Food quality preservative

The food quality preservative uses an ethanol vapor releaser, oxygen scavenger, and aminooxyalkyl group-containing polysiloxane to adsorb acetaldehyde, addressing ethanol oxidation issues and enhancing storage stability and food quality.

JP2025112301APending Publication Date: 2025-07-31TOSOH CORP

Patent Information

Application Number
JP2025007213
Authority / Receiving Office
JP · JP
Patent Type
Applications
Current Assignee / Owner
Priority Date
2024-10-08
Filing Date
2025-01-17
Publication Date
2025-07-31

AI Technical Summary

Technical Problem

Existing food quality preservatives that combine ethanol vapor emitters and oxygen scavengers generate acetaldehyde due to ethanol oxidation, leading to safety and hygiene issues.

Method used

A food quality preservative comprising an ethanol vapor releaser, an oxygen scavenger, and an aminooxyalkyl group-containing polysiloxane with a specific structural unit, supported on a carrier like silica gel, to adsorb acetaldehyde effectively.

Benefits of technology

The preservative significantly reduces acetaldehyde concentration, maintains food quality, and extends storage stability compared to conventional methods.

✦ Generated by Eureka AI based on patent content.

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Abstract

To provide a food quality preservative enabling further reduction of acetaldehyde concentration in a food packaging body.SOLUTION: A food quality preservative is used, the preservative comprising at least an ethanol vapor-releasing body, an oxygen absorber, and an aminooxyalkyl group-containing polysiloxane having a structural unit represented by the following general formula (1). [In the formula, R independently represents an alkyl group having 1 to 4 carbon atoms, an alkoxy group having 1 to 4 carbon atoms, or a hydroxyl group. The alkyl group may have an amino group (-NH2) at any position. Q independently represents a divalent organic group having 1 to 20 carbon atoms. n represents a real number of 0 to 100].SELECTED DRAWING: None
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Description

[Technical Field]

[0001] The present invention relates to a food quality preservative that is attached to the packaging of various foods such as sweets, delicacies, noodles, etc. [Background technology]

[0002] Food quality preservatives are added to food packaging bags made of paper, plastic film, etc. in order to improve the shelf life of food stored in the food packaging bags and to maintain the quality of the food.

[0003] An example of the food quality preservative is one in which an oxygen absorber such as iron powder is packaged together with food to remove oxygen from within the food packaging bag, preventing oxidation of the food and suppressing the growth of harmful microorganisms, mold, etc. On the other hand, for foods that contain a relatively large amount of moisture, it is necessary to prevent the food from drying out, so a composite food quality preservative is used in which an ethanol vapor emitter is present in addition to the oxygen absorber, suppressing the growth of harmful microorganisms, mold, etc. without drying out the food, and preserving the flavor, etc. of the food.

[0004] However, when an ethanol vapor emitter and an iron powder-based oxygen scavenger are used in combination to simultaneously achieve the above-mentioned effects in the composite food quality preservative, the ethanol is oxidized by the oxygen scavenger to generate acetaldehyde. This leads to a deterioration in food quality and is undesirable from the standpoint of safety and hygiene. Therefore, there is a need for a composite food quality preservative that can reduce the amount of acetaldehyde generated.

[0005] As a solution to the above problem, a prior patent (Patent Document 1) proposes that the coexistence of an anion exchanger, polyallylamine or ethylene urea, adsorbs acetaldehyde and suppresses the generation of its odor. However, the prior patent has a problem in that the adsorption of acetaldehyde is insufficient, and an improved technique has been reported (for example, Patent Document 2). [Prior art documents] [Patent documents]

[0006] [Patent Document 1] Japanese Patent Application Laid-Open No. 2013-172683 [Patent Document 2] Japanese Patent Publication No. 2021-193920 Summary of the Invention [Problem to be solved by the invention]

[0007] The prior art had a problem in that it was unable to adsorb and remove acetaldehyde generated by the oxidation of ethanol. [Means for solving the problem]

[0008] The present inventors have conducted extensive research to solve the above problems and have completed the present invention.

[0009] That is, the present invention provides: [1] A food quality preservative comprising at least an ethanol vapor releaser, an oxygen scavenger, and an aminooxyalkyl group-containing polysiloxane having a structural unit represented by the following general formula (1):

[0010] [ka]

[0011] [In the formula, each R independently represents an alkyl group having 1 to 4 carbon atoms, an alkoxy group having 1 to 4 carbon atoms, or a hydroxyl group, and the alkyl group may have an amino group (—NH2) at any position. Each Q independently represents a divalent organic group having 1 to 20 carbon atoms. n represents a real number from 0 to 100.] [2] The food quality preservative according to [1], wherein the ethanol vapor-releasing material is a powder in which ethanol is supported on silica gel.

