Method for manufacturing a powder grease composition

Abstract

The purpose of this invention is to provide a method for manufacturing a novel powdered oil composition. Specifically, a method for manufacturing a powdered oil composition is provided, wherein the powdered oil composition contains an oil component, the oil component comprising one or more XXX-type triglycerides having a fatty acid residue X having a carbon number x at positions 1 to 3 of glycerol, wherein the carbon number x is an integer selected from 16 to 20, the oil component comprises a β-type oil, and the loose bulk density of the powdered oil composition is 0.05 to 0.6 g / cm³. 3 The method for manufacturing the powdered oil composition includes the following steps: (a) preparing a solid oil composition raw material containing XXX type triglycerides; (b) heating the solid oil composition raw material obtained in step (a) at a temperature below its melting point to convert the oil component in the solid oil composition raw material into β-type oil, thereby obtaining a composition raw material containing β-type oil; and (c) pulverizing the composition raw material containing β-type oil obtained in step (b) by collision of the raw material with each other without mechanical pulverization, thereby obtaining the powdered oil composition.

Description

Technical Field

[0001] This invention relates to a method for manufacturing a powdered oil composition. More specifically, this invention relates to a method for manufacturing a powdered oil composition, characterized in that the powdered oil composition contains an oil component comprising type XXX triglycerides, and the powdered oil composition has a specific bulk density, etc. Background Technology

[0002] To date, as a powdered oil composition, a powdered oil composition containing β-type oil and having a plate-like particle shape has been developed by melting an oil composition raw material containing XXX-type triglycerides and then cooling and solidifying it (Patent Document 1). This powdered oil composition is used for purposes such as improving the flowability of various powders, but there is a need for materials that can further improve the flowability of the powder. In addition, as a method for preparing the powdered oil composition, there are known methods such as pulverizing oils with high solid fat content at room temperature, such as highly hydrogenated oils, and then sieving them to make the particle size uniform (Patent Document 2), and methods such as directly spraying oils with high solid fat content at room temperature, such as highly hydrogenated oils, after melting them (Patent Document 3), etc., but due to the complexity of the process, a method more suitable for industrialization is sought. In addition, there is a need for a material that can further improve the flowability of the powder compared with the powdered oils produced by the above methods.

[0003] Existing technical documents

[0004] Patent documents

[0005] Patent Document 1: International Publication WO2017 / 051910

[0006] Patent Document 2: Japanese Patent Application Publication No. 52-71390

[0007] Patent Document 3: Japanese Patent Application Publication No. 6-245700 Summary of the Invention

[0008] One of the objectives of this invention is to provide a method for manufacturing a powdered oil composition containing an oil component comprising XXX type triglycerides.

[0009] One of the objectives of this invention is to provide a method for manufacturing a powdered oil composition containing β-type oil as an oil component and having a specific bulk density, etc.

[0010] In order to achieve the above-mentioned problem, the inventors discovered that by converting a solid oil composition raw material into a β-type oil using a specific method, and by pulverizing the raw material containing the β-type oil, with the obtained β-type oil as the main component, using a specific method, a powdered oil composition with specific bulk density and other novel properties such as improved flowability can be provided, thus completing the present invention. That is, the present invention may include the following aspects.

[0011] [A]

[0012] A method for manufacturing a powdered oil composition, characterized in that the powdered oil composition contains an oil component, the oil component comprising one or more XXX-type triglycerides having a fatty acid residue X having a carbon number x at the 1-3 position of glycerol, wherein the carbon number x is an integer selected from 16 to 20, the oil component comprising β-type oil, and the loose pack density of the powdered oil composition being 0.05-0.6 g / cm³. 3 ,

[0013] The method for manufacturing the above-mentioned powdered oil composition includes the following steps:

[0014] (a) The process of preparing a solid oil composition raw material containing type XXX triglycerides;

[0015] (b) A process of heating the solid oil composition raw material obtained in step (a) at a temperature below its melting point to convert the oil components in the solid oil composition raw material into β-type oils, thereby obtaining a composition raw material containing β-type oils; and

[0016] (c) A process of pulverizing the raw material containing β-type oil obtained in step (b) by pulverizing the raw material by collision with each other without mechanical pulverization to obtain a powdered oil composition.

[0017] [B]

[0018] According to the method for manufacturing the powdered oil composition described in [A], when the total mass of the powdered oil composition is set to 100% by mass, the powdered oil composition contains 50% by mass or more of the above-mentioned XXX type triglycerides.

[0019] [C]

[0020] According to the method for manufacturing the powdered oil composition as described in [A] or [B], the temperature below the melting point in step (b) is a temperature 1 to 30°C lower than the melting point of the solid oil composition raw material described above.

[0021] [D]

[0022] The method for manufacturing the powdered oil composition according to any one of [A] to [C], wherein the above-mentioned step (b) is performed while the above-mentioned solid oil composition raw material is in a static state.

[0023] [E]

[0024] The method for manufacturing the powdered oil composition according to any one of [A] to [C], wherein the above-mentioned step (b) is performed in a non-static state of the above-mentioned solid oil composition raw material.

[0025] [F]

[0026] According to the method for manufacturing the powdered oil composition described in [E], the non-static state refers to the state in which the solid oil composition raw material is stirred.

[0027] [G]

[0028] The method for manufacturing the powdered oil composition according to any one of [A] to [F], wherein the pulverization of the raw materials by collision with each other in step (c) is pulverization using an air jet mill without mechanical pulverization.

[0029] [H]

[0030] The method for manufacturing the powdered oil composition according to any one of [A] to [G], wherein the raw material of the above-mentioned solid oil composition containing XXX type triglycerides is rapeseed highly hydrogenated oil.

[0031] [I]

[0032] One of the above-mentioned powdered oil compositions is manufactured by the manufacturing method of any one of [A] to [H].

[0033] [J]

[0034] The powdered oil composition according to [I] is characterized by having at least one of the following features:

[0035] (i) Among the X-ray diffraction peaks of the above-mentioned oil components, the characteristic β-type peaks... Nearby peaks and characteristic α-type Intensity ratio of nearby peaks: It ranges from 0.6 to 1;

[0036] (ii) The cohesion of the above-mentioned powdered oil composition is less than 60%;

[0037] (iii) The bulk density of the above-mentioned powdered oil composition is 0.05–0.6 g / cm³. 3 ;

[0038] (iv) The relative value of the angle of repose obtained by equation (I) is below 90%.

[0039] Relative value of the angle of repose = [Angle of repose of the mixed powder of the above-mentioned powdered oil composition and powdered starch] / [Angle of repose of the above-mentioned powdered starch alone, excluding the above-mentioned powdered oil composition] × 100 (I)

[0040] (In formula (I), "mixed powder" contains 1% by mass of powder oil composition relative to the total mass of the mixed powder);

[0041] (v) The above-mentioned powdered oil composition is in the form of particles containing multiple flakes on the surface.

[0042] In addition, the present invention may include the following methods.

[0043] [1] A powdered oil composition, characterized in that it contains an oil component, the oil component comprising one or more XXX-type triglycerides having a fatty acid residue X having a carbon number x at the 1-3 position of glycerol, wherein the carbon number x is an integer selected from 16-20, and the oil component comprises a β-type oil.

[0044] The above-mentioned powdered oil composition has at least one of the following characteristics:

[0045] (i) The characteristic β-type peaks in the X-ray diffraction of this oil component Nearby peaks and characteristic α-type Intensity ratio of nearby peaks: It ranges from 0.6 to 1;

[0046] (ii) The cohesion of the above-mentioned powdered oil composition is less than 60%;

[0047] (iii) The bulk density of the above-mentioned powdered oil composition is 0.05–0.6 g / cm³. 3 ;

[0048] (iv) The relative value of the angle of repose obtained by equation (I) is below 90%.

[0049] Relative value of the angle of repose = [Angle of repose of the mixed powder of the above-mentioned powdered oil composition and powdered starch] / [Angle of repose of the above-mentioned powdered starch alone, excluding the above-mentioned powdered oil composition] × 100 (I)

[0050] (In formula (I), "mixed powder" contains 1% by mass of powder oil composition relative to the total mass of the mixed powder).

[0051] [2] According to the powdered oil composition described in [1] above, wherein when the total mass of the powdered oil composition is set to 100% by mass, the powdered oil composition contains 50% by mass or more of the above-mentioned XXX type triglycerides.

[0052] [3] The powdered oil composition according to [1] or [2] above, wherein the powdered oil composition is in the form of flake-containing particles having a plurality of flakes on the surface.

[0053] [4] The powdered oil composition according to [3] above, wherein the average particle size based on the volume average particle size of the particles is 0.5 to 200 μm.

[0054] [5] The powdered oil composition according to [3] or [4] above, wherein the average length of the long side of the sheet is 0.1 to 5 μm.

[0055] [6] A food product, characterized in that it contains any one of the powdered oil composition described in [1] to [5] above.

[0056] [7] A powder flowability improver, characterized in that it contains a powder oil composition as described in any one of [1] to [5] above.

[0057] [8] A powdered oil composition, characterized in that it is obtained by the manufacturing method of any one of [A] to [G].

[0058] The present invention provides a method for manufacturing a powdered oil composition containing an oil component comprising type XXX triglycerides.

[0059] Furthermore, the present invention provides a method for manufacturing a powdered oil composition containing β-type oil as an oil component and having a specific bulk density, etc. Attached Figure Description

[0060] Figure 1 This is a microscopic photograph of the appearance of the powdered grease composition (β-type grease) of Example 1.

[0061] Figure 2 This is a microscopic photograph of the appearance of the powdered grease composition (β-type grease) of Example 4.

[0062] Figure 3 These are microscope photographs of the appearance of the powdered oil compositions (α-type and β-type oils) used in the manufacture of Comparative Example 1.

[0063] Figure 4 This is a microscopic photograph of the powdered grease composition (β-type grease) used in Comparative Example 2.

[0064] Figure 5 This is a microscope photograph of the powdered grease composition (β-type grease) used in Comparative Example 5.

[0065] Figure 6 This is a microscope photograph of the powdered grease composition (β-type grease) used in Comparative Example 8.

[0066] Figure 7 This is a microscope photograph of the powdered grease composition (β-type grease) used in Comparative Example 9.

[0067] Figure 8 This is a photograph of the appearance of Manufacturing Example 1 after it has been stored in a constant temperature bath at 40°C for 5 days.

[0068] Figure 9 This is a photograph of the appearance of Comparative Example 1 after being stored in a constant temperature bath at 40°C for 5 days.

[0069] Figure 10 This is a photograph of the appearance of Comparative Example 4 after it has been stored in a constant temperature bath at 40°C for 5 days. Detailed Implementation

[0070] Specific embodiments will be described in detail here. The preferred or more preferred methods illustrated below are not limited to expressions such as "preferred" or "more preferred" and can be used in appropriate combinations. In addition, the description of numerical ranges is exemplified by the use of ranges formed by appropriately combining the upper and lower limits of each range with the numerical values ​​of the embodiment. Furthermore, terms such as "containing" or "comprising" can be interpreted as "essentially becoming" or "consisting of only".

[0071] <Powdered Oil Composition>

[0072] One aspect of the present invention relates to a method for manufacturing a powdered oil composition, wherein the powdered oil composition contains an oil component, the oil component comprising one or more XXX-type triglycerides having a fatty acid residue X having a carbon number x at the 1-3 position of glycerol, wherein the carbon number x is an integer selected from 16 to 20, the oil component comprising a β-type oil, and the loose bulk density of the powdered oil composition is 0.05-0.6 g / cm³. 3 In the X-ray diffraction peaks of this oil component, the characteristic β-type... Nearby peaks and characteristic α-type The intensity of the nearby peaks is higher than The peak intensity ratio (hereinafter also referred to as the peak intensity ratio) is arbitrarily 0.6 to 1, and the cohesion of the powdered oil composition is arbitrarily 60% or less. Hereinafter, the powdered oil composition obtained by this manufacturing method will be described in detail.

