WO2005026048A1 - 物質担持多孔質シリカ - Google Patents
物質担持多孔質シリカ Download PDFInfo
- Publication number
- WO2005026048A1 WO2005026048A1 PCT/JP2004/013574 JP2004013574W WO2005026048A1 WO 2005026048 A1 WO2005026048 A1 WO 2005026048A1 JP 2004013574 W JP2004013574 W JP 2004013574W WO 2005026048 A1 WO2005026048 A1 WO 2005026048A1
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- WIPO (PCT)
- Prior art keywords
- porous silica
- substance
- menthol
- red
- extract
- Prior art date
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Classifications
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- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23G—COCOA; COCOA PRODUCTS, e.g. CHOCOLATE; SUBSTITUTES FOR COCOA OR COCOA PRODUCTS; CONFECTIONERY; CHEWING GUM; ICE-CREAM; PREPARATION THEREOF
- A23G4/00—Chewing gum
- A23G4/06—Chewing gum characterised by the composition containing organic or inorganic compounds
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23G—COCOA; COCOA PRODUCTS, e.g. CHOCOLATE; SUBSTITUTES FOR COCOA OR COCOA PRODUCTS; CONFECTIONERY; CHEWING GUM; ICE-CREAM; PREPARATION THEREOF
- A23G4/00—Chewing gum
- A23G4/06—Chewing gum characterised by the composition containing organic or inorganic compounds
- A23G4/064—Chewing gum characterised by the composition containing organic or inorganic compounds containing inorganic compounds
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
- A23L27/00—Spices; Flavouring agents or condiments; Artificial sweetening agents; Table salts; Dietetic salt substitutes; Preparation or treatment thereof
- A23L27/70—Fixation, conservation, or encapsulation of flavouring agents
- A23L27/77—Use of inorganic solid carriers, e.g. silica
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/045—Hydroxy compounds, e.g. alcohols; Salts thereof, e.g. alcoholates
-
- 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
- A61K8/25—Silicon; Compounds thereof
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
- A61L9/00—Disinfection, sterilisation or deodorisation of air
- A61L9/01—Deodorant compositions
- A61L9/014—Deodorant compositions containing sorbent material, e.g. activated carbon
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q15/00—Anti-perspirants or body deodorants
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
-
- C—CHEMISTRY; METALLURGY
- C01—INORGANIC CHEMISTRY
- C01B—NON-METALLIC ELEMENTS; COMPOUNDS THEREOF; METALLOIDS OR COMPOUNDS THEREOF NOT COVERED BY SUBCLASS C01C
- C01B33/00—Silicon; Compounds thereof
- C01B33/113—Silicon oxides; Hydrates thereof
- C01B33/12—Silica; Hydrates thereof, e.g. lepidoic silicic acid
- C01B33/124—Preparation of adsorbing porous silica not in gel form and not finely divided, i.e. silicon skeletons, by acidic treatment of siliceous materials
-
- 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
- A61K2800/20—Chemical, physico-chemical or functional or structural properties of the composition as a whole
- A61K2800/24—Thermal properties
- A61K2800/244—Endothermic; Cooling; Cooling sensation
-
- 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
- A61K2800/56—Compounds, absorbed onto or entrapped into a solid carrier, e.g. encapsulated perfumes, inclusion compounds, sustained release forms
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/14—Particulate form, e.g. powders, Processes for size reducing of pure drugs or the resulting products, Pure drug nanoparticles
- A61K9/16—Agglomerates; Granulates; Microbeadlets ; Microspheres; Pellets; Solid products obtained by spray drying, spray freeze drying, spray congealing,(multiple) emulsion solvent evaporation or extraction
- A61K9/1605—Excipients; Inactive ingredients
- A61K9/1611—Inorganic compounds
Definitions
- the present invention relates to a substance-supporting porous silica and a composition containing the porous silica.
- Menthol has a refreshing and cool sensation, and is therefore used in various foods and drinks, pharmaceuticals, cosmetics, luxury goods, toiletries and the like.
- menthol since menthol has sublimability and volatility, it may volatilize due to temperature changes during storage of the product, and its content may decrease.
- menthol after menthol has volatilized, it may recrystallize in the container. Since the crystals are needle-like crystals, if they look like spider webs, the value of the product will be reduced.
- Gum develops flavor due to physical compression by chewing and dissolution of carbohydrates by saliva, but as it continues to pour, its taste gradually weakens, and after a few minutes it begins to taste, including sweetness, sourness, and refreshingness. Will decrease. Therefore, in order to produce a gum that emphasizes the cool and cool feeling of the menthol at the beginning of the gum, a method of increasing the amount of menthol is usually employed.
- a method for suppressing sublimation and volatilization of fragrance components such as menthol a method of mixing a fragrance component with an oil or a solvent having a boiling point higher than the sublimation and volatilization temperature of the fragrance component or volatilization (see, for example, (See Japanese Patent Publication No. 1 50084) Have been.
- cosmetics in which a cooling agent such as menthol is included with a cyclodextrin derivative see, for example, Japanese Utility Model Application Laid-Open No.
- the cooling agent is a cooling gel sheet that has a water-retaining layer made of a hydrated polymer gel and a support such as a nonwoven fabric that is attached to the affected area when the baby suddenly generates heat, and an icing agent that suppresses muscle inflammation after sport ( Jiel, ointment) are commercially available.
- a coolant that cools the beverage in the container by winding a sheet of water into a container such as a can, bottle, or PET bottle.
- the cooling gel sheet is adhered to the cooling part such as the forehead because of the adhesive property of the water-containing polymer gel. The feature is that it can be left as it is.
- Such a cooling gel sheet usually comprises a support formed of a nonwoven fabric or the like, and a polymer gel layer having a water content of about 70 to 90% by weight.
- a polymer gel layer having a water content of about 70 to 90% by weight.
- water in the polymer gel evaporates, It removes heat from the adherend in the form of latent heat of vaporization and cools the adherend.
- a method of using polyvinyl alcohol as a gesturing agent for example, see JP-A-6-7395
- a method of using a compound which is endothermicly soluble in water for example, A method of arranging a hydrogel layer on a side that is not adhered to an adherend (for example, see Japanese Patent Application Laid-Open No. 2000-189495). Reference publication No.)
- a method of using polyvinyl alcohol as a gesturing agent for example, see JP-A-6-7395
- the heating agent has a water-retaining layer consisting of a support such as a nonwoven fabric used to be attached to the affected area in the event of shoulder stiffness, joint pain, back pain, muscle pain, muscle fatigue, bruise, sprain, frost, etc.
- Heated gel sheets and blood circulation enhancers are available on the market if limbs or shoulders become cold. Gloves and socks for chilling are also commercially available.
- Such heating agents usually include pepper extract, ginger extract, ginger oil, capsaicin, nonylate vanillylamide, vanillyl alcohol alkyl ether (alkyl groups having 3 to 6 carbon atoms), camphor, nicotinic acid as blood circulation enhancers.
- Amides, isostatic S are used. Since these are very irritating, it has been proposed to reduce the irritation as a composition containing a fatty acid ester or the like (see, for example, JP-A-2001-19608).
- V ⁇ C volatile substances
- influenza has become more susceptible to transmission than before as the indoor airtightness has improved.
- humidity control, antibacterial activity and deodorization in the indoor environment will increase in the future. It is becoming an important issue.
- products with antimicrobial properties tend to be commercialized in many fields with the recent increase in the need for cleanliness.However, on the contrary, there are questions about the safety of the antimicrobial agents added to the products themselves. There is a growing demand for safe, so-called human-friendly antibacterial agents.
- plant polyphenols (usually a mixture of multiple polyphenols such as tannins, catechins, and flavonoids) represented by tea extract components or extract components of fruits such as gods and apples occur naturally.
- tea extract components or extract components of fruits such as gods and apples occur naturally.
- it has the effect of suppressing the growth of bacteria and viruses, that is, has an antibacterial effect, and has a strong deodorizing effect against odor components such as ammoniaamines and aldehydes. It is known to have
- plant polyphenols exhibit good antibacterial and deodorant effects in the presence of moisture, they do not function well in a dry state, so their use conditions (especially humidity during use), etc. Depending on this, the antibacterial and deodorant effects may not be sufficiently exhibited.
- dyes that have no particles that do not dissolve in water, alcohol, or oil can provide high color development, but have the problem of poor water and light resistance.
- pigments that have particles that do not dissolve in water, alcohol, or oil have good water resistance and light resistance, but have the problem of poor color development.
- the ink is formed.
- Methods for improving water resistance and light resistance are known. (For example, refer to Japanese Patent Application Laid-Open No. 2001-179906).
- a method of processing the pigment side for example, a method of producing a pigment composition obtained from a layered clay mineral represented by montmorillonite or mica and a water-soluble dye and a cosmetic (for example, see JP-A-53-113) No. 036, Japanese Patent Application Laid-Open No. 611-11167, and Japanese Patent Application Laid-Open No. 63-90573) are known.
