JPH10316877A - Color pigment, its production and cosmetic produced by using the pigment - Google Patents

Abstract

PROBLEM TO BE SOLVED: To facilitate the fixation of a color pigment on a specific carrier substance and stabilize the pigment in a state exhibiting bright color tone by bringing a color pigment into contact with a carrier substance in the presence of a water-soluble aluminum salt. SOLUTION: (A) A powdery hydrous silicate mineral or barium sulfate is brought into contact with (B) an aqueous solution containing a xanthene pigment expressed by the formula (X is H, Br, I or Cl; Y is H or Cl; Z is Na or K) in the presence of (C) a water-soluble aluminum salt. The component B is preferably a xanthene pigment having xanoid-type structure, concretely 9-ortho- carboxyphenyl-6-hydroxy-3-isoxanthone disodium salt, etc.

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

TECHNICAL FIELD The present invention relates to a novel colored pigment,
The present invention relates to a production method thereof and a cosmetic containing the colored pigment. More specifically, the present invention relates to a colored pigment comprising a xanthene dye fixed to a specific carrier, a method for producing the same, and a makeup cosmetic containing the colored pigment.

[0002]

2. Description of the Related Art Hitherto, xanthene dyes are known as dyes for foods, medicines and cosmetics. The xanthene dye has a tautomer due to “acid” ⇔ “alkali”. That is, Red No. 230 (1) (eosin YS) which is known as a xanthene dye
Specifically, in the alkaline region, it is a quinoid type 9-ortho-carboxyphenyl-6-hydroxy-2,4,4 represented by the following structural formula (A).
It is a disodium salt of 5,7-tetrabromo-3-isoxanthone, a substance called Red No. 230 (1). However, (1) of Red No. 230 changes to the lactone type of structural formula (B) in the acidic region, and
7-tetrabromo-3,6-fluoranediol, a substance called Red No. 223 (tetrabromofluorescein). Conversely, Red No. 223 having a lactone type (B) structure in the acidic region is a quinoid type (A) Red No. 230 (1) in the alkaline region.
Will change.

Embedded image When it has a quinoid type (A) structure, it has a vivid red color that is soluble in water, but has a lactone type (B)
When the structure is changed to, it becomes insoluble in water and the hue is red, but the color tone is different from that of the quinoid type. As described above, since the xanthene-based dye has a property that the color tone changes depending on the pH range and is not stable, it has not been easy to stabilize the color tone until now.

On the other hand, powdered hydrated silicate minerals (for example, mica, talc, kaolin, etc.) or barium sulfate are used for color adjustment as a diluent for coloring materials, and are also useful for cosmetics (extensibility, extensibility, etc.). It is used to adjust adhesion. However, a colored pigment obtained by stably fixing a xanthene-based dye to the hydrated silicate mineral or barium sulfate in a state of exhibiting a vivid color tone with high saturation has not been found so far.

[0004]

SUMMARY OF THE INVENTION Under such circumstances, the present invention provides a colored pigment comprising a xanthene dye which is stably immobilized in a vividly colored state, and which is a cosmetic pigment. It is intended to be used as a component.

[0005]

Means for Solving the Problems The inventors of the present invention have made intensive studies on stably fixing a xanthene dye in a state of exhibiting a vivid color tone, and as a result, it has found that a specific carrier substance is not soluble in water-soluble aluminum. It has been found that by contacting with an aqueous solution containing a xanthene dye in the presence of a salt, the xanthene dye easily adheres to the carrier substance and stabilizes in a state where a vivid color tone is exhibited. The invention has been completed.

That is, the present invention uses a powdered hydrated silicate mineral or barium sulfate as a carrier substance,

Embedded image Wherein X is a hydrogen atom, a bromine atom, an iodine atom or a chlorine atom, Y is a hydrogen atom or a chlorine atom, and Z is a sodium atom or a potassium atom. Of the colored pigment and 0.01 to 50 parts by weight of the basic composition of the colored pigment and the cosmetic
An object of the present invention is to provide a make-up cosmetic characterized by containing parts by weight.