[0073] <Oil and Fat Components>

[0074] The powdered oil composition of the present invention contains an oil component. This oil component contains at least a type XXX triglyceride, and optionally other triglycerides.

[0075] The aforementioned oil components include β-type oils. Here, β-type oils refer to oils composed solely of β-type crystals, one of the crystal polytypes of oils. Other crystal polytypes include β'-type oils and α-type oils. β'-type oils are oils composed solely of β'-type crystals, one of the crystal polytypes of oils. α-type oils are oils composed solely of α-type crystals, one of the crystal polytypes of oils. Oil crystals containing crystals with the same composition but different sublattice structures (crystal structures) are called crystal polytypes. Representative examples include hexagonal, orthorhombic perpendicular, and triclinic parallel types, referred to as α-type, β'-type, and β-type, respectively. Furthermore, the melting point of each polytype increases in the order α, β', β. The melting point of each polytype varies depending on the type of fatty acid residue X with x carbon atoms. Therefore, Table 1 below shows the melting points (°C) of each polytype when the oil is tripalmitoylglycerol, tristearate glycerol, or triarachidonic glycerol. It should be noted that Table 1 is based on Nissim Garti et al., “Crystallization and Polymorphism of Fats and Fatty Acids,” Marcel Dekker Inc., 1988, pp. 32-33. Furthermore, in preparing Table 1, the melting point temperatures (°C) were rounded to the first decimal place. Additionally, if the composition of the grease and the melting point of each polymorph are known, it is at least possible to detect the presence of β-type grease in that grease.

[0076] [Table 1]

[0077] [Table 1]

[0078] α-type oils (°C) β' type oils (°C) β-type oils (°C) Tripalmitate 45 57 66 Tristearate 55 63 74 Triarachidonic acid glyceride 62 69 78

[0079] The general method for identifying these polymorphs is X-ray diffraction, with diffraction conditions given by the Bragg equation below.

[0080] 2dsinθ=nλ(n=1, 2, 3···)

[0081] Diffraction peaks appear at positions satisfying this equation. Here, d is the lattice constant, θ is the diffraction (incident) angle, λ is the wavelength of the X-ray, and n is a natural number. Information related to the packing of the lateral surfaces (sublattice) in the crystal can be obtained from the diffraction peaks at 20° = 16–27° corresponding to the short facet spacing, allowing for polymorph identification. This is particularly true for triacylglycerols, where peaks appear at 2θ = 19, 23, and 24°. nearby, nearby, A characteristic β-type peak appears near 21°. Characteristic α-type peaks appear nearby. It should be noted that X-ray diffraction measurements were performed, for example, using an X-ray diffraction apparatus maintained at 20°C (Rigaku Corporation, Smart Lab 9kW fully automated multi-functional X-ray diffraction apparatus). CuKα rays are preferably used as the X-ray source.

[0082] Here, the oil component includes β-type oil, preferably an oil with an X-ray diffraction peak intensity ratio of 0.6 to 1 or a β-type oil as the main component (more than 50% by mass relative to the powder oil composition or oil component).

[0083] As a preferred embodiment of the oil composition, the oil composition is substantially composed of β-type oils; more preferably, the oil composition is composed of β-type oils; and particularly preferably, the oil composition is composed of only β-type oils. The case where the oil composition is entirely composed of β-type oils refers to the case where α-type oils and / or β'-type oils cannot be detected by differential scanning calorimetry.

[0084] As a further aspect of the present invention, it is preferred that all of the above-mentioned oil components are β-type oils, but other α-type oils and β'-type oils may also be included.

[0085] Specifically, based on knowledge related to the aforementioned X-ray diffraction measurements, the characteristic peaks of the β-type are calculated. The peak intensity is similar to the characteristic peak of the α-type, i.e., 2θ = 21°. The ratio of peak intensity: peak intensity near 19° / (peak intensity near 19° + peak intensity at 21°) As an indicator of the amount of β-type oils present in the above-mentioned oil components, "containing β-type oils" can be understood. Ideally, all of the above-mentioned oil components are β-type oils (i.e., peak intensity ratio = 1).

[0086] In other words, when the peak intensity ratio is 0, it can be known that all of them are α-type oils; when the peak intensity ratio is 1, it can be known that all of them are β-type oils; in addition, if the peak intensity ratio is close to 1, it can be known that there are more β-type oils.

[0087] In this invention, the more β-type oils in the oil components, the better; therefore, the peak intensity ratio is preferably close to 1.

[0088] Therefore, the peak intensity ratio is preferably 0.6 to 1, more preferably 0.7 to 1, even more preferably 0.8 to 1, even more preferably 0.9 to 1, and particularly preferably 0.95 to 1.

[0089] Compared to powdered oil compositions, the oil components of the present invention can be, for example, about 50-100% by mass, 70-100% by mass, 80-100% by mass, 85-100% by mass, 92-100% by mass, or 95-100% by mass.

[0090] <XXX type triglycerides>

[0091] The oil and fat component of the present invention comprises one or more XXX-type triglycerides having a fatty acid residue X having a carbon number x at positions 1 to 3 of glycerol. This XXX-type triglyceride is a triglyceride having a fatty acid residue X having a carbon number x at positions 1 to 3 of glycerol, wherein each fatty acid residue X is identical to the others. Here, the carbon number x is an integer selected from 16 to 20, preferably an integer selected from 16 to 18, and more preferably 18.

[0092] The fatty acid residue X can be a saturated or unsaturated fatty acid residue. Examples of specific fatty acid residue X include, but are not limited to, residues of palmitic acid, stearic acid, and arachidic acid. Palmitic acid and stearic acid are more preferred as fatty acids, and stearic acid is even more preferred.

[0093] When the total mass of the powdered oil composition or oil component is set as 100% by mass, the content of the XXX type triglyceride is, for example, 50% by mass or more, preferably 60% by mass or more, more preferably 70% by mass or more, and even more preferably 80% by mass or more as the lower limit, and for example, 100% by mass or less, preferably 99% by mass or less, and more preferably 95% by mass or less as the upper limit. One or more types of XXX type triglycerides may be used, preferably one or two, and more preferably one. When there are two or more types of XXX type triglycerides, their total value is the content of the XXX type triglyceride.

[0094] <Other Triglycerides>

[0095] Provided that the effects of the present invention are not impaired, the oil and fat components of the present invention may contain triglycerides other than the aforementioned XXX type triglycerides. These other triglycerides may be various types of triglycerides, and may be synthetic or natural oils. Examples of synthetic oils include tricaprylic acid glyceride and tricaprylic acid glyceride. Examples of natural oils include cocoa butter, sunflower seed oil, rapeseed oil, soybean oil, and cottonseed oil. When all triglycerides in the powdered oil and fat composition or oil and fat components of the present invention are set to 100% by mass, it is acceptable for other triglycerides to contain, for example, 1% or more by mass or about 5-50% by mass when the total mass of the powdered oil and fat composition or oil and fat components is set to 100% by mass. The content of other triglycerides is, for example, 0-50% by mass when the total mass of the powdered oil and fat composition or oil and fat components is set to 100% by mass, preferably 5-40% by mass, more preferably 10-30% by mass, and even more preferably 15-25% by mass.

[0096] <Other Ingredients>

[0097] In addition to the above-mentioned triglycerides and other oil components, the powdered oil composition of the present invention may optionally contain other components (additives) such as emulsifiers, fragrances, and colorants. These optional other components may also be added externally to the powdered oil composition of the present invention.

[0098] Here, emulsifiers belonging to the other components include, for example, monoglycerides, polyglycerol fatty acid esters, sucrose fatty acid esters, sorbitan fatty acid esters, and lecithin; flavorings include, for example, limonene, vanillin, orange, vanilla, and jasmine; and colorants include, for example, natural colorants such as curcumin, gardenia pigment, safflower pigment, capsicum pigment, and red cabbage pigment, as well as synthetic colorants such as tar-based pigments.

[0099] The amounts of these other components can be arbitrary, provided that the effects of the invention are not impaired. For example, when the total mass of the powdered oil composition is set to 100% by mass, the amounts are, for example, 0 to 30% by mass, preferably 1 to 18% by mass, more preferably 2 to 15% by mass, and even more preferably 3 to 8% by mass. 90% or more of the other components are preferably powders with an average particle size of 1000 μm or less, more preferably powders with an average particle size of 500 μm or less. Furthermore, since human senses do not readily perceive fine particles smaller than 20 μm, powders with an average particle size of, for example, 20 μm or less, preferably 0.1 to 20 μm, more preferably 1 to 12 μm, do not have the roughness of powder when held in the mouth, and are therefore preferred. It should be noted that, unless otherwise specified, the average particle size mentioned in this specification is a value determined using laser diffraction scattering (based on ISO 13320 and JIS Z 8825-1). Laser diffraction scattering is described in detail below.

[0100] The preferred powdered oil composition of the present invention is preferably composed substantially only of the above-mentioned oil components, and the oil components are preferably composed substantially only of triglycerides. Furthermore, "substantially" means that when the powdered oil composition or oil components are set to 100% by mass, the components other than the oil components contained in the oil composition, or the components other than triglycerides contained in the oil components, are, for example, 0-15% by mass, preferably 1-10% by mass, and more preferably 2-5% by mass.

[0101] <Characteristics of Powdered Oil Compositions>

[0102] The powdered oil composition of the present invention is a powdered solid at 20°C. The powdered oil composition of the present invention may have the following physical properties.

[0103] [Cohesion]

[0104] "Agglomeration" is a numerical measure of how easily particles can aggregate. For example, agglomeration can be determined by measuring the amount of residual powder after setting a specified time and vibration on a sieve. It can be generally concluded that the lower the agglomeration, the higher the powder's flowability; conversely, the higher the agglomeration, the lower the powder's flowability.

[0105] As an example of determining cohesion, a method using a POWDER TESTER PT-X (manufactured by Hosokawa Micron Co., Ltd.) can be cited. Specifically, three circular sieves with different aperture diameters of 7.5 cm (upper sieve: 355 μm aperture, middle sieve: 250 μm aperture, lower sieve: 150 μm aperture) are stacked together. Approximately 2 g of pre-weighed sample powder is fed to the upper sieve, and the entire sieve is vibrated horizontally for a vibration time T (seconds) and an amplitude of 1 mm, as described below. Subsequently, the mass of sample powder remaining on each sieve is weighed, and the cohesion is calculated using the following formula (II).

[0106] It should be noted that cohesion is determined by measuring a sample three times and taking the average of the results as the cohesion of that sample.

[0107] Cohesion (%) = (U / N + M / N × 3 / 5 + L / N × 1 / 5) × 100 (II)

[0108] (In the formula, U: mass of sample powder on the upper sieve (g), M: mass of sample powder on the middle sieve (g), L: mass of sample powder on the lower sieve (g), N: initial mass of sample powder (g))

[0109] The cohesion degree of the powdered oil composition of the present invention, which can be calculated from the above formula (II), is, for example, 0% or more and 60% or less, 55% or less, or 51% or less, preferably 1 to 60%, more preferably 2 to 55%, and even more preferably 3 to 51%.

[0110] [Vibration time T]

[0111] The vibration time T (seconds) used in the above determination of cohesion is calculated by the following formula (III).

[0112] T (seconds) = 20 + {(1.6 - W) / 0.016} (III)

[0113] Where W is the dynamic bulk density of the powder, calculated by the following formula (IV).

