WO2009122828A1 - Granule of powder coated with oil-and-fat - Google Patents
Granule of powder coated with oil-and-fat Download PDFInfo
- Publication number
- WO2009122828A1 WO2009122828A1 PCT/JP2009/053494 JP2009053494W WO2009122828A1 WO 2009122828 A1 WO2009122828 A1 WO 2009122828A1 JP 2009053494 W JP2009053494 W JP 2009053494W WO 2009122828 A1 WO2009122828 A1 WO 2009122828A1
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- WIPO (PCT)
- Prior art keywords
- oil
- granule
- powder
- emulsifier
- oil coating
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Classifications
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- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
- A23L5/00—Preparation or treatment of foods or foodstuffs, in general; Food or foodstuffs obtained thereby; Materials therefor
- A23L5/20—Removal of unwanted matter, e.g. deodorisation or detoxification
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- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23P—SHAPING OR WORKING OF FOODSTUFFS, NOT FULLY COVERED BY A SINGLE OTHER SUBCLASS
- A23P10/00—Shaping or working of foodstuffs characterised by the products
- A23P10/20—Agglomerating; Granulating; Tabletting
- A23P10/22—Agglomeration or granulation with pulverisation of solid particles, e.g. in a free-falling curtain
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- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23P—SHAPING OR WORKING OF FOODSTUFFS, NOT FULLY COVERED BY A SINGLE OTHER SUBCLASS
- A23P10/00—Shaping or working of foodstuffs characterised by the products
- A23P10/20—Agglomerating; Granulating; Tabletting
- A23P10/25—Agglomeration or granulation by extrusion or by pressing, e.g. through small holes, through sieves or between surfaces
Definitions
- the present invention relates to a method of granulating oil-coated powder and a granule containing the oil-coated powder obtained by the method and excellent in masking of taste and odor.
- granule-type foods tend to feel the unique flavor of the material directly on the tongue. Therefore, it is often difficult to continue daily intake of granules containing materials having a taste unfavorable for human beings such as bitterness and astringency, because they are accompanied by discomfort.
- Patent Document 1 describes a chitosan-containing composition containing 0.005 to 50 parts of one or more selected from trehalose, erythritol, lactitol, palatinit and xylitol with respect to 1 part by weight of chitosan. Improved unpleasant taste, unpleasant odor and / or precipitation.
- Patent Document 2 a mixture containing an unpleasant tasting drug, a waxy component, a water-soluble binder and a water-swellable disintegrant is wet-granulated using water, and then heated at a temperature equal to or higher than the melting point of the waxy component.
- a method for producing a granule with improved taste is disclosed.
- Patent Document 3 discloses a method for producing an ⁇ -lipoic acid oil-coated powder.
- JP 2001-316271 A Japanese Patent Laid-Open No. 7-188058 JP 2006-325542 A
- the powder is coated with fats and oils, the flavor can be remarkably improved. Therefore, if the oil-coated powder can be granulated, there is a possibility that the above-mentioned problems of the granules can be solved.
- this granulation has the following problems. That is, granulation is often performed using an aqueous liquid containing a binder, but the aqueous liquid is repelled by the oil and fat coating due to the water repellency of the oil and fat. It was difficult to mold (granulate) into granules.
- the object of the present invention is to provide a means that enables the fat-coated powder to be granulated while maintaining its properties, for example, excellent masking properties and stabilization properties, thereby providing bitterness of off-flavor ingredients.
- An object of the present invention is to provide a granule having an excellent flavor during drinking by reducing unpleasant flavor such as astringency.
- the present inventor applied an oil / fat coating to an off-flavor component and granulated it using an emulsifier and a binder, for example, while spraying a liquid containing the emulsifier. It discovered that the granule of the fat-and-oil coating powder excellent in the flavor at the time of drinking can be obtained by granulating, and completed this invention.
- the present invention relates to the following.
- Granules containing oil coating powder obtained by granulating raw material powder containing oil coating powder using a binder and an emulsifier. 2.
- the granule according to any one of 1 to 3 wherein the content of the emulsifier is 0.0001 to 1% by weight based on the granule. 5).
- the granule according to any one of 1 to 4 wherein the granulation method is a fluidized bed granulation method. 6).
- the granule according to any one of 1 to 8 wherein the amount of the oil coating agent is 1 to 80% by weight of the oil coating powder.
- 12 A method for producing a granule, comprising granulating a raw material powder containing an oil coating powder using a binder and an emulsifier. 13. 13. The production method according to 12, wherein the raw material powder is sprayed with a binding liquid containing an emulsifier during granulation. 14 14. The production method according to 12 or 13, wherein the emulsifier has an HLB value of 3 to 14. 15. 15. The production method according to any one of 12 to 14, wherein the granulation method is a fluidized bed granulation method.
- An excellent granule having the characteristics of a granule that is easy to ingest compared to the tablet type and masking unpleasant flavors such as bitterness and astringency of off-flavor ingredients is provided.
- the present invention relates to a granule containing an oil-coated powder obtained by granulating a powder coated with an oil.
- granule containing an oil coating powder refers to a granulated product of an oil coating powder, or a granule in which one or more oil coating powder particles are contained in the granule particles. means.
- Oil coating is a processing method of coating a solid or powdered core material with an oil component as a coating agent, and effects such as masking of the core material and stability improvement can be expected.
- oil and fat coating There are various methods for oil and fat coating. For example, a method is known in which an oil or fat component as a coating agent is heated to a temperature equal to or higher than its melting point, and the melt is sprayed or dropped on a core material and cooled to obtain an oil or fat component coating.
- a method is also known in which fat and oil particles and a core material are mixed and the fat and oil particles are coated on the core material by energy at the time of collision. These techniques are described in Patent Document 3, for example.
- an off-flavor component as the core material is preferable because it can mask the unpleasant taste of the off-flavor component.
- the present invention can be suitably used for a physiologically active ingredient having an unpleasant taste that has an unpleasant flavor such as bitterness and astringency and is difficult to take in an unformulated form.
- off-flavor components that can be used in the present invention include vitamins, glucosamine, chondroitin (may be shark cartilage powder containing the same), enzyme-treated rutin, astaxanthin, coenzyme Q10, and the like.
- a liquid off-flavor component may be used, but it is preferable to use a physiologically active substance having a solid powder-like off-taste that can easily form granules. There is no restriction
- oils and oils including hardened oil, higher alcohol, higher fatty acid, vegetable or animal fat, wax, polyethylene glycol and the like can be used.
- hardened oil examples include hardened castor oil, hardened soybean oil, and hardened rapeseed oil.
- higher alcohols include stearyl alcohol and cetanol.
- Vegetable or animal oils include lard, beef tallow, chicken fat, whale oil, tuna oil, sardine oil, mackerel oil, saury oil, bonito oil, palm oil, perilla oil, sesame oil, cocoa butter, peanut oil, palm Oil, evening primrose oil, borage oil, jojoba oil, milk fat, butter and the like.
- the coating agent is desirably an extremely hardened oil having a high melting point.
- Extremely hardened oil refers to oil made from soybean oil, rapeseed oil, corn oil, palm oil, etc., and hydrogenated until the iodine value is 10 or less and the melting point is 50 ° C. or more.
- an extremely hardened oil of rapeseed oil containing 20-60% erucic acid in the constituent fatty acid is particularly preferable.
- the content of the oil / fat coating agent is 1 to 80% by weight of the oil / fat coating powder, preferably 1 to 50% by weight, and more preferably 5 to 25% by weight.
- the binder for granulation is not particularly limited, and for example, hydroxypropylcellulose, hydroxypropylmethylcellulose, methylcellulose, carboxymethylcellulose, pullulan, starch, dextrin, guar gum, guar gum degradation product, and xylooligosaccharide can be used.
- the blending amount of the binder is preferably 0.01 to 5% by weight or less, and particularly preferably 0.05 to 2% by weight or less of the obtained granule since a granule having an appropriate degree of granulation can be obtained.
- the method for adding the binder is not particularly limited, but preferably, a binding liquid obtained by mixing, dispersing or dissolving in water is added to the powder.
- the binding solution is sprayed onto the oil coating powder. In this case, if necessary, the solution is heated to dissolve the binding solution and then sprayed. Or after adding one part or all part to fat coating powder, you may spray water.
- the emulsifier used in the method of the present invention may be liquid, solid, or powder, and examples thereof include sucrose fatty acid ester, propylene glycol fatty acid ester, sorbitan fatty acid ester, and lecithin.
- the HLB value of the emulsifier is preferably 3 to 14, preferably 4 to 9, and more preferably 4 to 8.
- the blending ratio of the emulsifier is 0.0001 to 1% by weight, preferably 0.001 to 0.5% by weight, more preferably 0.005 to 0.05% by weight, and still more preferably 0.005 to 0.02% by weight of the obtained granule.
- the method of adding the emulsifier to the oil coating powder is not particularly limited, but preferably, a liquid containing an emulsifier obtained by mixing, dispersing or dissolving in water is added to the powder.
- the liquid is preferably sprayed onto the oil coating powder. In this case, if necessary, the mixture is heated to dissolve the emulsifier and then sprayed.
- An emulsifier may be added alone, or may be mixed in a liquid containing a binder (binding liquid). Further, after the granulation has progressed to some extent, the addition of the emulsifier can be stopped and only the binder can be added.
- Granulation may be performed by any known method, but preferably, a granulation method is used while spraying a liquid such as a binding liquid on the granulation raw material.
