JP4206923B2 - Method for preparing aqueous turmeric pigment preparation - Google Patents

Description

  The present invention relates to a method for preparing an aqueous turmeric pigment preparation that can be effectively used for coloring an aqueous composition with a clear and high color value. The present invention also relates to a colored product prepared by coloring using the turmeric pigment preparation obtained by the preparation method, particularly an aqueous or acidic colored product. Furthermore, this invention relates to the method of suppressing generation | occurrence | production of the insoluble matter which arises when coloring an aqueous composition clearly and high color value using a turmeric pigment | dye, and coloring.

  Curcumin obtained from the rhizome of Curcuma Lomga L. is a natural yellow pigment that has been known for a long time. Curcumin is contained in the dried rhizome of turmeric at a ratio of 1 to 5% by weight, and the color of turmeric that exhibits a yellow color is mainly due to this curcumin. Curcumin has a vivid color tone among natural yellow pigments, has excellent heat resistance, oxidation resistance, and reduction resistance, and has excellent dyeing properties for animal and plant matter. It is a suitable dye.

  However, curcumin dissolves in hot water, animal and vegetable oils, glacial acetic acid, ethanol, propylene glycol, etc., but is poorly soluble in water (cold water and room temperature water). It was not easy to color yellow, and even when colored, the degree of coloring was low, and it was practically difficult to prepare a colored product having a high color value.

  Therefore, conventionally, as an aqueous turmeric pigment preparation, a solution (extracted solution) prepared by extracting turmeric powder prepared by pulverizing dried turmeric rhizomes with hydrous alcohol and removing the residue by solid-liquid separation has been used. Yes. Such an extraction solution is excellent in that it dissolves in a solution containing alcohol with a high color value, but in addition to the production of turmeric residue (waste) in the preparation process, the obtained extraction solution is a raw turmeric powder. Due to the bitterness and pungent components contained in the rice, it has a taste and odor peculiar to turmeric, and there is a problem that the use as a food coloring agent is particularly restricted. Furthermore, when this extraction solution is added to water and the alcohol concentration is lowered, there is a problem that the dye is precipitated with time, resulting in insolubilization.

Conventionally, various methods have been proposed as a method for preparing curcumin as a water-soluble pigment preparation. For example, Patent Document 1 discloses that an oily curcumin solution is filtered through activated carbon to remove an oil component, thereby obtaining a clear food color that does not cause turbidity during use. A yellow colorant for foods having a high affinity for water and oil can be prepared by dyeing liquid curcumin on a cellulosic cellulosic material and then pulverizing: Patent Document 3 describes curcumin and gelatin. A water-soluble curcumin complex capable of forming a very transparent yellow solution in water can be obtained by dissolving in a specific concentration of acetic acid aqueous solution: Patent Document 4 describes that water-soluble red curcumin is obtained under specific conditions. Transparent, water-soluble yellow with improved tinting power by complexing with polysaccharides or substrates consisting of water-soluble or water-dispersible proteins It discloses that curcumin complex can be obtained.
Japanese Patent Application Laid-Open No. 49-3069 JP 54-163866 A JP 59-125867 A Japanese Patent Laid-Open No. 03-97761

  An object of the present invention is to provide a method for preparing an aqueous turmeric pigment preparation which is soluble in an aqueous solvent and has improved coloring power (color development). More specifically, the present invention provides a method for preparing an aqueous turmeric pigment preparation that can be dissolved in an aqueous solvent with a high color value and can color an aqueous composition to a clear and desired color. Objective. Furthermore, the present invention provides a colored product, particularly an aqueous or acidic food or drink, colored using the aqueous turmeric pigment preparation prepared by the preparation method.

  It is another object of the present invention to provide a method of coloring an aqueous composition with a turmeric pigment preparation, preferably a method of coloring with high clarity and high color value. Furthermore, an object of this invention is to provide the method of suppressing the turbidity (insoluble matter) produced when a turmeric pigment | dye is mix | blended with the aqueous composition which became a problem conventionally.

  The inventors of the present invention have been diligently studying day and night in order to achieve the above object, and by dissolving curcumin in a polysorbate in advance and then mixing this mixed solution with an aqueous solvent, a solution having a clear and high color value. That the turmeric pigment preparation prepared by the above method is dissolved in water at a high concentration and exhibits a bright yellow color, and the turmeric pigment formulation is a yellow colorant for aqueous products. It was confirmed that it was extremely useful. In addition, the present inventors have found that the turmeric pigment preparation prepared by the method does not precipitate even under acidic conditions and has acid resistance. For example, lactic acid beverages, carbonated beverages or fruit juice beverages, and pickles It was confirmed that it is extremely useful as a coloring agent for acidic foods and beverages. The present invention has been completed based on such findings.

That is, this invention is the preparation method of the aqueous turmeric pigment | dye formulation hung up to the following items 1-7.
Item 1. A method for preparing an aqueous turmeric pigment preparation, comprising a step of mixing a solution of curcumin dissolved in polysorbate as an essentially only solubilizer with an aqueous solvent.
Item 2. Item 2. The method for preparing an aqueous turmeric pigment preparation according to Item 1, which comprises a step of mixing with an aqueous solvent and then allowing to stand as necessary, followed by solid-liquid separation to remove solids.
Item 3. Item 3. The method for preparing an aqueous turmeric pigment preparation according to Item 1 or 2, wherein the curcumin is dissolved in the polysorbate under heating conditions.
Item 4. Item 4. The method for preparing an aqueous turmeric pigment preparation according to any one of Items 1 to 3, wherein the polysorbate has an HLB value of 10 to 18.
Item 5. Item 5. The method for preparing an aqueous turmeric pigment preparation according to any one of Items 1 to 4, wherein the polysorbate has a melting point of -40 to 40 ° C.
Item 6. The preparation of the aqueous turmeric pigment preparation according to any one of Items 1 to 5, wherein the polysorbate is one selected from the group consisting of polysorbate 20, polysorbate 60, polysorbate 65, and polysorbate 80, or a combination of two or more thereof. Method.
Item 7. Item 7. The method for preparing an aqueous turmeric pigment preparation according to any one of Items 1 to 6, wherein the aqueous solvent is water, a lower alcohol, or a mixture thereof.

