JP3964592B2 - Cleaning composition - Google Patents
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- JP3964592B2 JP3964592B2 JP2000024929A JP2000024929A JP3964592B2 JP 3964592 B2 JP3964592 B2 JP 3964592B2 JP 2000024929 A JP2000024929 A JP 2000024929A JP 2000024929 A JP2000024929 A JP 2000024929A JP 3964592 B2 JP3964592 B2 JP 3964592B2
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Description
【０００１】
【発明の属する技術分野】
本発明は起泡性及び泡質に優れた洗浄剤組成物に関する。
【０００２】
【従来の技術】
皮膚、毛髪用洗浄剤には、脂肪酸塩、アルキル硫酸塩やアルキルエーテル硫酸塩等のアニオン性界面活性剤が主洗浄成分として使用される。汚れが強い場合には洗浄成分がアニオン性界面活性剤のみでは洗浄性が低下してしまうために、アミドプロピルベタイン、脂肪酸ジエタノールアミド、脂肪酸モノエタノールアミド等の洗浄性増強剤、増泡剤が併用されるが、泡が粗く質感が満足いくものではなかった。泡のきめ細かさ等の泡質を調整するために、水溶性高分子が配合されるが、増泡剤と組み合わせると起泡性が低下するという問題があった。
【０００３】
【発明が解決しようとする課題】
本発明の目的は、起泡性及び泡質に優れた洗浄剤組成物を提供することにある。
【０００４】
【課題を解決するための手段】
本発明者らは、特定のアニオン性界面活性剤、ノニオン性水溶性高分子及び特定のグリセリルエーテルを組み合わせれば、起泡性に優れ、かつきめ細かい泡質を有する洗浄剤組成物が得られることを見い出した。
【０００５】
本発明は、次の成分（Ａ）、（Ｂ）及び（Ｃ）、
（Ａ）一般式（１）又は（２）で表わされるアニオン性界面活性剤
Ｒ 1 Ｏ（ＣＨ 2 ＣＨ 2 Ｏ） m ＳＯ 3 Ｍ （１）
Ｒ 2 ＯＳＯ 3 Ｍ （２）
（式中、Ｒ 1 は炭素数１０〜１８のアルキル基又はアルケニル基を示し、Ｒ 2 は炭素数１０〜１８のアルキル基を示し、Ｍはアルカリ金属、アルカリ土類金属、アンモニウム、アルカノールアミン又は塩基性アミノ酸を示し、ｍは１〜５の数を示す）
（Ｂ）ポリビニルアルコール、ヒドロキシプロピルメチルセルロース及びポリエチレンオキサイドから選ばれるノニオン性水溶性高分子
（Ｃ）炭素数４〜１２のアルキル基又はアルケニル基を有するグリセリルエーテル
を含有する洗浄剤組成物を提供するものである。
【０００６】
【発明の実施の形態】
本発明で用いる成分（Ａ）のアニオン性界面活性剤としては、例えばアルキル硫酸塩、アルキルベンゼンスルホン酸塩、ポリオキシアルキレンアルキルエーテル硫酸塩、ポリオキシアルキレンアルケニルエーテル硫酸塩、スルホコハク酸アルキルエステル塩、ポリオキシアルキレンスルホコハク酸アルキルエステル塩、α−オレフィンスルホン酸塩、ポリオキシアルキレンアルキルフェニルエーテル硫酸塩、グリセライド硫酸塩、アミドエーテル硫酸塩、脂肪酸塩、アルカンスルホン酸塩、α−スルホ脂肪酸エステル塩等が挙げられる。
【０００７】
これらのうち、ポリオキシエチレンアルキルエーテル硫酸塩、ポリオキシエチレンアルケニルエーテル硫酸塩、アルキル硫酸塩が好ましく、特に一般式（１）又は（２）で表わされるものが好ましい。