According to the present invention, the colored pigment is
It can be produced by contacting a powdery hydrated silicate mineral or barium sulfate with an aqueous solution of a xanthene dye represented by the above general formula (I) in the presence of a water-soluble aluminum salt.

[0008]

DESCRIPTION OF THE PREFERRED EMBODIMENTS In the present invention, a powdery hydrated silicate mineral or barium sulfate is used as a carrier substance for fixing a xanthene dye.

The hydrated silicate mineral in the form of powder is a viscous mineral mainly containing silicon and aluminum and containing magnesium, iron, alkali metals (Li, Na, K) and the like. 15 μm “talc powder”, “kaolin powder” having an average particle diameter of 0.3 to 5 μm, “mica (also called muscovite) powder” having an average particle diameter of 4 to 6 μm, and “mica (also called muscovite) powder” having an average particle diameter of 3 to 7 μm Sericite (sericite) powder "and" baked sericite (baked sericite) powder "obtained by calcining and pulverizing sericite.

As barium sulfate, for example, “barium arsenate powder” having an average particle diameter of 4 to 10 μm obtained by pulverizing natural barite and separating it in air or water depending on the difference in specific gravity, or "Precipitating barium sulfate powder" having an average particle diameter of 0.1 to 15 μm, which is obtained by allowing sodium sulfate to act on an aqueous solution of barium sulfide or by allowing sulfuric acid to act on an aqueous solution of barium chloride;
Alternatively, when barium sulfate is precipitated, “plate-like barium sulfate powder” having a plate-like diameter of 5 to 10 μm and a thickness of 0.1 to 0.4 μm, which is precipitated so as to form plate-like crystals, or a spherical crystal is used. 0.1 μm fine “spherical particulate barium sulfate powder”.

In the present invention, the above-mentioned powdery carrier substances may be used alone or in combination of two or more.

On the other hand, the xanthene dye used in the present invention is a xanthene dye having a quinoid structure represented by the general formula (I). It can also be treated with an alkali metal hydroxide or carbonate to convert it into a quinoid-type xanthene dye represented by the general formula (I).

First, as a xanthene dye having a quinoid structure, a disodium salt of 9-ortho-carboxyphenyl-6-hydroxy-3-isoxanthone [yellow 2
No. 02 (1) / Uranine], dipotassium salt of 9-ortho-carboxyphenyl-6-hydroxy-3-isoxanthone [Yellow No. 202 (2) / Uranine K], 9-
Ortho-carboxyphenyl-6-hydroxy-4,5
-Disodium salt of dibromo-3-isoxanthone, 9
-Ortho-carboxyphenyl-6-hydroxy-4,
Dipotassium salt of 5-dibromo-3-isoxanthone, 9
-Ortho-carboxyphenyl-6-hydroxy-4,
Disodium salt of 5-diiodo-3-isoxanthone [Orange 207 / erythrosine yellow NA], 9-ortho-carboxyphenyl-6-hydroxy-2,4,
Disodium salt of 5,7-tetrabromo-3-isoxanthone [Red No. 230 (1) / eosin YS], 9-
Ortho-carboxyphenyl-6-hydroxy-2,
Dipotassium salt of 4,5,7-tetrabromo-3-isoxanthone [red 230 (2) / eosin YSK],
9-ortho-carboxyphenyl-6-hydroxy-
Disodium salt of 2,4,5,7-tetrachloro-3-isoxanthone, 9-ortho-carboxyphenyl-6
-Hydroxy-2,4,5,7-tetrachloro-3-isoxanthone dipotassium salt, 9-ortho-carboxyphenyl-6-hydroxy-2,4,5,7-tetraiodo-3-isoxanthone disodium salt [Red No. 3 / erythrosine], 9- (3,4,5,6-tetrachloro-ortho-carboxyphenyl) -6-hydroxy-
Disodium salt of 2,4,5,7-tetrabromo-3-isoxanthone [(1) of Red No. 104 / phloxine B], 9- (3,4,5,6-tetrachloro-ortho-
Carboxyphenyl) -6-hydroxy-2,4,5
Dipotassium salt of 7-tetrabromo-3-isoxanthone [Red No. 231 / Phloxin BK], 9- (3,4
5,6-tetrachloro-ortho-carboxyphenyl)
-6-hydroxy-2,4,5,7-tetraiodo-3
-Disodium salt of isoxantone [Red No. 105 (1) / rose bengal], 9- (3,4,5,6-tetrachloro-ortho-carboxyphenyl) -6-hydroxy-2,4,5,7 And dipotassium salt of tetraiodo-3-isoxanthone [Red No. 232 / Rose Bengal K].