- the coloring pigment obtained by the above method is not considered to have sufficient light fastness, and also has a problem that the pigments are liable to undergo secondary aggregation, and the coloring properties, water fastness, and light fastness of the dye are maintained for a long time. Although the task to be attempted has been improved to some extent, its effects are not always satisfactory. Disclosure of the invention
- An object of the present invention is to provide a substance-supporting porous silica which has excellent adsorbability of a substance, and has excellent desorption properties or release control characteristics due to mild physical and chemical stimuli, and the porous silica. To provide an improved composition. Means for solving the problem
- menthol-containing composition according to [10], wherein the menthol-containing composition is at least one selected from the group consisting of foods and drinks, medicines, cosmetics, luxury goods, and toiletries. ,
- composition for a coolant characterized by containing a porous silica J force; [14] volatile to porous silica having pores having an average pore diameter of 0.8 to 20 nm Volatile substance-supported porous silica on which the substance is supported,
- Porous silica having pores having an average pore diameter of 0.8 to 20 nm, the pores forming a hexagonal structure, and having an average particle diameter of 50 nm to 10 ⁇ m.
- a porous silica carrying a substance, which has excellent substance adsorbing properties, and has excellent desorption properties or release control properties due to external physical and chemical stimuli, and contains the porous silica A composition can be provided.
- the substance-supporting porous silica of the present invention has excellent adsorbability of the substance and has a moderate desorption property or a strong release control characteristic due to external physical or chemical stimulus, so that the substance is released. Outgoing can be controlled.
- the substance-carrying porous silicide of the present invention is a substance in which a specific substance is carried on the porous silicic force.
- the substance that can be supported on the porous silica of the present invention is a substance selected from the group consisting of menthol, volatile substances, thermal substances, plant polyphenols, and organic dyes.
- menthol a substance selected from the group consisting of menthol, volatile substances, thermal substances, plant polyphenols, and organic dyes.
- menthol is not particularly limited whether it is menthol and / or menthol-containing essential oil, and examples thereof include natural menthol, synthetic menthol, heart oil, peppermint oil, spearmint oil, and the like. Can be used as a mixture of two or more.
- the average pore diameter of the porous silica force in this embodiment is 0.8 to 20 xim from the viewpoint of the amount of menthol adsorbed on the porous silica and the menthol adsorption on the porous silica. It is preferably from 0.8 to: L0 nm, more preferably from 1 to: L0 nm, and still more preferably from 2 to 5 nm.
- the pores of the porous silica are not particularly limited, but preferably form a hexagonal structure.
- the shape of the pores can be confirmed by X-ray diffraction or the like.
- the pore volume of the porous silica is preferably from 0.1 to 3.0 cm 3 Zg, and more preferably from 0.2 to 2.0 Ocn ⁇ Zg.
- the specific surface area of the porous sheet ⁇ force, from the viewpoint of adsorption of menthol to the porous silica, 40 0 is preferably 1 500m 2 / g, more preferably 600 ⁇ 1 500 m 2, g, 600 ⁇ 120 Om 2 Zg is more preferred.
- the average pore diameter, pore volume, and specific surface area of the porous silica in this embodiment can be determined from a nitrogen adsorption isotherm by a known BET method.
- the average particle size of the porous silica is preferably 50 nm to 100 / m, 50 nm to: I 0 m is more preferable, 50 nm to 5 m is more preferable, 50-500 nm is even more preferred, and 50-300 nm is even more preferred.
- the average particle diameter can be measured by a laser method or a dynamic light scattering method.
- the method for producing the porous silica in this embodiment is not particularly limited. For example, by mixing an inorganic raw material with an organic raw material and reacting the mixture, the organic raw material is formed into a type III, and the organic raw material is formed around the organic raw material. After forming an inorganic composite, a method of removing an organic substance from the obtained composite may be mentioned.
- the inorganic raw material t is not particularly limited as long as it is a substance containing silicon.
- the substance containing silicon include a substance containing a silicate such as a layered silicate and a non-layered silicate, and a substance containing silicon other than the acid salt.
- Non-layered silicates include silicon alkoxides such as water glass (sodium silicate), glass, amorphous sodium silicate, tetraethoxysilane (TEOS), tetramethylammonium (TMA) silicate, and tetraethyl orthosilicate. And the like.
- Examples of the substance containing silicon other than silicate include silica,
- Organic materials include cationic, anionic, amphoteric and nonionic surfactants And a polymer, and these can be used alone or in combination of two or more.
- Examples of the cationic surfactant include a primary amine salt, a secondary amine salt, a tertiary amine salt, a quaternary ammonium salt, and the like. Among these, a quaternary ammonium salt is preferable. Amine salts have poor dispersibility in the alkaline region, so they are used only in acidic conditions, but quaternary ammonium salts are used in both acidic and alkaline conditions. can do.
- the quaternary ammonium salts include octyltrimethylammonium chloride, octyltrimethylammonium bromide, octyltrimethylammonium hydroxide, decyltrimethylammonium chloride, decyltrimethylammonium bromide, and decyltrimethylammonium.
- anionic surfactants include carboxylate, sulfate, sulfonate, phosphate, and the like. Among them, soap, higher alcohol sulfate, higher alkyl ether sulfate, etc. Salt, sulfated oil, sulfated fatty acid ester, sulfated olefin, alkylbenzene sulfonate, Alkyl naphthalene sulfonates, paraffin sulfonates and higher alcohol phosphate salts are preferred, and these can be used alone or as a mixture of two or more.
- amphoteric surfactant sodium lauryl aminopropionate, stearyl dimethyl betaine, lauryl dihydroxyethyl betaine and the like are preferable, and these can be used alone or in combination of two or more.
- Nonionic surfactants include polyoxyethylene alkyl ether, polyoxy: styrene secondary alcohol ether, polyoxyethylene alkyl phenyl ether, polyoxyethylene sterol ether, polyoxyethylene lanolinic acid derivative, polyoxyethylene polyoxypropylene alkyl Ether type such as ether, polypropylene glycol, polyethylene glycol and the like and nitrogen-containing type such as polyoxyethylene alkylamine are preferred, and these may be used alone or as a mixture of two or more. be able to.
- a silicon-containing substance other than layered silicate for example, silicon oxide such as silica (Si 2 ) is used as the inorganic raw material
- a layered silicate such as kanemite is first formed, and an organic substance is interposed between the layers.
- the ⁇ -form is inserted, and the ⁇ ⁇ -free layer is filled with a silicate molecule, and then the ⁇ -form by organic matter is removed to form pores.
- a non-layered silicate such as water glass is used, it is possible to form silicate monomers around the ⁇ type, polymerize to form silica, and then remove the ⁇ type to form pores. it can.
- a surfactant when used as the organic material and pores are formed using the surfactant as a ⁇ type, micelles can be used as the ⁇ type. Further, by controlling the alkyl chain length of the surfactant, the diameter of the rust can be changed and the diameter of the pores formed can be controlled. Furthermore, by adding relatively hydrophobic molecules, such as trimethylbenzene and tripropylbenzene, together with the surfactant, the micelles expand, and larger pores can be formed. By using these methods, pores having an optimal size can be formed for menthol to be supported.
- a suitable solvent may be used. Although it does not specifically limit as a solvent, Water, alcohol, etc. are mentioned.
- the composite substance is collected by filtration, washed with water or the like, and dried, preferably at 400 to 800 ° C, more preferably at 400 ° C.
- a method of baking at 0 to 600 or a method of extracting with an organic solvent is also considered.
- the porous silica in this embodiment has a compound having an ethoxy (or methoxy) group that gives a silanol group by hydrolysis at one end of the molecule and an organic functional group such as an amino group or a daricidyl group at the other end, if necessary. May be bound and carried.
- the silicon compound having an amino group is bound and supported on the porous silicon force.
- the amino group-containing silicon compound include those having at least one amino group and one binding functional group provided for binding to a hydroxyl group on the surface of porous silica, for example, (3-aminopropyl) methylethoxysilane.
- the method of supporting the amino group-containing silicon compound on the porous silica is not particularly limited, but may be, for example, dispersed and mixed in water or the like, supported, and then dried if necessary.
- the method for supporting menthol on the porous silica is not particularly limited.
- the method includes mixing porous silica and menthol dissolved in an appropriate solvent, removing the solvent if necessary, and drying the mixture. And a method in which the porous silica and menthol are placed in a sealed vacuum container, and the menthol is sublimated and simultaneously adsorbed on the porous silica.
- menthol is supported on porous silica, it is preferably prepared at 4 ° C. or higher in order to increase the adsorbing power of menthol without adsorbing moisture in the air as much as possible.
- the term “mixing” means that a commonly used mixer such as a mixer or a kneader is appropriately selected and uniformly mixed, and the mixing conditions are appropriately set according to the composition ratio and amount of the mixture.
- the content of the menthol is not particularly limited, the viewpoint that the menthol-containing porous silica of the present embodiment can efficiently provide a refreshing sensation and a cooling sensation without impairing the taste can be used.
- the amount is preferably at least 0.01 part by weight based on 100 parts by weight (as solid matter), and is preferably at most 50 parts by weight from the viewpoint of the sustainability of menthol adsorption.
