JP4666343B2 - Mixture of acyl taurine salts and detergent composition containing the same - Google Patents
Mixture of acyl taurine salts and detergent composition containing the same Download PDFInfo
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- JP4666343B2 JP4666343B2 JP2004245721A JP2004245721A JP4666343B2 JP 4666343 B2 JP4666343 B2 JP 4666343B2 JP 2004245721 A JP2004245721 A JP 2004245721A JP 2004245721 A JP2004245721 A JP 2004245721A JP 4666343 B2 JP4666343 B2 JP 4666343B2
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Description
本発明はアシルタウリン塩の混合物、およびそれを配合した皮膚あるいは頭髪用の洗浄剤組成物に関する。さらに詳しくは、アシルタウリンのナトリウム塩で生ずる経時に伴うゲル化を防ぎ、離水などの安定性の問題がない混合物に関し、さらにそれを配合することで得られる、起泡性、使用性に優れ、皮膚や毛髪に対する刺激性が少ない洗浄剤組成物に関する。 The present invention relates to a mixture of acyl taurine salts and a detergent composition for skin or hair containing the mixture. More specifically, it prevents gelation with time caused by the sodium salt of acyltaurine, and relates to a mixture that does not have stability problems such as water separation.Further, it is excellent in foamability and usability obtained by blending it. The present invention relates to a detergent composition having little irritation to skin and hair.
アシルタウリン塩はその低刺激性や高起泡性から、洗浄剤組成物への利用が示されている。例えば、２級アミド型Ｎ−アシルタウリン塩と両性界面活性剤を含有する洗浄剤組成物（特許文献１参照）、アシルタウリン塩とグリセリルエーテルを含有する洗浄剤組成物（特許文献２参照）、２級アミド型Ｎ−アシルタウリン塩とカチオン化ポリマーを含有する洗浄剤組成物（特許文献３参照）などが提案されている。これら特許文献１〜３に記載の洗浄剤組成物では、アシルタウリン塩の対イオンとして、ナトリウム、カリウム等が用いられるが、アシルタウリン塩の対イオンとしてナトリウムを用いる場合、調製直後は良好な外観を有していても、経時に伴いゲル化して著しい離水を生ずる。また、対イオンとしてカリウムを用いる場合、当初から極めて硬い構造を形成し、水溶けも悪く、洗浄料としての使用に適さない。 Acyl taurine salts have been shown to be used in detergent compositions because of their low irritation and high foaming properties. For example, a detergent composition containing a secondary amide type N-acyl taurine salt and an amphoteric surfactant (see Patent Document 1), a detergent composition containing an acyl taurine salt and glyceryl ether (see Patent Document 2), A detergent composition containing a secondary amide type N-acyl taurine salt and a cationized polymer (see Patent Document 3) has been proposed. In the cleaning compositions described in Patent Documents 1 to 3, sodium, potassium, and the like are used as the counter ion of the acyl taurine salt, but when sodium is used as the counter ion of the acyl taurine salt, a good appearance immediately after preparation. Even if it has, it gelatinizes with time and produces remarkable water separation. In addition, when potassium is used as a counter ion, a very hard structure is formed from the beginning, water solubility is poor, and it is not suitable for use as a cleaning material.
そこで上記水溶けを改良したアシルタウリン組成物として、アシルタウリン組成物１モルに対して０．５〜２．０モルのハロゲン化アルカリ金属化合物を共存させた界面活性剤が提案されている（特許文献４参照）。しかしながら、特許文献４に記載の組成物を皮膚洗浄料に適用しようとすると、このような多量のハロゲン化アルカリが共存では皮膚に刺激を生じてしまい、実際には使用することはできないうえ、塩析によりアシルタウリンの結晶化が著しく、ペースト状とはいえない状態になってしまう。 Accordingly, as an acyl taurine composition with improved water solubility, a surfactant in which 0.5 to 2.0 moles of an alkali metal halide compound coexist with 1 mole of the acyl taurine composition has been proposed (patent) Reference 4). However, when trying to apply the composition described in Patent Document 4 to a skin cleanser, the presence of such a large amount of alkali halide causes irritation to the skin and cannot be used in practice. Crystallization of acyl taurine is remarkable due to precipitation, and it cannot be said that it is a paste.
