阅读说明：本技术 防晒化妆品 (Sunscreen cosmetic ) 是由 滨田博喜 汤浅隆太 松桥友衣 上杉大介 于 2020-02-28 设计创作，主要内容包括：本发明的一个目的在于提供一种用于防晒剂的化妆品组合物,其在减少含量的UV防护剂的情况下表现出足够的效果,并且提供一种用于防晒剂的化妆品组合物,其具有优异的质地、可用性和抗氧化作用,同时具有UV防护效果。为了实现该目的,提供了一种用于防晒剂的乳化化妆品组合物,其包含(A)反式白藜芦醇多糖和(B)UV防护剂。(An object of the present invention is to provide a cosmetic composition for sunscreen agents, which exhibits sufficient effects with a reduced content of UV protective agents, and to provide a cosmetic composition for sunscreen agents, which has excellent texture, usability, and antioxidant effect, while having UV protective effect. To achieve the object, there is provided an emulsified cosmetic composition for a sunscreen agent comprising (a) trans-resveratrol polysaccharide and (B) UV-protective agent.)

1. An emulsified cosmetic composition for sunscreen agents comprising the following components (a) and (B):

(A) trans-resveratrol polysaccharide; and

(B) and (4) a UV protective agent.

2. The emulsified cosmetic composition of claim 1, wherein the trans-resveratrol polysaccharide is a compound in which a plurality of sugars are attached to the hydroxy-O-glycoside of trans-resveratrol.

3. The emulsified cosmetic composition according to claim 1 or 2, wherein the trans-resveratrol polysaccharide is any one of compounds represented by the following formulae (1) to (3):

wherein n is an integer of 1 to 9,

wherein all of the (1-4) glycosidic linkages are alpha-linkages, and

wherein the O-glycosidic bond at position 3 of resveratrol is a beta-bond;

wherein m is an integer of 1 to 9,

wherein all of the (1-4) glycosidic linkages are alpha-linkages, and

wherein the O-glycosidic bond at the 4' -position of resveratrol is a beta-bond; or

Wherein X and Y are integers of 0 to 9, and the sum of X and Y is 15 or less,

wherein all of the (1-4) glycosidic linkages are alpha-linkages, and

wherein the O-glycosidic linkages at the 3-and 4' -positions of resveratrol are beta-linkages.

4. The emulsified cosmetic composition according to any one of claims 1 to 3, wherein the UV protectant is a UV scattering agent and/or a UV absorber.

5. The emulsified cosmetic composition according to item 4 above, wherein the UV scattering agent is at least one selected from the group consisting of fine-particle titanium oxide, fine-particle zinc oxide, fine-particle iron oxide, fine-particle cerium oxide, and fine-particle zirconium oxide.

6. The emulsified cosmetic composition according to claim 4 or 5, wherein the UV scattering agent has a number average particle size of 5nm or more and 100nm or less.

7. The emulsified cosmetic composition according to any one of claims 4 to 6, wherein the UV scattering agent has a hydrophobized surface.

Technical Field

The present invention relates to an emulsified cosmetic composition for sunscreen comprising trans-resveratrol polysaccharide and UV protectant.

Background

Generally, an inorganic UV scattering agent (e.g., titanium dioxide, zinc oxide or cerium oxide) or an organic UV absorber is mixed into a cosmetic composition for the purpose of imparting a high UV protection function thereto. However, when a large amount of such a UV scattering agent or UV absorbing agent is mixed into a cosmetic for sunscreen agents, there are problems, for example, such a cosmetic spreads poorly when applied to the skin, feels sticky to the skin, and the skin may be irritated. Accordingly, efforts have been made to obtain cosmetic compositions for sunscreens, which exhibit higher UV protection effects at lower amounts of UV protection agents.

PTL1 discloses an attempt to increase the sun protection factor (SPF value) by using concave particles of a silicone material in an aqueous medium containing an organic and/or inorganic UV protectant. It is known that resveratrol exhibits an antioxidant effect, for example, preventing cell death induced by hydrogen peroxide or the like. PTL2 discloses the use of resveratrol (referred to in this document as resveratrol) and derivatives thereof as active ingredients of sunscreens. PTL3 discloses trans-resveratrol polysaccharides and cosmetic compositions containing the same.

CITATION LIST

Patent document

Patent document 1 JP2008-001705A

Patent document 2 JP2004-532790A

Patent document 3 JP2016-028018A

Disclosure of Invention

Technical problem

In the invention disclosed in PTL1 relating to a cosmetic composition for a sunscreen agent, a specific powder component is added to synergistically increase the sunscreen effect. This causes a problem that the ease of spreading is reduced when the composition is applied to the skin.

Resveratrol, which is disclosed as an active ingredient of a sunscreen cosmetic composition in PTL2, is an oil-soluble component. Thus, its use in sunscreen cosmetic compositions causes stickiness problems. Further, PTL2 relates to a glycosylated derivative of resveratrol as a resveratrol derivative, which may be contained in a sunscreen cosmetic composition. However, as described later in the examples of the present specification, for example, resveratrol monosaccharide glycosides (such as polydatin) are insufficiently water soluble, and mass production of cosmetic compositions containing them is not feasible.

Formulation example 6 of PTL3 discloses an emulsion foundation containing resveratrol polysaccharide and titanium dioxide. However, titanium oxide which is generally contained as an essential ingredient in a foundation is a pigment-grade titanium oxide having a primary particle size of 0.2 to 0.3 μm for providing a white color, and is different from a fine-particle titanium oxide having a primary particle size of 5nm to 100nm which is used as a UV protective component. Furthermore, as described later, when combined with resveratrol polysaccharide, the UV protection effect of the two components is quite different.

An object of the present invention is to provide a cosmetic composition for a sunscreen agent, which exhibits sufficient effects with a reduced content of a UV protective agent having a certain degree of negative effects on the human body. It is another object of the present invention to provide a cosmetic composition for a sunscreen agent which has excellent texture (no stickiness) or usability (easy spreading), or does not cause white floating, while having the above-mentioned UV protection effect.

Technical scheme

As a result of extensive studies to solve the above problems, the present inventors found that the UV protection effect of an emulsified cosmetic composition in which trans-resveratrol polysaccharide is combined with a UV protector as an active ingredient is synergistically improved compared to the effect of the corresponding active ingredient. The present inventors have also found that such emulsified cosmetic compositions have excellent texture and/or usability, or do not cause white floating.

The present invention has been completed based on these findings, and includes a wide range of inventions shown in the following embodiments.

Item 1, an emulsified cosmetic composition for sunscreen agent comprising the following components (a) and (B):

(A) trans-resveratrol polysaccharide; and

(B) and (4) a UV protective agent.

The emulsified cosmetic composition according to item 2 or 1, wherein the trans-resveratrol polysaccharide is a compound in which a plurality of sugars are linked to the hydroxy-O-glycoside of trans-resveratrol.

The emulsified cosmetic composition according to item 3 or 2, wherein the O-glycosidic bond is a bond between a sugar and a hydroxyl group at the 3 '-position and/or the 4' -position of trans-resveratrol.

The emulsified cosmetic composition according to item 4, 2 or 3, wherein the O-glycosidic bond is a β -O-glycosidic bond.

The emulsified cosmetic composition according to any one of items 2 to 4, wherein the sugar is at least one monosaccharide selected from aldose, ketose and deoxy sugar, all of which may have any one of a cyclopropyl sugar (オシキロース) ring, a cyclobutyl sugar (オキセトース) ring, a pyranose ring, a furanose ring, a cycloheptane ring or a cyclooctane ring structure; or a polysaccharide in which two or more of these monosaccharides are O-glycoside-linked to each other.

The emulsified cosmetic composition according to item 6 or 5, wherein the monosaccharide is any one selected from glucose, maltose and galactose.

