Method for producing food and beverage

Abstract

To provide a method for producing food and beverage using a recovered component, or a technology contributing to such a method.SOLUTION: A method for producing food and beverage using a metal-organic framework comprises desorbing a component adsorbed on the metal-organic framework, and using the desorbed component as an ingredient for food and beverage.SELECTED DRAWING: None

Description

[Technical Field]

[0001] The present invention relates to a method for producing food and drink. More specifically, the present invention relates to a method for producing food and drink using a metal-organic framework. [Background technology]

[0002] In the field of food and beverages, it has been customary to remove unpleasant components generated from food and beverages or their raw materials using adsorbents such as activated carbon. However, it is not common to recover useful components and use the resulting components directly in food and beverages. This is thought to be due to the difficulty of selectively adsorbing desired components with adsorbents such as activated carbon, and the technical difficulty of desorbing components once adsorbed.

[0003] In the field of food and beverage flavors, aroma components are recovered using adsorbents, and the resulting aroma components are desorbed from the adsorbent for use. For example, Patent Document 1 discloses a method for recovering aroma components from plant materials using a gas-liquid countercurrent contact extraction method, adsorbing the aroma components onto an adsorbent, and then desorbing the aroma components to produce a water-soluble flavor. Patent Document 2 also discloses a method for recovering aroma components from fine powder and flakes of roasted coffee beans using an adsorbent, and then desorbing the aroma components from the adsorbent to produce a flavor composition. Similarly, Patent Document 3 discloses the recovery of aroma components from small pieces of animal and plant raw materials, followed by desorption.

[0004] Synthetic adsorbents such as polymers and resins are primarily used for adsorption and recovery of the aroma components, and alcohols such as ethanol or propylene glycol are used as solvents for desorption of the aroma components from the synthetic adsorbents. [Prior art documents] [Patent documents]

[0005] [Patent Document 1] Japanese Patent Application Laid-Open No. 2002-105486 [Patent Document 2] International Publication No. 2018 / 110585 [Patent Document 3] International Publication No. 2018 / 110586 Summary of the Invention [Problem to be solved by the invention]

[0006] Various useful components are contained in the raw materials used in the manufacturing process of food and beverages, or in the food and beverages themselves. Furthermore, such useful components may be generated from the raw materials used in the manufacturing process of food and beverages, or from the food and beverages themselves. For example, when roasting coffee beans, various gaseous components that give off a coffee-like aroma are contained in the exhaust. Furthermore, in the production of brewed alcoholic beverages such as beer, a rich aroma derived from fermentation wafts from the top of the fermentation tank during brewing. Furthermore, in whiskey storage facilities, the aroma derived from the whiskey gradually evaporates into the storage area, creating a pleasant aroma.

[0007] However, actually recovering and reusing the above-mentioned useful components requires high selectivity and advanced operability, and it has been rare to effectively utilize the recovered useful components. Therefore, an object of the present invention is to provide a method for producing food and beverages using the recovered components, or a technology contributing to such a method. [Means for solving the problem]

[0008] The present inventors conducted extensive research to solve the above-mentioned problems, and as a result, they focused on metal-organic frameworks from among the many adsorbents capable of recovering components. They then discovered that the use of metal-organic frameworks enables the adsorption and desorption of useful components, and that the desorbed useful components can be used in the production of foods and beverages. Based on this finding, the present inventors have completed the present invention.

[0009] That is, the present invention relates to, but is not limited to, the following: (1) A method for producing a food or beverage, comprising the steps of desorbing a component adsorbed on a metal organic framework, and using the desorbed component as an ingredient of the food or beverage. (2) The method according to (1), wherein the component is a gas phase component or a liquid phase component. (3) The method according to (2), wherein the gas phase component is an aroma component. (4) The method according to any one of (1) to (3), wherein the food or drink is a beverage. (5) The method according to any one of (1) to (4), wherein the component is desorbed by heating the metal-organic framework. (6) The method according to (5), wherein the metal-organic framework is heated to 30°C or higher. (7) The method according to (5) or (6), wherein the metal-organic framework is heated while immersed in the liquid. (8) The method according to (7), wherein the liquid is water or a solution with an alcohol concentration of 55 v / v% or less. (9) The method according to (5), wherein the metal-organic framework is heated while being in contact with water vapor. (10) The method according to (9), wherein the component is recovered in a state contained in a distillate. (11) The method according to any one of (1) to (4), wherein the component is desorbed by reducing the pressure of the metal-organic framework. (12) The method according to any one of (1) to (11), wherein the component is derived from a food or drink or a raw material thereof. (13) The method according to (12), further comprising the step of adsorbing a component derived from the food or drink or its raw materials onto the metal-organic framework to prepare a metal-organic framework having the component adsorbed thereon. [Effects of the Invention]

[0010] According to the present invention, it is possible to provide a method for producing food and beverages using recovered components, or a technology contributing to such a method. By utilizing the technology of the present invention, it is possible to selectively recover and desorb components that have not been effectively utilized until now, and it becomes possible to utilize useful components in various ways depending on the purpose.

[0011] Furthermore, the metal-organic framework used in the present invention can be reused after desorption of the components. That is, the metal-organic framework after desorption of the components can be reused for adsorption and recovery of the same or different components. This makes it possible for the method of the present invention to suppress the use of more adsorbent material than necessary. [Brief explanation of the drawings]

[0012] [Figure 1] FIG. 1 shows the results of GC analysis of the aroma components released from MOF. DETAILED DESCRIPTION OF THE INVENTION

[0013] The present invention will be described below. Unless otherwise specified, the terms "ppm," "ppb," and "wt %" used in this specification refer to ppm, ppb, and wt % of weight / volume (w / v), respectively.

[0014] One aspect of the present invention is a method for producing a food or beverage, the method comprising the steps of desorbing a component adsorbed to a metal-organic framework, and using the desorbed component as an ingredient of the food or beverage.

