JPH1045557A - Antimicrobial and low-irritant cosmetic - Google Patents

Antimicrobial and low-irritant cosmetic

Info

Publication number
JPH1045557A
JPH1045557A JP8220610A JP22061096A JPH1045557A JP H1045557 A JPH1045557 A JP H1045557A JP 8220610 A JP8220610 A JP 8220610A JP 22061096 A JP22061096 A JP 22061096A JP H1045557 A JPH1045557 A JP H1045557A
Authority
JP
Japan
Prior art keywords
cosmetic
weight
skin
amino acid
basic amino
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.)
Granted
Application number
JP8220610A
Other languages
Japanese (ja)
Other versions
JP3568077B2 (en
Inventor
Atsuko Imahori
篤子 今堀
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.)
Noevir Co Ltd
Original Assignee
Noevir 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 Noevir Co Ltd filed Critical Noevir Co Ltd
Priority to JP22061096A priority Critical patent/JP3568077B2/en
Publication of JPH1045557A publication Critical patent/JPH1045557A/en
Application granted granted Critical
Publication of JP3568077B2 publication Critical patent/JP3568077B2/en
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

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Abstract

PROBLEM TO BE SOLVED: To enable the obtaining of a cosmetic, having antimicrobial actions and reduced in irritation and unpleasant feeling toward skin by including an N-long-chain acyl basic amino acid derivative and a crude drug therein. SOLUTION: This antimicrobial and low-irritant cosmetic comprises 0.001-0.5wt.% or more of an N-long-chain acyl basic amino acid represented by formulae I, II and III [RCO is a 6-20C fatty acid residue; X is NH2 , OCH3 , OC2 H5 , OC3 H7 , OC4 H9 or OCH2 C6 H5 ; (n) is 3 or 4] or its acid addition salt and 0.01-20wt.% of an extract or a pulverized substance of Sanguisorbae Radix which is a crude drug. The cosmetic is useful especially for a system containing a large amount of water or an oil-in-water type emulsion system in which the outer phases is the aqueous phase and can be prepared as a skin cosmetic, a makeup cosmetic, a cleaning cosmetic or a cosmetic for hair. Sufficient antimicrobial actions can be manifested at a low concentration by including the compound represented by formulae I, II and III and the irritation and sensitizing properties to the skin and an unpleasant feeling such as a sharply stabbing pain, a tingling pain or a prickling pain caused when using the cosmetic can remarkably be reduced by using the crude drug in combination.

Description

【発明の詳細な説明】DETAILED DESCRIPTION OF THE INVENTION

【0001】[0001]

【産業上の利用分野】この発明は、優れた抗菌性を有
し、細菌,カビなどの微生物により汚染されることのな
い、安定で且つ皮膚に対する刺激性の低い化粧料に関す
る。さらに詳しくは、N-長鎖アシル塩基性アミノ酸誘導
体及びその酸付加塩の1種又は2種以上と、生薬の一種
である地楡の抽出物又は粉砕物を併用してなる抗菌性の
高い低刺激化粧料に関する。
BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a cosmetic composition which has excellent antibacterial properties, is not contaminated by microorganisms such as bacteria and mold, is stable and has low skin irritation. More specifically, a low antibacterial activity obtained by using one or more of N-long-chain acyl-basic amino acid derivatives and acid addition salts thereof in combination with an extract or pulverized product of Jiyu, a kind of crude drug. Regarding stimulating cosmetics.

【0002】[0002]

【従来の技術】従来、化粧水,乳液,クリーム等、水を
含有する化粧料においては、製造時及び使用時における
細菌,カビ等の微生物の混入による変質を防止するた
め、種々の防腐防黴剤が使用されてきた。かかる防腐剤
としては、イソプロピルメチルフェノール,パラオキシ
安息香酸エステル,フェノキシエタノール,ヒノキチオ
ール等のフェノール類、安息香酸及びその塩,サリチル
酸及びその塩,デヒドロ酢酸及びその塩,ソルビン酸及
びその塩等の酸類、塩化ベンザルコニウム,塩化ベンゼ
トニウム,塩化アルキルトリメチルアンモニウム等の第
4級アンモニウム類、塩酸アルキルアミノエチルグリシ
ン,塩化ステアリルヒドロキシエチルベタインナトリウ
ム等の両性界面活性剤、感光素等が用いられている。
2. Description of the Related Art Conventionally, water-containing cosmetics such as lotions, milky lotions and creams have various antiseptic and mildew-proofing agents in order to prevent deterioration due to contamination of microorganisms such as bacteria and molds during production and use. Agents have been used. Examples of such preservatives include phenols such as isopropylmethylphenol, paraoxybenzoate, phenoxyethanol and hinokitiol; benzoic acid and its salts; salicylic acid and its salts; dehydroacetic acid and its salts; sorbic acid and its salts; Quaternary ammoniums such as benzalkonium, benzethonium chloride and alkyltrimethylammonium chloride, amphoteric surfactants such as alkylaminoethylglycine hydrochloride and sodium stearylhydroxyethylbetaine chloride, and photosensitizers are used.

【0003】しかし、上記の防腐防黴剤には皮膚に対す
る一次刺激性,感作性或いは光感作性の報告されている
ものが多く、安全性の面から化粧品原料基準において配
合量が規制されており、実際に有効な抗菌活性を示す量
を配合できないことが多い。さらに、皮膚に対して発
赤,発疹,浮腫といった刺激或いは感作反応を示さなく
ても、化粧料を使用する際に刺すような痛みやヒリヒリ
する感じ又はチクチクする感じといった不快感を与える
ことも知られている。また、化粧料の基剤や他の配合成
分との相互作用により、充分な抗菌活性を示さない場合
もある。
However, many of the above-mentioned preservatives and fungicides have been reported to have primary irritation, sensitization or photosensitization to the skin, and the amount of the preservative and fungicide is regulated based on the standard of cosmetic raw materials from the viewpoint of safety. In many cases, it is not possible to add an amount that actually shows effective antibacterial activity. Furthermore, it is known that even if the skin does not show a stimulating or sensitizing reaction such as redness, rash, or edema, it may cause discomfort such as stinging, tingling or tingling when using the cosmetic. Have been. In addition, due to the interaction with the base of the cosmetic or other compounding components, there may be cases where sufficient antibacterial activity is not exhibited.

【0004】例えば、イソプロピルメチルフェノール,
パラオキシ安息香酸エステル,ソルビン酸などの油溶性
防腐防黴剤は、高分子増粘剤や粉体を含む化粧料に配合
した場合、吸着などにより抗菌活性が低下する。また、
界面活性剤を含有する化粧料においては、界面活性剤ミ
セルへの取り込みによりやはり抗菌活性の低下が見られ
る。かといって、充分な抗菌活性を期待して多量を配合
すると、低温での結晶析出等、製品の安定性上の問題が
生じる。
For example, isopropylmethylphenol,
When oil-soluble preservatives and fungicides such as paraoxybenzoate and sorbic acid are added to cosmetics containing a polymer thickener or powder, the antibacterial activity is reduced due to adsorption or the like. Also,
In cosmetics containing a surfactant, the antibacterial activity is also decreased due to incorporation into the surfactant micelle. On the other hand, if a large amount is blended in anticipation of sufficient antibacterial activity, problems such as crystal precipitation at low temperatures and the like arise in product stability.

【0005】また、安息香酸塩,サリチル酸塩,デヒド
ロ酢酸塩等の水溶性防腐防黴剤は、化粧料のpHが弱酸
性でないと有効ではなく、酸性下にて使用する場合であ
っても、酸性が強くなるに従い水に対する溶解度が低下
し、結晶の析出を来すことがある。
[0005] Water-soluble preservatives and fungicides such as benzoate, salicylate and dehydroacetate are not effective unless the pH of the cosmetic is weakly acidic. As the acidity increases, the solubility in water decreases, and crystals may precipitate.

