Classifications

• • C—CHEMISTRY; METALLURGY
  • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
  • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
  • C09D11/00—Inks
  • C09D11/30—Inkjet printing inks
  • C09D11/32—Inkjet printing inks characterised by colouring agents
  • C09D11/322—Pigment inks
• • 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
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
  • A61K8/00—Cosmetics or similar toiletry preparations
  • A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
  • A61K8/0241—Containing particulates characterized by their shape and/or structure
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
  • A61K8/00—Cosmetics or similar toiletry preparations
  • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
  • A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
  • A61K8/27—Zinc; Compounds thereof
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
  • A61K8/00—Cosmetics or similar toiletry preparations
  • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
  • A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
  • A61K8/29—Titanium; Compounds thereof
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
  • A61K8/00—Cosmetics or similar toiletry preparations
  • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
  • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
  • A61K8/64—Proteins; Peptides; Derivatives or degradation products thereof
  • A61K8/645—Proteins of vegetable origin; Derivatives or degradation products thereof
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
  • A61Q1/00—Make-up preparations; Body powders; Preparations for removing make-up
  • A61Q1/02—Preparations containing skin colorants, e.g. 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
  • C09B67/006—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
  • C09B67/0071—Process features in the making of dyestuff preparations; Dehydrating agents; Dispersing agents; Dustfree compositions
  • C09B67/0092—Dyes in solid form
• • 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
  • C09B68/00—Organic pigments surface-modified by grafting, e.g. by establishing covalent or complex bonds, in order to improve the pigment properties, e.g. dispersibility or rheology
  • C09B68/40—Organic pigments surface-modified by grafting, e.g. by establishing covalent or complex bonds, in order to improve the pigment properties, e.g. dispersibility or rheology characterised by the chemical nature of the attached groups
  • C09B68/42—Ionic groups, e.g. free acid
  • C09B68/423—Cationic groups
• • C—CHEMISTRY; METALLURGY
  • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
  • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
  • C09D11/00—Inks
  • C09D11/02—Printing inks
  • C09D11/03—Printing inks characterised by features other than the chemical nature of the binder
  • C09D11/037—Printing inks characterised by features other than the chemical nature of the binder characterised by the pigment
• • C—CHEMISTRY; METALLURGY
  • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
  • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
  • C09D7/00—Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
  • C09D7/40—Additives
  • C09D7/41—Organic pigments; Organic dyes
• • C—CHEMISTRY; METALLURGY
  • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
  • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
  • C09D7/00—Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
  • C09D7/40—Additives
  • C09D7/60—Additives non-macromolecular
  • C09D7/61—Additives non-macromolecular inorganic
  • C09D7/62—Additives non-macromolecular inorganic modified by treatment with other compounds
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
  • A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
  • A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
  • A61K2800/60—Particulates further characterized by their structure or composition
  • A61K2800/61—Surface treated
  • A61K2800/612—By organic compounds
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
  • A61K8/00—Cosmetics or similar toiletry preparations
  • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
  • A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
  • A61K8/26—Aluminium; Compounds thereof
• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
  • C08K9/00—Use of pretreated ingredients
  • C08K9/04—Ingredients treated with organic substances

Definitions

• the present invention relates to a dye composition.
• red pigments there are a wide variety of red pigments, yellow pigments, and blue pigments as natural pigments, but in recent years, synthetic colorants have been questioned due to problems such as carcinogenicity, and there are great expectations for natural pigments that are considered to be safer. It has become.
• natural pigments have advantages and disadvantages in terms of physical properties, and the current situation is that there are few red and blue pigments that are particularly vivid in color tone.
• Phycocyanin an algae pigment
• Phycocyanin is a natural pigment that exhibits a blue color. It is known that the phycocyanin pigment is a protein-binding pigment and can be extracted from spirulina and the like of cyanobacteria.
• the phycocyanin pigment is a pigment that exhibits a bright blue color, and is highly expected in the market as a sustainable pigment.