[0015] (Metal-organic structure) The method of the present invention uses a metal-organic framework. A metal-organic framework (sometimes referred to as "MOF") is a material based on coordination chemistry that forms a porous structure by utilizing coordinate bonds between metal ions and organic compounds. In a metal-organic framework, a crystalline polymer structure with internal spaces (pores) is created by combining various metal ions with bridging organic ligands that connect them. Due to their high degree of design freedom, metal-organic frameworks are characterized by the ability to design and control more uniform pore sizes compared to other porous materials such as activated carbon and zeolites. Another characteristic of metal-organic frameworks is that they are usually synthesized as fine powders, making them easy to handle. Metal-organic frameworks are also known as porous metal complexes or integrated metal complexes.

[0016] The metal ions constituting the metal organic framework may be selected from the metals listed in the periodic table, for example, Zr 4+ (zirconium ion (4+)), Cr 3+ (chromium ion (3+)), Al 3+ (aluminum ion (3+)), Co 2+ (Cobalt ion (2+)), Ni 2+ (nickel ion(2+)), Cu 2+ (copper ion (2+)), Zn 2+ (zinc ion(2+)), and Fe 3+ (iron ion (3+)). The metal organic framework may contain only one type of metal ion, or may contain two or more types, or three or more types.

[0017] Examples of the crosslinkable organic ligand include oxygen donor ligands and nitrogen donor ligands. The organic ligand constituting the metal-organic framework is not particularly limited, but examples thereof include terephthalic acid, 2,5-dihydroxyterephthalic acid, 4,4'-bipyridyl, imidazole, 1,3,5-benzenetricarboxylic acid, 4,4'-biphenyldicarboxylic acid, 4,4'-dicarboxydiphenyl ether, pyrazine, 1,2-di(4-pyridyl)ethane, 2,4,6-tri(4-pyridyl)-1,3,5-triazine, and 1,3,5-tri(1H-imidazol-1-yl)benzene. The metal-organic framework may contain only one type of organic ligand, or two or more, or three or more types of organic ligands.

[0018] In the present invention, the type of metal-organic framework can be appropriately selected depending on the target component. The metal-organic framework may be one prepared by the user, or a commercially available manufactured product may be used. The metal-organic framework can be produced using a conventionally known method. Examples of methods for producing a metal-organic framework include a solution method and a hydrothermal method. The solution method is a method for producing a metal-organic framework by mixing solutions of metal ions and organic ligands. Usually, mixing is performed at room temperature and atmospheric pressure, but the conditions are not particularly limited. The solution method includes a diffusion method in which a solution is mixed by diffusing, and a stirring method in which a solution is mixed by stirring, and either method may be used. The hydrothermal method is a method for producing a metal-organic framework by placing a solvent and raw material reagents in a sealed container, heating the container to a temperature above the boiling point of the solvent, and promoting a hydrothermal reaction (also called a solvothermal reaction).

[0019] In addition to the above methods, other methods that can be used include a microwave method in which raw material reagents and a solvent are placed in a reaction vessel and irradiated with microwaves (electromagnetic waves) to produce a metal organic framework, an ultrasonic method in which raw material reagents and a solvent are placed in a reaction vessel and irradiated with ultrasound to produce a metal organic framework, and a solid-phase synthesis method in which raw material reagents are mechanically mixed without using a solvent to produce a metal organic framework. In any of these methods, the concentration of the metal ion in the solvent, the concentration of the organic ligand in the solvent, the reaction temperature, pressure, time, and the microwave and ultrasonic frequencies can be appropriately set depending on the purpose and circumstances.

[0020] Commercially available metal-organic frameworks include, but are not limited to, MIL-53(Al) (aluminum terephthalate), MIL-101(Cr), UiO-66 (zirconium 1,4-dicarboxybenzene MOF), HKUST-1 (copper benzene-1,3,5-tricarboxylate MOF), Fe-BTC, ZIF-8 (2-methylimidazole zinc salt), MOF-801, MIL-88B(Fe), Al-fumarate, CAU-10-H, CALF-20, MOF-177, MOF-74, etc. The metal-organic frameworks used in the method of the present invention may be of only one type, or two or more types, or three or more types.

[0021] (component) The method of the present invention is characterized in that a component adsorbed to a metal-organic framework is desorbed from the metal-organic framework. The component adsorbed to the metal-organic framework is not particularly limited, but may be, for example, a gas phase component or a liquid phase component. The gas phase component refers to a gaseous component contained in the gas phase, and is also referred to as a gas component. The gas phase component may be any gaseous substance, and includes volatile compounds, etc. The liquid phase component refers to a component contained in the liquid phase, and includes water-soluble compounds, fat-soluble compounds, etc.

[0022] The gas phase component may or may not exhibit an aroma, but is preferably an aroma component (i.e., an aroma component). In the present invention, the gas phase component may be an organic compound or an inorganic compound, but is preferably an organic compound.