【０００８】
R1O(CH2CH2O)mSO3M （１）
R2OSO3M （２）
【０００９】
（式中、Ｒ1は炭素数１０〜１８のアルキル基又はアルケニル基を示し、Ｒ2は炭素数１０〜１８のアルキル基を示し、Ｍはアルカリ金属、アルカリ土類金属、アンモニウム、アルカノールアミン又は塩基性アミノ酸を示し、ｍは１〜５の数を示す）
【００１０】
成分（Ａ）のアニオン性界面活性剤は、１種以上を用いることができ、全組成中に５〜５０重量％、特に８〜３０重量％、更に１０〜２２重量％配合するのが、起泡性に優れ好ましい。
【００１１】
本発明で用いられる成分（Ｂ）のアニオン性又はノニオン性水溶性高分子としては、天然、合成のいずれのものでもよく、例えばペクチン、カラギーナン、グアーガム、ローカストビーンガム、ゼラチン、キサンタンガム、カルボキシビニルポリマー、カルボキシメチルヒドロキシエチルセルロース、ヒドロキシエチルセルロース、ヒドロキシプロピルメチルセルロース、アルギン酸塩、デンプン、ポリビニルアルコール、ポリアクリル酸塩、ポリメタクリル酸塩、ポリエチレンオキサイド、トラガカントゴム等が挙げられる。これらのうち、平均分子量１００００〜１０００万、更には１００００〜３００万（光散乱法で測定）のものが起泡力、泡を細かくする点で好ましく、特にポリビニルアルコール、ヒドロキシプロピルメチルセルロース、ポリエチレンオキサイドが好ましい。
【００１２】
成分（Ｂ）のアニオン性又はノニオン性水溶性高分子は、２種以上を組み合わせて用いることもできる。本発明の洗浄剤組成物における成分（Ｂ）の配合量は、洗浄剤の剤型等により異なるが、全組成中に０．０１〜５重量％配合するのが好ましく、特に０．０５〜３重量％、更に０．１〜１重量％配合すると、泡質がきめ細かくなり好ましい。
【００１３】
成分（Ｃ）のグリセリルエーテルは、炭素数４〜１２の直鎖又は分岐鎖したアルキル基又はアルケニル基を有するもので、例えばｎ−ブチル基、イソブチル基、ｔｅｒｔ−ブチル基、ｎ−ペンチル基、イソペンチル基、ｎ−ヘキシル基、イソヘキシル基、ｎ−ヘプチル基、ｎ−オクチル基、２−エチルヘキシル基、ｎ−ノニル基、ｎ−デシル基等の炭素数４〜１２のアルキル基を有するものが好ましい。このうち、特に炭素数５〜１０、更に炭素数６〜８のアルキル基を１又は２個、特に１個有するのが好ましい。
【００１４】
成分（Ｃ）のグリセリルエーテルは、１種以上を用いることができ、全組成中に０．１〜３０重量％、特に０．５〜１５重量％、更に１〜１０重量％配合するのが、起泡性に優れ好ましい。
【００１５】
これら成分（Ａ）、（Ｂ）及び（Ｃ）は重量比で（Ｂ）／（Ａ）＝０．００２〜０．４、（Ｃ）／（Ａ）＝０．０２〜１．５、更には（Ｂ）／（Ａ）＝０．００４〜０．１、（Ｃ）／（Ａ）＝０．０４〜０．８の比率で配合されるのが好ましい。
【００１６】
本発明の洗浄剤組成物は、剤型は水を媒体とする水性液状とするのが好ましく、また通常の洗浄剤組成物に用いられる成分、例えばプロピレングリコール、グリセリン、ジエチレングリコールモノエチルエーテル、ソルビトール、パンテノール等の保湿剤；カチオン性ポリマー、シリコーン化合物及びその誘導体等のコンディショニング成分；エチレングリコールジステアリン酸エステル等のパール化剤；ポリオキシエチレンアルキルエーテル、アルキルポリグルコシド等のノニオン性界面活性剤；アミドプロピルベタイン等の両性界面活性剤；セチルトリメチルアンモニウム塩等のカチオン性界面活性剤；染料、顔料等の着色剤；エタノール等の粘度調整剤；クエン酸、水酸化カリウム等のpH調整剤；塩化ナトリウム等の塩類、植物エキス類、防腐剤、殺菌剤、キレート剤、ビタミン剤、抗炎症剤、抗フケ剤、香料、色素、紫外線吸収剤、酸化防止剤、水などを、適宜配合できる。
