Fluidity-recovering agent for oil or fat composition

Abstract

To provide a fluidity-recovering agent for an oil-and-fat composition, capable of preparing an oil-and-fat composition containing a palm olein oil and a liquid oil, which recovers fluidity in an early stage at room temperature even when fluidity is lost by preservation at a low temperature.SOLUTION: A fluidity-recovering agent for an oil and fat composition comprising a palm olein oil and an oil and fat that is liquid at 20 °C, wherein the agent comprises the following (A) and (B) as active ingredients, and the amount of (B) is 80 to 98% by mass based on 100% by mass of the total amount of (A) and (B): (A) a polyglycerol fatty acid ester in which the constituent fatty acid is a ≥ 16 c saturated fatty acid and the average degree of polymerization of the polyglycerol is ≥ 2 and <10; SELECTED DRAWING: None

Description

[Technical Field]

[0001] The present invention relates to an agent for restoring fluidity of an oil or fat composition. [Background technology]

[0002] Palm olein oil imparts a pleasant flavor to fried foods and is therefore used as a frying oil for donuts, fried chicken, etc. However, palm olein oil has the problem of crystallizing during storage at low temperatures or room temperature, solidifying at the bottom of the container and making it difficult to remove. To prevent this, palm olein oil is mixed with a liquid oil such as rapeseed oil (hereinafter also referred to as "oils and fats that are liquid at 20°C"), but this is not sufficiently effective.

[0003] To address this problem, methods for suppressing the precipitation of solid fat crystals by adding a specific emulsifier are known. For example, a method has been proposed in which a specific amount of sucrose fatty acid ester having an HLB value of 2 or less and consisting of 20 to 80% saturated fatty acids having 8 to 22 carbon atoms and 20 to 80% unsaturated fatty acids having 16 to 22 carbon atoms is blended into a fat or oil having a solid fat content of 3 to 20% by weight at 20°C (Patent Document 1), and a method has been proposed in which a specific amount of polyglycerol fatty acid ester having an esterification rate of 75% or more and consisting of a specific combination of saturated and unsaturated fatty acids having 8 to 22 carbon atoms is blended into a similar fat or oil.

[0004] In the above-mentioned method, an emulsifier is added to the oil and fat composition to maintain fluidity at room temperature and prevent solidification. However, the oil and fat may solidify strongly when stored in winter or under refrigeration, and the fluidity may not be restored even when the temperature is returned to room temperature.

[0005] Furthermore, as a means for restoring the fluidity at room temperature of an oil-and-fat composition that has lost its fluidity due to storage at low temperatures, a method has been proposed in which specific amounts of (A) a sorbitan fatty acid ester whose constituent fatty acids are palmitic acid and / or stearic acid, and (B) a polyglycerol unsaturated fatty acid ester and / or sorbitan oleate ester are used in an oil-and-fat composition containing palm olein oil and an oil-and-fat that is liquid at 20°C (Patent Document 3).

[0006] However, even with the above-mentioned methods, it takes time to restore the fluidity of the oil or fat composition, and a fully satisfactory effect may not be obtained. For this reason, a more practical agent for restoring fluidity of an oil or fat composition has been desired. [Prior art documents] [Patent documents]

[0007] [Patent Document 1] Japanese Patent Application Publication No. 8-228677 [Patent Document 2] Japanese Patent Application Publication No. 9-299027 [Patent Document 3] Japanese Patent Publication No. 2024-072660 Summary of the Invention [Problem to be solved by the invention]

[0008] An object of the present invention is to provide a fluidity restoring agent for an oil or fat composition, which can prepare an oil or fat composition containing palm olein oil and a liquid oil, which quickly restores fluidity at room temperature even when the composition has lost fluidity due to storage at low temperatures. [Means for solving the problem]

[0009] As a result of extensive research into the above-mentioned problems, the present inventors have found that the above-mentioned problems can be solved by using two specific emulsifiers in combination, and have completed the present invention based on this finding.

