JP5674487B2 - Vesicle composition, production method thereof and use thereof - Google Patents

Description

  The present invention relates to a vesicle composition, a method for producing the same, and use thereof.

  In recent years, the use of perms, hair colors, bleaches, and the like has become common, but hair damage due to these chemical treatments has also become a problem. Conventionally, hair cosmetics such as rinses, conditioners and treatments have been used to improve the feel of hair after shampooing, but further performance improvements are desired from the viewpoint of reducing hair damage. Yes.

  For example, Patent Document 1 discloses a specific tertiary amine, linear or branched as a hair cosmetic that can impart a good rich feeling when wet to the hair and its durability, flexibility, and smoothness. Hair cosmetics containing a fatty acid, an inorganic acid or an organic acid in the form are disclosed.

  Patent Document 2 discloses a hair treatment composition comprising a multilayer vesicle dispersion stabilized with cholesterol, a basic amino acid, a fatty acid and a nonionic active agent for the purpose of repairing and preventing hair damage, and multilayer vesicles. Hair treatment compositions such as shampoos and conditioners containing the dispersion are disclosed. This treatment composition is described as specifically promoting the penetration of some hair active substances into hair fibers.

On the other hand, a phase inversion emulsification method and a liquid crystal emulsification method are known as one of methods for producing an emulsified composition. The phase inversion emulsification method is a method of emulsifying while adding an aqueous phase to an oil phase. The liquid crystal emulsification method is a method of emulsifying while adding an aqueous phase to the liquid crystal phase. For example, in Non-Patent Document 1, emulsification is performed while adding an aqueous phase to the oil phase, and a fine emulsion having an average particle size of 1 μm or less is formed by utilizing the fact that the oil-water interface tension is remarkably reduced near the phase inversion point. Yes.
Further, for example, Patent Document 3 discloses a method for producing an oil-in-water emulsion containing a quaternary ammonium salt that has good fragrance long-lasting and diffusibility and good stability over time.

  Furthermore, in Patent Document 4, it is a conditioning effect that exhibits good effects on the hair from the beginning of use to the end of use, the smoothness and rinsing during rinsing, the softness in the finish after drying, the smooth feeling, the moist feeling, etc. Excellent hair cosmetics are disclosed. As specific embodiments capable of solving such problems, hair cosmetics having specific hydroxy ether amines, higher alcohols or higher fatty acids, aromatic alcohols, and specific organic and inorganic acids are disclosed. . As one form of the method for producing the cosmetic for hair, after the components other than water are heated to 75 ° C. to melt the solids, 75 ° C. water is added with stirring and mixing, and further cooled to room temperature. .

JP 2002-114648 A JP 2002-516831 A JP 2008-094980 A JP 2007-161605 A

Optimization of Nano-emulsion Preparation by Low-Energy Methods in an Ionic Surfactant System, Langmuir 2006,22,8326-8332

  However, although the technique described in Patent Document 1 has been studied from the viewpoint of providing hair cosmetics that impart sufficient smoothness, flexibility, and luster to hair and that are excellent in hair protection effects, In some cases, a sufficient effect cannot always be obtained from the viewpoint of realizing a good feeling in both the feeling of familiarity at the time of applying the material and the smoothness in rinsing.

  Moreover, in the technique described in Patent Document 2, multilayer vesicles are formed by mixing cholesterol as an essential component. That is, a vesicle structure is formed by the presence of specific lipids such as sterols. However, since there is no disclosure about forming a vesicle structure with only components of a normal treatment agent, there is room for improvement in the change and modification of hair surface characteristics.

Furthermore, phase inversion emulsification as described in Non-Patent Document 1 and Patent Documents 3 and 4 is generally performed for stabilization of the emulsion, but there is no mention of forming a vesicle structure. . In addition, in order to solve the intended problem, there is no disclosure about making a vesicle having a large particle size to be obtained, and the familiarity at the time of applying the hair cosmetic was insufficient.
In particular, in Patent Document 4, a higher fatty acid, an aromatic alcohol, a specific organic acid / inorganic acid, and a tertiary amine are actually heated to 75 ° C. to melt solids, and then 75 ° C. water is added with stirring and mixing. Further, when cooled to room temperature, it was difficult to make a vesicle having a large particle size.

The present inventors have found that in addition to specific tertiary amines and organic acids, specific linear fatty acids can be combined to form vesicles having a relatively large average particle size in water.
Furthermore, the present inventors have found that a hair cosmetic using a composition having a large average particle size of vesicles as described above realizes a good feel in the familiar feeling at the time of application. Furthermore, it has been found that the vesicle composition of the present invention has improved handling during production.
Such vesicle compositions are specifically formed from components (A), (B), (C) and water, and from specific tertiary amines and linear fatty acids, and specific organic acids. The present invention has been completed by finding that it can be produced and shows a sufficient volume ratio of vesicles.

That is, according to the vesicle composition of the present invention, a vesicle composition in which a continuous phase formed from the following components (A), (B), (C) and water is an aqueous phase, A vesicle composition in which the total of components (A), (B) and (C) is 1 to 20% by mass, and the average particle diameter of the vesicles is 2 to 20 μm:
(A) a linear fatty acid having 12 to 40 carbon atoms,
(B) A tertiary amine compound represented by any one of the general formulas (1) to (3)

(Wherein R ¹¹ represents an aliphatic hydrocarbon having 12 to 24 carbon atoms, and R ¹² independently represents H or an alkyl group having 1 to 4 carbon atoms),

(In the formula, R ²⁰ represents a linear or branched alkyl group or alkenyl group having 6 to 24 carbon atoms, and R ²¹ and R ²² are the same or different and each represents an alkyl group having 1 to 6 carbon atoms or — (AO) _g H (A represents an alkylene group having 2 to 4 carbon atoms, g represents a number of 1 to 6, and g A may be the same or different, and the arrangement thereof is arbitrary) .)