[0012] [3] The food quality preservative according to [1] or [2] above, wherein the oxygen absorber is iron powder. [Effects of the Invention]

[0013] According to the present invention, a food quality preservative can be provided that can reduce the acetaldehyde concentration in a food package. DETAILED DESCRIPTION OF THE INVENTION

[0014] The present invention will be described in detail below.

[0015] The present invention relates to an improved food quality preservative. As described above, the food quality preservative of the present invention efficiently adsorbs acetaldehyde generated by the oxidation of ethanol inside food packaging bags, making it possible to keep the acetaldehyde concentration inside the food packaging bags at a lower level.

[0016] Furthermore, the present invention has the remarkable effect of providing a food quality preservative that has superior storage stability compared to conventional products.

[0017] <Food quality preservative> The food quality preservative of the present invention is characterized by containing at least an ethanol vapor-releasing agent, an oxygen scavenger, and an aminooxyalkyl group-containing polysiloxane represented by the general formula (1) above.

[0018] <Ethanol vapor emitter> The ethanol vapor emitter is not particularly limited as long as it can emit ethanol as vapor, and can be appropriately selected depending on the purpose. Examples include ethanol, an ethanol aqueous solution, an ethanol carrier in which ethanol or an ethanol aqueous solution is supported on a carrier, or a cream-like substance, a paste-like substance, or a gel-like substance in which a polymer is dissolved in ethanol or an ethanol aqueous solution.

[0019] The carrier is not particularly limited, but is preferably a porous material, more preferably silica gel, zeolite, activated carbon, etc., from the viewpoint of excellent operability such as non-stickiness, etc. These may be used alone or in combination of two or more kinds.

[0020] The shape of the ethanol-supported material in which the ethanol or ethanol aqueous solution is supported on a carrier is not particularly limited, and examples thereof include gel, powder, granules, and the like.

[0021] The polymer is not particularly limited as long as it can form a cream, paste, or gel with ethanol or an aqueous ethanol solution, but is preferably a hydrophilic polymer, more preferably a hydrophilic polymer containing a carboxyl group, more preferably polyacrylic acid, polymethacrylic acid, an acrylic acid copolymer, a methacrylic acid copolymer, etc. The polymer may be used alone or in combination of two or more types.

[0022] The viscosity of the creamy, pasty, or gel-like substance is not particularly limited, and can be appropriately selected taking into consideration various parameters such as the stability of properties, absorption capacity, and alcohol evaporation rate.

[0023] The amount of ethanol vapor-emitting material to be incorporated into the food quality preservative of the present invention is not particularly limited, but is preferably 1 to 89% by mass, more preferably 2 to 50% by mass, and even more preferably 3 to 30% by mass, with the entire food quality preservative being 100% by mass.

[0024] The amount of ethanol or aqueous ethanol solution contained in the ethanol vapor emitter is preferably 0.1 to 5 parts by mass, and more preferably 0.3 to 3 parts by mass, per part by mass of the carrier not supporting ethanol or aqueous ethanol solution, or the polymer not having ethanol or aqueous ethanol solution dissolved therein.

[0025] When an aqueous ethanol solution is used in the ethanol vapor emitting body, the ethanol concentration of the aqueous ethanol solution is preferably 10% by mass or more, and more preferably 15 to 99.5% by mass.

[0026] As described above, the food quality preservative of the present invention contains ethanol. Regarding the ethanol content in the food quality preservative, it is preferably 0.1 to 10% by mass, more preferably 0.2 to 8% by mass, and even more preferably 0.5 to 5% by mass, with the total amount of the food quality preservative containing ethanol being 100% by mass.

[0027] <Oxygen scavenger> There are no particular restrictions on the oxygen scavenger, and examples thereof include metal powder, sugar, sugar alcohol, glycerin, or reductone. Examples of the metal powder include iron powder. Examples of the reductone include ascorbic acid. These oxygen scavengers adsorb oxygen in the atmosphere by being oxidized themselves. Among these oxygen scavengers, iron powder is preferred in terms of its fast reaction rate with oxygen.

