JP2009082025A - Improver for frozen rice - Google Patents

Improver for frozen rice Download PDF

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JP2009082025A
JP2009082025A JP2007253271A JP2007253271A JP2009082025A JP 2009082025 A JP2009082025 A JP 2009082025A JP 2007253271 A JP2007253271 A JP 2007253271A JP 2007253271 A JP2007253271 A JP 2007253271A JP 2009082025 A JP2009082025 A JP 2009082025A
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rice
fatty acid
acid
acid ester
triglycerin
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JP5274807B2 (en
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Naomi Kubo
尚美 久保
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Riken Vitamin Co Ltd
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Abstract

<P>PROBLEM TO BE SOLVED: To provide a frozen rice improver with which cooked rice having good loosening property, luster and palate feeling can be obtained even when cooking frozen cooked rice with a microwave oven. <P>SOLUTION: The frozen rice improver includes: (a) edible oil and fat, (b) a propylene glycol fatty acid ester and (c) a triglycerin fatty acid ester and/or a tetraglycerin fatty acid ester. <P>COPYRIGHT: (C)2009,JPO&INPIT

Description

本発明は、冷凍米飯用改良剤に関する。   The present invention relates to an improved agent for frozen cooked rice.

従来、電子レンジで加熱調理するタイプの冷凍米飯にあっては、再加熱後の米飯が炊き立ての風味や食感を有するように様々な工夫がなされている。   Conventionally, in the case of frozen cooked rice that is cooked in a microwave oven, various ideas have been made so that the reheated cooked rice has a freshly cooked flavor and texture.

例えば、半生状態の米を水とともに冷凍することを特徴とする冷凍米飯の製造方法(特許文献1参照)、米に約1.2重量倍の水を加えて炊飯器などの常圧釜で常法により炊飯し、得られた米飯を蒸し器などで蒸気加熱して、米粒の含有水分を均一化し、次いで、米飯の米粒の表面に、水をスプレーなどで均一に付着させた後、約20分程度、室温に放置し、次いで、必要により適宜の形状に成形した後、米飯を−40℃エアーなどで−20℃付近まで急速冷凍させることを特徴とする冷凍米飯の製造方法(特許文献2参照)、炊飯米あるいは調理米飯に水を噴霧したのち凍結することを特徴とする電子レンジ用冷凍米飯の製造方法(特許文献3参照)、原料米を糊化度が80%〜96%となる状態に炊く炊飯工程と、該炊飯工程を経た米飯をバラ状急速凍結する1次冷凍工程と、該1次冷凍工程後の米飯の表面に水をコーティングさせる加水工程と、該加水工程後の米飯を再度バラ状急速凍結する2次冷凍工程とを含んでいることを特徴とする冷凍米飯の製造方法(特許文献4参照)などが開示されている。   For example, a method for producing frozen cooked rice characterized by freezing rice in half-life with water (see Patent Document 1), and adding 1.2 times the water to the rice and using a normal pressure cooker such as a rice cooker After cooking the cooked rice with steam using a steamer or the like, the water content of the rice grain is homogenized, and then the surface of the rice grain of the cooked rice is uniformly adhered to the surface of the rice grain by spraying, etc., about 20 minutes The method for producing frozen cooked rice is characterized in that it is allowed to stand at room temperature and then shaped into an appropriate shape if necessary, and then rapidly frozen to about -20 ° C with -40 ° C air or the like (see Patent Document 2). A method for producing frozen cooked rice for a microwave oven (see Patent Document 3), wherein the cooked rice or the cooked cooked rice is frozen after water is sprayed, and the gelatinization degree of the raw rice is 80% to 96% Cooking rice cooking process and cooked rice after the cooking process A primary freezing step for rapid freezing in a rose shape, a water adding step for coating water on the surface of the cooked rice after the primary freezing step, and a secondary freezing step for rapidly freezing the rice after the water adding step again in a rose shape The manufacturing method (refer patent document 4) etc. of the frozen cooked rice characterized by being developed are disclosed.

しかしながら、上記技術は、電子レンジで加熱調理された冷凍米飯のほぐれ性、艶および食感に関しては必ずしも十分でないのが実状である。   However, the above technology is not necessarily sufficient in terms of the looseness, gloss and texture of frozen cooked rice cooked in a microwave oven.

特開平1−256355号公報JP-A-1-256355 特開平6−237715号公報JP-A-6-237715 特開平3−254651号公報JP-A-3-254651 特開2005−192475号公報JP 2005-192475 A

本発明は、それを添加することにより、冷凍保存された米飯を電子レンジで加熱調理した場合に、ほぐれ性、艶および食感の良好な米飯を得ることができる米飯用改良剤を提供することを目的とする。   The present invention provides an improving agent for cooked rice that, when added, can be used to obtain cooked rice with good looseness, gloss and texture when cooked in a microwave oven. With the goal.