- a stirring granulation method, a rolling granulation method, a fluidized bed granulation method, a rolling fluidized bed granulation method, or the like can be used.
- fluidized bed granulation in which raw material powder is fluidized with air and sprayed with a liquid such as water as a spray liquid has an advantage that a porous and soft granulated product can be produced. Therefore, it can be suitably used.
- the spray liquid used for granulation is a liquid prepared by uniformly mixing water and an emulsifier (and further mixing a binder). A granulator capable of efficiently performing these operations is appropriately used.
- components may be added in an amount that does not adversely affect the granulation of the present invention.
- Such components include, for example, alcohol (including ethanol and the like), colorants, fragrances, sweeteners and other additives, functional components such as vitamins, minerals and amino acids.
- the granulated oral fat / oil coating powder may contain additives or auxiliary components generally used in foods, if necessary.
- additives or auxiliary components generally used in foods, if necessary.
- excipients, tonicity agents (isotonic agents), buffers, solubilizers, preservatives, stabilizers, antioxidants, colorants, coagulants, etc. that are usually incorporated in pharmaceutical preparations May be included.
- the raw material powder used for granulation is appropriately mixed with excipients, diluents, buffers, preservatives, stabilizers, antioxidants, colorants, etc. that are usually blended in formulation It may be contained in an amount that does not adversely affect the granulation of the invention. Moreover, if it is a grade which does not have a bad influence on a flavor, you may contain functional components, such as an amino acid and an oligosaccharide, and a nasty component.
- the mixing ratio of the oil coating powder in the obtained granule is not particularly limited. Especially when granulation is considered difficult, when the content of the fat coating powder is high, for example, when the fat coating powder is 50 wt% or more, further the fat coating powder is 90 wt% or more, further 95 wt% or more, It is possible to granulate.
- the granule containing the oil coating powder obtained by the method described above retains the excellent properties of the oil coating powder, such as excellent masking characteristics and stabilization characteristics, as described in the examples below. is doing. Furthermore, the particle size is increased and the handling properties are excellent. Actually, the average particle size of the granules was 180 ⁇ m or more, which was larger than the raw material powder.
- the term “average particle size” means a particle size corresponding to an integrated value of 50% in the integrated mass-based particle size distribution. Typically, the particle size distribution is evaluated according to the particle size measurement method (second method sieving method) described in the 15th revised Japanese Pharmacopoeia General Test Methods section.
- the particle size of the granule of the present invention is not particularly limited, but is preferably used after adjusting the particle size to a specific range by means such as sieving as necessary.
- the particle size is, for example, 44 to 1000 ⁇ m, preferably 74 to 840 ⁇ m. Or you may adjust a particle size range so that the specification of the granule prescribed
- the granulation of the oil / fat coating powder is considered to be achieved by the following. That is, the emulsifier moderately removes the oil and fat coating, and the aqueous liquid containing the binder can adhere to the part from which the coating has been removed, and the powder particles are easily aggregated and formed by the adhesive force of the binder. It is thought that it is to become. Therefore, it is considered that each particle of the obtained granule is mainly composed of an oil / fat coating powder, an emulsifier, and a binder, and the powder particles have a structure bonded via the binder.
- the resulting spray solution was granulated for 5 to 15 minutes while spraying at a rate of 10 to 30 ml / min (product temperature: 35 ° C. to 40 ° C., air supply temperature: 65 ° C.). Further, after drying for 10 to 20 minutes in the same apparatus, the granulated product was taken out and sieved with a No. 20 (aperture 840 ⁇ m) sieve to obtain granules.
- the average particle diameter was evaluated as an index of granulation properties, and the results are shown in Table 1. That is, the case where the average particle meter was less than ⁇ 180 ⁇ m was rated as x, and the case where the average particle size was ⁇ 180 ⁇ m or more was marked as ⁇ .
- the particle size distribution was evaluated in accordance with the particle size measurement method (second method sieving method) described in the 15th revised Japanese Pharmacopoeia General Test Methods section. Five subjects were orally ingested each of the above samples and evaluated for flavor (intensity of taste). In the evaluation, the following criteria were used: 3 points: very strong flavor, 2 points: strong flavor, 1 point: slightly weak flavor, 0 point: weak flavor. For each sample, the average value of the evaluation scores of 5 people is obtained. If the average value is 3 points or less and more than 2 points, x is 2 points or less and 1 point is exceeded, ⁇ , 1 point or less is 0 point The result was shown in Table 1.
- the amount of emulsifier (sucrose fatty acid ester) and binder (guagum) shown in Table 3 are dispersed or dissolved in water.
- the resulting spray solution was granulated for 5 to 15 minutes while spraying at a rate of 10 to 30 ml / min (product temperature: 35 ° C. to 40 ° C., supply air temperature: 65 ° C.).
- the granulated product was taken out and sieved with a No. 20 (mesh 840 ⁇ m) sieve to obtain granules.
- Example 3 Evaluation of the average particle size was evaluated as an index of granulation. Further, the flavor (intensity of taste) was also evaluated in the same manner as in Example 1. The results are shown in Table 3.
- a mixture of glucosamine hydrochloride, shark cartilage powder (containing chondroitin), enzyme-treated rutin and dextrin having the composition shown in Table 4 and glucosamine hydrochloride, shark cartilage powder (containing chondroitin) and enzyme-treated rutin are mixed with rapeseed oil.
- the oil coating powder D obtained by coating with extremely hardened oil was granulated with a fluidized bed granulator (FD-LAB-1 manufactured by Powrec Co., Ltd.).
- the amount of emulsifier (sucrose fatty acid ester) and binder (guagum) shown in Table 5 are dispersed or dissolved in water.
- the resulting spray solution was granulated for 5 to 15 minutes while spraying at a rate of 10 to 30 ml / min (product temperature: 35 ° C. to 40 ° C., supply air temperature: 65 ° C.).
- the granulated product was taken out and sieved with a No. 20 (mesh 840 ⁇ m) sieve to obtain granules.
- Example 5 Evaluation In the same manner as in Example 1, the average particle size was evaluated as an index of granulation. Further, the flavor (intensity of taste) was also evaluated in the same manner as in Example 1. The results are shown in Table 5.
- the granule for oral consumption containing an off-flavor ingredient as an active ingredient produced according to the present invention is excellent in flavor at the time of drinking, and thus can be widely used as a food, a pharmaceutical, particularly a health food.
Abstract
Disclosed is a granule which is reduced in unpleasant flavors or tastes including a bitter taste or an astringent taste originated from a component having an unusual taste, and which exhibits an excellent flavor upon ingestion. Specifically disclosed is a granule comprising a powder coated with an oil-and-fat, which is produced by granulating the power by using a binder and an emulsifying agent.
Description
本発明は、油脂コーティングされた粉末を顆粒化する方法、及びその方法により得られる、味やにおいのマスキングに優れた、油脂コーティング粉末を含有する顆粒に関する。
The present invention relates to a method of granulating oil-coated powder and a granule containing the oil-coated powder obtained by the method and excellent in masking of taste and odor.
国民の健康に対する関心の高まりから、毎日摂取する食物（健康食品を含む）を通して健康を維持する試みが注目を集めている。なかでも、生体内機能性成分を含む種々の粉末状の経口素材の開発は目覚しく、それらは種々の剤形の製品として提供されている。なかでも、錠剤タイプに比べて摂取しやすい顆粒タイプの食品の人気が、特に、嚥下力の低下した高齢者の間で年々高まっている。
Due to growing public interest in health, attempts to maintain health through daily foods (including health foods) are attracting attention. Among them, various powdered oral materials containing functional ingredients in vivo are remarkably developed, and they are provided as products in various dosage forms. Among them, the popularity of granule-type foods that are easier to ingest than tablet-type foods is increasing year by year, especially among elderly people with reduced swallowing ability.
錠剤タイプの食品と違い、顆粒タイプの食品は素材固有の風味が舌に直接感じられやすい。従って、苦味、渋味などヒトにとって好ましくない風味を有する素材を含有する顆粒については、摂取の際に不快感を伴うため毎日の摂取を継続することがしばしば困難となる。
違 い Unlike tablet-type foods, granule-type foods tend to feel the unique flavor of the material directly on the tongue. Therefore, it is often difficult to continue daily intake of granules containing materials having a taste unfavorable for human beings such as bitterness and astringency, because they are accompanied by discomfort.
特許文献１には、キトサン1重量部に対して、トレハロース、エリスリトール、ラクチトール、パラチニット及びキシリトールから選択される1以上を0．005～50部含有する、キトサン含有組成物が記載されており、キトサンの不快味、不快臭及び／又は沈殿を改善している。
Patent Document 1 describes a chitosan-containing composition containing 0.005 to 50 parts of one or more selected from trehalose, erythritol, lactitol, palatinit and xylitol with respect to 1 part by weight of chitosan. Improved unpleasant taste, unpleasant odor and / or precipitation.
特許文献2には、不快味の薬物、ワックス状成分、水溶性結合剤及び水膨潤性崩壊剤を含む混合物を水を用いて湿式造粒した後、ワックス状成分の融点以上で加熱処理することを特徴とする、味覚が改善された顆粒剤の製造方法が開示されている。
In Patent Document 2, a mixture containing an unpleasant tasting drug, a waxy component, a water-soluble binder and a water-swellable disintegrant is wet-granulated using water, and then heated at a temperature equal to or higher than the melting point of the waxy component. A method for producing a granule with improved taste is disclosed.