Moreover, this invention is a colored product formed by coloring with the aqueous turmeric pigment | dye formulation hung up to the following items 8-10.
Item 8. Item 8. A colored product obtained by coloring an aqueous turmeric pigment preparation prepared by the preparation method according to any one of Items 1 to 7.
Item 9. Item 9. The colored product according to Item 8, wherein the colored product is an aqueous food or drink.
Item 10. Item 10. The colored product according to Item 8 or 9, wherein the colored product is an acidic food or drink.

Furthermore, this invention is the coloring method by a turmeric pigment | dye hung up to the following items 11-12.
Item 11. The aqueous composition is colored using the aqueous turmeric pigment preparation prepared by the method according to any one of Items 1 to 7, and the aqueous composition is colored with a turmeric pigment in a clear and high color value. Method.
Item 12. Item 12. The method according to Item 11, wherein the aqueous composition is an acidic composition.

Furthermore, this invention is the method of suppressing the insoluble matter generation | occurrence | production at the time of mixing an aqueous composition and a turmeric pigment | dye listed in the following items 13-14.
Item 13. A method for suppressing the generation of insoluble matters when mixing an aqueous composition and a turmeric pigment, wherein the aqueous turmeric pigment formulation prepared by the method according to any one of Items 1 to 7 is used as the turmeric pigment.
Item 14. Item 14. The method according to Item 13, wherein the aqueous composition is an acidic product.

  The aqueous turmeric pigment preparation prepared by the method of the present invention is soluble in water or an aqueous solution and has a stable solubility. Furthermore, the aqueous turmeric pigment preparation can be prepared to have a high color value, and thus can exhibit excellent coloring power (color development). Therefore, the aqueous turmeric pigment preparation can be effectively used as a coloring agent for aqueous products such as foods, cosmetics, pharmaceuticals, quasi-drugs, and feeds prepared using water as one of the raw materials. . Further, the aqueous turmeric pigment preparation has stable solubility without causing insoluble matter (turbidity or precipitate) even under acidic conditions, and therefore, acidic food and drink that has been difficult in terms of stability with conventional turmeric pigments. It can also be used effectively for coloring foods such as lactic acid bacteria beverages, carbonated beverages, fruit beverages, acidic soft drinks or pickles.

(I) Method for Preparing Aqueous Turmeric Dye Formulation The method for preparing the aqueous turmeric pigment preparation of the present invention comprises a step of dissolving curcumin in polysorbate as a substantially only solubilizer and mixing the resulting curcumin solution with an aqueous solvent. It is characterized by providing.

  Here, the curcumin used as a raw material is not particularly limited, but usually, a turmeric powder obtained by pulverizing a dried rhizome of Curcuma longa LIINE, the turmeric powder is a suitable solvent (for example, ethanol, fats and oils, A crude curcumin or oleoresin obtained by extraction using propylene glycol, hexane, acetone, etc.) or a further purified curcumin may be used. When the aqueous turmeric pigment preparation to be prepared is used as a coloring agent for products that are orally ingested, such as foods and drinks, preferably curcumin prepared by extraction from turmeric powder with warm ethanol. It is preferable to use it. More preferably, it is desirable to use curcumin purified to such an extent that bitterness and hotness derived from turmeric powder and turmeric odor are reduced or eliminated. In addition, for convenience, commercially available curcumin powder can be used (for example, curcumin powder manufactured by Shinsight Co., Ltd.).

  In the process of the present invention, polysorbate is used as substantially the only solubilizer that dissolves curcumin. Here, the polysorbate is “substantially the only solubilizing agent that dissolves curcumin” means that the effects of the present invention (specifically, the solubility of curcumin in an aqueous solvent, preferably in addition to the solubility, can be obtained. This means that the stability (precipitating property) and solubility in aqueous compositions of the resulting aqueous turmeric pigment preparation can be achieved by using only polysorbate, and does not exclude the incorporation of other components. . Therefore, as long as the effects of the invention obtained by the polysorbate are not impaired, not only a single polysorbate but also a combination of other components in the polysorbate can be used as a solubilizer. That is, as long as the effect of the present invention can be obtained only by using polysorbate, a combination of other components with polysorbate is also referred to herein as “substantially the only solubilizer that dissolves curcumin”. Included in the category.

  Examples of the polysorbate include those having an HLB (hydrophilic lipophilic balance) value of 10 to 18, preferably 14 to 18, and more preferably 15 to 17. The polysorbate preferably has a melting point of 40 ° C. or lower, preferably −40 to 40 ° C., more preferably −25 to 35 ° C.

  Specifically, polysorbate 20, polysorbate 60, polysorbate 65, and polysorbate 80 are known as polysorbates. In the present invention, one or more of these polysorbates are selected so as to satisfy the above-described conditions. Can be used in combination. When used alone, polysorbate 20 and polysorbate 80 are preferred, and polysorbate 80 is more preferred.

  The ratio of the polysorbate used for dissolving curcumin is not particularly limited as long as curcumin is dissolved and an optically transparent solution is obtained. Specifically, the blending ratio of curcumin with respect to 10 parts by weight of polysorbate is 10,000 parts by weight or less, preferably 1-1000 parts by weight, more preferably 1-100 parts by weight, and further preferably 10-100 parts by weight. Can be converted from this ratio.

  The temperature condition employed when curcumin is dissolved in polysorbate is not particularly limited. Usually, it can be appropriately selected and adjusted from the range of 20 to 120 ° C. It is preferably dissolved under warming conditions. Specifically as heating conditions, 40-100 degreeC, Preferably 40-80 degreeC can be mentioned. The dissolution may be performed with stirring or may be performed in a stationary state.

  The solution thus obtained can then be mixed with an aqueous solvent to prepare a clear solution-like aqueous turmeric pigment preparation.