[0114] W = (QP)C / 100 + P (IV)

[0115] (Where, P: loose density, Q: tapped density, C: compressibility)

[0116] When W≥1.6, T=20.

[0117] Furthermore, the aforementioned tap density, loose density, and compressibility can be calculated as follows.

[0118] [Loose packing density]

[0119] Loose packing density (g / cm³) 3 The value is the mass of the powder divided by the total volume occupied by the powder, that is, the mass of the powder per unit of total volume.

[0120] Loose packing density can be determined using a POWDER TESTER PT-X (manufactured by Hosokawa Micron Co., Ltd.). In the POWDER TESTER PT-X measurement, an injection method is employed, where air-containing powder particles are freely dropped into a container using the vibration of a sinusoidal wave.

[0121] Specifically, 200–300 cm³ of powder sample is fed into a circular sieve with a diameter of 7.5 cm and an aperture of 1.7 mm. 3 The sample was vibrated with an amplitude of 1.5 mm and allowed to fall freely from the sieve due to the vibration of a sine wave. The powder sample, falling freely from a height of 27 cm, was injected into a 100 cm stainless steel container positioned beneath the sieve. 3After the powder sample overflows from the cup (approximately 5 cm in inner diameter × 5 cm in height), the vibration of the sieve is stopped. Then, the excess powder sample on the cup is scraped off along the upper surface of the cup with a rectangular scraper, and the mass (A(g)) of the powder sample in the cup is measured. The loose density is then calculated according to the following formula (V).

[0122] Loose packing density is the value of a sample obtained by measuring it three times and taking the average value.

[0123] Loose packing density (g / cm³) 3 )=A(g) / 100(cm 3 (V)

[0124] The bulk density of the powdered oil composition of the present invention, for example, when it consists substantially only of oil components, is 0.05 to 0.6 g / cm³. 3 Preferably, it is 0.1–0.5 g / cm³. 3 More preferably, it is 0.1–0.4 cm. 3 More preferably, it is 0.1–0.3 g / cm³. 3 .

[0125] [Tap density]

[0126] Tap density (g / cm³) 3 The bulk density is obtained by further compacting loosely packed powder to make it dense.

[0127] Specifically, after measuring the loose density of the stainless steel 100cm... 3 A cylindrical lid with a hole of the same size as the cup (5.04cm in diameter x 4cm in height, open at both ends) is installed on the upper part of the opening of the cup (approximately 5cm in inner diameter x 5cm in height), extending the opening of the cup. A 100cm stainless steel container with the cylindrical lid is then fitted with the lid. 3 The cup is placed below a circular sieve with a diameter of 7.5 cm and an aperture of 1.7 mm. Powder sample is fed into the sieve in a depth of 200–300 cm. 3 The sample is vibrated with an amplitude of 1.5 mm and falls from the sieve (free-falling due to the vibration of a sine wave). A sufficient amount of the sample, which has fallen freely from a height of 27 cm, is injected into a 100 cm stainless steel container positioned below. 3The sample is compacted by vibrating the cup 180 times (18mm stroke, 60 times / minute). Vibration compacts the powder particles, reducing their volume. If, during compaction, the powder surface becomes lower than the top of the cup due to volume reduction, the sample is poured back into the cup using the same method until the powder surface is higher than the top. After compaction, the lid is removed, and excess sample is scraped off the cup surface with a spatula. The mass (B(g)) is measured, and the compacted density is calculated using formula (VI).

[0128] Tap density is the value of a sample's tap density obtained by measuring it three times and taking the average value.

[0129] Tap density (g / cm³) 3 )=B(g) / 100(cm 3 (VI)

[0130] The tap density of the powdered oil composition of the present invention, for example, when it is substantially composed of only oil components, is 0.1 to 2.0 g / cm³. 3 Preferably, it is 0.1–1.0 g / cm³. 3 More preferably, it is 0.15–0.7 cm. 3 More preferably, it is 0.2–0.5 g / cm³. 3 .

[0131] [Compression]

[0132] The compressibility C (%) is a value obtained by using the loose packing density P and the tapped density Q from the following formula (VII).

[0133] C(%)=100×(QP) / Q (VII)

[0134] [Relative value of the angle of repose]

[0135] The powdered oil composition of the present invention can have a specific relative angle of repose. Here, the relative angle of repose refers to the ratio of the angle of repose of the mixture when the powdered oil composition is mixed with powdered potato starch to the angle of repose of the powdered potato starch itself; the value obtained therefrom is called the relative angle of repose value. By confirming the relative angle of repose, the improvement effect on the starch flowability of the powdered oil composition can be confirmed. Specifically, the relative angle of repose value is the value obtained by the following formula (I).

[0136] Relative value of angle of repose (%) = [Angle of repose of the mixed powder of the powdered oil composition and the powdered starch] / [Angle of repose of the powdered starch alone, excluding the powdered oil composition] × 100 (I)

[0137] Here, in formula (I), the "mixed powder" contains 1% by mass of the powdered oil composition relative to the total mass of the mixed powder. Powdered potato starch, chestnut flour, etc., can be used as "powdered starch." The average particle size of the powdered starch is, for example, 1 to 100 μm, preferably 10 to 50 μm, and more preferably 20 to 40 μm. Here, the average particle size refers to the volume average particle size [MV] measured using laser diffraction scattering (based on ISO 13320 and JIS Z 8825-1), as explained below. Furthermore, the "angle of repose" is defined as the angle between the free surface of the accumulated layer of powder (the ridgeline of the mountain formed by the accumulated powder) after the powder has fallen onto a horizontal plane and the horizontal plane. Generally, powders with good flowability have a small angle of repose, while powders with poor flowability have a large angle of repose.

[0138] Therefore, if the relative value of the angle of repose obtained in the above formula (I) is greater than 100%, the flowability of the mixed powder of powder oil composition and powder starch is worse than that of powder starch itself, that is, the powder oil composition has an adverse effect on the flowability of powder starch. Conversely, if the relative value of the angle of repose is less than 100%, the flowability of the mixed powder of powder oil composition and powder starch is better than that of powder starch itself, that is, the powder oil composition improves the flowability of powder starch.

[0139] The relative value of the angle of repose of the powdered oil composition of the present invention is, for example, 90% or less, preferably 88% or less, more preferably 86% or less, and even more preferably 84% or less. Furthermore, the relative value of the angle of repose of the powdered oil composition of the present invention is, for example, 70% or more, preferably 75% or more, and more preferably 80% or more.

[0140] The angle of repose required for calculating the relative value of the angle of repose can be determined using a testing apparatus such as the POWDER TESTER PT-X (manufactured by Hosokawa Micron Co., Ltd.).

[0141] Specifically, 3g of various powders used as test objects were added to 297g of powdered potato starch (product name: Japanese chestnut powder (Hokkai) (manufactured by Hinokoku Food Industry Co., Ltd.), with an average particle size of 34.8μm as determined by laser diffraction scattering method described later), and the mixture was stirred and mixed for 20 seconds using a food processor (product name: "Food Processor 1.9L", manufactured by Conair Japan GK) to prepare a sample (a mixed powder containing 1% by mass of the powder oil composition relative to the total mass).

[0142] As a control, powdered potato starch without added powdered oil composition was mixed with the above-mentioned powdered potato starch in a food processor for 20 seconds to prepare a control sample.

[0143] The angle of repose of the obtained sample and the control sample can be determined using the POWDER TESTER method described above.

[0144] Specifically, the above-mentioned sample or control sample is supplied to a circular sieve with a diameter of 7.5 cm and an aperture of 710 μm at a depth of 200–300 cm. 3 The sample was vibrated with an amplitude of 1.5 mm and fell through a sieve (free-falling due to the vibration of a sine wave). The sample then passed through a 5 mm diameter funnel located at the bottom of the sieve and fell from a height of 7.5 cm above the bottom of the funnel onto a frustum (8 cm in diameter), accumulating until the powder overflowed from the end of the frustum. The angle between the free surface of the powder accumulation layer formed by the stationary sample (the ridgeline of the mountain formed by the accumulated powder) and the horizontal was calculated using an image, and this value was taken as the angle of repose.

[0145] The angle of repose is the angle of repose of a sample measured three times, and the average value of these measurements is taken as the angle of repose of that sample.

[0146] Specific surface area

[0147] Specific surface area (cm²) of powdered oil composition 2 / g) can be determined using nitrogen adsorption (multi-point method).

[0148] The determination using nitrogen adsorption (multi-point method) can be performed, for example, using a specific surface area analyzer manufactured by Micromeritics. Specifically, 1.2–1.5 g of sample is collected and placed in a sample cell. Using a pretreatment device (Micromeritics, device name "VacPrep 061"), the sample is degassed under reduced pressure for approximately 24 hours at room temperature (approximately 25°C). Then, the specific surface area is determined using a specific surface area analyzer (Micromeritics, device name "3Flex") employing the nitrogen adsorption method (multi-point method). The specific surface area of ​​the powdered oil composition is, for example, 0.5–10 m². 2 / g, preferably 0.5~8m 2 / g, more preferably 1-8m 2 / g, more preferably 1-7m 2 / g is appropriate.

[0149] [Shape of the powdered oil composition]

[0150] The powdered oil composition of the present invention has the morphology of flake-containing particles with multiple flakes on their surface. The shape of these flake-containing particles has an irregular shape formed on the surface due to the presence and aggregation of multiple flakes. Since the cross-section of the particles cannot be directly seen, the internal structure of these flake-containing particles is unknown, but it is... Figure 1The powdered grease composition (average particle size 3.5 μm) of Example 1 and Figure 2 Judging from the appearance photographs of the powdered oil composition (average particle size 10.5 μm) of Manufacturing Example 4 under an electron microscope, even though the particles of Manufacturing Example 1 were crushed to be smaller than those of Manufacturing Example 4, they still had multiple flakes on their particle surface, just like the larger particles of Manufacturing Example 4. Their appearance was almost unchanged. Therefore, it is predicted that the interior of the flake-containing particles is also a structure formed by the aggregation of multiple flakes.

[0151] The mechanism by comparing microscopic photographs of the particles and the relative values ​​of the angle of repose in the embodiments is not yet clear, but it is speculated to be due to the structure of such special particles.

[0152] The average particle size (effective diameter) is preferably 0.5 to 200 μm, more preferably 1 to 100 μm, even more preferably 1 to 50 μm, and particularly more preferably 1 to 30 μm.

[0153] Here, the average particle size (effective diameter) refers to the volume average particle size (MV). The volume average particle size (MV) is determined by measuring the volumetric particle size distribution using a particle size distribution measuring device (e.g., Shimadzu Corporation, device name: SALD-2300) based on laser diffraction scattering (ISO13320, JIS Z8825-1) through dry measurement. The obtained volume average particle size (MV) is then used as the average particle size. The volume average particle size (MV) can be calculated using the particle diameter, particle volume, and the sum of particle volumes according to the following formula.

[0154] Volume average particle size [MV] = (sum of particle diameters × particle volume) / sum of particle volumes

[0155] It should be noted that the effective diameter refers to the particle size of the crystal when the measured diffraction pattern matches the theoretical diffraction pattern assumed to be spherical. Thus, in the case of laser diffraction scattering, the effective diameter is calculated by matching the theoretical diffraction pattern (assuming a spherical shape) with the measured diffraction pattern. Therefore, regardless of whether the object being measured is plate-shaped or spherical, it can be measured based on the same principle.