• the phycocyanin pigment is a protein-binding pigment as described above, it is water-soluble, and it has been clarified that when it is used for cosmetics and food coloring, problems of elution into water and accompanying discoloration are likely to occur. .. Therefore, at present, it is used only for a very limited purpose.
• JP-A-57-117566 Japanese Unexamined Patent Publication No. 5-32909 Japanese Unexamined Patent Publication No. 2001-323263
• the present invention relates to a pigment composition insoluble in water, and a coating material or printing marker for foods, cosmetics, pharmaceuticals or pesticides containing the pigment composition, stationery, writing utensils, printing inks, inkjet inks, metal inks, paints, plastics.
• a coating material or printing marker for foods, cosmetics, pharmaceuticals or pesticides containing the pigment composition, stationery, writing utensils, printing inks, inkjet inks, metal inks, paints, plastics.
• colorants, color toners, fluorescent labeling agents, fluorescent probes, or chemical sensors for colorants, color toners, fluorescent labeling agents, fluorescent probes, or chemical sensors.
• the present invention includes the following aspects.
• the phycocyanin used in the present invention is a protein-binding pigment and has phycocyanobilin as a chromophore.
• Phycocyanin has a structure in which phycocyanobilin and a protein are bound.
• Examples of the phycocyanin according to the present invention include phycocyanin derived from algae, phycocyanin derived from red algae, phycocyanin derived from algae such as phycocyanin derived from cryptophyceae, and phycocyanin derived from algae because they can be collected in large quantities. Is preferable.
• blue-green algae examples include the genus Spirulina, the genus Artrospila, the genus Aphanizomenon, the genus Fisherella, the genus Anabanena, the genus Anabanena, the genus Nenjumo (Nostoc), and the genus Nenjumo (Nostoc).
• blue-green algae such as the genus Synechococcus, the genus Tolyposlix, the genus Aphanothece, the genus Mastigoclaus, and the genus Pleurocapsa.
• the blue-green algae of the genus Spirulina and the genus Arsulospira which are produced on an industrial scale and whose safety has been confirmed, are preferable, and the blue-green algae of the genus Spirulina are more preferable.
• raw cyanobacteria can be used as a raw material for preparing phycocyanin, or dried cyanobacteria may be used.
• dried blue-green algae raw blue-green algae may be used as a dried product according to a conventional method, or a commercially available dried product may be used.
• Phycocyanin can be obtained, for example, by suspending blue-green algae in a buffer solution such as water, a phosphate buffer solution, or a citrate buffer solution, and extracting phycocyanin in the blue-green algae.
• a buffer solution such as water, a phosphate buffer solution, or a citrate buffer solution
• the method for extracting phycocyanin is not particularly limited, and a generally known method can be used.
• the extraction method described in JP-A-2006-230272 can be mentioned.
• the extraction method described in the following extraction method (i) can be mentioned.
• phycocyanin having a high purity and a bright color tone can be obtained.
• the extraction method (i) is The first step of obtaining an extract obtained by extracting phycocyanin in cyanobacteria into an aqueous suspension, In the extract, a calcium salt and a phosphate are reacted to generate calcium phosphate, and the calcium phosphate is adsorbed with phycocyanine contaminants to obtain an adsorbent, and the extract contains the residue and adsorption of blue-green algae. It has a third step of removing an object.
• the extraction method (i) is the following extraction method (ii).
• the extraction method (ii) is The first step of obtaining an extract obtained by extracting phycocyanin in cyanobacteria into an aqueous suspension, In the extract, a calcium salt and a phosphate are reacted to generate calcium phosphate, and the calcium phosphate is adsorbed with phycocyanin contaminants to obtain an adsorbent.
• the phycocyanin used in the present invention was used from Linablue G1 (manufactured by DIC Lifetech Co., Ltd., trehalose 55%, phycocyanin pigment 40%, trisodium citrate 5%), which is a commercially available product mixed with a stabilizer. As described in JP-A-11-299450, trehalose is used as a pH adjuster in order to increase thermal stability.