本発明者は、上記課題を解決するために鋭意検討した結果、(a)食用油脂と(b)プロピレングリコール脂肪酸エステルと(c)トリグリセリン脂肪酸エステル及び/又はテトラグリセリン脂肪酸エステルとを含有する米飯用改良剤を添加して作製した米飯は、冷凍保存した後に電子レンジで加熱した場合であってもほぐれ性、艶および食感が優れていることを見出し、その知見に基づいて本発明を完成した。   As a result of intensive studies to solve the above-mentioned problems, the present inventor has (a) edible oil and fat, (b) propylene glycol fatty acid ester, and (c) triglycerin fatty acid ester and / or tetraglycerin fatty acid ester. We found that cooked rice prepared by adding an improving agent for food was excellent in looseness, gloss and texture even when heated in a microwave oven after being frozen and completed the present invention based on that knowledge did.

即ち、本発明は、(a)食用油脂と(b)プロピレングリコール脂肪酸エステルと(c)トリグリセリン脂肪酸エステル及び/又はテトラグリセリン脂肪酸エステルとを含有することを特徴とする冷凍米飯用改良剤、からなっている。   That is, the present invention comprises (a) an edible oil and fat, (b) a propylene glycol fatty acid ester, and (c) a triglycerin fatty acid ester and / or a tetraglycerin fatty acid ester, It has become.

本発明の米飯用改良剤を炊飯時に添加することにより得られる米飯は、例えば−20℃で48時間冷凍保存した後に電子レンジで加熱調理した場合であっても、良好なほぐれ性、艶および食感を有している。   The cooked rice obtained by adding the cooked rice improving agent of the present invention at the time of cooking is good looseness, gloss and food even when cooked in a microwave oven after being stored frozen at, for example, -20 ° C for 48 hours. I have a feeling.

本発明で用いられる食用油脂としては、食用可能な油脂であれば特に制限はないが、例えばオリーブ油、ごま油、こめ油、サフラワー油、大豆油、とうもろこし油、なたね油、パーム油、パームオレイン、パーム核油、ひまわり油、ぶどう油、綿実油、やし油、落花生油などの植物油脂が好ましい。本発明においては、これらの油脂を一種類で用いても良いし、二種類以上を任意に組み合わせて用いても良い。   The edible oil and fat used in the present invention is not particularly limited as long as it is an edible oil and fat. For example, olive oil, sesame oil, sesame oil, safflower oil, soybean oil, corn oil, rapeseed oil, palm oil, palm olein, palm Vegetable oils such as kernel oil, sunflower oil, grape oil, cottonseed oil, palm oil, peanut oil and the like are preferable. In the present invention, these fats and oils may be used alone or in any combination of two or more.

本発明で用いられるプロピレングリコール脂肪酸エステルは、プロピレングリコールと脂肪酸のエステル化生成物であり、自体公知のエステル化反応等により製造される。該エステルはモノエステルであってもジエステルであってもよいし、あるいはそれらの混合物であってもよい。好ましくはモノエステルであり、混合物であればモノエステルを約90%以上含むものがよい。   The propylene glycol fatty acid ester used in the present invention is an esterification product of propylene glycol and a fatty acid, and is produced by a known esterification reaction or the like. The ester may be a monoester, a diester, or a mixture thereof. Monoesters are preferred, and in the case of a mixture, those containing about 90% or more of monoesters are preferred.

プロピレングリコール脂肪酸エステルの原料として用いられる脂肪酸としては、食用可能な動植物油脂を基原とする脂肪酸であれば特に制限はなく、例えば炭素数6〜24の直鎖の飽和脂肪酸(例えば、カプロン酸、カプリル酸、カプリン酸、ラウリン酸、ミリスチン酸、パルミチン酸、ステアリン酸、アラキジン酸、ベヘン酸、リグノセリン酸など)または不飽和脂肪酸(例えば、パルミトオレイン酸、オレイン酸、エライジン酸、リノール酸、γ−リノレン酸、α−リノレン酸、アラキドン酸、リシノール酸、縮合リシノール酸など)が挙げられ、好ましくはオレイン酸、リノール酸およびα−リノレン酸の群から選ばれる一種または二種以上の脂肪酸の混合物である。とりわけオレイン酸を約50%以上、より好ましくは約70%以上含有する脂肪酸混合物を用いるのが好ましい。   The fatty acid used as a raw material for the propylene glycol fatty acid ester is not particularly limited as long as it is a fatty acid based on edible animal and vegetable oils and fats. For example, a linear saturated fatty acid having 6 to 24 carbon atoms (for example, caproic acid, Caprylic acid, capric acid, lauric acid, myristic acid, palmitic acid, stearic acid, arachidic acid, behenic acid, lignoceric acid, etc.) or unsaturated fatty acids (eg palmitooleic acid, oleic acid, elaidic acid, linoleic acid, γ -Linolenic acid, α-linolenic acid, arachidonic acid, ricinoleic acid, condensed ricinoleic acid, etc.), preferably a mixture of one or two or more fatty acids selected from the group of oleic acid, linoleic acid and α-linolenic acid It is. In particular, it is preferable to use a fatty acid mixture containing about 50% or more of oleic acid, more preferably about 70% or more.

