JP4667335B2 - Skin preparation - Google Patents

Description

The present invention relates to an external preparation for skin which is excellent in wrinkle-improving effect, has no stickiness, and has an excellent feeling in use.

The skin is likely to cause rough skin due to aging, ultraviolet rays, and lack of moisture, resulting in loss of moisture and firmness, and lead to generation of wrinkles. Therefore, a skin external preparation having a high moisturizing effect is used to provide care such as replenishment of water and prevention of wrinkles, and substances having an effect of improving wrinkles such as vitamin A derivatives (Non-patent Document 1) and applicants of the present application. And the like have been found in Japanese Patent Application Nos. 2005-124309 and 2005-124310, and it has been proposed to use an external preparation for skin containing these sugar alcohol derivatives.

On the other hand, when a substance having a wrinkle-improving effect as described above is added to a skin external preparation, depending on the substance, decomposition may occur due to factors such as air, light, metal ions, etc. In addition, when the solubility is poor, it is necessary to add a solvent at a high concentration, and the usability of the external preparation for the skin may be impaired.

Against this background, the sugar alcohol derivative, which is a wrinkle-improving substance, has also been a problem that a sufficient effect and feeling of use cannot be exhibited simply by blending such substance into a skin external preparation.

Yoshio Hamada, Gen Fukuse, “Vitamin A and its derivatives as an anti-wrinkle material”, Fragrance Journal ”, Fragrance Journal, April 15, 1998, Vol. 26, No. 4, pp. 75-77

  Accordingly, an object of the present invention is to provide a skin external preparation that exhibits a sufficient wrinkle-improving effect, is non-sticky, and has an excellent feeling of use with respect to a sugar alcohol derivative that is a wrinkle-improving substance.

  As a result of intensive studies in view of the above circumstances, the present inventors have found that a skin external preparation containing a sugar alcohol derivative which is a wrinkle-improving substance, a carboxyvinyl polymer and / or an acrylic acid / alkyl methacrylate copolymer, and water. However, the present invention was completed by confirming that it exhibited a sufficient wrinkle improving effect, no stickiness, and excellent usability.

（但し、ｎは１〜５である。） That is, claim 1 of the present invention is (A) a wrinkle-improving substance selected from sugar alcohol derivatives represented by the following general formula (1) or general formula (2), (B) carboxyvinyl polymer and / or acrylic. It is an external preparation for skin characterized by containing an acid / alkyl methacrylate copolymer and (C) water.

(However, n is 1-5.)

Moreover, Claim 2 of the present invention is the skin external preparation according to Claim 1, wherein (A) is one or more wrinkle improving substances selected from isosorbide or diisopropylidenemannitol.

Moreover, Claim 3 of this invention exists in the skin external preparation of Claims 1-2 which contains (D) nonionic surfactant further.

Moreover, Claim 4 of this invention exists in the skin external preparation of Claims 1-3 containing (E) ethanol further.

Moreover, Claim 5 of this invention exists in the skin external preparation of Claims 1-4 which contains (F) moisturizer further.

The sixth aspect of the present invention is the skin external preparation according to the first or second aspect, further having a pH of 5 to 7.5.

  INDUSTRIAL APPLICABILITY The present invention can provide an external preparation for skin that is excellent in wrinkle improvement effects, has no stickiness, and has an excellent feeling in use.

  Hereinafter, embodiments of the present invention will be described in detail.

式（２）中、ｎは１〜５であることが好ましく、さらに好ましくはｎ＝２である。 Examples of the wrinkle improving substance selected from the sugar alcohol derivative of component (A) used in the present invention include sugar alcohol derivatives represented by general formula (1) and general formula (2). In addition, the sugar alcohol derivative represented by the general formula (1) can be used as it is, or can be used as produced by a dehydration reaction from sugar alcohol by a conventional method. Similarly, as the sugar alcohol derivative represented by the general formula (2), a commercially available one can be used as it is, or it is produced from a sugar alcohol by a method of reacting with acetone or dimethoxypropane under an acid catalyst. Things can also be used. Among these, isosorbide and diisopropylidene mannitol are more preferable in order to obtain an effect excellent in wrinkle improvement and stability over time.

In formula (2), n is preferably 1 to 5, and more preferably n = 2.

