JP6581715B2 - Method for producing refined palm oil and fat, and method for reducing glycidol, 3-chloropropane-1,2-diol, fatty acid ester and / or diglyceride in refined palm oil and fat - Google Patents

Description

  The present invention relates to a method for producing a refined palm oil and fat, and a method for reducing glycidol, 3-chloropropane-1,2-diol, and their fatty acid esters and / or diglycerides in the refined palm oil and fat.

  Fats and oils contain trace components that are considered to be related to physiological activity. Examples of such trace components include glycidol, 3-chloropropane-1,2-diol, and fatty acid esters thereof. The trace components mentioned above may have nutritional problems, but if they are present in fats and oils such as vegetable oils that have been ingested from meals for many years, they have an immediate effect on health. It is not considered, and intake standards are not established. However, since there is a need for safer fats and oils, various methods for reducing the above components in the fats and oils have been proposed.

  It is known that glycidol, 3-chloropropane-1,2-diol, and fatty acid esters thereof are produced by a deodorization process or the like. In addition, diglyceride is known as a causative substance such as 3-chloropropane-1,2-diol (Non-Patent Document 1), and it is high in fats and oils rich in diglycerides, particularly refined palm oils and fats (such as palm oil and palm kernel oil). There is a tendency to exist in concentration. Therefore, for example, in Patent Document 1, deodorized oil is decolorized with white clay having a pH of 5 to 7, and further deodorized, whereby glycidol, 3-chloropropane-1,2-diol and oils in fats and oils such as palm oil are obtained. Methods for reducing fatty acid esters and the like have been proposed. In patent document 2, the method of suppressing the increase in glycidol and its fatty acid ester is proposed by deodorizing at high temperature and high steam amount.

JP 2014-047290 A JP 2013-112761 A

LWT-Food Science and Technology 42 (2009) 1751-1754

  However, in the deodorization step, the fats and oils are kept at a high temperature for a long time, so that there is a possibility that glycidol and the like cannot be sufficiently reduced, and there is a need for a method that can reduce the generation of glycidol and the like in steps other than the deodorization step.

  This invention is made | formed in view of the said situation, and provides the manufacturing method of the refinement | purification palm oil fat which can reduce the content of glycidol, 3-chloropropane- 1, 2-diol and these fatty acid ester, and / or diglyceride. The purpose is to do.

  The present inventors have found that the above-mentioned problems can be solved by adjusting the temperature conditions of the thin-film distillation treatment in the method for producing a refined palm-based fat and oil including the thin-film distillation treatment, and have completed the present invention. Specifically, the present invention provides the following.

(1) including a step of subjecting the raw palm oil and fat to thin film distillation under a temperature condition of 155 ° C. or more and 290 ° C. or less to obtain a refined palm oil or fat,
The total amount of glycidol and its fatty acid ester in the refined palm oil and fat converted as glycidol is 50% or less based on the total amount of glycidol and its fatty acid ester in the raw palm oil and fat converted as glycidol. The manufacturing method of fats and oils.

(2) including a step of subjecting the raw palm oil and fat to thin film distillation under a temperature condition of 155 ° C. or more and 290 ° C. or less to obtain a refined palm oil or fat;
The total amount of 3-chloropropane-1,2-diol and its fatty acid ester converted into 3-chloropropane-1,2-diol in the refined palm oil and fat is 3-chloropropane-1, The manufacturing method of refine | purified palm oil fat which is 95% or less with respect to the total amount which converted 2-diol and its fatty acid ester as 3-chloropropane 1, 2-diol.

(3) including a step of subjecting the raw palm oil and fat to thin film distillation under a temperature condition of 155 ° C. or more and 290 ° C. or less to obtain a refined palm oil or fat;
The total amount of diglycerides in the refined palm oil fat is 65% or less of the total amount of diglycerides in the raw palm oil fat.

  (4) The manufacturing method of the refinement | purification palm oil fat in any one of (1) to (3) whose said raw material palm oil fat is the palm oil fat which passed the deodorizing process.

  (5) The manufacturing method of the refine | purified palm oil fat in any one of (1) to (4) whose vacuum degree in the said thin film distillation process is 1.0 Pa or less.