【００１７】
本発明の洗浄剤組成物は、常法に従って製造でき、例えばシャンプー、全身洗浄料、洗顔料、手洗い剤等の皮膚、毛髪用洗浄剤とすることができる。
【００１８】
【発明の効果】
本発明の洗浄剤組成物は、きめ細かい豊かな泡が素早く立ち起泡性及び泡質に優れるものである。
【００１９】
【実施例】
実施例１
表１に示す組成の洗浄剤組成物を常法により製造し、起泡性及び泡のきめ細かさの評価を行った。
【００２０】
（評価方法）
男女１０名のパネラーに、各洗浄剤組成物を用いて、１週間身体の洗浄を実施してもらい、以下の項目についての官能評価を行った。評価は以下の基準による平均値を算出し、平均値が４．５以上の場合を非常に良好（◎）、３．５〜４．４の場合を良好（○）、２．５〜３．４の場合を普通（△）、２．４以下の場合を不良（×）と判定した。
【００２１】
（１）起泡性：
身体を洗ったときの速泡性及び泡量を評価した。
５；泡立ちが良い。
４；やや泡立ちが良い。
３；ふつう。
２；やや泡立ちが悪い。
１；泡立ちが悪い。
【００２２】
（２）泡のきめ細かさ：
５；泡がきめ細かい。
４；泡がややきめ細かい。
３；ふつう。
２；泡がやや粗い。
１；泡が粗い。
【００２３】
【表１】
表１から明らかなように、成分（Ａ）、（Ｂ）及び（Ｃ）のいずれか１成分を欠いても起泡性と泡のきめ細かさの両者を同時に満足することはできないのに対し、これら３成分を配合した本発明洗浄剤組成物はこれらの両者ともに十分満足できるものであった。
【００２５】
実施例２
以下に示す組成の全身洗浄料を常法により製造した。
得られた全身洗浄料は、起泡性及び泡のきめ細かさに優れたものであった。
（成分） （重量％）
ポリオキシエチレン（３）ラウリルエーテル硫酸
ナトリウム液（２５％） ６０
ラウリルジメチルヒドロキシスルホベタイン ３
ラウリン酸ナトリウム塩 １
ポリビニルアルコール*3 ０．２
ｎ−オクチルグリセリルエーテル ３
グリセリン ５
エタノール １
香料 ０．５
精製水 バランス
＊３：ゴーセノールＫＬ−０５（日本合成化学工業社製）分子量：58000
【００２６】
参考例
以下に示す組成の洗顔料を常法により製造した。
得られた洗顔料は、泡立ちが良好であり、きめ細かい泡質感を有していた。
（成分） （重量％）
モノアルキルリン酸エステル*4 のカリウム塩 ３０
ｎ−オクチルグリセリルエーテル ２
グリセリン ２０
ポリエチレンオキサイド*5 ０．５
香料 ４
ジブチルヒドロキシトルエン ０．３
エタノール ４
精製水 バランス
＊４：原料アルコールとしてダイヤドール１１５Ｌ（三菱化学社製）を用いて製造したリン酸エステル（アルキル基がC11:C13:C15＝47:31:22（重量 比）のもの）
＊５：ポリオックスＷＳＲＮ−６０Ｋ（ＵＣＣ社製）分子量：200万
【００２７】
実施例３
以下に示す組成のシャンプーを常法により製造した。
得られたシャンプーは、泡立ちが良好であり、きめ細かい泡質感を有していた。
（成分） （重量％）
ポリオキシエチレン（３）ラウリルエーテル硫酸ナトリウム液（２５％） ５０
ラウロイルアミドプロピルベタイン ５
ポリエチレンオキサイド*5 ０．５
ｎ−オクチルグリセリルエーテル ２．５
香料 ０．５
精製水 バランス
＊５：ポリオックスＷＳＲＮ−６０Ｋ（ＵＣＣ社製）[0001]
BACKGROUND OF THE INVENTION
The present invention relates to a detergent composition having excellent foamability and foam quality.
