Feel improver and composition

Abstract

To provide a feel improver that exhibits excellent feel-improving performance when added, together with a powder, to a cosmetic.SOLUTION: A feel improver contains a polymeric compound containing primary to tertiary amino groups. It is preferable that the polymeric compound containing primary to tertiary amino groups is 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. It is preferable that the hydrophobic monomer (B) includes a (meth)acrylic acid ester.SELECTED DRAWING: None

Description

Technical Field

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

Background Art

[0002] Conventionally, makeup cosmetics such as foundation, eyeshadow, and blusher, and sunscreen cosmetics, emulsions, etc. contain powder. For the purpose of improving the 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 for the powder incorporated in cosmetics. As such surface-treated powders, those disclosed in Patent Documents 1 and 2 are known, for example.

Prior Art Documents

Patent Documents

[0003]

Patent Document 1

Patent Document 2

Summary of the Invention

Problems to be Solved by the Invention

[0004] However, when using the surface-treated powders disclosed in Patent Documents 1 and 2, it is necessary to perform surface treatment on the powder in advance, and only specific powders can be used.

[0005] Therefore, an object of the present invention is to provide a feel improver that is excellent in improving the feel when blended and used in cosmetics together with powder.

Means for Solving the Problems

[0006] As a result of intensive studies to achieve the above object, the present inventors have found that a feel improver containing a specific polymer compound is excellent in improving the feel when blended and used in a cosmetic together with a powder. The present invention has been completed based on these findings.

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

[0008] The polymer compound having a primary to tertiary amino group 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)acrylate ester.

[0010] The polyalkyleneimine is preferably polyethyleneimine.

[0011] The present invention also provides an inorganic powder on the surface of which the above feel improver is present.

[0012] The present invention also provides a composition containing the above feel improver and an inorganic powder.

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

[0014] The polymer compound having a primary to tertiary amino group 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)acrylate ester.

[0016] The above polyalkyleneimine is preferably polyethyleneimine.

[0017] The above composition is preferably a composition for cosmetics.

[0018] Further, the present invention provides a method for producing an inorganic powder having the above-mentioned feel improver present on the surface, which includes a mixing step of mixing the above-mentioned feel improver and the inorganic powder in a solvent.

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

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

[0021] According to the feel improver of the present invention, when it is blended and used in a cosmetic together with a powder, it is excellent in improving the feel on the skin. [Brief Description of the Drawings]

[0022]

Figure 1

[0023] [Feel Improver] The feel improver of the present invention at least contains a polymer compound containing primary to tertiary amino groups. The above feel improver can improve the feel of the composition on the skin by being blended with a powder in a composition applied to the skin. The feel improver of the present invention may contain only one kind or two or more kinds of the polymer compound containing primary to tertiary amino groups.

[0024] The above-mentioned polymer compound is presumed to act as a cationic polymer by having primary to tertiary amino groups, and can improve the feel when blended with a powder and applied to the skin in a cosmetic. Also, while there are concerns about the safety of a polymer compound having a quaternary ammonium group, a polymer compound containing primary to tertiary amino groups does not form a quaternary ammonium group in the composition and has relatively little concern about safety.

[0025] As the above-mentioned polymer compound containing primary to tertiary amino groups, a resin containing a structural unit (a) derived from a primary to tertiary amino group-containing monomer (A), and / or a polyalkyleneimine is preferable.

[0026] (Resin containing a structural unit (a) derived from monomer (A)) As the resin containing a structural unit (a) derived from the above-mentioned primary to tertiary amino group-containing monomer (A), 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) is preferable. By including a primary to tertiary amino group-containing monomer (A) as a monomer component, in addition to the feel improvement effect on the skin, an improvement in the adhesion of a composition containing an inorganic powder to the skin can be expected. When a hydrophobic monomer (B) is included as a monomer component, the hydrophobic group in the hydrophobic monomer (B) is adsorbed on the surface of the inorganic powder, and an improvement in the dispersion stability and feel improvement effect of the inorganic powder can be expected.

[0027] Note that the "structural unit (a) derived from a primary to tertiary amino group-containing monomer (A)" may be formed by another production method as long as it has the same structure as the structural unit formed by the polymerization of the primary to tertiary amino group-containing monomer (A). The same applies to the "structural unit (b) derived from a hydrophobic monomer (B)" and the "structural unit (e) derived from other monomers (E)" described later. For example, when the primary to tertiary amino group-containing monomer (A) is N,N-dimethylaminoethyl methacrylate, the structural unit (a) is a structural unit represented by -CH2-C(CH3)(COCH2CH2-N(CH3)2)-.

[0028] Examples of the above-mentioned monomer (A) containing a primary to tertiary amino group include a compound having at least one ethylenically unsaturated group and at least one primary to tertiary amino group, and a neutralized product of the primary to tertiary amino group in the compound with an acid. As the above-mentioned primary to tertiary amino group, a group represented by the following formula (1) is preferable. [Chemical formula]

[0029] [In formula (1), R 1 and R 2 each independently 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, still more preferably 1 to 8 carbon atoms, still more preferably 1 to 5 carbon atoms, still more preferably 1 to 2 carbon atoms, and particularly preferably 1 carbon atom.

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

[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 still more preferably an alkyl group. Examples and explanations of the alkyl group and the alkenyl group are the same as those described for the (meth)acrylate ester below.

[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, a naphthylethyl group, and the like.

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

[0035] Also, as described above, a neutralized product obtained by neutralizing the primary to tertiary amino group with an acid can also be used. As the neutralized product of the above primary to tertiary amino group, those having a structure represented by the following formula (1’) are preferred.

[0036] [Chemical formula]

[0037] [In formula (1’), R 1 and R 2 are the same or different and each represents a hydrogen atom or a hydrocarbon group. Y - represents an anion.]

[0038] The preferred embodiments of R 1 and R 2 in the above formula (1’) are the same as those of R 1 and R 2 in the above formula (1).

[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. Among them, ions of organic acids are preferred.

[0040] As the above primary to tertiary amino group-containing monomer (A), a monomer represented by the following formula (1-1) and a monomer represented by the following formula (1-2) are preferred. [Chemical formula]

[0041] [In formula (1-1), R 3 ~R 5 are the same or different and each represents 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 are the same as R 1 and R 2 in the above formula (1).]

[0042] [In formula (1-2), R 3 ~R 5 are the same or different and each represents 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 - are the same as R 1 , R 2 , and Y - in the above formula (1’).]

[0043] The alkyl group having 1 to 5 carbon atoms in the above R 5 is preferably a methyl group. As the above R 5 , a hydrogen atom or a methyl group is preferable. From the viewpoint of hydrolysis resistance, R 5 is more preferably a methyl group. The above R 3 and R 4 are preferably hydrogen atoms.

