WO2023090164A1 - Cosmetic preparation - Google Patents
Cosmetic preparation Download PDFInfo
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- WO2023090164A1 WO2023090164A1 PCT/JP2022/041137 JP2022041137W WO2023090164A1 WO 2023090164 A1 WO2023090164 A1 WO 2023090164A1 JP 2022041137 W JP2022041137 W JP 2022041137W WO 2023090164 A1 WO2023090164 A1 WO 2023090164A1
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- oil
- fatty acid
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- 239000002537 cosmetic Substances 0.000 title claims abstract description 58
- 238000002360 preparation method Methods 0.000 title abstract description 13
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- 239000000516 sunscreening agent Substances 0.000 description 1
- 239000008399 tap water Substances 0.000 description 1
- 235000020679 tap water Nutrition 0.000 description 1
- TUNFSRHWOTWDNC-HKGQFRNVSA-N tetradecanoic acid Chemical compound CCCCCCCCCCCCC[14C](O)=O TUNFSRHWOTWDNC-HKGQFRNVSA-N 0.000 description 1
- BORJONZPSTVSFP-UHFFFAOYSA-N tetradecyl 2-hydroxypropanoate Chemical compound CCCCCCCCCCCCCCOC(=O)C(C)O BORJONZPSTVSFP-UHFFFAOYSA-N 0.000 description 1
- DZKXJUASMGQEMA-UHFFFAOYSA-N tetradecyl tetradecanoate Chemical compound CCCCCCCCCCCCCCOC(=O)CCCCCCCCCCCCC DZKXJUASMGQEMA-UHFFFAOYSA-N 0.000 description 1
- 238000012549 training Methods 0.000 description 1
- LGQXXHMEBUOXRP-UHFFFAOYSA-N tributyl borate Chemical compound CCCCOB(OCCCC)OCCCC LGQXXHMEBUOXRP-UHFFFAOYSA-N 0.000 description 1
- 239000001069 triethyl citrate Substances 0.000 description 1
- VMYFZRTXGLUXMZ-UHFFFAOYSA-N triethyl citrate Natural products CCOC(=O)C(O)(C(=O)OCC)C(=O)OCC VMYFZRTXGLUXMZ-UHFFFAOYSA-N 0.000 description 1
- 235000013769 triethyl citrate Nutrition 0.000 description 1
- 125000005457 triglyceride group Chemical group 0.000 description 1
- VLPFTAMPNXLGLX-UHFFFAOYSA-N trioctanoin Chemical compound CCCCCCCC(=O)OCC(OC(=O)CCCCCCC)COC(=O)CCCCCCC VLPFTAMPNXLGLX-UHFFFAOYSA-N 0.000 description 1
- PHYFQTYBJUILEZ-IUPFWZBJSA-N triolein Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OCC(OC(=O)CCCCCCC\C=C/CCCCCCCC)COC(=O)CCCCCCC\C=C/CCCCCCCC PHYFQTYBJUILEZ-IUPFWZBJSA-N 0.000 description 1
- 229960002703 undecylenic acid Drugs 0.000 description 1
- 125000005314 unsaturated fatty acid group Chemical group 0.000 description 1
- 229940099259 vaseline Drugs 0.000 description 1
- 239000010497 wheat germ oil Substances 0.000 description 1
- 229920001285 xanthan gum Polymers 0.000 description 1
- 235000010493 xanthan gum Nutrition 0.000 description 1
- 239000000230 xanthan gum Substances 0.000 description 1
- 229940082509 xanthan gum Drugs 0.000 description 1
- 239000000811 xylitol Substances 0.000 description 1
- 235000010447 xylitol Nutrition 0.000 description 1
- HEBKCHPVOIAQTA-SCDXWVJYSA-N xylitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)CO HEBKCHPVOIAQTA-SCDXWVJYSA-N 0.000 description 1
- 229960002675 xylitol Drugs 0.000 description 1
- UHVMMEOXYDMDKI-JKYCWFKZSA-L zinc;1-(5-cyanopyridin-2-yl)-3-[(1s,2s)-2-(6-fluoro-2-hydroxy-3-propanoylphenyl)cyclopropyl]urea;diacetate Chemical compound [Zn+2].CC([O-])=O.CC([O-])=O.CCC(=O)C1=CC=C(F)C([C@H]2[C@H](C2)NC(=O)NC=2N=CC(=CC=2)C#N)=C1O UHVMMEOXYDMDKI-JKYCWFKZSA-L 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
- A61K8/25—Silicon; Compounds thereof
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/37—Esters of carboxylic acids
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q1/00—Make-up preparations; Body powders; Preparations for removing make-up
- A61Q1/02—Preparations containing skin colorants, e.g. pigments
- A61Q1/08—Preparations containing skin colorants, e.g. pigments for cheeks, e.g. rouge
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q1/00—Make-up preparations; Body powders; Preparations for removing make-up
- A61Q1/02—Preparations containing skin colorants, e.g. pigments
- A61Q1/10—Preparations containing skin colorants, e.g. pigments for eyes, e.g. eyeliner, mascara
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
Definitions
- the present invention relates to cosmetics.
- Patent Document 1 the effect of keratin exfoliation by the powder lasts, and the feeling of use on the skin is good due to moderate viscosity, spreadability, and slipperiness, and the skin feels smooth and transparent after use.
- various ingredients have been studied so far, but further improvement of the properties is required.
- the inventors of the present invention conducted intensive studies to solve the above problems, and as a result, found that the above problems can be solved by blending porous powder and specific powdery oil in cosmetics. Completed.
- a cosmetic containing a powdery oil wherein the number x is an integer selected from 8 to 12, and the carbon number y is each independently an integer selected from x+2 to x+8.
- the powdery oil contains 90 to 99% by mass of XXX triglycerides having a fatty acid residue X with x carbon atoms at the 1st to 3rd positions, 10 to 1% by mass of one or more X2Y-type triglycerides in which one of the fatty acid residues X of the XXX-type triglyceride is replaced with a fatty acid residue Y having a carbon number of y, and the carbon number x is 10,
- the cosmetic according to any one of [1] to [3], wherein each carbon number y is independently an integer selected from x+4 to x+8.
- the cosmetic according to the present invention contains (A) a porous powder and (B) a powdered fat as essential components. Furthermore, the cosmetic according to the present invention may contain (B) an oily component other than the powdery oil and other components, depending on the purpose. Also, the cosmetic according to the present invention is preferably an oil-in-water emulsified cosmetic. The cosmetic according to the present invention can simultaneously improve non-stickiness during use, non-powdery finish, fitting feeling, and makeup longevity. Each component contained in the cosmetic according to the present invention will be described in detail below.
- the porous powder is preferably an inorganic porous powder, more preferably silica, from the viewpoint of compatibility with ingredients such as powdered oils and fats.
- the shape of the porous powder is not particularly limited, it is preferably approximately spherical, and more preferably spherical.
- the volume average particle size of the porous powder is not particularly limited, but is preferably 1 ⁇ m or more and 30 ⁇ m or less, more preferably 2 ⁇ m or more and 15 ⁇ m or less, and still more preferably 3 ⁇ m or more and 10 ⁇ m or less.
- the volume average particle size of silica powder can be measured according to a laser diffraction method.
- the oil absorption of the porous powder is not particularly limited, but is preferably 10 ml/100 g or more and 500 ml/100 g or less, more preferably 30 ml/100 g or more and 300 ml/100 g or less, and still more preferably 50 ml/100 g or more and 200 ml/100 g. It is below.
- the oil absorption of silica powder can be measured according to JIS Z 8830.
- the BET specific surface area of the porous powder is not particularly limited, but is preferably 10 m 2 /g or more and 700 m 2 /g or less, more preferably 50 m 2 / g or more and 500 m 2 /g or less, and still more preferably 100 m 2 . /g or more and 400 m 2 /g or less.
- the BET specific surface area of silica powder can be measured according to JIS K 5101-13-2.
- silica powder examples include Sunsphere H-52, L-51S, H-121 (AGC Si Tech Co., Ltd.), Godball E-6C (Suzuki Yushi Kogyo Co., Ltd.), Satinia M5, spherical silica P- 1500 (Nikki Shokubai Kasei Co., Ltd.), TMS-10 (Tayca Co., Ltd.), etc. are preferably used.
- the content of the porous powder is preferably 0.1% by mass or more and 30% by mass or less, more preferably 0.5% by mass or more and 25% by mass or less, and still more preferably It is 1.0% by mass or more and 20% by mass or less, and more preferably 2.0% by mass or more and 15% by mass or less.
- the content of the porous powder is within the above numerical range, many properties of the cosmetic are improved when used.
- the powdery fats and oils in the present invention are powdery solid fats and oils at room temperature (20° C.).
- the melting point of the powdered oil is preferably 25°C or higher and 50°C or lower, more preferably 25°C or higher and 45°C or lower, even more preferably 25°C or higher and 40°C or lower, and even more preferably 25°C or higher and 35°C or higher. °C or less.
- the melting point of the powdered fat can be measured by a conventional method using a differential scanning calorimeter (DSC), and the peak top value on the DSC chart is taken as the melting point. If the melting point of the powdery oil is within the above numerical range, it will easily melt when used on the skin, and heat will be removed from the skin, making it easier to feel a cooling sensation.
- DSC differential scanning calorimeter
- the powdered fat usually has the form of plate crystals or spherical crystals, preferably the form of plate crystals.
- the powdery fat has an average particle size (effective diameter) of, for example, 50 to 400 ⁇ m, preferably 50 to 300 ⁇ m, more preferably 50 to 250 ⁇ m, still more preferably 50 to 200 ⁇ m.
- the average particle diameter (effective diameter) is a value measured by dry measurement based on a laser diffraction scattering method (ISO133201, ISO9276-1) with a particle size distribution measuring device (for example, Microtrac MT3300ExII manufactured by Nikkiso Co., Ltd.) ( d50).
- the effective diameter means a spherical particle size when the measured diffraction pattern of the crystal to be measured matches the theoretical diffraction pattern obtained by assuming a spherical shape. In this way, in the case of the laser diffraction scattering method, the effective diameter is calculated by matching the theoretical diffraction pattern obtained by assuming a spherical shape with the actually measured diffraction pattern. Even spherical crystals can be measured on the same principle.
- the powdery fat is composed of one or more XXX-type triglycerides having a fatty acid residue X with x carbon atoms at the 1- to 3-positions, and one of the fatty acid residues X of the XXX-type triglycerides as a fatty acid residue with y carbon atoms. and one or more X2Y-type triglycerides substituted for Y.
- the fatty acid residue X may be a saturated or unsaturated fatty acid residue.
- the carbon number x of the fatty acid residue X in the XXX triglyceride is an integer selected from 8 to 12, preferably 10.
- Specific fatty acid residues X include, for example, saturated fatty acid residues such as caprylic acid (C8:0), capric acid (C10:0), and lauric acid (C12:0), preferably capric acid is.
- the carbon number y of the fatty acid residue Y in the XXX-type triglyceride is independently x+2 to x+8, preferably x+4 to x+8.
- Examples of specific fatty acid residues Y include saturated fatty acid residues such as myristic acid (C14:0), palmitic acid (C16:0), and stearic acid (C18:0), preferably myristic acid. be.
- the content of XXX triglycerides is 80 to 99% by mass, preferably 90 to 99% by mass, and the content of X2Y triglycerides is 20 to 1% by mass. Yes, preferably 10 to 1% by mass.
- the content of XXX triglyceride and X2Y triglyceride is within the above range, the presence of a small amount of X2Y triglyceride having a long chain length of one fatty acid causes XXX when the X2Y triglyceride is cooled and crystallized from a molten state.
- a commercially available product can be used as the powdered oil.
- the powdered oil it is preferable to use, for example, Enequick manufactured by Nisshin Oillio Group, Inc., or the like.
- Japanese Patent No. 5937771 can be referred to for the method for producing the powdered oil.
- the powdered oil can be produced by the following steps.
- step (a) Preparation step I of the oil and fat composition
- the oil and fat composition prepared in step (a) contains XXX triglycerides (one or more) and X2Y triglycerides (one or more) as described above in the above mass %. be.
- XXX triglyceride one or more having a fatty acid residue X having x carbon atoms at positions 1 to 3, and a fatty acid residue Y having y carbon atoms at positions 1 to 3.
- YYY type triglycerides (one or more types) are separately obtained and mixed at a mass ratio of XXX type triglyceride/YYY type triglyceride from 90/10 to 99/1 to obtain a reaction substrate (here, the above
- the carbon number x is an integer selected from 8 to 12
- the carbon number y is an integer selected from x+2 to x+8), heating the reaction substrate, and transesterifying in the presence of a catalyst.
- XXX triglycerides one or more
- YYY triglycerides one or more
- a YYY-type triglyceride is a triglyceride having a fatty acid residue Y with y carbon atoms at the 1- to 3-positions.
- the carbon number y and fatty acid residue Y are as described above.
- the XXX type triglyceride and the YYY type triglyceride can also be obtained by direct synthesis using a fatty acid or a fatty acid derivative and glycerin.
- methods for directly synthesizing XXX type triglycerides include (i) a method of directly esterifying a fatty acid having X carbon atoms and glycerin (direct ester synthesis); A method of reacting a fatty acid alkyl (e.g., fatty acid methyl and fatty acid ethyl) in which the carboxyl group of a certain fatty acid X is bonded to an alkoxyl group with glycerin under basic or acidic catalyst conditions (transesterification synthesis using fatty acid alkyl); (iii) A method of reacting a fatty acid halide (e.g., fatty acid chloride and fatty acid bromide) in which the hydroxy
- XXX-type triglycerides and YYY-type triglycerides can be produced by any of the above-described methods (i) to (iii), but from the viewpoint of ease of production, (i) direct ester synthesis or (ii) fatty acid alkyl Transesterification synthesis is preferred, and (i) direct ester synthesis is more preferred.
- reaction temperature in (i) direct ester synthesis of XXX-type triglyceride or YYY-type triglyceride may be a temperature at which the water produced by the esterification reaction can be removed from the system. ⁇ 270°C is more preferred, and 180°C to 250°C is even more preferred. By carrying out the reaction at 180 to 250° C., XXX triglyceride or YYY triglyceride can be produced particularly efficiently.
- a catalyst that accelerates the esterification reaction may be used.
- the catalyst include acid catalysts and alkoxides of alkaline earth metals.
- the amount of the catalyst used is preferably about 0.001 to 1% by mass with respect to the total mass of the reaction raw materials.
- direct ester synthesis of XXX-type triglyceride or YYY-type triglyceride after the reaction, by performing known purification treatments such as washing with water, alkali deacidification and/or deacidification under reduced pressure, and adsorption treatment, catalysts and raw materials are removed. Reactants can be removed. Furthermore, the resulting reaction product can be further purified by subjecting it to decolorization/deodorization treatment.
- XXX triglycerides and YYY triglycerides have a mass ratio of XXX triglyceride/YYY triglyceride of 90/10 to 99/1, preferably 93/7 to 99/1, more preferably 95/5 to 99/1. to mix.
- the weight ratio of XXX type triglyceride/YYY type triglyceride is preferably 95/5 to 99/1.
- the mass ratio of XXX type triglyceride/YYY type triglyceride is preferably 95/5 to 99/1.
- the triglyceride that is a raw material for the reaction substrate may include various triglycerides in addition to the above XXX triglyceride and YYY triglyceride as long as the effects of the present invention are not impaired.
- Other triglycerides include, for example, X2Y-type triglyceride in which one of the fatty acid residues X of the XXX-type triglyceride is substituted with fatty acid residue Y, and two of the fatty acid residues X in the XXX-type triglyceride are substituted with fatty acid residue Y.
- XY2-type triglycerides and the like can be mentioned.
- the amount of the above other triglycerides is, for example, 0 to 15% by mass, preferably 0 to 7% by mass, more preferably 0 to 4% by mass, when the total mass of XXX type triglyceride and YYY type triglyceride is 100% by mass. is.
- a naturally-derived triglyceride composition may be used instead of the XXX-type triglycerides and YYY-type triglycerides.
- Naturally derived triglyceride compositions include palm kernel oil, palm kernel olein, palm kernel stearin, rapeseed oil, coconut oil, soybean oil, sunflower oil, safflower oil, and palm stearin.
- Naturally-derived triglyceride compositions may be hydrogenated oils, partially hydrogenated oils, or extremely hydrogenated oils modified by hydrogenation or the like.
- the amount of the naturally-occurring triglyceride composition depends on the required amount of XXX-type triglycerides or YYY-type triglycerides contained in these naturally-occurring triglyceride compositions, e.g.
- the amount of triglycerides having Y residues at positions 1 to 3 contained in the palm kernel stearin extremely hydrogenated oil is the amount required as the above-mentioned YYY type triglycerides, namely It is suitable that the weight ratio of XXX type triglyceride/YYY type triglyceride is 90/10 to 99/1, preferably 93/7 to 99/1, more preferably 95/5 to 98/2. .
- the raw materials constituting the reaction substrate may optionally contain other components such as partial glycerides, antioxidants, emulsifiers, and solvents such as water.
- the amount of these other components can be any amount as long as it does not impair the effect of the present invention. 0 to 2% by mass, more preferably 0 to 1% by mass.
- Mixing may be performed by any known mixing method as long as a homogeneous reaction substrate can be obtained.
- the said mixing may be mixed under a heating as needed. Heating is preferably carried out at the same temperature as the heating temperature in step (b) described later, for example, 50 to 120°C, preferably 60 to 100°C, more preferably 70 to 90°C, and still more preferably 80°C.
- Heating is preferably carried out at the same temperature as the heating temperature in step (b) described later, for example, 50 to 120°C, preferably 60 to 100°C, more preferably 70 to 90°C, and still more preferably 80°C.
- water is present as little as possible before the enzyme is added.
- the amount of water before adding the enzyme is, for example, 10% by mass or less, preferably 0.001 to 5% by mass, more preferably 0.01 to 3% by mass, more preferably 0.01 to 5% by mass, relative to the mass of the entire raw material. It is suitable that it is 2% by mass.
- This mixing may last for example
- the reaction substrate (mixture containing XXX-type triglyceride and YYY-type triglyceride) is heated and transesterification is performed in the presence of a catalyst to effect transesterification (an oil-and-fat composition containing XXX-type triglyceride and X2Y-type triglyceride).
- the transesterification reaction is not particularly limited, and a commonly used transesterification reaction can be used.
- heating is performed at, for example, 50 to 120°C, preferably 60 to 100°C, more preferably 70 to 90°C, still more preferably 80°C.
- Enzymes, alkali metal alkoxides, alkaline earth metal alkoxides and the like can be used as catalysts.
- the enzyme immobilized enzymes and powdered enzymes can be used, but powdered enzymes are preferred in terms of enzymatic activity and ease of handling.
- the powdered enzyme is obtained by drying and pulverizing an enzyme-containing aqueous liquid by a method such as spray drying, freeze drying, drying after solvent precipitation, and is not particularly limited.
- Alcaligenes sp. derived lipase (Meito Sangyo Co., Ltd., trade name Lipase QLM).
- an enzyme immobilized on a carrier such as silica, celite, diatomaceous earth, perlite, polyvinyl alcohol, anion exchange resin, phenol adsorption resin, hydrophobic carrier, cation exchange resin, chelate resin, etc. is used. be able to.
- alkali metal alkoxides and alkaline earth metal alkoxides that can be used as catalysts
- lithium, sodium, potassium and the like can be preferably used as the alkali metal.
- Magnesium and calcium can preferably be used as alkaline earth metals.
- Alkoxides include methoxide, ethoxide, propoxide, n-butoxide, t-butoxide and the like, preferably methoxide and ethoxide.
- Preferred alkali metal alkoxides and alkaline earth metal alkoxides include sodium methoxide, sodium ethoxide, magnesium methoxide, magnesium ethoxide and the like, with sodium methoxide being more preferred.
- the amount of the catalyst may be an amount that allows the transesterification reaction to proceed sufficiently. , more preferably 0.1 to 5% by mass, more preferably 0.2 to 1% by mass. Any co-catalyst may be used in addition to the above catalysts.
- the transesterification reaction is carried out, for example, under normal pressure or reduced pressure at the above-mentioned heating temperature, for example, for 0.5 to 50 hours, preferably 1 to 40 hours, more preferably 5 to 30 hours, more preferably 10 to 20 hours, Optional with agitation.
- the predetermined amount of the catalyst may be added at once, but the predetermined amount of the catalyst may be added 2 to 30 times, preferably 3 to 20 times, more preferably 5 to 15 times. You can put it in separately.
- the catalyst may be charged at intervals of 1 to 2 hours after the first catalyst addition, in addition to immediately after step (a).
- Oil and fat composition preparation step II examples of the method for producing the oil and fat composition prepared in step (a) of the present invention include a method for simultaneously and directly synthesizing XXX-type triglyceride and X2Y-type triglyceride as shown below. That is, in this preparation step II, in order to obtain XXX triglyceride and X2Y triglyceride, XXX triglyceride and YYY triglyceride are not synthesized separately and transesterified, but both triglycerides are produced. (fatty acid or fatty acid derivative and glycerin) are put into, for example, a single reaction vessel and synthesized simultaneously and directly.
- fatty acid alkyl e.g., fatty acid methyl and fatty acid ethyl
- a fatty acid halide e.g., fatty acid chloride and fatty acid bromide
- a fatty acid halide e.g., fatty acid chloride and fatty acid bromide
- the oil and fat composition of the present invention can be produced by any of the methods described above, but from the viewpoint of ease of production, (iv) direct ester synthesis or (v) transesterification synthesis using a fatty acid alkyl is preferred, and (iv) Direct ester synthesis is more preferred.
- the production method is not limited as long as the XXX triglyceride and the X2Y triglyceride in the total triglyceride are in the desired mass%, but the desired In order to reliably produce triglycerides in the system, it is preferable to carry out a two-step reaction. That is, in the first step, after reacting glycerin with a fatty acid X having a carbon number x containing a fatty acid Y having a carbon number y, in the second step, a fatty acid X having a carbon chain x is added and reacted to form an XXX triglyceride.
- a method of preparing a fat composition containing a predetermined amount of X2Y triglyceride is preferred.
- the total molar amount of fatty acid Y and fatty acid X adjusted to the range where the X2Y type triglyceride in all glycerides becomes the desired mass% is 1 mol of glycerin , preferably in an amount of 0.5 to 2.8 mol, more preferably in an amount of 0.8 to 2.57 mol, most preferably in an amount of 1.1 to 2.2 mol.
- the reaction temperature in the direct ester synthesis of the oil and fat composition of the present invention may be any temperature at which water generated by the esterification reaction can be removed from the system, preferably 120°C to 300°C, more preferably 150°C to 270°C. , 180° C. to 250° C. are more preferred.
- the X2Y triglyceride can be produced efficiently.
- a catalyst that accelerates the esterification reaction may be used.
- the catalyst include acid catalysts and alkoxides of alkaline earth metals.
- the amount of the catalyst used is preferably about 0.001 to 1% by mass with respect to the total mass of the reaction raw materials.
- Oil and fat composition preparation step III After preparing a fat composition further containing XXX triglycerides outside the range of 80 to 99% by mass and/or X2Y triglycerides outside the range of 20 to 1% by mass, the fat composition is further treated with XXX triglycerides or X2Y A fat composition containing 80 to 99% by mass of XXX type triglyceride and 20 to 1% by mass of X2Y type triglyceride may be obtained by further adding type triglyceride (preparation of fat composition by dilution).
- a desired amount of XXX type triglyceride is added to obtain 80 to 99% by mass of XXX type triglyceride.
- a fat composition comprising triglycerides and 20-1% by weight of X2Y type triglycerides may be obtained.
- the oil-fat composition containing XXX triglycerides in the range of 80 to 99% by mass and/or X2Y triglycerides in the range of 20 to 1% by mass by the preparation step I or II it is also included to adjust the mass % of XXX triglyceride and X2Y triglyceride to within a more preferable range by further adding XXX triglyceride or X2Y triglyceride (more suitable fat by dilution composition preparation).
- Step (b) Step of obtaining the melted fat composition Before the step (d), if the fat composition obtained in the step (a) is in a melted state at the time of preparation, it is not heated. However, if it is not in a molten state at the time it is obtained, it is optionally heated to melt the triglycerides contained in the oil and fat composition to obtain a molten oil and fat composition.
