JP3483984B2 - Cosmetics - Google Patents

Cosmetics

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Publication number
JP3483984B2
JP3483984B2 JP14399095A JP14399095A JP3483984B2 JP 3483984 B2 JP3483984 B2 JP 3483984B2 JP 14399095 A JP14399095 A JP 14399095A JP 14399095 A JP14399095 A JP 14399095A JP 3483984 B2 JP3483984 B2 JP 3483984B2
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JP
Japan
Prior art keywords
skin
present
group
cosmetics
test
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JP14399095A
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Japanese (ja)
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JPH092931A (en
Inventor
和幸 坪根
裕幸 西尾
雅史 薬丸
Original Assignee
カネボウ株式会社
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Priority to JP14399095A priority Critical patent/JP3483984B2/en
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Description

【発明の詳細な説明】 【0001】 【産業上の利用分野】本発明は、皮膚刺激性が極めて低
く、保存安定性にすぐれ、すぐれた官能特性を持つ化粧
料に関する。 【0002】 【従来の技術】従来より(イ)脂肪族高級アルコールの
硫酸エステル、脂肪族高級アルコールのリン酸エステ
ル、N−長鎖アシルグルタミン酸等と苛性ソーダ、苛性
カリ、トリエタノールアミン等の塩基性物質からなる塩
であるアニオン型界面活性剤、(ロ)脂肪族高級アルコ
ールの酸化エチレン付加物等のエーテル型非イオン界面
活性剤、(ハ)高級脂肪酸と多価アルコールとからなる
エステル型非イオン界面活性剤等を乳化剤主成分とする
皮膚化粧料が知られている。しかし、これらの皮膚化粧
料は、敏感肌症の消費者に対して十分な皮膚安全性を持
つとは言えず、その改良が望まれていた。 【0003】 【発明が解決しようとする課題】本発明が解決しようと
する課題は、敏感肌症の消費者も満足するような十分な
皮膚安全性を持つ皮膚化粧料を開発することである。 【0004】 【発明を解決するための手段】本発明者等は、上記の事
情に鑑み鋭意研究した結果、後記特定の乳化型皮膚化粧
料が皮膚安全性にすぐれるとともに、意外にも保存安定
性にすぐれ、すぐれた官能特性も有することを見出し、
本発明を完成した。 【0005】即ち、本発明は、一般式(1) 【0006】 【化2】 【0007】(但し、式中のアシル基RCOの炭素数が
22、20、18、16、14、12、10、または8
であり、nが2から4の整数であり、Xが水素又はアル
カリ金属イオン、アンモニウムイオン、有機アンモニウ
ムイオンである)で表されるアミド基含有の2疎水基2
親水基含有陰イオン界面活性剤を含有することを特徴と
する化粧料である。 【0008】次に本発明の構成を説明する。本発明のア
ミド基含有の2疎水基2親水基含有陰イオン界面活性剤
は、例えば下記表1に示す反応式に従って製造すること
ができる。すなわち、アルキレンジアミンをジアシル化
し、得られる生成物に2−ハロゲン化エタンスルホン酸
ナトリウムを反応させてスルホン基を導入後、適切な塩
基で中和する方法である。ここで用いる対イオンはナト
リウム、カリウム等のアルカリ金属、アンモニウムイオ
ン、トリエタノールアミン、イソプロパノールアミン、
リジン等の有機塩基または塩基性アミノ酸等のアンモニ
ウムイオンが適用される。上記の方法で得られる本発明
のアミド基含有の2疎水基2親水基含有陰イオン界面活
性剤は混合物として得られる場合もあるが、適宜精製手
段で目的とする界面活性剤を単離することができる。 【0009】 【表1】 【0010】本発明のアミド基含有の2疎水基2親水基
含有陰イオン界面活性剤の配合量は、化粧料(組成物)
の総量を基準として0.01〜5重量%が好ましい。 【0011】また、後記の実験例で示す通り、本発明の
アミド基含有の2疎水基2親水基含有陰イオン界面活性
剤は従来の陰イオン界面活性剤と比較して皮膚安全性に
優れている。 【0012】本発明のアミド基含有の2疎水基2親水基
含有陰イオン界面活性剤0.001モルを100g中に
含有する水溶液を試料として、後記の「ヒト皮膚パッチ
テスト」に準じて皮膚安全性の試験を実施した。その結
果を表2に示す。 【0013】 【表2】【0014】本発明の化粧料は上記の如くの2疎水基2
親水基含有陰イオン界面活性剤からなるものであるが、
必要に応じて、他の界面活性剤、乳化助剤、香料、着色
剤、防腐剤、顔料等を本発明の目的を達成する範囲内で
適宜配合することもできる。本発明の皮膚化粧料は、ス
キンミルク、スキンクリーム、ファンデーションクリー
ム、マッサージクリーム、洗顔クリーム、ローション、
スカルプトリートメント、ヘアークリーム、ヘアーシャ
ンプー、ヘアーリンス等の基礎化粧料、メイクアップ化
粧料、頭髪化粧料に適用される。 【0015】 【実施例】以下、実施例にて本発明を説明する。実施例
に記載の保存安定性試験、ヒト皮膚パッチテスト、感触
(使用時の官能テスト)の試験方法あるいは測定方法を
下記に示す。 【0016】(1)保存安定性試験 試料を45℃の恒温槽に入れ、6ヶ月間放置後の乳化状
態、外観を観察し、異常が認められない場合(乳化状態
が均一で均質なエマルジョンを形成している場合)は良
好とし、異状が認められる場合(油が分離した場合、粒
子が粗大になった場合等)は不良とした。 【0017】(2)ヒト皮膚パッチテスト 被験者25名の前腕屈側部皮膚に、試料0.1gを直径
1.0cmの円型のリント布のついたパッチテスト用絆
創膏を用いて24時間閉塞貼布した後、下記の表3の判
定基準に従い、各試料について被験者25名の皮膚の状
態を評価判定した。判定結果は、絆創膏除去1時間後及
び24時間後のうち反応の強い方を採用し、評価が
(±)以上の人の数で示した。 【0018】 【表3】【0019】(3)感触(使用時の官能テスト) 被試験者女子20人によって30日間朝夕2回塗布して
官能テストを実施、し、保湿性と刺激性についてテスト
した。評価は保湿性については「使用後しっとりする」
と回答した人数、刺激性については「使用後刺激を感じ
る」と回答した人数で示した。 【0020】実施例1〜2、比較例1〜2〔スキンミル
ク〕 表4に記載の如く種々の乳化剤成分を配合して、表5に
記載の如く種々の原料を配合して実施例及び比較例のス
キンミルクを調製し、諸特性の試験をした。 【0021】 【表4】【0022】(1)組成 【表5】 【0023】(2)調製方法 成分(A)と成分(B)を各々温度80℃にて均一に溶
解し、成分(A)を撹拌しながら成分(B)を注入して
乳化分散した後、撹拌しながら温度30℃まで冷却して
調製する。 (3)特性 各実施例、比較例に係る前記諸特性を試験した結果を表
4に記載する。この結果から、本発明のスキンミルク
は、皮膚安全性、保存安定性及び使用時の官能特性に優
