Water-insoluble pigment composition

By combining natural pigments with dehydration condensation compounds of fatty acids and amino acids and inorganic materials to form a non-water-soluble pigment composition, the problems of solubility and stability of natural pigments in water are solved, and the water resistance and stability in cosmetics and flexographic printing are improved.

CN121127541APending Publication Date: 2025-12-12DIC CORP
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Patent Information

Application Number
CN202480032953.8
Authority / Receiving Office
CN · China
Patent Type
Applications(China)
Current Assignee / Owner
Priority Date
2024-03-28
Filing Date
2024-08-15
Publication Date
2025-12-12

AI Technical Summary

Technical Problem

The solubility and stability issues of existing natural pigments in water lead to problems such as dissolution, fading, and migration in cosmetics, food colorings, and flexographic printing, limiting their application scope.

Method used

By combining natural pigments with dehydration condensation compounds of fatty acids and amino acids and inorganic materials, a non-water-soluble pigment composition is formed, thereby improving its water resistance and stability.

Benefits of technology

It achieves the non-water solubility of natural pigments, reduces leaching and migration in cosmetics and flexographic printing, and improves the water resistance and stability of pigments.

✦ Generated by Eureka AI based on patent content.

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Abstract

The purpose of the present invention is to provide: a water-insoluble pigment composition in which a natural pigment, a dehydration-condensation compound of a fatty acid and an amino acid, and an inorganic material are compounded; and a food product, a cosmetic product, a lipstick cosmetic product, a periorbital cosmetic product, a nail cosmetic product, a hair cosmetic product, and a base cosmetic product, each of which contains the water-insoluble pigment composition. The present invention relates to a coating material for pharmaceuticals, pesticides, printing marks, stationery, writing instruments, printing inks, inkjet inks, metal inks, paints, plastic colorants, color toners, fluorescent marking agents, fluorescent probes or chemical sensors. It was found that a water-insoluble dye composition is obtained by compounding a natural dye, a dehydration-condensation compound of a fatty acid and an amino acid, and an inorganic material, thereby completing the present invention.
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Description

TECHNICAL FIELD

[0001] The present application relates to a non-water-soluble pigment composition. BACKGROUND

[0002] As natural pigments, there are a wide variety of red pigments, yellow pigments, and blue pigments, but in recent years, expectations for natural pigments that are considered to be safer have increased due to concerns about synthetic coloring materials being suspected of having problems such as carcinogenicity.

[0003] In addition, there is a strong awareness of sustainable business activities being focused on, and there is a demand for environmentally friendly pigments. Under such circumstances, natural pigments are mostly easily dissolved in water, and thus in the case of being used for cosmetics, food coloring, there are problems of elution into water, and discoloration accompanying the same. In addition, in the case of being used for flexographic printing, there are problems of migration, plate contamination, and the like. Therefore, the current situation is that they are used only in extremely limited uses.

[0004] The inventors investigated documents that describe solutions to the problems of elution and discoloration of natural pigments in water, that is, improvement in water solubility, and as a result, found that there are descriptions of extraction methods of natural pigments, and there are descriptions of oral administration cosmetics, dairy products, pet foods using extracts (Patent Document 1). In addition, there are descriptions of dry mixing of carotenoid pigments with sodium tartrate, alum, and sodium carbonate, and dissolving the mixed powder in water to obtain an aqueous solution for the purpose of stabilizing the color phase (Patent Document 2). In addition, there are descriptions of powder compositions containing carotenoids, oily ingredients, and sugar (Patent Document 3).

[0005] However, these documents do not improve the water solubility of natural pigments. Improvement in the water solubility of natural pigments is a desired challenge.

[0006] PRIOR ART DOCUMENTS

[0007] PATENT DOCUMENTS

[0008] Patent Document 1: Japanese Patent Application Laid-Open No. 2009-508505

[0009] Patent Document 2: Japanese Patent Application Laid-Open No. 50-264

[0010] Patent Document 3: Japanese Patent Application Laid-Open No. 2009-185023 SUMMARY

[0011] PROBLEMS TO BE SOLVED BY THE INVENTION

[0012] The present application aims to provide a non-water-soluble pigment composition, a coating material or a printed mark of a food, a cosmetic, a pharmaceutical or an agricultural chemical containing the non-water-soluble pigment composition, stationery, a writing instrument, a printing ink, an inkjet ink, a metallic ink, a paint, a plastic colorant, a color toner, a fluorescent marker, a fluorescent probe or a chemical sensor.

[0013] Method for solving the problem

[0014] The present inventors have conducted intensive studies in order to solve the above problem, and as a result, have found that a non-water-soluble pigment composition is obtained by compounding a natural pigment, a dehydration condensation compound of a fatty acid and an amino acid, and an inorganic material, thereby completing the present application.

[0015] That is, the present application includes the following.

[0016] [1] A non-water-soluble pigment composition which is a non-water-soluble pigment composition obtained by compounding a natural pigment, a dehydration condensation compound of a fatty acid and an amino acid, and an inorganic material.

[0017] [2] The non-water-soluble pigment composition according to 1, wherein the non-water-soluble pigment composition contains the natural pigment at 0.1 to 70% by mass, the dehydration condensation compound of the fatty acid and the amino acid at 5 to 60% by mass, and the inorganic material at 30 to 80% by mass, and the natural pigment, the dehydration condensation compound of the fatty acid and the amino acid, and the inorganic material are combined to 100% by mass.

[0018] [3] The non-water-soluble pigment composition according to 1 or 2, wherein the inorganic material is at least one or more selected from the group consisting of boron nitride, titanium oxide, a pearl pigment, a clay mineral, and hydroxyapatite.

[0019] [4] The non-water-soluble pigment composition according to 1 or 2, wherein the pearl pigment is at least one or more selected from the group consisting of a pigment in which particles selected from one or more of mica or talc or glass are coated with titanium oxide, and bismuth oxychloride.

[0020] [5] The non-water-soluble pigment composition according to 1 or 2, wherein the natural pigment is at least one or more selected from the group consisting of a carotenoid-based pigment, a porphyrin-based pigment, a flavonoid-based pigment, and a pigment protein.

[0021] [6] The non-water-soluble pigment composition according to 1 or 2, wherein the natural pigment is at least one or more selected from the group consisting of a bixin-based pigment, a chlorophyll-based pigment, a safflower yellow pigment, and a phycocyanin-based pigment.

[0022] [7] The non-water-soluble pigment composition according to 1 or 2, wherein the dehydration condensation compound of a fatty acid and an amino acid is at least one or more selected from lauroyl lysine or N-octanoyl lysine.

[0023] [8] A coating material for food, cosmetics, lip makeup, eye makeup, nail makeup, hair makeup, base makeup, pharmaceuticals, agricultural chemicals, printed marks, stationery, writing instruments, printing inks, inkjet inks, metallic inks, paints, plastic colorants, color toners, fluorescent markers, fluorescent probes, or chemical sensors, characterized by containing the non-water-soluble pigment composition according to any one of 1 to 6.

[0024] Effects of the Invention

[0025] According to the present application, it is possible to provide a non-water-soluble pigment composition. The non-water-soluble pigment composition of the present application has high water resistance, and thus has less discoloration when used in cosmetics, or when dissolved in water for eating. In addition, in the case of being used for flexographic printing, migration and plate contamination are less. DETAILED DESCRIPTION

[0026] Hereinafter, the non-water-soluble pigment composition of the present application will be described in detail. The following description of the constituent elements is an example of one embodiment of the present application, and is not limited to these contents.

[0027] (Natural Pigment)

[0028] The natural pigment used in the present application can be any of the pigments of natural origin such as red cabbage pigment, red radish pigment, redwood pigment, cuttlefish ink pigment, turmeric pigment, cocoa pigment, carotene pigment, carotenoid pigment, gardenia red pigment, gardenia blue pigment, gardenia yellow pigment, chlorophyll pigment, sorghum pigment, cochineal red pigment, saffron pigment, perilla pigment, sandalwood pigment, spirulina pigment, phycocyanin pigment, onion pigment, rambutan pigment, butterfly pea pigment, paprika red pigment, tomato pigment, roselle red pigment, beet red pigment, grape skin pigment, haematococcus pigment, monascus pigment, safflower red pigment, safflower yellow pigment, berry pigment, marigold pigment, purple sweet potato pigment, purple corn pigment, purple yam pigment, caramel pigment, and plant carbon black pigment. In addition, substances obtained by biosynthesis, enzyme synthesis, or chemical synthesis of these pigments can also be used.

[0029] Among them, as the pigment that can be preferably used in the present application, there are carotenoid pigments, porphyrin pigments, flavonoid pigments, and pigment proteins.

[0030] Carotenoid pigments are known to include red pigments extracted from carrots, tomatoes, and peppers, and yellow pigments extracted from citrus fruits, gardenias, annatto, and marigolds, and carotenoid pigments are also contained in large amounts in green leafy vegetables.

[0031] Carotenoids are substances belonging to tetraterpenes among terpenes, which are important compounds for plants, and more than 20,000 compounds are known. As carotenoid pigments, hydrocarbon pigments such as β-carotene and lycopene, xanthophyll pigments such as astaxanthin, capsanthin, and lutein, other red pigments, norred, and saffron are known.

[0032] Porphyrin pigments have four pyrrole rings, and their metal complexes are included in chlorophyll, which plays a role in light absorption and light electron movement in photosynthesis, and hematin of hemoglobin, which transports oxygen in blood, and are compounds that play an important role in organisms. Porphyrin metal complexes are known to be used in various ways as light electron functional materials, metal complex catalysts, and molecular conductive materials, and practically exhibit colorful functions by changing peripheral substituents of porphyrin, central metals, and ligands of axial positions.