(In the formula, R ²³ represents an aliphatic hydrocarbon group having 11 to ²³ carbon atoms, R ²⁴ is the same or different and represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, and n is a number of 2 to 4). );
(C) An organic acid having 1 to 8 carbon atoms is provided.

  According to the vesicle composition of the present invention, it is possible to obtain a hair cosmetic that has a good feeling of application at the time of application and good handleability at the time of production.

In the vesicle composition of the present invention, the continuous phase formed from the following components (A), (B), (C) and water is an aqueous phase. Hereinafter, each component will be specifically described.
(A) A linear fatty acid having 12 to 40 carbon atoms (B) a tertiary amine compound (C) an organic acid having 1 to 8 carbon atoms.

First, the component (A) will be described.
The component (A) used in the present invention is a linear fatty acid.
Hereinafter, the linear fatty acid will be described.
The linear fatty acid as the component (A) is a linear fatty acid having 12 to 40 carbon atoms. It may be saturated or unsaturated. From the viewpoint of forming vesicles, the number of carbon atoms is preferably 14 or more, particularly preferably 16 or more, and more preferably 24 or less and even more preferably 22 or less.

Two or more kinds of linear fatty acids may be used in combination. The content of the linear fatty acid is preferably 0.5% by mass or more and 1% by mass or more in the vesicle composition, and is 5% by mass or less and 3% by mass or less. Is preferred.

Next, the component (B) will be described.
Component (b) is a tertiary amine compound represented by any of the following alkylamines of general formula (1), etheramines of general formula (2), and alkylamidoamines of general formula (3).

^{(Wherein, R 11} is an aliphatic hydrocarbon of 12 to 24 carbon atoms, preferably an aliphatic hydrocarbon of 14 to 24 carbon atoms, more preferably represents an aliphatic hydrocarbon 14 to 20 carbon ^{atoms, R 12} Are each independently H or an alkyl group having 1 to 4 carbon atoms, preferably H or an alkyl group having 1 to 3 carbon atoms.)
Specific examples include N, N-dimethyltetradecylamine, N, N-dimethylhexadecylamine, N, N-dimethylbehenylamine, and N, N-dimethyl-n-octadecylamine.

(In the formula, R ²⁰ represents a linear or branched alkyl group or alkenyl group having 6 to 24 carbon atoms, preferably a linear or branched alkyl group or alkenyl group having 12 to 24 carbon atoms, more preferably carbon. A linear or branched alkyl or alkenyl group having 14 to ²² carbon atoms, particularly preferably a linear alkyl group having 14 to ²² carbon atoms, and R ²¹ and R ²² are the same or different and have 1 to 6 carbon atoms. Alkyl group or-(AO) _g H (A represents an alkylene group having 2 to 4 carbon atoms, g represents a number of 1 to 6, g A may be the same or different, and the arrangement thereof is arbitrary. Is).)
Specific examples include N, N-dimethyl-3-hexadecyloxypropylamine and N, N-dimethyl-3-octadecyloxypropylamine.

(Wherein R ²³ represents an aliphatic hydrocarbon group having 11 to ²³ carbon atoms, preferably an aliphatic hydrocarbon group having 13 to 23 carbon atoms, more preferably an aliphatic hydrocarbon group having 19 to 23 carbon atoms, R ²⁴ is the same or different and represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, and n represents a number of 2 to 4).
Specific examples include N- (3- (dimethylamino) propyl) docosanamide and N- (3- (dimethylamino) propyl) stearamide.

  The tertiary amine of component (B) may be used alone or in combination of two or more. As the tertiary amine of component (B), an ether amine of the general formula (2) and an amide amine of the general formula (3) are more preferable, and an amide amine of the general formula (3) is particularly preferable. The content of the component (B) is preferably 0.5 to 15% by mass in the vesicle composition from the viewpoint of smoothness during rinsing and imparting smoothness after drying. Furthermore, 1 to 10% by mass, particularly 1.5 to 7% by mass is preferable.

Component (C) used in the present invention is an organic acid having 1 to 8 carbon atoms.
Specifically, monocarboxylic acids such as acetic acid, propionic acid and caprylic acid; dicarboxylic acids such as malonic acid, succinic acid, glutaric acid, adipic acid, maleic acid and fumaric acid; glycolic acid, lactic acid, hydroxyacrylic acid and glycerin Hydroxycarboxylic acids such as acid, malic acid, tartaric acid and citric acid; aromatic carboxylic acids such as benzoic acid, salicylic acid and phthalic acid; acidic amino acids such as glutamic acid and aspartic acid. Of these, hydroxycarboxylic acids and acidic amino acids are preferred. As the hydroxycarboxylic acid, glycolic acid, citric acid, lactic acid, and malic acid are particularly preferable, glycolic acid, lactic acid, and malic acid are preferable, and among these, glycolic acid and lactic acid are preferable. As the acidic amino acid, glutamic acid is particularly preferable.
The content of the component (C) is preferably 0.05% by mass or more and 0.1% by mass or more, and preferably 4% by mass or less and 2% by mass or less in the vesicle composition.

  The hair cosmetic composition of the present invention contains water. As the water, purified water is preferably used. The content of water is not particularly limited, and can be appropriately adjusted according to the purpose of use.

  A vesicle composition in which a vesicle is formed by component (A), component (B), component (C) and water, and in particular, a multilayer lamella vesicle (so-called onion vesicle) composed of several double membranes is dispersed in water. Easy to form. In addition, the vesicle generally refers to a vesicle having an inner layer that is hollow or an aqueous phase, but the multilayer lamella vesicle formed here includes those having a structure in which part or all of the inner layer is an oil phase. In the present application, “vesicles” include multilayer lamella vesicles.