- the content of menthol is preferably from 0.01 to 100 parts by weight, more preferably from 1 to 80 parts by weight, based on 100 parts by weight of porous silica (in terms of solid matter). Is more preferable, and 20 to 80 parts by weight is particularly preferable.
- the menthol-supporting porous silica of the present embodiment preferably contains an emulsifier from the viewpoint of improving the strength and persistence of the refreshing sensation and the cooling sensation and improving the dispersibility in water.
- emulsifier a generally known emulsifier can be used without any particular limitation.
- glycerin fatty acid ester polyglycerin fatty acid ester, sucrose fatty acid ester, sorbin fatty acid ester, propylene glycol fatty acid ester, lecithin, enzymatically decomposed lecithin, and the like can be used alone.
- polyglycerin fatty acid ester is preferable.
- the HLB of the emulsifier is preferably at least 10 and more preferably 15 to 20 from the viewpoint of improving dispersibility.
- the average HLB is preferably 10 or more, more preferably 15 to 20.
- the emulsifier When the emulsifier is further contained in the porous silica of the present embodiment, the emulsifier does not enter the pores of the porous silica as much as possible, and plays a role in maintaining the refreshment and cooling feeling. It is preferable that the porous silica is selectively adsorbed to the outside of the porous silica. From the viewpoint of selectively adsorbing menthol to the outside of the porous silica, the emulsifier is preferably a polydaricerin fatty acid ester obtained by esterification of polyglycerin having an average degree of polymerization of 3 or more and a fatty acid having 12 or more carbon atoms.
- Polyglycerin fatty acid esters obtained by esterification of polyglycerin having a degree of polymerization of 3 or more with fatty acids having 16 or more carbon atoms are more preferable, and esterification of polyglycerin having an average polymerization degree of 3 or more and fatty acids having 18 or more carbon atoms is preferable.
- the resulting polyglycerol fatty acid esters are more preferred.
- polyglycerin fatty acid esters in which 2 to 10 molecules of fatty acids are esterified are more preferable. These may be used alone or in combination of two or more.
- the content of the emulsifier is not particularly limited, but is preferably, for example, 0.01 to 50 parts by weight based on 100 parts by weight (in terms of solids) of a composition in which menthol is supported on porous silica. 0.1 to 30 parts by weight, more preferably 0.1 to 10 parts by weight, and even more preferably 1 to 10 parts by weight, from the viewpoint of sustainability of a refreshing feeling and a cooling feeling.
- the time at which the emulsifier is added when producing the menthol-supporting porous silica of the present embodiment is not particularly limited, and may be added together with menthol when the menthol is supported on the porous silica. It may be added after the addition, but it is preferable to add the emulsifier after supporting menthol from the viewpoint that the effect of the addition of the emulsifier can be more remarkably obtained.
- the method of adding the emulsifier is not particularly limited. However, when the emulsifier is in a liquid state, it can be blended into menthol-supporting porous silica only by kneading. Therefore, from the viewpoint of more uniformly adding the emulsifier to the menthol-supporting porous silica, a method in which a dispersing agent is dispersed and dissolved in a solvent such as ethanol or water is added, and the solvent is removed. It is preferable to add a solution dispersed and dissolved in a solvent such as ethanol or water.
- the menthol-supporting porous silica of the present embodiment includes unsaturated fatty acids, carotenoids, vitamins, pigments, spices, derivatives thereof, compositions containing them, and other functional substances.
- An additive may be contained.
- unsaturated fatty acid examples include docosahexanoic acid, eicosapenic acid, monolinolenic acid, arlinolenic acid, conjugated linoleic acid, arachidonic acid, and the like.
- carotenoids examples include ⁇ -carotene, ⁇ -ricket, r-rotin,
- vitamins such as rutin, lycopene, astaxanthin, and canthaxanthin include vitamin A, vitamin D, vitamin E, vitamin K, and tocotrienol.
- pigments examples include anthocyanin pigments such as hibiscus pigments, red cabbage pigments, purple potato pigments, and blueberry pigments; flaponoid pigments such as safflower pigments; carotenoid pigments such as donariella pigments, carrot pigments, and palm-derived pigments; chlorella pigments; ⁇ Contain dyes; naphthoquinone dyes and the like.
- examples of spices include spices extracted from capsicum, cardamom, mint, peppa, yuichi meric, cumin, sage, parsley, oregano, saffron, orchid/2017aryi, and time.
- Other functional substances include lecithin, tea extract, oolong tea extract, black tea extract, ascorbic acid, erythorbic acid, polyphenolic compound, mouth-sumari mono-extract, t-butylhydroxytoluene, t-butylhydroxyanniso Antioxidants such as phenol, tocopherol, tocotrienol, and ethoxyquin, various minerals, amino acids and the like.
- the menthol-supporting porous silica of the present embodiment may contain, if necessary, polysaccharides such as alginic acid, 0-glucan, yeast cell wall, guar gum, guar gum enzymatically decomposed product, proteins such as zein, gelatin, casein, and dextrin.
- Additives such as carbohydrate, silica, tribasic calcium phosphate, eggshell calcium, whey minerals, and shellac resin may be appropriately blended and processed.
- the additive may be supported on the porous silica simultaneously with menthol, or may be supported separately from menthol.
- the menthol-supported porous silica of the present embodiment When producing the menthol-supported porous silica of the present embodiment, it is dried using a spray drier, a drum drier, a vacuum drier, a ventilation drier or the like to remove moisture and a solvent as necessary. However, among these, it is preferable to use a vacuum dryer from the viewpoint of preventing the deterioration of menthol.
- the form of the menthol-supported porous silica of this embodiment is not particularly limited. Powder, granule, sheet, parc, film, etc.
- the menthol-supporting porous silica of this embodiment is characterized by having excellent menthol adsorption properties and exhibiting a moderate desorption property due to external physical and chemical stimuli. Therefore, the menthol-supporting porous silica of this embodiment can maintain the refreshing and cooling sensation of menthol, and can be used for various products.
- a menthol-containing composition containing the menthol-supporting porous silica of the present embodiment is preferably at least one selected from the group consisting of foods and drinks, medicines, cosmetics, luxury goods, and toiletry products.
- Foods and drinks include gum, candy, tableted confectionery, gummy, chocolate, biscuits, snacks and other confections, ice cream, sherbet, ice confectionery and other desserts, powdered drinks, soft drinks, carbonated drinks, and favorite drinks.
- the effect of the present embodiment is more remarkable by including the menthol-supporting porous silicide force of the present embodiment in the gum which has the strongest demand for refreshing feeling and sustainability of the cooling sensation. Be demonstrated.
- Pharmaceuticals include patches, cataplasms, plasters, ointments, plasters, suppositories, creams, liniments, lotions, aerosols, spirits, drinks, troches, chewable tablets, toothpastes, Drugs such as mouthwashes and quasi-drugs are included.
- cosmetics examples include cosmetic powder, lip balm, colon, antiperspirant, hair styling and the like.
- Good items include tobacco, cigars, smoking equipment such as smoking pipes and tobacco substitutes.
- toilet products include bath agents, deodorants, and fragrances.
- the menthol-containing composition of the present embodiment can be produced by the same method as usual except that the menthol-supported porous silica of the present embodiment is used, and a composition exhibiting the desired effects of the present embodiment is obtained. If it is possible, the timing and method of adding the menthol-supporting porous silica are not limited. Contains no emulsifier In the case of producing a menthol-containing composition using menthol-supported porous silicic acid, it is preferable that an emulsifier is further added in addition to the porous silica, and the menthol-containing composition is produced by a method similar to the usual method.
- a gum in the case of a gum, it can be obtained by mixing and molding a gum base, the menthol-supported porous silica of this embodiment, and other auxiliary materials as necessary.
- the gum base for example, an elastic material, a box, an inorganic material, or the like is appropriately selected and used.
- the elastic body include natural rubber, natural tickle, polyisobutylene, vinyl acetate resin, synthetic rubber, synthetic elastic body, and natural elastic body.
- the wax include rice wax, carnaubax, and microcrystalline wax. These may be used alone or in combination of two or more.
- a vinyl acetate resin for the production of a balloon gum type, and for the production of a regular gum type, natural tickle is generally used as a main component of a gum base.
- the content of the menthol-supporting porous silica in the menthol-containing composition of the present embodiment can be appropriately selected depending on the product and the purpose to be used, and is not particularly limited.
- the amount is preferably 0.5 to 20 parts by weight with respect to 100 parts by weight of the gum raw material, and 1 ⁇ 5 parts by weight is more preferred.
- a volatile substance-supporting porous silica having a high cooling effect and excellent sustainability and a composition containing the porous silica are provided. Since the volatile substance-supporting porous silica of this embodiment has excellent characteristics of supporting a volatile substance and increasing the vaporization rate of the content, it can maintain a refreshing sensation and a cooling sensation. In addition, since the volatile substance is previously supported on the porous silica, the pores are not blocked when applied to various compositions, and the volatile substance volatilizes before water etc. Increase and maintain the rate of water vaporization by capillary action can do.
