JP2021132595A - W/o emulsified flavor preparation, and method for producing w/o emulsified flavor preparation - Google Patents

W/o emulsified flavor preparation, and method for producing w/o emulsified flavor preparation Download PDF

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JP2021132595A
JP2021132595A JP2020032362A JP2020032362A JP2021132595A JP 2021132595 A JP2021132595 A JP 2021132595A JP 2020032362 A JP2020032362 A JP 2020032362A JP 2020032362 A JP2020032362 A JP 2020032362A JP 2021132595 A JP2021132595 A JP 2021132595A
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一文 三澤
Kazufumi Misawa
一文 三澤
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Musashino Aromatic Chemical Co Ltd
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Abstract

To provide a W/O emulsified flavor preparation that is easily added to food and allows a flavor to remain even when the food is heated, and a method for producing a W/O emulsified flavor preparation.SOLUTION: A W/O emulsified flavor preparation has an oil phase part that contains an emulsifier and is liquid at room temperature, and an aqueous phase part that is dispersed in particulate form in the oil phase part and contains inorganic salt, ethanol and flavor component. The aqueous phase part has an average particle size of 10 μm or less in modal diameter.SELECTED DRAWING: None

Description

本発明は、例えば、飲食品等に添加されるW/O型乳化香料製剤、W/O型乳化香料製剤の製造方法に関する。 The present invention relates to, for example, a method for producing a W / O type emulsified flavor preparation and a W / O type emulsified flavor preparation added to foods and drinks.

飲食品に特定の香りや風味を付与するために香料を添加することが行われている。例えば、特許文献1には、トリメチルアミンを含む水溶液と、食用油脂と、W/O型乳化剤と、を含むW/O乳化物からなる中華麺用フレーバーが開示されている。 Flavors are added to give foods and drinks a specific aroma and flavor. For example, Patent Document 1 discloses a flavor for Chinese noodles, which comprises a W / O emulsion containing an aqueous solution containing trimethylamine, an edible oil and fat, and a W / O type emulsifier.

また、特許文献2には、乳化粒子中に油溶性物質又は水溶性物質を含み、平均乳化粒子径が15〜100μmである乳化組成物が開示されている。 Further, Patent Document 2 discloses an emulsified composition containing an oil-soluble substance or a water-soluble substance in the emulsified particles and having an average emulsified particle size of 15 to 100 μm.

特開2019−134687号公報Japanese Unexamined Patent Publication No. 2019-134678 国際公開WO2015/147043号公報International Publication WO2015 / 147043

しかし、一般にW/O型乳化物は、常温で固体であるため食品に添加しにくいという問題がある。また、一般的な香料又は香料製剤は、耐熱性が低く加熱した際に香りが残りにくいという問題がある。 However, in general, W / O type emulsions have a problem that they are difficult to add to foods because they are solid at room temperature. In addition, general fragrances or fragrance preparations have a problem that they have low heat resistance and the fragrance does not easily remain when heated.

本発明は、上記従来技術に鑑み、食品に添加しやすく、かつ食品が加熱された場合であっても香りが残りやすいW/O型乳化香料製剤及びW/O型乳化香料製剤の製造方法を提供することを目的とする。 In view of the above-mentioned prior art, the present invention provides a method for producing a W / O type emulsified flavor preparation and a W / O type emulsified flavor preparation, which are easy to add to a food and easily retain a scent even when the food is heated. The purpose is to provide.

上記目的を達成するため、本発明のW/O型乳化香料製剤は、油脂及び乳化剤を含みかつ、常温で液状である油相部と、前記油相部中に粒子状をなして分散し、かつ水、無機塩、エタノール及び香料成分を含む水相部と、を含有し、前記水相部の平均粒子径が、モード径で10μm以下であることを特徴とする。ここで、常温とは、本明細書においては、加熱又は冷却などをしない平常の温度を言い、例えば、15〜25℃の温度域をいう。 In order to achieve the above object, the W / O type emulsified fragrance preparation of the present invention comprises an oil phase portion containing an oil and an emulsifier and is liquid at room temperature, and is dispersed in the oil phase portion in the form of particles. Moreover, it contains an aqueous phase portion containing water, an inorganic salt, ethanol and a fragrance component, and the average particle size of the aqueous phase portion is 10 μm or less in terms of mode diameter. Here, the room temperature means a normal temperature without heating or cooling in the present specification, for example, a temperature range of 15 to 25 ° C.

本発明のW/O型乳化香料製剤は、常温で液状であるため、食品に添加することが容易である。また、水相部に無機塩を含むことにより乳化状態の安定化を図ることが可能となる。さらに、水相部にエタノールを含むことにより、多種多様な香料を水相部に含有させることができ、食品に多種多様な香りを付与することが可能となる。特に、本発明のW/O型乳化香料製剤は、トップ香からラスト香まで香料の香りを感じられる、いわゆる徐放性を有するため、添加した食品に新規な風味を提供することが可能となる。 Since the W / O type emulsified flavor preparation of the present invention is liquid at room temperature, it can be easily added to foods. Further, by containing an inorganic salt in the aqueous phase portion, it is possible to stabilize the emulsified state. Further, by including ethanol in the aqueous phase portion, a wide variety of flavors can be contained in the aqueous phase portion, and it is possible to impart a wide variety of aromas to foods. In particular, the W / O type emulsified flavor preparation of the present invention has so-called sustained release property in which the flavor of the flavor can be felt from the top flavor to the last flavor, so that it is possible to provide a new flavor to the added food. ..

本発明のW/O型乳化香料製剤においては、前記香料成分は、油溶性の香料成分を含むことが好ましい。 In the W / O type emulsified fragrance preparation of the present invention, the fragrance component preferably contains an oil-soluble fragrance component.

