JP2002121581A - Fats and oils containing purified conjugated triene fatty acids and method for producing the same - Google Patents

Abstract

PROBLEM TO BE SOLVED: To provide a novel purified conjugated triene fatty acid-containing fat and oil containing a conjugated triene fatty acid, having improved color and odor, improved oxidative stability, and low polymer content, and the purified conjugated triene fatty acid Provided is a method for producing a contained fat or oil. SOLUTION: The novel conjugated triene fatty acid-containing fat and oil, which decolorizes the conjugated triene fatty acid-containing fat and oil using an adsorbent and / or performs steam distillation at a temperature lower than a temperature usually performed, and the conjugate A method for producing a triene fatty acid-containing fat or oil.

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

TECHNICAL FIELD The present invention relates to a purified conjugated triene fatty acid-containing fat and oil, and more particularly to a purified conjugated triene fatty acid-containing fat and oil having improved color and odor, high oxidative stability and low polymer content. About the law.

[0002]

2. Description of the Related Art Most edible oils and fats are made from plant seeds,
It is manufactured using a crude oil extracted by a compression method, a pressure extraction method that combines a compression method and an extraction method, and an extraction method as a raw material. Crude oil extracted from plant seeds often has a characteristic odor or color, and is used in each of the degumming, deoxidizing, decolorizing, and deodorizing steps, and is often used as a refined oil for edible use. . Conjugated triene fatty acid-containing fats and oils, pomegranate,
Bitter melon, contained in plant seeds such as cherries,
Oil can be collected by squeezing, pressing or extraction. The crude extracted conjugated triene fatty acid-containing fats and oils also have a characteristic odor, and since coloring is observed, decolorization using activated carbon, which is a general purification method, was attempted. The fats and oils were more easily oxidized than the crude oil as a raw material. In addition, when steam distillation at 200 ° C., which is a general deodorizing method, was performed to attempt deodorization,
It became clear that the obtained purified conjugated triene fatty acid-containing fats and oils had an extremely high polymer content. Fats and oils containing conjugated triene fatty acids are undeveloped oils and fats as edible fats and oils, and no reports have been found on their purification methods. Not been. For this reason, at present, oils and fats containing conjugated triene fatty acids have not been refined on an industrial scale.

[0003]

SUMMARY OF THE INVENTION An object of the present invention is to provide a novel purified conjugated triene fatty acid-containing fat or oil having improved color and / or odor, high oxidative stability and low polymer content, and the purified conjugate. An object of the present invention is to provide a method for producing a triene fatty acid-containing fat or oil.

[0004]

Means for Solving the Problems The present inventors have intensively studied to achieve the above object. As a result, the color is improved by using a specific adsorbent for the conjugated triene fatty acid-containing oils and fats, which are extracted from the plant seeds by the squeezing method, the pressure extraction method or the extraction method, and the color is improved, and the oxidation stability is high. Purified conjugated triene fatty acid-containing fats and oils are obtained, and odor is improved by performing steam distillation at a temperature lower than the temperature usually performed on conjugated triene fatty acid-containing fats and oils, thereby improving odor and purifying with low polymer content. Conjugated triene fatty acid-containing fats and oils can be obtained, and further, in the purified conjugated triene fatty acid-containing fats and oils obtained through the decolorizing step and the deodorizing step, the color and odor are improved, the oxidation stability is high, and the polymer content is The present inventors have found that a low and novel purified conjugated triene fatty acid-containing fat or oil can be obtained, and have completed the present invention based on these findings.

That is, the first aspect of the present invention relates to a purified conjugated triene fatty acid-containing oil or fat obtained through a decolorizing step, which has improved color and high oxidative stability.

The second aspect of the present invention relates to a purified conjugated triene fatty acid-containing fat or oil obtained through a deodorizing step, which has an improved odor and a low polymer content.