- Examples of the volatile substance in this embodiment include menthol, spices and spices, wood power, and essential oils obtained therefrom. These can be used alone or as a mixture of two or more. From the viewpoint of effects, menthol is preferred, and as the menthol, menthol-containing essential oils such as heart-strength oil, peppermint oil, and spearmint oil can be used alone or in combination with natural menthol and synthetic menthol. .
- flavors and spices include citrus essential oils such as orange oil, lemon oil, grapefruit oil, lime oil, evening oil, lavender oil, mandarin oil, and ⁇ gammot oil; sage, rosemary, perilla, basil , Ginger, wasabi and other spice oils; oleoresins obtained by solvent extraction of these; aromatic vegetable oils such as coffee oil, roasted nut oil, sesame oil, etc .; vanillin, maltol, linalool, daradiol, citral, Natural or synthetic fragrance compounds such as limonene are exemplified.
- Essential oils obtained from wood include Hiba essential oil, Hinoki essential oil, Japanese cedar essential oil, and pine essential oil.
- the average pore diameter, pore structure, pore volume, specific surface area, and average particle diameter of the porous silica in the present embodiment are the same as in the first embodiment.
- the porous silica in this embodiment can be produced in the same manner as in the first embodiment. Further, the volatile substance can be supported on the porous silica in the same manner as in the first embodiment.
- the content of the volatile substance is not particularly limited. However, from the viewpoint of sustained release, low irritation, and cost reduction, 0.01 parts by weight of porous silica (in terms of solids) is used. It is preferably from 50 to 50 parts by weight, more preferably from 1 to 40 parts by weight, even more preferably from 20 to 40 parts by weight.
- the volatile substance-supporting porous silica of the present embodiment preferably contains an emulsifier from the viewpoint of improving the cooling effect and its continuity and improving the dispersibility in water.
- the emulsifier in this embodiment is the same as in the first embodiment.
- the time and method of adding the emulsifier when producing the volatile substance-supporting porous silica of this embodiment are the same as in the first embodiment.
- the volatile substance-supporting porous silica of the present embodiment includes, in addition to the volatile substances, ethyl ethyl aminobenzoate, allantoin, isopropylmethylphenol, indomethacin, ⁇ fenamate, camphor, griseofulvin, dipotassium glycyrrhizinate, glycyrrhetin Acid, stearyl glycyrrhetinate, crotamiton, chloramphenicol, chlorhexidine, chlorhexidine hydrochloride, ketoprofen, genomycin, salicylic acid, ethylene glycol salicylate, glycol salicylate, diphenhydramine salicylate, methyl salicylate, cisupap, Diphenylimidazole, diphenhydramine, diphenhydramine hydrochloride, tannic acid, diphenhydramine tannate, thymol, tetracycline, Trehalose, nonyl
- metabolism promoting substances such as moisturizing effect, blood circulation promoting effect, whitening effect, sterilizing 'bacteriostatic' disinfecting effect, medicines and functional substances having antibiotics, antihistamines, etc., and Koenzyme Q10 It may be contained.
- volatile substance-supporting porous silica of this embodiment may be appropriately blended with the same additives as in the first embodiment and processed as necessary.
- the additive may be supported on the porous silica at the same time as the volatile substance, or may be supported separately from the volatile substance.
- volatile substance-supporting porous silica of this embodiment can be produced in the same manner as in the first embodiment.
- the form of the volatile substance-supporting porous silica of the present embodiment is not particularly limited, and examples thereof include powder, granule, sheet, bulk, and film.
- the volatile substance-supporting porous silica of this embodiment has a feature of being excellent in the adsorptivity of the volatile substance and exhibiting a gradual desorption property by external physical and chemical stimuli. Therefore, the volatile substance-supporting porous silica of this embodiment can maintain a cooling effect and can be used for various products.
- volatile substances must be Since it is supported by Guatemala, it prevents pores from being clogged when applied to various products, and because the volatile substances evaporate earlier than water, etc., the vaporization rate of water due to capillary action Can be raised and maintained.
- a volatile substance-containing composition containing the volatile substance-supporting porous silica of the present embodiment.
- the volatile substance-containing composition of this embodiment is preferably a medicine or a cosmetic.
- Pharmaceuticals include patches, cataplasms, packs, gel sheets, gels, sols, and ointments used for cooling gel sheets, cold compresses, conductive pads for electrotherapy equipment, etc.
- Skin-like external medicines and quasi-drugs for skin external use of which cooling gel sheets for fever and inflammation, icing agents for suppressing muscle inflammation after sports, and cold compresses are preferable, and cooling gel sheets are more preferable.
- Examples of cosmetics include cosmetic powders, lip balms, antiperspirants, and the like.
- the volatile substance-containing composition of the present embodiment can be produced by the same method as usual except that the volatile substance-supporting porous silicide of the present embodiment is used, and the desired effects of the present embodiment are exhibited. There is no limitation on the timing and method of adding the volatile substance-supporting porous silica as long as it can be obtained.
- a volatile substance-containing composition is produced using a volatile substance-supporting porous silica containing no emulsifier, an emulsifier is further added in addition to the porous silica, and the production is carried out in the same manner as usual. Is preferred.
- a porous silica carrying a volatile substance is provided on a base material containing one or two or more kinds appropriately selected from resins, plasticizers, gelling agents, oils and fats, water and the like. It can be manufactured by adding and dispersing. Further, it can be obtained by applying the porous silica to a support made of a woven or non-woven fabric or the like and coating a facing such as a polyethylene film if necessary.
- the resin include tackifiers such as rosin resin, polyterpene resin, coumarone-indene resin, petroleum resin, and terpene phenol resin
- the plasticizer include liquid polybutene.
- the gelling agent examples include agar, CMC cellulose, gelatin, furceleran, sodium alginate, pectin, guar gum, tamarind gum, oral bean gum, xanthan gum, carrageenan, soy polysaccharides, and other inorganic materials. Gels, inorganic sols, inorganic salts and the like are mentioned.
- the content of the volatile substance-supporting porous silica in the volatile substance-containing composition of this embodiment can be appropriately selected depending on the product to be used and the purpose, and is not particularly limited.
- a cooled gel sheet From the viewpoint of improving the cooling effect by the volatile substance-supporting porous silica of the present embodiment, 0.5 to 20 parts by weight is preferable, and 5 parts by weight are more preferred.
- a thermal substance-supporting porous silica capable of maintaining a warm feeling for a long time and suppressing irritation to the skin by the thermal substance and a composition containing the porous silica are provided.
- thermal substance in this embodiment examples include pepper extract, capsaicin, sycamore extract, shogaol, nonylate vanillylamide, camphor, benzyl nicotinate, nicotinamide, methyl salicylate, and the like.
- a mixture of more than one species can be used. From the viewpoint of the effect, it is preferable to use the chili pepper extract alone or in combination with the chili pepper extract and another thermal substance.
- the average pore diameter, pore structure, pore volume, specific surface area, and average particle diameter of the porous silica in this embodiment are the same as those in the first embodiment.
- the porous silica in this embodiment can be produced in the same manner as in the first embodiment. Further, the loading of the thermal substance on the porous silica can be carried out in the same manner as in the first embodiment.
- the content of the thermal substance is not particularly limited. From the viewpoint of cost and cost reduction, the amount is preferably 0.01 to 50 parts by weight, more preferably 1 to 40 parts by weight, and more preferably 20 to 40 parts by weight with respect to 100 parts by weight of porous silica (as solid matter). 0 parts by weight is more preferred.
- the thermal substance-supporting porous silica of the present embodiment contains an emulsifier from the viewpoints of maintaining a warm feeling, low irritation, and improving dispersibility in water.
- the emulsifier in this embodiment is the same as in the first embodiment.
- the time and method of adding the emulsifier when producing the thermal substance-supporting porous silica of this embodiment are the same as in the first embodiment.
- the same medicinal product, functional substance, or metabolism promoting substance as in the second aspect may be contained in the thermal substance-supporting porous silica of the present embodiment.
- the same additives as those of the first embodiment may be appropriately blended and processed into the thermal substance-supporting porous silica of the present embodiment, if necessary.
- the additive may be supported on the porous silica simultaneously with the thermal substance, or may be supported separately from the thermal substance.
- the thermal substance-supporting porous silica of this embodiment can be produced in the same manner as in the first embodiment.
- the form of the thermal substance-supporting porous silica of this embodiment is not particularly limited, and examples thereof include powder, granule, sheet, bulk, and film.
- the thermal substance-supporting porous silica of the present embodiment has a characteristic of being excellent in the adsorbability of the thermal substance and exhibiting a gradual desorption property by external physical and chemical stimuli. Therefore, the thermal substance-supporting porous silica of the present embodiment can maintain a thermal effect and can be used for various products.
- thermo substance-containing composition containing the thermal substance-supporting porous silica of the present embodiment.
- the composition containing a thermal substance of this embodiment is preferably a medicine or a cosmetic.
- Pharmaceuticals include patches, creams, cataplasms, packs, and hot gels Gels, gels, sols, or ointments used for the skin, poultices, conductive pads of electrotherapy machines, etc., and quasi-drugs for skin external use, among which shoulder stiffness and back pain
- a hot compress used for promoting blood circulation such as fingertips or the like is preferable, and a hot compress is more preferable.