- the heating of the oil and fat composition is performed at a temperature above the melting point of the triglycerides contained in the oil and fat composition, particularly at a temperature at which XXX triglycerides and X2Y triglycerides can be melted, for example, 70 to 200 ° C., preferably 75 to A suitable temperature is 150°C, more preferably 80 to 100°C. Further, it is suitable to continue heating, for example, for 0.5 to 3 hours, preferably 0.5 to 2 hours, more preferably 0.5 to 1 hour.
- Step of cooling the melted fat composition to obtain a powdered fat composition The melted fat composition obtained in the above step (a) or (b) is further cooled to form a powdered oil. do.
- cooling the melted fat composition means keeping the melted fat composition at a temperature lower than the melting point of the fat composition.
- a temperature lower than the melting point of the oil and fat composition means, for example, a temperature lower than the melting point by 1 to 30°C, preferably a temperature lower by 1 to 20°C than the melting point, more preferably a temperature lower by 1 to 15°C than the melting point. be.
- Cooling of the oil and fat composition in a molten state for example, when x is 8 to 10, the final temperature is preferably 10 to 30 ° C., more preferably 15 to 25 ° C., still more preferably 18 to 22 ° C. It is done by cooling as The final temperature in cooling is preferably 30 to 40°C, more preferably 32 to 38°C, still more preferably 33 to 37°C when x is 11 or 12, for example.
- the final temperature for example, it is suitable to leave still for preferably 2 hours or more, more preferably 4 hours or more, still more preferably 6 hours to 2 days.
- step (c) step of promoting powder formation Further, between the above steps (a) or (b) and (d), (c) as an optional step for promoting powder formation, the molten state used in step (d) (c1), tempering (c2) and/or (c3) pre-cooling method may be applied to the oil and fat composition. Any of these optional steps (c1) to (c3) may be performed alone, or a plurality of steps may be combined.
- step (a) or (b) and step (d) means during step (a) or (b), after step (a) or (b) and in step (d) It is meant to include before and during step (d).
- the seeding method (c1) and the tempering method (c2) are used in the production of powdered fats and oils, in order to ensure that the fat composition in the molten state is powdered, before cooling to the final temperature.
- the seeding method is a method for promoting powderization by adding a small amount of a component that serves as the nucleus (seed) of the powder when cooling the oil-and-fat composition in a molten state.
- XXX-type triglycerides having the same number of carbon atoms as XXX-type triglycerides in the oil-and-fat composition are added to the melted oil-and-fat composition obtained in step (b), preferably 80% by mass or more, more
- an oil powder containing 90% by mass or more is prepared as a core (seed) component.
- the temperature of the oil composition reaches, for example, the final cooling temperature ⁇ 0 to +10 ° C., preferably +5 to +10 ° C.
- a method of promoting pulverization of the oil and fat composition by adding 0.1 to 1 part by mass, preferably 0.2 to 0.8 part by mass, with respect to 100 parts by mass of the oil and fat composition in the molten state. is.
- the tempering method refers to cooling the oil and fat composition in a molten state, once before standing at the final cooling temperature, to a temperature lower than the cooling temperature in step (d), for example, 5 to 20 ° C. lower temperature, preferably 7 Cooling to a temperature lower by about 15°C, more preferably lower by about 10°C, preferably for about 10 to 120 minutes, more preferably about 30 to 90 minutes, is a method of promoting pulverization of the oil and fat composition.
- the pre-cooling method is that the melted oil and fat composition obtained in the step (a) or (b) is cooled in the step (d), and the This is a method of once pre-cooling at a temperature lower than the temperature of the molten state and higher than the cooling temperature in step (d).
- the temperature higher than the cooling temperature in step (d) is, for example, a temperature higher than the cooling temperature in step (d) by 2 to 40°C, preferably 3 to 30°C, more preferably 4 to 30°C, More preferably, the temperature may be about 5 to 10°C higher.
- the pre-cooling temperature is set lower, the main cooling time at the cooling temperature in step (d) can be shortened. That is, unlike the seeding method and the tempering method, the pre-cooling method is a method that can accelerate the pulverization of the oil-fat composition simply by lowering the cooling temperature in stages, and is highly advantageous for industrial production.
- Step of pulverizing solid matter to obtain powdered oil may be carried out by the step (e) of obtaining a powdery fat.
- the oil and fat composition containing the XXX triglyceride and the X2Y triglyceride is melted to obtain a molten oil and fat composition, and then cooled to have a volume larger than that of the molten oil and fat composition. Forms a solid with increased voids.
- the oil-and-fat composition that has become a solid matter having voids can be pulverized by applying a light impact, and the solid matter is easily disintegrated into powder.
- the means for applying a light impact is not particularly specified, but it is simple and preferable to apply a light vibration (shock) by shaking, sieving, or the like to pulverize (loosen) the material.
- the content of the powdery oil is preferably 0.1% by mass or more and 30% by mass or less, more preferably 0.5% by mass or more and 25% by mass or less, and still more preferably It is 1.0 mass % or more and 20 mass % or less. If the content of the powdered oil is within the above numerical range, many properties (particularly non-stickiness, fitting feeling, and longevity of makeup) during use of the cosmetic are improved.
- the blending ratio of the porous powder and the powdery oil is preferably 10:1 to 1:10, more preferably 7:1 to 1:7, and still more preferably 5:1 to 1:1 by mass. 5. If the blending ratio of the porous powder and the powdered oil is within the above numerical range, (A) the porous powder and the powdered oil are well blended, and many properties of the cosmetic are improved during use.
- oily components other than the above powdery oils include ester oils, silicone oils, liquid oils, solid oils, waxes, hydrocarbons, higher fatty acids, and polar liquid ultraviolet absorbers. These oily components may be used singly or in combination of two or more.
- Ester oils include isopropyl myristate, cetyl octanoate, octyldodecyl myristate, isopropyl palmitate, butyl stearate, hexyl laurate, myristyl myristate, decyl oleate, hexyldecyl dimethyloctanoate, cetyl lactate, myristyl lactate, Lanolin acetate, isocetyl stearate, isocetyl isostearate, cholesteryl 12-hydroxystearate, ethylene glycol di-2-ethylhexanoate, dipentaerythritol fatty acid ester, N-alkyl glycol monoisostearate, neopentyl glycol dicaprate, malic acid diisostearyl, glyceryl di-2-heptylundecanoate, trimethylolpropane tri-2-ethyl
- silicone oils include linear polysiloxanes (eg, dimethylpolysiloxane, methylphenylpolysiloxane, diphenylpolysiloxane, etc.), cyclic polysiloxanes (eg, octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, dodecamethylcyclohexane siloxane, etc.), silicone resins that form a three-dimensional network structure, silicone rubber, various modified polysiloxanes (amino-modified polysiloxane, polyether-modified polysiloxane, alkyl-modified polysiloxane, fluorine-modified polysiloxane, etc.), acrylic silicone and the like.
- linear polysiloxanes eg, dimethylpolysiloxane, methylphenylpolysiloxane, diphenylpolysiloxane, etc.
- liquid oils examples include avocado oil, camellia oil, turtle oil, macadamia nut oil, corn oil, mink oil, olive oil, rapeseed oil, egg yolk oil, sesame oil, persic oil, wheat germ oil, sasanqua oil, castor oil, and linseed oil. , safflower oil, cottonseed oil, perilla oil, soybean oil, peanut oil, tea seed oil, kaya oil, rice bran oil, sinagiri oil, Japanese paulownia oil, jojoba oil, germ oil, triglycerin, and the like.
- solid fats and oils examples include cacao butter, coconut oil, horse fat, hydrogenated coconut oil, palm oil, beef tallow, mutton tallow, hydrogenated beef tallow, palm kernel oil, lard, beef bone fat, Japanese wax kernel oil, hydrogenated oil, beef leg fat, Japanese wax, hydrogenated castor oil and the like.
- Waxes include, for example, beeswax, candelilla wax, cotton wax, carnauba wax, bayberry wax, wart wax, whale wax, montan wax, bran wax, lanolin, kapok wax, lanolin acetate, liquid lanolin, sugarcane wax, isopropyl lanolin fatty acid, hexyl laurate, reduced lanolin, jojoba wax, hard lanolin, shellac wax, POE lanolin alcohol ether, POE lanolin alcohol acetate, POE cholesterol ether, lanolin fatty acid polyethylene glycol, POE hydrogenated lanolin alcohol ether, and the like.
- hydrocarbon oils examples include liquid paraffin, isohexadecane, isododecane, ozokerite, squalane, squalene, pristane, paraffin, isoparaffin, ceresin, vaseline, microcrystalline wax, hydrogenated polyisobutene, olefin oligomers, volatile hydrocarbon oils (e.g. , isododecane, isohexadecane, undecane, tridecane, etc.).
- higher fatty acids examples include lauric acid, myristic acid, palmitic acid, stearic acid, behenic acid, oleic acid, undecylenic acid, toric acid, isostearic acid, linoleic acid, linoleic acid, eicosapentaenoic acid (EPA), docosahexaenoic acid ( DHA) and the like.
- the oil-soluble, polar, liquid ultraviolet absorber is not particularly limited, but those commonly blended in sunscreen cosmetics can be used.
- Polar liquid ultraviolet absorbers include, for example, ethylhexyl methoxycinnamate, octocrylene, dimethicodiethylbenzalmalonate, polysilicone-15, t-butylmethoxydibenzoylmethane, ethylhexyl triazone, hexyl diethylaminohydroxybenzoylbenzoate, and bisethylhexyl.
- Organic ultraviolet rays such as oxyphenol methoxyphenyltriazine, oxybenzone-3, methylenebisbenzotriazolyltetramethylbutylphenol, phenylbenzimidazolesulfonic acid, homosalate, ethylhexyl salicylate, terephthalylidenedicanefursulfonic acid, and drometrisoltrisiloxane Absorbents may be mentioned.
- the content of oily components other than powdery fats and oils is preferably 0.1% by mass or more and 35% by mass or less, more preferably 0.5% by mass or more and 30% by mass or less, relative to the total amount of the cosmetic. , more preferably 1% by mass or more and 25% by mass or less.
- the cosmetic according to the present invention can contain other ingredients that can be blended in the cosmetic as long as the effects of the present invention are not impaired.
- Such other ingredients include aqueous solvents, water-soluble polymers, thickeners, UV absorbers, humectants, dispersants, neutralizers, chelating agents, preservatives, antioxidants, stabilizers, interface activators, coloring agents, fragrances, and the like. These components can be appropriately blended according to the dosage form of the cosmetic.
- the aqueous solvent is not particularly limited, and conventionally known aqueous solvents can be used.
- Aqueous solvents can include, for example, water, alcohols, or mixtures thereof.
- water water used in cosmetics can be used, for example, purified water, ion-exchanged water, tap water, and the like can be used.
- alcohol for example, lower alcohols such as ethanol, 1-propanol, 2-propanol, isobutyl alcohol and t-butyl alcohol can be used.
- semi-synthetic water-soluble polymers include starch-based polymers (e.g., carboxymethyl starch, methylhydroxypropyl starch, etc.); cellulose-based polymers (methylcellulose, ethylcellulose, methylhydroxypropylcellulose, hydroxyethylcellulose, sodium cellulose sulfate, , hydroxypropylcellulose, carboxymethylcellulose, sodium carboxymethylcellulose, crystalline cellulose, cellulose powder, etc.); alginate-based polymers (eg, sodium alginate, propylene glycol alginate, etc.);
- Examples of synthetic water-soluble polymers include vinyl polymers (eg, polyvinyl alcohol, polyvinyl methyl ether, polyvinylpyrrolidone, carboxyvinyl polymer, etc.); polyoxyethylene polymers (eg, polyethylene glycol 20,000, 40 acrylic polymers (eg, sodium polyacrylate, polyethyl acrylate, polyacrylamide, etc.); polyethyleneimine; cationic polymers, and the like.
- vinyl polymers eg, polyvinyl alcohol, polyvinyl methyl ether, polyvinylpyrrolidone, carboxyvinyl polymer, etc.
- polyoxyethylene polymers eg, polyethylene glycol 20,000, 40 acrylic polymers (eg, sodium polyacrylate, polyethyl acrylate, polyacrylamide, etc.); polyethyleneimine; cationic polymers, and the like.
- Thickeners include, for example, agar, gum arabic, carrageenan, karaya gum, tragacanth gum, carob gum, quince seed (quince), casein, dextrin, gelatin, sodium pectate, sodium araginate, methyl cellulose, ethyl cellulose, CMC, hydroxyethyl cellulose, Hydroxypropyl cellulose, PVA, PVM, PVP, sodium polyacrylate, carboxyvinyl polymer, locust bean gum, guar gum, tamarind gum, dialkyldimethylammonium cellulose sulfate, xanthan gum, magnesium aluminum silicate, bentonite, hectorite, A1 Mg silicate (Veegum). ), laponite, silicic anhydride and the like.
- agar gum arabic, carrageenan, karaya gum, tragacanth gum, carob gum, quince seed (quince), casein, dextrin, gelatin
- the ultraviolet absorber examples include benzoic acid-based ultraviolet absorbers (e.g., para-aminobenzoic acid (hereinafter abbreviated as PABA), PABA monoglycerin ester, N,N-dipropoxy PABA ethyl ester, N,N-diethoxy PABA ethyl ester, , N,N-dimethyl PABA ethyl ester, N,N-dimethyl PABA butyl ester, N,N-dimethyl PABA ethyl ester, etc.); Salicylic acid-based UV absorbers (e.g., amyl salicylate, menthyl salicylate, homomenthyl salicylate, octyl salicylate, phenyl salicylate, benzyl salicylate, p-isopropanol phenyl salicylate, etc.); cinnamic acid-based UV absorbers (e.g., octyl cinnam
- the moisturizing agent is not particularly limited, and conventionally known moisturizing agents for cosmetics can be used.
- moisturizing agents include polyhydric alcohols and glycol ethers, more specifically glycerin, propanediol, ethylene glycol, diethylene glycol, dipropylene glycol, 1,3-butylene glycol, hexamethylene glycol, and isoprene glycol. , polyethylene glycol, hyaluronic acid, xylitol, sorbitol, maltitol, diglycerin (EO) PO adducts, and the like.
- EO diglycerin
- the cosmetics according to the present invention can be produced according to conventional methods. For example, at least a portion of the oily component is added to the aqueous component, and the mixture is emulsified using a homomixer or the like. Subsequently, the rest of the oily component and silica powder are added to this and stirred and mixed to prepare.
- Cosmetics according to the present invention can be suitably used as cosmetics such as lotions, serums, milky lotions, creams, foundations, eye shadows, and cheeks.
- the present invention will be specifically described based on the following examples, but the present invention is not limited to these examples. Unless otherwise specified, the blending amount is expressed in mass%.
- Examples 1 to 4 Oil-in-water emulsified cosmetics of Examples and Comparative Examples were prepared according to the formulations shown in Tables 1 to 3. In Tables 1 to 3, the blending ratio of each component is mass%. Moreover, the triglyde composition of the powdered fats and oils used in the cosmetics was analyzed by the following method.
- the cosmetics according to the present invention are all excellent in terms of non-stickiness during use, non-powdery finish, good fit, and makeup longevity. Considering the results of the comparative examples together, it can be seen that in the cosmetics according to the present invention, excellent effects are achieved by simultaneously blending the porous powder and the specific powdery oil.
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Abstract
[Problem] To provide a cosmetic preparation having all of many improved properties during application. [Solution] Used is a cosmetic preparation comprising (A) a porous powder and (B) a powdery fat which, when the total triglyceride content is taken as 100 mass%, comprises 80-99 mass% at least one XXX-type triglyceride having, at the 1- to 3-positions, fatty acid residues X each having x carbon atoms and 20-1 mass% at least one X2Y-type triglyceride formed by replacing one of the fatty acid residues X contained in the XXX-type triglyceride with a fatty acid residue Y having y carbon atoms, the number x of carbon atoms being an integer of 8-12 and the number y of carbon atoms being an integer of x+2 to x+8 for each residue Y.
Description
本発明は、化粧料に関するものである。
The present invention relates to cosmetics.
従来、肌に塗布して肌の質感を高めるための各種化粧料が検討されている。このような化粧料には、使用時における様々な特性が求められている。
Conventionally, various cosmetics have been studied to be applied to the skin to enhance the texture of the skin. Such cosmetics are required to have various properties during use.
例えば、特許文献1では、粉末による角質剥離実効感が持続し、適度な粘度、のび、滑りがあって肌上での使用感が良好で、使用後になめらかで透明感のある肌感触を得るために、特定のシリカ粉末、特定の繊維状粉末、および増粘剤をそれぞれ特定量で配合した化粧料が提案されている。これまでに、各種特性を満たすために、種々の成分を配合することが検討されてきたが、さらなる特性の向上が求められている。
For example, in Patent Document 1, the effect of keratin exfoliation by the powder lasts, and the feeling of use on the skin is good due to moderate viscosity, spreadability, and slipperiness, and the skin feels smooth and transparent after use. proposed a cosmetic containing a specific silica powder, a specific fibrous powder, and a thickener in specific amounts. In order to satisfy various properties, various ingredients have been studied so far, but further improvement of the properties is required.
一般的に、化粧料には用途に応じて目的とする特性を改善すると、その他の特性とのバランスが取りにくくなり、すべての特性を同時に満足することが難しい。そのため、依然として、そのようなバランスをとりながら、多くの特性を同時に改善した化粧料が望まれている。
In general, if the desired properties of cosmetics are improved according to the application, it becomes difficult to balance them with other properties, making it difficult to satisfy all properties at the same time. Therefore, there is still a demand for a cosmetic that simultaneously improves many properties while maintaining such a balance.
本発明者らは、上記課題を解決するために鋭意検討を行った結果、化粧料において多孔質粉末と特定の粉末状油脂を配合することで、上記課題を解決できることを見出して、本発明を完成するに至った。
The inventors of the present invention conducted intensive studies to solve the above problems, and as a result, found that the above problems can be solved by blending porous powder and specific powdery oil in cosmetics. Completed.
本発明によれば、以下の発明が提供される。
[1](A)多孔質粉末、および
(B)全トリグリセリド含有量を100質量%とした場合、1位~3位に炭素数xの脂肪酸残基Xを有する1種以上のXXX型トリグリセリドを80~99質量%と、前記XXX型トリグリセリドの脂肪酸残基Xの1つを炭素数yの脂肪酸残基Yに置換した1種以上のX2Y型トリグリセリドを20~1質量%とを含有し、炭素数xは8~12から選択される整数であり、炭素数yは、それぞれ独立して、x+2~x+8から選択される整数である、粉末状油脂
を含む、化粧料。
[2](A)多孔質粉末が、無機系多孔質粉末である、[1]に記載の化粧料。
[3]前記無機系多孔質粉末が、シリカである、[2]に記載の化粧料。
[4](B)粉末状油脂が、全トリグリセリド含有量を100質量%とした場合、1位~3位に炭素数xの脂肪酸残基Xを有するXXX型トリグリセリドを90~99質量%と、前記XXX型トリグリセリドの脂肪酸残基Xの1つを炭素数yの脂肪酸残基Yに置換した1種以上のX2Y型トリグリセリドを10~1質量%とを含有し、炭素数xは10であり、炭素数yは、それぞれ独立して、x+4~x+8から選択される整数である、[1]~[3]のいずれかに記載の化粧料。
[5](B)粉末状油脂の融点が、25℃以上50℃以下である、[1]~[4]のいずれかに記載の化粧料。
[6](A)多孔質粉末の配合量が、前記化粧料の総質量に対して、0.1質量%以上30質量%以下であり、
(B)粉末状油脂の配合量が、前記化粧料の総質量に対して、0.1質量%以上30質量%以下である、[1]~[5]のいずれかに記載の化粧料。
[7](A)多孔質粉末および(B)粉末状油脂の配合比が、質量基準で、10:1~1:10である、[6]に記載の化粧料。
[8](B)粉末状油脂以外の油性成分をさらに含む、[1]~[7]のいずれかに記載の化粧料。 According to the present invention, the following inventions are provided.
[1] (A) Porous powder, and (B) one or more XXX-type triglycerides having a fatty acid residue X with x carbon atoms at the 1- to 3-positions when the total triglyceride content is 100% by mass. 80 to 99% by mass and 20 to 1% by mass of one or more X2Y triglycerides in which one of the fatty acid residues X of the XXX triglyceride is replaced with a fatty acid residue Y having y carbon atoms, A cosmetic containing a powdery oil, wherein the number x is an integer selected from 8 to 12, and the carbon number y is each independently an integer selected from x+2 to x+8.
[2] The cosmetic of [1], wherein (A) the porous powder is an inorganic porous powder.
[3] The cosmetic according to [2], wherein the inorganic porous powder is silica.
[4] (B) When the total triglyceride content is 100% by mass, the powdery oil contains 90 to 99% by mass of XXX triglycerides having a fatty acid residue X with x carbon atoms at the 1st to 3rd positions, 10 to 1% by mass of one or more X2Y-type triglycerides in which one of the fatty acid residues X of the XXX-type triglyceride is replaced with a fatty acid residue Y having a carbon number of y, and the carbon number x is 10, The cosmetic according to any one of [1] to [3], wherein each carbon number y is independently an integer selected from x+4 to x+8.
[5] (B) The cosmetic according to any one of [1] to [4], wherein the powdery oil has a melting point of 25°C or higher and 50°C or lower.
[6] (A) The content of the porous powder is 0.1% by mass or more and 30% by mass or less with respect to the total mass of the cosmetic,
(B) The cosmetic according to any one of [1] to [5], wherein the amount of the powdered oil is 0.1% by mass or more and 30% by mass or less with respect to the total mass of the cosmetic.
[7] The cosmetic according to [6], wherein the blending ratio of (A) the porous powder and (B) the powdered oil is 10:1 to 1:10 on a mass basis.
[8] (B) The cosmetic composition according to any one of [1] to [7], further comprising an oily component other than the powdery oil.
[1](A)多孔質粉末、および
(B)全トリグリセリド含有量を100質量%とした場合、1位~3位に炭素数xの脂肪酸残基Xを有する1種以上のXXX型トリグリセリドを80~99質量%と、前記XXX型トリグリセリドの脂肪酸残基Xの1つを炭素数yの脂肪酸残基Yに置換した1種以上のX2Y型トリグリセリドを20~1質量%とを含有し、炭素数xは8~12から選択される整数であり、炭素数yは、それぞれ独立して、x+2~x+8から選択される整数である、粉末状油脂
を含む、化粧料。
[2](A)多孔質粉末が、無機系多孔質粉末である、[1]に記載の化粧料。
[3]前記無機系多孔質粉末が、シリカである、[2]に記載の化粧料。
[4](B)粉末状油脂が、全トリグリセリド含有量を100質量%とした場合、1位~3位に炭素数xの脂肪酸残基Xを有するXXX型トリグリセリドを90~99質量%と、前記XXX型トリグリセリドの脂肪酸残基Xの1つを炭素数yの脂肪酸残基Yに置換した1種以上のX2Y型トリグリセリドを10~1質量%とを含有し、炭素数xは10であり、炭素数yは、それぞれ独立して、x+4~x+8から選択される整数である、[1]~[3]のいずれかに記載の化粧料。
[5](B)粉末状油脂の融点が、25℃以上50℃以下である、[1]~[4]のいずれかに記載の化粧料。
[6](A)多孔質粉末の配合量が、前記化粧料の総質量に対して、0.1質量%以上30質量%以下であり、
(B)粉末状油脂の配合量が、前記化粧料の総質量に対して、0.1質量%以上30質量%以下である、[1]~[5]のいずれかに記載の化粧料。
[7](A)多孔質粉末および(B)粉末状油脂の配合比が、質量基準で、10:1~1:10である、[6]に記載の化粧料。
[8](B)粉末状油脂以外の油性成分をさらに含む、[1]~[7]のいずれかに記載の化粧料。 According to the present invention, the following inventions are provided.
[1] (A) Porous powder, and (B) one or more XXX-type triglycerides having a fatty acid residue X with x carbon atoms at the 1- to 3-positions when the total triglyceride content is 100% by mass. 80 to 99% by mass and 20 to 1% by mass of one or more X2Y triglycerides in which one of the fatty acid residues X of the XXX triglyceride is replaced with a fatty acid residue Y having y carbon atoms, A cosmetic containing a powdery oil, wherein the number x is an integer selected from 8 to 12, and the carbon number y is each independently an integer selected from x+2 to x+8.
[2] The cosmetic of [1], wherein (A) the porous powder is an inorganic porous powder.