[0010] That is, the present invention comprises the following (1) and (2). (1) A fluidity restoring agent for an oil / fat composition containing palm olein oil and an oil / fat that is liquid at 20°C, the agent comprising the following (A) and (B) as active ingredients, wherein the amount of (B) is 80 to 98% by mass of 100% by mass of the total amount of (A) and (B): (A) Polyglycerol fatty acid ester in which the constituent fatty acids are saturated fatty acids having 16 or more carbon atoms and the average degree of polymerization of the polyglycerol is 2 or more but less than 10 (B) Polyglycerol oleate and / or propylene glycol oleate (2) An oil and fat composition comprising 0.2 to 1.0 mass% of the fluidity restoring agent according to (1), 30 to 59.8 mass% of palm olein oil, and 40 to 69.8 mass% of an oil and fat that is liquid at 20°C. [Effects of the Invention]

[0011] By adding the fluidity restoring agent of the present invention to an oil or fat composition, even if the fluidity of the oil or fat composition has been lost due to storage at low temperatures, the fluidity can be quickly restored at room temperature. DETAILED DESCRIPTION OF THE INVENTION

[0012] The fluidity restoring agent for an oil or fat composition of the present invention (hereinafter also simply referred to as "fluidity restoring agent") contains the following (A) and (B) as active ingredients, and the amount of (B) is 80 to 98 mass% (preferably 82 to 95 mass%) of 100 mass% of the total amount of (A) and (B). (A) A polyglycerol fatty acid ester in which the constituent fatty acid is a saturated fatty acid having 16 or more carbon atoms (preferably 16 to 22 carbon atoms) and the average degree of polymerization of the polyglycerol is 2 or more but less than 10 (preferably 2 or more but less than 6) (hereinafter also referred to as "component (A)"). (B) Polyglycerol oleate and / or propylene glycol oleate (hereinafter also referred to as "component (B)")

[0013] The polyglycerol fatty acid ester used as component (A) in the present invention is an ester bond formed between a polyglycerol having an average degree of polymerization of 2 or more and less than 10 and a saturated fatty acid having 16 or more carbon atoms, and is produced by a method known per se, such as an esterification reaction.

[0014] Examples of polyglycerin constituting the polyglycerin fatty acid ester include diglycerin (average degree of polymerization: 2), triglycerin (average degree of polymerization: 3), tetraglycerin (average degree of polymerization: 4), hexaglycerin (average degree of polymerization: 6), and octaglycerin (average degree of polymerization: 8).

[0015] The fatty acids constituting the polyglycerol fatty acid ester are not particularly limited as long as they are saturated fatty acids having 16 or more carbon atoms, and examples thereof include palmitic acid, stearic acid, arachidic acid, behenic acid, lignoceric acid, etc., of which palmitic acid, stearic acid, and behenic acid are preferred. These fatty acids may be used alone or in any combination of two or more.

[0016] Examples of the polyglycerol fatty acid ester include Poem J-3071RV (trade name: tri / tetraglycerol palmitate / stearic acid ester; manufactured by Riken Vitamin Co., Ltd.), Poem DS-100A (trade name: diglycerol stearate; manufactured by Riken Vitamin Co., Ltd.), Sunsoft A-183E (trade name: pentaglycerol stearate; manufactured by Taiyo Kagaku Co., Ltd.), SY Glystar TS-3S (trade name: tetraglycerol stearate; manufactured by Sakamoto Pharmaceutical Industry Co., Ltd.), Poem J-4081V (trade name: tetraglycerol stearate; manufactured by Riken Vitamin Co., Ltd.), and Poem TR-FB (trade name: triglycerol behenic acid ester; manufactured by Riken Vitamin Co., Ltd.), which are commercially produced and sold, and these can be used in the present invention.

[0017] Here, "tri / tetraglycerin" in the above product means that the polyglycerins constituting the polyglycerin fatty acid ester are triglycerin and tetraglycerin, and "palmitic acid / stearic acid" in the above product means that the constituent fatty acids of the polyglycerin fatty acid ester are palmitic acid and stearic acid.

