JP3580712B2 - Emulsion composition - Google Patents

Description

[0001]
TECHNICAL FIELD OF THE INVENTION
The present invention relates to an emulsion composition useful for cosmetics and pharmaceutical bases.
[0002]
[Prior art]
The skin is a protective wall that separates the living body from the outside world. Therefore, permeation of chemical substances and the like is significantly suppressed. However, transdermal drug administration is often effective for diseases close to the skin, and transdermal drug administration has been attempted. Further, in the case of cosmetics and the like, since the target site is the skin centered on the stratum corneum, transcutaneous administration must be considered. The most problematic in such a case is how to promote percutaneous absorption to absorb the active ingredient, but promoting such absorption stabilizes the system in formulation. It also promotes the percutaneous absorption of the nonionic surfactant used in such a case, which may cause irritation and the like, and there has been a demand for a method for avoiding such a phenomenon. In particular, it has been desired to develop a formulation containing no nonionic surfactant and having sufficient stability. Particularly, in the case of a low-viscosity emulsion (having a viscosity of 8000 cs (at 5 ° C. or less)), it has been particularly desired to design such a dosage form having excellent stability.
[0003]
On the other hand, oleyl alcohol ethers of polyhydric alcohols have been used in emulsified compositions such as cosmetics for the purpose of stabilizing the system and improving the feel, but are used in systems where no nonionic surfactant is present. In addition, such an oleyl alcohol ether of a polyhydric alcohol may be contained in an emulsion composition together with an acrylic acid / alkyl methacrylate copolymer and / or a salt thereof , and furthermore, such an emulsion composition has excellent stability and It was not known at all that it had physical properties. In many cases, it has not been known that the viscosity of such a stable emulsified composition is not so high.
[0004]
[Problems to be solved by the invention]
The present invention has been made under such circumstances, and is suitable for cosmetics and topical skin medicine, a highly safe emulsified composition that does not need to contain a nonionic surfactant, and has a sufficient effect. It is an object to provide an emulsion composition having stability and usability .
[0005]
[Means for solving the problem]
In view of such a situation, the present inventors have found that an emulsion composition having sufficient stability and usability, which is suitable for cosmetics and external dermatological drugs, does not have to worry about percutaneous absorption of a surfactant or the like, preferably As a result of intensive research efforts for an emulsified composition containing no nonionic surfactant, it contains oleyl alcohol ether of polyhydric alcohol and acrylic acid / alkyl methacrylate copolymer and / or a salt thereof , The emulsified composition, which is characterized by being in the form of an emulsion, has found such characteristics, and has completed the invention. Hereinafter, the present invention will be described in detail focusing on embodiments.
[0006]
BEST MODE FOR CARRYING OUT THE INVENTION
(1) Oleyl alcohol ether of polyhydric alcohol which is an essential component of the emulsion composition of the present invention The emulsion composition of the present invention contains oleyl alcohol ether of a polyhydric alcohol as an essential component. Here, as the polyhydric alcohol that can be used to constitute the ether, a polyhydric alcohol having 2 to 5 carbon atoms is preferable. Specifically, ethylene glycol, glycerin, pentyl glycol, neopentyl glycol, erythritol , Diethylene glycol, propylene glycol, 1,3 butanediol, dipropylene glycol and the like can be preferably exemplified, and glycerin is particularly preferred. The unsaturated alcohol which is the other element constituting the ether includes oleyl alcohol. Further, in the polyhydric alcohol, all hydroxyl groups in the same molecule may be etherified, or a part thereof may be etherified. Preferred are ethers having a hydroxyl group left in the molecule. Accordingly, preferred examples of the ether include ethylene glycol monooleyl ether, diethylene glycol monooleyl ether, glycerin-α-monooleyl ether, glycerin-β-monooleyl ether, glycerin-α, β-dioleyl ether and glycerin- Examples thereof include α, α-dioleyl ether and neopentyl glycol monooleyl ether. Among them, diethylene glycol monooleyl ether, glycerin-α-monooleyl ether, glycerin-β-monooleyl ether, glycerin-α, β- Dioleyl ether and glycerin-α, α-dioleyl ether are more preferable, and glycerin-α-monooleyl ether and glycerin-β-monooleyl ether are particularly preferable. The preferred content of the ether in the emulsion composition of the present invention is 0.01 to 5% by weight, and more preferably 0.1 to 3% by weight. This is because if the amount is too large, the viscosity of the system may be too high, and if it is too small, the effect of stabilizing the system may not be obtained.
