WO2019102742A1 - Procédé de production d'une composition d'acide peracétique destinée à être utilisée comme additif alimentaire - Google Patents

Procédé de production d'une composition d'acide peracétique destinée à être utilisée comme additif alimentaire Download PDF

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WO2019102742A1
WO2019102742A1 PCT/JP2018/038232 JP2018038232W WO2019102742A1 WO 2019102742 A1 WO2019102742 A1 WO 2019102742A1 JP 2018038232 W JP2018038232 W JP 2018038232W WO 2019102742 A1 WO2019102742 A1 WO 2019102742A1
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Prior art keywords
peracetic acid
mass
hydrogen peroxide
acid composition
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PCT/JP2018/038232
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English (en)
Japanese (ja)
Inventor
和志 杉本
享 印南
哲 岡部
君塚　健一
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三菱瓦斯化学株式会社
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Application filed by 三菱瓦斯化学株式会社 filed Critical 三菱瓦斯化学株式会社
Priority to CN201880075959.8A priority Critical patent/CN111372469A/zh
Priority to KR1020207013741A priority patent/KR20200089664A/ko
Priority to JP2019556131A priority patent/JP7156306B2/ja
Publication of WO2019102742A1 publication Critical patent/WO2019102742A1/fr

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    • 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
    • A23L3/00—Preservation of foods or foodstuffs, in general, e.g. pasteurising, sterilising, specially adapted for foods or foodstuffs
    • A23L3/34—Preservation of foods or foodstuffs, in general, e.g. pasteurising, sterilising, specially adapted for foods or foodstuffs by treatment with chemicals
    • A23L3/3454—Preservation of foods or foodstuffs, in general, e.g. pasteurising, sterilising, specially adapted for foods or foodstuffs by treatment with chemicals in the form of liquids or solids
    • A23L3/3463—Organic compounds; Microorganisms; Enzymes
    • A23L3/3481—Organic compounds containing oxygen
    • A23L3/3508—Organic compounds containing oxygen containing carboxyl groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C409/00—Peroxy compounds
    • C07C409/24—Peroxy compounds the —O—O— group being bound between a >C=O group and hydrogen, i.e. peroxy acids
    • C07C409/26—Peracetic acid

Definitions

  • the present invention relates to a method for producing a peracetic acid composition used as a food additive, and further to a production apparatus for producing a peracetic acid composition used as a food additive, and peracetic acid used as a food additive It relates to a composition.
  • an aqueous peracetic acid solution can be synthesized from acetic acid and hydrogen peroxide as raw materials.
  • Patent Document 1 Patent Document 1
  • JP-B-37-7459 Patent Document 2
  • FRANK P. GREEN SPAN J. Amer. Chem. Soc., 68, 907 (1946)
  • an aqueous peracetic acid solution having a peracetic acid concentration of 1 to 50% by weight can be synthesized depending on the conditions and selection of the raw material feed ratio.
  • the peracetic acid aqueous solution thus obtained is excellent in sterilization and disinfection due to its oxidizing power, as described in, for example, JP-B-61-10465 and JP-B-61-14122. It has also long been known to have the ability to bleach and the like.
  • peracetic acid aqueous solution like other organic peracids, is an inherently unstable substance and is strongly degraded due to heating, contamination with impurities, etc., and therefore storage stability is largely inferior upon use It was a drawback.
  • Stabilizers that directly improve the storage stability of aqueous peracetic acid solutions are known to indirectly improve the storage stability by sealing metal ions present in small amounts, although these have not been known so far.
  • the aqueous peracetic acid solution has excellent ability to disinfect, disinfect, bleach, etc., but its storage stability has been a major drawback in use.
  • methods for improving the storage stability of various peracetic acid aqueous solutions have been proposed so far, but methods for further improving the storage stability have been desired.
  • An object of the present invention is to provide a method for producing a peracetic acid composition which is excellent in storage stability and used as a food additive. Furthermore, this invention makes it a subject to provide the manufacturing apparatus which manufactures the peracetic acid composition used as said food additive, and the peracetic acid composition used as said food additive.