[0028] There are no particular restrictions on the iron powder, and it can be appropriately selected according to the purpose. Examples include reduced iron powder, electrolytic iron powder, atomized iron powder, etc. Also, commercially available products can be used as the iron powder. Examples of the commercially available products include atomized iron powder such as Atmel pure iron powder (manufactured by Kobe Steel, Ltd.), and reduced iron powder such as RDH and RS (manufactured by Powdertech Co., Ltd.). The iron powder does not need to be a pure product and may contain various impurities.

[0029] There are no particular restrictions on the particle size of the iron powder, but it is preferably 250 μm or less, more preferably 200 μm or less, and even more preferably 20 μm to 150 μm.

[0030] Regarding the blending amount of the oxygen scavenger in the food quality preservative of the present invention, there are no particular restrictions, but it is preferably 10 to 89% by mass, more preferably 40 to 80% by mass, with the total amount of the food quality preservative being 100% by mass.

[0031] <Oxygen scavenging accelerator> The food quality preservative of the present invention may further contain an oxygen scavenging accelerator.

[0032] The oxygen scavenger acts on the oxygen scavenger to effectively oxidize the oxygen scavenger and promote the adsorption of oxygen in the atmosphere. The oxygen scavenger is not particularly limited, but examples thereof include halides of alkali metals, alkaline earth metals, and transition metals. Among the oxygen scavenger promoters, chlorides such as sodium chloride, potassium chloride, lithium chloride, calcium chloride, magnesium chloride, iron chloride, tin chloride, and manganese chloride are preferred because they are excellent at suppressing the generation of acetaldehyde in the atmosphere, with sodium chloride, potassium chloride, or magnesium chloride being preferred, and sodium bromide or potassium chloride being more preferred. These may be used alone or in combination of two or more.

[0033] When the food quality preservative of the present invention contains the oxygen scavenging promoter, the amount of the oxygen scavenging promoter is not particularly limited and can be selected appropriately depending on the purpose, but is preferably 0.1 to 15 mass %, more preferably 1 to 7.5 mass %, of the total food quality preservative being 100 mass %.

[0034] When the oxygen scavenger is iron powder, it is preferable to use the oxygen scavenger promoter and water in combination in order to more efficiently remove oxygen from the atmosphere. Note that when the atmosphere in which the food is used contains moisture, such as when moisture is contained in food, it is not necessary for the food quality preservative of the present invention to contain moisture.

[0035] On the other hand, when preserving foods that do not contain moisture and are easily deteriorated by oxidation, such as oils and fats, it is preferable to impregnate the oxygen absorber or the ethanol vapor emitting material with moisture, or to use in combination with a porous material such as silica, alumina, activated carbon, or zeolite that has absorbed moisture.

[0036] <Aminooxyalkyl group-containing polysiloxane> The food quality preservative of the present invention contains an aminooxyalkyl group-containing polysiloxane having a structural unit represented by the following general formula (1).

[0037] [ka]

[0038] [In the formula, each R independently represents an alkyl group having 1 to 4 carbon atoms, an alkoxy group having 1 to 4 carbon atoms, or a hydroxyl group, and the alkyl group may have a primary amino group substituted at any position. Each Q independently represents a divalent organic group having 1 to 20 carbon atoms. n represents a real number from 0 to 100.] The alkyl group having 1 to 4 carbon atoms is not particularly limited, and examples thereof include a methyl group, an ethyl group, a propyl group, an isopropyl group, a butyl group, an isobutyl group, a sec-butyl group, or a tert-butyl group.

[0039] The alkoxy group having 1 to 4 carbon atoms is not particularly limited, and examples thereof include a methoxy group, an ethoxy group, a propoxy group, an isopropyl propoxy group, a butoxy group, an isobutoxy group, a sec-butoxy group, or a tert-butoxy group.

[0040] The divalent organic group having 1 to 20 carbon atoms is not particularly limited, and examples thereof include -CH2-, -CH2CH2-, an alkylene group having 3 to 20 carbon atoms (the -CH2- sandwiched between two -CH2- in the group may each independently be replaced by -O-, -(C=O)O-, -O(C=O)-, -O(C=O)-O-, -C(=O)-NH-, -NH-(C=O)-, -CH=CH-, or -C≡C-, and the hydrogen atom of the group may be substituted by an alkyl group having 1 to 3 carbon atoms), an ethene-1,2-diyl group, or a divalent aromatic group having 6 to 14 carbon atoms which may have a substituent.