本発明で用いられるトリグリセリン脂肪酸エステルは、トリグリセリンと脂肪酸とのエステル化生成物であり、エステル化反応など自体公知の方法で製造される。   The triglycerol fatty acid ester used in the present invention is an esterification product of triglycerol and a fatty acid, and is produced by a method known per se such as an esterification reaction.

上記トリグリセリンは、通常グリセリン又はグリシドールあるいはエピクロルヒドリン等を加熱し、重縮合反応させて得られる重合度の異なるポリグリセリンの混合物である。該トリグリセリンとしては、例えばグリセリンの平均重合度が約2.5〜3.4のトリグリセリン組成物、又はグリセリン3分子からなるトリグリセリンの含有量が約50%以上、好ましくは約70%以上、より好ましくは約90%以上であるトリグリセリン組成物が挙げられる。トリグリセリンを高濃度化するための精製法としては、例えば蒸留あるいはカラムクロマトグラフィー等自体公知の方法が用いられる。   The triglycerin is usually a mixture of polyglycerin having different degrees of polymerization obtained by heating glycerin, glycidol, epichlorohydrin, or the like to cause polycondensation reaction. Examples of the triglycerin include a triglycerin composition having an average degree of polymerization of glycerin of about 2.5 to 3.4, or a triglycerin content of 3 molecules of glycerin of about 50% or more, preferably about 70% or more. More preferably, the triglycerin composition is about 90% or more. As a purification method for increasing the concentration of triglycerin, a method known per se such as distillation or column chromatography is used.

上記脂肪酸としては、食用可能な動植物油脂を基原とする脂肪酸であれば特に制限はなく、例えば炭素数6〜24の直鎖の飽和脂肪酸(例えば、カプロン酸、カプリル酸、カプリン酸、ラウリン酸、ミリスチン酸、パルミチン酸、ステアリン酸、アラキジン酸、ベヘン酸、リグノセリン酸など)または不飽和脂肪酸(例えば、パルミトオレイン酸、オレイン酸、エライジン酸、リノール酸、γ−リノレン酸、α−リノレン酸、アラキドン酸、リシノール酸、縮合リシノール酸など)が挙げられ、好ましくはオレイン酸、リノール酸およびα−リノレン酸の群から選ばれる一種または二種以上の脂肪酸の混合物である。とりわけオレイン酸を約50%以上、より好ましくは約70%以上含有する脂肪酸混合物を用いるのが好ましい。   The fatty acid is not particularly limited as long as it is a fatty acid based on edible animal and vegetable oils and fats. For example, a linear saturated fatty acid having 6 to 24 carbon atoms (for example, caproic acid, caprylic acid, capric acid, lauric acid) , Myristic acid, palmitic acid, stearic acid, arachidic acid, behenic acid, lignoceric acid, etc.) or unsaturated fatty acids (eg palmitooleic acid, oleic acid, elaidic acid, linoleic acid, γ-linolenic acid, α-linolenic acid) Arachidonic acid, ricinoleic acid, condensed ricinoleic acid, etc.), preferably a mixture of one or more fatty acids selected from the group of oleic acid, linoleic acid and α-linolenic acid. In particular, it is preferable to use a fatty acid mixture containing about 50% or more of oleic acid, more preferably about 70% or more.

本発明で用いられるトリグリセリン脂肪酸エステルの製法の概略は以下の通りである。即ち、上記トリグリセリンと脂肪酸(例えば、オレイン酸)を、例えば等モルで、エステル化反応させることにより、未反応のトリグリセリン、トリグリセリンモノオレイン酸エステル、トリグリセリンジオレイン酸エステル、トリグリセリントリオレイン酸エステル、トリグリセリンテトラオレイン酸エステル、トリグリセリンペンタオレイン酸エステル等を含む混合物が得られる。反応終了後、反応液を例えば約150℃で保持しながら約30分間静置することによって反応液を二層分離し、未反応のトリグリセリンを含む層を除去することにより、トリグリセリン脂肪酸エステルが得られる。   The outline of the production method of the triglycerin fatty acid ester used in the present invention is as follows. That is, the above-mentioned triglycerin and a fatty acid (for example, oleic acid) are esterified, for example, in an equimolar amount, thereby allowing unreacted triglycerin, triglycerin monooleic acid ester, triglycerin dioleic acid ester, triglycerin trio. A mixture containing oleic acid ester, triglycerin tetraoleic acid ester, triglycerin pentaoleic acid ester and the like is obtained. After completion of the reaction, the reaction liquid is allowed to stand at about 150 ° C. for about 30 minutes to separate the reaction liquid into two layers, and the layer containing unreacted triglycerin is removed to obtain triglycerin fatty acid ester. can get.

本発明においてはトリグリセリン脂肪酸エステルとして、上記トリグリセリン脂肪酸エステルを、例えば流下薄膜式分子蒸留装置又は遠心式分子蒸留装置等を用いて分子蒸留することにより得られる、モノエステル、例えばトリグリセリンモノスオレイン酸エステルを約70%以上含む留分を用いてもよい。   In the present invention, as the triglycerin fatty acid ester, a monoester obtained by molecular distillation of the above triglycerin fatty acid ester using, for example, a falling film molecular distillation apparatus or a centrifugal molecular distillation apparatus, for example, triglycerin monosolein. A fraction containing about 70% or more of an acid ester may be used.