- cosmetics include cosmetic powders and lip balms.
- the thermal substance-containing composition of the present embodiment can be produced by the same method as usual except that the thermal substance-supporting porous silicide of the present embodiment is used, and the desired effects of the present embodiment are exhibited. There is no limitation on the timing and method of adding the thermal substance-supporting porous silica as long as it can be obtained.
- an emulsifier is further added in addition to the porous silica, and the production is carried out in the same manner as usual. Is preferred.
- the patch can be produced in the same manner as the patch exemplified in the second embodiment except that a thermal substance is used instead of the volatile substance in the second embodiment.
- the content of the thermal substance-supporting porous silica can be appropriately selected depending on the product to be used and the purpose, and is not particularly limited.
- a hot compress From the viewpoint of improving the thermal effect and sustainability of the thermal substance-supporting porous silica of the present embodiment, 0.1 to 30 parts by weight is preferable with respect to 100 parts by weight of the total amount of the raw material for hot compress, and 0 to 30 parts by weight. 5 to 10 parts by weight are more preferred.
- a fourth embodiment in which the substance to be carried is a plant polyphenol will be described.
- a plant polyphenol-supporting porous silica having a long-lasting deodorizing effect and a composition containing the porous silica are provided.
- the plant polyphenol in this embodiment is a substance contained in most of the plants that perform photosynthesis, and the plant as a raw material thereof is not particularly limited. Examples thereof include a camellia plant such as tea, and a grape. Such as grape plants, coffee etc. Laceae plants, cocoa etc., Laceae plants such as buckwheat, etc., Gooseberry, Crofussusari, Akasudari, etc., Liliumaceae plants such as Blueberry, Whiteberry, Black Huckleberry, Cranberry I. Plants such as lingonberry, grasses such as red rice and purple corn, grasses such as marberry, honeysuckle such as elderberry, chrominaceae, plum, European blackberry, etc.
- Roganberry Samomonberry, Ezo strawberry, Rose strawberry, Pseudo strawberry, Dutch strawberry, Black strawberry, Morerocelli, Somei yoshino, Rose peach, Teng tea, Rosaceae such as apples, Orange, Red beans, Soybeans, Evening , Mimosa, pea plant Potatoes such as purple potato, persimmons such as persimmon, persimmons such as oysters, asteraceous plants such as mugwort and spring chrysanthemum, muskaceae plants such as banana, convolvulaceae plants such as black potato, and roselles such as roselle Plants, Lamiaceae plants such as red perilla, and cruciferous plants such as red cabbage, etc., depending on these plants, parts of fruits, pericarp, flowers, leaves, stems, bark, roots, tubers, seeds, seed coats, etc. Is arbitrarily selected.
- the plant polyphenol can be obtained by extracting the above plant with a solvent such as hot water, ethyl acetate, methanol, ethanol, or isopropanol.
- a plant polyphenol obtained by extracting from tea leaves which are a Camellia plant, is preferable.
- Specific examples thereof include catechin, gallocatechin, gallocatechin gallete, epicatechin, epicatechin gallete, epigallocatechin, epigallocatechin gallate, theaflavin, and the like, and one or more kinds of mixtures selected from these are included.
- the purity of the plant polyphenol in the extract is not particularly limited, and is preferably 40% or more, and more preferably 60% or more.
- plant polyphenol-containing materials such as sunflavon (manufactured by Taiyo Kagaku Co., Ltd.), theafran (manufactured by Itoen Co., Ltd.), Sanoolon (manufactured by Santori Co., Ltd.), polyphenon (manufactured by Tokyo Food Techno Co., Ltd.) Can also be used.
- Average pore diameter, pore structure, pore volume, ratio table of porous silica in this embodiment The area and the average particle diameter are the same as in the first embodiment.
- the porous sily in this embodiment can be produced in the same manner as in the first embodiment.
- the loading of the plant polyphenol on the porous silica can be carried out in the same manner as in the first embodiment.
- the content of the vegetable polyphenol is not particularly limited, but from the viewpoint of deodorizing effect persistence and cost reduction, 100 to 100 parts by weight of porous silica (in terms of solid matter) is 100 to 100 parts by weight. 0 parts by weight is preferable, 20 to 500 parts by weight is more preferable, and 50 to 200 parts by weight is further preferable.
- the vegetable polyphenol-supported porous silica of the present embodiment preferably contains an emulsifier from the viewpoint of maintaining a deodorizing effect and improving dispersibility in water.
- the emulsifier in this embodiment is the same as in the first embodiment.
- the timing and method of adding the emulsifier when producing the plant polyphenol-supporting porous silicide of the present embodiment are the same as in the first embodiment.
- plant polyphenol-supporting porous silica force of this embodiment can be produced in the same manner as in the first embodiment.
- the form of the plant polyphenol-supporting porous silica of the present embodiment is not particularly limited, and examples thereof include powder, granule, sheet, bulk, and film. Siri force has the characteristic of excellent absorption of plant polyphenols and protection of plant polyphenols from external physical and chemical stimuli. Therefore, the plant-polyphenol-supporting porous silica of this embodiment can maintain the deodorizing effect and can be used for various products. Therefore, as one embodiment of the present embodiment, there is further provided a plant polyphenol-containing composition containing the plant polyphenol-supporting porous silica according to the present embodiment.
- the composition containing a plant polyphenol according to the present embodiment is preferably a filter for air cleaning such as an air conditioner, an air purifier, an oil fan heater, a humidifier, a dehumidifier, a vacuum cleaner, and a mask.
- the plant polyphenol-containing composition of the present embodiment can be produced by the same method as usual except that the plant polyphenol-supporting porous silicide of the present embodiment is used, and the desired effects of the present embodiment are exhibited. There is no limitation on the timing or method of adding the plant polyphenol-supporting porous silicide, as long as it can be obtained.
- a plant-polyphenol-containing composition is produced using a plant polyphenol-supporting porous silicide that does not contain an emulsifier, an emulsifier is further added in addition to the porous silicide, and the same process as usual is performed. It is preferable to produce by a method.
- the plant polyphenol-containing composition of the present embodiment is, for example, a filter
- the composition is produced by supporting the plant polyphenol-supporting porous silica of the present embodiment on a gas-permeable base material.
- the water content of the composition containing the plant silica-supported porous silica is not particularly limited, but is preferably from 1 to 15% by weight, and more preferably from 3 to 15% by weight from the viewpoint of maintaining deodorant properties.
- More preferred filter substrates include woven fabrics, nonwoven fabrics and processed nonwoven fabrics, nets and sponges, as well as general-purpose thermoplastic films such as polyethylene films, polypropylene films, and polyester films, thin plates, and paper. And processed paper products such as Colgate / Honeycomb, metal sheets and nets, ceramic substrates and processed products thereof.
- sheets with poor air permeability such as films and thin plates, are formed with fine holes to improve air permeability, and may be used as air-permeable fillers, and have a shape such as corrugated cores or honeycombs that have air permeability. Or the like assembled in the above.
- the use of non-woven fabric is particularly advantageous because relatively uniform air permeability can be ensured and the encapsulation process is also easy.
- the former as a substrate having air permeability itself, has an affinity for both components constituting the antibacterial deodorant in order to maintain the antibacterial deodorant of the present embodiment in good condition.
- Those formed of a good material are preferably used. Examples of such a material include a polymer material having an anionic functional group (a carboxyl group, a sulfone group, and the like), and a cellulosic fiber.
- a polymer material having an anionic functional group a carboxyl group, a sulfone group, and the like
- a cellulosic fiber Ma
- bulky ones are preferably used to hold a large amount of antibacterial deodorant.
- an electretized nonwoven fabric that has the function of collecting microparticles such as bacteria and dust floating in the air due to its own electrostatic force, a highly efficient collection and antibacterial with low pressure drop A deodorant effect can be expected.
- an electret nonwoven fabric an electret-type meltblown nonwoven fabric and a split-fiber-one nonwoven fabric having particularly high collection efficiency are preferable.
- a liquid containing a porous silica may be applied to the substrate, or the substrate may be immersed in the liquid and then pulled up. Further, the liquid may be formed together with the pulp, and the porous silica may be formed into the paper to form the filler directly.
- the liquid is solidified or cured after being applied to or impregnated into the substrate to form a film containing porous silica on the surface of the substrate or on the surface of fibers such as paper constituting the substrate, or During papermaking of the filter, a binder that functions to firmly bind the pulp may be added with the antibacterial deodorant incorporated.
- a binder include water-soluble or emulsion synthetic resins such as acryl resin, acryl-silicone resin, acryl-urethane resin, urethane resin, water-soluble epoxy resin, water-soluble vinyl urethane resin, and air-dry fluororesin.
- the amount of the binder to be added is not particularly limited. However, from the viewpoint of sufficiently obtaining the effect of forming a film and maintaining the deodorizing effect, the porous silica or the porous silica supporting the vegetable polyphenol is preferably used. 5 to 150 parts by weight, preferably 20 to 70 parts by weight, based on 0 parts by weight.