[0033] Flavonoids are one of the large categories of polyphenols. Flavonoids are a general term for ingredients having a certain chemical structure, are contained in leaves, stems, and trunks of plants, are substances generated by plants to protect the body from the effects of ultraviolet rays, pests, and the like, and become the basis of pigments and bitter ingredients. In addition, flavonoids are classified into flavonols, flavones, catechins, flavanones, anthocyanins, isoflavones, and the like depending on the structure.

[0034] As flavonoid pigments, flavonols, anthocyanin pigments showing various color tones, chalcones, aurones, and the like that develop a deep yellow color can be given.

[0035] (Pigment Proteins)

[0036] Pigment proteins are a general term for proteins that are complexed with pigments in a natural state. They are present in cells and body fluids of animals and plants, and exhibit various color tones and physiological functions through complementary molecular groups containing pigments. Hematin proteins are a combination of iron-porphyrin complex salts and proteins, and the combination ratio of the protein and hematin is 1 to 1, 1 to 2, 1 to 4, and the like. They are widely present in nature, and include hemoglobin, myoglobin, cytochrome, catalase, peroxidase, and the like.

[0037] Metal complexes are a combination of metal complex ions and proteins, and include copper proteins such as hemocyanin and iron proteins such as ferritin. Ferritin is present in the spleen, small intestinal mucosa, liver, and the like, and is believed to participate in the storage of iron in the body and the absorption of iron during digestion.

[0038] Algal pigment proteins are combinations of pyrrole derivatives and proteins, and include phycoerythrin, which exhibits red color in red algae, and phycocyanin, which exhibits blue color in blue-green algae. They are contained in chloroplasts along with chlorophyll and carotenoids, and are considered to be auxiliary pigments for photosynthesis.

[0039] Flavoproteins have flavin mononucleotide or flavin adenine dinucleotide as a complementary molecule group. All of them have an action as an oxidoreductase, and are also called flavin enzymes. There are amino acid oxidase, xanthine oxidase, and the like.

[0040] Carotenoid proteins are combinations of carotenoids and proteins. There are combinations of vitamin A and proteins, and rhodopsin is one of them.

[0041] (Phycocyanin)

[0042] As the pigment protein used in the present application, phycocyanin is most preferable because it exhibits bright blue color. Phycocyanin is a pigment protein, and has phycocyanobilin as a chromophore. Phycocyanin has a structure in which phycocyanobilin is bound to a protein.

[0043] As the phycocyanin of the present application, for example, phycocyanin from blue-green algae, phycocyanin from red algae, phycocyanin from cryptophytes, and the like can be mentioned, and among them, phycocyanin from blue-green algae is preferable from the viewpoint of being able to be collected in a large amount.

[0044] As the blue-green algae, blue-green algae of the genera Spirulina, Arthrospira, ApHanizomenon, Fisherella, Anabaena, Nostoc, Synechocystis, Synechococcus, Tolypothrix, Aphanothece, Mastigoclaus, and Pleurocapsa can be mentioned. Among them, blue-green algae of the genera Spirulina and Arthrospira, which are produced on an industrial scale and whose safety has been confirmed, are preferable, and blue-green algae of the genus Spirulina are more preferable.

[0045] In addition, as the raw material for the production of phycocyanin, fresh blue-green algae can be used, or blue-green algae subjected to drying treatment can be used. As to the dried product of blue-green algae, fresh blue-green algae can be made into a dried product according to a conventional method, or a commercially available dried product can be used.

[0046] Phycocyanin can be obtained, for example, by suspending blue-green algae in a buffer such as water, a phosphate buffer, a citric acid buffer, or the like, and extracting phycocyanin from the blue-green algae.

[0047] As the method for extracting phycocyanin, there is no particular limitation, and a generally known method can be used.

[0048] As a preferred embodiment of the extraction method, for example, the extraction method described in Japanese Patent Application Publication No. 2006-230272 can be cited. Specifically, the extraction method described in the following extraction method (i) can be cited. By this extraction method (i), phycocyanin of high purity and bright color tone can be obtained.

[0049] <Extraction method (i)>

[0050] The extraction method (i) has a first step of extracting phycocyanin in a cyanobacterium into a water suspension to obtain an extract; a second step of reacting a calcium salt and a phosphate salt in the extract to generate calcium phosphate, and causing the calcium phosphate to adsorb an impurity of phycocyanin to obtain an adsorbate; and a third step of removing a residue of the cyanobacterium and the adsorbate from the extract.

[0051] Further, the above extraction method (i) is more preferably the following extraction method (ii).

[0052] <Extraction method (ii)>

[0053] The extraction method (ii) has a first step of extracting phycocyanin in a cyanobacterium into a water suspension to obtain an extract; a second step of reacting a calcium salt and a phosphate salt in the extract to generate calcium phosphate, and causing the calcium phosphate to adsorb an impurity of phycocyanin to obtain an adsorbate; a third step of removing a residue of the cyanobacterium and the adsorbate from the extract; and a step of causing the extract to contain a chelating agent before the third step.

[0054] The phycocyanin used in the present application uses a commercially available product LINABLUE G1 (manufactured by DIC Life Sciences Co., Ltd., trehalose 55%, spirulina extract 40%, trisodium citrate 5%) mixed with a stabilizer. They are used as trehalose for improving thermal stability and citric acid as a pH adjuster as described in Japanese Patent Application Publication No. H11-299450. Note that phycocyanin pigment is contained as a main component in the spirulina extract.

[0055] In the present application, one kind of natural pigment can be used alone, or several kinds of natural pigments can be used at the same time. In order to adjust the color tone to a desired color tone according to the application, the natural pigments can be mixed in advance, and then compounded with the dehydrated condensation compound of a fatty acid and an amino acid and the inorganic material, or the natural pigments, the dehydrated condensation compound of a fatty acid and an amino acid, and the inorganic material can be compounded separately, and then the separately compounded non-water-soluble pigment compositions can be mixed.

[0056] (Dehydrated condensation compound of fatty acid and amino acid)

[0057] A compound produced by dehydrated condensation of a carboxyl group of a fatty acid and an amino group of an amino acid is generally used for a surfactant or the like. The amino acid and the fatty acid are constituent substances of living organisms, and are substances excellent in biodegradability and low in adverse effects on living organisms. Therefore, the dehydrated condensation compound of fatty acid and amino acid produced using these substances as raw materials can be expected to be safe and biodegradable. As the dehydrated condensation compound of fatty acid and amino acid used in the present application, lauroyl lysine, N-octanoyl lysine, or the like is used.

[0058] Lauroyl lysine is an amide compound produced by dehydrated condensation of a carboxyl group of lauric acid and an amino group of lysine, and is a component commonly used in a color cosmetic such as a foundation and a lipstick. It is a safe compound used for the purpose of high transparency, quality texture improvement, and surface treatment. In addition, it has a characteristic of being hardly soluble in solvents and water. However, it is easily soluble in an aqueous alkali solution.

[0059] (Inorganic material)

[0060] Any inorganic material can be used in the present application, but one or more selected from at least boron nitride, titanium oxide, pearl pigment, clay mineral, and hydroxyapatite is preferably used.

[0061] Boron nitride is a solid compound composed of nitrogen and boron, and has a hexagonal crystal system at normal pressure and a cubic crystal system at high pressure, either of which can be used. The hexagonal net surface of the normal pressure boron nitride is overlapped with a large interval, and the interlayer is connected by a weak van der Waals force, so that it easily slides. Therefore, it is also called white graphite. Since the net surface is firm, heat is well transmitted by lattice vibration, and it has the highest thermal conductivity among electrical insulators, and has a low thermal expansion rate, which is about one tenth of that of alumina. As an electrical insulator, it is white because it does not absorb visible light.

[0062] As a general use, it is known to be used in solid lubricants such as ceramics, alloys, resins, and rubbers, mold releasing agents such as a mold for casting an automobile engine and a glass forming mold, and cosmetics as a fine powder.

[0063] Any boron nitride can be used in the present application, and the average particle diameter is preferably 0.1 μm to 100 μm, more preferably 1 μm to 50 μm, and further preferably 5 μm to 30 μm. In addition, the particle diameter is preferably spherical or plate-like.

[0064] (Pearl pigment)

[0065] Pearlescent pigments are substances that exhibit a luster with depth like a pearl by utilizing the multiple reflection and interference phenomenon of light in thin films, and are powders commonly used in the fields of paints and cosmetics. The current mainstream is mica flake particles as a base material, and titanium oxide-coated mica in which fine crystals of titanium oxide are coated on the surface. This titanium oxide-coated mica is highly safe and has stable physical properties, and thus is used in various applications in the fields of cosmetics, paints, inks, plastics, and the like. Recently, new designs of pearlescent pigments have been developed based on the use of synthetic flake base materials and advances in metal oxide coating technology. For example, mica titanium, iron oxide-coated mica titanium, cochineal-coated mica titanium, cochineal-iron blue-coated mica titanium, iron oxide-cochineal-treated mica titanium, iron blue-treated mica titanium, iron oxide-iron blue-treated mica titanium, chromium oxide-treated mica titanium, black titanium oxide-treated mica titanium, acrylic resin-coated aluminum powder, titanium oxide-coated mica, titanium oxide-coated bismuth oxychloride, titanium oxide-coated talc, colored titanium oxide-coated mica, bismuth oxychloride, fish scale foil, and the like can be given.

[0066] (Bismuth oxychloride)

[0067] Bismuth oxychloride is one of pearlescent pigments, and is an inorganic material represented by the chemical formula BiClO. It is obtained by the reaction of bismuth chloride with water, or by mixing bismuth chloride with cadmium oxide and heating. It is developed as a pearlescent pigment that exhibits a pearl luster, and exhibits a color from white to dark yellow. It is odorless and tasteless, and has both crystalline powder and amorphous powder. It has weak light resistance, and is discolored to gray to black by ultraviolet rays and hydrogen sulfide. In general, it is used for the purpose of imparting a pearl luster to cosmetics, and providing a beautiful skin color and expression in makeup cosmetics. Since it has a large specific gravity, it easily settles in a liquid, and thus is suitable for solid products such as lipsticks and eye shadows.