The compounding amount of the wrinkle improving substance selected from the sugar alcohol derivative of component (A) used in the present invention is 0.001 to 20.0% by mass (hereinafter, simply referred to as%) based on the total amount of the external preparation for skin. Is more preferable, and 0.01 to 10.0% is more preferable. If the blending amount is less than this lower limit, the intended effect of the present invention is not sufficient. On the other hand, even if the upper limit is exceeded, the effect commensurate with the increase is not preferred.

The component (B) carboxyvinyl polymer and / or acrylic acid / alkyl methacrylate copolymer used in the present invention is usually used for an external preparation for skin and is not particularly limited. Pole 940, Carbopole 941, Carbopole 1342 (all manufactured by Goodrich), Sintalen L, Singtalen K (all manufactured by 3V SIGMA), Pemulen TR-1 and TR-2 (all manufactured by Goodrich) What is marketed can be used and can be used combining 1 type (s) or 2 or more types as needed.

The amount of the component (B) carboxyvinyl polymer and / or acrylic acid / alkyl methacrylate copolymer used in the present invention is preferably 0.001 to 10.0% based on the total amount of the external preparation for skin, More preferably, it is 0.01 to 5.0%. If the blending amount is less than this lower limit, the intended effect of the present invention is not sufficient. On the other hand, even if the upper limit is exceeded, the effect commensurate with the increase is not preferred.

In the external preparation for skin of the present invention, a nonionic surfactant can be further used as component (D). Such nonionic surfactants are not particularly limited as long as they are used in normal skin external preparations. For example, glycerin fatty acid esters and alkylene glycol adducts thereof, polyglycerin fatty acid esters and alkylene glycol adducts thereof, propylene Glycol fatty acid esters and alkylene glycol adducts thereof, sorbitan fatty acid esters and alkylene glycol adducts thereof (for example, sorbitan sesquiisostearate, polyoxyethylene sorbitan monooleate), fatty acid esters of sorbitol and alkylene glycol adducts thereof, polyoxy Alkylene alkyl ether, glycerin alkyl ether, polyoxyethylene alkyl phenyl ether, polyoxyethylene hydrogenated castor oil, lanolin Examples include lenglycol adducts, polyoxyalkylene-modified silicones, fatty acid esters and ethers of sugars, and alkylene glycol adducts thereof (for example, sucrose fatty acid esters, alkyl glucosides, polyoxyethylene alkyl glucosides, etc.). Two or more types can be used. Among these, sugar surfactants such as polyglycerin fatty acid esters, polyoxyethylene hydrogenated castor oil, and sucrose fatty acid ester are particularly preferable from the viewpoints of use feeling and safety. The component (D) of the present invention is preferably 0.01 to 20%, more preferably 0.1 to 10%, based on the total amount of the external preparation for skin.

Moreover, the ethanol of the component (E) used by this invention will not be restrict | limited especially if it is used for a normal skin external preparation, and can be used. The component (E) of the present invention is preferably 0.1 to 40%, more preferably 1 to 20%, based on the total amount of the external preparation for skin.

Moreover, a moisturizing agent can be further used as the component (F) in the external preparation for skin of the present invention. Such a humectant is not particularly limited as long as it is used for a normal skin external preparation. For example, glycerin, 1,3-butylene glycol, dipropylene glycol, ethylene glycol, 1,4-butylene glycol, diglycerin, Examples include polyglycerin such as triglycerin, glucose, maltose, maltitol, sucrose, fructose, threitol, erythritol, sorbitol, mannitol, amylolytic sugar and the like. Among these, glycerin, 1,3-butylene glycol, and dipropylene glycol are particularly preferable from the viewpoint of use feeling.

Although the skin external preparation of the present invention contains the above components (A) to (F), it is excellent in the effect of improving wrinkles, has no stickiness, and can provide a skin external preparation excellent in feeling of use. The effect is more prominent when the pH is set to 5 to 7.5. That is, when a pH adjuster is added to adjust the pH to 5 to 7.5, the above effects, particularly the feeling of use, are improved, and stability and safety are also preferable. Further preferred pH is 6-7.