【0006】さらに、第4級アンモニウム類や両性界面
活性剤については、皮膚刺激性,願粘膜刺激性が認めら
れたり、発泡しやすい,酸性側で抗菌活性が低下する,
陰イオン性物質との相互作用などの実使用上の問題があ
る。一方、親水性の陽イオン性界面活性剤として汎用さ
れるN-長鎖アシル塩基性アミノ酸誘導体及びその酸付加
塩は、殺菌性洗浄剤として古くから知られており(特公
昭51−5413)、それらの一種であるN-ココイル-L
-アルギニンエチルエステル-DL-ピロリドンカルボン酸
塩は、「CAE」の商品名で市販されているが、化粧料
のように多種類の原料を含有する複雑な系では、配合し
た濃度に対して期待したとおりの抗菌効果が得られず、
十分な抗菌作用を示すまで増量した場合には安定性が低
下するという問題があった。
Further, regarding quaternary ammonium compounds and amphoteric surfactants, skin irritation and mucous membrane stimulation are observed, foaming tends to occur, and antibacterial activity decreases on the acidic side.
There are practical problems such as interaction with anionic substances. On the other hand, N-long chain acyl basic amino acid derivatives and acid addition salts thereof, which are commonly used as hydrophilic cationic surfactants, have long been known as bactericidal detergents (Japanese Patent Publication No. 51-5413). One of them is N-Cocoil-L
-Arginine ethyl ester-DL-pyrrolidone carboxylate is marketed under the trade name "CAE". However, in complex systems containing many types of raw materials such as cosmetics, the expected concentration of the compound is expected. Antibacterial effect is not obtained as expected,
When the amount was increased until a sufficient antibacterial action was exhibited, there was a problem that stability decreased.

【0007】[0007]

【発明が解決しようとする課題】従って、本発明におい
ては、化粧料基剤や他の配合成分により抗菌活性が低下
することなく、有効な抗菌作用を示し、且つ可能な限り
防腐防黴剤の配合量を少なくして、皮膚に対し一次刺激
性や感作性を示さないだけでなく、化粧料使用時の刺す
ような痛みやヒリヒリ感,チクチク感といった不快感を
も与えない化粧料を得ることを目的とした。
Accordingly, in the present invention, an effective antibacterial action is exhibited without deteriorating the antibacterial activity by the cosmetic base or other compounding components, and the antiseptic and fungicide is used as much as possible. The amount of the compound is reduced to obtain a cosmetic that not only shows no primary irritation or sensitization to the skin, but also does not cause discomfort such as stinging pain, tingling or tingling when using the cosmetic. It was intended.

【0008】[0008]

【課題を解決するための手段】上記課題を解決するた
め、安定性が高く、皮膚に対する刺激性の低い防腐防黴
系を検討した結果、N-長鎖アシル塩基性アミノ酸誘導体
及びその酸付加塩の1種又は2種以上と、生薬の一種で
ある地楡の抽出物又は粉砕物を併用して配合することに
より、相乗的に抗菌活性が向上するばかりか、皮膚に対
する刺激性や不快感が著しく低減することを見い出し、
本発明を完成するに至った。
[Means for Solving the Problems] In order to solve the above problems, as a result of studying an antiseptic / fungal system having high stability and low irritation to the skin, N-long chain acyl basic amino acid derivative and its acid addition salt By combining one or more of the above with an extract or pulverized product of Jiyu, which is a kind of crude drug, not only synergistically improves antibacterial activity, but also increases irritation and discomfort to the skin Found a significant reduction,
The present invention has been completed.

【0009】N-長鎖アシル塩基性アミノ酸誘導体及びそ
の酸付加塩としては、次の一般式(1),一般式(2)
及び一般式(3)で示されるものより、1種又は2種以
上を選択して用いる。
The N-long-chain acyl basic amino acid derivatives and acid addition salts thereof are represented by the following general formulas (1) and (2)
And one or more selected from those represented by the general formula (3).

【化1】Embedded image

【化2】[Chemical 2]

【化3】(但し、一般式(1)〜一般式(3)中、RC
Oは炭素数6〜20の飽和又は不飽和脂肪酸残基、Xは
-NH2,-OCH3,-OC25,-OC37,-OC49
又は-OCH265を示し、一般式(2)中、nは3又
は4を示す。)
(Wherein, in the general formulas (1) to (3), RC
O is a saturated or unsaturated fatty acid residue having 6 to 20 carbon atoms, and X is
-NH 2, -OCH 3, -OC 2 H 5, -OC 3 H 7, -OC 4 H 9
Or shows a -OCH 2 C 6 H 5, in general formula (2), n represents 3 or 4. )

【0010】例えば、N-カプロイル-L-アルギニンメチ
ルエステル塩酸塩,N-ラウロイル-L-アルギニンエチル
エステル-DL-ピロリドンカルボン酸塩,N-パルミトイル
-L-アルギニンエチルエステル塩酸塩,N-ココイル-L-ア
ルギニンエチルエステル-DL-ピロリドンカルボン酸塩,
N-カプロイル-L-リジンメチルエステル塩酸塩,N-ラウ
ロイル-L-リジンエチルエステル-DL-ピロリドンカルボ
ン酸塩,N-ミリストイル-L-リジンプロピルエステル塩
酸塩,N-ステアロイル-L-ヒスチジンメチルエステル塩
酸塩,N-オレオイル-L-ヒスチジンエチルエステル-DL-
ピロリドンカルボン酸塩などが例示される。
For example, N-caproyl-L-arginine methyl ester hydrochloride, N-lauroyl-L-arginine ethyl ester-DL-pyrrolidonecarboxylate, N-palmitoyl
-L-arginine ethyl ester hydrochloride, N-cocoyl-L-arginine ethyl ester-DL-pyrrolidone carboxylate,
N-caproyl-L-lysine methyl ester hydrochloride, N-lauroyl-L-lysine ethyl ester-DL-pyrrolidone carboxylate, N-myristoyl-L-lysine propyl ester hydrochloride, N-stearoyl-L-histidine methyl ester Hydrochloride, N-oleoyl-L-histidine ethyl ester-DL-
Examples thereof include pyrrolidone carboxylate.

【0011】これらN-長鎖アシル塩基性アミノ酸誘導体
及びその酸付加塩の1種又は2種以上は、通常0.01
〜0.5重量%で抗菌活性を示すが、化粧料のような複
雑な系に添加した場合には、十分な抗菌作用が認められ
ないことが多い。しかし、本発明においては相乗的な抗
菌活性の増強が認められ、0.001〜0.2重量%程
度の低濃度で十分な抗菌作用を示す。
One or more of these N-long chain acyl basic amino acid derivatives and acid addition salts thereof are usually added in an amount of 0.01
The antibacterial activity is exhibited at 0.5% by weight, but when added to a complex system such as a cosmetic, a sufficient antibacterial effect is often not observed. However, in the present invention, synergistic enhancement of antibacterial activity is recognized, and a sufficient concentration of antibacterial action is exhibited at a low concentration of about 0.001 to 0.2% by weight.