水相部がエタノールを含むことにより、油溶性の香料成分の水相部に対する溶解度を高めることが可能となる。 Since the aqueous phase portion contains ethanol, it is possible to increase the solubility of the oil-soluble fragrance component in the aqueous phase portion.

本発明のW/O型乳化香料製剤において、前記水相部中の前記エタノールの濃度は、1〜65質量%であることが好ましい。 In the W / O type emulsified fragrance preparation of the present invention, the concentration of the ethanol in the aqueous phase portion is preferably 1 to 65% by mass.

また、本発明のW/O型乳化香料製剤において、20℃における粘度が50〜1000CPであることが好ましい。 Further, in the W / O type emulsified fragrance preparation of the present invention, the viscosity at 20 ° C. is preferably 50 to 1000 CP.

また、本発明のW/O型乳化香料製剤において、前記乳化剤は、ポリグリセリン縮合リシノール酸エステルであることが好ましい。 Further, in the W / O type emulsified fragrance preparation of the present invention, the emulsifier is preferably a polyglycerin condensed ricinoleic acid ester.

更に、本発明のW/O型乳化香料製剤において、前記水相部中の前記無機塩の濃度は、0.5〜5.0質量%であることが好ましい。 Further, in the W / O type emulsified fragrance preparation of the present invention, the concentration of the inorganic salt in the aqueous phase portion is preferably 0.5 to 5.0% by mass.

また、本発明のW/O型乳化香料製剤において、前記油相部及び前記水相部の比率は、99:1〜50:50であることが好ましい。 Further, in the W / O type emulsified fragrance preparation of the present invention, the ratio of the oil phase portion to the aqueous phase portion is preferably 99: 1 to 50:50.

本発明のW/O型乳化香料製剤の製造方法は、常温で液状である油脂に乳化剤を溶解させて油相部を調製する油相部調製工程と、水に無機塩、エタノール及び香料成分を溶解させて水相部を調製する水相部調製工程と、前記油相部調製工程で得られた前記油相部に、前記水相部調製工程で得られた前記水相部を添加混合し乳化させて、前記水相部の平均粒子径をモード径で10μm以下にする乳化工程とを含むことを特徴とする。 The method for producing the W / O type emulsified fragrance preparation of the present invention includes an oil phase preparation step of preparing an oil phase portion by dissolving an emulsifier in a fat and oil that is liquid at room temperature, and an inorganic salt, ethanol and a fragrance component in water. The aqueous phase portion obtained in the aqueous phase portion preparation step is added and mixed with the aqueous phase portion preparing step of dissolving to prepare the aqueous phase portion and the oil phase portion obtained in the oil phase portion preparing step. It is characterized by including an emulsification step of emulsifying so that the average particle size of the aqueous phase portion is 10 μm or less in the mode diameter.

本発明のW/O型乳化香料製剤の製造方法によれば、常温で液状のW/O型乳化香料製剤を製造することが可能となる。 According to the method for producing a W / O type emulsified fragrance preparation of the present invention, it is possible to produce a W / O type emulsified fragrance preparation that is liquid at room temperature.

本発明によれば、W/O型乳化香料製剤が常温で液状であるため、食品に容易に添加することできる。また、W/O型乳化香料製剤が水相部にエタノールを含むことにより、多種多様な香料を水相部に含有させることができ、食品に多種多様な香りを付与することが可能となる。また、W/O型乳化香料製剤が水相部に無機塩を含むことにより乳化状態の安定化を図ることが可能となる。 According to the present invention, since the W / O type emulsified flavor preparation is liquid at room temperature, it can be easily added to foods. Further, since the W / O type emulsified flavor preparation contains ethanol in the aqueous phase portion, a wide variety of flavors can be contained in the aqueous phase portion, and it is possible to impart a wide variety of aromas to foods. Further, the W / O type emulsified fragrance preparation contains an inorganic salt in the aqueous phase portion, so that the emulsified state can be stabilized.

本発明のW/O型乳化香料製剤は、油脂及び乳化剤を含みかつ、常温で液状である油相部と、水、無機塩、エタノール及び香料成分を含む水相部と、を含有する。ここで、常温とは、本明細書においては、加熱又は冷却などをしない平常の温度を言い、例えば、15〜25℃の温度域をいう。 The W / O type emulsified fragrance preparation of the present invention contains an oil phase portion containing oils and fats and an emulsifier and is liquid at room temperature, and an aqueous phase portion containing water, an inorganic salt, ethanol and a fragrance component. Here, the room temperature means a normal temperature without heating or cooling in the present specification, for example, a temperature range of 15 to 25 ° C.

本発明のW/O型乳化香料製剤は、油相部と水相部との比率が、99:1〜50:50とするとよく、好ましくは、90:10〜50:50、より好ましくは、70:30〜60:40とするとよい。水相部の比率が高くなるにつれてO/W型になりやすく、さらに油相部と水相部の分離が生じる傾向がある。また、油相部の比率が高くなるにつれてW/O型であるものの、粘度が高くなる傾向がある。さらに油相部の比率が高くなるにつれて水相部へ香料成分を配合しにくくなる。 In the W / O type emulsified fragrance preparation of the present invention, the ratio of the oil phase portion to the aqueous phase portion is preferably 99: 1 to 50:50, preferably 90: 10 to 50:50, and more preferably 90: 10 to 50:50. It is preferable to set it from 70:30 to 60:40. As the ratio of the aqueous phase portion increases, the O / W type tends to be formed, and the oil phase portion and the aqueous phase portion tend to be separated. Further, as the ratio of the oil phase portion increases, the viscosity tends to increase although it is a W / O type. Further, as the ratio of the oil phase portion increases, it becomes difficult to add the fragrance component to the aqueous phase portion.

