JPH0354557B2 - - Google Patents
Info
- Publication number
- JPH0354557B2 JPH0354557B2 JP60196725A JP19672585A JPH0354557B2 JP H0354557 B2 JPH0354557 B2 JP H0354557B2 JP 60196725 A JP60196725 A JP 60196725A JP 19672585 A JP19672585 A JP 19672585A JP H0354557 B2 JPH0354557 B2 JP H0354557B2
- Authority
- JP
- Japan
- Prior art keywords
- cottonseed
- oil
- stearin
- margarine
- coarse crystals
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
Links
- 235000012343 cottonseed oil Nutrition 0.000 claims description 38
- 239000003921 oil Substances 0.000 claims description 27
- 235000019198 oils Nutrition 0.000 claims description 27
- VBICKXHEKHSIBG-UHFFFAOYSA-N 1-monostearoylglycerol Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(O)CO VBICKXHEKHSIBG-UHFFFAOYSA-N 0.000 claims description 21
- DCXXMTOCNZCJGO-UHFFFAOYSA-N Glycerol trioctadecanoate Natural products CCCCCCCCCCCCCCCCCC(=O)OCC(OC(=O)CCCCCCCCCCCCCCCCC)COC(=O)CCCCCCCCCCCCCCCCC DCXXMTOCNZCJGO-UHFFFAOYSA-N 0.000 claims description 19
- 239000013078 crystal Substances 0.000 claims description 18
- 235000013310 margarine Nutrition 0.000 claims description 14
- 239000003264 margarine Substances 0.000 claims description 14
- 239000004367 Lipase Substances 0.000 claims description 13
- 102000004882 Lipase Human genes 0.000 claims description 13
- 108090001060 Lipase Proteins 0.000 claims description 13
- 235000019421 lipase Nutrition 0.000 claims description 13
- 239000002385 cottonseed oil Substances 0.000 claims description 12
- 235000019197 fats Nutrition 0.000 claims description 10
- 125000005456 glyceride group Chemical group 0.000 claims description 3
- 238000004519 manufacturing process Methods 0.000 claims description 3
- 239000004615 ingredient Substances 0.000 claims 1
- 239000003925 fat Substances 0.000 description 9
- 238000002844 melting Methods 0.000 description 8
- 230000008018 melting Effects 0.000 description 8
- 235000014593 oils and fats Nutrition 0.000 description 7
- 240000008415 Lactuca sativa Species 0.000 description 5
- 230000000694 effects Effects 0.000 description 5
- 239000000203 mixture Substances 0.000 description 5
- 235000012045 salad Nutrition 0.000 description 5
- 238000005809 transesterification reaction Methods 0.000 description 5
- 239000007788 liquid Substances 0.000 description 4
- 238000000034 method Methods 0.000 description 4
- 239000002994 raw material Substances 0.000 description 4
- 238000004904 shortening Methods 0.000 description 4
- 239000007787 solid Substances 0.000 description 4
- 239000000796 flavoring agent Substances 0.000 description 3
- 235000019634 flavors Nutrition 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- 238000005496 tempering Methods 0.000 description 3
