Classifications

• • C—CHEMISTRY; METALLURGY
  • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
  • C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
  • C09B61/00—Dyes of natural origin prepared from natural sources, e.g. vegetable sources
• • C—CHEMISTRY; METALLURGY
  • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
  • C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
  • C09B63/00—Lakes
• • C—CHEMISTRY; METALLURGY
  • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
  • C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
  • C09B67/00—Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
  • C09B67/006—Preparation of organic pigments
• • C—CHEMISTRY; METALLURGY
  • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
  • C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
  • C09B67/00—Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
  • C09B67/0097—Dye preparations of special physical nature; Tablets, films, extrusion, microcapsules, sheets, pads, bags with dyes
• • C—CHEMISTRY; METALLURGY
  • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
  • C09C—TREATMENT OF INORGANIC MATERIALS, OTHER THAN FIBROUS FILLERS, TO ENHANCE THEIR PIGMENTING OR FILLING PROPERTIES ; PREPARATION OF CARBON BLACK  ; PREPARATION OF INORGANIC MATERIALS WHICH ARE NO SINGLE CHEMICAL COMPOUNDS AND WHICH ARE MAINLY USED AS PIGMENTS OR FILLERS
  • C09C1/00—Treatment of specific inorganic materials other than fibrous fillers; Preparation of carbon black
  • C09C1/40—Compounds of aluminium
• • C—CHEMISTRY; METALLURGY
  • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
  • C09C—TREATMENT OF INORGANIC MATERIALS, OTHER THAN FIBROUS FILLERS, TO ENHANCE THEIR PIGMENTING OR FILLING PROPERTIES ; PREPARATION OF CARBON BLACK  ; PREPARATION OF INORGANIC MATERIALS WHICH ARE NO SINGLE CHEMICAL COMPOUNDS AND WHICH ARE MAINLY USED AS PIGMENTS OR FILLERS
  • C09C3/00—Treatment in general of inorganic materials, other than fibrous fillers, to enhance their pigmenting or filling properties
  • C09C3/08—Treatment with low-molecular-weight non-polymer organic compounds

Definitions

• the present invention relates to water-insoluble and oil-insoluble dye compositions.
• carotenoid pigments are oil-soluble or water-soluble, and when used in cosmetics or food pigments, it has been clarified that they tend to cause problems such as elution in water or solvents and accompanying color fading. Therefore, it is currently used only in very limited applications.
• the present invention provides a carotenoid dye composition that has excellent stability and dispersibility when used as a coloring agent, and coating materials or printing markers, stationery, and writing instruments for foods, cosmetics, pharmaceuticals, or agricultural chemicals containing the dye composition. , printing inks, inkjet inks, metal inks, paints, plastic colorants, color toners, or chemical sensors.
• a dye composition in which a carotenoid dye is coated, impregnated, complexed, or adsorbed on a metal or metal compound is water-insoluble and The present inventors have found that the dye composition is oil-insoluble and that the dye composition can be used as a coloring agent in a variety of applications, thereby completing the present invention.
• [2] 1. The water-insoluble and oil-insoluble pigment according to 1, wherein the weight ratio of the carotenoid pigment to the metal or metal compound is carotenoid pigment: metal or metal compound 0.1:99.9 to 90:10. Composition.
• the carotene is at least one selected from ⁇ -carotene, ⁇ -carotene, ⁇ -carotene, ⁇ -carotene and lycopene.
• the xanthophylls are at least one selected from lutein, zeaxanthin, canthaxanthin, fucoxanthin, astaxanthin, antheraxanthin, and violaxanthin.
• the water-insoluble and oil-insoluble dye composition according to 1 or 2 wherein the metal compound is a metal hydroxide or metal oxide.
• the metal element of the metal or metal compound is aluminum.
• the carotenoid pigments used in the present invention are a group of natural pigments exhibiting yellow, orange, red, and the like.
• Carotenoids can be obtained by chemical synthesis, microbial fermentation, or extraction from natural products, and more than 750 types have been identified so far. For example, the colors of tomatoes, carrots, flamingos and lobsters are due to carotenoid pigments.
• carotenoids have a wide range of physiological actions, and play important roles in photosynthesis, such as assisting light-harvesting action, photoprotective action, and antioxidant action.
