JP2008163133A - Granulate composition - Google Patents

Abstract

<P>PROBLEM TO BE SOLVED: To provide a granulate composition prepared by pulverizing a hydrophobic compound, and a detergent and a cosmetic containing the granulate composition. <P>SOLUTION: Provided are a granulate composition obtained by drying a composition containing a hydrophobic compound (a), a polymer compound (b) having a group represented by the following formula (1) in at least a side chain, and an excipient (c), a detergent composition and a cosmetic composition containing the granulate composition: -(OX)<SB>n</SB>-E<SP>2</SP>-R (1), (wherein n pieces of X are 1-6C divalent and saturated hydrocarbon groups, n is a number of 5-300, E<SP>2</SP>is an ether bond or an oxycarbonyl group, and R is a 4-30C alkyl group, which may be substituted by a hydroxyl group). <P>COPYRIGHT: (C)2008,JPO&INPIT

Description

  The present invention relates to a granular composition obtained by pulverizing a composition containing a hydrophobic compound, a cleaning agent containing the granular composition, and a cosmetic.

It is an important technique in the fields of cosmetics, fragrances, and softeners for clothing to stably blend hydrophobic compounds such as oils as emulsions.
In particular, it is known that when a large amount of a surfactant such as a detergent is present, the stability of the hydrophobic compound is lost and the emulsion breakage occurs. Therefore, using a polymer compound having a specific group in a part of the side chain, preparing a specific composition containing this and a hydrophobic compound, and diluting with water, emulsifying a hydrophobic compound with good stability It is disclosed that a thing is obtained (for example, refer patent document 1).
However, since this technique is an oil-in-water emulsion containing a large amount of water, there are significant restrictions on handling, and the product form is limited to liquid.
So far, an oil-in-water emulsion having high surfactant resistance has been obtained, but means for powdering it has not been studied. For this reason, the product form is also limited to liquids, and there is a problem that it cannot be blended into powder detergent or the like.

JP 2005-314244 A

  This invention makes it a subject to provide the granular composition formed by pulverizing a hydrophobic compound, the washing | cleaning agent containing the granular composition, and cosmetics.

The present inventors have found that a desired granular composition can be obtained by drying a composition containing a hydrophobic compound, a specific polymer compound, and an excipient, and the problems described above can be solved. .
That is, the present invention provides the following [1], [2] and [3].
[1] Obtained by drying a composition comprising a hydrophobic compound (a), a polymer compound (b) having at least a side chain represented by the following formula (1), and an excipient (c) Granular composition.
^{_{- (OX) n -E 2 -R}} (1)
(Wherein x is the same or different divalent saturated hydrocarbon group having 1 to 6 carbon atoms, n is a number of 5 to 300, E ² is an ether bond or an oxycarbonyl group, and R is a hydroxyl group. And an optionally substituted alkyl group having 4 to 30 carbon atoms.)
[2] A cleaning agent containing the granular composition of the above [1].
[3] A cosmetic comprising the granular composition of [1] above.

  ADVANTAGE OF THE INVENTION According to this invention, the granular composition formed by pulverizing the hydrophobic compound used suitably for a cleaning agent, cosmetics, etc., the cleaning agent containing the granular composition, and cosmetics can be provided.

The granular composition of the present invention comprises a hydrophobic compound (a), a polymer compound (b) having a group represented by the formula (1) at least in the side chain, and an excipient (c). It is obtained by drying.
Next, each component used for the granular composition of the present invention will be described.

[Hydrophobic compound (a)]
There is no restriction | limiting in particular in the hydrophobic compound (a) used for this invention, For example, a higher alcohol, sterols, silicones, a fluorine-type oil agent, a fragrance | flavor, and other oily components can be mentioned preferably.
As the higher alcohols, linear or branched saturated or unsaturated aliphatic alcohols having 6 to 25 carbon atoms, araliphatic alcohols, and the like are used. Examples of such higher alcohols include lauryl alcohol. And myristyl alcohol, cetyl alcohol, isocetyl alcohol, stearyl alcohol, isostearyl alcohol, oleyl alcohol, 2-octyldodecanol, benzyl alcohol, phenethyl alcohol, cinnamyl alcohol, and the like. Of these higher alcohols, cetyl alcohol and stearyl alcohol are preferred.
Examples of the sterols include cholesterol, cholesteryl isostearate, provitamin D ₃ , camsterol, stegmasteranol, and cholesteryl alkenyl succinate (Japanese Patent Laid-Open No. 5-294899). Among these, cholesterol, cholesteryl isostearate, and cholesteryl alkenyl succinate are particularly preferable.