本発明のW/O型乳化香料製剤は、20℃における粘度が50〜1000CPであるとよい。より好ましくは、50〜500CPであるとよく、さらに好ましくは、50〜300CPであるとよい。なお、粘度は、B型粘度計(株式会社東京計器製)を用いて測定することができる。 The W / O type emulsified fragrance preparation of the present invention preferably has a viscosity at 20 ° C. of 50 to 1000 CP. More preferably, it is 50 to 500 CP, and even more preferably 50 to 300 CP. The viscosity can be measured using a B-type viscometer (manufactured by Tokyo Keiki Co., Ltd.).

本発明で用いる油相部の乳化剤は、例えば、ポリグリセリン縮合リシノール酸エステル系の乳化剤を用いることができる。 As the emulsifier of the oil phase portion used in the present invention, for example, a polyglycerin condensed ricinoleic acid ester-based emulsifier can be used.

ポリグリセリン縮合リシノール酸エステル系の乳化剤としては、例えば、「SY グリスターCRS-75」、「SY グリスターCR-200」、「SY グリスターCR-500」(いずれも、商品名、阪本薬品工業株式会社製)、「NIKKOL Hexaglyn PR - 15F」(商品名、日光ケミカルズ株式会社製)を用いることができる。 Examples of the polyglycerin condensed ricinoleic acid ester-based emulsifier include "SY glycer CRS-75", "SY glycer CR-200", and "SY glycer CR-500" (trade names, all manufactured by Sakamoto Yakuhin Kogyo Co., Ltd.). ), "NIKKOL Hexaglyn PR-15F" (trade name, manufactured by Nikko Chemicals Co., Ltd.) can be used.

乳化剤は、乳化物中に、水相部に対して好ましくは0.5〜30質量%、より好ましくは、5〜20質量%、更に好ましくは、10〜15質量%を含むとよい。乳化剤の添加量が水相部に対して0.5質量%よりも低いと、乳化安定性が発現しにくい。また乳化剤の添加量が水相部に対して30質量%よりも高いと、乳化液の粘度が大きくなりハンドリングが難しくなる傾向にある。 The emulsifier may contain, preferably 0.5 to 30% by mass, more preferably 5 to 20% by mass, still more preferably 10 to 15% by mass, based on the aqueous phase portion in the emulsion. If the amount of the emulsifier added is less than 0.5% by mass with respect to the aqueous phase portion, emulsification stability is unlikely to be exhibited. Further, when the amount of the emulsifier added is more than 30% by mass with respect to the aqueous phase portion, the viscosity of the emulsion tends to increase and handling tends to be difficult.

本発明で用いる油相部に用いられる油脂は、常温で液状の食用油脂であれば用いることができる。このような食用油脂としては、例えば、米油、菜種油、大豆油、オリーブ油、ごま油、綿実油、サフラワー油、コーン油、エゴマ油、ブドウ油、落花生油、アマニ油、ココナッツオイル、パーム油、中鎖脂肪酸油(MCT:Medium Chain Triglyceride)、ピーナッツ油、アーモンド油、ヒマワリ油等が挙げられる。尚、単一種の食用油脂を油相部の油脂として用いる場合は、常温で液状のものを使用すると良い。 The oil and fat used in the oil phase portion used in the present invention can be any edible oil and fat that is liquid at room temperature. Examples of such edible oils and fats include rice oil, rapeseed oil, soybean oil, olive oil, sesame oil, cottonseed oil, saflower oil, corn oil, egoma oil, grape oil, peanut oil, flaxseed oil, coconut oil, palm oil, and medium. Examples thereof include chain fatty acid oil (MCT: Medium Chain Triglyceride), peanut oil, almond oil, sunflower oil and the like. When a single type of edible oil or fat is used as the oil or fat in the oil phase portion, it is preferable to use one that is liquid at room temperature.

食用油脂は、2種以上を組み合わせて使用することも可能である。食用油脂を2種以上組み合わせて使用する場合は、常温で液状のものと常温で固体状のものを混合して使用することもできる。例えば、常温で液状の上記の食用油と、常温で固体状のパーム油、ココナッツ油、バターオイル、牛脂、ラードなどを混合して使用することができる。 It is also possible to use two or more kinds of edible oils and fats in combination. When two or more kinds of edible oils and fats are used in combination, those which are liquid at room temperature and those which are solid at room temperature can be mixed and used. For example, the above-mentioned edible oil that is liquid at room temperature can be used as a mixture of palm oil, coconut oil, butter oil, beef tallow, lard, etc. that are solid at room temperature.

油脂は、例えば、乳化物中に、好ましくは50〜99質量%、より好ましくは、50〜80質量%、更に好ましくは、55〜65質量%を含むとよい。 The fats and oils may be contained in, for example, preferably 50 to 99% by mass, more preferably 50 to 80% by mass, and even more preferably 55 to 65% by mass in the emulsion.

本発明で用いる油相部は、上記の乳化剤及び油脂の他に、例えば、油溶性香料成分、植物精油、酸化防止剤を含むことができる。言い換えれば、香料成分は、水相部にのみ含まれているだけでなく、水相部及び油相部に含まれていてもよい。 In addition to the above emulsifiers and fats and oils, the oil phase portion used in the present invention may contain, for example, an oil-soluble fragrance component, a plant essential oil, and an antioxidant. In other words, the fragrance component may be contained not only in the aqueous phase portion but also in the aqueous phase portion and the oil phase portion.

