JPH01284597A - Detergent composition of low irritativeness - Google Patents

Detergent composition of low irritativeness

Info

Publication number
JPH01284597A
JPH01284597A JP63115540A JP11554088A JPH01284597A JP H01284597 A JPH01284597 A JP H01284597A JP 63115540 A JP63115540 A JP 63115540A JP 11554088 A JP11554088 A JP 11554088A JP H01284597 A JPH01284597 A JP H01284597A
Authority
JP
Japan
Prior art keywords
alkyl
active agent
surface active
hydroxyethyl
2coom
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
JP63115540A
Other languages
Japanese (ja)
Other versions
JP2561125B2 (en
Inventor
Hideyuki Hanazawa
花沢 英行
Jun Kametani
亀谷 潤
Hajime Hirota
一 廣田
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.)
Kao Corp
Original Assignee
Kao Corp
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Filing date
Publication date
Application filed by Kao Corp filed Critical Kao Corp
Priority to JP63115540A priority Critical patent/JP2561125B2/en
Publication of JPH01284597A publication Critical patent/JPH01284597A/en
Application granted granted Critical
Publication of JP2561125B2 publication Critical patent/JP2561125B2/en
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

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  • Cosmetics (AREA)
  • Detergent Compositions (AREA)

Abstract

PURPOSE:To obtain the title composition of low irritativeness, excellent in foaming ability and detergency and suitable as detergents for skin and clothing by mixing an amide-amine ampholytic surface active agent with an alkyl saccharide surface active agent. CONSTITUTION:The title composition is obtained by mixing an amide-amine ampholitic surface active agent of formula I or II [wherein R1 and R3 are each a 7-19C saturated or unsaturated hydrocarbon group; R2 and R4 are each -CH2 COOM or -CH2CH2COOM (wherein M is H, alkali metal or alkanol); and R5 is H or R2] [e.g., N-laurolyl-N'-carboxymethyl-N'-(2-hydroxyethyl)ethylenediamine/trietha nolamine salt] and an alkyl saccharide surface active agent of formula III (wherein R6 is 8-18C alkyl, alkenyl, branched alkyl or alkylphenyl; G is 5-6C reducing sugar; and n is 1-10) [e.g., C12-O-G2.5 (wherein C12 is dodecyl; G is glucose)].

Description

【発明の詳細な説明】 〔産業上の利用分野〕 本発明は、低刺激性洗浄剤組成物に関し、更に詳しくは
、アミドアミン型両性界面活性剤及びアルキルサツカラ
イド系界面活性剤を含有し、起泡ツバ洗浄力等に優れ、
しかも皮膚や毛髪に対する刺激性が低く、温和な洗浄剤
組成物に関する。
DETAILED DESCRIPTION OF THE INVENTION [Field of Industrial Application] The present invention relates to a hypoallergenic detergent composition, more specifically, it contains an amidoamine type amphoteric surfactant and an alkyl saccharide type surfactant, and Excellent foam brim cleaning power, etc.
Moreover, the present invention relates to a mild detergent composition that has low irritation to the skin and hair.

〔従来の技術及びその課題」 アミドアミン型両性界面活性剤は、石鹸、アルキルサル
フェート、アルキルエーテルサルフェート等のアニオン
界面活性剤に比べ、皮膚や眼粘膜に対する刺激性が低く
、極めて温和な界面活性剤であることが知られている。
[Prior art and its problems] Amidamine-type amphoteric surfactants are extremely mild surfactants that are less irritating to the skin and eye mucous membranes than anionic surfactants such as soaps, alkyl sulfates, and alkyl ether sulfates. It is known that there is.

しかしながら、このアミドアミン型両性界面活性剤は、
洗浄剤組成物に要求される起泡力等が劣ることなど、い
くつかの欠点があり、洗浄剤組成物の主成分として用い
ることは難しく、その−成分として利用されているにす
ぎなかった。
However, this amidoamine type amphoteric surfactant
It has several drawbacks, such as poor foaming power required for cleaning compositions, and it is difficult to use it as a main component of cleaning compositions, so it has only been used as a sub-component.