• an essential nutrient for animals in recent years it has also been reported to be effective in preventing cancer and heart disease.
• Carotenoid pigments generally have a basic skeleton of the chemical formula C 40 H 56 composed of eight isoprene units linked together. It is also a kind of terpenoid and is classified as a tetraterpene.
• the pigmentary properties of carotenoids are due to the long conjugated double bonds (polyenes) that run along their molecular backbones. Depending on the length of its conjugated system, it exhibits different absorption spectra with maxima between 400 and 500 nm, resulting in different colors of yellow, orange and red. The high antioxidant activity of carotenoids is also derived from this conjugated double bond.
• Carotenoids are classified into carotenes, xanthophylls, apocartoids, etc. according to their molecular structures and purification routes.
• Carotenoid pigments can be used in a wide range of foods, from neutral to acidic, such as beverages, frozen desserts such as ice cream, margarine, bread, and tempura flour. It is also used in cosmetics such as lipstick, lip balm, nail care, hand cream, face oil, hair treatment, shampoo, and lotion.
• Carotenes are carotenoids containing only carbon and hydrogen as constituents, and include carotenoid pigments such as ⁇ -carotene, ⁇ -carotene, ⁇ -carotene, ⁇ -carotene, and lycopene.
• ⁇ -carotene is a bright orange carotenoid pigment that is abundant in green and yellow vegetables such as carrots, spinach, and pumpkin, and is the most abundant provitamin A in nature. Since vitamin A is a fat-soluble vitamin, it is a nutrient that is concerned about overdose. On the other hand, provitamin A is converted to vitamin A as needed, so ⁇ -carotene intake does not cause vitamin A excess.
• vitamin A is an immunostimulator and a powerful antioxidant. Lycopene is a red carotenoid pigment that is abundantly contained in tomatoes and watermelon, and its antioxidant activity is greater than that of ⁇ -carotene.
• Xanthophylls have a structure in which hydrogen atoms of carotenes are substituted with oxygen functional groups such as hydroxyl groups and carbonyl groups, and include astaxanthin, canthaxanthin, ⁇ -cryptoxanthin, capsanthin, fucoxanthin, lutein, and myxoxanthophyll. , and zeaxanthin.
• Zeaxanthin is a reddish-orange pigment that is abundantly contained in paprika, egg yolk, spinach, and the like, and is present in the lens of the eye and the center of the retina. Zeaxanthin has an antioxidant effect and has the effect of protecting the eyes from light. Astaxanthin is a red carotenoid pigment that is abundantly contained in salmon, salmon roe, shrimp, etc. It works on the retina, brain, and other parts of the body where nutrients are hard to reach, and exerts its antioxidant power.
• Apocartoids are produced by conversion from carotenoids catalyzed by carotenoid oxygenase.
• Apocarotenoids include bixin, novirxin, crocetin, ionone, peridinin, apocarotenal, retinal, retinoic acid, retinol, and abscisic acid.
• Bixin is contained in the seeds of the annatto tree and is a component of the annatto pigment. Bixin is fat-soluble, but in the presence of alkali, the methyl ester is hydrolyzed to give the water-soluble dicarboxylic acid norbixin.
• Crocetin is a naturally occurring carotenoid carboxylic acid and an orange pigment found in crocus flowers.
• Crocin is a water-soluble yellow carotenoid pigment, and has a diester structure in which crocetin is condensed with two molecules of gentiobiose.
• Crocin and crocetin are coloring components of saffron and gardenia pigments.
• carotenoid pigments in general can be used, but carotenes, xanthophylls, and apocartoids are preferable in terms of color development and insolubility. , crocetin is more preferred.
• metals, metal compounds Any metal or metal compound can be used as long as it has a supporting action for insolubilizing the carotenoid pigment.
• Metal simple substances, metal oxides, metal hydroxides, etc., and particularly aluminum and aluminum hydroxide can be preferably used.
• the metal elements in the metals or metal compounds used in the present invention include those belonging to Groups 1 to 15 of the periodic table, excluding those belonging to the first period and the second period. Among them, metal elements such as iron, cobalt, nickel, zinc, aluminum, and titanium can be used, and one or more metal elements selected from them can be used. Metals or metal compounds that have no effect on the human body are particularly preferred for use in foods and cosmetics, and aluminum, titanium, and zinc are particularly preferred in the embodiment of the present invention.