A third aspect of the present invention is a refined conjugated triene fatty acid-containing fat or oil obtained through a decolorizing step and a deodorizing step, which is improved in color and odor, has high oxidation stability, and has a low polymer content. About. In a preferred embodiment, the conjugated triene fatty acid-containing oil or fat is selected from pomegranate seed oil, bitter melon seed oil, cherry seed oil, drill oil, calendula seed oil, catalpa seed oil, balsam apple seed oil, snake guard seed oil, pumpkin seed oil. Done 1
The purified conjugated triene fatty acid-containing fat or oil described above, comprising at least one fat or oil.

A fourth aspect of the present invention is that, in the decolorizing step, one or more adsorbents selected from the group consisting of aluminum silicate, magnesium silicate, activated clay, acid clay, silicon dioxide, diatomaceous earth, and magnesium oxide are used. Another preferred embodiment of the method for producing a purified conjugated triene fatty acid-containing oil or fat described above, wherein the conjugated triene fatty acid-containing oil or fat is subjected to steam distillation at a temperature of 170 ° C. or lower in a deodorization step. A method for producing a refined conjugated triene fatty acid-containing oil or fat according to any one of claims 2 to 5.

[0009]

DESCRIPTION OF THE PREFERRED EMBODIMENTS Hereinafter, the present invention will be described.

[0010] Purification in the present invention means a decolorization step and / or
Or, it means that oxidation stability, color and odor are improved through a process including a deodorization process. As long as the oxidation stability, color and odor are improved, there is no problem even if, for example, a degumming treatment or a deoxidation treatment is performed other than the decolorization step and the deodorization step used in the purification of a normal fat or oil. Also, depending on the purpose,
Only the decolorization step, only the deodorization step, the decolorization step and the deodorization step may be performed.

First, fats and oils used as raw material fats and oils of the purified conjugated triene fatty acid-containing fats and oils usable in the present invention include:
Any fats and oils containing conjugated triene fatty acids may be used, such as those of plants, animals, marine animals, microorganisms, and the like, and these raw fats and oils may be used alone or mixed, fractionated, and transesterified. Further, it can be used even when mixed with other general fats and oils. Among the conjugated triene fatty acid-containing fats and oils, vegetable-derived fats and oils are preferable.Specifically, pomegranate seed oil, bitter melon seed oil, cherry seed oil, drill oil, calendula seed oil, catalpa seed oil, balsam apple seed oil, snake guard Seed oil, pumpkin seed oil and the like can be mentioned. Pomegranate seed oil is most preferred because of its availability. Raw oil of the purified conjugated triene fatty acid-containing oil or fat of the present invention, for example, when oil is extracted from plant seeds, the method is not particularly limited, and a hexane extraction method generally used for plant seeds, a pressing method and the like. It is also possible to use oil extracted by either the pressure extraction method combined with the extraction method or the compression method.

