JPS6039117B2 - Method for producing highly stable low melting point oil and fat compositions - Google Patents

Method for producing highly stable low melting point oil and fat compositions

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Publication number
JPS6039117B2
JPS6039117B2 JP52100976A JP10097677A JPS6039117B2 JP S6039117 B2 JPS6039117 B2 JP S6039117B2 JP 52100976 A JP52100976 A JP 52100976A JP 10097677 A JP10097677 A JP 10097677A JP S6039117 B2 JPS6039117 B2 JP S6039117B2
Authority
JP
Japan
Prior art keywords
acid
oil
melting point
low melting
trans
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
Application number
JP52100976A
Other languages
Japanese (ja)
Other versions
JPS5434305A (en
Inventor
一昭 鈴木
行信 村瀬
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Adeka Corp
Original Assignee
Asahi Denka Kogyo KK
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Asahi Denka Kogyo KK filed Critical Asahi Denka Kogyo KK
Priority to JP52100976A priority Critical patent/JPS6039117B2/en
Publication of JPS5434305A publication Critical patent/JPS5434305A/en
Publication of JPS6039117B2 publication Critical patent/JPS6039117B2/en
Expired legal-status Critical Current

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  • Edible Oils And Fats (AREA)
  • Fats And Perfumes (AREA)

Description

【発明の詳細な説明】 本発明は高安定性低融点油脂組成物に関する。[Detailed description of the invention] The present invention relates to highly stable, low melting point oil and fat compositions.

一般に、食用油脂では、低融点で取扱いが容易で、風味
の良いものが各種油脂製品に好んで用いられるが、この
ような油脂は熱安定性、酸化安定性等が非常に悪く、油
脂の劣化による油脂製品の品質低下を招きがちであるこ
とが大きな欠点である。また、上記安定性の比較的良好
なラウリン系の油脂は、低温での固化速度が早く、製品
の外観を損なう等の欠点を有していた。従って、これら
の欠点を持たない、低融点でしかも各種安定性にすぐれ
た油脂が要求されていたのである。
In general, edible fats and oils that have a low melting point, are easy to handle, and have a good flavor are preferred for use in various oil and fat products. A major drawback is that they tend to deteriorate the quality of oil and fat products. In addition, the above-mentioned lauric oils and fats which have relatively good stability have the disadvantage that they solidify rapidly at low temperatures, impairing the appearance of the product. Therefore, there has been a need for oils and fats that do not have these drawbacks, have a low melting point, and are excellent in various stability.

したがって、本発明の目的は、酸化安定性、熱安定性、
加水分解安定性にすぐれ、低融点で、取扱いが容易であ
る、すぐれた高安定性低融点油脂組成物を提供すること
にある。
Therefore, the object of the present invention is to improve oxidative stability, thermal stability,
It is an object of the present invention to provide an excellent highly stable, low melting point oil and fat composition that has excellent hydrolytic stability, a low melting point, and is easy to handle.