本発明は上記事情に鑑みてなされたもので、水をベースとしたアシルタウリン塩において、離水などの安定性の問題がない混合物を提供すること、および、該混合物を用いて、起泡性、使用性に優れ、皮膚や毛髪に対する刺激性が少ない洗浄剤組成物を提供することを目的とする。 The present invention has been made in view of the above circumstances, and in a water-based acyltaurine salt, providing a mixture having no stability problem such as water separation, and using the mixture, foaming property, An object is to provide a detergent composition that is excellent in usability and has little irritation to skin and hair.
本発明者らは、上記課題を解決すべく鋭意研究を重ねた結果、Ｎ−アシル化タウリンのナトリウム塩、カリウム塩を、それぞれ特定の比率で共存させることで、経時によるゲル化に伴う離水がなく安定性に優れた混合物が得られ、また該混合物を洗浄剤として適用した場合、優れた起泡性、使用性を有し、さらに皮膚や毛髪に対して低刺激であることを見出し、本発明を完成するに至った。 As a result of intensive studies to solve the above-mentioned problems, the present inventors have made it possible for water separation accompanying gelation with time to occur by allowing the sodium salt and potassium salt of N-acylated taurine to coexist in specific ratios. And a mixture with excellent stability is obtained, and when the mixture is applied as a cleaning agent, it has excellent foaming properties and usability, and is found to be less irritating to the skin and hair. The invention has been completed.
すなわち、本発明は、（ａ）下記一般式（I）で示されるＮ−アシル化タウリンのナトリウム塩と、（ｂ）下記一般式（II）で示されるＮ−アシル化タウリンのカリウム塩を、（ａ）成分：（ｂ）成分＝７：１〜１：１（質量比）の割合で含有する、Ｎ−アシルタウリン塩の混合物を提供する。 That is, the present invention comprises (a) a sodium salt of N-acylated taurine represented by the following general formula (I) and (b) a potassium salt of N-acylated taurine represented by the following general formula (II): Provided is a mixture of N-acyl taurine salts, which is contained at a ratio of (a) component: (b) component = 7: 1 to 1: 1 (mass ratio).
Ｒ1ＣＯＮＨＣＨ2ＣＨ2ＳＯ3Ｎａ （I）
Ｒ2ＣＯＮＨＣＨ2ＣＨ2ＳＯ3Ｋ （II）
R 1 CONHCH 2 CH 2 SO 3 Na (I)
R 2 CONHCH 2 CH 2 SO 3 K (II)
［一般式（I）、（II）中、Ｒ1、Ｒ2は、それぞれ独立に、炭素原子数が７〜１７のアルキル基またはアルケニル基を示す］ [In the general formulas (I) and (II), R 1 and R 2 each independently represents an alkyl group or alkenyl group having 7 to 17 carbon atoms]
また本発明は、上記混合物を含有する洗浄剤組成物を提供する。 Moreover, this invention provides the cleaning composition containing the said mixture.
本発明により、離水などの安定性の問題がなく、かつ起泡性、使用性に優れ、皮膚や毛髪に対する刺激性が少ないアシルタウリン塩の混合物、およびこれを含有するヒトの皮膚あるいは頭髪用の洗浄剤組成物を得ることができるという効果を奏する。 According to the present invention, a mixture of acyl taurine salts which are free from problems of stability such as water separation, have excellent foaming properties and usability, and have little irritation to skin and hair, and human skin or hair containing the same There exists an effect that a cleaning composition can be obtained.
以下、本発明について詳述する。 Hereinafter, the present invention will be described in detail.
本発明における（ａ）成分としてのＮ−アシル化タウリンのナトリウム塩は、下記一般式（I）で表される化合物である。 The sodium salt of N-acylated taurine as the component (a) in the present invention is a compound represented by the following general formula (I).