The decolorizing step performed in the present invention refers to a step in which the raw material fat obtained by pressing or the like is made colorless and transparent than the raw material fat. In the present invention, the method is not particularly limited as long as it can be colorless and transparent than the raw material fats and oils,
For example, the treatment can be performed by using an adsorbent. The adsorbent applicable to the present invention is not particularly limited, but is preferably aluminum silicate, magnesium silicate, activated clay, acid clay, diatomaceous earth, silicon dioxide, or magnesium oxide. These adsorbents can be used alone or as a mixture. Further, as other conditions, specifically, a method of adding an adsorbent or the like to the raw fat or oil and heating and stirring under reduced pressure to remove impurities such as coloring components in the raw fat or oil can be mentioned. The decolorization step is 50-100
10 ° C., preferably 70-90 ° C., under reduced pressure.
It can be carried out by bringing the raw material fat and oil into contact with the adsorbent for up to 80 minutes, preferably 20 to 40 minutes. In addition, the amount of the adsorbent added is determined by adsorbing impurities such as insoluble substances in the raw oil and fat.
It is sufficient that the amount is sufficient for recovery, and the required amount varies depending on the type of the adsorbent. For example, in the case of aluminum silicate, the amount is 0.5% by weight or more, preferably Up to 5% by weight of aluminum silicate can be used. After the decolorization treatment, in order to remove adsorbents, adsorbed substances, insoluble substances and contaminants contained in the raw material fats and oils, for example, a solid-liquid separation is performed by a filter means such as a filter press, a closed-type filter, and vacuum filtration. Do. Through this solid-liquid separation step, a decolorized oil can be obtained. Through such a decolorization process, the color is improved to be colorless and transparent than the raw material fat,
In addition, oxidation stability is increased. The color was evaluated using a liquid color recognition device KC-500 (manufactured by Kurashiki Boseki Co., Ltd.). The oxidation stability was evaluated by forcibly oxidizing and degrading fats and oils, and evaluated by POV and polymer content after oxidative degradation. Oxidation degradation was carried out using Rancimat 679 (manufactured by Metrohm) at a temperature of 80 ° C., a ventilation rate of 10 L / hour, a sample amount of 5 g, and degradation for 3 hours. The standard oil and fat analysis test method by the Japan Oil Chemists' Society. (1996 edition). The measurement of the polymer was performed using LC-
It can be performed by high performance liquid chromatography using a 10AD type liquid sending pump (manufactured by Shimadzu Corporation). The purified conjugated triene fatty acid-containing oil or fat which has undergone the decolorization step of the present invention has good oxidative stability, and the POV after oxidative deterioration is generally about 50.
meq / kg or less, polymer content is 3% by weight or less.

As a deodorizing method used in the present invention, a reduced-pressure steam distillation method, that is, steam is blown into a raw material fat and oil heated to a high temperature under a high vacuum, and an odorous substance having a higher volatility than glyceride contained therein. By distillation. The preferred conditions for the conjugated triene fatty acid-containing fats and oils are preferably 170 ° C. or lower, more preferably 110 ° C. to 150 ° C., at which generation of a polymer is suppressed and odorous components can be removed. . If the temperature exceeds 170 ° C., a polymer is formed, which is not preferable. If the temperature is lower than 110 ° C., an odor component may remain, which is not preferable. In order to obtain a good deodorizing effect, the pressure in the reaction vessel is preferably 1330 Pa or less, more preferably 533 Pa or less. The reaction time is preferably 10 to 90 minutes, more preferably 20 minutes.
~ 60 minutes. When the pressure is higher than 1330 Pa, the removal of odor components is not sufficient, and the generation of a polymer is not preferable. If the reaction time is less than 10 minutes, the removal of odor components is not sufficient, and distillation exceeding 90 minutes is not preferable because the effect of removing odor components reaches a plateau and the formation of a polymer easily occurs. The amount of steam blown into the raw material fat is 0.5 to 6 with respect to the weight of the raw material fat.
% By weight, more preferably 2 to 4% by weight. If the amount of water vapor is less than 0.5% by weight, the odor component may not be sufficiently removed. If the amount of water vapor exceeds 6% by weight, the effect of removing the odor component will level off. Instead of the reduced pressure steam distillation method, other deodorizing means, such as a molecular distillation method of distilling raw material fats and oils under a high vacuum, which is mainly used for fractionation of components, can also be used. Thus, the refined conjugated triene fatty acid-containing fat or oil having undergone the deodorizing step can be evaluated as having an improved odor by sensory evaluation as compared with the raw fat or oil. The polymer content in the purified conjugated triene fatty acid-containing fat or oil after passing through the deodorization step or decolorization step and further through the deodorization step is small, and is approximately 7 to the fat or oil.
% By weight or less.

[0014] After the deodorization step, there is no problem if any commonly used processing aids or additives such as antioxidants and vitamins are optionally used in the final product, ie, the purified conjugated triene fatty acid-containing fat or oil. Absent. For example, an organic acid, such as citric acid or malic acid, which forms a metal and a metal double salt, suppresses its oxidation promoting action, and enhances antioxidant properties, may be used. As antioxidants, tocopherol, BH
T, BHA, L-ascorbic acid, L-ascorbic acid-palmitate, natural extracts such as tea extract, coffee bean extract, and rosemary extract may also be used.