  From the viewpoint of increasing the vesicle volume concentration in the vesicle dispersion, the molar ratio (A) / (C) of the component (A) to the component (C) is preferably 5/5 or more, particularly preferably 7/3. It is above, and 9/1 or less is preferable, Especially preferably, it is 8/2 or less.

  From the viewpoint of efficiently contributing the component (A), the component (B), and the component (C) to vesicle formation, the ratio between the acid equivalent of (A) + (C) and the base equivalent of (B) is 0.25 or more, more preferably 0.5 or more, still more preferably 0.6 or more, and 4 or less, more preferably 2 or less, and still more preferably 1.8 or less.

  Furthermore, from the viewpoint of storage stability and handling properties of the vesicle dispersion, the total of the component (A), the component (B) and the component (C) in the vesicle dispersion is preferably 1 to 20% by mass, more preferably 1 to 15% by mass.

The volume of the vesicle produced in the vesicle dispersion is at least 4 volume times the volume of the component (A) in the vesicle composition from the viewpoint of familiarity at the time of application and improvement of smoothness at the time of rinsing, preferably It is 5 volume times or more, more preferably 6 volume times or more, and particularly preferably 8 volume times or more.
Moreover, the preferable vesicle dispersion form has a vesicle volume concentration of preferably 20 to 80% by volume, more preferably 30 to 80% by volume, and particularly preferably 30 to 60% by volume. This is because, within this range, the storage stability of the vesicle dispersion, the handling and familiarity, and the smoothness during rinsing are most excellent.

The vesicle composition of the present invention preferably takes the form of a vesicle dispersion (premix). This vesicle dispersion can be obtained, for example, through the following steps.
That is,
(I) a step of dissolving the oil phase containing the component (A), the component (B), and the component (C) at a temperature equal to or higher than the melting point of the oil phase;
(Ii) a step of mixing while adding an aqueous phase to the obtained oil phase;
Can be suitably manufactured. According to such a procedure, a vesicle composition in which the continuous phase is an aqueous phase is obtained.

In step (i), the oil phase needs to be dissolved from the viewpoint of stable production. For this reason, it is preferable to melt | dissolve at the temperature more than melting | fusing point of an oil phase, and also melt | dissolve at the temperature higher 5 degreeC or more than the melting | fusing point of an oil phase, and it is preferable to melt | dissolve especially 10 degreeC or more higher than the melting point of an oil phase.
The oil phase is preferably in a uniformly mixed state. Therefore, in this step, it is preferable to dissolve the oil phase while mixing. The mixing method is not particularly limited, but it is preferable to mix by, for example, stirring.

  In step (ii), the temperature at the time of dropping the aqueous phase can be appropriately determined by the oil phase temperature, the temperature of the dropped water phase, and heating or cooling in a mixing device. Here, purified water such as ion-exchanged water or distilled water is used for the “aqueous phase”. As described later, a polyhydric alcohol, such as glycerin or dipropylene glycol, which is a component (D) dissolved in water, is used. It can also be contained. Further, from the viewpoint of efficiently producing vesicles, it is preferable that the oil phase temperature and the temperature of the water phase to be dropped be equal to or higher than the gel transition temperature of the vesicle to be formed. The emulsification method in which the water phase is dropped while stirring the oil phase is generally referred to as phase inversion emulsification. In the present invention, the oil phase is constituted as described above, and the vesicle composition is obtained by phase inversion emulsification, whereby the handling property is excellent.

The volume concentration of vesicles in the vesicle dispersion can be adjusted by the dropping speed of the aqueous phase to the oil phase and the stirring speed when dropping the aqueous phase, and the particle size of the vesicle can be adjusted by the stirring speed (shearing speed) after the start of dropping of the aqueous phase. It is. The optimum value of the dropping speed of the aqueous phase to the oil phase and the stirring speed at the time of dropping varies depending on the formulation of the vesicle composition, the component ratio, the size and shape of the mixing tank, but the viscosity rises most during the dropping of the aqueous phase. Conditions that allow uniform mixing in the state are preferred. As the aqueous phase is further dropped, the viscosity of the vesicle dispersion decreases and the vesicle volume concentration decreases. The amount of the aqueous phase to be dropped can be appropriately adjusted in consideration of the storage stability and handling properties of the vesicle dispersion.
The dropping speed of the aqueous phase to the oil phase can be appropriately selected as described above, but it is desirable to drop over 5 minutes or more for the purpose of increasing the volume concentration of the vesicle in the vesicle dispersion. Although the dropping speed is not particularly limited, for example, when the total amount of the water phase to be dropped is 600 g, it is preferably dropped at 5 to 120 g / min.

In addition, from the viewpoint of the stability of the vesicle composition, it is a method for producing a vesicle composition, which comprises a step of (iii) cooling immediately to the gel transition temperature of the vesicle immediately after the completion of dropping of the aqueous phase after the step (ii). Is preferred.

The vesicle volume concentration in the vesicle composition is set across the aperture when the vesicle composition is dispersed in the electrolyte solution and the vesicle floating in the electrolyte solution passes through a region defined by pores called apertures. By measuring the change in electrical resistance or voltage or current between the two electrodes, the exact volume of the vesicle passing through the aperture can be determined. Measurement can be performed using a particle size distribution measuring apparatus having such a principle, for example, a Multisizer ^™ 4 manufactured by Beckman Coulter, Inc.