[0041] In addition, regarding the alkylene group having 3 to 20 carbon atoms (wherein -CH2- sandwiched between two -CH2- in the group may each independently be replaced by -O-, -NH-, -(C=O)O-, -O(C=O)-, -O(C=O)-O-, -C(=O)-NH-, -NH-(C=O)-, -CH=CH-, or -C≡C-, and the hydrogen atom of the group may be replaced by an alkyl group having 1 to 3 carbon atoms), although not particularly limited, for example, any of the divalent groups represented by the following formula (the bonding position may be either) can be mentioned.

[0042]

Chemical formula

[0043]

Chemical formula

[0044]

Chemical formula

[0045] Regarding the alkyl group having 1 to 3 carbon atoms, although not particularly limited, for example, a methyl group, an ethyl group, a propyl group, or an isopropyl group can be exemplified.

[0046] In addition, regarding the divalent aromatic group having 6 to 14 carbon atoms which may have the above-mentioned substituent, although not particularly limited, for example, a benzene-1,2-diyl group, a naphthalene-2,3-diyl group, or a phenanthrene-9,10-diyl group can be mentioned.

[0047] Among these, regarding the above-mentioned Q, it is preferable that it is as follows in terms of being able to suppress the acetaldehyde concentration in the food packaging body to a lower concentration.

[0048]

Chemical formula

[0049] Regarding the above Q, in terms of being able to suppress the concentration of acetaldehyde in the food package to a lower level, it is preferably an alkylene group having 1 to 18 carbon atoms which may have a substituent, or an alkylene(oxyalkylene) group having 1 to 18 carbon atoms which may have a substituent, and more preferably an ethylene group, a propylene group, an isopropylene group, a butylene group, a hexylene group, an octadecylene group, an ethyleneoxyethylene group, an ethylenebis(oxyethylene) group, an ethylenetris(oxyethylene) group, an ethylenetetrakis(oxyethylene) group, an isopropyleneoxyisopropylene group, an isopropylenebis(oxyisopropylene) group, an isopropylenetricis(oxyisopropylene) group, or an isopropylenebis(oxyisopropylene) group.

[0050] In the above general formula (1), n represents a real number from 0 to 100. In terms of being able to suppress the concentration of acetaldehyde in the food package to a lower level, n is preferably from 0 to 10, more preferably from 0 to 1, and even more preferably 0.

[0051] The number average molecular weight of the aminooxyalkyl group-containing polysiloxane having the structural unit represented by the above general formula (1) is preferably from 500 to 50000, more preferably from 500 to 20000, still more preferably from 500 to 10000, and even more preferably from 500 to 3000 in terms of being able to suppress the concentration of acetaldehyde in the food package to a lower level. The number average molecular weight is the number average molecular weight measured by gel permeation chromatography (GPC).

[0052] Regarding the aminooxyalkyl group-containing polysiloxane having the structural unit represented by the above general formula (1), in terms of excellent storage stability, it is preferably included in the food quality retainer of the present invention in a state supported on a carrier.

[0053] As the carrier for supporting the aminooxyalkyl group-containing polysiloxane having the structural unit represented by the general formula (1) above, there is no particular limitation, but a porous body is preferable, and silica gel, zeolite, activated carbon or the like is more preferable.

[0054] When the aminooxyalkyl group-containing polysiloxane having the structural unit represented by the general formula (1) above is contained in the food quality retainer of the present invention in a state supported on the carrier, regarding the amount ratio of the polysiloxane to the carrier, 0.1 to 100 parts by mass of the polysiloxane is preferable, and 0.5 to 50 parts by mass is more preferable, with respect to 100 parts by mass of the carrier in a state not containing the polysiloxane.

[0055] The content of the aminooxyalkyl group-containing polysiloxane having the structural unit represented by the general formula (1) in the food quality retainer of the present invention is not particularly limited and can be appropriately selected according to the purpose. However, when the total amount of the food quality retainer is 100% by mass, 0.01 to 10% by mass is preferable, 0.025 to 5% by mass is more preferable, and 0.05 to 1% by mass is more preferable.

[0056] Furthermore, in the food quality retainer of the present invention, regarding the content ratio of the aminooxyalkyl group-containing polysiloxane having the structural unit represented by the general formula (1) contained therein and ethanol, there is no particular limitation and it can be appropriately selected according to the purpose. However, 1 part by mass or more of the aminooxyalkyl group-containing polysiloxane having the structural unit represented by the general formula (1) is preferable, and 3 parts by mass or more is more preferable, with respect to 100 parts by mass of ethanol.