[0044] The divalent linking group in the above 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]

Chemical formula

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

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

[0048] Among others, as the above X, the group represented by the above formula (2) is preferable.

[0049] As the above primary, secondary, and tertiary amino group-containing monomer (A), in particular, the monomer represented by the above formula (1) in which R 5 is a methyl group and X is the group represented by the above formula (2) is preferable.

[0050] Specific examples of the above-mentioned monomer (A) containing a primary to tertiary amino group 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; monoalkylamino group-containing (meth)acrylates such as monomethylaminoethyl (meth)acrylate, monoethylaminoethyl (meth)acrylate, monomethylaminopropyl (meth)acrylate, monoethylaminopropyl (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 with 2 to 8 carbon atoms and amine compounds with 1 to 24 carbon atoms, such as 1-allyloxy-3-dibutylamino-2-ol and 1-allyloxy-3-diethanolamino-2-ol.

[0051] In the above-mentioned amine compound with 1 to 24 carbon atoms, the number of carbon atoms is preferably 1 to 20, more preferably 1 to 16. Examples of the amine compound with 1 to 24 carbon atoms include primary amines and secondary amines, such as (di)alkylamines with 1 to 24 carbon atoms, (di)alkanolamines with 1 to 24 carbon atoms, and alkylalkanolamines with 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, didodecylamine and the like.

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

[0054] Examples of the alkylalkanolamine having 1 to 24 carbon atoms include methylethanolamine and the like.

[0055] Among them, as the above-mentioned primary to tertiary amino group-containing monomer (A), N,N-dialkylamino group-containing (meth)acrylate and N,N-dialkylamino group-containing (meth)acrylamide are preferable, and more preferably N,N-dimethylaminoethyl (meth)acrylate, N,N-diethylaminoethyl (meth)acrylate, N,N-dimethylaminopropyl (meth)acrylamide.

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

[0057] The above hydrophobic monomer (B) is a monomer whose solubility parameter of the homopolymer obtained by homopolymerization is 15 or less. Even if the solubility parameter is 15 or less, those corresponding to the above primary to tertiary amino group-containing monomers (A) shall be treated as primary to tertiary amino group-containing monomers (A) and shall not be regarded as hydrophobic monomers (B). Here, the above solubility parameter is a value calculated by the method described on pages 147 to 154 of "POLYMER ENGINEERING AND SCIENCE" (1974, Vol. 14, No. 2). The method is outlined below. The solubility parameter (δ) (cal / cm 3 ) 1 / 2 of the homopolymer obtained by polymerizing the above hydrophobic monomer (B) alone is calculated by the following calculation method based on the evaporation energy (Δei) and molar volume (Δvi) of the constituent units forming the polymer. δ=(Δei / Δvi) 1 / 2 (cal / cm 3 ) 1 / 2

[0058] The solubility parameter of the homopolymer obtained when the above hydrophobic monomer (B) is polymerized alone is preferably 14 or less, more preferably 13 or less, and even more preferably 12 or less. The above 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 substituents ((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; olefin 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 with 2 to 8 carbon atoms such as 1 - allyloxy - 3 - butoxypropan - 2 - ol and alcohols with 1 to 20 carbon atoms; alkylene oxide adducts of unsaturated alcohols with 2 to 20 carbon atoms such as ethylene oxide adducts of allyl alcohol, ethylene oxide adducts of methallyl alcohol, ethylene oxide adducts of isoprenol and their terminal hydrophobic modified products; and cyclic vinyl monomers such as N - vinylpyrrolidone. Among those with a solubility parameter of 15 or less, the hydrophobic monomer (B) is preferably one having an alkyl group with 2 to 12 carbon atoms. Thereby, the hydrophobicity of the hydrophobic monomer (B) is in a more suitable range, the hydrophobic group in the hydrophobic monomer (B) is adsorbed on the surface of the inorganic powder, and an improvement in the dispersion stability and touch improvement effect of the inorganic powder can be expected.

[0060] Examples of the salts of the unsaturated monocarboxylic acids include metal salts. Examples of the metal of the metal salts include alkali metals such as lithium, sodium, and potassium.

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

[0062] Examples of (meth)acrylic acid esters 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, cyclohexyl (meth)acrylate, etc., and alkyl (meth)acrylates such as n-lauryl (meth)acrylate, dodecyl (meth)acrylate, stearyl (meth)acrylate, isobornyl methacrylate, etc.

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

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

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

[0066] Examples of the (meth)acrylate having a fluoro group include fluoro group-containing alkyl (meth)acrylate such as fluoro group-containing alkyl (meth)acrylate 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)acrylate having an epoxy group include epoxy group-containing (meth)acrylate such as glycidyl (meth)acrylate, α-methylglycidyl (meth)acrylate, and glycidyl allyl ether.

[0068] Examples of the (meth)acrylate having a carbonyl group include carbonyl group-containing (meth)acrylate such as acetonyl (meth)acrylate, diacetone (meth)acrylate, 2-hydroxypropyl (meth)acrylate acetyl acetate, butanediol-1,4-acrylate acetyl acetate, 2-(acetoacetoxy)ethyl (meth)acrylate, and (meth)acryloyloxyalkyl propenal.

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

[0070] The above (meth)acrylic acid ester is preferably a compound represented by the following formula (5).

Chemical formula

[0071] The number of carbon atoms of the hydrocarbon group in the above R 7 is preferably 1 to 20, more preferably 1 to 16, still more preferably 1 to 12, still more preferably 1 to 8, and particularly preferably 2 to 8. When the number of carbon atoms of the hydrocarbon group is 1 to 20, the water solubility and viscosity of the polymer can be in a suitable range, and it becomes excellent in handling. When the number of carbon atoms of the hydrocarbon group is 1 to 12, the production of the polymer becomes easy, and further, the hydrophobicity is in a suitable range. Therefore, the hydrophobic group in the hydrophobic monomer (B) is adsorbed on the surface of the inorganic powder, and an improvement in the dispersion stability and touch improvement effect of the inorganic powder can be expected.

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

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

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

[0075] Among the above hydrocarbon groups, alkyl group and alkenyl group are preferred, and alkyl group is more preferred. That is, as the above (meth)acrylic acid ester, (meth)acrylic acid alkyl ester (alkyl (meth)acrylate) is preferred.

[0076] Examples of the above (meth)acrylic acid alkyl ester include 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, and n-octyl (meth)acrylate. More preferably, they are 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, and 2-ethylhexyl (meth)acrylate.