  • a method for producing a peracetic acid composition to be used as a food additive which comprises the step of mixing an aqueous solution of hydrogen peroxide, an acetic acid solution, and a substance containing 1-hydroxyethylidene-1,1-diphosphonic acid.
  • the aqueous hydrogen peroxide solution contains 10 ⁇ g / kg or more of aluminum and 30 to 40% by mass of hydrogen peroxide.
  • the acetic acid solution contains 10 ⁇ g / kg or more of aluminum, 50 ⁇ g / kg or less of iron, 50 mg / kg or less of PO 4 3- and 90 to 99.99 mass% of acetic acid It is a manufacturing method as described in said ⁇ 1> or ⁇ 2>.
  • ⁇ 4> The substance containing 1-hydroxyethylidene-1,1-diphosphonic acid contains 10 ⁇ g / kg or more of aluminum, 7 mg / kg or less of iron, and 50 mg / kg or less of PO 4 3- , And, the method according to any one of the above ⁇ 1> to ⁇ 3>, which contains 55 to 65% by mass of 1-hydroxyethylidene-1,1-diphosphonic acid.
  • ⁇ 5> The method according to any one of ⁇ 1> to ⁇ 4>, wherein a temperature to be mixed in the mixing step is 25 to 35 ° C.
  • ⁇ 6> The method according to any one of ⁇ 1> to ⁇ 5>, wherein the mixing time in the mixing step is 60 minutes or less.
  • ⁇ 7> The method according to any one of ⁇ 1> to ⁇ 6>, wherein the mixture is allowed to stand for one day or more after being mixed in the mixing step.
  • ⁇ 8> The method according to any one of ⁇ 1> to ⁇ 7>, further comprising the step of diluting the obtained peracetic acid composition with water.
  • a manufacturing apparatus used for a method of manufacturing a peracetic acid composition used as a food additive according to any one of ⁇ 1> to ⁇ 8> above Mixing pot for mixing, stirring and dissolving substances containing hydrogen peroxide solution, acetic acid solution and 1-hydroxyethylidene-1,1-diphosphonic acid, hydrogen peroxide aqueous solution feeder, dissolved glacial acetic acid feeder And a 1-hydroxyethylidene-1,1-diphosphonic acid feeding device, which is a production device for producing a peracetic acid composition used as a food additive.
  • ⁇ 10> Contains 50 ⁇ g / kg or more of aluminum, 300 ⁇ g / kg or less of iron, 200 mg / kg or less of PO 4 3- and has a total peroxide concentration of 10 to 18 mass% in terms of hydrogen peroxide , A peracetic acid composition used as a food additive.
  • ⁇ 11> Contains 25 ⁇ g / kg or more of aluminum, 20 ⁇ g / kg or less of iron, 15 mg / kg or less of PO 4 3- and has a total peroxide concentration of 5 to 12 mass% in terms of hydrogen peroxide , A peracetic acid composition used as a food additive.
  • ⁇ 12> The peracetic acid composition according to ⁇ 11>, wherein the equilibrium constant is 2 or more.
  • the manufacturing method of the peracetic acid composition excellent in storage stability and used as a food additive can be provided. Furthermore, this invention can provide the manufacturing apparatus which manufactures the peracetic acid composition used as said food additive, and the peracetic acid composition used as said food additive.
  • One embodiment of the present invention is a peracetic acid composition for use as a food additive comprising the step of mixing a substance comprising hydrogen peroxide aqueous solution, acetic acid solution, and 1-hydroxyethylidene-1,1-diphosphonic acid.
  • the aqueous hydrogen peroxide solution preferably contains 10 to 1000 ⁇ g / kg, more preferably 50 to 500, and particularly preferably 80 to 400 ⁇ g / kg of aluminum.
  • the aqueous hydrogen peroxide solution preferably contains aluminum at 10 ⁇ g / kg or more, since the storage stability of the peracetic acid composition is improved.
