WO2011071056A1 - Procede de production d'extrait de the purifie - Google Patents

Procede de production d'extrait de the purifie Download PDF

Info

Publication number
WO2011071056A1
WO2011071056A1 PCT/JP2010/071956 JP2010071956W WO2011071056A1 WO 2011071056 A1 WO2011071056 A1 WO 2011071056A1 JP 2010071956 W JP2010071956 W JP 2010071956W WO 2011071056 A1 WO2011071056 A1 WO 2011071056A1
Authority
WO
WIPO (PCT)
Prior art keywords
tea extract
mass
exchange resin
anion exchange
polymer catechins
Prior art date
Application number
PCT/JP2010/071956
Other languages
English (en)
Japanese (ja)
Inventor
健一 四方
仁 佐藤
Original Assignee
花王株式会社
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by 花王株式会社 filed Critical 花王株式会社
Priority to US13/514,828 priority Critical patent/US20120244255A1/en
Priority to CN201080055755.1A priority patent/CN102655761B/zh
Priority to EP10835976.1A priority patent/EP2510797B1/fr
Publication of WO2011071056A1 publication Critical patent/WO2011071056A1/fr

Links

Classifications

    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23F—COFFEE; TEA; THEIR SUBSTITUTES; MANUFACTURE, PREPARATION, OR INFUSION THEREOF
    • A23F3/00—Tea; Tea substitutes; Preparations thereof
    • A23F3/16—Tea extraction; Tea extracts; Treating tea extract; Making instant tea
    • A23F3/20—Removing unwanted substances
    • A23F3/205—Using flocculating or adsorbing agents