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

[0078] The above copolymer may also contain a structural unit 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, together with the structural unit derived from the (meth)acrylic acid alkyl ester as the hydrophobic monomer (B). By copolymerizing the above (meth)acrylic acid alkyl ester and 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 obtained copolymer is improved, and precipitation of the copolymer due to a pH change can be more sufficiently suppressed. Therefore, the above copolymer can be used in a wide pH range.

[0079] Examples of the monomer having at least one functional group selected from the group consisting of the carboxy group, hydroxy group, and ether group include the above-mentioned unsaturated monocarboxylic acid (salt); hydroxy group-containing (meth)acrylate; alkyl vinyl ether; an alkylene oxide adduct of an unsaturated alcohol having 2 to 20 carbon atoms; an addition reaction product of an unsaturated monomer having a cyclic ether-containing group having 2 to 8 carbon atoms and an alcohol having 1 to 20 carbon atoms, and the like.

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

[0081] The number of carbon atoms of the unsaturated alcohol having 2 to 20 carbon atoms is preferably 2 to 18. Examples of the unsaturated alcohol having 2 to 20 carbon atoms include vinyl alcohol, allyl alcohol, and isoprenyl alcohol. The number of carbon atoms of the alkylene oxide 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, still more preferably 2 to 6, still 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. Among them, ethylene oxide, propylene oxide, and butylene oxide are preferable, and ethylene oxide and propylene oxide are more preferable. The average number of moles of addition of the alkylene oxide is preferably 1 to 100, more preferably 1 to 80, still 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 preferable.

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

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

[0084] The copolymer may have a structural unit (e) derived from another 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). Further, 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 ratio of the structural unit (e) derived from the other monomer (E) in the copolymer is preferably 0 to 10% by mass, more preferably 0 to 8% by mass, still more preferably 0 to 5% by mass, based on 100% by mass of the total amount of the structural units constituting the copolymer.

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

[0087] From the perspective of adjusting viscosity, the above copolymer may contain structural units derived from monomers having two or more ethylenically unsaturated groups regardless of the value of the solubility parameter. Examples of monomers having two or more ethylenically unsaturated groups include esters of polyhydric alcohols such as ethylene glycol, propylene glycol, polyoxyethylene glycol, polyoxypropylene glycol, glycerin, polyglycerin, trimethylolpropane, pentaerythritol, sucrose, sorbitol, and 1,4-butanediol with two or more substituted hydroxy groups and (meth)acrylic acid; ethers of polyhydric alcohols with two or more substituted hydroxy groups and 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, divinylbenzene, and the like.

[0088] Each monomer (tertiary amino group-containing monomer (A), hydrophobic monomer (B), and other monomer (E)) constituting the above copolymer may contain only one kind or two or more kinds.

[0089] The weight average molecular weight (Mw) of the above copolymer is preferably from 4,000 to 1,000,000, more preferably from 4,500 to 800,000, still more preferably from 5,000 to 600,000, still more preferably from 6,000 to 400,000, still more preferably from 7,000 to 200,000, still more preferably from 10,000 to 100,000, and particularly preferably from 20,000 to 80,000. When the weight average molecular weight is within the above range, the adsorptivity to the skin and the like is improved, and thus the effect of improving the feel is more easily obtained. The weight average molecular weight can be measured by the method described in the examples.

[0090] The structure of the above copolymer may be 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 polymers of alkyleneimine and polymers of polyamine. 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. Only one kind of the alkyleneimine may be used, or two or more kinds may be used. That is, the polyalkyleneimine may be a homopolymer of alkyleneimine or a copolymer. Among them, a homopolymer of ethyleneimine (polyethyleneimine; PEI) is preferable as the polyalkyleneimine.

[0092] Examples of the polyamine include polyamines having 2 to 6 carbon atoms such as ethylenediamine, diethylenetriamine, triethylenetetramine, and tetraethylenepentamine. Only one kind of the polyamine may be used, or two or more kinds may be used. That is, the polyalkyleneimine may be a homopolymer of polyamine or a copolymer.

[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, still more preferably 10,000 or more, and even more preferably 50,000 or more. Further, from the viewpoint of excellent usability, the weight average molecular weight is preferably 1,000,000 or less, more preferably 800,000 or less, still 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 measurement conditions according to the weight average molecular weight of the polyalkyleneimine. For example, when measuring a low molecular weight polyalkyleneimine, it may be measured under the following Condition 1, and when measuring a high molecular weight polyalkyleneimine, it may be measured under the following Condition 2. For example, the case of about 100,000 or less may be regarded as low molecular weight, and the case of exceeding about 100,000 may be regarded as high molecular weight.

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

[0096] (Condition 2) Measuring device; manufactured by Shimadzu Corporation Column used; SHODEX OHpak SB-807HQ (2 pieces) + SB-806M / HQ (2 pieces) 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 Corporation) Detector; differential refractometer (manufactured by Shimadzu Corporation)

[0097] The amine value per non-volatile content of the above polyalkyleneimine is preferably 5 or more, more preferably 10 or more, and even more preferably 15 or more. Also, the above 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 above polyalkyleneimine can be measured by the Karl Fischer method or the drying weight method. The specific measurement method is described below. · Karl Fischer method Measuring instrument; Karl Fischer moisture meter Solvent; 20 - 30 ml of methanol Amine neutralizer; 7 ml of acetic acid Calculation formula: Resin content (wt%) = 100 - V × F / S × 100 V = KF titration volume (ml) F = Titration value of KF (mg / ml) S = Sample collection amount (mg) · Drying weight method: Collect about 1 g of the sample in an aluminum dish, dry it in a hot air circulation dryer at 150 ± 5 °C for 1 hour, and then allow it to cool in a desiccator for 10 minutes. Calculation formula: Resin content (wt%) = W / S × 100 W: Residual weight after drying (g) S: Sample weight before drying (g)

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

[0100] The degree of cationization of the above polyalkyleneimine is preferably 5 meq / g or more, more preferably 10 meq / g or more, and even more preferably 15 meq / g or more. Also, the degree of cationization 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 a known method. For example, it can be determined based on the following formula from the measured value of the N content measured by the Kjeldahl method, which is the second method of nitrogen determination in the general test method for cosmetic raw materials. The unit of meq / g for the degree of cationization is the milliequivalent number of cation groups per 1 g of polyalkyleneimine. Degree of cationization (meq / g) = (number of moles of cationized glucose units in 1 g of polyalkyleneimine) × 1000 Number of moles of cationized glucose units in 1 g of polyalkyleneimine = (nitrogen content in polyalkyleneimine) / (atomic weight of N)

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

[0103] The content ratio of the primary amine in the above 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 with respect to the total amount (100 mol%) of the alkyleneimine constituting the above polyalkyleneimine. Also, the above content ratio 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 ratio of the secondary amine in the above polyalkyleneimine is preferably 10 mol% or more, more preferably 20 mol% or more, and even more preferably 30 mol% or more with respect to the total amount (100 mol%) of the alkyleneimine constituting the above polyalkyleneimine. Also, the above content ratio is preferably 60 mol% or less, more preferably 55 mol% or less, and even more preferably 50 mol% or less.