Ｒ1ＣＯＮＨＣＨ2ＣＨ2ＳＯ3Ｎａ （I） R 1 CONHCH 2 CH 2 SO 3 Na (I)
（上記式中、Ｒ1は、炭素原子数が７〜１７のアルキル基またはアルケニル基を示す） (In the above formula, R 1 represents an alkyl or alkenyl group having 7 to 17 carbon atoms)
（ａ）成分として、具体的には、例えば、ラウロイルタウリンナトリウム、ミリストイルタウリンナトリウム、ステアロイルタウリンナトリウム、ココイルタウリンナトリウム等が挙げられる。 Specific examples of the component (a) include lauroyl taurine sodium, myristoyl taurine sodium, stearoyl taurine sodium, and cocoyl taurine sodium.
本発明における（ｂ）成分としてのＮ−アシル化タウリンのカリウム塩は、下記一般式（II）で表される化合物である。 The potassium salt of N-acylated taurine as the component (b) in the present invention is a compound represented by the following general formula (II).
Ｒ2ＣＯＮＨＣＨ2ＣＨ2ＳＯ3Ｋ （II） R 2 CONHCH 2 CH 2 SO 3 K (II)
（上記式中、Ｒ2は、炭素原子数が７〜１７のアルキル基またはアルケニル基を示す） (In the above formula, R 2 represents an alkyl or alkenyl group having 7 to 17 carbon atoms)
（ｂ）成分として、具体的には、例えば、例えば、ラウロイルタウリンカリウム、ミリストイルタウリンカリウム、ステアロイルタウリンカリウム、ココイルタウリンカリウム等が挙げられる。 Specific examples of the component (b) include, for example, lauroyl taurine potassium, myristoyl taurine potassium, stearoyl taurine potassium, cocoyl taurine potassium, and the like.
本発明の混合物では、（ａ）成分と（ｂ）成分の配合割合（質量比）は７：１〜１：１であり、好ましくは６：１〜２：１である。上記配合割合よりも（ａ）成分が多いと、経時でゲル化し離水が生じやすくなり、一方、上記配合割合よりも（ｂ）成分が多いと、泡立ちが不十分となるため洗浄剤としての実使用に適さない。この（ｂ）成分が高比率の系での泡立ちの低減は、イオン交換水中では高起泡であるが水道水等の通常洗浄に使用する水中では低起泡という、カリウム塩自体の性質が発現するためである。 In the mixture of the present invention, the blending ratio (mass ratio) of the component (a) and the component (b) is 7: 1 to 1: 1, preferably 6: 1 to 2: 1. When the amount of the component (a) is larger than the above blending ratio, gelation occurs with time and water separation tends to occur. On the other hand, when the amount of the (b) component is larger than the above blending ratio, the foaming is insufficient, so that Not suitable for use. The reduction of foaming in a system with a high ratio of component (b) is manifested by the property of potassium salt itself, which is highly foamed in ion-exchanged water but low foamed in water used for normal washing such as tap water. It is to do.
本発明の洗浄剤組成物では、上記混合物を、洗浄剤組成物中に１〜３０質量％程度配合するのが好ましく、より好ましくは１０〜２５質量％である。また該混合物の他に水を含有する。 In the cleaning composition of the present invention, the mixture is preferably blended in the cleaning composition in an amount of about 1 to 30% by mass, more preferably 10 to 25% by mass. In addition to the mixture, it contains water.
本発明の洗浄剤組成物には上記成分の他に、アニオン性界面活性剤、両性界面活性剤、非イオン性界面活性剤、多価アルコール、粉末成分、油分・油脂、高分子、紫外線吸収剤、糖類、アミノ酸、金属封鎖剤、酸化防止剤、防腐剤、消炎剤、美白剤、植物抽出液、賦活剤、抗炎症剤など、通常化粧品や医薬部外品に用いられる成分を配合することができる。本発明洗浄剤組成物は、常法により製造することができる。 In addition to the above components, the cleaning composition of the present invention includes an anionic surfactant, an amphoteric surfactant, a nonionic surfactant, a polyhydric alcohol, a powder component, an oil / fat, a polymer, and an ultraviolet absorber. , Sugars, amino acids, sequestering agents, antioxidants, preservatives, anti-inflammatory agents, whitening agents, plant extracts, activators, anti-inflammatory agents, etc. it can. The detergent composition of the present invention can be produced by a conventional method.