本発明で用いられるテトラグリセリン脂肪酸エステルは、テトラグリセリンと脂肪酸とのエステル化生成物であり、エステル化反応など自体公知の方法で製造される。   The tetraglycerin fatty acid ester used in the present invention is an esterification product of tetraglycerin and a fatty acid, and is produced by a method known per se such as an esterification reaction.

上記テトラグリセリンは、通常グリセリン又はグリシドールあるいはエピクロルヒドリン等を加熱し、重縮合反応させて得られる重合度の異なるポリグリセリンの混合物である。該テトラグリセリンとしては、例えばグリセリンの平均重合度が約3.5〜4.4のテトラグリセリン組成物、又はグリセリン4分子からなるテトラグリセリンの含有量が約50%以上、好ましくは約70%以上、より好ましくは約90%以上であるテトラグリセリン組成物が挙げられる。テトラグリセリンを高濃度化するための精製法としては、例えば蒸留あるいはカラムクロマトグラフィー等自体公知の方法が用いられる。   The tetraglycerin is a mixture of polyglycerin having different degrees of polymerization, which is usually obtained by heating glycerin, glycidol, epichlorohydrin, or the like to cause a polycondensation reaction. As the tetraglycerin, for example, a tetraglycerin composition having an average degree of polymerization of glycerin of about 3.5 to 4.4, or a tetraglycerin content of 4 molecules of glycerin is about 50% or more, preferably about 70% or more. More preferably, the tetraglycerin composition is about 90% or more. As a purification method for increasing the concentration of tetraglycerin, a known method such as distillation or column chromatography is used.

上記脂肪酸としては、食用可能な動植物油脂を基原とする脂肪酸であれば特に制限はなく、例えば炭素数6〜24の直鎖の飽和脂肪酸(例えば、カプロン酸、カプリル酸、カプリン酸、ラウリン酸、ミリスチン酸、パルミチン酸、ステアリン酸、アラキジン酸、ベヘン酸、リグノセリン酸など)または不飽和脂肪酸(例えば、パルミトオレイン酸、オレイン酸、エライジン酸、リノール酸、γ−リノレン酸、α−リノレン酸、アラキドン酸、リシノール酸、縮合リシノール酸など)が挙げられ、好ましくはオレイン酸、リノール酸およびα−リノレン酸の群から選ばれる一種または二種以上の脂肪酸の混合物である。とりわけオレイン酸を約50%以上、より好ましくは約70%以上含有する脂肪酸混合物を用いるのが好ましい。   The fatty acid is not particularly limited as long as it is a fatty acid based on edible animal and vegetable oils and fats. For example, a linear saturated fatty acid having 6 to 24 carbon atoms (for example, caproic acid, caprylic acid, capric acid, lauric acid) , Myristic acid, palmitic acid, stearic acid, arachidic acid, behenic acid, lignoceric acid, etc.) or unsaturated fatty acids (eg palmitooleic acid, oleic acid, elaidic acid, linoleic acid, γ-linolenic acid, α-linolenic acid) Arachidonic acid, ricinoleic acid, condensed ricinoleic acid, etc.), preferably a mixture of one or more fatty acids selected from the group of oleic acid, linoleic acid and α-linolenic acid. In particular, it is preferable to use a fatty acid mixture containing about 50% or more of oleic acid, more preferably about 70% or more.

またテトラグリセリン脂肪酸エステルの製法の概略は以下の通りである。即ち、上記テトラグリセリンと脂肪酸(例えば、オレイン酸)を、例えば等モルでエステル化反応させることにより、未反応のテトラグリセリン、テトラグリセリンモノオレイン酸エステル(オレイン酸テトラグリセリル)、テトラグリセリンジオレイン酸エステル、テトラグリセリントリオレイン酸エステル、テトラグリセリンテトラオレイン酸エステル、テトラグリセリンペンタオレイン酸エステル又はテトラグリセリンヘキサオレイン酸エステル等を含む混合物が得られる。反応終了後、反応液を例えば約150℃で保持しながら約30分間静置することによって反応液を二層分離し、未反応のテトラグリセリンを含む層を除去することにより、テトラグリセリン脂肪酸エステルが得られる。   Moreover, the outline of the manufacturing method of tetraglycerin fatty acid ester is as follows. That is, by reacting the tetraglycerin with a fatty acid (for example, oleic acid) in an equimolar amount, for example, unreacted tetraglycerin, tetraglycerin monooleate (tetraglyceryl oleate), tetraglycerin dioleic acid. A mixture containing ester, tetraglycerin trioleate, tetraglycerin tetraoleate, tetraglycerin pentaoleate or tetraglycerin hexaoleate is obtained. After completion of the reaction, the reaction solution is allowed to stand, for example, at about 150 ° C. for about 30 minutes, so that the reaction solution is separated into two layers, and the layer containing unreacted tetraglycerin is removed. can get.

