JP2010081835A - Method for producing hard butter - Google Patents

Method for producing hard butter Download PDF

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JP2010081835A
JP2010081835A JP2008252950A JP2008252950A JP2010081835A JP 2010081835 A JP2010081835 A JP 2010081835A JP 2008252950 A JP2008252950 A JP 2008252950A JP 2008252950 A JP2008252950 A JP 2008252950A JP 2010081835 A JP2010081835 A JP 2010081835A
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fatty acid
weight
saturated fatty
hard butter
carbon atoms
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Nobuo Sagi
信雄 鷺
Haruyasu Kida
晴康 木田
Kazuhisa Yamada
和寿 山田
Masayo Fujinaka
昌代 藤中
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Fuji Oil Co Ltd
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Abstract

<P>PROBLEM TO BE SOLVED: To provide a method for producing hard butter fitting in current preference to softened chocolate, and having excellent bloom resistant properties, snapping properties and cooling meltability in the mouth. <P>SOLUTION: The method for producing the hard butter rich in SUS (2-unsaturated, 1, 3-disaturated trygliceride) and containing a specific amount of LUS (L: 20-24C saturated fatty acid, U: 16-18C unsaturated fatty acid, and S: 16-24C saturated fatty acid) comprises: using specific high stearin/high oleic sunflower oil as main raw material to selectively introduce saturated fatty acid into the 1, 3-position of oil and fat. <P>COPYRIGHT: (C)2010,JPO&INPIT

Description

この発明は、ハードバターの製造法に係り、特定のひまわり油を用いてハードバターを製造する方法に関するものである。   The present invention relates to a method for producing hard butter, and more particularly to a method for producing hard butter using specific sunflower oil.

従来からハードバター(カカオバター代用脂)として、POS(1−パルミト、2−オレイル、3−ステアリルグリセリド)を主成分とするカカオバター近似の物理的性質を持つような、対称型トリグリセリドの1,3ジ飽和―2不飽和トリグリセリド(SUS、S:飽和脂肪酸,U:不飽和脂肪酸)を主成分とした油脂が使用されている。対称型トリグリセリドを構成する代表的な飽和脂肪酸(S)は、パルミチン酸(P),ステアリン酸(St),アラキジン酸(A)であり、不飽和脂肪酸(U)はオレイン酸(O)である。主にPOPはパーム油、チャイニーズタローの分別脂から得られ、POSはイリッペ脂、モーラー脂等、及びそれらの分別脂から得られる。また、StOStはシア脂、サル脂、コクム脂、マンゴ核油、モーラー脂、及びその分別脂から得られるほかに、最近では特許文献1にあるようなハイオレイックひまわり油の1,3位に酵素エステル交換によりステアリン酸を導入し、さらに分別してStOStに富む画分を得る製造法などによっても得られている。   Conventionally, as a hard butter (cocoa butter substitute fat), a symmetric triglyceride 1, which has physical properties of cacao butter approximation mainly composed of POS (1-palmit, 2-oleyl, 3-stearylglyceride). Oils and fats mainly composed of 3 di-saturated-2 unsaturated triglycerides (SUS, S: saturated fatty acid, U: unsaturated fatty acid) are used. Typical saturated fatty acids (S) constituting symmetric triglycerides are palmitic acid (P), stearic acid (St), and arachidic acid (A), and unsaturated fatty acids (U) are oleic acid (O). . POP is mainly obtained from fractionated fats of palm oil and Chinese tallow, and POS is obtained from iripe fats, muller fats, etc., and fractionated fats thereof. Further, StOSt is obtained from shea fat, monkey fat, kokumushi, mango kernel oil, muller fat, and fractionated fat thereof, and recently, an enzyme ester at positions 1 and 3 of high oleic sunflower oil as disclosed in Patent Document 1. It is also obtained by a production method in which stearic acid is introduced by exchange and further fractionated to obtain a fraction rich in StOSt.

ハードバターをカカオバター代用脂として用いる目的は、カカオバターの一部または全部を置き換えることにより、天然物で比較的高価なカカオバターを代えることによる経済的利点のほかに、耐熱保型性や口溶け性、スナップ性の調整や改善、耐ブルーム性の改善などにあった。   The purpose of using hard butter as a cocoa butter substitute fat is to replace some or all of the cocoa butter with the economic benefits of replacing the relatively expensive cocoa butter with natural products, as well as heat-resistant shape retention and melting in the mouth. Adjustment, improvement in snapping property, improvement in bloom resistance, etc.

