JPH04266812A - Shampoo composition - Google Patents

Shampoo composition

Info

Publication number
JPH04266812A
JPH04266812A JP5048591A JP5048591A JPH04266812A JP H04266812 A JPH04266812 A JP H04266812A JP 5048591 A JP5048591 A JP 5048591A JP 5048591 A JP5048591 A JP 5048591A JP H04266812 A JPH04266812 A JP H04266812A
Authority
JP
Japan
Prior art keywords
fatty acid
glucose
feeling
foam
acid ester
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.)
Pending
Application number
JP5048591A
Other languages
Japanese (ja)
Inventor
Tomoyoshi Furusawa
古澤 智良
Zentarou Shinjiyou
新條 善太郎
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.)
Lion Corp
Original Assignee
Lion Corp
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 Lion Corp filed Critical Lion Corp
Priority to JP5048591A priority Critical patent/JPH04266812A/en
Publication of JPH04266812A publication Critical patent/JPH04266812A/en
Pending legal-status Critical Current

Links

Abstract

PURPOSE:To improve feeling of foam and conditioning properties of a shampoo composition by blending a fatty acid ester of glucose and/or alkylglucoside reduced in irritation to skin and being mild in feeling in use. CONSTITUTION:(A) A glucose fatty acid ester and/or 1-4C alkyl. glucoside fatty acid ester is used jointly with (B) a cationic gum, preferably expressed by the formula I, in which at least part or OH contained therein is replaced by a quaternary nitrogen-containing group expressed by formula II (R<1> to R<3> are 1-3C alkyl; X<-> is monovalent anion) and further preferably content of R is contained at an mount of >=1%, especially 1-2% in the cationic bum expressed by formula I, at blending amounts of the component A of 1-30%, expecially 1-20% and the component B of 0.1-3%, especially 0.1-2% based on total composition to provide a shampoo composition being mild in feeling in use and simultaneously having excellent smoothness of foam, feeling of foam such as creamy feeling and conditioning property.

Description

【発明の詳細な説明】[Detailed description of the invention]

【0001】0001

【産業上の利用分野】本発明は、使用感がマイルドであ
るとともに、泡感触、コンディショニング性にも優れた
シャンプ−組成物に関する。
BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a shampoo composition that is mild in feel and has excellent foam feel and conditioning properties.

【0002】0002

【従来の技術及び発明が解決しようとする課題】従来、
シャンプ−組成物には洗浄力・泡立ち用の活性剤として
アニオン性界面活性剤が主に用いられてきたが、近年は
、使用感のマイルド化が進み、アニオン性界面活性剤よ
りも皮膚等への刺激の少ないシャンプー組成物が求めら
れいる。そこで、この要望に応えるシャンプー組成物と
して、本出願人は先にグルコ−ス及び/又はアルキル基
の炭素数が1〜4のアルキルグルコシドの脂肪酸エステ
ル(以下、グルコ−ス脂肪酸エステル類と総称する)を
配合したシャンプ−組成物を提案した(特願平1−33
7952号,337953,337954,2−414
353)。
[Prior art and problems to be solved by the invention] Conventionally,
Anionic surfactants have been mainly used in shampoo compositions as active agents for cleansing power and lathering, but in recent years, the feeling of use has progressed to become milder, and they are more effective against the skin than anionic surfactants. There is a need for a shampoo composition that is less irritating. Therefore, in order to create a shampoo composition that meets this demand, the present applicant has previously developed fatty acid esters of glucose and/or alkyl glucosides in which the alkyl group has 1 to 4 carbon atoms (hereinafter collectively referred to as glucose fatty acid esters). ) was proposed (Patent Application No. 1999-33).
No. 7952, 337953, 337954, 2-414
353).

【0003】しかし、上記グルコ−ス脂肪酸エステル類
を配合したシャンプ−組成物は、従来のアニオン性界面
活性剤を配合したものに比べて泡の滑らかさ、クリ−ミ
−感といった泡の感触やコンディショニング性能に関し
てなお改良の余地があり、これらの特性等の改善が望ま
れていた。
However, shampoo compositions containing the above-mentioned glucose fatty acid esters have poor foam texture such as smoothness and creaminess compared to those containing conventional anionic surfactants. There is still room for improvement in conditioning performance, and improvements in these properties have been desired.

