JP2014227400A - Antiwrinkle composition and cosmetic - Google Patents

Antiwrinkle composition and cosmetic Download PDF

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JP2014227400A
JP2014227400A JP2013110159A JP2013110159A JP2014227400A JP 2014227400 A JP2014227400 A JP 2014227400A JP 2013110159 A JP2013110159 A JP 2013110159A JP 2013110159 A JP2013110159 A JP 2013110159A JP 2014227400 A JP2014227400 A JP 2014227400A
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wrinkle
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JP6260111B2 (en
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愛実 関根
Yoshimi Sekine
愛実 関根
大川 洋
Hiroshi Okawa
洋 大川
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NOF Corp
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Abstract

PROBLEM TO BE SOLVED: To provide an anti-wrinkle composition and cosmetic giving springy feeling to the skin immediately after application, exhibiting anti-wrinkle effect and being excellent in use feeling and even in compatibility.SOLUTION: A cosmetic contains an anti-wrinkle composition containing (A) a polymeric compound represented by the formula (1) and having a weight average molecular weight of 5,000 to 500,000, (B) a polymeric compound selected from sodium carboxymethyldextran, hydroxypropyl starch, corn starch, dextrin and polyvinyl pyrrolidone, (C)1,3-butylene glycol and (D) glycerin, where based on 1 pt.mass of the (A), the (B) is 1 to 20 pts.mass, the (C) is 5 to 30 pts.mass and the (D) is 5 to 30 pts.mass.

Description

本発明は、皮膚に塗布することで優れた抗しわ効果及びハリ感を実現し、同時に使用感や配合性にも優れる抗しわ組成物、並びに同組成物を用いることで良好な抗しわ効果及び使用感を実現する化粧料に関する。   The present invention realizes an excellent anti-wrinkle effect and firmness by applying to the skin, and at the same time, an anti-wrinkle composition having excellent usability and compounding properties, and a good anti-wrinkle effect by using the same composition and It relates to cosmetics that realize a feeling of use.

従来、皮膚にハリや弾力を与え、しわを改善する化粧料には、水溶性高分子化合物を使用したパック化粧料、マッサージ化粧料が使用されている。例えば、特許文献1及び2には、水溶性高分子化合物により形成したゲルを用いたパック化粧料が提案されている。また、特許文献3には水溶性高分子化合物により粘度を調整したマッサージ化粧料が提案されている。しかし、これらは有効成分の浸透を促進することにより、抗しわ効果を発揮するものであるため、効果が現れるまでには長期間を必要とし、その効果は十分ではない。   Conventionally, pack cosmetics and massage cosmetics using a water-soluble polymer compound have been used as cosmetics that give the skin firmness and elasticity and improve wrinkles. For example, Patent Documents 1 and 2 propose pack cosmetics using a gel formed from a water-soluble polymer compound. Patent Document 3 proposes a massage cosmetic whose viscosity is adjusted with a water-soluble polymer compound. However, since these exhibit an anti-wrinkle effect by promoting the penetration of the active ingredient, it takes a long time before the effect appears, and the effect is not sufficient.

また、特許文献4には、分子構造中にグリセロール基とウレタン結合とを両方あわせ持ち、セラミドの化学構造に類似した構造の単量体である、グリセロール(メタ)アクリレートと、ステアリルメタクリレートとの共重合体及びそれを配合した化粧料が提案されている。しかし、抗しわ素材としての有用性については言及されていない。   Further, Patent Document 4 discloses a co-polymer of glycerol (meth) acrylate and stearyl methacrylate, which is a monomer having both a glycerol group and a urethane bond in the molecular structure and having a structure similar to the chemical structure of ceramide. Polymers and cosmetics containing them have been proposed. However, no mention is made of its usefulness as an anti-wrinkle material.

特開2000−63230号公報JP 2000-63230 A 特開2004−149463号公報JP 2004-149463 A 特開2007−63212号公報JP 2007-63212 A 特開2007−119374号公報JP 2007-119374 A

本発明は、塗布直後から皮膚にハリ感を与え、抗しわ効果を発揮し、使用感や配合性にも優れる抗しわ組成物及び化粧料を提供することにある。   An object of the present invention is to provide an anti-wrinkle composition and a cosmetic that gives a firm feeling to the skin immediately after application, exhibits an anti-wrinkle effect, and is excellent in use feeling and blendability.

本発明者らは、上記課題を解決するために鋭意検討を行った結果、特定組成の共重合体からなる高分子化合物、水溶性高分子化合物、及び特定のヒドロキシル基含有低分子化合物を有する、顕著な抗しわ効果と優れた使用感を両立する組成物を開発し、本発明を完成するに至った。   As a result of intensive studies to solve the above problems, the present inventors have a polymer compound comprising a copolymer having a specific composition, a water-soluble polymer compound, and a specific hydroxyl group-containing low molecular compound. A composition having both a remarkable anti-wrinkle effect and excellent usability has been developed, and the present invention has been completed.