[0015]

EXAMPLES The present invention will now be described specifically with reference to examples, but the present invention is not limited to these examples. In the following description, a pomegranate seed oil which is particularly preferable for achieving the present invention will be described as an example.

(Production Example 1) Production of pressed pomegranate seed oil Seeds were taken out from California pomegranate, washed with water, and dried at 40 ° C. for 24 hours to obtain dried seeds. The dried seeds were subjected to a heat treatment at 110 ° C. for 1 hour with a blower constant temperature thermostat DN-62 (manufactured by Yamato Scientific Co., Ltd.) to obtain heat-dried seeds. 30 kg of the heat-treated seeds were subjected to oil pressing using a uniaxial expeller V-01 (manufactured by Suehiro EPM). After the oil was pressed, solid-liquid separation was performed by filtration under reduced pressure to obtain about 3 kg of pomegranate seed oil.

Example 1 Production of Decolorized Pomegranate Seed Oil 500 g of pomegranate seed oil obtained in Production Example 1 was reduced to 80 g under reduced pressure.
After heating and stirring at 20 ° C. for 20 minutes, 20 g of aluminum silicate (Kyoward 700; manufactured by Kyowa Chemical Industry Co., Ltd.) was added, and decolorization was performed at 80 ° C. for 30 minutes under reduced pressure.
After performing the decolorization treatment, perform solid-liquid separation by vacuum filtration,
Decolorized pomegranate seed oil was obtained. The color, peroxide value (POV) and polymer content of the decolorized pomegranate seed oil were measured. As a control, the pomegranate seed oil obtained in Production Example 1 was similarly colored,
POV and polymer content were measured (Control Example 1). The results are shown in Table 1. Further, the obtained decolorized pomegranate seed oil and fats and oils obtained by oxidatively degrading the pomegranate seed oil are also PO
V and the polymer content were measured. The oxidative deterioration was performed using Rancimat 679 (manufactured by Metrohm) at a temperature of 80 ° C., a ventilation rate of 10 L / hour, and a sample amount of 5 g for 3 hours. The results are shown in Table 1. The color was measured using a liquid color recognition device KC-500 (manufactured by Kurashiki Boseki Co., Ltd.). POV (meq / k
g) was measured according to the Standard Oil and Fat Analysis Test Method (1996 edition), edited by The Japan Oil Chemists' Society. The measurement of the polymer was performed by high performance liquid chromatography using an LC-10AD type liquid sending pump (manufactured by Shimadzu Corporation). Specifically, the columns are TSKgel G2000H HR (manufactured by Tosoh Corporation) and TSKgel G1000H HR.
(Manufactured by Tosoh Corporation) were connected in series, and a differential refractometer (manufactured by Shimadzu Corporation; RID-10A) was used as a detector, and analysis was performed using tetrahydrofuran (manufactured by Nacalai Tesque) as a mobile phase. The polymer content was represented by the sum of peak areas corresponding to components having a higher molecular weight than triglyceride as a percentage of the total peak area.

Example 2 Production of Decolorized Pomegranate Seed Oil The pomegranate seed oil obtained in Production Example 1 was subjected to an adsorbent treatment. Example 1 except that magnesium silicate (Kyoward 600; manufactured by Kyowa Chemical Industry) was used as an adsorbent.
In the same manner as described above, a decolorizing treatment was performed. Decolorized pomegranate seed oil color,
POV and polymer content were measured. The results are shown in Table 1. In addition, the POV and the polymer content of the fat and oil obtained by subjecting the obtained decolorized pomegranate seed oil to oxidative deterioration in the same manner as in Example 1 were also measured. The results are shown in Table 1.