[0018] The polyglycerol oleate used as component (B) in the present invention is an ester of polyglycerol and oleic acid, and is produced by a method known per se, such as an esterification reaction.

[0019] The average degree of polymerization of the polyglycerin constituting the polyglycerol oleic acid fatty acid ester is not particularly limited, but examples thereof include those having an average degree of polymerization of 2 to 10, specifically diglycerin (average degree of polymerization 2), triglycerin (average degree of polymerization 3), tetraglycerin (average degree of polymerization 4), hexaglycerin (average degree of polymerization 6), octaglycerin (average degree of polymerization 8), and decaglycerin (average degree of polymerization 10).

[0020] As the polyglycerol oleate, Poem DO-100V (trade name: diglycerol monooleate; manufactured by Riken Vitamin Co., Ltd.) and the like are commercially produced and sold, and these can be used in the present invention.

[0021] The propylene glycol oleate used as component (B) in the present invention is an ester bond between propylene glycol and oleic acid, and is produced by a method known per se, such as an esterification reaction.

[0022] As the propylene glycol oleate, for example, Rikemal PO-100V (trade name; manufactured by Riken Vitamin Co., Ltd.) is commercially produced and sold, and this can be used in the present invention.

[0023] The fluidity restoring agent of the present invention may be used by directly adding component (A) and component (B) when producing an oil or fat composition containing palm olein oil and an oil or fat that is liquid at 20° C. Alternatively, a formulation in which component (A) and component (B) are mixed in advance may be used. The present invention also includes an oil or fat composition (hereinafter referred to as the "oil or fat composition of the present invention") obtained by adding component (A) and component (B) and containing specific amounts of component (A), component (B), palm olein oil, and an oil or fat that is liquid at 20° C. as described below.

[0024] The oil and fat composition of the present invention contains, based on 100% by mass of the oil and fat composition, a total of 0.2 to 1.0% by mass (preferably 0.3 to 0.9% by mass) of components (A) and (B), 30 to 59.8% by mass (preferably 35 to 54.7% by mass) of palm olein oil, and 40 to 69.8% by mass (preferably 45 to 64.7% by mass) of an oil that is liquid at 20°C.

[0025] Palm olein oil is a low-melting point fraction obtained by fractionating palm oil, and there are various types depending on the production conditions, but in the present invention, for example, palm olein oil with an iodine value of 56 to 72, preferably 60 to 72, can be used. Here, the iodine value of palm olein oil can be measured in accordance with "2.3.4.1-1996 Iodine Value (Wyss-Cyclohexane Method)" in "Standard Methods for the Analysis of Fats, Oils and Related Materials (compiled by the Japan Oil Chemists' Society)."

[0026] Examples of the oils and fats that are liquid at 20° C. include rapeseed oil, soybean oil, cottonseed oil, safflower oil, sunflower oil, rice bran oil, corn oil, peanut oil, olive oil, sesame oil, high oleic rapeseed oil, high oleic safflower oil, high oleic corn oil, high oleic sunflower oil, MCT (medium-chain fatty acid triglyceride), etc. These oils and fats that are liquid at 20° C. may be used alone or in any combination of two or more.

[0027] Furthermore, the oil and fat composition of the present invention may contain oils and fats other than palm olein oil and oils that are liquid at 20°C, provided that the objects and effects of the present invention are not impaired. Examples of such oils and fats include known edible oils that are solid or semi-solid at 20°C, such as hydrogenated soybean oil, hydrogenated rapeseed oil, hydrogenated cottonseed oil, coconut oil, cacao butter, and lard.

[0028] The oil and fat composition of the present invention can be produced, for example, by mixing the above-mentioned oil and fat and the fluidity restoring agent of the present invention, heating and dissolving the mixture at, for example, 60 to 90° C., and then cooling to room temperature.

[0029] The oil and fat composition of the present invention may contain, in addition to the oil and fat and the fluidity restoring agent of the present invention, any other component within a range that does not impair the objects and effects of the present invention.