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

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

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

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

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

[0110] The degree of branching of the polyalkyleneimine is that of polyethyleneimine 13 From the chart obtained by measuring the 13C-NMR of polyethyleneimine, by determining the intensity ratio of the carbon atom bonded to the tertiary amine and the carbon atom bonded to the secondary amine, the number a of tertiary amines and the number b of secondary amines are calculated, and these a and b can be calculated from the following formula. That is, since linear polyethyleneimine does not have a tertiary amine, the degree of branching is 0%. Also, polyethylene in which all nitrogen atoms are tertiary amines, that is, maximally branched polyethylene, has a degree of branching of 100%. Degree of branching (%) = [a / (a + b)] × 100

[0111] [Composition] The composition of the present invention is a composition containing the above primary to tertiary amino group-containing polymer compound and inorganic powder. In the above composition, the above-mentioned feel improver may be used together with, or in place of, the above primary to tertiary amino group-containing polymer compound. That is, the above composition may be a composition containing the above feel improver and inorganic powder. The above composition exhibits an effect according to the inorganic powder to be blended and is excellent in the dispersibility of the inorganic powder. Thereby, the feel of the above composition is improved as compared with the case where only the inorganic powder is blended. The above primary to tertiary amino group-containing polymer compound and the above feel improver may each be used alone or in combination of two or more.

[0112] As the inorganic powder, for example, known or commonly used ones for cosmetic compositions can be used. 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, dark blue, talc, kaolin, sericite, muscovite, phlogopite, synthetic mica, red mica, biotite, synthetic phlogopite (synthetic fluorophlogopite), and amino acid-based powders (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 pigment, bismuth oxychloride, and other inorganic pigments. The inorganic powder may be used alone or in combination of two or more.

[0113] The surface of the inorganic powder may be hydrophilic or hydrophobic. In any case, by blending with the above-mentioned primary to tertiary amino group-containing polymer compound, the dispersibility of the inorganic powder in the composition is excellent. In particular, when the surface is hydrophobic, the effect of improving dispersibility and the effect of improving touch can be remarkably obtained.

[0114] Examples of the inorganic powder with a hydrophobic surface include inorganic powders subjected to hydrophobic treatment. Examples of the surface treatment agent for performing the above surface treatment include metal oxides, silane coupling agents, titanium coupling agents, organic acids, polyols, organosilicon compounds, and the like. Examples of the metal oxide include aluminum hydroxide and the like. Examples of the silane coupling agent include β-(3,4-epoxycyclohexyl)ethyltrimethoxysilane, γ-glycidoxypropyltrimethoxysilane, γ-glycidoxypropylmethyldiethoxysilane, and the like. Examples of the organic acid include stearic acid and the like. Examples of the organosilicon compound include trimethylchlorosilane, hexamethyldisiloxane, dimethyldichlorosilane, octamethylcyclotetrasilane, polydimethylsiloxane, hexadecylsilane, methacrylsilane, silicone oil, and the like. Only one kind of the above surface treatment agent may be used, or two or more kinds may be used.

[0115] The above composition may be liquid or solid. Examples of the liquid composition include a composition containing a solvent such as water, in which the above primary to tertiary amino group-containing polymer compound and the above inorganic powder are dispersed. Examples of the solid composition include a solvent-free composition containing the above primary to tertiary amino group-containing polymer compound and the above inorganic powder. The solid composition is excellent in the compatibility and adhesion of the inorganic powder to the skin, and has the effect that the inorganic powder after application to the skin is less likely to peel off. The liquid composition is excellent in the dispersibility of the inorganic powder in the composition, and is excellent in the compatibility and moist feeling of the inorganic powder to the skin.

[0116] The content ratio of the inorganic powder in the above composition is, for example, 0.5 to 99.99% by mass, preferably 1 to 99.97% by mass, more preferably 5 to 99.95% by mass, based on 100% by mass of the total amount of the above composition. When the content ratio is within the above range, the feeling when using the above composition becomes better.

[0117] In one embodiment, the content ratio of the inorganic powder in the composition is, for example, 0.5 to 60% by mass, preferably 1 to 40% by mass, more preferably 5 to 20% by mass, based on 100% by mass of the total amount of the composition. When the content ratio is within the above range, the dispersibility of the inorganic powder when the composition is used in a liquid state becomes better.

[0118] In another embodiment, the content ratio of the inorganic powder in the composition is, for example, 70 to 99.99% by mass, preferably 80 to 99.97% by mass, more preferably 90 to 99.95% by mass, based on 100% by mass of the total amount of the composition. When the content ratio is within the above range, it is expected that the feel (especially the adhesion to the skin and the suppression of stickiness) when the composition is used in a solid state (for example, 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, still more preferably 0.05 to 200 parts by mass, particularly preferably 0.07 to 150 parts by mass, based on 100 parts by mass of the total amount of the inorganic powder. When the content is within the above range, the effect of improving the feel of the inorganic powder becomes 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, still more preferably 2 to 200 parts by mass, particularly preferably 3 to 150 parts by mass, based on 100 parts by mass of the total amount of the inorganic powder. When the content is within the above range, the dispersibility and the effect of improving the feel of the inorganic powder become better.

[0121] In another embodiment, the content of the tertiary amino group-containing polymer 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, still more preferably 0.07 to 15 parts by mass, and particularly preferably 0.08 to 5 parts by mass, based on 1000 parts by mass of the total amount of the inorganic powder. When the content ratio is within the above range, it is expected that the feel (especially the adhesion to the skin and the suppression of stickiness) when the composition is used in a solid form (for example, powder) will be good.

[0122] In the present invention, as the composition containing the tertiary amino group-containing polymer compound and the inorganic powder, the tertiary amino group-containing polymer compound and the inorganic powder may be present separately in the composition, or the tertiary amino group-containing polymer compound may be present on the surface of the inorganic powder. However, from the viewpoint of improving the feel when formulated in cosmetics, it is preferable that the tertiary amino group-containing polymer compound is present on the surface of the inorganic powder.

[0123] In the present invention, as the composition containing the feel improver and the inorganic powder, the feel improver and the inorganic powder may be present separately in the composition, or the feel improver may be present on the surface of the inorganic powder. However, from the viewpoint of improving the feel when formulated in cosmetics, it is preferable that the feel improver is present on the surface of the inorganic powder.