Examples of silicones are those usually used in toiletry products, such as octamethylpolysiloxane, methylpolysiloxane (dimethicone), dimethylpolysiloxane, highly polymerized methylpolysiloxane, methylphenylpolysiloxane, and octamethylcyclotetrasiloxane. Methylpolycyclosiloxane, trimethylsiloxysilicic acid, alkyl-modified silicone, aralkyl-modified silicone, polyether-modified silicone, polyether-alkyl-modified silicone, amino-modified silicone, fluorine-modified silicone, alkylglyceryl ether-modified silicone, fatty acid ester Modified silicone, fluoroalkyl modified silicone, epoxy modified silicone, carboxyl modified silicone, methacryl modified silicone, alcohol Le-modified silicones, mercapto-modified silicone, vinyl-modified silicone, modified silicone modified organopolysiloxanes of JP-A-6-72851 JP thereof.
Further, as the fluorinated oil agent, perfluoropolyether, which is a perfluoro organic compound that is liquid at room temperature, or fluorine-modified silicone is preferable. For example, perfluorodecalin, perfluorooctane, perfluorononane, perfluoropentane, perfluoropolyether. Etc.

  As a fragrance | flavor, all of a natural fragrance | flavor, a synthetic | combination fragrance | flavor, and a compound fragrance | flavor can be used. Examples of natural and synthetic fragrances include cineole, camphor, pinene, limonene, terpineol, linalool, linalool acetate, nerol, neryl acetate, carvacrol, thymol, citronellol, citral, geraniol, santalol, borneol, carvone, methylionone, salicylic acid. Hexyl, Ionone, Hedion, Phenoxyethanol, Ambercore, Cedrylmethyl ether, Cynamic aldehyde, Benzyl acetate, Eugenol, Cedrene, Bornyl acetate, Menthol, Mentone, Methylchavicol, Cymen, Pregol, Anethole, Chillon, Labandurol, Sage oil, thyme oil, basil oil, peppermint oil, peppermint oil, rosemary oil, eucalyptus oil, macro ® rum oil sage, citronella oil, cedarwood oil, sweet orange oil, bergamot oil, lavender oil, cinnamic Mont oil, lemon oil, lime oil, cypress oil, and the like.

  Formulated fragrances include citrus type bases such as lemon, lime, orange, sweet orange, mandarin, and bergamot, petit gren, neroli, lemongrass, aggluten and other fresh type bases, apple, Fruity type base such as peach tone, strawberry tone, coconut tone, pineapple tone, raspberry tone, watermelon tone, rose tone, jasmine tone, mugue tone, lilac tone, carnation tone, hyacinth tone, tuberose tone, gardenia tone, mimosa tone , Narciss, Violet, Iran, Floral Bouquet, etc., Cinnamon Bark, Cinnamon Leaf, Clove, Pimentoberry, Nutmeg, Pepper, Cardamom, Coriander, Cumin, etc. Pissy type base, wood type such as cedarwood, vetiver, sandalwood, guaiac wood, woody bar, woody, etc. Leather type such as smoky, quinoline, vanilla, tonka, honey , Pure balsam-like sweet type base, other aldehydic type base, amber type base, animal type base, anise type base, aromatic herbal type base, agar type base, aqua type base, camphor cineall type base, green type Base, seed type base, herb type base, pine type base, patchouli type base, balsamic type base, mint type base, musk type base, moss type base, Vendor type base, linalool type base include resin type base, or the like.