The emulsified cosmetic composition according to item 7 or 5, wherein the polysaccharide is a polysaccharide in which two or more monosaccharides selected from glucose, maltose and galactose are O-glycoside-linked to each other.

The emulsified cosmetic composition according to item 8, 6 or 7, wherein the polysaccharide is a polysaccharide in which two or more monosaccharides are (1-1) glycoside-linked, (1-2) glycoside-linked, (1-3) glycoside-linked, (1-4) glycoside-linked, or (1-6) glycoside-linked to each other.

The emulsified cosmetic composition according to any one of claims 9 to 6 to 8, wherein the polysaccharide is a polysaccharide in which two or more monosaccharides are α -glycoside-linked or β -glycoside-linked.

The emulsified cosmetic composition according to any one of items 1 to 9, wherein the trans-resveratrol polysaccharide is at least one compound selected from the group consisting of:

trans-resveratrol 3-O- β -D-diglucoside, or a compound in which multiple sugars are further glycosidically linked to the hydroxyl group at position 1 of its sugar residue;

trans-resveratrol 4' -O- β -D-diglucoside, or a compound in which multiple sugars are further glycosidically linked to the hydroxyl group at position 1 of its sugar residue; and

trans-resveratrol-O- β -D-3 monoglucoside 4' monoglucoside, or a compound in which a plurality of sugars are further glycosidically linked to a hydroxyl group at position 1 of the sugar residue linked to position 3 thereof, a hydroxyl group at position 1 of the sugar residue linked to position 4 thereof, or hydroxyl groups at both positions.

The emulsified cosmetic composition according to any one of claims 1 to 10, wherein the trans-resveratrol polysaccharide is any one of compounds represented by the following formulae (1) to (3):

wherein n is an integer of 1 to 15,

wherein all of the (1-4) glycosidic linkages are alpha-linkages, and

wherein the O-glycosidic bond at position 3 of resveratrol is a beta-bond;

wherein m is an integer of 1 to 15,

wherein all of the (1-4) glycosidic linkages are alpha-linkages, and

wherein the O-glycosidic bond at the 4' -position of resveratrol is a beta-bond; or

Wherein X and Y are each an integer of 0 or more and the sum of X and Y is 15 or less,

wherein all of the (1-4) glycosidic linkages are alpha-linkages, and

wherein the O-glycosidic linkages at the 3-and 4' -positions of resveratrol are beta-linkages.

The emulsified cosmetic composition according to any one of items 1 to 11, wherein the UV-protective agent is a UV-scattering agent and/or a UV-absorbing agent.

The emulsified cosmetic composition according to item 13 or 12, wherein the UV scattering agent is at least one selected from the group consisting of fine-particle titanium oxide, fine-particle zinc oxide, fine-particle iron oxide, fine-particle cerium oxide, and fine-particle zirconium oxide.

The emulsified cosmetic composition according to item 14, 12 or 13, wherein the UV scattering agent has a number average particle size of 5nm or more and 100nm or less.

The emulsified cosmetic composition according to any one of items 15 and 12 to 14, wherein the UV scattering agent has a hydrophobized surface.

The emulsified cosmetic composition according to item 16 or 15, wherein the hydrophobizing treatment is a hydrophobizing treatment using a silicone, a metal soap, an N-acyl amino acid salt, or a perfluoroalkyl compound.

The emulsified cosmetic composition according to item 17 or 12, wherein the UV absorber is selected from the group consisting of benzoic acid UV absorber, anthranilic acid UV absorber, salicylic acid UV absorber, cinnamic acid UV absorber, benzophenone UV absorber, triazine UV absorber, 3- (4 '-methylbenzylidene) -DL-camphor, 3-benzylidene-DL-camphor, ethyl urocanite, 2-phenyl-5-methylbenzoxazole, 2' -hydroxy-5-methylphenylbenzotriazole, 2- (2 '-hydroxy-5-tert-octylphenyl) benzotriazole, dibenzylhydrazine, dianisiloylmethane, 4-methoxy-4' -tert-butylbenzoylmethane, 5- (3, 3-dimethyl-2-norbornylidene) -3-pentan-2-one, and at least one of octocrylene (octocrylene).

The emulsified cosmetic composition according to item 18 or 17, wherein the benzoic acid UV absorber is at least one selected from the group consisting of p-aminobenzoic acid, glycerol p-aminobenzoate, ethyl dihydroxypropyl p-aminobenzoate, ethyl N-ethoxylated p-aminobenzoate, ethyl N-dimethyl-p-aminobenzoate, butyl N-dimethyl-p-aminobenzoate, pentyl N-dimethyl-p-aminobenzoate, octyl dimethyl-p-aminobenzoate and hexyl diethylamino hydroxybenzoyl benzoate.

The emulsified cosmetic composition according to item 19 or 17, wherein the anthranilic acid UV absorber is N-acetyl anthranilic acidEsters (homomenthyl-N-acetylanthranilate).

The emulsified cosmetic composition according to item 20 or 17, wherein the salicylic acid UV absorber is selected from amyl salicylate, salicylic acidHigh in ester and salicylic acidEster, octyl salicylate and waterAt least one of phenyl salicylate, benzyl salicylate and p-isopropyl phenyl salicylate.

The emulsified cosmetic composition according to item 21 or 17, wherein the cinnamic acid UV absorber is at least one selected from the group consisting of octyl cinnamate, ethyl 4-isopropyl cinnamate, ethyl 2, 4-diisopropyl cinnamate, methyl 2, 4-diisopropyl cinnamate, propyl p-methoxycinnamate, isopropyl p-methoxycinnamate, isoamyl p-methoxycinnamate, ethylhexyl methoxycinnamate, 2-ethoxyethyl p-methoxycinnamate, cyclohexyl p-methoxycinnamate, ethyl α -cyano- β -phenylcinnamate, 2-ethylhexyl α -cyano- β -phenylcinnamate and glycerol mono-2-ethylhexanoyl-di-methoxycinnamate.

The emulsified cosmetic composition according to item 22 or 17, wherein, the benzophenone UV absorber is at least one selected from the group consisting of 2, 4-dihydroxybenzophenone, 2' -dihydroxy-4-methoxybenzophenone, 2' -dihydroxy-4, 4' -dihydroxybenzophenone, 2-hydroxy-4-methoxybenzophenone, 2-hydroxy-4-methoxy-4 ' -methylbenzophenone, 2-hydroxy-4-methoxybenzophenone, 4-phenylbenzophenone, 2-ethylhexyl-4 ' -phenylbenzophenone-2-carboxylate, 2-hydroxy-4-n-octyloxybenzophenone and 4-hydroxy-3-carboxybenzophenone.

The emulsified cosmetic composition according to item 23 or 17, wherein the triazine UV absorber is at least one selected from the group consisting of 2,4, 6-tris [4- (2-ethylhexyloxycarbonyl) anilino ] -1,3, 5-triazine and 2, 4-bis- [ {4- (2-ethylhexyloxy) -2-hydroxy } -phenyl ] -6- (4-methoxyphenyl) -1,3, 5-triazine.

The emulsified cosmetic composition according to any one of items 24 to 1 to 23, wherein the type of the emulsion is any one of oil-in-water, water-in-oil-in-water, or oil-in-water-in-oil.

The emulsified cosmetic composition according to any one of claims 1 to 24, wherein the trans-resveratrol polysaccharide is present in an aqueous phase and the UV protectant is present in an oil phase.