[0002]
[Prior art]
For skin and hair cleaning agents, anionic surfactants such as fatty acid salts, alkyl sulfates and alkyl ether sulfates are used as main cleaning components. If the dirt is strong, the cleaning properties will be reduced if the cleaning component is only an anionic surfactant. Therefore, a detergency enhancer such as amidopropyl betaine, fatty acid diethanolamide, fatty acid monoethanolamide, and a foaming agent are used in combination. However, the foam was rough and the texture was not satisfactory. In order to adjust the foam quality such as fineness of foam, a water-soluble polymer is blended, but there is a problem that foamability is lowered when combined with a foam-increasing agent.
[0003]
[Problems to be solved by the invention]
The objective of this invention is providing the cleaning composition excellent in foamability and foam quality.
[0004]
[Means for Solving the Problems]
The present inventors have found that certain anionic surfactants, by combining the Roh trunnion water-soluble polymer and a specific glyceryl ether, detergent compositions having excellent foaming properties and fine foam quality is obtained I found out.
[0005]
The present invention includes the following components (A), (B) and (C),
(A) Anionic surfactant represented by general formula (1) or (2)
R 1 O (CH 2 CH 2 O) m SO 3 M (1)
R 2 OSO 3 M (2)
(In the formula, R 1 represents an alkyl group or alkenyl group having 10 to 18 carbon atoms , R 2 represents an alkyl group having 10 to 18 carbon atoms, and M represents an alkali metal, alkaline earth metal, ammonium, alkanolamine or Represents a basic amino acid, and m represents a number of 1 to 5)
(B) A nonionic water-soluble polymer selected from polyvinyl alcohol, hydroxypropylmethylcellulose and polyethylene oxide (C) A cleaning composition containing a glyceryl ether having an alkyl or alkenyl group having 4 to 12 carbon atoms is provided. It is.
[0006]
DETAILED DESCRIPTION OF THE INVENTION
Examples of the anionic surfactant of component (A) used in the present invention include alkyl sulfates, alkylbenzene sulfonates, polyoxyalkylene alkyl ether sulfates, polyoxyalkylene alkenyl ether sulfates, sulfosuccinic acid alkyl ester salts, Examples include oxyalkylene sulfosuccinic acid alkyl ester salts, α-olefin sulfonates, polyoxyalkylene alkyl phenyl ether sulfates, glyceride sulfates, amide ether sulfates, fatty acid salts, alkane sulfonates, α-sulfo fatty acid ester salts, and the like. It is done.
[0007]
Of these, polyoxyethylene alkyl ether sulfates, polyoxyethylene alkenyl ether sulfates, and alkyl sulfates are preferred, and those represented by general formula (1) or (2) are particularly preferred.
[0008]
R 1 O (CH 2 CH 2 O) m SO 3 M (1)
R 2 OSO 3 M (2)
[0009]
(In the formula, R 1 represents an alkyl group or alkenyl group having 10 to 18 carbon atoms, R 2 represents an alkyl group having 10 to 18 carbon atoms, and M represents an alkali metal, alkaline earth metal, ammonium, alkanolamine or Represents a basic amino acid, and m represents a number of 1 to 5)
[0010]
One or more anionic surfactants of the component (A) can be used, and it is preferable that 5 to 50% by weight, particularly 8 to 30% by weight, and further 10 to 22% by weight is incorporated in the total composition. It is excellent in foamability and preferable.