れることが明らかである。 【0024】 実施例3〔頭皮化粧料(スカルプトリートメント)〕 (1)組成 (1) 一般式(1)のアシル基の炭素数が18(ステアロイル基)で 0.5 であり、n=2であり、対イオンがトリエタノールアンモニウ ムイオンである本発明の陰イオン界面活性剤 (2) 1,3−ブチレングリコール 6.5 (3) ポリエチレングリコール1500 5.0 (4) エタノール 5.5 (5) カセイカリ 0.05 (6) 精製水 46.95 (7) 2−ヘキシルデシルパルミテート 10.0 (8) スクワラン 5.0 (9) ブチルパラベン 0.2 (10)ビタミンC 0.15 (11)香料 0.05 (12)精製水 19.9 (13)カルボキシビニルポリマー 0.2 これらの数値は組成物全量に対するwt%であり、以下
の実施例でも同様である。 【0025】(2)調製方法 (7) 、(8) 、(9) 、(10)と(11)を75℃で溶解したもの
を、75℃に保った(1) 、(2) 、(3) 、(4) と(6) に攪
拌しながら添加し、攪拌しながら冷却してスカルプトリ
ートメントを得た。 【0026】(3)特性 本発明のスカルプトリートメントは、皮膚安全性、保存
安定性及び使用時の官能特性に優れていた。 【0027】 実施例4〔クリームファンデーション〕 (1)組成 (1) セトステアリルアルコール 1.0 (2) ホホバ油 15.0 (3) モノステアリン酸グリセリン 2.0 (4) モノラウリン酸プロピレングリコール 3.0 (5) 一般式(1)のアシル基の炭素数が18(ステアロイル基)で 0.5 であり、n=3であり、対イオンがアンモニウムイオンである 本発明の陰イオン界面活性剤 (6) プロピレングリコール 4.0 (7) メチルパラベン 0.3 (8) 香料 0.1 (9) 精製水 全成分の残余 (10)酸化チタン 8.0 (11)タルク 4.0 (12)酸化鉄 0.5 【0028】(2)調製方法 油相成分(1) 、(2) 、(3) 、(4) と水相成分(5) 、(6)
、(7) 、(8) と(9) 、顔料成分(10)、(11)、(12)を常
法によって混合し、クリームファンデーションを得た。 【0029】(3)特性 本発明のクリームファンデーションは、皮膚安全性、保
存安定性及び使用時の官能特性に優れていた。 【0030】 実施例5〔化粧水〕 (1)組成 (1) 一般式(1)のアシル基の炭素数が8であり、n=3であり、 0.5 親水基が未中和である本発明の陰イオン界面活性剤 (2) グリセリン 4.0 (3) 1,3ブチレングリコール 4.0 (4) エタノール 7.0 (5) メチルパラベン 0.5 (6) クエン酸 0.01 (7) クエン酸ソーダ 0.1 (8) 香料 0.05 (9) 精製水 84.24 【0031】(2)調製方法 上記成分を常法によって混合し、化粧水を得た。 (3)特性 本発明の化粧水は、皮膚安全性、保存安定性及び使用時
の官能特性に優れていた。 【0032】 【発明の効果】以上記載の如く、本発明の化粧料は、皮
膚安全性、保存安定性及び使用時の官能特性に優れ、き
わめて有用性の高いものである。
Description: BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a cosmetic having extremely low skin irritation, excellent storage stability and excellent organoleptic properties. 2. Description of the Related Art Conventionally, (a) sulfuric acid esters of aliphatic higher alcohols, phosphoric acid esters of aliphatic higher alcohols, N-long-chain acylglutamic acid and the like and basic substances such as caustic soda, caustic potash and triethanolamine Anionic surfactants which are salts of: (ii) ether type nonionic surfactants such as ethylene oxide adducts of aliphatic higher alcohols, and (iii) ester type nonionic surfactants comprising higher fatty acids and polyhydric alcohols Skin cosmetics containing an activator or the like as an emulsifier main component are known. However, these skin cosmetics cannot be said to have sufficient skin safety for consumers with sensitive dermatosis, and improvement thereof has been desired. [0003] The problem to be solved by the present invention is to develop a skin cosmetic which has sufficient skin safety to satisfy consumers with sensitive skin conditions. [0004] The present inventors have conducted intensive studies in view of the above-mentioned circumstances, and as a result, the following emulsified skin cosmetics have excellent skin safety and have surprisingly storage stability. It is found that it has excellent properties and also has excellent sensory characteristics,
The present invention has been completed. That is, the present invention provides a compound represented by the general formula (1): (However, the acyl group RCO in the formula has a carbon number of 22, 20, 18, 16, 14, 12, 10, or 8)
Wherein n is an integer of 2 to 4, and X is hydrogen or an alkali metal ion, an ammonium ion, or an organic ammonium ion.
A cosmetic comprising a hydrophilic group-containing anionic surfactant. Next, the configuration of the present invention will be described. The amide group-containing two hydrophobic group-two hydrophilic group-containing anionic surfactant of the present invention can be produced, for example, according to the reaction formula shown in Table 1 below. That is, this is a method in which alkylene diamine is diacylated, the resulting product is reacted with sodium 2-halogenated ethanesulfonate to introduce a sulfone group, and then neutralized with an appropriate base. The counter ions used here are alkali metals such as sodium and potassium, ammonium ions, triethanolamine, isopropanolamine,