[3] The cosmetic according to [2], wherein the inorganic porous powder is silica.
[4] (B) When the total triglyceride content is 100% by mass, the powdery oil contains 90 to 99% by mass of XXX triglycerides having a fatty acid residue X with x carbon atoms at the 1st to 3rd positions, 10 to 1% by mass of one or more X2Y-type triglycerides in which one of the fatty acid residues X of the XXX-type triglyceride is replaced with a fatty acid residue Y having a carbon number of y, and the carbon number x is 10, The cosmetic according to any one of [1] to [3], wherein each carbon number y is independently an integer selected from x+4 to x+8.
[5] (B) The cosmetic according to any one of [1] to [4], wherein the powdery oil has a melting point of 25°C or higher and 50°C or lower.
[6] (A) The content of the porous powder is 0.1% by mass or more and 30% by mass or less with respect to the total mass of the cosmetic,
(B) The cosmetic according to any one of [1] to [5], wherein the amount of the powdered oil is 0.1% by mass or more and 30% by mass or less with respect to the total mass of the cosmetic.
[7] The cosmetic according to [6], wherein the blending ratio of (A) the porous powder and (B) the powdered oil is 10:1 to 1:10 on a mass basis.
[8] (B) The cosmetic composition according to any one of [1] to [7], further comprising an oily component other than the powdery oil.
本発明によれば、使用時における多くの特性、具体的には、べたつきの無さ、仕上がりの粉っぽさの無さ、フィット感、および化粧持ちを同時に改善した化粧料が提供される。
According to the present invention, it is possible to provide a cosmetic that simultaneously improves many properties during use, specifically non-stickiness, non-powdery finish, good fit, and long-lasting makeup.
[化粧料]
本発明による化粧料は、(A)多孔質粉末および(B)粉末状油脂を必須成分として含むものである。さらに、本発明による化粧料は、目的に応じて、(B)粉末状油脂以外の油性成分および他の成分を含んでもよい。また、本発明による化粧料は、水中油型乳化化粧料であることが好ましい。本発明による化粧料は、使用中のべたつきの無さ、仕上がりの粉っぽさの無さ、フィット感、および化粧持ちを同時に改善できるものである。以下、本発明による化粧料に含まれる各成分について詳細に説明する。 [Cosmetics]
The cosmetic according to the present invention contains (A) a porous powder and (B) a powdered fat as essential components. Furthermore, the cosmetic according to the present invention may contain (B) an oily component other than the powdery oil and other components, depending on the purpose. Also, the cosmetic according to the present invention is preferably an oil-in-water emulsified cosmetic. The cosmetic according to the present invention can simultaneously improve non-stickiness during use, non-powdery finish, fitting feeling, and makeup longevity. Each component contained in the cosmetic according to the present invention will be described in detail below.
本発明による化粧料は、(A)多孔質粉末および(B)粉末状油脂を必須成分として含むものである。さらに、本発明による化粧料は、目的に応じて、(B)粉末状油脂以外の油性成分および他の成分を含んでもよい。また、本発明による化粧料は、水中油型乳化化粧料であることが好ましい。本発明による化粧料は、使用中のべたつきの無さ、仕上がりの粉っぽさの無さ、フィット感、および化粧持ちを同時に改善できるものである。以下、本発明による化粧料に含まれる各成分について詳細に説明する。 [Cosmetics]
The cosmetic according to the present invention contains (A) a porous powder and (B) a powdered fat as essential components. Furthermore, the cosmetic according to the present invention may contain (B) an oily component other than the powdery oil and other components, depending on the purpose. Also, the cosmetic according to the present invention is preferably an oil-in-water emulsified cosmetic. The cosmetic according to the present invention can simultaneously improve non-stickiness during use, non-powdery finish, fitting feeling, and makeup longevity. Each component contained in the cosmetic according to the present invention will be described in detail below.
((A)多孔質粉末)
多孔質粉末は、粉末状油脂等の成分とのなじみの観点から、好ましくは無機系多孔質粉末であり、より好ましくはシリカである。また、多孔質粉末の形状は特に限定されないが、好ましくは略球状であり、より好ましくは真球状である。 ((A) porous powder)
The porous powder is preferably an inorganic porous powder, more preferably silica, from the viewpoint of compatibility with ingredients such as powdered oils and fats. Although the shape of the porous powder is not particularly limited, it is preferably approximately spherical, and more preferably spherical.
多孔質粉末は、粉末状油脂等の成分とのなじみの観点から、好ましくは無機系多孔質粉末であり、より好ましくはシリカである。また、多孔質粉末の形状は特に限定されないが、好ましくは略球状であり、より好ましくは真球状である。 ((A) porous powder)
The porous powder is preferably an inorganic porous powder, more preferably silica, from the viewpoint of compatibility with ingredients such as powdered oils and fats. Although the shape of the porous powder is not particularly limited, it is preferably approximately spherical, and more preferably spherical.
多孔質粉末の体積平均粒子径は、特に限定されないが、好ましくは1μm以上30μm以下、より好ましくは2μm以上15μm以下、さらに好ましくは3μm以上10μm以下である。なお、シリカ粉末の体積平均粒径は、レーザー回折法に準拠して測定することができる。
The volume average particle size of the porous powder is not particularly limited, but is preferably 1 μm or more and 30 μm or less, more preferably 2 μm or more and 15 μm or less, and still more preferably 3 μm or more and 10 μm or less. The volume average particle size of silica powder can be measured according to a laser diffraction method.
多孔質粉末の吸油量は、特に限定されないが、好ましくは10ml/100g以上500ml/100g以下であり、より好ましくは30ml/100g以上300ml/100g以下であり、さらに好ましくは50ml/100g以上200ml/100g以下である。なお、シリカ粉末の吸油量は、JIS Z 8830に準拠して測定することができる。
The oil absorption of the porous powder is not particularly limited, but is preferably 10 ml/100 g or more and 500 ml/100 g or less, more preferably 30 ml/100 g or more and 300 ml/100 g or less, and still more preferably 50 ml/100 g or more and 200 ml/100 g. It is below. The oil absorption of silica powder can be measured according to JIS Z 8830.
多孔質粉末のBET比表面積は、特に限定されないが、好ましくは10m2/g以上700m2/g以下であり、より好ましくは50m2/g以上500m2/g以下であり、さらに好ましくは100m2/g以上400m2/g以下である。なお、シリカ粉末のBET比表面積は、JIS K 5101-13-2に準拠して測定することができる。
The BET specific surface area of the porous powder is not particularly limited, but is preferably 10 m 2 /g or more and 700 m 2 /g or less, more preferably 50 m 2 / g or more and 500 m 2 /g or less, and still more preferably 100 m 2 . /g or more and 400 m 2 /g or less. The BET specific surface area of silica powder can be measured according to JIS K 5101-13-2.
多孔質粉末としては、市販品を用いることができる。シリカ粉末としては、例えば、サンスフェアH-52、L-51S、H-121(以上、AGC エスアイテック株式会社)、ゴッドボールE-6C(鈴木油脂工業株式会社)、サティニアM5、球状シリカP-1500(以上、日揮触媒化成株式会社)、TMS-10(テイカ株式会社)等を用いることが好ましい。
Commercial products can be used as the porous powder. Examples of silica powder include Sunsphere H-52, L-51S, H-121 (AGC Si Tech Co., Ltd.), Godball E-6C (Suzuki Yushi Kogyo Co., Ltd.), Satinia M5, spherical silica P- 1500 (Nikki Shokubai Kasei Co., Ltd.), TMS-10 (Tayca Co., Ltd.), etc. are preferably used.
多孔質粉末の含有量は、化粧料の全量に対して、好ましくは0.1質量%以上30質量%以下であり、より好ましくは0.5質量%以上25質量%以下であり、さらに好ましくは1.0質量%以上20質量%以下であり、さらにより好ましくは2.0質量%以上15質量%以下である。多孔質粉末の含有量が上記数値範囲内であれば、化粧料を使用時における多くの特性が良好となる。
The content of the porous powder is preferably 0.1% by mass or more and 30% by mass or less, more preferably 0.5% by mass or more and 25% by mass or less, and still more preferably It is 1.0% by mass or more and 20% by mass or less, and more preferably 2.0% by mass or more and 15% by mass or less. When the content of the porous powder is within the above numerical range, many properties of the cosmetic are improved when used.
((B)粉末状油脂)
本発明における粉末状油脂とは、常温(20℃)で粉末状の固体油脂である。粉末状油脂の融点は、好ましくは25℃以上50℃以下であり、より好ましくは25℃以上45℃以下であり、さらに好ましくは25℃以上40℃以下であり、さらにより好ましくは25℃以上35℃以下である。粉末状油脂の融点は、示差走査熱量計(DSC)により常法により測定することができ、DSCチャートのピークトップの値を融点とする。粉末状油脂の融点が上記数値範囲内であれば、肌上に使用した際に融解し易く、肌から熱が奪われてヒンヤリ感を感じ易くなる。 ((B) Powdered fat)
The powdery fats and oils in the present invention are powdery solid fats and oils at room temperature (20° C.). The melting point of the powdered oil is preferably 25°C or higher and 50°C or lower, more preferably 25°C or higher and 45°C or lower, even more preferably 25°C or higher and 40°C or lower, and even more preferably 25°C or higher and 35°C or higher. ℃ or less. The melting point of the powdered fat can be measured by a conventional method using a differential scanning calorimeter (DSC), and the peak top value on the DSC chart is taken as the melting point. If the melting point of the powdery oil is within the above numerical range, it will easily melt when used on the skin, and heat will be removed from the skin, making it easier to feel a cooling sensation.
本発明における粉末状油脂とは、常温(20℃)で粉末状の固体油脂である。粉末状油脂の融点は、好ましくは25℃以上50℃以下であり、より好ましくは25℃以上45℃以下であり、さらに好ましくは25℃以上40℃以下であり、さらにより好ましくは25℃以上35℃以下である。粉末状油脂の融点は、示差走査熱量計(DSC)により常法により測定することができ、DSCチャートのピークトップの値を融点とする。粉末状油脂の融点が上記数値範囲内であれば、肌上に使用した際に融解し易く、肌から熱が奪われてヒンヤリ感を感じ易くなる。 ((B) Powdered fat)
The powdery fats and oils in the present invention are powdery solid fats and oils at room temperature (20° C.). The melting point of the powdered oil is preferably 25°C or higher and 50°C or lower, more preferably 25°C or higher and 45°C or lower, even more preferably 25°C or higher and 40°C or lower, and even more preferably 25°C or higher and 35°C or higher. ℃ or less. The melting point of the powdered fat can be measured by a conventional method using a differential scanning calorimeter (DSC), and the peak top value on the DSC chart is taken as the melting point. If the melting point of the powdery oil is within the above numerical range, it will easily melt when used on the skin, and heat will be removed from the skin, making it easier to feel a cooling sensation.
粉末状油脂は、通常、板状結晶または球状結晶の形態を有し、好ましくは、板状結晶の形態を有する。粉末状油脂は、例えば、50~400μm、好ましくは50~300μm、より好ましくは50~250μm、さらに好ましくは50~200μmの平均粒径(有効径)を有する。ここで、当該平均粒径(有効径)は、粒度分布測定装置(例えば、日機装株式会社製 Microtrac MT3300ExII)でレーザー回折散乱法(ISO133201、ISO9276-1)に基づいて、乾式測定により測定した値(d50)である。有効径とは、測定対象となる結晶の実測回折パターンが、球形と仮定して得られる理論的回折パターンに適合する場合の、当該球形の粒径を意味する。このように、レーザー回折散乱法の場合、球形と仮定して得られる理論的回折パターンと、実測回折パターンを適合させて有効径を算出しているので、測定対象が板状結晶であっても球状結晶であっても同じ原理で測定することができる。
The powdered fat usually has the form of plate crystals or spherical crystals, preferably the form of plate crystals. The powdery fat has an average particle size (effective diameter) of, for example, 50 to 400 μm, preferably 50 to 300 μm, more preferably 50 to 250 μm, still more preferably 50 to 200 μm. Here, the average particle diameter (effective diameter) is a value measured by dry measurement based on a laser diffraction scattering method (ISO133201, ISO9276-1) with a particle size distribution measuring device (for example, Microtrac MT3300ExII manufactured by Nikkiso Co., Ltd.) ( d50). The effective diameter means a spherical particle size when the measured diffraction pattern of the crystal to be measured matches the theoretical diffraction pattern obtained by assuming a spherical shape. In this way, in the case of the laser diffraction scattering method, the effective diameter is calculated by matching the theoretical diffraction pattern obtained by assuming a spherical shape with the actually measured diffraction pattern. Even spherical crystals can be measured on the same principle.
粉末状油脂は、1位~3位に炭素数xの脂肪酸残基Xを有する1種以上のXXX型トリグリセリドと、前記XXX型トリグリセリドの脂肪酸残基Xの1つを炭素数yの脂肪酸残基Yに置換した1種以上のX2Y型トリグリセリドとを含有する。
The powdery fat is composed of one or more XXX-type triglycerides having a fatty acid residue X with x carbon atoms at the 1- to 3-positions, and one of the fatty acid residues X of the XXX-type triglycerides as a fatty acid residue with y carbon atoms. and one or more X2Y-type triglycerides substituted for Y.
脂肪酸残基Xは、飽和あるいは不飽和の脂肪酸残基であってもよい。XXX型トリグリセリドにおける脂肪酸残基Xの炭素数xは8~12から選択される整数であり、好ましくは10である。具体的な脂肪酸残基Xとしては、例えば、カプリル酸(C8:0)、カプリン酸(C10:0)、およびラウリン酸(C12:0)等の飽和脂肪酸残基が挙げられ、好ましくはカプリン酸である。また、XXX型トリグリセリドにおける脂肪酸残基Yの炭素数yは、それぞれ独立して、x+2~x+8であり、好ましくx+4~x+8である。具体的な脂肪酸残基Yとしては、例えば、ミリスチン酸(C14:0)、パルミチン酸(C16:0)、ステアリン酸(C18:0)等の飽和脂肪酸残基が挙げられ、好ましくはミリスチン酸である。
The fatty acid residue X may be a saturated or unsaturated fatty acid residue. The carbon number x of the fatty acid residue X in the XXX triglyceride is an integer selected from 8 to 12, preferably 10. Specific fatty acid residues X include, for example, saturated fatty acid residues such as caprylic acid (C8:0), capric acid (C10:0), and lauric acid (C12:0), preferably capric acid is. In addition, the carbon number y of the fatty acid residue Y in the XXX-type triglyceride is independently x+2 to x+8, preferably x+4 to x+8. Examples of specific fatty acid residues Y include saturated fatty acid residues such as myristic acid (C14:0), palmitic acid (C16:0), and stearic acid (C18:0), preferably myristic acid. be.
全トリグリセリド含有量を100質量%とした場合、XXX型トリグリセリドの含有量は80~99質量%であり、好ましくは90~99質量%であり、X2Y型トリグリセリドの含有量は20~1質量%であり、好ましくは10~1質量%である。XXX型トリグリセリドおよびX2Y型トリグリセリドの含有量が上記範囲内の場合、一つの脂肪酸の鎖長が長いX2Y型トリグリセリドが少量存在することにより、該X2Y型トリグリセリドが溶融状態から冷却結晶化するときにXXX型トリグリセリドからなる油脂結晶中に混入して、XXX型トリグリセリドが連続化して結晶成長することを分断し、結果として、非常に疎な状態(体積が増えて空隙ができた状態)で結晶化した固形物になると考えられる。得られた固形物は、非常に疎な状態で結晶化した粉末状油脂の凝集体の形態を有し、軽い衝撃によっても脆くくずれ、容易に粉末状を呈するようになる。
When the total triglyceride content is 100% by mass, the content of XXX triglycerides is 80 to 99% by mass, preferably 90 to 99% by mass, and the content of X2Y triglycerides is 20 to 1% by mass. Yes, preferably 10 to 1% by mass. When the content of XXX triglyceride and X2Y triglyceride is within the above range, the presence of a small amount of X2Y triglyceride having a long chain length of one fatty acid causes XXX when the X2Y triglyceride is cooled and crystallized from a molten state. Mixed in the oil crystals composed of type triglycerides, the continuous crystal growth of XXX type triglycerides was interrupted, and as a result, crystals were crystallized in a very sparse state (a state in which the volume increased and voids were formed). considered to be solid. The obtained solids have the form of aggregates of powdery fats and oils crystallized in a very sparse state.
粉末状油脂としては、市販品を用いることができる。粉末状油脂としては、例えば、日清オイリオグループ株式会社製のエネクイック等を用いることが好ましい。
A commercially available product can be used as the powdered oil. As the powdered oil, it is preferable to use, for example, Enequick manufactured by Nisshin Oillio Group, Inc., or the like.
粉末状油脂の製造方法は、特許第5937771号を参照することができる。具体的には、以下の工程により、粉末状油脂を製造することができる。
(a)全トリグリセリド含有量を100質量%とした場合、1位~3位に炭素数xの脂肪酸残基Xを有するXXX型トリグリセリドを80~99質量%と、前記XXX型トリグリセリドの脂肪酸残基Xの1つを炭素数yの脂肪酸残基Yに置換したX2Y型トリグリセリドを20~1質量%とを含有し、前記炭素数xは8~12から選択される整数であり、前記炭素数yは、それぞれ独立して、x+2~x+8から選択される整数である、油脂組成物を調製する工程、
(b)前記油脂組成物を加熱し、前記油脂組成物中に含まれるトリグリセリドを融解して溶融状態の前記油脂組成物を得る任意の工程、
(d)溶融状態の前記油脂組成物を冷却して粉末状油脂を得る工程、
を含む方法によって製造することができる。
また、上記工程(b)と(d)の間に、工程(c)として粉末生成を促進するための任意工程、例えば(c1)シーディング工程、(c2)テンパリング工程、及び/又は(c3)予備冷却工程を含んでいてもよい。さらに上記工程(d)で得られる粉末状油脂は、工程(d)の冷却後に得られる固形物を粉砕して粉末状の油脂を得る工程(e)によって得られるものであってもよい。以下、上記工程(a)~(e)について説明する。 Japanese Patent No. 5937771 can be referred to for the method for producing the powdered oil. Specifically, the powdered oil can be produced by the following steps.
(a) When the total triglyceride content is 100% by mass, 80 to 99% by mass of an XXX triglyceride having a fatty acid residue X with x carbon atoms at the 1st to 3rd positions, and the fatty acid residue of the XXX triglyceride 20 to 1% by mass of an X2Y-type triglyceride in which one of X is substituted with a fatty acid residue Y having a carbon number of y, wherein the carbon number x is an integer selected from 8 to 12, and the carbon number y are each independently an integer selected from x+2 to x+8;
(b) an optional step of heating the oil and fat composition to melt triglycerides contained in the oil and fat composition to obtain the molten oil and fat composition;
(d) a step of cooling the melted oil composition to obtain a powdery oil;
It can be manufactured by a method comprising
Also, between the above steps (b) and (d), an optional step for promoting powder formation as step (c), such as (c1) seeding step, (c2) tempering step, and/or (c3) A pre-cooling step may be included. Furthermore, the powdery fat obtained in the step (d) may be obtained by the step (e) of pulverizing the solid obtained after cooling in the step (d) to obtain a powdery fat. The steps (a) to (e) will be described below.
(a)全トリグリセリド含有量を100質量%とした場合、1位~3位に炭素数xの脂肪酸残基Xを有するXXX型トリグリセリドを80~99質量%と、前記XXX型トリグリセリドの脂肪酸残基Xの1つを炭素数yの脂肪酸残基Yに置換したX2Y型トリグリセリドを20~1質量%とを含有し、前記炭素数xは8~12から選択される整数であり、前記炭素数yは、それぞれ独立して、x+2~x+8から選択される整数である、油脂組成物を調製する工程、
(b)前記油脂組成物を加熱し、前記油脂組成物中に含まれるトリグリセリドを融解して溶融状態の前記油脂組成物を得る任意の工程、
(d)溶融状態の前記油脂組成物を冷却して粉末状油脂を得る工程、
を含む方法によって製造することができる。
また、上記工程(b)と(d)の間に、工程(c)として粉末生成を促進するための任意工程、例えば(c1)シーディング工程、(c2)テンパリング工程、及び/又は(c3)予備冷却工程を含んでいてもよい。さらに上記工程(d)で得られる粉末状油脂は、工程(d)の冷却後に得られる固形物を粉砕して粉末状の油脂を得る工程(e)によって得られるものであってもよい。以下、上記工程(a)~(e)について説明する。 Japanese Patent No. 5937771 can be referred to for the method for producing the powdered oil. Specifically, the powdered oil can be produced by the following steps.
(a) When the total triglyceride content is 100% by mass, 80 to 99% by mass of an XXX triglyceride having a fatty acid residue X with x carbon atoms at the 1st to 3rd positions, and the fatty acid residue of the XXX triglyceride 20 to 1% by mass of an X2Y-type triglyceride in which one of X is substituted with a fatty acid residue Y having a carbon number of y, wherein the carbon number x is an integer selected from 8 to 12, and the carbon number y are each independently an integer selected from x+2 to x+8;
(b) an optional step of heating the oil and fat composition to melt triglycerides contained in the oil and fat composition to obtain the molten oil and fat composition;
(d) a step of cooling the melted oil composition to obtain a powdery oil;
It can be manufactured by a method comprising
Also, between the above steps (b) and (d), an optional step for promoting powder formation as step (c), such as (c1) seeding step, (c2) tempering step, and/or (c3) A pre-cooling step may be included. Furthermore, the powdery fat obtained in the step (d) may be obtained by the step (e) of pulverizing the solid obtained after cooling in the step (d) to obtain a powdery fat. The steps (a) to (e) will be described below.
(a)油脂組成物の調製工程I
工程(a)で調製される油脂組成物は、上述したとおりのXXX型トリグリセリド(1種類又はそれ以上)とX2Y型トリグリセリド(1種類又はそれ以上)とを、上述した質量%で含有するものである。具体的には、例えば、1位~3位に炭素数xの脂肪酸残基Xを有するXXX型トリグリセリド(1種類又はそれ以上)と、1位~3位に炭素数yの脂肪酸残基Yを有するYYY型トリグリセリド(1種類又はそれ以上)とを別々に入手し、XXX型トリグリセリド/YYY型トリグリセリドの質量比で90/10~99/1にて混合して反応基質を得(ここで、前記炭素数xは8~12から選択される整数であり、前記炭素数yはx+2~x+8から選択される整数である)、前記反応基質を加熱し、触媒の存在下でエステル交換反応する工程を経て得られる。 (a) Preparation step I of the oil and fat composition
The oil and fat composition prepared in step (a) contains XXX triglycerides (one or more) and X2Y triglycerides (one or more) as described above in the above mass %. be. Specifically, for example, an XXX triglyceride (one or more) having a fatty acid residue X having x carbon atoms at positions 1 to 3, and a fatty acid residue Y having y carbon atoms at positions 1 to 3. YYY type triglycerides (one or more types) are separately obtained and mixed at a mass ratio of XXX type triglyceride/YYY type triglyceride from 90/10 to 99/1 to obtain a reaction substrate (here, the above The carbon number x is an integer selected from 8 to 12, and the carbon number y is an integer selected from x+2 to x+8), heating the reaction substrate, and transesterifying in the presence of a catalyst. obtained through
工程(a)で調製される油脂組成物は、上述したとおりのXXX型トリグリセリド(1種類又はそれ以上)とX2Y型トリグリセリド(1種類又はそれ以上)とを、上述した質量%で含有するものである。具体的には、例えば、1位~3位に炭素数xの脂肪酸残基Xを有するXXX型トリグリセリド(1種類又はそれ以上)と、1位~3位に炭素数yの脂肪酸残基Yを有するYYY型トリグリセリド(1種類又はそれ以上)とを別々に入手し、XXX型トリグリセリド/YYY型トリグリセリドの質量比で90/10~99/1にて混合して反応基質を得(ここで、前記炭素数xは8~12から選択される整数であり、前記炭素数yはx+2~x+8から選択される整数である)、前記反応基質を加熱し、触媒の存在下でエステル交換反応する工程を経て得られる。 (a) Preparation step I of the oil and fat composition
The oil and fat composition prepared in step (a) contains XXX triglycerides (one or more) and X2Y triglycerides (one or more) as described above in the above mass %. be. Specifically, for example, an XXX triglyceride (one or more) having a fatty acid residue X having x carbon atoms at positions 1 to 3, and a fatty acid residue Y having y carbon atoms at positions 1 to 3. YYY type triglycerides (one or more types) are separately obtained and mixed at a mass ratio of XXX type triglyceride/YYY type triglyceride from 90/10 to 99/1 to obtain a reaction substrate (here, the above The carbon number x is an integer selected from 8 to 12, and the carbon number y is an integer selected from x+2 to x+8), heating the reaction substrate, and transesterifying in the presence of a catalyst. obtained through
<反応基質>
まず、XXX型トリグリセリド(1種類又はそれ以上)とYYY型トリグリセリド(1種類又はそれ以上)とを混合して反応基質を得る。ここでXXX型トリグリセリドの詳細は、上述した通りである。
YYY型トリグリセリドは、1位~3位に炭素数yの脂肪酸残基Yを有するトリグリセリドである。ここで、当該炭素数y及び脂肪酸残基Yは、上述した通りである。 <Reaction substrate>
First, XXX triglycerides (one or more) and YYY triglycerides (one or more) are mixed to obtain a reaction substrate. Details of the XXX type triglyceride are as described above.