[0011]
The anionic or nonionic water-soluble polymer of component (B) used in the present invention may be either natural or synthetic, such as pectin, carrageenan, guar gum, locust bean gum, gelatin, xanthan gum, carboxyvinyl polymer. Carboxymethyl hydroxyethyl cellulose, hydroxyethyl cellulose, hydroxypropyl methyl cellulose, alginate, starch, polyvinyl alcohol, polyacrylate, polymethacrylate, polyethylene oxide, tragacanth rubber and the like. Among these, those having an average molecular weight of 10,000 to 10,000,000, more preferably 10,000 to 3,000,000 (measured by a light scattering method) are preferable in terms of foaming power and fineness of bubbles, and polyvinyl alcohol, hydroxypropylmethylcellulose, and polyethylene oxide are particularly preferable. preferable.
[0012]
The anionic or nonionic water-soluble polymer of component (B) can be used in combination of two or more. The amount of component (B) in the cleaning composition of the present invention varies depending on the dosage form of the cleaning agent, but is preferably 0.01 to 5% by weight, particularly 0.05 to 3%, in the total composition. When it is blended by weight%, further 0.1 to 1 weight%, the foam quality becomes fine and preferable.
[0013]
The glyceryl ether of component (C) has a linear or branched alkyl group or alkenyl group having 4 to 12 carbon atoms, such as an n-butyl group, an isobutyl group, a tert-butyl group, an n-pentyl group, Those having an alkyl group having 4 to 12 carbon atoms such as isopentyl group, n-hexyl group, isohexyl group, n-heptyl group, n-octyl group, 2-ethylhexyl group, n-nonyl group and n-decyl group are preferable. . Among these, it is preferable to have 1 or 2 and especially 1 alkyl group having 5 to 10 carbon atoms, and further 6 to 8 carbon atoms.
[0014]
One or more glyceryl ethers of the component (C) can be used, and 0.1 to 30% by weight, particularly 0.5 to 15% by weight, and further 1 to 10% by weight are incorporated in the total composition. It is excellent in foaming property and preferable.
[0015]
These components (A), (B) and (C) are in a weight ratio of (B) / (A) = 0.002 to 0.4, (C) / (A) = 0.02 to 1.5, Are preferably blended in a ratio of (B) / (A) = 0.004 to 0.1 and (C) / (A) = 0.04 to 0.8.
[0016]
The cleaning composition of the present invention preferably has an aqueous liquid form with water as a medium, and components used in ordinary cleaning compositions such as propylene glycol, glycerin, diethylene glycol monoethyl ether, sorbitol, Moisturizers such as panthenol; conditioning components such as cationic polymers, silicone compounds and derivatives thereof; pearlizing agents such as ethylene glycol distearate; nonionic surfactants such as polyoxyethylene alkyl ethers and alkyl polyglucosides; amides Amphoteric surfactants such as propylbetaine; Cationic surfactants such as cetyltrimethylammonium salt; Colorants such as dyes and pigments; Viscosity regulators such as ethanol; pH regulators such as citric acid and potassium hydroxide; Sodium chloride Salts, plant extracts, etc. , Preservatives, disinfectants, chelating agents, vitamins, anti-inflammatory agents, anti-dandruff agents, fragrances, dyes, ultraviolet absorbers, antioxidants, water and the like, can be suitably blended.
[0017]
The cleaning composition of the present invention can be produced according to a conventional method, and can be used as a cleaning agent for skin and hair such as shampoos, whole body cleaning agents, facial cleansers and hand washing agents.
[0018]
【The invention's effect】
In the cleaning composition of the present invention, fine rich bubbles are quickly raised and excellent in foaming properties and foam quality.
[0019]
【Example】
Example 1
A detergent composition having the composition shown in Table 1 was produced by a conventional method, and the foamability and fineness of the foam were evaluated.
