JP2007169174A - O/w type emulsified composition - Google Patents

Abstract

<P>PROBLEM TO BE SOLVED: To provide an O/W type emulsified composition especially excellent in percutaneous absorption, preservation stability, and transparency. <P>SOLUTION: This O/W type emulsified composition contains (a) 0.1-10.0 wt.% ester oil expressed by formula [1] [wherein, At least one of R<SB>1</SB>and R<SB>2</SB>has a 3-12 carbon number; the total of carbon numbers of the R<SB>1</SB>and R<SB>2</SB>is 6-30; and preferably at least one of the R<SB>1</SB>and R<SB>2</SB>has a branched structure]; (b) 0.01-5.0 wt.%; phospholipid; (c) 0.1-30.0 wt.% polyhydric alcohol, (d) 0.01-5.0 wt.% nonionic surfactant (having 13-20 HLB value, and also 9-100 molar number of addition of ethylene oxide). <P>COPYRIGHT: (C)2007,JPO&INPIT

Description

  The present invention includes (a) an ester oil having specific structural characteristics, (b) a phospholipid, (c) a polyhydric alcohol, and (d) a nonionic surfactant, and transdermal absorbability and storage stability. The present invention relates to an O / W emulsion composition that is particularly excellent in terms of transparency.

  Phospholipids are used in pharmaceuticals and cosmetics as emulsifiers that enhance skin safety and transdermal absorbability. However, since they do not have sufficient emulsifying ability, O / W emulsion compositions are prone to separation and are long It is difficult to obtain an emulsion composition that is stable for a period of time. Therefore, a method for improving the stability of the emulsion composition by refining particles is considered, and a method using a high-pressure emulsifier (see Patent Document 1) or a method using a polyglycerin fatty acid ester as an emulsifier (patent) Document 2) is known.

On the other hand, the ester oil represented by the formula [1] is not sticky compared to hydrocarbon oils, vegetable oils and the like, and is used for cosmetics and the like because of its smooth usability.

Japanese Patent Laid-Open No. 13-278811 Japanese Patent Laid-Open No. 9-157159

  However, the conventional technology for preparing a stable emulsion composition requires high-pressure emulsification, ultrasonic irradiation, etc., so that capital investment and complicated manufacturing methods are problematic, and other emulsifiers are used in combination. In order to prepare a stable emulsified composition, there has been a case where a decrease in transdermal absorbability is a problem. Therefore, the present invention solves such problems in the prior art and provides an O / W emulsion composition that is particularly excellent in transdermal absorbability, storage stability, and transparency.

  As a result of intensive studies in view of the above matters, the present inventors have found that (a) an ester oil having specific structural characteristics, (b) a phospholipid, (c) a polyhydric alcohol, and (d) a nonionic surfactant. Knowledge that O / W type emulsion composition with particularly excellent transdermal absorbability, storage stability and transparency can be obtained by combining the preparations, and also in terms of skin safety and usability As a result, the present invention has been completed.

That is, the present invention provides (a) an ester oil (shown by the formula [1], wherein at least one of R ₁ and R ₂ has 3 to 12 carbon atoms, and the total number of carbon atoms of R ₁ and R ₂ is 6 to 30), (b) a phospholipid, (c) a polyhydric alcohol, and (d) an O / W emulsion composition containing a nonionic surfactant.

(A) The ester oil used in the present invention is represented by the formula [1], and when at least one of R ₁ and R ₂ is in the range of 3 to 12 carbon atoms, high emulsion stability is obtained. preferable.

Further, when the total number of carbon atoms of R ₁ and R ₂ in the ester oil is a 6 to 30, preferably to high emulsion stability.

Furthermore, it is preferable that at least one of R ₁ and R ₂ in the ester oil is a carbon chain having a branched structure because high emulsion stability can be obtained.

  Specific examples of ester oils include hexyl laurate, isononyl isononanoate, isocetyl isodecanoate, isodecyl isononanoate, isotridecyl isononanoate, myristyl neopentanoate, octyldodecyl neopentanoate, isopropyl neopentanoate, isopropyl myristate, isopropyl palmitate , Isostearyl octoate, isocetyl octoate, stearyl octoate, cetyl octoate, butyl stearate, decyl oleate, isodecyl oleate, isopropyl oleate and the like, but are not limited thereto. In the present invention, one or more selected from these ester oils can be used.

  The content of the ester oil is not particularly limited, but a range of 0.01 to 10 wt% is preferable because high emulsion stability and usability can be obtained, and a range of 0.1 to 5 wt% is more preferable.

  The (b) phospholipid used in the present invention means one 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, sphingomyelin, cardiolipin, or a mixture of two or more of these derivatives.