[0007]
(2) Polymer having an alkyl group which is an essential component of the emulsion composition of the present invention The emulsion composition of the present invention contains an acrylic acid / alkyl methacrylate copolymer and / or a salt thereof as an essential component. Here, as the alkyl group preferably has a one long chain length, preferably it has those 8-34 carbon atoms, more preferably having one of 10 to 32 carbon atoms. Such a polymer is obtained by converting acrylic acid or methacrylic acid to chloride with thionyl chloride or the like according to a conventional method, and then reacting with an alcohol or an alkylamine in the presence of an alkali to form a constituent monomer and polymerizing the constituent monomer. Although it is also possible, it is also possible to use a commercially available one. Among these commercially available products, preferred are alkyl acrylate / alkyl methacrylate copolymers having 10 to 10 carbon atoms, which are sold by Goodrich under the trade name of Pemulen TR-1 and Pemulen TR-2. 30) and / or salts thereof. Here, as the salt, any physiologically acceptable salt can be used, for example, an alkali metal salt such as sodium or potassium, an alkaline earth metal salt such as calcium or magnesium, an ammonium salt, Preferred examples include organic amine salts such as triethylamine salt and triethanolamine salt, and basic amino acid salts such as lysine and arginine. Most preferred of these are alkali metal salts. The preferred content of the acrylic acid / alkyl methacrylate copolymer and / or a salt thereof in the emulsion composition of the present invention is 0.01 to 2% by weight, and more preferably 0.05 to 1% by weight. %. This is because if the amount is too large, the viscosity may be excessively increased, and if the amount is too small, the stabilizing effect may not be obtained.
[0008]
(3) Emulsion composition of the present invention The emulsion composition of the present invention is characterized by containing the oleyl alcohol ether of the polyhydric alcohol and an acrylic acid / alkyl methacrylate copolymer and / or a salt thereof . Since the emulsion composition of the present invention has high safety and good stability, it is suitable as a base for cosmetics and external medicine for skin. The emulsified composition of the present invention can contain a nonionic surfactant, but a system having excellent stability can be obtained without containing the nonionic surfactant. Therefore, it is particularly preferable to use the emulsion composition without containing a nonionic surfactant. In a commonly known system, a highly safe emulsified preparation tends to have a high viscosity, and thus has a tendency to become heavier when used. However, the emulsified composition of the present invention has a viscosity of 8000 c. s. (Effects of 5 ° C.) Even a low-viscosity emulsion having the following viscosity can be formed into a preparation having excellent stability, so that an emulsion composition having good spreadability and excellent usability can be obtained. In the emulsified composition of the present invention, in addition to the above-mentioned essential components, optional components usually used in the field of application of the emulsified composition of the present invention, such as cosmetics and topical skin medicine, do not impair the effects of the present invention. Can be contained. Such optional components include, for example, hydrocarbons such as petrolatum and microcrystalline wax, esters such as jojoba oil and gay wax, triglycerides such as tallow, olive oil, higher alcohols such as cetanol and oleyl alcohol, and stearic acid. , Fatty acids such as oleic acid, polyhydric alcohols such as glycerin and 1,3-butanediol, thickeners such as ethanol and carbopol, preservatives, ultraviolet absorbers, antioxidants, pigments, powders, etc. It can be preferably exemplified. Further, if it is a skin external medicine, it can contain an active ingredient such as an antifungal agent, an anti-inflammatory agent, a steroid, an antipruritic agent, and an antibiotic. The emulsion composition of the present invention can be produced by treating these components according to a conventional method.
[0009]
【Example】
Hereinafter, the present invention will be described in more detail with reference to Examples, but it goes without saying that the present invention is not limited only to such Examples.