【0004】0004

【課題を解決するための手段及び作用】本発明者は上記
要望に応えるため鋭意検討を重ねた結果、マイルドな活
性剤である上記グルコ−ス脂肪酸エステル類、特にアシ
ル基の炭素数が4〜22のグルコ−ス脂肪酸エステル類
、とりわけモノエステル含量が90%(重量%、以下同
様)以上のグルコ−ス脂肪酸エステル類に従来増粘剤と
してしか用いられていなかったカチオン化グアガムを併
用した場合、マイルド性が損なわれずに泡の滑らかさ、
クリ−ミ−感などの泡感触及びコンディショニング性が
改善されることを知見し、本発明をなすに至った。
[Means and Effects for Solving the Problem] As a result of intensive studies in order to meet the above-mentioned needs, the present inventors have found that the above-mentioned glucose fatty acid esters, which are mild activators, particularly have an acyl group having 4 to 4 carbon atoms. 22 glucose fatty acid esters, especially glucose fatty acid esters with a monoester content of 90% (wt%) or more, when cationized guar gum, which has conventionally been used only as a thickener, is used in combination. , the smoothness of the foam without compromising its mildness,
It was discovered that foam feel such as creamy feeling and conditioning properties were improved, and the present invention was completed.

【0005】すなわち、本発明は、グルコ−ス及び/又
はアルキル基の炭素数が1〜4のアルキルグルコシドの
脂肪酸エステルとカチオン化グアガムとを併用してなる
シャンプ−組成物を提供する。
That is, the present invention provides a shampoo composition comprising a combination of glucose and/or a fatty acid ester of an alkyl glucoside whose alkyl group has 1 to 4 carbon atoms and cationized guar gum.

【0006】以下、本発明について詳述する。本発明の
毛髪化粧料の第1の必須成分はグルコース脂肪酸エステ
ル類である。グルコース脂肪酸エステル類としては、グ
ルコース又はアルキルグルコシドと炭素数4〜22、よ
り好ましくは6〜14の脂肪酸又はその低級アルキルエ
ステル等の脂肪酸誘導体とから合成して得られるものを
好適に用いることができる。
The present invention will be explained in detail below. The first essential component of the hair cosmetic of the present invention is glucose fatty acid ester. As glucose fatty acid esters, those obtained by synthesis from glucose or alkyl glucosides and fatty acids having 4 to 22 carbon atoms, more preferably 6 to 14 carbon atoms, or fatty acid derivatives such as lower alkyl esters thereof can be suitably used. .

【0007】この場合、原料グルコースとしては、とう
もろこし、じゃがいもなどの澱粉を酸や酵素で加水分解
し、これを脱色、精製したものを用いることができる。 このようなものとしては、JASで規定されている結晶
ブドウ糖、粉末ブドウ糖、粒状ブドウ糖などが例示され
る。
[0007] In this case, as the raw material glucose, it is possible to use starch obtained by hydrolyzing starch of corn, potato, etc. with an acid or an enzyme, decolorizing it, and purifying it. Examples of such substances include crystalline glucose, powdered glucose, and granular glucose defined by JAS.

【0008】また、原料のアルキル基の炭素数が1〜4
のアルキルグルコシドとしては、上記グルコースに炭素
数1〜4の低級アルコールを結合したもので、1−メチ
ルグルコシド、1−エチルグルコシド、1−プロピルグ
ルコシド、1−イソプロピルグルコシド、1−ブチルグ
ルコシドなどが例示され、ステーリー社から市販されて
いるものなどが代表的に挙げられる。
[0008] Also, the number of carbon atoms in the alkyl group of the raw material is 1 to 4.
Examples of the alkyl glucoside include glucose bound to a lower alcohol having 1 to 4 carbon atoms, such as 1-methyl glucoside, 1-ethyl glucoside, 1-propyl glucoside, 1-isopropyl glucoside, and 1-butyl glucoside. Typical examples include those commercially available from Staley Company.