• metal hydroxides and oxides are preferably used as metals or metal compounds in order to strengthen the physical adsorption of carotenoid pigments and metals or metal compounds, particularly aluminum hydroxide.
• titanium oxide and zinc oxide are preferably used.
• Physical adsorption with carotenoid pigments is better when alkali is added to chlorides such as aluminum chloride, titanium tetrachloride, zinc chloride, etc., and a slurry of aluminum hydroxide, titanium oxide, zinc hydroxide, etc. is used. Be strong and be favorable.
• it is more preferable that the surface of the metal or metal compound is coated with a carotenoid pigment.
• coating indicates a state in which a carotenoid pigment partially or uniformly exists on a metal surface and covers it.
• the suitable particle size of the metal or metal compound particles varies depending on the application, and the hue of the metal or metal compound particles varies depending on the particle size. For example, it is preferably 100 nm to 20 ⁇ m for food and cosmetic applications, and 50 to 500 nm for other applications.
• the metal compound and the carotenoid pigment physically adsorbed due to electrical interaction, precipitated as a complex, and became insoluble in water and solvents. thinking.
• carotenoid pigments which have been limited to food and cosmetic applications, can be used as coloring materials equivalent to ordinary pigments for food, cosmetics, pharmaceuticals, or agricultural chemicals. , printing inks, inkjet inks, metal inks, paints, plastic colorants, color toners, or chemical sensors. Further, along with the insolubilization, it can be expected to improve properties such as heat resistance and light resistance.
• the use of the water-insoluble and oil-insoluble dye composition of the present invention is not limited to the above uses.
• the ratio of carotenoid pigment:metal or metal compound 0.1:99.9 to 90:10.
• Method for producing water-insoluble and oil-insoluble dye composition As a method for producing the water-insoluble and oil-insoluble dye composition of the present invention, a method of mixing a carotenoid dye and a metal or a metal compound in a solvent is the most uniform water-insoluble and oil-insoluble dye composition. can be manufactured.
• a method for producing a water-insoluble and oil-insoluble dye composition by mixing each substance in a solvent, 1) first, a metal or metal compound is dissolved in a dilute aqueous acid or base solution to prepare a solution. 2) On the other hand, a carotenoid pigment or a preparation containing a carotenoid pigment is dissolved or dispersed in water to prepare an aqueous solution or aqueous dispersion. 3) Next, the above two liquids are mixed to prepare a mixed liquid. 4) Further, a pH adjuster is added to the mixed solution to adjust the pH to prepare a mixed solution containing a water-insoluble and oil-insoluble dye composition. 5) A method of filtering and drying the resulting mixture containing the water-insoluble and oil-insoluble dye composition.
• the metal or metal compound solution may be mixed with the carotenoid pigment-containing aqueous solution or aqueous dispersion. may be added and mixed as powder, or conversely, a carotenoid pigment-containing aqueous solution or aqueous dispersion may be mixed with a metal or metal compound solution, or these two liquids may be mixed little by little. You can create it while doing so.
• the metal or metal compound solution may be a state in which the metal or metal compound is completely dissolved in the liquid, or the metal or metal compound is partially dissolved in the liquid and partially dispersed in the liquid. It's okay.
• the temperature for mixing may be room temperature or may be heated. Considering the decomposition temperature of carotenoid pigments, the mixing temperature is preferably 10 to 60°C, more preferably 20 to 50°C. Further, the pH range when mixing the metal or metal compound solution and the carotenoid pigment-containing aqueous solution or aqueous dispersion is preferably 2.0 to 6.0, and can be adjusted to 3.0 to 5.0. More preferred.
• pH adjusters for adjusting pH include aqueous solutions such as sodium hydroxide, potassium hydroxide, and sodium bicarbonate.
• the pH range of the mixed solution when the pH adjuster is added is preferably 6.0 to 8.5 from the viewpoint of efficiently adsorbing and insolubilizing the metal or metal compound and the carotenoid pigment in the mixed solution. It is more preferable to adjust to 0.5 to 8.0.
• the resulting mixture containing the water-insoluble and oil-insoluble dye composition is filtered and dried to obtain the water-insoluble and oil-insoluble dye composition.
