JP2949442B2 - Emulsified cosmetic - Google Patents

Emulsified cosmetic

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Publication number
JP2949442B2
JP2949442B2 JP11154690A JP11154690A JP2949442B2 JP 2949442 B2 JP2949442 B2 JP 2949442B2 JP 11154690 A JP11154690 A JP 11154690A JP 11154690 A JP11154690 A JP 11154690A JP 2949442 B2 JP2949442 B2 JP 2949442B2
Authority
JP
Japan
Prior art keywords
kojic acid
acid
present
emulsified cosmetic
stability
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired - Lifetime
Application number
JP11154690A
Other languages
Japanese (ja)
Other versions
JPH049310A (en
Inventor
広子 薗頭
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
KOOSEE KK
Sansho Pharmaceutical Co Ltd
Original Assignee
KOOSEE KK
Sansho Pharmaceutical Co Ltd
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by KOOSEE KK, Sansho Pharmaceutical Co Ltd filed Critical KOOSEE KK
Priority to JP11154690A priority Critical patent/JP2949442B2/en
Publication of JPH049310A publication Critical patent/JPH049310A/en
Application granted granted Critical
Publication of JP2949442B2 publication Critical patent/JP2949442B2/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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Description

【発明の詳細な説明】 [産業上の利用分野] 本発明は、コウジ酸を安定に含有し、乳化安定性が良
好で、肌効果及び美白効果に優れる乳化化粧料に関す
る。
Description: TECHNICAL FIELD The present invention relates to an emulsified cosmetic which contains kojic acid stably, has good emulsion stability, and is excellent in skin effect and whitening effect.

[従来の技術] コウジ酸及びその誘導体は、メラニン生成抑制作用を
有し、優れた美白効果を有することが知られている(特
開昭53−18739号公報,特開昭56−7776号公報,特開昭5
6−79616号公報,特開昭59−33207号公報等)。
[Prior Art] Kojic acid and its derivatives are known to have an inhibitory effect on melanin production and have an excellent whitening effect (JP-A-53-18739, JP-A-56-7776). , JP 5
6-79616, JP-A-59-33207, etc.).

しかしながら、コウジ酸は非常に不安定な物質であ
り、光、空気、金属イオン、pH等の影響により、分解、
着色等が生じることが知られている。このうち、pHに関
しては、コウジ酸はアルカリ性下では速やかに、また中
性下でも徐々に分解することから、コウジ酸を化粧料に
配合する場合、化粧料のpHを酸性側に調整する必要があ
った。
However, kojic acid is a very unstable substance, which decomposes under the influence of light, air, metal ions, pH, etc.
It is known that coloring or the like occurs. Of these, kojic acid quickly decomposes under alkaline conditions and gradually decomposes under neutral conditions.Therefore, when kojic acid is incorporated into cosmetics, it is necessary to adjust the pH of the cosmetics to the acidic side. there were.

[発明が解決しようとする課題] 従来、乳化化粧料においては、乳化力、安全性等の点
から、乳化剤としては主としてアニオン性界面活性剤又
は非イオン性界面活性剤が使用されている。しかしなが
ら、コウジ酸の安定な酸性領域においては、アニオン性
界面活性剤では分離・凝集等を生じ乳化安定性に問題が
あり、また非イオン性界面活性剤では乳化安定性は良好
であるが、アニオン性界面活性剤と比較して乳化力が十
分ではなく、また用いる油剤の極性との関係でHLBの調
整をする必要があり、更に柔らかさ、なめらかさ、しっ
とり感等の肌効果が十分ではないなどの問題があった。
[Problems to be Solved by the Invention] Conventionally, in emulsified cosmetics, anionic surfactants or nonionic surfactants are mainly used as emulsifiers in view of emulsifying power, safety and the like. However, in the stable acidic region of kojic acid, anionic surfactants cause separation / aggregation, etc., and have a problem in emulsion stability, and nonionic surfactants have good emulsion stability, but anionic surfactants have good emulsion stability. The emulsifying power is not enough compared with the surfactant, and it is necessary to adjust the HLB in relation to the polarity of the oil used, and the skin effects such as softness, smoothness, and moist feeling are not sufficient. There was such a problem.