油溶性の香料成分としては、例えばオレンジ、レモンなどの柑橘類、コリアンダー、ペパーミントなどのハーブ・スパイス類、ジャスミン、ローズなどの花類等の植物精油、エステル類や脂肪酸類、脂肪族高級アルコール類、テルペン系炭化水素類、芳香族アルコール類、フェノール類等の合成香料化合物や、天然物から単離された天然単離香料化合物、これらを組み合わせた油性調合香料組成物等が挙げられる。 Oil-soluble fragrance components include, for example, citrus fruits such as orange and lemon, herbs and spices such as coriander and peppermint, plant essential oils such as flowers such as jasmine and rose, esters and fatty acids, aliphatic higher alcohols, etc. Examples thereof include synthetic fragrance compounds such as terpene hydrocarbons, aromatic alcohols and phenols, naturally isolated fragrance compounds isolated from natural products, and oil-based blended fragrance compositions combining these.

酸化防止剤は、油溶性で、かつ抗酸化活性のあるものを使用することができ、このような酸化防止剤としては、例えば、「理研E オイル600(ミックストコフェロール)」(商品名、理研ビタミン株式会社製)が挙げられる。 As the antioxidant, an oil-soluble and antioxidant-active agent can be used. Examples of such an antioxidant include "RIKEN E Oil 600 (Mixed Tocopherol)" (trade name, RIKEN Vitamin). (Made by Co., Ltd.).

本発明で用いる水相部の無機塩は、水への溶解度が高いもの、具体的には水温20℃における水100gに溶解する質量が10g以上のものがよい。このような溶解度を有する無機塩としては、例えば、食塩(塩化ナトリウム)、塩化カリウム、リン酸三ナトリウム等が挙げられる。 The inorganic salt of the aqueous phase portion used in the present invention preferably has high solubility in water, specifically, has a mass of 10 g or more dissolved in 100 g of water at a water temperature of 20 ° C. Examples of the inorganic salt having such solubility include sodium chloride (sodium chloride), potassium chloride, trisodium phosphate and the like.

無機塩は、例えば、水相部中に、0.5〜5.0質量%添加されるとよく、好ましくは、1〜3質量%、より好ましくは、1.2〜2.5質量%添加されるとよい。 For example, the inorganic salt is preferably added in an aqueous phase portion in an amount of 0.5 to 5.0% by mass, preferably 1 to 3% by mass, and more preferably 1.2 to 2.5% by mass. It should be done.

水相部に含まれる香料成分は、水溶性香料成分及び油溶性(以下、疎水性ともいう)香料成分のいずれであってもよい。また、香料成分は、人工的に生成したものであってもよいし、食品から抽出されたエキスであってもよい。 The fragrance component contained in the aqueous phase portion may be either a water-soluble fragrance component or an oil-soluble (hereinafter, also referred to as hydrophobic) fragrance component. Further, the flavor component may be an artificially produced one or an extract extracted from a food.

水溶性の香料成分としては、例えばオレンジ、レモンなどの柑橘類、コリアンダー、ペパーミントなどのハーブ・スパイス類、ジャスミン、ローズなどの花類等の植物精油や紅茶、緑茶などの茶類、リンゴ、バナナ、モモなどの果実類、カボチャ、セロリ、トマトなどの野菜類、トウモロコシなどの穀類、コーヒー、大豆などの豆類などの成分を含む植物エキスやワイン、ウイスキー、日本酒などの酒類、これらを濃縮した濃縮物等が挙げられる。油溶性の香料成分としては、上述のものが挙げられる。 Water-soluble fragrance ingredients include, for example, citrus fruits such as oranges and lemons, herbs and spices such as coriander and peppermint, vegetable essential oils such as flowers such as jasmine and rose, black tea, teas such as green tea, apples, bananas, etc. Plant extracts containing ingredients such as fruits such as peaches, vegetables such as pumpkins, celery and tomatoes, grains such as corn, beans such as coffee and soybeans, and alcoholic beverages such as wine, whiskey and Japanese sake, and concentrated concentrates. And so on. Examples of the oil-soluble fragrance component include those mentioned above.

香料成分は、例えば、疎水性(油溶性)の香料成分を用いる場合には、香料成分をエタノールに溶解させて使用するとよい。この場合、エタノールは水相部中で1〜65質量%とするとよく、好ましくは、10〜50質量%、より好ましくは、20〜40質量%とするとよい。 As the fragrance component, for example, when a hydrophobic (oil-soluble) fragrance component is used, the fragrance component may be dissolved in ethanol before use. In this case, ethanol is preferably 1 to 65% by mass, preferably 10 to 50% by mass, and more preferably 20 to 40% by mass in the aqueous phase portion.

水相部中のエタノール濃度が低いと、香料成分は油相部へ溶解する傾向があり、また油相部と水相部のバランスが取れなくなり乳化しにくくなる傾向がある。 When the ethanol concentration in the aqueous phase portion is low, the fragrance component tends to dissolve in the oil phase portion, and the oil phase portion and the aqueous phase portion tend to be unbalanced and difficult to emulsify.

また、水相部中には水溶性の乳化剤を添加することが出来る。水溶性の乳化剤は、例えば、「シュガーエステル LWA-1570」(商品名、三菱ケミカルフーズ株式会社)等が挙げられる。尚、水相部の水は、イオン交換水、蒸留水、水道水、紫外線滅菌水、ミネラルウォーター等を含む飲用可能な水であればよい。 Further, a water-soluble emulsifier can be added to the aqueous phase portion. Examples of the water-soluble emulsifier include "sugar ester LWA-1570" (trade name, Mitsubishi Chemical Foods Co., Ltd.). The water in the aqueous phase portion may be any drinkable water including ion-exchanged water, distilled water, tap water, ultraviolet sterilized water, mineral water and the like.