一方、ハードバターに要求される新たな品質としてチョコレートをソフト化する機能がある。これは、近年の食品に関する嗜好としてソフト化の傾向がチョコレート業界にも顕れているものである。チョコレートをソフト化する方法としては、カカオバターやハードバターとともに大豆油や菜種油のような液状油脂を併用する方法や、特許文献2のようにべヘン酸、リグノセリン酸、セロチン酸、アラキン酸のような長鎖飽和脂肪酸を一定量含有するSUSを主成分とするハードバターを用いる方法などがある。しかし、液状油を用いる方法ではファットブルームが生じやすく、耐熱保形性も低下する問題がある。また、特許文献2の方法ではファットブルームに対する耐ブルーム性に優れ、食感も所望のソフト化が出来るが、チョコレートに本来要求される適度なスナップ性(20℃程度の常温でパキッと割れる性質)や冷感のある口溶け感にやや問題があった。   On the other hand, there is a function to soften chocolate as a new quality required for hard butter. This is a trend toward softening as a recent preference for foods, and the chocolate industry also appears. As a method of softening chocolate, a method of using liquid fats such as soybean oil and rapeseed oil together with cacao butter and hard butter, and behenic acid, lignoceric acid, serotic acid, arachidic acid like Patent Document 2 are used. For example, there is a method using hard butter mainly composed of SUS containing a certain amount of long-chain saturated fatty acid. However, the method using liquid oil has a problem that fat bloom is likely to occur and the heat-resistant shape retention property is lowered. In addition, the method of Patent Document 2 is excellent in bloom resistance against fat bloom and can have a desired texture, but it has an appropriate snap property (properly cracked at room temperature of about 20 ° C.) originally required for chocolate. There was a slight problem with the feeling of melting in the mouth with a slightly cold feeling.

また、長鎖飽和脂肪酸を含有するハードバターとして、特許文献3のように飽和脂肪酸中のアラキン酸含量が4〜15重量%のハードバターが記載されているが、かかるハードバターの原料であるサル脂はジヒドロキシステアリン酸やエポキシステアリン酸を含有するトリグリセリドが存在するため、高品質のハードバターを安定して得るのが難しい問題がある。   Moreover, as hard butter containing a long-chain saturated fatty acid, a hard butter having an arachidic acid content in the saturated fatty acid of 4 to 15% by weight as described in Patent Document 3 is described. Since fat contains triglycerides containing dihydroxy stearic acid or epoxy stearic acid, it is difficult to stably obtain high-quality hard butter.

特許文献4には炭素数20〜24の飽和脂肪酸残基及び炭素数16〜22の不飽和脂肪酸残基を少なくとも各1個以上有する混酸基トリグリセリドを40〜100重量%含有する油脂組成物からなるファットブルーム防止剤が記載されている。かかるブルーム防止剤をハードバターと併用する場合も、耐ブルーム性は改善されても適度なスナップ性や冷感のある口溶けが低下するという問題があるばかりでなく、ブルーム防止剤の調製そのものが極めて煩雑で経済性にも欠ける問題がある。
特開昭62−155048号公報 特開昭62−134043号公報 特開昭53−115863号公報 特公平1−21734号公報
Patent Document 4 comprises an oil and fat composition containing 40 to 100% by weight of a mixed acid group triglyceride having at least one saturated fatty acid residue having 20 to 24 carbon atoms and one or more unsaturated fatty acid residues having 16 to 22 carbon atoms. Fat bloom inhibitors are described. Even when such a bloom inhibitor is used in combination with hard butter, there is a problem that even if the bloom resistance is improved, there is not only a problem that moderate snapping property or cold melting of the mouth decreases, but the preparation of the bloom inhibitor itself is extremely There is a problem that is complicated and lacks economic efficiency.
JP-A-62-155048 JP-A-62-134043 JP-A-53-115863 Japanese Patent Publication No. 1-27344

本発明は近年のチョコレートのソフト化嗜好に適合し、かつ優れた耐ブルーム性、スナップ性、冷感のある口溶けを有するハードバターの製造法を提供することを課題とする。   This invention makes it a subject to provide the manufacturing method of the hard butter | batter which adapts to the softening preference of chocolate of recent years, and has the outstanding bloom resistance, snapping property, and the melt with a cold feeling.

特定の高ステアリン・高オレインひまわり油を主要原料とする油脂の1,3位に飽和脂肪酸を導入し、さらに分別することにより、課題とするハードバター製造が可能であることを見出し、本発明を完成した。   It has been found that by introducing saturated fatty acids into the 1st and 3rd positions of fats and oils mainly made of specific high stearin / high oleic sunflower oil and further fractionation, it is possible to produce hard butter as a subject. completed.

即ち、本発明の第1は、構成脂肪酸組成中のステアリン酸が12重量%以上、オレイン酸が40重量%以上、炭素数20〜24の飽和脂肪酸が3重量%以上であるであり、かつ2位脂肪酸組成中の飽和脂肪酸が10重量%以下である高ステアリン・高オレインひまわり油を油脂の主要原料として、飽和脂肪酸または飽和脂肪酸の低級アルコールエステルと1,3特異性リパーゼによるエステル交換を行い、油脂の1,3位に選択的に飽和脂肪酸を導入し、これを分別してSUS(2−不飽和、1,3−ジ飽和型グリセリド、S:炭素数16〜24の飽和脂肪酸、U:炭素数16〜18の不飽和脂肪酸)の含有量が75重量%以上の画分を得ることを特徴とするハードバターの製造法である。第2は、LUS(L:炭素数20〜24の飽和脂肪酸、U:炭素数16〜18の不飽和脂肪酸、S:炭素数16〜24の飽和脂肪酸)の含有量が5〜10重量%である第1記載のハードバターの製造法である。   That is, the first of the present invention is that stearic acid in the constituent fatty acid composition is 12% by weight or more, oleic acid is 40% by weight or more, saturated fatty acid having 20 to 24 carbon atoms is 3% by weight or more, and 2 Using high stearin and high olein sunflower oil with a saturated fatty acid composition of 10% by weight or less in the fatty acid composition as the main raw material for fats and oils, transesterification with saturated fatty acids or saturated fatty acid lower alcohol esters and 1,3-specific lipase, Saturated fatty acids are selectively introduced at positions 1 and 3 of the fats and oils and fractionated to obtain SUS (2-unsaturated, 1,3-di-saturated glycerides, S: saturated fatty acids having 16 to 24 carbon atoms, U: carbon This is a method for producing hard butter characterized in that a fraction having a content of (unsaturated fatty acid of 16 to 18) of 75% by weight or more is obtained. Second, the content of LUS (L: saturated fatty acid having 20 to 24 carbon atoms, U: unsaturated fatty acid having 16 to 18 carbon atoms, S: saturated fatty acid having 16 to 24 carbon atoms) is 5 to 10% by weight. It is the manufacturing method of a certain 1st hard butter.