【0009】一方、脂肪酸としては、炭素数4〜22の
ものであれば天然,合成、飽和,不飽和、直鎖、分枝、
単一,混合などの別なく好適に用いることができる。天
然系の脂肪酸としてヤシ油、パーム油、牛脂油、ナタネ
油、大豆油などの植物油脂、動物油脂から加水分解して
得られるイソ酪酸、カプロン酸、オクタン酸、デカン酸
、ラウリン酸、ミリスチン酸、パルミチン酸、ステアリ
ン酸、リノール酸、オレイン酸、ウンデカン酸等の飽和
、不飽和の直鎖状脂肪酸が例示される。また、合成系の
脂肪酸としては、オレフィン類の重合体を酸化して得ら
れる直鎖状、分枝状脂肪酸の混合物等を用いることがで
き、γ−リノレン酸などの微生物由来の脂肪酸を使用す
ることもできる。更に、脂肪酸の低級アルキルエステル
としては、上記脂肪酸のメチル、エチル、プロピルなど
の炭素数1〜3を有するアルキルエステルを用いること
ができ、また脂肪酸のハロゲン化物を原料とすることも
できる。
On the other hand, fatty acids can be natural, synthetic, saturated, unsaturated, linear, branched, etc. as long as they have 4 to 22 carbon atoms.
They can be suitably used regardless of whether they are used singly or as a mixture. Natural fatty acids such as isobutyric acid, caproic acid, octanoic acid, decanoic acid, lauric acid, and myristic acid obtained by hydrolysis from vegetable oils such as coconut oil, palm oil, tallow oil, rapeseed oil, and soybean oil, and animal oils. Examples include saturated and unsaturated linear fatty acids such as palmitic acid, stearic acid, linoleic acid, oleic acid, and undecanoic acid. Furthermore, as synthetic fatty acids, mixtures of linear and branched fatty acids obtained by oxidizing olefin polymers can be used, and fatty acids derived from microorganisms such as γ-linolenic acid can be used. You can also do that. Furthermore, as the lower alkyl ester of the fatty acid, an alkyl ester of the above-mentioned fatty acid having 1 to 3 carbon atoms such as methyl, ethyl, and propyl can be used, and a halogenated fatty acid can also be used as the raw material.

【0010】グルコース脂肪酸エステル類は、これらの
原料を用いて、リパーゼ等によるエステル合成、例えば
原料油脂とグルコースとのエステル交換反応、脂肪酸の
低級アルキルエステルとグルコースとのエステル交換反
応、脂肪酸とグルコースとのエステル合成などの方法、
更に脂肪酸クロライドとグルコースとを用いた合成法、
その他種々の公知の方法で合成することができる。
[0010] Glucose fatty acid esters can be produced by ester synthesis using these raw materials using lipase or the like, such as transesterification of raw oils and fats with glucose, transesterification of lower alkyl esters of fatty acids with glucose, and transesterification of fatty acids with glucose. methods such as ester synthesis of
Furthermore, a synthesis method using fatty acid chloride and glucose,
It can also be synthesized by various other known methods.

【0011】この場合、本発明において、グルコース脂
肪酸エステル類としては、モノエステル含量が90%以
上、特に95%以上のグルコース脂肪酸エステル類を用
いることが、上述した本発明の目的を達する上で好まし
い。また、トリエステル以上のポリエステル含量が1%
以下、特に0.5%以下であることがより好ましいが、
上述した公知法ではいずれもモノエステル含量が少なく
、トリ以上のポリエステル含量の多いエステルが製造さ
れるため、モノエステルを得る場合は、合成後の分画、
単離に手間を要することがある。従って、この点でモノ
エステルの製造には、先に本出願人が特願平1−210
495号で提案した耐熱性リパーゼを用いる方法が好適
に採用される。
[0011] In this case, in the present invention, as the glucose fatty acid ester, it is preferable to use a glucose fatty acid ester having a monoester content of 90% or more, particularly 95% or more, in order to achieve the above-mentioned object of the present invention. . In addition, the polyester content of triester or higher is 1%.
Below, it is more preferably 0.5% or less,
All of the above-mentioned known methods produce esters with a low monoester content and a high tri- or higher polyester content. Therefore, in order to obtain a monoester, fractionation after synthesis,
Isolation may be time-consuming. Therefore, from this point of view, the present applicant has previously proposed patent application No. 1-210 for the production of monoester.
The method using heat-stable lipase proposed in No. 495 is preferably employed.