As the other oil component, either volatile or non-volatile can be used. For example, hydrocarbons such as solid or liquid paraffin, petrolatum, crystal oil, squalane; eucalyptus oil, peppermint oil, sunflower oil, beef tallow, olive oil, carnauba wax, glycerin monostearate, glyceryl distearate, isopropyl palmitate Butyl stearate, neopentyl glycol dicaprate, diethyl phthalate, myristyl lactate, diisopropyl adipate, cetyl myristate, 1-isostearoyl-3-myristoyl glycerol, myristate-2-octyldodecyl, di-2-ethylhexane Ester oils such as acid neopentyl glycol, glycerol triisostearate, di-paramethoxycinnamic acid-glyceryl mono-2-ethylhexanoate; stearic acid, palmitic acid, Higher fatty acids such as maleic acid; lignans, vitamin E, oil-soluble vitamin C, vitamin A derivatives, ceramides, ceramide-like structure materials, the functional oil substances such as oil-soluble ultraviolet absorbers, and the like.
The said hydrophobic compound (a) can be used individually or in combination of 2 or more types.

[Polymer Compound (b)]
In the present invention, when the hydrophobic compound (a) is pulverized, it is preferable to use a product obtained by emulsifying the hydrophobic compound (a). For the emulsification treatment of the hydrophobic compound (a), a polymer compound is used. (B) is used.
The polymer compound (b) has a group represented by the following formula (1) at least in the side chain.
^{_{- (OX) n -E 2 -R}} (1)
In formula (1), n X represents the same or different divalent saturated hydrocarbon group having 1 to 6 carbon atoms. X may be linear, branched or cyclic. Specific examples of X include a methylene group, an ethylene group, a propylene group, a trimethylene group, various butylene groups, various pentylene groups, various hexylene groups, various cyclopentylene groups, various cyclohexylene groups, and the like. And an alkylene group having 2 to 4 carbon atoms is preferable, and an ethylene group is more preferable.
n shows the number of 5-300, 5-200 are preferable and 8-120 are more preferable.
E ² represents an ether bond or an oxycarbonyl group (—OCO— or —COO—). In the oxycarbonyl group, the atom bonded to R may be a carbon atom or an oxygen atom.
R represents an alkyl group having 4 to 30 carbon atoms which may be substituted with a hydroxyl group. R may be linear, branched or cyclic, but is preferably an alkyl group having 6 to 25 carbon atoms. Specific examples of R include various hexyl groups, octyl groups, decyl groups, dodecyl groups, tetradecyl groups, hexadecyl groups, octadecyl groups, icosyl groups, and cyclohexyl groups in which an alkyl group may be introduced on the ring, Examples include a cyclooctyl group and the like, and a group in which at least one hydrogen atom of these groups is substituted with a hydroxyl group.

  Preferred examples of the polymer compound (b) include a polysaccharide derivative (b-1) having a group represented by the formula (1) and / or a group represented by the formula (1) as a main chain constituent monomer. Mention may be made, for example, of water-soluble synthetic polymer compounds (b-2) having a weight average molecular weight of 10,000 to 2,000,000 having an average of 0.0001 to 0.1 per unit.

<Polysaccharide derivative (b-1)>
The polysaccharide derivative is preferably a polysaccharide derivative (hereinafter referred to as polysaccharide derivative (b-1-a)) in which part or all of the hydrogen atoms of the hydroxy group of the polysaccharide or derivative thereof are substituted with the following group (A).
(A) the general formula (2) a group represented by _{^{-E 1 - (OX) n1 -E}} 2 -R (2)
(In the formula, E ¹ represents a linear, branched or cyclic divalent saturated hydrocarbon group having 1 to 6 carbon atoms which may be substituted with a hydroxy group or an oxo group, and n1 represents 8 to 300. X, E ² and R have the same meaning as described above, and n1 Xs may be the same or different.)
Examples of the polysaccharides or derivatives thereof include cellulose, guar gum, starch, pullulan, dextran, fructan, mannan, agar, carrageenan, chitin, chitosan, pectin, alginic acid, hyaluronic acid and other polysaccharides; these include methyl group, ethyl group , Derivatives substituted with a hydroxyethyl group, a hydroxypropyl group, and the like. These substituents can be substituted singly or in combinations of constituent monosaccharide residues.