本発明により、近年のチョコレートのソフト化嗜好に適合し、かつ優れた耐ブルーム性、スナップ性、冷感のある口溶けを有するハードバターの製造が可能となった。   According to the present invention, it has become possible to produce hard butter that is compatible with the recent softening preference of chocolate and has excellent bloom resistance, snapping properties, and a cold melt.

本発明は、構成脂肪酸組成中のステアリン酸が12重量%以上、オレイン酸が40重量%以上、炭素数20〜24の飽和脂肪酸が3重量%以上であり、かつ2位脂肪酸組成中の飽和脂肪酸が10重量%以下である高ステアリン・高オレインひまわり油を油脂の主要原料として、飽和脂肪酸または飽和脂肪酸の低級アルコールエステルと1,3特異性リパーゼによるエステル交換を行い、油脂の1,3位に選択的に飽和脂肪酸を導入し、これを分別してSUS(2−不飽和、1,3−ジ飽和型グリセリド、S:炭素数16〜24の飽和脂肪酸、U:炭素数16〜18の不飽和脂肪酸)の含有量が75重量%以上の画分を得ることを特徴とするハードバターの製造法である。   In the present invention, stearic acid in the constituent fatty acid composition is 12% by weight or more, oleic acid is 40% by weight or more, saturated fatty acid having 20 to 24 carbon atoms is 3% by weight or more, and saturated fatty acid in the 2-position fatty acid composition Using high stearin and high oleic sunflower oil with a sucrose content of 10% by weight or less as the main raw material for fats and oils, transesterification with saturated fatty acids or lower alcohol esters of saturated fatty acids and 1,3-specific lipase is carried out to position 1 and 3 of the fats and oils. Saturated fatty acid is selectively introduced, and this is separated to obtain SUS (2-unsaturated, 1,3-di-saturated glyceride, S: saturated fatty acid having 16 to 24 carbon atoms, U: unsaturated having 16 to 18 carbon atoms) A process for producing hard butter characterized in that a fraction having a fatty acid content of 75% by weight or more is obtained.

本発明に利用する高ステアリン・高オレインひまわり油は、構成脂肪酸組成中のステアリン酸が12重量%以上、好ましくは20重量%以上である。12重量%未満であると、飽和脂肪酸の導入量を上げるために、飽和脂肪酸導入時の基質中の油脂の割合を下げ、飽和脂肪酸または飽和脂肪酸の低級アルコールエステルの割合を上げる必要があり、飽和脂肪酸導入油脂の生産効率が低下するので好ましくない。
構成脂肪酸組成中のオレイン酸は40重量%、より好ましくは55重量%以上である。40重量%未満であると、必然的にリノール酸含有量が高くなり、飽和脂肪酸導入後にハードバターのテンパリング性や耐熱保型性を低下させるSLS(2−リノール、1,3ジ飽和型グリセリド)の含有量が高くなるため、ハードバターの品質低下やエステル交換後の分別収率の低下が起こり好ましくない。オレイン酸/リノール酸比率では、15以上、より好ましくは20以上である。
構成脂肪酸組成中の炭素数20〜24の飽和脂肪酸は3重量%以上である。3重量%未満であると、飽和脂肪酸導入し分別した後の油脂中のLUS含有量が低く、所望のソフト化に適合せず、また耐ブルーム性もやや低くなる傾向で好ましくない。
更に、2位脂肪酸組成中の飽和脂肪酸は10重量%以下、より好ましくは5重量%以下であることが好ましい。10重量%を超えると、飽和脂肪酸導入後にSSS(トリ飽和型グリセリド)やSSU(1,2−ジ飽和、3−不飽和型グリセリド)の生成が多くなり、やはりテンパリング性、耐熱保型性及び口溶け性の低下や分別収率の低下が起こり好ましくない。
The stearic acid in the constituent fatty acid composition of the high stearin / high oleic sunflower oil utilized in the present invention is 12% by weight or more, preferably 20% by weight or more. If it is less than 12% by weight, in order to increase the amount of saturated fatty acid introduced, it is necessary to reduce the proportion of fats and oils in the substrate at the time of saturated fatty acid introduction and increase the proportion of saturated fatty acids or lower alcohol esters of saturated fatty acids. This is not preferable because the production efficiency of the fatty acid-introduced oil and fat is lowered.
The oleic acid in the constituent fatty acid composition is 40% by weight, more preferably 55% by weight or more. If it is less than 40% by weight, the linoleic acid content will inevitably become high, and SLS (2-linol, 1,3 di-saturated glyceride) that reduces the tempering properties and heat-resistant shape retention of hard butter after introduction of saturated fatty acids Therefore, the hard butter quality and the fractionation yield after transesterification are lowered, which is not preferable. The oleic acid / linoleic acid ratio is 15 or more, more preferably 20 or more.
The saturated fatty acid having 20 to 24 carbon atoms in the constituent fatty acid composition is 3% by weight or more. If it is less than 3% by weight, the LUS content in the fat after introduction and fractionation with saturated fatty acid is low, it is not suitable for desired softening, and the bloom resistance tends to be somewhat low, which is not preferable.
Further, the saturated fatty acid in the 2-position fatty acid composition is preferably 10% by weight or less, more preferably 5% by weight or less. When it exceeds 10% by weight, the production of SSS (tri-saturated glyceride) and SSU (1,2-di-saturated, 3-unsaturated glyceride) increases after the introduction of saturated fatty acid, and tempering property, heat-resistant shape retention and It is not preferable that the solubility in the mouth is lowered and the fractionation yield is lowered.