• Metal, metal compound examples of the metal element in the metal or metal compound used in the present invention include those belonging to Group 1 to 15 of the Periodic Table of the Elements, excluding those in 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 kinds of metal elements selected from them can be used. In particular, metals or metal compounds that do not affect the human body are preferable for food and cosmetic applications, and aluminum, titanium, and zinc are particularly preferable in the embodiments of the present invention.
• metal hydroxides and oxides are preferably used as the metal or metal compound in order to further strengthen the physical adsorption of phycocyanine and the metal or metal compound, particularly aluminum hydroxide and oxidation.
• Titanium and zinc oxide are preferably used. Physical adsorption with phycocyanine is stronger when alkali is added to chlorides such as aluminum chloride, titanium tetrachloride, and zinc chloride to make a slurry of aluminum hydroxide, titanium oxide, and zinc hydroxide. ,preferable.
• the surface of the metal or the metal compound is coated with phycocyanin.
• the definition of coating is that phycocyanin is partially or evenly present on the metal surface and covers it.
• the particle size of the particles of the metal or the metal compound differs depending on the application, and the hue also differs depending on the particle size of the particles of the metal or the metal compound. As an example, 50 nm to 20 ⁇ m is preferable for food and cosmetic applications, and 50 to 500 nm is preferable for other applications.
• Phycocyanin alone is water-soluble because it is in the form of a dye, but in the present invention, a dye composition containing phycocyanin and particles of the metal or metal compound by strongly adsorbing phycocyanin on the particle surface of the metal or metal compound. By doing so, it was found that it becomes insoluble in water.
• Phycocyanin which has been limited to food and cosmetic applications as a blue pigment due to the insolubilization obtained by the present invention, can be used as a coloring material equivalent to ordinary pigments as a coating material or printing marker for foods, cosmetics, pharmaceuticals or pesticides, and stationery.
• water-insoluble dye composition of the present invention is not limited to the above-mentioned use.
• phycocyanin: metal or metal compound 1:99 to 70:30.
• Method for producing water-insoluble dye composition As a method for producing the water-insoluble dye composition of the present invention, a method in which phycocyanin and particles of a metal or a metal compound are mixed in a solvent is preferable because the most uniform water-insoluble dye composition can be produced.
• a dispersion liquid of a metal or a metal compound is prepared.
• phycocyanin or a preparation containing phycocyanin is dissolved in water to prepare an aqueous solution.
• the above two liquids are mixed to prepare a water-insoluble dye composition.
• Examples thereof include a method of filtering and drying the mixed solution containing the obtained water-insoluble dye composition.
• the mixing temperature may be room temperature, and the mixture may be heated and mixed. Considering the decomposition temperature of phycocyanin alone, it is preferable to mix at 10 to 60 ° C., more preferably 20 to 50 ° C.
• the phycocyanine-containing aqueous solution may be mixed with the aqueous dispersion of the metal or the metal compound, or conversely, the aqueous dispersion of the metal or the metal compound is mixed with the phycocyanin-containing aqueous solution.
• these two liquids may be mixed little by little to prepare the mixture.
• the powder of phycocyanin or metal or metal compound may be added to the liquid of metal or metal compound or phycocyanin, or the powder of metal or metal compound or phycocyanin may be mixed and water may be added.
• the mixing temperature may be room temperature, and the mixture may be heated and mixed.
• the decomposition temperature of phycocyanin alone it is preferable to mix at 10 to 60 ° C., more preferably 20 to 50 ° C.
• the pH range when the metal or the metal compound and the phycocyanin-containing aqueous solution are mixed is preferably 3.0 to 8.0, and more preferably adjusted to 4.0 to 7.5.
• Examples of the pH adjusting agent for adjusting the pH include hydrochloric acid, citric acid, acetic acid, lactic acid and the like.