Advantageous effects

Due to the combined use of component (a) (trans-resveratrol polysaccharide) and component (B) (UV-protective agent), the emulsified cosmetic composition for a sunscreen agent of the present invention has a synergistically higher UV-protective effect than an emulsified cosmetic composition obtained by separately mixing each of the above components. Further, in the emulsified cosmetic for sunscreen agent of the present invention composed of an aqueous phase and an oil phase, trans-resveratrol polysaccharide (a) may be dissolved in the aqueous phase, and UV-protective agent as component (B) may be dissolved or dispersed in the oil phase. Thus, for example, the amount of the oil phase can be reduced, the viscosity of the oil phase can be kept low, and the texture (e.g., oiliness and stickiness) is not reduced, or the usability (e.g., ease of spreading on the skin) is not reduced, as compared with the case where a large amount of the UV protectant is mixed in the oil phase.

Detailed Description

A component (A): trans-resveratrol polysaccharide

The component (a) (trans-resveratrol polysaccharide) contained in the emulsified cosmetic composition for a sunscreen agent of the present invention has higher water solubility due to the linkage of a plurality of sugars with oil-soluble trans-resveratrol, and thus can be stably mixed into the aqueous phase of the emulsified cosmetic composition. Therefore, the emulsified cosmetic composition containing trans-resveratrol polysaccharide is less viscous and can provide a fresh texture compared to those containing oil-soluble UV absorbers. Further, an emulsified cosmetic composition which is easy to spread (excellent usability) or does not cause white floating (good appearance) can be obtained as compared with those containing fine inorganic powders.

The trans-resveratrol polysaccharide is also known as trans-resveratrol polysaccharide glycoside, which is a compound in which multiple sugars are linked to trans-resveratrol. Trans-resveratrol is a stilbene compound (also known as "stilbenes") having hydroxyl groups at its 3, 4' and 5 positions. The trans-resveratrol polysaccharide may be a compound in which a polysaccharide glycoside composed of two or more monosaccharides is linked to one substituent of trans-resveratrol, or a compound in which a monosaccharide and/or a polysaccharide glycoside composed of two or more monosaccharides is linked to two or more different substituents of trans-resveratrol.

The specific number of sugars linked to trans-resveratrol is not particularly limited within the range in which the effects of the present invention are exhibited. Specifically, the amount of sugar is, for example, about 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, or 17. In view of the ease of production of trans-resveratrol polysaccharides described later, the amount of the sugar is preferably 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14 or 15; and more preferably about 2, 3, 4, 5, 6, 7, 8, 9, or 10.

The resveratrol polysaccharide glycoside may be a mixture of different compounds in which different numbers of sugar glycosides are linked to trans-resveratrol. In view of the effect of effectively dissolving such a mixture in an aqueous phase during the production of the emulsified cosmetic composition for sunscreen agents of the present invention, it is preferable that such a mixture contains as little resveratrol aglycone and resveratrol monosaccharide glycoside (e.g., polydatin) as possible. The total content of resveratrol aglycone and resveratrol monosaccharide glycoside in the mixture is not particularly limited within the range in which the above-mentioned effects of the present invention can be obtained. Specifically, the total content of resveratrol aglycone and resveratrol monosaccharide glycoside may be less than 50 mass%, preferably less than 40 mass%, more preferably less than 30 mass%, and most preferably less than 27 mass% based on 100 mass% of the mixture.

The mode of the glycosidic bond between trans-resveratrol and sugar in the trans-resveratrol polysaccharide is not particularly limited insofar as the effects of the present invention are exhibited. Specific examples include O-glycosidic bonds, C-glycosidic bonds, N-glycosidic bonds, S-glycosidic bonds, and the like. In view of the ease of obtaining the above sugars or the ease of glycosylation of trans-resveratrol, an O-glycosidic bond is preferable.

The site where the sugar glycoside is linked to trans-resveratrol in the trans-resveratrol polysaccharide is not particularly limited insofar as the effect of the present invention is exhibited. For example, when a sugar O-glycoside is attached to trans-resveratrol, examples of attachment sites include the hydroxyl group at the 3, 4', or 5 position of trans-resveratrol. Furthermore, examples of attachment sites other than an O-glycosidic bond include any carbon atom of trans-resveratrol. In view of the ease of producing trans-resveratrol polysaccharides or the availability of the sugars described above, it is preferred to attach the sugar O-glycoside to more than one hydroxyl group at any of the 3, 4' or 5 positions of trans-resveratrol. Furthermore, in view of the efficient function of trans-resveratrol polysaccharide, it is more preferable to link the sugar O-glycoside to the 3-and/or 4' -position of trans-resveratrol.

The manner of anomeric linkage of the sugar to trans-resveratrol in the trans-resveratrol polysaccharide is not particularly limited insofar as the effects of the present invention are exhibited. In particular, the anomeric linkage may be an alpha-bond or a beta-bond. Beta-linkages are preferred in view of the structural stability of trans-resveratrol polysaccharide when applied to the skin.

The sugar having glycoside linkage to trans-resveratrol in the trans-resveratrol polysaccharide is not particularly limited insofar as the effect of the present invention is exhibited. In particular, the sugar may be a monosaccharide or a polysaccharide.

The monosaccharide is not particularly limited insofar as the effect of the present invention is exhibited. Specific examples include any monosaccharide of aldose, ketose or deoxy sugar, all of which may have any of a cyclopropyl sugar ring, a cyclobutyl sugar ring, a pyranose ring, a furanose ring, a cycloheptan ring or a cyclooctan ring structure. Among these monosaccharides, glucose, maltose or galactose is preferable, and glucose is most preferable in view of the ease of production of trans-resveratrol polysaccharide or low-cost availability of these monosaccharides. The monosaccharides may also be oxidized (e.g. uronic acids, aldonic acids or aldaric acids) or reduced (e.g. alditols).

The above-mentioned polysaccharide is a saccharide in which two or more monosaccharide glycosides are linked, and is not particularly limited within the range in which the effect of the present invention is exhibited. Specific examples include polysaccharides in which two or more monosaccharide glycosides of aldose, ketose and deoxy sugar are linked, and all of these monosaccharides may have any of a cyclopropane sugar ring, a cyclobutane sugar ring, a pyranose ring, a furanose ring, a cycloheptane sugar ring or a cyclooctane sugar ring structure. Such monosaccharides may be the same as the glycosides described in detail above linked to the sugar of trans-resveratrol.

The mode of the glycosidic bond between two or more monosaccharides in the polysaccharide is a bond mode formed between the anomeric carbon of one monosaccharide to be linked and the hydroxyl group of another monosaccharide, and is not particularly limited within the range exhibiting the effects of the present invention. Specifically, two or more monosaccharides are linked to each other via (1-1) glycosidic bonds, (1-2) glycosidic bonds, (1-3) glycosidic bonds, (1-4) glycosidic bonds, or (1-6) glycosidic bonds. In view of the ease of production of trans-resveratrol polysaccharides, it is preferable that the glycosidic bonds between all monosaccharides constituting the polysaccharide are the same. Furthermore, in view of the ease of production of trans-resveratrol polysaccharides, it is preferable that the glycosidic bonds between all monosaccharides constituting a specific polysaccharide are (1-4) glycosidic bonds, (1-3) glycosidic bonds, or (1-6) glycosidic bonds, and most preferably (1-4) glycosidic bonds.

The mode of anomeric linkage between two or more monosaccharides in the polysaccharide is not particularly limited insofar as the effect of the present invention is exhibited. In particular, the anomeric linkage may be an alpha-bond or a beta-bond. In view of the ease of trans-resveratrol polysaccharide production, it is preferred that the anomeric linkages between all monosaccharides constituting the polysaccharide are the same. Furthermore, in view of the ease of application of the emulsion cosmetic composition containing trans-resveratrol polysaccharide to the skin, it is preferable that the anomeric linkage between all monosaccharides constituting the polysaccharide is an α -bond.