本発明は、油脂への飽和脂肪酸の導入を、油脂と遊離脂肪酸または脂肪酸の低級アルコールのエステルと混合しリパーゼを用いた1段のエステル交換反応で行い、さらにこれを分別するハードバター組成物の製造法である。飽和脂肪酸としては、炭素数16〜22の天然由来の飽和脂肪酸または不飽和脂肪酸の水素添加物が利用出来る。脂肪酸の低級アルコールエステルとしては、炭素数16〜22の天然由来の飽和脂肪酸または不飽和脂肪酸の水素添加物をメチルアルコール、エチルアルコール、ブチルアルコールなどでエステル化したものを用いることが出来る。導入する飽和脂肪酸の中では、特にステアリン酸の場合が経済的効果大である。 The present invention provides a hard butter composition in which saturated fatty acids are introduced into fats and oils by a one-stage transesterification reaction using fats and free fatty acids or esters of lower alcohols of fatty acids and lipase, and further separated. It is a manufacturing method. As the saturated fatty acid, a hydrogenated product of a naturally-derived saturated fatty acid or unsaturated fatty acid having 16 to 22 carbon atoms can be used. As the lower alcohol ester of a fatty acid, a product obtained by esterifying a hydrogenated product of a naturally occurring saturated fatty acid or unsaturated fatty acid having 16 to 22 carbon atoms with methyl alcohol, ethyl alcohol, butyl alcohol or the like can be used. Of the saturated fatty acids to be introduced, stearic acid is particularly economical.

1,3位に選択的に飽和脂肪酸を導入する油脂としては、上記特定の高ステアリン・高オレインひまわり油を油脂の主要原料として、2位がオレイン酸に富む油脂、例えば、パーム油、サル脂、イリッペ脂、コクム脂、シア脂、マウア脂、オリーブ油、椿油、山茶花油、ハイオレイックひまわり油、ハイオレイックサフラワー油、ハイオレイック菜種油などを上記の高ステアリン・高オレインひまわり油の等量以下好ましくは半量以下で併用することが出来る。 As fats and oils to selectively introduce saturated fatty acids at the 1st and 3rd positions, the above-mentioned specific high stearin / high oleic sunflower oil is used as the main raw material for fats and oils, and the 2nd position is rich in oleic acid, such as palm oil and monkey fat , Ilippe fat, Kokum fat, Shea fat, Maua fat, Olive oil, Persimmon oil, Mountain tea flower oil, High oleic sunflower oil, High oleic safflower oil, High oleic rapeseed oil, etc. Can be used in combination with less than half.

本発明における油脂の1,3位に選択的に飽和脂肪酸を導入する方法としては、1,3位特異性リパーゼによる選択的エステル交換反応が利用出来る。1,3位特異性リパーゼによる選択的エステル交換反応とは、油脂の主成分であるトリグリセリドの1,3位をエステル交換するが2位をほとんどエステル交換しない性質をもつような選択性のある酵素を用いる反応である。このような選択性を示す酵素として膵臓リパーゼ、米ヌカリパーゼ等の動植物起源のもの、リゾープス・デレマー、リゾープス・ジャパニカス、リゾープス・ニベウス、アスペルギルス・ニガー、ムコール・ジャパニカス等の微生物起源のもの等が例示出来る。反応温度は概ね20〜75℃である。この選択的エステル交換反応では、反応の副生物としてジグリセリドやトリ飽和グリセリドの生成を極力抑えるために、基質水分が0.18%以下のような系で反応するのが好ましい。   As a method for selectively introducing a saturated fatty acid at positions 1 and 3 of the fats and oils in the present invention, a selective transesterification reaction using a 1,3-position specific lipase can be used. Selective transesterification by 1,3-position specific lipase is a selective enzyme that has the property of transesterifying 1,3-position of triglyceride, which is the main component of fats and oils, but hardly transesterifying 2-position. Is a reaction using Examples of enzymes exhibiting such selectivity include those of animal and plant origin such as pancreatic lipase and rice nuclipase, and those of microbial origin such as Rhizopus deremar, Rhizopus Japanicas, Rhizopus nibeus, Aspergillus niger, Mucor Japanicas, etc. . The reaction temperature is generally 20 to 75 ° C. In this selective transesterification reaction, in order to suppress the production of diglyceride and trisaturated glyceride as a byproduct of the reaction as much as possible, it is preferable to react in a system in which the substrate moisture is 0.18% or less.