[課題を解決するための手段] かかる実情において、本発明者は上記課題を解決せん
と鋭意研究を行なった結果、乳化剤としてN−長鎖アシ
ルメチルタウリン塩を用いることにより、肌効果及び酸
性下における乳化安定性が良好なコウジ酸含有の乳化化
粧料が得られることを見出し、本発明を完成した。
[Means for Solving the Problems] Under such circumstances, the present inventors have conducted intensive studies to solve the above problems, and as a result, by using an N-long-chain acylmethyltaurine salt as an emulsifier, the skin effect and acidity were reduced. The present inventors have found that a kojic acid-containing emulsified cosmetic having good emulsion stability can be obtained, and completed the present invention.

すなわち本発明は、コウジ酸及び/又はその誘導体
と、乳化剤としてN−長鎖アシルメチルタウリン塩とを
含有し、かつpHが3.0〜5.5であることを特徴とする非洗
浄用乳化化粧料を提供するものである。
That is, the present invention provides a non-washing emulsified cosmetic comprising kojic acid and / or a derivative thereof, and an N-long-chain acylmethyltaurine salt as an emulsifier, and having a pH of 3.0 to 5.5. Is what you do.

本発明に用いられるコウジ酸又はその誘導体は、次の
一般式(I) (式中、R1及びR2は、同一でも異なってもよく、水素原
子又は炭素数3〜22のアシル基もしくはアルキル基を示
す。) で表わされるものである。
Kojic acid or a derivative thereof used in the present invention has the following general formula (I) (In the formula, R 1 and R 2 may be the same or different and each represent a hydrogen atom or an acyl group or an alkyl group having 3 to 22 carbon atoms.)

コウジ酸は、アスペルギルス属、ペニシリウム属、ア
セトバクター属等の微生物による発酵生成物から抽出、
精製したものでも、精製工程を省いた抽出物のままのも
のでもよく、更に、合成によって得られたものでもよ
い。
Kojic acid is extracted from fermentation products of microorganisms such as Aspergillus, Penicillium and Acetobacter,
It may be a purified product, an extract without a purification step, or a product obtained by synthesis.

また、コウジ酸誘導体としては、上記コウジ酸から合
成されるものが使用でき、例えばコウジ酸モノブチレー
ト、コウジ酸モノカプレート、コウジ酸モノパルミテー
ト、コウジ酸モノステアレート、コウジ酸モノシンナメ
ート、コウジ酸モノベンゾエート等のモノエステル;コ
ウジ酸ジブチレート、コウジ酸ジパルミテート、コウジ
酸ジステアレート、コウジ酸ジオレエート等のジエステ
ルなどが挙げられる。
As the kojic acid derivative, those synthesized from the above-mentioned kojic acid can be used.For example, kojic acid monobutyrate, kojic acid monocaprate, kojic acid monopalmitate, kojic acid monostearate, kojic acid monocinnamate, kojic acid Monoesters such as monobenzoate; diesters such as kojic acid dibutyrate, kojic acid dipalmitate, kojic acid distearate, kojic acid dioleate and the like.

これらのコウジ酸及びその誘導体は、単独で、又は二
種以上を組み合わせて用いることができ、また、製品の
経時安定性等の点から、全組成中に0.0001〜5.0重量%
(以下、単に%で示す)、特に0.01〜3.0%配合するの
が好ましい。
These kojic acid and derivatives thereof can be used alone or in combination of two or more. In view of the stability over time of the product, 0.0001 to 5.0% by weight in the total composition.
(Hereinafter simply indicated by%), particularly preferably 0.01 to 3.0%.