A YYY-type triglyceride is a triglyceride having a fatty acid residue Y with y carbon atoms at the 1- to 3-positions. Here, the carbon number y and fatty acid residue Y are as described above.
まず、XXX型トリグリセリド(1種類又はそれ以上)とYYY型トリグリセリド(1種類又はそれ以上)とを混合して反応基質を得る。ここでXXX型トリグリセリドの詳細は、上述した通りである。
YYY型トリグリセリドは、1位~3位に炭素数yの脂肪酸残基Yを有するトリグリセリドである。ここで、当該炭素数y及び脂肪酸残基Yは、上述した通りである。 <Reaction substrate>
First, XXX triglycerides (one or more) and YYY triglycerides (one or more) are mixed to obtain a reaction substrate. Details of the XXX type triglyceride are as described above.
A YYY-type triglyceride is a triglyceride having a fatty acid residue Y with y carbon atoms at the 1- to 3-positions. Here, the carbon number y and fatty acid residue Y are as described above.
上記XXX型トリグリセリド及び上記YYY型トリグリセリドは、脂肪酸または脂肪酸誘導体とグリセリンを用いた直接合成によっても得ることができる。XXX型トリグリセリドを例にとると、XXX型トリグリセリドを直接合成する方法としては、(i)炭素数Xの脂肪酸とグリセリンとを直接エステル化する方法(直接エステル合成)、(ii)炭素数xである脂肪酸Xのカルボキシル基がアルコキシル基と結合した脂肪酸アルキル(例えば、脂肪酸メチル及び脂肪酸エチル)とグリセリンとを塩基性または酸性触媒条件下にて反応させる方法(脂肪酸アルキルを用いたエステル交換合成)、(iii)炭素数xである脂肪酸Xのカルボキシル基の水酸基がハロゲンに置換された脂肪酸ハロゲン化物(例えば、脂肪酸クロリド及び脂肪酸ブロミド)とグリセリンとを塩基性触媒下にて反応させる方法(酸ハライド合成)が挙げられる。
XXX型トリグリセリド及びYYY型トリグリセリドは前述の(i)~(iii)のいずれの方法によっても製造できるが、製造の容易さの観点から、(i)直接エステル合成又は(ii)脂肪酸アルキルを用いたエステル交換合成が好ましく、(i)直接エステル合成がより好ましい。 The XXX type triglyceride and the YYY type triglyceride can also be obtained by direct synthesis using a fatty acid or a fatty acid derivative and glycerin. Taking XXX type triglycerides as an example, methods for directly synthesizing XXX type triglycerides include (i) a method of directly esterifying a fatty acid having X carbon atoms and glycerin (direct ester synthesis); A method of reacting a fatty acid alkyl (e.g., fatty acid methyl and fatty acid ethyl) in which the carboxyl group of a certain fatty acid X is bonded to an alkoxyl group with glycerin under basic or acidic catalyst conditions (transesterification synthesis using fatty acid alkyl); (iii) A method of reacting a fatty acid halide (e.g., fatty acid chloride and fatty acid bromide) in which the hydroxyl group of the carboxyl group of fatty acid X having x carbon atoms is substituted with halogen with glycerin in the presence of a basic catalyst (acid halide synthesis ).
XXX-type triglycerides and YYY-type triglycerides can be produced by any of the above-described methods (i) to (iii), but from the viewpoint of ease of production, (i) direct ester synthesis or (ii) fatty acid alkyl Transesterification synthesis is preferred, and (i) direct ester synthesis is more preferred.
XXX型トリグリセリド及びYYY型トリグリセリドは前述の(i)~(iii)のいずれの方法によっても製造できるが、製造の容易さの観点から、(i)直接エステル合成又は(ii)脂肪酸アルキルを用いたエステル交換合成が好ましく、(i)直接エステル合成がより好ましい。 The XXX type triglyceride and the YYY type triglyceride can also be obtained by direct synthesis using a fatty acid or a fatty acid derivative and glycerin. Taking XXX type triglycerides as an example, methods for directly synthesizing XXX type triglycerides include (i) a method of directly esterifying a fatty acid having X carbon atoms and glycerin (direct ester synthesis); A method of reacting a fatty acid alkyl (e.g., fatty acid methyl and fatty acid ethyl) in which the carboxyl group of a certain fatty acid X is bonded to an alkoxyl group with glycerin under basic or acidic catalyst conditions (transesterification synthesis using fatty acid alkyl); (iii) A method of reacting a fatty acid halide (e.g., fatty acid chloride and fatty acid bromide) in which the hydroxyl group of the carboxyl group of fatty acid X having x carbon atoms is substituted with halogen with glycerin in the presence of a basic catalyst (acid halide synthesis ).
XXX-type triglycerides and YYY-type triglycerides can be produced by any of the above-described methods (i) to (iii), but from the viewpoint of ease of production, (i) direct ester synthesis or (ii) fatty acid alkyl Transesterification synthesis is preferred, and (i) direct ester synthesis is more preferred.
XXX型トリグリセリドまたはYYY型トリグリセリドを(i)直接エステル合成によって製造するには、製造効率の観点から、グリセリン1モルに対して脂肪酸Xまたは脂肪酸Yを3~5モルを用いることが好ましく、3~4モルを用いることがより好ましい。
XXX型トリグリセリドまたはYYY型トリグリセリドの(i)直接エステル合成における反応温度は、エステル化反応によって生ずる生成水が系外に除去できる温度であればよく、例えば、120℃~300℃が好ましく、150℃~270℃がより好ましく、180℃~250℃がさらに好ましい。反応を180~250℃で行うことで、特に効率的にXXX型トリグリセリドまたはYYY型トリグリセリドを製造することができる。 In order to produce XXX triglyceride or YYY triglyceride (i) by direct ester synthesis, from the viewpoint of production efficiency, it is preferable to use 3 to 5 mol of fatty acid X or fatty acid Y per 1 mol of glycerin. It is more preferred to use 4 moles.
The reaction temperature in (i) direct ester synthesis of XXX-type triglyceride or YYY-type triglyceride may be a temperature at which the water produced by the esterification reaction can be removed from the system. ~270°C is more preferred, and 180°C to 250°C is even more preferred. By carrying out the reaction at 180 to 250° C., XXX triglyceride or YYY triglyceride can be produced particularly efficiently.
XXX型トリグリセリドまたはYYY型トリグリセリドの(i)直接エステル合成における反応温度は、エステル化反応によって生ずる生成水が系外に除去できる温度であればよく、例えば、120℃~300℃が好ましく、150℃~270℃がより好ましく、180℃~250℃がさらに好ましい。反応を180~250℃で行うことで、特に効率的にXXX型トリグリセリドまたはYYY型トリグリセリドを製造することができる。 In order to produce XXX triglyceride or YYY triglyceride (i) by direct ester synthesis, from the viewpoint of production efficiency, it is preferable to use 3 to 5 mol of fatty acid X or fatty acid Y per 1 mol of glycerin. It is more preferred to use 4 moles.
The reaction temperature in (i) direct ester synthesis of XXX-type triglyceride or YYY-type triglyceride may be a temperature at which the water produced by the esterification reaction can be removed from the system. ~270°C is more preferred, and 180°C to 250°C is even more preferred. By carrying out the reaction at 180 to 250° C., XXX triglyceride or YYY triglyceride can be produced particularly efficiently.
XXX型トリグリセリドまたはYYY型トリグリセリドの(i)直接エステル合成においては、エステル化反応を促進する触媒を用いても良い。触媒としては酸触媒、及びアルカリ土類金属のアルコキシド等が挙げられる。触媒の使用量は、反応原料の総質量に対して0.001~1質量%程度であることが好ましい。
XXX型トリグリセリドまたはYYY型トリグリセリドの(i)直接エステル合成においては、反応後、水洗、アルカリ脱酸及び/又は減圧脱酸、及び吸着処理等の公知の精製処理を行うことで、触媒や原料未反応物を除去することができる。更に、脱色・脱臭処理を施すことで、得られた反応物をさらに精製することができる。 In (i) direct ester synthesis of XXX triglycerides or YYY triglycerides, a catalyst that accelerates the esterification reaction may be used. Examples of the catalyst include acid catalysts and alkoxides of alkaline earth metals. The amount of the catalyst used is preferably about 0.001 to 1% by mass with respect to the total mass of the reaction raw materials.
In (i) direct ester synthesis of XXX-type triglyceride or YYY-type triglyceride, after the reaction, by performing known purification treatments such as washing with water, alkali deacidification and/or deacidification under reduced pressure, and adsorption treatment, catalysts and raw materials are removed. Reactants can be removed. Furthermore, the resulting reaction product can be further purified by subjecting it to decolorization/deodorization treatment.
XXX型トリグリセリドまたはYYY型トリグリセリドの(i)直接エステル合成においては、反応後、水洗、アルカリ脱酸及び/又は減圧脱酸、及び吸着処理等の公知の精製処理を行うことで、触媒や原料未反応物を除去することができる。更に、脱色・脱臭処理を施すことで、得られた反応物をさらに精製することができる。 In (i) direct ester synthesis of XXX triglycerides or YYY triglycerides, a catalyst that accelerates the esterification reaction may be used. Examples of the catalyst include acid catalysts and alkoxides of alkaline earth metals. The amount of the catalyst used is preferably about 0.001 to 1% by mass with respect to the total mass of the reaction raw materials.
In (i) direct ester synthesis of XXX-type triglyceride or YYY-type triglyceride, after the reaction, by performing known purification treatments such as washing with water, alkali deacidification and/or deacidification under reduced pressure, and adsorption treatment, catalysts and raw materials are removed. Reactants can be removed. Furthermore, the resulting reaction product can be further purified by subjecting it to decolorization/deodorization treatment.
これらXXX型トリグリセリド及びYYY型トリグリセリドは、XXX型トリグリセリド/YYY型トリグリセリドの質量比で90/10~99/1、好ましくは93/7~99/1、より好ましくは95/5~99/1にて混合する。特に、脂肪酸残基Xが炭素数10かつ脂肪酸残基Yが炭素数14~18の場合、XXX型トリグリセリド/YYY型トリグリセリドの質量比は95/5~99/1であることが好ましい。また、脂肪酸残基Xが炭素数12かつ脂肪酸残基Yが炭素数16~18の場合、XXX型トリグリセリド/YYY型トリグリセリドの質量比は95/5~99/1であることが好ましい。
These XXX triglycerides and YYY triglycerides have a mass ratio of XXX triglyceride/YYY triglyceride of 90/10 to 99/1, preferably 93/7 to 99/1, more preferably 95/5 to 99/1. to mix. In particular, when the fatty acid residue X has 10 carbon atoms and the fatty acid residue Y has 14 to 18 carbon atoms, the weight ratio of XXX type triglyceride/YYY type triglyceride is preferably 95/5 to 99/1. Further, when the fatty acid residue X has 12 carbon atoms and the fatty acid residue Y has 16 to 18 carbon atoms, the mass ratio of XXX type triglyceride/YYY type triglyceride is preferably 95/5 to 99/1.
<その他のトリグリセリド>
反応基質の原料となるトリグリセリドとしては、上記XXX型トリグリセリドやYYY型トリグリセリドの他、本発明の効果を損なわない限り、各種トリグリセリドを含めてもよい。その他のトリグリセリドとしては、例えば、上記XXX型トリグリセリドの脂肪酸残基Xの1つが脂肪酸残基Yに置換したX2Y型トリグリセリド、上記XXX型トリグリセリドの脂肪酸残基Xの2つが脂肪酸残基Yに置換したXY2型トリグリセリド等を挙げることができる。
上記その他のトリグリセリドの量は、例えば、XXX型トリグリセリド及びYYY型トリグリセリドの合計質量を100質量%とした場合、0~15質量%、好ましくは0~7質量%、より好ましくは0~4質量%である。
また、上記XXX型トリグリセリドやYYY型トリグリセリドの代わりに、天然由来のトリグリセリド組成物を使用してもよい。天然由来のトリグリセリド組成物としては、例えば、パーム核油、パーム核オレイン、パーム核ステアリン、ナタネ油、ヤシ油、大豆油、ヒマワリ油、サフラワー油、パームステアリン等を挙げることができる。これらの天然由来のトリグリセリド組成物は、さらに水素添加等により改質した硬化油、部分硬化油、極度硬化油であってもよい。
上記天然由来のトリグリセリド組成物の量は、これら天然由来のトリグリセリド組成物に含まれる必要なXXX型トリグリセリド又はYYY型トリグリセリドの量に依存するが、例えば、XXX型トリグリセリドのXがカプリン酸で、YYY型トリグリセリドの由来としてパーム核ステアリン極度硬化油を使用する場合、当該パーム核ステアリン極度硬化油に含まれる1位~3位にY残基を有するトリグリセリドが上述したYYY型トリグリセリドとして必要な量、即ちXXX型トリグリセリド/YYY型トリグリセリドの質量比で90/10~99/1、好ましくは93/7~99/1、より好ましくは95/5~98/2を満たす量で含まれることが適当である。 <Other triglycerides>
The triglyceride that is a raw material for the reaction substrate may include various triglycerides in addition to the above XXX triglyceride and YYY triglyceride as long as the effects of the present invention are not impaired. Other triglycerides include, for example, X2Y-type triglyceride in which one of the fatty acid residues X of the XXX-type triglyceride is substituted with fatty acid residue Y, and two of the fatty acid residues X in the XXX-type triglyceride are substituted with fatty acid residue Y. XY2-type triglycerides and the like can be mentioned.
The amount of the above other triglycerides is, for example, 0 to 15% by mass, preferably 0 to 7% by mass, more preferably 0 to 4% by mass, when the total mass of XXX type triglyceride and YYY type triglyceride is 100% by mass. is.
Also, instead of the XXX-type triglycerides and YYY-type triglycerides, a naturally-derived triglyceride composition may be used. Examples of naturally derived triglyceride compositions include palm kernel oil, palm kernel olein, palm kernel stearin, rapeseed oil, coconut oil, soybean oil, sunflower oil, safflower oil, and palm stearin. These naturally-derived triglyceride compositions may be hydrogenated oils, partially hydrogenated oils, or extremely hydrogenated oils modified by hydrogenation or the like.
The amount of the naturally-occurring triglyceride composition depends on the required amount of XXX-type triglycerides or YYY-type triglycerides contained in these naturally-occurring triglyceride compositions, e.g. When palm kernel stearin extremely hydrogenated oil is used as a source of type triglycerides, the amount of triglycerides having Y residues at positions 1 to 3 contained in the palm kernel stearin extremely hydrogenated oil is the amount required as the above-mentioned YYY type triglycerides, namely It is suitable that the weight ratio of XXX type triglyceride/YYY type triglyceride is 90/10 to 99/1, preferably 93/7 to 99/1, more preferably 95/5 to 98/2. .
反応基質の原料となるトリグリセリドとしては、上記XXX型トリグリセリドやYYY型トリグリセリドの他、本発明の効果を損なわない限り、各種トリグリセリドを含めてもよい。その他のトリグリセリドとしては、例えば、上記XXX型トリグリセリドの脂肪酸残基Xの1つが脂肪酸残基Yに置換したX2Y型トリグリセリド、上記XXX型トリグリセリドの脂肪酸残基Xの2つが脂肪酸残基Yに置換したXY2型トリグリセリド等を挙げることができる。
上記その他のトリグリセリドの量は、例えば、XXX型トリグリセリド及びYYY型トリグリセリドの合計質量を100質量%とした場合、0~15質量%、好ましくは0~7質量%、より好ましくは0~4質量%である。
また、上記XXX型トリグリセリドやYYY型トリグリセリドの代わりに、天然由来のトリグリセリド組成物を使用してもよい。天然由来のトリグリセリド組成物としては、例えば、パーム核油、パーム核オレイン、パーム核ステアリン、ナタネ油、ヤシ油、大豆油、ヒマワリ油、サフラワー油、パームステアリン等を挙げることができる。これらの天然由来のトリグリセリド組成物は、さらに水素添加等により改質した硬化油、部分硬化油、極度硬化油であってもよい。
上記天然由来のトリグリセリド組成物の量は、これら天然由来のトリグリセリド組成物に含まれる必要なXXX型トリグリセリド又はYYY型トリグリセリドの量に依存するが、例えば、XXX型トリグリセリドのXがカプリン酸で、YYY型トリグリセリドの由来としてパーム核ステアリン極度硬化油を使用する場合、当該パーム核ステアリン極度硬化油に含まれる1位~3位にY残基を有するトリグリセリドが上述したYYY型トリグリセリドとして必要な量、即ちXXX型トリグリセリド/YYY型トリグリセリドの質量比で90/10~99/1、好ましくは93/7~99/1、より好ましくは95/5~98/2を満たす量で含まれることが適当である。 <Other triglycerides>
The triglyceride that is a raw material for the reaction substrate may include various triglycerides in addition to the above XXX triglyceride and YYY triglyceride as long as the effects of the present invention are not impaired. Other triglycerides include, for example, X2Y-type triglyceride in which one of the fatty acid residues X of the XXX-type triglyceride is substituted with fatty acid residue Y, and two of the fatty acid residues X in the XXX-type triglyceride are substituted with fatty acid residue Y. XY2-type triglycerides and the like can be mentioned.
The amount of the above other triglycerides is, for example, 0 to 15% by mass, preferably 0 to 7% by mass, more preferably 0 to 4% by mass, when the total mass of XXX type triglyceride and YYY type triglyceride is 100% by mass. is.
Also, instead of the XXX-type triglycerides and YYY-type triglycerides, a naturally-derived triglyceride composition may be used. Examples of naturally derived triglyceride compositions include palm kernel oil, palm kernel olein, palm kernel stearin, rapeseed oil, coconut oil, soybean oil, sunflower oil, safflower oil, and palm stearin. These naturally-derived triglyceride compositions may be hydrogenated oils, partially hydrogenated oils, or extremely hydrogenated oils modified by hydrogenation or the like.
The amount of the naturally-occurring triglyceride composition depends on the required amount of XXX-type triglycerides or YYY-type triglycerides contained in these naturally-occurring triglyceride compositions, e.g. When palm kernel stearin extremely hydrogenated oil is used as a source of type triglycerides, the amount of triglycerides having Y residues at positions 1 to 3 contained in the palm kernel stearin extremely hydrogenated oil is the amount required as the above-mentioned YYY type triglycerides, namely It is suitable that the weight ratio of XXX type triglyceride/YYY type triglyceride is 90/10 to 99/1, preferably 93/7 to 99/1, more preferably 95/5 to 98/2. .
<その他の成分>
反応基質を構成する原料としては、上記トリグリセリドの他、任意に部分グリセリド、抗酸化剤、乳化剤、水などの溶媒等のその他の成分を含んでいてもよい。これらその他の成分の量は、本発明の効果を損なわない限り任意の量とすることができるが、例えば、得られる反応基質の質量を100質量%とした場合、0~5質量%、好ましくは0~2質量%、より好ましくは0~1質量%である。 <Other ingredients>
In addition to the triglycerides described above, the raw materials constituting the reaction substrate may optionally contain other components such as partial glycerides, antioxidants, emulsifiers, and solvents such as water. The amount of these other components can be any amount as long as it does not impair the effect of the present invention. 0 to 2% by mass, more preferably 0 to 1% by mass.
反応基質を構成する原料としては、上記トリグリセリドの他、任意に部分グリセリド、抗酸化剤、乳化剤、水などの溶媒等のその他の成分を含んでいてもよい。これらその他の成分の量は、本発明の効果を損なわない限り任意の量とすることができるが、例えば、得られる反応基質の質量を100質量%とした場合、0~5質量%、好ましくは0~2質量%、より好ましくは0~1質量%である。 <Other ingredients>
In addition to the triglycerides described above, the raw materials constituting the reaction substrate may optionally contain other components such as partial glycerides, antioxidants, emulsifiers, and solvents such as water. The amount of these other components can be any amount as long as it does not impair the effect of the present invention. 0 to 2% by mass, more preferably 0 to 1% by mass.
混合は、均質な反応基質が得られる限り公知のいかなる混合方法を用いてもよいが、例えば、パドルミキサー、アジホモミキサー、ディスパーミキサー等で行うことができる。
当該混合は、必要に応じて加熱下で混合してもよい。加熱は、後述の工程(b)における加熱温度と同程度であることが好ましく、例えば、50~120℃、好ましくは60~100℃、より好ましくは70~90℃、さらに好ましくは80℃で行われる。なお、触媒として酵素を添加する場合、酵素添加前に水は極力存在しないことが好ましい。酵素添加前の水の量は、原料全体の質量に対し、例えば10質量%以下、好ましくは0.001~5質量%、より好ましくは0.01~3質量%、更に好ましくは0.01~2質量%であることが適当である。この混合は、例えば5~60分、好ましくは10~50分、より好ましくは20~40分継続してもよい。 Mixing may be performed by any known mixing method as long as a homogeneous reaction substrate can be obtained.
The said mixing may be mixed under a heating as needed. Heating is preferably carried out at the same temperature as the heating temperature in step (b) described later, for example, 50 to 120°C, preferably 60 to 100°C, more preferably 70 to 90°C, and still more preferably 80°C. will be In addition, when an enzyme is added as a catalyst, it is preferable that water is present as little as possible before the enzyme is added. The amount of water before adding the enzyme is, for example, 10% by mass or less, preferably 0.001 to 5% by mass, more preferably 0.01 to 3% by mass, more preferably 0.01 to 5% by mass, relative to the mass of the entire raw material. It is suitable that it is 2% by mass. This mixing may last for example from 5 to 60 minutes, preferably from 10 to 50 minutes, more preferably from 20 to 40 minutes.
当該混合は、必要に応じて加熱下で混合してもよい。加熱は、後述の工程(b)における加熱温度と同程度であることが好ましく、例えば、50~120℃、好ましくは60~100℃、より好ましくは70~90℃、さらに好ましくは80℃で行われる。なお、触媒として酵素を添加する場合、酵素添加前に水は極力存在しないことが好ましい。酵素添加前の水の量は、原料全体の質量に対し、例えば10質量%以下、好ましくは0.001~5質量%、より好ましくは0.01~3質量%、更に好ましくは0.01~2質量%であることが適当である。この混合は、例えば5~60分、好ましくは10~50分、より好ましくは20~40分継続してもよい。 Mixing may be performed by any known mixing method as long as a homogeneous reaction substrate can be obtained.
The said mixing may be mixed under a heating as needed. Heating is preferably carried out at the same temperature as the heating temperature in step (b) described later, for example, 50 to 120°C, preferably 60 to 100°C, more preferably 70 to 90°C, and still more preferably 80°C. will be In addition, when an enzyme is added as a catalyst, it is preferable that water is present as little as possible before the enzyme is added. The amount of water before adding the enzyme is, for example, 10% by mass or less, preferably 0.001 to 5% by mass, more preferably 0.01 to 3% by mass, more preferably 0.01 to 5% by mass, relative to the mass of the entire raw material. It is suitable that it is 2% by mass. This mixing may last for example from 5 to 60 minutes, preferably from 10 to 50 minutes, more preferably from 20 to 40 minutes.