  • the aqueous hydrogen peroxide solution preferably contains 32 to 38% by mass, more preferably 35 to 36% by mass of hydrogen peroxide. It is preferable that the aqueous hydrogen peroxide solution contains hydrogen peroxide in an amount of 30 to 40% by mass, since it is safe, stable, and hydrogen peroxide conforming to the component specification of the food additive.
  • the reaction for obtaining a peracetic acid composition from an acetic acid solution and a hydrogen peroxide aqueous solution is known to be an equilibrium reaction according to the following formula.
  • the reaction rate of this reaction is relatively slow, and a protonic acid catalyst can be used to shorten the reaction time.
  • the acetic acid solution may be added in the form of an aqueous solution, but higher concentrations are desirable for shortening the reaction time, and usually glacial acetic acid is used.
  • the concentration of the aqueous hydrogen peroxide solution is preferably higher to shorten the reaction time, but lower in terms of safety during handling, preferably 32 to 38% by mass, More preferably, an aqueous solution of 35 to 36% by mass is used.
  • the 1-hydroxyethylidene-1,1-diphosphonic acid (hereinafter sometimes referred to as "HEDP") used in the present invention is a protonic acid having a metal-sealing action, and the storage stability of the obtained peracetic acid composition Contribute to the improvement of
  • HEDP 1-hydroxyethylidene-1,1-diphosphonic acid
  • an aqueous solution of hydrogen peroxide and a solution of acetic acid in the presence of 1-hydroxyethylidene-1,1-diphosphonic acid described above are generally used,
  • the reaction is preferably carried out in a ratio of 1: 1 to 5 moles, more preferably 1: 2 to 4 moles.
  • the reaction crude solution can also be diluted with one or more of water, hydrogen peroxide aqueous solution or acetic acid solution.
  • the amount of 1-hydroxyethylidene-1,1-diphosphonic acid used in the present invention is preferably 0.1 to 1.0% by mass in the peracetic acid composition, and more preferably 0.2 to 0.9%. It is mass%.
  • the peracetic acid composition may not conform to the component specification of the food additive, while 0.1% by mass If it is less than%, the storage stability of the peracetic acid composition may be reduced.
  • the aqueous hydrogen peroxide solution preferably contains 50 ⁇ g / kg or less of iron and 50 mg / kg or less of PO 4 3- .
  • the hydrogen peroxide aqueous solution contains iron more preferably 30 ⁇ g / kg or less, particularly preferably 1 ⁇ g / kg to 30 ⁇ g / kg, and more preferably PO 4 3- or less 40 mg / kg, particularly preferably 1 mg / kg. It contains 40 mg / kg or less.
  • the aqueous hydrogen peroxide solution contains 50 ⁇ g / kg or less of iron because the storage stability of the peracetic acid composition is improved.
  • the aqueous hydrogen peroxide solution contains 50 mg / kg or less of PO 4 3 ⁇ because it becomes hydrogen peroxide conforming to the component specification of the food additive.
  • the acetic acid solution contains 10 ⁇ g / kg or more of aluminum, 50 ⁇ g / kg or less of iron, 50 mg / kg or less of PO 4 3- and 90 to 99.99 mass% of acetic acid.
  • the acetic acid solution contains aluminum, more preferably 10 to 1000 ⁇ g / kg, particularly preferably 50 to 150 ⁇ g / kg, iron more preferably 30 ⁇ g / kg or less, particularly preferably 1 ⁇ g / kg to 30 ⁇ g / kg. , more preferably the PO 4 3- 30mg / kg or less, particularly preferably contains 0 ⁇ 15 mg / kg, acetic acid and more preferably from 95 to 99.99% by weight, particularly preferably contains 99 to 99.99 wt% .
  • the substance containing 1-hydroxyethylidene-1,1-diphosphonic acid used in the present invention contains 10 ⁇ g / kg or more of aluminum, 7 mg / kg or less of iron, and 50 mg / kg or less of PO 4 3- And preferably contains 55 to 65% by mass of 1-hydroxyethylidene-1,1-diphosphonic acid.