• the pH range of the mixed solution when the pH adjuster is added is preferably 3.0 to 5.0 from the viewpoint of efficiently adsorbing and insolubilizing the metal or metal compound and phycocyanin in the mixed solution, and 3.5. It is more preferable to adjust to ⁇ 5.0.
• the obtained mixed solution can be filtered and dried to obtain a water-insoluble dye composition.
• a filter such as Nutche
• the filtrate is not colored, and that the pigment phycocyanin is adsorbed on the metal or the metal compound.
• the wet cake of the water-insoluble pigment composition is further washed with water, and similarly, it can be confirmed that the filtrate is colorless and transparent and the pigment component does not flow out.
• the water-containing wet cake of the obtained water-insoluble dye composition can be dried at room temperature, heating, vacuum, vacuum drying or the like to obtain a dry water-insoluble dye composition.
• the drying method and the dryer can be any ordinary method and device, and are not limited thereto. Twice
• the water-insoluble dye composition of the present invention can be used properly depending on the intended use, whether it is a wet cake containing the above water or a dry dry water-insoluble dye composition.
• the wet cake can be used as it is, and in the case of a solvent dispersion, the aqueous dispersion can be replaced with a solvent.
• the dry water-insoluble dye composition can be used as it is, or can of course be used by redispersing it in water, an organic solvent, a resin solution, or the like.
• Stabilizers, additives Of course, it is also possible to mix other organic pigments, inorganic pigments, dyes, and dyes in an arbitrary ratio with the water-insoluble dye composition of the present invention, and it is possible to satisfy a desired required hue. Stabilizers and additives can also be added to the water-insoluble dye composition of the present invention in order to impart further light resistance and heat resistance.
• the stabilizer and the additive can be added to the aqueous solution of the metal or the metal compound, the phycocyanin-containing aqueous solution, or both, or may be added to the prepared water-insoluble dye composition.
• the water-insoluble dye composition of the present invention is mixed with other resins, rubbers, additives, pigments, dyes, etc., if necessary, and is used as a coating material or printing marker for final foods, cosmetics, pharmaceuticals or pesticides, stationery, etc. , Writing tools, printing inks, inkjet inks, metal inks, paints, plastic colorants, color toners, fluorescent labeling agents, fluorescent probes, chemical sensors, etc.
• Writing tools printing inks, inkjet inks, metal inks, paints, plastic colorants, color toners, fluorescent labeling agents, fluorescent probes, chemical sensors, etc.
• the water-insoluble dye composition of the present invention can be used as a cosmetic product.
• the cosmetics used are not particularly limited, and the water-insoluble pigment composition of the present invention can be used in various types of cosmetics.
• the cosmetics may be any type of cosmetics as long as they can effectively exhibit their functions.
• the cosmetic may be a lotion, cream gel, spray or the like.
• the cosmetics include skin care cosmetics such as washing pigments, makeup removers, lotions, beauty liquids, packs, protective emulsions, protective creams, whitening cosmetics, and UV protection cosmetics, foundations, white powder, makeup bases, lipsticks, eye makeup, etc.
• Makeup cosmetics such as cheek red and nail enamel, shampoo, hair rinse, hair treatment, hair conditioner, permanent wave agent, hair dye, hair restorer and other hair care cosmetics, body cleaning cosmetics, deodorant cosmetics, bathing agents and other body care Cosmetics and the like can be mentioned.
• the amount of the water-insoluble pigment composition of the present invention used in the cosmetics can be appropriately set according to the type of 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 preferable.
• the amount of the water-insoluble pigment composition of the present invention contained in the cosmetic is within the above range, functions such as colorability can be effectively exhibited, and the functions required for cosmetics can also be maintained. ..
• the cosmetics include carriers, pigments, oils, sterols, amino acids, moisturizers, powders, colorants, and pH, which are acceptable as cosmetic ingredients, depending on the type of cosmetics.