Example 3 Production of Decolorized Pomegranate Seed Oil Decolorization treatment was performed using the pomegranate seed oil obtained in Production Example 1 as a raw material. Activated clay (Galeon Earth NV;
Except that Mizusawa Chemical Industry) was used, as in Example 1,
Adsorbent treatment was performed. The color, POV and polymer content of the decolorized pomegranate seed oil were measured. The results are shown in Table 1.
In addition, the POV and the polymer content of the fat and oil obtained by subjecting the obtained decolorized pomegranate seed oil to oxidative deterioration in the same manner as in Example 1 were also measured. The results are shown in Table 1.

(Comparative Example 1) The pomegranate seed oil obtained in Production Example 1 was subjected to an adsorbent treatment. The adsorbent treatment was performed in the same manner as in Example 1 except that activated carbon (Taiko Activated Carbon; manufactured by Nimura Chemical Industry) was used as the adsorbent. The color, POV and polymer content of the decolorized pomegranate seed oil were measured. The result is
The results are shown in Table 1. In addition, the obtained decolorized pomegranate seed oil was also oxidized and degraded in the same manner as in Example 1 for PO.
V and the polymer content were measured. The results are shown in Table 1.

Comparative Example 2 The pomegranate seed oil obtained in Production Example 1 was subjected to an adsorbent treatment. An adsorbent treatment was performed in the same manner as in Example 1 except that activated alumina (manufactured by Wako Pure Chemical Industries) was used as the adsorbent. Decolorized pomegranate seed oil color,
POV and polymer content were measured. The results are shown in Table 1. In addition, the POV and the polymer content of the fat and oil obtained by subjecting the obtained decolorized pomegranate seed oil to oxidative deterioration in the same manner as in Example 1 were also measured. The results are shown in Table 1.

(Production Example 2) Production of Pomegranate Seed Oil Extracted with Hexane 10 kg of the heat-treated pomegranate seeds obtained in Production Example 1 was pulverized with an Ooster blender (manufactured by Oster Co.), and extracted with hexane by a conventional method. About 1.2 kg of hexane-extracted pomegranate seed oil was obtained.

Example 4 Decolorization treatment was performed in the same manner as in Example 1 except that 500 g of the hexane-extracted pomegranate seed oil obtained in Production Example 2 and 20 g of aluminum silicate (Kyoward 700; manufactured by Kyowa Chemical Industry) were used. To obtain decolorized pomegranate seed oil. The color, POV and polymer content of the decolorized pomegranate seed oil were measured. As a control, the color, POV and polymer content of the hexane-extracted pomegranate seed oil were measured in the same manner (Control Example 2). The results are shown in Table 1. In addition, for the decolorized pomegranate seed oil and the hexane-extracted pomegranate seed oil, the oxidized and deteriorated oils and fats in the same manner as in Example 1 were also used.
OV and polymer content were measured. The results are shown in Table 1.

Comparative Example 3 A decolorizing treatment was carried out using 500 g of hexane-extracted pomegranate seed oil obtained in Production Example 2 as a raw material. That is, the adsorbent treatment was performed in the same manner as in Example 1 except that 20 g of activated carbon (Taiko Activated Carbon; manufactured by Nimura Chemical Industry) was used as the adsorbent. The color, POV and polymer content of the decolorized pomegranate seed oil were measured. The results are shown in Table 1. In addition, the POV and the polymer content of the fat and oil obtained by subjecting the obtained decolorized pomegranate seed oil to oxidative deterioration in the same manner as in Example 1 were also measured. The results are shown in Table 1.

[0025]

[Table 1] As shown in Table 1, the decolorized pomegranate seed oil obtained by the treatment with the adsorbent with activated carbon and activated alumina has higher POV and higher polymer content after oxidative deterioration, although the color is improved, as shown in Table 1. Met. That is, the oxidation stability was poor. On the other hand, the decolorized pomegranate seed oil obtained by treating the adsorbent with aluminum silicate, magnesium silicate and activated clay has an improved color, and suppresses the increase of POV and the formation of polymer against oxidative deterioration. Was. That is, the color and the oxidation stability were improved as compared with the control example. From this, according to the method of the present invention,
It is clear that the conjugated triene fatty acid-containing fats and oils have improved color and oxidative stability.