ここに高安定性低融点油脂組成物とは、AOM安定性が
80時間以上で、上昇融点が26qo以下の油脂組成物
をいう。尚、以下に示すポリェン酸/(SU2十U3)
の数値は、ポリェン酸の重量を(SU+U3)の重量で
割った数値(ポリェン酸含量のレベルを示す数値)であ
る。本発明の高安定性低融点油脂組成物の製造法は、9
0%以上のSU2十U3かつ0.40以下のポリェン酸
/(SU2十U3)を有する非ラウリン系天然油脂又は
加工油脂を選択水添して、S3 0〜0.5%、S2E
+SE2 0.1〜5.0%、E3 0〜4.0%、S
2U I.O〜6.0%、SEU I.0〜15.0%
、E2U+SU2十EU240%以上、U3 15%以
上(但し、Sはパルミチン酸及びステアリン酸、Eはト
ランスモノェン酸及びトランスートランスジェン酸、U
はシスモノヱン酸、シスーシスジェン酸及びシスートラ
ンスジェン酸をそれぞれ示し、S3、S2E、SE2、
E3、S2U、SEU、E2U、SU2、EU2、U3
は、上記S、E、U、で示される脂肪酸から構成される
トリグリセリドを示す。
Here, the term "highly stable low melting point oil/fat composition" refers to an oil/fat composition having an AOM stability of 80 hours or more and an elevated melting point of 26 qo or less. In addition, the polyenic acid shown below/(SU20U3)
The value is the value obtained by dividing the weight of polyenic acid by the weight of (SU+U3) (a value indicating the level of the polyenic acid content). The method for producing the highly stable low melting point oil and fat composition of the present invention includes 9
Non-lauric natural oils or processed oils having 0% or more SU20U3 and 0.40 or less polyenic acid/(SU20U3) are selectively hydrogenated to produce S3 0-0.5%, S2E.
+SE2 0.1-5.0%, E3 0-4.0%, S
2U I. O~6.0%, SEU I. 0-15.0%
, E2U+SU20 EU240% or more, U3 15% or more (S is palmitic acid and stearic acid, E is transmonenoic acid and trans-transgenic acid, U
represent cis-monoenoic acid, cis-cisgenic acid and cis-transgenic acid, respectively; S3, S2E, SE2,
E3, S2U, SEU, E2U, SU2, EU2, U3
represents a triglyceride composed of fatty acids represented by S, E, and U above.

)のトリグリセリド組成を有し、全体の脂肪酸組成にお
いてポリェン酸(ジェン酸以上の不飽和脂肪酸)が8%
以下である油脂組成物を得ることを特徴とする。本発明
の油脂組成物は、上言己グリセリド組成を有するもので
あるが、さらに好ましくは、S30〜0.3%、S2E
十SE2 0.1〜2.5%、E3 0〜2.5%、S
2U I.0〜5.0%、E2U十SU2十EU2 4
5%以上(E3、SEU、U3は上に同じ)のトリグリ
セリド組成を有するのが良い。
), and polyenic acid (unsaturated fatty acids higher than genic acid) accounts for 8% of the total fatty acid composition.
It is characterized by obtaining the following oil and fat compositions. The oil and fat composition of the present invention has the above-mentioned glyceride composition, but more preferably S30 to 0.3%, S2E
10 SE2 0.1-2.5%, E3 0-2.5%, S
2U I. 0-5.0%, E2U10SU20EU2 4
It is preferable to have a triglyceride composition of 5% or more (E3, SEU, and U3 are the same as above).

上記トリグリセリド組成を有する本発明の油脂組成物は
、非ラウリン系の天然油脂(落花生油、なたね油、ヘン
トウ油、ハイオレフイツクサフラワー油、オリーブ油等
)あるいはこれらの加工油脂(ェステル交換、分別等の
工程を経た油脂)を適当な条件下で水添及び/又は分別
することにより製造することができる。
The oil and fat composition of the present invention having the above-mentioned triglyceride composition may contain non-lauric natural oils and fats (peanut oil, rapeseed oil, hentai oil, high olefin flower oil, olive oil, etc.) or these processed oils and fats (such as transesterification, fractionation, etc.). It can be produced by hydrogenating and/or fractionating oils and fats that have passed through the process under appropriate conditions.

本発明の油脂組成物の製造法において用いられる原料油
脂は、90%以上(さらに好ましくは92%以上)のS
U2十U3かつ0.40以下(さらに好ましくは0.3
2以下)のポリェン酸/(SU2+い)を有する非ラウ
リン系天然油脂又は加工油脂である。
The raw material oil used in the method for producing the oil and fat composition of the present invention contains 90% or more (more preferably 92% or more) of S.
U20U3 and 0.40 or less (more preferably 0.3
It is a non-lauric natural oil or processed oil having a polyenic acid/(SU2+) of 2 or less).