- FKOKUHFZNIUSLW-UHFFFAOYSA-N 2-Hydroxypropyl stearate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(C)O FKOKUHFZNIUSLW-UHFFFAOYSA-N 0.000 description 2
- WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 230000001877 deodorizing effect Effects 0.000 description 2
- 238000009882 destearinating Methods 0.000 description 2
- 235000012489 doughnuts Nutrition 0.000 description 2
- 239000003995 emulsifying agent Substances 0.000 description 2
- 239000007789 gas Substances 0.000 description 2
- 239000001257 hydrogen Substances 0.000 description 2
- 229910052739 hydrogen Inorganic materials 0.000 description 2
- 238000005984 hydrogenation reaction Methods 0.000 description 2
- 238000001556 precipitation Methods 0.000 description 2
- 229940093625 propylene glycol monostearate Drugs 0.000 description 2
- UFTFJSFQGQCHQW-UHFFFAOYSA-N triformin Chemical compound O=COCC(OC=O)COC=O UFTFJSFQGQCHQW-UHFFFAOYSA-N 0.000 description 2
- NWUYHJFMYQTDRP-UHFFFAOYSA-N 1,2-bis(ethenyl)benzene;1-ethenyl-2-ethylbenzene;styrene Chemical compound C=CC1=CC=CC=C1.CCC1=CC=CC=C1C=C.C=CC1=CC=CC=C1C=C NWUYHJFMYQTDRP-UHFFFAOYSA-N 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 1
- 241000235403 Rhizomucor miehei Species 0.000 description 1
- 240000008042 Zea mays Species 0.000 description 1
- 235000005824 Zea mays ssp. parviglumis Nutrition 0.000 description 1
- 235000002017 Zea mays subsp mays Nutrition 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 235000009508 confectionery Nutrition 0.000 description 1
- 235000005822 corn Nutrition 0.000 description 1
- 230000006866 deterioration Effects 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 150000002431 hydrogen Chemical class 0.000 description 1
- 238000009884 interesterification Methods 0.000 description 1
- 239000003456 ion exchange resin Substances 0.000 description 1
- 229920003303 ion-exchange polymer Polymers 0.000 description 1
- 238000004898 kneading Methods 0.000 description 1
- 238000007670 refining Methods 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 150000003626 triacylglycerols Chemical class 0.000 description 1
Landscapes
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Fats And Perfumes (AREA)
- Edible Oils And Fats (AREA)
Description
(a) 産業上の利用分野
本発明は、マーガリン・シヨートニングの製造
法に係り、特に粗大結晶の発現がない製品を製造
する方法に関するものである。
(b) 従来の技術
各種油脂のうち綿実油は、保存や使用によつて
も劣化味とは異なるマイルドな油脂の旨味が、感
じられることで昔から定評があつた。このため綿
実は、家庭用のサラダ油だけでなく製菓用として
スポンジケーキ練込みやドーナツフライに用いら
れ、また綿実油を例えば水添など加工処理した場
合にも、その風味は保存されるので、加工綿実油
はシヨートニングやマーガリン用油脂原料として
広く用いられてきた。綿実油は、5℃前後まで時
間をかけて冷却し析出した結晶(綿実ステアリ
ン)と綿実サラダ油に分けることができる。綿実
サラダ油は、高価な家庭用サラダ油として、一般
に用いられるが副生する綿実ステアリンは、綿実
サラダ油と同様まろやかな風味を持つが通常20℃
程度の融点を持つため、そのまま、または水添な
どの加工処理して、ドーナツフライ用、マーガリ
ン、シヨートニング用油脂原料として加工綿実油
同様用いられてきた。
(c) 発明が解決しようとする問題点
しかしながら、綿実ステアリンは、そのトリグ
リセリド組成が単純で、対称型モノオレイツクジ