本発明の冷凍米飯用改良剤は、例えば、上記食用油脂、プロピレングリコール脂肪酸エステル、トリグリセリン脂肪酸エステル及び/又はテトラグリセリン脂肪酸エステルを混合し、例えば約60〜90℃に加熱して、溶解することにより製造することができる。   The improving agent for frozen cooked rice of the present invention is, for example, mixed with the above edible fat / oil, propylene glycol fatty acid ester, triglycerin fatty acid ester and / or tetraglycerin fatty acid ester, and heated to about 60 to 90 ° C. for dissolution. Can be manufactured.

本発明の冷凍米飯用改良剤100質量%中の食用油脂の含有量は、通常約60〜99.5質量%である。本発明の冷凍米飯用改良剤100質量%中のプロピレングリコール脂肪酸エステルの含有量は、通常約0.05〜5質量%である。本発明の冷凍米飯用改良剤100質量%中のトリグリセリン脂肪酸エステル及び/又はテトラグリセリン脂肪酸エステルの含有量は、通常約0.05〜5質量%である。   The content of the edible fat / oil in 100% by mass of the improving agent for frozen cooked rice of the present invention is usually about 60 to 99.5% by mass. The content of the propylene glycol fatty acid ester in 100% by mass of the improving agent for frozen cooked rice of the present invention is usually about 0.05 to 5% by mass. The content of triglycerin fatty acid ester and / or tetraglycerin fatty acid ester in 100% by mass of the improving agent for frozen cooked rice of the present invention is usually about 0.05 to 5% by mass.

本発明の冷凍米飯用改良剤の使用方法に特に制限は無いが、好ましくは米飯の炊飯時に添加する方法である。具体的には、例えば生米またはその洗米と該米飯改良剤を炊飯器に入れ、そこへ水を加えて炊飯する方法、炊飯器に生米またはその洗米を入れ、そこへ予め水に該米飯改良剤を分散させて加え炊飯する方法などが挙げられる。加水量としては、生米を水で研いで洗米とする場合、通常生米の質量の約1.3〜1.5倍が好ましく、無洗米を使用する場合には、無洗米の質量の約1.6〜1.8倍が好ましい。   Although there is no restriction | limiting in particular in the usage method of the improving agent for frozen cooked rice of this invention, Preferably it is the method of adding at the time of cooking rice. Specifically, for example, raw rice or its washed rice and the cooked rice improver are put into a rice cooker, and water is added to the rice, and the rice is cooked by adding water to the rice cooker. Examples include a method of adding an improving agent in a dispersed manner and cooking rice. The amount of water added is preferably about 1.3 to 1.5 times the mass of fresh rice, when sharpening fresh rice with water and washing, and when using unwashed rice, 1.6 to 1.8 times is preferable.

本発明の冷凍米飯用改良剤の添加量に特に制限はないが、好ましくは生米または無洗米100質量%に対し0.1〜3.0質量%、さらに好ましくは0.3〜1.5質量%である。   Although there is no restriction | limiting in particular in the addition amount of the improving agent for frozen cooked rice of this invention, Preferably it is 0.1-3.0 mass% with respect to 100 mass% of raw rice or unwashed rice, More preferably, it is 0.3-1.5. % By mass.

本発明で用いることのできる炊飯器の種類としては特に制限はなく、例えば電気炊飯器やガス炊飯器や電磁加熱型炊飯器、蒸気式炊飯器、圧力釜炊飯等それらのバッチ式または連続式炊飯器、炊飯設備が挙げられる。   There is no restriction | limiting in particular as a kind of rice cooker which can be used by this invention, For example, those batch type or continuous type rice cookers, such as an electric rice cooker, a gas rice cooker, an electromagnetic heating type rice cooker, a steam type rice cooker, a pressure cooker rice cooker Cooker, rice cooking equipment.

本発明における冷凍米飯の製造方法としては特に限定されず、例えば、常法により米飯を急速凍結し、約−20℃の冷凍庫で保存することにより製造することができる。   It does not specifically limit as a manufacturing method of the frozen cooked rice in this invention, For example, it can manufacture by rapidly freezing cooked rice by a conventional method, and preserve | save it at about -20 degreeC freezer.

本発明における米飯としては、精白米を炊飯して得られる米飯の他に、例えば玄米ご飯、赤飯、おこわ、炊き込み御飯、ピラフ、チャーハン、ドライカレー、すし、おにぎりなどが挙げられる。   The cooked rice in the present invention includes, in addition to cooked rice obtained by cooking polished rice, for example, brown rice rice, red rice, rice bran, cooked rice, pilaf, fried rice, dry curry, sushi, rice balls and the like.

以下に本発明を製造例、実施例および試験例に基づいて、より具体的に説明するが、本発明はこれらに限定されるものではない。   Hereinafter, the present invention will be described more specifically based on production examples, examples, and test examples, but the present invention is not limited to these examples.