Definitions

  • the present invention relates to a method for producing a purified tea extract.
  • tea beverages are particularly attracting attention.
  • This tea beverage can be produced by, for example, blending non-polymer catechins in a beverage in a dissolved state using a tea extract or the like.
  • the original flavor of tea may be impaired by the acidity caused by the acid.
  • Patent Documents 1 and 2 a method of tannase treatment of a tea extract obtained from tea has been proposed (Patent Documents 1 and 2).
  • This method is a method in which the gallate form of non-polymer catechins is decomposed into non-polymer catechins and gallic acid to reduce the ratio of bitter components, but there may be a sense of sourness derived from free gallic acid. It was.
  • Patent Documents 3 to 4 As a technique for removing free gallic acid, for example, a method of removing gallic acid by bringing an aqueous solution of tea extract treated with tannase into contact with an anion exchange resin has been proposed (Patent Documents 3 to 4).
  • the present invention provides a method for producing a purified tea extract, wherein a tea extract containing an aqueous organic solvent solution is brought into contact with an anion exchange resin.
  • the present invention also provides a purified tea extract obtained by the above production method.
  • This invention is providing the manufacturing method of the refined tea extract which can make the yield of a non-polymer catechin and the removal rate of a gallic acid compatible at high level.
  • non-polymer catechins can be recovered in high yield while efficiently removing gallic acid. Therefore, the method of the present invention is particularly effective for purification of tea extract after tannase treatment in which gallic acid is liberated.
  • the purified tea extract obtained by the production method of the present invention contains non-polymer catechins at a high concentration, but the bitterness derived from gallate bodies of non-polymer catechins and gallic acid-derived Since the acidity is reduced, it is useful as a raw material for foods and drinks containing high concentration non-polymer catechins.
  • Non-polymer catechins refers to non-epimeric catechins such as catechin, gallocatechin, catechin gallate, and gallocatechin gallate, and epicatechin, epigallocatechin, epicatechin gallate, and epigallocatechin gallate. It is a collective term for body catechins. The concentration of non-polymer catechins is defined based on the total amount of the above eight types.
  • (B) Galate form of non-polymer catechins (hereinafter also referred to as (B) gallate form”) is a general term for catechin gallate, gallocatechin gallate, epicatechin gallate, epigallocatechin gallate and the like.
  • (A) Ratio of (B) gallate body in non-polymer catechins is a mass ratio of the four gallate bodies to the total amount of non-polymer catechins.
  • the “tea extract” is a concept that includes a liquid of a tea extract or a concentrate thereof, and a solid of a tea extract or a concentrate thereof.
  • the tea extract is one extracted from tea by hot water or a hydrophilic organic solvent by kneader extraction, column extraction or the like, and has not been concentrated or purified.
  • alcohol such as ethanol
  • the tea used for extraction include Camellia genus such as C.I. var. sinensis (including Yabutaki species), C.I. var. Tea plants selected from assamica and their hybrids are preferred.
  • Tea trees can be roughly classified into non-fermented tea, semi-fermented tea, and fermented tea depending on the processing method.
  • non-fermented tea examples include green tea such as sencha,nadoha, mochi tea, kettle tea, stem tea, stick tea, and bud tea.
  • semi-fermented tea examples include oolong tea such as iron kannon, color type, golden katsura, and martial arts tea.
  • fermented tea examples include black teas such as Darjeeling, Assam, Sri Lanka and the like. These can be used alone or in combination of two or more.
  • green tea is preferable from the viewpoint of the content of non-polymer catechins.
  • the concentrate of tea extract refers to a product obtained by partially removing the solvent from tea extract extracted from tea with water or a hydrophilic organic solvent to increase the concentration of non-polymer catechins. -219384, JP-A-4-20589, JP-A-5-260907, JP-A-5-306279, and the like.
  • the solid matter of the tea extract or its concentrate refers to a tea extract or its concentrate dried or solidified by a known method. Commercially available products may be used, and examples thereof include “Polyphenone” from Mitsui Norin Co., Ltd., “Theafuran” from ITO EN, “Sunphenon” from Taiyo Kagaku Co., Ltd., and the like.
  • a tea extract that has been tannase-treated may be used.
  • “tannase treatment” refers to bringing a tea extract into contact with an enzyme having tannase activity.
  • the tannase treatment is performed in a state where the tea extract is dissolved or dispersed in water from the viewpoint of enzyme activity, and usually does not contain an organic solvent. Therefore, when a tea extract extracted from tea with a hydrophilic organic solvent is used as the tea extract and subjected to tannase treatment, the organic solvent in the tea extract is removed and the solvent is replaced with water.
  • the concentration of non-polymer catechins in the aqueous solution of tea extract during tannase treatment is 0.1 to 1.5% by mass, more preferably 0.1 to 1% by mass, and particularly 0.5 to 1% by mass. Is preferred.
  • the tea extract may be concentrated or added as necessary.
  • the enzyme having tannase activity include tannase obtained by culturing tannase-producing bacteria belonging to the genus Aspergillus, Penicillium, and Rhizopus. Among these, those derived from Aspergillus oryzae are preferable.
  • a specific operation method in the tannase treatment a known method can be adopted, and for example, a method described in JP-A-2004-321105 is exemplified.
  • a tea extract containing an organic solvent aqueous solution is brought into contact with an anion exchange resin, but a method for preparing a tea extract containing an organic solvent aqueous solution used for contact is particularly preferred.
  • the organic solvent may be added to the tea extract or the concentrate thereof, or the organic solvent aqueous solution may be added to the tea extract or the concentrate thereof.
  • a hydrophilic organic solvent is preferable from the viewpoint of dissociation of the substance to be adsorbed.
  • ketones such as acetone and alcohols such as methanol and ethanol are exemplified.