[0156] Here, the dimensions (long side, short side, thickness) of the flakes on the particle surface of the powdered oil composition of the present invention can be taken as average values ​​obtained by measuring their size using electron micrographs. The average length of the long side of the flake is preferably 0.01–5 μm, more preferably 0.05–4 μm, further preferably 0.1–3 μm, and even more preferably 0.2–2.5 μm. The average length of the short side of the flake is shorter than the long side, for example, preferably 0.01–4 μm, more preferably 0.05–3 μm, further preferably 0.1–2 μm, and even more preferably 0.2–1 μm. The average length of the thickness of the flake is shorter than either the long or short side, for example, preferably 0.005–0.5 μm, more preferably 0.01–0.3 μm, further preferably 0.02–0.2 μm, and even more preferably 0.03–0.15 μm.

[0157] <Method for manufacturing powdered oil composition>

[0158] The powdered oil composition of the present invention can be obtained, for example, by means of: taking a solid oil composition raw material containing one or more fatty acid residues of type X having carbon atoms x at positions 1 to 3 of glycerol, in a non-melting state, i.e. at a temperature below the melting point, and heating it to a specific temperature according to the type of type X-glycerol to convert the oil component in the raw material into a β-type oil (preferably with a peak intensity ratio of 0.6 to 1 in X-ray diffraction), and then pulverizing the raw material by collision with each other, thereby obtaining a powdered oil composition (powdered oil composition). Specifically, the following method for manufacturing the powdered oil composition can be exemplified.

[0159] A method for manufacturing a powdered oil composition, characterized in that the powdered oil composition contains an oil component, the oil component comprising one or more XXX-type triglycerides having a fatty acid residue X having a carbon number x at the 1-3 position of glycerol, wherein the carbon number x is an integer selected from 16 to 20, the oil component comprising β-type oil, and the loose pack density of the powdered oil composition being 0.05-0.6 g / cm³. 3 Preferably, in the X-ray diffraction peaks of this oil component, the β-type... The characteristic peaks nearby are similar to those of the α type. The intensity ratio of the nearby characteristic peaks: The concentration is 0.6 to 1, and preferably the cohesion of the powdered oil composition is 60% or less.

[0160] The method for manufacturing the above-mentioned powdered oil composition includes the following steps:

[0161] (a) The process of preparing a solid oil composition raw material containing type XXX triglycerides;

[0162] (b) The solid oil composition raw material obtained in step (a) is preferably heated in a non-melting manner at a temperature below its melting point, so that the oil component in the solid oil composition raw material is converted into β-type oil (preferably with an X-ray diffraction peak intensity ratio of 0.6 to 1), thereby obtaining a composition raw material containing β-type oil; and

[0163] (c) A process of pulverizing the raw material containing β-type oil obtained in step (b) by pulverizing the raw material by collision with each other without mechanical pulverization to obtain a powdered oil composition.

[0164] The following describes the above processes (a) to (c).

[0165] (a) Raw material preparation process

[0166] The solid oil and fat composition raw material containing type XXX triglycerides prepared in step (a) can be manufactured using a conventional method for manufacturing oils and fats containing type XXX triglycerides, which contain one or more fatty acid residues X having carbon atoms x at positions 1 to 3 of glycerol, or it can be readily obtained from the market. This solid oil and fat composition raw material can be in any shape, such as powder, flakes, or lumps. Here, the type XXX triglyceride with the specific carbon atom number x and fatty acid residue X described above can be identical to the type XXX triglyceride of the final target powder oil and fat composition or oil component, except for the crystal polymorph. That is, regardless of whether the crystal polymorph is β-type, the details of the terms such as type XXX triglyceride, oil component, and powder oil and fat composition can be applied according to the definitions described above. This raw material can contain α-type oils, β'-type oils, or β-type oils.

[0167] The solid oil and fat composition raw material may contain one or more types of XXX-type triglycerides as described above, preferably one or two, more preferably one.

[0168] Specifically, for example, the aforementioned type XXX triglycerides can be manufactured by direct synthesis using fatty acids or fatty acid derivatives and glycerol. Examples of methods for the direct synthesis of type XXX triglycerides include: (i) a method of directly esterifying a fatty acid X (carbon number x) with glycerol (direct esterification); (ii) a method of reacting a fatty acid alkyl ester (e.g., fatty acid methyl ester and fatty acid ethyl ester) formed by bonding the carboxyl group of a fatty acid X (carbon number x) to an alkoxy group with glycerol under alkaline or acidic catalytic conditions (transesterification synthesis using fatty acid alkyl esters); and (iii) a method of reacting a fatty acid halide (e.g., fatty acyl chloride and fatty acyl bromide) formed by replacing the hydroxyl group of the carboxyl group of a fatty acid X (carbon number x) with a halogen with glycerol under an alkaline catalytic condition (acyl halide synthesis).

[0169] Type XXX triglycerides can be manufactured by any of the methods described in (i) to (iii) above. From the viewpoint of ease of manufacture, (i) direct ester synthesis or (ii) transesterification synthesis using fatty acid alkyl esters is preferred, and (i) direct ester synthesis is more preferred.

[0170] When manufacturing type XXX triglycerides by (i) direct ester synthesis, from the point of view of manufacturing efficiency, it is preferable to use 3 to 5 moles of fatty acid X or fatty acid Y relative to 1 mole of glycerol, and more preferably 3 to 4 moles.

[0171] The reaction temperature for the direct esterification of XXX type triglycerides can be any temperature sufficient to remove the water produced by the esterification reaction from the system, for example, preferably 120°C to 300°C, more preferably 150°C to 270°C, and even more preferably 180°C to 250°C. By carrying the reaction at 180°C to 250°C, XXX type triglycerides can be produced particularly efficiently.

[0172] In the (i) direct esterification of XXX type triglycerides, a catalyst that promotes the esterification reaction can be used. Examples of catalysts include acid catalysts and alkaline earth metal alkoxides. The amount of catalyst used is preferably about 0.001 to 1% by mass relative to the total mass of the reactants.

[0173] In the (i) direct esterification of XXX type triglycerides, after the reaction, the catalyst or unreacted raw materials can be removed by known purification treatments such as water washing, alkaline deacidification and / or vacuum deacidification, and adsorption treatment. The obtained reactants can be further purified by performing decolorization and deodorization treatments.

[0174] For example, when the total mass of all triglycerides contained in the raw material or oil component is set as 100% by mass, the amount of type XXX triglycerides contained in the above-mentioned solid oil composition raw material is 100-50% by mass, preferably 95-55% by mass, more preferably 90-60% by mass, and especially more preferably 85-65% by mass.

[0175] <Other Triglycerides>

[0176] Other triglycerides that are raw materials for solid oil and fat compositions containing type XXX triglycerides may include various triglycerides other than the type XXX triglycerides described above, as long as the effects of the present invention are not impaired. Examples of other triglycerides include, for instance, X2Y type triglycerides, in which one fatty acid residue X of the type XXX triglyceride is replaced by fatty acid residue Y, and XY2 type triglycerides, in which two fatty acid residues X of the type XXX triglyceride are replaced by fatty acid residue Y.

[0177] For example, when the total mass of all triglycerides is set to 100% by mass, the amount of the other triglycerides mentioned above is 0 to 50% by mass, preferably 5 to 45% by mass, more preferably 10 to 40% by mass, and even more preferably 15 to 35% by mass.

[0178] Furthermore, as a raw material for the solid oil and fat composition of the present invention, a substance obtained by hydrogenation, transesterification, or fractionation of a naturally sourced triglyceride composition can be used instead of directly synthesizing the aforementioned XXX type triglycerides. Examples of naturally sourced triglyceride compositions include, for example, rapeseed oil, soybean oil, sunflower oil, high-oleic sunflower oil, safflower oil, palm stearin, and mixtures thereof. Hydrogenated oils, partially hydrogenated oils, and highly hydrogenated oils of these naturally sourced triglyceride compositions are particularly preferred examples. More preferably, hard palm stearin, highly hydrogenated high-oleic sunflower oil, highly hydrogenated rapeseed oil, and highly hydrogenated soybean oil are also preferred, with highly hydrogenated rapeseed oil being even more preferred.

[0179] Furthermore, commercially available triglyceride compositions or synthetic oils can be cited as raw materials for the solid oil composition of the present invention. Examples of triglyceride compositions include hard palm stearin (manufactured by Nissin Oriyo Group Co., Ltd.), highly hydrogenated rapeseed oil (manufactured by Yokogaki Oil & Fat Industry Co., Ltd.), and highly hydrogenated soybean oil (manufactured by Yokogaki Oil & Fat Industry Co., Ltd.). Additionally, examples of synthetic oils include tripalmitoylglycerol (manufactured by Tokyo Chemical Industry Co., Ltd.), tristearate (manufactured by Sigma-Aldrich), tristearate (manufactured by Tokyo Chemical Industry Co., Ltd.), and triarachidonic acid glyceride (manufactured by Tokyo Chemical Industry Co., Ltd.).

[0180] <Other Ingredients>

[0181] As raw materials for the aforementioned solid oil and fat composition, in addition to the aforementioned triglycerides, other components such as metaglycerides, fatty acids, antioxidants, emulsifiers, and solvents such as water may be included in any quantity. The amount of these other components can be arbitrary as long as it does not impair the effects of the present invention. For example, when the total mass of the oil and fat composition raw materials is set to 100% by mass, the amount of these other components can be 0 to 5% by mass, preferably 0 to 2% by mass, and more preferably 0 to 1% by mass.

[0182] When the above-mentioned solid oil-oil composition raw materials contain multiple components, they can be mixed arbitrarily. As long as a homogeneous reaction substrate can be obtained, any known mixing method can be used, such as a paddle mixer, an AGI HOMO MIXER vacuum emulsifier-dispersant, a dispersion mixer, a V-type mixer, a W-type mixer, a ribbon mixer, etc.

[0183] (b) The process of converting to β-type oil

[0184] Before step (c), the oil component in the solid oil composition raw material prepared in step (a) above is converted into β-type oil (preferably with a peak intensity ratio of 0.6 to 1 in X-ray diffraction), thus changing its crystal polytype.

[0185] In the process of converting to β-type grease, the grease components are transformed into components containing β-type grease. This can be determined by the intensity ratio of the characteristic peaks of β-type to the characteristic peaks of α-type in X-ray diffraction: [Intensity of characteristic peak of β-type / (Intensity of characteristic peak of α-type + Intensity of characteristic peak of β-type)] (peak intensity ratio).

[0186] Specifically, based on knowledge related to the aforementioned X-ray diffraction measurements, the characteristic peaks of the β-type are calculated. The peak intensity and the characteristic peak of the α type are... The ratio of peak intensity: peak intensity near 19° / (peak intensity near 19° + peak intensity at 21°) As an indicator of the amount of β-type oils present in the aforementioned oil components, "containing β-type oils" can be understood as "containing β-type oils".

[0187] That is, when the peak intensity ratio is 0, it can be known that all are α-type oils; when the peak intensity ratio is 1, it can be known that all are β-type oils; furthermore, if the peak intensity ratio is close to 1, it can be known that β-type oils are more abundant. Ideally, the above-mentioned oil components are all β-type oils (i.e., peak intensity ratio = 1).

[0188] Therefore, in the process of converting to β-type oil, the oil is processed in such a way that the peak intensity ratio of the oil components is preferably 0.6 to 1, more preferably 0.7 to 1, even more preferably 0.8 to 1, even more preferably 0.9 to 1, and particularly preferably 0.95 to 1.

[0189] The method for converting to β-type grease involves heating the solid grease composition raw material obtained in step (a) in a non-melting state at a temperature below its melting point. Here, "melting point" refers to the melting point of the grease composition raw material, more preferably the melting point of the grease component within the grease composition raw material. It is important that the grease composition raw material is non-melting, that is, that the grease component is converted to β-type grease in a non-melting manner. The heating temperature is preferably kept constant throughout the entire heating process. Here, "constant" means, for example, appropriately controlling the temperature variation to ±3°C, preferably ±1°C, and more preferably ±0.5°C.