本発明におけるエステル交換の基質中の油脂の割合は25重量%以上、好ましくは40重量%以上が好適である。この方法は、高ステアリン・高オレインひまわり油を主要原料とする油脂と飽和脂肪酸または飽和脂肪酸エステルとを混合したもの(重量比率で25:75〜70:30)を基質として、リパーゼ反応を行いSUS含有量が30〜65重量%の反応油を作成し、その後の分別に供する。   The ratio of fats and oils in the transesterification substrate in the present invention is 25% by weight or more, preferably 40% by weight or more. In this method, a lipase reaction is performed using a mixture of fats and oils mainly composed of high stearin / high oleic sunflower oil and saturated fatty acid or saturated fatty acid ester (weight ratio 25:75 to 70:30) to perform SUS. A reaction oil having a content of 30 to 65% by weight is prepared and then subjected to fractionation.

本発明においては、1,3位に選択的に飽和脂肪酸を導入した後に、分別を行う必要がある。選択的エステル交換反応だけでは、LUS含有量が不十分な油脂となり、所望のソフト化に適合せず、また耐ブルーム性もやや低くなる傾向で好ましくない。分別方法は溶剤分別、乾式分別、ディタージェント分別、蒸留分別、ゾーンメルティング等を採用することが出来るが、通常溶剤分別法または乾式分別法が好適に採用される。   In the present invention, it is necessary to carry out fractionation after selectively introducing saturated fatty acids at positions 1 and 3. Only the selective transesterification reaction is not preferable because it results in an oil with insufficient LUS content and does not conform to the desired softening, and the bloom resistance tends to be slightly lowered. Solvent fractionation, dry fractionation, detergent fractionation, distillation fractionation, zone melting, etc. can be adopted as the fractionation method. Usually, the solvent fractionation method or the dry fractionation method is preferably employed.

本発明で目指す所望のSUS含有量は75重量%以上である。SUS含有量が50重量%以上であれば、チョコレート用のハードバターとして使用可能であるが、特定量のLUS含有量を持ちながら、チョコレートに必要とされるスナップ性(20℃程度の常温でパキット割れる性質)や冷感を伴う口溶け感、30℃前後までの耐熱保形性を得るには、SUS含有量としては少なくとも75重量%が必要である。75重量%未満であると、スナップ性、耐熱保型性が低下するため好ましくない。   The desired SUS content aimed at in the present invention is 75% by weight or more. If the SUS content is 50% by weight or more, it can be used as a hard butter for chocolate, but it has a specific amount of LUS content and has a snapping property required for chocolate (at a normal temperature of about 20 ° C. The SUS content must be at least 75% by weight in order to obtain a cracking property), a mouth-melting sensation with a cooling sensation, and heat-resistant shape retention up to about 30 ° C. If it is less than 75% by weight, the snapping property and the heat-resistant shape retention property are lowered, which is not preferable.

本発明により製造されるハードバターは、LUS(L:炭素数20〜24の飽和脂肪酸、U:炭素数16〜18の不飽和脂肪酸、S:炭素数16〜24の飽和脂肪酸)の含有量が5〜10重量%である。5重量%未満では、所望のソフト化に適合せず、また耐ブルーム性もやや低くなる傾向で好ましくない。10重量%を超えると、スナップ性、耐熱保型性が低下するためやはり好ましくない。   The hard butter produced by the present invention has a content of LUS (L: saturated fatty acid having 20 to 24 carbon atoms, U: unsaturated fatty acid having 16 to 18 carbon atoms, S: saturated fatty acid having 16 to 24 carbon atoms). 5 to 10% by weight. If it is less than 5% by weight, it is not preferable because it does not conform to the desired softening and the bloom resistance tends to be slightly lowered. If it exceeds 10% by weight, the snapping property and the heat-resistant shape retention property are lowered, which is also not preferable.

以下この発明を実施例で説明する。
アルゼンチン産のIV62.9の高ステアリン・高オレインひまわり油の脱酸油イ、IV83.1のハイオレイックひまわり油の脱酸油ロをそれぞれ調製し、それぞれの全脂肪酸組成、2位脂肪酸組成を測定した。その結果を表1に示す。
The present invention will be described below with reference to examples.
Argentine IV62.9 high stearin / high oleic sunflower oil deoxidized oil IV and IV83.1 high oleic sunflower oil deacidified oil B were prepared, and the total fatty acid composition and the second fatty acid composition were measured. . The results are shown in Table 1.