  (6) The manufacturing method of the refine | purified palm oil fat in any one of (1) to (5) whose said thin film distillation process is a short stroke distillation process.

  (7) The manufacturing method of the refine | purified palm oil fat in any one of (1) to (6) whose iodine value of the said raw material palm oil fat is less than 58.

  (8) Glycidol, 3-chloropropane-1,2-diol, and these in refined palm oil and fat, characterized by subjecting raw material palm oil and fat to thin-film distillation treatment under a temperature condition of 155 ° C. or higher and 290 ° C. or lower. Method for reducing fatty acid ester and / or diglyceride.

  ADVANTAGE OF THE INVENTION According to this invention, the manufacturing method of the refinement | purification palm oil fat which can reduce the content of glycidol, 3-chloropropane- 1,2-diol and these fatty acid ester, and / or diglyceride is provided.

  Hereinafter, although embodiment of this invention is described, this invention is not limited to the following embodiment.

  The production method of the present invention includes a step of subjecting the raw palm oil to a thin film distillation treatment at a temperature of 155 ° C. to 290 ° C. to obtain a refined palm oil. Hereinafter, the thin-film distillation treatment and palm-based fats and oils in the present invention will be described in detail.

[Thin film distillation process]
The raw palm oil fat in the present invention is subjected to thin film distillation treatment. The thin film distillation treatment in the present invention means that the raw palm oil fat is made into a thin film and heated under reduced pressure to evaporate. By the said process, the residue (thin-film distillation process fats and oils) from which the distillate was isolate | separated from raw material palm oil fats can be obtained. The distillate may contain fatty acids, monoglycerides and / or diglycerides and the like. The residue includes triglyceride and the like. In the present invention, “refined palm oil / fat” refers to at least palm oil / fat (thin film-distilled oil / fat) subjected to a thin-film distillation process.

  As a result of the study by the present inventors, when the raw palm oil is subjected to thin film distillation treatment, glycidol, 3-chloropropane-1,2-diol and these fatty acids are adjusted by adjusting the temperature condition to 155 ° C. or more and 290 ° C. or less. It has been found that the formation of esters can be reduced. Hereinafter, “3-chloropropane-1,2-diol” is also referred to as “3-MCPD”.

  The temperature condition of the thin film distillation treatment in the present invention corresponds to the temperature of the evaporation surface of the thin film distillation machine. In other words, in the present invention, “the temperature condition of the thin film distillation treatment is 155 ° C. or more and 290 ° C. or less” means that the temperature of the evaporation surface of the thin film distillation machine is 155 ° C. or more and 290 ° C. or less. For example, when the thin film distillation process is performed with a short stroke distillation apparatus, the temperature condition of the thin film distillation process corresponds to the evaporator temperature.

  When the temperature condition of the thin-film distillation treatment is 155 ° C. or higher, the glycidol, 3-MCPD, and these in the raw palm oil and fat are removed while removing heat-unstable substances and high-boiling substances contained in the raw palm oil and fat. The production of trace components such as fatty acid esters can be efficiently suppressed. From the viewpoint of easily increasing the efficiency of distillation, the temperature condition of the thin film distillation treatment is preferably 160 ° C. or higher, and more preferably 190 ° C. or higher.

  When the temperature condition of the thin-film distillation treatment is 290 ° C. or less, fats and oils can be efficiently distilled while suppressing generation of trace components such as glycidol, 3-MCPD, and fatty acid esters that are easily generated under high temperature conditions. From the viewpoint of further reducing the production of these trace components, the temperature condition of the thin-film distillation treatment is preferably 270 ° C. or less, and more preferably 250 ° C. or less. In addition, in the case of palm-type fats and oils with many unsaturated fatty acids, for example, palm-type fats and oils whose iodine value is 58 or more, you may perform a thin film distillation process below 175 degreeC from a viewpoint of suppressing generation | occurrence | production of trans fatty acid.