[0124] As a means for confirming that the feel improver is present on the surface of the inorganic powder, known means can be used. For example, both X-ray diffraction method (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 using X-ray diffraction method and organic elemental analysis values as means to confirm the presence of a feel improver on the surface of an inorganic powder, for a powder confirmed to be a specific inorganic powder from the diffraction pattern, by confirming elements used in the feel improver such as nitrogen, oxygen, carbon, etc., it can be determined whether it is an inorganic powder with a feel improver present on the surface.

[0126] The inorganic powder with a feel improver present on the surface may be dispersed in a solvent or obtained as a powder after removing the solvent. Also, in the above composition, the feel improver and the inorganic powder may be dispersed in a solvent or obtained as a powder after removing the solvent. The inorganic powder with a feel improver present on the surface is obtained through a step of mixing the feel improver and the inorganic powder in a solvent (mixing step). When obtaining a powder after removing the solvent for the inorganic powder with a feel improver present on the surface, it is preferable to go through a step of removing the solvent.

[0127] The step of removing the above solvent may include a concentration step, a filtration step, a classification step, a drying step, etc., and it is more preferable to have a drying step.

[0128] The above drying step may be selected from heating drying, vacuum drying, heating vacuum drying, freeze drying, etc. As the apparatus used in the drying step, batch drying apparatuses such as a vacuum box dryer, a through-air dryer, a rotary evaporator, a stirring dryer, etc., or a spray dryer, a screw conveyor dryer, a drum dryer may be used.

[0129] In order to further improve the feel of the inorganic powder on which the feel improver is present on the surface, it may include grinding the inorganic powder (grinding step). The grinding step is preferably performed using a grinder. The grinder is not particularly limited, and for example, a roll-type grinder such as a roll mill, a hammer-type grinder such as a hammer mill, an impact grinder, a cutter mill, a turbo grinder, a ball mill, a pin mill, a flash mill, a jet mill such as a fluidized bed jet mill or a target-type jet mill can be used. It is also possible to use a high-speed fluidized mixer as a grinder. The grinding method in the grinding step is not particularly limited, and it may be ground at room temperature or cryogenically ground.

[0130] The zeta potential of the composition is preferably positive, more preferably 1 mV or more, still more preferably 5 mV or more, still more preferably 10 mV or more, and particularly preferably 20 mV or more. When the zeta potential is positive, it is presumed that cationization of the inorganic powder surface has proceeded due to the primary to tertiary amino group-containing polymer compound, and the dispersibility and feel improvement effect of the inorganic powder become better. Also, the zeta potential of the composition may 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 when the zeta potential is negative, the dispersibility and feel improvement effect of the inorganic powder become better. The zeta potential when the composition is in a liquid (slurry) state is the value when dispersed in water so that the concentration of the inorganic powder is 0.03% by mass, and the zeta potential when the composition is in a solid state (for example, powder) is the value when dispersed in water so that the concentration of the composition is 0.03% by mass. By "liquid" in zeta potential measurement, it is intended to mean those having fluidity at normal temperature (25 °C) and normal pressure (including those having a state of being dispersed in a solvent), and by "solid", it is intended to mean the properties of semi-solid to solid that do not have fluidity at normal temperature (25 °C) and normal pressure (including the state of powder).

[0131] The solid content concentration of the above composition is, for example, 1 to 50% by mass, preferably 5 to 30% by mass, more preferably 7 to 20% by mass, based on 100% by mass of the total amount of the above composition. When the solid content concentration is within the above range, the dispersibility of the inorganic powder in the liquid composition and the effect of improving the feel are better. Also, in the case of the above composition in solid form, the solid content concentration of the above 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, based on 100% by mass of the total amount of the above composition.

[0132] (Other components) The above composition may contain other components in addition to the above-mentioned respective components. Examples of the above 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, saccharides 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, anti-seborrheic agents, anti-inflammatory agents, fragrances, and the like. The above other components may be used alone or in combination of two or more.

[0133] The content ratio of the solvent (especially water) in the above liquid composition is preferably 60% by mass or more, more preferably 70% by mass or more, particularly preferably 80% by mass or more, based on 100% by mass of the total amount of the above composition.

[0134] The above composition can be produced by known or conventional methods. For example, it can be produced by mixing and stirring the above-mentioned respective components.

[0135] [Cosmetics] The above composition can be used to prepare a cosmetic. The cosmetic containing the above composition may be referred to as the "cosmetic of the present invention". That is, the above composition is preferably a composition for cosmetics. By containing the above composition, the cosmetic of the present invention exhibits the effects according to the inorganic powder to be blended and is excellent in the dispersibility of the inorganic powder. In addition, the feel is improved as compared with the case where only the inorganic powder is blended.

[0136] The cosmetic of the present invention may contain other components other than the above composition. The cosmetic of the present invention may be the composition of the present invention itself, or may be, for example, a product manufactured by adding various components to the composition of the present invention. Examples of the above various components include those exemplified and described as other components that may be included in the above-described composition of the present invention. The above various components may be used alone or in combination of two or more.

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

[0138] Examples of the above 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, permanent wave agent, etc.; creams, facial wash foams, liquid soaps, hand soaps, body soaps, baby liquid detergents, pet shampoos, cleansing creams, cleansing milks, cleansing lotions, bath agents for foaming baths, antiperspirants, massage creams, moisturizing creams, sunscreen creams, hand creams, body shampoos, lipsticks, liquid foundations, lotions, emulsion liquids, perfumes, nail cosmetics, etc. Particularly, from the viewpoint of excellent feel improvement effect, skin cosmetics are preferred.

Examples

[0139] Examples are given below to explain the present invention in more detail, but the present invention is not limited to these examples in any way. Unless otherwise specified, "parts" means "parts by mass" and "%" means "% by mass".

[0140] Production Example 1 Into a glass separable flask equipped with a thermometer, a reflux condenser, and a stirrer, 11.1 g of pure water and 100.0 g of 1,3 - butanediol (manufactured by Daicel Corporation) were charged, and the temperature was raised to 90 °C with stirring. Then, while stirring, into the polymerization reaction system maintained at 90 °C, a monomer solution 1 consisting of 60.0 g of 2 - (dimethylamino)ethyl methacrylate (alias: 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 Corporation) were dropped from separate dropping nozzles. Regarding the dropping start time, the monomer solutions 1 and 2 and the initiator aqueous solution started dropping simultaneously. The monomer solution 1 was dropped for 180 minutes, the monomer solution 2 was dropped for 170 minutes, and the initiator aqueous solution was dropped for 210 minutes. After the completion of all dropping, the reaction solution was further held at 90 °C for 30 minutes for aging. After completing the polymerization, 200 g of pure water and 552 g of 1,3 - butanediol were added to obtain a polymer solution containing the copolymer. The solid content of the obtained copolymer was 9.9%, the pH was 9.0, and the weight - average molecular weight was 48,000.