  In addition, the average particle size of the vesicles contained in the vesicle composition is 2 μm or more, preferably 3 μm or more, more preferably 5 μm or more, and 20 μm or less, preferably 20 μm or more, from the viewpoint of further improving the feeling of familiarity when applying hair. Is 18 μm or less, more preferably 15 μm or less. Here, the average particle diameter can be measured as a volume average particle diameter using MultisizerTM4 manufactured by Beckman Coulter, Inc., which is a particle size distribution measuring apparatus used in the measurement of the vesicle volume concentration. The measurement is desirably performed at room temperature (15 to 30 ° C.).

The vesicle composition of the present invention may further contain (D) a polyhydric alcohol.
Specific examples of the component (D) include ethylene glycol, diethylene glycol, propylene glycol, dipropylene glycol, and glycerin. In particular, propylene glycol and dipropylene glycol are preferable.

  The content of the component (D) is preferably 0.5 to 60% by mass and more preferably 1 to 50% by mass with respect to the entire vesicle composition from the viewpoint of storage stability of the vesicle composition. 2-20 mass% is especially preferable.

  The component (D) can be added to the aqueous phase at the stage (ii), but is preferably added to the oil phase at the stage (i). In the step (i), after the oil phase containing the component (A), the component (B), and the component (C) is dissolved at a temperature equal to or higher than the melting point of the oil phase, the component (D) is added to the oil phase. It is preferable to add. Alternatively, in the stage (i), the oil phase containing the component (A), the component (B), the component (C), and the component (D) is dissolved at a temperature equal to or higher than the melting point of the oil phase until there is no solid matter An oil phase that has been allowed to flow may be obtained. After the step (i), a vesicle dispersion having a high vesicle volume concentration and high storage stability can be obtained by passing through the step (ii) of mixing while adding an aqueous phase to the obtained oil phase. . Further, from the viewpoint of storage stability of the vesicle, it is preferable to pass through the step (iii) of quickly cooling to a temperature lower than the gel transition temperature of the vesicle after the completion of dropping of the aqueous phase.

Moreover, an arbitrary component can be put in the oil phase in the range which does not inhibit manufacture of the vesicle of this invention. Examples of the optional component include various extracts and antioxidants, but are not limited thereto. The optional component that can be added to the oil phase is 1% by mass or less of the oil phase from the viewpoint of producing a stable vesicle composition.
Arbitrary components can be added to the aqueous phase as long as the production of the vesicle of the present invention is not inhibited. Examples of optional components that can be added include various extracts and preservatives, but are not limited thereto. The optional component that can be added to the aqueous phase is 0.1% by mass or less of the aqueous phase from the viewpoint of producing a stable vesicle composition.

  Note that the higher alcohol is not included in the vesicle composition or substantially from the viewpoint of increasing the volume ratio of the vesicle contained in the composition in the formulation containing the component A) component B) component C) of the present application. In the vesicle composition is preferably 2% by mass or less, particularly preferably 1% by mass or less.

  When producing a vesicle composition, an aqueous phase is dropped into an oil phase in a shear mixed state. The mixing apparatus is not particularly limited as long as shear mixing can be performed. However, when the viscosity becomes high during the addition of the aqueous phase, an apparatus capable of mixing a high-viscosity product, for example, ADI homomixer manufactured by Primix Co., Ltd. K. A combination mix, a vacuum emulsification stirrer manufactured by Mizuho Industry Co., Ltd., a Max blend stirrer manufactured by Sumitomo Heavy Industries, Ltd., a supermix stirrer manufactured by Satake Chemical Machinery Co., Ltd., and the like are preferable. Although it does not specifically limit about stirring speed, For example, it is preferable to stir at 20-800 rpm.

Although there is no confirmation, in the vesicle obtained by such a production method of the present invention, the structure on the hair surface can be suitably changed by easily changing the structure from the vesicle to a film shape when applied to the hair. It is considered possible.
Moreover, the conventional vesicle structure is comprised by interposing specific lipids, such as sterols and phospholipids, as described, for example in Japanese translations of PCT publication No. 2002-516831. In contrast, the present invention can form a vesicle composition without containing sterols or phospholipids. That is, it can be said that the vesicle structure can be constituted by components conventionally used in hair cosmetics such as rinses and conditioners. Accordingly, the present invention provides a novel pharmaceutical formulation in the art.

The hair cosmetic composition of the present invention contains one or more surfactants and an aliphatic alcohol, and further contains the vesicle composition described above.
The content of the vesicle composition in the hair cosmetic composition is 0.01 to 5% by mass of the component (A) linear fatty acid constituting the vesicle from the viewpoint of imparting a familiar feeling at the time of application and smoothness at the time of rinsing. Is preferable, and more preferably 0.05 to 2% by mass. Such hair cosmetics can improve the familiarity at the time of application than conventional hair cosmetics, although the content of active ingredients is similar to that of conventional hair cosmetics.
Examples of such hair cosmetics include conditioners, rinses, treatments, and shampoos. Conditioners, rinses and treatments are preferred as particularly effective hair cosmetics. These hair cosmetics may be used after washing hair cosmetic or after use.

  A hair cosmetic containing the vesicle composition can be obtained by separately mixing the vesicle composition of the present invention into a hair cosmetic base prepared by a usual method. The hair cosmetic base prepared by an ordinary method refers to a general hair cosmetic containing, for example, a surfactant and an aliphatic alcohol, and blending silicone, oily components and the like as necessary. This can be adjusted in any way.

  Cationic surfactants used as a hair cosmetic base include quaternary ammonium and tertiary amine compounds, with tertiary amine compounds being particularly preferred. The tertiary amine compound is selected from the compounds listed in Component (C). In particular, it is preferable to use the same component as the tertiary amine compound used in the vesicle composition.