[0023] Specific examples of gas phase components include, but are not limited to, diacetyl, 2,3-pentanedione, dimethylpyrazine, 2,3-dimethylpyrazine, furfural, 5-hydroxymethylfurfural (5-HMF), furfuryl alcohol, methyl acetate, ethyl acetate, isopropenyl acetate, trans-linalool-3,6-oxide, cis-linalool-3,6-oxide, trans-linalool-3,7-oxide, cis-linalool-3,7-oxide, cis-3-hexenal, trans-2-hexenal, hexenol, and (Z)-3-hexene. -1-ol, (z)-3-hexenyl acetate, 3-methyl-4-octanolide, 4-octanolide, 1-octen-3-one, 2,6-nonadienal, 3-methyl-2,4-nonanedione, alkylphenols, alkyl-2-methoxyphenols, 2-methoxy-alkylphenols, (Z)-methyl jasmonate, 2-ethyl-3-methylpyrazine, 2,3-diethyl-5-methylpyrazine, 2-isobutyl-3-methoxypyrazine, alkylpyrazines, isobutylmethoxypyrazine, acetylpyrazine, 2-butanone, 1-(2-furyl)- 2-Butanone, 2,4-heptadienal, 1-propanol, n-propanol, geranyl 6-O-α-L-arabinofuranosyl-β-D-glucopyranoside, methylbutanal, γ-lactone, 2-methylbutanoic acid, 3-methylbutanoic acid, 2,3-butanedione, ethyl 3-phenylpropionate, 4-(2,3,6-trimethylphenyl)buta-1,3-diene), vinyl propionate, acetone, acetaldehyde, 4-methyl-3-pentenoic acid, didiopentanol, ethyl 4-methylpentanoate, 4-mercapto-4-methyl-2- Pentanol, (S)-linalyl β-primeroside, (R)-linalyl β-bicyanoside, ethanol 2,2-oxybis, propyl alcohol, acetylpyridine, alkylpyridine, 2-methylfuran, 2,5-dimethylfuran, vinylfuran, 4-methyl-2,3-dihydrofuran, 2-methyltetrahydrofuran, 2-furfurylfuran, 4-hydroxy-3,5-dimethylfuran-3-one, diacetyl, dimethyl sulfide, alkyl sulfide, methyl-2-methylfuryl disulfide, (E)-2-nonenal, decanal, cis-4,Examples include 5-epoxy-(E)-2-decanal, trans-4,5-epoxy-(E)-2-decanal, trans-4,5-epoxy-2(E)-decenal, 2-methylpropanoic acid, dimethyl-1H-pyrrole, β-cyclocitral, diol (glycol), hautriele, cis-rose oxide, methylpyramidine, coffee oil, 1,1,1-trimethyl-1,2-dihydronaphthalene, Riesling acetal, ethyl ester, lignin-derived aromatic compounds, dithiapentyl compounds, and alkylquinolines. The gas phase components adsorbed on the metal organic framework, the gas phase components desorbed from the metal organic framework, or both may contain only one type of gas phase component, or two or more types, or three or more types of gas phase components.

[0024] Like the gas phase component, the liquid phase component may be an organic compound or an inorganic compound, but is preferably an organic compound.

[0025] Specific examples of the liquid phase component include acetic acid, butyl acetate, isoamyl acetate, acetol acetate, furfuryl acetate, 2-methylbutyl acetate, β-phenethyl acetate, ethyl butyrate, isobutyric acid, α-ionone, β-ionone, linalool, trans-linalool oxide, cis-linalool oxide, (Z)-3-hexenoic acid, octanoic acid, 3,7-dimethyl-1,5,7-octatrien-3-ol, 1-octanol, cyclooctane, 1-octen-3-ol, nonanal, 1-nonanol, nonanoic acid, methylphenol, 4-methoxyphenol, 2-methoxy-4-vinylphenol, bromophenol, dibromophenol, 2,4,6-tribromophenol, jasmine lactone, pyrazine, methyl Pyrazine, ethylpyrazine, 2,3-dimethylpyrazine, 2,5-dimethylpyrazine, 2,6-dimethylpyrazine, 2-ethyl-5-methylpyrazine, 2-ethyl-3,5-dimethylpyrazine, 2-ethyl-3,6-dimethylpyrazine, i-butanol, n-butanol, isobutanol, 1-butanol, 3-methyl, 1-butanol, 2-methyl, 3-methyl-1-butanol, 2-methyl-1-butanol, 1-hydroxy-2-butanone, 4-(4-hydroxyphenyl)-2-butanone, 2,4-decadienal, 1,4-cineole, 1,8-cineole, hexanal, 3-mercaptohexanal, hexanol, cyclohexanol, 3-mercapto-1-hexanol, 3-hexanone, 2,2,6-Trimethylcyclohexanone, 2-methyl-1-propanol, geraniol, geranyl acetone, geranyl acetate, oak lactone, butyrolactone, γ-decalactone, γ-undecalactone, γ-butyrolactone, γ-dodecalactone, ethyl butanoate, ethyl 3-methylbutanoate, 3-methyl-2-butanethiol, 1-heptanol, 4-methyl-3-heptanone, caproic acid, ethyl caproate, 3-mercaptohexan-1-ol, ethyl caprylate, ethyl caprate, 2-phenylethanol, Phenylacetaldehyde, 1-phenyl-3-buten-1-one, furfuryl propionate, 2-amino-3-hydroxypropionic acid, aminoacetophenone, hydroxyacetone, hexadione, 2-methyl-2-pentenoic acid, 4-methyl-3-penten-2-one, 1-penten-3-ol, 3-penten-2-one, 2-methyl-2-cyclopenten-1-one, 2,3-pentanedione, 2-aminopentanedioic acid (L-glutamic acid), 2-amino-5-guanidinopentanoic acid (L-arginine), ethyl 2-methyl -4-pentenoate, 4-mercapto-4-methylpentan-2-one, 4-mercapto-4-methyl-2-pentanone, 3-methylcyclopentane-1,2-dione, 2-furanmethanol, benzyl alcohol, phenethyl alcohol, tetrahydrofurfuryl alcohol, isobutyl alcohol, furfuryl alcohol, isoamyl alcohol, 4-dimethylaminopyridine, acetylfuran, tetrahydroxyfuran methyl ether, 2-methyltetrahydrofuran-3-one, furfural, 5-methylfurfural ethanol, 5-hydroxymethylfurfural, guaiacol, 4-ethylguaiacol, 4-vinylguaiacol, acetylpyrrole, 2-acetyl-1-pyrroline, dimethyl trisulfide, furfuryl methyl sulfide, diallyl sulfide, diallyl disulfide, diallyl tetrasulfide, methyl 2-methyl-3-furyl disulfide, dimethyl sulfone, dimethyl sulfoxide, methional, (Z)-4-heptenal, propanoic acid, pyrrole, 1-methylpyrrole, 2,4-dimethyl-1H-pyrrole, 2,5-Dimethyl-1H-pyrrole, nerol, β-citronellol, tocopherol, 2-ethyl-4-hydroxy-5-methyl-3(2H)-furanone, 4-hydroxy-2,5-dimethyl-3(2H)-furanone, 4-hydroxy-2-ethyl-5-methyl-3(2H)-furanone, 3-mercapto-3-methylbutyl acetate, 3-mercapto-3-methylbutyl formate, citral, caffeic acid, caffeine, vanillin, vanillic acid, nerolidol, β-myrcene, trans-β-ocimene, L-α-terpineol, methyl salicylate, indole , eugenol, quercetin, cyanidin, ethylene glycol, polyethylene glycol, diethylene glycol, dihydroactinidioside, aspartic acid, arginine, ascorbic acid, riboflavin, vitamin M (folic acid), vitamin B9 (folic acid), pteroylglutamic acid (folic acid), β-carotene, tetrahydrothiophen-3-one, valeric acid, β-damascenone, p-cresol, methyl anthranilate, coumarin, skatole, tannic acid, theaflavin, benzaldehyde, benzyl salicylate, palmitic acid, cis-11,14,17-Eicosatrienoic acid methyl ester, benzyl β-primeperoside, benzyl 6-O-β-D-abiofuracinol-β-D-glucopyranoside, toluene, trimethyloxazole, diazine (pyrazine), furfuryl methyl ether, isobutyl carbinol, 2-methylpyrimidine, 4-methylpyrimidine, 5-methylpyrimidine, 4-methylthiazole, furfuryl formate (furfuryl formate), 2-methylthiophene, 2-methylcrotonaldehyde, methyl lactate, isovaleric acid, p-mentha-8-thiol-3-one, chlorogenic acid, niacin, trigonelline, α-humulone, humulenol II, β-eudesmol, β-farnesene, phene Examples of the liquid phase component include, but are not limited to, ethyl 3-methylbutanoate, isoamylpropionate, myrcene, limonene, maltol, ethyl maltol, furaneol, 3-methyl-2-butene-1-thiol, geranic acid, decanoic acid, 9-decenoic acid, tetradecanoic acid, β-eudesmol, β-caryophyllene, β-isophorone, vitispirane, actinidol, anthocyanin, flavonol, thiazole, diethyl malate, diethyl succinate, triethyl citrate, ethyl benzoate, rose oxide, N,N-dibutyl-formamide, ethyl decanoate, ethyl dodecanoate, ethyl palmitate, ethyl oleate, and ethyl linoleate. The liquid phase component may be one type, two or more types, or three or more types, in either or both of the liquid phase components adsorbed on the metal-organic framework and the liquid phase components desorbed from the metal-organic framework.