また、粉体のマスキング方法としては、油性成分で芯材物質（粉体）をコーティングする油脂コーティング方法が知られている。例えば特許文献３には、α－リポ酸油脂被覆粉末の製造方法が開示されている。
特開２００１－３１６２７１号公報
特開平７－１８８０５８号公報
特開２００６－３２５５４２号公報
As a powder masking method, an oil coating method in which a core material (powder) is coated with an oil component is known. For example, Patent Document 3 discloses a method for producing an α-lipoic acid oil-coated powder.
JP 2001-316271 A Japanese Patent Laid-Open No. 7-188058 JP 2006-325542 A
粉体に油脂コーティングを行えば、その風味を著しく改善することができる。従って、油脂コーティングされた粉末を顆粒化できれば、顆粒が有する上記のような問題を解決できる可能性がある。しかしながら、この造粒には以下のような問題があった。即ち、造粒は結合剤を含有する水性液を使用して行なうことが多いが、水性液は、油脂が持つ撥水性のために油脂コーティングにはじかれてしまうため、油脂コーティング粉末粒子同士を結合させて顆粒剤に成型（造粒）することが困難であった。
If the powder is coated with fats and oils, the flavor can be remarkably improved. Therefore, if the oil-coated powder can be granulated, there is a possibility that the above-mentioned problems of the granules can be solved. However, this granulation has the following problems. That is, granulation is often performed using an aqueous liquid containing a binder, but the aqueous liquid is repelled by the oil and fat coating due to the water repellency of the oil and fat. It was difficult to mold (granulate) into granules.
従って、本発明の目的は、油脂コーティング粉末を、その特性、例えば優れたマスキング特性や安定化特性を維持しつつ造粒することを可能とする手段を提供し、それにより、異味成分の苦み、渋みなどの不快な風味を低減して飲用時の風味が優れた顆粒を提供することを目的とする。
Therefore, the object of the present invention is to provide a means that enables the fat-coated powder to be granulated while maintaining its properties, for example, excellent masking properties and stabilization properties, thereby providing bitterness of off-flavor ingredients, An object of the present invention is to provide a granule having an excellent flavor during drinking by reducing unpleasant flavor such as astringency.
本発明者は、上記目的を達成するために鋭意研究した結果、異味成分に油脂コーティングを施し、それを乳化剤と結合剤を用いて造粒することで、例えば乳化剤を含有する液体を噴霧しながら造粒することで、飲用時の風味に優れた、油脂コーティング粉末の顆粒を得ることができることを見出し、本発明を完成した。
As a result of diligent research to achieve the above object, the present inventor applied an oil / fat coating to an off-flavor component and granulated it using an emulsifier and a binder, for example, while spraying a liquid containing the emulsifier. It discovered that the granule of the fat-and-oil coating powder excellent in the flavor at the time of drinking can be obtained by granulating, and completed this invention.
即ち、本発明は次のものに関する。
１．油脂コーティング粉末を含有する原料粉末を、結合剤と乳化剤を用いて造粒することにより得られる、油脂コーティング粉末を含有する顆粒。
２．平均粒子径がφ１８０μｍ以上である、１に記載の顆粒。
３．乳化剤のＨＬＢ値が3～14である、１又は２に記載の顆粒。
４．乳化剤の含有量が、顆粒を基準として0.0001～1重量％である、１～３のいずれか１項に記載の顆粒。
５．造粒方法が流動層造粒法である、１～４のいずれか１項に記載の顆粒。
６．油脂コーティング粉末の含有量が、顆粒を基準として５０重量％以上である、１～５のいずれか１項に記載の顆粒。
７．油脂コーティングに用いる油脂コーティング剤が極度硬化油である、１～６のいずれか１項に記載の顆粒。
８．極度硬化油が菜種極度硬化油である、７に記載の顆粒。
９．油脂コーティング剤の量が、油脂コーティング粉末の１～８０重量％である、１～８のいずれか１項に記載の顆粒。
１０．油脂コーティング粉末が異味成分を含有する、飲食品である、１～９のいずれか１項に記載の顆粒。
１１．異味成分の風味がマスクされた、１０に記載の顆粒。
１２．油脂コーティング粉末を含有する原料粉末を、結合剤と乳化剤を用いて造粒することを含む、顆粒を製造する方法。
１３．造粒中に乳化剤を含有する結合液を原料粉末に噴霧する、１２に記載の製造方法。
１４．乳化剤のＨＬＢ値が3～14である、１２又は１３に記載の製造方法。
１５．造粒方法が流動層造粒法である、１２～１４のいずれか１項に記載の製造方法。 That is, the present invention relates to the following.
1. Granules containing oil coating powder obtained by granulating raw material powder containing oil coating powder using a binder and an emulsifier.
2. 2. The granule according to 1, wherein the average particle diameter is 180 μm or more.
3. The granule according to 1 or 2, wherein the emulsifier has an HLB value of 3 to 14.
4). 4. The granule according to any one of 1 to 3, wherein the content of the emulsifier is 0.0001 to 1% by weight based on the granule.
5). 5. The granule according to any one of 1 to 4, wherein the granulation method is a fluidized bed granulation method.
6). The granule according to any one of 1 to 5, wherein the content of the oil coating powder is 50% by weight or more based on the granule.
7). The granule according to any one of 1 to 6, wherein the oil coating agent used for oil coating is an extremely hardened oil.
8). The granule according to 7, wherein the extremely hardened oil is a rapeseed extremely hardened oil.
9. The granule according to any one of 1 to 8, wherein the amount of the oil coating agent is 1 to 80% by weight of the oil coating powder.
10. The granule according to any one of 1 to 9, which is a food or drink product in which the oil coating powder contains an off-flavor component.
11. 11. The granule according to 10, wherein the flavor of off-flavor ingredients is masked.
12 A method for producing a granule, comprising granulating a raw material powder containing an oil coating powder using a binder and an emulsifier.
13. 13. The production method according to 12, wherein the raw material powder is sprayed with a binding liquid containing an emulsifier during granulation.
14 14. The production method according to 12 or 13, wherein the emulsifier has an HLB value of 3 to 14.
15. 15. The production method according to any one of 12 to 14, wherein the granulation method is a fluidized bed granulation method.
１．油脂コーティング粉末を含有する原料粉末を、結合剤と乳化剤を用いて造粒することにより得られる、油脂コーティング粉末を含有する顆粒。
２．平均粒子径がφ１８０μｍ以上である、１に記載の顆粒。
３．乳化剤のＨＬＢ値が3～14である、１又は２に記載の顆粒。
４．乳化剤の含有量が、顆粒を基準として0.0001～1重量％である、１～３のいずれか１項に記載の顆粒。
５．造粒方法が流動層造粒法である、１～４のいずれか１項に記載の顆粒。
６．油脂コーティング粉末の含有量が、顆粒を基準として５０重量％以上である、１～５のいずれか１項に記載の顆粒。
７．油脂コーティングに用いる油脂コーティング剤が極度硬化油である、１～６のいずれか１項に記載の顆粒。
８．極度硬化油が菜種極度硬化油である、７に記載の顆粒。
９．油脂コーティング剤の量が、油脂コーティング粉末の１～８０重量％である、１～８のいずれか１項に記載の顆粒。
１０．油脂コーティング粉末が異味成分を含有する、飲食品である、１～９のいずれか１項に記載の顆粒。
１１．異味成分の風味がマスクされた、１０に記載の顆粒。
１２．油脂コーティング粉末を含有する原料粉末を、結合剤と乳化剤を用いて造粒することを含む、顆粒を製造する方法。
１３．造粒中に乳化剤を含有する結合液を原料粉末に噴霧する、１２に記載の製造方法。
１４．乳化剤のＨＬＢ値が3～14である、１２又は１３に記載の製造方法。
１５．造粒方法が流動層造粒法である、１２～１４のいずれか１項に記載の製造方法。 That is, the present invention relates to the following.
1. Granules containing oil coating powder obtained by granulating raw material powder containing oil coating powder using a binder and an emulsifier.
2. 2. The granule according to 1, wherein the average particle diameter is 180 μm or more.
3. The granule according to 1 or 2, wherein the emulsifier has an HLB value of 3 to 14.
4). 4. The granule according to any one of 1 to 3, wherein the content of the emulsifier is 0.0001 to 1% by weight based on the granule.
5). 5. The granule according to any one of 1 to 4, wherein the granulation method is a fluidized bed granulation method.
6). The granule according to any one of 1 to 5, wherein the content of the oil coating powder is 50% by weight or more based on the granule.
7). The granule according to any one of 1 to 6, wherein the oil coating agent used for oil coating is an extremely hardened oil.
8). The granule according to 7, wherein the extremely hardened oil is a rapeseed extremely hardened oil.
9. The granule according to any one of 1 to 8, wherein the amount of the oil coating agent is 1 to 80% by weight of the oil coating powder.
10. The granule according to any one of 1 to 9, which is a food or drink product in which the oil coating powder contains an off-flavor component.
11. 11. The granule according to 10, wherein the flavor of off-flavor ingredients is masked.
12 A method for producing a granule, comprising granulating a raw material powder containing an oil coating powder using a binder and an emulsifier.
13. 13. The production method according to 12, wherein the raw material powder is sprayed with a binding liquid containing an emulsifier during granulation.