  • alcohol particularly ethanol is preferable from the viewpoint of use in foods and drinks.
  • the concentration of the organic solvent in the aqueous organic solvent solution contained in the tea extract is 10% by mass, further 25% by mass, and further 35% by mass from the viewpoint of the recovery rate of non-polymer catechins and the removal efficiency of gallic acid %, Even more preferably 45% by weight, still more preferably 55% by weight, in particular 65% by weight, while the upper limit is preferably 95% by weight, more preferably 92.4% by weight, in particular 90% by weight.
  • the anion exchange resin either a strong base anion exchange resin or a weak base anion exchange resin can be used, but the recovery rate of non-polymer catechins and the removal rate of gallic acid From the viewpoint of improvement, weakly basic anion exchange resins are preferred.
  • strongly basic anion exchange resins include Diaion SA series (strongly basic gel types: SA10A, SA11A, SA12A, SA20A, SA21A, etc., manufactured by Mitsubishi Chemical Corporation), Diaion PA series (strongly basic).
  • Porous type PA306, PA308, PA312, PA316, PA318, PA406, PA408, PA412, PA416, PA418, etc., manufactured by Mitsubishi Chemical Corporation), HPA25 (strongly basic high porous type, manufactured by Mitsubishi Chemical Corporation), Amberlite (IRA400J, IRA410J, IRA900J, etc., manufactured by Rohm and Haas), Dowex (marathon A, marathon A2, etc., manufactured by The Dow Chemical Company).
  • weakly basic anion exchange resins include the WA series (acrylic: WA10, WA11, etc., styrene: WA20, WA21J, WA30, etc., manufactured by Mitsubishi Chemical Corporation), amberlite (acrylic: IRA67, styrene).
  • System IRA96SB, XT6050RF, etc., manufactured by Rohm and Haas Co.), Dowex 66 (manufactured by The Dow Chemical Co.).
  • an anion exchange resin obtained by exchanging the anion group with an anion group derived from an organic acid having a pKa of 4.16 to 8.55 it is preferable to use an anion exchange resin obtained by exchanging the anion group with an anion group derived from an organic acid having a pKa of 4.16 to 8.55.
  • the organic acid is not particularly limited as long as the pKa is from 4.16 to 8.55, but from the viewpoint of improving the recovery rate of non-polymer catechins and the removal rate of gallic acid, the pKa is 4.16 to 5.
  • organic acids are preferred, and specific examples include ascorbic acid (pKa 4.17), acetic acid (pKa 4.76), propionic acid (pKa 4.87), butyric acid (pKa 4.82), and valeric acid (pKa 4.84). Is done. Of these, ascorbic acid and acetic acid are preferred.
  • pKa refers to an acid dissociation constant in an aqueous solution at 25 ° C., and in the case of a polyvalent acid, is the first acid dissociation constant.
  • Examples of the method for exchanging the anion group of the anion exchange resin include a method of bringing the anion exchange resin into contact with an aqueous solution of an organic acid, and the contact may be performed a plurality of times.
  • the concentration of the organic acid in the aqueous organic acid solution when contacting with the anion exchange resin is preferably 0.1 to 15% by mass, particularly 1 to 10% by mass.
  • the amount of the organic acid aqueous solution used per contact with the anion exchange resin is preferably 5 to 100 times, more preferably 10 to 40 times the total mass of the anion exchange resin. . After contact with the aqueous organic acid solution, it is preferable to wash with 5 to 50 times the amount of water relative to the total mass of the anion exchange resin.
  • washing the anion exchange resin at least once with the organic solvent aqueous solution used for the preparation of the tea extract containing the organic solvent aqueous solution is preferred.
  • the anion exchange resin used in the present invention must have anion exchange ability and be insoluble in the tea extract.
  • the form is not particularly limited, and for example, powder, sphere, fiber, film, and the like can be selected as appropriate.
  • the shape of the resin matrix such as a gel type, a porous type, and a high porous type can be appropriately selected.
  • the resin matrix include those based on styrene-divinylbenzene or (meth) acrylic acid, and those based on (meth) acrylic acid are preferred.
  • (meth) acrylic acid is a concept including acrylic acid and methacrylic acid.
  • the amount of the anion exchange resin used is 0.001 to 0.000 based on the total mass of the tea extract containing the aqueous organic solvent solution from the viewpoint of improving the removal efficiency of gallate ions and the recovery rate of non-polymer catechins.
  • the amount is preferably 5 times, more preferably 0.001 to 0.1 times, still more preferably 0.005 to 0.07 times, and particularly preferably 0.01 to 0.05 times.
  • the concentration of the non-polymer catechins in the tea extract containing the organic solvent aqueous solution is 0.1 to 6% by mass, and further 0.3% from the viewpoint of improving the recovery rate of the non-polymer catechins and the removal rate of gallic acid. It is preferably 4% by mass, particularly 0.5-1.5% by mass.
  • the temperature at the time of contacting with the anion exchange resin is preferably 0 to 40 ° C., more preferably 10 to 35 ° C., and particularly preferably 20 to 30 ° C.
  • the anion exchange resin is added to the tea extract and stirred and adsorbed, and then the anion exchange resin is recovered by filtration.
  • a batch system or a column system in which the tea extract is passed through a column packed with an anion exchange resin and continuously adsorbed can be employed.
  • the contact time between the anion exchange resin and the tea extract can be determined as appropriate, but it is preferably 0.5 to 10 hours, particularly 1 to 5 hours.
  • the tea extract passage condition is a superficial velocity (SV) of 1 to 60 / hr, particularly 3 to 30 / hr.
  • the tea extract after contact with the anion exchange resin may be treated with activated carbon.
  • activated carbon treatment the flavor of the purified tea extract can be further improved.
  • flavors that can be improved include egg flavor.
  • Egg taste is an astringent bitterness that can be felt as a rough feel in the mouth.
  • the raw material for the activated carbon used for the activated carbon treatment include coconut shell, wood, and coal. Among these, wood is preferable.
  • the activated carbon activation method include a steam activation method, a gas activation method, and a chemical activation method, and the chemical activation method is particularly preferable.