Specific examples of polysaccharide derivatives include hydroxyethyl cellulose, hydroxyethyl ethyl cellulose, hydroxyethyl guar gum, hydroxyethyl starch, methyl cellulose, methyl guar gum, methyl starch, ethyl cellulose, ethyl guar gum, ethyl starch, hydroxypropyl cellulose, hydroxypropyl guar gum, hydroxy Examples include propyl starch, hydroxyethyl methylcellulose, hydroxyethyl methyl guar gum, hydroxyethyl methyl starch, hydroxypropyl methyl cellulose, hydroxypropyl methyl guar gum, hydroxypropyl methyl starch and the like.
Among these polysaccharides or derivatives thereof, cellulose, starch, hydroxyethyl cellulose, methyl cellulose, ethyl cellulose, and hydroxypropyl cellulose are preferable, and hydroxyethyl cellulose is particularly preferable.
The weight average molecular weight of these polysaccharides or derivatives thereof is preferably 10,000 to 10,000,000, more preferably 100,000 to 5,000,000, still more preferably 200,000 to 2,000,000.

In the group (A), E ¹ is preferably a linear or branched divalent saturated hydrocarbon group having 2 or 3 carbon atoms which may be substituted with a hydroxy group or an oxo group. Preferable examples thereof include ethylene, propylene, trimethylene, 2-hydroxytrimethylene, 1-hydroxymethylethylene, 1-oxoethylene, 1-oxotrimethylene, 1-methyl-2-oxoethylene and the like.
X is preferably a linear or branched divalent saturated hydrocarbon group having 2 or 3 carbon atoms, specifically ethylene, propylene and trimethylene.
The average number of added moles of (—OX—) represented by n1 is preferably 8 to 120, more preferably 10 to 60, from the viewpoint of thickening effect and emulsion stability. The n1 Xs may be the same or different. E ² is an ether bond or an oxycarbonyl group, and an ether bond is preferred. R is preferably a linear or branched alkyl group having 5 to 25 carbon atoms, more preferably 6 to 20 carbon atoms, which may be substituted with a hydroxy group, and from the viewpoint of stability. An unsubstituted alkyl group, particularly an unsubstituted linear alkyl group is preferred. Specifically, octyl group, decyl group, dodecyl group, tetradecyl group, hexadecyl group, octadecyl group, isostearyl group and the like are preferable.

The degree of substitution with the group (A) in the polysaccharide derivative (b-1-a) is preferably 0.0001 to 1.0, more preferably 0.0005 to 0.5, and still more preferably per constituent monosaccharide residue. Is 0.001 to 0.1.
In addition to the group (A), the polysaccharide derivative (b-1) in the present invention may be further substituted with one or more groups selected from the following groups (B), (C) and (D). Moreover, the hydrogen atom of the hydroxy group of group (A)-(D) may be further substituted by group (A)-(D).
(B) a C1-C5 sulfoalkyl group which may be substituted with a hydroxy group or a salt thereof (C) a C2-C6 carboxyalkyl group which may be substituted with a hydroxy group or a salt thereof (D ) Group represented by general formula (3)

(In the formula, D ¹ represents a linear or branched divalent saturated hydrocarbon group having 1 to 6 carbon atoms which may be substituted with a hydroxy group, and R ¹ , R ² and R ³ are the same. Alternatively, it represents a linear or branched alkyl group having 1 to 3 carbon atoms which may be substituted with a hydroxy group, and Y ⁻ represents a hydroxy ion, a halogen ion or an organic acid ion.
Examples of the group (B) include a 2-sulfoethyl group, a 3-sulfopropyl group, a 3-sulfo-2-hydroxypropyl group, and a 2-sulfo-1- (hydroxymethyl) ethyl group. From the viewpoint of production, a 3-sulfo-2-hydroxypropyl group is preferable. All or a part of these groups (B) may be a salt with an alkali metal such as Na, K, Ca, Mg or an alkaline earth metal, an amine, an organic cation such as ammonium.
The degree of substitution with the group (B) is preferably 0 to 1.0, more preferably 0 to 0.8, and still more preferably 0 to 0.5 per constituent monosaccharide residue.

Examples of the group (C) include a carboxymethyl group, a carboxyethyl group, a carboxypropyl group, a carboxybutyl group, and a carboxypentyl group. Among these, a carboxymethyl group is preferable from the viewpoints of stability and production. All or part of the group (C) may be a salt with an alkali metal such as Na, K, Ca, Mg or an alkaline earth metal, an amine, an organic cation such as ammonium.
The degree of substitution with the group (C) is preferably 0 to 1.0, more preferably 0 to 0.8, and particularly preferably 0 to 0.5 per constituent monosaccharide residue.