[0068] Any pearlescent pigment can be used in the present application, but a pigment in which titanium oxide is coated on a particle selected from one or more of mica or talc or glass or bismuth oxychloride is preferably used. In addition, the particle diameter is preferably 0.1 to 100 μm, more preferably 1 to 50 μm, and further preferably 5 to 30 μm. In addition, the particle shape is preferably spherical or platy.

[0069] (Titanium oxide)

[0070] Titanium oxide is an oxide of titanium, and is also called titanium dioxide, simple titanium oxide, and titanium dioxide. It is a colorless solid that is naturally produced with rutile (tetragonal system), anatase (tetragonal system), and brookite (orthorhombic system) as main components, and is a metal oxide having a photoelectric effect. The crystal structure is known to be anatase type (tetragonal), rutile type (tetragonal), and brookite type (orthorhombic). As uses, it is used for pigments, colorants, photocatalysts, decomposition of chemicals or microorganisms, offset printing, catalysts, cosmetics such as sunscreens, and dye-sensitized solar cells.

[0071] Any titanium oxide can be used in the present application, and the particle size is preferably 0.1 μm to 100 μm, more preferably 0.1 μm to 50 μm, and further preferably 0.1 μm to 30 μm.

[0072] (Clays)

[0073] A clay mineral is a mineral that constitutes clay, and the main component is a phyllosilicate mineral. Sheets in which metal ions (aluminum, sodium, calcium, etc.) and silicic acid are linked are formed in layers, and water, metal ions, and even organic matter in some cases are easily absorbed and released between the gaps of the sheets, and thus the clay mineral is utilized as a functional material such as a humidity adjusting material, an ion exchange material, a catalyst, and the like in various fields including household goods. In addition, the clay mineral is used as a raw material for ceramic materials and pottery.

[0074] As the clay mineral used in the present application, bentonite, hectorite, montmorillonite, kaolinite (kaolin), montmorillonite, sericite, illite, glauconite, chlorite, talc, and zeolite can be mentioned.

[0075] Among these, bentonite, hectorite, and montmorillonite are preferred as the clay mineral of the present application because of their high affinity for pigments, high non-water-solubility, and excellent color development.

[0076] Bentonite, hectorite, and montmorillonite have a negative charge in the crystal phase. Cations that offset the charge are held between the layers of the sheet structure, and the layers are expanded with respect to the thickness of the sheets.

[0077] The so-called organically treated treatment is a treatment in which the metal cations contained in the clay mineral are replaced with organic cations having hydrophobicity. The surfaces of organically treated bentonite, organically treated hectorite, and organically treated montmorillonite become hydrophobic, respectively, and thus the hydrophobic interaction with the hydrophobic sites in the chemical structures of natural pigments such as redwood pigments, chlorophyll pigments, safflower yellow pigments, and phycocyanin pigments is strengthened, and the pigments are easily adsorbed. From the viewpoint of the ease of adsorption of pigments and the amount of adsorption, organically treated clay minerals are preferably used in the present application.

[0078] The particle size of the clay mineral used is preferably 0.1 μm to 100 μm, more preferably 1 μm to 50 μm, and further preferably 5 μm to 30 μm.

[0079] (Hydroxyapatite)

[0080] The hydroxyapatite used in the present application is one of calcium phosphates, and is a main component of teeth and bone. The hydroxyapatite, which exists as a mineral and a component of organisms in nature, is widely used as a synthetic component in medical devices, dental materials, such as a coating of an implant, a bone-forming material, an artificial tooth root, and the like, because of its high affinity for organisms. In addition, the hydroxyapatite has a unique property of maintaining its crystal structure even if a part of ions in the crystal is replaced. As a result, by subtly controlling the ions in the crystal and the crystal shape, various functions such as selective adsorption of proteins, appearance of catalytic function, and the like can be obtained, and thus the hydroxyapatite is widely used in the field of chemical industry.

[0081] The particle diameter of the hydroxyapatite used is preferably 0.1 μm to 100 μm, more preferably 1 μm to 50 μm, and further preferably 5 μm to 30 μm.

[0082] (non-water-soluble pigment composition)

[0083] The natural pigment used in the present application is mostly in the form of a dye, and thus is water-soluble. However, in the present application, it has been found that the natural pigment, the dehydration condensation compound of fatty acid and amino acid, and the inorganic material are complexed by the action modes of coating, impregnation, and adsorption, and thus are not dissolved in water as a non-water-soluble pigment composition. The complexing in the present application is not limited to the action modes of coating, impregnation, and adsorption, and is defined as not a simple mixture, but a state in which the natural pigment, the dehydration condensation compound of fatty acid and amino acid, and the inorganic material interact with each other by physical adsorption or chemical adsorption, and thus the non-water-solubility is achieved.

[0084] In the case where the complexing is performed using only the inorganic material and the natural pigment, the amount of the natural pigment adsorbed is small because the interaction between the inorganic material and the natural pigment is weak, and thus the color development is insufficient. On the other hand, the natural pigment and the dehydration condensation compound of fatty acid and amino acid strongly interact, and thus a large amount of the natural pigment can be adsorbed. Furthermore, the dehydration condensation compound of fatty acid and amino acid is adsorbed on the surface of the inorganic material, and thus a non-water-soluble pigment composition having properties derived from the color development of the natural pigment, the smooth touch of the dehydration condensation compound of fatty acid and amino acid, and the concealability of the inorganic material can be obtained.

[0085] The non-water-soluble colorant obtained by the present application can improve the resistance of natural colorants to be used as coloring materials equivalent to general pigments to applications such as coating materials or printed marks for food, cosmetics, pharmaceuticals, or agricultural chemicals, stationery, writing instruments, printing inks, inkjet inks, metallic inks, paints, plastic colorants, color toners, fluorescent marking agents, fluorescent probes, or chemical sensors. In addition, the non-water-soluble colorant composition of the present application can also improve heat resistance, light resistance, and the like. Note that the applications of the non-water-soluble colorant composition of the present application are not limited to the above-mentioned applications.

[0086] The composition of the natural colorant, the dehydration condensation compound of a fatty acid and an amino acid, and the inorganic material in the non-water-soluble colorant composition of the present application is not particularly limited, and the composition is preferably set to a range of 0.1% to 90% of the natural colorant, 1% to 70% of the dehydration condensation compound of a fatty acid and an amino acid, and 15% to 90% of the inorganic material in terms of mass ratio, and the total is 100%. More preferably, the composition is set to a range of 0.1% to 70% of the natural colorant, 5% to 60% of the dehydration condensation compound of a fatty acid and an amino acid, and 30% to 80% of the inorganic material, and further preferably, the composition is set to a range of 1% to 40% of the natural colorant, 10% to 50% of the dehydration condensation compound of a fatty acid and an amino acid, and 40% to 60% of the inorganic material.

[0087] The average particle diameter of the non-water-soluble colorant composition of the present application is preferably 0.1 μm to 100 μm, and more preferably 1 μm to 50 μm.

[0088] The content of the element derived from the inorganic material used in the non-water-soluble colorant composition of the present application is preferably 90% or less, and more preferably 80% or less, compared to the inorganic material itself.

[0089] (Method for producing non-water-soluble colorant composition)

[0090] As the method for producing the non-water-soluble colorant composition of the present application, there are a method (Method 1) in which a natural colorant, a dehydration condensation compound of a fatty acid and an amino acid, and an inorganic material are mixed in a solvent and a non-water-soluble colorant composition is obtained by wet processing, and a method (Method 2) in which a natural colorant, a dehydration condensation compound of a fatty acid and an amino acid are mixed in a solvent, a complexed composition of the natural colorant, the dehydration condensation compound of a fatty acid and an amino acid obtained by wet processing is complexed with an inorganic material by dry processing.

[0091] (Method 1: complexation using wet processing)

[0092] As a method of obtaining a non-water-soluble pigment composition by mixing a natural pigment, a dehydrated condensation compound of a fatty acid and an amino acid, and an inorganic material in a solvent, 1) a dispersion liquid or a solution of the dehydrated condensation compound of the fatty acid and the amino acid is prepared. The solution is prepared by dissolving the dehydrated condensation compound of the fatty acid and the amino acid using sodium hydroxide or the like. As for the dispersion liquid, the dehydrated condensation compound of the fatty acid and the amino acid can be dispersed in the solvent, or can be prepared by re-precipitating the dehydrated condensation compound of the fatty acid and the amino acid by pH adjustment of the solution. 2) On the other hand, the natural pigment is dissolved in a solvent, and a natural pigment solution is prepared. 3) A dispersion liquid of the inorganic material is adjusted. In preparing the dispersion liquid or the solution of 1 to 3, an alcohol can be used, or a mixed solvent of water and an alcohol can be used. 4) The dispersion liquid or the solution of the dehydrated condensation compound of the fatty acid and the amino acid and the natural pigment solution are added to the dispersion solution of the inorganic material, and mixed, and a non-water-soluble pigment composition is prepared, but the mixing method, the order of mixing of the dispersion liquid or the solution of the dehydrated condensation compound of the fatty acid and the amino acid, the natural pigment solution, and the dispersion liquid of the inorganic material, and the order of mixing can be performed in any method and order. The temperature of the mixing can be room temperature or heating and mixing. The pH of each dispersion liquid or solution at the time of the mixing is adjusted in consideration of the decomposition temperature of the natural pigment monomer. 5) The pH of the mixed solution is adjusted, and the natural pigment, the dehydrated condensation compound of the fatty acid and the amino acid, and the inorganic material are complexed, and a non-water-soluble pigment composition is prepared.