また、アルキルサツカライド系界面活性剤は低刺激性で
あることが知られているが(米国特許第3,219,6
56号、第3,598,865号、第4.223,12
9号)、単独で用いるには起泡性や洗浄性に問題があシ
、洗浄剤組成物としてはアニオン性界面活性711(%
開昭59−130210号)や非イオン?リマー(%開
昭60−18594号)と併用して用いていた。
Additionally, alkyl saccharide surfactants are known to be hypoallergenic (U.S. Pat. No. 3,219,6
No. 56, No. 3,598,865, No. 4.223,12
No. 9), there are problems with foaming and cleaning properties when used alone, and anionic surfactant 711 (%
No. 59-130210) or non-ionic? It was used in combination with Rimmer (%KAI No. 18594/1983).

〔課題を解決するだめの手段〕[Failure to solve the problem]

斯かる実状において本発明者らは鋭意研究を行った結果
、アミドアミン型両性界面活性剤とアルキルサツカライ
ド系界面活性剤を含有する洗浄剤組成物は、皮膚や毛髪
に対する刺激性が低く、シかも起泡力や洗浄力等にも優
れ、皮膚洗浄剤、シャンシー、食器用洗浄剤、ウール等
の角質繊維用洗浄剤等の多岐にわたって好適に用いられ
ることを見出し、本発明を完成した。
Under these circumstances, the present inventors conducted extensive research and found that a cleaning composition containing an amidoamine type amphoteric surfactant and an alkyl saccharide type surfactant has low irritation to the skin and hair, and may be The present invention was completed based on the discovery that it has excellent foaming power and cleaning power, and can be suitably used in a wide variety of applications, including skin cleansers, shampoos, dishwashing detergents, and detergents for horny fibers such as wool.

すなわち、本発明は次の成分(A)及びCB)(A)一
般式(I)又は(II) 〔式中、K1及びR3は各々炭素数7〜19の飽和又は
不飽オロ炭化水素基金示し、I:R2及びR4は基−C
I−12COOM又は−CH2C1(2COOM (M
は水素、アルカリ金属又はアルカノールアミンを示す)
を示し、it、は水素、基−CI(、C00M又は−C
H,Cfi2COOM (Mは水素、アルカリ金属又は
アルカノールアミンを示す)を示す〕 で表わされるアミドアミン型両性界面活性剤(均一般式
(Ill) R6−0−(G)  n            (I
ll)(式中、R6は炭素数8〜18のアルキル、アル
ケニル、 分Mアルキル又はアルキルフェニル基金示し
、Gは炭素数5〜6の還元糖を示し、nは1〜10の数
を示す) で表わされるアルキルサツカライド系界面活性剤 を含有することを特徴とする低刺激性洗浄剤組成物を提
供するものである。
That is, the present invention provides the following components (A) and CB) (A) general formula (I) or (II) [wherein K1 and R3 each represent a saturated or unsaturated orohydrocarbon group having 7 to 19 carbon atoms] , I: R2 and R4 are groups -C
I-12COOM or -CH2C1(2COOM (M
indicates hydrogen, alkali metal or alkanolamine)
, it is hydrogen, group -CI (, C00M or -C
H,Cfi2COOM (M represents hydrogen, alkali metal or alkanolamine)] Amidoamine type amphoteric surfactant (homogeneous general formula (Ill) R6-0-(G) n (I
(In the formula, R6 represents an alkyl, alkenyl, alkyl or alkylphenyl group having 8 to 18 carbon atoms, G represents a reducing sugar having 5 to 6 carbon atoms, and n represents a number from 1 to 10.) The present invention provides a hypoallergenic detergent composition containing an alkyl saccharide surfactant represented by:

本発明の(ト)成分でるるアミドアミン型両性界面活性
剤のうち、一般式(すで表わされるものの好ましい具体
例としては、N−ラウロイル−N′−力ルボキシメチル
ーN’ −(2−ヒドロキシエチル)エチレンシアミン
、N−ラウロイル−N′−力ルボキシエチルーN’ −
(2−ヒドロキシエチル)エチレンシアミン、N−ミリ
ストイル−N′−力ルボキシメチルーN’−(2−ヒド
ロキシエチル)エチレンシアミン、N−ミI)ストイル
−N′−カルボキシエチル−N’−(2−ヒドロキシエ
チル)エチレンシアミン、N−ツリルミトイルーN′−
カルボキシメチル−N’ −(2−ヒドロキシエチル)
エチレンシアミン、N−ノQルミトイルーN′−力ルボ
キシエチルーN’−(2−ヒドロキシエチル)エチレン
シアミン及びこれらの塩等が挙げられる。また、一般式
(II)で表わされるものの好ましい具体例としては、
N−ラウロイル−N−(2−ヒドロキシエチルJ −N
’−カルボキシメチルエチレンシアミン、N−ラウロイ
ル−N−(2−ヒドロキシエチル)−N’、N’−ビス
(カルボキシメチル)エチレンシアミン、N−ラ’yロ
イル−N−(2−ヒドロキシエチル)−N’、N’−ヒ
ス(カルボキシエチル)エチレンシアミン、N−ミリス
トイル−N−(2−ヒドロキシエチル) −N’−カル
ボキシメチルエチレンシアミン、N−ミリストイル−N
−(2−ヒドロキシエチル)−N’、N’−ビス(カル
ボキシメチル)エチレンシアミン、N−ミリストイル−
N−(2−ヒドロキシエチル) −N’、N’−ビス(
カルボキシエチル)エチレンシアミン、N−ノリルミト
イルーN−(2−ヒドロキシエチル) −N’−力ルボ
キシメチルエチレンゾアミン、N−ノリルミトイルーN
−(2−ヒドロキシエチル)−N’、N’−ビス(カル
ボキシメチル)エチレンシアミン、N−ノリルミトイル
ーN’−(2−ヒドロキシエチル)−N’、N’−ビス
(カルボキシエチル)エチレンシアミン及びこれらの堰
等が挙けられる。
Among the amidoamine type amphoteric surfactants which are component (g) of the present invention, preferred specific examples of those represented by the general formula (already shown) include N-lauroyl-N'-hydroxymethyl-N'-(2-hydroxyethyl) Ethylenecyamine, N-lauroyl-N'-carboxyethyl-N'-
(2-hydroxyethyl)ethylenecyamine, N-myristoyl-N'-carboxymethyl-N'-(2-hydroxyethyl)ethylenecyamine, N-myristoyl-N'-carboxyethyl-N'-(2 -Hydroxyethyl) ethylenecyamine, N-turirumitoyl-N'-
Carboxymethyl-N'-(2-hydroxyethyl)
Examples include ethylenecyamine, N-no-Q-lumitoyl-N'-hydroxyethyl-N'-(2-hydroxyethyl)ethylenecyamine, and salts thereof. Further, as preferred specific examples of those represented by general formula (II),
N-lauroyl-N-(2-hydroxyethyl J -N
'-Carboxymethylethylenecyamine, N-lauroyl-N-(2-hydroxyethyl)-N', N'-bis(carboxymethyl)ethylenecyamine, N-lauroyl-N-(2-hydroxyethyl )-N', N'-his(carboxyethyl)ethylenecyamine, N-myristoyl-N-(2-hydroxyethyl) -N'-carboxymethylethylenecyamine, N-myristoyl-N
-(2-hydroxyethyl)-N', N'-bis(carboxymethyl)ethylenecyamine, N-myristoyl-
N-(2-hydroxyethyl) -N', N'-bis(
carboxyethyl) ethylenecyamine, N-norylmitoyl-N-(2-hydroxyethyl)-N'-carboxymethylethylenezoamine, N-norylmitoyl-N
-(2-hydroxyethyl)-N',N'-bis(carboxymethyl)ethylenecyamine, N-norylmitoyl-N'-(2-hydroxyethyl)-N',N'-bis(carboxyethyl)ethylenecyamine and these weirs.

塩としてはナトリウム瓜弄のアルカリ金属塩、マグネシ
ウム塩等のアルカリ土類金属塩、トリエタノールアミン
塩等のアルカノールアミン塩、さらにはアンモニウム塩
等が挙けられる。また、これらの塩を用いた場合、夾雑
物として無機塩類を含みやすいが、これらの無機塩の一
部または全部を除き、最終液体洗浄剤組成物中の夾雑無
機塩類量が1重量%(以下単に%で示す)以下となるよ
うにした、脱塩したアミドアミン型両性界面活性剤を用
いるのが好ましい。
Examples of the salt include alkali metal salts such as sodium chloride, alkaline earth metal salts such as magnesium salts, alkanolamine salts such as triethanolamine salts, and ammonium salts. In addition, when these salts are used, they tend to contain inorganic salts as contaminants, but if some or all of these inorganic salts are removed, the amount of contaminant inorganic salts in the final liquid cleaning composition is 1% by weight (hereinafter referred to as 1% by weight). It is preferable to use a desalted amidoamine type amphoteric surfactant having the following properties (expressed simply in %):