D ¹ in the group (D) is preferably a linear or branched divalent saturated hydrocarbon group which may be substituted with a hydroxy group having 2 or 3 carbon atoms. Specifically, ethylene, propylene, trimethylene, 2-hydroxytrimethylene, 1-hydroxymethylethylene and the like are preferable.
Examples of R ¹ , R ^2, and R ³ include a methyl group, an ethyl group, a propyl group, and a 2-hydroxyethyl group, and among them, a methyl group and an ethyl group are preferable.
Among Y ⁻ , halogen ions include chlorine ions, bromine ions, iodine ions, and organic acid ions include CH ₃ COO ⁻ , CH ₃ CH ₂ COO ⁻ , and CH ₃ (CH ₂ ) ₂ COO ^−. Can be mentioned. Y ^- The hydroxy ion, chloride ion and bromide ion are preferred.
The degree of substitution with the group (D) is preferably 0 to 0.5, particularly preferably 0 to 0.3 per constituent monosaccharide residue.

The substitution of the polysaccharide or its derivative with the groups (A) to (D), that is, polyoxyalkyleneation, sulfoalkylation, carboxyalkylation or cationization can be carried out by the method described in WO00 / 73351.
The polysaccharide derivative (b-1) used in the present invention is exemplified by the following general formula (4) when a cellulose or a derivative thereof is used as an example.

(In the formula, R ⁴ represents a hydrogen atom, a methyl group, an ethyl group, a hydroxyethyl group, a hydroxypropyl group, a group selected from the above group (A), group (B), group (C) and group (D)). , Q represents an alkylene group having 2 to 4 carbon atoms, a, b and c are the same or different and each represents a number of 0 to 10, QO group, R ⁴ group, a, b and c are repeating Within a unit or between repeating units, they may be the same or different, and the hydroxy groups of the groups (A) to (D) may be further substituted with other groups (A) to (D), provided that the molecule At least one of R ^{4 in} the group is a group (A).)

<Water-soluble synthetic polymer compound (b-2)>
The water-soluble synthetic polymer compound is a compound having a molecular weight of 10,000 to 2,000,000 having an average of 0.0001 to 0.1 group of the formula (1) per main chain constituting monomer unit.
As the group of formula (1), X is an ethylene group, n is a number of 5 to 200, and R is a linear, branched or cyclic alkyl group having 4 to 30 carbon atoms. Further, the average number of groups of the formula (1) is more preferably 0.001 to 0.05 on average per main chain constituting monomer unit, and the weight average molecular weight is more preferably 30,000 to 1,500,000.

The water-soluble synthetic polymer compound can be obtained by reacting a compound represented by the general formula (5) with a water-soluble synthetic polymer compound having a hydroxyl group such as polyvinyl alcohol and polyglycidol.
E ^3- (OX) _n -E ² -R (5)
(In the formula, E ³ is an epoxidized alkyl group having 3 to 6 carbon atoms, a linear or branched halogenated alkyl group having 1 to 6 carbon atoms which may be substituted by a hydroxy group, or a carboxy group or A carboxyalkyl group having 2 to 6 carbon atoms or a derivative thereof, X, n, R and E ² have the same meaning as described above.
It can also be obtained by copolymerizing a water-soluble monomer and a monomer having a hydrophobic group having 4 to 30 carbon atoms via a 5-200 oxyethylene (EO) linking chain.
As said water-soluble monomer, the compound represented by General formula (6) or the compound represented by General formula (7) is mentioned.

(In the formula, R ⁵ , R ⁶ and R ⁷ are the same or different and each represents a hydrogen atom or a methyl group, and x represents an average of 2 to 100.)