[0093] The obtained mixed solution is filtered and dried, and a non-water-soluble pigment composition can be obtained. When the mixed solution is filtered using a filter such as a Nutsche filter (a high-pressure vacuum filter), a wet cake colored with the natural pigment is obtained on a filter paper, and thus it can be confirmed that the natural pigment, the dehydrated condensation compound of the fatty acid and the amino acid, and the inorganic material are complexed. In addition, when water washing of the wet cake of the non-water-soluble pigment composition is repeated, the filtrate becomes colorless and transparent, and it can be confirmed that the pigment component does not flow out. The obtained non-water-soluble pigment composition in the form of a water-containing wet cake can be dried by room temperature, heating, vacuum, reduced pressure, and the like, and a dried non-water-soluble pigment composition can be obtained. The drying method and the drying machine can be any method and device as long as they are a general method and device, and are not limited.

[0094] (Method 2: Complexation using wet processing and dry processing)

[0095] The method of dry compounding a complexed composition of a natural pigment and a dehydration condensation compound of a fatty acid and an amino acid obtained by mixing the natural pigment and the dehydration condensation compound of a fatty acid and an amino acid in a solvent with an inorganic material, 1) first, a dispersion liquid or a solution of the dehydration condensation compound of a fatty acid and an amino acid is prepared. The solution is prepared by dissolving the dehydration condensation compound of a fatty acid and an amino acid with an aqueous sodium hydroxide solution or the like. As for the dispersion liquid, the dehydration condensation compound of a fatty acid and an amino acid can be dispersed in water, or can be prepared by re-precipitating the dehydration condensation compound of a fatty acid and an amino acid by pH adjustment of the solution. 2) On the other hand, a natural pigment is dissolved in a solvent to prepare a natural pigment solution. In preparing the dispersion liquid or the solution of 1 and 2, an alcohol can be used, or a mixed solvent of water and an alcohol can be used. 3) Next, the above two liquids are mixed to prepare a non-water-soluble pigment composition, but the natural pigment solution can also be mixed in the dispersion liquid or the solution of the dehydration condensation compound of a fatty acid and an amino acid, or conversely, the dispersion liquid or the solution of the dehydration condensation compound of a fatty acid and an amino acid can be mixed in the natural pigment solution, or the two liquids can be mixed in small amounts each time while being prepared. The temperature of the mixing can be room temperature or heating and mixing. The mixing temperature is preferably 10 to 60°C, and more preferably 20 to 50°C, taking into account the decomposition temperature of the natural pigment monomer. The pH of each dispersion liquid or solution at the time of mixing is adjusted taking into account the decomposition of the natural pigment. 4) The pH of the mixed liquid is adjusted to complex the natural pigment and the dehydration condensation compound of a fatty acid and an amino acid, and a non-water-soluble pigment composition is prepared.

[0096] The obtained mixed liquid is filtered and dried to obtain a complexed composition of a natural pigment and a dehydration condensation compound of a fatty acid and an amino acid. When the mixed liquid is filtered using a filter such as a Nutsche filter, a wet cake colored with a natural pigment is obtained on the filter paper, so it can be confirmed that complexation of the natural pigment and the dehydration condensation compound of a fatty acid and an amino acid has occurred. In addition, if the wet cake of the complexed composition of a natural pigment and a dehydration condensation compound of a fatty acid and an amino acid is repeatedly washed with water, the filtrate becomes colorless and transparent, and it can be confirmed that the pigment component does not flow out. The obtained complexed composition of a natural pigment and a dehydration condensation compound of a fatty acid and an amino acid, which is a wet cake containing water, can be dried by room temperature or heating, vacuum, reduced pressure drying, or the like, to obtain a dried complexed composition of a natural pigment and a dehydration condensation compound of a fatty acid and an amino acid. The drying method and the drying machine can be any method, and are not limited as long as they are general methods and devices.

[0097] Further, by mechanically compounding the complexed composition of a natural pigment, a dehydration condensation compound of a fatty acid and an amino acid, and an inorganic material using impact, compression, shear, shear stress, friction, or the like of the dry compounding process, a non-water-soluble pigment composition of the present application is obtained.

[0098] The non-water-soluble pigment composition of the present application can be the above-mentioned wet cake containing water, or a dried non-water-soluble pigment composition after drying, and can be used according to the purpose. In the case of use in a dispersion in a water system, an ink, etc., the wet cake can be used as it is, and in the case of a solvent dispersion system, the system can be changed from a water system to a solvent system. The dried non-water-soluble pigment composition can be used as it is, or can be dispersed in water or an organic solvent, a resin solution, etc., and used.

[0099] (Stabilizers, additives)

[0100] In the non-water-soluble pigment composition of the present application, other organic pigments, inorganic pigments, dyes, pigments can also be mixed in any ratio, and a hue that satisfies the desired requirements can be obtained.

[0101] In order to further impart light resistance and heat resistance, a stabilizer or an additive can also be added to the non-water-soluble pigment composition of the present application.

[0102] The stabilizer or the additive can be added to all or each of the solution of the dehydration condensation compound of a fatty acid and an amino acid, the dispersion of an inorganic material, and the solution of a natural pigment, or can be added to the non-water-soluble pigment composition produced.

[0103] The non-water-soluble pigment composition of the present application can be mixed with other resins, rubbers, additives, pigments, dyes, etc., as needed, and adjusted to be used as a coating material or a printed mark for a final food, a cosmetic, a pharmaceutical product, or an agricultural chemical, stationery, a writing instrument, a printing ink, an inkjet ink, a metallic ink, a paint, a plastic colorant, a color toner, a fluorescent marker, a fluorescent probe, a chemical sensor, etc. Hereinafter, an example of the above-mentioned use will be shown.

[0104] (Cosmetic use)

[0105] The non-water-soluble pigment composition of the present application can be used as a cosmetic. The cosmetic used is not particularly limited, and the non-water-soluble pigment composition of the present application can be used for various types of cosmetics.

[0106] The above-mentioned cosmetic can be any type of cosmetic as long as it can effectively exert a function. The above-mentioned cosmetic can be a lotion, a cream gel, a spray, etc. As the above-mentioned cosmetic, skin care cosmetics such as a cleansing cream, a cleansing water, a makeup water, a beauty water, a pack, a protective lotion, a protective cream, a whitening cosmetic, an ultraviolet protection cosmetic, etc., a foundation, a white powder (Oshiroi), a makeup base, a lipstick, an eye cosmetic, a cheek rouge, a nail polish, etc., hair care cosmetics such as a shampoo, a hair rinse, a hair conditioner, a hair dressing agent, a permanent wave agent, a hair dye, a hair growth agent, etc., body cleansing cosmetics, deodorant cosmetics, a bath agent, etc., and the like can be mentioned.

[0107] The amount of the non-water-soluble pigment composition of the present application used in the above cosmetic can be appropriately set depending on the type of the cosmetic. The content in the above cosmetic is usually in the range of 0.1 to 99% by mass, and an amount in the range of usually preferably 0.1 to 10% by mass is often preferred. On the other hand, in the case of a color cosmetic for the purpose of coloring, an amount in the range of 5 to 80% by mass is preferred, an amount in the range of further preferably 10 to 70% by mass is more preferred, and an amount in the range of most preferably 20 to 60% by mass is most preferred. If the amount of the non-water-soluble pigment composition of the present application contained in the above cosmetic is in the above range, the functions such as coloring can be effectively exhibited, and the functions required of the cosmetic can also be maintained.

[0108] The above cosmetic can contain, in addition to the non-water-soluble pigment composition of the present application, a carrier, a pigment, an oil, a sterol, an amino acid, a humectant, a powder, a colorant, a pH adjustor, a perfume, an essential oil, a cosmetic active ingredient, a vitamin, an essential fatty acid, a sphingolipid, a tanning agent, an excipient, a bulking agent, an emulsifier, an antioxidant, a surfactant, a chelating agent, a gelling agent, a thickening agent, an emollient, a humectant, a moisturizer, a mineral, a viscosity adjustor, a flow adjustor, a keratolytic agent, a retinoid, a hormonal compound, an alpha hydroxy acid, an alpha keto acid, an anti-mycobacterial agent, an antifungal agent, an antibacterial agent, an antiviral agent, an analgesic agent, an antiallergic agent, an antihistamine agent, an anti-inflammatory agent, an anti-irritant agent, an antitumor agent, an immune system enhancer, an immune system suppressor, an anti-acne agent, an anesthetic agent, a disinfectant, an insect repellent, a skin cooling compound, a skin protectant, a skin penetration enhancer, an exfoliant, a lubricant, a fragrance, a dye, a depigmenting agent, a preservative, a stabilizer, a pharmaceutical, a photostabilizer, and a spherical powder, or the like, as a cosmetic ingredient, depending on the type of the cosmetic.

[0109] The above cosmetic can be manufactured by mixing the non-water-soluble pigment composition of the present application and other cosmetic ingredients. In addition, the cosmetic containing the non-water-soluble pigment composition of the present application can be used as a general cosmetic depending on the type of the cosmetic, and the like.

[0110] (Ink, paint use)

[0111] The non-water-soluble pigment composition of the present application can be used as an ink or a paint. However, the use and the composition of the ink or the paint are described, but are not limited thereto. In addition, the non-water-soluble pigment composition of the present application can be dispersed only in a thermoplastic resin, or can be dispersed in a printing ink vehicle, a paint vehicle, or the like, containing a thermoplastic resin as an essential component.

[0112] As the thermoplastic resin, for example, polyester resin, polyamide resin, styrene resin, acrylic resin, polyolefin, polyalkylene terephthalate, polyvinyl chloride resin, and the like can be used as the dispersing resin.