【0012】本発明において、N-長鎖アシル塩基性アミ
ノ酸誘導体及びその酸付加塩と併用する生薬の一種であ
る地楡は、バラ科ワレモコウ(Sanguisorba officinali
s L.、Sanguisorba tenuifolia Fisch et Link、Sangui
sorba applanataSanguisorba alpina)の根及び根茎
で、止血収れん剤として古くから利用されてきた。ワレ
モコウには、ヒアルロニダーゼ失活効果(特開平2−1
1520)及び抗プラスミン効果(特開平1−6141
5)がすでに知られている。
[0012] In the present invention, Ji, which is one of the crude drugs used in combination with the N-long-chain acyl basic amino acid derivative and its acid addition salt, is the Sanguisorba officinali.
s L., Sanguisorba tenuifolia Fisch et Link, Sangui
sorba applanata ( Sanguisorba alpina ) roots and rhizomes, which have long been used as hemostatic astringents. Waremokou has a hyaluronidase inactivating effect (Japanese Unexamined Patent Publication No.
1520) and antiplasmin effect (JP-A-1-6141)
5) is already known.

【0013】地楡は化粧料の剤型に応じて粉砕物をその
まま用いてもよいが、溶媒で抽出したものを用いてもよ
い。これらの生薬及び植物の抽出物を得る溶媒として
は、水,エタノール,1,3-ブチレングリコール,プロピ
レングリコール,グリセリン,ジグリセリンから選ばれ
る1種又は2種以上が好ましい。抽出の際の地楡と溶媒
との比率は特に限定されるものではないが、地楡1に対
して溶媒2〜1000重量倍、特に抽出操作、効率の点
で5〜100重量倍が好ましい。また、抽出温度は室温
−常圧下で、溶剤の沸点以下の範囲とするのが便利であ
り、抽出時間は抽出温度などによって異なるが、2時間
〜2週間の範囲とするのが好ましい。
[0013] The ground may be used as it is, depending on the formulation of the cosmetic, but may be used as it is extracted with a solvent. As a solvent for obtaining these crude drugs and plant extracts, one or more selected from water, ethanol, 1,3-butylene glycol, propylene glycol, glycerin and diglycerin are preferable. The ratio of the soil and the solvent at the time of extraction is not particularly limited, but the solvent is preferably 2 to 1000 times by weight of the soil, especially 5 to 100 times by weight in view of the extraction operation and efficiency. Further, the extraction temperature is conveniently in the range of room temperature-normal pressure or lower than the boiling point of the solvent, and the extraction time is preferably in the range of 2 hours to 2 weeks, although it varies depending on the extraction temperature and the like.

【0014】また、このようにして得られた地楡抽出物
は、抽出物をそのまま用いることもでき、また防腐防黴
作用を失わない範囲内で脱臭,精製等の操作を加えてか
ら配合することもでき、さらにはカラムクロマトグラフ
ィー等を用いて分画物としてもよい。さらに、これらの
抽出物や脱臭,精製物、分画物は、これらから溶媒を除
去することによって乾燥物とすることもでき、さらにア
ルコールなどの溶媒に可溶化した形態、或いは乳剤の形
態で提供することができる。配合量は、0.01〜2
0.0重量%が適当である。
In addition, the thus-obtained ground beetroot extract can be used as it is, or it is blended after deodorizing, refining and other operations within a range that does not impair the antiseptic / antifungal action. Alternatively, a fraction may be obtained using column chromatography or the like. Furthermore, these extracts, deodorized and purified products, and fractionated products can also be made into dried products by removing the solvent from them, and further provided in the form of being solubilized in a solvent such as alcohol or in the form of emulsion. can do. The blending amount is 0.01 to 2
0.0 wt% is suitable.

【0015】[0015]

【作用】N-長鎖アシル塩基性アミノ酸誘導体及びその酸
付加塩単独では、0.01〜0.5重量%の範囲で抗菌
活性が認められるが、化粧料のような複雑な混合系に添
加した場合には期待したとおりの抗菌作用が得られない
ことが多い。しかしながら、本発明においては相乗的な
抗菌作用の増強が認められるため、N-長鎖アシル塩基性
アミノ酸誘導体及びその酸付加塩の1種又は2種以上を
0.001〜0.2重量%と低濃度配合した場合でも十
分な抗菌作用を発揮する。また生薬の一種である地楡の
抽出物又は粉砕物を併用することにより、皮膚に対する
刺激性,感作性、又は使用時に生じる刺すような痛み,
ヒリヒリ感,チクチク感といった不快感を大幅に低減し
うる。
The N-long-chain acyl basic amino acid derivative and its acid addition salt alone show antibacterial activity in the range of 0.01 to 0.5% by weight, but can be added to a complex mixture such as cosmetics. In many cases, the expected antibacterial effect is not obtained. However, in the present invention, synergistic enhancement of the antibacterial action is observed, so that one or more of the N-long-chain acyl-basic amino acid derivative and its acid addition salt is 0.001 to 0.2% by weight. Demonstrates sufficient antibacterial action even at low concentrations. In addition, the combined use of extract or pulverized product of Jiyu, a kind of crude drug, causes irritation to skin, sensitization, or stinging pain caused during use.
Discomfort such as burning and tingling can be greatly reduced.

【0016】[0016]

【発明の実施の形態】本発明にかかる発明は、特に水を
多く含有する系や、外相が水相である水中油型乳化系に
有用であり、化粧水,乳液,クリームなどの皮膚化粧
料、乳液状またはクリーム状のメイクアップベースロー
ション,ファンデーション、乳化型アイカラー又はチー
クカラー、水性懸濁型又は乳化型のアイライナー,マス
カラ等のメイクアップ化粧料、クレンジングローショ
ン,クレンジングジェル,液体石鹸などの洗浄化粧料、
シャンプー,ヘアリンスなどの毛髪用化粧料等として提
供できる。
DETAILED DESCRIPTION OF THE INVENTION The invention according to the present invention is particularly useful for a system containing a large amount of water and an oil-in-water emulsification system in which the external phase is an aqueous phase. , Milky or creamy makeup base lotion, foundation, emulsion type eye color or cheek color, aqueous suspension or emulsion type eyeliner, makeup cosmetics such as mascara, cleansing lotion, cleansing gel, liquid soap, etc. Wash cosmetics,
It can be provided as hair cosmetics such as shampoo and hair rinse.

【0017】[0017]

【実施例】さらに本発明の特徴について、実施例により
詳細に説明する。
EXAMPLES Further, the features of the present invention will be described in detail with reference to examples.

【0018】 [実施例1]化粧水 (1)エタノール 7.0(重量%) (2)1,3-ブチレングリコール 6.0 (3)グリセリン 2.0 (4)ポリオキシエチレン硬化ヒマシ油 0.6 (5)N-ココイル-L-アルギニンエチルエステル 0.2 -DL-ピロリドンカルボン酸塩 (6)地楡50重量%エタノール水溶液抽出物 1.0 (7)香料 0.06 (8)精製水 83.14 製法:(1)〜(7)の各成分を順次(8)に添加し、均一に
混合して調製する。
[Example 1] Lotion (1) Ethanol 7.0 (wt%) (2) 1,3-Butylene glycol 6.0 (3) Glycerin 2.0 (4) Polyoxyethylene hydrogenated castor oil 0 .6 (5) N-cocoyl-L-arginine ethyl ester 0.2 -DL-pyrrolidone carboxylate (6) 50% by weight aqueous solution of ethanol in ethanol 1.0 (7) Perfume 0.06 (8) Purification Water 83.14 Manufacturing method: Each component of (1) to (7) is sequentially added to (8) and mixed uniformly to prepare.