  Examples of the aqueous solvent used here include water, propylene glycol, lower alcohol, and a mixture thereof. Preferable is water, lower alcohol, or a mixed solution of water and lower alcohol, and more preferable is a mixed solution of water and lower alcohol. Although it does not restrict | limit especially as alcohol content rate of the liquid mixture of water and a lower alcohol, 1-90 volume%, Preferably 40-60 volume% can be mentioned.

  Here, the lower alcohol means an alcohol having 1 to 6 carbon atoms, preferably 1 to 4 carbon atoms. Preferred is ethanol or isopropyl alcohol, and more preferred is ethanol.

  The mixing ratio of the solution and the aqueous solvent is not particularly limited on condition that curcumin is dissolved in the aqueous solvent and can be dissolved to obtain an optically transparent solution. As a guideline, exemplify such a ratio that curcumin is contained in the dissolved aqueous turmeric pigment preparation in the range of 0.001 to 10% by weight, more preferably 0.01 to 1% by weight. Can do.

  In addition, when insoluble matter is produced by mixing the solution and aqueous solvent, after standing as necessary, the solid solution is separated by using a conventional solid-liquid separation method such as filtration or centrifugation. By removing the substances, it is possible to obtain a clear solution-like aqueous turmeric pigment preparation with high color value.

  The aqueous turmeric pigment preparation thus prepared is a clear solution having a yellow color. The aqueous turmeric pigment preparation is soluble in water and has stable solubility.

  Furthermore, the aqueous turmeric pigment preparation can have a high color value, preferably a color value (10%) of up to 170, more preferably up to 130, more preferably up to 100. In the present invention, the color value (10%) means the absorbance at the maximum absorption wavelength (near 425 nm) in the visible region of an aqueous solution containing the target aqueous turmeric pigment preparation, and the absorbance is 10 w / v%. It means a numerical value converted into the absorbance of the solution. Details will be described in the Examples section.

  For this reason, the aqueous turmeric pigment preparation prepared by the above method is effective as a coloring agent for aqueous products such as foods and drinks, cosmetics, pharmaceuticals and quasi drugs prepared using water as one of the raw materials. Can be used for In addition, the aqueous turmeric pigment preparation is soluble in water even under acidic conditions and has stable solubility, so that acidic foods and drinks that have been difficult from the viewpoint of stability, such as lactic acid bacteria beverages, carbonated beverages, and soft drinks. It can also be used effectively for coloring acidic beverages such as fruit drinks (including fruit juice drinks, fruit drinks, soft drinks containing fruit juice, carbonated drinks containing fruit juice), and tea-based drinks, and pickled foods.

  The aqueous turmeric pigment preparation may further contain an antioxidant, a chelating agent, a fragrance, or a thickening polysaccharide in addition to the above components. Examples of such thickening polysaccharides include dextrin, cyclodextrin, gum arabic, xanthan gum and guar gum.

  Further, the dye preparation is not particularly limited in its shape. For example, it may be in the solution state obtained above, or may be in a solid state such as a powder prepared according to a conventional method such as spray drying or freeze drying.

(II) Colored product The present invention provides a product colored using the aqueous turmeric pigment preparation prepared by the method described above as a colorant. By using the aqueous turmeric pigment preparation prepared by the above method as the turmeric pigment, the colored product has an effect that the product is colored uniformly bright yellow without causing turbidity (insolubilized matter or precipitate). In particular, if the colored product is clear, it can have the effect that it can be colored yellow without impairing its clarity.

  The “colored product” as used in the present invention includes various products that are colored using the aqueous turmeric pigment preparation prepared by the above method, specifically foods and drinks, cosmetics, pharmaceuticals, quasi drugs, and feeds. Is included. Preferably, it is an aqueous product prepared using water as one of the raw materials.

  Cosmetics targeted by the present invention include skin cosmetics containing pigments (lotions, emulsions, creams, etc.), lipsticks, sunscreen cosmetics, makeup cosmetics, etc .; as pharmaceuticals, various tablets containing pigments (coating containing pigments) Tablets (including tablets coated with pills), capsules (including soft capsules), drinks, troches, mouthwashes, ointments, creams, etc .; as quasi-drugs, toothpastes containing pigments, mouth fresheners Examples of feeds include cat foods containing pigments, dog foods, and other pet foods, and food for aquarium fish or farmed fish, but are not limited thereto.

  These various products such as cosmetics, pharmaceuticals, quasi-drugs, and feeds are prepared by the above-described method of the present invention as a coloring agent in any step of their production, or a pigment preparation containing the same. Can be produced according to conventional methods for various products.

  The foods and drinks targeted by the present invention are preferably water-based foods and drinks such as milk drinks, lactic acid bacteria drinks, carbonated drinks, fruit drinks (including fruit juice drinks, fruit juice soft drinks, fruit juice carbonated drinks, and meat drinks), Beverages such as vegetable drinks, vegetable / fruit drinks, alcoholic drinks, coffee drinks, powdered drinks, sports drinks, supplement drinks; tea drinks such as tea drinks, green tea, blended teas (above, "beverages"); custard pudding, Puddings such as milk pudding, pudding with fruit juice, desserts such as jelly, bavaroa and yoghurt; Frozen desserts such as milk ice cream, ice cream with soft juice and soft ice cream, ice candy; Gums such as chewing gum and bubble gum Gum, sugar-coated grain gum); other than coated chocolate such as marble chocolate, strawberry chocolate Chocolate such as blueberry chocolate and melon chocolate with added flavor; hard candy (including bonbon, butterball, marble, etc.), soft candy (including caramel, nougat, gummy candy, marshmallow, etc.), drop, toffee Caramels such as hard biscuits, cookies, rice cakes, rice crackers, and other baked confectionery (including desserts to baked confectionery) and soups such as consomme soup and potage soup Pickles, soy sauce pickles, salted pickles, miso pickles, pickled pickles, pickled pickles, pickled pickles such as pickled pickles, pickled pickles such as pickled pickles, fukujin pickled, shiba pickles, ginger pickled, pickled plum pickles; separate dressing, non-oil dressing, ketchup , Sauce, source, etc. ; Jams such as strawberry jam, blueberry jam, marmalade, apple jam, apricot jam, prasab; fruit wine such as red wine; fruit for processing syrup pickled cherries, apricots, apples, strawberries, peaches; ham, sausage, grilled pork Fish products such as butter, margarine, cheese, whipped cream; dairy and fat products; fish meat ham, fish sausage, fish surimi, salmon, bamboo rings, hampen, fried satsuma, date roll, whale bacon Noodles such as udon, cold wheat, somen, buckwheat, Chinese noodles, spaghetti, macaroni, rice noodles, harsame and wonton; various other prepared foods and various processed foods such as rice cake and rice bran.