水相部の平均粒子径は、モード径で10μm以下であるとよく、好ましくは5μm以下、より好ましくは2μm以下であるとよい。なお、本発明における平均粒子径は、レーザー回折式粒度分布測定装置を用いて測定したモード径で求めた値を意味する。レーザー回折式粒度分布測定装置としては、例えば「LA−950V2」(商品名、株式会社堀場製作所製)を用いることができる。水相部の平均粒子径が10μmよりも大きくなると、水相部が分離しやすい傾向がある。 The average particle size of the aqueous phase portion is preferably 10 μm or less in mode diameter, preferably 5 μm or less, and more preferably 2 μm or less. The average particle size in the present invention means a value obtained by the mode diameter measured by using a laser diffraction type particle size distribution measuring device. As the laser diffraction type particle size distribution measuring device, for example, "LA-950V2" (trade name, manufactured by HORIBA, Ltd.) can be used. When the average particle size of the aqueous phase portion is larger than 10 μm, the aqueous phase portion tends to be easily separated.

以上で説明した本発明のW/O型乳化香料製剤は、次のようにして製造することができる。 The W / O type emulsified fragrance preparation of the present invention described above can be produced as follows.

すなわち、常温で液状である油脂に乳化剤を溶解させて油相部を調製する油相部調製工程が行われる。油脂に乳化剤を溶解させる際には、油脂を加熱しつつ(例えば40℃程度)行うとよい。油脂に乳化剤を溶解させるために使用する攪拌機は特には限定されず公知の撹拌機を用いることができる。 That is, an oil phase portion preparation step is performed in which an emulsifier is dissolved in an oil or fat that is liquid at room temperature to prepare an oil phase portion. When dissolving the emulsifier in the fat and oil, it is preferable to heat the fat and oil (for example, about 40 ° C.). The stirrer used to dissolve the emulsifier in fats and oils is not particularly limited, and a known stirrer can be used.

次いで、水に無機塩及び香料成分を溶解させて水相部を調製する水相部調製工程が行われる。水に無機塩及び香料成分を溶解させるために使用する攪拌機は特には限定されず公知の撹拌機を用いることができる。 Next, an aqueous phase portion preparation step of dissolving an inorganic salt and a fragrance component in water to prepare an aqueous phase portion is performed. The stirrer used to dissolve the inorganic salt and the fragrance component in water is not particularly limited, and a known stirrer can be used.

尚、油相部調製工程及び水相部調製工程は、どちらを先に行ってもよいし、油相部調製工程及び水相部調製工程を同時に行ってもよい。 Either the oil phase portion preparation step and the aqueous phase portion preparation step may be performed first, or the oil phase portion preparation step and the aqueous phase portion preparation step may be performed at the same time.

油相部調製工程で得られた油相部に、水相部調製工程で得られた水相部を添加混合し乳化させて、水相部の平均粒子径をモード径で10μm以下にする乳化工程が行われる。 The aqueous phase portion obtained in the aqueous phase preparation step is added and mixed with the oil phase portion obtained in the oil phase preparation step and emulsified to make the average particle size of the aqueous phase portion 10 μm or less in the mode diameter. The process is carried out.

乳化工程に使用するミキサーは特には限定されないが、例えば、ホモミキサーを用いることができる。この際、油相部及び水相部の混合物の温度を30〜50℃の温度範囲に保持し、かつ1〜60分間攪拌させるとよい。 The mixer used in the emulsification step is not particularly limited, but for example, a homomixer can be used. At this time, it is preferable to keep the temperature of the mixture of the oil phase portion and the aqueous phase portion in the temperature range of 30 to 50 ° C. and stir for 1 to 60 minutes.

この乳化工程の攪拌によって、水相部のモード径を調整することができる。例えば、ホモミキサーとして、「T.K.MARKII」(商品名、プライミクス株式会社製)を用いた場合、攪拌条件を1,000〜12,000rpmに設定することにより、平均粒子径をモード径で10μm以下にすることができる。 By stirring in this emulsification step, the mode diameter of the aqueous phase portion can be adjusted. For example, when "TK MARKII" (trade name, manufactured by Primix Corporation) is used as a homomixer, the average particle size is set to the mode diameter by setting the stirring condition to 1,000 to 12,000 rpm. It can be 10 μm or less.

以上のように本発明のW/O型乳化香料製剤によれば、W/O型乳化香料製剤が常温で液状であるため、食品に容易に添加することできる。また、水、香料成分、エタノール及び無機塩が溶解した水相部が、油相部中で乳化粒子となって分散したW/O型をなしているため、W/O型乳化香料製剤の乳化状態の安定化を図り、かつ香料成分の熱に対する安定性を図ることが可能となる。さらに、W/O型乳化香料製剤が水相部にエタノールを含むことにより、多種多様な香料を水相部に含有させることができるため、多種多様な香料製剤を作製することが可能となる。 As described above, according to the W / O type emulsified flavor preparation of the present invention, since the W / O type emulsified flavor preparation is liquid at room temperature, it can be easily added to foods. Further, since the aqueous phase portion in which water, the fragrance component, ethanol and the inorganic salt are dissolved forms a W / O type in which emulsified particles are dispersed in the oil phase portion, the W / O type emulsified fragrance preparation is emulsified. It is possible to stabilize the state and to stabilize the fragrance component against heat. Further, since the W / O type emulsified fragrance preparation contains ethanol in the aqueous phase portion, a wide variety of fragrances can be contained in the aqueous phase portion, so that a wide variety of fragrance preparations can be produced.