[0113] For example, the vehicle for a lithographic printing ink is manufactured from raw materials such as a rosin-modified phenol formaldehyde resin, petroleum resin, alkyd resin, and the like 20 to 50 (mass %), a plant and animal oil such as linseed oil, tung oil, soybean oil, and the like 0 to 30 (mass %), a solvent such as n-paraffin, isoparaffin, cycloparaffin, a-olefin, aromatic hydrocarbon, and the like 10 to 60 (mass %), and other additives such as a solubilizing agent, a gelling agent, and the like (mass %).

[0114] In addition, in the case of a vehicle for a gravure printing ink, a flexographic printing ink, for example, it is manufactured from raw materials such as one or more resins selected from the group consisting of a rosin, a maleic acid resin, a polyamide resin, a vinyl resin, a cyclized rubber, a chlorinated rubber, an ethylene-vinyl acetate copolymer resin, a urethane resin, a polyester resin, an alkyd resin, nitrocellulose, cellulose acetate, and the like 10 to 50 (mass %), a solvent such as an alcohol, toluene, n-hexane, ethyl acetate, a cellulose solvent, butyl cellulose acetate, and the like 30 to 80 (mass %), and the like.

[0115] In the case of a vehicle for a paint, for example, it is manufactured from raw materials such as an alkyd resin, an epoxy resin, an acrylic resin, a polyurethane resin, a polyester resin, a melamine resin, a urea resin, a water-soluble resin, and the like 20 to 80 (mass %), a solvent such as a hydrocarbon, an alcohol, a ketone, water, and the like 10 to 60 (mass %), and the like.

[0116] (Plastic use)

[0117] The non-water-soluble pigment composition of the present application can also be used for a plastic coloring use. In the case where a colored plastic molded product is obtained, for example, a thermoplastic resin (plastic) such as a polyolefin such as polyethylene, polypropylene, and the like, a polyvinyl chloride resin, and the like for injection molding, press molding, and the like is used, and the non-water-soluble pigment composition of the present application can be used by being mixed into these resins by a method known in the art.

[0118] (Toner use)

[0119] The non-water-soluble pigment composition of the present application can also be used for a toner coloring use. In the case where a toner for electrostatic latent image development is obtained, for example, a thermoplastic resin which is solid at ordinary temperature such as a polyester resin, a polyamide resin, a styrene resin, an acrylic resin, and the like is used as the dispersing resin.

[0120] The non-water-soluble pigment composition of the present application can be used as a toner for developing an electrostatic latent image, which is manufactured as a constituent component. The toner for developing an electrostatic latent image can be used as a single-component color magnetic toner (magnetic single-component developing color toner) containing a magnetic body in the toner, a non-magnetic single-component developing color toner (non-magnetic single-component developing color toner) not containing a magnetic body, or a two-component developing color toner (two-component developing color toner) mixed with a carrier.

[0121] The single-component color magnetic toner can be constituted of, for example, a colorant, a binder resin, a magnetic powder, a charge control agent (CCA), other additives represented by a releasing agent, and the like, as with a generally used magnetic toner.

[0122] The use amount of the non-water-soluble pigment composition in the toner for developing an electrostatic latent image is not particularly limited, and it is preferably used in a proportion of 0.5 to 25 parts by mass with respect to 100 parts by mass of the binder resin, and further preferably 4 to 10 parts by mass with respect to 100 parts by mass of the binder resin from the viewpoint of making the charging performance of the colorant itself more remarkable.

[0123] As the binder resin for the toner for developing an electrostatic latent image, each of the commonly used binder resins exemplified as the thermoplastic resins described above can be used, and each of synthetic resins, natural resins, natural rubbers, synthetic rubbers, synthetic waxes, and the like, which exhibit adhesiveness under heat or pressure application, can be used.

[0124] Example

[0125] The present application is further described in detail by the following examples, but the scope of the present application is not limited to these examples.

[0126] (Example 1)

[0127] In a 3L beaker, boron nitride (Fuji Photo Film Co., Ltd. and Wako Pure Chemical Industries, Ltd.) 19.8 g and ethanol 100 g were added and allowed to be well mixed. Next, ion exchange water 1000 g was added, and a glass stirring blade connected to a Three-One Motor was used to stir for 5 minutes at room temperature, to prepare a boron nitride dispersion liquid. In a 1L beaker, lauroyl lysine (N-lauroyl-L-lysine, Fuji Photo Film Co., Ltd. and Wako Pure Chemical Industries, Ltd.) 10.5 g, ethanol 50 g, ion exchange water 200 g, and 48% sodium hydroxide aqueous solution (Kanto Chemical Co., Inc.) 5 g were added and allowed to be well dissolved, to prepare a lauroyl lysine solution. In a 500 mL beaker, Bixin (Kanto Chemical Co., Inc.) 9.01 g and ion exchange water 300 mL, a stirring bar were added, and using a magnetic stirrer, stirring was performed for 15 minutes at room temperature, to prepare a Bixin solution. The lauroyl lysine solution and the Bixin solution were sequentially added to the boron nitride dispersion liquid, and stirring was performed for 15 minutes at room temperature. Next, dilute hydrochloric acid prepared by diluting hydrochloric acid (Kanto Grade 1, Kanto Chemical Co., Inc.) 10 times with ion exchange water was slowly added dropwise using a dropper, and after adjusting the pH to 4.0, stirring was performed for 2 hours at room temperature. The solution was filtered using a Nutsche filter, and the obtained solid was dried using a vacuum drier (740 mmHg) at 30°C for 14 hours, to obtain a powder (1) 33.9 g. The composition ratio of boron nitride and lauroyl lysine, Bixin in the powder (1) was 50:27:23 in terms of the amount of the raw material. The obtained powder exhibited the same orange color as Bixin.

[0128] In a 10 mL vial, the powder (1) 100 mg and ion exchange water 1.0 g, a stirring bar were added, and using a magnetic stirrer, stirring was performed for 5 minutes, to prepare a dispersion liquid (1). One drop of the dispersion liquid (1) was added dropwise on filter paper, and as a result, the added dropwise portion exhibited an orange color in a circular shape, and thereafter, a colorless transparent liquid spread in a concentric circle shape. The portion exhibiting the orange color was the powder (1) which was not dissolved in water, and the portion in which the transparent liquid spread in a concentric circle shape was water, and thus it was confirmed that the powder (1) was not dissolved in water.

[0129] (Example 2)

[0130] In a 3L beaker, boron nitride (Fuji Photo Film Co., Ltd. and Wako Pure Chemical Industries, Ltd.) 10 g and ethanol 100 g were added and made to be well mixed. Next, ion exchange water 1000 g was added, and a glass stirring blade connected to a Three-One Motor was used to stir for 5 minutes at room temperature, to prepare a boron nitride dispersion liquid. In a 1L beaker, lauroyl lysine (N-lauroyl-L-lysine, Fuji Photo Film Co., Ltd. and Wako Pure Chemical Industries, Ltd.) 10 g, ethanol 50 g, ion exchange water 200 g, and 48% sodium hydroxide aqueous solution (Kanto Chemical Co., Inc.) 5 g were added and made to be well dissolved, to prepare a lauroyl lysine solution. In a 500 mL beaker, safflower yellow (Safflower Y 1500, safflower pigment 85%, dextrin 15%, Dainippon Seiyaku Co., Ltd.) 1.0 g and ion exchange water 300 mL were added, and a stirring bar was used to stir for 15 minutes at room temperature using a magnetic stirrer, to prepare a safflower yellow solution. The lauroyl lysine solution was added to the boron nitride dispersion liquid, and a dropper was used to slowly add dilute hydrochloric acid prepared by diluting hydrochloric acid (Kanto Chemical Co., Inc.) 10 times with ion exchange water, to adjust the pH to 7.0. The entire amount of the safflower yellow solution was added thereto, and a dropper was used to slowly add dilute hydrochloric acid, to adjust the pH to 4.0, and then stirring was performed at room temperature for 2 hours. The solution was filtered using a Nutsche filter, and the obtained solid was dried using a vacuum drier (740 mmHg) at 30°C for 14 hours, to obtain a powder (2) 18.8 g. The composition ratio of boron nitride and lauroyl lysine, safflower yellow in the powder (2) was 200:200:17 in terms of the amount of the raw materials. The obtained powder exhibited the same yellow color as the safflower yellow.

[0131] In a 10 mL vial, the powder (2) 104.3 mg and ion exchange water 1.0 g were added, and a stirring bar was used to stir for 5 minutes using a magnetic stirrer, to prepare a dispersion liquid (2). One drop of the dispersion liquid (2) was added to a filter paper, and as a result, the added portion exhibited a yellow color in a circular shape, and then a colorless transparent liquid spread in a concentric circle shape. The portion exhibiting the yellow color was the powder (2) which was not dissolved in water, and the portion in which the transparent liquid spread in a concentric circle shape was water, and thus it was confirmed that the powder (2) was not dissolved in water.

[0132] (Example 3)

[0133] Instead of the safflower yellow of Example 2, sodium copper chlorophyllin (Fuji Photo Film Co., Ltd. and Wako Pure Chemical Industries, Ltd.) was used, and otherwise, the same procedure as Example 2 was followed to obtain a powder (3) 18.8 g. The composition ratio of boron nitride and lauroyl lysine, sodium copper chlorophyllin in the powder (3) was 10:10:1 in terms of the amount of the raw materials. The obtained powder exhibited the same green color as the sodium copper chlorophyllin.

[0134] A 10-mL vial was charged with 105 mg of the powder (3) and 1.0 g of ion exchange water, a stirring bar, and stirred with a magnetic stirrer for 5 minutes to prepare a dispersion liquid (3). One drop of the dispersion liquid (3) was dropped on a filter paper, and as a result, the dropped portion was observed to exhibit green color in a circular shape, and thereafter, a colorless transparent liquid was observed to spread in a concentric circular shape. The portion exhibiting green color was the water-insoluble powder (3), and the portion in which the transparent liquid spread in a concentric circular shape was water, and thus it was confirmed that the powder (3) was water-insoluble.