  Preferred are various foods and drinks belonging to the beverages, confectionery, pickles, sauces and jams. More preferred are beverages, confectionery with fruit juice, pickles, sauces with fruit juice, and jams.

  As described above, the aqueous turmeric pigment preparation prepared by the above-described method of the present invention has stable solubility without causing insoluble matter even under acidic conditions. For this reason, it can be effectively used for coloring acidic foods and drinks. For example, lactic acid bacteria beverages, carbonated beverages, fruit beverages (including soft drinks with fruit juice, fruit juice beverages, carbonated drinks with fruit juices, and pulp drinks), vegetable beverages, vegetable / fruit beverages, and other acidic soft drinks (coffee beverages, tea-based beverages) Even if it is colored using the aqueous turmeric pigment preparation for acidic foods such as beverages, mineral water and near water), pickled foods, fruit juice dressings and jams etc. Has the effect of being colored yellow.

  The foods and drinks of the present invention are used in various foods and drinks, except for blending the aqueous turmeric pigment preparation prepared by the above-described method of the present invention or a pigment preparation containing the same as a coloring agent in any step of production. It can manufacture according to the manufacturing method of.

  The amount of the aqueous turmeric pigment preparation added to various products such as foods and drinks, cosmetics, pharmaceuticals, quasi drugs, and feeds is not particularly limited as long as the desired coloring can be achieved. By using an aqueous turmeric pigment preparation prepared by the method of the present invention, it is possible to color an aqueous product so that its color value (10%) is at most 10. The color value (10%) of the aqueous product can be variously selected and adjusted depending on the use and type of the product. In some cases, the color value is 10 or less, such as 1, 0.1 or 0.001. It can be set appropriately.

(III) Coloring method The present invention provides a method of coloring an aqueous composition with a turmeric dye as a colorant, preferably with a high color value.

  Such a method can be achieved by using the aqueous turmeric pigment preparation prepared by the above-described method of the present invention as the turmeric pigment. Here, “clearly colored” means that the aqueous composition can be colored so as not to be substantially turbid or insoluble, and “highly colored” means a conventionally known turmeric pigment preparation ( It means that it can be colored with a higher color value than when a conventional turmeric pigment preparation) is used. Here, as "conventional turmeric pigment preparation", the list of items in the existing additive list (May 23, 1996, Weihua 56th Ministry of Health and Welfare Ministry of Health, Health and Welfare Bureau notice "About the labeling of additives based on the Food Sanitation Law") Liquid turmeric pigment preparations obtained by extraction with water-containing ethanol according to the method described in Comparative Production Example 1 described later from powders of turmeric pigment prepared according to the base / production method of Attachment 1) can be given.

  In addition, the base and manufacturing method of the turmeric pigment is described as follows: “From dried rhizomes of Curcuma longa LINNE, warm ethanol, hot oil or propylene glycol, or room temperature to hot hexane or It is obtained by extraction with acetone. The main pigment is curcumin. It exhibits a yellow color. "

  Examples of the aqueous composition to be colored include various products such as food and drink, cosmetics, pharmaceuticals, quasi-drugs and feeds prepared using water as one of the raw materials. ). Preferred are foods and drinks, particularly various foods and drinks belonging to beverages, confectionery, pickles, sauces and jams.

  As described above, according to the aqueous turmeric pigment preparation prepared by the method of the present invention, it is possible to uniformly color an object to be colored without causing insoluble matter even under acidic conditions. Therefore, the coloring method of the present invention is also a method for uniformly coloring an aqueous composition, particularly an acidic composition, without precipitation of insoluble matter.

  For this reason, the coloring method of this invention can be used effectively for coloring of acidic food and drink. Examples of acidic foods and drinks include lactic acid bacteria beverages, carbonated beverages, fruit beverages (including fruit juice soft drinks, fruit juice drinks, fruit juice carbonated drinks, and flesh drinks), vegetable drinks, vegetable / fruit drinks, and acidic soft drinks. Examples include acidic beverages such as coffee beverages, tea-based beverages, mineral water, and near water, pickles, dressings with fruit juice, and jams.

  The amount of the aqueous turmeric pigment preparation used for coloring various aqueous compositions such as food, drink, cosmetics, pharmaceuticals, quasi-drugs, and feeds is particularly an amount that can achieve the desired coloration. Not limited. In general, the aqueous composition can be appropriately set and adjusted so that the color value (10%) of the aqueous composition is 10 at maximum. The color value (10%) of the aqueous composition can be variously selected and adjusted depending on the use and type of the composition. In some cases, the color number (10%) is in the range of 10 or less, for example, 1, 0.1 or 0.001. It can be set as appropriate.

(IV) Insoluble matter generation suppression method The present invention provides a method for suppressing the generation of insoluble matter when an aqueous composition and a turmeric pigment are mixed. Such a method can be achieved by using the aqueous turmeric pigment preparation prepared by the above-described method of the present invention as the turmeric pigment to be used. Examples of the aqueous composition include various products such as food and drink, cosmetics, pharmaceuticals, quasi-drugs and feeds prepared using water as one of the raw materials, the details of which are described in (II) That's right. Preferred are foods and drinks, particularly various foods and drinks belonging to beverages, confectionery, pickles, sauces and jams.