表1 脂肪酸組成(%)

Figure 2010081835
脱酸油イの高ステアリン・高オレインひまわり油は飽和脂肪酸の大部分が1,3位に配位し、2位はほとんどオレイン酸で占められている。また、炭素数20〜24の飽和脂肪酸も殆んど1,3位には存在し、その含有量も脱酸油ロの従来のハイオレイックひまわり油に比較して高くなっている。 Table 1 Fatty acid composition (%)
Figure 2010081835
In the high-stearin / high-oleic sunflower oil of deoxidized oil (i), most of the saturated fatty acids are coordinated to the 1st and 3rd positions, and the 2nd position is almost occupied by oleic acid. Further, saturated fatty acids having 20 to 24 carbon atoms are also present almost at the 1st and 3rd positions, and the content thereof is higher than that of conventional high oleic sunflower oil of deoxidized oil.

〔実施例1〕
市販のリゾープス・ニベウスのリパーゼ1重量部と珪藻土2重量部を混合し、更に冷水適当量を攪拌しながら散布して粒状とし、これを15℃で減圧乾燥して水分1.5重量%の珪藻土酵素を得た。別に脱酸油イ(高ステアリン・高オレインひまわり油)45重量部とステアリン酸エチル(93%純度)55重量部を減圧加熱乾燥して反応基質(水分0.01重量%)を作成し、これに前の珪藻土酵素3重量部を加え密閉下43℃で3日間攪拌して後、反応物を回収した。更に、蒸留でエチルエステルを除いて反応油aを得た。この反応油をノルマルヘキサンを用いて分別を実施してSUS含有量84.6重量%の中融点画分aを得た。この中融点画分の収率は64.2重量%であり、LUS含有量は7.4%であった。この中融点画分を脱色、脱臭してハードバターa を得た。
[Example 1]
Mix 1 part by weight of commercially available Rhizopus niveus lipase and 2 parts by weight of diatomaceous earth, and spray with an appropriate amount of cold water while stirring to form granules. The enzyme was obtained. Separately, 45 parts by weight of deoxidized oil (high stearin / high oleic sunflower oil) and 55 parts by weight of ethyl stearate (93% purity) were dried by heating under reduced pressure to prepare a reaction substrate (water content 0.01% by weight). After adding 3 parts by weight of the previous diatomaceous earth enzyme and stirring for 3 days at 43 ° C. in a sealed state, the reaction product was recovered. Furthermore, reaction oil a was obtained by removing ethyl ester by distillation. The reaction oil was fractionated using normal hexane to obtain a medium melting point fraction a having a SUS content of 84.6% by weight. The yield of this middle melting point fraction was 64.2% by weight and the LUS content was 7.4%. The medium melting point fraction was decolorized and deodorized to obtain hard butter a.

〔比較例1〕
実施例1の脱酸油イを脱酸油ロ(ハイオレイックひまわり油)に代えて、また実施例1のエステル交換の反応基質を脱酸油ロ30重量部とステアリン酸エチル(純度93%)70重量部に代えて、実施例1同様にエステル交換、分別を実施してSUS含有量83.6%の中融点画分bを得た。この中融点画分の収率は59.5%であり、LUS含有量は4.3%とやや低いものであった。この中融点画分を脱色、脱臭してハードバターb を得た。
[Comparative Example 1]
The deoxidized oil (i) of Example 1 was replaced with deoxidized oil (high oleic sunflower oil), and the transesterification reaction substrate of Example 1 was 30 parts by weight of deoxidized oil and ethyl stearate (purity 93%) 70. Instead of parts by weight, transesterification and fractionation were carried out in the same manner as in Example 1 to obtain a medium melting point fraction b having a SUS content of 83.6%. The yield of this middle melting point fraction was 59.5%, and the LUS content was slightly low at 4.3%. The medium melting point fraction was decolored and deodorized to obtain hard butter b.

〔比較例2〕
市販のリゾープス・ニベウスのリパーゼ1重量部と珪藻土2重量部を混合し、更に冷水適当量を攪拌しながら散布して粒状とし、これを15℃で減圧乾燥して水分1.5重量%の珪藻土酵素を得た。別に脱酸油イ(高ステアリン・高オレインひまわり油)10重量部とステアリン酸エチル(93%純度)90重量部を減圧加熱乾燥して反応基質(水分0.01重量%)を作成し、これに前の珪藻土酵素3重量部を加え密閉下43℃で3日間攪拌して後、基質油を回収した。更に、蒸留でエチルエステルを除いて反応油cを得た。この反応油のSUS含有量は82.8%であったが、LUS含有量は2.7%と低いものであった。この反応油を脱色、脱臭してハードバターc を得た。
[Comparative Example 2]
Mix 1 part by weight of commercially available Rhizopus niveus lipase and 2 parts by weight of diatomaceous earth, and spray with an appropriate amount of cold water while stirring to form granules. The enzyme was obtained. Separately, 10 parts by weight of deoxidized oil (high stearin / high oleic sunflower oil) and 90 parts by weight of ethyl stearate (93% purity) were dried under reduced pressure to prepare a reaction substrate (water content 0.01% by weight). After adding 3 parts by weight of the previous diatomaceous earth enzyme and stirring at 43 ° C. for 3 days under sealing, the substrate oil was recovered. Furthermore, ethyl ester was removed by distillation to obtain reaction oil c. The SUS content of this reaction oil was 82.8%, but the LUS content was as low as 2.7%. The reaction oil was decolorized and deodorized to obtain hard butter c.