飽和トリグリセリド(パルミトオレオパルミチ
ン、パルミトオレオステアリン)を比較的多く含
有するので、粗大結晶を生じ易い。また、綿実ス
テアリンを水素添加して得られた綿実ステアリン
硬化油は所定の融点にするまでの硬化度合が液体
油の水素添加の場合に比べて低く、そのトリグリ
セリド組成が単純で綿実ステアリン同様、粗大結
晶を生じ易い。
然るに、粗大結晶が生じたマーガリン、シヨー
トニングは、商品価値が損なわれるため、綿実ス
テアリン、綿実ステアリン硬化油はマーガリン、
シヨートニングの油脂成分として多量に使用でき
ない。
本発明の目的は、綿実ステアリンを多量に配合
使用しても粗大結晶の生じることのないマーガリ
ン、シヨートニングの精製法を提供することにあ
り、従つて本発明によれば、綿実油100%のマー
ガリン、シヨートニングを製造することができ
る。
(d) 問題点を解決するための手段
即ち本発明者らは、綿実油をグリセリドの1、
3特異性を有するリパーゼを用いてエステル交換
ししかるのちウインターして得た綿実ステアリン
およびそれをさらに水素添加して得た硬化油をマ
ーガリン、シヨートニングの油脂成分として使用
することにより粗大結晶の生じない製品を得るこ
とができた。
本発明者らは、油脂の改質をするうえで、綿実
油をナトリウムメチラートを用いる化学的な方法
でランダムエステル交換を行い、しかるのちウイ
ンターにかけて綿実ステアリンを得ようとしたが
ランダムエステル交換を施した綿実油はその融点
が上昇し、ウインターにかけることができなかつ
た。これに対し、本発明に述べるごとく、綿実油
をグリセリドの1、3特異性を有するリパーゼを
用いてエステル交換を行つた場合は、ウインター
にかけることができ、綿実ステアリンを得ること
ができた。
本発明に用いることのできるリパーゼとしては
ノボ(NoVo)社製リパーゼ3Aである。これは
ムコール・ミーハイ(mucor miehei)由来の約
70℃前後まで活性を保持する固定化リパーゼで、
固定リパーゼで、固定化担体としてイオン交換樹
脂を用いたものである。
本発明におけるエステル交換は無溶剤下で行う
ことができ、上記リパーゼを用いる場合には、固
定化リパーゼを充填してカラムに通液することに
より行うことができる。反応温度は通常40〜80℃
で反応速度を高めるためには、リパーゼの活性を
保持し、しかもできるだけ高温の方がよいが、工
業的安全を考慮したうえで決められ、上記リパー
ゼ3Aを用いる場合には、60〜70℃が適切である。
本発明で行うウインターは、通常綿実油のウイ
ンターで行われている条件、すなわち油脂を2〜
3日かけて5℃前後まで冷却する方法でよい。こ
のようにして得られる綿実ステアリンは、融点が
通常30℃以上あり、マーガリン、シヨートニング
原料の固体脂成分としてそのまま用いることがで
きることは、結晶性改善以外の点での大きな効果
である。さらに必要な場合には水素添加をして、
食用として相応しい融点、通常45℃までの固体脂
として用いることができる。これに比べ、エステ
ル交換を施していない綿実油のウインターで取れ
る綿実ステアリンの融点は通常20〜25℃程度であ
り、マーガリン、シヨートニング原料とする固体
脂成分としては硬さが足りない。
(e) 実施例
実施例 1
ノボ社固定化リパーゼ3Aを内径1cmのカラム
に6g充填した。綿実脱色油を70℃に加温し、70
℃で毎時12gの流速でカラムに通液した。通液当
初72時間以降のエステル交換油を5Kgほど得、乾
燥したのち、72時間かけて5℃まで冷却し、綿実
ステアリン油を得た。比較として当初の綿実脱色
油5Kgを同様に72時間かけて5℃まで冷却し、綿
実ステアリン油を得た。固定化リパーゼ3Aを用
いてエステル交換した油のウインター歩留りは93
%、エステル交換処理なしの油のウインター歩留
りは84%であつた。これらの綿実ステアリン油の
性状を表−1に示す。
(a) Industrial Application Field The present invention relates to a method for producing margarine/shotoning, and particularly to a method for producing a product that does not develop coarse crystals. (b) Prior Art Among various oils and fats, cottonseed oil has long been well-regarded for its mild flavor, which differs from the taste of deterioration even with storage and use. For this reason, cottonseed is used not only as salad oil for home use, but also for confectionery such as sponge cake kneading and donut frying.Also, even when cottonseed oil is processed, for example by hydrogenation, its flavor is preserved, so processed cottonseed oil has been widely used as an oil and fat raw material for toning and margarine. Cottonseed oil can be divided into crystals (cottonseed stearin) that are precipitated by cooling to around 5°C over time and cottonseed salad oil. Cottonseed salad oil is commonly used as an expensive household salad oil, but cottonseed stearin, a by-product, has a mellow flavor like cottonseed salad oil, but is usually heated at 20°C.