【0012】なお、グルコース脂肪酸モノエステルとし
ては、グルコースの6位のOH基がエステル化されてい
るものが好ましい。
[0012] As the glucose fatty acid monoester, one in which the OH group at the 6-position of glucose is esterified is preferable.

【0013】このようなグルコース脂肪酸モノエステル
の具体例を示すと、6−O−オクタノイルグルコース、
6−O−デカノイルグルコース、6−O−ラウロイルグ
ルコース、6−O−ミリストイルグルコース、6−O−
パルミトイルグルコース、6−O−オレオイルグルコー
ス、6−O−リノレオイルグルコースなどが例示される
Specific examples of such glucose fatty acid monoesters include 6-O-octanoylglucose,
6-O-decanoylglucose, 6-O-lauroylglucose, 6-O-myristoylglucose, 6-O-
Examples include palmitoylglucose, 6-O-oleoylglucose, 6-O-linoleoylglucose, and the like.

【0014】また、炭素数が1〜4のアルキルグルコシ
ド脂肪酸エステルとしては、メチル6−O−オクタノイ
ルグルコシド、エチル6−O−オクタノイルグルコシド
、エチル6−O−ラウロイルグルコシド、エチル6−O
−パルミトイルグルコシド、エチル6−O−オレオイル
グルコシド、プロピル6−O−オクタノイルグルコシド
、ブチル6−O−オクタノイルグルコシドなどが例示さ
れる。
Further, as the alkyl glucoside fatty acid ester having 1 to 4 carbon atoms, methyl 6-O-octanoyl glucoside, ethyl 6-O-octanoyl glucoside, ethyl 6-O-lauroyl glucoside, ethyl 6-O-octanoyl glucoside,
Examples include -palmitoyl glucoside, ethyl 6-O-oleoyl glucoside, propyl 6-O-octanoyl glucoside, butyl 6-O-octanoyl glucoside.

【0015】なお、本発明は、上記グルコース脂肪酸エ
ステル類の1種を単独で用いてもよく、2種以上を組み
合わせて用いることもできる。
[0015] In the present invention, one type of the above-mentioned glucose fatty acid esters may be used alone, or two or more types may be used in combination.

【0016】グルコース脂肪酸エステル類の配合量は種
々選定することができるが、通常組成物全体の1〜30
%、特に1〜20%である。
[0016] The amount of glucose fatty acid ester to be blended can be selected variously, but it is usually 1 to 30% of the total composition.
%, especially from 1 to 20%.

【0017】本発明の第2必須成分であるカチオン化グ
アガムとしては、例えばグアガムと2,3−エポキシプ
ロピルトリメチルアンモニウムクロリドとのエーテル結
合によって得ることができ、特に下記構造式(1)を有
し、それに含まれる水酸基の少なくとも一部が下記一般
式(2)で表される第四級窒素含有基で置換されたもの
が好適に使用される。
The cationized guar gum, which is the second essential component of the present invention, can be obtained, for example, by an ether bond between guar gum and 2,3-epoxypropyltrimethylammonium chloride, and in particular has the following structural formula (1). , one in which at least a part of the hydroxyl groups contained therein is substituted with a quaternary nitrogen-containing group represented by the following general formula (2) is preferably used.

【0018】[0018]

【化1】[Chemical formula 1]

【0019】ここで、上記(2)式において、R1,R
2,R3はそれぞれ炭素数1〜3のアルキル基であり、
例えばメチル基、エチル基、プルピル基等が挙げられる
。また、X−は1価のアニオンであり、例えば塩素、臭
素、ヨウ素等のハロゲン原子、メチル硫酸、エチル硫酸
等を挙げることができる。このような(2)式の第四級
窒素含有基の含有量は、(1)式のカチオン化グアガム
中1%以上、特に1〜2%であることが好ましい。
Here, in the above formula (2), R1, R
2 and R3 are each an alkyl group having 1 to 3 carbon atoms,
Examples include methyl group, ethyl group, purpyl group, and the like. Moreover, X- is a monovalent anion, and examples thereof include halogen atoms such as chlorine, bromine, and iodine, methyl sulfate, and ethyl sulfate. The content of such quaternary nitrogen-containing groups of formula (2) is preferably 1% or more, particularly 1 to 2%, in the cationized guar gum of formula (1).