ハードバター組成物a〜c のトリグリセリド組成を表2に示す。
表2 トリグリセリド組成(%)

Figure 2010081835
Table 2 shows the triglyceride composition of the hard butter compositions a to c.
Table 2 Triglyceride composition (%)
Figure 2010081835

〔実施例2〕
実施例1で得られたハードバターa 50重量部とパーム中融点部(IV34.5、POP含量68.0重量%)50重量部を混合してハードバターAを得た。ハードバターA 23.2重量部、カカオマス19.8重量部、全脂粉乳17.9重量部、砂糖39.1重量部、レシチン0.5重量部を混合し、ロールがけしてコンチング後、水浴容器中で攪拌して品温45〜50℃から品温26〜27℃に冷却し、次いで水浴温度を上昇させるテンパリング処理により品温28℃に到達した時点で型流しし5℃の雰囲気中30分間冷却した。その後、型離しして厚さ5mm、縦50mm、横20mmの板状のチョコレートを作成した。
[Example 2]
Hard butter A was obtained by mixing 50 parts by weight of hard butter a obtained in Example 1 and 50 parts by weight of palm melting point (IV 34.5, POP content 68.0% by weight). Hard butter A 23.2 parts by weight, cacao mass 19.8 parts by weight, whole milk powder 17.9 parts by weight, sugar 39.1 parts by weight, lecithin 0.5 parts by weight, roll and conching, water bath The mixture is stirred in a container to cool the product temperature from 45 to 50 ° C. to a product temperature of 26 to 27 ° C. Then, when the product temperature reaches 28 ° C. by a tempering process for raising the water bath temperature, the mold is poured and the atmosphere is 30 ° C. Cooled for minutes. Thereafter, the mold was released to prepare a plate-like chocolate having a thickness of 5 mm, a length of 50 mm, and a width of 20 mm.

〔比較例3〕
比較例1で得られたハードバターb 50重量部とパーム中融点部(IV34.5、POP含量68.0重量%)50重量部を混合してハードバターBを得た。実施例2のハードバターAをハードバターBに代えて、同様に板状のチョコレートを作成した。
[Comparative Example 3]
Hard butter B was obtained by mixing 50 parts by weight of the hard butter b obtained in Comparative Example 1 and 50 parts by weight of the melting point of palm (IV 34.5, POP content 68.0% by weight). The hard butter A of Example 2 was replaced with the hard butter B, and a plate-like chocolate was similarly produced.

〔比較例4〕
比較例2で得られたハードバターc 50重量部とパーム中融点部(IV34.5、POP含量68.0重量%)50重量部を混合してハードバターCを得た。実施例2のハードバターAをハードバターCに代えて、同様に板状のチョコレートを作成した。
[Comparative Example 4]
Hard butter C was obtained by mixing 50 parts by weight of hard butter c obtained in Comparative Example 2 and 50 parts by weight of palm melting point (IV 34.5, POP content 68.0% by weight). The hard butter A of Example 2 was replaced with the hard butter C, and a plate-shaped chocolate was similarly produced.

〔比較例5〕
実施例2のハードバターAをカカオバター(アイボリー産)に代えて同様に板状のチョコレートを作成した。表3にチョコレートの評価結果を示す。
[Comparative Example 5]
A plate-like chocolate was prepared in the same manner by replacing the hard butter A of Example 2 with cacao butter (produced by Ivory). Table 3 shows the evaluation results of chocolate.

表3

Figure 2010081835
Figure 2010081835
Table 3
Figure 2010081835
Figure 2010081835

耐熱性:板状のチョコレートを20℃、7日間エージング後、各測定温度で2時間保持した後、不動工業(株)製レオメーターにて硬さを測定した。
スナップ性:20℃で板状チョコレートを割ったときの状態
◎:非常に良好 ○:良好 △:やや不良 ×:不良
口溶け:板状チョコレートの口溶けの官能評価
◎:冷感あり口溶け非常に良好 ○:冷感あり口溶け良好
△:口溶け良いが冷感不足 ×:冷感、口溶けとも不良
食感評価:15人のパネラーにより噛み心地のソフトさを判定し、良いと判断した人数
耐ブルーム性:板状のチョコレートを20℃、7日間エージング後、18℃と32℃を交互に12時間保持するサイクルテストを行い、ブルームが発現するに至るサイクル回数を求めた。
Heat resistance: After aging the plate-shaped chocolate at 20 ° C. for 7 days and holding at each measurement temperature for 2 hours, the hardness was measured with a rheometer manufactured by Fudo Kogyo Co., Ltd.
Snap property: State when plate chocolate is broken at 20 ° C
◎: Very good ○: Good △: Slightly poor ×: Poor melting of mouth: Sensory evaluation of melting in plate chocolate ◎: Very good melting in mouth with cooling sensation ○: Good melting in mouth with cooling sensation: Good melting in mouth but lack of cooling sensation × : Cold texture, melted in mouth, poor texture evaluation: 15 panelists judged the softness of chewing comfort and judged it was good Bloom resistance: 20 ° C for plate-shaped chocolate, 18 ° C after aging for 7 days A cycle test in which 32 ° C. was alternately held for 12 hours was performed, and the number of cycles until bloom appeared was determined.