  • the average pore diameter is preferably 0.5 to 10 nm (nanometer), more preferably 0.7 to 9 nm, and particularly preferably 1 to 8 nm.
  • the pore volume is preferably 0.01 to 2.5 mL / g, more preferably 0.1 to 2.0 mL / g, and particularly preferably 0.5 to 1.8 mL / g.
  • the specific surface area is 800 ⁇ 2000m 2 / g, further 900 ⁇ 1900m 2 / g, in particular those in the range of 1000 ⁇ 1800m 2 / g preferred.
  • the activated carbon having such properties for example, ZN-50, Y-10S, GS-1, GS-B (manufactured by Ajinomoto Fine Techno), Kuraray Coal GLC, Kuraray Coal PK-D, Kuraray Coal PW-D, Kuraray Cole GW, Kuraray Coal GA, Kuraray Coal GA-D, Kuraray Coal RP-15 (manufactured by Kuraray Chemical Co., Ltd.), white birch AW50, white birch A, white birch P, white birch KL, white birch M, white birch C, carborafine, WH2C (Nippon Enviro Chemicals), GM130A, CW130A, CW130AR, CW350AR, GL130A, SG, SGA, SGP (manufactured by Phutamura Chemical), coconut, MAS mark, plum bee mark, plum bee F mark (manufactured by Taihei Chemical Sang
  • the amount of activated carbon used is that of non-polymer catechins 1 in the tea extract after contact with an anion exchange resin from the viewpoint of purification effect, improvement of recovery rate of non-polymer catechins, and reduction of cake resistance in the filtration process.
  • the amount is preferably 0.1 to 2 parts by mass, more preferably 0.2 to 1.5 parts by mass, and particularly preferably 0.3 to 1.2 parts by mass with respect to parts by mass.
  • the organic solvent may be removed from the tea extract in advance, or it may contain an organic solvent.
  • the organic solvent is preferably a hydrophilic organic solvent. Specifically, ketones such as acetone and alcohols such as methanol and ethanol are exemplified. Among these, alcohol, particularly ethanol is preferable from the viewpoint of use in foods and drinks.
  • the lower limit of the concentration of the organic solvent in the organic solvent aqueous solution contained in the tea extract at the time of contacting with activated carbon is 10% by mass, further 25% by mass, further 35% by mass, and further 45% It is preferably 55% by weight, more preferably 55% by weight, in particular 65% by weight, while the upper limit is preferably 95% by weight, more preferably 92.4% by weight, in particular 90% by weight.
  • Examples of the means for contacting with activated carbon include a batch method in which activated carbon is added to the tea extract after contact with the anion exchange resin, stirred and adsorbed, and then collected by filtration, or a column packed with activated carbon in the above tea.
  • a column system in which the extract is passed through and continuously contacted can be adopted, but a continuous process by the column system is preferable from the viewpoint of productivity.
  • the contact with the activated carbon is preferably carried out at 0 to 60 ° C., more preferably 10 to 50 ° C., particularly 15 to 40 ° C.
  • the tea extract after contact with the anion exchange resin, or the tea extract after the activated carbon treatment, after removing the organic solvent, is concentrated or added as necessary to precipitate the precipitate, and then the precipitate is separated by solid-liquid separation. It may be removed. Thereby, the flavor and stability of a refined tea extract can be improved further.
  • the aging time for depositing the precipitate is not particularly limited, but it is preferably 2 minutes to 50 hours, more preferably 2 minutes to 24 hours, and particularly preferably 5 minutes to 6 hours.
  • the precipitation temperature is preferably ⁇ 5 to 40 ° C., more preferably 5 to 25 ° C., from the viewpoint of lower solubility of the precipitate and separability of the precipitate.
  • solid-liquid separation a method usually used in the food industry can be adopted. For example, filtration, centrifugation, and the like are exemplified, and these can be performed in combination.
  • the purified tea extract of the present invention is obtained.
  • the product form of the purified tea extract may be liquid or solid, and if a solid is desired, it can be pulverized by a known method such as spray drying or freeze drying.
  • the resulting purified tea extract can have the following properties (i) and (ii):
  • the residual ratio of gallic acid based on a tea extract containing an aqueous organic solvent solution is preferably 80% or less, more preferably 70% or less, and particularly preferably 65% or less.
  • the yield of non-polymer catechins based on a tea extract containing an aqueous organic solvent solution is preferably 60% or more, more preferably 70% or more, more preferably 75% or more, and particularly preferably 80%. That's it.
  • the purified green tea extract of the present invention suppresses the bitterness derived from the gallate body of non-polymer catechins and the acidity derived from gallic acid, despite containing high concentrations of non-polymer catechins. Therefore, it can be used for a wide range of applications.
  • the purified green tea extract of the present invention can be used as a raw material for foods and beverages by concentrating or adding water as it is, but is particularly useful as a raw material for foods and beverages containing high-concentration non-polymer catechins.
  • the beverage may be a tea beverage or a non-tea beverage.
  • tea beverages include green tea beverages, oolong tea beverages, and black tea beverages.
  • non-tea beverages include non-alcoholic beverages such as fruit juice, vegetable juice, sports beverages, isotonic beverages, enhanced water, bottled water, near water, coffee beverages, nutritional drinks and beauty drinks, beer Examples include alcoholic beverages such as wine, sake, plum wine, happoshu, whiskey, brandy, shochu, rum, gin, and liqueurs.
  • the pH (25 ° C.) of the beverage is preferably 2 to 7, particularly 3 to 6, from the viewpoints of flavor and stability of non-polymer catechins.
  • the food examples include confectionery (for example, baked confectionery such as bread, cake, cookies, biscuits, chewing gum, chocolate, candy), dessert (for example, jelly, yogurt, ice cream), retort food, seasoning (for example, , Sauce, soup, dressing, mayonnaise, cream).
  • confectionery for example, baked confectionery such as bread, cake, cookies, biscuits, chewing gum, chocolate, candy
  • dessert for example, jelly, yogurt, ice cream
  • retort food for example, Sauce, soup, dressing, mayonnaise, cream
  • seasoning for example, , Sauce, soup, dressing, mayonnaise, cream.