即ち、本発明によれば、(A)下記式(1)で表される重量平均分子量5,000〜500,000の高分子化合物、(B)カルボキシメチルデキストランナトリウム、ヒドロキシプロピルデンプン、コーンスターチ、デキストリン、及びポリビニルピロリドンから選択される1種以上の水溶性高分子化合物、(C)1,3−ブチレングリコール、及び(D)グリセリン、を含有し、前記(A)1質量部に対して、前記(B)が1〜20質量部、前記(C)が5〜30質量部、及び前記(D)が5〜30質量部である抗しわ組成物が提供される。   That is, according to the present invention, (A) a polymer compound having a weight average molecular weight of 5,000 to 500,000 represented by the following formula (1), (B) sodium carboxymethyldextran, hydroxypropyl starch, corn starch, dextrin And one or more water-soluble polymer compounds selected from polyvinylpyrrolidone, (C) 1,3-butylene glycol, and (D) glycerin, and with respect to (A) 1 part by mass, There is provided an anti-wrinkle composition in which (B) is 1 to 20 parts by mass, (C) is 5 to 30 parts by mass, and (D) is 5 to 30 parts by mass.

Figure 2014227400
(m、nは構成単位のモル比を示すための数字であり、モル比でm/n=65/35〜55/45である。)
Figure 2014227400
(M and n are numbers for indicating the molar ratio of structural units, and the molar ratio is m / n = 65/35 to 55/45.)

また、(A)1質量部に対して、更に(E)ステアリン酸スクロース、オクテニルコハク酸デキストリンナトリウム、及びオクテニルコハク酸デキストリントリエタノールアミンから選択される1種以上の界面活性剤を0.01〜5質量部含有する、抗しわ組成物とすることが好ましい。   Moreover, 0.01-5 mass of 1 or more types of surfactant further selected from (E) 1 mass part of (E) sucrose stearate, sodium octenyl succinate dextrin, and octenyl succinate dextrin triethanolamine. The anti-wrinkle composition is preferably contained.

更に、本発明によれば、上記抗しわ組成物を0.01〜30質量%含有することを特徴とする化粧料が提供される。   Furthermore, according to this invention, the cosmetics characterized by containing the said anti-wrinkle composition 0.01-30 mass% is provided.

本発明の抗しわ組成物は、上記(A)〜(D)成分が配合されていることにより、皮膚へのハリ感、抗しわ効果、及び良好な使用感に加えて、組成物の配合安定性に優れる。特に(A)成分の疎水性高分子化合物と(B)成分の水溶性高分子化合物を組み合わせることにより、塗布直後に皮膚表面に水素結合による緻密な被膜を形成させ、即時的な強いハリ感と抗しわ効果を実現したものである。更に、(A)成分は(B)成分の硬い使用感をなめらかにする効果を発揮する。
また、本発明の抗しわ組成物は配合安定性に優れる効果を有しているので、化粧水、乳液、クリーム等広範な化粧料の組成物として応用が可能であり、当該本発明の化粧料は、組成物同様、ハリ感や抗しわ効果が高く、かつ使用感に優れている。
The anti-wrinkle composition of the present invention contains the components (A) to (D), so that the composition is stable in addition to the firmness to the skin, the anti-wrinkle effect, and the good feeling of use. Excellent in properties. In particular, by combining the hydrophobic polymer compound of component (A) and the water-soluble polymer compound of component (B), a dense film by hydrogen bonding is formed on the skin surface immediately after application, and an immediate strong elasticity It is an anti-wrinkle effect. Furthermore, the component (A) exhibits the effect of smoothing the hard feeling of use of the component (B).
Further, since the anti-wrinkle composition of the present invention has an effect of excellent blending stability, it can be applied as a composition for a wide range of cosmetics such as lotions, emulsions and creams, and the cosmetics of the present invention. Like the composition, has a high elasticity and anti-wrinkle effect and is excellent in use feeling.

以下、本発明をさらに詳細に説明する。
本発明の抗しわ組成物は、上記式(1)で表される疎水性高分子化合物を含む[(A)成分]。
(A)成分の重量平均分子量(Mw)は5,000〜500,000であり、好ましくは10,000〜100,000である。Mwが5,000未満では十分な被膜形成能が発現しない恐れがあり、Mwが500,000以上ではハンドリング性が悪くなる恐れがあるので好ましくない。
Hereinafter, the present invention will be described in more detail.
The anti-wrinkle composition of the present invention comprises a hydrophobic polymer compound represented by the above formula (1) [component (A)].
(A) The weight average molecular weight (Mw) of a component is 5,000-500,000, Preferably it is 10,000-100,000. If Mw is less than 5,000, sufficient film forming ability may not be exhibited, and if Mw is 500,000 or more, handling properties may be deteriorated.