[0026] In the present invention, the component adsorbed to the metal organic framework is not particularly limited, but is preferably a component derived from a food or beverage or its raw materials. Raw materials for food or beverage include raw materials in an intermediate stage used in the manufacturing process of the food or beverage. In the present invention, the food or beverage may be either a beverage or a food, and means one that can be consumed as is or after being treated by dissolving, diluting, suspending, or the like.

[0027] Examples of beverages from which the components are derived include coffee beverages (black coffee, milk coffee, cafe au lait, cafe latte, etc.), tea beverages (green tea, oolong tea, roasted green tea, barley tea, brown rice tea, jasmine tea, rooibos tea, buckwheat tea, mate tea, etc.), vegetable and fruit beverages (vegetable juice, green juice, fruit juice, etc.), flavored water beverages, sports drinks, carbonated drinks, alcoholic beverages, jelly drinks, etc. Alcoholic beverages refer to beverages with an alcohol concentration of 1 v / v% or more. Examples of alcoholic beverages include brewed alcohol, distilled alcohol, and mixed alcohol. Specific examples of brewed alcohol include beer and wine. Examples of distilled alcohol include spirits (gin, vodka, tequila, rum, neutral spirits, raw alcohol, etc.), shochu, liqueurs, and whiskeys (whiskey, brandy, etc.).

[0028] Examples of foods from which the ingredients are derived include sweets (cake, castella, candy, cookies, jelly, pudding, chocolate, gum, etc.), frozen desserts (ice cream, popsicles, soft-serve ice cream, sorbet, etc.), snacks, bread, dairy products (butter, cheese, yogurt, etc.), noodles, soups (miso soup (pork soup, kenchinjiru, etc.), corn potage, onion gratin soup, consommé soup, clam chowder, egg soup, minestrone, onion soup, pumpkin soup, tom yum goong, borscht, etc.).

[0029] Examples of raw materials for foods and beverages include raw materials that can be used for the above-mentioned foods and beverages, including intermediate raw materials. Specific examples include coffee beans (green coffee beans, roasted coffee beans, roasted coffee beans, etc.), fruits (oranges, lemons, limes, grapefruits, apples, bananas, grapes, strawberries, peaches, cherries, kiwis, etc.), tea leaves (green tea leaves such as sencha, gyokuro, kabusecha, bancha, and tencha; oolong tea leaves; black tea leaves, etc.), grains (barley, wheat, malt, etc.), pulses (soybeans, broad beans, adzuki beans, cowpeas, mung beans, kettle beans, etc.), and the like. These include adzuki beans, rice beans, kidney beans, scarlet beans, lima beans, peas, chickpeas, lentils, peanuts, etc.), root vegetables (carrots, daikon radishes, burdock, turnips, wild yams, corms, taro, Chinese yams, potatoes, etc.), leafy vegetables (lettuce, komatsuna, tsukena, spinach, chrysanthemums, bok choy, cabbage, Brussels sprouts, Chinese cabbage, mizuna (kyouna), onions, leeks, chives, etc.), meat, and fish.