14 14. The production method according to 12 or 13, wherein the emulsifier has an HLB value of 3 to 14.
15. 15. The production method according to any one of 12 to 14, wherein the granulation method is a fluidized bed granulation method.
錠剤タイプに比べて摂取しやすいという顆粒の特性を有し、且つ、異味成分の苦み、渋みなどの不快な風味がマスクされた、優れた顆粒が提供される。
An excellent granule having the characteristics of a granule that is easy to ingest compared to the tablet type and masking unpleasant flavors such as bitterness and astringency of off-flavor ingredients is provided.
本発明は、油脂でコーティングされた粉末を造粒することにより得られる、油脂コーティング粉末を含有する顆粒に関する。本明細書において用いられる「油脂コーティング粉末を含有する顆粒」との用語は、油脂コーティング粉末の造粒物、又は顆粒の粒子中に１又は複数の油脂コーティング粉末の粒子が含有されている顆粒を意味する。
The present invention relates to a granule containing an oil-coated powder obtained by granulating a powder coated with an oil. As used herein, the term “granule containing an oil coating powder” refers to a granulated product of an oil coating powder, or a granule in which one or more oil coating powder particles are contained in the granule particles. means.
（油脂コーティング粉末）
油脂コーティングとは、固体状または粉末状の芯材に、コーティング剤として油脂成分をコーティングする加工方法であり、芯材のマスキング、安定性向上などの効果が期待できる。油脂コーティングの方法には様々な方法がある。例えば、コーティング剤としての油脂成分を、その融点以上に加温し、その融解物を芯材に噴霧もしくは滴下し、冷却することによって油脂成分コーティング物を得る方法が知られている。さらに、油脂粒子と芯材とを混合し、油脂粒子を衝突時のエネルギーにより芯材にコーティングする方法も知られている。これらの技術は、例えば、特許文献３に記載されている。 (Oil coating powder)
Oil coating is a processing method of coating a solid or powdered core material with an oil component as a coating agent, and effects such as masking of the core material and stability improvement can be expected. There are various methods for oil and fat coating. For example, a method is known in which an oil or fat component as a coating agent is heated to a temperature equal to or higher than its melting point, and the melt is sprayed or dropped on a core material and cooled to obtain an oil or fat component coating. Furthermore, a method is also known in which fat and oil particles and a core material are mixed and the fat and oil particles are coated on the core material by energy at the time of collision. These techniques are described in Patent Document 3, for example.
油脂コーティングとは、固体状または粉末状の芯材に、コーティング剤として油脂成分をコーティングする加工方法であり、芯材のマスキング、安定性向上などの効果が期待できる。油脂コーティングの方法には様々な方法がある。例えば、コーティング剤としての油脂成分を、その融点以上に加温し、その融解物を芯材に噴霧もしくは滴下し、冷却することによって油脂成分コーティング物を得る方法が知られている。さらに、油脂粒子と芯材とを混合し、油脂粒子を衝突時のエネルギーにより芯材にコーティングする方法も知られている。これらの技術は、例えば、特許文献３に記載されている。 (Oil coating powder)
Oil coating is a processing method of coating a solid or powdered core material with an oil component as a coating agent, and effects such as masking of the core material and stability improvement can be expected. There are various methods for oil and fat coating. For example, a method is known in which an oil or fat component as a coating agent is heated to a temperature equal to or higher than its melting point, and the melt is sprayed or dropped on a core material and cooled to obtain an oil or fat component coating. Furthermore, a method is also known in which fat and oil particles and a core material are mixed and the fat and oil particles are coated on the core material by energy at the time of collision. These techniques are described in Patent Document 3, for example.
芯材として異味成分を使用すると、異味成分の不快な味をマスキングできるため、好適である。本願発明は、特に、苦み、渋みなどの不快な風味を有し、未製剤化の形態では服用し難い、異味を有する生理活性成分に好適に用いることができる。本発明で用いることができる異味成分としては、例えばビタミン類、グルコサミン、コンドロイチン（これを含有するサメ軟骨粉末であってもよい）、酵素処理ルチン、アスタキサンチン、コエンザイムＱ１０等を挙げることができる。本発明においては、液体の異味成分を用いてもよいが、容易に顆粒を成形することのできる、固体粉末状の異味を有する生理活性物質を使用することが好適である。芯材への異味成分の配合割合には特に制限はない。
Use of an off-flavor component as the core material is preferable because it can mask the unpleasant taste of the off-flavor component. The present invention can be suitably used for a physiologically active ingredient having an unpleasant taste that has an unpleasant flavor such as bitterness and astringency and is difficult to take in an unformulated form. Examples of off-flavor components that can be used in the present invention include vitamins, glucosamine, chondroitin (may be shark cartilage powder containing the same), enzyme-treated rutin, astaxanthin, coenzyme Q10, and the like. In the present invention, a liquid off-flavor component may be used, but it is preferable to use a physiologically active substance having a solid powder-like off-taste that can easily form granules. There is no restriction | limiting in particular in the mixture ratio of the off-flavor component to a core material.
油脂コーティングのためのコーティング剤（以下、「油脂コーティング剤」とも記載する）としては、硬化油、高級アルコール、高級脂肪酸、植物性または動物性脂肪、ロウ、ポリエチレングリコールなどを包含する油脂を使用できる。硬化油としては、硬化ヒマシ油、硬化大豆油、硬化菜種油などが挙げられる。高級アルコールとしてはステアリルアルコール、セタノールなどが挙げられる。植物性または動物性油としては、豚脂、牛脂、鶏脂、鯨油、マグロ油、イワシ油、サバ油、サンマ油、カツオ油、パーム油、シソ油、エゴマ油、カカオ脂、落花生油、ヤシ油、月見草油、ボラージ油、ホホバ油、乳脂肪、バターなどが挙げられる。
As a coating agent for oil / fat coating (hereinafter also referred to as “oil / fat coating agent”), fats and oils including hardened oil, higher alcohol, higher fatty acid, vegetable or animal fat, wax, polyethylene glycol and the like can be used. . Examples of the hardened oil include hardened castor oil, hardened soybean oil, and hardened rapeseed oil. Examples of higher alcohols include stearyl alcohol and cetanol. Vegetable or animal oils include lard, beef tallow, chicken fat, whale oil, tuna oil, sardine oil, mackerel oil, saury oil, bonito oil, palm oil, perilla oil, sesame oil, cocoa butter, peanut oil, palm Oil, evening primrose oil, borage oil, jojoba oil, milk fat, butter and the like.
さらに、後の造粒工程、例えば流動層造粒、転動流動層造粒において４０℃以上の熱が掛けられる場合には、コーティング剤は、融点の高い極度硬化油であることが望ましい。極度硬化油とは、大豆油、菜種油、コーン油、パーム油等を原料とし、沃素価が１０以下、融点が５０℃以上になるまで水素添加したものをいう。その中でも、構成脂肪酸中にエルシン酸を２０～６０％含む菜種油の極度硬化油が特に好ましい。
Furthermore, when heat of 40 ° C. or higher is applied in the subsequent granulation step, for example, fluidized bed granulation or rolling fluidized bed granulation, the coating agent is desirably an extremely hardened oil having a high melting point. Extremely hardened oil refers to oil made from soybean oil, rapeseed oil, corn oil, palm oil, etc., and hydrogenated until the iodine value is 10 or less and the melting point is 50 ° C. or more. Among them, an extremely hardened oil of rapeseed oil containing 20-60% erucic acid in the constituent fatty acid is particularly preferable.
油脂コーティング剤の含有量は、油脂コーティング粉末の１～８０重量％、好ましくは１～５０重量％、より好ましくは５～２５重量％である。
The content of the oil / fat coating agent is 1 to 80% by weight of the oil / fat coating powder, preferably 1 to 50% by weight, and more preferably 5 to 25% by weight.
（造粒）
本発明においては、造粒の際に、油脂コーティング粉末に乳化剤と結合剤を加える。 (Granulation)
In the present invention, an emulsifier and a binder are added to the oil coating powder during granulation.
本発明においては、造粒の際に、油脂コーティング粉末に乳化剤と結合剤を加える。 (Granulation)
In the present invention, an emulsifier and a binder are added to the oil coating powder during granulation.
造粒のための結合剤は特に限定されないが、例えば、ヒドロキシプロピルセルロース、ヒドロキシプロピルメチルセルロース、メチルセルロース、カルボキシメチルセルロース、プルラン、デンプン、デキストリン、グアガム、グアガム分解物、キシロオリゴ糖を用いることができる。結合剤の配合量は、適度な造粒の程度の顆粒が得られることから、得られる顆粒の、0.01～5重量％以下が好ましく、特に0.05～２重量％以下が好ましい。
The binder for granulation is not particularly limited, and for example, hydroxypropylcellulose, hydroxypropylmethylcellulose, methylcellulose, carboxymethylcellulose, pullulan, starch, dextrin, guar gum, guar gum degradation product, and xylooligosaccharide can be used. The blending amount of the binder is preferably 0.01 to 5% by weight or less, and particularly preferably 0.05 to 2% by weight or less of the obtained granule since a granule having an appropriate degree of granulation can be obtained.