[0135] (Example 4)

[0136] Instead of saffron yellow, LINABLUE G1 (DIC Life Sciences, trehalose 55%, spirulina extract 40%, trisodium citrate 5%) was used, and otherwise, the experiment was performed in the same manner as in Example 2 to obtain 20.4 g of a powder (4). The composition ratio of boron nitride and lauroyl lysine, spirulina extract in the powder (4) was 25:25:1 in terms of the amount of charge. The obtained powder exhibited blue color in the same system as phycocyanin pigment.

[0137] A 10-mL vial was charged with 102 mg of the powder (4) and 1.0 g of ion exchange water, a stirring bar, and stirred with a magnetic stirrer for 5 minutes to prepare a dispersion liquid (4). One drop of the dispersion liquid (4) was dropped on a filter paper, and as a result, the dropped portion was observed to exhibit blue color in a circular shape, and thereafter, a colorless transparent liquid was observed to spread in a concentric circular shape. The portion exhibiting blue color was the water-insoluble powder (4), and the portion in which the transparent liquid spread in a concentric circular shape was water, and thus it was confirmed that the powder (4) was water-insoluble.

[0138] (Example 5)

[0139] In a 3L beaker, 20 g of pearl pigment (Sun SHINE Spectral Red, manufactured by Sun Chemical) and 100 g of ethanol were added and mixed well. Next, 1000 g of ion exchange water was added, and the mixture was stirred for 5 minutes at room temperature using a glass stirring blade connected to a Three-One Motor to prepare a dispersion liquid of the pearl pigment. In a 1L beaker, 5 g of lauroyl lysine (N-lauroyl-L-lysine, manufactured by Fuji Photo Film Co., Ltd. and Wako Pure Chemical Industries, Ltd.), 50 g of ethanol, 200 g of ion exchange water, and 5 g of 48% sodium hydroxide aqueous solution (manufactured by Kanto Chemical Co., Inc.) were added and dissolved well to prepare a lauroyl lysine solution. In a 500 mL beaker, 15 g of Bixin (manufactured by Kanto Chemical Co., Inc.) and 300 mL of ion exchange water were added, and a stirring bar was used to stir the mixture for 15 minutes at room temperature using a magnetic stirrer to prepare a Bixin solution. Thereafter, the same procedure as in Example 1 was followed to obtain 33.8 g of powder (5). The composition ratio of the pearl pigment, lauroyl lysine, and Bixin in the powder (5) was 4:1:3 in terms of the amount of the materials used. The powder (5) exhibited the same orange color as the Bixin.

[0140] In a 10 mL vial, 120 mg of the powder (5) and 1.0 g of ion exchange water were added, and a stirring bar was used to stir the mixture for 5 minutes using a magnetic stirrer to prepare a dispersion liquid (5). One drop of the dispersion liquid (5) was dropped onto filter paper, and as a result, the dropped portion exhibited an orange color in a circular shape, and thereafter, a colorless transparent liquid spread in a concentric circular shape. The portion exhibiting the orange color was the powder (5) that was not dissolved in water, and the portion in which the transparent liquid spread in a concentric circular shape was water, and thus it was confirmed that the powder (5) was not dissolved in water.

[0141] (Example 6)

[0142] In a 3L beaker, boron nitride (manufactured by Fuji Photo Film Co., Ltd. and Light Pure Chemicals Corp.) 19.8 g and ethanol 100 g were added and allowed to be sufficiently fused. Next, ion exchange water 1000 g was added, and a dispersion liquid of boron nitride was prepared by stirring with a glass stirring blade connected to a Three-One Motor for 5 minutes at room temperature. In a 1L beaker, N-octanoyl lysine (n6-(l-oxooctyl)-L-lysine, manufactured by Alfa Chemistry) 10.5 g, ethanol 50 g, ion exchange water 200 g, 48% sodium hydroxide aqueous solution (manufactured by Kanto Chemical Co., Inc.) 5 g were added and allowed to be sufficiently dissolved, and an N-octanoyl lysine solution was prepared. In a 500 mL beaker, redwood colorant (manufactured by Kanto Chemical Co., Inc.) 9.01 g and ion exchange water 300 mL, a stirring bar were added, and a redwood colorant solution was prepared by stirring with a magnetic stirrer for 15 minutes at room temperature. The N-octanoyl lysine solution and the redwood colorant solution were sequentially added to the boron nitride dispersion liquid, and stirring was performed at room temperature for 15 minutes. Next, dilute hydrochloric acid prepared by diluting hydrochloric acid (manufactured by Kanto Chemical Co., Inc.) 10 times with ion exchange water was slowly added dropwise with a dropper, and after adjusting the pH to 4.0, stirring was performed at room temperature for 2 hours. The solution was filtered using a Nutsche filter, and the obtained solid was dried using a vacuum drier (740 mmHg) at 30°C for 14 hours, and powder (6) 34.0 g was obtained. The composition ratio of boron nitride and N-octanoyl lysine, redwood colorant in the powder (6) was 50:27:23 in terms of the amount of the raw material. The obtained powder exhibited the same orange color as the redwood colorant.

[0143] In a 10 mL vial, powder (6) 100 mg and ion exchange water 1.0 g, a stirring bar were added, and a dispersion liquid (6) was prepared by stirring with a magnetic stirrer for 5 minutes. One drop of the dispersion liquid (6) was added dropwise on a filter paper, and as a result, the added dropwise part exhibited an orange color in a circular shape, and thereafter, a colorless transparent liquid spread in a concentric circle shape. The part exhibiting the orange color was the powder (6) which was not dissolved in water, and the part in which the transparent liquid spread in a concentric circle shape was water, and thus it was confirmed that the powder (6) was not dissolved in water.

[0144] (Example 7)

[0145] To a 1 L beaker, lauroyl lysine (N-lauroyl-L-lysine, manufactured by FUJIFILM Wako Pure Chemical Corporation) 27 g, ethanol 50 g, ion exchange water 200 g, 48% sodium hydroxide aqueous solution (Kanto Class, manufactured by KANTO CHEMICAL CO., INC.) 10 g were added, and the mixture was allowed to dissolve sufficiently, to thereby prepare a lauroyl lysine solution. Separately, to a 500 mL beaker, Bixin (manufactured by KANTO CHEMICAL CO., INC.) 23.0 g and ion exchange water 300 mL were added, and a stirrer was used to stir the mixture at room temperature for 15 minutes, to thereby prepare a Bixin solution. To ion exchange water 1000 g in a prepared 3 L beaker, the adjusted lauroyl lysine solution and the Bixin solution were sequentially added, and the mixture was stirred at room temperature for 15 minutes. Next, dilute hydrochloric acid prepared by diluting hydrochloric acid (Kanto Class, manufactured by KANTO CHEMICAL CO., INC.) 10 times with ion exchange water was slowly added dropwise using a dropper, and the pH was adjusted to 4.0, followed by stirring at room temperature for 2 hours. The solution was filtered using a Nutsche filter, and the obtained solid was dried at 30°C for 14 hours using a vacuum drier (740 mmHg), to thereby obtain a powder (7) 47.0 g. The composition ratio of lauroyl lysine and Bixin in the powder (7) was 27:23 in terms of the amount of the raw materials. The obtained powder exhibited the same orange color as Bixin.

[0146] The powder (7) 20 g and boron nitride (manufactured by FUJIFILM Wako Pure Chemical Corporation) 20 g were premixed. Next, using a dry particle compounding device (NOBILTA (registered trademark), manufactured by Hosokawa Micron Corporation) (using a blade with a diameter of 86 mm), the mixture was processed at 4000 rpm for 3 minutes, and then taken out, to thereby obtain a powder (8) 37.0 g. The composition ratio of boron nitride and lauroyl lysine and Bixin in the powder (8) was 50:27:23 in terms of the amount of the raw materials. The obtained powder exhibited the same orange color as Bixin.

[0147] In a 10 mL vial, the powder (8) 100 mg and ion exchange water 1.0 g were added, and a stirrer was used to stir the mixture using a magnetic stirrer for 5 minutes, to thereby prepare a dispersion liquid (7). One drop of the dispersion liquid (7) was added dropwise to a filter paper, and as a result, the added drop was observed to exhibit an orange color in a circular shape, and thereafter, a colorless transparent liquid was observed to spread in a concentric circular shape. The portion exhibiting the orange color was the powder (8) which was not soluble in water, and the portion in which the transparent liquid spread in a concentric circular shape was water, and thus it was confirmed that the powder (8) was not soluble in water.

[0148] (Comparative Example 1)

[0149] In a 10 mL vial, 10 mg of redwood pigment (manufactured by Kanto Chemical Co., Inc.) and 1.0 g of water were added, and then a stirrer was added and stirred for 5 minutes to prepare a dispersion liquid (8). One drop of the dispersion liquid (8) was dropped on a filter paper, and as a result, a case where an orange liquid uniformly spread in a concentric circle shape with the dropped portion as the center was observed. Here, in the dispersion liquid (8), it was confirmed that the redwood pigment was dissolved in water.

[0150] (Comparative Example 2)

[0151] In a 10 mL vial, 23 mg of redwood pigment (manufactured by Kanto Chemical Co., Inc.) and 50 mg of boron nitride (manufactured by Fuji Photo Film Co., Ltd. and Wako Pure Chemical Industries, Ltd.), 27 mg of lauroyl lysine (N-lauroyl-L-lysine, manufactured by Fuji Photo Film Co., Ltd. and Wako Pure Chemical Industries, Ltd.), and 1.0 g of water were added, and then a stirrer was added and stirred for 5 minutes to prepare a dispersion liquid (9). One drop of the dispersion liquid (9) was dropped on a filter paper, and as a result, a case where an orange liquid uniformly spread in a concentric circle shape with the dropped portion as the center was observed. Here, in the dispersion liquid (9), it was confirmed that the redwood pigment was dissolved in water.