本発明に使用されるN−長鎖アシルメチルタウリン塩
は、脂肪酸とN−メチルタウリン塩との縮合物で、アミ
ドスルホネート型アニオン界面活性剤であり、人や動物
の胆汁中に存在する生体内界面活性剤であるタウロコー
ル酸と類似した構造をもっている安全性の高いものであ
る。
The N-long-chain acylmethyltaurine salt used in the present invention is a condensate of a fatty acid and an N-methyltaurine salt, is an amide sulfonate-type anionic surfactant, and is used in vivo in human or animal bile. It is highly safe and has a structure similar to that of the surfactant, taurocholic acid.

ここで、長鎖アシル基としては、炭素数12〜26の基
が、特にラウロイル基、ミリストイル基、パルミトイル
基、ステアロイル基等が好ましい。また、塩としては、
例えばトリエタノールアミン、水酸化ナトリウム、水酸
化カリウム、アルギニン、リジン、ヒスチジン、オルニ
チン、オキシリジン等の塩基による塩が挙げられる。こ
れらのうち塩基性アミノ酸は、D−体、L−体、DL−体
の別を問わず使用できる。
Here, the long-chain acyl group is preferably a group having 12 to 26 carbon atoms, particularly preferably a lauroyl group, a myristoyl group, a palmitoyl group, a stearoyl group, or the like. Also, as the salt,
For example, salts with bases such as triethanolamine, sodium hydroxide, potassium hydroxide, arginine, lysine, histidine, ornithine, oxylysine and the like can be mentioned. Among these, basic amino acids can be used irrespective of D-form, L-form and DL-form.

N−長鎖アシルメチルタウリン塩は、単独で、または
二種以上を組み合わせて使用することができ、また、乳
化安定性、肌効果等の点から、全組成中に0.05〜10.0
%、特に0.05〜5.0%配合するのが好ましい。
The N-long-chain acylmethyltaurine salt can be used alone or in combination of two or more.Moreover, from the viewpoint of emulsion stability, skin effect, etc., 0.05 to 10.0 in the total composition.
%, Particularly preferably 0.05 to 5.0%.

本発明に用いられる油相成分としては、通常の化粧料
に使用されるものであれば特に限定されず、動物油、植
物油、合成油のいずれでも使用することができる。具体
的には、オリーブ油、ヒマシ油、ホホバ油等の植物油;
ミツロウ、ラノリン、キャンデリラワックス、木ロウ、
パラフィンワックス等のワックス類;流動パラフィン、
スクワラン、ワセリン等の炭化水素;セタノール、ステ
アリルアルコール、ベヘニルアルコール等の高級アルコ
ール;その他のエステル油、シリコーン油等が挙げられ
る。これら油相成分は、全組成中に0.1〜50%配合する
のが好ましい。
The oil phase component used in the present invention is not particularly limited as long as it is used in ordinary cosmetics, and any of animal oils, vegetable oils, and synthetic oils can be used. Specifically, vegetable oils such as olive oil, castor oil and jojoba oil;
Beeswax, lanolin, candelilla wax, wood wax,
Waxes such as paraffin wax; liquid paraffin,
Hydrocarbons such as squalane and petrolatum; higher alcohols such as cetanol, stearyl alcohol and behenyl alcohol; and other ester oils and silicone oils. These oil phase components are preferably blended in an amount of 0.1 to 50% in the whole composition.

また、水は、全組成中に10〜95%配合するのが好まし
い。
Further, it is preferable that water is mixed in an amount of 10 to 95% in the whole composition.

本発明の乳化化粧料は、通常の乳化化粧料の製造法に
従って製造することができるが、コウジ酸又はその誘導
体の経時安定性の点及び安全性の点から、pHを3.0〜5.
5、好ましくは3.5〜4.5の範囲に調整することが必要で
ある。かかるpHの調整は、クエン酸、コハク酸、乳酸、
dl−リンゴ酸、ピロリドンカルボン酸等の有機酸又はこ
れらの塩を用いて行なうのが好ましい。
The emulsified cosmetic of the present invention can be produced according to a usual method for producing an emulsified cosmetic.However, from the viewpoint of stability over time and safety of kojic acid or a derivative thereof, the pH is 3.0 to 5.
It is necessary to adjust to 5, preferably in the range of 3.5 to 4.5. Such pH adjustments include citric acid, succinic acid, lactic acid,
It is preferable to use an organic acid such as dl-malic acid and pyrrolidone carboxylic acid or a salt thereof.