【0020】カチオン化グアガムの配合量は、組成物全
体の0.1〜3%、特に0.1〜2%とすることが好ま
しい。0.1%に満たないと泡感触、コンディショニン
グ性が劣る傾向があり、3%を超えると泡感触、コンデ
ィショニング性に好ましくない場合がある。
The amount of cationized guar gum blended is preferably 0.1 to 3%, particularly 0.1 to 2%, based on the total composition. If it is less than 0.1%, the foam feel and conditioning properties tend to be poor, and if it exceeds 3%, the foam texture and conditioning properties may be unfavorable.

【0021】本発明のシャンプ−組成物には、必要に応
じ上記必須成分に加えて本発明の効果を阻害しない限り
、その他の常用成分、例えば上記以外のアニオン性界面
活性剤、ノニオン性界面活性剤、両性界面活性剤、カチ
オン性界面活性剤等の各種界面活性剤、油分、抗炎症剤
、ふけ防止剤、香料、色素、防腐剤などを配合すること
ができる。
[0021] In addition to the above-mentioned essential ingredients, the shampoo composition of the present invention may contain other commonly used ingredients, such as anionic surfactants and nonionic surfactants other than those mentioned above, as long as they do not impede the effects of the present invention. Various surfactants such as surfactants, amphoteric surfactants, and cationic surfactants, oils, anti-inflammatory agents, anti-dandruff agents, fragrances, pigments, preservatives, etc. can be blended.

【0022】[0022]

【実施例】以下、実施例及び比較例を示して本発明を具
体的に説明するが、本発明は下記実施例に制限されるも
のではない。
[Examples] The present invention will be specifically explained below with reference to Examples and Comparative Examples, but the present invention is not limited to the following Examples.

【0023】〔実施例1〜3、比較例1〜3〕表1に示
した組成のシャンプ−組成物を調製し、泡感触及びコン
ディショニング性を下記方法で評価した。その結果を表
1に併記する。 泡感触及びコンディショニング性の評価方法:頭髪を2
分し、左右それぞれに3gの標準試料と表1に示した組
成の試料を施し、泡立てた時の感触及びすすぎ時のコン
ディショニング性を10名のテスタ−により以下の基準
で評価判定した。なお、標準試料としては、ポリオキシ
エチレンラウリルエ−テル硫酸ナトリウム(p=3)1
0%、ヤシ油脂肪酸ジエタノ−ルアミド3%、硫酸ナト
リウム1%、水残部の組成のものを用いた。 5  標準品に比べ優れている 4      〃      やや優れている3  同
等 2  標準品に比べやや劣る 1      〃      明らかに劣る○:評価の
平均値  3.5点以上 △:評価の平均値  3.4〜2.5点×:評価の平均
値  2.5点未満
[Examples 1 to 3, Comparative Examples 1 to 3] Shampoo compositions having the compositions shown in Table 1 were prepared, and the foam feel and conditioning properties were evaluated by the following methods. The results are also listed in Table 1. Evaluation method for foam feel and conditioning properties: Hair
3 g of a standard sample and a sample having the composition shown in Table 1 were applied to each of the left and right sides, and the feel when lathered and the conditioning properties during rinsing were evaluated by 10 testers according to the following criteria. In addition, as a standard sample, polyoxyethylene lauryl ether sodium sulfate (p = 3) 1
0%, coconut oil fatty acid diethanolamide 3%, sodium sulfate 1%, and water remaining. 5 Superior to the standard product 4 〃 Slightly superior 3 Same as 2 Slightly inferior to the standard product 1 〃 Clearly inferior ○: Average evaluation value 3.5 points or more △: Average evaluation value 3.4 to 2 .5 points ×: Average evaluation value less than 2.5 points

【0024】[0024]

【表1】[Table 1]

【0025】表1の結果より、グルコ−ス脂肪酸エステ
ル類とともにカチオン化グアガムを配合したシャンプ−
組成物は、泡感触、コンディショニング性が顕著に向上
していることがわかる。
From the results in Table 1, it was found that the shampoo containing cationized guar gum together with glucose fatty acid esters
It can be seen that the composition has significantly improved foam feel and conditioning properties.