(A)成分の重量平均分子量は、例えば、次のようにして測定することができる。
(分子量測定)
(A)成分の測定溶液を、次のGPC(ゲルパーミエーションクロマトグラフィー)の条件により測定する。測定溶液の調製は、まず、(A)成分を0.5質量%の臭化リチウムを含むクロロホルム/メタノール(=6/4、v/v)混合溶媒に溶解させる。次いで、0.5質量%の(A)成分溶液を調製し、この溶液を0.45μmのメンブランフィルターで濾過して測定する。
(GPC分析の条件)
カラム;Plge 15μm MIXED−C、2本直列(ポリマー・ラボラトリー社製)、溶出溶媒;0.5質量%の臭化リチウムを含むクロロホルム/メタノール(=6/4、v/v)混合溶媒、検出;示差屈折計、重量平均分子量(Mw)測定の際の標準物質;PMMA(ポリマー・ラボラトリー社製)、流速;1.0mL/分、測定溶液使用量;20μL、カラム温度;40℃、東ソー社製インテグレーター内蔵分子量計算プログラム(SC−8020用GPCプログラム)を用いる。
The weight average molecular weight of the component (A) can be measured, for example, as follows.
(Molecular weight measurement)
The measurement solution of component (A) is measured under the following GPC (gel permeation chromatography) conditions. In preparing the measurement solution, the component (A) is first dissolved in a chloroform / methanol (= 6/4, v / v) mixed solvent containing 0.5% by mass of lithium bromide. Next, a 0.5 mass% component (A) solution is prepared, and this solution is measured by filtration through a 0.45 μm membrane filter.
(Conditions for GPC analysis)
Column: Plge 15 μm MIXED-C, 2 in series (manufactured by Polymer Laboratories), elution solvent: chloroform / methanol (= 6/4, v / v) mixed solvent containing 0.5% by mass of lithium bromide, detection; differential Refractometer, reference material for weight average molecular weight (Mw) measurement: PMMA (manufactured by Polymer Laboratories), flow rate: 1.0 mL / min, amount of measurement solution used: 20 μL, column temperature: 40 ° C., built-in integrator manufactured by Tosoh Corporation Use molecular weight calculation program (GPC program for SC-8020).

(A)成分は、化粧品の成分表示名称において、「メタクリル酸グリセリルアミドエチル/メタクリル酸ステアリルコポリマー」と定義される化合物である。同化合物は、既知の方法、例えば、特開2007−119374号公報の合成例5に示された方法に準拠して製造することができる。あるいは市販のものを用いても良い。市販品の例としては、セラキュート(Ceracute)(登録商標)−F(日油株式会社製)が挙げられる。   The component (A) is a compound defined as “glyceryl amidoethyl methacrylate / stearyl methacrylate copolymer” in the name of cosmetic ingredients. The compound can be produced according to a known method, for example, the method shown in Synthesis Example 5 of JP-A-2007-119374. Alternatively, a commercially available product may be used. Examples of commercially available products include Ceracute (registered trademark) -F (manufactured by NOF Corporation).

本発明の抗しわ組成物は、また、カルボキシメチルデキストランナトリウム、ヒドロキシプロピルデンプン、コーンスターチ、デキストリン、及びポリビニルピロリドンから選択される1種以上の水溶性高分子化合物を含む[(B)成分]。
これらの中でも、ポリビニルピロリドンがハリ感及び抗しわ効果の観点から最も好ましい。
The anti-wrinkle composition of the present invention also contains one or more water-soluble polymer compounds selected from sodium carboxymethyldextran, hydroxypropyl starch, corn starch, dextrin, and polyvinylpyrrolidone [component (B)].
Among these, polyvinylpyrrolidone is most preferable from the viewpoints of elasticity and anti-wrinkle effect.

(B)成分の含有割合は(A)成分1質量部に対して1〜20質量部、好ましくは5〜10質量部の割合である。(A)成分に対する含有割合が1質量部より少ない場合は、皮膚へ塗布時の被膜形成性が不十分となり、ハリ感及び抗しわ効果が不十分となる。また、20質量部より多い場合も、皮膚へ塗布時の被膜形成性が不十分となり、ハリ感及び抗しわ効果が不十分となる。   (B) The content rate of a component is 1-20 mass parts with respect to 1 mass part of (A) component, Preferably it is a ratio of 5-10 mass parts. (A) When the content rate with respect to a component is less than 1 mass part, the film formation property at the time of application | coating to skin becomes inadequate, and a firm feeling and an anti-wrinkle effect become inadequate. Moreover, when it is more than 20 parts by mass, the film-forming property at the time of application to the skin is insufficient, and the firmness and anti-wrinkle effects are insufficient.

本発明の抗しわ組成物は、更に、1,3−ブチレングリコールを含む[(C)成分]。
(C)成分の含有割合は、(A)成分1質量部に対して5〜30質量部、好ましくは10〜20質量部である。(A)成分に対する含有割合が5質量部より少ない場合は、皮膚へ塗布時の被膜形成性が不十分となり、ハリ感及び抗しわ効果が不十分となる。また、30質量部より多い場合も、皮膚へ塗布時の被膜形成性が不十分となり、ハリ感及び抗しわ効果が不十分となる。
The anti-wrinkle composition of the present invention further comprises 1,3-butylene glycol [component (C)].
The content rate of (C) component is 5-30 mass parts with respect to 1 mass part of (A) component, Preferably it is 10-20 mass parts. (A) When the content rate with respect to a component is less than 5 mass parts, the film formation property at the time of application to skin becomes inadequate, and a firmness feeling and an anti-wrinkle effect become inadequate. Moreover, when more than 30 mass parts, the film formation property at the time of application | coating to skin becomes inadequate, and a firmness feeling and an anti-wrinkle effect become inadequate.