脱塩したアミドアミン型両性界面活性剤は溶媒抽出、電
気透析その他の方法で調製することができるが、特に、
下記一般式(Ia)で示される2級アミドアミノ酸をア
ンモニアもしくはトリエタノールアミンの塩とし、最終
液体洗浄剤組成物中の夾雑無機基量が1%となるよう調
整したものが好ましい。
Desalted amidoamine-type amphoteric surfactants can be prepared by solvent extraction, electrodialysis, and other methods, but in particular,
It is preferable to use a secondary amide amino acid represented by the following general formula (Ia) as a salt of ammonia or triethanolamine, and adjust the amount of contaminant inorganic groups in the final liquid cleaning composition to 1%.

本発明の(B)成分であるアルキルサツカライド系界面
活性剤は%  (IllJ式中s式中6が炭素数8〜1
8、好ましくは12〜14のアルキル、アルケニル、分
岐アルキル又はアルキルフェニル基で、親水基のサツカ
ライド[(ill)式中、G〕が炭素数5〜6の還元糖
全基本単位とするものである。還元糖としては、グルコ
ース、ガンクトース、フルクトースが好ましり、−般式
(Ill)中、nで示されるサツカライド重会度は1〜
10、荷に1〜5が好ましい。
The alkyl saccharide surfactant which is the component (B) of the present invention is
8, preferably a 12 to 14 alkyl, alkenyl, branched alkyl, or alkylphenyl group, in which the hydrophilic saccharide [G in the formula (ill)] is the entire basic unit of a reducing sugar having 5 to 6 carbon atoms. . As the reducing sugar, glucose, gunctose, and fructose are preferred;
10, preferably 1 to 5.

本発明の洗浄剤組成物中に、(A)成分は1%以上、(
B)成分は0.1%以上配合されればよいが、特に液体
洗浄剤としては、(8)成分1〜35%、(B)成分0
.1〜30%程度、ペースト状洗浄剤としては、(〜成
分1.0〜60%、(B)成分0.1〜60%程度配合
されることが好ましい。
In the cleaning composition of the present invention, component (A) contains 1% or more of (
Component B) may be blended in an amount of 0.1% or more, but especially for liquid cleaning agents, component (8) should be 1 to 35%, component (B) 0.
.. It is preferable that about 1 to 30% of the component (-) and about 0.1 to 60% of the component (B) be blended in the paste-like cleaning agent.

本発明の洗浄剤組成物には、上記必須成分の他、洗浄剤
に通常用いられる成分、例えば皮膚、毛髪洗浄剤であれ
ば、高級脂肪酸塩、アルキルアミンオキサイド、H旨肪
酸アルカノールアマイド、スクワレン、ラノリン等の感
触向上剤;ゾロピレングリコール、ンルビトール、グリ
セリン等の保湿剤;カルボキシビニル破すマー、メチル
セルロース、エタノール、赦すオキシエチレングリコー
ルゾステアレート寺の粘度調整剤;パール化剤等の外観
調整剤;その他、香料、色素、紫外線吸収剤、酸化防止
剤、殺菌剤、抗炎症剤、防腐剤等を、また食器用、衣料
用洗浄剤であれば起泡剤、消泡剤、汚れ再付着防止剤、
金属イオン封鎖剤、螢光染料、酵素等、酸化防止剤、そ
の他防腐剤、色素、香料等を必要に応じて配合すること
ができる。
In addition to the above-mentioned essential ingredients, the cleaning composition of the present invention contains ingredients commonly used in cleaning agents, such as higher fatty acid salts, alkylamine oxides, H fatty acid alkanolamides, and squalene in the case of skin and hair cleaning agents. Feel-improving agents such as , lanolin; Humectants such as zolopyrene glycol, nlubitol, glycerin; Viscosity modifiers such as carboxyvinyl breakers, methyl cellulose, ethanol, and oxyethylene glycol zostearate; Appearance adjustment agents such as pearlizing agents. Other additives include fragrances, pigments, ultraviolet absorbers, antioxidants, bactericidal agents, anti-inflammatory agents, preservatives, etc., as well as foaming agents, antifoaming agents, and dirt reattachment for dishwashing and clothing detergents. inhibitor,
Sequestering agents, fluorescent dyes, enzymes, antioxidants, other preservatives, pigments, fragrances, etc. can be added as necessary.