[0030] The manufacturing process of the food or beverage is not particularly limited, but examples thereof include processing of raw materials such as mixing, grinding, roasting, heating, boiling, squeezing, compressing, concentrating, distilling, fermenting, fumigating, drying, storing, and leaving. In the case of gaseous phase components, gaseous components in the gas (gas phase) generated by such processing can be used. In addition, in the present invention, the gaseous phase component may be an environmental odor of a forest, a grassland, a seashore, a specific tourist spot, etc.

[0031] When the component is derived from a food or drink or its raw materials, the method of the present invention can further include a step of adsorbing the component onto the metal-organic framework to prepare a metal-organic framework having the component adsorbed thereon. The method for adsorbing the component onto the metal-organic framework is not particularly limited, and the component can be adsorbed onto the metal-organic framework through contact between the component and the metal-organic framework.

[0032] (Desorption process) The desorption of components from the metal-organic framework can be carried out, for example, by heating, reducing pressure, or immersion in an organic solution. In the present invention, the components can be desorbed preferably by heating the metal-organic framework. The heating treatment is preferably one that can be carried out within the scope of existing factories and facilities. The heat treatment usually does not require the use of special equipment or alcohol, and is carried out in a general food and beverage manufacturing process. Furthermore, since alcohol is not used in the heat treatment, or if it is used, only a very small amount, explosion-proof equipment is not required.

[0033] The metal-organic framework can be heated to, for example, 30°C or higher. The heating temperature of the metal-organic framework is not particularly limited, but is preferably 35°C or higher, 40°C or higher, or 50°C or higher, more preferably 60°C or higher, 70°C or higher, or 80°C or higher, and even more preferably 90°C or higher. The heating temperature of the metal-organic framework may be 100°C or higher, 110°C or higher, or 120°C or higher. The upper limit of the heating temperature of the metal-organic framework is not particularly limited, but is, for example, 300°C or lower. The heating time of the metal-organic framework is also not particularly limited, but is, for example, 1 minute to 10 hours, preferably 10 to 120 minutes, and more preferably 20 to 100 minutes.

[0034] The metal organic framework may be heat-treated only once, or may be heat-treated two or more times, or may be heat-treated three or more times. When heat treatment is performed multiple times, the heating temperatures may be the same or may be different temperatures. For example, when heat treatment is performed twice, the first heating may be performed at 50°C or higher for 30 to 70 minutes, and the second heating may be performed at 100°C or higher for 10 to 30 minutes. The heating conditions, both temperature and time, can be appropriately combined depending on the purpose.

[0035] The heating of the metal-organic framework is not particularly limited, and can be carried out in a state in which the metal-organic framework is immersed in a liquid. The liquid in which the metal-organic framework is immersed can serve as a solvent for the desorbed components. By using the liquid as a solvent for the components, the liquid after heating the metal-organic framework can be used as it is as an ingredient for food and drink. By heating the liquid in which the metal-organic framework is immersed, the metal-organic framework itself can be heated.

[0036] The heating temperature of the metal-organic framework while immersed in the liquid is not particularly limited, but is, for example, 20°C or higher, preferably 30°C or higher, 40°C or higher, or 50°C or higher, more preferably 60°C or higher, 70°C or higher, or 80°C or higher, and even more preferably 90°C or higher. The upper limit of the heating temperature of the metal-organic framework while immersed in the liquid is not particularly limited, but is, for example, 150°C or lower, preferably 140°C or lower, more preferably 130°C or lower, and even more preferably 120°C or lower. The heating temperature of the metal-organic framework while immersed in the liquid is, for example, 20 to 150°C, preferably 40 to 140°C, more preferably 60 to 130°C, and even more preferably 90 to 120°C. The heating time of the metal-organic framework while immersed in the liquid is not particularly limited, but is, for example, 10 to 120 minutes, preferably 20 to 100 minutes, and more preferably 30 to 90 minutes. The heating time may be greater than 120 minutes, or may be 3 hours or more, 4 hours or more, or 5 hours or more.

[0037] The liquid in which the metal-organic framework is immersed may be, but is not limited to, water or an alcohol-containing solution. The solution in which the metal-organic framework is immersed may contain a compound such as an acid, alkali, or salt. The alcohol concentration in the solution in which the metal-organic framework is immersed is not particularly limited, but is, for example, 55 v / v% or less, preferably 45 v / v% or less, more preferably 35 v / v% or less, even more preferably 30 v / v% or less, and may be 25 v / v% or less, 20 v / v% or less, 15 v / v% or less, or 10 v / v% or less. By keeping the alcohol concentration low, the risk of fire during treatment can be reduced. The alcohol may be, for example, ethanol, but is not limited to this.

[0038] Furthermore, the heating of the metal-organic framework can be carried out while bringing the metal-organic framework into contact with water vapor, although there are no particular limitations thereon. The water vapor that has been brought into contact with the metal-organic framework then becomes a distillate, and the distillate can contain the components desorbed from the metal-organic framework. That is, the components can be recovered in a state contained in the distillate, and the distillate can serve as a solvent for the components. In particular, when the components are gas-phase components, they can be easily recovered in a state contained in the distillate. The distillate containing the components desorbed from the metal-organic framework can be used as is as a raw material for food and beverages.

[0039] The contact between the metal-organic framework and water vapor is not particularly limited, and can be carried out, for example, using a known distillation apparatus, etc. In the distillation apparatus, the metal-organic framework is placed above a liquid (such as water) to be boiled, and water vapor generated from the liquid can be brought into direct contact with the metal-organic framework.

[0040] The heating temperature when the metal-organic framework is brought into contact with water vapor is not particularly limited, but is, for example, 100°C or higher, preferably 110°C or higher, and more preferably 120°C or higher. The upper limit of the heating temperature when the metal-organic framework is brought into contact with water vapor is not particularly limited, but is, for example, 200°C or lower, preferably 180°C or lower, and more preferably 160°C or lower. The heating temperature when the metal-organic framework is brought into contact with water vapor is, for example, 100 to 200°C, preferably 110 to 180°C, and more preferably 120 to 160°C. Furthermore, the heating time when the metal-organic framework is brought into contact with water vapor is not particularly limited, but is, for example, 1 to 60 minutes, preferably 1 to 30 minutes, and more preferably 1 to 10 minutes.