[0020]
(Evaluation methods)
Panelists of 10 men and women were allowed to wash their bodies for 1 week using each cleaning composition, and sensory evaluation was performed on the following items. In the evaluation, an average value based on the following criteria is calculated. When the average value is 4.5 or more, it is very good (◎), when the average value is 3.5 to 4.4 (◯), 2.5-3. The case of 4 was determined to be normal (Δ), and the case of 2.4 or less was determined to be defective (x).
[0021]
(1) Foamability:
The quick foaming property and the amount of foam when the body was washed were evaluated.
5; Foaming is good.
4; Slight bubbling is good.
3; Usually.
2; Slightly bad foaming.
1; Foaming is bad.
[0022]
(2) Fineness of foam:
5; Fine bubbles.
4; Bubbles are slightly fine.
3; Usually.
2; Bubbles are slightly rough.
1; Foam is rough.
[0023]
[Table 1]
As is clear from Table 1, both the foamability and the fineness of the foam cannot be satisfied at the same time even if any one of the components (A), (B) and (C) is absent. The cleaning composition of the present invention containing these three components was sufficiently satisfactory for both of them.
[0025]
Example 2
A whole body cleaning material having the following composition was produced by a conventional method.
The obtained whole body cleaning material was excellent in foaming property and fineness of the foam.
(Ingredient) (wt%)
Polyoxyethylene (3) sodium lauryl ether sulfate solution (25%) 60
Lauryldimethylhydroxysulfobetaine 3
Lauric acid sodium salt 1
Polyvinyl alcohol * 3 0.2
n-octyl glyceryl ether 3
Glycerin 5
Ethanol 1
Fragrance 0.5
Purified water Balance * 3: Gohsenol KL-05 (manufactured by Nippon Synthetic Chemical Industry) Molecular weight: 58000
[0026]
Reference Example A face wash having the composition shown below was produced by a conventional method.
The obtained face wash had good foaming and a fine foam texture.
(Ingredient) (wt%)
Monoalkyl phosphate * 4 potassium salt 30
n-octyl glyceryl ether 2
Glycerin 20
Polyethylene oxide * 5 0.5
Fragrance 4
Dibutylhydroxytoluene 0.3
Ethanol 4
Purified water balance * 4: Phosphate ester (alkyl group is C 11 : C 13 : C 15 = 47: 31: 22 (weight ratio)) manufactured using Diadol 115L (Mitsubishi Chemical Corporation) as raw alcohol )
* 5: Polyox WSRN-60K (UCC) Molecular weight: 2 million
Example 3
A shampoo having the composition shown below was produced by a conventional method.
The obtained shampoo had good foaming and a fine foam texture.
(Ingredient) (wt%)
Polyoxyethylene (3) sodium lauryl ether sulfate solution (25%) 50
Lauroylamidopropylbetaine 5
Polyethylene oxide * 5 0.5
n-octyl glyceryl ether 2.5
Fragrance 0.5
Purified water balance * 5: Polyox WSRN-60K (UCC)
Claims (1)
（Ａ）一般式（１）又は（２）で表わされるアニオン性界面活性剤
Ｒ 1 Ｏ（ＣＨ 2 ＣＨ 2 Ｏ） m ＳＯ 3 Ｍ （１）
Ｒ 2 ＯＳＯ 3 Ｍ （２）
（式中、Ｒ 1 は炭素数１０〜１８のアルキル基又はアルケニル基を示し、Ｒ 2 は炭素数１０〜１８のアルキル基を示し、Ｍはアルカリ金属、アルカリ土類金属、アンモニウム、アルカノールアミン又は塩基性アミノ酸を示し、ｍは１〜５の数を示す）
（Ｂ）ポリビニルアルコール、ヒドロキシプロピルメチルセルロース及びポリエチレンオキサイドから選ばれるノニオン性水溶性高分子
（Ｃ）炭素数４〜１２のアルキル基又はアルケニル基を有するグリセリルエーテル
を含有する洗浄剤組成物。The following components (A), (B) and (C),
(A) Anionic surfactant represented by general formula (1) or (2)
R 1 O (CH 2 CH 2 O) m SO 3 M (1)
R 2 OSO 3 M (2)