In the external preparation for skin of the present invention, in addition to the above components, oils other than those described above, organic acids, alkalis, anionic surfactants, cationic surfactants, amphoteric substances, as long as the effects of the present invention are not impaired. Usually used for surfactants, UV absorbers, powders, pigments, dyes, antiseptic / antifungal agents, antioxidants, chelating agents, thickeners, fragrances, water, pharmaceuticals, quasi drugs, cosmetics, etc. Can be blended as appropriate.

The external preparation for skin of the present invention can be produced according to a usual method, and can be in any form such as liquid, water-in-oil or oil-in-water emulsion, gel, paste, and solid. . In particular, it can be applied to pharmaceuticals, quasi-drugs, cosmetics and the like as a skin external preparation such as lotion, milky lotion, cream, and beauty essence.

  Hereinafter, the present invention will be described in detail based on examples and comparative examples.

Examples 1-10 and Comparative Examples 1-8
The cosmetic liquids shown in Table 1 were prepared according to a conventional method, and (1) wrinkle state, (2) non-stickiness, (3) items of feeling of use were evaluated by the following methods for each of the resulting cosmetic liquids. The results are also shown in Table 1.

(Evaluation methods)
Using test liquids by 20 specialist panels using each serum, after use compared to before use, each panel (a) average value evaluated in 7 stages using absolute evaluation criteria for each item ( b) Judgment was made according to a four-step criterion.
(A) Absolute evaluation criteria (score): (Evaluation)
6: Very good 5: Good 4: Slightly good 3: Normal 2: Slightly bad 1: Poor 0: Very bad (b) Average of 4-step criterion is 5.1 points or more: Very good (◎)
Average value is 3.1 points or more and less than 5.1 points: Good (◯)
Average value of 1.1 points or more and less than 3.1 points: Slightly bad (△)
Average value is less than 1.1 points: bad (×)

＊成分（Ｂ）−１；カルボキシビニルポリマー（カーボポール９４０）
＊成分（Ｂ）−２；アクリル酸・メタクリル酸アルキル共重合体（ペミュレンＴＲ−１）

* Component (B) -1; Carboxyvinyl polymer (Carbopol 940)
* Component (B) -2; acrylic acid / alkyl methacrylate copolymer (Pemulene TR-1)

  From Table 1 above, Examples 1 to 10 were compared with Comparative Examples 1 to 8, and showed that they were skin external preparations excellent in wrinkle improvement effect, non-stickiness, and usability.

Examples 11-15
A skin external preparation having the following composition was produced by a conventional method.

Example 11 (skin lotion)
(Ingredient) Compounding amount (%)
Isosorbide 0.01
Carboxyvinyl polymer (* 1) 0.01
Polyoxyethylene hydrogenated castor oil (80 EO) 1.0
Sucrose laurate (* 2) 0.5
Polyoxyethylene methyl glucoside (20E.O.) (* 3) 0.5
1,3-butylene glycol 4.0
Dipropylene glycol 5.0
Ethanol 10.0
Phenoxyethanol 0.3
Potassium hydroxide 0.3
Ascorbic acid glucoside 2.0
Oat extract (* 4) 0.2
Dioscorea compositor extract (* 5) 0.1
N-acetylglucosamine (* 6) 0.1
Soymilk fermentation broth (* 7) 0.1
Orange juice (* 8) 0.01
Yeast extract (* 9) 0.01
Seaweed extract (* 10) 0.01
Clove extract (* 11) 0.01
Fragrance 0.01
Purified water residue * 1; Carbopol 941 (manufactured by GF Goodrich)
* 2: Ryoto sugar ester L-1695 (Mitsubishi Chemical Foods)
* 3; Glucam E-20 (Amacor)
* 4; Awaku extract J (Maruzen Pharmaceutical Co., Ltd.)
* 5: Dioscorea compositor root extract (Mitsui Chemicals)
* 6; Marine Sweet F (made by Yaizu Suisan Co., Ltd.)
* 7: Fermented soymilk (Sansho Pharmaceutical Co., Ltd.)
* 8; Homofruit (orange) N (manufactured by Koei Kogyo Co., Ltd.)
* 9: Dismutin BTJ (Penta Farm)
* 10; Marine purge (Ichimaru Falcos)
* 11: Clove extract (Maruzen Pharmaceutical Co., Ltd.)