  • the form of food / beverage products is not specifically limited, As long as it is a form which is easy to ingest, any of solid, powder, liquid, gel form, slurry form, etc. may be sufficient.
  • These foods and drinks include antioxidants, various esters, inorganic salts, pigments, emulsifiers, preservatives, seasonings, sweeteners, acidulants, gums, emulsifiers, oils, vitamins, amino acids, vegetable extracts, and nectar extracts.
  • antioxidants various esters, inorganic salts, pigments, emulsifiers, preservatives, seasonings, sweeteners, acidulants, gums, emulsifiers, oils, vitamins, amino acids, vegetable extracts, and nectar extracts.
  • pH adjusters, and quality stabilizers may be used alone or in combination of two or more.
  • beverages can be provided by filling normal packaging containers such as molded containers mainly composed of polyethylene terephthalate (so-called PET bottles), metal cans, paper containers combined with metal foil and plastic films, bottles, and the like. it can.
  • packaged beverages are manufactured under the sterilization conditions stipulated in applicable regulations (Food Sanitation Law in Japan) if they can be sterilized by heating after filling into containers such as metal cans. it can.
  • FDAS Food Sanitation Law in Japan
  • PET bottles and paper containers that cannot be sterilized by retort sterilize under the same conditions as above, for example, after sterilizing at high temperature and short time with a plate heat exchanger, etc.
  • the method can be adopted.
  • the mobile phase A solution was a distilled aqueous solution containing 0.1 mol / L of acetic acid
  • the B solution was an acetonitrile solution containing 0.1 mol / L of acetic acid
  • the sample injection amount was 20 ⁇ L
  • the UV detector wavelength was 280 nm.
  • Production Example 2 Manufacture of anion exchange resin having anion group derived from acetic acid
  • acetic acid type anion exchange resin A weakly basic anion exchange resin having an anion group (hereinafter referred to as “acetic acid type anion exchange resin”) was produced. Thereafter, the acetic acid type anion exchange resin was washed with 1200 g of water three times.
  • Example 1 4.5 g of a solid product of green tea extract pretreated with tannase (non-polymer catechin concentration of 30% by mass, gallate content in non-polymer catechins of 32% by mass, gallic acid concentration of 3.7% by mass), The mixture was thoroughly mixed with 100 g of a mass% ethanol aqueous solution and filtered with a filter paper. Subsequently, the concentration of the filtrate was adjusted with a 20% by mass aqueous ethanol solution so that the non-polymer catechins concentration was about 0.9% by mass to obtain a green tea extract containing the ethanol aqueous solution.
  • the green tea extract containing an aqueous ethanol solution had a non-polymer catechin concentration of 0.938% by mass, a gallate content in the non-polymer catechins of 32% by mass, and a gallic acid concentration of 0.116% by mass.
  • the ascorbic acid type anion exchange resin obtained in Production Example 1 was washed with a 20% by mass aqueous ethanol solution, 4 g of the washed ascorbic acid type anion exchange resin was collected, and 100 g of green tea extract containing this and the aqueous ethanol solution was collected. Were mixed at 25 ° C. and mixed and stirred for 120 minutes. Next, 97.6 g of a purified green tea extract was obtained by filtration.
  • the obtained purified green tea extract has a non-polymer catechin concentration of 0.675% by mass, a gallate content in the non-polymer catechins of 22% by mass, a gallic acid concentration of 0.045% by mass, and a gallic acid /
  • the mass ratio of non-polymer catechins was 0.067.
  • the yield of non-polymer catechins based on the green tea extract containing the aqueous ethanol solution was 71.9%, and the residual ratio of gallic acid based on the green tea extract containing the aqueous ethanol solution was 39.1%. It was.
  • the production conditions and analysis results of this example are shown in Table 1.
  • Example 2 A green tea extract containing an ethanol aqueous solution was prepared in the same manner as in Example 1 except that the 20 mass% ethanol aqueous solution was replaced with a 40 mass% ethanol aqueous solution, and 97.7 g of a purified green tea extract was obtained.
  • the obtained purified green tea extract has a non-polymer catechin concentration of 0.785% by mass, a gallate body ratio in the non-polymer catechins of 29% by mass, a gallic acid concentration of 0.050% by mass, gallic acid / The mass ratio of non-polymer catechins was 0.063.
  • the yield of non-polymer catechins based on a green tea extract containing an aqueous ethanol solution was 82.0%, and the residual ratio of gallic acid based on the green tea extract containing an aqueous ethanol solution was 42.5%. It was.
  • the production conditions and analysis results of this example are shown in Table 1.
  • Example 3 A green tea extract containing an ethanol aqueous solution was prepared in the same manner as in Example 1 except that the 20 mass% ethanol aqueous solution was changed to a 60 mass% ethanol aqueous solution, and 97.8 g of a purified green tea extract was obtained.
  • the obtained purified green tea extract has a non-polymer catechin concentration of 0.800% by mass, a gallate content in the non-polymer catechins of 30% by mass, a gallic acid concentration of 0.047% by mass, and a gallic acid /
  • the mass ratio of non-polymer catechins was 0.059.
  • Example 4 A green tea extract containing an ethanol aqueous solution was prepared in the same manner as in Example 1 except that the 20 mass% ethanol aqueous solution was changed to an 80 mass% ethanol aqueous solution, and 97.9 g of a purified green tea extract was obtained.
  • the obtained purified green tea extract has a non-polymer catechin concentration of 0.821% by mass, a gallate content in the non-polymer catechins of 32% by mass, a gallic acid concentration of 0.040% by mass, and gallic acid /
  • the mass ratio of non-polymer catechins was 0.049.
  • Comparative Example 1 97.6 g of a purified green tea extract was obtained in the same manner as in Example 1 except that the aqueous solution of the green tea extract was prepared by replacing the 20% by mass ethanol aqueous solution with water.
  • the obtained purified green tea extract has a non-polymer catechin concentration of 0.501% by mass, a gallate body ratio in the non-polymer catechins of 10% by mass, a gallic acid concentration of 0.038% by mass, a gallic acid / The mass ratio of non-polymer catechins was 0.076.