[0141] <Method for measuring the weight - average molecular weight> The weight - average molecular weight (Mw) of the above copolymer was measured by GPC (gel permeation chromatography). The measurement conditions, apparatus, etc. are as follows. Apparatus: e2695 manufactured by Waters Detector: Differential refractive index detector (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 Inc. GPC software: EMPOWER3 manufactured by Waters Eluent: 0.5 M acetic acid + 0.2 M sodium nitrate / acetonitrile = 50 / 50 (v / v)

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

[0143] <pH measurement> For the obtained polymer solution, the value at 25°C was measured 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 Clariant Japan K.K.) and 10.0 g of a 10% aqueous solution of polyethyleneimine (weight average molecular weight 350,000, manufactured by Nippon Shokubai Co., Ltd.) were charged into a glass screw tube, stirred with a stirring rod for 5 minutes, and a slurry solution was obtained.

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

[0146] Example 3 1.0 g of titanium oxide (trade name: MT-100TV, manufactured by Teika 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 charged into a glass screw tube, stirred with a stirring rod for 5 minutes, and a slurry solution was obtained.

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

[0148] Comparative Example 1 A glass screw tube was charged with 1.0 g of titanium oxide (trade name: SP Solaveil XTP1 MBAL, manufactured by Clariant Japan K.K.) and 10.0 g of ion-exchanged water, and after stirring with a stirring rod for 5 minutes, a slurry solution was obtained.

[0149] Comparative Example 2 A glass screw tube was charged with 1.0 g of titanium oxide (trade name: MT-100TV, manufactured by Teika Corporation) and 10.0 g of ion-exchanged water, and after stirring with a stirring rod for 5 minutes, a slurry solution was obtained.

[0150] <Evaluation> The following evaluations were performed on the slurry solutions obtained in the Examples and Comparative Examples. The results are shown in Table 3.

[0151] (1) Zeta potential The slurry solutions obtained in Examples 1 to 4 and Comparative Examples 1 and 2 were diluted with ion-exchanged water so that the concentration of titanium oxide was 0.03%, and then 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 stopping stirring, and the "dispersibility" was evaluated according to the criteria in Table 1.

Table 1

[0153] (3) Touch Five professional panelists evaluated the "feel" of the slurry solutions obtained in the examples and comparative examples according to the criteria in Table 2 when rubbing them against the palm. Table 3 shows the judgment result with the largest number of selected people among the evaluation results of the five panelists.

Table 2

[0154]

Table 3

[0155] As shown in Table 3, the slurry liquids of Examples 1 to 4 had excellent dispersibility of titanium oxide compared to the comparative examples that did not contain a specific polymer compound. Also, the feel was improved, and it was confirmed that it functions as a feel improver.

[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 charged into a glass screw tube, and after stirring with a stirring rod for 5 minutes, a slurry liquid was obtained. The obtained slurry liquid was dried with a freeze dryer (manufactured by Tokyo Rika Kikai Co., Ltd. "FDU-2200") for 2 days to obtain a dried 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 charged into a glass screw tube, and after stirring with a stirring rod for 5 minutes, a slurry liquid was obtained. The obtained slurry liquid was dried with a freeze dryer (manufactured by Tokyo Rika Kikai Co., Ltd. "FDU-2200") for 2 days to obtain a dried powder.

[0158] Example 7 Into a glass screw tube, 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 charged, and after stirring with a stirring rod for 5 minutes, a slurry solution was obtained. The obtained slurry solution was dried in a freeze dryer (FDU-2200 manufactured by Tokyo Rika Kikai Co., Ltd.) for 2 days to obtain a dried powder.

[0159] Example 8 Into a glass screw tube, 1.0 g of talc (trade 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 charged, and after stirring with a stirring rod for 5 minutes, a slurry solution was obtained. The obtained slurry solution was dried in a freeze dryer (FDU-2200 manufactured by Tokyo Rika Kikai Co., Ltd.) for 2 days to obtain a dried powder.

[0160] Example 9 Into a glass screw tube, 1.0 g of talc (trade 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 charged, and after stirring with a stirring rod for 5 minutes, a slurry solution was obtained. The obtained slurry solution was dried in a freeze dryer (FDU-2200 manufactured by Tokyo Rika Kikai Co., Ltd.) for 2 days to obtain a dried powder.

[0161] Example 10 Into a glass screw tube, 1.0 g of talc (trade 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 charged, and after stirring with a stirring rod for 5 minutes, a slurry solution was obtained. The obtained slurry solution was dried in a freeze dryer (FDU-2200 manufactured by Tokyo Rika Kikai Co., Ltd.) for 2 days to obtain a dried 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 charged into a glass screw tube and stirred with a stirring rod for 5 minutes to obtain a slurry solution. The obtained slurry solution was dried with a freeze dryer (FDU-2200 manufactured by Tokyo Rika Kikai Co., Ltd.) for 2 days to obtain a dried powder.

[0163] Comparative Example 4 1.0 g of talc (trade name: JA-46R, manufactured by Asada Flour Milling Co., Ltd.) and 10.0 g of ion-exchanged water were charged into a glass screw tube and stirred with a stirring rod for 5 minutes to obtain a slurry solution. The obtained slurry solution was dried with a freeze dryer (FDU-2200 manufactured by Tokyo Rika Kikai Co., Ltd.) for 2 days to obtain a dried 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 (alumina and stearic acid-treated titanium oxide), average particle size 179 nm MT-100TV: Hydrophobic titanium oxide (aluminum hydroxide and stearic acid-treated titanium oxide), average particle size 15 nm MP-1133: Hydrophilic titanium oxide (aluminum hydroxide-treated titanium oxide), average particle size 250 nm - Talc - JA-46R: Hydrophilic talc, average particle size 7.0 - 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 For the powders obtained in Examples 5 to 10 and Comparative Examples 3 and 4, after diluting with ion-exchanged water so that the powder concentration was 0.03%, 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 the examples and comparative examples 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 the stirring was stopped, and the "dispersibility" was evaluated according to the criteria in Table 1.

[0168] (3) Touch Five professional panelists evaluated the touch when rubbing the powder obtained in the examples and comparative examples on the palm according to the criteria in Table 4. The judgment result with the largest number of selected people from the evaluation results of the five panelists was published in Table 5.

Table 4

[0169]

Table 5

[0170] As shown in Table 5, the powders of Examples 5 to 10 were excellent in the dispersibility of titanium oxide and talc compared to the comparative examples that did not contain a specific polymer compound. Also, the touch was improved, and it was confirmed that it functions as a touch improver.