Next, as a xanthene dye having a lactone structure used after being converted into a xanthene dye having a quinoid structure, 3,6-fluoranediol [Yellow No. 201 / fluorescein], 4,5-dibromo-3 , 6-Fluoranediol [Dai No. 201 / dibromofluorescein], 4,5-diiodo-3,6-fluoranediol [Daiiro No.206 / diiodofluorescein], 2,4,5,7-tetrabromo -3,6-fluoranediol [Red No. 223 / tetrabromofluorescein], 2,4,5,7-tetrabromo-12,13,
14,15-tetrachloro-3,6-fluoranediol [Red No. 218 / tetrachloro-tetrabromofluorescein] and the like.

The hydroxide or carbonate of an alkali metal used to convert these lactone-type xanthene dyes into quinoid-type xanthene dyes includes:
Examples include sodium hydroxide, potassium hydroxide, sodium carbonate, potassium carbonate and the like.

In the present invention, one of the above-mentioned xanthene dyes having a quinoid type or lactone type structure may be used alone, or two or more types may be used in combination to obtain a colored pigment having a desired color tone. .

The colored pigment of the present invention is obtained by immobilizing the above-mentioned xanthene dye on the above-mentioned powdery carrier substance. According to the present invention, in the presence of a water-soluble aluminum salt, the above-mentioned quinoid-type structure is obtained. A desired colored pigment can be efficiently produced by bringing an aqueous solution containing a xanthene dye or a dye obtained by converting the lactone type xanthene dye into a quinoid type structure into contact with the powdery carrier substance. Even if the powdery carrier substance is simply brought into contact with an aqueous solution containing the xanthene dye without using the water-soluble aluminum salt, the xanthene dye is not immobilized on the powdery carrier substance. By contacting in the presence of a water-soluble aluminum salt, the xanthene dye is stabilized in a quinoid type structure, and is fixed and fixed to the surface of the powdery carrier substance. It is presumed that the xanthene dye having a quinoid structure is immobilized on the powdery carrier substance via aluminum ions derived from a water-soluble aluminum salt.

The water-soluble aluminum salt used in the present invention includes, for example, aluminum sulfate, aluminum chloride, aluminum acetate, aluminum potassium sulfate, sodium aluminum sulfate, and ammonium ammonium sulfate. These water-soluble aluminum salts may be used alone or in combination of two or more.

As a specific method of fixing the xanthene dye to the powdery carrier substance, when a xanthene dye having a quinoid structure is used: a dye solution prepared by dissolving a xanthene dye having a quinoid structure is used. After the powdery carrier substance is dispersed while stirring, a method of adding a water-soluble aluminum salt or the like can be used.

When a lactone-type xanthene dye is used: First, a lactone-type xanthene dye is added to an aqueous solution in which an alkali metal hydroxide or carbonate is dissolved to dissolve the lactone-type xanthene dye. To prepare a dye solution converted to a xanthene dye. Then, after dispersing the powdery carrier substance into the dye solution while stirring, a method of adding a water-soluble aluminum salt or the like can be used.

The amount of the alkali metal hydroxide or carbonate used to convert the lactone type xanthene dye into the quinoid type xanthene dye is as follows in the case of the alkali metal hydroxide: It is appropriate to use 2.0 to 4.0 moles per mole of the lactone-type xanthene dye, and in the case of using an alkali metal carbonate: 1 mole of the lactone-type xanthene dye. It is appropriate to use a 1.0- to 2.0-fold molar amount with respect to. Then, this is dissolved in water to obtain 0.03 to 0.
It is preferable to use it after adjusting to a concentration of about 05% (W / V%).