  Specific examples of phospholipids include dioleoylphosphatidylcholine, 1-stearoyl-2-oleoyl-sn-phosphatidylcholine, 1-palmitoyl-2-oleoyl-sn-phosphatidylcholine, 1-myristoyl-2-oleoyl. -Sn-phosphatidylcholine, 1-lauroyl-2-oleoyl-sn-phosphatidylcholine, 1-behenoyl-2-oleoyl-sn-phosphatidylcholine, 1-oleoyl-2-lauroyl-sn-phosphatidylcholine, 1-oleoyl-2 -Myristoyl-sn-phosphatidylcholine, 1-oleoyl-2-palmitoyl-sn-phosphatidylcholine, 1-oleoyl-2-stearoyl-sn-phosphatidylcholine, 1-oleoyl-2-behenoyl-sn There are phosphatidylcholines, etc., and natural systems include plant phospholipids such as soybean phospholipid, safflower phospholipid, safflower phospholipid, sunflower phospholipid or egg yolk phospholipid, and those reduced by hydrogenation, etc. It is not limited to this. In the present invention, one or more selected from these phospholipids can be used.

  The phosphatidylcholine content in the phospholipid is not particularly limited, but it is preferably 90 wt% or more, and more preferably, a higher emulsification stability is obtained when the phosphatidylcholine content is 92 wt% or more.

  The range of the “iodine value” of the phospholipid is not particularly limited, but is preferably in the range of 30 to 100 on average, and more preferably in the range of 38 to 60 on average, higher emulsification stability is obtained.

  Although it does not specifically limit about content of a phospholipid, Preferably it is the range of 0.01-5.0 wt%, More preferably, higher emulsification stability is acquired as it is 0.1-2.0 wt%.

  The (c) polyhydric alcohol used in the present invention is a kind selected from 1,3-butylene glycol, glycerin, diglycerin, propylene glycol, dipropylene glycol, 1,2-pentylene glycol, and 1,2-hexylene glycol. Or by using 2 or more types, since sufficient emulsification stability is acquired, it is preferable.

  The content of the polyhydric alcohol is not particularly limited, but is preferably in the range of 0.1 to 30.0 wt%, more preferably 1.0 to 20.0 wt%, and higher emulsion stability and usability. Is obtained.

  The nonionic surfactant (d) used in the present invention is preferably an HLB value determined by the Kawakami Yatsuta method of 13 to 20 because high transparency is obtained, more preferably 15 to 18. .

  Further, the number of moles of ethylene oxide added as a nonionic surfactant is preferably 9 to 100 because sufficient transdermal absorbability can be obtained, and more preferably 30 to 60.

  Specific examples of the nonionic surfactant include POE (25) lauryl ether, POE (20) oleyl ether, POE (50) oleyl ether, monopalmitic acid POE (20) sorbitan, monostearic acid POE (20 ) Sorbitan, monoisostearic acid POE (20) sorbitan, monooleic acid POE (20) sorbitan, POE (50) hardened castor oil, POE (60) hardened castor oil, POE (80) hardened castor oil, POE (100) hardened There are castor oil, POE (20) phytosterol, POE (30) phytosterol, but not limited thereto. In the present invention, one or more selected from these nonionic surfactants can be used.

  The content of the nonionic surfactant is not particularly limited, but is preferably in the range of 0.01 to 5.0 wt%, and more preferably 0.1 to 2.0 wt%, higher emulsion stability. And usability can be obtained.

  The production method of the O / W type emulsion composition in the present invention is not particularly limited and can be produced by a conventional method, but preferably O / W type emulsion having excellent storage stability when prepared by the production method as described below. A composition is obtained. First, (b) phospholipid is dissolved in (c) polyhydric alcohol, and then (a) an ester component and (d) an oil component containing a nonionic surfactant are added. Thereafter, the aqueous component is added with stirring to perform emulsification to obtain an O / W emulsion. The emulsification temperature at this time is preferably 60 to 90 ° C, more preferably 70 to 85 ° C, whereby a stable O / W emulsion can be prepared.

  In addition to the above essential components, the O / W type emulsion composition of the present invention is used for various components used in ordinary cosmetics, quasi drugs, pharmaceuticals, etc., such as other surfactants, oily components, moisturizing agents, Adhesives, chelating agents, medicinal ingredients, preservatives, dyes, pigments, powders, pH adjusters, ultraviolet absorbers, antioxidants, fragrances, and the like can be appropriately blended.

  The O / W emulsion composition of the present invention is particularly excellent in transdermal absorbability, storage stability, and transparency, and also in terms of skin safety and usability.