[0030] There are no particular limitations on the uses of the oil and fat composition of the present invention, and it can be used, for example, for frying various fried foods such as fried chicken, croquettes, tempura, and donuts.

[0031] The present invention will be specifically described below with reference to examples, but the present invention is not limited to these examples. [Example]

[0032] [Manufacturing Example 1] [Production of hexaglycerin oleate (prototype 1)] A 500 mL four-neck flask equipped with a stirrer, thermometer, gas inlet tube, and water separator was charged with 120 g of hexaglycerin (trade name: Polyglycerin #500; manufactured by Sakamoto Pharmaceutical Co., Ltd.) and 280 g of oleic acid (trade name: Lunac OV; manufactured by Kao Corporation), and 0.10 g of sodium hydroxide was added as a catalyst. An esterification reaction was carried out in a nitrogen gas stream at 230°C for 5 hours until the acid value reached 1 or less. The resulting reaction mixture was cooled to obtain approximately 350 g of hexaglycerin oleate (Prototype 1).

[0033] [Manufacturing Example 2] [Production of diglycerin oleic acid ester (prototype 2)] A 500 mL four-neck flask equipped with a stirrer, thermometer, gas inlet tube, and water separator was charged with 285 g of diglycerin (trade name: Diglycerin S; manufactured by Sakamoto Pharmaceutical Co., Ltd.) and 112 g of oleic acid (trade name: Lunac OV; manufactured by Kao Corporation), and an esterification reaction was carried out in a nitrogen gas stream at 235°C for 4.5 hours until the acid value reached 2 or less. The resulting reaction mixture was cooled to obtain approximately 380 g of diglycerin oleate (Prototype 2).

[0034] [Preparation and evaluation of oil and fat compositions] (1) Raw materials for oil and fat composition 1) Palm olein oil (product name: PRO Ace HG; iodine value 63-72: manufactured by Ueda Oil Mills) 2) Rapeseed oil (product name: Rapeseed salad oil; manufactured by Boso Oil Co., Ltd.) 3) Rice oil (manufactured by Boso Oil Co., Ltd.) 4) MCT (medium-chain triglyceride; product name: Actor M-1; manufactured by Riken Vitamin Co., Ltd.) 5) Tri / tetraglycerin palmitate / stearate (trade name: Poem J-3071RV; manufactured by Riken Vitamin Co., Ltd.) 6) Diglycerin stearate (trade name: Poem DS-100A; manufactured by Riken Vitamin Co., Ltd.) 7) Tetraglycerin stearate ester 1 (trade name: SY Glystar TS-3S; manufactured by Sakamoto Pharmaceutical Co., Ltd.) 8) Tetraglycerin stearate ester 2 (trade name: Poem J-4081V; manufactured by Riken Vitamin Co., Ltd.) 9) Pentaglycerin stearate (trade name: Sunsoft A-183E; manufactured by Taiyo Kagaku Co., Ltd.) 10) Triglycerin behenate (trade name: Poem TR-FB; manufactured by Riken Vitamin Co., Ltd.) 11) Hexaglycerin oleic acid ester (prototype 1) 12) Diglycerin oleic acid ester 1 (prototype 2) 13) Diglycerin oleate 2 (trade name: Poem DO-100V; manufactured by Riken Vitamin Co., Ltd.) 14) Decaglycerin oleate (product name: SY Glystar DAO-7S; manufactured by Sakamoto Pharmaceutical Co., Ltd.) 15) Propylene glycol oleate (product name: Poem PO-100V; manufactured by Riken Vitamin Co., Ltd.) 16) Diglycerin laurate (trade name: Poem DL-100; manufactured by Riken Vitamin Co., Ltd.) 17) Decaglycerin stearate (trade name: Sunsoft Q-185S; manufactured by Taiyo Kagaku Co., Ltd.) 18) Glycerin palmitate / stearic acid ester (trade name: Emulgy MS; manufactured by Riken Vitamin Co., Ltd.) 19) Decaglycerin erucic acid ester (product name: SY Glystar OE-750; manufactured by Sakamoto Pharmaceutical Industries) 20) Propylene glycol stearate (trade name: Poem PS-100; manufactured by Riken Vitamin Co., Ltd.) 21) Glycerin oleate (product name: Poem OL-100H; manufactured by Riken Vitamin Co., Ltd.)