  The degree of vacuum in the present invention should be close to 0 (zero) Pa from the viewpoint of easy removal of trace components such as glycidol, 3-MCPD and their fatty acid esters, thermally unstable substances and high-boiling substances. Is preferred. Specifically, the thin film distillation treatment in the present invention may be performed at a degree of vacuum of preferably 1.0 Pa or less, more preferably 0.5 Pa or less, and even more preferably 0.3 Pa or less.

  The “vacuum degree” in the present invention is expressed on the basis of absolute pressure. This value indicates how close to an ideal vacuum state (absolute vacuum) is, with zero absolute vacuum.

  The treatment time of the thin film distillation treatment refers to the time during which oils and fats are present on the evaporation surface of the thin film distillation machine, and is not particularly limited, but from the viewpoint of performing sufficient distillation, it is preferably 1 second or more, more preferably 3 seconds or more. Also good. Further, from the viewpoint of suppressing the thermal effect on the raw palm oil and fat, the treatment time of the thin film distillation treatment is preferably 5 minutes or less, more preferably 3 minutes or less, further preferably 1 minute or less, and most preferably 30 seconds. It is good also as follows.

The processing time of the thin film processing is related to the processing speed of the thin film processing. The processing speed of the thin film processing can be indicated by using “oil supply speed per unit area of the evaporation surface”. Here, the “oil supply rate per unit area of the evaporation surface” is a value obtained by dividing the supply rate of the raw palm oil fat per hour by the area of the evaporation surface. In the present invention, the “oil supply rate per unit area of the evaporation surface” is preferably 2.00 × 10 ⁻³ L / h · cm ² or more from the viewpoint of suppressing the influence of heat on the raw palm oil fat. Preferably, it may be 7.00 × 10 ⁻³ L / cm ² or more. Moreover, from the viewpoint of performing sufficient distillation, the “oil supply rate per unit area of the evaporation surface” is preferably 12.0 × 10 ⁻³ L / h · cm ² or less, more preferably 10.0 ×. It is good also as 10 < ^-3 > L / cm < ² > or less.

  The types of thin-film distillation are high vacuum (<0.1 Pa), molecular distillation in which the aggregator is disposed within a distance shorter than the mean free path of the evaporated molecules, and 0.1 Pa or higher, and aggregation. There is a short-path distillation process in which the vessel is arranged at an equal distance around the mean free path of the evaporated molecules. From the viewpoint of high distillation efficiency, it is preferable to perform the short-path distillation process in the present invention.

  Although the thin film distiller used in the thin film distillation process is not particularly limited, a falling liquid film type, a centrifugal type, a rising liquid film type, a wiped film type or the like can be used. From the standpoint that the residence time of the raw palm oil / fat in the thin film distillation machine is short and the thermal influence on the raw palm oil / fat can be reduced, a wiped film type evaporator is preferred. The material of the evaporation surface of the thin film distillation machine is not particularly limited, and glass or stainless steel can be used.

  In the palm oil refining process, the timing of performing the thin film distillation treatment is not particularly limited.

  As will be described later, the raw material palm-based fats and oils may be palm-based fats and oils that have undergone purification steps other than thin film distillation treatment, or unrefined palm-based fats and oils. It is preferable that the raw palm oil / fat is a palm oil / fat that has undergone a deodorizing step, in that the content of glycidol, 3-chloropropane-1,2-diol and their fatty acid esters, and diglycerides can be more easily reduced by thin film distillation. In addition, when the raw palm oil or fat has not undergone the deodorization process, it is easy to reduce the diglyceride content by thin film distillation treatment, and by performing the deodorization process after the thin film distillation treatment, glycidol, 3-chloropropane-1,2-diol and these The content of the fatty acid ester can be reduced more efficiently.

  When the raw palm oil / fat is a palm oil / fat that has undergone a refining process other than thin film distillation, each refining process (one or more of a degumming process, a deoxidizing process, a water washing process, a decoloring process, a deodorizing process, a separation process, etc.) The thin film distillation process may be performed at an arbitrary timing later. After performing the thin film distillation treatment, the obtained fats and oils may be directly distributed as purified palm-based fats and oils or may be subjected to further purification steps. For example, when the raw palm oil / fat is a palm oil / fat obtained through a deodorizing step or the like, the palm-based oil / fat may be subjected to a thin film distillation treatment and then subjected to a fractionation step or the like.