• Conditioners fragrances, essential oils, cosmetic active ingredients, vitamins, essential fatty acids, sphingolipids, self-tanning agents, excipients, fillers, emulsifiers, antioxidants, surfactants, chelating agents, gelling agents, thickeners, Emollients, wetting agents, moisturizers, minerals, viscosity modifiers, flow regulators, keratolytic agents, retinoids, hormone compounds, alpha hydroxy acid, alpha ketoic acid, antimycobacterial agents, antifungal agents, antibacterial agents, antivirus Agents, painkillers, antiallergic agents, antihistamines, anti-inflammatory agents, anti-irritants, antitumor agents, immune system boosters, immune system suppressants, anti-acne agents, ane
• the cosmetic product can be produced by mixing the water-insoluble pigment composition of the present invention and other cosmetic ingredients.
• the cosmetic containing the water-insoluble pigment 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 dye composition of the present invention can be used as an ink or a paint.
• the use and composition of inks and paints are described, the present invention is not limited to these.
• the water-insoluble dye composition of the present invention may be dispersed only in a thermoplastic resin, but it can also be dispersed in a vehicle for printing ink, a vehicle for paint, or the like containing the thermoplastic resin as an essential component.
• thermoplastic resin for example, resins such as polyester resin, polyamide resin, styrene resin, acrylic resin, polyolefin, polyalkylene terephthalate and polyvinyl chloride resin can be used as the dispersion resin.
• the vehicle of ink for flat plate printing contains 20 to 50 (mass)% of resins such as rosin-modified phenol resin, petroleum resin, and alkyd resin, and 0 to 30 (mass) of animal and vegetable oils such as linseed oil, tung oil, and soybean oil.
• resins such as rosin-modified phenol resin, petroleum resin, and alkyd resin
• animal and vegetable oils such as linseed oil, tung oil, and soybean oil.
• %, N-paraffin, isoparaffin, naphthene, ⁇ -olefin, aromatic and other solvents are produced from 10 to 60 (mass)%, and other additives such as solubilizers and gelling agents are produced from a few (mass)% of raw materials. Will be done.
• rosins for example, rosins, maleic acid resin, polyamide resin, vinyl resin, cyclized rubber, rubber chloride, ethylene-vinyl acetate copolymer resin, urethane resin, polyester resin, etc. 10 to 50 (mass)% of one or more resins selected from alkyd resins, nitrocellulose, cellulose acetate, etc., solvents such as alcohols, toluene, n-hexane, ethyl acetate, cellosolve, butyl cellosorbate acetate, etc. 30 to 80 (mass) Manufactured from% raw materials.
• Vehicles for paints include, for example, 20 to 80 (mass)% of resins such as alkyd resin, epoxy resin, acrylic resin, polyurethane resin, polyester resin, melamine resin, urea resin, and water-soluble resin, hydrocarbons, alcohols, and ketones. It is produced from a raw material of 10 to 60 (mass)% of a solvent such as water.
• resins such as alkyd resin, epoxy resin, acrylic resin, polyurethane resin, polyester resin, melamine resin, urea resin, and water-soluble resin, hydrocarbons, alcohols, and ketones.
• the water-insoluble dye composition of the present invention can also be used for plastic coloring.
• a thermoplastic resin (plastic) for thermal molding such as injection molding or press molding, such as polyolefins such as polyethylene and polypropylene and polyvinyl chloride resin, is used.
• the water-insoluble dye composition can be used by kneading them into these resins by a conventionally known method.
• the water-insoluble dye composition of the present invention can also be used for toner coloring.
• a thermoplastic resin having a solid film-forming property at room temperature such as a polyester resin, a polyamide resin, a styrene resin, and an acrylic resin, is used as the dispersion resin.
• the static charge image development toner produced by using the water-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, or a magnetic substance. It can be used as a non-magnetic one-component color toner (non-magnetic one-component development color toner) that does not contain the carrier, or as a two-component color developer color toner mixed with a carrier (two-component development color toner).
