JP2001303092A - Cleansing agent composition - Google Patents
Cleansing agent compositionInfo
- Publication number
- JP2001303092A JP2001303092A JP2000122563A JP2000122563A JP2001303092A JP 2001303092 A JP2001303092 A JP 2001303092A JP 2000122563 A JP2000122563 A JP 2000122563A JP 2000122563 A JP2000122563 A JP 2000122563A JP 2001303092 A JP2001303092 A JP 2001303092A
- Authority
- JP
- Japan
- Prior art keywords
- fluorine
- containing compound
- foam
- agent composition
- atom
- 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
Links
Landscapes
- Cosmetics (AREA)
- Detergent Compositions (AREA)
Abstract
Description
【0001】[0001]
【発明の属する技術分野】本発明は起泡性に優れた増泡
剤、並びに起泡性及び泡の持続性に優れた洗浄剤組成物
に関する。BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a foaming agent having excellent foaming properties and a cleaning composition having excellent foaming properties and foam sustainability.
【0002】[0002]
【従来の技術及び発明が解決しようとする課題】従来、
洗浄剤組成物の基剤としては、陰イオン界面活性剤が多
様されてきた。洗浄剤組成物の重要な性能の1つとし
て、洗浄時の泡立ち、泡の持続性が挙げられる。しかし
ながら、シャンプー組成物として用いる場合、陰イオン
界面活性剤は起泡性及び洗浄性においては優れている
が、洗髪乾燥後の髪の平滑性及び柔軟性に劣るため、シ
ャンプー組成物に油性シリコーンを配合し、平滑性(く
し通り性)や柔軟性を毛髪に付与する試みがなされてい
た(特開昭61−210022号公報、特開昭62−8
4198号公報)。しかし、油性シリコーンの添加は、
髪の平滑性や柔軟性をある程度は改善するものの、洗浄
時の発泡の容易性及び泡の持続性を低下させてしまうと
いう欠点があった。また、シャンプーに限らず、全身洗
浄剤、洗顔料などの洗浄剤組成物にとっても、洗浄時の
泡立ち、泡の持続性は重要な因子である。2. Description of the Related Art
Anionic surfactants have been diversified as bases for cleaning compositions. One of the important performances of the detergent composition is foaming during washing and foam persistence. However, when used as a shampoo composition, anionic surfactants are excellent in foaming properties and detergency, but are inferior in smoothness and flexibility of hair after washing and drying. Attempts have been made to impart smoothness (comb passing property) and flexibility to hair by blending the same (Japanese Patent Application Laid-Open Nos. 61-21022, 62-8).
No. 4198). However, the addition of oil-based silicone
Although the smoothness and flexibility of hair are improved to some extent, there is a drawback that the ease of foaming during washing and the persistence of foam are reduced. Moreover, foaming at the time of cleaning and the persistence of the foam are important factors not only for the shampoo but also for a cleaning composition such as a whole body cleaning agent and a face wash.
【0003】本発明の課題は、起泡性に優れた増泡剤、
並びに洗浄時の起泡性及び泡の持続性に優れた洗浄剤組
成物を提供することにある。[0003] An object of the present invention is to provide a foaming agent having excellent foaming properties,
Another object of the present invention is to provide a detergent composition which is excellent in foaming properties and foam retention during washing.
【0004】[0004]
【課題を解決するための手段】本発明は、一般式(I)
で表される含フッ素化合物(以下含フッ素化合物(I)
という)からなる増泡剤、及び含フッ素化合物(I)を
含有する洗浄剤組成物である。The present invention provides a compound represented by the general formula (I):
A fluorine-containing compound (hereinafter referred to as a fluorine-containing compound (I)
And a fluorine-containing compound (I).