Example 12 (milky lotion)
(Ingredient) (Mixed amount%)
Diisopropylidenemannitol 0.5
Acrylic acid / alkyl methacrylate copolymer (* 12) 0.1
Carboxyvinyl polymer (* 13) 0.02
Decaglyceryl monostearate (* 14) 0.5
Hydrogenated soybean phospholipid (* 15) 1.0
Cholesterol 0.3
Cyclopentapolysiloxane 1.0
Olive oil 2.0
1,3-butylene glycol 5.0
Dipropylene glycol 5.0
Concentrated glycerin 5.0
Ethanol 5.0
Xanthan gum 0.1
Potassium hydroxide 0.05
Edetate disodium 0.02
Methyl paraoxybenzoate 0.1
Orchid extract (* 16) 0.3
Pine extract (* 17) 0.3
Okra extract (* 18) 0.3
Olive leaf extract (* 19) 0.2
Hypericum extract (* 20) 0.2
Yuzu Extract (* 21) 0.2
Evening primrose extract (* 22) 0.1
Avocado extract (* 23) 0.1
Ghetto leaf extract (* 24) 0.1
Raffinose (* 25) 0.05
Tea seed extract (* 26) 0.01
Camellia extract (* 27) 0.01
Purified water residue * 12; PEMULEN TR-1 (manufactured by GF Goodrich)
* 13: Shintalen L (manufactured by 3V SIGMA)
* 14: Sunsoft Q18S (manufactured by Taiyo Chemical Co., Ltd.)
* 15: Resinol S10E (Nippon Surfactant)
* 16: Falco Rex Run (made by Ichimaru Falcos)
* 17: Falco rex pine B (Ichimaru Falcos)
* 18: Phytohyaron B (Ichimaru Falcos)
* 19: Olive leaf extract BG (Maruzen Pharmaceutical Co., Ltd.)
* 20: Falco Rex Hypericum B (Ichimaru Falcos)
* 21: Yuzu extract (Maruzen Pharmaceutical Co., Ltd.)
* 22: Luna White B (Maruzen Pharmaceutical Co., Ltd.)
* 23: Falco Rex Avocado B (Ichimaru Falcos)
* 24: Moon peach extract BG (Maruzen Pharmaceutical Co., Ltd.)
* 25: Oligo GGF (Asahi Kasei Kogyo Co., Ltd.)
* 26: Tea extract (Maruzen Pharmaceutical Co., Ltd.)
* 27: Camellia seed extract (Maruzen Pharmaceutical Co., Ltd.)

Example 13 (cream)
(Ingredient) (Mixed amount%)
Isosorbide 2.0
Diisopropylidenemannitol 3.0
Carboxyvinyl polymer (* 28) 0.2
Sucrose stearate (* 29) 0.3
Hydrogenated soybean phospholipid (* 30) 2.0
Cholesterol 1.0
Behenyl alcohol 2.0
Isostearic acid 0.5
Palmitic acid 0.3
Cetyl palmitate 1.0
Long-chain branched fatty acid (12-31) cholesteryl 10.0
Octyldodecyl myristate 2.0
Glyceryl triisostearate 1.0
Squalane 5.0
Concentrated glycerin 3.0
1,3-butylene glycol 4.0
Dipropylene glycol 5.0
Xanthan gum 0.2
Potassium hydroxide 0.2
Phenoxyethanol 0.3
Edetate disodium 0.02
Dimethylsilanol / hyaluronic acid condensate (* 31) 0.1
Seaweed extract (* 32) 0.1
β-carotene (* 33) 0.001
Gardenia extract (* 34) 0.1
Time extract (* 35) 0.1
Chimp extract (* 36) 0.1
Extract from licorice (* 37) 0.1
Fragrance 0.05
Purified water residue * 28; Carbopol 940 (manufactured by GF Goodrich)
* 29: Ryoto sugar ester S-1570 (Mitsubishi Chemical Foods)
* 30: Cotesome NC-21 (manufactured by NOF Corporation)
* 31; DSHC (N) (manufactured by EXSYMOL)
* 32; LAMINAINE-BG (manufactured by Biotech Marine)
* 33; β-carotene (Roche)
* 34; Sanshishi extract BG (manufactured by Maruzen Pharmaceutical Co., Ltd.)
* 35: Tachi musk extract BG (manufactured by Maruzen Pharmaceutical Co., Ltd.)
* 36; Chinpi extract BG40 (Maruzen Pharmaceutical Co., Ltd.)
* 37; Ricolex NA (Maruzen Pharmaceutical Co., Ltd.)