The amount of the xanthene dye used is 0.1 to 15% by weight, preferably 1 to 10% by weight, based on the powdery carrier substance.
An appropriate amount is% by weight. The concentration of the xanthene dye in the dye solution is preferably about 0.05 to 0.5% (W / V%), and more preferably about 0.1 to 0.3% (W / V%).

Next, the amount of the water-soluble aluminum salt used is as follows:
In the case of a water-soluble aluminum salt having one aluminum atom per mole: an appropriate amount is 0.3 to 1.0 mole, preferably 0.4 to 0.8 mole, per mole of the xanthene dye. There is. In the case of a water-soluble aluminum salt having two aluminum atoms per 1 mol: 0.1 to 0.8 mol, preferably 0.2 to 0.5 mol, per 1 mol of the xanthene dye. Appropriate amount. The water-soluble aluminum salt may be gradually added as it is, but is preferably added in the form of an aqueous solution. When this is used as an aqueous solution, 0.1 to 1.0% (W / V
%).

The fixing treatment may be performed at room temperature.
It is advantageous to carry out at a temperature of about 60 ° C. for about 1 to 3 hours. Further, the pH of the dye solution during the fixing treatment is preferably kept in the range of 4.0 to 7.0. In order to adjust the pH of the dye solution to this range, the water-soluble aluminum salt as an acidic substance, or The alkali metal hydroxide or carbonate as an alkaline substance may be added during the fixing treatment.

In this way, the xanthene dye is easily fixed to the carrier substance of the powdery hydrated silicate mineral or barium sulfate in a state of exhibiting a vivid color tone and stabilized. After the fixation, the carrier on which the dye is fixed and immobilized is removed by a known means such as filtration or centrifugation, dried, and, if necessary, crushed (crushed) to obtain a desired finely powdered colored pigment. Is obtained.

The above-mentioned xanthene dyes are also used as coloring agents for foods, pharmaceuticals and cosmetics, etc. The above-mentioned powdery carrier substances are also highly safe, and in particular, the xanthene dyes are fixed to the carrier substances. The colored pigment of the present invention is dark (the lightness V in Munsell value is 7 or less) and vivid (saturation C in the Munsell value is 10 or more), and its color tone is stable. Can be used very suitably as a coloring agent.

[0027] The makeup cosmetic of the present invention contains the above-mentioned colored pigment as a coloring agent, and the compounding amount is 0.01 to 100 parts by weight of the basic composition of the cosmetic.
It is selected in the range of 50 parts by weight. The optimum amount of the colored pigment is selected within the above range according to the type of the cosmetic.

The basic composition in the makeup cosmetic of the present invention is not particularly limited, and is a basic composition conventionally used in various makeup cosmetics, for example, eye shadow, blusher, foundation, lipstick, nail polish and the like. Can be mentioned. The makeup cosmetic of the present invention may optionally contain other coloring agents such as inorganic pigments and organic pigments. The method for preparing the makeup cosmetic of the present invention is not particularly limited, and a method conventionally used for preparing a makeup cosmetic can be used.

[0029]

The colored pigment of the present invention is obtained by stabilizing and fixing a xanthene dye to a specific powdery carrier substance in a state of exhibiting a vivid color tone, and the color density is the lightness of the Munsell value. V is 7 or less, and its vividness is 10 or more as measured by the Munsell value saturation C, and its color tone is stable. Therefore, it is extremely suitably used as a coloring agent for cosmetics. And has excellent extensibility to the skin, and can express a transparent and vivid color tone. Further, the makeup cosmetic of the present invention also contains the above-mentioned colored pigment, and has good adhesion to the skin and a good feeling of use such as spreading and familiarity. ,Foundation,
It is suitably used as a lipstick, a beautiful nail material and the like.