• the mixed liquid was filtered with a filter such as Nutsche, the filtrate was not colored, so it was confirmed that the carotenoid pigment and the metal or metal compound were adsorbed.
• the water-containing wet cake of the obtained water-insoluble and oil-insoluble dye composition is dried at room temperature, by heating, in vacuum, by drying under reduced pressure, etc., to obtain a dry water-insoluble and oil-insoluble dye composition. can be done.
• the drying method and the dryer are not limited as long as they are ordinary methods and devices.
• the water-insoluble and oil-insoluble dye composition of the present invention can be used properly depending on the application, whether it is a wet cake containing water or a dry dry water-insoluble and oil-insoluble dye composition. It is possible. When used for water-based dispersions and inks, the wet cake can be used as it is, and when used for solvent-based dispersions, it can be used after replacing the water-based with solvent-based.
• the dry water-insoluble and oil-insoluble dye composition can be used as it is, or can of course be used after being redispersed in water, an organic solvent, a resin solution, or the like.
• stabilizer additive
• Stabilizers and additives can also be added to the water-insoluble and oil-insoluble dye composition of the present invention in order to further impart light resistance and heat resistance.
• Stabilizers and additives can be added to each or both of the metal hydroxide aqueous solution, the carotenoid pigment-containing aqueous solution, or the aqueous dispersion, and the prepared water-insoluble and oil-insoluble pigment It may be added to the composition.
• the water-insoluble and oil-insoluble dye composition of the present invention is optionally mixed with other resins, rubbers, additives, pigments, dyes, etc., and is used as the final coating material for food, cosmetics, pharmaceuticals, or agricultural chemicals. It can be adjusted and used for printing markers, stationery, writing instruments, printing inks, inkjet inks, metal inks, paints, plastic coloring agents, color toners, chemical sensors, etc. An example of the above application is shown below.
• the water-insoluble and oil-insoluble dye composition of the present invention can be used as cosmetics.
• the cosmetics used are not particularly limited, and the water-insoluble and oil-insoluble dye composition of the present invention can be used in various types of cosmetics.
• the cosmetics may be of any type as long as they can effectively exhibit their functions.
• the cosmetics may be lotions, cream gels, sprays and the like.
• Examples of the cosmetics include skin care cosmetics such as face wash, makeup remover, lotion, serum, face pack, protective milky lotion, protective cream, whitening cosmetics, and UV protection cosmetics, foundation, white powder, makeup base, lipstick, eye makeup, Make-up cosmetics such as cheek rouge and nail enamel, hair care cosmetics such as shampoo, hair rinse, hair treatment, hair styling agents, permanent waving agents, hair dyes, and hair growth agents, body care cosmetics such as body wash cosmetics, deodorant cosmetics, and bath agents Cosmetics etc. can be mentioned.
• the amount of the water-insoluble and oil-insoluble dye composition of the present invention used in the cosmetics can be appropriately set according to the type of the cosmetics.
• the content in the cosmetics is usually in the range of 0.1 to 99% by mass, and generally preferably in the range of 0.1 to 10% by mass.
• the amount is preferably in the range of 5 to 80% by mass, more preferably in the range of 10 to 70% by mass, and most preferably in the range of 20 to 60% by mass. is preferred.
• the amount of the water-insoluble and oil-insoluble dye composition of the present invention contained in the cosmetic product is within the above range, it is possible to effectively express functions such as coloring properties, and to retain the functions required for the cosmetic product. can do.
• the cosmetic may include the water-insoluble and oil-insoluble dye composition of the present invention, as well as carriers, pigments, oils, sterols, amino acids, moisturizers, powders, and other ingredients acceptable as cosmetic ingredients.
• the cosmetics can be produced by mixing the water-insoluble and oil-insoluble pigment composition of the present invention and other cosmetic ingredients.
• Cosmetics containing the water-insoluble and oil-insoluble dye composition of the present invention can be used in the same manner as ordinary cosmetics, depending on the type of the cosmetic.
• the water-insoluble and oil-insoluble dye composition of the present invention can be used as inks and paints. However, the uses and compositions of inks and paints are described, but are not limited to these.
• the water-insoluble and oil-insoluble dye composition of the present invention may be dispersed only in a thermoplastic resin, but may be dispersed in a vehicle for printing ink, a vehicle for paint, etc. containing a thermoplastic resin as an essential component. can also
• thermoplastic resins resins such as polyester resins, polyamide resins, styrene resins, acrylic resins, polyolefins, polyalkylene terephthalates, and polyvinyl chloride resins can be used as dispersing resins.