Example 5 The pressed pomegranate seed oil obtained in Production Example 1 was used as a raw material for deodorization. The reaction vessel containing the compressed pomegranate seed oil was maintained at 140 ° C. and 133 Pa,
For 3 minutes to obtain deodorized pomegranate seed oil. The amount of steam blown at this time was 3.2% by weight based on the pressed pomegranate seed oil. The acid value (AV), POV and polymer content of the obtained deodorized pomegranate seed oil were measured. The results are shown in Table 2. In addition, AV was measured based on the standard oil and fat analysis test method (1996 version) edited by the Japan Oil Chemists' Society. Sensory evaluation was conducted for odor, and 10
The point has no odor, and the point 0 has an extremely strong odor. 10
Evaluated by eight people by the point method, and the average was taken. In the obtained deodorized pomegranate seed oil, the peculiar smell peculiar to pomegranate seed oil disappeared, and the result of the sensory evaluation was 7.6 points, and the flavor was good.

Example 6 Deodorization was carried out in the same manner as in Example 5 except that the hexane-extracted pomegranate seed oil obtained in Production Example 2 was used as a raw material. The amount of steam blown at this time was 3.3% by weight based on the hexane-extracted pomegranate seed oil. AV and POV of the obtained deodorized pomegranate seed oil
And the polymer content. The results are shown in Table 2. In the obtained deodorized pomegranate seed oil, the peculiar smell peculiar to pomegranate seed oil disappeared, and the result of the sensory evaluation was 7.5 points, and the flavor was good.

Comparative Example 4 The pressed pomegranate seed oil obtained in Production Example 1 was used as a raw material and the reaction temperature was changed to 200 ° C.
Deodorization was performed in the same manner as in Example 5. The amount of steam injected at this time was 3.6% by weight based on the compressed pomegranate seed oil.
Met. AV, POV and polymer content of the obtained deodorized pomegranate seed oil were measured. The results are shown in Table 2.
In the obtained deodorized pomegranate seed oil, the peculiar smell peculiar to pomegranate seed oil disappeared, and the result of the sensory evaluation was 8.0 points, and the flavor was good.

(Comparative Example 5) Deodorization was carried out in the same manner as in Example 5 except that the reaction temperature was 200 ° C using the hexane-extracted pomegranate seed oil obtained in Production Example 2 as a raw material. The amount of steam injected at this time was 3.5% by weight based on the hexane-extracted pomegranate seed oil. AV, POV and polymer content of the obtained deodorized pomegranate seed oil were measured. The results are shown in Table 2. In the obtained deodorized pomegranate seed oil, the peculiar smell peculiar to pomegranate seed oil disappeared, and the result of the sensory evaluation was 8.0 points, and the flavor was good.

[0030]

[Table 2] As shown in Table 2, it was found that the deodorized pomegranate seed oil obtained by steam distillation at a temperature of 200 ° C. had an improved flavor, but an extremely high content of polymer was produced. On the other hand, the deodorized pomegranate seed oil obtained by steam distillation performed at a temperature of 140 ° C. had an improved flavor and very little polymer was produced. From this, it is clear that the method of the present invention can provide a purified conjugated triene fatty acid-containing fat or oil having an improved odor and a low polymer content.

Example 7 Deodorization was carried out in the same manner as in Example 5 except that the decolorized pomegranate seed oil obtained in Example 1 was used as a raw material. The amount of steam blown at this time was 3.3% by weight based on the decolorized pomegranate seed oil. AV, POV and polymer content of the obtained deodorized pomegranate seed oil were measured. The results are shown in Table 3. The resulting deodorized pomegranate seed oil, the peculiar smell peculiar to pomegranate seed oil disappears,
The result of the sensory evaluation was 7.9 points, and the flavor was good. In addition, the POV and the polymer content of the fat and oil obtained by oxidatively degrading the obtained deodorized pomegranate seed oil in the same manner as in Example 1 were also measured. The results are shown in Table 3.