  • the substance containing 1-hydroxyethylidene-1,1-diphosphonic acid preferably contains 10 to 1000 ⁇ g / kg of aluminum, more preferably 5 mg / kg or less of iron, particularly preferably 0.1 to 5 mg / kg. It contains and more preferably 30 mg / kg or less, particularly preferably 0 to 15 mg / kg, of PO 4 3- and more preferably 58 to 62% by mass of 1-hydroxyethylidene-1,1-diphosphonic acid.
  • the temperature to be mixed in the mixing step is preferably 25 to 35 ° C., and more preferably 25 to 30 ° C. It is preferable that the mixing temperature is 25 to 35 ° C. in that the reaction rate does not become too slow, and the volatilization of acetic acid and the decomposition of hydrogen peroxide and peracetic acid are suppressed.
  • the mixing time in the mixing step is preferably 60 minutes or less, and more preferably 10 to 60 minutes. If the mixing time exceeds 60 minutes, the power consumption required for mixing may increase and the cost may increase.
  • Another embodiment of the present invention is a production apparatus for use in the method of producing a peracetic acid composition used as the above-mentioned food additive, which comprises a hydrogen peroxide solution, an acetic acid solution, and 1-hydroxyethylidene-1,
  • a mixing kettle for mixing and stirring the substance containing 1-diphosphonic acid, a hydrogen peroxide aqueous solution feeder, a dissolved glacial acetic acid feeder, and a 1-hydroxyethylidene-1,1-diphosphonic acid feeder
  • the peracetic acid composition obtained by the production method of the present invention preferably contains 5 to 20% by mass, more preferably 5 to 15% by mass of peracetic acid, and preferably 4 to 15% by mass of hydrogen peroxide, more preferably 4 It contains 10 to 10% by mass, preferably 10 to 50% by mass, more preferably 30 to 50% by mass of acetic acid. If the concentration of peracetic acid is less than 5% by mass, the stability of peracetic acid decreases, which is not preferable. If it exceeds 20% by mass, the risk of handling increases, which is not preferable.
  • the concentration of hydrogen peroxide is the same and not preferable if it exceeds 15% by mass, and the concentration of acetic acid is also not preferable in terms of irritation to human body and odor if the concentration of acetic acid is also more than 50% by mass.
  • the peracetic acid composition obtained by the production method of the present invention is represented by the following two embodiments. That is, one embodiment of the present invention contains 50 ⁇ g / kg or more (preferably 50 to 300 ⁇ g / kg) of aluminum, 300 ⁇ g / kg or less (preferably 250 ⁇ g / kg or less) of iron, and 200 mg / g of PO 4 3- Used as a food additive that contains no more than kg (preferably 0.1 to 100 mg / kg) and has a total peroxide concentration of 10 to 18% by mass (preferably 11 to 15% by mass) in terms of hydrogen peroxide Peracetic acid composition.
  • another embodiment of the present invention contains 25 ⁇ g / kg or more (preferably 25 to 200 ⁇ g / kg) of aluminum, 20 ⁇ g / kg or less of iron (preferably 15 ⁇ g / kg or less), and PO 4 3- Food additive containing 15 mg / kg or less (preferably 0.1 to 10 mg / kg) and having a total peroxide concentration of 5 to 12% by mass (preferably 6 to 11% by mass) in terms of hydrogen peroxide
  • the equilibrium constant in the peracetic acid composition is preferably 2 or more, more preferably 2 to 3. If the equilibrium constant is less than 2, the storage stability of the peracetic acid composition may be reduced.
  • the peracetic acid composition preferably has no flash point in terms of safety during handling.
  • total peroxide means peracetic acid and hydrogen peroxide in the peracetic acid composition of the present invention, and the sum of their concentrations (mol / L) Is referred to as peroxide concentration (hereinafter sometimes referred to as total peroxide concentration).
  • the peroxide concentration in the peracetic acid composition of the present invention is preferably 1 to 7 mol / L, more preferably 2 to 5 mol / L. If it falls below this range, the peracetic acid concentration, that is, the bactericidal activity may decrease, and if it exceeds this range, the stability may decrease.
  • Another embodiment of the present invention is a method of sterilizing food, which comprises contacting the peracetic acid composition of the present invention with a food.