  The aliphatic alcohol used as the hair cosmetic base is preferably an aliphatic alcohol having 12 to 26 carbon atoms. Thereby, the hair at the time of application to hair can be made smooth. An aliphatic alcohol having a linear or branched alkyl group or alkenyl group is preferable, and an aliphatic alcohol having a linear or branched alkyl group or alkenyl group having 16 to 22 carbon atoms is particularly preferable. In particular, aliphatic alcohols having a linear or branched alkyl group or alkenyl group having 16 to 18 carbon atoms are more preferred. Specifically, cetyl alcohol and stearyl alcohol are preferable.

The hair cosmetic base formulation and production method are not particularly limited. For example, it can be obtained by adding and emulsifying an oil phase containing a cationic surfactant and a higher alcohol to a heated and stirred aqueous phase.
The method for blending the present vesicle composition into a normal hair cosmetic base is not particularly limited, but it is desirable to blend at a temperature not higher than the gel transition temperature of the vesicle from the viewpoint of vesicle stability. As a result, a hair cosmetic that maintains the structure of the vesicle composition can be obtained.

[Preparation of premix composition]
Example 1
Stearic acid (Lunac S-90V, manufactured by Kao Corporation) 3.50 g, N- [3- (dimethylamino) propyl] docosanamide (AMIDET APA-22, manufactured by Kao Corporation) 6.54 g, lactic acid (Musashino lactic acid 90, 0.30 g of Musashino Chemical Laboratory Co., Ltd.) and 10.50 g of dipropylene glycol (DPG-RF, ADEKA Co., Ltd.) were placed in a 300 ml beaker and heated to 80 ° C. with propeller stirring to completely dissolve the raw materials. In this oil phase, 179.16 g of ion-exchanged water heated to 80 ° C. as a water phase was quantitatively dropped over 10 minutes and emulsified at 80 ° C. The stirring rotation speed at the time of emulsification was 150 rpm. Then, it cooled to 30 degrees C or less with a 5 degreeC refrigerant | coolant, and obtained the premix composition.
It was 57.5 degreeC when the gel transition temperature of this vesicle composition was measured with the differential scanning calorimeter (DSC). The gel transition temperature was measured using a SETARAM INSTRUMENTATION μDSC7 evo from 5 ° C. to 90 ° C. at a heating rate of 0.5 ° C./min.

(Example 2)
Stearic acid (Lunac S-90V, Kao Corporation) 3.50 g, N- [3- (dimethylamino) propyl] docosanamide (AMIDET APA-22, Kao Corporation) 6.54 g, and lactic acid (Musashino lactic acid 90) 0.30 g in a 300 ml beaker and heated to 80 ° C. with propeller stirring to completely dissolve the raw material. In this oil phase, 189.66 g of ion-exchanged water heated to 80 ° C. as an aqueous phase was added dropwise over 10 minutes and emulsified at 80 ° C. This was above the gel transition temperature of the vesicle composition to be adjusted. The stirring rotation speed at the time of emulsification was 150 rpm. Then, it cooled to 30 degrees C or less with a 5 degreeC refrigerant | coolant, and obtained the premix composition.

Example 3
Myristic acid (Lunac MY-98, manufactured by Kao Corporation) 3.50 g, N- [3- (dimethylamino) propyl] docosanamide (AMIDET APA-22, manufactured by Kao Corporation) 7.98 g, lactic acid (Musashino lactic acid 90, 0.38 g (made by Musashino Chemical Laboratory Co., Ltd.) and 10.50 g dipropylene glycol (DPG-RF, made by ADEKA Co., Ltd.) were put into a 300 ml beaker and heated to 80 ° C. with propeller stirring to completely dissolve the raw materials. In this oil phase, 177.64 g of ion-exchanged water heated to 80 ° C. as a water phase was quantitatively dropped over 10 minutes and emulsified at 80 ° C. This was above the gel transition temperature of the vesicle composition to be adjusted. The stirring rotation speed at the time of emulsification was 150 rpm. Then, it cooled to 30 degrees C or less with a 5 degreeC refrigerant | coolant, and obtained the premix composition.

Example 4
Behenic acid (Lunacba, manufactured by Kao Corporation) 3.50 g, N- [3- (dimethylamino) propyl] docosanamide (AMIDET APA-22, manufactured by Kao Corporation) 5.18 g, lactic acid (Musashino lactic acid 90, Musashino Corporation) 0.24 g (manufactured by Chemical Research Laboratory) and 10.50 g of dipropylene glycol (DPG-RF, manufactured by ADEKA Corporation) were placed in a 300 ml beaker and heated to 80 ° C. with propeller stirring to completely dissolve the raw materials. In this oil phase, 180.58 g of ion-exchanged water heated to 80 ° C. as a water phase was quantitatively dropped over 10 minutes and emulsified at 80 ° C. This was above the gel transition temperature of the vesicle composition to be adjusted. The stirring rotation speed at the time of emulsification was 150 rpm. Then, it cooled to 30 degrees C or less with a 5 degreeC refrigerant | coolant, and obtained the premix composition.

(Example 5)
Stearic acid (Lunac S-90V, manufactured by Kao Corporation) 3.50 g, N- [3- (dimethylamino) propyl] stearamide (NIKKOL amidoamine MPS, manufactured by Nikko Chemicals Co., Ltd.) 5.66 g, lactic acid (Musashino lactic acid 90, 0.30 g of Musashino Chemical Laboratory Co., Ltd.) and 10.50 g of dipropylene glycol (DPG-RF, ADEKA Co., Ltd.) were placed in a 300 ml beaker and heated to 80 ° C. with propeller stirring to completely dissolve the raw materials. In this oil phase, 180.02 g of ion-exchanged water heated to 80 ° C. as a water phase was quantitatively dropped over 10 minutes and emulsified at 80 ° C. This was above the gel transition temperature of the vesicle composition to be adjusted. The stirring rotation speed at the time of emulsification was 150 rpm. Then, it cooled to 30 degrees C or less with a 5 degreeC refrigerant | coolant, and obtained the premix composition.