本発明の抗しわ組成物は、また、グリセリンを含む[(D)成分]。
(D)成分の含有割合は、(A)成分1質量部に対して5〜30質量部、好ましくは10〜20質量部である。(A)成分に対する含有割合が5質量部より少ない場合は、皮膚へ塗布時の被膜形成性が不十分となり、ハリ感及び抗しわ効果が不十分となる。また、30質量部より多い場合も、皮膚へ塗布時の被膜形成性が不十分となり、ハリ感及び抗しわ効果が不十分となる。
The anti-wrinkle composition of the present invention also contains glycerin [component (D)].
The content rate of (D) component is 5-30 mass parts with respect to 1 mass part of (A) component, Preferably it is 10-20 mass parts. (A) When the content rate with respect to a component is less than 5 mass parts, the film formation property at the time of application to skin becomes inadequate, and a firmness feeling and an anti-wrinkle effect become inadequate. Moreover, when more than 30 mass parts, the film formation property at the time of application | coating to skin becomes inadequate, and a firmness feeling and an anti-wrinkle effect become inadequate.

本発明の抗しわ組成物は、その効果を阻害することなく、皮膚へ塗布時のすべりやなじみを向上させるため、所望により、下記の(E)成分を含有させることができる。
当該(E)成分として、ステアリン酸スクロース、オクテニルコハク酸デキストリンナトリウム、及びオクテニルコハク酸デキストリントリエタノールアミンから選択される1種以上の界面活性剤を挙げることができる。
(E)成分を含有する場合、その割合は、(A)成分1質量部に対して0.01〜5質量部、好ましくは0.05〜1質量部である。(E)成分の含有割合が0.01〜5質量部の範囲であると、皮膚へ塗布時のすべりやなじみが更に良好となる。
The anti-wrinkle composition of the present invention can contain the following component (E) as desired in order to improve slipping and familiarity when applied to the skin without hindering its effect.
Examples of the component (E) include one or more surfactants selected from sucrose stearate, dextrin sodium octenyl succinate, and dextrin octenyl succinate.
When it contains (E) component, the ratio is 0.01-5 mass parts with respect to 1 mass part of (A) component, Preferably it is 0.05-1 mass part. When the content ratio of the component (E) is in the range of 0.01 to 5 parts by mass, slipping and familiarity when applied to the skin are further improved.

次に、本発明の抗しわ組成物の製造方法について説明する。
上記(A)〜(D)成分又は(A)〜(E)成分を有する本発明の抗しわ組成物は、ハンドリング性の点で、通常、水を加えて水溶液として取り扱うことが好ましい。水としては、精製水、純水、イオン交換水、上水等を用いることができる。
該製造方法としては、次のような方法を例示することができるが、最終的に(A)〜(D)成分又は(A)〜(E)成分を有する均一な組成物を得ることができればよく、下記方法に限定されない。
Next, the manufacturing method of the anti-wrinkle composition of this invention is demonstrated.
The anti-wrinkle composition of the present invention having the components (A) to (D) or the components (A) to (E) is usually preferably handled as an aqueous solution by adding water from the viewpoint of handling properties. As water, purified water, pure water, ion exchange water, clean water, or the like can be used.
As the production method, the following methods can be exemplified, and if a uniform composition having components (A) to (D) or components (A) to (E) can be finally obtained. Well, it is not limited to the following method.

(A)〜(D)成分又は(A)〜(E)成分、及び水を配合槽等の容器に投入し、室温〜100℃の温度にて撹拌することにより、本発明の抗しわ組成物の水溶液を得ることができる。撹拌時間及び撹拌方法には特に限定はなく、均一な水溶液(好ましくは透明)となる程度に、常法に従って撹拌すればよい。上記各成分及び水は、同時に投入してもよく、各成分を順次投入してもよい。効率性の点で、水を最初に仕込んだ後、各成分を投入することが好ましい。   The anti-wrinkle composition of the present invention is prepared by charging the components (A) to (D) or the components (A) to (E) and water into a container such as a mixing tank and stirring at a temperature of room temperature to 100 ° C. Can be obtained. There is no particular limitation on the stirring time and the stirring method, and stirring may be performed according to a conventional method so that a uniform aqueous solution (preferably transparent) is obtained. Each of the above components and water may be added simultaneously, or each component may be added sequentially. From the viewpoint of efficiency, it is preferable to add each component after first charging water.

なお、水は、本発明の抗しわ組成物において必須成分とする必要はなく、(A)〜(D)成分又は(A)〜(E)成分を混合した混合物も本発明の範囲内である。   In addition, water does not need to be an essential component in the anti-wrinkle composition of the present invention, and a mixture of the components (A) to (D) or (A) to (E) is also within the scope of the present invention. .

本発明の別の観点において、化粧料が提供され、該化粧料は上記本発明の抗しわ組成物を特定割合で含有する。
本発明の化粧料において、本発明の抗しわ組成物の含有割合は0.01〜30質量%、好ましくは0.1〜10質量%の範囲である。0.01%未満である場合、本発明の抗しわ組成物の特徴である、ハリ感や抗しわ効果が現れにくく、30質量%より多い場合、べたつきのない良好な感触が損なわれるおそれがある。
In another aspect of the present invention, a cosmetic is provided, and the cosmetic contains the anti-wrinkle composition of the present invention in a specific ratio.
In the cosmetic of the present invention, the content of the anti-wrinkle composition of the present invention is 0.01 to 30% by mass, preferably 0.1 to 10% by mass. If it is less than 0.01%, the firmness and anti-wrinkle effect, which are the characteristics of the anti-wrinkle composition of the present invention, hardly appear, and if it is more than 30% by mass, a good feeling without stickiness may be impaired. .