  When the raw palm oil / fat is an unrefined palm oil / fat, after the thin film distillation treatment, the obtained oil / fat may be directly distributed as a refined palm oil / fat, or may be subjected to a further purification step.

  Conditions for each purification step (such as degumming step, deoxidation step, water washing step, decolorization step, deodorization step, and fractionation step) other than thin-film distillation are not particularly limited, and the conditions that are usually employed in oil and fat purification can be applied. .

[Raw material palm oil]
In the present invention, palm-based oils and fats include palm-derived oils and fats. Specific examples of palm oils include palm oil, palm kernel oil, palm oil fractionated oil, palm kernel oil fractionated oil, palm oil hydrogenated oil, palm kernel oil hydrogenated oil, and palm oil fractionation. Examples thereof include hydrogenated oil of oil, hydrogenated oil of fractionated palm kernel oil, and transesterified oils thereof. In addition, super olein, palm olein, palm mid fraction, and palm stearin are mentioned as fractionated oil of palm oil, and palm kernel olein and palm kernel stearin are mentioned as fractionated oil of palm kernel oil.

  Although it does not specifically limit as raw material palm system fats and oils used for the said thin film distillation process, Purification processes (Degumming process, Deoxidation process, Water washing process, Decoloring process, Deodorizing process, Separation process, etc.) other than thin film distillation process are performed. It may be a passed palm-based oil or fat, or an unrefined palm-based oil. As above-mentioned, it is preferable that raw material palm oil fat is the palm oil fat which passed the deodorizing process. Although it does not specifically limit as a refinement | purification method of fats and oils, Any of chemical refining (chemical refining) and physical refining (physical refining) may be sufficient. In the former chemical refining, crude oil obtained by squeezing and extracting the raw material plant is refined by degumming, alkali deoxidation, decolorization, dewaxing, and deodorization. Obtain oils and fats. On the other hand, in the latter physical refining, crude oil is refined by deoxidation treatment, decolorization treatment, and deodorization treatment without using alkali by degumming treatment, distillation or the like to obtain refined fats and oils. In addition, the fats and oils which passed through the degumming process, the decoloring process, and the deodorizing process are called RBD (Refined Bleached Deodorized) oil.

  The characteristics and the like of the raw material palm-based fats and oils are not particularly limited, but those having an iodine value of less than 58 are preferable from the viewpoint of low unsaturated fatty acids, difficulty in generating trans fatty acids, and high oxidation stability.

  Although the main component in raw material palm oil fat is a glyceride, plant sterol, a lecithin, an antioxidant component (tocopherol etc.), a pigment | dye component, etc. may be contained as other components, for example.

[Specification of content of glycidol, 3-chloropropane-1,2-diol, fatty acid ester thereof, and diglyceride in refined palm oil and fat]
According to the production method of the present invention, it is possible to obtain purified palm-based oils and fats in which the contents of glycidol, 3-chloropropane-1,2-diol, fatty acid esters thereof, and diglycerides are reduced.

  Specifically, according to the production method of the present invention, the total amount of glycidol and its fatty acid ester in the refined palm oil fat (total amount converted as glycidol) is the total amount of glycidol and its fatty acid ester in the raw palm oil fat ( The total amount in terms of glycidol) can be reduced to 50% or less, preferably 35% or less, more preferably 20% or less. Further, the total amount of 3-chloropropane-1,2-diol and fatty acid ester thereof in the refined palm oil fat (total amount converted as 3-chloropropane-1,2-diol) is used as 3-chloropropane in the raw palm oil fat. It can be reduced to 95% or less, preferably 90% or less, more preferably 60% or less based on the total amount of -1,2-diol and its fatty acid ester (total amount converted as 3-chloropropane-1,2-diol). . Moreover, the total amount of diglyceride in refined palm oil fat can be reduced to 65% or less, preferably 50% or less, more preferably 45% or less, with respect to the total amount of diglyceride in the raw palm oil fat.

  Furthermore, according to the production method of the present invention, the acid value and peroxide value of the refined palm oil and fat can be reduced. Therefore, according to the production method of the present invention, an oil having a high degree of purification can be provided.