Trans-resveratrol polysaccharide is not particularly limited insofar as the effect of the present invention is exhibited. Specific examples include trans-resveratrol 3-O- β -D-diglucoside, or compounds in which multiple sugars are further glycosidically linked to the hydroxyl group at position 1 of its sugar residue; trans-resveratrol 4' -O- β -D-diglucoside, or a compound in which multiple sugars are further glycosidically linked to the hydroxyl group at position 1 of its sugar residue; and trans-resveratrol-O- β -D-3 monoglucoside 4' monoglucoside, or a compound in which a plurality of sugars are further glycosidically linked to the hydroxyl group at position 1 of the sugar residue linked to position 4 thereof, the hydroxyl group at position 1 of the sugar residue linked to position 3 thereof, or the hydroxyl groups at both positions. These compounds may be used alone or in combination of two or more as the trans-resveratrol polysaccharide. The plurality of sugars to be further glycosidically linked may be the same as the monosaccharides and/or polysaccharides described in detail above.

Among the trans-resveratrol polysaccharides described above, a compound represented by any one of the following formulas (1) to (3) is preferable.

Wherein n is an integer of 1 to 15,

wherein all of the (1-4) glycosidic linkages are alpha-linkages, and

wherein the O-glycosidic bond at position 3 of resveratrol is a beta-bond.

Wherein m is an integer of 1 to 15,

wherein all of the (1-4) glycosidic linkages are alpha-linkages, and

wherein the O-glycosidic bond at the 4' -position of resveratrol is a beta-bond.

Wherein X and Y are each an integer of 0 or more and the sum of X and Y is 15 or less,

wherein all of the (1-4) glycosidic linkages are alpha-linkages, and

wherein the O-glycosidic linkages at the 3-and 4' -positions of resveratrol are beta-linkages.

Trans-resveratrol polysaccharide may be purchased from the market or may be produced by known methods. Trans-resveratrol polysaccharides can be readily prepared, for example, by using the method disclosed in JP6467762B, in which trans-resveratrol is glycosylated, and trans-resveratrol monosaccharide glycosides are obtained, for example, using cyclodextrin glucanotransferase such as Contizyme (Amano Enzyme Inc.) and commercially available cyclodextrins.

The content ratio of the component (a) (trans-resveratrol polysaccharide) in the emulsified cosmetic composition for a sunscreen agent of the present invention is not particularly limited within the range in which the effect of the present invention is exhibited. Specifically, the content of trans-resveratrol polysaccharide is generally set to preferably about 0.0001 to 30% by mass, more preferably about 0.1 to 25% by mass, even more preferably about 1 to 20% by mass, based on 100% by mass of the emulsified cosmetic composition for sunscreen agent. If the content of trans-resveratrol polysaccharide is too low, a high sunscreen effect cannot be obtained, and a synergistic effect due to the use in combination with a UV protective agent cannot be sufficiently obtained. In contrast, if the content of trans-resveratrol polysaccharide is too large, the efficiency of the sunscreen effect with respect to the mixing amount is reduced, which is uneconomical.

(b) UV protectant

The component (B) (UV-protective agent) contained in the emulsified cosmetic composition for a sunscreen agent of the present invention is not particularly limited as long as it is an agent that can be contained in the emulsified cosmetic composition and exhibits UV-protective effect. Specifically, a UV scattering agent or a UV absorbing agent may be used.

The UV scattering agent is not particularly limited within the range exhibiting the effects of the present invention. Examples include fine particulate inorganic substances. Specific examples include fine particulate titanium oxide, fine particulate zinc oxide, fine particulate iron oxide, fine particulate cerium oxide, fine particulate zirconium oxide, and the like. These UV scattering agents may be contained in the emulsified cosmetic composition for a sunscreen agent of the present invention alone or in a combination of two or more. The shape of these fine particles is not particularly limited within the range exhibiting the effects of the present invention. Specific examples include amorphous, granular, spherical, acicular, spindle-like, or plate-like shapes.

From the viewpoint of water resistance and durability of the emulsified cosmetic composition for a sunscreen agent of the present invention, the UV scattering agent is preferably a UV scattering agent having a hydrophobized surface. The surface hydrophobization treatment is not particularly limited within the range in which the effects of the present invention are exhibited. Specific examples include silicones, metal soaps, N-acyl amino acid salts, perfluoroalkyl compounds, and the like. These hydrophobization treatments may be used alone or in combination of two or more for the surface treatment of the UV scattering agent.

The number average particle size of the UV scattering agent is not particularly limited within the range in which the effects of the present invention are exhibited. Specific examples include fine particles having a number average particle size of 5nm or more and 100nm or less, which are known to exhibit a UV scattering effect. Preferred are fine particles having a number average particle size of 8nm or more and 85nm or less, and more preferred are fine particles having a number average particle size of 10nm or more and 35nm or less. If the number average particle size is too small, the UV protection effect is reduced. If the number average particle size is too large, the UV protection effect is reduced, and the transparency is also reduced. In the present invention, the primary particle size refers to the length of the shortest portion of the particle passing through the center when the particle is not spherical. For the number average particle size of the UV scattering agent used in the examples described later, numerical values from a catalog of a material manufacturer and the like are given where available.

The UV absorber is not particularly limited within the range exhibiting the effects of the present invention. For example, oil-soluble UV absorbers are preferred. Specific examples include benzoic acid UV absorbers, anthranilic acid UV absorbers, salicylic acid UV absorbers, cinnamic acid UV absorbers, benzophenone UV absorbers, triazine UV absorbers, and the like. These UV absorbers may be contained in the emulsified cosmetic composition for a sunscreen agent of the present invention alone or in a combination of two or more.

The above benzoic acid UV absorber is not particularly limited within the range exhibiting the effect of the present invention. Specific examples include p-aminobenzoic acid (hereinafter also abbreviated as "PABA"), glyceryl PABA, ethyldihydroxypropyl PABA, N-ethoxylated ethyl PABA, N-dimethyl butyl PABA, N-dimethyl amyl PABA, octyl dimethyl PABA, diethyl aminohydroxybenzoyl hexyl benzoate and the like. These benzoic acid UV absorbers may be contained in the emulsified cosmetic composition for a sunscreen agent of the present invention alone or in a combination of two or more.

The above anthranilic acid UV absorber is not particularly limited insofar as the effects of the present invention are exhibited. Specific examples include N-acetyl anthranilic acidEsters, and the like.

The above salicylic acid UV absorber is not particularly limited within the range exhibiting the effect of the present invention. Specific examples include amyl salicylate, salicylic acidHigh in ester and salicylic acidEsters, octyl salicylate, phenyl salicylate, benzyl salicylate, phenyl p-isopropoxide salicylate, and the like. These salicylic acid UV absorbers may be contained in the emulsified cosmetic composition for a sunscreen agent of the present invention alone or in a combination of two or more.

The above cinnamic acid UV absorber is not particularly limited insofar as the effect of the present invention is exhibited. Specific examples include octyl cinnamate, ethyl 4-isopropyl cinnamate, ethyl 2, 4-diisopropyl cinnamate, methyl 2, 4-diisopropyl cinnamate, propyl p-methoxycinnamate, isopropyl p-methoxycinnamate, isoamyl p-methoxycinnamate, ethylhexyl methoxycinnamate, 2-ethoxyethyl p-methoxycinnamate, cyclohexyl p-methoxycinnamate, ethyl α -cyano- β -phenylcinnamate, 2-ethylhexyl α -cyano- β -phenylcinnamate, glycerol mono-2-ethylhexanoyl-di-p-methoxycinnamate, and the like. These cinnamic acid UV absorbers may be contained in the emulsified cosmetic composition for a sunscreen agent of the present invention alone or in a combination of two or more.