本発明の化粧料は、化粧料の種類に応じて、通常化粧料に常用される、本発明の抗しわ組成物以外の各種他の成分を適宜配合することができる。当該他の成分としては、本発明の目的を妨げない限り特に限定されず、例えば、油分、界面活性剤、保湿剤、増粘剤、色材、アルコール類、紫外線防止剤、アミノ酸類、ビタミン類、美白剤、有機酸、無機塩類、酵素、酸化防止剤、安定剤、防腐剤、殺菌剤、皮膚賦活剤、血行促進剤、抗脂漏剤、抗炎症剤等の薬剤、金属イオン封鎖剤、pH調整剤、収斂剤、清涼剤、香料、色素、水が挙げられる。   The cosmetic of the present invention can be appropriately mixed with various other components other than the anti-wrinkle composition of the present invention, which are usually used in cosmetics, depending on the type of cosmetic. The other components are not particularly limited as long as they do not interfere with the object of the present invention. For example, oils, surfactants, moisturizers, thickeners, coloring materials, alcohols, UV inhibitors, amino acids, vitamins , Whitening agents, organic acids, inorganic salts, enzymes, antioxidants, stabilizers, antiseptics, bactericides, skin activators, blood circulation promoters, antiseborrheic agents, anti-inflammatory agents, metal ion sequestering agents, Examples include pH adjusters, astringents, refreshing agents, fragrances, pigments, and water.

本発明の化粧料の形態は特に限定されず、例えば、化粧水、乳液、クリーム、美容液、ファンデーション等の形態でスキンケア化粧料やメーキャップ化粧料、マッサージ化粧料、パック化粧料に用いることができる。特に、配合性が良好であるため、透明性の高い化粧水や美容液としても本発明の抗しわ組成物を用いることができる。   The form of the cosmetic of the present invention is not particularly limited, and can be used for skin care cosmetics, makeup cosmetics, massage cosmetics, and pack cosmetics in the form of lotion, milky lotion, cream, cosmetic liquid, foundation, and the like. . In particular, since the compounding property is good, the anti-wrinkle composition of the present invention can be used as a highly transparent lotion or cosmetic liquid.

次に本発明について実施例及び比較例により、本発明及びその効果を具体的に説明するが、本発明はこれらに限定されない。   Next, although an Example and a comparative example demonstrate this invention concretely and this effect, this invention is not limited to these.

実施例1:抗しわ組成物の配合及び性能評価(1)
実施例1−1
(A)成分:(メタクリル酸グリセリルアミドエチル/メタクリル酸ステアリル)コポリマー(分子量:40,000、m/n=60/40);1g、(B)成分:カルボキシメチルデキストランナトリウム;7g、(C)成分:1,3−ブチレングリコール;15g、(D)成分:グリセリン;15g、水;62gを250mLのガラスビーカーにとり、70℃の温浴中にて30分間スターラー撹拌することにより、抗しわ組成物の水溶液100gを得た。この抗しわ組成物に関して、下記に示す抗しわ効果の評価、並びにハリ感、すべり、及びなじみの評価を行った。結果を表1に示す。なお、各成分の商品名等は表1欄外に示す。
Example 1: Formulation and performance evaluation of anti-wrinkle composition (1)
Example 1-1
(A) component: (glyceryl amidoethyl methacrylate / stearyl methacrylate) copolymer (molecular weight: 40,000, m / n = 60/40); 1 g, (B) component: sodium carboxymethyldextran; 7 g, (C) Ingredients: 1,3-butylene glycol; 15 g, (D) Ingredients: Glycerin; 15 g, water; 62 g were placed in a 250 mL glass beaker and stirred with a stirrer for 30 minutes in a 70 ° C. water bath. 100 g of an aqueous solution was obtained. With respect to this anti-wrinkle composition, the following anti-wrinkle effect was evaluated, as well as evaluation of firmness, slippage and familiarity. The results are shown in Table 1. In addition, the brand name etc. of each component are shown outside Table 1.

