Water-in-oil type emulsion composition

Abstract

To provide an oil-in-water emulsion composition that contains phospholipids, has high storage stability, and has high transparency.SOLUTION: An oil-in-water emulsion composition contains the following components (A)-(E): (A) phospholipids containing phosphatidylcholine of 90 wt.% or more, (B) lysophospholipids containing lysophosphatidylcholine of 70 wt.% or more, (C) polyhydric alcohols, (D) nonpolar oil and (E) polar oil and has a transmittance of 90% or more. The oil-in-water emulsion composition has high storage stability and high transparency.SELECTED DRAWING: None

Description

[Technical field]

[0001] The present invention relates to an oil-in-water emulsion composition that contains a phospholipid, has excellent storage stability, and is highly transparent. [Background technology]

[0002] Phospholipids are used in medicines and cosmetics as emulsifiers to improve skin safety and transdermal absorbability. However, since phospholipids do not have sufficient emulsifying ability, emulsion compositions are prone to separation. In addition, there are problems such as phospholipids precipitating over time, causing the composition to lose transparency and produce sediments, making it difficult to obtain an emulsion composition that is stable for a long period of time.

[0003] A method has been proposed to improve the stability of a phospholipid-containing emulsion composition by using a high-pressure emulsifier to reduce the size of particles (Patent Document 1). Furthermore, a method has been proposed to obtain an O / W emulsion composition with excellent storage stability and transparency without using a special device such as a high-pressure emulsifier by using an ester oil having a specific structure, a phospholipid, a polyhydric alcohol, and a nonionic surfactant in combination (Patent Document 2). However, the technology of Patent Document 2 has a problem in that the storage stability decreases when an oil other than the above-mentioned ester oil, particularly a nonpolar oil, is contained.

[0004] On the other hand, lysophospholipids, which are one of the enzyme-modified phospholipids, are also widely used as emulsifiers, similar to phospholipids. As an emulsion composition combining phospholipids and lysophospholipids, for example, a nanoemulsion containing phospholipids, lysophospholipids, and phenoxyethanol has been proposed (Patent Document 3). However, this technology does not specifically state that phenoxyethanol is essential for storage stability, nor does it state the phosphatidylcholine content of phospholipids or the lysophosphatidylcholine content of lysophospholipids. [Prior art documents] [Patent documents]

[0005] [Patent Document 1] Japanese Patent Application Publication No. 13-278811 [Patent Document 2] JP 2007-169174 A [Patent Document 3] JP 2008-127327 A Summary of the Invention [Problem to be solved by the invention]

[0006] An object of the present invention is to provide an oil-in-water emulsion composition that contains a phospholipid, has excellent storage stability, and has high transparency. [Means for solving the problem]

[0007] As a result of intensive research into the above-mentioned problems, the present inventors discovered that the above-mentioned problems can be solved by an oil-in-water emulsion composition containing a phospholipid containing 90% by weight or more of phosphatidylcholine, a lysophospholipid containing 70% by weight or more of lysophosphatidylcholine, a polyhydric alcohol, a non-polar oil, and a polar oil, and thus completed the present invention.

[0008] That is, the present invention provides: (A) A phospholipid containing 90% by weight or more of phosphatidylcholine (B) A lysophospholipid containing 70% by weight or more of lysophosphatidylcholine (C) Polyhydric alcohol (D) Non-polar oil (E) Polar oil The present invention provides an oil-in-water emulsion composition comprising the above-mentioned compound and having a transmittance of 90% or more.

[0009] The present invention also provides an oil-in-water emulsion composition, wherein the weight ratio of component (A) to component (B) (component (A) / component (B)) is 1-100.

[0010] The present invention also provides an oil-in-water emulsion composition, characterized in that the combined content of component (D) and component (E) is 0.05 to 3% by weight.

[0011] The present invention also provides an oil-in-water emulsion composition comprising component (F) an organic acid salt. Effect of the Invention

[0012] The oil-in-water emulsion composition of the present invention contains a phospholipid, and is an oil-in-water emulsion composition having excellent storage stability and high transparency. BEST MODE FOR CARRYING OUT THEINVENTION

[0013] The phospholipid of component (A) used in the present invention refers to a substance having two or more hydrophobic groups consisting of a phosphate group and an acyl group and / or an alkyl group in the molecule, such as phosphatidylcholine, phosphatidylethanolamine, phosphatidylserine, phosphatidylinositol, phosphatidylglycerol, phosphatidic acid, and hydrogenated versions thereof. Any of these may be used as long as they are derived from soybeans, egg yolks, or the like and are normally used in cosmetics, but hydrogenated soybean phospholipids are preferred.