The above benzophenone UV absorber is not particularly limited within the range in which the effect of the present invention is exhibited. Specific examples include 2, 4-dihydroxybenzophenone, 2' -dihydroxy-4-methoxybenzophenone, 2' -dihydroxy-4, 4' -dihydroxybenzophenone, 2-hydroxy-4-methoxybenzophenone, 2-hydroxy-4-methoxy-4 ' -methylbenzophenone, 2-hydroxy-4-methoxybenzophenone, 4-phenylbenzophenone, 2-ethylhexyl-4 ' -phenylbenzophenone-2-carboxylate, 2-hydroxy-4-n-octyloxybenzophenone, 4-hydroxy-3-carboxybenzophenone and the like. These benzophenone UV absorbers may be contained in the emulsified cosmetic composition for a sunscreen agent of the present invention alone or in a combination of two or more.

The triazine UV absorber described above is not particularly limited insofar as the effect of the present invention is exhibited. Specific examples include 2,4, 6-tris [4- (2-ethylhexyloxycarbonyl) anilino ] -1,3, 5-triazine, 2, 4-bis- [ {4- (2-ethylhexyloxy) -2-hydroxy } -phenyl ] -6- (4-methoxyphenyl) -1,3, 5-triazine, and the like. These triazine UV absorbers may be contained in the emulsified cosmetic composition for a sunscreen agent of the present invention alone or in a combination of two or more.

Examples of the UV absorber include 3- (4 '-methylbenzylidene) -DL-camphor, 3-benzylidene-DL-camphor, ethyl urocanite, 2-phenyl-5-methylbenzoxazole, 2' -hydroxy-5-methylphenylbenzotriazole, 2- (2 '-hydroxy-5-tert-octylphenyl) benzotriazole, dibenzylhydrazine, dianisinoylmethane, 4-methoxy-4' -tert-butyldibenzoylmethane, 5- (3, 3-dimethyl-2-norbornylidene) -3-pentan-2-one, and octocrylene. These components may be contained in the emulsified cosmetic composition for a sunscreen agent of the present invention alone or in a combined package of two or more.

Among the above-mentioned UV absorbers, ethylhexyl methoxycinnamate or diethylamino hydroxybenzoyl hexyl benzoate is preferable from the viewpoint of UV protection effect to be exhibited or compatibility with a base that may be included in a cosmetic composition.

The content of the component (b) in the emulsified cosmetic composition for a sunscreen agent of the present invention is not particularly limited within the range in which the effects of the present invention are exhibited. Specifically, the content of the component (b) is preferably 0.5 to 50% by mass, more preferably 1 to 40% by mass, even more preferably 2 to 30% by mass, based on 100% by mass of the emulsified cosmetic composition for a sunscreen agent. Since the content of the component (B) is within such a range, a high sunscreen effect can be obtained, and also a synergistic effect due to the combined use with the component (a) can be sufficiently obtained. Further, since the content of the component (b) is within such a range, the emulsified cosmetic composition for a sunscreen agent of the present invention has the effect of having lower viscosity and not reducing the ease of spreading on the skin. In addition, the emulsified cosmetic composition for a sunscreen agent of the present invention also has economical effects because the efficiency of sunscreen effect with respect to the content of component (B) is higher.

The emulsified cosmetic composition for a sunscreen agent of the present invention may contain, in addition to the above-mentioned components (a) and (B), other components which are generally used in the formulation of cosmetic compositions. These other components may be appropriately selected within the range in which the effects of the present invention are exhibited, and are not particularly limited. Specific examples include water (purified water, hot spring water, deep water, etc.), oily agents, surfactants, metal soaps, gelling agents, powders, alcohols, water-soluble polymers, film-forming agents, resins, clathrates, antimicrobial agents, fragrances, deodorants, salts, pH adjusters, cooling agents, animal and/or microbial extracts, plant extracts, blood circulation-promoting agents, astringents, anti-seborrheic agents, reactive oxygen scavengers, cell stimulators, moisturizers, keratolytic agents, enzymes, hormones, vitamins, and the like. These other components may be contained in the emulsified cosmetic composition for a sunscreen agent of the present invention alone or in a combination of two or more.

As the above-mentioned oily agents which may be contained in the other components of the emulsified cosmetic composition for a sunscreen agent of the present invention, any oily agents may be used, whether they are natural oils or synthetic oils, their synthetic methods, and whether they are solid, semisolid, or liquid, as long as they can be contained in the cosmetic composition. Such an oily agent may be appropriately selected within the range exhibiting the effect of the present invention, and is not particularly limited. Specific examples include hydrocarbons, waxes, fatty acids, higher alcohols, ester oils, silicone oils, fluoro-based oils, and the like. These oily agents may be contained in the emulsified cosmetic composition for a sunscreen agent of the present invention alone or in a combination of two or more.

Specific examples of the above-mentioned oily agent include hydrocarbons such as squalane, squalene, ceresin, paraffin (paraffin), paraffin (paraffin wax), liquid paraffin, pristane, polyisobutylene, microcrystalline wax and vaseline; waxes such as beeswax, carnauba wax, candelilla wax, and spermaceti wax; animal oils such as beef tallow, neatsfoot oil, beef bone fat, hardened beef tallow, hardened oil, turtle oil, pork fat, horse fat, mink oil, cod liver oil, and egg yolk oil; lanolin and lanolin derivatives such as liquid lanolin, reduced lanolin, lanolin alcohol, hard lanolin, lanolin acetate, isopropyl lanolin fatty acid ester, polyoxyethylene (hereinafter also abbreviated as "POE") lanolin alcohol ether, POE lanolin alcohol acetate, lanolin fatty acid polyethylene glycol, and POE hydrogenated lanolin alcohol ether; fatty acids such as lauric acid, myristic acid, palmitic acid, stearic acid, behenic acid, undecylenic acid, oleic acid, arachidonic acid, docosahexaenoic acid (DHA), isostearic acid, and 12-hydroxystearic acid; higher alcohols, such as lauryl alcohol, myristyl alcohol, palmityl alcohol, stearyl alcohol, behenyl alcohol, cetyl alcohol, oleyl alcohol, isostearyl alcohol, hexyldodecanol, octyldodecanol, cetearyl alcohol, 2-decyltetradecanol, cholesterol, phytosterol, sitosterol, lanosterol, POE cholesterol ether and monostearyl glyceryl ether (batyl alcohol); ester oils, such as diisobutyl adipate, 2-hexyldecyl adipate, di-2-heptylundecyl adipate, n-alkanediol monoisostearate, isocetyl isostearate, trimethylolpropane triisostearate, ethylene glycol di-2-ethylhexanoate, cetyl 2-ethylhexanoate, trimethylolpropane tri-2-ethylhexanoate, pentaerythritol tetra-2-ethylhexanoate, cetyl octanoate, octyldodecyl gum, oleyl oleate, octyldodecyl oleate, decyl oleate, neopentyl glycol didecanoate, triethyl citrate, 2-ethylhexyl succinate, pentyl acetate, ethyl acetate, butyl acetate, isocetyl stearate, butyl stearate, diisopropyl sebacate, di-2-ethylhexyl sebacate, Cetyl lactate, myristyl lactate, isopropyl palmitate, 2-ethylhexyl palmitate, 2-hexyldecyl palmitate, 2-heptylundecyl palmitate, 12-cholesteryl hydroxystearic acid, dipentaerythritol fatty acid esters, isopropyl myristate, octyldodecyl myristate, 2-hexyldecyl myristate, myristyl myristate, hexyldecyl dimethyloctanoate, ethyl laurate, hexyl laurate, 2-octyldodecyl N-lauroyl-L-glutamate and diisostearyl malate; glyceride oils such as acetin, triisocaprylin, triisostearin, triisopalmitin, tri-2-ethylhexanoic acid glyceride, glyceryl monostearate, di-2-heptylundecyl acid glyceride and trimyristin; higher alkoxy-modified silicones such as dimethylpolysiloxane, methylphenylpolysiloxane, methylhydrogenpolysiloxane, octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, dodecamethylcyclohexasiloxane, tetramethyltetrahydrocyclotetrasiloxane and stearyloxy silicone; silicone-based oiliness agents such as higher fatty acid-modified silicones, silicone resins, silicone rubbers, and silicone oils; fluorine-based oiliness agents such as perfluoropolyether, perfluorodecalin, and perfluorooctane; and so on. These oily agents may be contained in the emulsified cosmetic composition for a sunscreen agent of the present invention alone or in a combination of two or more.