【0019】 [実施例2]乳液 (1)スクワラン 4.0(重量%) (2)トリ-2-エチルヘキサン酸グリセリル 2.0 (3)2-エチルヘキサン酸セチル 3.0 (4)セタノール 0.6 (5)ステアリルアルコール 0.4 (6)ソルビタンモノステアリン酸エステル 1.2 (7)1,3-ブチレングリコール 6.0 (8)グリセリン 4.0 (9)ポリオキシエチレン(20EO)ソルビタン 0.8 モノステアリン酸エステル (10)N-ココイル-L-アルギニンメチルエステル 0.1 -DL-ピロリドンカルボン酸塩 (11)精製水 72.8 (12)地楡50重量%1,3-ブチレングリコール抽出物 5.0 (13)香料 0.1 製法:まず、(1)〜(6)の油相を混合し、加熱融解して
75℃に保つ。一方(7)〜(11)の水相を混合し、加熱溶
解して75℃とし、これに前記油相を攪拌しながら添加
して乳化する。冷却後40℃にて(12),(13)を添加,混
合する。
Example 2 Emulsion (1) Squalane 4.0 (% by weight) (2) Glyceryl tri-2-ethylhexanoate 2.0 (3) Cetyl 2-ethylhexanoate 3.0 (4) Cetanol 0.6 (5) Stearyl alcohol 0.4 (6) Sorbitan monostearate 1.2 (7) 1,3-Butylene glycol 6.0 (8) Glycerin 4.0 (9) Polyoxyethylene (20EO) Sorbitan 0.8 Monostearic acid ester (10) N-cocoyl-L-arginine methyl ester 0.1 -DL-pyrrolidone carboxylate (11) Purified water 72.8 (12) Chiyu 50% by weight 1,3- Butylene glycol extract 5.0 (13) Perfume 0.1 Manufacturing method: First, the oil phases (1) to (6) are mixed, heated and melted and kept at 75 ° C. On the other hand, the aqueous phases (7) to (11) are mixed and dissolved by heating to 75 ° C., and the oil phase is added thereto with stirring to emulsify. After cooling, add (12) and (13) at 40 ° C and mix.

【0020】 [実施例3]クリーム (1)ステアリルアルコール 6.0(重量%) (2)ステアリン酸 2.0 (3)水素添加ラノリン 4.0 (4)スクワラン 9.0 (5)オクチルドデカノール 10.0 (6)ポリオキシエチレン(25EO)セチルアルコールエーテル 3.0 (7)グリセリルモノステアリン酸エステル 2.0 (8)1,3-ブチレングリコール 6.0 (9)N-ココイル-L-アルギニンプロピルエステル塩酸塩 0.2 (10)精製水 56.2 (11)地楡30重量%プロピレングリコール抽出物 1.5 (12)香料 0.1 製法:(1)〜(7)の油相成分を混合,加熱して75℃と
する。一方、(8)〜(10)の水相成分を混合,加熱して7
5℃とし、これに前記油相を添加して乳化し、冷却後4
0℃にて(11),(12)を添加する。
Example 3 Cream (1) Stearyl alcohol 6.0 (% by weight) (2) Stearic acid 2.0 (3) Hydrogenated lanolin 4.0 (4) Squalane 9.0 (5) Octyldodeca Nol 10.0 (6) Polyoxyethylene (25EO) cetyl alcohol ether 3.0 (7) Glyceryl monostearate 2.0 (8) 1,3-butylene glycol 6.0 (9) N-cocoyl-L -Arginine propyl ester hydrochloride 0.2 (10) Purified water 56.2 (11) Ground peper 30% by weight propylene glycol extract 1.5 (12) Perfume 0.1 Production method: oil of (1) to (7) The phase components are mixed and heated to 75 ° C. On the other hand, the aqueous phase components (8) to (10) were mixed and heated to 7
The temperature was adjusted to 5 ° C., and the oil phase was added to the mixture and emulsified.
Add (11) and (12) at 0 ° C.

【0021】 [実施例4]メイクアップベースクリーム (1)ステアリン酸 12.0(重量%) (2)セタノール 2.0 (3)自己乳化型グリセリルモノステアリン酸エステル 2.0 (4)プロピレングリコール 10.0 (5)水酸化カリウム 0.2 (6)N-ラウロイル-L-リジンメチルエステル塩酸塩 0.15 (7)精製水 70.55 (8)地楡70重量%エタノール抽出物 1.5 (9)香料 0.1 (10)二酸化チタン 1.0 (11)ベンガラ 0.1 (12)黄酸化鉄 0.4 製法:(10)〜(12)を(4)で混練し、これを(5)〜(7)の
水相に添加,混合し、70℃に加熱する。一方、(1)〜
(3)の油相成分を混合,加熱して70℃とし、これを前
記水相に攪拌しながら添加して乳化する。乳化後冷却し
て40℃にて(8),(9)を添加する。
Example 4 Makeup Base Cream (1) Stearic acid 12.0 (% by weight) (2) Cetanol 2.0 (3) Self-emulsifying glyceryl monostearate 2.0 (4) Propylene glycol 10.0 (5) Potassium hydroxide 0.2 (6) N-lauroyl-L-lysine methyl ester hydrochloride 0.15 (7) Purified water 70.55 (8) Earthworm 70 wt% ethanol extract 1. 5 (9) Fragrance 0.1 (10) Titanium dioxide 1.0 (11) Bengala 0.1 (12) Yellow iron oxide 0.4 Production method: Knead (10) to (12) with (4) Is added to the aqueous phase of (5) to (7), mixed, and heated to 70 ° C. On the other hand, (1)-
The oil phase component of (3) is mixed and heated to 70 ° C., and this is added to the aqueous phase with stirring to emulsify. After emulsification, it is cooled and (8) and (9) are added at 40 ° C.

【0022】 [実施例5]乳液状ファンデーション (1)ステアリン酸 2.4(重量%) (2)モノステアリン酸プロピレングリコール 2.0 (3)セトステアリルアルコール 0.2 (4)液状ラノリン 2.0 (5)流動パラフィン 3.0 (6)ミリスチン酸イソプロピル 8.5 (7)カルボキシメチルセルロースナトリウム 0.2 (8)ベントナイト 0.5 (9)プロピレングリコール 4.0 (10)トリエタノールアミン 1.1 (11)N-ミリストイル-L-リジンエチルエステル塩酸塩 0.2 (12)精製水 55.3 (13)地楡50重量%1,3-ブチレングリコール抽出物 2.5 (14)香料 0.1 (15)酸化チタン 8.0 (16)タルク 4.0 (17)ベンガラ 3.0 (18)黄酸化鉄 2.5 (19)黒酸化鉄 0.5 製法:(15)〜(19)の顔料を混合後、粉砕機により粉砕す
る。(12)を70℃に加熱し、(8)を加えてよく膨潤さ
せ、これにあらかじめ(7)を(9)に分散させたものを加
え、さらに(10),(11)を添加し、溶解させる。(1)〜
(6)の油相は混合し、加熱融解して80℃とする。前記
顔料を水相に攪拌しながら加え、コロイドミルを通して
75℃とし、前記油相を攪拌しながら加えて乳化し、冷
却後40℃にて(13),(14)を添加する。
[Example 5] Milk liquid foundation (1) Stearic acid 2.4 (% by weight) (2) Propylene glycol monostearate 2.0 (3) Cetostearyl alcohol 0.2 (4) Liquid lanolin 2. 0 (5) Liquid paraffin 3.0 (6) Isopropyl myristate 8.5 (7) Sodium carboxymethylcellulose 0.2 (8) Bentonite 0.5 (9) Propylene glycol 4.0 (10) Triethanolamine 1. 1 (11) N-myristoyl-L-lysine ethyl ester hydrochloride 0.2 (12) Purified water 55.3 (13) Earthworm 50% by weight 1,3-butylene glycol extract 2.5 (14) Perfume 0 1.1 (15) Titanium oxide 8.0 (16) Talc 4.0 (17) Bengala 3.0 (18) Yellow iron oxide 2.5 (19) Black iron oxide 0.5 Manufacturing method: (15) to (19) After mixing the pigment of 1), it is ground with a grinder. (12) was heated to 70 ° C., (8) was added to swell well, to which was added (7) previously dispersed in (9), and (10) and (11) were added. Dissolve. (1) ~
The oil phases of (6) are mixed, heated and melted to 80 ° C. The pigment is added to the aqueous phase with stirring, and the mixture is heated to 75 ° C. through a colloid mill. The oil phase is added with stirring to emulsify. After cooling, (13) and (14) are added at 40 ° C.