[0057] <Uses of the food quality retainer> Examples of the form of the food quality retainer of the present invention include an ethanol vapor releaser, a deoxidizer, and a product in which the aminooxyalkyl group-containing polysiloxane having the structural unit represented by the general formula (1) is housed in the same packaging bag, and if necessary, a deoxidation accelerator can be housed together.

[0058] In the present invention, the aminooxyalkyl group-containing polysiloxane having a structural unit represented by general formula (1) adsorbs acetaldehyde, which is primarily produced by the oxidation of ethanol evaporated from an ethanol vapor emitter, thereby preventing the generation of odors associated with the acetaldehyde and discoloration of foods, thereby preserving food quality. Therefore, the aminooxyalkyl group-containing polysiloxane having a structural unit represented by general formula (1) is preferably stored near a source of acetaldehyde (one example being iron oxide produced by the oxidation of iron powder). In the food quality preservative of the present invention, the polysiloxane is preferably stored in the same packaging bag as an oxygen scavenger. It is even more preferable to store an oxygen scavenger accelerator together with the polysiloxane, if necessary.

[0059] In addition, a packaging bag containing an oxygen scavenger and an aminooxyalkyl group-containing polysiloxane having a structural unit represented by general formula (1), and a packaging bag containing an ethanol vapor-releasing material, arranged separately, are also included in the food quality preservative of the present invention.

[0060] The amount of the food quality preservative to be added to the food packaging bag is preferably 1 to 4 g, and more preferably 1.5 to 3 g, per 1000 mL of the volume of the food packaging bag.

[0061] When the food quality preservative and food are sealed in a food packaging bag, the oxygen concentration inside the sealed food packaging bag decreases over time. When the sealed food packaging bag is stored at 25°C, the oxygen concentration inside the sealed food packaging bag 24 hours after sealing is preferably 2% or less, more preferably 1% or less, and even more preferably 0.5% or less.

[0062] Furthermore, when the sealed food packaging bag is stored at 25°C, the ethanol gas concentration inside the sealed food packaging bag 48 hours after sealing is preferably 0.04% or more, and more preferably 0.06% or more.

[0063] The food quality preservative of the present invention can be preferably used for processed foods or foods such as grains. Examples of the processed foods include Western confectionery, Japanese confectionery, Chinese confectionery, bread, cakes, mochi, noodles, delicacies, side dishes, or dried fruits, etc.

[0064] The food quality preservative of the present invention contains an ethanol vapor releaser, a deoxidizer, and an aminooxyalkyl group-containing polysiloxane having a structural unit represented by the general formula (1). By coexisting with food, it does not impair the freshness and flavor of the food, achieves both antibacterial and antifungal effects and a moisturizing effect, and can suppress the generation of acetaldehyde. Furthermore, by accommodating the ethanol vapor releaser, the deoxidizer, and the aminooxyalkyl group-containing polysiloxane having a structural unit represented by the general formula (1) in a food packaging bag, the food quality preservative of the present invention can effectively adsorb acetaldehyde and prevent the odor and discoloration of the food associated with the generation of acetaldehyde.

[0065] In addition, the food quality preservative of the present invention has a remarkable effect in that it has high storage stability compared to conventionally known food quality preservatives and can extend the food quality retention period for a long time.

Examples

[0066] Hereinafter, examples of the present invention will be described, but the present invention is not limited to these examples at all.

[0067] Synthesis Example 1 O-[3-(triethoxysilyl)propyl]hydroxylamine (0.78 g, 3.29 mmol) and water (9.22 g) were mixed and stirred under reflux conditions (oil bath temperature 110 °C) for 20 hours to obtain a transparent solution containing an aminooxyalkyl group-containing polysiloxane having a structural unit represented by the above general formula (1). As a result of measuring the molecular weight of the obtained aminooxyalkyl group-containing polysiloxane by gel permeation chromatography (manufactured by Shimadzu Corporation, Prominence), the number average molecular weight (Mn) = 930, the weight average molecular weight (Mw) = 1100, and the dispersity (Mw / Mn) = 1.18.