本発明の油脂組成物は、上き己組成を有する非ラウリン
系油脂を比較的トランス異性化抑制的な条件下でポリェ
ン酸含量が8%以下になるまで選択水添を行なうことに
より得ることができる。上記トランス異性化抑制的な条
件下の水添とは、ジェンノモノェン、トリェン/モノェ
ンの水添速度比がそれぞれ25 30以上(SU2十U
3が92%以上でポリェン酸/(SU2十仏)が0.3
2以下の場合は、それぞれ15、30以上)であり、か
つ一△T/△IV(ヨウ素価が1だけ減少したときのト
ランス体生成量%)が1.0以下(SU2十比が92%
以上で、ポリェン酸/(SU2十U3)が0.32以下
の場合は2.0以下)の水添であり、このような条件は
、原料油脂に対して還元ニッケル触媒を0.01〜0.
6%(SU2十U3が92%以上でポリヱン酸/(SU
2十U3)が0.32以下の場合は0.01〜0.3%
)添加し、温度140〜200oo、水素圧力0〜10
k9/地○(同0〜20k9/c虎G)で反応を行なう
ことによって達成できる。本発明の効果は、特定の原料
油脂を使用して選択水添を行うことにより、酸化安定性
、熱安定性、加水分解性にすぐれ、低融点で取扱いが容
易なすぐれた油脂組成物を容易に提供したことにある。
The oil and fat composition of the present invention can be obtained by selectively hydrogenating a non-lauric oil and fat having a high self-composition under conditions that relatively suppress trans isomerization until the polyenic acid content becomes 8% or less. can. Hydrogenation under conditions suppressing trans isomerization means hydrogenation rate ratios of 25 and 30 or more for genomonene and triene/monoene, respectively (SU20U
3 is 92% or more and polyenic acid/(SU2 Jubutsu) is 0.3
2 or less, 15 and 30 or more, respectively), and △T/△IV (% of trans isomer production when the iodine value decreases by 1) is 1.0 or less (SU2 ratio is 92%).
In the above, hydrogenation of polyenic acid/(SU20U3) of 0.32 or less is hydrogenation of 2.0 or less), and under these conditions, the reduced nickel catalyst is added to the raw material oil or fat from 0.01 to 0. ..
6% (SU20U3 is 92% or more and polyphosphoric acid/(SU
20U3) is 0.32 or less, 0.01 to 0.3%
) added, temperature 140~200oo, hydrogen pressure 0~10
This can be achieved by performing a reaction with k9/G (0 to 20 k9/c Tiger G). The effects of the present invention are that by performing selective hydrogenation using specific raw material fats and oils, it is easy to produce excellent oil and fat compositions that have excellent oxidation stability, thermal stability, and hydrolyzability, have a low melting point, and are easy to handle. The reason is that it was provided to

本発明の油脂組成物はマーガリン、ショートニング等の
食品加工油脂に広範に利用可能である。
The oil and fat composition of the present invention can be widely used in food processing oils and fats such as margarine and shortening.

以下実施例によって、本発明を説明する。実施例 1 ハィオレィック・サフラワー油(ヨウ素価=94.7、
SU2十U3=聡3%、ポリェン酸/(SU2十U3)
=0.19)500夕を、1〆四ッ口丸底フラスコにと
り、還元ニッケル触媒(ニッケル含量20%)を対油0
.2%加え、温度18000、水素流量0.8そ/分で
常圧水添を行ない、ヨウ素価81.6で止め、常法によ
り脱触媒、脱臭し、天然トコフェロール150ppm添
加して脂肪酸組成、トリグリセリド組成、融点、AOM
安定性を測定した。
The present invention will be explained below with reference to Examples. Example 1 High oleic safflower oil (iodine value = 94.7,
SU20U3=Satoshi 3%, polyenic acid/(SU20U3)
= 0.19) 500 ml was placed in a four-necked round bottom flask, and a reduced nickel catalyst (nickel content 20%) was added to the oil to 0.
.. Hydrogenation was carried out at normal pressure at a temperature of 18,000 and a hydrogen flow rate of 0.8 so/min, stopping at an iodine value of 81.6, decatalyzing and deodorizing by a conventional method, and adding 150 ppm of natural tocopherol to determine fatty acid composition and triglyceride. Composition, melting point, AOM
Stability was measured.