Because of its melting point, it has been used like processed cottonseed oil, either as it is or after processing such as hydrogenation, as a raw material for fried donuts, margarine, and toning. (c) Problems to be Solved by the Invention However, cottonseed stearin has a simple triglyceride composition and contains a relatively large amount of symmetrical monooleic saturated triglycerides (palmitoleopalmitin, palmitooleostearin). Easy to form crystals. In addition, the hydrogenated cottonseed stearin oil obtained by hydrogenating cottonseed stearin has a lower degree of hardening until it reaches a predetermined melting point than when hydrogenating liquid oil, and its triglyceride composition is simple. Similarly, coarse crystals are likely to be formed. However, margarine and ski toning with coarse crystals will lose their commercial value, so cottonseed stearin and hydrogenated cottonseed stearin oil are used in margarine,
It cannot be used in large quantities as an oil or fat component in shoe toning. An object of the present invention is to provide a method for refining margarine and corn toning that does not produce coarse crystals even when a large amount of cottonseed stearin is mixed and used. , can produce shortening. (d) Means for solving the problem Namely, the present inventors have prepared cottonseed oil with glyceride 1,
Coarse crystals can be produced by using cottonseed stearin obtained by transesterifying using a lipase having three specificities and then winterizing it, and hydrogenated oil obtained by further hydrogenating it as an oil and fat component of margarine and ski toning. Couldn't get the product. The present inventors attempted to obtain cottonseed stearin by carrying out random transesterification of cottonseed oil by a chemical method using sodium methylate in order to modify fats and oils. The melting point of the treated cottonseed oil increased and it could not be winterized. On the other hand, as described in the present invention, when cottonseed oil was transesterified using a lipase having mono- and tri-specificity for glycerides, it was possible to winterize it and cottonseed stearin could be obtained. A lipase that can be used in the present invention is Lipase 3A manufactured by NoVo. This is about the origin of mucor miehei.
An immobilized lipase that retains its activity up to around 70℃.
This is an immobilized lipase that uses ion exchange resin as the immobilization carrier. Transesterification in the present invention can be carried out in the absence of a solvent, and when using the lipase described above, it can be carried out by filling a column with immobilized lipase and passing the liquid through a column. Reaction temperature is usually 40-80℃
In order to increase the reaction rate, it is better to maintain the activity of the lipase and at the same time as high temperature as possible, but this is determined based on industrial safety considerations, and when using the lipase 3A mentioned above, 60 to 70℃ Appropriate. The wintering performed in the present invention is carried out under the conditions normally used for cottonseed oil wintering.
A method of cooling to around 5°C over 3 days is sufficient. The cottonseed stearin obtained in this way usually has a melting point of 30° C. or higher, and can be used as it is as a solid fat component in raw materials for margarine and shot toning, which is a great effect in terms other than improving crystallinity. If necessary, add hydrogen,
It can be used as a solid fat with a melting point suitable for human consumption, usually up to 45°C. In comparison, the melting point of cottonseed stearin obtained by winterizing cottonseed oil that has not undergone interesterification is usually around 20 to 25°C, and is insufficiently hard as a solid fat component used as a raw material for margarine and ski toning. (e) Examples Example 1 6 g of Novo's immobilized lipase 3A was packed into a column with an inner diameter of 1 cm. Warm cottonseed decolorized oil to 70℃,
The liquid was passed through the column at a flow rate of 12 g/hour at ℃. Approximately 5 kg of transesterified oil was obtained after the initial 72 hours of liquid passage, and after drying, it was cooled to 5° C. over 72 hours to obtain cottonseed stearin oil. For comparison, 5 kg of the original cottonseed decolorized oil was similarly cooled to 5°C over 72 hours to obtain cottonseed stearin oil. Winter yield of oil transesterified using immobilized lipase 3A is 93
%, and the winter yield of the oil without transesterification was 84%. The properties of these cottonseed stearin oils are shown in Table 1.
【表】
これらの油脂を脱臭したのち、表−2に示す各
種の単独および配合油の系で乳化剤としてグリセ
リンモノステアリン酸エステル1.0%およびプロ
ピレングリコールモノステアリン酸エステル0.5
%を添加溶解し、コンビネーターによりガスを加
えながら急冷、混捏してシヨートニングを調製し
た。これらは、その油脂のSFCが15〜17%に相当
する温度で48時間テンパリング後、各々5℃、10
℃、15℃、20℃、25℃の各恒温槽に置き、粗大結
晶の発現の有無を調べた。[Table] After deodorizing these oils and fats, 1.0% glycerin monostearate and 0.5% propylene glycol monostearate were used as emulsifiers in the various oil systems shown in Table 2, both alone and in combination.