The surfactant described above as the other component that may be included in the emulsified cosmetic composition for a sunscreen agent of the present invention is not particularly limited within the range in which the effects of the present invention are exhibited. In particular, anionic, cationic, nonionic or amphoteric surfactants may be used.

The above-mentioned anionic surfactant is not particularly limited within the range exhibiting the effect of the present invention. Specific examples include fatty acid soaps such as potassium isostearate, sodium stearate and triethanolamine palmitate; carboxylic acid salts such as alkyl ether carboxylic acids and salts thereof, and condensates of amino acids and fatty acids; sulfonates of alkyl sulfonic acids, olefin sulfonates and fatty acid esters; sulfonates of fatty acid amides, sulfonates of alkyl sulfonates and formalin condensates thereof, alkyl sulfate ester salts, secondary higher alcohol sulfate ester salts, alkyl or aryl ether sulfate ester salts, sulfate ester salts of fatty acid esters, sulfate ester salts of fatty acid alkanolamides, sulfate ester salts such as turkey red oil, alkyl phosphate esters, alkyl ether phosphate esters, alkyl aryl ether phosphate esters, amide phosphate esters, surfactants based on N-acyl amino acids; and so on. These anionic surfactants may be contained in the emulsified cosmetic composition for a sunscreen agent of the present invention alone or in a combination of two or more.

The above cationic surfactant is not particularly limited insofar as the effects of the present invention are exhibited. Specific examples include amine salts such as alkylamine salts, and polyamine or aminoalcohol fatty acid derivatives; alkyl quaternary ammonium salts, aromatic quaternary ammonium salts, pyridinium salts, or imidazolium salts; and so on. These cationic surfactants may be contained in the emulsified cosmetic composition for a sunscreen agent of the present invention alone or in a combination of two or more.

The above-mentioned nonionic surfactant is not particularly limited within the range exhibiting the effects of the present invention. Specific examples include sorbitan fatty acid esters, glycerin fatty acid esters, polyglycerin fatty acid esters, propylene glycol fatty acid esters, polyethylene glycol fatty acid esters, sucrose fatty acid esters, polyoxyethylene alkyl ethers, polyoxypropylene alkyl ethers, polyoxyethylene alkylphenyl ethers, polyoxyethylene fatty acid esters, polyoxyethylene sorbitan fatty acid esters, polyoxyethylene sorbitol fatty acid esters, polyoxyethylene glycerin fatty acid esters, polyoxyethylene propylene glycol fatty acid esters, polyoxyethylene castor oil, polyoxyethylene hydrogenated castor oil, polyoxyethylene plant stanol ethers, polyoxyethylene plant sterols, polyoxyethylene cholestanol ethers, polyoxyethylene cholesterol ethers, polyoxyalkylene-modified organopolysiloxanes, polyoxyalkylene-alkyl co-modified organopolysiloxanes, alkanolamides, sugar ethers, sugar amides, and the like. These components may be contained in the emulsified cosmetic composition for a sunscreen agent of the present invention alone or in a combination of two or more.

The above amphoteric surfactant is not particularly limited insofar as the effects of the present invention are exhibited. Specific examples include betaines, aminocarboxylates, imidazoline derivatives, and the like. These amphoteric surfactants may be contained in the emulsified cosmetic composition for a sunscreen agent of the present invention alone or in a combination of two or more.

The metal soap described above as the other component that may be included in the emulsified cosmetic composition for a sunscreen agent of the present invention is not particularly limited within the range in which the effects of the present invention are exhibited. Specific examples include aluminum 12-hydroxystearate, zinc stearate, aluminum stearate, calcium stearate, magnesium stearate, zinc myristate, magnesium myristate, zinc cetyl phosphate, calcium cetyl phosphate, sodium zinc cetyl phosphate, zinc laurate, zinc undecylenate, and the like. These metal soaps may be contained in the emulsified cosmetic composition for a sunscreen agent of the present invention alone or in a combination of two or more.

The above-mentioned gelling agent as other components that may be included in the emulsified cosmetic composition for a sunscreen agent of the present invention is not particularly limited insofar as the effects of the present invention are exhibited. Specific examples include amino acid derivatives such as dibutyl lauroyl glutamine; dextrin fatty acid esters such as dextrin palmitate, dextrin stearate and dextrin 2-ethylhexanoate palmitate; sucrose fatty acid esters such as sucrose palmitate and sucrose stearate; benzylidene derivatives of sorbitol, such as monobenzylidene sorbitol and dibenzylidene sorbitol; organically modified clay minerals such as dimethylbenzyldodecylammonium montmorillonite clay and dimethyldioctadecylammonium montmorillonite clay; and so on. These gelling agents may be contained in the emulsified cosmetic composition for a sunscreen agent of the present invention alone or in a combination of two or more.

The powders mentioned above as other components that may be contained in the emulsified cosmetic composition for a sunscreen agent of the present invention are those for general cosmetics (however, the UV scattering agent as the component (b) is not included), and are not particularly limited within the range in which the effects of the present invention are exhibited. Specific examples include inorganic powders, organic powders, coloring pigments, and the like. In addition, their shape (e.g., spherical, needle-like or plate-like), particle size (e.g., fume-like, fine particle or pigment grade), and particle structure (e.g., porous or non-porous) are not particularly limited.

The above inorganic powder is not particularly limited within the range exhibiting the effects of the present invention. Specific examples include magnesium oxide, barium sulfate, calcium sulfate, magnesium sulfate, calcium carbonate, magnesium carbonate, talc, synthetic mica, kaolin, sericite, muscovite, synthetic mica, phlogopite, lepidolite, biotite, lepidolite, silicic acid, silicic anhydride, aluminum silicate, magnesium aluminum silicate, sulfur-containing aluminum silicate, calcium silicate, barium silicate, strontium silicate, metal tungstate, hydroxyapatite, vermiculite, higilite (r), montmorillonite, zeolite, ceramic powder, calcium hydrogen phosphate, aluminum oxide, aluminum hydroxide, boron nitride, and the like.

The organic powder described above is not particularly limited insofar as the effects of the present invention are exhibited. Specific examples include polyamide powder, polyester powder, polyethylene powder, polypropylene powder, polystyrene powder, polyurethane, benzoguanamine powder, polymethylbenzoguanamine powder, tetrafluoroethylene powder, polymethyl methacrylate powder, silk powder, nylon powder, 12 nylon, 6 nylon, styrene-acrylic copolymer, divinylbenzene-styrene copolymer, vinyl resin, urea resin, phenol resin, fluorine resin, silicone resin, acrylic resin, melamine resin, epoxy resin, polycarbonate resin, fine crystalline fiber powder, lauroyl lysine and the like.