【0023】 [実施例6]クリーム状ファンデーション (1)ステアリン酸 5.0(重量%) (2)親油型グリセリルモノステアリン酸エステル 2.5 (3)モノラウリン酸プロピレングリコール 3.0 (4)セトステアリルアルコール 1.0 (5)流動パラフィン 7.0 (6)ミリスチン酸イソプロピル 8.0 (7)ソルビトール 3.0 (8)トリエタノールアミン 1.2 (9)N-パルミトイル-L-リジンエチルエステル 0.2 -DL-ピロリドンカルボン酸塩 (10)精製水 45.0 (11)地楡50重量%グリセリン抽出物 3.0 (12)香料 0.1 (13)酸化チタン 8.0 (14)カオリン 5.0 (15)タルク 2.0 (16)ベントナイト 1.0 (17)ベンガラ 2.6 (18)黄酸化鉄 2.1 (19)黒酸化鉄 0.3 製法:(13)〜(19)の顔料を混合後、粉砕機により粉砕す
る。(7)〜(10)を混合,溶解させ、加熱する。(1)〜
(6)の油相は混合し、加熱溶解して80℃とする。前記
顔料を水相に攪拌しながら加え、コロイドミルを通して
75℃とし、前記油相を攪拌しながら加えて乳化し、冷
却後40℃にて(11),(12)を添加する。
[Example 6] Creamy foundation (1) Stearic acid 5.0 (wt%) (2) Lipophilic glyceryl monostearate 2.5 (3) Propylene glycol monolaurate 3.0 (4) Cetostearyl alcohol 1.0 (5) Liquid paraffin 7.0 (6) Isopropyl myristate 8.0 (7) Sorbitol 3.0 (8) Triethanolamine 1.2 (9) N-palmitoyl-L-lysineethyl Ester 0.2-DL-pyrrolidone carboxylate (10) Purified water 45.0 (11) Ground peper 50 wt% glycerin extract 3.0 (12) Perfume 0.1 (13) Titanium oxide 8.0 (14) ) Kaolin 5.0 (15) Talc 2.0 (16) Bentonite 1.0 (17) Bengala 2.6 (18) Yellow iron oxide 2.1 (19) Black iron oxide 0.3 Production method: (13) ~ After mixing the pigment of (19), it is ground with a grinder. Mix (7) to (10), dissolve, and heat. (1) ~
The oil phase of (6) is mixed and dissolved by heating to 80 ° C. The pigment is added to the aqueous phase with stirring, the temperature is raised to 75 ° C. through a colloid mill, the oil phase is added with stirring to emulsify, and after cooling, (11) and (12) are added at 40 ° C.

【0024】 [実施例7]乳化型アイカラー (1)ステアリン酸 8.0(重量%) (2)白色ワセリン 15.0 (3)パルミチン酸イソプロピル 5.0 (4)ラノリン 5.0 (5)1,3-ブチレングリコール 5.0 (6)トリエタノールアミン 2.0 (7)N-ステアロイル-L-リジンプロピルエステル 0.3 -DL-ピロリドンカルボン酸塩 (8)精製水 55.53 (9)地楡精製水抽出物 1.25 (10)ラベンダーエタノール抽出物 1.25 (11)香料 0.15 (12)赤色221号 0.02 (13)群青 1.50 製法:(5)〜(8)の水相を混合,溶解して加熱し、これ
にあらかじめ混合,粉砕した(12),(13)を添加,分散
し、75℃に加熱する。これにあらかじめ混合,加熱し
て均一とした(1)〜(4)を攪拌しながら添加して乳化
し、冷却後(9)〜(11)を添加,混合する。
[Example 7] Emulsion type eye color (1) Stearic acid 8.0 (wt%) (2) White petrolatum 15.0 (3) Isopropyl palmitate 5.0 (4) Lanolin 5.0 (5) ) 1,3-butylene glycol 5.0 (6) triethanolamine 2.0 (7) N-stearoyl-L-lysine propyl ester 0.3-DL-pyrrolidone carboxylate (8) purified water 55.53 ( 9) Ground citrus purified water extract 1.25 (10) Lavender ethanol extract 1.25 (11) Perfume 0.15 (12) Red 221 0.02 (13) Ultramarine blue 1.50 Manufacturing method: (5) ~ The aqueous phase of (8) is mixed, dissolved and heated, and (12) and (13) previously mixed and pulverized are added to and dispersed therein, and the mixture is heated to 75 ° C. (1) to (4), which were previously mixed and heated to make it uniform, were added with stirring to emulsify, and after cooling, (9) to (11) were added and mixed.

【0025】 [実施例8]乳化型チークカラー (1)ミツロウ 3.0(重量%) (2)ステアリン酸 2.0 (3)セタノール 3.0 (4)ラノリン 3.0 (5)流動パラフィン 15.0 (6)ミリスチン酸イソプロピル 7.0 (7)ポリオキシエチレン(20EO)ソルビタン モノステアリン酸エステル 4.2 (8)ソルビタンモノステアリン酸エステル 1.8 (9)グリセリルモノステアリン酸エステル 2.0 (10)プロピレングリコール 5.0 (11)トリエタノールアミン 0.6 (12)N-カプロイル-L-アルギニンエチルエステル塩酸塩 0.15 (13)精製水 48.8 (14)地楡50重量%ジプロピレングリコール抽出物 2.0 (15)香料 0.15 (16)赤色202号 0.05 (17)黄酸化鉄 2.25 製法:(10)〜(13)の水相を混合,溶解して加熱し、これ
にあらかじめ混合,粉砕した(16),(17)を添加,分散
し、75℃に加熱する。これにあらかじめ混合,加熱し
て均一とした(1)〜(9)を攪拌しながら添加して乳化
し、冷却後(14),(15)を添加,混合する。
[Example 8] Emulsion type cheek color (1) Beeswax 3.0 (wt%) (2) Stearic acid 2.0 (3) Cetanol 3.0 (4) Lanolin 3.0 (5) Liquid paraffin 15.0 (6) Isopropyl myristate 7.0 (7) Polyoxyethylene (20EO) sorbitan monostearate 4.2 (8) Sorbitan monostearate 1.8 (9) Glyceryl monostearate 2. 0 (10) Propylene glycol 5.0 (11) Triethanolamine 0.6 (12) N-caproyl-L-arginine ethyl ester hydrochloride 0.15 (13) Purified water 48.8 (14) Ground sand 50 weight % Dipropylene glycol extract 2.0 (15) Fragrance 0.15 (16) Red No. 202 0.05 (17) Yellow iron oxide 2.25 Production method: Mix and dissolve the aqueous phases of (10) to (13) And heat, mix and crush in advance (16), adding (17), dispersed and heated to 75 ° C.. The ingredients (1) to (9), which have been mixed and heated to homogenize in advance, are added thereto with stirring to emulsify, and after cooling (14) and (15) are added and mixed.