本発明は、皮膚洗浄料（例えば、洗顔料、ボディシャンプーなど）、頭髪洗浄料（例えば、シャンプーなど）に好適に用いられる。 The present invention is suitably used for skin cleansers (for example, facial cleansers, body shampoos, etc.) and hair cleansers (for example, shampoos).
［実施例］
以下に実施例を挙げて本発明をさらに具体的に説明する。なお、本発明はこれによってなんら限定されるものではない。配合量は特記しない限りすべて質量％である。
[Example]
The present invention will be described more specifically with reference to the following examples. In addition, this invention is not limited at all by this. Unless otherwise specified, all the amounts are mass%.
まず、本発明に用いた評価方法について説明する。 First, the evaluation method used in the present invention will be described.
［安定性］
試料製造後、４０℃に４週間保存した後の状態を目視により判定した。評価基準は以下のとおりである。
（評価）
◎： 外観の変化や離水等が全くみられない
○： ゲル化は若干みられるが、離水は起こらない
△： ゲル化や離水が若干みられる
×： 離水が明確にみられる
[Stability]
After the sample was manufactured, the state after storage at 40 ° C. for 4 weeks was visually determined. The evaluation criteria are as follows.
(Evaluation)
◎: No change in appearance or water separation, etc. ○: Gelation is observed slightly, but water separation does not occur △: Gelation or water separation is observed slightly ×: Water separation is clearly seen
［泡立ち］
専門パネル（１０名）により実使用試験を実施し、泡立ちを評価した。評価基準は以下のとおりである。
（評価）
◎： ８名以上が、泡立ちがよいと回答した
○： ６〜７名が、泡立ちがよいと回答した
△： ３〜５名が、泡立ちがよいと回答した
×： ２名以下が、泡立ちがよいと回答した
[Bubbling]
An actual use test was conducted by a special panel (10 persons) to evaluate foaming. The evaluation criteria are as follows.
(Evaluation)
◎: 8 or more responded that foaming was good ○: 6-7 responded that foaming was good △: 3-5 responded that foaming was good ×: 2 or less responded that foaming Replied
［なめらかさ］
専門パネル（１０名）により実使用試験を実施し、乾燥した後の肌のなめらかさを評価した。評価基準は以下のとおりである。
（評価）
◎： ８名以上が、乾燥後なめらかさがあると回答した
○： ６〜７名が、乾燥後なめらかさがあると回答した
△： ３〜５名が、乾燥後なめらかさがあると回答した
×： ２名以下が、乾燥後なめらかさがあると回答した
[Smoothness]
An actual use test was carried out by a special panel (10 persons), and the smoothness of the skin after drying was evaluated. The evaluation criteria are as follows.
(Evaluation)
◎: 8 or more responded that there was smoothness after drying ○: 6-7 responded that there was smoothness after drying △: 3-5 responded that there was smoothness after drying ×: 2 or less responded that there was smoothness after drying
（試験例１〜７）
下記表１に示す配合組成よりなる試料を調製し、上記評価基準により、安定性、泡立ち、なめらかさについて評価した。結果を表１に示す。
(Test Examples 1 to 7)
Samples having the composition shown in Table 1 below were prepared and evaluated for stability, foaming, and smoothness according to the above evaluation criteria. The results are shown in Table 1.
上記試験例３〜６から明らかなように、（ａ）成分：（ｂ）成分＝７：１〜１：１（質量比）の割合で配合した試料は、安定性、泡立ち、なめらかさのいずれの評価にも優れており、特に（ａ）成分：（ｂ）成分＝６：１〜２：１（質量比）では、全評価項目において特に格段に優れた評価が得られた（試験例４、５）。 As apparent from Test Examples 3 to 6, the sample blended at a ratio of (a) component: (b) component = 7: 1 to 1: 1 (mass ratio) is any of stability, foaming, and smoothness. In particular, in (a) component: (b) component = 6: 1 to 2: 1 (mass ratio), particularly excellent evaluation was obtained in all evaluation items (Test Example 4). 5).