[製造例]
トリグリセリン脂肪酸エステルの製造
攪拌機、温度計、ガス吹込管および水分離器を取り付けた反応釜にグリセリン20kgを仕込み、触媒として水酸化ナトリウム20w/v%水溶液100mLを加え、窒素ガス気流中250℃で4時間グリセリン縮合反応を行った。
得られた反応生成物を90℃まで冷却し、リン酸(85質量%)約20gを添加して中和した後ろ過し、ろ液を160℃、400Paの条件下で減圧蒸留してグリセリンを除き、続いて200℃、20Paの高真空条件下で分子蒸留し、ジグリセリンを主成分とする留分約3.7kgを除き、更に、240℃、20Paの高真空条件下で分子蒸留し、グリセリン1%、ジグリセリン4%、トリグリセリン88%、テトラグリセリン3%、環状ポリグリセリン4%を含む留分約1.5kgを得た。次に、該留分に活性炭を1質量%加え、減圧下にて脱色処理した後ろ過して、トリグリセリン混合物を得た。得られたトリグリセリン混合物の水酸基価は約1164で、その平均重合度は約3.0であった。
撹拌機、温度計、ガス吹込管および水分離器を取り付けた1Lの四つ口フラスコに、上記トリグリセリン混合物240g(約1.0モル)、およびオレイン酸(商品名:PM 810−RB、ミヨシ油脂社製)270g(約0.96モル)を仕込み、触媒として水酸化ナトリウム10w/v%溶液10mLを加え、窒素ガス気流中240℃で、酸価12以下となるまで、約2時間エステル化反応を行わせた。得られた反応混合物を約150℃まで冷却し、リン酸(85質量%)2gを添加して触媒を中和し、その温度で約1時間放置し、分離した未反応のトリグリセリン約40gを除去し、トリグリセリン脂肪酸エステル(トリグリセリンオレイン酸エステル;モノエステル体含有量約42%)約440gを得た。
尚、モノエステル体の測定はHPLC(高速液体クロマトグラフィー)で行った。分析
条件を以下に示す。
[Production example]
Manufacture of triglycerin fatty acid ester 20 kg of glycerin was charged into a reaction kettle equipped with a stirrer, thermometer, gas blowing pipe and water separator, and 100 mL of sodium hydroxide 20 w / v% aqueous solution was added as a catalyst at 250 ° C in a nitrogen gas stream A glycerin condensation reaction was performed for 4 hours.
The obtained reaction product was cooled to 90 ° C., neutralized by adding about 20 g of phosphoric acid (85% by mass), filtered, and the filtrate was distilled under reduced pressure at 160 ° C. and 400 Pa to obtain glycerin. Except, followed by molecular distillation under high vacuum conditions of 200 ° C. and 20 Pa to remove about 3.7 kg of a diglycerin-based fraction, and further molecular distillation under high vacuum conditions of 240 ° C. and 20 Pa, About 1.5 kg of a fraction containing 1% glycerol, 4% diglycerol, 88% triglycerol, 3% tetraglycerol, and 4% cyclic polyglycerol was obtained. Next, 1% by mass of activated carbon was added to the fraction, decolorized under reduced pressure, and then filtered to obtain a triglycerin mixture. The obtained triglycerin mixture had a hydroxyl value of about 1164 and an average degree of polymerization of about 3.0.
In a 1 L four-necked flask equipped with a stirrer, thermometer, gas blowing tube and water separator, 240 g (about 1.0 mol) of the above triglycerin mixture and oleic acid (trade name: PM 810-RB, Miyoshi) 270 g (approx. 0.96 mol) was added, and 10 mL of sodium hydroxide 10 w / v% solution was added as a catalyst, and esterification was performed for 2 hours at 240 ° C. in a nitrogen gas stream until the acid value was 12 or less. The reaction was performed. The obtained reaction mixture was cooled to about 150 ° C., 2 g of phosphoric acid (85% by mass) was added to neutralize the catalyst, and the mixture was left at that temperature for about 1 hour, and about 40 g of separated unreacted triglycerin was added. Removal of triglyceride fatty acid ester (triglycerin oleate; monoester content: about 42%) gave about 440 g.
In addition, the measurement of the monoester body was performed by HPLC (high performance liquid chromatography). The analysis conditions are shown below.

〈HPLC分析条件〉
装置 高速液体クロマトグラフ(型式:LC−10AS、島津製作所社製)
検出器 RI検出器(型式:RID−6A、島津製作所社製)
カラム GPCカラム(型式:SHODEX KF−802、昭和電工社製)
2本連結
温度 40℃
移動相 THF
流量 1.0mL/min
検液注入量 15μL
<HPLC analysis conditions>
Apparatus High performance liquid chromatograph (Model: LC-10AS, manufactured by Shimadzu Corporation)
Detector RI detector (model: RID-6A, manufactured by Shimadzu Corporation)
Column GPC column (Model: SHODEX KF-802, Showa Denko)
Two connection temperature 40 ℃
Mobile phase THF
Flow rate 1.0mL / min
Sample injection volume 15μL