Example 8 Deodorization was carried out in the same manner as in Example 5 except that the decolorized pomegranate seed oil obtained in Example 2 was used as a raw material. The amount of steam blown at this time was 3.0% by weight based on the decolorized pomegranate seed oil. AV, POV and polymer content of the obtained deodorized pomegranate seed oil were measured. The results are shown in Table 3. The resulting deodorized pomegranate seed oil, the peculiar smell peculiar to pomegranate seed oil disappears,
The result of the sensory evaluation was 7.9 points, and the flavor was good. In addition, the POV and the polymer content of the fat and oil obtained by oxidatively degrading the obtained deodorized pomegranate seed oil in the same manner as in Example 1 were also measured. The results are shown in Table 3.

Example 9 Deodorization was carried out in the same manner as in Example 5 except that the decolorized pomegranate seed oil obtained in Example 3 was used as a raw material. The amount of steam blown at this time was 3.3% by weight based on the decolorized pomegranate seed oil. AV, POV and polymer content of the obtained deodorized pomegranate seed oil were measured. The results are shown in Table 3. The resulting deodorized pomegranate seed oil, the peculiar smell peculiar to pomegranate seed oil disappears,
The result of the sensory evaluation was 7.6 points, and the flavor was good. In addition, the POV and the polymer content of the fat and oil obtained by oxidatively degrading the obtained deodorized pomegranate seed oil in the same manner as in Example 1 were also measured. The results are shown in Table 3.

Example 10 Deodorization was carried out in the same manner as in Example 5 except that the decolorized pomegranate seed oil obtained in Example 4 was used as a raw material. The amount of steam injected at this time is
It was 3.3% by weight based on the decolorized pomegranate seed oil. AV, POV and polymer content of the obtained deodorized pomegranate seed oil were measured. The results are shown in Table 3. In the obtained deodorized pomegranate seed oil, the peculiar smell peculiar to the pomegranate seed oil disappeared, and the result of the sensory evaluation was 7.9 points, and the flavor was good. In addition, the POV and the polymer content of the fat and oil obtained by oxidatively degrading the obtained deodorized pomegranate seed oil in the same manner as in Example 1 were also measured. The results are shown in Table 3.

(Comparative Example 6) Deodorization was carried out in the same manner as in Comparative Example 4, except that the decolorized pomegranate seed oil obtained in Comparative Example 1 was used as a raw material. The amount of steam blown at this time was 3.4% by weight based on the decolorized pomegranate seed oil. AV, POV and polymer content of the obtained deodorized pomegranate seed oil were measured. The results are shown in Table 3. The resulting deodorized pomegranate seed oil, the peculiar smell peculiar to pomegranate seed oil disappears,
The result of the sensory evaluation was 8.1 points, and the flavor was good. In addition, the POV and the polymer content of the fat and oil obtained by oxidatively degrading the obtained deodorized pomegranate seed oil in the same manner as in Example 1 were also measured. The results are shown in Table 3.

(Comparative Example 7) Deodorization was carried out in the same manner as in Comparative Example 4, except that the decolorized pomegranate seed oil obtained in Comparative Example 2 was used as a raw material. The amount of steam blown at this time was 3.4% by weight based on the decolorized pomegranate seed oil. AV, POV and polymer content of the obtained deodorized pomegranate seed oil were measured. The results are shown in Table 3. The resulting deodorized pomegranate seed oil, the peculiar smell peculiar to pomegranate seed oil disappears,
The result of the sensory evaluation was 8.0 points, and the flavor was good. In addition, the POV and the polymer content of the fat and oil obtained by oxidatively degrading the obtained deodorized pomegranate seed oil in the same manner as in Example 1 were also measured. The results are shown in Table 3.