一方、上記試験例１、２のように、（ａ）成分を含むが（ｂ）成分を含まない系、あるいは（ａ）成分、（ｂ）成分の両者を含むが、（ａ）成分の配合比率が本願発明範囲を超えて過多な系では、本試料（試験品）が調製数日後であったにもかかわらず、若干ゲル化が生じていたため、水溶けが悪く泡立ちが十分ではなかった。また安定性が悪く著しい離水が生じた。また、上記試験例７の結果から、（ａ）成分より（ｂ）成分の割合が高い系では、カリウム塩由来の低起泡性が勝るようになるため、泡立ちが良好でなく、かつなめらかさも十分でなかった。 On the other hand, as in Test Examples 1 and 2 above, the system contains the component (a) but does not contain the component (b), or contains both the component (a) and the component (b). In a system in which the ratio exceeded the scope of the present invention, the gel (test product) was gelled slightly even though this sample (test product) was several days after preparation, so water solubility was poor and foaming was not sufficient. In addition, the stability was poor and significant water separation occurred. Further, from the results of Test Example 7 above, in the system in which the ratio of the component (b) is higher than the component (a), the low foaming property derived from the potassium salt is superior, so the foaming is not good and smooth. It was not enough.
洗顔料
（配 合 成 分） （質量％）
ミリストイルタウリンナトリウム １８
ラウロイルタウリンカリウム ６
ラウロイルメチルタウリンナトリウム ３
ジプロピレングリコール １０
イソステアリン酸 ３
ｐＨ調製剤 適 量
防腐剤 適 量
香料 適 量
水 残 余
（全量１００）
（製法）
上記成分を全て７０℃にて攪拌混合し、洗顔料を調製した。得られた洗顔料は、安定性（４０℃、４週間）が良好で、泡立ちや使用後の肌のなめらかさにも優れた使用性を有していた。
Face wash (combination component) (mass%)
Myristoyl taurine sodium 18
Lauroyl taurine potassium 6
Lauroylmethyl taurine sodium 3
Dipropylene glycol 10
Isostearic acid 3
pH adjuster appropriate amount preservative appropriate amount perfume appropriate amount water residue
(Total amount 100)
(Manufacturing method)
All of the above components were stirred and mixed at 70 ° C. to prepare a face wash. The obtained face wash was excellent in stability (40 ° C., 4 weeks), and had excellent usability in foaming and smoothness of the skin after use.
頭髪洗浄料
（配 合 成 分） （質量％）
ココイルタウリンナトリウム １４
ココイルタウリンカリウム ３
ラウロイルアミドプロピルベタイン ５
１，３−ブチレングリコール ５
ｐＨ調整剤 適 量
防腐剤 適 量
香料 適 量
水 残 余
（全量１００）
（製法）
上記成分を全て７０℃にて攪拌混合し、頭髪洗浄料を調製した。得られた頭髪洗浄料は、安定性（４０℃、４週間）が良好で、泡立ちや使用後の肌のなめらかさにも優れた使用性を有していた。
Hair wash (combination component) (mass%)
Cocoyl taurine sodium 14
Cocoyl taurine potassium 3
Lauroylamidopropylbetaine 5
1,3-butylene glycol 5
pH adjuster appropriate amount Preservative appropriate amount perfume appropriate amount water residue
(Total amount 100)
(Manufacturing method)
All the above ingredients were stirred and mixed at 70 ° C. to prepare a hair washing agent. The obtained hair washes had good stability (40 ° C., 4 weeks), and had excellent usability in terms of foaming and smooth skin after use.
泡立つメーク落とし
（配 合 成 分） （質量％）
ココイルタウリンナトリウム ２０
ミリストイルタウリンカリウム ４
トリイソステアリン酸ＰＥＧ２０グリセリル ３
ポリエチレングリコール４００ ５
ｐＨ調整剤 適 量
防腐剤 適 量
香料 適 量
水 残 余
（全量１００）
（製法）
上記成分を全て７０℃にて攪拌混合し、泡立つメーク落としを調製した。得られたメーク落としは、安定性（４０℃、４週間）が良好で、泡立ちや使用後の肌のなめらかさにも優れた使用性を有していた。
Foaming makeup remover (combination component) (mass%)
Cocoyl taurine sodium 20
Myristoyl taurine potassium 4
PEG20 glyceryl triisostearate 3
Polyethylene glycol 400 5
pH adjuster appropriate amount Preservative appropriate amount perfume appropriate amount water residue
(Total amount 100)
(Manufacturing method)
All the above components were mixed with stirring at 70 ° C. to prepare a foaming make-up remover. The obtained makeup remover had good stability (40 ° C., 4 weeks), and had excellent usability in foaming and smoothness of the skin after use.