<エステル交換反応>
上記反応基質(XXX型トリグリセリドとYYY型トリグリセリドとを含有する混合物)を加熱し、触媒の存在下でエステル交換反応してエステル交換反応物(XXX型トリグリセリドとX2Y型トリグリセリドとを含有する油脂組成物)を得る。
エステル交換反応は、特に限定なく、通常用いられるエステル交換反応を使用することができる。
ここで加熱は、例えば、50~120℃、好ましくは60~100℃、より好ましくは70~90℃、さらに好ましくは80℃で行われる。
触媒としては、酵素、アルカリ金属アルコキシド、アルカリ土類金属アルコキシド等を使用することができる。酵素としては、固定化酵素及び粉末酵素を使用できるが、酵素活性及び取扱い容易性の面から、粉末酵素であることが好ましい。
粉末酵素は、酵素含有水性液体をスプレードライ、フリーズドライ、溶剤沈澱後の乾燥などの方法で乾燥、粉末化したものであり、特に限定するものではないが、例えば、アルカリゲネス エスピー(Alcaligenes sp.)由来のリパーゼ(名糖産業株式会社、商品名リパーゼQLM)が挙げられる。
固定化酵素としては、酵素をシリカ、セライト、珪藻土、パーライト、ポリビニールアルコール、陰イオン交換樹脂、フェノール吸着樹脂、疎水性担体、陽イオン交換樹脂、キレート樹脂等の担体に固定化したものを用いることができる。 <Transesterification reaction>
The reaction substrate (mixture containing XXX-type triglyceride and YYY-type triglyceride) is heated and transesterification is performed in the presence of a catalyst to effect transesterification (an oil-and-fat composition containing XXX-type triglyceride and X2Y-type triglyceride). ).
The transesterification reaction is not particularly limited, and a commonly used transesterification reaction can be used.
Here, heating is performed at, for example, 50 to 120°C, preferably 60 to 100°C, more preferably 70 to 90°C, still more preferably 80°C.
Enzymes, alkali metal alkoxides, alkaline earth metal alkoxides and the like can be used as catalysts. As the enzyme, immobilized enzymes and powdered enzymes can be used, but powdered enzymes are preferred in terms of enzymatic activity and ease of handling.
The powdered enzyme is obtained by drying and pulverizing an enzyme-containing aqueous liquid by a method such as spray drying, freeze drying, drying after solvent precipitation, and is not particularly limited. For example, Alcaligenes sp. derived lipase (Meito Sangyo Co., Ltd., trade name Lipase QLM).
As the immobilized enzyme, an enzyme immobilized on a carrier such as silica, celite, diatomaceous earth, perlite, polyvinyl alcohol, anion exchange resin, phenol adsorption resin, hydrophobic carrier, cation exchange resin, chelate resin, etc. is used. be able to.
上記反応基質(XXX型トリグリセリドとYYY型トリグリセリドとを含有する混合物)を加熱し、触媒の存在下でエステル交換反応してエステル交換反応物(XXX型トリグリセリドとX2Y型トリグリセリドとを含有する油脂組成物)を得る。
エステル交換反応は、特に限定なく、通常用いられるエステル交換反応を使用することができる。
ここで加熱は、例えば、50~120℃、好ましくは60~100℃、より好ましくは70~90℃、さらに好ましくは80℃で行われる。
触媒としては、酵素、アルカリ金属アルコキシド、アルカリ土類金属アルコキシド等を使用することができる。酵素としては、固定化酵素及び粉末酵素を使用できるが、酵素活性及び取扱い容易性の面から、粉末酵素であることが好ましい。
粉末酵素は、酵素含有水性液体をスプレードライ、フリーズドライ、溶剤沈澱後の乾燥などの方法で乾燥、粉末化したものであり、特に限定するものではないが、例えば、アルカリゲネス エスピー(Alcaligenes sp.)由来のリパーゼ(名糖産業株式会社、商品名リパーゼQLM)が挙げられる。
固定化酵素としては、酵素をシリカ、セライト、珪藻土、パーライト、ポリビニールアルコール、陰イオン交換樹脂、フェノール吸着樹脂、疎水性担体、陽イオン交換樹脂、キレート樹脂等の担体に固定化したものを用いることができる。 <Transesterification reaction>
The reaction substrate (mixture containing XXX-type triglyceride and YYY-type triglyceride) is heated and transesterification is performed in the presence of a catalyst to effect transesterification (an oil-and-fat composition containing XXX-type triglyceride and X2Y-type triglyceride). ).
The transesterification reaction is not particularly limited, and a commonly used transesterification reaction can be used.
Here, heating is performed at, for example, 50 to 120°C, preferably 60 to 100°C, more preferably 70 to 90°C, still more preferably 80°C.
Enzymes, alkali metal alkoxides, alkaline earth metal alkoxides and the like can be used as catalysts. As the enzyme, immobilized enzymes and powdered enzymes can be used, but powdered enzymes are preferred in terms of enzymatic activity and ease of handling.
The powdered enzyme is obtained by drying and pulverizing an enzyme-containing aqueous liquid by a method such as spray drying, freeze drying, drying after solvent precipitation, and is not particularly limited. For example, Alcaligenes sp. derived lipase (Meito Sangyo Co., Ltd., trade name Lipase QLM).
As the immobilized enzyme, an enzyme immobilized on a carrier such as silica, celite, diatomaceous earth, perlite, polyvinyl alcohol, anion exchange resin, phenol adsorption resin, hydrophobic carrier, cation exchange resin, chelate resin, etc. is used. be able to.
触媒として使用できるアルカリ金属アルコキシド及びアルカリ土類金属アルコキシドにおいて、アルカリ金属としては、リチウム、ナトリウム、カリウム等を好ましくは使用できる。アルカリ土類金属としては、マグネシウム及びカルシウムを好ましくは使用できる。アルコキシドとしては、メトキシド、エトキシド、プロポキシド、n-ブトキシド、t-ブトキシド等を挙げることができ、好ましくはメトキシド及びエトキシドである。好ましいアルカリ金属アルコキシド及びアルカリ土類金属アルコキシドとしては、ナトリウムメトキシド、ナトリウムエトキシド、マグネシウムメトキシド、マグネシウムエトキシド等を挙げることができ、より好ましくはナトリウムメトキシドである。
これらの触媒は、1種又は2種以上を混合して使用してもよいが、酵素系の触媒とアルコキシド系の触媒は同時に使用しない方が好ましい。
触媒の量は、エステル交換反応が十分に進行する量であればよいが、原料であるトリグリセリドの合計質量に対し、例えば、0.01~20質量%、好ましくは、0.05~10質量%、より好ましくは0.1~5質量%、更に好ましくは0.2~1質量%加えられる。上記触媒の他、任意の助触媒を使用してもよい。
エステル交換反応は、例えば、常圧下もしくは減圧下、上述した加熱温度で、例えば0.5~50時間、好ましくは1~40時間、より好ましくは5~30時間、更に好ましくは10~20時間、任意に攪拌しながら行われる。また、この反応工程では、例えば、上記所定量の触媒を1度に投入してもよいが、所定量の触媒を2~30回、好ましくは3~20回、より好ましくは5~15回に分けて投入してもよい。触媒を投入する時期は、上記工程(a)直後の他、第1回触媒投入から1~2時間おきに投入してもよい。 Among the alkali metal alkoxides and alkaline earth metal alkoxides that can be used as catalysts, lithium, sodium, potassium and the like can be preferably used as the alkali metal. Magnesium and calcium can preferably be used as alkaline earth metals. Alkoxides include methoxide, ethoxide, propoxide, n-butoxide, t-butoxide and the like, preferably methoxide and ethoxide. Preferred alkali metal alkoxides and alkaline earth metal alkoxides include sodium methoxide, sodium ethoxide, magnesium methoxide, magnesium ethoxide and the like, with sodium methoxide being more preferred.
These catalysts may be used singly or in combination of two or more, but it is preferable not to use an enzyme-based catalyst and an alkoxide-based catalyst at the same time.
The amount of the catalyst may be an amount that allows the transesterification reaction to proceed sufficiently. , more preferably 0.1 to 5% by mass, more preferably 0.2 to 1% by mass. Any co-catalyst may be used in addition to the above catalysts.
The transesterification reaction is carried out, for example, under normal pressure or reduced pressure at the above-mentioned heating temperature, for example, for 0.5 to 50 hours, preferably 1 to 40 hours, more preferably 5 to 30 hours, more preferably 10 to 20 hours, Optional with agitation. In addition, in this reaction step, for example, the predetermined amount of the catalyst may be added at once, but the predetermined amount of the catalyst may be added 2 to 30 times, preferably 3 to 20 times, more preferably 5 to 15 times. You can put it in separately. The catalyst may be charged at intervals of 1 to 2 hours after the first catalyst addition, in addition to immediately after step (a).
これらの触媒は、1種又は2種以上を混合して使用してもよいが、酵素系の触媒とアルコキシド系の触媒は同時に使用しない方が好ましい。
触媒の量は、エステル交換反応が十分に進行する量であればよいが、原料であるトリグリセリドの合計質量に対し、例えば、0.01~20質量%、好ましくは、0.05~10質量%、より好ましくは0.1~5質量%、更に好ましくは0.2~1質量%加えられる。上記触媒の他、任意の助触媒を使用してもよい。
エステル交換反応は、例えば、常圧下もしくは減圧下、上述した加熱温度で、例えば0.5~50時間、好ましくは1~40時間、より好ましくは5~30時間、更に好ましくは10~20時間、任意に攪拌しながら行われる。また、この反応工程では、例えば、上記所定量の触媒を1度に投入してもよいが、所定量の触媒を2~30回、好ましくは3~20回、より好ましくは5~15回に分けて投入してもよい。触媒を投入する時期は、上記工程(a)直後の他、第1回触媒投入から1~2時間おきに投入してもよい。 Among the alkali metal alkoxides and alkaline earth metal alkoxides that can be used as catalysts, lithium, sodium, potassium and the like can be preferably used as the alkali metal. Magnesium and calcium can preferably be used as alkaline earth metals. Alkoxides include methoxide, ethoxide, propoxide, n-butoxide, t-butoxide and the like, preferably methoxide and ethoxide. Preferred alkali metal alkoxides and alkaline earth metal alkoxides include sodium methoxide, sodium ethoxide, magnesium methoxide, magnesium ethoxide and the like, with sodium methoxide being more preferred.
These catalysts may be used singly or in combination of two or more, but it is preferable not to use an enzyme-based catalyst and an alkoxide-based catalyst at the same time.
The amount of the catalyst may be an amount that allows the transesterification reaction to proceed sufficiently. , more preferably 0.1 to 5% by mass, more preferably 0.2 to 1% by mass. Any co-catalyst may be used in addition to the above catalysts.
The transesterification reaction is carried out, for example, under normal pressure or reduced pressure at the above-mentioned heating temperature, for example, for 0.5 to 50 hours, preferably 1 to 40 hours, more preferably 5 to 30 hours, more preferably 10 to 20 hours, Optional with agitation. In addition, in this reaction step, for example, the predetermined amount of the catalyst may be added at once, but the predetermined amount of the catalyst may be added 2 to 30 times, preferably 3 to 20 times, more preferably 5 to 15 times. You can put it in separately. The catalyst may be charged at intervals of 1 to 2 hours after the first catalyst addition, in addition to immediately after step (a).
(a)油脂組成物の調製工程II
本発明の工程(a)で調製される油脂組成物の製造方法としては、さらに以下に示すようなXXX型トリグリセリドとX2Y型トリグリセリドを同時かつ直接合成する方法を挙げることができる。すなわち、本調製工程IIは、XXX型トリグリセリドとX2Y型トリグリセリドを得るために、XXX型トリグリセリドとYYY型トリグリセリドとを別々に合成してエステル交換するということはせず、双方のトリグリセリドを製造するための原料(脂肪酸または脂肪酸誘導体とグリセリン)を、例えば単一の反応容器に投入し、同時かつ直接合成するものであり、その製造方法は、次のいずれかの方法が挙げられる。
(iv)炭素数Xである脂肪酸X及び炭素鎖yの脂肪酸Yとグリセリンとを直接エステル化する方法(直接エステル合成)、(v)炭素数xである脂肪酸X及び炭素鎖yである脂肪酸Yのカルボキシル基がアルコキシル基と結合した脂肪酸アルキル(例えば、脂肪酸メチル及び脂肪酸エチル)とグリセリンとを塩基性または酸性触媒条件下にて反応させる方法(脂肪酸アルキルを用いたエステル交換合成)、(vi)炭素数xである脂肪酸X及び炭素鎖yである脂肪酸Yのカルボキシル基の水酸基がハロゲンに置換された脂肪酸ハロゲン化物(例えば、脂肪酸クロリド及び脂肪酸ブロミド)とグリセリンとを塩基性触媒下にて反応させる方法(酸ハライド合成)が挙げられる。
本発明の油脂組成物は前述の方法のいずれによっても製造できるが、製造の容易さの観点から、(iv)直接エステル合成もしくは(v)脂肪酸アルキルを用いたエステル交換合成が好ましく、(iv)直接エステル合成がより好ましい。 (a) Oil and fat composition preparation step II
Examples of the method for producing the oil and fat composition prepared in step (a) of the present invention include a method for simultaneously and directly synthesizing XXX-type triglyceride and X2Y-type triglyceride as shown below. That is, in this preparation step II, in order to obtain XXX triglyceride and X2Y triglyceride, XXX triglyceride and YYY triglyceride are not synthesized separately and transesterified, but both triglycerides are produced. (fatty acid or fatty acid derivative and glycerin) are put into, for example, a single reaction vessel and synthesized simultaneously and directly.
(iv) a method of directly esterifying a fatty acid X having a carbon number of X and a fatty acid Y having a carbon chain of y with glycerin (direct ester synthesis); (v) a fatty acid X having a carbon number of x and a fatty acid Y having a carbon chain of y. (vi) a method of reacting fatty acid alkyl (e.g., fatty acid methyl and fatty acid ethyl) having a carboxyl group bonded to an alkoxyl group with glycerin under basic or acidic catalyst conditions (transesterification synthesis using fatty acid alkyl), (vi) A fatty acid halide (e.g., fatty acid chloride and fatty acid bromide) in which the hydroxyl group of the carboxyl group of a fatty acid X having x carbon atoms and a fatty acid Y having a carbon chain y is substituted with halogen is reacted with glycerin in the presence of a basic catalyst. method (acid halide synthesis).
The oil and fat composition of the present invention can be produced by any of the methods described above, but from the viewpoint of ease of production, (iv) direct ester synthesis or (v) transesterification synthesis using a fatty acid alkyl is preferred, and (iv) Direct ester synthesis is more preferred.
本発明の工程(a)で調製される油脂組成物の製造方法としては、さらに以下に示すようなXXX型トリグリセリドとX2Y型トリグリセリドを同時かつ直接合成する方法を挙げることができる。すなわち、本調製工程IIは、XXX型トリグリセリドとX2Y型トリグリセリドを得るために、XXX型トリグリセリドとYYY型トリグリセリドとを別々に合成してエステル交換するということはせず、双方のトリグリセリドを製造するための原料(脂肪酸または脂肪酸誘導体とグリセリン)を、例えば単一の反応容器に投入し、同時かつ直接合成するものであり、その製造方法は、次のいずれかの方法が挙げられる。
(iv)炭素数Xである脂肪酸X及び炭素鎖yの脂肪酸Yとグリセリンとを直接エステル化する方法(直接エステル合成)、(v)炭素数xである脂肪酸X及び炭素鎖yである脂肪酸Yのカルボキシル基がアルコキシル基と結合した脂肪酸アルキル(例えば、脂肪酸メチル及び脂肪酸エチル)とグリセリンとを塩基性または酸性触媒条件下にて反応させる方法(脂肪酸アルキルを用いたエステル交換合成)、(vi)炭素数xである脂肪酸X及び炭素鎖yである脂肪酸Yのカルボキシル基の水酸基がハロゲンに置換された脂肪酸ハロゲン化物(例えば、脂肪酸クロリド及び脂肪酸ブロミド)とグリセリンとを塩基性触媒下にて反応させる方法(酸ハライド合成)が挙げられる。
本発明の油脂組成物は前述の方法のいずれによっても製造できるが、製造の容易さの観点から、(iv)直接エステル合成もしくは(v)脂肪酸アルキルを用いたエステル交換合成が好ましく、(iv)直接エステル合成がより好ましい。 (a) Oil and fat composition preparation step II
Examples of the method for producing the oil and fat composition prepared in step (a) of the present invention include a method for simultaneously and directly synthesizing XXX-type triglyceride and X2Y-type triglyceride as shown below. That is, in this preparation step II, in order to obtain XXX triglyceride and X2Y triglyceride, XXX triglyceride and YYY triglyceride are not synthesized separately and transesterified, but both triglycerides are produced. (fatty acid or fatty acid derivative and glycerin) are put into, for example, a single reaction vessel and synthesized simultaneously and directly.
(iv) a method of directly esterifying a fatty acid X having a carbon number of X and a fatty acid Y having a carbon chain of y with glycerin (direct ester synthesis); (v) a fatty acid X having a carbon number of x and a fatty acid Y having a carbon chain of y. (vi) a method of reacting fatty acid alkyl (e.g., fatty acid methyl and fatty acid ethyl) having a carboxyl group bonded to an alkoxyl group with glycerin under basic or acidic catalyst conditions (transesterification synthesis using fatty acid alkyl), (vi) A fatty acid halide (e.g., fatty acid chloride and fatty acid bromide) in which the hydroxyl group of the carboxyl group of a fatty acid X having x carbon atoms and a fatty acid Y having a carbon chain y is substituted with halogen is reacted with glycerin in the presence of a basic catalyst. method (acid halide synthesis).
The oil and fat composition of the present invention can be produced by any of the methods described above, but from the viewpoint of ease of production, (iv) direct ester synthesis or (v) transesterification synthesis using a fatty acid alkyl is preferred, and (iv) Direct ester synthesis is more preferred.
本発明の油脂組成物の(iv)直接エステル合成においては、全トリグリセリド中におけるXXX型トリグリセリドとX2Y型トリグリセリドが所望の質量%になる範囲であれば製造方法は限定されるものではないが、所望のトリグリセリドを確実に系内で生成させるため、2段階の反応を行うことが好ましい。すなわち、1段階目に、グリセリンと炭素数yである脂肪酸Yを含む炭素数xの脂肪酸Xを反応させた後、2段階目に炭素鎖xである脂肪酸Xを加え反応をさせXXX型トリグリセリドとX2Y型トリグリセリドを所定量含む油脂組成物とする方法が好ましい。
2段階反応を行う際の1段階目の反応においては、全グリセリド中におけるX2Y型トリグリセリドが所望の質量%になる範囲に調整した脂肪酸Yと脂肪酸Xの総モル量が、グリセリン1モルに対して、0.5~2.8モル量であることが好ましく、0.8~2.57モル量であることがより好ましく、1.1~2.2モルであることが最も好ましい。これにより、脂肪酸Yを余すことなくグリセリンと確実にエステル化でき、最終的に系内でより確実にX2Y型グリセリドを生成させることができる。
本発明の油脂組成物の直接エステル合成における反応温度は、エステル化反応によって生ずる生成水が系外に除去できる温度であればよく、120℃~300℃が好ましく、150℃~270℃がより好ましく、180℃~250℃がさらに好ましい。特に反応を180~250℃で行うことで、効率的にX2Y型トリグリセリドを製造することができる。 In the (iv) direct ester synthesis of the oil and fat composition of the present invention, the production method is not limited as long as the XXX triglyceride and the X2Y triglyceride in the total triglyceride are in the desired mass%, but the desired In order to reliably produce triglycerides in the system, it is preferable to carry out a two-step reaction. That is, in the first step, after reacting glycerin with a fatty acid X having a carbon number x containing a fatty acid Y having a carbon number y, in the second step, a fatty acid X having a carbon chain x is added and reacted to form an XXX triglyceride. A method of preparing a fat composition containing a predetermined amount of X2Y triglyceride is preferred.
In the first step reaction when performing a two-step reaction, the total molar amount of fatty acid Y and fatty acid X adjusted to the range where the X2Y type triglyceride in all glycerides becomes the desired mass% is 1 mol of glycerin , preferably in an amount of 0.5 to 2.8 mol, more preferably in an amount of 0.8 to 2.57 mol, most preferably in an amount of 1.1 to 2.2 mol. As a result, the fatty acid Y can be completely esterified with glycerin, and finally the X2Y type glyceride can be more reliably produced in the system.
The reaction temperature in the direct ester synthesis of the oil and fat composition of the present invention may be any temperature at which water generated by the esterification reaction can be removed from the system, preferably 120°C to 300°C, more preferably 150°C to 270°C. , 180° C. to 250° C. are more preferred. In particular, by conducting the reaction at 180 to 250° C., the X2Y triglyceride can be produced efficiently.
2段階反応を行う際の1段階目の反応においては、全グリセリド中におけるX2Y型トリグリセリドが所望の質量%になる範囲に調整した脂肪酸Yと脂肪酸Xの総モル量が、グリセリン1モルに対して、0.5~2.8モル量であることが好ましく、0.8~2.57モル量であることがより好ましく、1.1~2.2モルであることが最も好ましい。これにより、脂肪酸Yを余すことなくグリセリンと確実にエステル化でき、最終的に系内でより確実にX2Y型グリセリドを生成させることができる。
本発明の油脂組成物の直接エステル合成における反応温度は、エステル化反応によって生ずる生成水が系外に除去できる温度であればよく、120℃~300℃が好ましく、150℃~270℃がより好ましく、180℃~250℃がさらに好ましい。特に反応を180~250℃で行うことで、効率的にX2Y型トリグリセリドを製造することができる。 In the (iv) direct ester synthesis of the oil and fat composition of the present invention, the production method is not limited as long as the XXX triglyceride and the X2Y triglyceride in the total triglyceride are in the desired mass%, but the desired In order to reliably produce triglycerides in the system, it is preferable to carry out a two-step reaction. That is, in the first step, after reacting glycerin with a fatty acid X having a carbon number x containing a fatty acid Y having a carbon number y, in the second step, a fatty acid X having a carbon chain x is added and reacted to form an XXX triglyceride. A method of preparing a fat composition containing a predetermined amount of X2Y triglyceride is preferred.
In the first step reaction when performing a two-step reaction, the total molar amount of fatty acid Y and fatty acid X adjusted to the range where the X2Y type triglyceride in all glycerides becomes the desired mass% is 1 mol of glycerin , preferably in an amount of 0.5 to 2.8 mol, more preferably in an amount of 0.8 to 2.57 mol, most preferably in an amount of 1.1 to 2.2 mol. As a result, the fatty acid Y can be completely esterified with glycerin, and finally the X2Y type glyceride can be more reliably produced in the system.
The reaction temperature in the direct ester synthesis of the oil and fat composition of the present invention may be any temperature at which water generated by the esterification reaction can be removed from the system, preferably 120°C to 300°C, more preferably 150°C to 270°C. , 180° C. to 250° C. are more preferred. In particular, by conducting the reaction at 180 to 250° C., the X2Y triglyceride can be produced efficiently.
本発明の油脂組成物の(iv)直接エステル合成においては、エステル化反応を促進する触媒を用いても良い。触媒としては酸触媒、及びアルカリ土類金属のアルコキシド等が挙げられる。触媒の使用量は、反応原料の総質量に対して0.001~1質量%程度であることが好ましい。
本発明の油脂組成物の(iv)直接エステル合成においては、反応後、水洗、アルカリ脱酸及び/又は減圧脱酸、及び吸着処理等の公知の精製処理を行うことで、触媒や原料未反応物を除去することができる。更に、脱色・脱臭処理を施すことで、得られた反応物をさらに精製することができる。 In the (iv) direct ester synthesis of the oil and fat composition of the present invention, a catalyst that accelerates the esterification reaction may be used. Examples of the catalyst include acid catalysts and alkoxides of alkaline earth metals. The amount of the catalyst used is preferably about 0.001 to 1% by mass with respect to the total mass of the reaction raw materials.
In the (iv) direct ester synthesis of the oil and fat composition of the present invention, after the reaction, by performing known purification treatments such as washing with water, alkaline deoxidation and / or deoxidation under reduced pressure, and adsorption treatment, unreacted catalysts and raw materials are removed. objects can be removed. Furthermore, the resulting reaction product can be further purified by subjecting it to decolorization/deodorization treatment.
本発明の油脂組成物の(iv)直接エステル合成においては、反応後、水洗、アルカリ脱酸及び/又は減圧脱酸、及び吸着処理等の公知の精製処理を行うことで、触媒や原料未反応物を除去することができる。更に、脱色・脱臭処理を施すことで、得られた反応物をさらに精製することができる。 In the (iv) direct ester synthesis of the oil and fat composition of the present invention, a catalyst that accelerates the esterification reaction may be used. Examples of the catalyst include acid catalysts and alkoxides of alkaline earth metals. The amount of the catalyst used is preferably about 0.001 to 1% by mass with respect to the total mass of the reaction raw materials.