[0190] In addition, heating is preferably performed at a temperature at which the oil components in the solid oil composition raw material do not melt during the entire heating process.

[0191] The process of converting solid oil composition raw materials into β-type oils by heating can be carried out by placing the solid oil composition raw materials in a constant temperature bath and allowing them to stand, or by stirring the raw materials using a machine such as a horizontal mixing tank, i.e., heating while the materials are not standing. The method of heating while the materials are not standing shortens the conversion time to β-type oils, thus offering the advantage of increased production efficiency.

[0192] For example, a heating temperature of 1 to 30°C lower than the melting point of a solid oil composition raw material containing an oil component of an XXX-type triglyceride containing one or more fatty acid residues of carbon number x at positions 1 to 3 of glycerol, preferably 2 to 27°C lower than the melting point, more preferably 3 to 23°C lower than the melting point, and even more preferably 3 to 19°C lower than the melting point is appropriate.

[0193] For example, in the case of XXX-type triglycerides having 3 stearic acid residues with 18 carbon atoms, since the melting point of β-type fats is 74°C (Table 1), the heating temperature is preferably 1 to 30°C lower than the melting point (i.e., 44 to 73°C), more preferably 2 to 27°C lower than the melting point (i.e., 47 to 72°C), even more preferably 3 to 23°C lower than the melting point (i.e., 51 to 71°C), and even more preferably 3 to 19°C lower than the melting point (i.e., 55 to 71°C).

[0194] Furthermore, in the case of XXX-type triglycerides with a carbon number of 16 (x), the heating temperature is preferably 36–65°C, more preferably 39–64°C. When the carbon number of x is 20, the heating temperature is preferably 48–77°C, more preferably 51–76°C.

[0195] In addition, for example, in the case of highly hydrogenated rapeseed oil in flake form with a melting point of 67°C, it is appropriate to heat the oil at a temperature 1 to 30°C lower than the melting point (i.e., 37 to 66°C), preferably at a temperature 2 to 27°C lower than the melting point (i.e., 40 to 65°C), more preferably at a temperature 3 to 23°C lower than the melting point (i.e., 44 to 64°C), and even more preferably at a temperature 3 to 19°C lower than the melting point (i.e., 48 to 64°C).

[0196] The heating time is sufficient to allow for the conversion to β-type oils; for example, 10 minutes or more, preferably 20 minutes to 120 hours, more preferably 30 minutes to 100 hours, and even more preferably 30 to 72 hours is appropriate.

[0197] The solid oil and fat composition raw materials can be processed in either a static or non-static state (b).

[0198] As a method of heating in a static state, one can exemplify this by placing the solid oil and fat composition raw material in a constant temperature room or a constant temperature bath for heating. To shorten the heating time in a static state, it is preferable to heat the raw material while it is being heated in a state where heat is transferred to the entire raw material. To achieve this, it is preferable to reduce the height of the raw material's accumulation during heating. As a method of heating while reducing the height of the raw material's accumulation, for example, one can exemplify this by spreading the solid oil and fat composition raw material in a stainless steel container with a length of 10-100 cm, a width of 10-100 cm, and a height of 5-30 cm, and then heating it in a constant temperature room or a constant temperature bath. It should be noted that if shortening the heating time is not required, it is not necessary to reduce the height of the raw material's accumulation.

[0199] There is no particular limitation on the heating time when heating in a static state, as long as it is sufficient to convert the oil components into β-type oils. For example, 20 minutes or more is preferred, 30 minutes to 120 hours is more preferred, 10 to 100 hours is even more preferred, and 15 to 72 hours is even more appropriate. If the heat transfer to the solid oil composition raw material is fast in order to reduce the stacking height of the heat-treated material, it can be converted into β-type oil in a short time. However, if the stacking height of the raw material is high and the heat transfer to the raw material is slow, a longer heating time is required.

[0200] As a form of heating in a non-static state, for example, a method can be described as heating a solid oil composition raw material while stirring it using a horizontal stirring tank.

[0201] There is no particular limitation on the heating time when heating in a static state, as long as it is sufficient for the oil components to transform into β-type oils. For example, 10 minutes or more, 15 minutes or more, or 20 minutes or more are appropriate. The upper limit of the heating time is preferably less than 5 hours, and more preferably less than 2 hours. Considering factors such as work efficiency, a shorter heating time is preferred.

[0202] (c) A process of obtaining a powdered oil composition by pulverizing the raw materials through collision with each other.

[0203] The powdered oil composition can be obtained by pulverizing the raw materials containing β-type oils obtained in step (b) by colliding them with each other using an air jet mill or similar device that does not involve mechanical pulverization.

[0204] Pulverization by causing raw materials to collide with each other can be performed using air jet mills or similar equipment without mechanical pulverization. "Mechanical pulverization" refers to pulverization using impellers, hammers, or other pulverizing devices installed in cyclone mills, hammer mills, etc. "Without mechanical pulverization" can be interpreted as not performing mechanical pulverization simultaneously with "pulverization by causing raw materials to collide with each other." In this invention, as an initial pulverization step, it is permissible to crush the raw materials obtained in step (b) using a crusher and perform mechanical pulverization. However, before immediately obtaining the final powdered oil composition, pulverization is performed solely by causing the raw materials to collide with each other; in this case, it is preferable to completely omit mechanical pulverization. Here, "air jet milling" refers to a method of pulverizing a moving object by causing it to collide with each other using an airflow such as compressed air. Unlike mechanically pulverizing the object, because the objects collide with each other, the surface of the pulverized particles does not undergo changes in surface properties such as smoothing by hammer surfaces, resulting in finer particles. Furthermore, by using an air jet mill equipped with a classifier, particles with the desired particle size can be obtained. As for "air jet mills", examples include fluidized bed air jet mills and fluidized bed jet mills. More specifically, examples include the "fluidized bed jet mill 200AFG" manufactured by Hosokawa Micron Co., Ltd.

[0205] For example, when using the fluidized bed jet mill described above, the classification speed can be, for example, 1800 to 12000 rpm. There is a tendency that the higher the classification speed, the smaller the average particle size of the resulting powdered oil composition. Therefore, by changing the classification speed, the average particle size of the resulting particles can be adjusted.

[0206] The above-mentioned step (c) is preferably a step before obtaining the final powdered oil composition immediately. As long as the raw materials are ultimately crushed by collision with each other, and the final powdered oil composition is obtained without subsequent mechanical crushing, the crushing can be performed using a crusher or the like before crushing with an air jet mill. In addition, the crushing of the oil composition raw materials that are transformed into β-type oils by heating can be performed after the product temperature has been cooled to room temperature (25°C ± 5°C).

[0207] <Uses of Powdered Oil Compositions>

[0208] The powdered oil composition of the present invention can be used in various fields using powdered oils as raw materials. In particular, it can be used in the food industry, including bread, pastries, cake flour, flour, dusting powder, batter, tempura flour, fried chicken powder, powdered starch, and powdered potato starch. Furthermore, the powdered oil composition of the present invention can be used as a powder flowability improver to enhance the flowability of powdered foods and the like.

[0209] <Food and non-food products containing oil and fat compositions>

[0210] The content of the powdered oil composition in the food of the present invention varies depending on the type of food. For example, when the final food product is set as 100% by mass, it is, for example, 0.1 to 99% by mass, preferably 0.1 to 90% by mass, more preferably 0.5 to 80% by mass, and even more preferably 1 to 70% by mass. The food of the present invention can be manufactured using known methods, except that it uses the powdered oil composition of the present invention as a raw material. When using a powdered food, the average particle size of the powdered food is, for example, 1 to 100 μm, preferably 10 to 50 μm, more preferably 20 to 40 μm. Furthermore, the above-mentioned food can also be used in the same way in non-food powders other than food products.

[0211] <Powder Flowability Improver>

[0212] The powdered oil composition used in this invention can be used as a powder flowability improver to enhance the flowability of powders. For example, if the powdered oil composition used in this invention is added as part of the raw materials for powdered foods such as starch, the flowability of existing powdered foods can be improved. Improvement in flowability can be confirmed, for example, using the relative values ​​of cohesion and angle of repose. Preferred relative values ​​of cohesion and angle of repose are as described above.

[0213] The powder flowability improver of the present invention only needs to contain the above-mentioned powder oil composition as an effective ingredient. In addition, without impairing the effect of the present invention, it may contain other ingredients such as dextrin, starch and other excipients, emulsifiers and so on.

[0214] The powder flowability improver of the present invention contains the above-described powder oil composition. Preferably, the powder flowability improver of the present invention contains 50-100% by mass, more preferably 80-100% by mass, and even more preferably 90-100% by mass of the above-described powder oil composition.

[0215] In this invention, the preferred powder flowability improver is preferably composed substantially only of the powder oil composition. Furthermore, "substantially" means that when the powder flowability improver is set to 100% by mass, the components other than the powder oil composition contained in the powder flowability improver are, for example, 0-10% by mass, preferably 0-5% by mass, and more preferably 0-3% by mass.

[0216] Furthermore, the amount of the powder flowability improver of the present invention added to powdered foods (such as starch) is preferably 0.05 to 20% by mass, more preferably 0.08 to 10% by mass, and even more preferably 0.1 to 5% by mass.

[0217] Example

[0218] The present invention will now be described in detail through manufacturing examples and comparative manufacturing examples.

[0219] [Analysis Methods]

[0220] The various analytical methods used will be explained below. Part of the explanation will be based on manufacturing example 1. Unless otherwise specified, the same analysis will be performed in all manufacturing examples and comparative manufacturing examples described herein.

[0221] • Triglyceride composition

[0222] The triglyceride composition was determined by gas chromatography. The determination conditions are shown below. Gas Chromatography Analysis Conditions

[0223] DB1-HT (0.32mm × 0.1μm × 5m) Agilent Technologies (123-1131)

[0224] Injection volume: 1.0 μL

[0225] Inlet temperature: 370℃

[0226] Detector: 370℃

[0227] Flow split ratio: 50 / 1 35.1kPa constant pressure

[0228] Column CT: 200℃ (hold for 0 min) ~ (15℃ / min) ~ 370℃ (hold for 4 min)

[0229] X-ray diffraction measurement

[0230] Using an X-ray diffraction apparatus (Rigaku Corporation, Smart Lab 9kW fully automated multi-functional X-ray diffraction apparatus), Using a Cu filter as the X-ray source, measurements were performed at an output power of 9.0 kW, an operating angle of 0.96–30.0°, and a measurement speed of 20° / min. This measurement confirmed the presence of α-type, β'-type, and β-type lipids in lipid components containing XXX-type triglycerides. Only those with… Nearby peaks and do not have 4.1~ In the case of nearby peaks, it can be determined that all oil components are β-type oils.

[0231] Therefore, based on the results of the above X-ray diffraction measurements, This value is used as an indicator of the amount of β-type oils present.

[0232] • Cohesion

[0233] Cohesion was measured using a POWDER TESTER PT-X (manufactured by Hosokawa Micron Co., Ltd.).

[0234] Specifically, three circular sieves (upper sieve: 355 μm, middle sieve: 250 μm, lower sieve: 150 μm) with different aperture diameters of 7.5 cm, selected according to bulk density, were stacked together. Approximately 2 g of the powdered oil composition of Manufacturing Example 1 was fed to the upper sieve, and the entire sieve was vibrated horizontally with a vibration time of 106 seconds and an amplitude of 1 mm. Subsequently, the mass of the powdered oil composition of Manufacturing Example 1 remaining on each sieve was weighed, and the cohesion degree was calculated using the following formula (II). It should be noted that the cohesion degree was determined by measuring one sample powder (the powdered oil composition of Manufacturing Example 1) three times, and the average value of the calculated values ​​was taken as the cohesion degree of the powdered oil composition of Manufacturing Example 1.