  • the method of contacting the peracetic acid composition with the food include, but are not limited to, a method of immersing the food in the peracetic acid composition, a method of spraying the peracetic acid composition on the food, and the like. It is not a thing. Since the peracetic acid composition of the present invention is excellent in storage stability, it has many advantages when used in a food sterilization method.
  • ⁇ Peroxide concentration of peracetic acid composition The hydrogen peroxide concentration of the peracetic acid composition was determined by redox titration. Specifically, about 0.1 g of a sample was accurately weighed, placed in a 250 mL Erlenmeyer flask, and 75 mL of 0.5 mol / L sulfuric acid was added to prepare a test solution. A few drops of ferroin test solution were added to this test solution, and titration was performed with a 0.1 mol / L cerium (IV) sulfate solution to calculate the hydrogen peroxide concentration.
  • ⁇ Acetic acid and peracetic acid concentration of peracetic acid composition The acetic acid and peracetic acid concentrations of the peracetic acid composition were determined by neutralization titration. Specifically, about 0.1 g of a sample was accurately weighed, placed in a 100 mL beaker, and about 50 mL of pure water was added to make a test solution. This test solution is titrated with a 0.1 mol / L sodium hydroxide solution, and the acetic acid concentration is added from the first inflection point, and the peracetic acid concentration is added from the first inflection point to the second inflection point. Calculated.
  • Total peroxide concentration of peracetic acid composition was determined by iodometric titration. Specifically, accurately measure about 0.1 g of the sample, put in a 250 mL Erlenmeyer flask, add 100 mL of pure water and 10 mL of 1.8 mol / L sulfuric acid, and then add 10 mL of 10 mass% potassium iodide solution, 1 mass% Several drops of ammonium molybdate solution were added to make a test solution.
  • ⁇ Stability of Peracetic Acid Composition> The stability of the peracetic acid composition was calculated from the ratio of the total peroxide concentration at the time of measurement, assuming that the total peroxide concentration at the time of preparation was 100.
  • Flash point of peracetic acid composition was determined by the Cleveland open flash point test.
  • a Cleveland open flash point tester was used according to the method of JIS-K2265.
  • Example 1 0.6 g of pure water 2.8 g and 60 mass% 1-hydroxyethylidene-1,1-diphosphonic acid (Italmatch Japan Co., Ltd. product name: D-Quest 2010) and 29.8 g glacial acetic acid (Showa Denko Product name: 99% pure acetic acid), 35 mass% hydrogen peroxide aqueous solution (Mitsubishi Gas Chemical Co., Ltd., product name: Diapower HP, containing a small amount of aluminum) 16.8 g, SUS304 (alias: 18Cr Test pieces of (-8 Ni, 18 chromium stainless steel) were put in a polyethylene container and mixed. The total peroxide concentration at the time of preparation was 11.9%.
  • Example 2 Potassium aluminum sulfate ⁇ 12 water (Wako Pure Chemical Industries, Ltd. reagent special grade) is added to a 35 mass% hydrogen peroxide aqueous solution (Mitsubishi Gas Chemical Co., Ltd., product name: UELM 35), and 35 mass% after addition
  • the aluminum content in the aqueous hydrogen peroxide solution is 10 ⁇ g / kg, 5.5 mass% of hydrogen peroxide, 48.9 mass% of acetic acid, 13.1 mass of peracetic acid
  • a peracetic acid composition was obtained which was used as a food additive containing%, and 0.8% by weight of 1-hydroxyethylidene-1,1-diphosphonic acid. About the obtained peracetic acid composition, the total peroxide concentration was measured 21 days after preparation, and stability was computed.
  • Example 3 Potassium aluminum sulfate ⁇ 12 water (Wako Pure Chemical Industries, Ltd. reagent special grade) is added to a 35 mass% hydrogen peroxide aqueous solution (Mitsubishi Gas Chemical Co., Ltd., product name: UELM 35), and 35 mass% after addition
  • the aluminum content in the aqueous hydrogen peroxide solution is 100 ⁇ g / kg, 5.5 mass% of hydrogen peroxide, 48.8 mass% of acetic acid, 13.5 mass of peracetic acid
  • a peracetic acid composition was obtained which was used as a food additive containing%, and 0.8% by weight of 1-hydroxyethylidene-1,1-diphosphonic acid. About the obtained peracetic acid composition, the total peroxide concentration was measured 21 days after preparation, and stability was computed.