- the content of the plant polyphenol-supporting porous silica in the plant polyphenol-containing composition of this embodiment can be appropriately selected depending on the product to be used and the purpose, and is not particularly limited. (Fifth aspect)
- the substance to be carried is an organic dye
- the release of the organic dye can be controlled for a long time, an organic dye-supporting porous silica excellent in water resistance, light fastness and coloring properties and a composition containing the porous silica are provided. .
- Examples of the organic dye in the present embodiment include acid dyes, basic dyes, vat dyes, direct dyes, oil-soluble dyes, reactive dyes, organic pigments, and natural dyes.
- Examples of the acid dye include, but are not particularly limited to, C.I. Acid Orange 7, C.I. Acid Orange 19, C.I. Acid Violet 49, C.I. Acid Black 2, CI Acid Black 7, C.I. Acid Black 24, C.I. Acid Black 26, C.I. Acid Black 31, CI Acid Black 52, C.I. Acid Black 63, C.I. Acid Black 1 12 , C.I. Acid Black 118, C.I. Acid Bull I, 9, C.I. Acid Bull I, 22, C.I. Acid Bull I.40, CI Acid Bull I.59, C.I.
- Acid Blue I 93 C.I. Acid Bull 1 102, C.I. Acid Bull 1 104, C.I.Acid Bull 1 113, C.I. Acid Blue 1 17, C.I.Acid Bull 1 120, C.I. Acid Blue 167, CI Acid Bull I 229, CI I Acid Bull I 234, C.I. Acid Red 1, C.I. Acid Red 6, C.I. Acid Red 32, C.I. Acid Red 37, C.I. Acid Red 51, C.I. Acid Red 52 , C.I. Acid Red 80, C.I. Acid Red 85, C.I. Acid Red 87, C.I. Acid Red 92, C.I. Acid Red 94, C.I. Acid Red 1 15 , C.I. Acid Red 180, C.I.
- Acid Red 256 C.I. Acid Red 315, C.I. Acid Red 317, Brown 201, Yellow 4, Yellow 5, Yellow 202 , Yellow 203, Yellow 402, Yellow 403, Yellow 406, Yellow 4 No. 07, Black No. 401, Purple No. 401, Blue No. 1, Blue No. 2, Blue No. 202, Blue No. 203, Blue No. 205, Red No. 2, Red No. 3, Red No. 102, Red No.
- Red 104 Red 105, Red 106, Red 201, Red 227, Red 230, Red 231, Red 232, Red 401, Red 502, Red 503, Red 504, Red 506 No. 3, Green No. 3, Green No. 201, Green No. 205, Green No. 401, Green No. 402, Orange No. 205, Orange No. 207, Orange No. 402 and the like.
- Examples of the basic dye include, but are not limited to, C.I. Basic Yellow 11, C.I. Basic Yellow 28, C.I. Basic Violet 3, C.I. I. Basic Violet 7, C.I. Basic Violet 14, C.I. Basic Violet 27, C.I. Basic Black 2, C.I. Basic Blue 1, C.I. I. Basic Blue 3, C. I. Basic Blue 5, C. I. Basic Blue 7, C.
- the vat dye is not particularly limited, and examples thereof include CI Bat Blue 1, Blue 201, Blue 204, and Red 226.
- Examples of direct dyes include, but are not limited to, C.I.Direct Yellow 1 11, C.I.Direct Yellow 1,12, C.I.Direct Yellow 1,17, CI Direct Yellow 23, C.I. I. Direct Yellow 25, C.I. Direct Yellow 29, CI Direct Yellow 42, C.I.Direct Yellow 61, C.I. Direct Yellow 71, C.I.
- Direct Orange 26 C.I.Direct Orange 34, C.I.Direct Orange 39, C.I.Direct Orange 44, C.I.Direct Orange 46, CI Direct Orange 60, C.I.Direct Green 59, CI Direct Violet 47, C.I.Direct Violet 48, C.I.Direct Violet 51, C.I.
- Direct Black 19 CI Direct Black 32, C.I.Direct Black 51, C.I.Direct Black 71, C.I.Direct Black 108, C.I.Direct Black 146, C.I. Direct Black 1 54, C.I.Direct Black 166, C.I.Direct Blue 1, C.I.Direct Blue 6, C.I.Direct Bull 1 2
- Direct Red 28 C.I. Direct Red 31, C.I. Direct Red 37, C.I. Direct Red 80, C.I. Direct Red 81, C.I. Direct Red 83, CI Direct Red 201, C.I. Direct Red 227, C.I. Direct Red 242 and the like.
- the oil-soluble dye is not particularly limited, but for example, yellow 201, yellow 204, yellow 404, yellow 405, purple 201, blue 403, red 215, red 218 , Red 223, Red 225, Red 501, Red 505, Green 202, Green 204, Orange 201, Orange
- the reactive dye is not particularly limited.
- organic pigment examples include, but are not limited to, C.I. pigment yellow 14, C.I. pigment yellow 83, CI pigment green 7, CI pigment violet 19, and C.I. Pigment Violet 23, CI Pigment Blue 27, CI Pigment Red 166, Yellow 205, Yellow 401, Blue 404, Red 201, Red 202, Red 203, Red 204, Red No. 205, Red No. 206, Red No. 207, Red No. 208, Red No. 219, Red No. 220, Red No. 221, Red No. 228, Red No. 404, Red No. 405, Orange No. 203, Orange No. 204, Orange No. 401 and the like.
- Examples of natural pigments include chlorophyll, i3-carotene, rutin, lycopene, gardenia yellow pigment, safflower yellow pigment, konkon pigment, Benikoji yellow pigment, palm oil carotene, Benikouuji pigment, gardenia red pigment, safflower red pigment, and bi-tread , Cochineal pigment, Lac pigment, Akane pigment, Perilla pigment, Akakabe pigment, Akadiko pigment, Purple potato pigment, Purple corn pigment, Grape peel pigment, Grape juice pigment, Blueberry pigment, Elderberry pigment, Capsicum pigment , Annatto dye, gardenia blue, gardenia yellow, safflower yellow, red beetle yellow, spirulina dye, phycocyanin, cacao dye, oyster dye, and the like.
- the above organic dyes can be used alone or in combination of two or more.
- dyes having good color-developing property are preferable, and when used as inks, particularly ink-jet inks, C.I. Acid Bull-1 9, C.I. Acid Bull-1 22, C.I. Acid Blue 40, C.I. Acid Bull 59, C.I. Acid Bull 93, C.I. Acid Bull 102, C.I. Acid Blue 104, CI Acid Blue 113, C.I. Acid Blue 117, C.I. Acid Bull I 120, C.I. Acid Blue 167, C.I.Acid Bull I 229, C.I. Acid Bull I 234, C.I. Acid Red 1, C.I. Acid Red 6, C.I. Acid Red 32, C.I.
- Acid Red 37 C.I. Acid Red 51, C.I. Acid Red 52, C.I. Acid Red 80, C.I. Acid Red 85, C.I. Acid Red 87, C.I. Acid Red 92, C.I. Acid Red 94, C.I. Acid Red 115, CI Acid Red 180
- One or more selected from CI Acid Red 256, CI Acid Red 289, CI Acid Red 315, and CI Acid Red 317 are particularly preferred.
- the average pore diameter, pore structure, pore volume and specific surface area of the porous silica in this embodiment are the same as in the first embodiment.
- the average particle diameter of the porous silica in the present embodiment is preferably from 50 nm to L 0 m, more preferably from 50 nm to 5 m, and still more preferably from 50 nm, from the viewpoint of the stability of the organic dye. It is 500 nm, and even more preferably 50 to 300 nm.
- the porous silica in this embodiment can be produced in the same manner as in the first embodiment. Further, the organic dye can be supported on the porous silica in the same manner as in the first embodiment.
- the content of the organic dye is not particularly limited, but is preferably from 0.01 to 300 parts by weight, based on 100 parts by weight of porous silica (as solid matter), from the viewpoint of stability and cost reduction. -100 parts by weight is more preferable, and 5-50 parts by weight is further preferable.
- the organic dye-containing porous silica of the present embodiment preferably contains an emulsifier from the viewpoints of stability, control of release, and improvement in dispersibility in water.
- the content of the emulsifier is preferably 100 parts by weight of porous silica in which an organic dye is supported on a porous silicide from the viewpoint of improving color development and dispersibility in water. 0.01 to 80 parts by weight, preferably 0.01 to 50 parts by weight, -50 parts by weight is more preferable, and 1-20 parts by weight is even more preferable.
- the timing and method of adding the emulsifier when producing the organic dye-supporting porous silica of this embodiment are the same as in the first embodiment.
- the same additives as in the first embodiment may be appropriately blended and processed into the organic dye-supporting porous silica of the present embodiment, if necessary.
- the additive may be supported on the porous silica simultaneously with the organic dye, or may be supported separately from the organic dye.
- the organic dye-supporting porous silica of this embodiment can be produced in the same manner as in the first embodiment.