[0235] Cohesion (%) = (U / N + M / N × 3 / 5 + L / N × 1 / 5) × 100 (II)

[0236] (In the formula, U: mass of sample powder on the upper sieve (g), M: mass of sample powder on the middle sieve (g), L: mass of sample powder on the lower sieve (g), N: initial mass of sample powder (g))

[0237] It should be noted that the vibration time (T (seconds)) can be calculated using the methods described in Equations (III) and (IV) in the [Detailed Implementation].

[0238] T (seconds) = 20 + {(1.6 - W) / 0.016} (III)

[0239] (W is the dynamic bulk density of the powder, calculated by the following formula (IV))

[0240] W = (QP)C / 100 + P (IV)

[0241] (In the formula, P: loose density, Q: tapped density, C: compressibility) When W≥1.6, T=20.

[0242] Loose packing density

[0243] Loose packing density (g / cm³) 3 The value is obtained by dividing the mass of the powder by the total volume occupied by the powder, that is, the mass of the powder per unit of total volume.

[0244] The bulk density was determined using a POWDER TESTER PT-X (manufactured by Hosokawa Micron Co., Ltd.). The POWDER TESTER PT-X employs an injection method, where air-containing powder particles are allowed to fall freely into a container via sinusoidal wave vibration.

[0245] Specifically, 200–300 cm³ of powder sample is fed into a circular sieve with a diameter of 7.5 cm and an aperture of 1.7 mm. 3 The powder sample, vibrating with an amplitude of 1.5 mm, falls freely from the sieve (due to the vibration of a sine wave). The powder sample, falling freely from a height of 27 cm, is injected into a 100 cm stainless steel container positioned beneath the sieve. 3 After the powder sample overflows from the cup (approximately 5 cm in inner diameter × 5 cm in height), stop vibrating the sieve. Then, use a rectangular scraper to scrape off the excess powder sample from the top surface of the cup. Determine the mass (A(g)) of the powder sample in the cup, and calculate the loose density using the following formula (V). It should be noted that the loose density is determined three times for each sample, and the average value is taken as the loose density value of that sample.

[0246] Loose packing density (g / cm³) 3 )=A(g) / 100(cm 3 (V)

[0247] • Tap density

[0248] 100cm stainless steel container after measuring loose density 3 A cylindrical lid with a hole of the same size as the cup (5.04cm in diameter x 4cm in height, open at both ends) is installed on the upper part of the opening of the cup (approximately 5cm in inner diameter x 5cm in height), extending the opening of the cup. A 100cm stainless steel container with the cylindrical lid attached is then placed on top of the cup. 3 The cup is placed below a circular sieve with a diameter of 7.5 cm and an aperture of 1.7 mm. Powder sample is fed into the sieve in a depth of 200–300 cm. 3 The sample is vibrated with an amplitude of 1.5 mm and falls from the sieve (free-falling due to the vibration of a sine wave). A sufficient amount of the sample, which has fallen freely from a height of 27 cm, is injected into a 100 cm stainless steel container located below. 3The sample was compacted by vibrating the cup 180 times (18mm stroke, 60 times / minute). Vibration reduced the volume of the powder particles. If, during compaction, the powder level was lower than the top of the cup due to volume reduction, the sample was poured into the cup again using the same method until the powder level was higher than the top. After compaction, the lid was removed, and excess sample was scraped off the cup surface with a spatula. The mass (B(g)) was measured, and the compacted density was calculated using the following formula (VI).

[0249] Tap density is the value of the sample's tap density, which is determined by measuring a sample three times and taking the average value.

[0250] Tap density (g / cm³) 3 )=B(g) / 100(cm 3 (VI)

[0251] Compression

[0252] The compressibility C (%) is calculated using the loose packing density P and the tapped density Q from the following formula (VII).

[0253] C(%)=100×(QP) / Q (VII)

[0254] · Relative value of the angle of repose

[0255] A mixed powder was prepared by adding 3g of the powdered oil composition of Manufacturing Example 1 to 297g of powdered potato starch (product name: Japanese chestnut powder (Hokkai) (manufactured by Hinokoku Food Industry Co., Ltd.), with an average particle size of 34.8μm as determined by laser diffraction scattering method described later). The mixed powder was then stirred in a food processor (product name: "Food Processor 1.9L", manufactured by Conair Japan GK) for 20 seconds to prepare a sample. Samples in place of the powdered oil composition of Manufacturing Examples 2-4 and Comparative Examples 1-9 were also prepared by the same method.

[0256] As a control, the powdered potato starch without the added powdered oil composition was also mixed in a food processor for 20 seconds to prepare a control sample.

[0257] The angle of repose of the obtained samples was measured using a POWDER TESTER PT-X (manufactured by Hosokawa Micron Co., Ltd.).

[0258] Specifically, 200–300 cm³ of powder sample is fed into a circular sieve with a diameter of 7.5 cm and an aperture of 1.7 mm. 3The powder sample was vibrated with an amplitude of 1.5 mm and allowed to fall freely through a sieve (due to the vibration of a sine wave). After passing through a 5 mm diameter funnel located at the bottom of the sieve, the sample was allowed to fall from a height of 7.5 cm onto a circular platform (8 cm in diameter), accumulating until the powder overflowed from the end of the platform. The angle between the free surface of the resulting powder accumulation layer and the horizontal was calculated using an image, and this value was taken as the angle of repose.

[0259] The angle of repose is the average of three measurements taken from a single sample.

[0260] Next, using the measured value of the angle of repose, the relative value of the angle of repose is calculated by the following formula (I).

[0261] Relative value of angle of repose (%) = [Angle of repose of the mixture of the powdered oil composition and the powdered potato starch] / [Angle of repose of the powdered potato starch alone, excluding the powdered oil composition] × 100 (I)

[0262] (In formula (I), "mixed powder" contains 1% by mass of powder oil composition relative to the total mass of the mixed powder)

[0263] Specific surface area

[0264] Specific surface area (cm²) of powdered oil composition 2 / g) was determined using the nitrogen adsorption method (multi-point method).

[0265] Specifically, 1.2–1.5 g of sample was collected and placed in a sample cell. The sample was degassed under reduced pressure for 24 hours at room temperature (25°C) using a pretreatment device (Micromeritics, device name "VacPrep 061"). The specific surface area was then determined using a nitrogen adsorption method (multi-point method) with a specific surface area determination and analysis device (Micromeritics, device name "3Flex").

[0266] • Average particle size

[0267] The average particle size was determined as follows: Using a particle size distribution measuring apparatus (manufactured by Shimadzu Corporation, apparatus name: SALD-2300), based on laser diffraction scattering method (ISO13320, JIS Z 8825-1), the volume average particle size distribution was measured by dry measurement to obtain the volume average particle size (MV). The obtained volume average particle size (MV) was taken as the average particle size. The volume average particle size (MV) was calculated using the following formula, taking the values ​​of the particle diameter, particle volume, and the sum of particle volumes.

[0268] Volume average particle size [MV] = (sum of particle diameters × particle volume) / sum of particle volumes

[0269] • Visual inspection

[0270] The appearance of various powdered oil compositions obtained by visual observation.

[0271] In addition, the shape of the particles of the powdered oil composition was observed at 10,000x magnification using an electron microscope (manufactured by Nippon Electron Ltd., "JSM-7500F").

[0272] The following describes the vapor deposition method for samples observed using an electron microscope.

[0273] First, conductive tape was applied to a copper plate, and the sample powder was placed on it. To remove excess sample, a nitrogen-filled blower was used. Then, an osmium vapor deposition process (30 nm) was performed using an osmium plasma deposition system (manufactured by Nippon Laser & Electronics Lab., “OPC-80”).

[0274] • The size of the flakes present on the surface of the particles in the powdered oil composition

[0275] The size of the flakes present on the surface of the particles of the powdered oil compositions obtained in Manufacturing Examples 1-4 and Comparative Example 1 was determined using the electron microscope images described above.

[0276] The long side (μm), short side (μm), and thickness (μm) of the thin sections captured in electron microscope images were measured. Measurements were performed on 10 thin sections, and the average value was calculated.

[0277] ·raw material

[0278] The details of the highly hydrogenated rapeseed oil flakes used as raw materials in the manufacturing examples and comparative manufacturing examples are as follows.

[0279] Manufactured by Yokogaki Oil & Fat Industry Co., Ltd., this α-type oil contains 79.6% by mass of XXX-type triglycerides (with a fatty acid residue X (stearic acid residue) having 18 carbon atoms at positions 1-3 of glycerol) when the total mass of highly hydrogenated rapeseed oil is set at 100% by mass. Peak intensity ratio: 0.03, melting point: 67°C.

[0280] Manufacturing Examples 1-4 (Constant Temperature Chamber, Fluidized Bed Jet Mill)

[0281] 20 kg of highly hydrogenated rapeseed oil in flake form was placed in a paper bag (length: 800 mm, width: 450 mm, thickness: 150 mm) and placed in a constant temperature chamber (width: 5100 mm × height: 2100 mm × depth: 4050 mm, manufactured by ESPEC Co., Ltd., device name "TBUU") and left to stand at 62°C for 64 hours without melting to obtain flake oil.

[0282] 12.0 kg of the obtained flake-like oil was crushed using a crusher to obtain oil fragments. 6.0 kg of the obtained oil fragments were then pulverized using an air jet mill (manufactured by Hosokawa Micron Co., Ltd., device name "Fluidized Bed Counter-Jet Air Jet Mill 200AFG") by collision between the raw materials, yielding 4.8 kg of a powdered oil composition (when the total mass of the powdered oil composition is set to 100% by mass, the content of XXX-type triglycerides with fatty acid residues X (stearic acid residues) having 18 carbon atoms at positions 1-3 of glycerol is 79.6% by mass). It should be noted that Manufacturing Examples 1-4 were manufactured using the same method, except that the grading speed during pulverization differed as shown in Table 2. The crystal polymorph of the oil in the powdered oil compositions of Manufacturing Examples 1-4 was confirmed as β-type by X-ray diffraction analysis. Table 2 shows the pulverization conditions of the air jet mill, the appearance of each sample, the analytical values, and the crystal polymorph of the oil in each powdered oil composition confirmed by X-ray diffraction analysis.

[0283] [Table 2]

[0284]

[0285] Based on the above-described appearance observation, electron microscopy was used to observe the particles of the powdered oil compositions of Manufacturing Examples 1-4. The results showed that the particles were present on the surface, with multiple thin flakes aggregated to form an irregular shape with uneven surfaces. For reference, the electron micrograph of Manufacturing Example 1 is shown below. Figure 1 The electron microscope images of manufacturing Example 4 are shown above. Figure 2 .

[0286] Manufacturing Example 5 (β-treatment only, constant temperature chamber)

[0287] A constant temperature chamber was used to study the β-conversion treatment of α-type oils.

[0288] Specifically, 6 kg of highly hydrogenated rapeseed oil in flake form was spread out in a stainless steel container (width: 530 mm × depth: 325 mm × height: 200 mm) and placed on a steel frame (width: 760 mm × depth: 460 mm × height: 1795 mm) inside a constant temperature chamber (width: 5100 mm × height: 2100 mm × depth: 4050 mm, manufactured by ESPEC Co., Ltd., device name "TBUU"). The mixture was then heated at 40°C for 28 days to obtain 6 kg of heat-treated flake oil (when the total mass of the powdered oil composition is set to 100% by mass, the content of XXX type triglycerides with fatty acid residues X (stearic acid residues) having 18 carbon atoms at positions 1 to 3 of glycerol is 79.6% by mass).