The above-mentioned colored pigment is not particularly limited insofar as the effects of the present invention are exhibited. Specific examples include inorganic red pigments such as iron oxide, iron hydroxide and iron titanate; inorganic brown pigments such as gamma-iron oxide; inorganic yellow pigments such as yellow iron oxide and ochre; inorganic black pigments such as iron oxide black and carbon black; inorganic violet pigments such as manganese violet and cobalt violet; inorganic green pigments such as chromium hydroxide, chromium oxide, cobalt oxide and cobalt titanate; inorganic blue pigments such as prussian blue and ultramarine; pearlescent pigments such as titanium oxide-coated mica, bismuth oxychloride, titanium oxide-coated talc, fish scale foil, and titanium oxide-coated colored mica; metal powder pigments such as aluminum powder, copper powder and stainless steel powder; natural dyes such as carminic acid, lac acid, carthamin, barcilin, crocin and lakes thereof; a pigment obtained by forming a tar dye into a lake, a pigment obtained by forming a natural dye into a lake, a composite powder combining these powders, and the like.

The above tar dye is not particularly limited insofar as the effect of the present invention is exhibited. Specific examples include red No. 3, red No. 104, red No. 106, red No. 201, red No. 202, red No. 204, red No. 205, red No. 220, red No. 226, red No. 227, red No. 228, red No. 230, red No. 401, red No. 505, yellow No. 4, yellow No. 5, yellow No. 202, yellow No. 203, yellow No. 204, yellow No. 401, blue No. 1, blue No. 2, blue No. 201, blue No. 404, green No. 3, green No. 201, green No. 204, green No. 205, orange No. 201, orange No. 203, orange No. 204, orange No. 206, orange No. 207, and lakes thereof.

The above powder is not particularly limited within the range exhibiting the effects of the present invention. Specifically, a powder surface-treated with an oily agent, silicone or a fluorine compound or a composite of these may be used. Further, these components may be contained in the emulsified cosmetic composition for a sunscreen agent of the present invention alone or in a combination of two or more.

The form of the emulsified cosmetic composition for sunscreen of the present invention may be a wide range of general cosmetic forms, and is not particularly limited insofar as the effects of the present invention are exhibited. Specific examples include lotions (liquid), mousses, gels, emulsions, suspensions, creams, ointments, sheets, aerosols, sprays, and the like.

The type of emulsion of the emulsified cosmetic composition for sunscreen agent of the present invention is not particularly limited insofar as the effects of the present invention are exhibited. Examples include oil-in-water (O/W), water-in-oil (W/O), water-in-oil-in-water (W/O/W), oil-in-water-in-oil (O/W/O), and the like. When the continuous phase of the sunscreen emulsified cosmetic composition is an aqueous phase, the emulsified cosmetic composition may have a fresh and refreshing texture. When the continuous phase is an oil phase, the emulsified cosmetic composition may have high water resistance and excellent durability.

The type of the cosmetic composition for sunscreen agent of the present invention is not particularly limited within the range of being applied to the skin or hair and exhibiting the effects of the present invention. Specific examples include basic makeup cosmetics such as foundations and barrier creams; basic skin care cosmetics such as lotions, lotions and creams; a hair sunscreen cosmetic; and so on.

Since the emulsified cosmetic composition for sunscreen agents of the present invention contains trans-resveratrol polysaccharide, it can be expected to exhibit various effects exhibited by conventionally known trans-resveratrol or its polysaccharide, such as antioxidant effect (effect of inhibiting maillard reaction in vivo, effect of enhancing expression of deacetylase gene, effect of inhibiting expression of transcription factor nfkb inducing inflammation, and effect of inhibiting growth of Propionibacterium acnes) on skin (including scalp) or hair.

The emulsified cosmetic composition for sunscreen agent of the present invention may be prepared by a known method regardless of the type of emulsion of the sunscreen cosmetic of the present invention, and the method is not particularly limited. For example, the resveratrol polysaccharide as the component (a) is dissolved in an aqueous phase, the UV-protective agent (B) is dissolved or dispersed in an oil phase, and the two phases are mixed by a predetermined method. When this preparation method is used, the resveratrol polysaccharide as the component (a) is present in the aqueous phase and the UV-protective agent (B) is present in the oil phase, whereby an emulsified cosmetic composition for a sunscreen agent having excellent texture, usability or durability can be obtained.

Examples

The following examples are provided to describe in detail the sunscreen emulsified cosmetic composition of the present invention. Needless to say, the present invention is not limited to the following examples. In the following description, unless otherwise specified, the amount in the formulation is mass% with respect to the total amount.

Trans-resveratrol polysaccharide included in the sunscreen emulsified cosmetic composition of the present invention used in examples is a mixture of compounds represented by the following formula (1) where n is 0, 1, 2, 3, 4, 5, 6, 7, 8 and 9 (produced by meisterbeio co., ltd.):

wherein all of the (1-4) glycosidic linkages in the formula are α -linkages, and

wherein the O-glycosidic bond at position 3 of resveratrol is a beta-bond.

The trans-resveratrol polysaccharide used in the examples is a compound having an average of 3 to 5 sugars. The amount of the compound in which n was 0 (trans-resveratrol monosaccharide glycoside) was 25.8 mass% based on 100 mass% of the mixture.

The evaluation methods of the cosmetic compositions for sunscreen agents of the following examples and comparative examples are as follows.

Sunscreen effect

The sunscreen effect was measured as an SPF value (in vitro) using an SPF analyzer UV-1000S (manufactured by Labshere). The sample application plate used was SPFMFMaster-PA 01 (manufactured by Shiseido Irica Technology Inc.). Applying 2mg/cm thereto²For measurement. In order to confirm the synergistic effect of the emulsified cosmetic composition for sunscreen of the present invention from the SPF value, it can be confirmed by comparing the sum of the SPF value of a sample containing only an active ingredient (e.g., UV protectant) and the SPF value of a sample containing only another active ingredient (e.g., trans-resveratrol polysaccharide) with the SPF values of samples containing both active ingredients. The synergistic effect can also be evaluated, for example, by a numerical value obtained by dividing the SPF value of a sample containing both active ingredients by the sum of the SPF values of samples containing only each active ingredient.

Sensory evaluation

For the following 3 projects (a, b, and c), 10 experienced reviewers used each sample and scored it on a scale of 1 to 5 according to the following "(1) evaluation criteria. The effects of the sunscreen emulsified cosmetic compositions obtained in the examples and comparative examples were determined according to the following "(2) grade 4 standard" on the basis of the total score of 10 panelists. The experienced reviewers are those who are skilled in evaluating these items and may reflect score adjustments between reviewers in determining the following evaluation criteria.

Item

a. Without stickiness (texture)

b. Easy spreadability (availability)

c. No white floating spot

(1) Evaluation criteria

(score): (evaluation)

5: good effect

4: slightly better

3: is normal

2: a little bit worse

1: difference (D)

(2) Class 4 standard

(measurement): (Total score)

Very good: the total score was 41 to 50 points.

O: the total score is 31 to 40.

And (delta): the total score is 21 to 30.

X: the total is divided into 5 to 20 points.

Oil-in-water (O/W) cosmetic composition

O/W cosmetic compositions of the formulations shown in tables 1 and 2 below were prepared according to the following production procedures and evaluated in the above-described manner. The results are also shown in tables 1 and 2.

Production procedure

(1) The components of phase a (surfactant phase) are mixed.

(2) The components of phase B (oil phase) were mixed.

(3) A small amount of the mixture of the B-phase components was gradually added to the mixture of the a-phase components at room temperature to prepare a gel emulsion.

(4) The gel emulsion was mixed with the components of phase C (water phase) to prepare an O/W cosmetic composition.

TABLE 1

(x 1) Triethoxyoctylsilane-treated Fine particulate titanium oxide having a number average particle size of 10nm (MTX-05OTS, manufactured by Tayca Corporation)

(. about.2) Triethoxyoctylsilane-treated titanium oxide having a number average particle size of 250nm (OTS-2TiO2CR50, manufactured by Tayca Corporation)

(. 3) resveratrol Aglycone (ATTO)

(. 4) resveratrol glycoside (resveratrol monosaccharide glycoside, ATTO)

(x5) component 11 (resveratrol monosaccharide glycoside) did not dissolve uniformly in the aqueous phase and did not produce the desired cosmetic composition.