〔発明の効果」 不発明の洗浄剤組成物は、皮膚や毛髪に対する刺激性が
低く、シかも起泡力や洗浄力にも優れ、皮膚洗浄剤、シ
ャンシー、食器用洗浄剤、ウール等金中心とする衣料用
洗浄剤として好適に用いられる。
[Effects of the invention] The uninvented cleaning composition has low irritation to the skin and hair, has excellent foaming power and cleaning power, and is useful for skin cleansers, shampoos, dishwashing detergents, wool, etc. It is suitably used as a laundry detergent.

〔実施例〕〔Example〕

実施例1 第1表に示す組成の洗浄剤組成物を調製し、次の方法に
よシ評価した。結果を第1表に示す。
Example 1 A cleaning composition having the composition shown in Table 1 was prepared and evaluated according to the following method. The results are shown in Table 1.

=12− (起泡力) 各洗浄剤組成物の1%水溶液に人工汚れとしてラノリン
0.1%を加え、25℃において平型ゾロペラを用いて
シリンダー中で回転数11000rp、10秒毎反転の
粂件で5分間攪拌し、30秒後の泡量を測定した。
=12- (Foaming power) 0.1% lanolin was added as an artificial stain to a 1% aqueous solution of each cleaning composition, and the mixture was heated in a cylinder at 11,000 rpm at 25°C using a flat Zolopella, with rotation every 10 seconds. The mixture was stirred for 5 minutes at a stirring temperature, and the amount of foam was measured after 30 seconds.

(泡の外感) 洗浄剤組成物11を202のかもしに塗布し、1分間泡
立てた後、生じた泡の外観を次の基準により評価した。
(External appearance of foam) Cleaning composition 11 was applied to No. 202 foam, and after lathering for 1 minute, the appearance of the resulting foam was evaluated according to the following criteria.

○:泡の外観がきめ細かくクリーミーである △:泡の外観が普通である ×:泡の外観がきめが荒く良くない 実施例2 第2表に示す組成のシャンシー組成物を調製した。各シ
ャンシー組成物17を用い、30rの入毛f:40cの
水で湿らせ水20fを含んだものを洗髪し、その官能評
価を女性、eネジ−20名によシ下記の基準で行った。
○: The appearance of the foam is fine and creamy. △: The appearance of the foam is normal. ×: The appearance of the foam is rough and not good. Example 2 Chassis compositions having the compositions shown in Table 2 were prepared. Using each shampoo composition 17, the hair was moistened with 30R of water and 40C of water, and the hair was washed with 20F of water, and the sensory evaluation was conducted by 20 female e-screws according to the following criteria. .

(評価基準) ○:良い △:ふつう ×:悪い 以下余白 =17= 第2表から明らかなように、本発明品であるシャンシー
Aは、泡量、泡質共に優れたものである。
(Evaluation Criteria) ○: Good △: Average ×: Bad Below margin = 17 = As is clear from Table 2, Chansea A, the product of the present invention, is excellent in both foam quantity and foam quality.

実施例3〜6 次に示す洗浄剤組成物を調製した。これらは、いずれも
皮膚に対する刺激性が極めて低く、シかも洗浄性、起泡
性とも良好でめった。
Examples 3 to 6 The following cleaning compositions were prepared. All of these had extremely low irritation to the skin, good cleansing properties, and good foaming properties.