Comparative Example 8 Deodorization was performed in the same manner as in Comparative Example 4 except that the decolorized pomegranate seed oil obtained in Comparative Example 3 was used as a raw material. The amount of steam blown at this time was 3.2% by weight based on the decolorized pomegranate seed oil. AV, POV and polymer content of the obtained deodorized pomegranate seed oil were measured. The results are shown in Table 3. The resulting deodorized pomegranate seed oil, the peculiar smell peculiar to pomegranate seed oil disappears,
The result of the sensory evaluation was 8.1 points, and the flavor was good. In addition, the POV and the polymer content of the fat and oil obtained by oxidatively degrading the obtained deodorized pomegranate seed oil in the same manner as in Example 1 were also measured. The results are shown in Table 3.

[0038]

[Table 3] As shown in Table 3, it was found that the deodorized pomegranate seed oil obtained by steam distillation performed at a temperature of 200 ° C had an improved flavor, but a high content of polymer was produced. In particular, the polymer content of the deodorized pomegranate seed oil obtained by steam distillation at 200 ° C. using a decolorized pomegranate seed oil obtained by decolorization with activated carbon and activated alumina, which is not the production method according to the present invention, is 15.8. １８18.4% by weight. On the other hand, the decolorized pomegranate seed oil produced by the method of the present invention is
Deodorized pomegranate seed oil obtained by steam distillation performed at a temperature of 0 ° C. has an improved flavor and a polymer content of 0.3
０．６0.6% by weight. From this, it is clear that the method of the present invention can provide a purified conjugated triene fatty acid-containing fat or oil having an improved flavor and a low polymer content. The purified conjugated triene fatty acid-containing fat and oil produced by decoloring and deodorizing according to the method of the present invention suppressed the increase in POV after oxidative deterioration and the production of a polymer as compared with the control example. From these facts, it is apparent that the method of the present invention can provide a purified conjugated triene fatty acid-containing fat or oil having improved color and odor, high oxidative stability and low polymer content.

[0039]

According to the method of the present invention, the color and odor are improved, the oxidation stability is high, and the polymer content is low.
A novel purified conjugated triene fatty acid-containing fat or oil is obtained. That is, the present invention provides a purified conjugated triene fatty acid-containing fat or oil which can be used for foods, pharmaceuticals and the like. For this reason, the present invention is extremely useful industrially.

Claims (6)

[Claims] 1. A purified conjugated triene fatty acid-containing fat or oil obtained through a decolorizing step, which has improved color and high oxidative stability. 2. A purified conjugated triene fatty acid-containing fat or oil obtained through a deodorization step, wherein the odor is improved and the polymer content is low. 3. Obtained through a decolorizing step and a deodorizing step.
A purified conjugated triene fatty acid-containing fat or oil characterized by having improved color and odor, high oxidative stability, and low polymer content. 4. The conjugated triene fatty acid-containing fat or oil is selected from pomegranate seed oil, bitter melon seed oil, cherry seed oil, drill oil, calendula seed oil, catalpa seed oil, balsam apple seed oil, snake guard seed oil, and pumpkin seed oil. The refined conjugated triene fatty acid-containing fat or oil according to claim 1, comprising one or more fats or oils. 5. The method of claim 1, wherein in the decolorizing step, one or more adsorbents selected from the group consisting of aluminum silicate, magnesium silicate, activated clay, acid clay, silicon dioxide, diatomaceous earth, and magnesium oxide are used. A method for producing the purified conjugated triene fatty acid-containing fat or oil according to claim 1. 6. The purified conjugated triene fatty acid-containing fat or oil according to claim 2, wherein in the deodorizing step, the conjugated triene fatty acid-containing fat or oil is subjected to steam distillation at a temperature of 170 ° C. or less to carry out steam distillation. Manufacturing method.