[0289] X-ray diffraction analysis confirmed that the crystal polymorph of the heat-treated flaky grease was β-type. Table 3 shows the heating method, appearance, analytical values, and crystal polymorph of the grease confirmed by X-ray diffraction analysis.

[0290] Manufacturing Example 6 (β-treatment only, constant temperature chamber)

[0291] A constant temperature chamber was used to study the β-conversion treatment of α-type oils.

[0292] Specifically, 6 kg of highly hydrogenated rapeseed oil in flakes was spread out in a stainless steel container (width: 530 mm × depth: 325 mm × height: 200 mm) and placed on a steel frame (width: 760 mm × depth: 460 mm × height: 1795 mm) inside a constant temperature chamber (width: 5100 mm × height: 2100 mm × depth: 4050 mm, manufactured by ESPEC Co., Ltd., device name "TBUU"). The mixture was heated at 62°C for 15 hours to obtain 6 kg of heat-treated flake oil (when the total mass of the powdered oil composition is set to 100% by mass, the content of XXX type triglycerides with fatty acid residues X (stearic acid residues) having 18 carbon atoms at positions 1 to 3 of glycerol is 79.6% by mass).

[0293] X-ray diffraction analysis confirmed that the crystal polymorph of the heat-treated flaky grease was β-type. Table 3 shows the heating method, appearance, analytical values, and crystal polymorph of the grease confirmed by X-ray diffraction analysis.

[0294] Manufacturing Example 7 (β-treatment only, horizontal stirred tank)

[0295] The β-conversion of α-type oils was studied using a horizontal mixing tank.

[0296] Specifically, a horizontal mixing tank (manufactured by MATSUBO Co., Ltd., device name "...") is used. 4.0 kg of highly hydrogenated rapeseed oil in flake form (MIXERM20) was heated at 63°C and 100 rpm for 30 minutes to obtain 3.8 kg of XXX-type triglycerides (with the total mass of the powdered oil composition set at 100% by mass, the content of fatty acid residue X (stearic acid residue) with 18 carbon atoms at positions 1-3 of glycerol was 79.6% by mass). X-ray diffraction analysis confirmed that the crystal polymorph of the heated flake oil was β-type. Table 3 shows the heating method, appearance, analytical values, and the crystal polymorph of the oil confirmed by X-ray diffraction analysis.

[0297] Manufacturing Example 8 (β-treatment only, horizontal stirred tank)

[0298] The β-conversion of α-type oils was studied using a horizontal mixing tank.

[0299] Specifically, a horizontal mixing tank (manufactured by MATSUBO Co., Ltd., device name "...") is used. 4.0 kg of highly hydrogenated rapeseed oil in flake form (MIXERM20) was heated at 65°C and 50 rpm for 1 hour to obtain 3.8 kg of XXX-type triglycerides (with the total mass of the powdered oil composition set at 100% by mass, the content of fatty acid residue X (stearic acid residue) with 18 carbon atoms at positions 1-3 of glycerol was 79.6% by mass). X-ray diffraction analysis confirmed that the crystal polymorph of the heated flake oil was β-type. Table 3 shows the heating method, appearance, analytical values, and the crystal polymorph of the oil confirmed by X-ray diffraction analysis.

[0300] [Table 3]

[0301]

[0302] As shown in Table 3 above, heating α-type oils at temperatures between 40°C and 65°C allows the raw materials to be converted into β-type oils without melting. Furthermore, comparisons of heating times using the same heating apparatus in Manufacturing Examples 5 and 6, and 7 and 8, reveal a trend where higher heating temperatures result in shorter conversion times to β-type oils. Moreover, it is evident that heating the raw materials in a stirred, non-static state, as in Manufacturing Examples 7 and 8, is more effective in shortening the conversion time to β-type oils compared to heating them in a static state, as in Manufacturing Examples 5 and 6.

[0303] Comparative manufacturing example 1 (without β-treatment, fluidized bed to jet mill)

[0304] 12.0 kg of highly hydrogenated rapeseed oil in flake form was crushed using a crusher to obtain 11.5 kg of oil fragments. 6.0 kg of the obtained oil fragments were then pulverized using an air jet mill (manufactured by Hosokawa Micron Co., Ltd., device name "Fluidized Bed Counter-Jet Air Jet Mill 200AFG") to obtain 4.8 kg of a powdered oil composition (when the total mass of the powdered oil composition is set to 100% by mass, the content of XXX-type triglycerides with fatty acid residues X (stearic acid residues) having 18 carbon atoms at positions 1-3 of glycerol is 79.6% by mass). X-ray diffraction analysis confirmed that the crystal polymorphs of the oil in the obtained powdered oil composition were α-type and β-type.

[0305] It should be noted that no heat treatment was performed in Comparative Example 1, but it is believed that the heat generated during the pulverization of the air jet mill caused a portion of the α-type grease to be converted into β-type grease.

[0306] Table 4 shows the pulverization conditions of the air jet mill, the appearance of the samples, the analytical values, and the crystal polymorphs of the oils in the powdered oil compositions confirmed by X-ray diffraction analysis.

[0307] [Table 4]

[0308]

[0309] Based on the above-described appearance observation, electron microscopy was used to observe the particles of the powdered oil composition manufactured in Comparative Example 1. The results showed that the particles were present on the surface, with multiple thin flakes aggregated to form an irregular shape with uneven surfaces. For reference, electron micrographs of the aforementioned Comparative Example 1 are shown below. Figure 3 .

[0310] Comparative Example 2 (Constant Temperature Room, Cyclone Grinder (Mechanical and Airflow Grinders))

[0311] 6.0 kg of highly hydrogenated rapeseed oil in flakes was spread out in a stainless steel container (width: 530 mm × depth: 325 mm × height: 200 mm) and placed on a steel frame (width: 760 mm × depth: 460 mm × height: 1795 mm) inside a constant temperature chamber (width: 5100 mm × height: 2100 mm × depth: 4050 mm, manufactured by ESPEC Co., Ltd., device name "TBUU"). The mixture was cyclically subjected to 66°C for 4 hours and 63°C for 4 hours three times to obtain flake oil.

[0312] The obtained 6.0 kg of flaky grease was crushed using a crusher to obtain grease crushed material.

[0313] Next, 4.0 kg of the obtained oil fragments were pulverized using a mechanical and airflow pulverizer (manufactured by Shizuoka-Plant Co., Ltd., device name "Cyclone Pulverizer 150BMS") to obtain 3.5 kg of powdered oil composition. Here, the cyclone pulverizer combines the functions of mechanical pulverization using an impeller, airflow pulverization using particle collisions in a high-speed airflow, and centrifugal classification. To further reduce the particle size of the powdered oil composition, 1.3 kg of the obtained powdered oil composition was pulverized again using a mechanical and airflow pulverizer (manufactured by Shizuoka-Plant Co., Ltd., device name "Cyclone Pulverizer 150BMS") to obtain 1.0 kg of powdered oil composition (when the total mass of the powdered oil composition is set to 100% by mass, the content of XXX-type triglycerides with 18 fatty acid residues X (stearic acid residues) at positions 1-3 of glycerol is 79.6% by mass). X-ray diffraction analysis confirmed that the crystal polymorph of the oil in the obtained powdered oil composition is β-type. Table 5 shows the grinding conditions of mechanical and air-jet pulverizers, the appearance of the samples, analytical values, and the crystal polymorphism of the oil in the powdered oil composition confirmed by X-ray diffraction analysis.

[0314] [Table 5]

[0315]

[0316] Based on the above-mentioned appearance observation, the particles of the powdered oil composition of Comparative Example 2 were observed using an electron microscope. It was found that some particles had irregular shapes without flakes on the surface, while others had irregular shapes with uneven surfaces due to the presence or aggregation of multiple flakes on the surface.

[0317] On the other hand, in the pulverization process using a cyclone pulverizer, there are not only particles with multiple thin flakes on their surface forming irregular shapes, but also particles with irregular shapes that do not have thin flakes on their surface. Figure 4 The reason for the existence of irregularly shaped particles without thin flakes on their surfaces is that, in the pulverization process using a cyclone pulverizer, not only is airflow pulverization performed by the collision of particles with each other in a high-speed airflow, but mechanical pulverization is also performed simultaneously by the impeller, so the thin flakes on the surface are crushed and disappear.

[0318] Therefore, when manufacturing a powdered oil composition in which most of the particles exist on the surface and aggregate into multiple thin sheets to form an irregular shape with uneven surfaces, a pulverizer that does not perform mechanical pulverization, such as an air jet mill, is required in the pulverization process before the final powdered oil composition is obtained.

[0319] Comparative Examples 3-7 (melted and solidified, fluidized bed versus jet mill)

[0320] Two kg of highly hydrogenated rapeseed oil in flake form was spread out in a stainless steel container (width: 530 mm × depth: 325 mm × height: 100 mm). A total of six stainless steel containers were placed on a steel frame (width: 760 mm × depth: 460 mm × height: 1795 mm) inside a constant temperature chamber (width: 5100 mm × height: 2100 mm × depth: 4050 mm, manufactured by ESPEC Co., Ltd., device name "TBUU"). The mixture was kept at 80°C, above the melting point, for 10 hours to completely melt the oil. Then, it was cooled at 60°C for 15 hours to form a solid substance with increased volume and voids. After crystallization, the mixture was cooled to room temperature (25°C) to obtain the oil solid substance.

[0321] 12.0 kg of the obtained solid oil was crushed using a crusher to obtain oil fragments. Next, 10.0 kg of the obtained oil fragments were pulverized using an air jet mill (manufactured by Hosokawa Micron Co., Ltd., device name "Fluidized Bed Counter-Jet Air Jet Mill 200AFG") to obtain 7.8 kg of a powdered oil composition (when the total mass of the powdered oil composition is set to 100% by mass, the content of XXX-type triglycerides with fatty acid residues X (stearic acid residues) having 18 carbon atoms at positions 1-3 of glycerol is 79.4% by mass). X-ray diffraction analysis confirmed that the crystal polymorph of the oil in the obtained powdered oil composition is β-type. Table 6 shows the pulverization conditions of the air jet mill, the appearance of the samples, the analytical values, and the crystal polymorph of the oil in the powdered oil composition confirmed by X-ray diffraction analysis.

[0322] [Table 6]

[0323]

[0324] Based on the above-mentioned appearance observation, electron microscopy was used to observe the particles of the powdered oil compositions of Comparative Examples 3-7. The results showed that the particles did not exist on the surface, nor did they aggregate into multiple thin sheets to form an irregular, uneven shape; rather, they were plate-like. For reference, the electron micrograph of Comparative Example 5 is shown below. Figure 5 .

[0325] Comparative Example 8 (Constant Temperature Room, Cyclone Grinder (Mechanical and Airflow Grinders))

[0326] 2.0 kg of highly hydrogenated rapeseed oil in flake form was spread out in a stainless steel container (width: 530 mm × depth: 325 mm × height: 100 mm). A total of three stainless steel containers were placed on a steel frame (width: 760 mm × depth: 460 mm × height: 1795 mm) inside a constant temperature chamber (width: 5100 mm × height: 2100 mm × depth: 4050 mm, manufactured by ESPEC Co., Ltd., device name "TBUU"). The mixture was kept at 80°C, which is above the melting point, for 10 hours to completely melt the oil. Then, it was cooled at 60°C for 16 hours to form a solid substance with increased volume and voids. After crystallization, the mixture was cooled to room temperature (25°C) to obtain the oil solid substance.

[0327] The obtained 6.0 kg of solid oil was crushed using a crusher to obtain crushed oil.