  • Example 4 The test piece of SUS304 was not inserted, 35% by mass of Mitsubishi Gas Chemical Co., Ltd. instead of 35% by mass of hydrogen peroxide aqueous solution (product name: Diamond Power HP, containing a small amount of aluminum) manufactured by Mitsubishi Gas Chemical Co., Ltd. The same operation as in Example 1 was carried out except using the aqueous hydrogen peroxide solution (product name: 35% hydrogen peroxide), 5.5% by weight of hydrogen peroxide, 47.8% by weight of acetic acid, and 14.4% by weight of peracetic acid.
  • a peracetic acid composition used as a food additive containing 2% by mass and 0.8% by mass of 1-hydroxyethylidene-1,1-diphosphonic acid was obtained.
  • the total peroxide concentration was measured 63 days after preparation, and the stability was calculated.
  • Example 5 The test piece of SUS304 was not inserted, 35% by mass of Mitsubishi Gas Chemical Co., Ltd. instead of 35% by mass of hydrogen peroxide aqueous solution (product name: Diamond Power HP, containing a small amount of aluminum) manufactured by Mitsubishi Gas Chemical Co., Ltd. Aqueous solution of hydrogen peroxide (product name: 35% hydrogen peroxide), 1-hydroxyethylidene-1,1-diphosphonic acid (product name: Dayquest 2010) manufactured by Italmatch Japan Ltd. The same procedure as in Example 1 was repeated except that 1-hydroxyethylidene-1,1-diphosphonic acid (product name: PH-210) manufactured by Co., Ltd. was used, and 5.5% by mass of hydrogen peroxide, acetic acid 48.
  • 1-hydroxyethylidene-1,1-diphosphonic acid product name: PH-210 manufactured by Co., Ltd. was used, and 5.5% by mass of hydrogen peroxide, acetic acid 48.
  • Example 6 0.6 g of pure water 3.4 g and 60% by mass 1-hydroxyethylidene-1,1-diphosphonic acid (Italmatch Japan Ltd., product name: Dayquest 2010), 26.6 g glacial acetic acid (Showa Denko Product name: 99% pure acetic acid), 35% by mass of hydrogen peroxide aqueous solution (Mitsubishi Gas Chemical Co., Ltd., product name: 35% hydrogen peroxide) 19.4 g were mixed in a polyethylene container. The total peroxide concentration at the time of preparation was 13.7%. After mixing, the mixture is allowed to stand at 25 ° C.
  • Example 7 35% by mass hydrogen peroxide aqueous solution (manufactured by Mitsubishi Gas Chemical Co., Ltd., product name: Diapower HP) instead of 35% by mass hydrogen peroxide aqueous solution (manufactured by Mitsubishi Gas Chemical Co., Ltd., product name: 35% hydrogen peroxide)
  • Example 7 35% by mass hydrogen peroxide aqueous solution (manufactured by Mitsubishi Gas Chemical Co., Ltd., product name: Diapower HP) instead of 35% by mass hydrogen peroxide aqueous solution (manufactured by Mitsubishi Gas Chemical Co., Ltd., product name: 35% hydrogen peroxide)
  • 7.5% by mass of hydrogen peroxide 42.1% by mass of acetic acid, 14.1% by mass of peracetic acid, and 1-hydroxyethylidene
  • a peracetic acid composition used as a food additive containing 0.8% by mass of 1,1-diphosphonic acid was obtained.
  • the total peroxide concentration was measured 35 days after preparation, and the stability was calculated.