[0014] The phospholipid of component (A) used in the present invention is a phospholipid containing 90% by weight or more of phosphatidylcholine, preferably 92% by weight or more of phosphatidylcholine. The iodine value of the phospholipid is not particularly limited, but is preferably in the range of 30 to 70, more preferably 38 to 60. Higher emulsion stability can be obtained within this range. The iodine value can be measured in accordance with the "Iodine Value Measurement Method" of the 2006 General Test Method for Quasi-Drug Ingredients.

[0015] The content of component (A) used in the present invention is not particularly limited, but is preferably 0.05 to 2% by weight, more preferably 0.1 to 1% by weight in the emulsion composition. Within this range, higher emulsion stability can be obtained.

[0016] The lysophospholipid of component (B) used in the present invention is one of enzyme-modified phospholipids, and refers to one having a phosphate group and one hydrophobic group consisting of an acyl group or an alkyl group in the molecule. Examples include lysophosphatidylcholine, lysophosphatidylethanolamine, lysophosphatidylserine, lysophosphatidylinositol, lysophosphatidylglycerol, lysophosphatidic acid, and hydrogenated products thereof. Any of these can be used as long as they are derived from soybeans, egg yolks, or other materials that are normally used in cosmetics, but hydrogenated soybean lysophospholipids are preferred.

[0017] The lysophospholipid of component (B) used in the present invention is a lysophospholipid containing 70% by weight or more of lysophosphatidylcholine, preferably a lysophospholipid containing 80% by weight or more of lysophosphatidylcholine. The iodine value of the lysophospholipid is not particularly limited, but is preferably in the range of 1 to 50, more preferably 20 to 40. Within this range, higher emulsion stability can be obtained.

[0018] The content of component (B) used in the present invention is not particularly limited, but is preferably 0.005 to 1% by weight, and more preferably 0.01 to 0.5% by weight. Within this range, higher emulsion stability can be obtained.

[0019] Furthermore, the weight ratio of component (A) to component (B) (component (A) / component (B)) is preferably from 1 to 100, and more preferably from 2 to 50. Within this range, the emulsion stability is particularly excellent.

[0020] The component (C) polyhydric alcohol used in the present invention is not particularly limited, but examples thereof include propylene glycol, butylene glycol, dipropylene glycol, pentylene glycol, hexanediol, heptanediol, octanediol, glycerin, diglycerin, etc. Among them, 1,3-butylene glycol and dipropylene glycol are preferred, and dipropylene glycol is more preferred. These polyhydric alcohols may be used alone or in combination of two or more kinds.

[0021] The content of component (C) used in the present invention is not particularly limited, but is preferably 0.1 to 30% by weight, more preferably 1 to 20% by weight. Within this range, higher emulsion stability can be obtained.

[0022] The component (D) non-polar oil used in the present invention is an oil agent consisting of only carbon and hydrogen, and examples thereof include isododecane, isohexadecane, light liquid isoparaffin, liquid paraffin, heavy liquid isoparaffin, α-olefin oligomer, squalane, polyisobutylene, polybutene, etc., among which squalane is preferred. These may be used alone or in combination of two or more kinds.

[0023] The content of component (D) used in the present invention is not particularly limited, but is preferably 0.01 to 3% by weight, more preferably 0.05 to 1% by weight. Within this range, higher emulsion stability and higher transparency can be obtained.