すなわち、本発明のW/O型乳化香料製剤は、食品原料に添加されて加熱処理されたときに、油相部中に乳化粒子となって存在する水相部に溶解した香料成分が揮散しにくくなり、香料成分を良好に保持することができる。 That is, in the W / O type emulsified flavor preparation of the present invention, when it is added to a food raw material and heat-treated, the flavor component dissolved in the aqueous phase portion existing as emulsified particles in the oil phase portion volatilizes. It becomes difficult and the fragrance component can be well retained.

また、本発明のW/O型乳化香料製剤を含有する食品を食すると、トップ香からラスト香まで徐々に香料の香りを感じられる、いわゆる徐放性を有するため、添加した食品に自然で良好な風味を付与することが可能となる。 Further, when a food containing the W / O type emulsified flavor preparation of the present invention is eaten, the flavor of the flavor is gradually felt from the top flavor to the last flavor, which is a so-called sustained release property. It is possible to give a unique flavor.

本発明のW/O型乳化香料製剤は、例えば、クッキー、クリーム、チョコレート、ビスケット、パイ、ウエハース、煎餅等の菓子類、プリン、ゼリー、ヨーグルト等のデザート類、アイスクリーム類、パンなどの原料として、好適に添加することができる。 The W / O type emulsified fragrance preparation of the present invention is, for example, a raw material for confectioneries such as cookies, creams, chocolates, biscuits, pies, wafers and rice crackers, desserts such as puddings, jellies and yogurts, ice creams and bread. Can be preferably added.

[試験例1](無機塩の添加試験)
表1に示す配合で実施例1乃至4のW/O型乳化香料製剤及び比較例1を作成し、その乳化状態の評価を行った。また、実施例1乃至4のW/O型乳化香料製剤及び比較例1の水溶部の平均粒子径(以下、乳化粒子径とも称する)を測定した。
[Test Example 1] (Inorganic salt addition test)
The W / O type emulsified fragrance preparations of Examples 1 to 4 and Comparative Example 1 were prepared with the formulations shown in Table 1, and their emulsified states were evaluated. In addition, the average particle size (hereinafter, also referred to as emulsified particle size) of the water-soluble part of the W / O type emulsified fragrance preparations of Examples 1 to 4 and Comparative Example 1 was measured.

尚、乳化剤としてポリグリセリン縮合リシノール酸エステル系の乳化剤であるSY グリスター CRS-75(商品名、阪本薬品工業株式会社製)を用いた。酸化防止剤として、リケン Eオイル 600(商品名、理研ビタミン株式会社製)を用いた。香料成分として、油溶性の香料成分であるバターフレーバーを用いた。当該バターフレーバーは、調合香料(株式会社武蔵野香料化学研究所製)を用いた。 As an emulsifier, SY glycer CRS-75 (trade name, manufactured by Sakamoto Yakuhin Kogyo Co., Ltd.), which is a polyglycerin condensed ricinoleic acid ester-based emulsifier, was used. Riken E Oil 600 (trade name, manufactured by RIKEN Vitamin Co., Ltd.) was used as an antioxidant. As the fragrance component, butter flavor, which is an oil-soluble fragrance component, was used. As the butter flavor, a blended fragrance (manufactured by Musashino Fragrance Chemical Research Institute Co., Ltd.) was used.

乳化粒子径の測定は、「LA−950V2」(商品名、株式会社堀場製作所製)を用いてレーザー回折・散乱法によって行った。 The emulsified particle size was measured by a laser diffraction / scattering method using "LA-950V2" (trade name, manufactured by HORIBA, Ltd.).

実施例1乃至4のW/O型乳化香料製剤及び比較例1の判定は、下記の判定基準に基づいて行った。 The determination of the W / O type emulsified fragrance preparations of Examples 1 to 4 and Comparative Example 1 was performed based on the following criteria.

(判定基準)
〇: 均一に混合され、乳化粒子が一律である
△: 大部分が均一であるが、少量の分離があり、乳化粒子が不揃いである
×: 分離層が大きく、乳化状態を成していない
尚、この判定基準は、以降の表に示される判定においても準用される。
(criterion)
〇: Uniformly mixed and emulsified particles are uniform Δ: Most are uniform, but there is a small amount of separation and the emulsified particles are uneven ×: The separated layer is large and the emulsified state is not formed. , This criterion also applies mutatis mutandis to the determination shown in the following table.

Figure 2021132595
Figure 2021132595

食塩が添加されていない比較例1では、分離層が大きく乳化状態をなしておらずW/O型乳化製剤を得るに至らなかった。 In Comparative Example 1 to which no salt was added, the separation layer was large and was not in an emulsified state, and a W / O type emulsified preparation could not be obtained.

[試験例2](アルコールの添加濃度試験)
表2に示す配合でアルコールの添加量を変えて実施例5乃至8のW/O型乳化香料製剤を作成し、かつアルコールが添加されていない比較例2を作成した。実施例5乃至8のW/O型乳化香料製剤の乳化状態の評価及び各々の乳化粒子径の測定を行った。それらの結果を表2に示す。尚、乳化状態の評価及び乳化粒子径の測定条件は、試験例1と同一であるため説明を省略する。
[Test Example 2] (Alcohol addition concentration test)
The W / O type emulsified fragrance preparations of Examples 5 to 8 were prepared by changing the amount of alcohol added according to the formulation shown in Table 2, and Comparative Example 2 in which alcohol was not added was prepared. The emulsified state of the W / O type emulsified fragrance preparations of Examples 5 to 8 was evaluated, and the size of each emulsified particle size was measured. The results are shown in Table 2. Since the evaluation of the emulsified state and the measurement conditions of the emulsified particle size are the same as those of Test Example 1, the description thereof will be omitted.