[0010]
<Example 1>
According to the following formulation, cosmetic 1 (emulsion), which is an emulsified composition of the present invention, was produced. That is, the components (a) and (b) were each heated to 80 ° C., and the mixture was gradually added to (a) while stirring to emulsify. After homogenizing the emulsified particles with a homogenizer, the mixture was cooled to obtain an emulsified composition. Incidentally, as Comparative Example 1, an attempt was made to produce a product obtained by substituting carbene vinyl polymer for Pemulen TR-2, but no emulsification was possible. Comparative Example 2 in which glycerin-α-monooleyl ether was replaced with glycerin-α-stearyl ether separated within 24 hours after emulsification at room temperature. The viscosity of Cosmetic 1 was left at room temperature for 24 hours after emulsification, filled in a storage bottle and stored at each temperature condition, and the value measured at 24 hours after the start of storage was 5 ° C; 4840, 20 ° C; 2820, 40 ° C; 2040 (unit is each cs). It was stable even under severe conditions of 50 ° C. for 10 days. This clearly shows the effect of the combination of the oleyl alcohol ether of the polyhydric alcohol of the present invention with the acrylic acid / alkyl methacrylate copolymer and / or its salt .
I)
Jojoba alcohol 0.5 parts by weight Cetanol 0.5 parts by weight Glycerin-α-monooleyl ether 0.3 parts by weight Jojoba oil 1.7 parts by weight Methylphenyl polysiloxane 1 part by weight 0.1 parts by weight butyl paraben b)
1,3-butanediol 8 parts by weight Acrylic acid / alkyl methacrylate copolymer 0.2 parts by weight (Pemulene TR-2)
Potassium hydroxide 0.1 part by weight Maltotriose 0.2 part by weight Water 87.4 parts by weight
<Example 2>
According to the following formulation, cosmetic 2 (emulsion), which is an emulsified composition of the present invention, was produced. That is, the components (a) and (b) were each heated to 80 ° C., and the mixture was gradually added to (a) while stirring to emulsify. After homogenizing the emulsified particles with a homogenizer, the mixture was cooled to obtain an emulsified composition. Incidentally, as Comparative Example 3, an attempt was made to produce a product obtained by substituting carbene vinyl polymer for Pemulen TR-2, but no emulsification was possible. Comparative Example 4 in which glycerin-α-monooleyl ether was replaced with glycerin-α-stearyl ether separated within 24 hours after emulsification at room temperature. The viscosity of the cosmetic 2 was allowed to stand at room temperature for 24 hours after emulsification, filled in a storage bottle and stored at each temperature condition, and the value measured at 24 hours after the start of storage was 5 ° C; 4840, 20 ° C; 2960, 40 ° C; 2200 (unit is each cs). It was stable even under severe conditions of 50 ° C. for 10 days. This clearly shows the effect of the combination of the oleyl alcohol ether of the polyhydric alcohol of the present invention with the acrylic acid / alkyl methacrylate copolymer and / or its salt .
I)
Jojoba alcohol 0.5 parts by weight Cetanol 0.5 parts by weight Glycerin-α-monooleyl ether 0.5 parts by weight Jojoba oil 1.7 parts by weight Methylphenylpolysiloxane 1 part by weight 0.1 part by weight butyl paraben b)
1,3-butanediol 8 parts by weight Acrylic acid / alkyl methacrylate copolymer 0.2 parts by weight (Pemulene TR-2)
0.1 part by weight of potassium hydroxide 0.2 part by weight of maltotriose 87.2 parts by weight of water
<Example 3>
According to the following formulation, cosmetic 3 (emulsion), which is an emulsified composition of the present invention, was produced. That is, the components (a) and (b) were each heated to 80 ° C., and the mixture was gradually added to (a) while stirring to emulsify. After homogenizing the emulsified particles with a homogenizer, the mixture was cooled to obtain an emulsified composition. Incidentally, as Comparative Example 5, an attempt was made to produce a product obtained by substituting carbene vinyl polymer for Pemulen TR-2, but no emulsification was possible. Comparative Example 6, in which glycerin-α-monooleyl ether was replaced with glycerin-α-stearyl ether, separated within 24 hours after emulsification at room temperature. The viscosity of the cosmetic 3 was left at room temperature for 24 hours after emulsification, filled in a storage bottle, stored at each temperature condition, and measured at 24 hours after the start of storage at 20 ° C .; 1980 (unit: each cs .)Met. It was stable even under severe conditions of 50 ° C. for 10 days. This clearly shows the effect of the combination of the oleyl alcohol ether of the polyhydric alcohol of the present invention with the acrylic acid / alkyl methacrylate copolymer and / or its salt .