[0024] The polar oil (E) used in the present invention is an oil agent containing a hydroxyl group, a carboxyl group, an ether bond, or an ester bond in the molecule, such as a higher fatty acid, a higher alcohol, a fat or oil, an ether, or an ester oil, and examples thereof include oleic acid, isostearic acid, linoleic acid, oleyl alcohol, isostearyl alcohol, avocado oil, olive oil, persic oil, kukui nut oil, grape seed oil, safflower oil, almond oil, corn oil, pistachio seed oil, sunflower oil, hazelnut oil, macadamia nut oil, meadowfoam oil, rosehip oil, and the like. Oil, diisononyl ether, jojoba oil, butyl myristate, butyl stearate, cetyl ethylhexanoate, ethyl oleate, hexyldecyl isostearate, isocetyl myristate, isocetyl stearate, ethylhexyl palmitate, isopropyl isostearate, isopropyl myristate, isopropyl palmitate, isostearyl palmitate, octyldodecyl myristate, isotridecyl isononanoate, ethylhexyl stearate, ethyl linoleate, isopropyl linoleate, neopentyl oleate, Octyldodecyl pentanoate, butyloctyl salicylate, diglyceryl triisostearate, propylene glycol dicaprate, pentaerythrityl tetraethylhexanoate, propylene glycol monocaprylate, propylene glycol dicaprylate, trimethylolpropane triethylhexanoate, trimethylolpropane triisostearate, glyceryl tri-2-ethylhexanoate, caprylic / capric triglyceride, 2-butyl-2-ethyl-1,3-propanediol 2-ethylhexanoate , diethyl sebacate, diisopropyl adipate, diisopropyl sebacate, di-2-ethylhexyl 2,6-naphthalene dicarboxylate, dibutyloctyl sebacate, diisostearyl malate, triethylhexyl citrate, diglyceryl triisostearate, decaglyceryl pentaoleate, decaglyceryl decaisostearate, decaglyceryl decaoleate, decaglyceryl decamacadamia nut oil fatty acid, etc., which may be used alone or in combination of two or more. Among them, ester oils are preferred, and isotridecyl isononanoate is more preferred.

[0025] The content of component (E) used in the present invention is not particularly limited, but is preferably 0.01 to 3% by weight, more preferably 0.05 to 1% by weight. Within this range, higher emulsion stability and high transparency can be obtained.

[0026] The combined content of components (D) and (E) is preferably 0.05 to 3% by weight, more preferably 0.1 to 1% by weight, in which case emulsion stability and transparency are particularly excellent.

[0027] The organic acid salt of component (F) used in the present invention is not particularly limited, but examples thereof include citrate, lactate, acetate, oxalate, malate, tartrate, succinate, glycolate, aspartate, glutamate, polyglutamate, etc., which may be used alone or in combination of two or more. Among them, citrate is preferred, and tripotassium citrate is more preferred.

[0028] The content of component (F) used in the present invention is not particularly limited, but is preferably 0.1 to 5% by weight, more preferably 0.5 to 3% by weight. If it is within this range, the storage stability is particularly excellent.

[0029] The oil-in-water emulsion composition of the present invention has a transmittance of 90% or more, preferably 95% or more. The transmittance is measured by using a spectrophotometer to measure the transmittance of light at a wavelength of 600 nm in the visible light region in a quartz cell with an optical path length of 10 mm. The measurement is performed at 20°C, and the transmittance of water is taken as 100%.

[0030] The average particle size of the oil-in-water emulsion composition of the present invention is preferably from 20 to 100 nm, more preferably from 20 to 70 nm. The average particle size can be measured using a dynamic light scattering device.

[0031] In addition to the above-mentioned essential components, the oil-in-water emulsion composition of the present invention may contain, as components commonly used in cosmetics, amphiphilic substances such as nonionic surfactants, amphoteric surfactants, anionic surfactants, and cationic surfactants, polymers such as carboxyvinyl polymers, xanthan gum, and hyaluronic acid, pigments, vitamins, ultraviolet absorbers, hormones, fragrances, antioxidants, preservatives, and chelating agents, within the range that does not impair the effects of the present invention. EXAMPLES

[0032] The present invention will be described in more detail below with reference to examples. The present invention is not limited to these examples. The contents are shown in weight percent.

[0033] (Average particle size) The obtained emulsion composition was filled into a transparent bottle and stored in a thermostatic chamber at 20° C. for 24 hours, after which the particle size was measured using FPAR-1000 (manufactured by Otsuka Electronics Co., Ltd.).

[0034] (Transmittance evaluation) The obtained emulsion composition was filled into a transparent bottle and stored in a thermostatic chamber at 20° C. for 24 hours, after which the transmittance was measured and evaluated according to the following criteria: A V-660 UV-Visible Spectrophotometer (manufactured by JASCO Corporation) was used to measure the transmittance. ◎: Transmittance is 95% or more. ○: Transmittance is 90% or more and less than 95%. ×: transmittance is less than 90%.