(表−1、参照)実施例 2 なたね白絞油(ヨウ素価=112.3、SU2十U3=
96.3%、ポリェン酸/(SU2十比)=0.29)
を実施例1と同様にして水添し、ヨウ素価82.1で止
め、上方により、脱触媒、脱臭し、天然トコフェロール
15蛇pm添加して、実施例1と同様に融点等の測定を
行った。
(See Table-1) Example 2 White rapeseed oil (iodine value = 112.3, SU20U3 =
96.3%, polyenic acid/(SU20 ratio) = 0.29)
was hydrogenated in the same manner as in Example 1, stopped at an iodine value of 82.1, decatalyzed and deodorized from above, added 15 pm of natural tocopherol, and measured the melting point, etc. in the same manner as in Example 1. Ta.

(表−1参照)比較例 1 大豆油(ヨウ素価=130.1、S仏+U3=93.9
%、ポリェン酸/(SU2十U3)=0.63)500
夕を1そオートクレープにとり、実施例1で用いたもの
と同じ触媒を対油0.3%加え、温度20000、水素
圧力2k9/鮒Gで加圧水添を行ない、ヨウ素価74.
6で止め、常法により脱触媒、脱臭し、天然トコフェロ
ールを150ppm添加して実施例1と同様に融点等の
測定を行なった。
(See Table-1) Comparative Example 1 Soybean oil (Iodine value = 130.1, S + U3 = 93.9
%, polyenic acid/(SU20U3)=0.63)500
In the evening, take an autoclave, add 0.3% of the same catalyst used in Example 1 to the oil, and perform pressure hydrogenation at a temperature of 20,000 and a hydrogen pressure of 2k9/Funa G to obtain an iodine value of 74.
6, the mixture was decatalyzed and deodorized by conventional methods, 150 ppm of natural tocopherol was added, and the melting point and other properties were measured in the same manner as in Example 1.

(表一1、参照)比較例 2 比較例1と同じ大豆油を同様に水添し、ヨウ素価96.
3で止め、比較例1と同じ後処理を行ない天然トコフェ
ロール20岬pm添加して実施例1と同様に融点等を測
定した。
(See Table 1) Comparative Example 2 The same soybean oil as in Comparative Example 1 was hydrogenated in the same manner, and the iodine value was 96.
3, the same post-treatment as in Comparative Example 1 was carried out, 20 pm of natural tocopherol was added, and the melting point etc. were measured in the same manner as in Example 1.

(表−1、参照)比較例 3 綿実白絞油(ヨウ素価=110.1、SU2十U3=8
3.7%、ポリェン酸/(SU2十U3)=0.68)
を実施例1と同様にして水添し、ヨウ素価61.1で止
め、常法により、脱触媒、脱臭し天然トコフェロール1
50ppm添加して、実施例1と同機に融点等の測定を
行った。
(See Table-1) Comparative example 3 Cottonseed white squeezed oil (iodine value = 110.1, SU20U3 = 8
3.7%, polyenic acid/(SU20U3)=0.68)
was hydrogenated in the same manner as in Example 1, stopped at an iodine value of 61.1, and decatalyzed and deodorized by conventional methods to obtain natural tocopherol 1.
After adding 50 ppm, the melting point and other properties were measured in the same machine as in Example 1.

(表一1参照)尚、下記表の1に示すトリグリセリド組
成の分析は、リパーゼ分解により、1・3位と2位の脂
肪酸組成を測定し、1・3−ランダム−2−ランダム分
布計算によった。
(Refer to Table 1) In addition, the triglyceride composition shown in Table 1 below is analyzed by measuring the fatty acid composition at the 1st, 3rd and 2nd positions by lipase decomposition, and calculating the 1, 3-random - 2-random distribution. Yes.