Co  OGg、s            10ラウ
リン酸ゾエタノールアミド         1香料、
色素             適 量水      
                2々う、え(実施例
4) 羊毛軽質洗浄剤: N−ラウロイル−N′−力ルボキシメチル      
(%)Csz −OG2.5            
     5ラウリルゾメチルアミンオキシド    
    5メチルセルロース            
   0.5エチルアルコール           
    8香  料                
  適  量水                  
   ノ々ランスC12(−)  G2.S     
             5α−オレフィンスルホン
flffi トIJエタノ−5ルアミン塩 ラウリン酸ゾエタノールアミド         2カ
ルボキシビニル?リマ−0,5 エチルアルコール               8香
料、色素、濁シ剤           適  量水 
                    バランスC
I2 0  Gz、s               
  15ラウリン酸ゾエタノールアミド       
  3カチオン化セルロース (polymer JR400,UCC社s )0.2
香料5色素             通 量水   
                  バランス以上
Co OGg, s 10 lauric acid zoethanolamide 1 fragrance,
Pigment Appropriate amount of water
Example 4 Light detergent for wool: N-lauroyl-N'-hydroxymethyl
(%)Csz-OG2.5
5 laurylzomethylamine oxide
5 methyl cellulose
0.5 ethyl alcohol
8 fragrances
Appropriate amount of water
Nono Lance C12 (-) G2. S
5α-olefin sulfone flffi toIJ ethanol-5-lamine salt lauric acid zoethanolamide 2 carboxyvinyl? Limer-0.5 Ethyl alcohol 8 Fragrance, pigment, clouding agent Appropriate amount Water
Balance C
I2 0 Gz,s
15 Lauric acid zoethanolamide
Tri-cationized cellulose (polymer JR400, UCC Corporation) 0.2
Fragrance 5 pigments volume water
More than balance

Claims (1)

【特許請求の範囲】 1、次の成分(A)及び(B) (A)一般式( I )又は(II) ▲数式、化学式、表等があります▼( I ) ▲数式、化学式、表等があります▼(II) 〔式中、R_1及びR_3は各々炭素数7〜19の飽和
又は不飽和炭化水素基を示し、R_2及びR_4は基−
CH_2COOM又は−CH_2CH_2COOM(M
は水素、アルカリ金属又はアルカノールアミンを示す)
を示し、R_5は水素、基−CH_2COOM又は−C
H_2CH_2COOM(Mは水素、アルカリ金属又は
アルカノールアミンを示す)を示す〕 で表わされるアミドアミン型両性界面活性剤(B)一般
式(III) R_6−O−(G)_n(III) (式中、R_6は炭素数8〜18のアルキル、アルケニ
ル、分岐アルキル又はアルキルフェニル基を示し、Gは
炭素数5〜6の還元糖を示し、nは1〜10の数を示す
) で表わされるアルキルサッカライド系界面活性剤 を含有することを特徴とする低刺激性洗浄剤組成物。
[Claims] 1. The following components (A) and (B) (A) General formula (I) or (II) ▲There are mathematical formulas, chemical formulas, tables, etc.▼(I) ▲Mathematical formulas, chemical formulas, tables, etc. ▼(II) [In the formula, R_1 and R_3 each represent a saturated or unsaturated hydrocarbon group having 7 to 19 carbon atoms, and R_2 and R_4 are groups -
CH_2COOM or -CH_2CH_2COOM(M
indicates hydrogen, alkali metal or alkanolamine)
, R_5 is hydrogen, group -CH_2COOM or -C
H_2CH_2COOM (M represents hydrogen, an alkali metal, or an alkanolamine)] Amidoamine type amphoteric surfactant (B) general formula (III) R_6-O-(G)_n(III) (wherein R_6 represents an alkyl, alkenyl, branched alkyl or alkylphenyl group having 8 to 18 carbon atoms, G represents a reducing sugar having 5 to 6 carbon atoms, and n represents a number from 1 to 10) A hypoallergenic cleaning composition characterized in that it contains an active agent.
JP63115540A 1988-05-12 1988-05-12 Hypoallergenic detergent composition Expired - Fee Related JP2561125B2 (en)

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Application Number Priority Date Filing Date Title
JP63115540A JP2561125B2 (en) 1988-05-12 1988-05-12 Hypoallergenic detergent composition

Publications (2)

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JPH01284597A true JPH01284597A (en) 1989-11-15
JP2561125B2 JP2561125B2 (en) 1996-12-04

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Country Link
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Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH03174499A (en) * 1989-12-04 1991-07-29 Kao Corp Detergent composition

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5531841A (en) * 1978-08-26 1980-03-06 Lion Fat Oil Co Ltd Shampoo composition
JPS6469695A (en) * 1987-09-09 1989-03-15 Shiseido Co Ltd Detergent composition

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5531841A (en) * 1978-08-26 1980-03-06 Lion Fat Oil Co Ltd Shampoo composition
JPS6469695A (en) * 1987-09-09 1989-03-15 Shiseido Co Ltd Detergent composition

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH03174499A (en) * 1989-12-04 1991-07-29 Kao Corp Detergent composition

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Publication number Publication date
JP2561125B2 (en) 1996-12-04

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