I)
Jojoba alcohol 0.5 parts by weight Cetanol 0.5 parts by weight Glycerin-α-monooleyl ether 0.5 parts by weight Jojoba oil 1.7 parts by weight Methylphenylpolysiloxane 1 part by weight 0.1 part by weight butyl paraben b)
1,3-butanediol 8 parts by weight Acrylic acid / alkyl methacrylate copolymer 0.15 parts by weight (Pemulene TR-2)
Potassium hydroxide 0.05 parts by weight Maltotriose 0.2 parts by weight Water 87.3 parts by weight
<Example 4>
According to the following formulation, cosmetic 4 (emulsion), which is an emulsified composition of the present invention, was produced. That is, the components (a) and (b) were each heated to 80 ° C., and the mixture was gradually added to (a) while stirring to emulsify. After homogenizing the emulsified particles with a homogenizer, the mixture was cooled to obtain an emulsified composition. As Comparative Example 7, production was attempted by substituting carbene vinyl polymer for Pemulen TR-1, but emulsification was not possible. Comparative Example 8 in which glycerin-α-monooleyl ether was replaced with glycerin-α-stearyl ether separated within 24 hours after emulsification at room temperature. It was stable under severe conditions of 50 ° C. for 10 days. This clearly shows the effect of the combination of the oleyl alcohol ether of the polyhydric alcohol of the present invention with the acrylic acid / alkyl methacrylate copolymer and / or its salt .
I)
Jojoba alcohol 0.5 parts by weight Cetanol 0.5 parts by weight Glycerin-α-monooleyl ether 0.3 parts by weight Jojoba oil 1.7 parts by weight Methylphenyl polysiloxane 1 part by weight 0.1 parts by weight butyl paraben b)
1,3-butanediol 8 parts by weight Acrylic acid / alkyl methacrylate copolymer 0.2 parts by weight (Pemulene TR-1)
Potassium hydroxide 0.1 parts by weight Maltotriose 0.2 parts by weight Water 87.4 parts by weight
<Example 5>
According to the following formulation, cosmetic 5 (emulsion), which is an emulsified composition of the present invention, was produced. That is, the components (a) and (b) were each heated to 80 ° C., and the mixture was gradually added to (a) while stirring to emulsify. After homogenizing the emulsified particles with a homogenizer, the mixture was cooled to obtain an emulsified composition. Incidentally, as Comparative Example 9, an attempt was made to produce a product obtained by substituting carbene vinyl polymer for Pemulen TR-2, but no emulsification was possible. Comparative Example 10 in which glycerin-β-monooleyl ether was replaced with glycerin-α-stearyl ether separated within 24 hours after emulsification at room temperature. It was stable under severe conditions of 50 ° C. for 10 days. This clearly shows the effect of the combination of the oleyl alcohol ether of the polyhydric alcohol of the present invention with the acrylic acid / alkyl methacrylate copolymer and / or its salt .
I)
Jojoba alcohol 0.5 part by weight Cetanol 0.5 part by weight Glycerin-β-monooleyl ether 0.3 part by weight Jojoba oil 1.7 part by weight Methylphenyl polysiloxane 1 part by weight 0.1 part by weight butyl paraben b)
1,3-butanediol 8 parts by weight Acrylic acid / alkyl methacrylate copolymer 0.2 parts by weight (Pemulene TR-2)
Potassium hydroxide 0.1 part by weight maltotriose 0.2 part by weight water 87.4 parts by weight
<Example 6>
According to the following formulation, cosmetic 6 (emulsion), which is an emulsified composition of the present invention, was produced. That is, the components (a) and (b) were each heated to 80 ° C., and the mixture was gradually added to (a) while stirring to emulsify. After homogenizing the emulsified particles with a homogenizer, the mixture was cooled to obtain an emulsified composition. In addition, as Comparative Example 11, an attempt was made to produce a product obtained by substituting carbene vinyl polymer for Pemulen TR-2, but no emulsification was possible. Comparative Example 12 in which glycerin-β-monooleyl ether was replaced with glycerin-α-stearyl ether separated within 24 hours after emulsification at room temperature. It was stable under severe conditions of 50 ° C. for 10 days. This clearly shows the effect of the combination of the oleyl alcohol ether of the polyhydric alcohol of the present invention with the acrylic acid / alkyl methacrylate copolymer and / or its salt .