• the one-component color magnetic toner can be composed of, for example, a colorant, a binder resin, a magnetic powder, a charge control agent (CCA), another additive typified by a release agent, and the like, as in the case of a commonly used one.
• CCA charge control agent
• the amount of the water-insoluble dye composition used in the toner for developing an electrostatic charge image is not particularly limited, but it is preferably used in a ratio of 0.5 to 25 parts by mass with respect to 100 parts by mass of the binder resin, and the colorant. It is more 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 resin more remarkable.
• thermoplastic resin any of the known and commonly used resins exemplified as the thermoplastic resin can be used, but synthetic resins and natural resins that exhibit adhesiveness under the application of heat or pressure, Natural rubber, synthetic rubber, synthetic wax, etc. can be used.
• Example 1 In a 5 L glass beaker, at room temperature (20 ° C.), 46.3 g of aluminum chloride (III) hexahydrate (manufactured by Kanto Chemical Co., Ltd.) was dissolved in 1200 mL of ion-exchanged water, and a 48% sodium hydroxide aqueous solution (Kanto Chemical Co., Ltd.) was dissolved. 47.4 g (manufactured by the company) was added to adjust the pH to 6.0 to prepare a slurry of aluminum hydroxide.
• Linablue G1 manufactured by DIC Lifetech Co., Ltd., 55% trehalose, 40% phycocyanin pigment, 5% trisodium citrate
• 600 mL of ion-exchanged water was stirred and dissolved in 600 mL of ion-exchanged water, and dissolved at room temperature (20 ° C.) as described above.
• An aqueous solution of Linablue G1 was added little by little to the aluminum hydroxide slurry. After stirring for 1 hour, when one drop of blue slurry was dropped on the filter paper, the dropped part was colored blue in a circular shape, and then the colorless and transparent liquid was observed to spread concentrically, confirming the insolubilization of phycocyanin. bottom.
• the blue slurry was filtered through a filter paper using a nutche and washed with 2 L of ion-exchanged water.
• the cleaning solution was colorless.
• the wet cake was a beautiful blue color.
• the wet cake is dried at room temperature (20 ° C.) for 12 hours in a vacuum dryer (740 mmHg), then dried in a 50 ° C. dryer for 5 hours, and 27.0 g of powder (1) in which aluminum hydroxide is coated with phycocyanin. Obtained.
• the composition ratio of the phycocyanin dye and aluminum hydroxide in the powder (1) which was obtained by subtracting the aluminum hydroxide content calculated from the charged amount from the yield of the powder (1), is a mass ratio of phycocyanin: hydroxide.
• Aluminum 50:50.
• the obtained powder (1) exhibited a blue color similar to that of phycocyanin.
• Example 2 In a 2L glass beaker, at room temperature (20 ° C), 25.5 g of aluminum chloride (III) hexahydrate (manufactured by Kanto Chemical Co., Ltd.) was dissolved in 858 mL of ion-exchanged water, and a 48% sodium hydroxide aqueous solution (Kanto Chemical Co., Ltd.) was dissolved. A 5% aqueous sodium hydroxide solution prepared from (manufactured by the company) was added to adjust the pH to 4.0 to prepare a slurry of aluminum hydroxide.
• III aluminum chloride
• 858 mL 858 mL
• sodium hydroxide aqueous solution Kanto Chemical Co., Ltd.
• Linablue G1 manufactured by DIC Lifetech Co., Ltd., 55% trehalose, 40% phycocyanin pigment, 5% trisodium citrate
• a 5% aqueous sodium hydroxide solution was added to adjust the pH from 4.0 to 7.0, aluminum hydroxide was precipitated and a blue slurry was obtained.
• composition ratio of the phycocyanin dye and aluminum hydroxide in the powder (2) which was obtained by subtracting the aluminum hydroxide content calculated from the charged amount from the yield of the powder (2), is a mass ratio of phycocyanin: hydroxide.