[0171] Example 11 1.0 kg of talc (trade name: JA-46R, manufactured by Asada Flour Milling Co., Ltd.) was charged into a 5-liter Henschel mixer (product name: FM5, manufactured by Nippon Coke & Engineering Co., Ltd.), and while stirring with N2 gas as seal air, a solution obtained by mixing 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 dropped. After dropping, it was heated with stirring, heated and mixed at 60 °C for 1 hour, and a dry powder was obtained.

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

[0173] Information on the talc used in the examples and comparative examples is shown below. - Talc - JA - 46R: Hydrophilic talc, average particle size 7.0 - 11.0 μm

[0174] <Evaluation> The following evaluations were performed on the powders obtained in the examples and comparative examples. The results are shown in Table 7 and Figure 1.

[0175] (1) Zeta potential For the powder obtained in Example 11 and the powder of Comparative Example 5, after diluting with ion-exchanged water so that the powder concentration was 0.03%, the zeta potential was measured using a zeta potential measuring device (Zetasizer Ultra manufactured by Malvern Panalytical).

[0176] (2) Organic element analysis measurement (nitrogen content measurement) For the powder obtained in Example 11 and the powder of Comparative Example 5, the nitrogen content contained in the powder was measured using an organic element analyzer (Vario EL cube manufactured by Elementar).

[0177] (3) Moisture content After weighing 1.0 g of the powder obtained in Example 11 and the powder of Comparative Example 5, they were dried at 120 °C for 4 hours using a hot air dryer (SI401 manufactured by Yamato Scientific Co., Ltd.). After drying, the weight was measured with 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 stopping the stirring, and the "dispersibility" was evaluated according to the criteria in Table 1.

[0179] (5) Touch feeling Five professional panelists evaluated the touch feeling when rubbing the powder obtained in Example 11 and the powder of Comparative Example 5 on the palm according to the criteria in Table 6 for "touch feeling". From the evaluation results of the five panelists, the judgment result with the largest number of selected people was published in Table 7.

[0180] [Table 6]

[0181] (6) Particle size distribution For the powder obtained in Example 11 and the powder of Comparative Example 5, measurement was carried out using a laser diffraction particle size distribution measuring apparatus (Mastersizer 3000+ manufactured by Malvern Panalytical). The results are shown in Fig. 1.

[0182] [Table 7]

[0183] As shown in Table 7 and Fig. 1, the powder of Example 11 had a sharper particle size distribution compared to Comparative Example 5 which is surface-uncoated talc, and an increase in moisture content, improvement in the dispersibility of talc, and increases in zeta potential and nitrogen content were observed. For this reason, it was confirmed that polyethyleneimine was present on the surface of the powder of Example 11. Further, for such a powder having polyethyleneimine present on the surface, an improvement in feel was confirmed, and it was confirmed that it functions as a feel improver.

[0184] Hereinafter, variations of the invention according to the present invention will be described. [Appendix 1] A feel improver containing a polymer compound having primary to tertiary amino groups. [Appendix 2] The feel improver according to Appendix 1, wherein the polymer compound having primary to tertiary amino groups 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. [Supplementary Note 3] The primary to tertiary amino group-containing monomer (A) is preferably an N,N-dialkylamino group-containing (meth)acrylate or N,N-dialkylamino group-containing (meth)acrylamide, more preferably at least one selected from the group consisting of N,N-dimethylaminoethyl (meth)acrylate, N,N-diethylaminoethyl (meth)acrylate, and N,N-dimethylaminopropyl (meth)acrylamide, which is the feel improver described in Supplementary Note 2. [Supplementary Note 4] The content ratio 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, still more preferably 50 to 95% by mass, still more preferably 52 to 90% by mass, particularly preferably 55 to 80% by mass) based on 100% by mass of the total amount of the structural units constituting the copolymer, which is the feel improver described in Supplementary Note 2 or 3. [Supplementary Note 5] The hydrophobic monomer (B) is the feel improver described in any one of Supplementary Notes 2 to 4, which contains a (meth)acrylate (preferably an alkyl (meth)acrylate). [Supplementary Note 6] The content ratio 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, still more preferably 5 to 50% by mass, still more preferably 10 to 45% by mass, particularly preferably 20 to 45% by mass) based on 100% by mass of the total amount of the structural units constituting the copolymer, which is the feel improver described in any one of Supplementary Notes 2 to 5. [Supplementary Note 7] The content ratio 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) based on 100% by mass of the total amount of the structural units constituting the copolymer, which is the feel improver described in any one of Supplementary Notes 2 to 6. [Supplementary Note 8] The total content ratio of the structural unit (a) derived from the monomer (A) containing a primary to tertiary amino group and the structural unit (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, still more preferably 90% by mass or more) based on 100% by mass of the total amount of the structural units constituting the copolymer. The feel improver according to any one of Supplementary Notes 2 to 7. [Supplementary Note 9] 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, still more preferably 6,000 to 400,000, still more preferably 7,000 to 200,000, still more preferably 10,000 to 100,000, particularly preferably 20,000 to 80,000). The feel improver according to any one of Supplementary Notes 2 to 8.