【0026】 [実施例9]乳化型アイライナー (1)ステアリン酸 3.5(重量%) (2)ミツロウ 2.0 (3)カルナウバロウ 0.5 (4)マイクロクリスタリンワックス 5.0 (5)1,3-ブチレングリコール 7.0 (6)トリエタノールアミン 1.5 (7)N-ココイル-L-アルギニンエチルエステル 0.2 -DL-ピロリドンカルボン酸塩 (8)精製水 40.2 (9)地楡精製水抽出物 10.0 (10)香料 0.1 (11)3.0重量%ベントナイト抽出物 20.0 (12)酸化チタン 8.0 (13)カーボンブラック 2.0 製法:(1)〜(4)の油相成分を混合・加熱して溶解させ
る。これに(5)〜(8)の水相を混合,加熱し、攪拌しな
がら加えて乳化する。次いで、この乳化物に(11)〜(13)
を加え、コロイドミルを通して分散させた後冷却し、4
0℃にて(9),(10)を加える。
Example 9 Emulsion Type Eyeliner (1) Stearic acid 3.5 (% by weight) (2) Beeswax 2.0 (3) Carnauba wax 0.5 (4) Microcrystalline wax 5.0 (5) 1,3-butylene glycol 7.0 (6) Triethanolamine 1.5 (7) N-cocoyl-L-arginine ethyl ester 0.2-DL-pyrrolidone carboxylate (8) Purified water 40.2 (9 ) Earthworm purified water extract 10.0 (10) Perfume 0.1 (11) 3.0 wt% Bentonite extract 20.0 (12) Titanium oxide 8.0 (13) Carbon black 2.0 Manufacturing method: ( The oil phase components 1) to (4) are mixed and heated to dissolve. The aqueous phases (5) to (8) are mixed, heated, and added with stirring to emulsify. Then, to this emulsion (11) ~ (13)
, And dispersed by passing through a colloid mill, followed by cooling.
Add (9) and (10) at 0 ° C.

【0027】 [実施例10]水性懸濁型マスカラ (1)50重量%酢酸ビニルエマルション 30.0(重量%) (2)カルボキシメチルセルロースナトリウム 1.0 (3)1,3-ブチレングリコール 3.0 (4)N-オレオイル-L-ヒスチジンメチルエステル塩酸塩 0.15 (5)地楡1,3-ブチレングリコール抽出物 8.0 (6)酸化チタン 8.0 (7)カーボンブラック 1.6 (8)ベンガラ 0.4 (9)精製水 47.85 製法;(9)に(2)〜(5)を添加して溶解させ、次いで
(6)〜(8)を添加し、コロイドミルを通して分散させ
る。これに(1)を加え、均一に分散させる。
[Example 10] Aqueous suspension type mascara (1) 50% by weight of vinyl acetate emulsion 30.0 (% by weight) (2) Sodium carboxymethyl cellulose 1.0 (3) 1,3-butylene glycol 3.0 (4) N-oleoyl-L-histidine methyl ester hydrochloride 0.15 (5) Chiyu 1,3-butylene glycol extract 8.0 (6) Titanium oxide 8.0 (7) Carbon black 1.6 (8) Red iron oxide 0.4 (9) Purified water 47.85 Manufacturing method; (2) to (5) were added to and dissolved in (9), and then
Add (6) to (8) and disperse through a colloid mill. Add (1) to this and disperse evenly.

【0028】 [実施例11]シャンプー (1)アルキルエーテル硫酸ナトリウム 18.0(重量%) (2)ヤシ油脂肪酸ジエタノールアミド 2.0 (3)N-ココイル-L-アルギニンアミド塩酸塩 0.05 (4)地楡精製水抽出物 5.0 (5)黄色4号1重量%水溶液 0.1 (6)香料 0.1 (7)精製水 74.75 製法;(1)〜(6)を順次(7)に添加し、均一に混合,溶
解させる。
Example 11 Shampoo (1) Sodium alkyl ether sulfate 18.0 (% by weight) (2) Coconut oil fatty acid diethanolamide 2.0 (3) N-cocoyl-L-arginine amide hydrochloride 0.05 (4) Jiyu purified water extract 5.0 (5) Yellow 4 No. 1 1% by weight aqueous solution 0.1 (6) Fragrance 0.1 (7) Purified water 74.75 Production method; (1) to (6) Add to (7) sequentially and mix and dissolve uniformly.

【0029】 [実施例12]ヘアリンス (1)セタノール 3.0(重量%) (2)塩化ステアリルトリメチルアンモニウム 0.7 (3)グリセリン 3.0 (4)N-ステアロイル-L-リジンアミド 0.1 -DL-ピロリドンカルボン酸 (5)緑色3号1重量%水溶液 0.2 (6)地楡30重量%1,3-ブチレングリコール抽出物 3.0 (7)香料 0.1 (8)精製水 89.9 製法;(8)に(3)〜(5)を加え、70℃に加熱する。一
方(1),(2)を混合,溶解し、70℃に加熱する。この
油相を攪拌しながら先に調製した水相に徐々に加えて予
備乳化し、ホモミキサーを加えて均一とした後冷却し、
40℃にて(6),(7)を添加する。
[Example 12] Hair rinse (1) Cetanol 3.0 (% by weight) (2) Stearyltrimethylammonium chloride 0.7 (3) Glycerin 3.0 (4) N-stearoyl-L-lysine amide 0.1 -DL-pyrrolidone carboxylic acid (5) Green No. 3 1% by weight aqueous solution 0.2 (6) Earthworm 30% by weight 1,3-butylene glycol extract 3.0 (7) Perfume 0.1 (8) Purified water 89.9 Production method: (3) to (5) are added to (8), and the mixture is heated to 70 ° C. On the other hand, (1) and (2) are mixed, dissolved and heated to 70 ° C. This oil phase was gradually added to the previously prepared aqueous phase while stirring, and pre-emulsified, homogenized by adding a homomixer, and then cooled,
(6) and (7) are added at 40 ° C.

【0030】 [実施例13]スクラブ入り洗顔料 (1)ステアリン酸 10.0(重量%) (2)パルミチン酸 10.0 (3)ミリスチン酸 12.0 (4)ラウリン酸 4.0 (5)オレイルアルコール 1.5 (6)ラノリンアルコール 1.0 (7)2-フェノキシエタノール 0.15 (8)水酸化カリウム 6.0 (9)精製水 53.45 (10)香料 0.1 (11)地楡粉砕スクラブ(平均粒径0.5mm) 1.8 製法:(1)〜(6)の油相及び(8),(9)の水相をそれぞ
れ75℃に混合加熱溶解した後、油相に水相を加えてケ
ン化する。冷却後40℃で(10),(11)を添加して混合す
る。
[Example 13] Face wash with scrub (1) Stearic acid 10.0 (wt%) (2) Palmitic acid 10.0 (3) Myristic acid 12.0 (4) Lauric acid 4.0 (5) ) Oleyl alcohol 1.5 (6) Lanolin alcohol 1.0 (7) 2-phenoxyethanol 0.15 (8) Potassium hydroxide 6.0 (9) Purified water 53.45 (10) Fragrance 0.1 (11) Ground scrubbing scrub (average particle size 0.5 mm) 1.8 Manufacturing method: The oil phase of (1) to (6) and the aqueous phases of (8) and (9) were mixed and heated at 75 ° C., respectively, and then oiled. The aqueous phase is added to the phase and saponified. After cooling, (10) and (11) are added and mixed at 40 ° C.

【0031】次に、上記の実施例1〜13について、抗
菌活性,皮膚刺激性及び使用時の不快感について評価を
行った。また同時に表1に示す比較例についても同様に
評価を行った。
Next, the above Examples 1 to 13 were evaluated for antibacterial activity, skin irritation and discomfort during use. At the same time, comparative examples shown in Table 1 were similarly evaluated.