% was added and dissolved, and the mixture was rapidly cooled and kneaded while adding gas using a combinator to prepare shortening. After tempering for 48 hours at a temperature corresponding to an SFC of 15 to 17%, the oils and fats were tempered at 5℃ and 10℃, respectively.
℃, 15℃, 20℃, and 25℃, and the presence or absence of coarse crystals was examined.
【表】【table】
【表】
その結果、A、B、C、Eについては、1カ月
経過後でも粗大結晶が生じなかつたのに反し、
D、Fについては1カ月以内に粗大結晶が認めら
れた。
実施例 2
実施例1で得た綿実ステアリン2種(1、3ラ
ンダムエステル交換ウインター処理して得たも
の。1、3ランダムエステル交換処理なくウイン
ター処理したもの)を、それぞれニツケル触媒
0.10%、水素圧1.5Kg/cm2、170℃で水素添加し、
融点35℃の硬化油を調製した。れらの油脂の性状
を表−3に示す。[Table] As a result, for A, B, C, and E, no coarse crystals were formed even after one month;
For D and F, coarse crystals were observed within one month. Example 2 Two types of cottonseed stearins obtained in Example 1 (obtained by 1, 3 random transesterification winter treatment; 1, 3 winter treated without random transesterification treatment) were each treated with a nickel catalyst.
Hydrogenated at 0.10%, hydrogen pressure 1.5Kg/cm 2 and 170℃,
A hydrogenated oil with a melting point of 35°C was prepared. The properties of these oils and fats are shown in Table 3.
【表】
これらの油脂を脱臭したのち表−4に示す各種
の単独および配合油の系で乳化剤としてグリセリ
ンモノステアリン酸エステル1.0%およびプロピ
レングリコールモノステアリン酸エステル0.5%
を添加溶解し、コンビネーターによりガスを加え
ながら急冷混捏してシヨートニングを調製した。
これらは、その油脂のSFCが15〜17%に相当す
る温度で48時間テンパリング後、各々5℃、10
℃、15℃、20℃、25℃の各恒温槽に置き、粗大結
晶の析出の有無を調べた。[Table] After deodorizing these oils and fats, 1.0% glycerin monostearate and 0.5% propylene glycol monostearate were used as emulsifiers in the various oil systems shown in Table 4, both alone and in combination.
was added and dissolved, and the mixture was rapidly cooled and kneaded while adding gas using a combinator to prepare shortening. After tempering for 48 hours at a temperature corresponding to an SFC of 15 to 17%, the oils and fats were tempered at 5℃ and 10℃, respectively.
℃, 15℃, 20℃, and 25℃, and the presence or absence of precipitation of coarse crystals was examined.
【表】【table】
【表】
その結果、G、H、Iについては、1カ月経過後
でも粗大結晶の生じなかつたのに反し、J、K、
Lについては、1カ月以内に粗大結晶が認められ
た。
実施例 3
実施例1、2における表−1、表−2の各種油
脂を用い表−5に示す処方のマーガリンを調整し
た。これらを実施例1、2と同様にテンパリング
したのち、粗大結晶の析出有無を調べた[Table] As a result, for G, H, and I, no coarse crystals were formed even after one month, whereas for J, K,
Regarding L, coarse crystals were observed within one month. Example 3 Margarine having the formulation shown in Table 5 was prepared using various oils and fats shown in Tables 1 and 2 in Examples 1 and 2. After tempering these in the same manner as in Examples 1 and 2, the presence or absence of precipitation of coarse crystals was examined.