I)
Jojoba alcohol 0.5 part by weight Cetanol 0.5 part by weight Glycerin-β-monooleyl ether 0.3 part by weight Jojoba oil 1.7 part by weight Methylphenyl polysiloxane 1 part by weight 0.1 part by weight butyl paraben b)
1,3-butanediol 8 parts by weight Acrylic acid / alkyl methacrylate copolymer 0.2 parts by weight (Pemulene TR-2)
Potassium hydroxide 0.1 part by weight Maltotriose 0.2 part by weight Water 87.4 parts by weight
<Example 7>
According to the following formulation, cosmetic 7 (emulsion), which is an emulsified composition of the present invention, was produced. That is, the components (a) and (b) were each heated to 80 ° C., and the mixture was gradually added to (a) while stirring to emulsify. After homogenizing the emulsified particles with a homogenizer, the mixture was cooled to obtain an emulsified composition. Incidentally, as Comparative Example 13, an attempt was made to produce a product obtained by substituting carbene vinyl polymer for Pemulen TR-2, but no emulsification was possible. Comparative Example 14 in which glycerin-α, β-dioleyl ether was replaced with glycerin-α-stearyl ether separated within 24 hours after emulsification at room temperature. It was stable even under severe conditions of 50 ° C. for 5 days. This clearly shows the effect of the combination of the oleyl alcohol ether of the polyhydric alcohol of the present invention with the acrylic acid / alkyl methacrylate copolymer and / or its salt .
I)
Jojoba alcohol 0.5 part by weight Cetanol 0.5 part by weight Glycerin-α, β-dioleyl ether 0.3 part by weight Jojoba oil 1.7 part by weight Methylphenylpolysiloxane 1 part by weight 0.1 part by weight butyl paraben b)
1,3-butanediol 8 parts by weight Acrylic acid / alkyl methacrylate copolymer 0.2 parts by weight (Pemulene TR-2)
Potassium hydroxide 0.1 part by weight maltotriose 0.2 part by weight water 87.4 parts by weight
Example 8
According to the following formulation, cosmetic 8 (emulsion), which is an emulsified composition of the present invention, was produced. That is, the components (a) and (b) were each heated to 80 ° C., and the mixture was gradually added to (a) while stirring to emulsify. After homogenizing the emulsified particles with a homogenizer, the mixture was cooled to obtain an emulsified composition. Incidentally, as Comparative Example 15, an attempt was made to produce a product obtained by substituting carbene vinyl polymer for Pemulen TR-2, but no emulsification was possible. Comparative Example 16 in which diethylene glycol monooleyl ether was replaced with glycerin-α-stearyl ether separated within 24 hours after emulsification at room temperature. It was stable even under severe conditions of 50 ° C. for 5 days. This clearly shows the effect of the combination of the oleyl alcohol ether of the polyhydric alcohol of the present invention with the acrylic acid / alkyl methacrylate copolymer and / or its salt .
I)
Jojoba alcohol 0.5 parts by weight Cetanol 0.5 parts by weight Diethylene glycol monooleyl ether 0.3 parts by weight Jojoba oil 1.7 parts by weight Methylphenyl polysiloxane 1 part by weight 0.1 parts by weight butyl paraben b)
1,3-butanediol 8 parts by weight Acrylic acid / alkyl methacrylate copolymer 0.2 parts by weight (Pemulene TR-2)
Potassium hydroxide 0.1 part by weight Maltotriose 0.2 part by weight Water 87.4 parts by weight
<Example 9>
The usability at 5 ° C. of the cosmetics of Examples 1 to 8 was examined using a specialized paneler. The evaluation items of usability were good spreadability, good adhesion, and good skin familiarity. These evaluation criteria were ++: very good, +: good, ±: slightly good,-: bad. Table 1 shows the results. This shows that the cosmetic of the present invention has very low usability even at a low temperature, and thus has excellent usability.