実施例2は、耐熱性、スナップ性、口溶けに優れるばかりでなく、ソフトな噛み心地の良好な食感と耐ブルーム性にも優れた高品質のハードバターであった。
一方、比較例3及び4は、耐熱性、スナップ性、口溶けは良好であったが、食感がやや硬く耐ブルーム性も実施例2よりやや低いものであった。
また、比較例5のカカオバターは、同様に耐熱性、スナップ性、口溶けは優れたものであったが、食感が硬すぎるとともに耐ブルーム性がかなり弱いものであった。
Example 2 was a high-quality hard butter that not only was excellent in heat resistance, snapping property, and meltability in the mouth, but also had excellent texture and bloom resistance with a soft chewing feeling.
On the other hand, Comparative Examples 3 and 4 were good in heat resistance, snapping property and meltability in the mouth, but the texture was slightly hard and the bloom resistance was slightly lower than in Example 2.
Further, the cocoa butter of Comparative Example 5 was similarly excellent in heat resistance, snapping property and meltability in the mouth, but was too hard to eat and very poor in bloom resistance.

本発明は、チョコレートに用いられるハードバター製造法に関し、更にチョコレートのソフト化、適度な耐熱保形性、スナップ性、口溶け性を有しながら優れた耐ブルーム性を併せ持つハードバターの製造法に関するものである。   The present invention relates to a method for producing hard butter for use in chocolate, and further relates to a method for producing hard butter having excellent bloom resistance while having softening of chocolate, suitable heat-resistant shape retention, snapping properties, and meltability in the mouth. It is.

Claims (2)

構成脂肪酸組成中のステアリン酸が12重量%以上、オレイン酸が40重量%以上、炭素数20〜24の飽和脂肪酸が3重量%以上であり、かつ2位脂肪酸組成中の飽和脂肪酸が10重量%以下である高ステアリン・高オレインひまわり油を油脂の主要原料として、飽和脂肪酸または飽和脂肪酸の低級アルコールエステルと1,3特異性リパーゼによるエステル交換を行い、油脂の1,3位に選択的に飽和脂肪酸を導入し、これを分別してSUS(2−不飽和、1,3−ジ飽和型グリセリド、S:炭素数16〜24の飽和脂肪酸、U:炭素数16〜18の不飽和脂肪酸)の含有量が75重量%以上の画分を得ることを特徴とするハードバターの製造法。 Stearic acid in the constituent fatty acid composition is 12% by weight or more, oleic acid is 40% by weight or more, saturated fatty acid having 20 to 24 carbon atoms is 3% by weight or more, and saturated fatty acid in the 2-position fatty acid composition is 10% by weight Highly stearin and high oleic sunflower oil, which is the following, is used as the main raw material for fats and oils. Saturated fatty acids or lower alcohol esters of saturated fatty acids are transesterified with 1,3-specific lipase to selectively saturate the fats and oils at positions 1 and 3. Fatty acid is introduced and separated to contain SUS (2-unsaturated 1,3-di-saturated glyceride, S: saturated fatty acid having 16 to 24 carbon atoms, U: unsaturated fatty acid having 16 to 18 carbon atoms) A method for producing hard butter, characterized in that a fraction having an amount of 75% by weight or more is obtained. LUS(L:炭素数20〜24の飽和脂肪酸、U:炭素数16〜18の不飽和脂肪酸、S:炭素数16〜24の飽和脂肪酸)の含有量が5〜10重量%である請求項1記載の製造法。 The content of LUS (L: saturated fatty acid having 20 to 24 carbon atoms, U: unsaturated fatty acid having 16 to 18 carbon atoms, S: saturated fatty acid having 16 to 24 carbon atoms) is 5 to 10% by weight. The manufacturing method described.
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Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2011161213A1 (en) * 2010-06-24 2011-12-29 Aarhuskarlshamn Denmark A/S Non-temper, texture providing fat compositions
EP2561765A1 (en) * 2010-04-22 2013-02-27 CJ CheilJedang Corporation Dry fractionation method for a transesterified oil and fat composition
WO2014069218A1 (en) * 2012-11-02 2014-05-08 日清オイリオグループ株式会社 Heat-resistant chocolate, and method for producing heat-resistant chocolate
JP2019062800A (en) * 2017-09-29 2019-04-25 日清オイリオグループ株式会社 Manufacturing system of edible oil, and manufacturing method of edible oil
WO2023188925A1 (en) * 2022-03-29 2023-10-05 不二製油グループ本社株式会社 Plate-form oily food product

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP2561765A1 (en) * 2010-04-22 2013-02-27 CJ CheilJedang Corporation Dry fractionation method for a transesterified oil and fat composition
EP2561765A4 (en) * 2010-04-22 2017-05-10 CJ CheilJedang Corporation Dry fractionation method for a transesterified oil and fat composition
WO2011161213A1 (en) * 2010-06-24 2011-12-29 Aarhuskarlshamn Denmark A/S Non-temper, texture providing fat compositions
WO2014069218A1 (en) * 2012-11-02 2014-05-08 日清オイリオグループ株式会社 Heat-resistant chocolate, and method for producing heat-resistant chocolate
JP2019062800A (en) * 2017-09-29 2019-04-25 日清オイリオグループ株式会社 Manufacturing system of edible oil, and manufacturing method of edible oil
WO2023188925A1 (en) * 2022-03-29 2023-10-05 不二製油グループ本社株式会社 Plate-form oily food product

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