(Example 6)
Stearic acid (Lunac S-90V, manufactured by Kao Corporation) 3.50 g, N, N-dimethyloctadecyloxypropylamine (Farmin DM E-80, manufactured by Kao Corporation) 6.08 g, lactic acid (Musashino lactic acid 90, stock) 0.30 g of Musashino Chemical Laboratory Co., Ltd. and 10.50 g of dipropylene glycol (DPG-RF, ADEKA Co., Ltd.) were placed in a 300 ml beaker and heated to 80 ° C. with propeller stirring to completely dissolve the raw materials. In this oil phase, 179.62 g of ion-exchanged water heated to 80 ° C. as an aqueous phase was added dropwise over 10 minutes and emulsified at 80 ° C. This was above the gel transition temperature of the vesicle composition to be adjusted. The stirring rotation speed at the time of emulsification was 150 rpm. Then, it cooled to 30 degrees C or less with a 5 degreeC refrigerant | coolant, and obtained the premix composition.

(Example 7)
Stearic acid (Lunac S-90V, Kao Corporation) 3.50 g, N, N-dimethyltetradecylamine (Farmin DM 4098, Kao Corporation) 3.78 g, lactic acid (Musashino lactic acid 90, Musashino Chemical Research Co., Ltd.) 0.30 g) and 10.50 g of dipropylene glycol (DPG-RF, manufactured by ADEKA Corporation) were placed in a 300 ml beaker and heated to 80 ° C. with propeller stirring to completely dissolve the raw materials. In this oil phase, 181.90 g of ion-exchanged water heated to 80 ° C. as an aqueous phase was quantitatively dropped over 10 minutes and emulsified at 80 ° C. This was above the gel transition temperature of the vesicle composition to be adjusted. The stirring rotation speed at the time of emulsification was 150 rpm. Then, it cooled to 30 degrees C or less with a 5 degreeC refrigerant | coolant, and obtained the premix composition.

(Example 8)
Stearic acid (Lunac S-90V, Kao Corporation) 3.50 g, N, N-dimethylbehenylamine (Farmin DM 2285, Kao Corporation) 5.54 g, Lactic acid (Musashino Lactic Acid 90, Musashino Chemical Laboratory) 0.30 g) and 10.50 g of dipropylene glycol (DPG-RF, manufactured by ADEKA Corporation) were placed in a 300 ml beaker and heated to 80 ° C. with propeller stirring to completely dissolve the raw materials. In this oil phase, 180.14 g of ion-exchanged water heated to 80 ° C. as a water phase was quantitatively dropped over 10 minutes and emulsified at 80 ° C. This was above the gel transition temperature of the vesicle composition to be adjusted. The stirring rotation speed at the time of emulsification was 150 rpm. Then, it cooled to 30 degrees C or less with a 5 degreeC refrigerant | coolant, and obtained the premix composition.

Example 9
Stearic acid (Lunac S-90V, manufactured by Kao Corporation) 3.50 g, N- [3- (dimethylamino) propyl] docosanamide (AMIDET APA-22, manufactured by Kao Corporation) 13.06 g, lactic acid (Musashino lactic acid 90, 0.30 g of Musashino Chemical Laboratory Co., Ltd.) and 10.50 g of dipropylene glycol (DPG-RF, ADEKA Co., Ltd.) were placed in a 300 ml beaker and heated to 80 ° C. with propeller stirring to completely dissolve the raw materials. In this oil phase, 172.62 g of ion-exchanged water heated to 80 ° C. as an aqueous phase was added dropwise over 10 minutes and emulsified at 80 ° C. This was above the gel transition temperature of the vesicle composition to be adjusted. The stirring rotation speed at the time of emulsification was 150 rpm. Then, it cooled to 30 degrees C or less with a 5 degreeC refrigerant | coolant, and obtained the premix composition.

(Example 10)
Stearic acid (Lunac S-90V, manufactured by Kao Corporation) 3.50 g, N- [3- (dimethylamino) propyl] docosanamide (AMIDET APA-22, manufactured by Kao Corporation) 3.26 g, lactic acid (Musashino lactic acid 90, 0.30 g of Musashino Chemical Laboratory Co., Ltd.) and 10.50 g of dipropylene glycol (DPG-RF, ADEKA Co., Ltd.) were placed in a 300 ml beaker and heated to 80 ° C. with propeller stirring to completely dissolve the raw materials. In this oil phase, 182.42 g of ion-exchanged water heated to 80 ° C. as a water phase was quantitatively dropped over 10 minutes and emulsified at 80 ° C. This was above the gel transition temperature of the vesicle composition to be adjusted. The stirring rotation speed at the time of emulsification was 150 rpm. Then, it cooled to 30 degrees C or less with a 5 degreeC refrigerant | coolant, and obtained the premix composition.

(Example 11)
Stearic acid (Lunac S-90V, manufactured by Kao Corporation) 3.50 g, N- [3- (dimethylamino) propyl] docosanamide (AMIDET APA-22, manufactured by Kao Corporation) 6.54 g, lactic acid (Musashino lactic acid 90, 0.30 g of Musashino Chemical Laboratory Co., Ltd.) and 10.50 g of dipropylene glycol (DPG-RF, ADEKA Co., Ltd.) were placed in a 300 ml beaker and heated to 80 ° C. with propeller stirring to completely dissolve the raw materials. In this oil phase, 179.16 g of ion-exchanged water heated to 80 ° C. as a water phase was quantitatively dropped over 10 minutes and emulsified at 80 ° C. The number of stirring rotations during emulsification was 700 rpm. Then, it cooled to 30 degrees C or less with a 5 degreeC refrigerant | coolant, and obtained the premix composition.