本発明の乳化化粧料には、前記の成分のほか、通常の
化粧料に用いられる成分、例えば低級アルコール;グリ
セリン、プロピレングリコール、1,3−ブチレングリコ
ール、ソルビトール等の多価アルコール;N−長鎖アシル
メチルタウリン塩以外の界面活性剤;粉体;保湿剤;増
粘剤;防腐剤;色素;酸化防止剤;紫外線吸収剤;香
料;キレート剤等を、本発明の効果を損なわない範囲で
配合することができる。
The emulsified cosmetic of the present invention includes, in addition to the above-mentioned components, components used in ordinary cosmetics, for example, lower alcohols; polyhydric alcohols such as glycerin, propylene glycol, 1,3-butylene glycol, and sorbitol; Surfactants other than chain acylmethyltaurine salts; powder; humectants; thickeners; preservatives; dyes; antioxidants; ultraviolet absorbers; fragrances; chelating agents and the like within a range that does not impair the effects of the present invention. Can be blended.

本発明の乳化化粧料は、例えばクリーム、乳液等とし
て好適に使用することができる。
The emulsified cosmetic of the present invention can be suitably used, for example, as a cream, an emulsion or the like.

[実施例] 以下、実施例を挙げて更に詳細に説明するが、本発明
はこれらに限定されるものではない。
EXAMPLES Hereinafter, the present invention will be described in more detail with reference to Examples, but the present invention is not limited thereto.

実施例1 クリーム: 第1表に示す組成のクリームを調製し、コウジ酸の経
時安定性、乳化安定性、肌効果及び美白効果を、下記方
法及び基準により評価した。この結果を第1表に示す。
Example 1 Cream: A cream having the composition shown in Table 1 was prepared, and the stability over time, the emulsion stability, the skin effect and the whitening effect of kojic acid were evaluated by the following methods and criteria. Table 1 shows the results.

(製法) A.(1)〜(4)を70℃にて加熱溶解する。(Production method) A. (1) to (4) are heated and dissolved at 70 ° C.

B.(5)〜(8)を70℃にて加熱溶解する。B. Heat and dissolve (5) to (8) at 70 ° C.

C.(9)〜(14)を70℃にて加熱溶解する。C. Heat and dissolve (9) to (14) at 70 ° C.

D.AにBを加えた後、Cを加えて乳化し、冷却してクリ
ームを得る。
After adding B to DA, add C to emulsify and cool to obtain a cream.

(評価) コウジ酸の経時安定性: 調製後、40℃で保管し、6ヵ月経過したものについ
て、コウジ酸の残存量を高速液体クロマトグラフィー
(HPLC)で定量した。
(Evaluation) Stability of kojic acid over time: After preparation, the kojic acid was stored at 40 ° C., and after 6 months, the remaining amount of kojic acid was quantified by high performance liquid chromatography (HPLC).

○:95%以上 △:90%以上95%未満 ×:90%未満 乳化安定性: 調製後、50℃で保管し、1日後及び1週間後の状態を
外観で評価した。
:: 95% or more △: 90% or more and less than 95% ×: less than 90% Emulsion stability: After preparation, the emulsion was stored at 50 ° C., and the state after one day and one week was evaluated by appearance.

○:変化なく良好 ×:分離、凝集あり 肌効果及び美白効果: 女性20名をパネルとし、本発明品1のクリームと、比
較品3又は4のクリームとを、洗顔後、就寝前に左右の
頬部にそれぞれ塗布し、2週間後、肌効果(柔らかさ、
なめらかさ又はしっとり感)及び美白効果について、相
対評価を行なった。
:: Good without change ×: Separation and coagulation Skin effect and whitening effect: 20 women were used as panels, and the cream of the present invention 1 and the cream of the comparative product 3 or 4 were washed left and right before going to bed after washing the face. Apply to each cheek, and after 2 weeks, skin effect (softness,
Smoothness or moistness) and whitening effect were evaluated relative to each other.