[0068] Example 1 <Method for Preparing Food Quality Retaining Agent> 510 mg of the transparent solution obtained in Synthesis Example 1 (containing 4.6% by mass of the aminooxyalkyl group-containing polysiloxane) and 520 mg of silica gel having an average particle diameter of 4 μm (manufactured by Tosoh Silica) were mixed and dried at 60°C for 16 hours to prepare an aminooxyalkyl group-containing polysiloxane-supported silica gel having a structural unit represented by the general formula (1) (hereinafter referred to as "supported silica gel").

[0069] Among the powder obtained by mixing 70 mg of the supported silica gel (the amount of the aminooxyalkyl group-containing polysiloxane is 3 mg), 120 mg of the silica gel having an average particle diameter of 4 μm (manufactured by Tosoh Silica), 33 mg of ethanol (for food additives), 1230 mg of iron powder (reagent, manufactured by Fuji Film Wako Pure Chemical Industries, Ltd., corresponding to an oxygen scavenger), 25 mg of sodium bromide (reagent, manufactured by Kishida Chemical Co., Ltd., corresponding to an oxygen scavenging promoter), 182 mg of water, and 20 mg of activated carbon (Shirasagi KL, manufactured by Osaka Gas Chemical Co., Ltd., particle size 0.25 mm to 2 mm) (corresponding to the food quality retaining agent of the present invention), 1360 mg was weighed and filled into a sachet for the food quality retaining agent (a film packaging material composed of perforated polyethylene terephthalate / polyethylene / paper / perforated polyethylene and heat-sealed into a sachet having an outer shape of 40 mm × 50 mm), and then sealed by heat-sealing to obtain an evaluation food quality retaining agent having ethanol vapor release and oxygen scavenging functions.

[0070] <Evaluation Method for Food Quality Retaining Agent> Into a food packaging bag (a commercially available amorphous nylon / polyethylene bag capable of being sealed, with an air volume of 500 mL), 100 g of the above food quality preservative and a constant humidity salt with a relative humidity of 58% (used in place of the food containing moisture) were placed. After sealing the food packaging bag by heat sealing, it was left standing at a temperature of 25°C for 48 hours. The oxygen concentration inside the food packaging bag 24 hours after the start of storage was measured with an oxygen analyzer (LC-700F, manufactured by Toray Engineering Co., Ltd.), and the concentrations of ethanol gas and acetaldehyde gas inside the food packaging bag 48 hours after the start of storage were measured with a gas chromatograph (GC-2014, manufactured by Shimadzu Corporation). The results are shown in Table 1.

[0071] Examples 2 to 4 The same operations as in Example 1 were carried out and evaluated in the same manner, except that the amount of the polysiloxane-supported silica gel used in Example 1 was changed to the amount shown in Table 1.

[0072] [Table 1]

[0073] Comparative Example 1 In Example 1, instead of using 510 mg of the transparent solution (aminoxyalkyl group-containing polysiloxane solution) obtained in Synthesis Example 1, 510 mg of polyallylamine PAA-15C (manufactured by Nittobo Medical Co., Ltd.) (containing 15% by mass of polyallylamine) was used to prepare polyallylamine-supported silica gel. The same operations as in Example 1 were carried out and evaluated in the same manner, except that 35 mg of the polyallylamine-supported silica gel was used to prepare the food quality preservative.

[0074] Comparative Example 2 In Example 1, instead of using 510 mg of the transparent solution (aminoxyalkyl group-containing polysiloxane solution) obtained in Synthesis Example 1, 510 mg of a 10% aqueous solution of ethylene urea (manufactured by Tokyo Chemical Industry) was used to prepare ethylene urea-supported silica gel. The same operations as in Example 1 were carried out and evaluated in the same manner, except that 35 mg of the ethylene urea-supported silica gel was used to prepare the food quality preservative.

[0075] Comparative Example 3 In Example 1, the same operations as in Example 1 were carried out and evaluated in the same manner, except that 510 mg of the transparent solution (aminoxyalkyl group-containing polysiloxane solution) obtained in Synthesis Example 1 was not used.

[0076]

Table 2

[0077] From Table 1, it can be seen that the food quality retention agent of the present invention exhibits the same oxygen removal action and ethanol evaporation action as the conventional agent, and the amount of acetaldehyde generated can be suppressed to be lower than that of the conventional agent. By suppressing the amount of aldehyde generated, it leads to odor reduction and discoloration prevention, and the quality of the food can be maintained.