As is clear from the results shown in table 1, the O/W cosmetic composition of example 1 containing "7. hydrophobized fine particle titanium oxide" (which is a UV protective agent) and "10. trans-resveratrol polysaccharide" exhibited an SPF value as high as 37.6 without impairing excellent texture and usability. Since the SPF value of comparative example 1 containing "10. trans-resveratrol polysaccharide" alone as an active ingredient was 9.6 and the SPF value of comparative example 2 containing "7. hydrophobized fine particle titanium oxide" alone as an active ingredient was 10.1, the SPF value of example 1 containing both of them was 1.9 times the sum of the SPF values of the respective active ingredients. Therefore, it was confirmed that the cosmetic composition containing both trans-resveratrol polysaccharide and hydrophobized fine particulate titanium oxide exhibited a synergistic effect.

The sunscreen cosmetic of comparative example 3 containing both "9. trans-resveratrol aglycone" (which is not a polysaccharide) and "7. hydrophobized fine particle titanium oxide" did not show a significant improvement as shown by the SPF value of example 1 containing "10. trans-resveratrol polysaccharide", compared with the SPF value of comparative example 1 containing "7. hydrophobized fine particle titanium oxide" alone. As shown in comparative example 4, the polydatin, which is "11. trans-resveratrol monosaccharide glycoside", cannot be dissolved in the C phase (aqueous phase) and cannot produce an emulsified cosmetic composition for sunscreen agents of the desired formulation. Since it is generally difficult to apply formulations that cannot be produced in such small-lot experiments to large-scale production, it is impractical to produce emulsified cosmetic compositions for sunscreens containing trans-resveratrol monosaccharide glycosides.

Comparative example 5 containing a significant amount of "7. hydrophobized fine particulate titanium oxide" as a conventionally used UV scattering agent exhibited an excellent SPF value, but was lower than example 1 in all evaluation items (i.e., no tack, no white floating and easy spreadability). It cannot be easily concluded that the emulsified cosmetic composition for sunscreen agent of this formulation is excellent.

As shown in comparative example 6, when "8. hydrophobized titanium oxide" (which has a number average particle size of 250nm and is a white pigment generally used in cosmetic compositions) is used as titanium oxide in combination with "10. trans-resveratrol polysaccharide", the SPF value is 27.3, which is lower than the SPF value of example 1 (37.6). Furthermore, white floating spots proved to be significant. These results indicate that the titanium oxide which exhibits a synergistic effect when mixed together with "10. trans-resveratrol polysaccharide" in an emulsified cosmetic composition for sunscreen is "7. hydrophobized fine particle titanium dioxide" (which exhibits UV protection effect), rather than titanium dioxide which is generally used for white pigments.

TABLE 2

According to the results shown in table 2, the emulsified cosmetic composition of the formulation of example 2 using "8. trans-resveratrol polysaccharide" and "7. ethylhexyl methoxycinnamate" as a UV absorber (which is a UV protective agent) showed an SPF value as high as 21.5. The SPF value of comparative example 1 containing "8. trans-resveratrol polysaccharide" alone as an active ingredient was 9.6, and the SPF value of comparative example 7 containing "7. ethylhexyl methoxycinnamate" alone as an active ingredient was 10.1. Thus, the SPF value of example 2 exceeded the sum of these SPF values, and thus it was determined that a synergistic effect including trans-resveratrol and a UV absorber was exhibited. Further, as shown in comparative example 8, when the amount of "ethylhexyl 7. methoxycinnamate" was enlarged by two times, the SPF value increased to 14.8; however, this increase was only slightly less than 1.5-fold and showed an evaluation decrease in tack-free and spreadability.

Water-in-oil (W/O) sunscreen cosmetic

The W/O cosmetic compositions of the formulations shown in the following tables 3 and 4 were prepared according to the following production procedures and evaluated in the above-described manner. The results are also shown in tables 3 and 4.

Production procedure

(1) Mixing the components of phase A.

(2) Mixing the components of phase B.

(3) A small amount of the mixture of the B phase components was gradually added to the mixture of the a phase components at room temperature while stirring, thereby preparing a water-in-oil cosmetic.

TABLE 3

(. about.2) Triethoxyoctylsilane-treated titanium oxide having a number average particle size of 250nm (OTS-2TiO2CR50, manufactured by Tayca Corporation)

(. 6) aluminum stearate-treated titanium oxide having a number average particle size of 10nm (MT-01, manufactured by Tayca Corporation)

(. 7) Hydropolydimethylsiloxane-treated titanium oxide having a number average particle size of 15nm (MTY-100SAS, manufactured by Tayca Corporation)

(. 8) Hydropolydimethylsiloxane-treated titanium oxide having a number average particle size of 35nm (MTY-500SAS, manufactured by Tayca Corporation)

(. 9) Hydropolydimethylsiloxane-treated titanium oxide having a number average particle size of 80nm (MTY-700BS, manufactured by Tayca Corporation)

From the results shown in table 3, it is clear that the O/W sunscreen cosmetic of example 3 containing "7. hydrophobized fine particulate titanium dioxide 10 nm" as a UV protective agent and "12. trans-resveratrol polysaccharide" shows an SPF value as high as 32.1 without impairing excellent texture and usability. Since the SPF value of comparative example 11 containing "7. hydrophobized fine particle titanium oxide 10 nm" alone as an active ingredient was 15.6 and the SPF value of comparative example 10 containing "10. trans-resveratrol polysaccharide" alone as an active ingredient was 4.1, the SPF value of example 3 containing both of them was 1.9 times the sum of the SPF values of the respective active ingredients. Thus, it was confirmed that the cosmetic composition containing both hydrophobized fine particulate titanium oxide and trans-resveratrol glycoside synergistically increased the SPF effect exerted by each component, whether it was a W/O cosmetic composition or an O/W cosmetic composition.

Similar to the results of the O/W cosmetic composition shown in table 1 above, the results of comparative example 9 show that when titanium oxide having a primary particle size of about 250nm (e.g., "11. hydrophobized titanium oxide"), which is generally used as a white pigment in cosmetic compositions, is used together with "12. trans-resveratrol polysaccharide", a high SPF value is not exhibited, unlike fine-particle titanium oxide having an excellent UV protection effect. Furthermore, the evaluation of white floating was significantly lower than the results shown in examples 3 to 6. The results of examples 3 to 6 also show that the particle size of titanium oxide exhibiting a synergistic effect and exhibiting a high sunscreen effect without white floating spots is about 10nm to 100 nm.

TABLE 4

(10) Hydropolydimethylsiloxane-treated Zinc oxide (MZ-303S, manufactured by Tayca Corporation) with a number average particle size of 35nm

According to the results shown in table 4, the emulsified cosmetic composition of the formulation of example 7 using "8. trans-resveratrol polysaccharide" and "7. hydrophobized fine particle zinc oxide 35 nm" as a UV scattering agent, which is a UV protective agent, exhibited an SPF value as high as 19.5. Since the SPF value of comparative example 10 containing "8. trans-resveratrol polysaccharide" alone as an active ingredient was 4.1 and the SPF value of comparative example 12 containing "7. hydrophobized fine particle zinc oxide 35 nm" alone as an active ingredient was 8.8, the SPF value of example 7 containing both of them was 1.5 times the sum of the SPF values of the respective active ingredients. Therefore, it was confirmed that even when fine-particle zinc oxide was used as the UV scattering agent, a synergistic effect could be obtained.