結合剤を添加する方法は特に制限されないが、好ましくは、水に混合、分散又は溶解して得られる結合液を当該粉末に加える。好ましくは、結合液を油脂コーティング粉末に噴霧して加える。この場合には、必要により加温して結合液を溶解させてから噴霧する。或いは、一部または全部を油脂コーティング粉末に添加してから、水をスプレーしてもよい。
The method for adding the binder is not particularly limited, but preferably, a binding liquid obtained by mixing, dispersing or dissolving in water is added to the powder. Preferably, the binding solution is sprayed onto the oil coating powder. In this case, if necessary, the solution is heated to dissolve the binding solution and then sprayed. Or after adding one part or all part to fat coating powder, you may spray water.
本発明の方法で使用する乳化剤は、液体、固体、粉体のいずれでもよく、ショ糖脂肪酸エステル、プロピレングリコール脂肪酸エステル、ソルビタン脂肪酸エステル、レシチンなどが例示される。造粒性及び得られる顆粒の風味の観点から、乳化剤のＨＬＢ値は好ましくは３～１４、好ましくは４～９、より好ましくは４～８である。乳化剤の配合割合は、得られる顆粒の、0.0001～1重量％、好ましくは0.001～0.5重量％、より好ましくは0.005～0.05重量％、更により好ましくは0.005～0.02重量％である。
The emulsifier used in the method of the present invention may be liquid, solid, or powder, and examples thereof include sucrose fatty acid ester, propylene glycol fatty acid ester, sorbitan fatty acid ester, and lecithin. From the viewpoint of granulation properties and the flavor of the resulting granules, the HLB value of the emulsifier is preferably 3 to 14, preferably 4 to 9, and more preferably 4 to 8. The blending ratio of the emulsifier is 0.0001 to 1% by weight, preferably 0.001 to 0.5% by weight, more preferably 0.005 to 0.05% by weight, and still more preferably 0.005 to 0.02% by weight of the obtained granule.
乳化剤を油脂コーティング粉末に加える方法は特に制限されないが、好ましくは、水に混合、分散又は溶解させて得られる、乳化剤を含有する液体を、当該粉末に加える。当該液体は、好ましくは、油脂コーティング粉末に噴霧して加える。この場合には、必要により加温して乳化剤を溶解させてから噴霧する。乳化剤を単独で添加してもいいし、結合剤を含有する液体（結合液）中に混合してもよい。またある程度造粒が進んだ後には乳化剤の添加を停止して結合剤の添加のみを行うこともできる。
The method of adding the emulsifier to the oil coating powder is not particularly limited, but preferably, a liquid containing an emulsifier obtained by mixing, dispersing or dissolving in water is added to the powder. The liquid is preferably sprayed onto the oil coating powder. In this case, if necessary, the mixture is heated to dissolve the emulsifier and then sprayed. An emulsifier may be added alone, or may be mixed in a liquid containing a binder (binding liquid). Further, after the granulation has progressed to some extent, the addition of the emulsifier can be stopped and only the binder can be added.
造粒は、公知のいずれの方法によって行なってもよいが、好ましくは、造粒原料に結合液等の液体を噴霧しながら造粒する方法を用いる。例えば、攪拌造粒法、転動造粒法、流動層造粒法、転動流動層造粒法などを用いることができる。中でも、原料粉体を空気で流動化させ、水などの液体を噴霧液として噴霧して造粒する流動層造粒は、多孔質でソフトな造粒物を製造することができるという利点があることから、好適に用いることができる。好ましくは、造粒に用いる噴霧液は、水と乳化剤を均一に混合して（さらに結合剤を混合してもよい）調製した液体である。これらの操作を効率的に行える造粒機を適宜使用する。
Granulation may be performed by any known method, but preferably, a granulation method is used while spraying a liquid such as a binding liquid on the granulation raw material. For example, a stirring granulation method, a rolling granulation method, a fluidized bed granulation method, a rolling fluidized bed granulation method, or the like can be used. Among them, fluidized bed granulation in which raw material powder is fluidized with air and sprayed with a liquid such as water as a spray liquid has an advantage that a porous and soft granulated product can be produced. Therefore, it can be suitably used. Preferably, the spray liquid used for granulation is a liquid prepared by uniformly mixing water and an emulsifier (and further mixing a binder). A granulator capable of efficiently performing these operations is appropriately used.
結合剤及び／又は乳化剤のために用いる水には、本発明の造粒に悪影響を与えない程度の量の他の成分を加えてもよい。そのような成分は、例えば、アルコール（エタノールなどが含まれる）、着色料、香料、甘味料などの添加剤、ビタミン、ミネラル、アミノ酸などの機能性成分などである。
In the water used for the binder and / or emulsifier, other components may be added in an amount that does not adversely affect the granulation of the present invention. Such components include, for example, alcohol (including ethanol and the like), colorants, fragrances, sweeteners and other additives, functional components such as vitamins, minerals and amino acids.
さらに、造粒される経口油脂コーティング粉末は、必要に応じて、食品に一般に使用される添加剤もしくは補助成分を含んでもよい。例えば甘味料としてエリスリトール、キシリトール、ソルビトール、マンニトール、パラチニット、マルチトール、ラクチトール、アラビノース、ガラクトース、グルコース、フルクトース、アスパルテーム、スクラロース、ガラクトース、ステビア等、強化剤として、ビタミン類、アントシアニジン、イソフラボン、カルコン、カテキン、リコピン、ルテイン、アスタキサンチン、ルチン等を含んでも良い。また、同様に、通常製剤化において配合される賦形剤、緊張化剤（等張化剤）、緩衝剤、溶解補助剤、防腐剤、安定化剤、抗酸化剤、着色剤、凝固剤等を含んでもよい。
Furthermore, the granulated oral fat / oil coating powder may contain additives or auxiliary components generally used in foods, if necessary. For example, erythritol, xylitol, sorbitol, mannitol, palatinit, maltitol, lactitol, arabinose, galactose, glucose, fructose, aspartame, sucralose, galactose, stevia etc. as sweeteners, vitamins, anthocyanidins, isoflavones, chalcones, catechins , Lycopene, lutein, astaxanthin, rutin and the like. Similarly, excipients, tonicity agents (isotonic agents), buffers, solubilizers, preservatives, stabilizers, antioxidants, colorants, coagulants, etc. that are usually incorporated in pharmaceutical preparations May be included.
造粒に用いる原料粉末は、油脂コーティング粉末に加えて、通常製剤化において配合される賦形剤、希釈剤、緩衝剤、防腐剤、安定化剤、抗酸化剤、着色剤等を適宜（本発明の造粒に悪影響を与えない程度の量）含有してもよい。また、香味に悪影響を与えない程度であれば、アミノ酸、オリゴ糖等の機能性成分や、異味成分を含んでもよい。
In addition to the oil coating powder, the raw material powder used for granulation is appropriately mixed with excipients, diluents, buffers, preservatives, stabilizers, antioxidants, colorants, etc. that are usually blended in formulation It may be contained in an amount that does not adversely affect the granulation of the invention. Moreover, if it is a grade which does not have a bad influence on a flavor, you may contain functional components, such as an amino acid and an oligosaccharide, and a nasty component.
得られる顆粒中の油脂コーティング粉末の配合割合は特に制限されない。特に造粒が困難と思われる、油脂コーティング粉末の含有量が高い場合、例えば油脂コーティング粉末を５０重量％以上、さらに油脂コーティング粉末を９０重量％以上、さらには９５重量％以上含有する場合でも、造粒することが可能である。
The mixing ratio of the oil coating powder in the obtained granule is not particularly limited. Especially when granulation is considered difficult, when the content of the fat coating powder is high, for example, when the fat coating powder is 50 wt% or more, further the fat coating powder is 90 wt% or more, further 95 wt% or more, It is possible to granulate.
（顆粒）
上記に説明した方法により得られる、油脂コーティング粉末を含有する顆粒は、後述する実施例に記載されているように、油脂コーティング粉末の優れた性質、例えば、優れたマスキング特性や安定化特性を保持している。さらに、粒子径が増大し、ハンドリング性も優れている。実際、顆粒の平均粒子径は、原料粉末よりも大きい１８０μｍ以上であった。尚、本明細書における「平均粒子径」との用語は、積算質量基準の粒度分布において積算値５０％に対応する粒子径を意味する。典型的には、当該粒度分布は、第１５改正日本薬局方の一般試験法の項に記載の粒度測定法（第２法ふるい分け法）に準じて評価する。 (Granule)
The granule containing the oil coating powder obtained by the method described above retains the excellent properties of the oil coating powder, such as excellent masking characteristics and stabilization characteristics, as described in the examples below. is doing. Furthermore, the particle size is increased and the handling properties are excellent. Actually, the average particle size of the granules was 180 μm or more, which was larger than the raw material powder. In the present specification, the term “average particle size” means a particle size corresponding to an integrated value of 50% in the integrated mass-based particle size distribution. Typically, the particle size distribution is evaluated according to the particle size measurement method (second method sieving method) described in the 15th revised Japanese Pharmacopoeia General Test Methods section.