(Comparative Example 1)
N- [3- (dimethylamino) propyl] docosanamide (AMIDET APA-22, Kao Co., Ltd.) 6.54 g, lactic acid (Musacino lactic acid 90, Musashino Chemical Laboratory Co., Ltd.) 0.30 g, and dipropylene glycol ( DPG-RF (manufactured by ADEKA Corporation) (10.50 g) was placed in a 300 ml beaker and heated to 80 ° C. with propeller stirring to completely dissolve the raw materials. In this oil phase, 182.66 g of ion-exchanged water heated to 80 ° C. as a water phase was quantitatively dropped over 10 minutes and emulsified at 80 ° C. The stirring rotation speed at the time of emulsification was 150 rpm. Then, it cooled to 30 degrees C or less with a 5 degreeC refrigerant | coolant, and obtained the premix composition.

(Comparative Example 2)
Stearic acid (Lunac S-90V, manufactured by Kao Corporation) 3.50 g, lactic acid (Musashino lactic acid 90, manufactured by Musashino Chemical Laboratory Co., Ltd.) 0.30 g, and dipropylene glycol (DPG-RF, manufactured by ADEKA Corporation) 10 .50 g was placed in a 300 ml beaker and heated to 80 ° C. with propeller stirring to completely dissolve the raw material. In this oil phase, 185.70 g of ion-exchanged water heated to 80 ° C. was added dropwise as an aqueous phase over 10 minutes and emulsified at 80 ° C. The stirring rotation speed at the time of emulsification was 150 rpm. Then, it cooled to 30 degrees C or less with a 5 degreeC refrigerant | coolant, and obtained the premix composition.

(Comparative Example 3)
Stearic acid (Lunac S-90V, manufactured by Kao Corporation) 3.50 g, N- [3- (dimethylamino) propyl] docosanamide (AMIDET APA-22, manufactured by Kao Corporation) 6.54 g, and dipropylene glycol (DPG) (RF, manufactured by ADEKA Corporation) 10.50 g was put into a 300 ml beaker and heated to 80 ° C. with propeller stirring to completely dissolve the raw materials. In this oil phase, 179.46 g of ion-exchanged water heated to 80 ° C. as an aqueous phase was added dropwise over 10 minutes and emulsified at 80 ° C. The stirring rotation speed at the time of emulsification was 150 rpm. Then, it cooled to 30 degrees C or less with a 5 degreeC refrigerant | coolant, and obtained the premix composition.

(Comparative Example 4)
Stearic acid (Lunac S-90V, manufactured by Kao Corporation) 3.50 g, N- [3- (dimethylamino) propyl] docosanamide (AMIDET APA-22, manufactured by Kao Corporation) 6.54 g, lactic acid (Musashino lactic acid 90, (Musashino Chemical Laboratory Co., Ltd.) 0.30 g, dipropylene glycol (DPG-RF, ADEKA Co., Ltd.) 10.50 g, and benzyl alcohol (Sigma Aldrich Japan Co., Ltd.) 6.00 g are put in a 300 ml beaker. The mixture was heated to ℃ with propeller stirring to completely dissolve the raw material. In this oil phase, 173.16 g of ion-exchanged water heated to 80 ° C. as a water phase was quantitatively dropped over 10 minutes and emulsified at 80 ° C. The stirring rotation speed at the time of emulsification was 150 rpm. Then, it cooled to 30 degrees C or less with a 5 degreeC refrigerant | coolant, and obtained the premix composition.

(Comparative Example 5)
Capric acid (Sigma Aldrich Japan Co., Ltd.) 3.50 g, N- [3- (dimethylamino) propyl] docosanamide (AMIDET APA-22, Kao Corporation) 10.78 g, Lactic acid (Musashino lactic acid 90, Musashino Co., Ltd.) Chemical Research Laboratories (0.50 g) and dipropylene glycol (DPG-RF, manufactured by ADEKA) (10.50 g) were placed in a 300 ml beaker and heated to 80 ° C. with propeller stirring to completely dissolve the raw materials. In this oil phase, 174.70 g of ion-exchanged water heated to 80 ° C. as an aqueous phase was added dropwise over 10 minutes and emulsified at 80 ° C. The stirring rotation speed at the time of emulsification was 150 rpm. Then, it cooled to 30 degrees C or less with a 5 degreeC refrigerant | coolant, and obtained the premix composition.

(Comparative Example 6)
179.16 g of ion-exchanged water was placed in a 300 mL beaker and heated to 80 ° C. with propeller stirring. Also, stearic acid (Lunac S-90V, manufactured by Kao Corporation) 3.50 g, N- [3- (dimethylamino) propyl] docosanamide (AMIDET APA-22, manufactured by Kao Corporation) 6.54 g, lactic acid (musashino lactic acid) 90, Musashino Chemical Laboratory Co., Ltd.) 0.30 g and dipropylene glycol (DPG-RF, ADEKA Co., Ltd.) 10.50 g were put in another beaker and heated to 80 ° C. with propeller stirring to complete the raw materials Dissolved. This oil phase was quantitatively added dropwise to the aqueous phase in a 300 ml beaker over 10 minutes and emulsified at 80 ° C. The stirring rotation speed at the time of emulsification was 150 rpm. Then, it cooled to 30 degrees C or less with a 5 degreeC refrigerant | coolant, and obtained the premix composition.