  As described above, according to the aqueous turmeric pigment preparation prepared by the method of the present invention, the generation of insoluble matters under acidic conditions can be significantly suppressed. Therefore, the present invention can be effectively used particularly as a method for suppressing the generation of insoluble matter when an acidic composition and a turmeric pigment are mixed. The acidic composition is preferably an acidic food or drink such as a lactic acid bacteria beverage, a carbonated beverage, a fruit beverage (including a soft drink with fruit juice, a fruit juice drink, a carbonated drink with fruit juice, a fruit drink, etc.), a vegetable drink, a vegetable / fruit Examples include beverages, acidic beverages such as acidic soft drinks (including coffee beverages, tea-based beverages, mineral water, and near water), pickles, dressings with fruit juice, and jams. In addition, although the usage-amount of the said aqueous turmeric pigment | dye formulation with respect to various aqueous compositions, such as food and drink, cosmetics, a pharmaceutical, a quasi-drug, or a feed, should just be a ratio which colors the said various aqueous composition to a desired color. The aqueous composition can be appropriately set and adjusted so that the color value (10%) of the aqueous composition is 10 at the maximum. The color value (10%) of the aqueous composition can be variously selected and adjusted depending on the use and type of the composition. In some cases, the color number (10%) is in the range of 10 or less, for example, 1, 0.1 or 0.001. It can be set as appropriate.

  In order to clarify the configuration and effects of the present invention, experimental examples, production examples, and examples are described below. However, the present invention is not affected by these examples.

  The turmeric pigment powder (curcumin purity of 90% or more, manufactured by San-Ei Gen FFI Co., Ltd.) used in the following experimental examples and production examples is listed in the list of existing additives (May 23, 1996) NS It is.

Experimental example 1
20 g of the solubilizer / emulsifier described in Table 1 was mixed with 1 g of turmeric pigment powder (manufactured by San-Ei Gen FFI Co., Ltd.) and stirred for 20 minutes while heating at 40 ° C. (1) A mixture of 95% ethanol and tap water (weight ratio 10: 9, ethanol content about 50% by volume), (2) A mixture of 95% ethanol and tap water 80 g each of liquid (weight ratio 3: 7, ethanol content about 25% by volume) or (3) tap water was added, stirred for 20 minutes at 40 ° C., and then allowed to stand for 60 minutes. For the control experiment, the powder of the turmeric pigment was blended with 1 g of 20 g of tap water and stirred for 20 minutes while heating at 40 ° C. In the same manner as above, (1) 50 vol% ethanol-containing aqueous solution, (2) 25 vol% ethanol-containing aqueous solution, or (3) tap water was added to each of the obtained liquid mixture, and the mixture was added at 40 ° C. for 20 minutes. After stirring, what was allowed to stand for 60 minutes was also prepared.

  Each test sample was allowed to stand at room temperature for 60 minutes, and then filtered through a filter paper having a pore diameter of 1 μm, and the color value of the filtrate was measured according to the following method.

<Measurement of color value>
About 1 g of a test sample is weighed, diluted with 99.5% ethanol to an absorbance of 0.3 to 0.7, and the absorbance at 425 nm is measured for the diluted solution. Calculate the color value (10%) of a test sample with a concentration of 10% by weight using the following formula:
Color value (10%) = (absorbance × dilution ratio × 10) / weighing (g).

  The results are shown in Table 2.

Experimental Example 2 Acid Resistance Test (1) Preparation of Test Sample 20 g of polysorbate 80 was mixed with 1 g of turmeric pigment powder (San-Eigen FFI Co., Ltd.) and stirred at 40 ° C. for 20 minutes. did. 80 g of a mixed solution of ethanol and water (ethanol content of about 50% by volume) was added to the obtained mixed solution, stirred for 20 minutes at 40 ° C., and then allowed to stand for 60 minutes. Thereafter, the mixture was filtered through a filter paper having a pore diameter of 1 μm, and the filtrate (about 100 g) was obtained as a solubilized turmeric pigment preparation.

  This is a separately prepared McIlvarine buffer (citrate-disodium phosphate buffer: pH 2.5, 3.0, 4.0, 5.0, 6.0 and 7.0), and the color value (10%) becomes 0.2. This was added as a test solution. For comparison, instead of the solubilized turmeric pigment preparation, cont. (No polysorbate: turmeric pigment preparation prepared using tap water instead of the polysorbate) and curcumin extract (current turmeric pigment preparation: As with the above, the extract obtained by alcohol extraction of the powder was added to McIlvarine buffer (pH 2.5, 3.0, 4.0, 5.0, 6.0 and 7.0) so that the color value (10%) was 0.2. Comparative test solutions were prepared.

(2) Acid resistance test About the said test solution and comparative test solution, the light absorbency in wavelength 425nm and 700nm was measured, and it stored for one day in the refrigerator (5 degreeC). After storage for one day, each test solution was filtered with a filter having a pore size of 0.5 μm, and the absorbance at a wavelength of 425 nm was measured again for the collected filtrate. The turbidity of the test solution was evaluated from the absorbance (700 nm) when preparing the test solution. Further, the dye residual ratio% was calculated from the absorbance at the time of preparing the test solution (425 nm) and the absorbance of the test solution after one day storage in the refrigerator (425 nm) according to the following formula:
Dye remaining rate (%) = absorbance after storage (425 nm) / absorbance at the time of preparation (425 nm) × 100.

  The results are shown in Table 3.

  As can be seen from the absorbance at a wavelength of 700 nm, which shows the turbidity of the solution, the test solution prepared for comparison is cloudy with the pigment precipitated during preparation, whereas the test solution prepared with the solubilized turmeric pigment formulation is Regardless of the pH, the dye was solubilized and clear under any pH condition. In addition, the pigment residual ratio after storage and filtering for one day was 10% or less for all of the comparative test solutions, whereas the pigment residual ratio of the test solution prepared with the solubilized turmeric pigment preparation was Regardless (pH 2.5-7), all were 80% or more. From this, it can be seen that the solubilized turmeric pigment preparation prepared by the method of the present invention does not depend on pH and dissolves stably at a high color value even under acidic conditions.