表−1Table-1

Claims (1)

【特許請求の範囲】 1 90%(重量基準、以下%は全て重量基準)以上の
(SU_2+U_3)を有しかつポリエン酸含量が該ポ
リエン酸の重量を該(SU_2+U_3)の重量で割つ
た数値が0.4以下となる量である非ラウリン系天然油
脂又は加工油脂を選択水添して、S_30〜0.5%、
S_2E+SE_20.1〜5.0%、E_30〜4.
0%、S_2U1.0〜6.0%、SEU1.0〜15
.0%、E_2U+SU_2+EU_240%以上、U
_315%以上(但し、Sはパルミチン酸及びステアリ
ン酸、Eはトランスモノエン酸及びトランス−トランス
ジエン酸、Uはシスモノエン酸、シス−シスジエン酸及
びシス−トランスジエン酸をそれぞれ示し、S_3、S
_2E、SE_2、E_3、S_2U、SEU、E_2
U、SU_2、EU_2、U_3は、上記S、E、Uで
示される脂肪酸から構成されるトリグリセリドを示す。 )のトリグリセリド組成を有し、全体の脂肪酸組成にお
いてポリエン酸(ジエン酸以上の不飽和脂肪酸)が8%
以下である油脂組成物を得ることを特徴とする高安定性
低融点油脂組成物の製造法。
[Claims] 1. It has (SU_2+U_3) of 90% or more (based on weight, all percentages below are based on weight), and the polyenoic acid content is the value obtained by dividing the weight of the polyenoic acid by the weight of (SU_2+U_3). S_30~0.5% by selectively hydrogenating non-lauric natural oil or processed oil in an amount of 0.4 or less,
S_2E+SE_20.1-5.0%, E_30-4.
0%, S_2U1.0-6.0%, SEU1.0-15
.. 0%, E_2U+SU_2+EU_240% or more, U
_315% or more (However, S represents palmitic acid and stearic acid, E represents trans monoenoic acid and trans-trans dienoic acid, U represents cis monoenoic acid, cis-cis dienoic acid, and cis-trans dienoic acid, respectively, S_3, S
_2E, SE_2, E_3, S_2U, SEU, E_2
U, SU_2, EU_2, and U_3 represent triglycerides composed of fatty acids represented by S, E, and U above. ), and polyenoic acid (unsaturated fatty acid higher than dienoic acid) accounts for 8% of the total fatty acid composition.
A method for producing a highly stable, low melting point oil and fat composition, which is characterized by obtaining an oil and fat composition as follows.
JP52100976A 1977-08-23 1977-08-23 Method for producing highly stable low melting point oil and fat compositions Expired JPS6039117B2 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP52100976A JPS6039117B2 (en) 1977-08-23 1977-08-23 Method for producing highly stable low melting point oil and fat compositions

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP52100976A JPS6039117B2 (en) 1977-08-23 1977-08-23 Method for producing highly stable low melting point oil and fat compositions

Publications (2)

Publication Number Publication Date
JPS5434305A JPS5434305A (en) 1979-03-13
JPS6039117B2 true JPS6039117B2 (en) 1985-09-04

Family

ID=14288369

Family Applications (1)

Application Number Title Priority Date Filing Date
JP52100976A Expired JPS6039117B2 (en) 1977-08-23 1977-08-23 Method for producing highly stable low melting point oil and fat compositions

Country Status (1)

Country Link
JP (1) JPS6039117B2 (en)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB8826770D0 (en) * 1988-11-16 1988-12-21 Unilever Plc Edible spread
ATE116104T1 (en) * 1991-03-11 1995-01-15 Unilever Nv OILS WITH HIGH STABILITY.
CN106901317B (en) * 2015-12-22 2020-11-10 丰益(上海)生物技术研发中心有限公司 Low-temperature anti-freezing high-temperature stable chocolate sauce

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1073598A (en) * 1965-02-13 1967-06-28 Canada Packers Ltd Salad oil from zero-erucic acid rapeseed oil
GB1138576A (en) * 1966-11-19 1969-01-01 Canada Packers Ltd Cooking, baking and frying oil
US3804867A (en) * 1971-08-13 1974-04-16 Cpc International Inc Process for production of a peanut oil composition by hydrogenation and winterization

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1073598A (en) * 1965-02-13 1967-06-28 Canada Packers Ltd Salad oil from zero-erucic acid rapeseed oil
GB1138576A (en) * 1966-11-19 1969-01-01 Canada Packers Ltd Cooking, baking and frying oil
US3804867A (en) * 1971-08-13 1974-04-16 Cpc International Inc Process for production of a peanut oil composition by hydrogenation and winterization

Also Published As

Publication number Publication date
JPS5434305A (en) 1979-03-13

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