  • Comparative Example 2 An aqueous solution of the green tea extract was prepared in the same manner as in Comparative Example 1 except that the amount of the ascorbic acid type anion exchange resin was changed to 1 g with respect to 100 g of the green tea extract solution. 99.4 g was obtained.
  • the obtained purified green tea extract has a non-polymer catechin concentration of 0.793% by mass, a gallate content in the non-polymer catechins of 31.4% by mass, a gallic acid concentration of 0.087% by mass, and a gallic acid.
  • the mass ratio of acid / non-polymer catechins was 0.110.
  • Example 5 A green tea extract containing an aqueous ethanol solution was prepared in the same manner as in Example 4 except that the ascorbic acid type anion exchange resin was changed to 2 g of the acetic acid type anion exchange resin. 5 g was obtained.
  • the obtained purified green tea extract has a non-polymer catechin concentration of 0.690% by mass, a gallate content in the non-polymer catechins of 31.6% by mass, a gallic acid concentration of 0.014% by mass, and a gallic acid.
  • the mass ratio of acid / non-polymer catechins was 0.020.
  • Comparative Example 3 98.4 g of purified green tea extract was obtained in the same manner as in Example 5 except that the 80% by mass ethanol aqueous solution was replaced with water to prepare an aqueous solution of green tea extract.
  • the obtained purified green tea extract has a non-polymer catechin concentration of 0.685% by mass, a gallate content in the non-polymer catechins of 23.0% by mass, a gallic acid concentration of 0.060% by mass, The mass ratio of acid / non-polymer catechins was 0.088.
  • Example 6 80% by mass of 200 g of a green tea extract solid (non-polymer catechin concentration of 30% by mass, gallate content in non-polymer catechins of 32% by mass, gallic acid concentration of 3.7% by mass) previously treated with tannase
  • the mixture was sufficiently mixed with 800 g of an aqueous ethanol solution, and the precipitate was filtered with a filter paper.
  • the concentration of the filtrate was adjusted with an 80% by mass aqueous ethanol solution so that the non-polymer catechins concentration was 0.9% by mass to obtain a green tea extract containing the aqueous ethanol solution.
  • the green tea extract containing an aqueous ethanol solution had a non-polymer catechin concentration of 0.921% by mass, a gallate content in the non-polymer catechins of 32% by mass, and a gallic acid concentration of 0.097% by mass.
  • the ascorbic acid type anion exchange resin obtained in Production Example 1 was washed with an 80% by mass aqueous ethanol solution, and then 32.4 g of the washed anion exchange resin was packed in a column (column volume 40 mL). Next, 2600 g of green tea extract containing an aqueous ethanol solution was passed through the column at 25 ° C.
  • the obtained purified green tea extract has a non-polymer catechin concentration of 0.913% by mass, a gallate content in the non-polymer catechins of 32% by mass, a gallic acid concentration of 0.061% by mass, and a gallic acid /
  • the mass ratio of non-polymer catechins was 0.067.
  • the yield of non-polymer catechins based on a green tea extract containing an aqueous ethanol solution was 99.0%, and the residual ratio of gallic acid based on the green tea extract containing an aqueous ethanol solution was 62.8%. It was. Table 3 shows the production conditions and analysis results of this example.
  • Example 7 After obtaining 2600 g of a green tea extract containing an aqueous ethanol solution by the same operation as in Example 6, this was passed through a column filled with ascorbic acid type anion exchange resin under the same conditions as in Example 6. Next, the obtained permeate was passed through a column packed with 15.4 g of activated carbon (Kuraray Coal GLC, manufactured by Kuraray Chemical Co., Ltd.) at 25 ° C. to obtain 2559 g of a purified green tea extract.
  • activated carbon Karl-Coal GLC, manufactured by Kuraray Chemical Co., Ltd.
  • the obtained purified green tea extract has a non-polymer catechin concentration of 0.819% by mass, a gallate content in the non-polymer catechins of 31% by mass, a gallic acid concentration of 0.060% by mass, and a gallic acid /
  • the mass ratio of non-polymer catechins was 0.073.
  • the yield of non-polymer catechins based on the green tea extract containing the ethanol aqueous solution was 87.6%, and the residual rate of gallic acid based on the green tea extract containing the ethanol aqueous solution was 61.6%. It was.
  • Table 3 shows the production conditions and analysis results of this example.
  • Comparative Example 4 An aqueous solution of green tea extract was obtained in the same manner as in Example 6 except that the 80 wt% ethanol aqueous solution was replaced with water.
  • the aqueous solution of the obtained green tea extract had a non-polymer catechin concentration of 0.850% by mass, a gallate content in the non-polymer catechins of 31% by mass, and a gallic acid concentration of 0.103% by mass.
  • the aqueous solution of the green tea extract was passed through a column packed with ascorbic acid type anion exchange resin under the same conditions as in Example 6 to obtain 3900 g of a purified green tea extract.
  • the obtained purified green tea extract has a non-polymer catechin concentration of 0.731% by mass, a gallate body ratio in the non-polymer catechins of 31.0% by mass, a gallic acid concentration of 0.064% by mass, and a gallic acid.
  • the mass ratio of acid / non-polymer catechins was 0.088.
  • the yield of non-polymer catechins based on the aqueous solution of green tea extract was 86.0%, and the residual ratio of gallic acid based on the aqueous solution of green tea extract was 62.3%.
  • Table 3 shows the production conditions and analysis results of this comparative example.
  • the contact with the anion exchange resin in the presence of the organic solvent aqueous solution is not limited to the batch operation, and similarly, the non-polymer catechins can be recovered in a high yield even when passing through the column. It was confirmed that can be removed efficiently. Moreover, from the result of flavor evaluation, the acidity considered to be derived from gallic acid could be similarly reduced. Moreover, it was shown that the taste is further effectively reduced by treating the tea extract by combining contact with an anion exchange resin and contact with activated carbon in the presence of an organic solvent aqueous solution. The obtained purified tea extract was reduced in gallic acid, and the results of flavor evaluation confirmed that both sourness and egg taste were improved.