• Aluminum 70:30.
• the obtained powder (2) exhibited a blue color similar to that of phycocyanin.
• Example 3 In a 500 mL glass beaker, dissolve 1.0 g of Linablue G1 (manufactured by DIC Lifetech Co., Ltd., 55% trehalose, 40% phycocyanin pigment, 5% trisodium citrate) in 100 mL of ion-exchanged water at room temperature (20 ° C.). , 3.8% Hydrochloric acid prepared from hydrochloric acid (manufactured by Kanto Chemical Corporation) was added to adjust the pH to 4.0. To this solution, 1.6 g of ultrafine titanium dioxide (hydrophilic) (manufactured by Orange Flower Co., Ltd.) was added, and the mixture was stirred at room temperature (20 ° C.) for 30 minutes.
• Linablue G1 manufactured by DIC Lifetech Co., Ltd., 55% trehalose, 40% phycocyanin pigment, 5% trisodium citrate
• Hydrochloric acid prepared from hydrochloric acid (manufactured by Kanto Chemical Corporation) was added
• the dropped portion was colored blue in a circular shape, and then the colorless and transparent liquid was observed to spread concentrically, confirming the insolubilization of phycocyanin.
• the blue slurry was filtered using Nutche and washed with ion-exchanged water until the pH of the washing liquid became neutral to obtain a blue wet cake.
• the wet cake is dried at room temperature (20 ° C.) for 12 hours in a vacuum dryer (740 mmHg) and then dried in a 50 ° C. dryer for 5 hours, and 1.6 g of powder (3) in which aluminum hydroxide is coated with phycocyanin is added. Obtained.
• the obtained powder (3) exhibited a blue color similar to that of phycocyanin.
• Example 4 1.0 g of zinc oxide (manufactured by Orange Flower Co., Ltd.) was added to a 1 L glass beaker at room temperature (20 ° C.), dispersed in 300 mL of ion-exchanged water, and prepared from hydrochloric acid (manufactured by Kanto Chemical Co., Inc.) 3.8. % Hydrochloric acid was added to adjust the pH to 4.0. At this time, zinc oxide became zinc chloride and was dissolved in water.
• hydrochloric acid manufactured by Kanto Chemical Co., Inc.
• Linablue G1 manufactured by DIC Lifetech Corporation, 55% trehalose, 40% phycocyanin pigment, 5% trisodium citrate
• a 5% aqueous sodium hydroxide solution was added to this solution to adjust the pH of the solution to 7.0.
• zinc chloride became zinc hydroxide and precipitated, and phycocyanin was dyed to form a blue slurry.
• the dropped portion was colored blue in a circular shape, and then the colorless and transparent liquid was observed to spread concentrically, confirming the insolubilization of phycocyanin.
• the blue slurry was filtered using Nutche and washed with ion-exchanged water until the pH of the washing liquid became neutral to obtain a blue wet cake.
• the wet cake is dried in a vacuum dryer (740 mmHg) for 12 hours at room temperature (20 ° C.) and then dried in a 140 ° C. dryer for 5 hours to convert zinc hydroxide into zinc oxide, and zinc oxide is coated with phycocyanine.
• 1.0 g of body (4) was obtained.
• the obtained powder (4) exhibited a blue color similar to that of phycocyanin.
• Linablue G1 produced by the production method of JP-A-11-299450 was used. Linablue G1 was added to 10 mg and 1.00 g of water, and the mixture was stirred for 5 minutes to prepare a dispersion liquid (1). When one drop of the dispersion liquid (1) was dropped on the filter paper, it was observed that the blue liquid spread uniformly concentrically around the dropped portion. This indicates that in the dispersion liquid (1), Linablue G1 was dissolved in water, and Linablue G1 was soluble in water.
• phycocyanin was water-soluble, but the dye composition containing phycocyanin and aluminum hydroxide, titanium oxide or zinc oxide was water-insoluble.

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