[0328] Next, 5.8 kg of the obtained oil fragments were pulverized using a mechanical and airflow pulverizer (manufactured by Shizuoka-Plant Co., Ltd., device name "Cyclone Pulverizer 150BMS") to obtain 5.4 kg of powdered oil composition (when the total mass of the powdered oil composition is set to 100% by mass, the content of XXX type triglycerides with fatty acid residues X (stearic acid residues) having 18 carbon atoms at positions 1 to 3 of glycerol is 79.4% by mass).

[0329] Here, the cyclone pulverizer is a pulverizer that combines three functions: mechanical pulverization using an impeller, airflow pulverization using the collision of particles in a high-speed airflow, and centrifugal classification.

[0330] X-ray diffraction analysis confirmed that the crystal polymorph of the oil in the obtained powdered oil composition was β-type.

[0331] Table 7 shows the grinding conditions of mechanical and air-jet pulverizers, the appearance of the samples, analytical values, and the crystal polymorphism of the oils in the powdered oil compositions confirmed by X-ray diffraction analysis.

[0332] [Table 7]

[0333]

[0334] Based on the above-described appearance observation, electron microscopy was used to observe the particles of the powdered oil composition manufactured in Comparative Example 8. The results showed that the particles were not aggregated on the surface, forming an irregular, uneven shape, but rather a plate-like shape. For reference, the aforementioned electron micrographs of Comparative Example 8 are shown below. Figure 6 .

[0335] Comparative Example 9 (Melted crystals, mechanical crusher)

[0336] 2.0 kg of highly hydrogenated rapeseed oil in flake form was spread out in a stainless steel container (width: 530 mm × depth: 325 mm × height: 100 mm). A total of three stainless steel containers were placed on a steel frame (width: 760 mm × depth: 460 mm × height: 1795 mm) inside a constant temperature chamber (width: 5100 mm × height: 2100 mm × depth: 4050 mm, manufactured by ESPEC Co., Ltd., device name "TBUU"). The mixture was kept at 80°C, which is above the melting point, for 10 hours to completely melt the oil. Then, it was cooled at 60°C for 16 hours to form a solid substance with increased volume and voids. After crystallization, the mixture was cooled to room temperature (25°C) to obtain the oil solid substance.

[0337] The obtained 6.0 kg of solid oil was crushed using a crusher to obtain crushed oil.

[0338] Next, 5.8 kg of the obtained oil fragments were pulverized using an impact classifier with a built-in micro-pulverizer (manufactured by Hosokawa Micron Co., Ltd., device name "ACM-10A") to obtain 5.5 kg of a powdered oil composition (when the total mass of the powdered oil composition is set to 100% by mass, the content of XXX-type triglycerides with fatty acid residues X (stearic acid residues) having 18 carbon atoms at positions 1 to 3 of glycerol is 79.4% by mass). X-ray diffraction analysis confirmed that the crystal polymorph of the oil in the obtained powdered oil composition is β-type. Table 8 shows the pulverization conditions of the impact classifier with a built-in micro-pulverizer, the appearance of the samples, the analytical values, and the crystal polymorph of the oil in the powdered oil composition confirmed by X-ray diffraction analysis.

[0339] [Table 8]

[0340]

[0341] Based on the above-described appearance observation, electron microscopy was used to observe the particles of the powdered oil composition manufactured in Comparative Example 9. The results showed that the particles were not aggregated on the surface, forming an irregular, uneven shape, but rather a plate-like shape. For reference, electron micrographs of Comparative Example 9 are shown below. Figure 7 .

[0342] [Storage stability tests at 40°C and 20°C]

[0343] The powdered oil composition containing α-type and β-type oils obtained in Comparative Example 1, and the powdered oil composition containing β-type oils obtained in Comparative Example 1 and Comparative Example 4 were subjected to a storage stability test at 40°C. Specifically, approximately 100g of each sample was placed in a polyethylene plastic bag and stored in a constant temperature bath (in a light-proof state) at 40°C for 5 days, and the appearance after storage was observed. Figures 8-10 In addition, the same storage stability test 2 was conducted, changing the storage conditions from "stored at 40°C for 5 days" to "stored at 20°C for 5 months". The results of storage stability tests 1 and 2 are shown in Table 9.

[0344] [Table 9]

[0345]

[0346] According to Table 9, when the powdered oil compositions were stored at 40°C for 5 days, the appearance of the powdered oil compositions used in Manufacturing Example 1 and Manufacturing Comparative Example 4, which were β-type oils, did not change. Figure 8 and Figure 10 However, the powdered oil composition of Comparative Example 1, which contains both α-type and β-type oils, is different. Figure 9 Agglomeration (powder coagulation) occurs, producing large lumps.

[0347] In addition, when each powdered oil composition was stored at 20°C for 5 months (long-term storage), the appearance of the powdered oil compositions of Manufacturing Example 1 and Manufacturing Comparative Example 4, which were β-type oils, did not change, but a portion of the powdered oil composition of Manufacturing Comparative Example 1, which contained α-type and β-type oils, agglomerated (powder coagulation).

[0348] In summary, the powdered oil composition of Comparative Example 1, which contains both α-type and β-type oils, is a powder with poor storage stability under either storage conditions of 5 days at 40°C or 5 months at 20°C, and therefore is judged to have no commercial value.

[0349] [Relative Value Test of Angle of Repose]

[0350] Tables 10-12 show the relative values ​​of the angle of repose of the powdered potato starch in manufacturing examples 1-4 and comparative examples 1-9, which contain 1% by mass of powdered oil compositions.

[0351] In addition, Table 13 shows the relative values ​​of the angle of repose of the powdered potato starch in the powdered oil composition of Manufacturing Example 1 and Manufacturing Comparative Example 1, which contained 1% by mass of the powdered oil composition after manufacturing and stored at 20°C for 5 months.

[0352] [Table 10]

[0353]

[0354] [Table 11]

[0355]

[0356] [Table 12]

[0357]

[0358] [Table 13]

[0359]

[0360] As shown in Tables 10-12, the cohesion of the powdered oil compositions of Manufacturing Examples 1-4 is all below 60%, while the cohesion of the powdered oil compositions of Comparative Examples 3-9 is above 66%. Therefore, compared with the powdered oil compositions of Comparative Examples 3-9, the powdered oil compositions of Manufacturing Examples 1-4 have higher powder flowability.

[0361] Therefore, the powdered oil composition of the present invention is considered to be a powder with good operability, so it is easy to operate when manufacturing the powdered oil composition. In addition, when the powdered oil composition is added to other components to manufacture the powder mixture, the manufacturing efficiency of the powder mixture is improved.

[0362] Furthermore, the relative angle of repose of the powdered potato starch containing the powdered oil compositions of Manufacturing Examples 1-4 was all below 90%, while the relative angle of repose of the powdered potato starch containing the powdered oil compositions of Comparative Examples 2 and 4-9 was greater than 90%. This demonstrates that the powdered oil composition of the present invention, when added to powders such as starch, can improve the flowability of the powder.

[0363] Although the mechanism is not yet clear, from Figures 1 to 7 Judging from the shape of the particles, it is speculated that the difference in the relative value of the angle of repose is due to the powdered grease compositions of Manufacturing Examples 1 and 4 of the present invention ( Figure 1 and 2 ) and manufacturing comparative example 1 ( Figure 3 The particles are in the form of flake-containing particles with multiple flakes on their surface. On the other hand, in the powdered oil composition of Comparative Example 2, there are not only irregularly shaped particles with multiple flakes on their surface forming an uneven surface, but also irregularly shaped particles without flakes on their surface. Figure 4 Furthermore, in the powdered oil compositions of Comparative Examples 5, 8, and 9, the particles were plate-shaped and there were no flakes on the surface of the particles. Figures 5-7 ).

[0364] Furthermore, as shown in Tables 10 and 13, the relative value of the angle of repose of the powdered potato starch in the powdered oil composition of Manufacturing Example 1, which was stored at 20°C for 5 months (long-term storage) (86.9%, Table 13), was almost unchanged compared with the relative value of the angle of repose before storage (86.3%, Table 10).

[0365] On the other hand, as shown in Table 11, the cohesion of the powdered oil composition of Comparative Example 1 containing α-type and β-type oils before storage was less than 60%, and the relative angle of repose of the powdered potato starch with the added powdered oil composition was less than 90% (89.1%). However, as shown in Table 13, the relative angle of repose of the powdered potato starch with the added powdered oil composition of Comparative Example 1, stored at 20°C for 5 months (long-term storage), was 97.6%, which is a much larger value compared to before long-term storage. Therefore, it is determined that the relative angle of repose of the powdered oil composition of Comparative Example 1 changes greatly if stored for a long time, indicating unstable quality and no commercial value.

Claims

1. A method for manufacturing a powdered oil composition, characterized in that, This powdered oil composition contains an oil component comprising one or more XXX-type triglycerides having a fatty acid residue X having a carbon number x at positions 1 to 3 of glycerol, wherein the carbon number x is an integer selected from 16 to 20, and the oil component comprises a β-type oil. The loose pack density of the powdered oil composition is 0.05 to 0.6 g / cm³. 3 The powdered oil composition is a powdered solid at 20°C. The method for manufacturing the powdered oil composition includes the following steps: (a) The process of preparing a solid oil composition raw material containing type XXX triglycerides; (b) A process of heating the solid oil and fat composition raw material obtained in step (a) at a temperature below its melting point to convert the oil and fat components in the solid oil and fat composition raw material into β-type oils, thereby obtaining a composition raw material containing β-type oils; and (c) The process of pulverizing the raw material containing β-type oil obtained in step (b) by pulverizing it by collision with each other using an air jet mill without mechanical pulverization, to obtain a powdered oil composition.

2. The method for manufacturing the powdered oil composition according to claim 1, wherein, When the total mass of the powdered oil composition is set to 100% by mass, the powdered oil composition contains more than 50% by mass of the XXX type triglyceride.

3. The method for manufacturing the powdered oil composition according to claim 1 or 2, wherein, The temperature below the melting point in step (b) is a temperature 1 to 30°C lower than the melting point of the solid oil composition raw material.

4. The method for manufacturing the powdered oil composition according to claim 1 or 2, wherein, The process (b) is carried out while the solid oil composition raw material is in a static state.

5. The method for manufacturing the powdered oil composition according to claim 1 or 2, wherein, The process (b) is carried out while the solid oil composition raw material is in a non-static state.

6. The method for manufacturing the powdered oil composition according to claim 5, wherein, The non-static state refers to the state in which the solid oil composition raw material is stirred.

7. The method for manufacturing the powdered oil composition according to claim 1 or 2, wherein, The raw material for the solid oil composition containing XXX type triglycerides is highly hydrogenated rapeseed oil.

8. A powdered oil composition manufactured by the method for manufacturing the powdered oil composition according to any one of claims 1 to 7.

9. The powdered oil composition according to claim 8, characterized in that, It has at least one of the following characteristics: (i) Among the X-ray diffraction peaks of the oil components, the characteristic β-type peaks... Nearby peaks and characteristic α-type Intensity ratio of nearby peaks: [ Nearby peak intensity / ( Nearby peak intensity The peak intensity in the vicinity is 0.6–1. (ii) The cohesion of the powdered oil composition is less than 60%; (iii) The bulk density of the powdered oil composition is 0.05–0.6 g / cm³. 3 ; (iv) The relative value of the angle of repose obtained by equation (I) is below 90%. Relative value of the angle of repose = [Angle of repose of the mixed powder of the powdered oil composition and the powdered starch] / [Angle of repose of the powdered starch alone, excluding the powdered oil composition] × 100 (I) In formula (I), "mixed powder" contains 1% by mass of powder oil composition relative to the total mass of the mixed powder; (v) The powdered oil composition is in the form of flake-containing particles with multiple flakes on the surface.

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