評価点 非常に良い ……4点 良い ……3点 普通 ……2点 悪い ……1点 非常に悪い ……0点 判定 平均点が3.0以上4.0以下 ……◎ 平均点が2.0以上3.0未満 ……○ 平均点が1.0以上2.0未満 ……△ 平均点が 0以上1.0未満 ……× 第1表に示す結果から明らかなごとく、本発明品1の
クリームはpH3.8であり、コウジ酸が安定に配合されて
おり、また乳化安定性、肌効果の点でも非常に優れてい
た。
Evaluation point Very good ... 4 points Good ... 3 points Normal ... 2 points Bad ... 1 point Very bad ... 0 points Judgment Average score is 3.0 or more and 4.0 or less ......... ◎ Average score is 2.0 or more and less than 3.0 ... … ○ Average score is 1.0 or more and less than 2.0 …… △ Average score is 0 or more and less than 1.0 …… × As is clear from the results shown in Table 1, the cream of the product 1 of the present invention had a pH of 3.8, stably blended kojic acid, and was extremely excellent in terms of emulsion stability and skin effect.

乳化剤としてアニオン性界面活性剤であるN−アシル
グルタミン酸ナトリウムを使用した場合には、pH6.0
(比較品1)においては、乳化安定性は良好であるがコ
ウジ酸の分解、着色が著しく、pH3.8(比較品2)にお
いては、コウジ酸は安定であるが乳化安定性が悪く、い
ずれも使用できないものであった。従って、これらにつ
いては肌効果及び美白効果の評価は行なわなかった。
When sodium N-acyl glutamate which is an anionic surfactant is used as an emulsifier, the pH is 6.0.
(Comparative product 1) had good emulsification stability but markedly degraded and colored kojic acid. At pH 3.8 (comparative product 2), kojic acid was stable but emulsification stability was poor. Could not be used. Therefore, evaluation of the skin effect and the whitening effect was not performed for these.

乳化剤として非イオン性の界面活性剤であるポリオキ
シエチレンセチルエーテルを使用した場合(比較品3)
には、pH3.8においても乳化安定性は良好であるが、肌
効果の点で不十分であった。
When polyoxyethylene cetyl ether which is a nonionic surfactant is used as an emulsifier (Comparative product 3)
Although the emulsion stability was good even at pH 3.8, the skin effect was insufficient.

また、コウジ酸を配合しない以外は本発明品1と同じ
組成の比較品4は、美白効果が得られず、また、肌効果
において本発明品1に比べ劣っていた。
The comparative product 4 having the same composition as the product 1 of the present invention except that no kojic acid was blended did not have a whitening effect and was inferior to the product 1 of the present invention in skin effect.

実施例2 乳液: (処方) (%) (1)N−ミリストイルメチルタウリンナトリウム 0.5 (2)グリセリン 10.0 (3)セスキオレイン酸ソルビタン 0.5 (4)セタノール 1.0 (5)スクワラン 3.0 (6)精製ホホバ油 2.0 (7)精製アボカド油 1.0 (8)ピロリドンカルボン酸 適量 (9)ピロリドンカルボン酸ナトリウム 適量 (10)精製水 残量 (11)コウジ酸 0.5 (12)防腐剤 0.1 (13)キサンタンガム 0.2 (14)プロピレングリコール 10.0 (製法) A.(1)、(2)、(8)〜(14)を70℃にて混合溶解
する。
Example 2 Emulsion: (Formulation) (%) (1) Sodium N-myristoylmethyltaurine 0.5 (2) Glycerin 10.0 (3) Sorbitan sesquioleate 0.5 (4) Cetanol 1.0 (5) Squalane 3.0 (6) Refined jojoba oil 2.0 (7) Refined avocado oil 1.0 (8) Suitable amount of pyrrolidone carboxylic acid (9) Suitable amount of sodium pyrrolidone carboxylate (10) Remaining amount of purified water (11) Kojic acid 0.5 (12) Preservative 0.1 (13) Xanthan gum 0.2 (14) Propylene glycol 10.0 (Production method) A. Mix and dissolve (1), (2), (8) to (14) at 70 ° C.