(Wherein R ⁸ and R ⁹ are the same or different and represent a hydrogen atom or a methyl group, R ¹⁰ and R ¹¹ represent a methyl group or an ethyl group, y represents 0 or an integer of 2 to 5, and Z represents —N (R ¹² ) — group (R ¹² represents a hydrogen atom or a methyl group), an oxygen atom or a direct bond.
Specific examples thereof include methoxypolyethylene glycol monomethacrylate, methoxypolyethylene glycol monoacrylate, polyethylene glycol monomethacrylate, polyethylene glycol monoacrylate, N, N-dimethylaminoethyl acrylate, N, N-dimethylaminopropylacrylamide, N, N -Dimethylacrylamide and the like, and these compounds can be synthesized by known methods.

  Examples of the monomer having a hydrophobic group having 4 to 30 carbon atoms via 5 to 200 EO linking chains include compounds represented by the general formula (8).

Wherein R ¹³ and R ¹⁴ are the same or different and each represents a hydrogen atom or a methyl group, z represents a number of 5 to 200, R ¹⁵ has 4 to 30 carbon atoms which may be substituted with a hydroxy group, Preferably 8-30 linear, branched or cyclic alkyl groups are shown.)
Specific examples include lauroxy polyethylene glycol monoacrylate, stearoxy polyethylene glycol monomethacrylate and the like, and these compounds can be synthesized by known methods.

  In the granular composition of the present invention, the content of the hydrophobic compound (a) is preferably 1 to 60% by mass, more preferably 4 to 50% by mass, and still more preferably 8 to 40% from the viewpoint of powder formability. % By mass. Moreover, the mass ratio [(a) / (b)] of the hydrophobic compound (a) and the polymer compound (b) is preferably 0.001 to 15, more preferably 0, from the viewpoint of powder formability. .01 to 12, more preferably 0.5 to 10, still more preferably 1 to 10, particularly preferably 4 to 8.

[Excipient (c)]
The excipient (c) is used for immobilizing the hydrophobic compound (a) and the polymer compound (b) to form particles (powder). As the excipient (c), a water-soluble saccharide or the like can be used. Specific examples of the water-soluble saccharide include glucose, fructose, lactose, maltose, sucrose, dextrin, cyclodextrin, maltose, fructose, pullulan, sugar alcohols such as sorbitol and mannitol. Among these, from the viewpoints of solubility, hygroscopicity, and particle formation, use of dextrin which is a starch degradation product is particularly preferable.
The excipient (c) may be used in combination of two or more as necessary.
The content of the excipient (c) in the granular composition is not particularly limited because it varies depending on the blending amount of the hydrophobic compound (a) and the polymer compound (b). 95 mass% is preferable, 30-90 mass% is more preferable, 60-90 mass% is especially preferable.

As a preferred embodiment for producing the granular composition of the present invention, first, the hydrophobic compound (a) and the polymer compound (b) are mixed, and water is added and mixed to prepare an oil-in-water emulsion. An example is a method in which the excipient (c) is added to this, followed by stirring and mixing, followed by drying and pulverization.
The water content in the oil-in-water emulsion is preferably 10 to 95% by mass, more preferably 20 to 85% by mass, and particularly preferably 40 to 80% by mass. Moreover, you may add a water-soluble solvent as needed.
Next, each step will be described.

[Preparation of oil-in-water emulsion]
As a method for preparing the oil-in-water emulsion, a homogenizer is used, (i) a method in which the hydrophobic compound (a) and the polymer compound (b) are stirred and mixed, and then water is added and stirred; (ii) hydrophobic A method in which a water-soluble compound (a), a polymer compound (b) and a part of water are stirred and mixed, and then the remaining water is added and stirred; (iii) a hydrophobic compound (a) and a polymer compound (b) It is possible to employ a method of adding and stirring the total amount of water and water.
Among these methods, the method (i) is preferred from the viewpoint of obtaining an oil-in-water emulsion having good emulsion stability.
In the oil-in-water emulsion thus obtained, the average particle size of the emulsified particles is preferably 0.1 to 10 μm, more preferably 0.5 to 8 μm, and 2 to 7 μm. Preferably, it is 3-5.5 micrometers. The average particle size of the emulsified particles is a value obtained by measuring the particle size distribution by laser scattering, and specifically measured by the method described in the examples.