  The present invention will be described in more detail with reference to examples and comparative examples below, but the present invention is not limited to the following examples. In addition, content of each component in prescription shall be weight (wt)%.

  Table 1 shows the results of a comparative study of the average particle size, changes over time, and feeling of use of preparations prepared with ester oils having various carbon chains and other oil components.

  In addition, about the manufacturing method of a formulation, it performed in the following procedures. First, (b) phospholipid was dissolved in (c) polyhydric alcohol at a temperature of 80 ° C., and then (a) ester oil and (d) a nonionic surfactant were added and heated to 85 ° C. The ingredients were added with stirring to uniformly emulsify. This was cooled to 30 ° C. to obtain the desired O / W emulsion preparation.

  The average particle size was measured with a light scattering particle size measuring device (DLS-7000) manufactured by Otsuka Electronics Co., Ltd., and was determined by a cumulant method. The measurement light was a He—Ne laser (632.8 nm), and the measurement temperature was 25 ± 1 ° C.

The time-lapse observation was evaluated after 3 months at 40 ° C. and after 2 months at 50 ° C., and the following four stages of storage stability evaluation items were used as indicators.

Storage stability evaluation item A: Almost no change in phase state is observed.
○: A slight increase in the emulsified particle diameter can be confirmed by observation with a microscope.
Δ: Phase separation cannot be confirmed, but a remarkable increase in the emulsified particle diameter can be confirmed by observation with a microscope.
X: It can also confirm visually that it isolate | separated into two phases.

Moreover, about the usability evaluation, 20 panelists evaluated using this invention emulsion composition actually. About the usability in view of spreadability at the time of application, consistency, moisture retention after application, etc., the following five levels of usability evaluation items were rated.

Usability evaluation items 5 points: very good 4 points: good 3 points: normal 2 points: bad 1 point: very bad

The total score obtained was finally judged according to the following four-level evaluation of feeling of use.

Usability score evaluation A: The total score is 80 points or more, and the usability is very good.
○: The total score is 70 points or more, and the feeling of use is good.
Δ: The total score is 50 points or more, and the feeling of use is bad.
X: The total score is less than 50, and the feeling of use is very bad.

  In addition, about each sample, it was normally used and the raw material actually marketed was employ | adopted.

As a result, at least one of R ₁ and R ₂ has 3 to 12 carbon atoms and R ₁ and R ₂ have a total carbon number of 6 to 30. Compared with ˜9, the particle diameter became finer and the stability and usability were also good. Furthermore, in Formulas 1 and 2 using ester oil in which at least one of R ₁ and R ₂ is a carbon chain having a branched structure, better results could be obtained.

  Table 2 shows the results of preparing preparations containing various proportions of isotridecyl isononanoate, which is an ester oil, and examining the average particle size, changes over time, and feeling of use. In addition, regarding the manufacturing method, it carried out similarly to the above-mentioned Table 1, and performed the average particle diameter measurement, storage stability, and usability evaluation on the same conditions.

  Table 3 shows the results of preparing preparations containing various proportions of 1,3-butylene glycol, which is a polyhydric alcohol, and examining the average particle size, changes over time, and usability. In addition, regarding the manufacturing method, it carried out similarly to the above-mentioned Table 1 and Table 2, and performed average particle diameter measurement, storage stability, and usability evaluation on the same conditions.

  Table 4 shows the results of preparing preparations containing various ratios of POE (60) hydrogenated castor oil, which is a nonionic surfactant, and examining the average particle size, changes over time, and feeling of use. In addition, regarding the manufacturing method, it carried out similarly to the above-mentioned Table 1 to Table 3, and the average particle diameter measurement, storage stability, and usability evaluation were also performed on the same conditions.

  Table 5 shows the results obtained by preparing preparations containing various proportions of hydrogenated soybean phospholipid (iodine value: 41), which is a phospholipid, and examining percutaneous absorbability, average particle diameter, change with time, and feeling of use. Show.

  For the transdermal absorbability test, first, an O / W emulsion composition is applied to the back of the guinea pig from which hair has been removed, and the skin is removed after 2 hours. The finely cut epidermis and dermis were placed in a phosphate buffer of pH 7 and stirred, and the amount of tocopherol acetate percutaneously permeated by high performance liquid chromatography was quantified to obtain the transdermal absorption rate.

  From the results of Table 1 to Table 5, (a) ester oil 0.01 to 10.0 wt%, (b) phospholipid 0.01 to 5.0 wt%, (c) polyhydric alcohol 0.1 to 30.0 wt% %, (D) The product of the present invention obtained by containing 0.01 to 5.0 wt% of a nonionic surfactant is useful O / O excellent in transdermal absorbability, storage stability and transparency. It became clear that it was a W-type emulsion composition.