【0032】[0032]

【表1】 [Table 1]

【0033】(1)抗菌活性の評価 細菌として、大腸菌
Escherichia coli),黄色ブドウ球菌(Staphylococc
us aureus),緑濃菌(Pseudomonas aeruginosa)、真
菌としてカンジダ(Candida albicans),黒カビ(Asperg
illus niger)を用い、試料1g当たり細菌は106個,
真菌は105個を植菌し、37℃及び25℃でそれぞれ
培養して、2週間後の生菌数を測定した。また、実施例
11,実施例12及び比較例11,比較例12について
は細菌として緑濃菌(Pseudomonas aeruginosa)、真菌
としては上記のカンジダ(Candida albicans),黒カビ
Aspergillus niger)及びフケ菌(Pityrosporum oval
e)を用いて、実施例13及び比較例13については細
菌としてアクネ菌(Propionibacterium acnes)及び尋
常変形菌(Proteus vulgaris)を真菌としてはカンジダ
(Candida albicans)及び黒カビ(Aspergillus niger
を用いて同様に試験した。なお、抗菌活性は2週間後
に、細菌については死滅した場合、真菌については生菌
数が1/1000となった場合に十分であると判断され
る。評価結果を表2〜表4に示した。
(1) Evaluation of antibacterial activity As bacteria, Escherichia coli , Staphylococc
us aureus ), Pseudomonas aeruginosa , fungi as Candida albicans , black mold ( Asperg
illus niger ), using 10 6 bacteria per 1 g of sample,
10 5 fungi were inoculated and cultured at 37 ° C. and 25 ° C. respectively, and the viable cell count after 2 weeks was measured. Further, in Examples 11, 12 and Comparative Examples 11 and 12, Pseudomonas aeruginosa was used as a bacterium, and Candida albicans , Aspergillus niger and Pityrosporum were used as fungi . oval
e ) is used for Example 13 and Comparative Example 13, and the bacteria are Propionibacterium acnes and Proteus vulgaris, and Candida is the fungus.
( Candida albicans ) and black mold ( Aspergillus niger )
Was similarly tested. The antibacterial activity is judged to be sufficient after 2 weeks, when the bacteria were killed and when the viable count was 1/1000 for the fungi. The evaluation results are shown in Tables 2 to 4.

【0034】[0034]

【表2】 [Table 2]

【0035】表2より本発明の実施例1〜10において
は、いずれも細菌及び真菌の双方に対して十分な抗菌活
性が認められていた。これに対し、N-長鎖アシル塩基性
アミノ酸誘導体の酸付加塩,地楡の何れか一方しか含有
しない比較例においては、細菌及び真菌のいずれに対し
ても十分な抗菌活性の認められたものは皆無であった。
From Table 2, in Examples 1 to 10 of the present invention, sufficient antibacterial activity against both bacteria and fungi was observed. On the other hand, in the comparative example containing only one of the acid addition salt of N-long-chain acyl basic amino acid derivative and Jiju, sufficient antibacterial activity against both bacteria and fungi was observed. There was nothing.

【0036】[0036]

【表3】 [Table 3]

【0037】表3より、本発明の実施例11及び実施例
12はいずれも、細菌及び真菌に対し、良好な抗菌活性
を示すことが認められる。また、フケ菌に対して有効な
殺菌効果を有することから、フケ防止効果をも発揮する
ことが示される。これに対し、比較例では細菌及び真菌
のいずれに対しても十分な抗菌活性は認められていなか
った。
From Table 3, it can be seen that both Example 11 and Example 12 of the present invention show good antibacterial activity against bacteria and fungi. Further, since it has an effective bactericidal effect against dandruff bacteria, it is shown that it also exhibits an anti-dandruff effect. On the other hand, in Comparative Example, sufficient antibacterial activity against both bacteria and fungi was not observed.

【0038】[0038]

【表4】 [Table 4]

【0039】表4においても、本発明の実施例13が十
分な抗菌活性を示し、良好な殺菌効果を発揮することが
認められる。また、アクネ菌に対しても殺菌効果を有す
ることから、ニキビ予防効果をも発揮することが示され
る。一方比較例13は、十分な抗菌活性を示していなか
った。
In Table 4 as well, it is recognized that Example 13 of the present invention exhibits sufficient antibacterial activity and exhibits a good bactericidal effect. Further, since it has a bactericidal effect against Acne bacteria, it is shown that it also exhibits an acne-preventing effect. On the other hand, Comparative Example 13 did not show sufficient antibacterial activity.

【0040】(2)皮膚刺激性の評価 各試料について、
男性パネラー20名を用いて48時間の閉塞貼付試験を
行い、表5に示す判定基準により評価し、20名の皮膚
刺激指数の平均値を求めた。なお、実施例11〜実施例
13及び比較例11〜比較例13については、1.0重
量%水溶液にて評価を行った。
(2) Evaluation of skin irritation For each sample,
An obstruction sticking test was performed for 48 hours using 20 male panelists, and the evaluation was made according to the criteria shown in Table 5, and the average value of the skin irritation index of the 20 males was obtained. Examples 11 to 13 and Comparative Examples 11 to 13 were evaluated using 1.0% by weight aqueous solution.

【0041】[0041]

【表5】 [Table 5]

【0042】(3)使用時の不快感の評価 女性パネラー
20名を一群とし、各群に各試料をそれぞれ使用させ、
塗布後30秒から1分後の間に感じる刺すような痛み、
ヒリヒリ感,チクチク感といった不快感について評価さ
せた。評価結果は、「非常に強く感じる;5点」,「や
や強く感じる;4点」,「感じる;3点」,「少し感じ
る;2点」,「微妙に感じる;1点」,「感じない;0
点」として評価し、20名の平均値にて示した。なお、
本評価についても、実施例11〜実施例13及び比較例
11〜比較例13については、1.0重量%水溶液にて
評価を行った。以上の結果は表6にまとめて示した。
(3) Evaluation of discomfort during use Twenty female panelists were grouped, and each group was allowed to use each sample.
Stinging pain felt between 30 seconds and 1 minute after application,
They were asked to evaluate discomfort such as tingling and tingling. The evaluation results were "very strong; 5 points", "somewhat strong; 4 points", "feeling; 3 points", "slightly feeling; 2 points", "subtle feeling; 1 point", and "not feeling". ; 0
The score was evaluated as “point”, and indicated by the average value of 20 persons. In addition,
Also in this evaluation, Examples 11 to 13 and Comparative Examples 11 to 13 were evaluated with a 1.0% by weight aqueous solution. The above results are summarized in Table 6.

【0043】[0043]

【表6】 [Table 6]

【0044】表6において、本発明の実施例は、いずれ
も皮膚刺激性,使用時の不快感ともにほとんど認められ
ておらず、使用時の不快感についても微妙に感じたパネ
ラーが存在する程度であった。N-長鎖アシル塩基性アミ
ノ酸誘導体の酸付加塩を0.2重量%含有する実施例
1,実施例3及び実施例9においても、非常に低く抑え
られていた。これに対して、N-長鎖アシル塩基性アミノ
酸誘導体の酸付加塩0.2重量%とエタノール7.0重
量%を含有する比較例1,前記付加塩0.15重量%と
プロピレングリコール10.0重量%を含有する比較例
4及び前記付加塩015重量%と樹脂エマルションを含
有する比較例10において、わずかな紅斑或いは浮腫の
発生が認められ、皮膚刺激指数が若干高くなっていた。
また、これらを使用した群で不快感を感じたパネラーが
多くなっていた。更に、前記付加塩0.05重量%を含
有するシャンプーである比較例11使用群においても、
かなりのパネラーが使用時に不快感を感じていた。ま
た、界面活性剤含有量の高い比較例12及び比較例13
において、皮膚刺激指数,使用時の不快感とも高い価で
あった。
In Table 6, in all of the examples of the present invention, neither skin irritation nor discomfort during use was recognized, and the panelists who felt the discomfort during use were subtle. there were. In Examples 1, 3 and 9 containing 0.2% by weight of the acid addition salt of the N-long-chain acyl basic amino acid derivative, the level was also extremely low. On the other hand, Comparative Example 1 containing 0.2% by weight of an acid addition salt of an N-long-chain acyl basic amino acid derivative and 7.0% by weight of ethanol, 0.15% by weight of the addition salt and 10. In Comparative Example 4 containing 0% by weight and Comparative Example 10 containing 015% by weight of the addition salt and the resin emulsion, slight erythema or edema was observed, and the skin irritation index was slightly increased.
In addition, panelists who felt discomfort in the group using these increased. Further, even in the group using Comparative Example 11 which is a shampoo containing 0.05% by weight of the addition salt,
A considerable number of panelists felt uncomfortable when using it. Further, Comparative Example 12 and Comparative Example 13 having a high surfactant content.
The skin irritation index and discomfort during use were high.