<抗しわ効果の評価>
35〜65歳の女性20人を対象として、恒温・恒湿環境下に十分馴化させた後、座位にて軽く眼を閉じた状態で目尻の皮膚のレプリカを採取した。各被験者の顔面の半分に、作製した抗しわ組成物の1%水溶液を塗布し、1時間後、同様に同部位のレプリカを再度採取した。採取したレプリカをレプリカ解析システム(ASA−03R,(株)アサヒテクノラボ製)を用いて解析した。以下の方法により、しわ面積率としわ最大深さを算出した。それぞれ塗布前の値を1としたときの塗布後の相対値を算出し、20名の平均をとり判定した。値が低いほどしわ面積率としわ最大深さの減少率が多く、抗しわ効果に優れる。
(しわ面積率)
レプリカに30°から投射光を当て、10mm×10mmの特定の領域を撮影する。得られた画像を二値化処理し、以下の式より求めた。
しわ面積率=(しわに由来した影の総面積)/(解析領域の総面積)
(しわ最大深さ)
解析領域中に存在するしわの中で最大の影面積を生じる一本のしわを最大しわとする。この最大しわの影部の幅(d)及び投射光角度(θ)より、以下の式を用いてしわ最大深さを求めた。
しわ最大深さ=d×tanθ
<Evaluation of anti-wrinkle effect>
20 females aged 35 to 65 years old were fully acclimatized in a constant temperature / humidity environment, and then replicas of the skin of the corners of the eyes were collected with the eyes lightly closed in a sitting position. A 1% aqueous solution of the prepared anti-wrinkle composition was applied to half the face of each subject, and after 1 hour, a replica of the same site was again collected. The collected replicas were analyzed using a replica analysis system (ASA-03R, manufactured by Asahi Techno Lab.). The wrinkle area ratio and the maximum wrinkle depth were calculated by the following method. The relative value after application when the value before application was set to 1 was calculated, and an average of 20 persons was determined. The lower the value, the more the wrinkle area ratio and the maximum wrinkle reduction rate, and the better the anti-wrinkle effect.
(Wrinkle area rate)
Projecting light is applied to the replica from 30 ° to photograph a specific area of 10 mm × 10 mm. The obtained image was binarized and obtained from the following equation.
Wrinkle area ratio = (total area of shadows derived from wrinkles) / (total area of analysis area)
(Maximum wrinkle depth)
One wrinkle that produces the maximum shadow area among the wrinkles existing in the analysis region is defined as the maximum wrinkle. From the width (d) of the shadow portion of the maximum wrinkle and the projection light angle (θ), the maximum wrinkle depth was obtained using the following equation.
Maximum wrinkle depth = d × tan θ

<ハリ感の評価>
35〜65歳の女性20人(モニター)を対象として、下記の評価基準に従い、抗しわ組成物の1%水溶液塗布前と塗布1時間後の肌のハリの状態を評価した。20名の平均をとり判定した。
(判断基準)
5:肌のはりが非常に増した、4:肌のハリが増した、3:肌のハリは変化なし、2:肌のハリが減少した、1:肌のハリが非常に減少した
<Evaluation of elasticity>
Twenty women (monitors) 35 to 65 years old were evaluated according to the following evaluation criteria to evaluate the firmness of the skin before and after application of a 1% aqueous solution of the anti-wrinkle composition. The average of 20 people was taken and judged.
(Judgment criteria)
5: Skin elasticity increased significantly, 4: Skin elasticity increased, 3: Skin elasticity did not change, 2: Skin elasticity decreased, 1: Skin elasticity decreased significantly

<すべり、なじみの評価>
同モニターについて、抗しわ組成物の1%水溶液塗布時のすべり、肌へのなじみについて、下記基準により評価した。20名の平均をとり判定した。
(判断基準)
5:非常に良好、4:良好、3:普通、2:不良、1:非常に不良
<Evaluation of slip and familiarity>
About the monitor, the following reference | standard evaluated the slip at the time of 1% aqueous solution application | coating of an anti-wrinkle composition, and the familiarity to skin. The average of 20 people was taken and judged.
(Judgment criteria)
5: Very good, 4: Good, 3: Normal, 2: Bad, 1: Very bad

実施例1−2〜1−11
(B)成分として表1に示す各原料を用いた以外は、実施例1−1と同様な方法にて各抗しわ組成物の水溶液の作製を行った。得られた抗しわ組成物について、上記の各評価方法に準じて測定した結果を表1に示す。
Examples 1-2 to 1-11
(B) The aqueous solution of each anti-wrinkle composition was produced by the same method as Example 1-1 except having used each raw material shown in Table 1 as a component. Table 1 shows the results of measuring the obtained anti-wrinkle composition according to each of the evaluation methods described above.

比較例1−1〜1−10
表2に示す組成で実施例1−1と同様な方法にて比較例用の各組成物の水溶液の作製を行った。得られた組成物について、上記の各評価方法に準じて測定した結果を表2に示す。なお、各成分の商品名等は表1欄外に示したものと同じである。
Comparative Examples 1-1 to 1-10
An aqueous solution of each composition for a comparative example was prepared in the same manner as in Example 1-1 with the composition shown in Table 2. Table 2 shows the results obtained by measuring the obtained composition according to each of the above evaluation methods. In addition, the brand name etc. of each component are the same as what was shown outside the Table 1 column.

表1及び2より、実施例で用いた抗しわ組成物は比較例で用いた組成物と比較して、抗しわ効果、ハリ感、すべり、なじみのいずれの評価項目においても優れていることが分かった。中でも(B)成分としてポリビニルピロリドンを使用した抗しわ組成物は、特に抗しわ効果、ハリ感に優れていることが明らかになった。   From Tables 1 and 2, the anti-wrinkle composition used in the examples is superior to the compositions used in the comparative examples in all evaluation items of anti-wrinkle effect, firmness, slippage, and familiarity. I understood. In particular, it was revealed that the anti-wrinkle composition using polyvinyl pyrrolidone as the component (B) is particularly excellent in anti-wrinkle effect and firmness.