[Powdering]
The excipient (c) is added to the oil-in-water emulsion, and after stirring and mixing, it is dried and powdered. The excipient (c) may be dissolved in a part of the water to be used and added in the form of an aqueous solution, or may be added without adding water. As a drying method, a general method can be used, and is not particularly limited, and examples thereof include spray drying, freeze drying, vacuum drying, belt drying, shelf drying, drum drying and the like. Further, after drying, pulverization may be performed to obtain a powder having a desired particle diameter. Among these drying methods, it is preferable to use the spray drying method from the viewpoints of productivity, heat history, powder shape, and the like. In addition, when obtaining a dry powder by the spray-drying method, the particle size can be arbitrarily adjusted with the spray nozzle to be used, but the obtained powder can be further agglomerated to obtain an agglomerated powder.

The average particle size of the granular composition of the present invention is preferably 10 to 1000 μm, more preferably 20 to 500 μm, still more preferably 40 to 200 μm, and particularly 50 to 100 μm from the viewpoints of fluidity and solubility. The particles in the granular composition of the present invention may be single particles or aggregated particles.
In addition, the water content in the granular composition of the present invention is preferably 10% by mass or less, more preferably 7% by mass or less from the viewpoint of water activity related to bacterial growth.
The granular composition of the present invention contains the hydrophobic compound (a) and is suitably used in, for example, the detergent field, cosmetic field, skin care agent field, clothing treatment agent field, and perfume field.

The present invention also provides a cleaning agent and a cosmetic containing the granular composition of the present invention.
The granular composition of the present invention can be suitably blended in a cleaning agent, preferably a powder cleaning agent, and the granular composition of the present invention is 0.1 to 50% by mass, more preferably 0.2 to 20% by mass. More preferably, it is 0.5 to 10% by mass, more preferably 1 to 5% by mass. As the components other than the granular composition of the present invention, known components can be used.
Cosmetics that can be blended with the granular composition of the present invention are not particularly limited, and makeup cosmetics such as various foundations, eye shadows, eye liners, eyebrows, mascara, nail enamel, packs, lipsticks, cheeks, sunscreens, etc. It can be widely applied to skin cosmetics, hair cosmetics, medicinal cosmetics and the like. In addition, about the compounding quantity, it is the same as that of the case of a cleaning agent.

Various characteristics of the oil-in-water emulsion and granular composition in each example were determined by the following methods.
<Oil-in-water emulsion>
(1) Emulsified state 1 g of the emulsified immediately after being obtained is diluted in 9 g of ion-exchanged water, put on a preparation, and put into an appropriate amount. Was observed.
(2) Average emulsified particle size The average particle size of the emulsified particles in the emulsified product is 0.5 g of the emulsified product using a laser diffraction / scattering type particle size distribution analyzer “LA-910” manufactured by Horiba, Ltd. The sample was diluted with 99.5 g of saline and measured at room temperature.
<Powder (granular composition)>
(1) Average particle diameter The average particle diameter of the powder was measured by using a laser diffraction / scattering particle size distribution measuring device “LA-910” manufactured by Horiba, Ltd., and ethanol was used as a dispersion medium. In the measurement, stirring is set to the middle level (specifically, 4 of 7 stages of the measuring device “LA-920”), and after adding the sample and adjusting to the predetermined concentration indicated by the device, the middle level (specifically The powder particle diameter was measured by irradiating with ultrasonic waves from 4 stages of 7) of the measuring apparatus “LA-920” for 1 minute.
(2) Stability The powder was stored at room temperature and 40 ° C. for 1 month, and the presence or absence of liquid component exudation or caking was visually observed and evaluated according to the following criteria.
○: Exudation, no caking ×: Exudation, caking

Production Example 1 [Production of polymer compound (b)]
A slurry liquid was prepared by mixing 80 g of hydroxyethyl cellulose (HEC-QP15000H, manufactured by Union Carbide) having a weight average molecular weight of about 800,000 and a hydroxyethyl group substitution degree of 1.8, 640 g of isopropyl alcohol and 2.0 g of p-toluenesulfonic acid. Prepared and stirred for 30 minutes at room temperature under nitrogen atmosphere. To this solution, 15 g of the compound represented by formula (9) was added and reacted at 80 ° C. for 8 hours for polyoxyalkyleneation.