• the vehicle of the lithographic printing ink contains 20 to 50 (mass)% of resin such as rosin-modified phenolic resin, petroleum resin and alkyd resin, and 0 to 30 (mass) of animal and vegetable oil such as linseed oil, tung oil and soybean oil. %, n-paraffin, isoparaffin, naphthene, ⁇ -olefin, aromatic solvents at 10-60% (mass), and other additives such as solubilizers and gelling agents at several (mass)%. be done.
• resin such as rosin-modified phenolic resin, petroleum resin and alkyd resin
• animal and vegetable oil such as linseed oil, tung oil and soybean oil.
• other additives such as solubilizers and gelling agents at several (mass)%.
• rosins maleic acid resins, polyamide resins, vinyl resins, cyclized rubbers, chlorinated rubbers, ethylene-vinyl acetate copolymer resins, urethane resins, polyester resins, 10 to 50 (mass)% of one or more resin selected from alkyd resin, nitrocellulose, cellulose acetate, etc., 30 to 80 (mass) of solvent such as alcohol, toluene, n-hexane, ethyl acetate, cellosolve, butyl cellosolve, etc. % raw materials.
• solvent such as alcohol, toluene, n-hexane, ethyl acetate, cellosolve, butyl cellosolve, etc. % raw materials.
• Vehicles for paints include, for example, alkyd resins, epoxy resins, acrylic resins, polyurethane resins, polyester resins, melamine resins, urea resins, water-soluble resins, etc. 20 to 80 (mass)% of resins, hydrocarbons, alcohols, ketones It is manufactured from raw materials containing 10 to 60 (mass)% of solvent such as water.
• the water-insoluble and oil-insoluble dye composition of the present invention can also be used for plastic coloring applications.
• thermoplastic resins (plastics) for thermoforming such as injection molding and press molding, such as polyolefins such as polyethylene and polypropylene, and polyvinyl chloride resins, are used.
• the water-insoluble and oil-insoluble dye composition can be used by kneading into these resins by a conventionally known method.
• thermoplastic resins such as polyester resins, polyamide resins, styrene resins and acrylic resins, which are solid at room temperature and have film-forming properties, are used as dispersing resins.
• the electrostatic charge image developing toner produced using the water-insoluble and oil-insoluble dye composition of the present invention as a constituent component is a one-component color magnetic toner (color toner for magnetic one-component development) containing a magnetic substance in the toner. It can be used as a non-magnetic one-component color toner (color toner for non-magnetic one-component development) that does not contain a magnetic substance, or a color toner for a two-component color developer mixed with a carrier (color toner for two-component development). can.
• the one-component color magnetic toner can be composed of, for example, colorants, binder resins, magnetic powders, charge control agents (CCA), and other additives such as release agents, in the same manner as those commonly used.
• CCA charge control agents
• release agents in the same manner as those commonly used.
• the amount of the water-insoluble and oil-insoluble dye composition used in the toner for electrostatic charge image development is not particularly limited, but it can be used at a rate of 0.5 to 25 parts by mass with respect to 100 parts by mass of the binder resin. More preferably, the amount is from 4 to 10 parts by mass with respect to 100 parts by mass of the binder resin in order to make the charging performance of the colorant itself more remarkable.
• thermoplastic resins any of the known and commonly used thermoplastic resins exemplified above can be used. Any of natural rubber, synthetic rubber, synthetic wax, etc. can be used.
• carotenoid pigments change their color development with a change in pH. Therefore, it can be used as a chemical sensor for detecting pH by utilizing its color change.
• ions contained in environmental river water, groundwater, and industrial wastewater can be easily detected.
• the carotenoid pigment of the present invention By using the composition, the pH change can be easily observed at the site of measurement, and since it is water-insoluble, it can be recovered by filtration or the like, so process control can be performed without causing the dye to flow out into the aqueous medium. It is also possible to use
• Example 1 46.4 g of aluminum (III) chloride hexahydrate (manufactured by Kanto Kagaku Co., Ltd.) was dissolved in 1000 mL of deionized water in a 2 L beaker. Subsequently, a 4.8% sodium hydroxide aqueous solution diluted from a 48% sodium hydroxide aqueous solution (manufactured by Kanto Kagaku Co., Ltd.) was added to adjust the pH to 4.0 to prepare an aluminum hydroxide slurry.