  Furthermore, according to the manufacturing method of this invention, the remarkable coloring of refinement | purification palm oil fat may be suppressed. The color value of the refined palm oil / fat obtained by the production method of the present invention (value calculated based on the method described in the following examples) is preferably ± 2 as compared with the color value of the raw palm oil / fat. It has a difference, more preferably has a difference of ± 1, and more preferably, it is preferably substantially the same as the color value of the raw palm oil fat.

  The content, acid value, peroxide value, and color value of glycidol, 3-chloropropane-1,2-diol, and fatty acid esters thereof, and diglycerides in fats and oils are specified by the methods described in Examples.

  EXAMPLES Hereinafter, although an Example is shown and this invention is demonstrated concretely, this invention is not limited to these Examples.

<Examples 1-4>
Evaporation surface of raw palm oil (RBD palm oil, iodine value = 52) is a short stroke distillation apparatus KDL5 type (manufactured by UIC GmbH, glass evaporation surface 480 cm ² , aggregation surface 650 cm ² , maximum flow rate 1 L / hr) Then, a thin film distillation process (in this example, a short path distillation process) was performed under the conditions shown in Table 1. In addition, the residence time (namely, the process time of a thin film distillation process) of the raw material palm-based fats and oils in the evaporation surface of a short stroke distillation apparatus was set in the range of 5 seconds or more and 30 seconds or less.

  The residue and distillate after the short stroke distillation treatment under the above conditions were collected. In Table 1, “operating time” refers to the total exercise time of the short stroke distillation apparatus. “Distillation rate” indicates the proportion of the distillate out of the total amount of the collected residue and distillate. The “residue rate” indicates the ratio of the remaining portion of the total amount of collected residue and distillate.

  The physical properties and composition of the raw palm oil and fat before the short stroke distillation treatment and the residue after the short stroke distillation treatment (corresponding to the refined palm oil and fat) were examined as follows. The results are shown in Table 2.

[Quantification of MCPD-FS]
The quantification of the total amount of 3-MCPD, glycidol and their fatty acid esters converted into 3-MCPD in each refined fat (the total amount is referred to as “MCPD-FS”) was determined by the German official method (DGF Standard Methods C-III 18). (09)).

Specifically, 50 μL of an internal standard substance (3-MCPD-d5 20 μg / mL solution) is added to 100 mg of each refined fat and oil, and then 1 mL of sodium methoxide solution (0.5 mol / L methanol) is added to the room temperature. The ester was saponified and decomposed. Next, 3 mL of brine (20%) containing a small amount of acetic acid and 3 mL of hexane were added to and mixed with this, and then hexane was removed. Thereafter, it was derivatized with 250 μL of an aqueous phenylboric acid solution (25%), extracted with 2 mL of hexane, and measured with a gas chromatograph mass spectrometer.
Using the chromatogram obtained by the measurement of the gas chromatograph mass spectrometer, the ionic strengths of 3-MCPD-d5, which is an internal standard, and 3-MCPD are compared, and 3-MCPD, glycidol in fats and oils, and their The total amount of fatty acid ester was calculated in terms of free 3-MCPD.

[Quantification of True MCPD]
The quantification of 3-MCPD in each refined fat and oil and 3-MCPD fatty acid ester converted to 3-MCPD (the total amount is referred to as “True MCPD”) was determined by a German official method (DGF Standard Methods C-III 18). (09)).

Specifically, 50 μL of an internal standard substance (3-MCPD-d5 20 μg / mL solution) is added to 100 mg of each refined fat and oil, and then 1 mL of sodium methoxide solution (0.5 mol / L methanol) is added to the room temperature. The ester was saponified and decomposed. Next, 3 mL of an aqueous sodium bromide solution (50%) containing a small amount of acetic acid and 3 mL of hexane were added thereto and mixed, and then hexane was removed. Thereafter, it was derivatized with 500 μL of phenylboric acid aqueous solution (12.5%), extracted with 2 mL of hexane, and measured with a gas chromatograph mass spectrometer.
Using the chromatogram obtained by the measurement of the gas chromatograph mass spectrometer, the ionic strength of 3-MCPD-d5 which is an internal standard and 3-MCPD are compared, and 3-MCPD and 3-MCPD in the glyceride composition are compared. The total amount of the fatty acid ester was calculated in terms of free 3-MCPD.