(Wherein R 1 represents an alkyl group or alkenyl group having 10 to 18 carbon atoms , R 2 represents an alkyl group having 10 to 18 carbon atoms, and M represents an alkali metal, alkaline earth metal, ammonium, alkanolamine or Represents a basic amino acid, and m represents a number of 1 to 5)
(B) A nonionic water-soluble polymer selected from polyvinyl alcohol, hydroxypropylmethylcellulose and polyethylene oxide (C) A detergent composition containing a glyceryl ether having an alkyl group or an alkenyl group having 4 to 12 carbon atoms.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2000024929A JP3964592B2 (en) | 2000-02-02 | 2000-02-02 | Cleaning composition |
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2000024929A JP3964592B2 (en) | 2000-02-02 | 2000-02-02 | Cleaning composition |
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|---|---|
| JP2001213762A JP2001213762A (en) | 2001-08-07 |
| JP3964592B2 true JP3964592B2 (en) | 2007-08-22 |
Family
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| Application Number | Title | Priority Date | Filing Date |
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| JP2000024929A Expired - Fee Related JP3964592B2 (en) | 2000-02-02 | 2000-02-02 | Cleaning composition |
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Families Citing this family (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE10028638A1 (en) * | 2000-06-09 | 2001-12-20 | Schuelke & Mayr Gmbh | Storage-stable composition useful in cosmetic and pharmaceutical compositions comprises combination of glycerol monoalkyl ether with antioxidant |
| JP4965869B2 (en) * | 2005-02-28 | 2012-07-04 | 花王株式会社 | Surfactant composition |
| US8512480B2 (en) | 2008-01-22 | 2013-08-20 | The Procter & Gamble Company | Liquid detergent composition comprising a hydrophobically modified cellulosic polymer |
| EP2083066A1 (en) * | 2008-01-22 | 2009-07-29 | The Procter and Gamble Company | Liquid detergent composition |
| JP5341029B2 (en) | 2010-06-18 | 2013-11-13 | 花王株式会社 | Aqueous hair cleanser |
| JP5718686B2 (en) * | 2011-03-09 | 2015-05-13 | ジャパンコーティングレジン株式会社 | Thermoplastic resin aqueous dispersion and water-resistant film using the same |
| US20160310387A1 (en) | 2015-04-23 | 2016-10-27 | The Procter & Gamble Company | Concentrated Personal Cleansing Compositions and Methods |
| EP3285729B1 (en) | 2015-04-23 | 2019-12-18 | The Procter and Gamble Company | Concentrated personal cleansing compositions and methods |
| EP3285728B1 (en) | 2015-04-23 | 2019-12-18 | The Procter and Gamble Company | Concentrated personal cleansing compositions and methods |
| EP3285725B1 (en) | 2015-04-23 | 2019-12-04 | The Procter and Gamble Company | Concentrated personal cleansing compositions |
| US11185486B2 (en) | 2016-10-21 | 2021-11-30 | The Procter And Gamble Company | Personal cleansing compositions and methods |
| EP3528777B1 (en) | 2016-10-21 | 2021-09-01 | The Procter & Gamble Company | Skin cleansing compositions and methods |
| US10806686B2 (en) | 2017-02-17 | 2020-10-20 | The Procter And Gamble Company | Packaged personal cleansing product |
| US10675231B2 (en) | 2017-02-17 | 2020-06-09 | The Procter & Gamble Company | Packaged personal cleansing product |
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2000
- 2000-02-02 JP JP2000024929A patent/JP3964592B2/en not_active Expired - Fee Related
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