Production Example 1
20 g of polysorbate was added to 1 g of turmeric pigment powder (manufactured by San-Ei Gen FFI Co., Ltd.) and stirred for 20 minutes while heating at 40 ° C. 80 g of a mixed solution of 95% by volume ethanol and tap water (weight ratio 10: 9, ethanol content about 50% by volume) was added to the obtained mixed solution, and the mixture was stirred at 40 ° C. for 20 minutes. After leaving still at room temperature for 60 minutes, it filtered with the filter paper of the hole diameter of 1 micrometer, and obtained the filtrate (about 100g) as the solubilized turmeric pigment preparation (A) (liquid, color value (10%) = 160).

Production Example 2
30 g of dextrin is added to the solubilized turmeric pigment preparation (A) (about 100 g) prepared by the method described in Production Example 1, and this is then spray-dried with a spray dryer, solubilized turmeric pigment powder product (A ′) Was prepared.

Comparative production example 1
100 g of a mixed solution of 95% ethanol by volume and tap water (weight ratio 10: 9, ethanol content about 50% by volume) is added to 1 g of turmeric pigment powder (San-Eigen FFI Co., Ltd.) The mixture was stirred at 40 ° C. for 20 minutes. After leaving still at room temperature for 60 minutes, it filtered with the filter paper of the hole diameter of 1 micrometer, and obtained the filtrate (about 100g) as the conventional turmeric pigment preparation (B) (liquid, color value (10%) = 40).

Comparative production example 2
30 g of dextrin is added to the conventional turmeric pigment preparation (B) (about 100 g) prepared by the method described in Comparative Production Example 1, and then spray-dried with a spray drier to form a conventional turmeric pigment formulation ( B ′) (solid powder) was prepared.

Example 1 Shaved Ice Syrup Solution (1) Preparation of Shaved Ice Syrup Solution Using the solubilized turmeric pigment preparation (A) obtained in Production Example 1, a shaved ice syrup solution (present syrup solution) was prepared.

(Formulation of shaved ice syrup solution)
Liquid sugar 65.0 g
3.0 g sugar
0.25g of citric acid
Carrageenan 0.3 g
0.15 g of salt
Solubilized turmeric pigment preparation (A) 0.2 g
31.1 g of water
Total 100.00g.

  As the comparative shaved ice syrup solution, the conventional turmeric pigment preparation (B) prepared in Comparative Production Example 1 was used instead of the solubilized turmeric pigment preparation (A), and the shaved ice syrup solution (comparative syrup solution) was used. ) Was prepared. However, 0.8 g of the conventional turmeric pigment preparation (B) was used so that the color value was the same as that of the syrup solution of the present invention, and the amount of water was reduced accordingly.

(2) Appearance of shaved ice syrup solution After the above shaved ice syrup solution (the syrup solution of the present invention and comparative syrup solution) was stored at 5 ° C. for 1 day, the appearance (hue, presence / absence of turbidity and degree) was visually observed. Compared. Furthermore, each of these syrup solutions was filtered through a 0.5 μ filter, and the obtained filtrates were visually observed for color intensity, and the two were compared. The results are shown in Table 4.

  As shown in Table 4, the shaved ice syrup solution prepared using the solubilized turmeric pigment preparation (A) (the syrup solution of the present invention) was prepared using the conventional turmeric pigment preparation (B). Compared with the comparative syrup solution), it exhibited a bright yellow color, was free of turbidity and precipitates, and was extremely excellent in terms of hue and clarity.

  Furthermore, with respect to the color intensity, the comparative syrup filtrate was significantly thinner than the syrup filtrate of the present invention. This is considered to be due to the co-precipitation of the comparative syrup solution prepared with the conventional turmeric pigment preparation (B) with other precipitates. In order to make the color density of the filtrate of the comparative syrup solution the same as that of the filtrate of the syrup solution of the present invention, the conventional turmeric pigment preparation (B) is further increased by 1.2 to 2 times the amount. It was necessary to add. From this, it can be seen that the solubilized turmeric pigment preparation (A) is about 1.2 to 2 times more colored than the conventional turmeric pigment formulation (B).

Example 2 Pineapple Sorbet (1) Preparation of Pineapple Sherbet Using the solubilized turmeric pigment powder product (A ′) prepared in Production Example 2, a pineapple sherbet (present invention sherbet) was prepared.

(Pineapple sherbet prescription)
15.0g of sugar
Powdered water tank 7.5g
Hardened coconut oil 1.0g
Nonfat dry milk 1.0g
1/5 concentrated pineapple juice 4.0g
Pineapple flavor 0.1g
Solubilized turmeric pigment powder (A ') 0.2g
86.2 g of water
Total 100.0g.

  As a comparative pineapple sherbet, using the conventional turmeric pigment powder product (B ′) prepared in Comparative Production Example 2 instead of the solubilized turmeric pigment powder product (A ′), the pineapple sherbet (comparison) Sherbet) was prepared. However, 0.8 g of the conventional turmeric pigment powder product (B ′) was used so that the same color value as the sherbet of the present invention was used, and the amount of water was reduced accordingly.

(2) Appearance of sherbet The above pineapple sherbet (the present sherbet, comparative sherbet),
After storage at 4 ° C. for 1 hour, the appearance (hue and coloring uniformity) was visually observed and compared. The results are shown in Table 5.

  As a result, the pineapple sherbet (invented sherbet) prepared using the solubilized turmeric pigment powder product (A ′) is the pineapple sherbet (comparative sherbet) prepared using the conventional turmeric pigment preparation powder product (B ′). Compared to the above, it had a clear yellow color, excellent color development, and was uniformly colored.

Example 3 Lemon beverage Using the solubilized turmeric pigment preparation (A) obtained in Production Example 1, a lemon beverage (present beverage) was prepared.
(Lemon drink formulation)
Fructose dextrose liquid sugar 30.0g
10.0g sugar
Citric acid 0.4g
1/5 lemon juice 4.4g
Lemon flavor 0.2g
Solubilized turmeric pigment preparation (A) 0.2g
54.8g of water
Total 100.0g.

  As a comparative lemon beverage, a lemon beverage (comparative beverage) was prepared using the conventional turmeric pigment formulation (B) prepared in Comparative Production Example 1 instead of the solubilized turmeric pigment formulation (A). did. However, 0.8 g of the conventional turmeric pigment preparation (B) was used so that the same color value as that of the beverage of the present invention was used, and the amount of water was reduced accordingly.