An organic base such as lysine or an ammonium ion such as a basic amino acid is applied. The two amide group-containing two hydrophobic group-two hydrophilic group-containing anionic surfactants of the present invention obtained by the above method may be obtained as a mixture, but the desired surfactant may be appropriately isolated by purification means. Can be. [Table 1] The compounding amount of the amide group-containing two hydrophobic group-two hydrophilic group-containing anionic surfactant of the present invention is a cosmetic (composition)
Is preferably 0.01 to 5% by weight based on the total amount of Further, as shown in the following experimental examples, the amide group-containing two hydrophobic group-two hydrophilic group-containing anionic surfactants of the present invention are more excellent in skin safety than conventional anionic surfactants. I have. An aqueous solution containing 0.001 mol of an amide group-containing two hydrophobic group-two hydrophilic group-containing anionic surfactant in 100 g of the present invention was used as a sample, and the skin safety was evaluated according to the “human skin patch test” described below. A sex test was performed. Table 2 shows the results. [Table 2] The cosmetic of the present invention has two hydrophobic groups 2 as described above.
It consists of a hydrophilic group-containing anionic surfactant,
If necessary, other surfactants, emulsifying auxiliaries, fragrances, coloring agents, preservatives, pigments and the like can be appropriately blended within a range that achieves the object of the present invention. Skin cosmetics of the present invention include skin milk, skin cream, foundation cream, massage cream, face wash cream, lotion,
It is applied to basic cosmetics such as scalp treatments, hair creams, hair shampoos, and hair rinses, makeup cosmetics, and hair cosmetics. Hereinafter, the present invention will be described by way of examples. Test methods or measurement methods for the storage stability test, human skin patch test, and feel (sensory test during use) described in the examples are shown below. (1) Storage stability test A sample was placed in a thermostat at 45 ° C., and after standing for 6 months, the emulsified state and appearance were observed. If no abnormality was observed (a homogeneous emulsion having a uniform emulsified state was obtained). In the case where it was formed), it was evaluated as good, and in the case where abnormality was observed (in the case where oil was separated, the particle became coarse, etc.), it was evaluated as poor. (2) Human Skin Patch Test A 0.1 g sample was applied to the skin of the flexed side of the forearm of 25 subjects using a patch test patch with a circular lint cloth having a diameter of 1.0 cm for 24 hours. After the application, the skin condition of 25 subjects was evaluated and determined for each sample according to the criteria shown in Table 3 below. The result of the determination was the one with the strongest reaction between 1 hour and 24 hours after removal of the adhesive bandage, and the number of people with an evaluation of (±) or more was shown. [Table 3] (3) Feeling (Sensory test at the time of use) A sensory test was carried out by applying the sample twice in the morning and evening for 30 days by 20 test subjects, and a moisturizing property and an irritating property were tested. Evaluation is "moist after use" for moisture retention