In the (iv) direct ester synthesis of the oil and fat composition of the present invention, after the reaction, by performing known purification treatments such as washing with water, alkaline deoxidation and / or deoxidation under reduced pressure, and adsorption treatment, unreacted catalysts and raw materials are removed. objects can be removed. Furthermore, the resulting reaction product can be further purified by subjecting it to decolorization/deodorization treatment.
(a)油脂組成物の調製工程III
油脂組成物は、さらに80~99質量%の範囲外にあるXXX型トリグリセリド及び/または20~1質量%の範囲外にあるX2Y型トリグリセリドを含む油脂組成物を調製した後、XXX型トリグリセリド又はX2Y型トリグリセリドを更に添加することによって80~99質量%のXXX型トリグリセリドと20~1質量%のX2Y型トリグリセリドとを含む油脂組成物を得てもよい(希釈による油脂組成物の調製)。例えば、50~70質量%のXXX型トリグリセリドと50~30質量%のX2Y型トリグリセリドとを含む油脂組成物を得た後、所望量のXXX型トリグリセリドを添加して80~99質量%のXXX型トリグリセリドと20~1質量%のX2Y型トリグリセリドとを含む油脂組成物を得てもよい。
さらに、上記調整工程IIIには、上記調製工程I又はIIによって、80~99質量%の範囲内にあるXXX型トリグリセリド及び/又は20~1質量%の範囲内にあるX2Y型トリグリセリドを含む油脂組成物を一旦調製した後、XXX型トリグリセリド又はX2Y型トリグリセリドを更に添加することによって、XXX型トリグリセリドとX2Y型トリグリセリドの質量%をより好ましい範囲内へ調節することも含まれる(希釈による一層好適な油脂組成物の調製)。 (a) Oil and fat composition preparation step III
After preparing a fat composition further containing XXX triglycerides outside the range of 80 to 99% by mass and/or X2Y triglycerides outside the range of 20 to 1% by mass, the fat composition is further treated with XXX triglycerides or X2Y A fat composition containing 80 to 99% by mass of XXX type triglyceride and 20 to 1% by mass of X2Y type triglyceride may be obtained by further adding type triglyceride (preparation of fat composition by dilution). For example, after obtaining a fat composition containing 50 to 70% by mass of XXX type triglyceride and 50 to 30% by mass of X2Y type triglyceride, a desired amount of XXX type triglyceride is added to obtain 80 to 99% by mass of XXX type triglyceride. A fat composition comprising triglycerides and 20-1% by weight of X2Y type triglycerides may be obtained.
Furthermore, in the preparation step III, the oil-fat composition containing XXX triglycerides in the range of 80 to 99% by mass and/or X2Y triglycerides in the range of 20 to 1% by mass by the preparation step I or II Once the product is prepared, it is also included to adjust the mass % of XXX triglyceride and X2Y triglyceride to within a more preferable range by further adding XXX triglyceride or X2Y triglyceride (more suitable fat by dilution composition preparation).
油脂組成物は、さらに80~99質量%の範囲外にあるXXX型トリグリセリド及び/または20~1質量%の範囲外にあるX2Y型トリグリセリドを含む油脂組成物を調製した後、XXX型トリグリセリド又はX2Y型トリグリセリドを更に添加することによって80~99質量%のXXX型トリグリセリドと20~1質量%のX2Y型トリグリセリドとを含む油脂組成物を得てもよい(希釈による油脂組成物の調製)。例えば、50~70質量%のXXX型トリグリセリドと50~30質量%のX2Y型トリグリセリドとを含む油脂組成物を得た後、所望量のXXX型トリグリセリドを添加して80~99質量%のXXX型トリグリセリドと20~1質量%のX2Y型トリグリセリドとを含む油脂組成物を得てもよい。
さらに、上記調整工程IIIには、上記調製工程I又はIIによって、80~99質量%の範囲内にあるXXX型トリグリセリド及び/又は20~1質量%の範囲内にあるX2Y型トリグリセリドを含む油脂組成物を一旦調製した後、XXX型トリグリセリド又はX2Y型トリグリセリドを更に添加することによって、XXX型トリグリセリドとX2Y型トリグリセリドの質量%をより好ましい範囲内へ調節することも含まれる(希釈による一層好適な油脂組成物の調製)。 (a) Oil and fat composition preparation step III
After preparing a fat composition further containing XXX triglycerides outside the range of 80 to 99% by mass and/or X2Y triglycerides outside the range of 20 to 1% by mass, the fat composition is further treated with XXX triglycerides or X2Y A fat composition containing 80 to 99% by mass of XXX type triglyceride and 20 to 1% by mass of X2Y type triglyceride may be obtained by further adding type triglyceride (preparation of fat composition by dilution). For example, after obtaining a fat composition containing 50 to 70% by mass of XXX type triglyceride and 50 to 30% by mass of X2Y type triglyceride, a desired amount of XXX type triglyceride is added to obtain 80 to 99% by mass of XXX type triglyceride. A fat composition comprising triglycerides and 20-1% by weight of X2Y type triglycerides may be obtained.
Furthermore, in the preparation step III, the oil-fat composition containing XXX triglycerides in the range of 80 to 99% by mass and/or X2Y triglycerides in the range of 20 to 1% by mass by the preparation step I or II Once the product is prepared, it is also included to adjust the mass % of XXX triglyceride and X2Y triglyceride to within a more preferable range by further adding XXX triglyceride or X2Y triglyceride (more suitable fat by dilution composition preparation).
(b)溶融状態の前記油脂組成物を得る工程
上記(d)工程の前に、上記工程(a)で得られた油脂組成物は、調製された時点で溶融状態にある場合、加熱せずにそのまま冷却されるが、得られた時点で溶融状態にない場合は、任意に加熱され、該油脂組成物中に含まれるトリグリセリドを融解して溶融状態の油脂組成物を得る。
ここで、油脂組成物の加熱は、上記油脂組成物中に含まれるトリグリセリドの融点以上の温度、特にXXX型トリグリセリド及びX2Y型トリグリセリドを融解できる温度、例えば、70~200℃、好ましくは、75~150℃、より好ましくは80~100℃であることが適当である。また、加熱は、例えば、0.5~3時間、好ましくは、0.5~2時間、より好ましくは0.5~1時間継続することが適当である。 (b) Step of obtaining the melted fat composition Before the step (d), if the fat composition obtained in the step (a) is in a melted state at the time of preparation, it is not heated. However, if it is not in a molten state at the time it is obtained, it is optionally heated to melt the triglycerides contained in the oil and fat composition to obtain a molten oil and fat composition.
Here, the heating of the oil and fat composition is performed at a temperature above the melting point of the triglycerides contained in the oil and fat composition, particularly at a temperature at which XXX triglycerides and X2Y triglycerides can be melted, for example, 70 to 200 ° C., preferably 75 to A suitable temperature is 150°C, more preferably 80 to 100°C. Further, it is suitable to continue heating, for example, for 0.5 to 3 hours, preferably 0.5 to 2 hours, more preferably 0.5 to 1 hour.
上記(d)工程の前に、上記工程(a)で得られた油脂組成物は、調製された時点で溶融状態にある場合、加熱せずにそのまま冷却されるが、得られた時点で溶融状態にない場合は、任意に加熱され、該油脂組成物中に含まれるトリグリセリドを融解して溶融状態の油脂組成物を得る。
ここで、油脂組成物の加熱は、上記油脂組成物中に含まれるトリグリセリドの融点以上の温度、特にXXX型トリグリセリド及びX2Y型トリグリセリドを融解できる温度、例えば、70~200℃、好ましくは、75~150℃、より好ましくは80~100℃であることが適当である。また、加熱は、例えば、0.5~3時間、好ましくは、0.5~2時間、より好ましくは0.5~1時間継続することが適当である。 (b) Step of obtaining the melted fat composition Before the step (d), if the fat composition obtained in the step (a) is in a melted state at the time of preparation, it is not heated. However, if it is not in a molten state at the time it is obtained, it is optionally heated to melt the triglycerides contained in the oil and fat composition to obtain a molten oil and fat composition.
Here, the heating of the oil and fat composition is performed at a temperature above the melting point of the triglycerides contained in the oil and fat composition, particularly at a temperature at which XXX triglycerides and X2Y triglycerides can be melted, for example, 70 to 200 ° C., preferably 75 to A suitable temperature is 150°C, more preferably 80 to 100°C. Further, it is suitable to continue heating, for example, for 0.5 to 3 hours, preferably 0.5 to 2 hours, more preferably 0.5 to 1 hour.
(d)溶融状態の油脂組成物を冷却して粉末油脂組成物を得る工程
上記工程(a)又は(b)で得られた溶融状態の油脂組成物は、さらに冷却されて粉末状油を形成する。
ここで、「溶融状態の油脂組成物を冷却」とは、溶融状態の油脂組成物を、当該油脂組成物の融点より低い温度に保つことを意味する。「油脂組成物の融点より低い温度」とは、例えば、当該融点より1~30℃低い温度、好ましくは当該融点より1~20℃低い温度、より好ましくは当該融点より1~15℃低い温度である。溶融状態にある油脂組成物の冷却は、例えばxが8~10のときは最終温度が、好ましくは10~30℃、より好ましくは15~25℃、更に好ましくは18~22℃の温度になるように冷却することによって行われる。冷却における最終温度は、例えばxが11又は12のときは、好ましくは30~40℃、より好ましくは32~38℃、更に好ましくは33~37℃である。上記最終温度において、例えば、好ましくは2時間以上、より好ましくは4時間以上、更に好ましくは6時間~2日間静置することが適当である。特に以下の(c)工程を使用しない場合、例えば2~8日間、具体的には3~7日間、より具体的には約6日間静置しなければならない場合もある。 (d) Step of cooling the melted fat composition to obtain a powdered fat composition The melted fat composition obtained in the above step (a) or (b) is further cooled to form a powdered oil. do.
Here, "cooling the melted fat composition" means keeping the melted fat composition at a temperature lower than the melting point of the fat composition. "A temperature lower than the melting point of the oil and fat composition" means, for example, a temperature lower than the melting point by 1 to 30°C, preferably a temperature lower by 1 to 20°C than the melting point, more preferably a temperature lower by 1 to 15°C than the melting point. be. Cooling of the oil and fat composition in a molten state, for example, when x is 8 to 10, the final temperature is preferably 10 to 30 ° C., more preferably 15 to 25 ° C., still more preferably 18 to 22 ° C. It is done by cooling as The final temperature in cooling is preferably 30 to 40°C, more preferably 32 to 38°C, still more preferably 33 to 37°C when x is 11 or 12, for example. At the above final temperature, for example, it is suitable to leave still for preferably 2 hours or more, more preferably 4 hours or more, still more preferably 6 hours to 2 days. In particular, when the following step (c) is not used, it may be necessary to stand still for, for example, 2 to 8 days, specifically 3 to 7 days, more specifically about 6 days.
上記工程(a)又は(b)で得られた溶融状態の油脂組成物は、さらに冷却されて粉末状油を形成する。
ここで、「溶融状態の油脂組成物を冷却」とは、溶融状態の油脂組成物を、当該油脂組成物の融点より低い温度に保つことを意味する。「油脂組成物の融点より低い温度」とは、例えば、当該融点より1~30℃低い温度、好ましくは当該融点より1~20℃低い温度、より好ましくは当該融点より1~15℃低い温度である。溶融状態にある油脂組成物の冷却は、例えばxが8~10のときは最終温度が、好ましくは10~30℃、より好ましくは15~25℃、更に好ましくは18~22℃の温度になるように冷却することによって行われる。冷却における最終温度は、例えばxが11又は12のときは、好ましくは30~40℃、より好ましくは32~38℃、更に好ましくは33~37℃である。上記最終温度において、例えば、好ましくは2時間以上、より好ましくは4時間以上、更に好ましくは6時間~2日間静置することが適当である。特に以下の(c)工程を使用しない場合、例えば2~8日間、具体的には3~7日間、より具体的には約6日間静置しなければならない場合もある。 (d) Step of cooling the melted fat composition to obtain a powdered fat composition The melted fat composition obtained in the above step (a) or (b) is further cooled to form a powdered oil. do.
Here, "cooling the melted fat composition" means keeping the melted fat composition at a temperature lower than the melting point of the fat composition. "A temperature lower than the melting point of the oil and fat composition" means, for example, a temperature lower than the melting point by 1 to 30°C, preferably a temperature lower by 1 to 20°C than the melting point, more preferably a temperature lower by 1 to 15°C than the melting point. be. Cooling of the oil and fat composition in a molten state, for example, when x is 8 to 10, the final temperature is preferably 10 to 30 ° C., more preferably 15 to 25 ° C., still more preferably 18 to 22 ° C. It is done by cooling as The final temperature in cooling is preferably 30 to 40°C, more preferably 32 to 38°C, still more preferably 33 to 37°C when x is 11 or 12, for example. At the above final temperature, for example, it is suitable to leave still for preferably 2 hours or more, more preferably 4 hours or more, still more preferably 6 hours to 2 days. In particular, when the following step (c) is not used, it may be necessary to stand still for, for example, 2 to 8 days, specifically 3 to 7 days, more specifically about 6 days.
(c)粉末生成促進工程
さらに、上記工程(a)又は(b)と(d)との間に、(c)粉末生成を促進するための任意工程として、工程(d)で使用する溶融状態の油脂組成物に対し、シーディング法(c1)、テンパリング法(c2)及び/又は(c3)予備冷却法による処理を行ってもよい。これらの任意工程(c1)~(c3)は、いずれか単独で行ってもよいし、複数の工程を組み合わせて行ってもよい。ここで、工程(a)又は(b)と工程(d)との間とは、工程(a)又は(b)中、工程(a)又は(b)の後であって工程(d)の前、工程(d)中を含む意味である。
シーディング法(c1)及びテンパリング法(c2)は、粉末状油脂の製造において、溶融状態にある油脂組成物をより確実に粉末状とするために、最終温度まで冷却する前に、溶融状態にある油脂組成物を処置する粉末生成促進方法である。
ここで、シーディング法とは、粉末の核(種)となる成分を溶融状態にある油脂組成物の冷却時に少量添加して、粉末化を促進する方法である。具体的には、例えば、工程(b)で得られた溶融状態にある油脂組成物に、当該油脂組成物中のXXX型トリグリセリドと炭素数が同じXXX型トリグリセリドを好ましくは80質量%以上、より好ましくは90質量%以上含む油脂粉末を核(種)となる成分として準備する。この核となる油脂粉末を、溶融状態にある油脂組成物の冷却時、当該油脂組成物の温度が、例えば、最終冷却温度±0~+10℃、好ましくは+5~+10℃の温度に到達した時点で、当該溶融状態にある油脂組成物100質量部に対して0.1~1質量部、好ましくは0.2~0.8質量部添加することにより、油脂組成物の粉末化を促進する方法である。
テンパリング法とは、溶融状態にある油脂組成物の冷却において、最終冷却温度で静置する前に一度、工程(d)の冷却温度よりも低い温度、例えば5~20℃低い温度、好ましくは7~15℃低い温度、より好ましくは10℃程度低い温度に、好ましくは10~120分間、より好ましくは30~90分間程度冷却することにより、油脂組成物の粉末化を促進する方法である。
(c3)予備冷却法とは、前記工程(a)又は(b)で得られた溶融状態の油脂組成物を、工程(d)にて冷却する前に、工程(a)又は(b)の溶融状態の温度よりも低く、工程(d)の冷却温度よりも高い温度で一旦予備冷却する方法である。工程(d)の冷却温度より高い温度とは、例えば、工程(d)の冷却温度よりも2~40℃高い温度、好ましくは3~30℃高い温度、より好ましくは4~30℃高い温度、さらに好ましくは5~10℃程度高い温度であり得る。前記予備冷却する温度を低く設定すればするほど、工程(d)の冷却温度における本冷却時間を短くすることができる。すなわち、予備冷却法とは、シーディング法やテンパリング法と異なり、冷却温度を段階的に下げるだけで油脂組成物の粉末化を促進できる方法であり、工業的に製造する場合に利点が大きい。 (c) step of promoting powder formation Further, between the above steps (a) or (b) and (d), (c) as an optional step for promoting powder formation, the molten state used in step (d) (c1), tempering (c2) and/or (c3) pre-cooling method may be applied to the oil and fat composition. Any of these optional steps (c1) to (c3) may be performed alone, or a plurality of steps may be combined. Here, between step (a) or (b) and step (d) means during step (a) or (b), after step (a) or (b) and in step (d) It is meant to include before and during step (d).
The seeding method (c1) and the tempering method (c2) are used in the production of powdered fats and oils, in order to ensure that the fat composition in the molten state is powdered, before cooling to the final temperature. A method of promoting powder formation for treating certain fat and oil compositions.
Here, the seeding method is a method for promoting powderization by adding a small amount of a component that serves as the nucleus (seed) of the powder when cooling the oil-and-fat composition in a molten state. Specifically, for example, XXX-type triglycerides having the same number of carbon atoms as XXX-type triglycerides in the oil-and-fat composition are added to the melted oil-and-fat composition obtained in step (b), preferably 80% by mass or more, more Preferably, an oil powder containing 90% by mass or more is prepared as a core (seed) component. When the core oil powder is cooled, the temperature of the oil composition reaches, for example, the final cooling temperature ±0 to +10 ° C., preferably +5 to +10 ° C. A method of promoting pulverization of the oil and fat composition by adding 0.1 to 1 part by mass, preferably 0.2 to 0.8 part by mass, with respect to 100 parts by mass of the oil and fat composition in the molten state. is.
The tempering method refers to cooling the oil and fat composition in a molten state, once before standing at the final cooling temperature, to a temperature lower than the cooling temperature in step (d), for example, 5 to 20 ° C. lower temperature, preferably 7 Cooling to a temperature lower by about 15°C, more preferably lower by about 10°C, preferably for about 10 to 120 minutes, more preferably about 30 to 90 minutes, is a method of promoting pulverization of the oil and fat composition.
(c3) The pre-cooling method is that the melted oil and fat composition obtained in the step (a) or (b) is cooled in the step (d), and the This is a method of once pre-cooling at a temperature lower than the temperature of the molten state and higher than the cooling temperature in step (d). The temperature higher than the cooling temperature in step (d) is, for example, a temperature higher than the cooling temperature in step (d) by 2 to 40°C, preferably 3 to 30°C, more preferably 4 to 30°C, More preferably, the temperature may be about 5 to 10°C higher. As the pre-cooling temperature is set lower, the main cooling time at the cooling temperature in step (d) can be shortened. That is, unlike the seeding method and the tempering method, the pre-cooling method is a method that can accelerate the pulverization of the oil-fat composition simply by lowering the cooling temperature in stages, and is highly advantageous for industrial production.
さらに、上記工程(a)又は(b)と(d)との間に、(c)粉末生成を促進するための任意工程として、工程(d)で使用する溶融状態の油脂組成物に対し、シーディング法(c1)、テンパリング法(c2)及び/又は(c3)予備冷却法による処理を行ってもよい。これらの任意工程(c1)~(c3)は、いずれか単独で行ってもよいし、複数の工程を組み合わせて行ってもよい。ここで、工程(a)又は(b)と工程(d)との間とは、工程(a)又は(b)中、工程(a)又は(b)の後であって工程(d)の前、工程(d)中を含む意味である。
シーディング法(c1)及びテンパリング法(c2)は、粉末状油脂の製造において、溶融状態にある油脂組成物をより確実に粉末状とするために、最終温度まで冷却する前に、溶融状態にある油脂組成物を処置する粉末生成促進方法である。
ここで、シーディング法とは、粉末の核(種)となる成分を溶融状態にある油脂組成物の冷却時に少量添加して、粉末化を促進する方法である。具体的には、例えば、工程(b)で得られた溶融状態にある油脂組成物に、当該油脂組成物中のXXX型トリグリセリドと炭素数が同じXXX型トリグリセリドを好ましくは80質量%以上、より好ましくは90質量%以上含む油脂粉末を核(種)となる成分として準備する。この核となる油脂粉末を、溶融状態にある油脂組成物の冷却時、当該油脂組成物の温度が、例えば、最終冷却温度±0~+10℃、好ましくは+5~+10℃の温度に到達した時点で、当該溶融状態にある油脂組成物100質量部に対して0.1~1質量部、好ましくは0.2~0.8質量部添加することにより、油脂組成物の粉末化を促進する方法である。
テンパリング法とは、溶融状態にある油脂組成物の冷却において、最終冷却温度で静置する前に一度、工程(d)の冷却温度よりも低い温度、例えば5~20℃低い温度、好ましくは7~15℃低い温度、より好ましくは10℃程度低い温度に、好ましくは10~120分間、より好ましくは30~90分間程度冷却することにより、油脂組成物の粉末化を促進する方法である。
(c3)予備冷却法とは、前記工程(a)又は(b)で得られた溶融状態の油脂組成物を、工程(d)にて冷却する前に、工程(a)又は(b)の溶融状態の温度よりも低く、工程(d)の冷却温度よりも高い温度で一旦予備冷却する方法である。工程(d)の冷却温度より高い温度とは、例えば、工程(d)の冷却温度よりも2~40℃高い温度、好ましくは3~30℃高い温度、より好ましくは4~30℃高い温度、さらに好ましくは5~10℃程度高い温度であり得る。前記予備冷却する温度を低く設定すればするほど、工程(d)の冷却温度における本冷却時間を短くすることができる。すなわち、予備冷却法とは、シーディング法やテンパリング法と異なり、冷却温度を段階的に下げるだけで油脂組成物の粉末化を促進できる方法であり、工業的に製造する場合に利点が大きい。 (c) step of promoting powder formation Further, between the above steps (a) or (b) and (d), (c) as an optional step for promoting powder formation, the molten state used in step (d) (c1), tempering (c2) and/or (c3) pre-cooling method may be applied to the oil and fat composition. Any of these optional steps (c1) to (c3) may be performed alone, or a plurality of steps may be combined. Here, between step (a) or (b) and step (d) means during step (a) or (b), after step (a) or (b) and in step (d) It is meant to include before and during step (d).
The seeding method (c1) and the tempering method (c2) are used in the production of powdered fats and oils, in order to ensure that the fat composition in the molten state is powdered, before cooling to the final temperature. A method of promoting powder formation for treating certain fat and oil compositions.
Here, the seeding method is a method for promoting powderization by adding a small amount of a component that serves as the nucleus (seed) of the powder when cooling the oil-and-fat composition in a molten state. Specifically, for example, XXX-type triglycerides having the same number of carbon atoms as XXX-type triglycerides in the oil-and-fat composition are added to the melted oil-and-fat composition obtained in step (b), preferably 80% by mass or more, more Preferably, an oil powder containing 90% by mass or more is prepared as a core (seed) component. When the core oil powder is cooled, the temperature of the oil composition reaches, for example, the final cooling temperature ±0 to +10 ° C., preferably +5 to +10 ° C. A method of promoting pulverization of the oil and fat composition by adding 0.1 to 1 part by mass, preferably 0.2 to 0.8 part by mass, with respect to 100 parts by mass of the oil and fat composition in the molten state. is.
The tempering method refers to cooling the oil and fat composition in a molten state, once before standing at the final cooling temperature, to a temperature lower than the cooling temperature in step (d), for example, 5 to 20 ° C. lower temperature, preferably 7 Cooling to a temperature lower by about 15°C, more preferably lower by about 10°C, preferably for about 10 to 120 minutes, more preferably about 30 to 90 minutes, is a method of promoting pulverization of the oil and fat composition.
(c3) The pre-cooling method is that the melted oil and fat composition obtained in the step (a) or (b) is cooled in the step (d), and the This is a method of once pre-cooling at a temperature lower than the temperature of the molten state and higher than the cooling temperature in step (d). The temperature higher than the cooling temperature in step (d) is, for example, a temperature higher than the cooling temperature in step (d) by 2 to 40°C, preferably 3 to 30°C, more preferably 4 to 30°C, More preferably, the temperature may be about 5 to 10°C higher. As the pre-cooling temperature is set lower, the main cooling time at the cooling temperature in step (d) can be shortened. That is, unlike the seeding method and the tempering method, the pre-cooling method is a method that can accelerate the pulverization of the oil-fat composition simply by lowering the cooling temperature in stages, and is highly advantageous for industrial production.