【0045】[0045]

【発明の効果】以上詳述したように、本発明により抗菌
作用が相乗的に強化され、しかも皮膚刺激性のみなら
ず、使用時の刺すような痛み、ヒリヒリ感,チクチク感
といった不快感もほとんど感じられない抗菌性化粧料を
得ることができた。
As described in detail above, the antimicrobial action of the present invention is synergistically enhanced, and not only skin irritation but also almost no discomfort such as stinging, tingling and tingling when used. An unfeelable antibacterial cosmetic was obtained.

Claims (2)

【特許請求の範囲】[Claims] 【請求項1】一般式(1),一般式(2)及び一般式
(3)で示されるN-長鎖アシル塩基性アミノ酸誘導体及
びその酸付加塩より選ばれる1種又は2種以上と、地楡
の抽出物又は粉砕物を併用することを特徴とする、抗菌
性低刺激化粧料。 【化1】 【化2】 【化3】 (但し、一般式(1)〜一般式(3)中、RCOは炭素
数6〜20の飽和又は不飽和脂肪酸残基、Xは-NH2
-OCH3,-OC25,-OC37,-OC49又は-OC
265を示し、一般式(2)中、nは3又は4を示
す。)
(1) one or more selected from N-long-chain acyl-basic amino acid derivatives represented by the general formulas (1), (2) and (3) and acid addition salts thereof: An antibacterial and hypoallergenic cosmetic, characterized by using an extract or ground product of Jiyu in combination. Embedded image Embedded image Embedded image (However, in the general formula (1) to the general formula (3), RCO is a saturated or unsaturated fatty acid residue having 6 to 20 carbon atoms, X is —NH 2 ,
-OCH 3, -OC 2 H 5, -OC 3 H 7, -OC 4 H 9 or -OC
It represents H 2 C 6 H 5 , and in the general formula (2), n represents 3 or 4. )
【請求項2】N-長鎖アシル塩基性アミノ酸誘導体及びそ
の酸付加塩の1種又は2種以上の配合量が、0.001
〜0.5重量%、地楡の抽出物又は粉砕物の配合量が、
0.01〜20.0重量%であることを特徴とする請求
項1に記載の抗菌性低刺激化粧料。
2. The amount of one or more N-long-chain acyl basic amino acid derivatives and acid addition salts thereof added is 0.001.
~ 0.5% by weight, blended amount of extract or pulverized product of Jiyu
It is 0.01 to 20.0% by weight, and the antibacterial hypoallergenic cosmetic composition according to claim 1.
JP22061096A 1996-08-02 1996-08-02 Antibacterial hypoallergenic cosmetics Expired - Fee Related JP3568077B2 (en)

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JP22061096A JP3568077B2 (en) 1996-08-02 1996-08-02 Antibacterial hypoallergenic cosmetics

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JPH1045557A true JPH1045557A (en) 1998-02-17
JP3568077B2 JP3568077B2 (en) 2004-09-22

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Country Link
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Cited By (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH1045558A (en) * 1996-08-02 1998-02-17 Noevir Co Ltd Antimicrobial and low-irritant cosmetic
JP2003081755A (en) * 2001-09-12 2003-03-19 Ajinomoto Co Inc Skin lotion
WO2003043593A1 (en) * 2001-11-15 2003-05-30 Laboratorios Miret S.A. Use of cationic surfactant as antimicrobial activity enhancer in deodorants and oral care
US7399616B2 (en) 2002-02-01 2008-07-15 Laboratorios Miret, S.A. Enzymatic synthesis of Nα-acyl-L-arginine esters
US7407679B2 (en) 2001-10-25 2008-08-05 Laboratorios Miret, S.A. Use of cationic preservative in food products
US7662417B2 (en) 2002-05-08 2010-02-16 Laboratorios Miret, S.A. Preservatives and protective systems
US7758851B2 (en) 2001-08-09 2010-07-20 Laboratorios Miret, S.A. Preservative systems and their use in cosmetic preparations
US8388986B2 (en) 2001-08-09 2013-03-05 Laboratorios Miret S.A. Use of cationic surfactants in cosmetic preparations

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS59219210A (en) * 1983-05-28 1984-12-10 Shiseido Co Ltd Cosmetic
JPS59219211A (en) * 1983-05-28 1984-12-10 Shiseido Co Ltd Liquid cosmetic
JPH06279256A (en) * 1993-03-30 1994-10-04 Club Kosumechitsukusu:Kk Skin external preparation
JPH07101824A (en) * 1993-09-30 1995-04-18 Shiseido Co Ltd Liquid cosmetic
JPH08157322A (en) * 1994-12-06 1996-06-18 Rashiinu Kagaku Kk Cosmetic containing neither antioxidant nor antiseptic specified by pharmaceutical affairs law

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS59219210A (en) * 1983-05-28 1984-12-10 Shiseido Co Ltd Cosmetic
JPS59219211A (en) * 1983-05-28 1984-12-10 Shiseido Co Ltd Liquid cosmetic
JPH06279256A (en) * 1993-03-30 1994-10-04 Club Kosumechitsukusu:Kk Skin external preparation
JPH07101824A (en) * 1993-09-30 1995-04-18 Shiseido Co Ltd Liquid cosmetic
JPH08157322A (en) * 1994-12-06 1996-06-18 Rashiinu Kagaku Kk Cosmetic containing neither antioxidant nor antiseptic specified by pharmaceutical affairs law

Cited By (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH1045558A (en) * 1996-08-02 1998-02-17 Noevir Co Ltd Antimicrobial and low-irritant cosmetic
US7758851B2 (en) 2001-08-09 2010-07-20 Laboratorios Miret, S.A. Preservative systems and their use in cosmetic preparations
US8388986B2 (en) 2001-08-09 2013-03-05 Laboratorios Miret S.A. Use of cationic surfactants in cosmetic preparations
JP2003081755A (en) * 2001-09-12 2003-03-19 Ajinomoto Co Inc Skin lotion
US7407679B2 (en) 2001-10-25 2008-08-05 Laboratorios Miret, S.A. Use of cationic preservative in food products
US7862842B2 (en) 2001-10-25 2011-01-04 Laboratorios Miret, S.A. Use of cationic preservative in food products
WO2003043593A1 (en) * 2001-11-15 2003-05-30 Laboratorios Miret S.A. Use of cationic surfactant as antimicrobial activity enhancer in deodorants and oral care
US7399616B2 (en) 2002-02-01 2008-07-15 Laboratorios Miret, S.A. Enzymatic synthesis of Nα-acyl-L-arginine esters
US7662417B2 (en) 2002-05-08 2010-02-16 Laboratorios Miret, S.A. Preservatives and protective systems

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