[0185] [Supplementary Note 10] The polyalkyleneimine is polyethyleneimine. The feel improver according to any one of Supplementary Notes 2 to 9. [Supplementary Note 11] The weight average molecular weight of the polyalkyleneimine is 400 or more (preferably 1,000 or more, more preferably 10,000 or more, still more preferably 50,000 or more). The feel improver according to any one of Supplementary Notes 2 to 10. [Supplementary Note 12] 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, still more preferably 500,000 or less). The feel improver according to any one of Supplementary Notes 2 to 11. [Supplementary Note 13] The amine value per non-volatile content of the polyalkyleneimine is 5 or more (preferably 10 or more, more preferably 15 or more). The feel improver according to any one of Supplementary Notes 2 to 12. [Supplementary Note 14] The amine value per non-volatile content of the polyalkyleneimine is 30 or less (preferably 25 or less, more preferably 20 or less). The feel improver according to any one of Supplementary Notes 2 to 13. [Supplementary Note 15] 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). The feel improver according to any one of Supplementary Notes 2 to 14. [Supplementary Note 16] 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), and it is a feel improver according to any one of Supplementary Notes 2 to 15. [Supplementary Note 17] The molar ratio of primary amine, secondary amine, and tertiary amine in the polyalkyleneimine is such that primary amine:secondary amine:tertiary amine is 10 to 50:10 to 60:10 to 50 (preferably 20 to 45:20 to 55:10 to 40, more preferably 25 to 40:30 to 50:20 to 35), and it is a feel improver according to any one of Supplementary Notes 2 to 16. [Supplementary Note 18] The content ratio of the primary amine in the polyalkyleneimine is 10 mol% or more (preferably 20 mol% or more, more preferably 25 mol% or more, still more preferably 27 mol% or more) with respect to 100 mol% of the total amount of alkyleneimine constituting the polyalkyleneimine, and it is a feel improver according to any one of Supplementary Notes 2 to 17. [Supplementary Note 19] The content ratio of the primary amine in the polyalkyleneimine is 50 mol% or less (preferably 45 mol% or less, more preferably 40 mol% or less, still more preferably 37 mol% or less) with respect to 100 mol% of the total amount of alkyleneimine constituting the polyalkyleneimine, and it is a feel improver according to any one of Supplementary Notes 2 to 18. [Supplementary Note 20] The content ratio of the secondary amine in the polyalkyleneimine is 10 mol% or more (preferably 20 mol% or more, more preferably 30 mol% or more) with respect to 100 mol% of the total amount of alkyleneimine constituting the polyalkyleneimine, and it is a feel improver according to any one of Supplementary Notes 2 to 19. [Supplementary Note 21] The content ratio of the secondary amine in the polyalkyleneimine is 60 mol% or less (preferably 55 mol% or less, more preferably 50 mol% or less) with respect to 100 mol% of the total amount of alkyleneimine constituting the polyalkyleneimine, and it is a feel improver according to any one of Supplementary Notes 2 to 20. [Supplementary Note 22] The content ratio of the tertiary amine in the polyalkyleneimine is 10 mol% or more (preferably 15 mol% or more, more preferably 20 mol% or more) with respect to 100 mol% of the total amount of the alkyleneimine constituting the polyalkyleneimine. The feel improver according to any one of Supplementary Notes 2 to 21. [Supplementary Note 23] The content ratio of the tertiary amine in the polyalkyleneimine is 50 mol% or less (preferably 40 mol% or less, more preferably 35 mol% or less) with respect to 100 mol% of the total amount of the alkyleneimine constituting the polyalkyleneimine. The feel improver according to any one of Supplementary Notes 2 to 22. [Supplementary Note 24] The polyalkyleneimine is a modified polyalkyleneimine. The feel improver according to any one of Supplementary Notes 2 to 23. [Supplementary Note 25] The degree of branching of the polyalkyleneimine is more than 0% (preferably 1% or more, more preferably 5% or more, still more preferably 10% or more, particularly preferably 15% or more). [Supplementary Note 26] The degree of branching of the polyalkyleneimine is 50% or less (preferably 40% or less, more preferably 35% or less). The feel improver according to any one of Supplementary Notes 2 to 25.

[0186] [Supplementary Note 27] An inorganic powder on the surface of which a primary to tertiary amino group-containing polymer compound according to any one of Supplementary Notes 1 to 26 is present. [Supplementary Note 28] An inorganic powder on the surface of which a feel improver according to any one of Supplementary Notes 1 to 26 is present. [Supplementary Note 29] A composition containing a primary to tertiary amino group-containing polymer compound and an inorganic powder. [Supplementary Note 30] A composition containing a feel improver according to any one of Supplementary Notes 1 to 26 and an inorganic powder. [Supplementary Note 31] The composition according to Supplementary Note 30, containing the inorganic powder and the feel improver present on the surface of the inorganic powder. [Supplementary Note 32] The content ratio of the inorganic powder in the composition is 0.5 to 60 mass% (preferably 1 to 40 mass%, more preferably 5 to 20 mass%) with respect to 100 mass% of the total amount of the composition. The composition according to Supplementary Note 30 or 31. [Supplementary Note 33] The content ratio 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) based on 100% by mass of the total amount of the composition, and is the composition according to any one of Supplementary Notes 30 to 32. [Supplementary Note 34] 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, still more preferably 3 to 150 parts by mass) based on 100 parts by mass of the total amount of the inorganic powder, and is the composition according to any one of Supplementary Notes 30 to 33. [Supplementary Note 35] The content of the primary to tertiary amino group-containing polymer 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, still more preferably 0.07 to 15 parts by mass, particularly preferably 0.08 to 5 parts by mass) based on 1000 parts by mass of the total amount of the inorganic powder, and is the composition according to any one of Supplementary Notes 30 to 34. [Supplementary Note 36] The zeta potential of the composition is positive (preferably 1 mV or more, more preferably 5 mV or more, still more preferably 10 mV or more, particularly preferably 20 mV or more), and is the composition according to any one of Supplementary Notes 30 to 35. [Supplementary Note 37] 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), and is the composition according to any one of Supplementary Notes 30 to 36. [Supplementary Note 38] The solid content concentration of the composition is 1 to 50% by mass (preferably 5 to 30% by mass, more preferably 7 to 20% by mass) based on 100% by mass of the total amount of the composition, and is the composition according to any one of Supplementary Notes 30 to 37. [Supplementary Note 39] The solid content 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) based on 100% by mass of the total amount of the composition, and is the composition according to any one of Supplementary Notes 30 to 38. [Supplementary Note 40] The composition according to any one of Supplementary Notes 30 to 39, wherein the content ratio of the solvent (especially water) in the composition is 60% by mass or more (preferably 70% by mass or more, more preferably 80% by mass or more) based on 100% by mass of the total amount of the composition.

[0187] [Supplementary Note 41] The composition according to Supplementary Note 29, wherein the primary to tertiary amino group-containing polymer compound contains the primary to tertiary amino group-containing polymer compound according to any one of Supplementary Notes 2 to 9. [Supplementary Note 42] The composition according to any one of Supplementary Notes 29 to 41, which is a cosmetic composition. [Supplementary Note 43] A method for producing an inorganic powder having the feel improver according to any one of Supplementary Notes 1 to 26 present on the surface, the method including a mixing step of mixing the feel improver and the inorganic powder in a solvent. [Supplementary Note 44] The production method according to Supplementary Note 43, including a step of removing the solvent after the mixing step. [Supplementary Note 45] The production method according to Supplementary Note 43 or 44, including a pulverizing step of pulverizing the inorganic powder after the mixing step.

Claims

1. A feel improver comprising a polymer compound containing primary to tertiary amino groups.

2. The feel improver according to claim 1, wherein the primary-tertiary amino group-containing polymeric compound is a copolymer containing a structural unit (a) derived from a primary-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 the polyalkyleneimine is a polyethyleneimine.

5. 5. An inorganic powder having the feel-improving agent according to claim 1 present on the surface thereof.

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 of claim 8 , wherein the hydrophobic monomer (B) comprises a (meth)acrylic acid ester.

10. The composition of claim 8, wherein the polyalkyleneimine is a 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 a surface thereof, 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 removing the solvent after the 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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