【表】【table】
【表】
その結果、シヨートニングの場合と同様マーガリ
ンについては、A、B、C、E、G、H、Iにつ
いては、1カ月経過後でも粗大結晶が生じなかつ
たのに反し、D、F、J、K、lについては1カ
月以内に粗大結晶が認められた。
(f) 発明の効果
実施例で示したように、本発明により得た油脂
を用いることによつてシヨートニング、マーガリ
ン両者とも結晶性の改善がはかられ、粗大結晶の
発現のない製品が得られる。また、本発明に述べ
た方法により得た綿実ステアリンは融点が30℃以
上にあり、マーガリン、シヨートニング用の固体
脂成分として、そのままでも通用する経済的効果
も併せ持つている。[Table] As a result, as in the case of shortening, for margarine, no coarse crystals were formed for A, B, C, E, G, H, and I even after one month, but D, F, For J, K, and l, coarse crystals were observed within one month. (f) Effects of the invention As shown in the examples, by using the fats and oils obtained according to the present invention, the crystallinity of both skimming and margarine can be improved, and products without the appearance of coarse crystals can be obtained. . Furthermore, the cottonseed stearin obtained by the method described in the present invention has a melting point of 30° C. or higher, and it also has the economical effect that it can be used as it is as a solid fat component for margarine and shoe toning.
Claims (1)
るリパーゼを用いてエステル交換し、しかるのち
ウインターして得た綿実ステアリンおよび/また
は、この綿実ステアリンを水素添加して得た硬化
油を油脂成分として用いることを特徴とする粗大
結晶の発現がないマーガリン・シヨートニングの
製造法。1. Cottonseed stearin obtained by transesterifying cottonseed oil using a lipase having 1 and 3 specificity for glycerides and then wintering, and/or the hydrogenated oil obtained by hydrogenating this cottonseed stearin, is converted into oil and fat. A method for producing margarine/shotoning that does not produce coarse crystals, which is used as an ingredient.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP60196725A JPS6255040A (en) | 1985-09-05 | 1985-09-05 | Production of margarine or shortening |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP60196725A JPS6255040A (en) | 1985-09-05 | 1985-09-05 | Production of margarine or shortening |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS6255040A JPS6255040A (en) | 1987-03-10 |
| JPH0354557B2 true JPH0354557B2 (en) | 1991-08-20 |
Family
ID=16362555
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP60196725A Granted JPS6255040A (en) | 1985-09-05 | 1985-09-05 | Production of margarine or shortening |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS6255040A (en) |
Families Citing this family (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH028599A (en) * | 1987-12-21 | 1990-01-12 | Linde Ag | Method of vaporizing liquefied natural gas |
| DE69007229T2 (en) * | 1989-10-09 | 1994-06-16 | Unilever Nv | Process for the preparation of edible spreads and plant therefor. |
| JPH0411842A (en) * | 1989-12-21 | 1992-01-16 | Unilever Nv | Fat blend |
| JPH06245700A (en) * | 1993-02-23 | 1994-09-06 | Snow Brand Milk Prod Co Ltd | Fat and oil composition having reduced digestibility |
| US6929816B2 (en) | 1998-01-21 | 2005-08-16 | Raisio Benecol Ltd. | Fat compositions for use in food |
| UA69378C2 (en) | 1996-11-04 | 2004-09-15 | Райзіо Бенекол Лтд. | Texturizing compositions to be used in fat mixtures in food products |
| EP0897971B1 (en) * | 1997-08-22 | 2004-11-03 | Unilever N.V. | Stanol ester composition |
| ES2231940T3 (en) * | 1997-08-22 | 2005-05-16 | Unilever N.V. | COMPOSITION OF ESTANOL ESTERES. |
| DK1298194T3 (en) * | 1997-08-22 | 2006-11-27 | Unilever Nv | Staniol-containing compositions |
| EP0897970B1 (en) * | 1997-08-22 | 2004-09-29 | Unilever N.V. | Process for the production of stanol esters |
| JP5120907B2 (en) * | 1999-09-06 | 2013-01-16 | 雪印メグミルク株式会社 | Method for producing oil or fat composition in which granular crystals are not formed |
| AU2003266871A1 (en) * | 2003-06-24 | 2005-01-04 | Fuji Oil Europe | Low-trans fats for confectionery fat compostions |
-
1985
- 1985-09-05 JP JP60196725A patent/JPS6255040A/en active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| JPS6255040A (en) | 1987-03-10 |
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