  • Example 8 Iron standard solution (Wako Pure Chemical Industries, Ltd., Fe 1000) in 35% by mass hydrogen peroxide aqueous solution (Mitsubishi Gas Chemical Co., Ltd., product name: 35% hydrogen peroxide), sodium dihydrogen phosphate dihydrate (Wako Pure Chemical Industries, Ltd., reagent special grade) is added, iron content in 35% by mass of hydrogen peroxide aqueous solution after addition is 100 ⁇ g / kg, and PO 4 3- content is 52.9 mg / kg
  • Example 6 The same procedures as in Example 6 were carried out except that 7.3% by mass of hydrogen peroxide, 42.2% by mass of acetic acid, 13.9% by mass of peracetic acid, and 0-hydroxyethylidene-1,1-diphosphonic acid were used.
  • a peracetic acid composition used as a food additive containing 8% by mass was obtained. For the obtained peracetic acid composition, the total peroxide concentration was measured 35 days after preparation, and the stability was calculated.
  • Example 9 Iron standard solution (Wako Pure Chemical Industries, Ltd., Fe 1000) in 35% by mass hydrogen peroxide aqueous solution (Mitsubishi Gas Chemical Co., Ltd., product name: 35% hydrogen peroxide), sodium dihydrogen phosphate dihydrate (Wako Pure Chemical Industries, Ltd., reagent special grade) is added, iron content in 35% by mass hydrogen peroxide aqueous solution after addition is 510 ⁇ g / kg, and PO 4 3- content is 52.9 mg / kg
  • Example 6 Example 9
  • Example 9 Iron standard solution (Wako Pure Chemical Industries, Ltd., Fe 1000) in 35% by mass hydrogen peroxide aqueous solution (Mitsubishi Gas Chemical Co., Ltd., product name: 35% hydrogen peroxide)
  • sodium dihydrogen phosphate dihydrate (Wako Pure Chemical Industries, Ltd., reagent special grade) is added
  • iron content in 35% by mass hydrogen peroxide aqueous solution after addition is 510 ⁇ g / kg
  • PO 4 3- content
  • Example 10 Pure water 55.0 g and 60 mass% 1-hydroxyethylidene-1,1-diphosphonic acid (Italmatch Japan Ltd. make, product name: DIGEST 2010) 12.8 g, glacial acetic acid 651.0 g (Showa Denko Product name: 99% pure good acetic acid), after mixing 381.1 g of 35% by mass hydrogen peroxide aqueous solution (Mitsubishi Gas Chemical Co., Ltd. product name: 35% hydrogen peroxide) in a polyethylene container By standing at 25 ° C.
  • the peracetic acid composition used as a food additive containing mass% was obtained.
  • the equilibrium constant was 2.4.
  • the obtained peracetic acid composition is diluted 1.2 times with pure water and allowed to stand at 25 ° C. for 10 days, whereby 6.0 mass% of hydrogen peroxide, 42.4 mass% of acetic acid, 9.4 mass of peracetic acid A peracetic acid composition was obtained which was used as a food additive containing%, and 0.6% by weight of 1-hydroxyethylidene-1,1-diphosphonic acid.
  • the equilibrium constant was calculated for the obtained peracetic acid composition, and the flash point was measured.
  • Example 11 The same operation as in Example 10 is carried out except that the obtained peracetic acid composition is diluted 1.3 times with pure water, and 6.0 mass% of hydrogen peroxide, 39.9 mass% of acetic acid, 7.9 mass of peracetic acid A peracetic acid composition used as a food additive containing 5% by weight of 1-hydroxyethylidene-1,1-diphosphonic acid was obtained. The equilibrium constant was calculated for the obtained peracetic acid composition, and the flash point was measured.
  • Example 12 The same operation as in Example 10 is carried out except that the obtained peracetic acid composition is diluted 1.4 times with pure water, and 5.9 mass% of hydrogen peroxide, 37.7 mass% of acetic acid, 6.2 mass of peracetic acid A peracetic acid composition used as a food additive containing 5% by weight of 1-hydroxyethylidene-1,1-diphosphonic acid was obtained. The equilibrium constant was calculated for the obtained peracetic acid composition, and the flash point was measured.