(e)固形物を粉砕して粉末状油脂を得る工程
上記工程(d)の冷却によって粉末状油脂を得る工程は、より具体的には、工程(d)の冷却によって得られる固形物を粉砕して粉末状油脂を得る工程(e)によって行われてもよい。
詳細に説明すると、まず、上記XXX型トリグリセリドと上記X2Y型トリグリセリドを含有する油脂組成物を融解して溶融状態の油脂組成物を得て、その後冷却して溶融状態の油脂組成物よりも体積が増加した空隙を有する固形物を形成する。空隙を有する固形物となった油脂組成物は、軽い衝撃を加えることで粉砕でき、固形物が容易に崩壊して粉末状となる。
ここで、軽い衝撃を加える手段は特に特定されないが、振る、篩に掛ける等により、軽く振動(衝撃)を与えて粉砕する(ほぐす)方法が、簡便で好ましい。 (e) Step of pulverizing solid matter to obtain powdered oil may be carried out by the step (e) of obtaining a powdery fat.
Specifically, first, the oil and fat composition containing the XXX triglyceride and the X2Y triglyceride is melted to obtain a molten oil and fat composition, and then cooled to have a volume larger than that of the molten oil and fat composition. Forms a solid with increased voids. The oil-and-fat composition that has become a solid matter having voids can be pulverized by applying a light impact, and the solid matter is easily disintegrated into powder.
Here, the means for applying a light impact is not particularly specified, but it is simple and preferable to apply a light vibration (shock) by shaking, sieving, or the like to pulverize (loosen) the material.
上記工程(d)の冷却によって粉末状油脂を得る工程は、より具体的には、工程(d)の冷却によって得られる固形物を粉砕して粉末状油脂を得る工程(e)によって行われてもよい。
詳細に説明すると、まず、上記XXX型トリグリセリドと上記X2Y型トリグリセリドを含有する油脂組成物を融解して溶融状態の油脂組成物を得て、その後冷却して溶融状態の油脂組成物よりも体積が増加した空隙を有する固形物を形成する。空隙を有する固形物となった油脂組成物は、軽い衝撃を加えることで粉砕でき、固形物が容易に崩壊して粉末状となる。
ここで、軽い衝撃を加える手段は特に特定されないが、振る、篩に掛ける等により、軽く振動(衝撃)を与えて粉砕する(ほぐす)方法が、簡便で好ましい。 (e) Step of pulverizing solid matter to obtain powdered oil may be carried out by the step (e) of obtaining a powdery fat.
Specifically, first, the oil and fat composition containing the XXX triglyceride and the X2Y triglyceride is melted to obtain a molten oil and fat composition, and then cooled to have a volume larger than that of the molten oil and fat composition. Forms a solid with increased voids. The oil-and-fat composition that has become a solid matter having voids can be pulverized by applying a light impact, and the solid matter is easily disintegrated into powder.
Here, the means for applying a light impact is not particularly specified, but it is simple and preferable to apply a light vibration (shock) by shaking, sieving, or the like to pulverize (loosen) the material.
粉末状油脂の含有量は、化粧料の全量に対して、好ましくは0.1質量%以上30質量%以下であり、より好ましくは0.5質量%以上25質量%以下であり、さらに好ましくは1.0質量%以上20質量%以下である。粉末状油脂の含有量が上記数値範囲内であれば、化粧料を使用時における多くの特性(特に、べたつきの無さ、フィット感、および化粧持ち)が良好となる。
The content of the powdery oil is preferably 0.1% by mass or more and 30% by mass or less, more preferably 0.5% by mass or more and 25% by mass or less, and still more preferably It is 1.0 mass % or more and 20 mass % or less. If the content of the powdered oil is within the above numerical range, many properties (particularly non-stickiness, fitting feeling, and longevity of makeup) during use of the cosmetic are improved.
多孔質粉末および粉末状油脂の配合比は、質量基準で、好ましくは10:1~1:10であり、より好ましくは7:1~1:7であり、さらに好ましくは5:1~1:5である。多孔質粉末および粉末状油脂の配合比が上記数値範囲内であれば、(A)多孔質粉末および粉末状油脂のなじみが良く、化粧料を使用時における多くの特性が良好となる。
The blending ratio of the porous powder and the powdery oil is preferably 10:1 to 1:10, more preferably 7:1 to 1:7, and still more preferably 5:1 to 1:1 by mass. 5. If the blending ratio of the porous powder and the powdered oil is within the above numerical range, (A) the porous powder and the powdered oil are well blended, and many properties of the cosmetic are improved during use.
(油性成分)
上記の粉末状油脂以外の油性成分としては、例えば、エステル油、シリコーン油、液体油脂、固体油脂、ロウ、炭化水素、高級脂肪酸、および極性液状紫外線吸収剤等を用いることができる。これらの油性成分は、1種単独で用いてもよいし、または2種以上を組み合わせて用いてもよい。 (Oil component)
Examples of oily components other than the above powdery oils include ester oils, silicone oils, liquid oils, solid oils, waxes, hydrocarbons, higher fatty acids, and polar liquid ultraviolet absorbers. These oily components may be used singly or in combination of two or more.
上記の粉末状油脂以外の油性成分としては、例えば、エステル油、シリコーン油、液体油脂、固体油脂、ロウ、炭化水素、高級脂肪酸、および極性液状紫外線吸収剤等を用いることができる。これらの油性成分は、1種単独で用いてもよいし、または2種以上を組み合わせて用いてもよい。 (Oil component)
Examples of oily components other than the above powdery oils include ester oils, silicone oils, liquid oils, solid oils, waxes, hydrocarbons, higher fatty acids, and polar liquid ultraviolet absorbers. These oily components may be used singly or in combination of two or more.
エステル油としては、ミリスチン酸イソプロピル、オクタン酸セチル、ミリスチン酸オクチルドデシル、パルミチン酸イソプロピル、ステアリン酸ブチル、ラウリン酸ヘキシル、ミリスチン酸ミリスチル、オレイン酸デシル、ジメチルオクタン酸ヘキシルデシル、乳酸セチル、乳酸ミリスチル、酢酸ラノリン、ステアリン酸イソセチル、イソステアリン酸イソセチル、12-ヒドロキシステアリン酸コレステリル、ジ-2-エチルヘキサン酸エチレングリコール、ジペンタエリスリトール脂肪酸エステル、モノイソステアリン酸N-アルキルグリコール、ジカプリン酸ネオペンチルグリコール、リンゴ酸ジイソステアリル、ジ-2-ヘプチルウンデカン酸グリセリン、トリ-2-エチルヘキサン酸トリメチロールプロパン、トリイソステアリン酸トリメチロールプロパン、テトラ-2-エチルヘキサン酸ペンタエリスリトール、トリ-2-エチルヘキサン酸グリセリン、トリオクタン酸グリセリン、トリイソパルミチン酸グリセリン、トリイソステアリン酸トリメチロールプロパン、セチル2-エチルヘキサノエート、2-エチルヘキシルパルミテート、トリミリスチン酸グリセリン、トリ-2-ヘプチルウンデカン酸グリセライド、ヒマシ油脂肪酸メチルエステル、オレイン酸オレイル、アセトグリセライド、パルミチン酸2-ヘプチルウンデシル、アジピン酸ジイソブチル、N-ラウロイル-L-グルタミン酸-2-オクチルドデシルエステル、アジピン酸ジ-2-ヘプチルウンデシル、エチルラウレート、セバシン酸ジ-2-エチルヘキシル、ミリスチン酸2-ヘキシルデシル、パルミチン酸2-ヘキシルデシル、アジピン酸2-ヘキシルデシル、セバシン酸ジイソプロピル、コハク酸2-エチルヘキシル、クエン酸トリエチル等が挙げられる。
Ester oils include isopropyl myristate, cetyl octanoate, octyldodecyl myristate, isopropyl palmitate, butyl stearate, hexyl laurate, myristyl myristate, decyl oleate, hexyldecyl dimethyloctanoate, cetyl lactate, myristyl lactate, Lanolin acetate, isocetyl stearate, isocetyl isostearate, cholesteryl 12-hydroxystearate, ethylene glycol di-2-ethylhexanoate, dipentaerythritol fatty acid ester, N-alkyl glycol monoisostearate, neopentyl glycol dicaprate, malic acid diisostearyl, glyceryl di-2-heptylundecanoate, trimethylolpropane tri-2-ethylhexanoate, trimethylolpropane triisostearate, pentaerythritol tetra-2-ethylhexanoate, glyceryl tri-2-ethylhexanoate, Glyceryl trioctanoate, glyceryl triisopalmitate, trimethylolpropane triisostearate, cetyl 2-ethylhexanoate, 2-ethylhexyl palmitate, glyceryl trimyristate, tri-2-heptylundecanoic acid glyceride, castor oil fatty acid methyl ester , oleyl oleate, acetoglyceride, 2-heptylundecyl palmitate, diisobutyl adipate, N-lauroyl-L-glutamic acid 2-octyldodecyl ester, di-2-heptylundecyl adipate, ethyl laurate, sebacic acid di-2-ethylhexyl, 2-hexyldecyl myristate, 2-hexyldecyl palmitate, 2-hexyldecyl adipate, diisopropyl sebacate, 2-ethylhexyl succinate, triethyl citrate and the like.
シリコーン油としては、例えば、鎖状ポリシロキサン(例えば、ジメチルポリシロキサン、メチルフェニルポリシロキサン、ジフェニルポリシロキサン等)、環状ポリシロキサン(例えば、オクタメチルシクロテトラシロキサン、デカメチルシクロペンタシロキサン、ドデカメチルシクロヘキサシロキサン等)、3次元網目構造を形成しているシリコーン樹脂、シリコーンゴム、各種変性ポリシロキサン(アミノ変性ポリシロキサン、ポリエーテル変性ポリシロキサン、アルキル変性ポリシロキサン、フッ素変性ポリシロキサン等)、アクリルシリコーン類等が挙げられる。
Examples of silicone oils include linear polysiloxanes (eg, dimethylpolysiloxane, methylphenylpolysiloxane, diphenylpolysiloxane, etc.), cyclic polysiloxanes (eg, octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, dodecamethylcyclohexane siloxane, etc.), silicone resins that form a three-dimensional network structure, silicone rubber, various modified polysiloxanes (amino-modified polysiloxane, polyether-modified polysiloxane, alkyl-modified polysiloxane, fluorine-modified polysiloxane, etc.), acrylic silicone and the like.
液体油脂としては、例えば、アボガド油、ツバキ油、タートル油、マカデミアナッツ油、トウモロコシ油、ミンク油、オリーブ油、ナタネ油、卵黄油、ゴマ油、パーシック油、小麦胚芽油、サザンカ油、ヒマシ油、アマニ油、サフラワー油、綿実油、エノ油、大豆油、落花生油、茶実油、カヤ油、コメヌカ油、シナギリ油、日本キリ油、ホホバ油、胚芽油、トリグリセリン等が挙げられる。
Examples of liquid oils include avocado oil, camellia oil, turtle oil, macadamia nut oil, corn oil, mink oil, olive oil, rapeseed oil, egg yolk oil, sesame oil, persic oil, wheat germ oil, sasanqua oil, castor oil, and linseed oil. , safflower oil, cottonseed oil, perilla oil, soybean oil, peanut oil, tea seed oil, kaya oil, rice bran oil, sinagiri oil, Japanese paulownia oil, jojoba oil, germ oil, triglycerin, and the like.
固体油脂としては、例えば、カカオ脂、ヤシ油、馬脂、硬化ヤシ油、パーム油、牛脂、羊脂、硬化牛脂、パーム核油、豚脂、牛骨脂、モクロウ核油、硬化油、牛脚脂、モクロウ、硬化ヒマシ油等が挙げられる。
Examples of solid fats and oils include cacao butter, coconut oil, horse fat, hydrogenated coconut oil, palm oil, beef tallow, mutton tallow, hydrogenated beef tallow, palm kernel oil, lard, beef bone fat, Japanese wax kernel oil, hydrogenated oil, beef leg fat, Japanese wax, hydrogenated castor oil and the like.
ロウ類としては、例えば、ミツロウ、キャンデリラロウ、綿ロウ、カルナウバロウ、ベイベリーロウ、イボタロウ、鯨ロウ、モンタンロウ、ヌカロウ、ラノリン、カポックロウ、酢酸ラノリン、液状ラノリン、サトウキビロウ、ラノリン脂肪酸イソプロピル、ラウリン酸ヘキシル、還元ラノリン、ジョジョバロウ、硬質ラノリン、セラックロウ、POEラノリンアルコールエーテル、POEラノリンアルコールアセテート、POEコレステロールエーテル、ラノリン脂肪酸ポリエチレングリコール、POE水素添加ラノリンアルコールエーテル等が挙げられる。
Waxes include, for example, beeswax, candelilla wax, cotton wax, carnauba wax, bayberry wax, wart wax, whale wax, montan wax, bran wax, lanolin, kapok wax, lanolin acetate, liquid lanolin, sugarcane wax, isopropyl lanolin fatty acid, hexyl laurate, reduced lanolin, jojoba wax, hard lanolin, shellac wax, POE lanolin alcohol ether, POE lanolin alcohol acetate, POE cholesterol ether, lanolin fatty acid polyethylene glycol, POE hydrogenated lanolin alcohol ether, and the like.
炭化水素油としては、例えば、流動パラフィン、イソヘキサデカン、イソドデカン、オゾケライト、スクワラン、スクワレン、プリスタン、パラフィン、イソパラフィン、セレシン、ワセリン、マイクロクリスタリンワックス、水添ポリイソブテン、オレフィンオリゴマー、揮発性炭化水素油(例えば、イソドデカン、イソヘキサデカン、ウンデカン、トリデカン等)等が挙げられる。
Examples of hydrocarbon oils include liquid paraffin, isohexadecane, isododecane, ozokerite, squalane, squalene, pristane, paraffin, isoparaffin, ceresin, vaseline, microcrystalline wax, hydrogenated polyisobutene, olefin oligomers, volatile hydrocarbon oils (e.g. , isododecane, isohexadecane, undecane, tridecane, etc.).
高級脂肪酸としては、例えば、ラウリン酸、ミリスチン酸、パルミチン酸、ステアリン酸、ベヘン酸、オレイン酸、ウンデシレン酸、トール酸、イソステアリン酸、リノール酸、リノレイン酸、エイコサペンタエン酸(EPA)、ドコサヘキサエン酸(DHA)等が挙げられる。
Examples of higher fatty acids include lauric acid, myristic acid, palmitic acid, stearic acid, behenic acid, oleic acid, undecylenic acid, toric acid, isostearic acid, linoleic acid, linoleic acid, eicosapentaenoic acid (EPA), docosahexaenoic acid ( DHA) and the like.
油溶性で極性の液状紫外線吸収剤は、特に限定されないが、日焼け止め化粧料に通常配合されるものを使用することができる。極性液状紫外線吸収剤は、例えば、メトキシケイヒ酸エチルヘキシル、オクトクリレン、ジメチコジエチルベンザルマロネート、ポリシリコーン-15、t-ブチルメトキシジベンゾイルメタン、エチルヘキシルトリアゾン、ジエチルアミノヒドロキシベンゾイル安息香酸ヘキシル、ビスエチルヘキシルオキシフェノールメトキシフェニルトリアジン、オキシベンゾン-3、メチレンビスベンゾトリアゾリルテトラメチルブチルフェノール、フェニルベンズイミダゾールスルホン酸、ホモサレート、サリチル酸エチルへキシル、テレフタリリデンジカンフルスルホン酸、ドロメトリゾールトリシロキサン等の有機紫外線吸収剤が挙げられる。
The oil-soluble, polar, liquid ultraviolet absorber is not particularly limited, but those commonly blended in sunscreen cosmetics can be used. Polar liquid ultraviolet absorbers include, for example, ethylhexyl methoxycinnamate, octocrylene, dimethicodiethylbenzalmalonate, polysilicone-15, t-butylmethoxydibenzoylmethane, ethylhexyl triazone, hexyl diethylaminohydroxybenzoylbenzoate, and bisethylhexyl. Organic ultraviolet rays such as oxyphenol methoxyphenyltriazine, oxybenzone-3, methylenebisbenzotriazolyltetramethylbutylphenol, phenylbenzimidazolesulfonic acid, homosalate, ethylhexyl salicylate, terephthalylidenedicanefursulfonic acid, and drometrisoltrisiloxane Absorbents may be mentioned.
粉末状油脂以外の油性成分の含有量は、化粧料の全量に対して、好ましくは0.1質量%以上35質量%以下であり、より好ましくは0.5質量%以上30質量%以下であり、さらに好ましくは1質量%以上25量%以下である。
The content of oily components other than powdery fats and oils is preferably 0.1% by mass or more and 35% by mass or less, more preferably 0.5% by mass or more and 30% by mass or less, relative to the total amount of the cosmetic. , more preferably 1% by mass or more and 25% by mass or less.
(他の成分)
本発明による化粧料は、本発明の効果を損なわない範囲で、化粧料に配合可能な他の成分を含むことができる。そのような他の成分としては、水性溶媒、水溶性高分子、増粘剤、紫外線吸収剤、保湿剤、分散剤、中和剤、キレート剤、防腐剤、酸化防止剤、安定化剤、界面活性剤、色剤、香料等が挙げられる。これらの成分は、化粧料の剤形に応じて適宜配合することができる。 (other ingredients)
The cosmetic according to the present invention can contain other ingredients that can be blended in the cosmetic as long as the effects of the present invention are not impaired. Such other ingredients include aqueous solvents, water-soluble polymers, thickeners, UV absorbers, humectants, dispersants, neutralizers, chelating agents, preservatives, antioxidants, stabilizers, interface activators, coloring agents, fragrances, and the like. These components can be appropriately blended according to the dosage form of the cosmetic.
本発明による化粧料は、本発明の効果を損なわない範囲で、化粧料に配合可能な他の成分を含むことができる。そのような他の成分としては、水性溶媒、水溶性高分子、増粘剤、紫外線吸収剤、保湿剤、分散剤、中和剤、キレート剤、防腐剤、酸化防止剤、安定化剤、界面活性剤、色剤、香料等が挙げられる。これらの成分は、化粧料の剤形に応じて適宜配合することができる。 (other ingredients)
The cosmetic according to the present invention can contain other ingredients that can be blended in the cosmetic as long as the effects of the present invention are not impaired. Such other ingredients include aqueous solvents, water-soluble polymers, thickeners, UV absorbers, humectants, dispersants, neutralizers, chelating agents, preservatives, antioxidants, stabilizers, interface activators, coloring agents, fragrances, and the like. These components can be appropriately blended according to the dosage form of the cosmetic.
水性溶媒としては、特に限定されず、従来公知の水性溶媒を用いることができる。水性溶媒としては、例えば、水、アルコール、またはこれらの混合物を挙げることができる。水としては、化粧料に使用される水を用いることができ、例えば、精製水、イオン交換水、水道水等を用いることができる。アルコールとしては、例えば、エタノール、1-プロパノール、2-プロパノール、イソブチルアルコール、t-ブチルアルコール等の低級アルコールを用いることができる。
The aqueous solvent is not particularly limited, and conventionally known aqueous solvents can be used. Aqueous solvents can include, for example, water, alcohols, or mixtures thereof. As water, water used in cosmetics can be used, for example, purified water, ion-exchanged water, tap water, and the like can be used. As the alcohol, for example, lower alcohols such as ethanol, 1-propanol, 2-propanol, isobutyl alcohol and t-butyl alcohol can be used.
半合成の水溶性高分子としては、例えば、デンプン系高分子(例えば、カルボキシメチルデンプン、メチルヒドロキシプロピルデンプン等);セルロース系高分子(メチルセルロース、エチルセルロース、メチルヒドロキシプロピルセルロース、ヒドロキシエチルセルロース、セルロース硫酸ナトリウム、ヒドロキシプロピルセルロース、カルボキシメチルセルロース、カルボキシメチルセルロースナトリウム、結晶セルロース、セルロース末等);アルギン酸系高分子(例えば、アルギン酸ナトリウム、アルギン酸プロピレングリコールエステル等)等が挙げられる。
Examples of semi-synthetic water-soluble polymers include starch-based polymers (e.g., carboxymethyl starch, methylhydroxypropyl starch, etc.); cellulose-based polymers (methylcellulose, ethylcellulose, methylhydroxypropylcellulose, hydroxyethylcellulose, sodium cellulose sulfate, , hydroxypropylcellulose, carboxymethylcellulose, sodium carboxymethylcellulose, crystalline cellulose, cellulose powder, etc.); alginate-based polymers (eg, sodium alginate, propylene glycol alginate, etc.);
合成の水溶性高分子としては、例えば、ビニル系高分子(例えば、ポリビニルアルコール、ポリビニルメチルエーテル、ポリビニルピロリドン、カルボキシビニルポリマー等);ポリオキシエチレン系高分子(例えば、ポリエチレングリコール20,000、40,000、60,000のポリオキシエチレンポリオキシプロピレン共重合体等);アクリル系高分子(例えば、ポリアクリル酸ナトリウム、ポリエチルアクリレート、ポリアクリルアミド等);ポリエチレンイミン;カチオンポリマー等が挙げられる。
Examples of synthetic water-soluble polymers include vinyl polymers (eg, polyvinyl alcohol, polyvinyl methyl ether, polyvinylpyrrolidone, carboxyvinyl polymer, etc.); polyoxyethylene polymers (eg, polyethylene glycol 20,000, 40 acrylic polymers (eg, sodium polyacrylate, polyethyl acrylate, polyacrylamide, etc.); polyethyleneimine; cationic polymers, and the like.
増粘剤としては、例えば、寒天、アラビアガム、カラギーナン、カラヤガム、トラガカントガム、キャロブガム、クインスシード(マルメロ)、カゼイン、デキストリン、ゼラチン、ペクチン酸ナトリウム、アラギン酸ナトリウム、メチルセルロース、エチルセルロース、CMC、ヒドロキシエチルセルロース、ヒドロキシプロピルセルロース、PVA、PVM、PVP、ポリアクリル酸ナトリウム、カルボキシビニルポリマー、ローカストビーンガム、グアガム、タマリントガム、ジアルキルジメチルアンモニウム硫酸セルロース、キサンタンガム、ケイ酸アルミニウムマグネシウム、ベントナイト、ヘクトライト、ケイ酸A1Mg(ビーガム)、ラポナイト、無水ケイ酸等が挙げられる。
Thickeners include, for example, agar, gum arabic, carrageenan, karaya gum, tragacanth gum, carob gum, quince seed (quince), casein, dextrin, gelatin, sodium pectate, sodium araginate, methyl cellulose, ethyl cellulose, CMC, hydroxyethyl cellulose, Hydroxypropyl cellulose, PVA, PVM, PVP, sodium polyacrylate, carboxyvinyl polymer, locust bean gum, guar gum, tamarind gum, dialkyldimethylammonium cellulose sulfate, xanthan gum, magnesium aluminum silicate, bentonite, hectorite, A1 Mg silicate (Veegum). ), laponite, silicic anhydride and the like.