The number of respondents and the irritation were indicated by the number of respondents who "feel the stimulus after use." Examples 1-2, Comparative Examples 1-2 [Skin milk] Various emulsifier components were mixed as shown in Table 4, and various raw materials were mixed as shown in Table 5, and Examples and Comparative Examples Example skin milks were prepared and tested for various properties. [Table 4] (1) Composition (2) Preparation method The components (A) and (B) are each uniformly dissolved at a temperature of 80 ° C., and the component (B) is injected while stirring the component (A), and emulsified and dispersed. Prepare by cooling to a temperature of 30 ° C. with stirring. (3) Characteristics Table 4 shows the results of testing the characteristics according to each of the examples and the comparative examples. From these results, it is clear that the skin milk of the present invention is excellent in skin safety, storage stability and organoleptic properties during use. Example 3 [Scalp Cosmetic (Scalp Treatment)] (1) Composition (1) When the number of carbon atoms of the acyl group in the general formula (1) is 18 (stearoyl group) is 0.5, and n = 2 Anionic surfactant of the present invention wherein the counter ion is triethanol ammonium ion (2) 1,3-butylene glycol 6.5 (3) polyethylene glycol 1500 5.0 (4) ethanol 5.5 (5) Kaseikari 0.05 (6) Purified water 46.95 (7) 2-Hexyldecyl palmitate 10.0 (8) Squalane 5.0 (9) Butylparaben 0.2 (10) Vitamin C 0.15 (11) Perfume 0.05 (12) Purified water 19.9 (13) Carboxyvinyl polymer 0.2 These figures are wt% based on the total amount of the composition, and are the same in the following examples. (2) Preparation method A solution prepared by dissolving (7), (8), (9), (10) and (11) at 75 ° C. was kept at 75 ° C. (1), (2), ( 3), (4) and (6) were added with stirring and cooled with stirring to obtain a scalp treatment. (3) Characteristics The scalp treatment of the present invention was excellent in skin safety, storage stability and sensory characteristics during use. Example 4 [Cream Foundation] (1) Composition (1) Cetostearyl alcohol 1.0 (2) Jojoba oil 15.0 (3) Glycerin monostearate 2.0 (4) Propylene glycol monolaurate 0 (5) The anionic surfactant of the present invention, wherein the acyl group of the formula (1) has 18 (stearoyl group) carbon atoms of 0.5, n = 3, and a counter ion of ammonium ion ( 6) Propylene glycol 4.0 (7) Methyl paraben 0.3 (8) Fragrance 0.1 (9) Purified water Residue of all components (10) Titanium oxide 8.0 (11) Talc 4.0 (12) Iron oxide 0.5 (2) Preparation method Oil phase components (1), (2), (3) and (4) and aqueous phase components (5) and (6)
, (7), (8) and (9) and the pigment components (10), (11) and (12) were mixed by a conventional method to obtain a cream foundation. (3) Characteristics The cream foundation of the present invention was excellent in skin safety, storage stability and sensory characteristics during use. Example 5 [Lotion] (1) Composition (1) The acyl group of the general formula (1) has 8 carbon atoms, n = 3, and 0.5 the hydrophilic group is not neutralized. Anionic surfactant of the present invention (2) Glycerin 4.0 (3) 1,3-butylene glycol 4.0 (4) Ethanol 7.0 (5) Methyl paraben 0.5 (6) Citric acid 0.01 (7 ) Sodium citrate 0.1 (8) Fragrance 0.05 (9) Purified water 84.24 (2) Preparation method The above components were mixed by a conventional method to obtain a lotion. (3) Characteristics The lotion of the present invention was excellent in skin safety, storage stability and sensory characteristics during use. As described above, the cosmetic of the present invention is excellent in skin safety, storage stability, and organoleptic properties during use, and is extremely useful.