[Evaluation of premix composition]
(1) The presence or absence of vesicle formation was evaluated by observation with a polarizing microscope.
A: A clear Maltese cross derived from a vesicle structure is observed. ○: A Maltese cross derived from a vesicle structure is observed. X: A maltese cross derived from a vesicle structure is not observed. (2) Average particle size of premix Was measured at 25 ° C. using a Multisizer ^™ 4 manufactured by Beckman Coulter, Inc. The average particle diameter was a volume-based median diameter.

[Preparation of rinse]
The rinse was prepared using the premix composition obtained in Examples 1-11 and Comparative Examples 1-6. In a 500 ml beaker, 301.40 g of ion-exchanged water and 2.36 g of lactic acid (Musacino lactic acid 90, manufactured by Musashino Chemical Laboratory Co., Ltd.) are added as an aqueous phase, and heated to 55 ° C. with stirring with a propeller. Thereafter, 9.29 g of N, N-dimethyloctadecyloxypropylamine (Farmin DM E-80, manufactured by Kao Corporation), 21.00 g of stearyl alcohol (calcol 8098, manufactured by Kao Corporation), dipropylene glycol (DPG- RF, manufactured by ADEKA Co., Ltd.) was uniformly dissolved at 80 ° C. and then added to the aqueous phase, followed by stirring at 300 rpm for 10 minutes for emulsification. After cooling to 35 ° C. or lower to prepare a base rinse, 10.00 g of the aforementioned premix was added to make a rinse.

[Rinse evaluation method]
The hair of a Japanese woman that has been treated once with straight perm and twice with bleach is treated as damaged hair, and each 20 g (length 15-20 cm, average diameter 80 μm) of hair bundle is obtained using 2 g of standard shampoo with the following composition. After applying 2 g of the rinse prepared in the above-mentioned examples and comparative examples to the washed hair bundle, fully acclimating the entire hair, rinsing under running water of about 40 ° C. for about 30 seconds, and then performing towel drying. And dried thoroughly with a dryer.

・ Standard shampoo formulation (pH 7.0)
25% polyoxyethylene (2.5) lauryl ether sulfate sodium salt 62.0%
Lauric acid diethanolamide 2.3%
Edetate disodium 0.15%
Sodium benzoate 0.5%
Sodium chloride 0.8%
75% phosphoric acid appropriate amount Fragrance, methylparaben appropriate amount Purified water remaining

  The “feeling of familiarity when applied” and “smoothness when rinsing” of hair were evaluated. The evaluation was performed by 5 people on a 5-level scale, and the average value was taken. If the average score was 3 points or more, it was regarded as a passing product.

(Evaluation criteria)
5: Excellent feeling at application and smoothness at rinsing 4: Excellent feeling at application and smoothness at rinsing 3: Good feeling at application or smoothness at rinsing 2: Either the familiarity at the time of application or the smoothness at the time of rinsing is inferior 1: Both the familiarity at the time of application and the smoothness at the time of rinsing are inferior

[Evaluation of handling properties]
Viscosities were measured for Example 1, Example 11 and Comparative Example 6 which were different in the production method with exactly the same formulation, and the handling property of each composition was evaluated.
A: Viscosity ≦ 1000 mPa · s
○: 1000 <viscosity ≦ 5000 mPa · s
×: Viscosity> 5000 mPa · s
The viscosity was measured using a B-type viscometer (VISCOMETER TV-10M manufactured by Toki Sangyo Co., Ltd.) under the conditions of a temperature of 30 ° C., a rotation speed of 30 rpm, and a holding time of 60 s.
The viscosity was lower than that of the prior art, and the handling property during production was also good (Table 5).

Claims (10)

A vesicle composition in which the continuous phase formed from components (A), (B), (C) and water is an aqueous phase, wherein the components (A), (B) and (C) in the vesicle composition A vesicle composition containing a vesicle having a total volume of 1 to 20% by mass and a volume average particle diameter of 2 to 20 μm:
(A) a straight chain fatty acid having 16 to 22 carbon atoms,
(B) N- (3- (dimethylamino) propyl) docosanamide,
(C) An organic acid having 1 to 8 carbon atoms.   The vesicle composition according to claim 1, further comprising (D) a polyhydric alcohol.   The ratio of the acid equivalent of (A) + (C) to the base equivalent of (B) is 0.25 to 4 in the components (A), (B) and (C). The vesicle composition described.   A hair cosmetic comprising one or more surfactants and an aliphatic alcohol and obtained by adding the vesicle composition according to any one of claims 1 to 3. Component (A) straight chain fatty acid having 16 to 22 carbon atoms ,
Component (B) N- (3- (dimethylamino) propyl) docosanamide,
Component (C) A continuous phase comprising a step of dissolving an oil phase containing an organic acid having 1 to 8 carbon atoms at a temperature equal to or higher than the melting point of the oil phase, and a step of mixing the dissolved oil phase while adding an aqueous phase. A method for producing a vesicle composition, wherein is a water phase.   The method for producing a vesicle composition according to claim 5, wherein the oil phase further contains (D) a polyhydric alcohol.   The ratio of the acid equivalent of (A) + (C) to the base equivalent of (B) is 0.25 to 4 in the components (A), (B) and (C). A method for producing a vesicle composition.   The vesicle composition manufactured with the manufacturing method as described in any one of Claims 5-7.   Any of Claims 5-7 containing the vesicle whose sum total of said component (A), (B) and (C) in a vesicle composition is 1-20 mass%, and whose average particle diameter is 2-20 micrometers. A vesicle composition produced by the method according to one item.   A hair cosmetic obtained by adding a vesicle composition containing one or more surfactants and an aliphatic alcohol and produced by the method according to any one of claims 5 to 7.