  • Example 1 35% by mass aqueous hydrogen peroxide solution (manufactured by Mitsubishi Gas Chemical Co., Ltd., product name: UELM 35) instead of 35% by mass aqueous hydrogen peroxide solution (manufactured by Mitsubishi Gas Chemical Co., Ltd., product name: Diapower HP, containing a small amount of aluminum)
  • UELM 35 35% by mass aqueous hydrogen peroxide solution
  • Diapower HP containing a small amount of aluminum

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Abstract

Selon la présente invention, il est possible de fournir un procédé de production d'une composition d'acide peracétique destinée à être utilisée en tant qu'additif alimentaire, ledit procédé comprenant une étape de mélange d'une solution aqueuse de peroxyde d'hydrogène, d'une solution d'acide acétique et d'une substance qui contient de l'acide 1-hydroxyéthylidène-1,1-diphosphonique, la solution aqueuse de peroxyde d'hydrogène contenant 10 µg/kg ou plus d'aluminium et 30 à 40 % en masse de peroxyde d'hydrogène.
PCT/JP2018/038232 2017-11-27 2018-10-15 Procédé de production d'une composition d'acide peracétique destinée à être utilisée comme additif alimentaire WO2019102742A1 (fr)

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Application Number Priority Date Filing Date Title
CN201880075959.8A CN111372469A (zh) 2017-11-27 2018-10-15 作为食品添加物使用的过乙酸组合物的制造方法
KR1020207013741A KR20200089664A (ko) 2017-11-27 2018-10-15 식품 첨가물로서 사용되는 과아세트산 조성물의 제조 방법
JP2019556131A JP7156306B2 (ja) 2017-11-27 2018-10-15 食品添加物として使用される過酢酸組成物の製造方法

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Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP7556232B2 (ja) 2020-08-20 2024-09-26 三菱瓦斯化学株式会社 食品添加物用過酢酸水溶液

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1014361A (en) * 1962-04-04 1965-12-22 Fmc Corp Improvements in and relating to the production of aliphatic per-acids
JP2010537970A (ja) * 2007-08-30 2010-12-09 イーコラブ インコーポレイティド 貯蔵安定な低腐食性のすぐに使用できるペルオキシカルボン酸抗菌組成物
US20140256811A1 (en) * 2013-03-05 2014-09-11 Ecolab Usa Inc. Efficient stabilizer in controlling self accelerated decomposition temperature of peroxycarboxylic acid compositions with mineral acids

Family Cites Families (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS6110465A (ja) 1984-06-27 1986-01-17 Toshiba Corp ドツトプリンタの印字ヘツド
JP4270425B2 (ja) 2000-01-26 2009-06-03 日本パーオキサイド株式会社 安定性の優れた過酢酸溶液の製造方法
AU2006276782B2 (en) * 2005-07-25 2011-03-24 Ecolab Inc. Antimicrobial compositions for use on food products
US8034759B2 (en) 2008-10-31 2011-10-11 Ecolab Usa Inc. Enhanced stability peracid compositions
TWI639447B (zh) * 2013-07-18 2018-11-01 三菱瓦斯化學股份有限公司 Sterilization method using aqueous hydrogen peroxide solution
CN104322488B (zh) * 2014-10-14 2016-05-18 安徽科技学院 一种高浓度高稳定性一元过氧乙酸消毒剂及其制备方法
JP6642454B2 (ja) * 2015-01-16 2020-02-05 三菱瓦斯化学株式会社 殺菌剤及びそれを用いた殺菌方法

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1014361A (en) * 1962-04-04 1965-12-22 Fmc Corp Improvements in and relating to the production of aliphatic per-acids
JP2010537970A (ja) * 2007-08-30 2010-12-09 イーコラブ インコーポレイティド 貯蔵安定な低腐食性のすぐに使用できるペルオキシカルボン酸抗菌組成物
US20140256811A1 (en) * 2013-03-05 2014-09-11 Ecolab Usa Inc. Efficient stabilizer in controlling self accelerated decomposition temperature of peroxycarboxylic acid compositions with mineral acids

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP7556232B2 (ja) 2020-08-20 2024-09-26 三菱瓦斯化学株式会社 食品添加物用過酢酸水溶液

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