[0019]
[Table 1]
[0020]
<Example 10>
The safety of the cosmetics of Examples 1 to 8 was examined using a guinea pig damaged skin model (5 animals per group). The guinea pigs were shaved on their backs, stripped with gum tape, and closed for 48 hours. After removing the patch, the skin reaction was evaluated according to the so-called Draize's criteria, ++: reaction with edema, +: reaction with obvious erythema, ±: reaction with slight erythema. The result was no reaction (-) with any of the animals, which proved that the cosmetic of the present invention had high safety.
[0021]
<Example 11>
According to the formulation shown below, an external medicine 1 (emulsion), which is an emulsified composition of the present invention, was produced. That is, the components (a) and (b) were each heated to 80 ° C., and the mixture was gradually added to (a) while stirring to emulsify. After homogenizing the emulsified particles with a homogenizer, the mixture was cooled to obtain an emulsified composition. It was an excellent pharmaceutical base because it spreads very well and has little detachment from the skin. Undesirable effects (physical irritation) due to administration were also suppressed on damaged skin using anti-inflammatory agents.
I)
Jojoba alcohol 0.5 parts by weight Cetanol 0.5 parts by weight Glycerin-α-monooleyl ether 0.3 parts by weight Jojoba oil 1.7 parts by weight Methylphenylpolysiloxane 1 part by weight 0.1 parts by weight butylparaben 1 part by weight suprofen B)
1,3-butanediol 8 parts by weight Acrylic acid / alkyl methacrylate copolymer 0.2 parts by weight (Pemulene TR-2)
Potassium hydroxide 0.1 part by weight Maltotriose 0.2 part by weight Water 86.4 parts by weight
<Example 12>
According to the formulation shown below, an external medicine 2 (emulsion), which is an emulsified composition of the present invention, was produced. That is, the components (a) and (b) were each heated to 80 ° C., and the mixture was gradually added to (a) while stirring to emulsify. After homogenizing the emulsified particles with a homogenizer, the mixture was cooled to obtain an emulsified composition. It was an excellent pharmaceutical base because it spreads very well and has little detachment from the skin. Undesirable effects (physical irritation) due to administration were also suppressed on vilan skin using an antifungal agent.
I)
Jojoba alcohol 0.5 parts by weight Cetanol 0.5 parts by weight Glycerin-α-monooleyl ether 0.3 parts by weight Jojoba oil 1.7 parts by weight Methylphenylpolysiloxane 1 part by weight 0.1 parts by weight butylparaben 1 part by weight terbinafine B)
1,3-butanediol 8 parts by weight Acrylic acid / alkyl methacrylate copolymer 0.2 parts by weight (Pemulene TR-2)
Potassium hydroxide 0.1 part by weight maltotriose 0.2 part by weight water 86.4 parts by weight
【The invention's effect】
According to the present invention, a highly safe emulsified composition which does not need to contain a nonionic surfactant, which is suitable for cosmetics and external medicine for skin, and an emulsified composition having sufficient stability and usability Can be provided.

Claims (5)

An emulsion composition comprising oleyl alcohol ether of a polyhydric alcohol and an acrylic acid / alkyl methacrylate copolymer and / or a salt thereof , wherein the emulsion composition is in the form of an emulsion. The content of the oleyl alcohol ether of the polyhydric alcohol is 0.01 to 5% by weight, and the content of the acrylic acid / alkyl methacrylate copolymer and / or the salt thereof is 0.01 to 2% by weight. The emulsified composition according to claim 1, characterized in that: 3. The emulsion composition according to claim 1, wherein the polyhydric alcohol is glycerin. The emulsion composition according to any one of claims 1 to 3, wherein the composition does not contain a nonionic surfactant. The emulsion composition according to any one of claims 1 to 4, wherein the composition is a cosmetic.