以上の工程を3回繰り返しトリグリセリン脂肪酸エステル(トリグリセリンオレイン酸エステル;モノエステル体含有量約42%)約1300gを得た。次に、トリグリセリン脂肪酸エステルを、遠心式分子蒸留装置(実験機;CEH−300II特、ULVAC社製)を用いて蒸留し、温度約240℃、20Paの真空条件下で未反応のトリグリセリンなどの低沸点化合物を留去し、続いて温度約250℃、1Paの高真空条件下で分子蒸留し、留分として、トリグリセリン脂肪酸エステル(試作品A;トリグリセリンオレイン酸エステル;モノエステル体含有量約80%)約300gを得た。   The above process was repeated three times to obtain about 1300 g of triglycerin fatty acid ester (triglycerin oleate; monoester content: about 42%). Next, triglycerin fatty acid ester is distilled using a centrifugal molecular distillation apparatus (experimental machine; CEH-300II special, manufactured by ULVAC), and unreacted triglycerin under a vacuum condition of a temperature of about 240 ° C. and 20 Pa. The low boiling point compound was distilled off, followed by molecular distillation under high vacuum conditions at a temperature of about 250 ° C. and 1 Pa. Triglycerin fatty acid ester (prototype A; triglycerin oleate; monoester containing) About 80%), about 300 g was obtained.

[実施例1]
[冷凍米飯用改良剤の作製]
(1)製剤作製のための原材料
1)なたね白絞油(商品名:ナタネ白絞油;ボーソー油脂社製)
2)プロピレングリコール脂肪酸エステル(商品名:リケマールPO−100V;理研ビタミン社製)
3)トリグリセリン脂肪酸エステル(試作品A)
4)テトラグリセリン脂肪酸エステル(商品名:SYグリスターMO−3S;阪本薬品工業社製)
5)ソルビタン脂肪酸エステル(商品名:ポエムO−80V;理研ビタミン社製)
6)グリセリン脂肪酸エステル(商品名:エマルジーOL−100H;理研ビタミン社製)
7)ジグリセリン脂肪酸エステル(商品名:ポエムDO−100V;理研ビタミン社製)
8)ペンタグリセリン脂肪酸エステル(商品名:サンソフトA−171E;太陽化学社製)
9)デカグリセリン脂肪酸エステル(商品名:ポエムJ−0381V;理研ビタミン社製)
[Example 1]
[Preparation of frozen cooked rice]
(1) Raw materials for preparation 1) Tanase white squeezed oil (trade name: rapeseed white squeezed oil; manufactured by Borso Oil & Fats Co., Ltd.)
2) Propylene glycol fatty acid ester (trade name: Riquemar PO-100V; manufactured by Riken Vitamin Co., Ltd.)
3) Triglycerin fatty acid ester (prototype A)
4) Tetraglycerin fatty acid ester (trade name: SY Glister MO-3S; manufactured by Sakamoto Pharmaceutical Co., Ltd.)
5) Sorbitan fatty acid ester (trade name: Poem O-80V; manufactured by Riken Vitamin Co., Ltd.)
6) Glycerin fatty acid ester (trade name: Emulgie OL-100H; manufactured by Riken Vitamin Co., Ltd.)
7) Diglycerin fatty acid ester (trade name: Poem DO-100V; manufactured by Riken Vitamin Co., Ltd.)
8) Pentaglycerin fatty acid ester (trade name: Sunsoft A-171E; manufactured by Taiyo Chemical Co., Ltd.)
9) Decaglycerin fatty acid ester (trade name: Poem J-0381V; manufactured by Riken Vitamin Co., Ltd.)

(2)製剤の配合
上記原材料を用いて作製した米飯用改良剤(製剤1〜6)の配合組成を表1に示した。この内、製剤1〜2は本発明に係る実施例であり、製剤3〜9はそれらに対する比較例である。
(2) Formulation of formulation Table 1 shows the formulation composition of the rice cooker (preparation 1 to 6) prepared using the above raw materials. Of these, Formulations 1-2 are examples according to the present invention, and Formulations 3-9 are comparative examples for them.

Figure 2009082025
Figure 2009082025

(3)製剤の作製
表1に示した原材料の配合割合に基づいて、所定の原材料を500mlガラス製ビーカーに入れ、ガラス棒で攪拌しながら80℃まで加熱して溶解した後、室温まで冷却し、米飯用改良剤(製剤1〜9)を調製した。各製剤の作製量は400gとした。
(3) Preparation of preparation Based on the mixing ratio of the raw materials shown in Table 1, a predetermined raw material is placed in a 500 ml glass beaker, dissolved with heating to 80 ° C. while stirring with a glass rod, and then cooled to room temperature. The rice rice improvers (formulations 1 to 9) were prepared. The preparation amount of each preparation was 400 g.