[0152] (Comparative Example 3)

[0153] In a 10 mL vial, 10 mg of safflower yellow pigment (Safflower Y 1500, safflower pigment 85%, dextrin 15%) and 1.0 g of water were added, and then a stirrer was added and stirred for 5 minutes to prepare a dispersion liquid (10). One drop of the dispersion liquid (10) was dropped on a filter paper, and as a result, a case where a yellow liquid uniformly spread in a concentric circle shape with the dropped portion as the center was observed. Here, it was confirmed that the safflower yellow pigment was dissolved in water in the dispersion liquid (10).

[0154] (Comparative Example 4)

[0155] In a 10 mL vial, 5 mg of safflower yellow pigment (Safflower Y 1500, safflower pigment 85%, dextrin 15%) and 50 mg of boron nitride (manufactured by Fuji Photo Film Co., Ltd. and Wako Pure Chemical Industries, Ltd.), 50 mg of lauroyl lysine (N-lauroyl-L-lysine, manufactured by Fuji Photo Film Co., Ltd. and Wako Pure Chemical Industries, Ltd.), and 1.0 g of water were added, and then a stirrer was added and stirred for 5 minutes to prepare a dispersion liquid (11). One drop of the dispersion liquid (11) was dropped on a filter paper, and as a result, a case where a yellow liquid uniformly spread in a concentric circle shape with the dropped portion as the center was observed. Here, in the dispersion liquid (11), it was confirmed that the safflower yellow pigment was dissolved in water.

[0156] (Comparative Example 5)

[0157] After adding sodium copper chlorophyllin (manufactured by Fuji Photo Film and Otsuka Pharmaceutical Co., Ltd.) 10 mg and water 1.0 g in a 10 mL vial, a stirrer was added and stirred for 5 minutes to prepare a dispersion liquid (12). When 1 drop of the dispersion liquid (12) was dropped on filter paper, a green liquid was observed to spread uniformly in a concentric circle shape with the dropped portion as the center. Here, it was confirmed that the sodium copper chlorophyllin was dissolved in water in the dispersion liquid (12).

[0158] (Comparative Example 6)

[0159] After adding sodium copper chlorophyllin (manufactured by Fuji Photo Film and Otsuka Pharmaceutical Co., Ltd.) 5 mg and boron nitride (manufactured by Fuji Photo Film and Otsuka Pharmaceutical Co., Ltd.) 50 mg, lauroyl lysine (N-lauroyl-L-lysine, manufactured by Fuji Photo Film and Otsuka Pharmaceutical Co., Ltd.) 50 mg, and water 1.0 g in a 10 mL vial, a stirrer was added and stirred for 5 minutes to prepare a dispersion liquid (13). When 1 drop of the dispersion liquid (13) was dropped on filter paper, a green liquid was observed to spread uniformly in a concentric circle shape with the dropped portion as the center. Here, it was confirmed that the sodium copper chlorophyllin was dissolved in water in the dispersion liquid (13).

[0160] (Comparative Example 7)

[0161] After adding LINABLUE G1 (manufactured by DIC Life Sciences, trehalose 55%, spirulina extract 40%, trisodium citrate 5%) 10 mg and water 1.0 g in a 10 mL vial, a stirrer was added and stirred for 5 minutes to prepare a dispersion liquid (14). When 1 drop of the dispersion liquid (14) was dropped on filter paper, a blue liquid was observed to spread uniformly in a concentric circle shape with the dropped portion as the center. Here, it was confirmed that the phycocyanin pigment was dissolved in water in the dispersion liquid (14).

[0162] (Comparative Example 8)

[0163] After adding LINABLUE G1 (manufactured by DIC Life Sciences, trehalose 55%, spirulina extract 40%, trisodium citrate 5%) 5 mg, lauroyl lysine (N-lauroyl-L-lysine, manufactured by Fuji Photo Film and Otsuka Pharmaceutical Co., Ltd.) 50 mg, boron nitride (manufactured by Fuji Photo Film and Otsuka Pharmaceutical Co., Ltd.) 50 mg, and water 1.0 g in a 10 mL vial, a stirrer was added and stirred for 5 minutes to prepare a dispersion liquid (15). When 1 drop of the dispersion liquid (15) was dropped on filter paper, a blue liquid was observed to spread uniformly in a concentric circle shape with the dropped portion as the center. Here, it was confirmed that the phycocyanin pigment was dissolved in water in the dispersion liquid (15).

[0164] (Comparative Example 9)

[0165] In a 10 mL vial, 45 mg of redwood pigment (manufactured by Kanto Chemical Co., Inc.) and 60 mg of pearl pigment (manufactured by Sun Chemical, SunSHINE Spectral Red), 15 mg of lauroyl lysine (N-lauroyl-L-lysine, manufactured by Fuji Photo Film Co., Ltd. and Wako Pure Chemical Industries, Ltd.), and 1.0 g of water were added, followed by stirring with a stirrer for 5 minutes to prepare a dispersion (16). When 1 drop of the dispersion (16) was dropped on a filter paper, the orange liquid was observed to spread uniformly in a concentric circle shape with the dropped portion as the center. Here, it was confirmed that the redwood pigment was dissolved in water in the dispersion (16).

[0166] (Comparative Example 10)

[0167] In a 10 mL vial, 23 mg of redwood pigment (manufactured by Kanto Chemical Co., Inc.) and 50 mg of boron nitride (manufactured by Fuji Photo Film Co., Ltd. and Wako Pure Chemical Industries, Ltd.), 27 mg of n-octanoyl lysine (n6-(1-oxooctyl)-L-lysine, manufactured by Alfa Chemistry), and 1.0 g of water were added, followed by stirring with a stirrer for 5 minutes to prepare a dispersion (17). When 1 drop of the dispersion (17) was dropped on a filter paper, the orange liquid was observed to spread uniformly in a concentric circle shape with the dropped portion as the center. Here, it was confirmed that the redwood pigment was dissolved in water in the dispersion (17).

[0168] The results so far are shown in Table 1. For water resistance, 0 was given in the case where the pigment was not dissolved in water, and x was given in the case where it was dissolved.

[0169] [Table 1]

[0170]

[0171] As shown in Table 1, the non-water-soluble pigment composition of the present application has high water resistance.

[0172] The non-water-soluble pigment composition of the present application exhibits better color development than a simple mixture of a natural pigment, a dehydrated condensation compound of a fatty acid and an amino acid, and an inorganic material or a complex combination of a natural pigment and a dehydrated condensation compound of a fatty acid and an amino acid and a simple mixture of an inorganic material.

[0173] (Preparation of Powder (9))

[0174] Redwood pigment (manufactured by Kanto Chemical Co., Inc.) 15 g, lauroyl lysine 5 g, and boron nitride (manufactured by Kanto Chemical Co., Inc.) 20 g were added to a 45 L plastic bag in a powder state, and thoroughly mixed to prepare a powder (9).

[0175] (Preparation of Powder (10))

[0176] The powder (7) 20 g and boron nitride 20 g were added to a 45 L plastic bag in powder state, mixed well, and powder (10) was prepared.

[0177] (Colorimetry of powder)

[0178] A sphere integrating unit (Shimadzu Corporation, ISN-923) was installed in a spectrophotometer (Shimadzu Corporation, V-770 DS). Next, a powder pool (Shimadzu Corporation, PSH-002) was filled with a sufficient amount of powder to fill the colorimetry section. The powder pool was installed in the spectrophotometer, and colorimetry was performed. The colorimetry results were calculated in the CIE color system from the measured reflectance spectrum of 380 to 780 nm. Note that the measured reflectance is the relative reflectance measured using a standard white plate for the sphere integrating unit as a reference.

[0179] The powder (1), powder (8), powder (9), and powder (10) were colorimetry in powder state. The colorimetry results are shown in Table 2.

[0180] [Table 2]

[0181]

[0182] As shown in Table 2, the color development of the powder (1) and powder (5) of the evaluation examples 1 and 2 was smaller than that of the powder (8) and powder (9) of the comparative examples 1 and 2, and the color development was good.

[0183] The colorants of the examples and comparative examples were evaluated as lipsticks, eye makeup, nail makeup, and hair makeup.

[0184] (Preparation and evaluation of lipstick)

[0185] A balm cream base (Orange Blossom, Inc.), castor oil (Orange Blossom, Inc.) was charged into a pudding cup and mixed while heating in a hot water bath at 70 to 80°C. The powder (1) prepared in Example 1, the powder (5) prepared in Example 5, or the redwood pigment used in Comparative Example 1 was added and mixed while heating. The mixture was filled into a silicone mold with a ring, and after standing for 10 minutes, it was cooled in a refrigerator at 10°C for about 10 minutes. The lipstick was cut with a spatula to expose the ring, and after removing the ring, it was inserted into a lipstick cylinder. The lower part of the silicone mold was held, a small amount of air was added, and the cylinder was lowered little by little to be housed in the cylinder, and a lipstick was obtained. The prepared lipsticks are summarized in Table 3.

[0186] [Table 3]

[0187]

[0188] ​​The water resistance, appearance roughness, use feeling, color unevenness, and makeup durability of each lipstick cosmetic were evaluated. The water resistance was evaluated by applying the lipstick cosmetic to filter paper and visually confirming the degree of bleeding when 1 mL of water was added to the colored portion using a dropper. The appearance roughness was evaluated by visually confirming the lipstick cosmetic. The use feeling and color unevenness were evaluated by applying the lipstick cosmetic to the wrist. The makeup durability was evaluated by visually confirming the degree of discoloration when the lipstick cosmetic applied to the wrist was wiped with a paper towel three times. The evaluation results are summarized in Table 2. For the water resistance, 0 indicates no bleeding and X indicates bleeding. For the appearance roughness, 0 indicates no roughness and X indicates roughness. For the use feeling, 0 indicates good and X indicates poor. For the color unevenness, 0 indicates no unevenness and X indicates unevenness. For the makeup durability, 0 indicates no discoloration and X indicates discoloration.