[0041] Regarding the heat treatment of the metal-organic framework, it is possible to combine heating the metal-organic framework in a state where it is immersed in a liquid with heating the metal-organic framework while it is in contact with water vapor. By combining these heat treatments, it becomes possible to efficiently desorb components from the metal-organic framework or to desorb multiple types of components from the metal-organic framework. Either heating the metal-organic framework in a state where it is immersed in a liquid or heating the metal-organic framework while it is in contact with water vapor may be performed first, and the order of these steps does not matter.

[0042] In the method of the present invention, one of the means for desorbing components is to desorb the components by depressurizing the metal-organic framework. The depressurization treatment can place the metal-organic framework in a negative pressure state, allowing the components to be desorbed from the metal-organic framework. The depressurization of the metal-organic framework can be carried out using a depressurization device known to those skilled in the art. The pressure when depressurizing the metal-organic framework is not particularly limited, but is, for example, 0.01 to 0.10 MPa, preferably 0.02 to 0.09 MPa, and more preferably 0.05 to 0.08 MPa. The time for depressurizing the metal-organic framework is also not particularly limited, but is, for example, 10 to 120 minutes, preferably 20 to 100 minutes, and more preferably 30 to 70 minutes.

[0043] (Process of using as raw material) In the method of the present invention, the component released from the metal-organic framework can be used as a raw material (ingredient) for food or drink. That is, the method of the present invention includes a step of using the component released from the metal-organic framework as a raw material for food or drink.

[0044] The components released from the metal-organic framework are not particularly limited, and may be used as they are as ingredients of food and beverages, or may be used as ingredients of food and beverages in a state where they are contained in water, an organic solvent, etc. As described above, the liquid itself in which the metal-organic framework is immersed, or the distillate itself obtained after contacting the metal-organic framework with water vapor, can be used as ingredients of food and beverages.

[0045] The components released from the metal-organic framework may be used as raw materials before the production of a food or drink, or may be used as raw materials during the production of a food or drink. Alternatively, the components released from the metal-organic framework may be used in the food or drink after production, for example, to impart flavor. Examples of ways of using the components released from the metal-organic framework include, but are not limited to, addition and mixing.

[0046] (Food and beverages) The food and drink produced by the method of the present invention may be either a beverage or a food. Although not particularly limited, the food and drink produced by the method of the present invention is preferably a beverage. Furthermore, the food and drink produced by the method of the present invention may be the same as the food and drink from which the component adsorbed to the metal-organic framework is derived, or may be a different food and drink from which the component adsorbed to the metal-organic framework is derived.

[0047] Examples of beverages produced by the method of the present invention include coffee beverages (black coffee, milk coffee, cafe au lait, cafe latte, etc.), tea beverages (green tea, oolong tea, roasted green tea, barley tea, brown rice tea, jasmine tea, rooibos tea, buckwheat tea, mate tea, etc.), vegetable and fruit beverages (vegetable juice, green juice, fruit juice, etc.), flavored water beverages, sports drinks, carbonated drinks, alcoholic beverages, jelly drinks, etc. Examples of alcoholic beverages include brewed alcohol, distilled alcohol, and mixed alcohol. Specific examples of brewed alcohol include beer and wine. Examples of distilled alcohol include spirits (gin, vodka, tequila, rum, neutral spirits, raw alcohol, etc.), shochu, liqueurs, and whiskeys (whiskey, brandy, etc.).

[0048] Examples of foods produced by the method of the present invention include confectioneries (cakes, castella cakes, candies, cookies, jellies, puddings, chocolates, gums, etc.), frozen desserts (ice cream, popsicles, soft serve ice cream, sherbet, etc.), snacks, bread, dairy products (butter, cheese, yogurt, etc.), noodles, soups (miso soup (pork soup, kenchinjiru, etc.), corn potage, onion gratin soup, consommé soup, clam chowder, egg soup, minestrone, onion soup, pumpkin soup, tom yum goong, borscht, etc.).

[0049] The food and drink produced by the method of the present invention may be edible, and may be a composition containing only the components released from the metal-organic framework. Examples of such compositions include flavor and fragrance compositions. As described above, when the components adsorbed to the metal-organic framework are released by heating, the liquid in which the metal-organic framework is immersed, or the distillate containing the released components, can be used as a raw material for the food and drink. For example, the liquid or the distillate can be used as a flavor and fragrance composition as is. In this case, the release step in the method of the present invention refers to a state in which the components are released from the metal-organic framework, and the step of using as a raw material for the food and drink refers to a state in which the components released from the metal-organic framework are contained in the liquid or distillate.

[0050] (Method for desorbing components) Another aspect of the present invention is a method for desorbing a component adsorbed to a metal-organic framework, the method comprising a step of performing a predetermined treatment on the metal-organic framework to which the component has been adsorbed. Such treatment is not particularly limited, but includes the aforementioned heating and decompression. The component desorbed from the metal-organic framework can be used for a variety of purposes, including the production of food and beverages. The materials and conditions constituting the method are as described above in the method for producing food and beverages, or are self-evident therefrom. [Example]

[0051] The present invention will be described in more detail below with reference to experimental examples, but the present invention is not limited thereto. Furthermore, in this specification, unless otherwise specified, numerical ranges are stated to include their endpoints.

[0052] Experimental Example 1: Adsorption and desorption of gas phase components We investigated whether aroma compounds released during roasting coffee beans were adsorbed onto a metal-organic framework (MOF) and subsequently desorbed from the MOF. In this experiment, UiO-66 (a MOF composed of terephthalic acid and zirconium) was used as the MOF. Approximately 30 kg of coffee beans were roasted at 200–250°C to achieve an L value of approximately 18–21, and the exhaust gas generated during the roasting process was uniformly contacted with 2 g of MOF. The recovered MOF was then used as the MOF with the adsorbed aroma compounds. The total weight of the recovered MOFs was more than 2.4 g.