• aluminum (III) chloride hexahydrate manufactured by Kanto Kagaku Co., Ltd.
• annatto pigment powder manufactured by Kanto Kagaku Co., Ltd.
• a 4.8% aqueous sodium hydroxide solution was added to adjust the pH to 7.0, followed by stirring for 30 minutes.
• the filtered solid was dried in a vacuum dryer (740 mmHg) at 30° C. for 14 hours to obtain 17.2 g of powder (1).
• the powder (1) thus obtained exhibited a yellow color similar to that of annatto pigment.
• the mixture was stirred for 5 minutes to prepare dispersion liquid (1).
• dispersion liquid (1) After one drop of Dispersion (1) was dropped onto the filter paper, it was observed that the dropped portion turned yellow in a circular shape, and then the colorless and transparent liquid spread concentrically.
• the portion that first turned yellow in a circular shape was the powder (1) that was insoluble in water, and then the portion where the transparent liquid spread concentrically was water, and the powder (1) was insoluble in water. I found out.
• dispersion liquid (2) After adding 10 mg of powder (1) and 1.0 g of acetone to a 10 mL vial, the mixture was stirred for 5 minutes to prepare dispersion liquid (2). When one drop of Dispersion (2) was dropped onto the filter paper, the dropped portion turned yellow in a circular shape, and then it was observed that the colorless and transparent liquid spread concentrically. The portion that first turned yellow in a circular shape was powder (1) insoluble in acetone, and then the portion where a transparent liquid spread concentrically was acetone, and powder (1) was insoluble in the solvent. I found out.
• Example 2 46.4 g of aluminum (III) chloride hexahydrate (manufactured by Kanto Kagaku Co., Ltd.) was dissolved in 1000 mL of deionized water in a 2 L beaker. Subsequently, a 4.8% sodium hydroxide aqueous solution diluted from a 48% sodium hydroxide aqueous solution (manufactured by Kanto Kagaku Co., Ltd.) was added to adjust the pH to 4.0 to prepare an aluminum hydroxide slurry.
• aluminum (III) chloride hexahydrate manufactured by Kanto Kagaku Co., Ltd.
• the obtained powder (2) exhibited a similar yellow color to gardenia yellow pigment.
• the portion that first turned yellow in a circular shape was the water-insoluble powder (2), and the portion where the transparent liquid spread concentrically after that was water, and the powder (2) was insoluble in water. I found out.
• the mixture was stirred for 5 minutes to prepare dispersion liquid (4).
• Dispersion (4) was dropped onto the filter paper, it was observed that the dropped portion turned yellow in a circular shape, and then the colorless and transparent liquid spread concentrically.
• the portion that first turned yellow in a circular shape was the powder (2) insoluble in acetone, and the portion where the transparent liquid spread concentrically was acetone, and the powder (2) was insoluble in the solvent. I found out.
• annatto pigment powder manufactured by Kanto Kagaku Co., Ltd.
• aluminum hydroxide prepared without adding pigment in a 10 mL vial
• 1.0 g of water in the same manner as in Example 1, and stir for 5 minutes.
• a dispersion liquid (7) When one drop of Dispersion (7) was dropped onto the filter paper, it was observed that the yellow liquid spread uniformly concentrically around the dropped portion. This indicates that the annatto pigment is dissolved in water in dispersion (7).
• annatto pigment powder manufactured by Kanto Kagaku Co., Ltd.
• aluminum hydroxide prepared without adding pigment in a 10 mL vial
• acetone 1.0 g
• acetone 1.0 g

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• Chemical & Material Sciences (AREA)
• Organic Chemistry (AREA)
• Chemical Kinetics & Catalysis (AREA)
• Pigments, Carbon Blacks, Or Wood Stains (AREA)
• Inks, Pencil-Leads, Or Crayons (AREA)

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• 2022
  • 2022-09-15 JP JP2023551302A patent/JP7552926B2/ja active Active
  • 2022-09-15 WO PCT/JP2022/034505 patent/WO2023053982A1/ja not_active Ceased

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