[0030]

Next, the present invention will be described in more detail with reference to examples, but the present invention is not limited to these examples. The physical properties of the obtained pigment were determined as follows. (1) Appearance By visual observation. (2) Hue H, lightness V, saturation C 380 to 78 using a spectrophotometer using an integrating sphere [Spectrophotometer "Ubest50" manufactured by JASCO Corporation].
A reflection spectrum is measured in a wavelength region of 0 nm, and a C light source (daylight including a blue sky) is measured from the measured spectrum using a color calculation program [TSV-433 type color calculation program manufactured by JASCO Corporation]. The Munsell value according to a color system based on a 2-degree visual field determined by the International Commission on Illumination (CIE) was determined as a standard light source. The hue (H) of the Munsell value is represented by “R” for the “red” hue area, “P” for the “purple” hue area, “B” for the “blue” hue area, and “yellow” for the hue area. The hue area is represented by “Y”.

Example 1 9-ortho-carboxyphenyl-6-hydroxy-2,4,5,7-having a quinoid structure was added to 1200 ml of purified water.
Disodium salt of tetrabromo-3-isoxanthone [red 230 (1) / eosin YS] 2 g (0.0
0289 mol), and the temperature of the dye solution was raised to 50 ° C.
Barium sulfate powder [manufactured by Sakai Chemical Industry Co., Ltd .: plate-shaped barium sulfate “plate-shaped barium sulfate H”,
Purity 98%, particle size 5-10 μm × 0.2 μm, median diameter 7.416 μm], 20 g, and disperse them. 0.5% (W / V%) aluminum sulfate · 18 with continuous stirring
130 ml of an aqueous hydrate solution was added dropwise over 1 hour, and the mixture was further stirred at 50 ° C. for 2 hours. The dye solution p at this time
H was 4. Thereafter, the red barium sulfate powder was filtered off, dried at 55 ° C., and pulverized with a mortar to obtain 21.9 g of a fine powdery pigment having a red appearance. The filtrate was slightly red and transparent, and had a pH of 4. In addition, despite drying at 55 ° C., the fixed xanthene-based dye did not fade and exhibited a vivid red color, confirming that the obtained pigment was excellent in heat resistance. FIG. 1 shows the spectral reflection spectrum of the red pigment thus obtained. The hue H obtained from this spectrum is 5.3R
(Red), lightness V is 5.4, chroma C is 11.6,
It was confirmed that the pigment was a red pigment having a high saturation and a vivid color tone.

Example 2 9-Ortho-carboxyphenyl-6 in Example 1
Disodium salt of -hydroxy-2,4,5,7-tetrabromo-3-isoxanthone [Red No. 230 (1)
/ Eosin YS] 2 g, instead of 9- (3,4,5,6-tetrachloro-ortho-carboxyphenyl) -6-hydroxy-2,4,5,7 also having a quinoid structure.
Disodium salt of tetrabromo-3-isoxanthone [(1) of Red No. 104 / phloxine B] 2 g (0.0%)
Except for using 0241 mol), 21.8 g of a fine powdery pigment having a red appearance was obtained in the same manner as in Example 1. At this time, the pH of the dye solution was 4, and the filtrate was slightly red and transparent, and its pH was 4. FIG. 2 shows the spectral reflection spectrum of the red pigment thus obtained. The hue H obtained from this spectrum is 9.7 RP
(Purple red), lightness V was 5.6, and chroma C was 12.2, and it was confirmed that the pigment was a red pigment having a high chroma and a vivid color tone.