(2) Appearance of lemon beverage After the above lemon beverage (the beverage of the present invention and comparative beverage) was stored in the dark for 7 days, the appearance (hue, presence or absence of turbidity and degree) was visually observed and compared. The results are shown in Table 6.

  As can be seen from Table 6, the lemon beverage prepared using the solubilized turmeric pigment preparation (A) (the beverage according to the present invention) is the lemon beverage prepared using the conventional turmeric pigment formulation (B) (comparative beverage). Compared with No. 1, it was excellent in that it had a bright yellow color and excellent color developability, and was free of turbidity and precipitation.

Example 4 Lemon gum Lemon gum was prepared using the solubilized turmeric pigment preparation (A) prepared in Production Example 1. Specifically, materials other than the solubilized turmeric pigment preparation (A) shown in the following formulation are mixed while heating, and the solubilized turmeric pigment formulation (A) is added thereto, and then formed into a plate shape with a rolling roller. The lemon gum (the present invention gum) was made by cutting.
(Lemon gum formula)
Gum base 100 g
Purified glucose 72 g
100 g powdered sugar
Citric acid 0.5 g
Lemon flavor 0.15g
Solubilized turmeric pigment preparation (A) 0.2 g.

  As a comparative lemon gum, lemon gum (comparative gum) was prepared using the conventional turmeric pigment preparation (B) prepared in Comparative Production Example 1 instead of the solubilized turmeric pigment preparation (A). However, 0.8 g of the conventional turmeric pigment preparation (B) was used so as to have the same color value as the gum of the present invention.

(2) Appearance of Lemon Gum With respect to the above lemon gum (present invention gum, comparative gum), the appearance (hue and coloring uniformity) was visually observed and compared. The results are shown in Table 7.

  As shown in Table 7, lemon gum prepared using the solubilized turmeric pigment preparation (A) (the gum of the present invention) is compared with lemon gum (comparative gum) prepared using the conventional turmeric pigment preparation (B). A bright yellow color was exhibited. The gum of the present invention was uniformly mixed, whereas the comparative gum was non-uniform because the pigment was precipitated and not uniformly mixed. From this, it can be seen that according to the solubilized turmeric pigment preparation (A), the object can be uniformly colored (excellent color uniformity) as compared with the conventional turmeric pigment formulation (B).

Example 5 Fruit Jelly A fruit jelly was prepared using the solubilized turmeric pigment powder product (A ′) obtained in Production Example 2. Specifically, the materials shown in the following formulation were blended, heated and dissolved at 80 ° C. for 10 minutes, filled into a cup, and cooled at 5 ° C. for 1 hour to produce a fruit jelly (present invention jelly).
(Prescription of fruit jelly [pineapple jelly]
Fructose dextrose liquid sugar (75%) 20.0g
1/5 concentrated pineapple juice 4.0g
Carrageenan 1.0g
Citric acid 0.2g
Pineapple essence 0.1g
Solubilized turmeric pigment powder (A ') 0.1g
74.6 g water.

  As a comparative fruit jelly, using the conventional turmeric pigment powder product (B ′) prepared in Comparative Production Example 2 instead of the solubilized turmeric pigment powder product (A ′), the fruit jelly (comparison) Jelly) was prepared. However, 0.4 g of the conventional turmeric pigment powder product (B ′) was used so as to have the same color value as the jelly of the present invention.

(2) Appearance of fruit jelly The above-mentioned fruit jelly (present invention jelly, comparative jelly) was stored at 4 ° C. for 7 days, and then the appearance (hue, presence / absence and degree of turbidity) was visually observed and compared. The results are shown in Table 8.

  As can be seen from Table 8, the fruit jelly prepared using the solubilized turmeric pigment powder product (A ′) has a bright yellow color and excellent color developability compared to the conventional turmeric pigment powder product (B ′). And no turbidity or suspended matter.

Example 6 Hard Candy A hard candy was prepared using the solubilized turmeric pigment preparation (A) prepared in Production Example 1. Specifically, a mixture of 20 g of water, 60 g of sugar and 40 g of syrup is heated and dissolved to 150 ° C., boiled to 100 g, cooled to 120 ° C., and then 0.1 g of the solubilized turmeric pigment preparation (A), 0.5 g of citric acid and 0.15 g of lemon flavor were added, and after molding, the mixture was cooled to room temperature to produce a hard candy (the present candy).

  As a comparative hard candy, a hard candy (comparative candy) is prepared using the conventional turmeric pigment preparation (B) prepared in Comparative Production Example 1 in place of the solubilized turmeric pigment preparation (A). did. However, 0.4 g of the conventional turmeric pigment preparation (B) was used so as to have the same color value as the candy of the present invention.

(2) Appearance of hard candy The above-mentioned hard candy (the present candy, comparative candy) was stored at 25 ° C. for 7 days, and then the appearance (hue, state) was visually observed to compare the two. The results are shown in Table 9.

  As shown in Table 9, the hard candy prepared using the solubilized turmeric pigment preparation (A) (the candy of the present invention) is the hard candy prepared using the conventional turmeric pigment preparation (B) (comparative candy). Compared with, it had a clear and clear yellow color. In addition, when preparing the hard candy, the solubilized turmeric pigment preparation (A) was uniformly mixed with the material in a short time, whereas the conventional turmeric pigment preparation (B) took a long time to mix with the material, The color was bad. Thus, the solubilized turmeric pigment preparation (A) was superior in color uniformity and color development than the conventional turmeric pigment formulation (B).

Example 7
Using the solubilized turmeric pigment preparation (A) prepared in Production Example 1, a soup-flavored soup was prepared according to the following formulation.
(Salmon-flavored takuwan formula)
Fructose dextrose liquid sugar 15.0 g
9.5 g of salt
Skipjack extract 1.0 g
Solubilized turmeric pigment powder (A ') 0.2 g
74.3 g of water
Daikon radish 10.0 g
Total 100.00g.