  In the table below, the numerical value in parentheses in the section of “True MCPD” indicates the ratio of True MCPD of each refined palm oil / fat to True MCPD of the raw palm oil / fat. For example, in Example 1, True MCPD (3.2 mg / kg) of refined palm oil / fat is about 94.1% with respect to True MCPD (3.4 mg / kg) of raw palm oil / fat.

[Calculation of glycidol amount]
Based on the values of MCPD-FS and True MCPD specified by the above method, the amount of glycidol in each refined fat (total amount obtained by converting glycidol and its fatty acid ester as glycidol) was calculated based on the following formula.
Amount of glycidol = (MCPD-FS-True MCPD) × 0.67
In the above formula, “0.67” is a value obtained by dividing the molecular weight of glycidol (74.1) by the molecular weight of 3-MCPD (110.54).

  In the table below, the numerical value in parentheses in the “glycidol” section indicates the ratio of the amount of glycidol of each refined palm oil to the amount of glycidol of the raw palm oil. For example, in Example 1, the amount of glycidol (0.2 mg / kg) of the refined palm oil / fat is about 33.3% with respect to the amount of glycidol (0.6 mg / kg) of the raw palm oil / fat.

[Acid value]
It was measured based on “Standard oil analysis test method 2.3.1-1996 acid value” edited by Japan Oil Chemists' Society.

[Peroxide value]
It was measured based on “Standard oil analysis test method 2.5.2.1-2013 peroxide value” edited by Japan Oil Chemists' Society.

[Quantification of diglyceride content]
AOCS was measured based on “Official Method Cd 11b-91 Determinating of Mono- and Digi- wise by Capillary Gas Chromatography”.

  In the table below, the numerical value in parentheses in the “diglyceride” section indicates the ratio of the amount of diglyceride in each refined palm oil to the amount of diglyceride in the raw palm oil. For example, in Example 1, the amount of diglyceride (7.5% by mass) of the refined palm oil / fat is about 94.9% with respect to the amount of diglyceride (7.9% by mass) of the raw palm oil / fat.

  As shown in Table 2, according to the production method of the present invention, the values of MCPD-FS, True MCPD, glycidol, and diglyceride can be reduced, respectively, so that glycidol, 3-chloropropane-1,2- in palm oil It can be seen that the amount of diols and their fatty acid esters and diglycerides can be reduced.

  Moreover, according to the manufacturing method of this invention, the acid value and the peroxide value were able to be reduced.

<Examples 5-9>
Instead of the short path distillation apparatus KDL5 type of Examples 1 to 4, a short path distillation apparatus KD6 type (manufactured by UIC GmbH, stainless steel evaporation surface 600 cm ² , aggregation surface 600 cm ² , maximum flow rate 14 L / hr) was used. The following processing was performed. Raw material palm oil (RBD palm oil, iodine value = 52) is introduced into the evaporation surface of the short stroke distillation apparatus KD6 type, and thin film distillation treatment (in this example, short stroke distillation treatment) is performed under the conditions shown in Table 3. went. Specifically, the evaporation tube temperature was set to 270 ° C., the supply speed of the raw palm oil was changed, and the short stroke distillation process was performed. In Table 3, “Oil supply rate per unit area of the evaporation surface” is a value obtained by dividing the supply rate of the raw palm oil per hour by the area of the evaporation surface (600 cm ^{2 in} this example). It is.

  In the same manner as in Examples 1 to 4, the physical properties of the raw palm oil and fat before the short path distillation treatment and the residue after the short stroke distillation treatment in Examples 5 to 9 (corresponding to the refined palm oil and fat) And the composition was studied. Furthermore, the chromaticity was measured as follows for the raw palm oil and fat before the short stroke distillation treatment and the residue after the short stroke distillation treatment, and the color value was calculated. The results are shown in Table 4.