上記に説明した方法により得られる、油脂コーティング粉末を含有する顆粒は、後述する実施例に記載されているように、油脂コーティング粉末の優れた性質、例えば、優れたマスキング特性や安定化特性を保持している。さらに、粒子径が増大し、ハンドリング性も優れている。実際、顆粒の平均粒子径は、原料粉末よりも大きい１８０μｍ以上であった。尚、本明細書における「平均粒子径」との用語は、積算質量基準の粒度分布において積算値５０％に対応する粒子径を意味する。典型的には、当該粒度分布は、第１５改正日本薬局方の一般試験法の項に記載の粒度測定法（第２法ふるい分け法）に準じて評価する。 (Granule)
The granule containing the oil coating powder obtained by the method described above retains the excellent properties of the oil coating powder, such as excellent masking characteristics and stabilization characteristics, as described in the examples below. is doing. Furthermore, the particle size is increased and the handling properties are excellent. Actually, the average particle size of the granules was 180 μm or more, which was larger than the raw material powder. In the present specification, the term “average particle size” means a particle size corresponding to an integrated value of 50% in the integrated mass-based particle size distribution. Typically, the particle size distribution is evaluated according to the particle size measurement method (second method sieving method) described in the 15th revised Japanese Pharmacopoeia General Test Methods section.
本発明の顆粒の粒度は、特に限定されないが、必要に応じて篩い分け等の手段により粒度を特定の範囲に調整してから用いることが好ましい。粒度は、例えば、４４～１０００μｍ、好ましくは、７４～８４０μｍである。或いは、第１５改正日本薬局方の製剤通則の項に規定されている顆粒剤の規格を満たすように粒度範囲を調整してもよい。
The particle size of the granule of the present invention is not particularly limited, but is preferably used after adjusting the particle size to a specific range by means such as sieving as necessary. The particle size is, for example, 44 to 1000 μm, preferably 74 to 840 μm. Or you may adjust a particle size range so that the specification of the granule prescribed | regulated to the 15th revision Japanese Pharmacopoeia section of the formulation general rule may be satisfied.
油脂コーティング粉末の造粒は、以下のことにより達成されるものと考えられる。即ち、乳化剤が油脂コーティングを適度に除去し、そのコーティングが除去された部分に結合剤を含有する水性液が付着することが可能となり、結合剤の付着力により、粉末粒子が凝集・粒子化しやすくなるためであると考えられる。従って、得られる顆粒の各粒子は、主に油脂コーティング粉末、乳化剤、結合剤とから構成され、粉末粒子同士が結合剤を介して結合した構造を有していると考えられる。
The granulation of the oil / fat coating powder is considered to be achieved by the following. That is, the emulsifier moderately removes the oil and fat coating, and the aqueous liquid containing the binder can adhere to the part from which the coating has been removed, and the powder particles are easily aggregated and formed by the adhesive force of the binder. It is thought that it is to become. Therefore, it is considered that each particle of the obtained granule is mainly composed of an oil / fat coating powder, an emulsifier, and a binder, and the powder particles have a structure bonded via the binder.
以下に実施例に基づいて本発明の説明をするが、これらの実施例は本発明を限定するためのものではない。
The present invention will be described below based on examples, but these examples are not intended to limit the present invention.
ビタミンＣ特有の風味をマスキングすることのできるビタミンＣ顆粒の製造法の検討
Ｌ－アスコルビン酸の粉末、あるいはＬ－アスコルビン酸粉末を菜種油極度硬化油にてコーティングしたＬ－アスコルビン酸の油脂コーティング粉末（組成：Ｌ－アスコルビン酸 ８０重量部、菜種油極度硬化油 ２０重量部）を流動層造粒機（FD-LAB-1（株）パウレック社製）にて造粒した。上記の粉末のいずれかを造粒機投入して品温が40℃になるまで混合した後、表１に示す量の乳化剤（ショ糖脂肪酸エステル）と結合剤（グアガム）を水に分散又は溶解して得られる噴霧液を10～30ml／分の速度で噴霧しながら5～15分間造粒した（品温：35℃～40℃、給気温度：65℃）。さらに、同装置で10～20分乾燥後、造粒物を取り出して20号（目開き840μｍ）の篩にて篩過して顆粒剤を得た。 Examination of production method of vitamin C granule capable of masking flavor peculiar to vitamin C L-ascorbic acid powder, or L-ascorbic acid oil-coated powder coated with rapeseed oil extremely hardened oil ( Composition: 80 parts by weight of L-ascorbic acid, 20 parts by weight of rapeseed oil extremely hardened oil) was granulated with a fluid bed granulator (FD-LAB-1 manufactured by Powrec Co., Ltd.). After mixing any of the above powders into a granulator until the product temperature reaches 40 ° C, the amount of emulsifier (sucrose fatty acid ester) and binder (guagum) shown in Table 1 are dispersed or dissolved in water. The resulting spray solution was granulated for 5 to 15 minutes while spraying at a rate of 10 to 30 ml / min (product temperature: 35 ° C. to 40 ° C., air supply temperature: 65 ° C.). Further, after drying for 10 to 20 minutes in the same apparatus, the granulated product was taken out and sieved with a No. 20 (aperture 840 μm) sieve to obtain granules.
Ｌ－アスコルビン酸の粉末、あるいはＬ－アスコルビン酸粉末を菜種油極度硬化油にてコーティングしたＬ－アスコルビン酸の油脂コーティング粉末（組成：Ｌ－アスコルビン酸 ８０重量部、菜種油極度硬化油 ２０重量部）を流動層造粒機（FD-LAB-1（株）パウレック社製）にて造粒した。上記の粉末のいずれかを造粒機投入して品温が40℃になるまで混合した後、表１に示す量の乳化剤（ショ糖脂肪酸エステル）と結合剤（グアガム）を水に分散又は溶解して得られる噴霧液を10～30ml／分の速度で噴霧しながら5～15分間造粒した（品温：35℃～40℃、給気温度：65℃）。さらに、同装置で10～20分乾燥後、造粒物を取り出して20号（目開き840μｍ）の篩にて篩過して顆粒剤を得た。 Examination of production method of vitamin C granule capable of masking flavor peculiar to vitamin C L-ascorbic acid powder, or L-ascorbic acid oil-coated powder coated with rapeseed oil extremely hardened oil ( Composition: 80 parts by weight of L-ascorbic acid, 20 parts by weight of rapeseed oil extremely hardened oil) was granulated with a fluid bed granulator (FD-LAB-1 manufactured by Powrec Co., Ltd.). After mixing any of the above powders into a granulator until the product temperature reaches 40 ° C, the amount of emulsifier (sucrose fatty acid ester) and binder (guagum) shown in Table 1 are dispersed or dissolved in water. The resulting spray solution was granulated for 5 to 15 minutes while spraying at a rate of 10 to 30 ml / min (product temperature: 35 ° C. to 40 ° C., air supply temperature: 65 ° C.). Further, after drying for 10 to 20 minutes in the same apparatus, the granulated product was taken out and sieved with a No. 20 (aperture 840 μm) sieve to obtain granules.
造粒性の指標として平均粒子径を評価し、結果を表１に示した。すなわち、平均粒子計がφ１８０μｍ未満である場合を×とし、φ１８０μｍ以上である場合を○とした。平均粒子径の測定にあたっては、第１５改正日本薬局方の一般試験法の項に記載の粒度測定法（第２法ふるい分け法）に準じて粒度分布を評価した。又、5名の被験者に上記の各試料を経口摂取させ、風味（味の強さ）について評価した。評価にあたっては以下の基準を用いた：３点：風味が非常に強い、２点：風味が強い、１点：風味がやや弱い、０点：風味が弱い。各試料について５名の評価スコアの平均値を求め、平均値が３点以下２点超の場合には×、２点以下１点超の場合には△、１点以下０点の場合には○と評価して、その結果を表１に示した。
The average particle diameter was evaluated as an index of granulation properties, and the results are shown in Table 1. That is, the case where the average particle meter was less than φ180 μm was rated as x, and the case where the average particle size was φ180 μm or more was marked as ○. In measuring the average particle size, the particle size distribution was evaluated in accordance with the particle size measurement method (second method sieving method) described in the 15th revised Japanese Pharmacopoeia General Test Methods section. Five subjects were orally ingested each of the above samples and evaluated for flavor (intensity of taste). In the evaluation, the following criteria were used: 3 points: very strong flavor, 2 points: strong flavor, 1 point: slightly weak flavor, 0 point: weak flavor. For each sample, the average value of the evaluation scores of 5 people is obtained. If the average value is 3 points or less and more than 2 points, x is 2 points or less and 1 point is exceeded, △, 1 point or less is 0 point The result was shown in Table 1.
（結論）
乳化剤を添加しなかった試料２の平均粒子径は、造粒前の粉末と同様にφ１８０μｍ未満であったのに対し、乳化剤を添加した試料３～６においては、平均粒子径がφ１８０μｍ以上であった。このことは、乳化剤を用いることにより油脂コーティング粉末を顆粒化することができることを示している。また、乳化剤のＨＬＢ値により風味に差が出ることも明らかとなった。ＨＬＢ３～１４、好ましくは４～９、より好ましくは４～８の乳化剤を用いることにより、風味を改善できるものと考えられる。 (Conclusion)
Sample 2 to which no emulsifier was added had an average particle size of less than φ180 μm as in the case of the powder before granulation, whereas samples 3 to 6 to which the emulsifier was added had an average particle size of φ180 μm or more. It was. This indicates that the oil coating powder can be granulated by using an emulsifier. Moreover, it became clear that a difference appears in flavor by the HLB value of an emulsifier. It is considered that the flavor can be improved by using an emulsifier of HLB 3 to 14, preferably 4 to 9, more preferably 4 to 8.