  For comparison, as in the above, using the conventional turmeric pigment powder product (B ′) prepared in Comparative Production Example 2 instead of the solubilized turmeric pigment powder product (A ′), Takuwan) was prepared. However, 0.8 g of the conventional turmeric pigment powder product (B ′) was used so as to have the same color value as that of the present invention.

(2) Appearance of takuwan The takuwan (invention takuwan, comparative takuwan) was stored at 25 ° C. for 7 days, and then the appearance (color of the takuwan surface, uniformity of coloring) and dye penetration were visually observed. Observe and compare the two. The dye permeability was evaluated by slicing colored soot and observing the penetration of the dye into the inside of the cut surface with the naked eye.

  The results are shown in Table 10.

  As can be seen from Table 10, takuwan prepared using the solubilized turmeric pigment preparation (A) (takuwan of the present invention) was prepared using the conventional turmeric pigment preparation (B). Compared with Wan), the surface color was slightly light, but it was clear and uniform yellow. In addition, the coloration of takuwan (comparative takuwan) prepared using the conventional turmeric pigment preparation (B) was only the surface and the color did not penetrate to the inside, whereas the solubilized turmeric pigment preparation (A) The takuwan prepared according to the present invention (the takuwan of the present invention) was uniformly colored as the dye penetrated deeply into the inside.

Example 8 Lemon dressing Using the solubilized turmeric pigment preparation (A) prepared in Production Example 1, a lemon dressing (present dressing) was prepared according to the following formulation.
(Prescription for lemon dressing)
Brewing vinegar 5.0g
3.0g sugar
2.6g salt
Soy sauce 5.0g
Apple cider vinegar 5.0g
Lemon juice 3.0g
Sodium glutamate 0.5g
Comb extract 1.0g
Skipjack extract 1.0 g
Plum meat 3.0g
Lemon oil 0.05g
Malic acid 0.4g
Solubilized turmeric pigment preparation (A) 0.2g
30.25g of water
Corn salad oil 40.0 g
Total 100.00g.

  As a comparative lemon dressing, a lemon dressing (comparative dressing) is prepared using the conventional turmeric pigment preparation (B) prepared in Comparative Production Example 1 instead of the solubilized turmeric pigment preparation (A) in the same manner as described above. did. However, 0.8 g of the conventional turmeric pigment preparation (B) was used so as to have the same color value as the dressing of the present invention.

(2) Lemon dressing appearance The above lemon dressing (present dressing, comparative dressing) was stored at 4 ° C. for 7 days, and then the appearance (color, uniformity of coloring, presence / absence of precipitation) was visually observed and compared. . The results are shown in Table 11.

  As shown in Table 11, the dressing prepared using the solubilized turmeric pigment preparation (A) (the dressing of the present invention) is compared with the dressing prepared using the conventional turmeric pigment preparation (B) (comparative dressing). It had a clear yellow color. The comparative dressing was non-uniform because the pigment precipitated and floated, but the dressing of the present invention was uniformly mixed and excellent in coloring uniformity.

  The aqueous turmeric pigment preparation prepared by the method of the present invention is soluble in water or an aqueous solution and has a stable solubility. Furthermore, the aqueous turmeric pigment preparation can be prepared to have a high color value, and thus can exhibit excellent coloring power (color development). Therefore, the aqueous turmeric pigment preparation can be effectively used as a coloring agent for aqueous products such as foods, cosmetics, pharmaceuticals, quasi-drugs, and feeds prepared using water as one of the raw materials. . Further, the aqueous turmeric pigment preparation has stable solubility without causing insoluble matter (turbidity or precipitate) even under acidic conditions, and therefore, acidic food and drink that has been difficult in terms of stability with conventional turmeric pigments. It can also be used effectively for coloring foods such as lactic acid bacteria beverages, carbonated beverages, fruit beverages, acidic soft drinks or pickles.

Claims (15)

A method for preparing an aqueous turmeric pigment preparation, comprising a step of mixing a solution of curcumin dissolved in polysorbate as a solubilizer with an aqueous solvent. The method for preparing an aqueous turmeric pigment preparation according to claim 1, which comprises the steps of mixing with an aqueous solvent, allowing to stand as needed, and then solid-liquid separation to remove the solid matter. The method for preparing an aqueous turmeric pigment preparation according to claim 1 or 2, wherein the dissolution of curcumin in polysorbate is carried out under warming conditions. The method for preparing an aqueous turmeric pigment preparation according to any one of claims 1 to 3, wherein the polysorbate has an HLB value of 10 to 18. The method for preparing an aqueous turmeric pigment preparation according to any one of claims 1 to 4, wherein the polysorbate has a melting point of -40 to 40 ° C. The aqueous turmeric pigment preparation according to any one of claims 1 to 5, wherein the polysorbate is one selected from the group consisting of polysorbate 20, polysorbate 60, polysorbate 65, and polysorbate 80, or a combination of two or more thereof. Preparation method. The method for preparing an aqueous turmeric pigment preparation according to any one of claims 1 to 6, wherein the aqueous solvent is water, a lower alcohol, or a mixture thereof. The method for preparing an aqueous turmeric pigment preparation according to any one of claims 1 to 7, wherein the aqueous turmeric pigment formulation is for coloring an aqueous composition. A colored product obtained by coloring the aqueous turmeric pigment preparation prepared by the preparation method according to any one of claims 1 to 8. The colored product according to claim 9, wherein the colored product is an aqueous food or drink. The colored product according to claim 9, wherein the colored product is an acidic food or drink. The aqueous composition is colored using the aqueous turmeric pigment preparation prepared by the method according to any one of claims 1 to 8, and the aqueous composition is colored with a turmeric pigment in a clear and high color value. how to. 13. A method according to claim 12, wherein the aqueous composition is an acidic composition. A method for suppressing the generation of insoluble matter when mixing an aqueous composition and a turmeric pigment, wherein the aqueous turmeric pigment preparation prepared by the method according to any one of claims 1 to 8 is used as the turmeric pigment. . 15. A method according to claim 14, wherein the aqueous composition is an acidic product.