[0035] (Storage stability evaluation) The obtained emulsion composition was filled into a transparent bottle and stored in thermostatic chambers at 4° C. and 40° C. for 6 months. After that, the appearance was visually observed and the transmittance was measured, and the composition was evaluated according to the following criteria. ◎: No significant change in appearance, transmittance 95% or more. ○: No significant change in appearance, transmittance is 90% or more and less than 95%. △: No significant change in appearance, but transmittance is less than 90%. ×: The appearance is clearly cloudy and / or precipitates are observed.

[0036] The emulsion compositions obtained according to the formulations in Table 1 were prepared by the manufacturing method described below. (Manufacturing method) Components 1 and 2 were dissolved in a portion of component 6 at 80°C, and then components 3 to 5 were added. Components 6 to 9 heated to 80°C were added thereto with stirring to emulsify. This was cooled to 30°C to obtain an emulsion composition.

[0037] [Table 1]

[0038] From the results in Table 1, the compositions of the present invention, Examples 1 to 8, obtained satisfactory results in all the items evaluated. In particular, the compositions (Examples 2, 3, 6, and 7) containing 0.1 to 1 wt% of component (A) hydrogenated soybean phospholipid (containing 92 wt% phosphatidylcholine, iodine value 40) and 0.01 to 0.5 wt% of component (B) hydrogenated soybean lysophospholipid (containing 84 wt% lysophosphatidylcholine, iodine value 27) obtained significantly excellent results in all the items evaluated. On the other hand, the composition not containing component (A) (Comparative Example 1) and the composition not containing component (B) (Comparative Example 2) did not obtain satisfactory results.

[0039] The emulsion compositions obtained according to the formulations in Table 2 were prepared by the manufacturing method described below. (Manufacturing method) Components 1 to 7 were dissolved in a portion of component 11 at 80°C, and then components 8 to 10 were added. Components 11 to 15 heated to 80°C were added thereto with stirring to emulsify. This was cooled to 30°C to obtain an emulsion composition.

[0040] [Table 2]

[0041] As can be seen from the results in Table 2, the compositions of the present invention, Examples 9 to 16, achieved satisfactory results in all of the items evaluated. In Examples 9 to 12, which have different weight ratios of component (A) hydrogenated soybean phospholipid and component (B) hydrogenated soybean lysophospholipid, the compositions (Examples 10 and 11) in which the ratio of component (A) / component (B) is 2 to 50 achieved significantly superior results in all of the items evaluated. The evaluation results differed depending on the phosphatidylcholine content and iodine value of component (A) and the lysophosphatidylcholine content and iodine value of component (B) (Examples 13 to 16). The composition (Example 13) containing hydrogenated soybean phospholipid (containing 92% by weight of phosphatidylcholine, iodine value 40) as component (A) and hydrogenated soybean lysophospholipid (containing 84% by weight of lysophosphatidylcholine, iodine value 27) as component (B) showed significantly superior results in all items evaluated. On the other hand, the composition (Comparative Example 3) containing hydrogenated soybean phospholipid (containing 70% by weight of phosphatidylcholine, iodine value 38) instead of component (A) and the composition (Comparative Example 4) containing hydrogenated soybean lysophospholipid (containing 25% by weight of lysophosphatidylcholine, iodine value 5) instead of component (B) did not show satisfactory results.

[0042] The emulsion compositions obtained according to the formulations in Table 3 were prepared by the manufacturing method described below. (Manufacturing method) Components 1 and 2 were dissolved in a portion of component 8 at 80°C, and then components 3 to 7 were added. Components 8 to 12 heated to 80°C were added thereto with stirring to emulsify. This was cooled to 30°C to obtain an emulsion composition.

[0043] [Table 3]

[0044] From the results in Table 3, the compositions of the present invention, Examples 17 to 25, obtained satisfactory results in all the items evaluated. In particular, the compositions (Examples 18, 19, and 22) in which the content of component (D) squalane was 0.05 to 1 wt%, the content of component (E) isotridecyl isononanoate was 0.05 to 1 wt%, and the combined content of components (D) and (E) (component (D) + component (E)) was 0.1 to 1 wt% obtained significantly excellent results in all the items evaluated. On the other hand, the compositions not containing component (D) (Comparative Example 5) and the compositions not containing component (E) (Comparative Example 6) did not obtain satisfactory results in terms of storage stability.