[Calculation of color value]
Chromaticity (Y value, R value) is measured based on “Standard oil analysis test method 2.2.1-1996 Lobibond method” edited by Japan Oil Chemists' Society, and the color value (Y + 10R is represented by the obtained chromaticity). Value). For the measurement, a Robibond colorimeter (cell length: 133.4 mm) was used.

  As shown in Table 4, also in Examples 5 to 9, the values of MCPD-FS, True MCPD, glycidol, and diglyceride can be reduced similarly to the results of Examples 1 to 4, respectively. It can be seen that the amount of glycidol, 3-chloropropane-1,2-diol, and their fatty acid esters and diglycerides can be reduced.

<Examples 10 to 13>
In the same manner as in Examples 5 to 9, the following treatment was performed using a short stroke distillation apparatus KD6 type. Raw material palm oil (RBD palm oil, iodine value = 52) is introduced into the evaporation surface of the short stroke distillation apparatus KD6 type, and thin film distillation treatment (in this example, short stroke distillation treatment) is performed under the conditions shown in Table 5. went. Specifically, the “supply rate per unit area of the evaporation surface” was set to 7.20 × 10 ⁻³ L / h · cm ² , the evaporation tube temperature was changed, and the short stroke distillation treatment was performed.

  In the same manner as in Examples 5 to 9, physical properties of the raw palm oil and fat before the short stroke distillation treatment and the residue after the short stroke distillation treatment in Examples 10 to 13 (corresponding to the refined palm fat and oil) (Including color values) and composition were studied. The results are shown in Table 6.

  As shown in Table 6, also in Examples 10 to 13, the values of MCPD-FS, True MCPD, glycidol, and diglyceride can be reduced similarly to the results of Examples 1 to 9, respectively. It can be seen that the amount of glycidol, 3-chloropropane-1,2-diol, and their fatty acid esters and diglycerides can be reduced.

Claims (8)

The raw palm oil fat has a temperature of 270 ° C. or more and 290 ° C. or less , a vacuum degree of 0.01 Pa or more and 0.3 Pa or less, and an oil supply rate per unit area of the evaporation surface of 2.00 × 10 ^{− 3} L / h · cm ² or more and 9.60 × 10 ⁻³ L / h · cm ² or less , including thin film distillation treatment to obtain a refined palm oil and fat,
The total amount of diglycerides in the refined palm oil fat is 65% or less of the total amount of diglycerides in the raw palm oil fat. The total amount of glycidol and its fatty acid ester in the refined palm oil and fat converted as glycidol is 50% or less with respect to the total amount of glycidol and its fatty acid ester in the raw palm oil and fat converted as glycidol. The manufacturing method of the refinement | purification palm-type fats and oils of description. The total amount of 3-chloropropane-1,2-diol and its fatty acid ester converted into 3-chloropropane-1,2-diol in the refined palm oil and fat is 3-chloropropane-1, The manufacturing method of the refine | purified palm oil fat of Claim 1 or 2 which is 95% or less with respect to the total amount which converted 2-diol and its fatty acid ester as 3-chloropropane- 1,2-diol.   The manufacturing method of the refine | purified palm oil fat in any one of Claim 1 to 3 whose said raw material palm oil fat is the palm oil fat which passed the deodorizing process. The manufacturing method of the refine | purified palm oil fat in any one of Claim 1 to 4 whose vacuum degree in the said thin film distillation process is 0.1 Pa or less.   The said thin film distillation process is a manufacturing method of the refine | purified palm oil fat in any one of Claim 1 to 5 which is a short stroke distillation process.   The manufacturing method of the refine | purified palm oil fat in any one of Claim 1 to 6 whose iodine value of the said raw material palm oil fat is less than 58. The raw palm oil fat has a temperature of 270 ° C. or more and 290 ° C. or less , a vacuum degree of 0.01 Pa or more and 0.3 Pa or less, and an oil supply rate per unit area of the evaporation surface of 2.00 × 10 ⁻³ L / h · cm ² or more 9.60 × to ¹⁰ -3 L / h · cm ² characterized in that the film distillation process under conditions or less, a method of reducing diglycerides of refined palm-based fats and oils.