乳化剤を添加しなかった試料２の平均粒子径は、造粒前の粉末と同様にφ１８０μｍ未満であったのに対し、乳化剤を添加した試料３～６においては、平均粒子径がφ１８０μｍ以上であった。このことは、乳化剤を用いることにより油脂コーティング粉末を顆粒化することができることを示している。また、乳化剤のＨＬＢ値により風味に差が出ることも明らかとなった。ＨＬＢ３～１４、好ましくは４～９、より好ましくは４～８の乳化剤を用いることにより、風味を改善できるものと考えられる。 (Conclusion)
Sample 2 to which no emulsifier was added had an average particle size of less than φ180 μm as in the case of the powder before granulation, whereas samples 3 to 6 to which the emulsifier was added had an average particle size of φ180 μm or more. It was. This indicates that the oil coating powder can be granulated by using an emulsifier. Moreover, it became clear that a difference appears in flavor by the HLB value of an emulsifier. It is considered that the flavor can be improved by using an emulsifier of HLB 3 to 14, preferably 4 to 9, more preferably 4 to 8.
複数の異味素材の風味がマスキングされた顆粒の製造法
（方法）
表２に示す組成を有する、グルコサミン塩酸塩、サメ軟骨粉末（コンドロイチン含有）、酵素処理ルチン、デキストリンの混合粉末Ａと、グルコサミン塩酸塩、サメ軟骨粉末（コンドロイチン含有）、酵素処理ルチンの混合物を菜種油極度硬化油にてコーティングを施して得られた油脂コーティング粉末Ｂを流動層造粒機（FD-LAB-1（株）パウレック社製）にて造粒した。上記粉末のいずれかを造粒機に投入して品温が40℃になるまで混合した後、表３に示す量の乳化剤（ショ糖脂肪酸エステル）、結合剤（グアガム）を水に分散又は溶解して得られた噴霧液を10～30ml／分の速度で噴霧しながら5～15分間造粒した（品温：35℃～40℃、給気温度：65℃）。同装置で10～20分乾燥後、造粒物を取り出して20号（目開き840μｍ）の篩にて篩過して顆粒剤を得た。 Manufacturing method (method) of granules with masked flavors of multiple different taste ingredients
A mixture of glucosamine hydrochloride, shark cartilage powder (containing chondroitin), enzyme-treated rutin and dextrin having the composition shown in Table 2, and a mixture of glucosamine hydrochloride, shark cartilage powder (containing chondroitin) and enzyme-treated rutin is rapeseed oil. The oil coating powder B obtained by coating with extremely hardened oil was granulated with a fluidized bed granulator (FD-LAB-1 manufactured by Powrec Co., Ltd.). After putting one of the above powders into a granulator and mixing until the product temperature reaches 40 ° C, the amount of emulsifier (sucrose fatty acid ester) and binder (guagum) shown in Table 3 are dispersed or dissolved in water. The resulting spray solution was granulated for 5 to 15 minutes while spraying at a rate of 10 to 30 ml / min (product temperature: 35 ° C. to 40 ° C., supply air temperature: 65 ° C.). After drying for 10 to 20 minutes in the same apparatus, the granulated product was taken out and sieved with a No. 20 (mesh 840 μm) sieve to obtain granules.
（方法）
表２に示す組成を有する、グルコサミン塩酸塩、サメ軟骨粉末（コンドロイチン含有）、酵素処理ルチン、デキストリンの混合粉末Ａと、グルコサミン塩酸塩、サメ軟骨粉末（コンドロイチン含有）、酵素処理ルチンの混合物を菜種油極度硬化油にてコーティングを施して得られた油脂コーティング粉末Ｂを流動層造粒機（FD-LAB-1（株）パウレック社製）にて造粒した。上記粉末のいずれかを造粒機に投入して品温が40℃になるまで混合した後、表３に示す量の乳化剤（ショ糖脂肪酸エステル）、結合剤（グアガム）を水に分散又は溶解して得られた噴霧液を10～30ml／分の速度で噴霧しながら5～15分間造粒した（品温：35℃～40℃、給気温度：65℃）。同装置で10～20分乾燥後、造粒物を取り出して20号（目開き840μｍ）の篩にて篩過して顆粒剤を得た。 Manufacturing method (method) of granules with masked flavors of multiple different taste ingredients
A mixture of glucosamine hydrochloride, shark cartilage powder (containing chondroitin), enzyme-treated rutin and dextrin having the composition shown in Table 2, and a mixture of glucosamine hydrochloride, shark cartilage powder (containing chondroitin) and enzyme-treated rutin is rapeseed oil. The oil coating powder B obtained by coating with extremely hardened oil was granulated with a fluidized bed granulator (FD-LAB-1 manufactured by Powrec Co., Ltd.). After putting one of the above powders into a granulator and mixing until the product temperature reaches 40 ° C, the amount of emulsifier (sucrose fatty acid ester) and binder (guagum) shown in Table 3 are dispersed or dissolved in water. The resulting spray solution was granulated for 5 to 15 minutes while spraying at a rate of 10 to 30 ml / min (product temperature: 35 ° C. to 40 ° C., supply air temperature: 65 ° C.). After drying for 10 to 20 minutes in the same apparatus, the granulated product was taken out and sieved with a No. 20 (mesh 840 μm) sieve to obtain granules.
実施例１と同様の方法により、造粒性の指標として平均粒子径を評価した。また、風味（味の強さ）に関しても、実施例１と同様に評価した。結果を表３に示した。
In the same manner as in Example 1, the average particle size was evaluated as an index of granulation. Further, the flavor (intensity of taste) was also evaluated in the same manner as in Example 1. The results are shown in Table 3.
（結論）
異味素材を複数用いる場合についても、油脂コーティングを施し、乳化剤を含有する噴霧液を用いて造粒することで、異味素材特有の風味がマスキングされた顆粒を製造できることが分かった。 (Conclusion)
In the case of using a plurality of different taste materials as well, it was found that granules coated with an oil and fat and granulated using a spray liquid containing an emulsifier can produce granules having a taste unique to the taste material.
異味素材を複数用いる場合についても、油脂コーティングを施し、乳化剤を含有する噴霧液を用いて造粒することで、異味素材特有の風味がマスキングされた顆粒を製造できることが分かった。 (Conclusion)
In the case of using a plurality of different taste materials as well, it was found that granules coated with an oil and fat and granulated using a spray liquid containing an emulsifier can produce granules having a taste unique to the taste material.
複数の異味素材の風味がマスキングされた顆粒の製造法
（方法）
表４に示す組成を有する、グルコサミン塩酸塩、サメ軟骨粉末（コンドロイチン含有）、酵素処理ルチン、デキストリンの混合粉末Ｃと、グルコサミン塩酸塩、サメ軟骨粉末（コンドロイチン含有）、酵素処理ルチンの混合物を菜種油極度硬化油にてコーティングを施して得られた油脂コーティング粉末Ｄを流動層造粒機（FD-LAB-1（株）パウレック社製）にて造粒した。上記粉末のいずれかを造粒機に投入して品温が40℃になるまで混合した後、表５に示す量の乳化剤（ショ糖脂肪酸エステル）、結合剤（グアガム）を水に分散又は溶解して得られた噴霧液を10～30ml／分の速度で噴霧しながら5～15分間造粒した（品温：35℃～40℃、給気温度：65℃）。同装置で10～20分乾燥後、造粒物を取り出して20号（目開き840μｍ）の篩にて篩過して顆粒剤を得た。 Manufacturing method (method) of granules with masked flavors of multiple different taste ingredients
A mixture of glucosamine hydrochloride, shark cartilage powder (containing chondroitin), enzyme-treated rutin and dextrin having the composition shown in Table 4 and glucosamine hydrochloride, shark cartilage powder (containing chondroitin) and enzyme-treated rutin are mixed with rapeseed oil. The oil coating powder D obtained by coating with extremely hardened oil was granulated with a fluidized bed granulator (FD-LAB-1 manufactured by Powrec Co., Ltd.). After putting any of the above powders into a granulator and mixing until the product temperature reaches 40 ° C., the amount of emulsifier (sucrose fatty acid ester) and binder (guagum) shown in Table 5 are dispersed or dissolved in water. The resulting spray solution was granulated for 5 to 15 minutes while spraying at a rate of 10 to 30 ml / min (product temperature: 35 ° C. to 40 ° C., supply air temperature: 65 ° C.). After drying for 10 to 20 minutes in the same apparatus, the granulated product was taken out and sieved with a No. 20 (mesh 840 μm) sieve to obtain granules.
（方法）
表４に示す組成を有する、グルコサミン塩酸塩、サメ軟骨粉末（コンドロイチン含有）、酵素処理ルチン、デキストリンの混合粉末Ｃと、グルコサミン塩酸塩、サメ軟骨粉末（コンドロイチン含有）、酵素処理ルチンの混合物を菜種油極度硬化油にてコーティングを施して得られた油脂コーティング粉末Ｄを流動層造粒機（FD-LAB-1（株）パウレック社製）にて造粒した。上記粉末のいずれかを造粒機に投入して品温が40℃になるまで混合した後、表５に示す量の乳化剤（ショ糖脂肪酸エステル）、結合剤（グアガム）を水に分散又は溶解して得られた噴霧液を10～30ml／分の速度で噴霧しながら5～15分間造粒した（品温：35℃～40℃、給気温度：65℃）。同装置で10～20分乾燥後、造粒物を取り出して20号（目開き840μｍ）の篩にて篩過して顆粒剤を得た。 Manufacturing method (method) of granules with masked flavors of multiple different taste ingredients
A mixture of glucosamine hydrochloride, shark cartilage powder (containing chondroitin), enzyme-treated rutin and dextrin having the composition shown in Table 4 and glucosamine hydrochloride, shark cartilage powder (containing chondroitin) and enzyme-treated rutin are mixed with rapeseed oil. The oil coating powder D obtained by coating with extremely hardened oil was granulated with a fluidized bed granulator (FD-LAB-1 manufactured by Powrec Co., Ltd.). After putting any of the above powders into a granulator and mixing until the product temperature reaches 40 ° C., the amount of emulsifier (sucrose fatty acid ester) and binder (guagum) shown in Table 5 are dispersed or dissolved in water. The resulting spray solution was granulated for 5 to 15 minutes while spraying at a rate of 10 to 30 ml / min (product temperature: 35 ° C. to 40 ° C., supply air temperature: 65 ° C.). After drying for 10 to 20 minutes in the same apparatus, the granulated product was taken out and sieved with a No. 20 (mesh 840 μm) sieve to obtain granules.