[0035] (2) Preparation of oil and fat composition Oil and fat compositions 1 to 36 were prepared using a total of 40 g of oil and fat ingredients according to the blending ratios of the ingredients shown in Tables 1 to 8. More specifically, oil and fat compositions 1 to 32 were prepared by mixing palm olein oil and an oil that was liquid at 20°C, adding other ingredients (i.e., an emulsifier), heating and dissolving the mixture at 80°C, and cooling to room temperature. Oil and fat compositions 33 to 36 were prepared by mixing palm olein oil and an oil that was liquid at 20°C, heating and dissolving the mixture at 80°C, and cooling to room temperature. Of these oil and fat compositions, oil and fat compositions 1 to 18 are examples of the present invention, and oil and fat compositions 19 to 32 are comparative examples. Oil and fat composition 33 is a control for oil and fat compositions 1 to 15 without the addition of an emulsifier, and oil and fat compositions 34, 35, and 36 are control for oil and fat compositions 16, 17, and 18, respectively, without the addition of an emulsifier. Tables 1 to 8 also show the mass ratio [(A) / (B)] of the contents of component (A) and component (B) in the oil and fat composition.

[0036] [Table 1]

[0037] [Table 2]

[0038] [Table 3]

[0039] [Table 4]

[0040] [Table 5]

[0041] [Table 6]

[0042] [Table 7]

[0043] [Table 8]

[0044] (3) Evaluation of liquidity recovery effects The oil and fat compositions 1 to 36 obtained in (2) were each placed in a transparent glass container and stored in a 5°C thermostatic bath for 4 weeks for oil and fat compositions 1 to 15, 18 to 33, and 36, 4 days for oil and fat compositions 16 and 34, and 1 week for oil and fat compositions 17 and 35. The stored oil and fat compositions were allowed to stand at room temperature (25°C) for a set period of time (5 minutes for oil and fat compositions 1 to 15, 18 to 33, and 36, 10 minutes for oil and fat compositions 16 and 34, and 17.5 minutes for oil and fat compositions 17 and 35), and then the fluidity of the oil and fat compositions was confirmed. More specifically, when the glass container was tilted, a good result (◎) was evaluated if almost no crystals remained on the bottom or inner surface and fluidity was restored; a fair result (◯) was evaluated if some crystals remained on the bottom or inner surface but fluidity was restored; and a poor result (×) was evaluated if strong crystals remained on the bottom or inner surface and the composition did not flow. The results are shown in Tables 9 and 10.

[0045] [Table 9]

[0046] [Table 10]

[0047] As is clear from the results in Tables 9 and 10, the oil and fat compositions 1 to 18 of the examples lost fluidity immediately after storage at 5°C, but regained fluidity at room temperature, resulting in a result of "◎" or "◯." In contrast, the oil and fat compositions 19 to 36 of the comparative examples were marked with "×," meaning that fluidity was not regained.

Claims

1. A fluidity restoring agent for an oil and fat composition containing palm olein oil and an oil and fat that is liquid at 20°C, the agent comprising the following (A) and (B) as active ingredients, wherein the amount of (B) is 80 to 98% by mass based on 100% by mass of the total amount of (A) and (B): (A) A polyglycerol fatty acid ester in which the constituent fatty acids are saturated fatty acids having 16 or more carbon atoms and the average degree of polymerization of the polyglycerol is 2 or more but less than 10. (B) Polyglycerol oleate and / or propylene glycol oleate

2. An oil or fat composition comprising 0.2 to 1.0% by mass of the fluidity restoring agent according to claim 1, 30 to 59.8% by mass of palm olein oil, and 40 to 69.8% by mass of an oil or fat that is liquid at 20°C.

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