After completion of the reaction, the reaction solution was neutralized with a 48 mass% aqueous sodium hydroxide solution, and the reaction product was filtered off. The reaction product was washed twice with 500 g of 80% by mass of isopropyl alcohol and twice with 500 g of isopropyl alcohol and dried under reduced pressure at 70 ° C. for a whole day and night to obtain 73.4 g of component (b) polyoxyalkylenated hydroxyethyl cellulose (polysaccharide derivative). Obtained. The degree of substitution of the group (A) in the polysaccharide derivative was 0.010.
The degree of substitution of the group (A) of the polysaccharide derivative is determined by the Zeisel method [D. G. Anderson, Anal. Chem. 43, 894 (1971)]. This degree of substitution indicates the average number of substituents per constituent monosaccharide residue.

Examples 1 and 2
Using a special homochemical mixer “MODEL F.2 / 5”, the hydrophobic compound (a) and the polymer compound (b) were heated at a temperature of 40 ° C. and a rotation speed of 100 rpm at the ratio shown in Table 1. The mixture was stirred for 30 minutes under the conditions. Next, while continuing stirring at the same speed, ion-exchanged water was added dropwise at a rate of 10 g / min, and stirred for 30 minutes or more after completion of the addition to obtain an oil-in-water emulsion (total weight 3000 g). The excipient (c) was added to this oil-in-water emulsion, and the mixture was further stirred at the same speed for 30 minutes or more to obtain an oil-in-water emulsion to be dried. Various properties of this oil-in-water emulsion were evaluated. The results are shown in Table 1.
Next, using a spray drying apparatus (Sakamoto Giken Co., Ltd., SPRAY DRYER, MODEL TRS-5W2N), an air spray pressure of 0.5 MPa using a two-fluid nozzle, a blowing rate of 9 kg / min, a blowing temperature of 140 ° C., a liquid feeding speed Under conditions of 7 kg / hr, this oil-in-water emulsion was spray-dried to obtain a powder (granular composition). Various characteristics of the obtained powder were evaluated. The results are shown in Table 1.
Comparative Example 1
In Example 1, the same operation as in Example 1 was performed except that the polymer compound (b) was not used. The results are shown in Table 1.
Comparative Example 2
In Example 1, the same operation as in Example 1 was performed except that the excipient (c) was not used. The results are shown in Table 1.

  In Examples 1 and 2, an oil-in-water emulsion could be easily pulverized, and this powder also had good storage stability. On the other hand, Comparative Example 1 does not contain the polymer compound (b), and naturally cannot be emulsified. Therefore, even when spray-dried, the silicone oozes out on the surface of the excipient, and is almost in the interior of the spray-drying apparatus and piping. The entire amount adhered and could not be recovered as a powder. In Comparative Example 2, the excipient (c) was not blended, and emulsification was possible, but even after spray drying, almost the entire amount adhered to the spray drying apparatus and piping and could not be pulverized.

  The granular composition of the present invention is obtained by pulverizing a hydrophobic compound, and is suitably used in, for example, the detergent field, cosmetics field, skin care agent field, clothing treatment agent field, and perfume field.

Claims (7)

A granular composition obtained by drying a composition comprising a hydrophobic compound (a), a polymer compound (b) having at least a side chain represented by the following formula (1), and an excipient (c) object.
^{_{- (OX) n -E 2 -R}} (1)
(Wherein x is the same or different divalent saturated hydrocarbon group having 1 to 6 carbon atoms, n is a number of 5 to 300, E ² is an ether bond or an oxycarbonyl group, and R is a hydroxyl group. And an optionally substituted alkyl group having 4 to 30 carbon atoms.)   The granular composition of Claim 1 obtained by drying the composition containing the hydrophobic compound (a) emulsified with the high molecular compound (b), and the excipient | filler (c).   The granular composition according to claim 1 or 2, wherein the excipient (c) is a water-soluble saccharide.   The granular composition according to claim 3, wherein the excipient (c) is a starch degradation product.   1 to 60% by mass of the hydrophobic compound (a), and the mass ratio [(a) / (b)] of the hydrophobic compound (a) and the polymer compound (b) is 0.001 to 15. The granular composition in any one of Claims 1-4.   The cleaning agent containing the granular composition in any one of Claims 1-5.   Cosmetics containing the granular composition in any one of Claims 1-5.