Landscapes

  • Life Sciences & Earth Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Food Science & Technology (AREA)
  • Polymers & Plastics (AREA)
  • Tea And Coffee (AREA)

Abstract

L'invention concerne un procédé permettant de produire un extrait de thé purifié, où il est possible tant pour le rendement de la catéchine non polymère que pour le taux d'élimination de l'acide gallique d'être à des niveaux élevés. Le procédé de production d'un extrait de thé purifié se caractérise en ce que l'extrait de thé contenant une solution aqueuse de solvant organique est amené au contact avec une résine échangeuse d'anions.
PCT/JP2010/071956 2009-12-09 2010-12-08 Procede de production d'extrait de the purifie WO2011071056A1 (fr)

Priority Applications (3)

Application Number Priority Date Filing Date Title
US13/514,828 US20120244255A1 (en) 2009-12-09 2010-12-08 Method for producing purified tea extract
CN201080055755.1A CN102655761B (zh) 2009-12-09 2010-12-08 精制茶提取物的制造方法
EP10835976.1A EP2510797B1 (fr) 2009-12-09 2010-12-08 Procede de production d'extrait de the purifie

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP2009279300A JP5336340B2 (ja) 2009-12-09 2009-12-09 精製茶抽出物の製造方法
JP2009-279300 2009-12-09

Publications (1)

Publication Number Publication Date
WO2011071056A1 true WO2011071056A1 (fr) 2011-06-16

Family

ID=44145600

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/JP2010/071956 WO2011071056A1 (fr) 2009-12-09 2010-12-08 Procede de production d'extrait de the purifie

Country Status (5)

Country Link
US (1) US20120244255A1 (fr)
EP (1) EP2510797B1 (fr)
JP (1) JP5336340B2 (fr)
CN (1) CN102655761B (fr)
WO (1) WO2011071056A1 (fr)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN109777843A (zh) * 2019-03-07 2019-05-21 广西壮族自治区中国科学院广西植物研究所 一种制备奎宁酸的新方法

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP5718272B2 (ja) * 2012-04-27 2015-05-13 株式会社 伊藤園 茶飲料の製造方法
JP6118888B1 (ja) * 2015-12-25 2017-04-19 株式会社サーフビバレッジ 茶抽出液の製造方法
CN111201027A (zh) * 2017-09-29 2020-05-26 富士胶片株式会社 纯化五层龙属植物萃取物的制造方法及纯化五层龙属植物萃取物
CN112654398A (zh) * 2018-08-06 2021-04-13 联合利华知识产权控股有限公司 局部组合物

Citations (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS59219384A (ja) 1983-05-30 1984-12-10 Mitsui Norin Kk 天然抗酸化剤の製造方法
JPH0420589A (ja) 1990-05-16 1992-01-24 Mitsui Norin Kk 茶ポリフェノールの製造方法
JPH05260907A (ja) 1992-03-17 1993-10-12 Mitsui Norin Kk 低カフェイン含量茶ポリフェノールの製造法
JPH05306279A (ja) 1992-04-07 1993-11-19 Shokuhin Sangyo High Separeeshiyon Syst Gijutsu Kenkyu Kumiai 茶カテキン類の製造方法およびその製造装置
JP2004321105A (ja) 2003-04-25 2004-11-18 Kao Corp タンナーゼ処理した緑茶抽出物
JP2005130809A (ja) 2003-10-31 2005-05-26 Asahi Soft Drinks Co Ltd 茶飲料の脱渋味処理方法及びその方法により得られた茶飲料
JP2007195458A (ja) 2006-01-26 2007-08-09 T Hasegawa Co Ltd 風味の改善された茶抽出処理物の製造方法
JP2008220202A (ja) 2007-03-09 2008-09-25 T Hasegawa Co Ltd 風味の改質された茶抽出処理物の製造方法
JP2009225728A (ja) * 2008-03-24 2009-10-08 Kao Corp 非重合体カテキン類含有精製緑茶抽出物の製造方法

Family Cites Families (18)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP4883837B2 (ja) * 1998-06-12 2012-02-22 ウォーターズ・テクノロジーズ・コーポレーション 固相抽出及びクロマトグラフィー用の新規なイオン交換多孔質樹脂
US6428818B1 (en) * 1999-03-30 2002-08-06 Purdue Research Foundation Tea catechin formulations and processes for making same
US7883734B2 (en) * 2002-10-28 2011-02-08 Kao Corporation Method of removing caffeine from caffeine-containing catechin compound composition
KR101202565B1 (ko) * 2003-12-02 2012-11-19 가오 가부시키가이샤 용기포장음료
CN1546485A (zh) * 2003-12-12 2004-11-17 贵州家诚药业有限责任公司 茶多酚混合物的分离方法
JP2005245307A (ja) * 2004-03-04 2005-09-15 Kurita Water Ind Ltd ポリフェノール類の分離方法
JP4690741B2 (ja) * 2005-02-22 2011-06-01 花王株式会社 非重合体カテキン類組成物の製造方法
JP4694974B2 (ja) * 2005-05-20 2011-06-08 花王株式会社 精製緑茶抽出物の製造方法
JP2007001893A (ja) * 2005-06-22 2007-01-11 Ito En Ltd カテキン組成物及びその製造方法
KR20070026005A (ko) * 2005-09-01 2007-03-08 카오카부시키가이샤 정제 녹차 추출물의 제조 방법
JP4751205B2 (ja) * 2005-11-25 2011-08-17 花王株式会社 精製緑茶抽出物の製造法
EP1989943B1 (fr) * 2006-03-02 2011-06-01 Kao Corporation Procede de production d'extrait de the purifie
JP4569965B2 (ja) * 2006-04-17 2010-10-27 花王株式会社 精製緑茶抽出物の製造法
JP4977523B2 (ja) * 2006-05-09 2012-07-18 花王株式会社 容器詰茶飲料
JP5140284B2 (ja) * 2006-05-16 2013-02-06 花王株式会社 容器詰飲料
WO2009047639A2 (fr) * 2007-07-23 2009-04-16 Keimyung University Industry Academic Cooperation Foundation Thé vert à teneur réduite en épicatéchines
KR20100055448A (ko) * 2007-09-05 2010-05-26 가오 가부시키가이샤 정제 차추출물의 제조방법
JP2009247215A (ja) * 2008-04-01 2009-10-29 Kao Corp 容器詰飲料