Claims (2)
Ｒ1ＣＯＮＨＣＨ2ＣＨ2ＳＯ3Ｎａ （I）
Ｒ2ＣＯＮＨＣＨ2ＣＨ2ＳＯ3Ｋ （II）
［一般式（I）、（II）中、Ｒ1、Ｒ2は、それぞれ独立に、炭素原子数が７〜１７のアルキル基またはアルケニル基を示す］ (A) a sodium salt of N-acylated taurine represented by the following general formula (I) and (b) a potassium salt of N-acylated taurine represented by the following general formula (II): b) A mixture of N-acyl taurine salts contained in a ratio of component = 7: 1 to 1: 1 (mass ratio).
R 1 CONHCH 2 CH 2 SO 3 Na (I)
R 2 CONHCH 2 CH 2 SO 3 K (II)
[In the general formulas (I) and (II), R 1 and R 2 each independently represents an alkyl group or alkenyl group having 7 to 17 carbon atoms]
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2004245721A JP4666343B2 (en) | 2004-08-25 | 2004-08-25 | Mixture of acyl taurine salts and detergent composition containing the same |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2004245721A JP4666343B2 (en) | 2004-08-25 | 2004-08-25 | Mixture of acyl taurine salts and detergent composition containing the same |
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| JP4666343B2 true JP4666343B2 (en) | 2011-04-06 |
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| NL2001431C2 (en) | 2008-04-02 | 2009-10-05 | Univ Delft Tech | Method for separating a waste stream. |
| ES2425338T3 (en) | 2010-07-28 | 2013-10-14 | Inashco R&D B.V. | Separation apparatus |
| NL2006306C2 (en) | 2011-02-28 | 2012-08-29 | Inashco R & D B V | Eddy current seperation apparatus, separation module, separation method and method for adjusting an eddy current separation apparatus. |
| CN114010520A (en) * | 2021-11-23 | 2022-02-08 | 张家港格瑞特化学有限公司 | Personal care composition, preparation method and application |
| CN113995689B (en) * | 2021-11-23 | 2022-12-13 | 张家港格瑞特化学有限公司 | Personal care composition suitable for both adult and child use |
| US20240043376A1 (en) * | 2022-07-27 | 2024-02-08 | Innospec Active Chemicals Llc | Composition |
| CN116098821B (en) * | 2023-01-18 | 2024-02-02 | 张家港格瑞特化学有限公司 | Cleaning composition containing surfactant system and application thereof |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH02212598A (en) * | 1989-02-13 | 1990-08-23 | Kawaken Fine Chem Co Ltd | Liquid detergent composition |
| JP2001107078A (en) * | 1999-10-07 | 2001-04-17 | Asahi Kasei Corp | Aqueous surfactant solution |
| JP2004067840A (en) * | 2002-08-06 | 2004-03-04 | Daiee Kaseihin Kk | N-acyltaurine composition with improved water solubility |
| JP2004107291A (en) * | 2002-09-20 | 2004-04-08 | Daiee Kaseihin Kk | N-acyl taurine composition having improved stability to oxidation |
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Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH02212598A (en) * | 1989-02-13 | 1990-08-23 | Kawaken Fine Chem Co Ltd | Liquid detergent composition |
| JP2001107078A (en) * | 1999-10-07 | 2001-04-17 | Asahi Kasei Corp | Aqueous surfactant solution |
| JP2004067840A (en) * | 2002-08-06 | 2004-03-04 | Daiee Kaseihin Kk | N-acyltaurine composition with improved water solubility |
| JP2004107291A (en) * | 2002-09-20 | 2004-04-08 | Daiee Kaseihin Kk | N-acyl taurine composition having improved stability to oxidation |
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| JP2006063152A (en) | 2006-03-09 |
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