Figure 2021132595
Figure 2021132595

表2に示すように、水相部中のアルコールの濃度が13.9〜60.1質量%ではW/O型乳化香料製剤が得られた。実施例5乃至8のW/O型乳化香料製剤のうちでは、特に水相部中のアルコール濃度が41.6質量%である実施例6、水相部中のアルコール濃度が50.8質量%である実施例7のW/O型乳化香料製剤について良好な乳化状態が得られた。一方で、アルコールが添加されていない比較例2では分離層が大きく、良好な乳化状態が得られなかった。 As shown in Table 2, a W / O type emulsified fragrance preparation was obtained when the concentration of alcohol in the aqueous phase portion was 13.9 to 60.1% by mass. Among the W / O type emulsified fragrance preparations of Examples 5 to 8, in particular, Example 6 in which the alcohol concentration in the aqueous phase portion is 41.6% by mass, and the alcohol concentration in the aqueous phase portion is 50.8% by mass. A good emulsified state was obtained for the W / O type emulsified fragrance preparation of Example 7. On the other hand, in Comparative Example 2 to which alcohol was not added, the separation layer was large and a good emulsified state could not be obtained.

尚、上記の結果は、香料成分の種類、他の原料の配合量によって変動し得る。 The above results may vary depending on the type of fragrance component and the blending amount of other raw materials.

[試験例3](油相部及び水相部の比率試験)
表3に示した配合で油相部を作成し、表4に示した配合で水相部を作成した。表5に示した油相部と水相部の比率を変えて実施例9乃至13のW/O型乳化香料製剤を作成した。実施例9乃至13のW/O型乳化香料製剤の乳化状態の評価及び各々の乳化粒子径の測定を行った。尚、乳化状態の評価及び乳化粒子径の測定条件は、試験例1と同一であるため説明を省略する。それらの結果を表5に示す。
[Test Example 3] (Ratio test of oil phase part and water phase part)
The oil phase part was prepared with the formulation shown in Table 3, and the aqueous phase portion was prepared with the formulation shown in Table 4. The W / O type emulsified fragrance preparations of Examples 9 to 13 were prepared by changing the ratio of the oil phase part and the aqueous phase part shown in Table 5. The emulsified state of the W / O type emulsified fragrance preparations of Examples 9 to 13 was evaluated and the size of each emulsified particle was measured. Since the evaluation of the emulsified state and the measurement conditions of the emulsified particle size are the same as those of Test Example 1, the description thereof will be omitted. The results are shown in Table 5.

Figure 2021132595
Figure 2021132595

Figure 2021132595
Figure 2021132595

Figure 2021132595
Figure 2021132595

表5に示すように、油相部と水相部の比率が99:1である実施例8から同比率が50:50である実施例12までは、良好な結果が得られた。 As shown in Table 5, good results were obtained from Example 8 in which the ratio of the oil phase portion to the aqueous phase portion was 99: 1 to Example 12 in which the ratio was 50:50.

[試験例4](バタークッキーの官能評価試験)
(バタータイプW/O型乳化香料製剤の作製)
表6、7に示す配合で実施例14のW/O型乳化香料製剤及び比較例3の香料製剤を作製した。実施例14のW/O型乳化香料製剤の乳化粒子径の測定を行った。尚、乳化粒子径の測定条件は、試験例1と同一であるため説明を省略する。それらの結果を表6、7に示す。
[Test Example 4] (Sensory evaluation test of butter cookie)
(Preparation of butter type W / O type emulsified fragrance preparation)
The W / O type emulsified fragrance preparation of Example 14 and the fragrance preparation of Comparative Example 3 were prepared with the formulations shown in Tables 6 and 7. The emulsified particle size of the W / O type emulsified fragrance preparation of Example 14 was measured. Since the measurement conditions for the emulsified particle size are the same as those in Test Example 1, the description thereof will be omitted. The results are shown in Tables 6 and 7.

Figure 2021132595
Figure 2021132595

Figure 2021132595
Figure 2021132595

(クッキーの作成)
表8に示す配合で実施例14のW/O型乳化香料製剤及び比較例3の香料製剤を用いて実施例15及び比較例5のバタークッキーを作成した。尚、比較例4のバタークッキーは、香料製剤を添加せずに作成したバタークッキーである。
(Creating cookies)
The butter cookies of Example 15 and Comparative Example 5 were prepared using the W / O type emulsified flavor preparation of Example 14 and the flavor preparation of Comparative Example 3 with the formulations shown in Table 8. The butter cookie of Comparative Example 4 is a butter cookie prepared without adding a fragrance preparation.

Figure 2021132595
Figure 2021132595

(官能評価)
10名のパネラーが、比較例4、5及び実施例15のバタークッキーを食し、官能評価を行った。尚、官能評価の判定基準は次の通りとした。その結果を表9に示す。
(sensory evaluation)
Ten panelists ate the butter cookies of Comparative Examples 4, 5 and 15 and performed a sensory evaluation. The criteria for sensory evaluation were as follows. The results are shown in Table 9.