Example 3 To 1200 ml of purified water was added 55 ml of an aqueous solution of 1% (W / V%) potassium hydroxide, and to the lactone-type structure 4,
2 g of 5-dibromo-3,6-fluoranediol [Dai-Dai No. 201 / dibromofluorescein]
408 mol) and dissolved. The temperature of the dye solution was raised to 50 ° C., 20 g of barium sulfate powder as in Example 1 was added and dispersed while stirring, and 0.5% (W / V%) potassium aluminum sulfate. 12
A hydrate aqueous solution (250 ml) was added dropwise over 1 hour, and the mixture was further stirred at 50 ° C. for 2 hours. The dye solution p at this time
H was 5. Thereafter, the orange barium sulfate powder was filtered off, dried at 55 ° C., and pulverized in a mortar to obtain 21.5 g of a fine powdery pigment having an orange appearance. The filtrate was slightly yellow and transparent, and had a pH of 5. In addition, despite drying at 55 ° C., the fixed xanthene dye did not fade and exhibited a bright orange color, confirming that the obtained pigment had excellent heat resistance. FIG. 3 shows the spectral reflection spectrum of the orange pigment thus obtained. The hue H determined from this spectrum is 4.0YR
(Yellowish red), lightness V was 6.8 and chroma C was 11.2, and it was confirmed that the pigment was an orange pigment having a high chroma and a vivid color tone.

Example 4 In place of 2 g of 4,5-dibromo-3,6-fluoranediol [Daiiro No. 201 / dibromofluorescein] in Example 3, 2,2 having the same lactone structure was used.
4,5,7-Tetrabromo-3,6-fluoranediol [Red 223 / Tetrabromofluorescein] 2 g
(0.00308 mol) and 0.5% (W / V
%) 21.8 g of a fine powdery pigment having a red appearance was obtained in the same manner as in Example 3 except that 200 ml of an aqueous solution of potassium aluminum sulfate dodecahydrate was used. At this time, the pH of the dye solution was 5, and the filtrate was slightly red and transparent, and its pH was 5. FIG. 4 shows the spectral reflection spectrum of the red pigment thus obtained. The hue H obtained from this spectrum is 5.5R
(Red), lightness V is 4.5, chroma C is 11.5,
It was confirmed that the pigment was a red pigment having a high saturation and a vivid color tone.

Example 5 In place of 2 g of 4,5-dibromo-3,6-fluoranediol [Daiiro No. 201 / dibromofluorescein] in Example 3, 2,2 having the same lactone structure was used.
4,5,7-Tetrabromo-3,6-fluoranediol [Red 223 / Tetrabromofluorescein] 2 g
(0.00308 mol) and 20 g of mica powder [Toray Pigment Co., Ltd .: “Mica M” average particle diameter 20 μm] instead of 20 g of barium sulfate powder, and 0.5% (W / V) %) 21.7 g of a fine powdery pigment having a red appearance was obtained in the same manner as in Example 3 except that 200 ml of an aqueous solution of potassium aluminum sulfate dodecahydrate was used. The pH of the dye solution at this time
Was 5, the filtrate was slightly red and transparent, and its pH was 5. FIG. 5 shows the spectral reflection spectrum of the red pigment thus obtained. The hue H obtained from this spectrum is 4.1R (red), the lightness V is 5.6, and the chroma C
Was 10.5, and it was confirmed that the pigment was a red pigment having a high color saturation and a vivid color tone.

Example 6 Instead of 2 g of 4,5-dibromo-3,6-fluoranediol [Daiiro No. 201 / dibromofluorescein] in Example 3, 2,2 having a lactone-type structure was used.
4,5,7-tetrabromo-12,13,14,15-
Tetrachloro-3,6-fluoranediol [red 21
No. 8 / tetrachloro-tetrabromofluorescein] 2
g (0.002545 mol) and 0.5% (W
/ V%) 21.7 g of a fine powdery pigment having a red appearance was obtained in the same manner as in Example 3 except that 160 ml of an aqueous solution of potassium aluminum sulfate dodecahydrate was used. At this time, the pH of the dye solution was 5, and the filtrate was slightly red and transparent, and its pH was 5. FIG. 6 shows the spectral reflection spectrum of the colored pigment thus obtained. The hue H obtained from this spectrum is 9.6 RP
(Purple red), lightness V was 5.5, and chroma C was 11.7, and it was confirmed that the pigment was a red pigment having a high chroma and a vivid color tone.