[0078] Example 5 35 mg of the supported silica gel prepared in Example 1 (the amount of the aminoxyalkyl group-containing polysiloxane was 1.5 mg), 120 mg of the silica gel having an average particle diameter of 4 μm (manufactured by Tosoh Silica), 1230 mg of iron powder (reagent, manufactured by Fuji Film Wako Pure Chemical Industries, Ltd.), 25 mg of sodium bromide (reagent, manufactured by Kishida Chemical Co., Ltd.), 182 mg of water, and 20 mg of activated carbon (Shirasagi KL, manufactured by Osaka Gas Chemical Co., Ltd., particle size 0.25 mm to 2 mm) were mixed to obtain a mixture. After storing the above mixture in a sealed container at 25 °C for 30 days, 33 mg of ethanol (for food additives) was mixed into the mixture to obtain a powder corresponding to the food quality retention agent of the present invention. Using 1360 mg of the above powder, the same operations as in Example 1 were carried out to prepare an evaluation food quality retention agent, which was evaluated based on <Evaluation Method of Food Quality Retention Agent>. The oxygen concentration in the food packaging bag was 0.60% by volume, the ethanol concentration was 0.10% by volume, and the acetaldehyde concentration was 13 ppm by volume.

[0079] The acetaldehyde concentration was equivalent to that in Example 3, and no performance deterioration (decrease in acetaldehyde adsorption and removal performance) was observed during the 30-day storage.

[0080] Reference Example 1 In Example 1, 510 mg of a 3% aqueous solution of aminooxyacetic acid was used instead of 510 mg of the transparent solution obtained in Synthesis Example 1 (containing 4.6% by mass of the polyoxyalkylsiloxane containing an aminooxyalkyl group), and an aminooxyacetic acid-supported silica gel was prepared in the same manner as in Example 1 except for this.

[0081] In Example 1, 35 mg of the aminooxyacetic acid-supported silica gel prepared above was used instead of 35 mg of the supported silica gel prepared in Example 1, and an evaluation food quality retainer was produced by performing the same operations as in Example 1, and evaluated based on <Evaluation Method of Food Quality Retainer>.

[0082] The oxygen concentration in the food packaging bag was 0.62% by volume, the ethanol concentration was 0.08% by volume, and the acetaldehyde concentration was 4 ppm by volume.

[0083] The acetaldehyde concentration was equivalent to that in Example 1.

[0084] Comparative Example 4 In Example 5, 35 mg of the aminooxyacetic acid-supported silica gel prepared in Reference Example 1 was used instead of 35 mg of the supported silica gel prepared in Example 1, and after performing the operation of storing at 25 °C for 30 days in a sealed container, an evaluation food quality retainer was produced by performing the same operations as in Example 5, and evaluated based on <Evaluation Method of Food Quality Retainer>. The oxygen concentration in the food packaging bag was 0.61% by volume, the ethanol concentration was 0.10% by volume, and the acetaldehyde concentration was 120 ppm by volume.

[0085] The acetaldehyde concentration was significantly increased compared to Reference Example 1, and performance deterioration (decrease in acetaldehyde adsorption and removal performance) due to storage for 30 days was recognized.

[0086] Example 5 had almost the same acetaldehyde concentration as Example 3, while Comparative Example 4 had a very high acetaldehyde concentration compared to Reference Example 1.

[0087] These results demonstrate that the food quality preservative of the present invention has the remarkable effect of being less susceptible to deterioration in acetaldehyde adsorption performance over time than conventional agents (i.e., having excellent storage stability).

Claims

1. A food quality retainer, characterized by containing at least an ethanol vapor releaser, a deoxidizer, and an aminooxyalkyl group-containing polysiloxane having a structural unit represented by the following general formula (1). 【Chemical Formula 1】 [In the formula, each R independently represents an alkyl group having 1 to 4 carbon atoms, an alkoxy group having 1 to 4 carbon atoms, or a hydroxyl group, and the alkyl group may have an amino group (-NH 2 ) at an arbitrary position. Each Q independently represents a divalent organic group having 1 to 20 carbon atoms. n represents a real number from 0 to 100. ]

2. The food quality retainer according to claim 1, wherein the ethanol vapor releaser is a powder obtained by supporting ethanol on silica gel.

3. The food quality retainer according to claim 1, wherein the deoxidizer is iron powder.

Citation Information

Patent Citations

  • Food quality retaining agent

    JP2013172683A

  • Food quality retaining agent

    JP2021193920A

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  • Coated organic deoxidizer and preparation method thereof

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