[0053] 0.1 g of aroma-compound-adsorbed MOF was added to a container containing 1 mL of ultrapure water, and the container was sealed. The sealed container was then heated using a heat block at temperatures of 40°C, 60°C, 90°C, and 120°C. Separately from the heat treatment, the sealed container was placed in a thermostatic water bath (EYELA PCC-7000) adjusted to 15°C.

[0054] After the various treatments were completed, 0.2 mL of the solution in the container was sampled and placed in an analytical vial. After the solution was added, 9.8 mL of ultrapure water, 2 g of sodium chloride, and 10 μL of 10 ppm borneol as an internal standard were added and stirred to dissolve. The aroma component concentrations were then measured using SPME and GCMS. The aroma component concentration measurement conditions were as follows: Equipment used: Nexis GC-2030 (Shimadzu Corporation) GCMS-QP2020NX (Shimadzu Corporation) AOC-6000 (Shimadzu Corporation) [SPME conditions] Heating: 60℃ Shaking time: 5min Stirring speed: 250 rpm Sample extraction time: 30 min [GC conditions] Inlet temperature: 250℃ Split ratio: 9 Carrier gas: Helium Pressure: 158kPa Total flow: 20.3ml / min Column flow rate: 1.43 ml / min Purge flow rate: 6 ml / min Linear speed: 30cm / s Column temperature: 40℃ Column: Type: InertCap Length: 62m Film thickness: 0.25 μm Inner diameter: 0.25mm Column oven temperature program: 40℃ (4 min) → Temperature increase 5℃ / min → 240℃ (10 min) Total analysis time: 54 min [MS conditions] Mode: Scan mode Start time: 2.1min End time: 44 min Start m / z:40 End m / z:300 Scan Speed: 909

[0055] [Table 1]

[0056] The concentrations of aroma components in the solutions after various treatments were as shown above, and it was shown that aroma components were desorbed more effectively at 40°C than at 15°C. It was also shown that increasing the heating temperature increased the variety of aroma components desorbed. All of the aroma components listed above, except for guaiacol, are important components in coffee aroma, and it was revealed that these valuable aroma components can be recovered in high concentrations by using MOFs.

[0057] Experimental Example 2: Desorption of gas phase components using alcohol solution Using an ethanol-containing aqueous solution (ethanol concentration: 15 v / v%) instead of ultrapure water, the concentrations of various aroma components desorbed from the aroma component-adsorbed MOFs were measured in the same manner as in Experimental Example 1. In this experiment, the aroma component-adsorbed MOFs prepared in Experimental Example 1 were used, and the same procedures were followed in the following Experimental Examples unless otherwise specified.

[0058] [Table 2]

[0059] The results were as described above, and it was shown that the aroma components were released from the MOF even when an alcohol solution was used.

[0060] Experimental Example 3: Desorption of gas phase components using water vapor This experiment was conducted to investigate whether water vapor can be used to desorb gaseous components from MOFs. In this experiment, a water vapor generator (oil bath) was used to generate water vapor at a temperature of 120°C. MOFs with adsorbed aroma components were then contacted with the water vapor, which was then collected and cooled to prepare a distillate containing gaseous components. For comparison, a MOF with no adsorbed aroma components was also used separately. The concentrations of various aroma components in the resulting distillate were measured. The methods and conditions for measuring the aroma components were the same as those in Experimental Example 1 above.

[0061] [Table 3]

[0062] As mentioned above, it was shown that aroma compounds are desorbed from MOFs using water vapor. When water vapor is used, different aroma compounds are desorbed from MOFs than when they are immersed in water or alcohol solutions. Both dimethylpyrazine and 2,3-dimethylpyrazine are important compounds that are desirable in coffee aroma.

[0063] Experimental Example 4. Desorption of gas phase components at various temperatures using water vapor Aroma components were desorbed from MOFs using water vapor in the same manner as in Experimental Example 3. In this experiment, an oil bath was used and the temperature was set to 110°C, 120°C, 150°C, and 190°C, and only diacetyl was measured as an aroma component.

[0064] [Table 4]

[0065] The results were as shown above, and the release of the aroma component (diacetyl) from the MOF was confirmed at various temperatures.

[0066] Experimental Example 5. Adsorption and desorption of aqueous phase components Caffeine was adsorbed onto MOFs as an aqueous phase component, and then desorbed from the MOFs to investigate whether it could be desorbed. In this experiment, the MOFs used were UiO-66 (a MOF composed of terephthalic acid and zirconium), MIL-101(Cr) (a MOF composed of terephthalic acid and chromium), and MIL-53(Al) (a MOF composed of terephthalic acid and aluminum).

[0067] Using commercially available green tea beverages (Suntory, product name: Suntory Green Tea Iyemon), commercially available black tea beverages (Suntory, product name: Craft Bosty Unsweetened Black Tea), and commercially available oolong tea beverages (Suntory, product name: Suntory Oolong Tea), 1 g of MOF was added to each 50 g of each beverage sample and allowed to stand at room temperature for 24 hours. The MOFs were then separated and collected, and the weight and caffeine concentration of the beverage samples after MOF collection were measured. The caffeine concentration was measured by HPLC, and the concentration of anhydrous caffeine in the solution was measured at the Japan Food Research Laboratories Foundation. The caffeine concentration measurement conditions were as follows: Pretreatment: Dilution with methanol solution Equipment used: HPLC LC-20AD (Shimadzu Corporation) Column: CAPCELL PAK C18 MG 5 μm (diameter 3 mm × 15 cm) (Shiseido) Mobile phase: 0.01 mol ammonium acetate / methanol mixture Detection equipment: UV-visible spectrometer SPD-20A (Shimadzu Corporation) Detection wavelength: 270 nm

[0068] The weight of caffeine in the beverage sample after MOF recovery was calculated from the weight of the beverage sample and the measured caffeine concentration after MOF recovery. The caffeine concentration obtained from the blank (no MOF added) was used as the caffeine concentration in the beverage before MOF addition, and the weight of caffeine in the beverage before MOF addition was calculated. The difference between this weight and the weight of caffeine after MOF recovery was used as the amount of caffeine adsorbed. The amount of caffeine adsorbed per 1 g of MOF was then determined. The caffeine removal rate was also determined as the ratio of the amount of caffeine adsorbed to the weight of caffeine obtained from the blank (no MOF added). N = 3 tests were conducted except for the blank, and the average value was calculated.