Example 14 (Cream)
(Ingredient) (Mixed amount%)
Isosorbide 10.0
Acrylic acid / alkyl methacrylate copolymer (* 12) 0.1
Carboxyvinyl polymer (* 38) 0.2
Hydrogenated soybean phospholipid (* 15) 2.0
Cholesterol 1.0
Squalane 2.0
Cyclopentapolysiloxane 10.0
Octyl dodecyl myristate 7.0
1,3-butylene glycol 5.0
Dipropylene glycol 5.0
Concentrated glycerin 1.0
Diglycerin 5.0
Polyethylene glycol 4000 3.0
Xanthan gum 0.1
Potassium hydroxide 0.12
Edetate disodium 0.02
Phenoxyethanol 0.3
Mevalonolactone (* 39) 0.1
Yeast extract (* 40) 0.1
Hakugai hydrolyzed extract (* 41) 0.1
Mixed plant extract (* 42) 0.1
Carrot extract (* 43) 0.1
Bukuryo extract (* 44) 0.1
Thai Saw Extract (* 45) 0.1
Purified water residue * 38; Shintalen K (manufactured by 3V SIGMA)
* 39: Mevalonolactone (Asahi Denka Kogyo Co., Ltd.)
* 40; East Liquid ZB (Ichimaru Falcos)
* 41: Sina Blanca WH (Technoble)
* 42; Multi-fruit BSC (manufactured by ArchPersonalCareProducts LP)
* 43: Vegetable collagen (manufactured by Koken)
* 44: Falco Rex Book E (made by Ichimaru Falcos)
* 45: Titanium extract BG-J (Maruzen Pharmaceutical Co., Ltd.)

Example 15 (Cosmetic liquid)
(Ingredient) (Mixed amount%)
Diisopropylidenemannitol 7.0
Acrylic acid / alkyl methacrylate copolymer (* 46) 0.1
Polyoxyethylene sorbitan monooleate (20 EO) 0.3
Polyoxyethylene hydrogenated castor oil (60 EO) 0.5
Ethanol 12.0
Methylphenylpolysiloxane 3.0
Dipropylene glycol 5.0
Polyethylene glycol 1000 2.0
Potassium hydroxide 0.15
Ascorbic acid 2-glucoside 2.0
Nicotinamide 1.0
Dipotassium glycyrrhizinate 0.1
Lactic acid 0.1
Sodium hyaluronate (* 47) 0.01
Royal Jelly Extract (* 48) 0.1
Water-soluble collagen solution (* 49) 0.1
Methyl paraoxybenzoate 0.1
Purified water residue * 46; PEMULEN TR-2 (manufactured by GF Goodrich)
* 47; Neptigen N (manufactured by Maruzen Pharmaceutical Co., Ltd.)
* 48: Hyaluronic acid FCH-SU (manufactured by Kibun Food Chemifa)
* 49; Royal Jelly Extract (Api)

  All the external preparations for skin obtained in Examples 11 to 15 were excellent in the wrinkle improving effect, had no stickiness, and had excellent usability.

In addition, the thing of the following prescription was used for the fragrance | flavor in an Example.

  The present invention can be used as a skin external preparation such as skin lotion, milky lotion, cream, cosmetic liquid, etc. for pharmaceuticals, quasi-drugs, cosmetics, etc. An external preparation for skin can be provided.

Claims (6)

The following components (A), (B) and (C): a wrinkle-improving substance selected from (A) a sugar alcohol derivative represented by the following general formula (1) or general formula (2), (B) a carboxyvinyl polymer And / or an acrylic acid / alkyl methacrylate copolymer and (C) an external preparation for skin comprising water.

(However, n is 1-5.) The external preparation for skin according to claim 1, wherein (A) is at least one water-soluble component selected from isosorbide or diisopropylidenemannitol. Furthermore, the skin external preparation of any one of Claims 1-2 containing (D) nonionic surfactant. Furthermore, the skin external preparation of any one of Claims 1-3 containing (E) ethanol. The skin external preparation according to any one of claims 1 to 4, further comprising (F) a humectant. Furthermore, pH is 5-7.5, The skin external preparation of any one of Claims 1-5.