【0026】〔実施例4〜7〕表2に示した組成のシャ
ンプ−組成物を前記と同様に評価した。
[Examples 4 to 7] Shampoo compositions having the compositions shown in Table 2 were evaluated in the same manner as above.

【0027】[0027]

【表2】[Table 2]

【0028】〔実施例8〕[Example 8]

【0029】[0029]

【表3】[Table 3]

【0030】[0030]

【発明の効果】本発明のシャンプ−組成物は、皮膚等へ
の刺激が少なく使用感がマイルドである上、泡感触、コ
ンディショニング性に優れた効果を有するものである。
EFFECTS OF THE INVENTION The shampoo composition of the present invention is less irritating to the skin, has a milder feel, and has excellent foam feel and conditioning properties.

Claims (1)

【特許請求の範囲】[Claims] 【請求項1】  グルコ−ス及び/又はアルキル基の炭
素数が1〜4のアルキルグルコシドの脂肪酸エステルと
カチオン化グアガムとを併用してなることを特徴とする
シャンプ−組成物。
1. A shampoo composition comprising a combination of glucose and/or a fatty acid ester of an alkyl glucoside whose alkyl group has 1 to 4 carbon atoms and cationized guar gum.
JP5048591A 1991-02-22 1991-02-22 Shampoo composition Pending JPH04266812A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP5048591A JPH04266812A (en) 1991-02-22 1991-02-22 Shampoo composition

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP5048591A JPH04266812A (en) 1991-02-22 1991-02-22 Shampoo composition

Publications (1)

Publication Number Publication Date
JPH04266812A true JPH04266812A (en) 1992-09-22

Family

ID=12860221

Family Applications (1)

Application Number Title Priority Date Filing Date
JP5048591A Pending JPH04266812A (en) 1991-02-22 1991-02-22 Shampoo composition

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Country Link
JP (1) JPH04266812A (en)

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6486105B1 (en) 2001-03-30 2002-11-26 L'oreal S.A. Heat activated durable conditioning compositions comprising C3 to C5 monosaccharides, and methods for using same
US6800302B2 (en) 2001-03-30 2004-10-05 L'oreal S.A. Heat activated durable styling compositions comprising C1 to C22 Substituted C3-C5 monosaccharides and methods for same
US7201894B2 (en) 2001-03-30 2007-04-10 L'oreal Compositions comprising at least one C1 to C22 substituted C3 to C5 monosaccharide, and their use for the protection title and/or repair of keratinous fibers
US7431937B2 (en) 2001-03-30 2008-10-07 L'oreal, S.A. Compositions comprising at least one aminated C5-C7 saccharide unit, and their use for the protection and/or repair of keratinous fibers
US7459150B2 (en) 2001-03-30 2008-12-02 L'ORéAL S.A. Heat activated durable conditioning compositions comprising an aminated C5 to C7 saccharide unit and methods for using same
US7815900B1 (en) 2000-07-11 2010-10-19 L'ORéAL S.A. Use of C3-C5 monosaccharides to protect keratinous fibers

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US7815900B1 (en) 2000-07-11 2010-10-19 L'ORéAL S.A. Use of C3-C5 monosaccharides to protect keratinous fibers
US6486105B1 (en) 2001-03-30 2002-11-26 L'oreal S.A. Heat activated durable conditioning compositions comprising C3 to C5 monosaccharides, and methods for using same
US6800302B2 (en) 2001-03-30 2004-10-05 L'oreal S.A. Heat activated durable styling compositions comprising C1 to C22 Substituted C3-C5 monosaccharides and methods for same
US7201894B2 (en) 2001-03-30 2007-04-10 L'oreal Compositions comprising at least one C1 to C22 substituted C3 to C5 monosaccharide, and their use for the protection title and/or repair of keratinous fibers
US7431937B2 (en) 2001-03-30 2008-10-07 L'oreal, S.A. Compositions comprising at least one aminated C5-C7 saccharide unit, and their use for the protection and/or repair of keratinous fibers
US7459150B2 (en) 2001-03-30 2008-12-02 L'ORéAL S.A. Heat activated durable conditioning compositions comprising an aminated C5 to C7 saccharide unit and methods for using same

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