Patent Citations (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS59219384A (ja) 1983-05-30 1984-12-10 Mitsui Norin Kk 天然抗酸化剤の製造方法
JPH0420589A (ja) 1990-05-16 1992-01-24 Mitsui Norin Kk 茶ポリフェノールの製造方法
JPH05260907A (ja) 1992-03-17 1993-10-12 Mitsui Norin Kk 低カフェイン含量茶ポリフェノールの製造法
JPH05306279A (ja) 1992-04-07 1993-11-19 Shokuhin Sangyo High Separeeshiyon Syst Gijutsu Kenkyu Kumiai 茶カテキン類の製造方法およびその製造装置
JP2004321105A (ja) 2003-04-25 2004-11-18 Kao Corp タンナーゼ処理した緑茶抽出物
JP2005130809A (ja) 2003-10-31 2005-05-26 Asahi Soft Drinks Co Ltd 茶飲料の脱渋味処理方法及びその方法により得られた茶飲料
JP2007195458A (ja) 2006-01-26 2007-08-09 T Hasegawa Co Ltd 風味の改善された茶抽出処理物の製造方法
JP2008220202A (ja) 2007-03-09 2008-09-25 T Hasegawa Co Ltd 風味の改質された茶抽出処理物の製造方法
JP2009225728A (ja) * 2008-03-24 2009-10-08 Kao Corp 非重合体カテキン類含有精製緑茶抽出物の製造方法

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
See also references of EP2510797A4

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN109777843A (zh) * 2019-03-07 2019-05-21 广西壮族自治区中国科学院广西植物研究所 一种制备奎宁酸的新方法
CN109777843B (zh) * 2019-03-07 2021-12-10 广西壮族自治区中国科学院广西植物研究所 一种制备奎宁酸的方法

Also Published As

Publication number Publication date
CN102655761A (zh) 2012-09-05
JP5336340B2 (ja) 2013-11-06
US20120244255A1 (en) 2012-09-27
EP2510797A4 (fr) 2013-08-21
EP2510797A1 (fr) 2012-10-17
CN102655761B (zh) 2014-07-09
JP2011120499A (ja) 2011-06-23
EP2510797B1 (fr) 2014-06-11

Similar Documents

Publication Publication Date Title
JP4644058B2 (ja) 容器詰緑茶飲料
JP4739036B2 (ja) 風味の改善された茶抽出処理物の製造方法
JP5081028B2 (ja) 非重合体カテキン類含有精製緑茶抽出物の製造方法
JPWO2008081542A1 (ja) 茶抽出物
KR20080106217A (ko) 정제 차 추출물의 제조 방법
JP4327707B2 (ja) 非重合体カテキン類組成物の製造方法
JP5336340B2 (ja) 精製茶抽出物の製造方法
JP5162594B2 (ja) 精製茶抽出物の製造方法
JP5820110B2 (ja) 精製茶抽出物
JP4694921B2 (ja) 容器詰烏龍茶飲料
JP4242877B2 (ja) 緑茶抽出物の製造法
JP2004222592A (ja) 茶抽出液の製造法
JP4814528B2 (ja) 非重合体カテキン類組成物の製造方法
JP3638560B2 (ja) 半発酵茶飲料、発酵茶飲料の製造法
JP4694920B2 (ja) 容器詰紅茶飲料
JP5427499B2 (ja) 精製茶抽出物の製造方法
JP5820604B2 (ja) カテキン含有飲料の製造方法
JP4751113B2 (ja) 非重合体カテキン類組成物の製造方法
JP4242891B2 (ja) 精製茶抽出物の製造方法
JP4838999B2 (ja) 非重合体カテキン類組成物の製造方法
JP5185780B2 (ja) 精製茶抽出物
JP5480940B2 (ja) 非重合体カテキン類含有精製緑茶抽出物の製造方法
JP2011182696A (ja) 精製茶抽出物の製造方法
JP5307649B2 (ja) 精製茶抽出物の製造方法
JP2006333768A (ja) 茶抽出物

Legal Events

Date Code Title Description
WWE Wipo information: entry into national phase

Ref document number: 201080055755.1

Country of ref document: CN

121 Ep: the epo has been informed by wipo that ep was designated in this application

Ref document number: 10835976

Country of ref document: EP

Kind code of ref document: A1

WWE Wipo information: entry into national phase

Ref document number: 13514828

Country of ref document: US

Ref document number: 2010835976

Country of ref document: EP

NENP Non-entry into the national phase

Ref country code: DE