紫外線吸収剤としては、例えば、安息香酸系紫外線吸収剤(例えば、パラアミノ安息香酸(以下、PABAと略す)、PABAモノグリセリンエステル、N,N-ジプロポキシPABAエチルエステル、N,N-ジエトキシPABAエチルエステル、N,N-ジメチルPABAエチルエステル、N,N-ジメチルPABAブチルエステル、N,N-ジメチルPABAエチルエステル等);アントラニル酸系紫外線吸収剤(例えば、ホモメンチル-N-アセチルアントラニレート等);サリチル酸系紫外線吸収剤(例えば、アミルサリシレート、メンチルサリシレート、ホモメンチルサリシレート、オクチルサリシレート、フェニルサリシレート、ベンジルサリシレート、p-イソプロパノールフェニルサリシレート等);桂皮酸系紫外線吸収剤(例えば、オクチルシンナメート、エチル-4-イソプロピルシンナメート、メチル-2,5-ジイソプロピルシンナメート、エチル-2,4-ジイソプロピルシンナメート、メチル-2,4-ジイソプロピルシンナメート、プロピル-p-メトキシシンナメート、イソプロピル-p-メトキシシンナメート、イソアミル-p-メトキシシンナメート、オクチル-p-メトキシシンナメート(2-エチルヘキシル-p-メトキシシンナメート)、2-エトキシエチル-p-メトキシシンナメート、シクロヘキシル-p-メトキシシンナメート、エチル-α-シアノ-β-フェニルシンナメート、2-エチルヘキシル-α-シアノ-β-フェニルシンナメート、グリセリルモノ-2-エチルヘキサノイル-ジパラメトキシシンナメート等);ベンゾフェノン系紫外線吸収剤(例えば、2,4-ジヒドロキシベンゾフェノン、2,2’-ジヒドロキシ-4-メトキシベンゾフェノン、2,2’-ジヒドロキシ-4,4’-ジメトキシベンゾフェノン、2,2’,4,4’-テトラヒドロキシベンゾフェノン、2-ヒドロキシ-4-メトキシベンゾフェノン、2-ヒドロキシ-4-メトキシ-4’-メチルベンゾフェノン、2-ヒドロキシ-4-メトキシベンゾフェノン-5-スルホン酸塩、4-フェニルベンゾフェノン、2-エチルヘキシル-4’-フェニル-ベンゾフェノン-2-カルボキシレート、2-ヒドロキシ-4-n-オクトキシベンゾフェノン、4-ヒドロキシ-3-カルボキシベンゾフェノン等);3-(4’-メチルベンジリデン)-d,l-カンファー、3-ベンジリデン-d,l-カンファー;2-フェニル-5-メチルベンゾキサゾール;2,2’-ヒドロキシ-5-メチルフェニルベンゾトリアゾール;2-(2’-ヒドロキシ-5’-t-オクチルフェニル)ベンゾトリアゾール;2-(2’-ヒドロキシ-5’-メチルフェニルベンゾトリアゾール;ジベンザラジン;ジアニソイルメタン;4-メトキシ-4’-t-ブチルジベンゾイルメタン;5-(3,3-ジメチル-2-ノルボルニリデン)-3-ペンタン-2-オン等が挙げられる。
Examples of the ultraviolet absorber include benzoic acid-based ultraviolet absorbers (e.g., para-aminobenzoic acid (hereinafter abbreviated as PABA), PABA monoglycerin ester, N,N-dipropoxy PABA ethyl ester, N,N-diethoxy PABA ethyl ester, , N,N-dimethyl PABA ethyl ester, N,N-dimethyl PABA butyl ester, N,N-dimethyl PABA ethyl ester, etc.); Salicylic acid-based UV absorbers (e.g., amyl salicylate, menthyl salicylate, homomenthyl salicylate, octyl salicylate, phenyl salicylate, benzyl salicylate, p-isopropanol phenyl salicylate, etc.); cinnamic acid-based UV absorbers (e.g., octyl cinnamate, ethyl- 4-isopropylcinnamate, methyl-2,5-diisopropylcinnamate, ethyl-2,4-diisopropylcinnamate, methyl-2,4-diisopropylcinnamate, propyl-p-methoxycinnamate, isopropyl-p-methoxycinnamate mate, isoamyl-p-methoxycinnamate, octyl-p-methoxycinnamate (2-ethylhexyl-p-methoxycinnamate), 2-ethoxyethyl-p-methoxycinnamate, cyclohexyl-p-methoxycinnamate, ethyl- α-cyano-β-phenylcinnamate, 2-ethylhexyl-α-cyano-β-phenylcinnamate, glyceryl mono-2-ethylhexanoyl-diparamethoxycinnamate, etc.); ,4-dihydroxybenzophenone, 2,2′-dihydroxy-4-methoxybenzophenone, 2,2′-dihydroxy-4,4′-dimethoxybenzophenone, 2,2′,4,4′-tetrahydroxybenzophenone, 2-hydroxy -4-methoxybenzophenone, 2-hydroxy-4-methoxy-4'-methylbenzophenone, 2-hydroxy-4-methoxybenzophenone-5-sulfonate, 4-phenylbenzophenone, 2-ethylhexyl-4'-phenyl-benzophenone -2-carboxylate, 2-hydroxy-4-n-octoxybenzophenone, 4-hydroxy-3-carboxybenzophenone, etc.); 3-(4′-methylbenzylidene)-d,l-camphor, 3-benzylidene-d , l-camphor; 2-phenyl-5-methylbenzoxazole; 2,2′-hydroxy-5-methylphenylbenzotriazole; 2-(2′-hydroxy-5′-t-octylphenyl)benzotriazole; -(2'-hydroxy-5'-methylphenylbenzotriazole; dibenzalazine; dianisoylmethane; 4-methoxy-4'-t-butyldibenzoylmethane; 5-(3,3-dimethyl-2-norbornylidene)-3 - Pentan-2-one and the like.
保湿剤としては、特に限定されず、化粧料用として従来公知の保湿剤を用いることができる。このような保湿剤としては、例えば、多価アルコールやグリコールエーテル、より具体的には、グリセリン、プロパンジオール、エチレングリコール、ジエチレングリコール、ジプロピレングリコール、1,3-ブチレングリコール、ヘキサメチレングリコール、イソプレングリコール、ポリエチレングリコール、ヒアルロン酸、キシリトール、ソルビトール、マルチトール、ジグリセリン(EO)PO付加物等が挙げられる。
The moisturizing agent is not particularly limited, and conventionally known moisturizing agents for cosmetics can be used. Examples of such moisturizing agents include polyhydric alcohols and glycol ethers, more specifically glycerin, propanediol, ethylene glycol, diethylene glycol, dipropylene glycol, 1,3-butylene glycol, hexamethylene glycol, and isoprene glycol. , polyethylene glycol, hyaluronic acid, xylitol, sorbitol, maltitol, diglycerin (EO) PO adducts, and the like.
本発明による化粧料は、常法に従って製造することができる。例えば、水性成分に油性成分の少なくとも一部を加えてホモミキサー等で乳化処理を行う。続いて、これに残りの油性成分とシリカ粉末を添加し、攪拌混合することにより、調製することができる。
The cosmetics according to the present invention can be produced according to conventional methods. For example, at least a portion of the oily component is added to the aqueous component, and the mixture is emulsified using a homomixer or the like. Subsequently, the rest of the oily component and silica powder are added to this and stirred and mixed to prepare.
(用途)
本発明による化粧料は、例えば、化粧水、美容液、乳液、クリーム、ファンデーション、アイシャドウ、およびチーク等の化粧品として好適に用いることができる。 (Application)
Cosmetics according to the present invention can be suitably used as cosmetics such as lotions, serums, milky lotions, creams, foundations, eye shadows, and cheeks.
本発明による化粧料は、例えば、化粧水、美容液、乳液、クリーム、ファンデーション、アイシャドウ、およびチーク等の化粧品として好適に用いることができる。 (Application)
Cosmetics according to the present invention can be suitably used as cosmetics such as lotions, serums, milky lotions, creams, foundations, eye shadows, and cheeks.
以下の例に基づいて本発明を具体的に説明するが、本発明はこれらの例に限定されるものではない。配合量は特記しない限り、質量%で示す。
The present invention will be specifically described based on the following examples, but the present invention is not limited to these examples. Unless otherwise specified, the blending amount is expressed in mass%.
[実施例1~4、比較例1~10]
<化粧料の調製>
表1~3に示される配合で、各実施例および比較例の水中油型乳化化粧料を調製した。なお、表1~3中、各成分の配合率は質量%である。
また、化粧料に使用した粉末状油脂のトリグリド組成は、以下の方法で分析した。
[分析方法]
・卜リグリセリド組成
ガスク口マ卜グラフィ一分析条件
DB1-ht(0.32mm×0.1μm×5m)Agilent Technologies社(123-1131)
注入量:1.0μL
注入口:370℃
検出器:370℃
スプリッ卜比:50/1 35.1kPa コンスタン卜プレッシャ-
カラムCT:200℃(0min hold)~(15℃/min)~370℃(4min hold) [Examples 1 to 4, Comparative Examples 1 to 10]
<Preparation of cosmetics>
Oil-in-water emulsified cosmetics of Examples and Comparative Examples were prepared according to the formulations shown in Tables 1 to 3. In Tables 1 to 3, the blending ratio of each component is mass%.
Moreover, the triglyde composition of the powdered fats and oils used in the cosmetics was analyzed by the following method.
[Analysis method]
・ Triglyceride composition Gask mouth magnetic analysis conditions DB1-ht (0.32 mm × 0.1 μm × 5 m) Agilent Technologies (123-1131)
Injection volume: 1.0 μL
Inlet: 370°C
Detector: 370°C
Split ratio: 50/1 35.1kPa constant pressure
Column CT: 200°C (0min hold) ~ (15°C/min) ~ 370°C (4min hold)
<化粧料の調製>
表1~3に示される配合で、各実施例および比較例の水中油型乳化化粧料を調製した。なお、表1~3中、各成分の配合率は質量%である。
また、化粧料に使用した粉末状油脂のトリグリド組成は、以下の方法で分析した。
[分析方法]
・卜リグリセリド組成
ガスク口マ卜グラフィ一分析条件
DB1-ht(0.32mm×0.1μm×5m)Agilent Technologies社(123-1131)
注入量:1.0μL
注入口:370℃
検出器:370℃
スプリッ卜比:50/1 35.1kPa コンスタン卜プレッシャ-
カラムCT:200℃(0min hold)~(15℃/min)~370℃(4min hold) [Examples 1 to 4, Comparative Examples 1 to 10]
<Preparation of cosmetics>
Oil-in-water emulsified cosmetics of Examples and Comparative Examples were prepared according to the formulations shown in Tables 1 to 3. In Tables 1 to 3, the blending ratio of each component is mass%.
Moreover, the triglyde composition of the powdered fats and oils used in the cosmetics was analyzed by the following method.
[Analysis method]
・ Triglyceride composition Gask mouth magnetic analysis conditions DB1-ht (0.32 mm × 0.1 μm × 5 m) Agilent Technologies (123-1131)
Injection volume: 1.0 μL
Inlet: 370°C
Detector: 370°C
Split ratio: 50/1 35.1kPa constant pressure
Column CT: 200°C (0min hold) ~ (15°C/min) ~ 370°C (4min hold)
<化粧料の性能評価>
上記で調製した各化粧料の使用性について評価を行った。具体的には、30代~40代の女性で官能評価の訓練を受け、一定の基準で評価が可能な専門パネルを10名選定した。各専門パネルが、各化粧料をそれぞれ肌に使用し、べたつきの無さ、仕上がりの粉っぽさの無さ、フィット感、および化粧持ちの各項目について、下記の基準で評価した。評価結果を表1~3に示す。 <Performance evaluation of cosmetics>
Usability of each cosmetic prepared above was evaluated. Specifically, 10 women in their 30s and 40s who have undergone sensory evaluation training and are capable of performing evaluations according to a certain standard were selected as a panel of specialists. Each specialized panel used each cosmetic on the skin and evaluated each item of non-stickiness, non-powdery finish, fit and long-lasting makeup according to the following criteria. The evaluation results are shown in Tables 1-3.
上記で調製した各化粧料の使用性について評価を行った。具体的には、30代~40代の女性で官能評価の訓練を受け、一定の基準で評価が可能な専門パネルを10名選定した。各専門パネルが、各化粧料をそれぞれ肌に使用し、べたつきの無さ、仕上がりの粉っぽさの無さ、フィット感、および化粧持ちの各項目について、下記の基準で評価した。評価結果を表1~3に示す。 <Performance evaluation of cosmetics>
Usability of each cosmetic prepared above was evaluated. Specifically, 10 women in their 30s and 40s who have undergone sensory evaluation training and are capable of performing evaluations according to a certain standard were selected as a panel of specialists. Each specialized panel used each cosmetic on the skin and evaluated each item of non-stickiness, non-powdery finish, fit and long-lasting makeup according to the following criteria. The evaluation results are shown in Tables 1-3.
[べたつきの無さ]
A:べたつきが全く無かった。
B:べたつきがほとんど無かった。
C:べたつきが多少有った。
D:べたつきが有った。
[仕上がりの粉っぽさの無さ]
A:仕上がりの粉っぽさが全く無かった。
B:仕上がりの粉っぽさがほとんど無かった。
C:仕上がりの粉っぽさが多少有った。
D:仕上がりの粉っぽさが有った。
[フィット感]
A:フィット感が非常に良好であった。
B:フィット感が良好であった。
C:フィット感が多少悪かった。
D:フィット感が悪かった。
[化粧持ち]
A:化粧持ちが非常に良好であった。
B:化粧持ちが良好であった。
C:化粧持ちが多少悪かった。
D:化粧持ちが悪かった。 [No stickiness]
A: There was no stickiness at all.
B: There was almost no stickiness.
C: There was some stickiness.
D: There was stickiness.
[Lack of powdery finish]
A: There was no powdery finish at all.
B: There was almost no powdery finish.
C: The finish was slightly powdery.
D: The finish was powdery.
[Feeling of fit]
A: The feeling of fit was very good.
B: Good fit.
C: Fit was somewhat poor.
D: The feeling of fit was poor.
[Long lasting makeup]
A: The make-up lasting was very good.
B: The makeup lasted well.
C: Longevity of makeup was somewhat poor.
D: The make-up lasted poorly.
A:べたつきが全く無かった。
B:べたつきがほとんど無かった。
C:べたつきが多少有った。
D:べたつきが有った。
[仕上がりの粉っぽさの無さ]
A:仕上がりの粉っぽさが全く無かった。
B:仕上がりの粉っぽさがほとんど無かった。
C:仕上がりの粉っぽさが多少有った。
D:仕上がりの粉っぽさが有った。
[フィット感]
A:フィット感が非常に良好であった。
B:フィット感が良好であった。
C:フィット感が多少悪かった。
D:フィット感が悪かった。
[化粧持ち]
A:化粧持ちが非常に良好であった。
B:化粧持ちが良好であった。
C:化粧持ちが多少悪かった。
D:化粧持ちが悪かった。 [No stickiness]
A: There was no stickiness at all.
B: There was almost no stickiness.
C: There was some stickiness.
D: There was stickiness.
[Lack of powdery finish]
A: There was no powdery finish at all.
B: There was almost no powdery finish.
C: The finish was slightly powdery.
D: The finish was powdery.
[Feeling of fit]
A: The feeling of fit was very good.
B: Good fit.
C: Fit was somewhat poor.
D: The feeling of fit was poor.
[Long lasting makeup]
A: The make-up lasting was very good.
B: The makeup lasted well.
C: Longevity of makeup was somewhat poor.
D: The make-up lasted poorly.
※1:AGC エスアイテック株式会社製、商品名:サンスフェアL-51S、
※2:日清オイリオグループ株式会社製、商品名:エネクイック(全トリグリセリド含有量を100質量%とした場合、1位~3位に炭素数10の脂肪酸残基Xを有する1種以上のXXX型トリグリセリド含量は93.9質量%、XXX型トリグリセリドの脂肪酸残基Xの1つを炭素数14の脂肪酸残基Yに置換したX2Y型トリグリセリド含量は5.4質量%である。融点(DSCチャートのピークトップの値)28.5℃)
※3:日清オイリオグループ株式会社製、商品名:トリ(カプリル酸/カプリン酸)グリセリル、
※4:ナイロン-12、東レ株式会社製、商品名:ナイロンSP500
※5:メタクリル酸メチルクロスポリマー、アイカ工業株式会社製、商品名:ガンツパールGMX-0810
※6:(ジフェニルジメチコン/ビニルジフェニルジメチコン/シルセスキオキサン)クロスポリマー、信越化学工業株式会社製、商品名:シリコーンパウダーKSP300
※7:日揮触媒化成株式会社製、商品名:シフォンシルP-3R *1: Manufactured by AGC Si Tech Co., Ltd., product name: Sunsphere L-51S,
* 2: Nisshin OilliO Group Co., Ltd., product name: Enequick (when the total triglyceride content is 100% by mass, one or more XXX having a fatty acid residue X with 10 carbon atoms at the 1st to 3rd positions type triglyceride content is 93.9% by mass, and type X2Y triglyceride content in which one of the fatty acid residues X of XXX type triglyceride is replaced with fatty acid residue Y having 14 carbon atoms is 5.4% by mass. Melting point (DSC chart Peak top value) 28.5 ° C)
*3: Nisshin OilliO Group Co., Ltd., product name: tri (caprylic/capric) glyceryl,
*4: Nylon-12, manufactured by Toray Industries, Inc., trade name: Nylon SP500
*5: Methyl methacrylate crosspolymer, manufactured by Aica Kogyo Co., Ltd., product name: Ganzpearl GMX-0810
*6: (Diphenyl dimethicone/vinyl diphenyl dimethicone/silsesquioxane) crosspolymer, manufactured by Shin-Etsu Chemical Co., Ltd., product name: Silicone powder KSP300
*7: Manufactured by Nikki Shokubai Kasei Co., Ltd., product name: Chiffonsil P-3R
※2:日清オイリオグループ株式会社製、商品名:エネクイック(全トリグリセリド含有量を100質量%とした場合、1位~3位に炭素数10の脂肪酸残基Xを有する1種以上のXXX型トリグリセリド含量は93.9質量%、XXX型トリグリセリドの脂肪酸残基Xの1つを炭素数14の脂肪酸残基Yに置換したX2Y型トリグリセリド含量は5.4質量%である。融点(DSCチャートのピークトップの値)28.5℃)
※3:日清オイリオグループ株式会社製、商品名:トリ(カプリル酸/カプリン酸)グリセリル、
※4:ナイロン-12、東レ株式会社製、商品名:ナイロンSP500
※5:メタクリル酸メチルクロスポリマー、アイカ工業株式会社製、商品名:ガンツパールGMX-0810
※6:(ジフェニルジメチコン/ビニルジフェニルジメチコン/シルセスキオキサン)クロスポリマー、信越化学工業株式会社製、商品名:シリコーンパウダーKSP300
※7:日揮触媒化成株式会社製、商品名:シフォンシルP-3R *1: Manufactured by AGC Si Tech Co., Ltd., product name: Sunsphere L-51S,
* 2: Nisshin OilliO Group Co., Ltd., product name: Enequick (when the total triglyceride content is 100% by mass, one or more XXX having a fatty acid residue X with 10 carbon atoms at the 1st to 3rd positions type triglyceride content is 93.9% by mass, and type X2Y triglyceride content in which one of the fatty acid residues X of XXX type triglyceride is replaced with fatty acid residue Y having 14 carbon atoms is 5.4% by mass. Melting point (DSC chart Peak top value) 28.5 ° C)
*3: Nisshin OilliO Group Co., Ltd., product name: tri (caprylic/capric) glyceryl,
*4: Nylon-12, manufactured by Toray Industries, Inc., trade name: Nylon SP500
*5: Methyl methacrylate crosspolymer, manufactured by Aica Kogyo Co., Ltd., product name: Ganzpearl GMX-0810
*6: (Diphenyl dimethicone/vinyl diphenyl dimethicone/silsesquioxane) crosspolymer, manufactured by Shin-Etsu Chemical Co., Ltd., product name: Silicone powder KSP300
*7: Manufactured by Nikki Shokubai Kasei Co., Ltd., product name: Chiffonsil P-3R
上記の結果から、本発明による化粧料は、いずれも使用中のべたつきの無さ、仕上がりの粉っぽさの無さ、フィット感、および化粧持ちにおいて優れたものであることがわかる。また、比較例の結果を併せて考えると、本発明による化粧料においては、多孔質粉末および特定の粉末状油脂を同時に配合することで優れた効果を達成していることがわかる。
From the above results, it can be seen that the cosmetics according to the present invention are all excellent in terms of non-stickiness during use, non-powdery finish, good fit, and makeup longevity. Considering the results of the comparative examples together, it can be seen that in the cosmetics according to the present invention, excellent effects are achieved by simultaneously blending the porous powder and the specific powdery oil.
Claims (8)
- (A)多孔質粉末、および
(B)全トリグリセリド含有量を100質量%とした場合、1位~3位に炭素数xの脂肪酸残基Xを有する1種以上のXXX型トリグリセリドを80~99質量%と、前記XXX型トリグリセリドの脂肪酸残基Xの1つを炭素数yの脂肪酸残基Yに置換した1種以上のX2Y型トリグリセリドを20~1質量%とを含有し、炭素数xは8~12から選択される整数であり、炭素数yは、それぞれ独立して、x+2~x+8から選択される整数である、粉末状油脂
を含む、化粧料。 (A) porous powder, and (B) 80 to 99 of one or more XXX-type triglycerides having a fatty acid residue X with x carbon atoms at the 1- to 3-positions when the total triglyceride content is 100% by mass. % by mass and 20 to 1% by mass of one or more X2Y-type triglycerides in which one of the fatty acid residues X of the XXX-type triglyceride is replaced with a fatty acid residue Y having a carbon number of y, wherein the carbon number x is A cosmetic containing a powdery oil, wherein each carbon number y is an integer selected from 8 to 12 and each independently an integer selected from x+2 to x+8. - (A)多孔質粉末が、無機系多孔質粉末である、請求項1に記載の化粧料。 The cosmetic according to claim 1, wherein (A) the porous powder is an inorganic porous powder.
- 前記無機系多孔質粉末が、シリカである、請求項2に記載の化粧料。 The cosmetic according to claim 2, wherein the inorganic porous powder is silica.
- (B)粉末状油脂が、全トリグリセリド含有量を100質量%とした場合、1位~3位に炭素数xの脂肪酸残基Xを有するXXX型トリグリセリドを90~99質量%と、前記XXX型トリグリセリドの脂肪酸残基Xの1つを炭素数yの脂肪酸残基Yに置換した1種以上のX2Y型トリグリセリドを10~1質量%とを含有し、炭素数xは10であり、炭素数yは、それぞれ独立して、x+4~x+8から選択される整数である、請求項1に記載の化粧料。 (B) When the total triglyceride content is 100% by mass, the powdery fat contains 90 to 99% by mass of an XXX triglyceride having a fatty acid residue X with x carbon atoms at the 1st to 3rd positions, and the XXX type 10 to 1% by mass of one or more X2Y-type triglycerides in which one of the fatty acid residues X of the triglyceride is replaced with a fatty acid residue Y having y carbon atoms, wherein x has 10 carbon atoms and y carbon atoms are each independently an integer selected from x+4 to x+8.
- (B)粉末状油脂の融点が、25℃以上50℃以下である、請求項1に記載の化粧料。 (B) The cosmetic according to claim 1, wherein the powdery oil has a melting point of 25°C or higher and 50°C or lower.
- (A)多孔質粉末の配合量が、前記化粧料の総質量に対して、0.1質量%以上30質量%以下であり、
(B)粉末状油脂の配合量が、前記化粧料の総質量に対して、0.1質量%以上30質量%以下である、請求項1に記載の化粧料。 (A) the content of the porous powder is 0.1% by mass or more and 30% by mass or less with respect to the total mass of the cosmetic;
2. The cosmetic according to claim 1, wherein the amount of (B) powdered oil is 0.1% by mass or more and 30% by mass or less with respect to the total mass of the cosmetic. - (A)多孔質粉末および(B)粉末状油脂の配合比が、質量基準で、10:1~1:10である、請求項6に記載の化粧料。 The cosmetic according to claim 6, wherein the blending ratio of (A) the porous powder and (B) the powdered oil is 10:1 to 1:10 on a mass basis.
- (B)粉末状油脂以外の油性成分をさらに含む、請求項1~7のいずれか一項に記載の化粧料。 (B) The cosmetic composition according to any one of Claims 1 to 7, further comprising an oily component other than the powdery oil.
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Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2009274991A (en) * | 2008-05-15 | 2009-11-26 | Kose Corp | Solid powder cosmetic product |
WO2017126665A1 (en) * | 2016-01-21 | 2017-07-27 | 日清オイリオグループ株式会社 | Powderizing agent for liquid component |
WO2018056415A1 (en) * | 2016-09-23 | 2018-03-29 | 日清オイリオグループ株式会社 | Powdery fat or oil-containing adhesive composition and method for manufacturing same |
-
2022
- 2022-11-04 CN CN202280070246.9A patent/CN118234468A/en active Pending
- 2022-11-04 WO PCT/JP2022/041137 patent/WO2023090164A1/en unknown
Patent Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2009274991A (en) * | 2008-05-15 | 2009-11-26 | Kose Corp | Solid powder cosmetic product |
WO2017126665A1 (en) * | 2016-01-21 | 2017-07-27 | 日清オイリオグループ株式会社 | Powderizing agent for liquid component |
WO2018056415A1 (en) * | 2016-09-23 | 2018-03-29 | 日清オイリオグループ株式会社 | Powdery fat or oil-containing adhesive composition and method for manufacturing same |
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