[0189] [Table 4]

[0190]

[0191] As shown in Table 4, the lipstick cosmetic using the non-water-soluble pigment composition of the present application showed superior properties in terms of water resistance, appearance roughness, use feeling, color unevenness, and makeup durability compared to the lipstick cosmetic using the natural pigment itself.

[0192] (Preparation and evaluation of eye cosmetic)

[0193] Talc (YAMAGUCHI MICA Co., Ltd.) 14.1 g, methyl paraben (Maruichi Pharmaceutical Co., Ltd.) 0.02 g, propyl paraben (Maruichi Pharmaceutical Co., Ltd.) 0.02 g, trihydroxy stearyl ester (Shimadzu Kosho Co., Ltd.) 1.88 g were weighed into a coffee grinder, and stirring was performed for 10 seconds three times to prepare a dispersion base. The dispersion base and the powder (1), powder (5) prepared in the examples, or the redwood pigment used in Comparative Example 1 were added to the coffee grinder, and stirring was performed for 5 seconds twice to prepare an eye cosmetic powder. The eye cosmetic powder was placed on a metal plate and pressed to prepare an eye cosmetic. The prepared eye cosmetics are summarized in Table 5.

[0194] [Table 5]

[0195]

[0196] The water resistance, roughness, color unevenness, and makeup durability of each eye cosmetic were evaluated. The water resistance was evaluated by applying the eye cosmetic to filter paper and visually confirming the degree of bleeding when 0.5 mL of water was added to the colored portion using a dropper. The roughness and color unevenness were evaluated by applying the eye cosmetic to the wrist. As for the makeup durability, the color after the eye cosmetic applied to the wrist was wiped three times was evaluated. The results of the evaluation are summarized in Table 6. For the water resistance, O was given when there was no bleeding, and X was given when there was bleeding. For the roughness, O was given when there was no roughness, and X was given when there was roughness. For the color unevenness, O was given when there was no color unevenness, and X was given when there was color unevenness. For the makeup durability, O was given when there was no color loss, and X was given when there was color loss.

[0197] [Table 6]

[0198]

[0199] As is clear from Table 6, the eye cosmetic using the non-water-soluble pigment composition of the present application showed superiority in terms of water resistance, roughness, color unevenness, and makeup durability, as compared with the eye cosmetic using the natural pigment itself.

[0200] (Preparation and evaluation of nail cosmetics)

[0201] To a 20 mL plastic bottle, 1.7 g of the powder prepared in the examples or the natural pigment and Nail Holic base oil (color: SP030, manufactured by KOSE Corporation) were added, and mixed using a dropper. Nail cosmetics were prepared by further adding the Nail Holic base oil thereto. As the coloring material, the powder (1), the powder (5) prepared in the examples, or the Bixin used in Comparative Example 1 was used in each of the nail cosmetics. The prepared nail cosmetics are summarized in Table 7.

[0202] [Table 7]

[0203]

[0204] The water resistance, unevenness of the applied surface, and color unevenness of each nail cosmetic were evaluated. The water resistance was evaluated by applying the nail cosmetic to filter paper and visually confirming the degree of bleeding when 1 mL of water was added to the colored portion using a dropper. The unevenness of the applied surface and the color unevenness were evaluated by applying the nail cosmetic to a nail patch and drying it, and then confirming the appearance and feel of the applied surface. The results of the evaluation are summarized in Table 8. For the water resistance, O was given when there was no bleeding, and X was given when there was bleeding. For the unevenness of the applied surface, O was given when there was no unevenness, and X was given when there was unevenness. For the color unevenness, O was given when there was no color unevenness, and X was given when there was color unevenness.

[0205] [Table 8]

[0206]

[0207] From Table 8, it is seen that the nail cosmetic using the non-water-soluble pigment composition of the present application shows superiority in terms of water resistance, unevenness of the coated surface, and color unevenness, as compared with the nail cosmetic using the natural pigment itself.

[0208] (Preparation and evaluation of hair dyes)

[0209] Hair dyes were prepared as hair cosmetics and evaluated. Distilled water, propylene glycol (manufactured by Koyo Fine Chemical Co., Ltd.), polyquaternium-37-dioctyl lauryl glucoside carbonate (manufactured by BASF Japan Ltd.), and EDTA-2Na 0.016 g (manufactured by BASF Japan Ltd.) were measured in a 50 mL beaker, and mixed to be uniform with a stirrer. To this, the powder (1) prepared in the example, the powder (5), or the redwood pigment used in Comparative Example 1 was added, and mixed to be uniform with a spatula. Next, methyl paraben (manufactured by Maruzen Pharmaceutical Co., Ltd.) and propyl paraben (manufactured by Maruzen Pharmaceutical Co., Ltd.) were added, and mixed to be uniform with a spatula, and a hair dye was prepared. The prepared hair dyes are summarized in Table 9.

[0210] [Table 9]

[0211]

[0212] (Evaluation method of hair dyes)

[0213] (Color development evaluation)

[0214] (Color development when applied to golden human hair)

[0215] The hair dye was applied to golden human hair by hand, and the color development was visually observed. The color development to golden hair was set to O in the case of good color development, and to X in the case of poor color development.

[0216] (Color development when applied to black human hair)

[0217] The hair dye was applied to black human hair by hand, and the color development was visually observed. The color development to black hair was set to O in the case of good color development, and to X in the case of poor color development.

[0218] (Color development when applied to artificial skin)

[0219] The hair dye was applied to artificial skin by hand in a circular manner, and the color development was visually observed. The color development to artificial skin was set to O in the case of good color development, and to X in the case of poor color development.

[0220] (Evaluation of water resistance)

[0221] The hair dye was applied to the filter paper in a circular manner with a finger, and dried at room temperature for about 10 minutes. Then, 1 mL of tap water was added to the center of the colored portion using a dropper. At this time, in the case where the added portion was observed to spread as a concentric circle with a colorless transparent solution from the colored portion without change in color compared to before the addition, the hair dye was evaluated as not exuding into the water. The water resistance was 0 when there was no exudation, and X when there was exudation.

[0222] (Evaluation of pigment precipitation)

[0223] The hair dye was applied to the filter paper in a circular manner with a finger, and dried at room temperature for about 10 minutes. Then, 1 mL of tap water was added to the center of the colored portion using a dropper. At this time, in the case where the added portion was observed to spread as a concentric circle with a colorless transparent solution from the colored portion without change in color compared to before the addition, the hair dye was evaluated as not exuding into the water. The water resistance was 0 when there was no exudation, and X when there was exudation.

[0224] [Table 10]

[0225]

[0226] As shown in Table 10, the hair cosmetic using the non-water-soluble pigment composition of the present application showed superior performance in terms of color development on black hair, color development on artificial skin, water resistance, and pigment precipitation, compared to the hair cosmetic using the natural pigment itself.

[0227] As described above, the lipstick cosmetic, eye cosmetic, nail cosmetic, and hair cosmetic incorporating the non-water-soluble pigment composition of the present application exhibited superior performance compared to the cosmetic incorporating the natural pigment itself. It is considered that the non-water-soluble pigment composition of the present application exhibited superior performance by the complexing of the natural pigment, the dehydrated condensation compound of fatty acid and amino acid, and the inorganic material, and the powder described in the examples exhibited superior performance as a cosmetic.

Claims

1. A non-water-soluble pigment composition, which is a non-water-soluble pigment composition formed by combining natural pigments, dehydration condensation compounds of fatty acids and amino acids, and inorganic materials.

2. The water-insoluble pigment composition according to claim 1, wherein, The non-water-soluble pigment composition contains, by mass ratio, 0.1-70% natural pigment, 5-60% dehydration condensation compound of fatty acids and amino acids, and 30-80% inorganic material, with the total of natural pigment, dehydration condensation compound of fatty acids and amino acids and inorganic material being 100% by mass ratio.

3. The water-insoluble pigment composition according to claim 1 or 2, wherein, The inorganic material is selected from at least one of boron nitride, titanium oxide, pearlescent pigments, clay minerals, and hydroxyapatite.

4. The water-insoluble pigment composition according to claim 1 or 2, wherein, The pearlescent pigment is at least one selected from pigments whose particles are coated with titanium oxide and bismuth oxychloride, selected from mica, talc, or glass.

5. The water-insoluble pigment composition according to claim 1 or 2, wherein, The natural pigment is selected from at least one of the following: carotenoid pigments, porphyrin pigments, flavonoid pigments, and pigment proteins.

6. The water-insoluble pigment composition according to claim 1 or 2, wherein, The natural pigment is selected from at least one of the following: mahogany pigment, chlorophyll pigment, safflower yellow pigment, and phycocyanin pigment.

7. The non-water-soluble pigment composition according to claim 1 or 2, wherein, The dehydration condensation compound of the fatty acid and amino acid is selected from at least one of lauroyl lysine or N-octanoyl lysine.

8. A coating material, printing mark, stationery, writing instrument, printing ink, inkjet ink, metallic ink, paint, plastic colorant, colorant, fluorescent marker, fluorescent probe, or chemical sensor for food, cosmetics, lipstick cosmetics, eye area cosmetics, nail cosmetics, base makeup cosmetics, hair cosmetics, pharmaceuticals, pesticides, characterized in that, A composition containing the non-water-soluble pigment as described in claim 1 or 2.

Citation Information

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