Figure 2014227400
Figure 2014227400

Figure 2014227400
Figure 2014227400

実施例2:抗しわ組成物の配合及び性能評価(2)
実施例2−1
(A)成分:(メタクリル酸グリセリルアミドエチル/メタクリル酸ステアリル)コポリマー(分子量:40,000、m/n=60/40);1.0g、(B)成分:カルボキシメチルデキストランナトリウム;7.0g、(C)成分:1,3−ブチレングリコール;15.0g、(D)成分:グリセリン;15.0g、(E)成分:ステアリン酸スクロース;0.1g、水;61.9gを250mLのガラスビーカーにとり、70℃の温浴中にて30分間スターラー撹拌することにより、抗しわ組成物の水溶液100.0gを得た。この抗しわ組成物に関して、実施例1−1と同様に抗しわ効果の評価、ハリ感、すべり、なじみの評価を行った。結果を表3に示す。なお、(E)成分の商品名等は表3欄外に示す。また、(E)成分以外の各成分の商品名等は表1欄外に示したものと同じである。
Example 2: Formulation and performance evaluation of anti-wrinkle composition (2)
Example 2-1
(A) component: (glyceryl amidoethyl methacrylate / stearyl methacrylate) copolymer (molecular weight: 40,000, m / n = 60/40); 1.0 g, (B) component: sodium carboxymethyl dextran; 7.0 g (C) component: 1,3-butylene glycol; 15.0 g, (D) component: glycerin; 15.0 g, (E) component: sucrose stearate; 0.1 g, water; 61.9 g of 250 mL glass Taking in a beaker and stirring with a stirrer for 30 minutes in a warm bath at 70 ° C., 100.0 g of an aqueous solution of the anti-wrinkle composition was obtained. With respect to this anti-wrinkle composition, evaluation of anti-wrinkle effect, firmness, slippage, and familiarity were performed in the same manner as in Example 1-1. The results are shown in Table 3. In addition, the brand name etc. of (E) component are shown outside Table 3. Moreover, the brand name etc. of each component other than (E) component are the same as what was shown outside the Table 1 column.

実施例2−2〜2−7
(E)成分として表3に示す各原料を用いた以外は、実施例2−1と同様な方法にて各抗しわ組成物の水溶液を作製した。得られた抗しわ組成物について、上記の各評価方法に準じて測定した結果を表3に示す。
Examples 2-2 to 2-7
(E) Except having used each raw material shown in Table 3 as a component, the aqueous solution of each anti-wrinkle composition was produced by the method similar to Example 2-1. Table 3 shows the results obtained by measuring the obtained anti-wrinkle composition according to each of the above evaluation methods.

Figure 2014227400
Figure 2014227400

実施例3:化粧水の調製及び性能評価
実施例3−1〜3−18
表4の処方に従い、イの各成分を室温下にて溶解した。また、実施例1−1〜1−11、及び2−1〜2−7に示した各抗しわ組成物を含む、ロの各成分を60℃にて均一に溶解し、これをかき混ぜながらイの成分を加え、実施例3−1〜3−18の各化粧水を調製した。得られた各化粧水に関して下記に示す抗しわ効果の評価、並びにハリ感、すべり、及びなじみの評価を行った。結果を表4に示す。
Example 3: Preparation of lotion and performance evaluation Examples 3-1 to 3-18
According to the formulation in Table 4, each component of A was dissolved at room temperature. Further, each component of B containing each anti-wrinkle composition shown in Examples 1-1 to 1-11 and 2-1 to 2-7 was uniformly dissolved at 60 ° C. Each of the lotions of Examples 3-1 to 3-18 was prepared. With respect to each obtained lotion, the following anti-wrinkle effects were evaluated, as well as evaluation of firmness, slippage, and familiarity. The results are shown in Table 4.

<抗しわ効果の評価>
35〜65歳の女性20人を対象として、各被験者の顔面の半分に、作製した化粧水を塗布し、実施例1−1と同様にレプリカの採取、解析を実施した。
<ハリ感の評価>
35〜65歳の女性20人を対象として、作製した化粧水塗布前後の肌のハリの状態を実施例1−1と同様に評価した。
<すべり、なじみの評価>
35〜65歳の女性20人を対象として、作製した化粧水塗布時のすべり、肌のなじみについて実施例1−1と同様に評価した。
<Evaluation of anti-wrinkle effect>
For 20 women aged 35 to 65 years old, the prepared lotion was applied to half of the face of each subject, and replicas were collected and analyzed in the same manner as in Example 1-1.
<Evaluation of elasticity>
For 20 women aged 35 to 65 years old, the firmness of the skin before and after the applied lotion was evaluated in the same manner as in Example 1-1.
<Evaluation of slip and familiarity>
20 females aged 35 to 65 years old were evaluated in the same manner as in Example 1-1 on the slippage and familiarity of the skin applied.

比較例3−1〜3−10
表5の処方に従い、比較例1−1〜1−10に示した各組成物を含む比較例3−1〜3−10の各化粧水を実施例3と同様に調製した。得られた各化粧水に関して実施例3と同様に性能評価試験を実施した。結果を表5に示す。
Comparative Examples 3-1 to 3-10
Each lotion of Comparative Examples 3-1 to 3-10 containing each composition shown in Comparative Examples 1-1 to 1-10 was prepared in the same manner as Example 3 according to the formulation of Table 5. A performance evaluation test was conducted in the same manner as in Example 3 for each obtained lotion. The results are shown in Table 5.