[0069] The recovered MOFs were washed three times with 50 mL of distilled water to remove various beverage-derived components adhering to the MOF surface. The washed MOFs and 50 mL of distilled water were then placed in a 100 mL medium bottle and allowed to stand at 90°C for 6 hours. The resulting filtrate was then promptly filtered, and the caffeine concentration in the desorption beverage sample was measured in the same manner as above. The weight of caffeine in the desorption beverage sample was calculated from the measured caffeine concentration, and the amount of caffeine desorbed per 1 g of MOF and the caffeine desorption ratio were also investigated. N = 3 tests were performed, and the average value was calculated.

[0070] [Table 5]

[0071] As described above, it was shown that the caffeine adsorbed on the MOF was desorbed by heat treatment. Furthermore, it was confirmed that the adsorbed caffeine was desorbed from all the MOFs tested.

[0072] Experimental Example 6. Use of desorbed gas phase components As in Experimental Example 1, approximately 30 kg of coffee beans were roasted at 200-250°C to an L value of approximately 18-21, and the exhaust gas generated during this process was brought into contact with 2 g of MOF. As in Experimental Example 1, UiO-66 was used as the MOF. 1 g of the MOF after contact with the exhaust gas and 10 g of pure water were added to a bottle, which was then sealed and heated at 110°C for 30 minutes. The bottle was then cooled to room temperature, and the supernatant liquid was removed and used as an aroma component-containing composition.

[0073] 0.2 mL of the aroma component-containing composition prepared as described above was added to 10 mL of a commercially available coffee beverage (Suntory, product name: Boss Muto Black). The final coffee beverage was then subjected to a sensory evaluation by a panel of seven experts, with the panel discussing the results.

[0074] The sensory evaluation revealed that the final coffee beverage had a stronger sweet and fragrant aroma than the beverage before the aroma component-containing composition was added, and that the final coffee beverage had less of a negative aroma, such as a burnt smell.

[0075] Experimental Example 7: Adsorption and desorption of gas phase components derived from beer The adsorption of aroma compounds from beer onto MOFs and their subsequent desorption were investigated. MOF-74 (a MOF composed of nickel and 2,5-dihydroxyterephthalic acid) was used. Aroma compounds were released from approximately 1 L of commercially available beer (Suntory, product name: The Premium Malt's) using a rotary evaporator at 42°C, 60 rpm, and for 30 minutes (without vacuum), and the aroma compounds were adsorbed onto 1 g of MOF.

[0076] The aroma-compound-adsorbed MOF was subjected to GC analysis (qualitative analysis) using a thermal desorption apparatus (GL Sciences, Portable Thermal Desorber HandyTD TD265). The heating conditions for desorbing the aroma components were 250°C for 5 minutes, and the analytical conditions were as follows: Equipment used: GC-2010Plus (Shimadzu Corporation) [GC analysis conditions] Inlet temperature: 240℃ Split ratio: Splitless Carrier gas: Helium Pressure: 153.4kPa Total flow: 60ml / min Column flow rate: 1.2 ml / min Purge flow rate: 3 ml / min Linear speed: 23cm / s Column temperature: 40℃ Column: Type: InertCap Purewax Length: 60m Film thickness: 0.25 μm Inner diameter: 0.25mm Column oven temperature program: 40℃ (3 min) → Temperature increase 5℃ / min → 250℃ (5 min) Total analysis time: 50 min [Detector (FID) conditions] Detector temperature: 250℃ Sampling rate: 40msec End time: 40 min H2 flow rate: 40ml / min Air flow rate: 400ml / min Make-up gas: He Make-up flow rate: 30ml / min

[0077] The results of GC analysis are shown in Figure 1. The detected peaks revealed that ethyl propionate and ethyl n-octanoate were desorbed from the MOF. These aroma components correspond to the brewing aroma of beer, suggesting that MOFs may also be useful for adsorption and desorption of aroma components generated during beer brewing.

Claims

1. A method for producing a food or beverage, comprising: a step of desorbing a component adsorbed on a metal organic framework; and a step of using the desorbed component as an ingredient of the food or beverage.

2. The method of claim 1 , wherein the component is a gas phase component or a liquid phase component.

3. The method of claim 2 , wherein the gas phase component is an aroma component.

4. The method according to any one of claims 1 to 3, wherein the food or drink is a beverage.

5. The method according to any one of claims 1 to 3, wherein the component is desorbed by heating the metal-organic framework.

6. The method of claim 5 , wherein the metal-organic framework is heated to 30° C. or higher.

7. The method of claim 5 , wherein the metal-organic framework is heated while immersed in the liquid.

8. The method according to claim 7, wherein the liquid is water or a solution having an alcohol concentration of 55% v / v or less.

9. The method of claim 5 , wherein the metal-organic framework is heated while in contact with water vapor.

10. 10. The method of claim 9, wherein the components are recovered in a distillate.

11. The method according to any one of claims 1 to 3, wherein the component is desorbed by reducing the pressure of the metal-organic framework.

12. The method according to any one of claims 1 to 3, wherein the component is derived from a food or drink or a raw material thereof.

13. The method according to claim 12 , further comprising the step of adsorbing a component derived from the food or drink or its raw materials onto the metal-organic framework to prepare a metal-organic framework having the component adsorbed thereon.

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