B.(3)〜(7)を70℃にて混合溶解する。B. Mix and dissolve (3) to (7) at 70 ° C.

C.AにBを加えて乳化し、冷却して乳液を得る。C. Add B to A, emulsify and cool to obtain an emulsion.

上記のごとくして得られた乳液は、pHが4.3であり、
コウジ酸が安定に配合されており、また乳化安定性に優
れ、肌効果及び美白効果にも優れていた。
The emulsion obtained as described above has a pH of 4.3,
Kojic acid was stably blended, was excellent in emulsion stability, and was excellent in skin effect and whitening effect.

[発明の効果] 以上のように、本発明の乳化化粧料は酸性下にコウジ
酸を安定に含有し、乳化安定性、肌効果及び美白効果に
優れた乳化化粧料である。
[Effects of the Invention] As described above, the emulsified cosmetic of the present invention is an emulsified cosmetic that contains kojic acid stably under acidic conditions and is excellent in emulsification stability, skin effect and whitening effect.

───────────────────────────────────────────────────── フロントページの続き (58)調査した分野(Int.Cl.6,DB名) A61K 7/00 ──────────────────────────────────────────────────続 き Continued on front page (58) Field surveyed (Int.Cl. 6 , DB name) A61K 7/00

Claims (1)

(57)【特許請求の範囲】(57) [Claims] 【請求項1】コウジ酸及び/又はその誘導剤と、乳化材
としてN−長鎖アシルメチルタウリン塩とを含有し、か
つpHが3.0〜5.5であることを特徴とする非洗浄用乳化化
粧料。
A non-washing emulsified cosmetic comprising kojic acid and / or a derivative thereof and an N-long-chain acylmethyltaurine salt as an emulsifier, and having a pH of 3.0 to 5.5. .
JP11154690A 1990-04-26 1990-04-26 Emulsified cosmetic Expired - Lifetime JP2949442B2 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP11154690A JP2949442B2 (en) 1990-04-26 1990-04-26 Emulsified cosmetic

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP11154690A JP2949442B2 (en) 1990-04-26 1990-04-26 Emulsified cosmetic

Publications (2)

Publication Number Publication Date
JPH049310A JPH049310A (en) 1992-01-14
JP2949442B2 true JP2949442B2 (en) 1999-09-13

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KR910000071B1 (en) * 1986-05-30 1991-01-19 미츠비시 덴키 가부시키가이샤 Switch
JP3403780B2 (en) * 1993-11-08 2003-05-06 相互薬工株式会社 Cosmetics
JP3461020B2 (en) * 1994-01-11 2003-10-27 三省製薬株式会社 External preparation for skin
JP3543603B2 (en) * 1998-02-12 2004-07-14 株式会社コーセー Emulsified cosmetic
JP2001002553A (en) * 1999-06-23 2001-01-09 Kose Corp Oil-in-water type emulsified cosmetic
JP2003267818A (en) * 2002-03-15 2003-09-25 Kose Corp Whitening cosmetic
JP3729789B2 (en) * 2002-03-26 2005-12-21 株式会社コーセー Oil-in-water emulsified cosmetic
JP2004123581A (en) * 2002-10-01 2004-04-22 Kose Corp Cosmetic
JP5761838B2 (en) * 2008-01-25 2015-08-12 株式会社 資生堂 Oil-in-water emulsified hair conditioner
JP6847728B2 (en) * 2017-03-24 2021-03-24 株式会社コーセー Topical skin or cosmetics

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