[0045] The emulsion compositions obtained according to the formulations in Table 4 were prepared by the manufacturing method described below. (Manufacturing method) Components 1 and 2 were dissolved in a portion of component 6 at 80°C, and then components 3 to 5 were added. Components 6 to 11 heated to 80°C were added thereto with stirring to emulsify. This was cooled to 30°C to obtain an emulsion composition.

[0046] [Table 4]

[0047] As can be seen from the results in Table 4, the compositions of the present invention, Examples 26 to 31, achieved satisfactory results in all of the items evaluated. In particular, the compositions containing 0.5 to 3 wt % of tripotassium citrate as component (F) (Examples 27 and 28) achieved significantly superior results in all of the items evaluated.

[0048] Other embodiments of the present invention will be described below.

[0049] Example 32 (Ingredients) (Weight%) 1. Hydrogenated soybean phospholipids*1 0.4 2. Hydrogenated soy lysophospholipids*2 0.1 3. Squalane 0.3 4. Hydrogenated polyisobutene 0.2 5. Isotridecyl isononanoate 0.2 6. Polyoxyethylene (30) Phytosterol 0.3 7. Dipropylene glycol 8.0 8. Phenoxyethanol 0.5 9. 1,2-Pentylene glycol 2.0 10. Glycerin 5.0 11. Dipotassium glycyrrhizinate 0.1 12. Sucrose laurate 0.05 13. Tripotassium citrate 1.0 14.Purified water remainder *1 Phosphatidylcholine content: 92% by weight, iodine value: 40 *2 Contains 84% ​​lysophosphatidylcholine by weight, iodine value 27 (Manufacturing method) Components 1 and 2 were dissolved in a portion of component 7 at 80°C, and then components 3 to 6 were added. Components 7 to 14 heated to 80°C were added thereto with stirring to emulsify. This was cooled to 30°C to obtain an emulsion composition.

[0050] (Example 33) (Ingredients) (Weight%) 1. Hydrogenated soybean phospholipids*3 0.5 2. Hydrogenated soy lysophospholipid*4 0.05 3. Hydrogenated polyisobutene 0.2 4. Tocopherol acetate 0.3 5. Isotridecyl isononanoate 0.1 6. Polyoxyethylene (30) hydrogenated castor oil 0.2 7. 1,3-Butylene glycol 10.0 8. Methylgluceth-20 2.0 9. Methylparaben 0.3 10. Magnesium Ascorbyl Phosphate 3.0 11. Sodium citrate 2.0 12. Ethanol 3.0 13.Purified water remainder *3 Phosphatidylcholine content: 92% by weight, iodine value: 40 *4 Contains 85% lysophosphatidylcholine by weight, iodine value 1.2 (Manufacturing method) Components 1 and 2 were dissolved in a portion of component 7 at 80°C, and then components 3 to 6 were added. Components 7 to 13 heated to 80°C were added thereto with stirring to emulsify. This was cooled to 30°C to obtain an emulsion composition.

[0051] Examples 32 and 33, which are the embodiments of the present invention, gave satisfactory results in terms of transmittance and storage stability. [Industrial Applicability]

[0052] According to the present invention, there is provided an oil-in-water emulsion composition which contains a phospholipid, has excellent storage stability, and has high transparency.

Claims

[Claim 1] The following components (A) to (F): (A) 0.1 to 1% by weight of a phospholipid containing 92% by weight or more of phosphatidylcholine (B) 0.01 to 0.5% by weight of a lysophospholipid containing 80% by weight or more of lysophosphatidylcholine (C) Dipropylene glycol 1 to 20% by weight (D) Squalane 0.05 to 1% by weight (E) Isotridecyl isononanoate 0.05 to 1% by weight (F) Tripotassium citrate 0.5 to 3% by weight the weight ratio of component (A) to component (B) (component (A) / component (B)) is 2 to 50, the combined content of component (D) and component (E) is 0.1 to 1 weight %, and the composition has a transmittance of 90% or more at a light wavelength of 600 nm, assuming that the transmittance of water is 100%.

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