Example 7 In place of 2 g of 4,5-dibromo-3,6-fluoranediol [Daiiro No. 201 / dibromofluorescein] in Example 3, 2,2 having the same lactone structure was used.
4,5,7-tetrabromo-12,13,14,15-
Tetrachloro-3,6-fluoranediol [red 21
No. 8 / tetrachloro-tetrabromofluorescein] 2
g (0.002545 mol), and instead of 20 g of barium sulfate powder, sericite powder [Toshiki Pigment Co., Ltd .: “Serisite J (average particle diameter 4.3 μm)”]
20 g, and an aqueous solution of 0.5% (W / V%) potassium aluminum sulfate dodecahydrate was obtained in the same manner as in Example 3 except that 160 ml of an aqueous solution was used. 21.1 g of pigment were obtained. At this time, the pH of the dye solution was 5, and the filtrate was slightly red and transparent.
Was also 5. FIG. 7 shows the spectral reflection spectrum of the red pigment thus obtained. The hue H obtained from this spectrum is 8.5 RP (purple red), the lightness V is 5.7, and the saturation C is 11.2, and the red pigment has a high saturation and a vivid color tone. It was confirmed that there was.

[Dye Dissolution Test] A dye dissolution test was performed on the colored pigment obtained according to the present invention. First, 0.5 g of the colored pigment obtained in each of the above Examples was placed in a test tube, and
0 ml of purified water was added to each, shaken for 1 hour in a constant temperature shaking water bath adjusted to 50 ° C., allowed to stand, and the coloring state of the supernatant was visually observed to confirm the elution of the dye. As a result, no coloring matter was eluted from the colored pigment obtained in each of the above Examples.

Comparative Example The color of a colored powder prepared by mixing and dispersing a xanthene dye in a white powder according to a conventional method and the color of a colored pigment obtained by the present invention were compared and evaluated.

Comparative Example 1 Barium sulfate powder 2 similar to that used in the examples
To 0 g, 2 g of 2,4,5,7-tetrabromo-3,6-fluoranediol [Red No. 223 / tetrabromofluorescein] was added and mixed to obtain a red powder. FIG. 8 shows the spectral reflection spectrum of this red powder. The hue H obtained from this spectrum was 6.5R (red), the lightness V was 7.4, and the chroma C was 7.9.

The colored pigment of the present invention, obtained by fixing the same xanthene dye to the barium sulfate powder with respect to the red powder obtained in Comparative Example 1, was obtained in Examples 1 and 4. The spectral reflection spectra of FIGS. 1 and 4 are shown, respectively, and the Munsell value obtained from the spectrum of FIG. 1 is: Hue H: 5.3R (red), Lightness V:
The Munsell value obtained from the spectrum of FIG. 4 is 5.4, chroma H: 5.5R (red), lightness V: 4.5, and chroma C: 11.6. 5, as compared with the red powder of Comparative Example 1, it was confirmed that the red pigment according to the present invention had a clear color tone and a vivid color tone with high chroma.

Comparative Example 2 Barium sulfate powder 2 similar to that used in the examples
In 0 g, 2,4,5,7-tetrabromo-12,13,
2 g of 14,15-tetrachloro-3,6-fluoranediol [Red No. 218 / tetrachloro-tetrabromofluorescein] was added and mixed to obtain a red powder. FIG. 9 shows the spectral reflection spectrum of this red powder. Also,
Hue H obtained from this spectrum was 9.7 RP (purple red), lightness V was 8.2, and chroma C was 4.1.

With respect to the red powder obtained in Comparative Example 2, a colored pigment of the present invention comprising the same xanthene dye fixed to barium sulfate powder was obtained in Examples 2 and 6. The spectral reflection spectra of FIGS. 2 and 6, respectively, are shown, and the Munsell value determined from the spectra of FIG. 2 is: Hue H: 9.7 RP (purple red);
Lightness V: 5.6, chroma C: 12.2, and the Munsell value obtained from the spectrum of FIG.
6RP (purple red), lightness V: 5.5, chroma C: 1
1.7, compared to the red powder of Comparative Example 2, it was confirmed that the red pigment according to the present invention had a distinctly deeper brightness and a much more vivid color tone. .