[試験例]
[冷凍米飯の作製と評価]
(1)冷凍米飯の作製
無洗米(商品名:洗わず炊けるあきたこまち;千田みずほ社製)320gに水を544gと上記製剤1〜9を各々3.2g加えて混合し、室温で30分間静置した後、これを電気炊飯器(型式:JNL−T551;タイガー魔法瓶社製)で炊飯した。炊飯時間は約20分、蒸らし時間は約10分とした。次に、炊き上がった米飯を無菌のポリ袋に100gづつ充填しヒートシール機(業務用卓上バキュームシーラーSQ−303 シャープ社製)で密封し、常法により急速凍結し、約−20℃の冷凍庫(型式:233FFB;大和冷機工業社製)内で保存し、冷凍米飯1〜9を得た。また、対照として、上記製剤1〜9を添加することなく、同様に冷凍米飯10を作製した。
[Test example]
[Production and evaluation of frozen cooked rice]
(1) Preparation of frozen cooked rice Washed rice (trade name: Akitakomachi that can be cooked without washing; manufactured by Mizuho Chida) 320 g of water and 3.2 g of each of the above preparations 1 to 9 were added and mixed, and allowed to stand at room temperature for 30 minutes Then, this was cooked with an electric rice cooker (model: JNL-T551; manufactured by Tiger Thermos). The cooking time was about 20 minutes and the steaming time was about 10 minutes. Next, 100g each of the cooked cooked rice is filled into sterile plastic bags, sealed with a heat sealer (commercial desktop vacuum sealer SQ-303 Sharp), quickly frozen in a conventional manner, and a freezer at about -20 ° C. (Model: 233FFB; manufactured by Daiwa Chiller & Co., Ltd.) was obtained to obtain frozen cooked rice 1-9. Moreover, the frozen cooked rice 10 was similarly produced as a control, without adding the said formulations 1-9.

(2)加熱解凍後の冷凍米飯の評価
約−20℃の冷凍庫内で48時間保存した冷凍米飯1〜10を、ポリ袋に100gづつ充填された状態で、各々電子レンジ(500W)で2分間加熱し、下記表2に示す評価基準に従い15名のパネラーでほぐれ性、艶および食感の各項目について評価試験を行った。結果はそれぞれ15名の評点の平均値として求め、以下の基準に従って記号化し、表3に示した。
◎:極めて良好 平均値3.5以上
○:良好 平均値2.5〜3.4
△:やや悪い 平均値1.5〜2.4
×:悪い 平均値1.4以下
(2) Evaluation of frozen cooked rice after heating and thawing Frozen cooked rice 1 to 10 stored in a freezer at about -20 ° C for 48 hours is filled in 100g each in a plastic bag for 2 minutes each in a microwave oven (500W). The samples were heated and evaluated according to the evaluation criteria shown in Table 2 below for 15 items of looseness, gloss and texture. The results were obtained as average values of the scores of 15 persons, and were symbolized according to the following criteria and shown in Table 3.
A: Extremely good Average value of 3.5 or more B: Good Average value of 2.5 to 3.4
Δ: Slightly bad Average value 1.5 to 2.4
×: Bad Average value 1.4 or less

Figure 2009082025
Figure 2009082025

Figure 2009082025
Figure 2009082025

本発明に係る実施例の米飯(米飯1および2)は、ほぐれ性、艶および食感の全ての点で優れていた。これに対し、比較例の米飯(米飯3〜9)および対照とした米飯(米飯10)は、ほぐれ性、艶および食感のうち少なくとも一以上の点で劣っていた。   The cooked rice of the examples according to the present invention (rice cooked rice 1 and 2) was excellent in all aspects of looseness, gloss and texture. On the other hand, the cooked rice (rice cooked rice 9) of the comparative example and the cooked rice (rice cooked rice 10) as a control were inferior in at least one of the looseness, gloss and texture.

Claims (1)

(a)食用油脂と(b)プロピレングリコール脂肪酸エステルと(c)トリグリセリン脂肪酸エステル及び/又はテトラグリセリン脂肪酸エステルとを含有することを特徴とする冷凍米飯用改良剤。   (A) Edible fats and oils, (b) propylene glycol fatty acid ester, and (c) triglycerin fatty acid ester and / or tetraglycerin fatty acid ester.
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Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2011055750A (en) * 2009-09-09 2011-03-24 J-Oil Mills Inc Method for producing cooked rice
CN102813215A (en) * 2011-06-10 2012-12-12 吴振文 Dough food and processing method thereof

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH1095749A (en) * 1996-09-20 1998-04-14 Taiyo Kagaku Co Ltd New surfactant
JP2000060480A (en) * 1998-08-25 2000-02-29 Mitsubishi Kagaku Foods Kk Acidic o/w-type emulsion composition
JP2000245367A (en) * 1999-03-04 2000-09-12 Dai Ichi Kogyo Seiyaku Co Ltd Binding inhibitor for boiled rice
JP2005312344A (en) * 2004-04-28 2005-11-10 Riken Vitamin Co Ltd Oil and fat composition for cooked rice, or the like

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH1095749A (en) * 1996-09-20 1998-04-14 Taiyo Kagaku Co Ltd New surfactant
JP2000060480A (en) * 1998-08-25 2000-02-29 Mitsubishi Kagaku Foods Kk Acidic o/w-type emulsion composition
JP2000245367A (en) * 1999-03-04 2000-09-12 Dai Ichi Kogyo Seiyaku Co Ltd Binding inhibitor for boiled rice
JP2005312344A (en) * 2004-04-28 2005-11-10 Riken Vitamin Co Ltd Oil and fat composition for cooked rice, or the like

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2011055750A (en) * 2009-09-09 2011-03-24 J-Oil Mills Inc Method for producing cooked rice
CN102813215A (en) * 2011-06-10 2012-12-12 吴振文 Dough food and processing method thereof

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