, 99% by mass or more, or 95.5% by mass or more) relative to 100% by mass of the total amount of the composition. [Appendix 40] The composition according to any one of Appendices 30 to 39, wherein the content of a solvent (particularly water) in the composition is 60% by mass or more (preferably 70% by mass or more, more preferably 80% by mass or more) relative to 100% by mass of the total amount of the composition.

[0187] [Appendix 41] The composition according to Appendix 29, wherein the primary to tertiary amino group-containing polymeric compound comprises a primary to tertiary amino group-containing polymeric compound according to any one of Appendices 2 to 9. [Appendix 42] The composition according to any one of Appendices 29 to 41, which is a cosmetic composition. [Appendix 43] A method for producing an inorganic powder having a feel improver present on the surface thereof, comprising a mixing step of mixing the feel improver according to any one of Appendices 1 to 26 with an inorganic powder in a solvent. [Appendix 44] The production method according to Appendix 43, comprising a step of removing the solvent after the mixing step. [Appendix 45] The production method according to Appendix 43 or 44, comprising a grinding step of grinding the inorganic powder after the mixing step.

Claims

1. A feel improver comprising a polymeric compound containing primary, secondary and tertiary amino groups.

2. The feel improver according to claim 1, wherein the primary, secondary, or tertiary amino group-containing polymeric compound is a copolymer containing a structural unit (a) derived from a primary, secondary, or tertiary amino group-containing monomer (A) and a structural unit (b) derived from a hydrophobic monomer (B), and / or a polyalkyleneimine.

3. The feel improver according to claim 2, wherein the hydrophobic monomer (B) comprises a (meth)acrylic acid ester.

4. The feel improver of claim 2, wherein said polyalkyleneimine is polyethyleneimine.

5. An inorganic powder having a feel-improving agent according to any one of claims 1 to 4 present on its surface.

6. A composition comprising the feel-improving agent according to any one of claims 1 to 4 and an inorganic powder.

7. A composition comprising a polymeric compound containing primary to tertiary amino groups and an inorganic powder.

8. The composition according to claim 7, wherein the primary to tertiary amino group-containing polymeric compound is a copolymer containing a structural unit (a) derived from a primary to tertiary amino group-containing monomer (A) and a structural unit (b) derived from a hydrophobic monomer (B), and / or a polyalkyleneimine.

9. The composition according to claim 8, wherein said hydrophobic monomer (B) comprises a (meth)acrylic acid ester.

10. The composition of claim 8, wherein said polyalkyleneimine is polyethyleneimine.

11. The composition according to any one of claims 7 to 10, which is a cosmetic composition.

12. A method for producing an inorganic powder having a feel-improving agent present on its surface, comprising a mixing step of mixing the feel-improving agent according to any one of claims 1 to 4 with an inorganic powder in a solvent.

13. The method of claim 12, further comprising the step of removing said solvent after said mixing step.

14. The method according to claim 12, further comprising a grinding step of grinding the inorganic powder after the mixing step.

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