Production of Cosmetic Example 8 Production of Lipstick (A) Component Colored Pigment of Example 4 7 parts by weight Castor Oil 45 parts by weight (B) Component Candelilla wax 9 parts by weight Solid paraffin 8 parts by weight Beeswax 5 Parts by weight Carnauba wax 5 parts by weight Lanolin 11 parts by weight Isopropyl myristate 10 parts by weight The above-mentioned component (A) is kneaded with a three-roller, and this is added to the dissolved mixture of the (B) component and mixed again with the three-roller. After kneading, the mixture was redissolved, poured into a mold, and cooled to obtain a lipstick. The colored pigment of the present invention also had good dispersibility, and the color tone, adhesion, elongation, and touch of the obtained lipstick were extremely good.

Example 9 Production of Lipstick (A) Component Colored Pigment of Example 6 7 parts by weight Castor oil 45 parts by weight (B) Component Candelilla wax 9 parts by weight Solid paraffin 8 parts by weight Beeswax 5 parts by weight Carnauba wax 5 parts by weight Lanolin 11 parts by weight Isopropyl myristate 10 parts by weight The above component (A) was kneaded with a three-roller, added to the dissolution mixture of the component (B), kneaded again with the three-roller, and then re-dissolved. Then, the mixture was poured into a mold and cooled to obtain a lipstick. The colored pigment of the present invention also had good dispersibility, and the color tone, adhesion, elongation, and touch of the obtained lipstick were extremely good.

Example 10 Production of Blusher (A) Component Colored pigment of Example 1 1 part by weight Talc 80 parts by weight Kaolin 11 parts by weight Zinc myristate 5 parts by weight Component (B) Liquid paraffin 3 parts by weight The above (A) Stir the ingredients well with a blender and mix,
The component (B) was sprayed there, further stirred and mixed by a blender, processed by a pulverizer, and then pressed into a mold to obtain a blusher. The color, adhesion, elongation, touch, and water resistance (sweat resistance) of the obtained blusher were extremely good.

[Brief description of the drawings]

FIG. 1 is a spectral reflection spectrum diagram of a red pigment obtained in Example 1.

FIG. 2 is a spectral reflection spectrum diagram of a red pigment obtained in Example 2.

FIG. 3 is a spectral reflection spectrum of the orange pigment obtained in Example 3.

FIG. 4 is a spectral reflection spectrum diagram of a red pigment obtained in Example 4.

FIG. 5 is a spectral reflection spectrum diagram of a red pigment obtained in Example 5.

FIG. 6 is a spectral reflection spectrum diagram of a red pigment obtained in Example 6.

FIG. 7 is a spectral reflection spectrum diagram of a red pigment obtained in Example 7.

FIG. 8 is a spectral reflection spectrum diagram of the red powder obtained in Comparative Example 1.

FIG. 9 is a spectral reflection spectrum diagram of the red powder obtained in Comparative Example 2.

Continuation of the front page (72) Inventor Yuko Noda 5396-2, Kamiogino, Atsugi-shi, Kanagawa Den Materials Co., Ltd.

Claims (3)

[Claims] A hydrated silicate mineral or barium sulfate in the form of a powder represented by the general formula (I): Wherein X is a hydrogen atom, a bromine atom, an iodine atom or a chlorine atom, Y is a hydrogen atom or a chlorine atom, and Z is a sodium atom or a potassium atom. Colored pigments. 2. A hydrated silicate mineral or barium sulfate in the form of a powder in the presence of a water-soluble aluminum salt of the general formula (I): (Wherein X is a hydrogen atom, a bromine atom, an iodine atom or a chlorine atom, Y is a hydrogen atom or a chlorine atom, and Z is a sodium or potassium atom). And producing the colored pigment. 3. A makeup cosmetic comprising 0.01 to 50 parts by weight of the colored pigment according to claim 1 based on 100 parts by weight of the basic composition of the cosmetic.