- the form of the organic dye-supporting porous silica of this embodiment is not particularly limited, and examples thereof include powder, granule, sheet, bulk, and film.
- the organic dye-supporting porous silica of the present embodiment has the characteristics of being excellent in water resistance, light resistance, and coloring properties, and has the characteristic of being stable against external physical and chemical stimuli. ing. Therefore, the porous silica of this embodiment can maintain excellent coloring properties for a long period of time, and can be used for various products such as pigment preparations such as ink, food and drink, cosmetics, and the like.
- the ink include an ink jet ink and a pole pen ink.
- foods and drinks include gum, candy, tableted confectionery, gummy, chocolate, biscuits, snacks and other confections, ice cream, sherbet and ice confections, soft drinks, carbonated drinks, and favorite drinks.
- cosmetics include cosmetic powder, lipstick and the like. Among them, ink jet inks, which are most desired to have water resistance, light resistance, and coloring, are preferable.
- the organic dye-containing composition of the present embodiment can be produced by the same method as usual except that the organic dye-supporting porous silica of the present embodiment is used, and the desired effect of the present embodiment is exhibited. As long as this is obtained, the timing and method of adding the organic dye-supporting porous silica are not limited.
- an organic dye-containing composition is produced using an organic dye-supporting porous silica containing no emulsifier, an emulsifier is further added in addition to the porous silica, and the production is carried out in the same manner as usual. It is preferable.
- the content of the organic dye-supporting porous silica can be appropriately selected depending on the product to be used and the purpose, and is not particularly limited.
- the amount is preferably 0.01 to 90 parts by weight, more preferably 1 to 60 parts by weight, and still more preferably 10 to 60 parts by weight, based on 100 parts by weight of the total amount of the ink-jet ink raw material.
- a high cooling effect and a high cooling effect can be obtained by a composition containing porous silica not supporting a volatile substance, in addition to the composition containing the porous substance-supporting porous silica. High persistence is obtained.
- the shape of the pores was measured by a fully automatic X-ray diffractometer (RINT ULT IMAII, manufactured by Rigaku Denki Co., Ltd.).
- the average pore diameter, pore volume and specific surface area were determined by a nitrogen adsorption isotherm according to a known BET method.
- the average particle size was measured with a laser diffraction particle size distribution analyzer (manufactured by HELOS & RODOS SYMPATEC).
- the solid product is filtered once, and then deionized water 10
- the mixture was dispersed in 00 ml and stirred. This filtration / dispersion / stirring was repeated 5 times, followed by drying at 40 ° C for 24 hours.
- the dried solid product was heated at 45 O: in nitrogen gas for 3 hours, and then calcined in air at 550 ° C for 6 hours to obtain porous silica A.
- X-ray diffraction confirmed that the obtained porous silica A had pores having a hexagonal structure.
- the average pore size of the porous silica A was 3.3 nm, the specific surface area was 94 lm 2 Zg, and the pore volume was 1.13 cm 3 / g.
- the kanemite was dispersed in 1,000 ml of a 0.1 M solution of sodium oleyl sulfate, a surfactant, and heated with stirring at 70 ° C. for 3 hours. Thereafter, while heating and stirring at 70 ° C, 2N hydrochloric acid was added to lower the pH of the dispersion to pH 8.5, and the dispersion was further heated and stirred at 70 ° C for 3 hours. The solid product was filtered once, dispersed again in 1000 ml of ion-exchanged water, and stirred. This filtration / dispersion stirring was repeated 5 times, followed by drying at 40 ° C. for 24 hours. The dried solid product was heated in nitrogen gas at 450 ° C.
- porous silica containing silicon dioxide was obtained by X-ray diffraction.
- the average pore diameter of the porous silica was 2.9 nm, the specific surface area was 932 m 2 / g, the pore volume was 1.09 cmVg, and the average particle diameter was 350 nm.
- porous silica C containing silicon dioxide.
- X-ray diffraction confirmed that hexagonal pores were formed in the obtained porous silica C.
- the average pore size of the porous silica C was 2.8 nm, the specific surface area was 928 m 2 / g, the pore volume was 1.02 cm 3 / g, and the average particle size was 300 nm.
- CTMA cetyltrimethyl hydroxide
- TMA tetramethylammonium silicate
- Sica 10% an aqueous solution of tetramethylammonium silicate
- H i Si 1 Hysil
- H i Si 1 a sedimentable hydrated silica containing about 6% by weight of free water and about 4.5% by weight of hydrated bound water and having an ultimate particle size of about 0.02 m.
- H i Si 1 a sedimentable hydrated silica containing about 6% by weight of free water and about 4.5% by weight of hydrated bound water and having an ultimate particle size of about 0.02 m.
- H i Si 1 a sedimentable hydrated silica containing about 6% by weight of free water and about 4.5% by weight of hydrated bound water and having an ultimate particle size of about 0.02 m.
- the obtained mixture was reacted at 90 ° C for 1 day.
- the resulting solid product was collected by filtration and dried at 40 ° C.
- porous silica D containing silicon dioxide.
- X-ray diffraction confirmed that the obtained porous silica D had pores having a hexagonal structure.
- the average pore size of the porous silica D was 3.9 nm, the specific surface area was 945 m 2 Zg, the pore volume was 1.15 cm 3 Zg, and the average particle size was 1.1 m. .
- porous silica E had pores having a hexagonal structure.
- the average pore size of the porous silica E was 3.9 nm, the specific surface area was 945 m 2 Zg, the pore volume was 1.15 cm 3 / g, and the average particle size was 5. l ⁇ m.
- the solid product was filtered once, dispersed again in 1000 ml of ion-exchanged water, and stirred. This filtration / dispersion / stirring was repeated 5 times, followed by drying at 40 ° C for 24 hours.
- the dried solid product was heated in nitrogen gas at 450 ° C. for 3 hours and then calcined in air at 550 ° C. for 6 hours to obtain porous silica F.
- X-ray diffraction confirmed that pores having a hexagonal structure were formed in the obtained porous silica F.
- the average pore size of the porous silica F was 2.7 nm, the specific surface area was 94 lm 2 / g, the pore volume was 1.13 cm 3 Zg, and the average particle size was 380 nm.
- Example 1-6 Menthol-supporting porous silica was obtained in the same manner as in Example 1-1, except that 20 g of porous silica B, C, D or E was used instead of porous silica A.
- Example 1-6
- Example 11 A solution prepared by dissolving lg of polyglycerin fatty acid ester (Sunsoft AZ-18 EG: manufactured
- a menthol-supported porous material was prepared in the same manner as in Example 1-7, except that a sucrose fatty acid ester (Lyoto Tosugar Ester: manufactured by Mitsubishi Chemical Foods Corporation: L-16995) was used instead of the polyglycerin fatty acid ester. 20 g of porous silica was obtained. Comparative Example 11
- Comparative Examples 1-1 and 1 were used except that the amount of water used was changed to 60 g, and instead of ⁇ -cyclodextrin, 40 g of a branched cyclodextrin (Iso-Eri-Ito; manufactured by Saltwater Port Refining Co., Ltd.) was used. Similarly, 40 g of a menthol-supporting porous body was obtained.
- the patch was cut into a square of 3 cm long and 3 cm wide and attached to the upper arm of the panel.Every 10 minutes after application, the patch was evaluated on a scale of 10 to 1, starting with the one with the strongest cooling sensation and cooling sensation. The average of 30 people was calculated. Table 2 shows the results. Table 2
- Scattering rate (%) (weight of deodorant fragrance before measurement-deodorant fragrance after standing for a certain period of time) / weight of deodorant fragrance before measurement X 100
- Example 2-2 Using the volatile substance-supported porous silica obtained in Production Example 2-1, 94 g of water, 2 g of ethanol, and a gelling agent formulation (Sankara # 2122; manufactured by Taiyo Chemical Co., Ltd.) at 85 After heating and dissolving for 5 minutes, 3 g of the menthol-supported porous silica obtained in Production Example 2-1 was added and stirred. After molding, the mixture was cooled to obtain 100 g of a cooled gel sheet.
- Example 2-2 Using the volatile substance-supported porous silica obtained in Production Example 2-1, 94 g of water, 2 g of ethanol, and a gelling agent formulation (Sankara # 2122; manufactured by Taiyo Chemical Co., Ltd.) at 85 After heating and dissolving for 5 minutes, 3 g of the menthol-supported porous silica obtained in Production Example 2-1 was added and stirred. After molding, the mixture was cooled to obtain 100 g of a cooled gel sheet.
- Example 2-2
- sucrose fatty acid ester (Lyoichi 100 g of a cooled gel sheet was obtained in the same manner as in Example 2-2, except that Tosugar Ester; manufactured by Mitsubishi Chemical Foods Corporation: L-16995) was added.
- Example 2-4 sucrose fatty acid ester (Lyoichi 100 g of a cooled gel sheet was obtained in the same manner as in Example 2-2, except that Tosugar Ester; manufactured by Mitsubishi Chemical Foods Corporation: L-16995) was added.