───────────────────────────────────────────────────── フロントページの続き (56)参考文献 特開 平8−268864(JP,A) 特開 平7−69827(JP,A) 特開 平6−108090(JP,A) 特開 平5−311193(JP,A) 特開 平5−246829(JP,A) 特開 平2−180811(JP,A) 特開 平6−172783(JP,A) 特開 平5−927(JP,A) 特開 昭57−109897(JP,A) (58)調査した分野(Int.Cl.7,DB名) A61K 7/00 - 7/50 CA(STN)────────────────────────────────────────────────── ─── Continuation of the front page (56) References JP-A-8-268864 (JP, A) JP-A-7-69827 (JP, A) JP-A-6-108090 (JP, A) 311193 (JP, A) JP-A-5-246829 (JP, A) JP-A 2-180811 (JP, A) JP-A-6-172783 (JP, A) JP-A 5-927 (JP, A) JP-A-57-109897 (JP, A) (58) Fields investigated (Int. Cl. 7 , DB name) A61K 7/ 00-7/50 CA (STN)

Claims (1)

(57)【特許請求の範囲】 【請求項1】 一般式(1) 【化1】 (但し、式中のアシル基RCOの炭素数が22、20、
18、16、14、12、10、または8であり、nが
2から4の整数であり、Xが水素又はアルカリ金属イオ
ン、アンモニウムイオン、有機アンモニウムイオンであ
る)で表されるアミド基含有の2疎水基2親水基含有陰
イオン界面活性剤を含有することを特徴とする化粧料。
(57) [Claims] (Claim 1) Formula (1) (However, the carbon number of the acyl group RCO in the formula is 22, 20,
18, 16, 14, 12, 10, or 8; n is an integer of 2 to 4; and X is hydrogen or an alkali metal ion, an ammonium ion, or an organic ammonium ion). A cosmetic comprising two hydrophobic groups and two hydrophilic groups-containing anionic surfactant.
JP14399095A 1995-04-18 1995-05-17 Cosmetics Expired - Fee Related JP3483984B2 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP14399095A JP3483984B2 (en) 1995-04-18 1995-05-17 Cosmetics

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
JP7-117757 1995-04-18
JP11775795 1995-04-18
JP14399095A JP3483984B2 (en) 1995-04-18 1995-05-17 Cosmetics

Related Child Applications (1)

Application Number Title Priority Date Filing Date
JP2003170981A Division JP3878154B2 (en) 1995-04-18 2003-06-16 Cosmetics

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Publication Number Publication Date
JPH092931A JPH092931A (en) 1997-01-07
JP3483984B2 true JP3483984B2 (en) 2004-01-06

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE19622612C1 (en) * 1996-06-05 1997-10-23 Henkel Kgaa Gemini surfactants having excellent surface-active properties
DE19943668A1 (en) * 1999-09-13 2001-03-15 Rwe Dea Ag Surfactant composition containing gemini surfactants and co-amphiphiles, their preparation and their use
DE10200726A1 (en) * 2002-01-11 2003-07-24 Cognis Deutschland Gmbh Acylated ethylenediamine succinate
JP2006028424A (en) * 2004-07-20 2006-02-02 Asahi Kasei Chemicals Corp Creamy detergent
FR2918373B1 (en) * 2007-07-05 2009-08-28 Oreal NOVEL CATIONIC SURFACTANTS, COMPOSITIONS COMPRISING SAME, USE AS CONDITIONER, AND COSMETIC TREATMENT METHOD

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