Figure 2014227400
Figure 2014227400

Figure 2014227400
Figure 2014227400

実施例4:クリームの調製及び性能評価
実施例4−1〜4−18
表6の処方に従い、イの各成分を70℃にて均一に溶解した。また、実施例1−1〜1−11、及び2−1〜2−7に示した各抗しわ組成物を含む、ロの各成分を70℃にて均一に溶解し、イを徐々に加えて予備乳化した。70℃に温度を保ちながらホモミキサーにて均一に乳化した。これをかき混ぜながら冷却し、実施例4−1〜4−18の各クリームを調製した。得られた各クリームに関して実施例3と同様に性能評価試験を実施した。
Example 4: Preparation of cream and performance evaluation Examples 4-1 to 4-18
According to the formulation in Table 6, each component of A was uniformly dissolved at 70 ° C. Moreover, each component of (b) containing each anti-wrinkle composition shown in Examples 1-1 to 1-11 and 2-1 to 2-7 is uniformly dissolved at 70 ° C., and a) is gradually added. And pre-emulsified. While maintaining the temperature at 70 ° C., the mixture was uniformly emulsified with a homomixer. The mixture was cooled while stirring to prepare each cream of Examples 4-1 to 4-18. A performance evaluation test was performed on each of the obtained creams in the same manner as in Example 3.

比較例4−1〜4−10
表7の処方に従い、比較例1−1〜1−10に示した各組成物を含む比較例4−1〜4−10の各クリームを実施例4と同様に調製した。得られた各クリームに関して実施例3と同様に性能評価試験を実施した。結果を表7に示す。
Comparative Examples 4-1 to 4-10
Each cream of Comparative Examples 4-1 to 4-10 containing each composition shown in Comparative Examples 1-1 to 1-10 was prepared in the same manner as Example 4 according to the formulation of Table 7. A performance evaluation test was performed on each of the obtained creams in the same manner as in Example 3. The results are shown in Table 7.

Figure 2014227400
Figure 2014227400

Figure 2014227400
Figure 2014227400

表4〜表7より、本発明の各実施例の化粧料は、各比較例の組成物を用いた化粧料と比較して、抗しわ効果、ハリ感、すべり、なじみのいずれの評価項目においても優れていることが分かった。中でもポリビニルピロリドンを使用した抗しわ組成物配合化粧料は、特に抗しわ効果、ハリ感に優れていることが明らかになった。   From Tables 4 to 7, the cosmetics of each example of the present invention were compared with the cosmetics using the compositions of the comparative examples in any evaluation items of anti-wrinkle effect, firmness, slippage, and familiarity. Was also found to be excellent. In particular, it was revealed that the anti-wrinkle composition-containing cosmetic using polyvinylpyrrolidone is particularly excellent in anti-wrinkle effect and elasticity.

Claims (3)

(A)式(1)で表される重量平均分子量5,000〜500,000の高分子化合物、
(B)カルボキシメチルデキストランナトリウム、ヒドロキシプロピルデンプン、コーンスターチ、デキストリン、及びポリビニルピロリドンから選択される1種以上の水溶性高分子化合物、
(C)1,3−ブチレングリコール、及び
(D)グリセリン、を含有し、
前記(A)1質量部に対して、前記(B)が1〜20質量部、前記(C)が5〜30質量部、及び前記(D)が5〜30質量部である、
抗しわ組成物。
Figure 2014227400

(m、nは構成単位のモル比を示すための数字であり、モル比でm/n=65/35〜55/45である。)
(A) a polymer compound having a weight average molecular weight of 5,000 to 500,000 represented by formula (1),
(B) one or more water-soluble polymer compounds selected from sodium carboxymethyldextran, hydroxypropyl starch, corn starch, dextrin, and polyvinylpyrrolidone,
(C) 1,3-butylene glycol, and (D) glycerin,
The (B) is 1 to 20 parts by mass, the (C) is 5 to 30 parts by mass, and the (D) is 5 to 30 parts by mass with respect to 1 part by mass of the (A).
Anti-wrinkle composition.
Figure 2014227400

(M and n are numbers for indicating the molar ratio of structural units, and the molar ratio is m / n = 65/35 to 55/45.)
前記(A)1質量部に対して、(E)ステアリン酸スクロース、オクテニルコハク酸デキストリンナトリウム、及びオクテニルコハク酸デキストリントリエタノールアミンから選択される1種以上の界面活性剤を0.01〜5質量部含有する、
請求項1記載の抗しわ組成物。
0.01 to 5 parts by mass of one or more surfactants selected from (E) sucrose stearate, sodium dextrin octenyl succinate and dextrin octenyl succinate with respect to 1 part by mass of (A) To
The anti-wrinkle composition according to claim 1.
請求項1又は2記載の抗しわ組成物を0.01〜30質量%含有することを特徴とする化粧料。   A cosmetic comprising 0.01 to 30% by mass of the anti-wrinkle composition according to claim 1 or 2.
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