  Examples for describing the present invention in detail are given below, but the present invention is not limited thereto.

Toner lotion Ingredients Amount (% by weight)
(1) Isononyl isononanoate 0.5
(2) Hydrogenated soybean phospholipid (iodine value 38) 0.5
(3) POE (60) hydrogenated castor oil 0.3
(4) 1,3-butylene glycol 2.0
(5) Phenoxyethanol 0.3
(6) Fragrance 0.1
(7) Methylparaben 0.1
(8) 1,2-pentylene glycol 1.0
(9) Diglycerin 4.0
(10) Purified water residue

  [Production method] (1) to (6) are heated to 70 ° C, (7) to (10) heated to 70 ° C are added and emulsified, and then cooled to 30 ° C.

Whitening serum
(1) Isotridecyl isononanoate 0.5
(2) Hydrogenated soybean phospholipid (iodine value 41) 0.5
(3) 1,3-butylene glycol 2.0
(4) Phenoxyethanol 0.3
(5) Tocopherol acetate 0.2
(6) POE (30) phytosterol 0.5
(7) Fragrance 0.1
(8) Ascorbic acid magnesium phosphate 3.0
(9) Sodium citrate 1.0
(10) Glycerin 5.0
(11) Methylparaben 0.2
(12) Residue of purified water

  [Production Method] (1) to (7) are heated to 70 ° C., (8) to (12) heated to 75 ° C. are added and emulsified, and then cooled to 30 ° C.

Moisturizing beauty serum Blending ingredients Blending amount (wt%)
(1) Isocetyl isodecanoate 5.0
(2) Hydrogenated soybean phospholipid (iodine value 38) 1.0
(3) Hydrogenated egg yolk phospholipid (iodine value 60) 0.2
(4) POE (50) hydrogenated castor oil 1.5
(5) Phytosterol 0.2
(6) Dipropylene glycol 10.0
(7) Fragrance 0.1
(8) Diglycerin 1.0
(9) Propylene glycol 1.0
(10) Methylparaben 0.3
(11) Purified water residue

  [Production method] (1) to (7) are heated to 80 ° C, (8) to (11) heated to 80 ° C are added and emulsified, and then cooled to 30 ° C.

Cosmetic liquid Blending ingredients Blending amount (% by weight)
(1) Isopropyl palmitate 2.5
(2) Isononyl isononanoate 2.5
(3) Hydrogenated soybean phospholipid (iodine value 45) 1.0
(4) POE (25) lauryl ether 2.0
(5) Phenoxyethanol 0.1
(6) 1,3-butylene glycol 5.0
(7) Fragrance 0.1
(8) Edetate 0.1
(9) L-Arginine 0.2
(10) Glycyrrhizinate 0.1
(11) Hyaluronate 0.1
(12) 1,2-pentylene glycol 1.0
(13) Glycerin 5.0
(14) Purified water residue

  [Production method] (1) to (7) are heated to 75 ° C, (8) to (14) heated to 75 ° C are added and emulsified, and then cooled to 30 ° C.

  The products of the present invention shown in Examples 2 to 5 are O / W type emulsion compositions that are particularly excellent in transdermal absorbability, storage stability, and transparency, and are also excellent in terms of skin safety and usability. there were.

The O / W type emulsified composition of the present invention is excellent in terms of transdermal absorbability, storage stability, transparency, skin safety, and feeling of use, and as a skin external preparation, cosmetics, quasi drugs, pharmaceuticals, etc. Available to:

Claims (4)

(A) Ester oil (shown by the formula [1], wherein at least one of R ₁ and R ₂ has 3 to 12 carbon atoms, and the total carbon number of R ₁ and R ₂ is 6 to 30) ), (B) a phospholipid, (c) a polyhydric alcohol, and (d) a nonionic surfactant, an O / W emulsion composition.

The O / W type emulsion composition according to claim 1, wherein at least one of R ₁ and R ₂ of the ester oil (a) represented by the formula [1] is a carbon chain having a branched structure.   (D) The HLB value of a nonionic surfactant is 13-20, and the molar addition number of ethylene oxide is 9-100, The O / W type emulsion composition of Claim 1 or 2. (A) 0.01-10.0 wt% of ester oil and (b) 0.01-5.0 wt% of phospholipid and (c) 0.1-30.0 wt% of polyhydric alcohol and (d) non The O / W type emulsion composition in any one of Claims 1-3 which contain 0.01-5.0 wt% of ionic surfactant.