実施例１と同様の方法により、造粒性の指標として平均粒子径を評価した。また、風味（味の強さ）に関しても、実施例１と同様に評価した。結果を表５に示した。
In the same manner as in Example 1, the average particle size was evaluated as an index of granulation. Further, the flavor (intensity of taste) was also evaluated in the same manner as in Example 1. The results are shown in Table 5.
（結論）
実施例２から粉末の組成を変更しても、油脂コーティングを施し、乳化剤を含有する噴霧液を用いて造粒することで、異味素材特有の風味がマスキングされた顆粒を製造できることが分かった。 (Conclusion)
Even when the composition of the powder was changed from Example 2, it was found that granules coated with fats and oils and granulated using a spray liquid containing an emulsifier can produce granules having a taste unique to off-flavor materials masked.
実施例２から粉末の組成を変更しても、油脂コーティングを施し、乳化剤を含有する噴霧液を用いて造粒することで、異味素材特有の風味がマスキングされた顆粒を製造できることが分かった。 (Conclusion)
Even when the composition of the powder was changed from Example 2, it was found that granules coated with fats and oils and granulated using a spray liquid containing an emulsifier can produce granules having a taste unique to off-flavor materials masked.
本発明により製造される、異味成分を有効成分として含有する経口摂取のための顆粒剤は、飲用時の風味に優れているため、広く、食品、医薬品、特に健康食品として利用できる。
The granule for oral consumption containing an off-flavor ingredient as an active ingredient produced according to the present invention is excellent in flavor at the time of drinking, and thus can be widely used as a food, a pharmaceutical, particularly a health food.
Claims (15)
- 油脂コーティング粉末を含有する原料粉末を、結合剤と乳化剤を用いて造粒することにより得られる、油脂コーティング粉末を含有する顆粒。 Granules containing oil coating powder obtained by granulating raw material powder containing oil coating powder using a binder and an emulsifier.
- 平均粒子径がφ１８０μｍ以上である、請求項１に記載の顆粒。 The granule according to claim 1, wherein the average particle size is 180 µm or more.
- 乳化剤のＨＬＢ値が3～14である、請求項１又は２に記載の顆粒。 The granule according to claim 1 or 2, wherein the emulsifier has an HLB value of 3 to 14.
- 乳化剤の含有量が、顆粒を基準として0.0001～1重量％である、請求項１～３のいずれか１項に記載の顆粒。 The granule according to any one of claims 1 to 3, wherein the content of the emulsifier is 0.0001 to 1% by weight based on the granule.
- 造粒方法が流動層造粒法である、請求項１～４のいずれか１項に記載の顆粒。 The granule according to any one of claims 1 to 4, wherein the granulation method is a fluidized bed granulation method.
- 油脂コーティング粉末の含有量が、顆粒を基準として５０重量％以上である、請求項１～５のいずれか１項に記載の顆粒。 The granule according to any one of claims 1 to 5, wherein the content of the oil coating powder is 50% by weight or more based on the granule.
- 油脂コーティングに用いる油脂コーティング剤が極度硬化油である、請求項１～６のいずれか１項に記載の顆粒。 The granule according to any one of claims 1 to 6, wherein the oil coating agent used for oil coating is an extremely hardened oil.
- 極度硬化油が菜種極度硬化油である、請求項７に記載の顆粒。 The granule according to claim 7, wherein the extremely hardened oil is a rapeseed extremely hardened oil.
- 油脂コーティング剤の量が、油脂コーティング粉末の１～８０重量％である、請求項１～８のいずれか１項に記載の顆粒。 The granule according to any one of claims 1 to 8, wherein the amount of the oil coating agent is 1 to 80% by weight of the oil coating powder.
- 油脂コーティング粉末が異味成分を含有する、飲食品である、請求項１～９のいずれか１項に記載の顆粒。 The granule according to any one of claims 1 to 9, wherein the fat-and-oil coating powder is a food or drink containing an off-flavor component.
- 異味成分の風味がマスクされた、請求項１０に記載の顆粒。 The granule according to claim 10, wherein the flavor of the off-flavor component is masked.
- 油脂コーティング粉末を含有する原料粉末を、結合剤と乳化剤を用いて造粒することを含む、顆粒を製造する方法。 A method for producing a granule, comprising granulating a raw material powder containing an oil coating powder using a binder and an emulsifier.
- 造粒中に乳化剤を含有する結合液を原料粉末に噴霧する、請求項１２に記載の製造方法。 The manufacturing method of Claim 12 which sprays on the raw material powder the binder liquid containing an emulsifier during granulation.
- 乳化剤のＨＬＢ値が3～14である、請求項１２又は１３に記載の製造方法。 The production method according to claim 12 or 13, wherein the emulsifier has an HLB value of 3 to 14.
- 造粒方法が流動層造粒法である、請求項１２～１４のいずれか１項に記載の製造方法。 The production method according to any one of claims 12 to 14, wherein the granulation method is a fluidized bed granulation method.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2010505470A JP5676251B2 (en) | 2008-04-01 | 2009-02-26 | Oil-coated powder granules |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2008-095490 | 2008-04-01 | ||
| JP2008095490 | 2008-04-01 |
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| Publication Number | Publication Date |
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| WO2009122828A1 true WO2009122828A1 (en) | 2009-10-08 |
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PCT/JP2009/053494 WO2009122828A1 (en) | 2008-04-01 | 2009-02-26 | Granule of powder coated with oil-and-fat |
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| Country | Link |
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| JP (1) | JP5676251B2 (en) |
| WO (1) | WO2009122828A1 (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPWO2017154678A1 (en) * | 2016-03-08 | 2019-01-17 | 日清食品ホールディングス株式会社 | Whole milk powder and granulation method of whole milk powder |
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| JPS6413976A (en) * | 1987-07-07 | 1989-01-18 | Knorr Foods | Production of food readily soluble in cool water |
| JPH01269469A (en) * | 1988-04-22 | 1989-10-26 | Fuji Oil Co Ltd | Granular dressing and preparation thereof |
| JPH06113755A (en) * | 1992-09-29 | 1994-04-26 | Nippon Oil & Fats Co Ltd | Readily water-soluble powdery food and its production |
| JPH11346744A (en) * | 1998-06-03 | 1999-12-21 | Nof Corp | Production of powdery composition, and powdery composition |
| WO2006117958A1 (en) * | 2005-04-28 | 2006-11-09 | Meiji Seika Kaisha, Ltd. | Rapidly soluble granule and method for producing the same |
| JP2006325542A (en) * | 2005-05-30 | 2006-12-07 | Nof Corp | METHOD FOR PRODUCING FAT-AND-OIL-COATED alpha-LIPOIC ACID POWDER AND ITS PRODUCT |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP3202053B2 (en) * | 1992-01-09 | 2001-08-27 | カネボウ株式会社 | Enteric granules |
| JP3247511B2 (en) * | 1993-09-07 | 2002-01-15 | 山之内製薬株式会社 | Pharmaceutical composition |
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- 2009-02-26 WO PCT/JP2009/053494 patent/WO2009122828A1/en active Application Filing
- 2009-02-26 JP JP2010505470A patent/JP5676251B2/en active Active
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS6413976A (en) * | 1987-07-07 | 1989-01-18 | Knorr Foods | Production of food readily soluble in cool water |
| JPH01269469A (en) * | 1988-04-22 | 1989-10-26 | Fuji Oil Co Ltd | Granular dressing and preparation thereof |
| JPH06113755A (en) * | 1992-09-29 | 1994-04-26 | Nippon Oil & Fats Co Ltd | Readily water-soluble powdery food and its production |
| JPH11346744A (en) * | 1998-06-03 | 1999-12-21 | Nof Corp | Production of powdery composition, and powdery composition |
| WO2006117958A1 (en) * | 2005-04-28 | 2006-11-09 | Meiji Seika Kaisha, Ltd. | Rapidly soluble granule and method for producing the same |
| JP2006325542A (en) * | 2005-05-30 | 2006-12-07 | Nof Corp | METHOD FOR PRODUCING FAT-AND-OIL-COATED alpha-LIPOIC ACID POWDER AND ITS PRODUCT |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| JPWO2017154678A1 (en) * | 2016-03-08 | 2019-01-17 | 日清食品ホールディングス株式会社 | Whole milk powder and granulation method of whole milk powder |
Also Published As
| Publication number | Publication date |
|---|---|
| JP5676251B2 (en) | 2015-02-25 |
| JPWO2009122828A1 (en) | 2011-07-28 |
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