- a cooled gel sheet was produced in the same manner as in Example 2-1 except that the raw material fine-grained silicon dioxide used in Production Example 2-3 was used instead of the porous substance-supporting porous silicide obtained in Production Example 2-1. Got.
- a gel sheet cut into a square of 3 cm in length and 3 cm in width is attached to the upper arm of the panel, and every 20 minutes after application, every 5 minutes until 20 minutes, then every 10 minutes after 60 minutes Refreshing feeling ⁇
- the cooling feeling was evaluated on a scale of 10 from 1 to 10, and the average value of 30 persons was calculated. Table 4 shows the results. Table 4
- thermogenic substance-containing composition water content: 2% by weight.
- Example 3-2 A method similar to that of Example 3-1 was carried out using the porous silica carrying the thermal substance obtained in Production Example 32 instead of the porous silica carrying the thermal substance obtained in Production Example 3-1. To obtain a heated sheet.
- Example 3-3 A method similar to that of Example 3-1 was carried out using the porous silica carrying the thermal substance obtained in Production Example 32 instead of the porous silica carrying the thermal substance obtained in Production Example 3-1. To obtain a heated sheet.
- Example 3-4 A method similar to that of Example 3-1 except that the thermal substance-containing porous silica obtained in Production Example 3-3 was used instead of the porous silica supported on the thermal substance obtained in Production Example 3-1 To obtain a heated sheet.
- Example 3-4 A method similar to that of Example 3-1 except that the thermal substance-containing porous silica obtained in Production Example 3-3 was used instead of the porous silica supported on the thermal substance obtained in Production Example 3-1 To obtain a heated sheet.
- Example 3-5 44 g of water, 2 g of ethanol and 2 g of a gelling agent formulation (Sankara # 2122; manufactured by Taiyo Kagaku Co., Ltd.) are heated and dissolved at 85 ° C for 5 minutes, and then the whole amount of the dispersion of the porous silica carrying the thermal substance is added Stirred. After molding, the mixture was cooled to obtain a heated sheet of 100 g.
- a gelling agent formulation Sudara # 2122; manufactured by Taiyo Kagaku Co., Ltd.
- Heating sheet 100 g was prepared in the same manner as in Example 3-4, except that sucrose fatty acid ester (Lyo-Tosugar ester; manufactured by Mitsubishi Chemical Foods, Inc .: L-1695) was added instead of polyglycerin fatty acid ester. Obtained. Comparative Example 3-1
- a thermal sheet of a comparative product was produced in a similar manner by using the composition containing a thermal substance obtained in Production Example 1-4 in place of the porous substance-supporting porous substance obtained in Production Example 3-1.
- polyester fiber and basis weight 4 5 dry nonwoven fabric in g Zm 2 of the rayon fibers formed by lbs acrylic resin, obtained in Production Example 4 one 1 plant polyphenol-supporting porous silica 8 5 g And 15 g of a binder made of styrene-acrylic copolymer resin emulsion mixed with water and impregnated to a dry weight of 30 g Zm 2 to form a coating liquid. .
- Filaments were prepared in the same manner as in Example 41-11 except that a commercially available zeolite was used instead of the porous silica carrying the plant polyphenol.
- Test example 4 1. Ammonia and acetoaldehyde adsorption test
- Example 4-1 After the above test, the filter obtained in Example 4-1 was stored in a sealed state at room temperature for 3 months. After adjusting the room temperature to 23 and leaving it to stand for 1 hour, ammonia and acetoaldehyde were respectively poured into this container as in Test Example 4-1. Immediately after the injection, 10 minutes after the injection, and 3 After 0 minute, the concentration (ppm) of ammonia and acetoaldehyde in the container was measured using a gas detector tube. Table 7 shows the results. Table 7 From this test result, it was found that the filter of the present invention maintained excellent adsorption capacity even after 3 months.
- Example 5-1 Example 5-1
- Dye preparations B to E were obtained in the same manner as in Example 5-1 except that porous silica B, C, D or E was used instead of porous silica F. At this time, the average particle diameter was 420 nm for the pigment preparation B, 380 nm for the pigment preparation C, 1.5 fim for the pigment preparation D, and 6.1 m for the pigment preparation E.
- Example 5-6
- Example 5-9 100 g of a pigment preparation was obtained in the same manner as in Example 5-7, except that porous silica F was used instead of porous silica G. The average particle size at this time was 490 ⁇ m.
- Example 5-9 100 g of a pigment preparation was obtained in the same manner as in Example 5-7, except that porous silica F was used instead of porous silica G. The average particle size at this time was 490 ⁇ m.
- Polyglycerin condensed polyricinoleate instead of pentaglycerin monomyristate (condensate containing 70% or more of polyglycerin with a degree of polymerization of 3 or more and esterified with fatty acid having 18 or more carbon atoms in the polydaricerin is further esterified) 100 g of a pigment preparation was produced in the same manner as in Examples 5-9, except that the obtained polyglycerin fatty acid ester) was used. The average particle size at this time was 100 nm.
- Example 5-12 Except for using 30 g of polydariserin condensed polyricinoleate, 110 g of a pigment preparation was produced in the same manner as in Example 5-10. At this time, the average particle size was 95 nm.
- Example 5-12 Except for using 30 g of polydariserin condensed polyricinoleate, 110 g of a pigment preparation was produced in the same manner as in Example 5-10. At this time, the average particle size was 95 nm.
- Example 5-12 Except for using 30 g of polydariserin condensed polyricinoleate, 110 g of a pigment preparation was produced in the same manner as in Example 5-10. At this time, the average particle size was 95 nm.
- Example 5-12 Except for using 30 g of polydariserin condensed polyricinoleate, 110 g of a pigment preparation was produced in the same manner as in Example 5-10. At this time, the average particle size was 95 nm.
- Example 5-12 Except for using 30 g of polydariserin
- a pigment preparation of 10 Og was produced in the same manner as in Examples 5-9 except that sucrose fatty acid ester (Lyoto-sugar ester: manufactured by Mitsubishi Chemical Foods Corporation: L-1695) was used instead of pentaglycerin monomyristate. did.
- the average particle size at this time was 600 nm.
- a pigment preparation was obtained in the same manner as in Example 5-1 except that precipitated silica (Carplex CS-7; manufactured by Shionogi & Co., Ltd.) was added instead of porous silica F.
- Comparative Example 5-2 A pigment preparation was obtained in the same manner as in Example 5-1 except that cyclodextrin (Dexey Pearl K-100; manufactured by Shimizu Port Refining Co., Ltd.) was added instead of porous silica F. Comparative Example 5-3
- a pigment preparation was obtained in the same manner as in Example 5-7 except that precipitated silica (Carplex CS-7 (manufactured by Shionogi & Co., Ltd.)) was added instead of porous silica G. Comparative Example 5-4
- a pigment preparation was obtained in the same manner as in Example 5-9, except that precipitated silica (Carplex CS-7 (manufactured by Shionogi & Co., Ltd.)) was added instead of porous silica F.
- the state of the obtained ink after storage at 60 ° C. for one month was visually evaluated.
- the generation of sediment is remarkably observed.
- the obtained ink jet ink is subjected to a thermal ink jet test apparatus.
- the ink was ejected from the nozzles and printed.
- the ink jet ink to which the dye preparation obtained in Comparative Example 5-4 was added clogged during printing.
- a water drop was dropped on the printed matter, and the bleeding state of the ink after 60 seconds was visually evaluated.
- the inkjet ink using the water-dispersible preparation of the example is more excellent in water dispersibility, water resistance, color development, and light resistance than the one using the pigment preparation of the comparative example. It can be seen that an ink jet ink using a porous material having 3-aminopropylmethyldimethoxysilane bonded and supported thereon is more excellent in color development and light resistance.
- the dispersibility and light resistance of the obtained soft drink were evaluated.
- the substance-supporting porous silica of the present invention has excellent release sustainability of the substance to be supported, and is suitably used for various products such as foods and drinks, pharmaceuticals, cosmetics, luxury goods, toiletry products, and inks. .
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Abstract
Description
Claims
Priority Applications (3)
Application Number | Priority Date | Filing Date | Title |
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EP04773218A EP1702886A4 (en) | 2003-09-11 | 2004-09-10 | POROUS SILICA WHICH CARRYS A SUBSTANCE |
JP2005513969A JP5390739B2 (ja) | 2003-09-11 | 2004-09-10 | 物質担持多孔質シリカ |
US10/571,582 US20070003492A1 (en) | 2003-09-11 | 2004-09-10 | Porous silica having substance carried thereon |
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JP2004-029986 | 2004-02-05 | ||
JP2004-029984 | 2004-02-05 | ||
JP2004029990 | 2004-02-05 | ||
JP2004029984 | 2004-02-05 | ||
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Also Published As
Publication number | Publication date |
---|---|
EP1702886A4 (en) | 2011-02-16 |
US20070003492A1 (en) | 2007-01-04 |
TW200525015A (en) | 2005-08-01 |
JPWO2005026048A1 (ja) | 2006-11-16 |
JP5390739B2 (ja) | 2014-01-15 |
EP1702886A1 (en) | 2006-09-20 |
TWI359190B (ja) | 2012-03-01 |
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