(判定基準)
◎: 比較例4よりもバターの香味が非常に良好に感じられた
〇: 比較例4よりもバターの香味が良好に感じられた
△: 比較例4よりもバターの香味はあるものの不十分である
×: 比較例4と同等または良好なバターの香味がみられない
(criterion)
⊚: Butter flavor was felt much better than Comparative Example 4 〇: Butter flavor was felt better than Comparative Example 4 Δ: Butter flavor was felt but insufficient than Comparative Example 4. Yes ×: No butter flavor equivalent to or better than that of Comparative Example 4

Figure 2021132595
Figure 2021132595

表9に示すように、無添加タイプのバタークッキー比較例4は、トップ香、呈味、トータル共に良好な結果が得られなかった。オイルタイプのバタークッキー比較例5は、トップ香については良好であった。この点において、このため、オイルタイプのバタークッキー比較例5は、トータルの結果が無添加タイプのバタークッキー比較例4よりも良好であった。しかし、オイルタイプのバタークッキー比較例5は、呈味が合成的な味であり良好な結果が得られなかった。 As shown in Table 9, in Comparative Example 4 of the additive-free type butter cookie, good results were not obtained in all of the top aroma, taste, and total. The oil type butter cookie Comparative Example 5 was good in terms of top aroma. In this respect, for this reason, the oil type butter cookie Comparative Example 5 had a better total result than the additive-free type butter cookie Comparative Example 4. However, in Comparative Example 5 of the oil type butter cookie, the taste was synthetic and good results could not be obtained.

エマルジョンタイプのバタークッキー実施例15は、優れたトップ香が感じられるだけでなく、呈味及びトータルの結果も優れていることが分かった。特に、エマルジョンタイプのバタークッキー実施例15は、無添加タイプのバタークッキー比較例4及びオイルタイプのバタークッキー比較例5と比べても香り立ちがよく、バターの香りの感じが自然であった。さらに、エマルジョンタイプのバタークッキー実施例15は、ラスト香においても比較例4及び5よりもバターを感じられることが分かった。すなわち、エマルジョンタイプのバタークッキー実施例15は、トップ香からラスト香までバターの香りを感じられる、いわゆる、徐放性を有することが分かった。 It was found that the emulsion type butter cookie Example 15 not only had an excellent top aroma, but also had excellent taste and total results. In particular, the emulsion type butter cookie Example 15 had a better fragrance than the additive-free type butter cookie Comparative Example 4 and the oil type butter cookie Comparative Example 5, and the feeling of the butter scent was natural. Furthermore, it was found that the emulsion type butter cookie Example 15 felt butter more than Comparative Examples 4 and 5 in the last aroma. That is, it was found that the emulsion type butter cookie Example 15 has a so-called sustained release property in which the scent of butter can be felt from the top scent to the last scent.

Claims (8)

油脂及び乳化剤を含みかつ、常温で液状である油相部と、
前記油相部剤中に粒子状をなして分散し、かつ水、無機塩、エタノール及び香料成分を含む水相部と、を含有し、
前記水相部の平均粒子径が、モード径で10μm以下であることを特徴とするW/O型乳化香料製剤。
An oil phase part that contains oils and fats and emulsifiers and is liquid at room temperature,
The oil phase agent contains an aqueous phase portion which is dispersed in the form of particles and contains water, an inorganic salt, ethanol, and a fragrance component.
A W / O type emulsified fragrance preparation characterized in that the average particle size of the aqueous phase portion is 10 μm or less in the mode diameter.
前記香料成分は、油溶性の香料成分を含むことを特徴とする請求項1に記載のW/O型乳化香料製剤。 The W / O type emulsified fragrance preparation according to claim 1, wherein the fragrance component contains an oil-soluble fragrance component. 前記水相部中の前記エタノールの濃度は、1〜65質量%であることを特徴とする請求項2に記載のW/O型乳化香料製剤。 The W / O type emulsified fragrance preparation according to claim 2, wherein the concentration of the ethanol in the aqueous phase portion is 1 to 65% by mass. 20℃における粘度が50〜1,000CPであることを特徴とする請求項1乃至3のいずれかに記載のW/O型乳化香料製剤。 The W / O type emulsified fragrance preparation according to any one of claims 1 to 3, wherein the viscosity at 20 ° C. is 50 to 1,000 CP. 前記乳化剤は、ポリグリセリン縮合リシノール酸エステルあることを特徴とする請求項1乃至4のいずれかに記載のW/O型乳化香料製剤。 The W / O type emulsified fragrance preparation according to any one of claims 1 to 4, wherein the emulsifier is a polyglycerin condensed ricinoleic acid ester. 前記水相部中の前記無機塩の濃度は、0.5〜5質量%であることを特徴とする請求項1乃至5のいずれかに記載のW/O型乳化香料製剤。 The W / O type emulsified fragrance preparation according to any one of claims 1 to 5, wherein the concentration of the inorganic salt in the aqueous phase portion is 0.5 to 5% by mass. 前記油相部及び前記水相部の比率は、99:1〜50:50であることを特徴とする請求項1乃至6のいずれかに記載のW/O型乳化香料製剤。 The W / O type emulsified fragrance preparation according to any one of claims 1 to 6, wherein the ratio of the oil phase portion to the aqueous phase portion is 99: 1 to 50:50. 常温で液状である油脂に乳化剤を溶解させて油相部を調製する油相部調製工程と、
水に無機塩、エタノール及び香料成分を溶解させて水相部を調製する水相部調製工程と、
前記油相部調製工程で得られた前記油相部に、前記水相部調製工程で得られた前記水相部を添加混合し乳化させて、前記水相部の平均粒子径をモード径で10μm以下にする乳化工程と、を含むことを特徴とするW/O型乳化香料製剤の製造方法。
An oil phase part preparation process in which an emulsifier is dissolved in an oil or fat that is liquid at room temperature to prepare an oil phase part,
An aqueous phase part preparation step of dissolving an inorganic salt, ethanol and a fragrance component in water to prepare an aqueous phase part, and
The aqueous phase portion obtained in the aqueous phase portion preparation step is added to and mixed with the oil phase portion obtained in the oil phase portion preparation step and emulsified, and the average particle size of the aqueous phase portion is set to the mode diameter. A method for producing a W / O type emulsified fragrance preparation, which comprises an emulsification step of 10 μm or less.
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