【0005】[0005]
【化2】 Embedded image
【0006】(式中、Rfは炭素数1〜20の直鎖又は分岐
鎖のアルキル基の水素原子の少なくとも1つがフッ素原
子で置換されたフルオロアルキル基、Aは酸素原子、n
は0又は1の数、mは1〜3の数、Rは水素原子を示す
か又は1〜3個の水酸基を有する炭素数1〜6のアルキ
ル基を示す。)(Wherein, Rf is a fluoroalkyl group in which at least one hydrogen atom of a linear or branched alkyl group having 1 to 20 carbon atoms is substituted with a fluorine atom, A is an oxygen atom, n
Represents a number of 0 or 1, m represents a number of 1 to 3, R represents a hydrogen atom or a C1 to C6 alkyl group having 1 to 3 hydroxyl groups. )
【0007】[0007]
【発明の実施の形態】含フッ素化合物(I)において、
Rfは上記の意味を示すが、炭素数3〜16のフルオロアル
キル基が好ましい。フルオロアルキル基の具体例とし
て、パーフルオロプロピル、パーフルオロペンチル、パ
ーフルオロヘキシル、パーフルオロヘプチル、パーフル
オロオクチル、パーフルオロデシル等の直鎖パーフルオ
ロアルキル基、パーフルオロ−3−メチルブチル、パー
フルオロ−5−メチルヘキシル、パーフルオロ−7−メ
チルオクチル等の分岐パーフルオロアルキル基、2−
(パーフルオロブチル)エチル、2−(パーフルオロヘ
キシル)エチル、2−(パーフルオロオクチル)エチ
ル、2−(パーフルオロデシル)エチル、1H,1H,
5H−オクタフルオロペンチル、1H,1H,7H−ド
デカフルオロヘプチル、1H,1H,9H−ヘキサデカ
フルオロノニル、3−(パーフルオロヘキシル)プロピ
ル、3−(パーフルオロオクチル)プロピル、2−(パ
ーフルオロ−3−メチルブチル)エチル、2−(パーフ
ルオロ−5−メチルヘキシル)エチル、2−(パーフル
オロ−7−メチルオクチル)エチル、2−(パーフルオ
ロ−9−メチルデシル)エチル等のフルオロアルキル基
が挙げられ、パーフルオロヘキシル、パーフルオロヘプ
チル、パーフルオロオクチル、パーフルオロデシル、パ
ーフルオロ−3−メチルブチル、パーフルオロ−5−メ
チルヘキシル、パーフルオロ−7−メチルオクチル、2
−(パーフルオロヘキシル)エチル、2−(パーフルオ
ロオクチル)エチル、2−(パーフルオロデシル)エチ
ル、1H,1H,7H−ドデカフルオロヘプチル、1
H,1H,9H−ヘキサデカフルオロノニル、3−(パ
ーフルオロヘキシル)プロピル、3−(パーフルオロオ
クチル)プロピルが好ましい。BEST MODE FOR CARRYING OUT THE INVENTION In the fluorine-containing compound (I),
Rf has the above meaning, but is preferably a fluoroalkyl group having 3 to 16 carbon atoms. Specific examples of the fluoroalkyl group include linear perfluoroalkyl groups such as perfluoropropyl, perfluoropentyl, perfluorohexyl, perfluoroheptyl, perfluorooctyl, and perfluorodecyl, perfluoro-3-methylbutyl, perfluoro- Branched perfluoroalkyl groups such as 5-methylhexyl and perfluoro-7-methyloctyl;
(Perfluorobutyl) ethyl, 2- (perfluorohexyl) ethyl, 2- (perfluorooctyl) ethyl, 2- (perfluorodecyl) ethyl, 1H, 1H,
5H-octafluoropentyl, 1H, 1H, 7H-dodecafluoroheptyl, 1H, 1H, 9H-hexadecafluorononyl, 3- (perfluorohexyl) propyl, 3- (perfluorooctyl) propyl, 2- (perfluoro Fluoroalkyl groups such as -3-methylbutyl) ethyl, 2- (perfluoro-5-methylhexyl) ethyl, 2- (perfluoro-7-methyloctyl) ethyl, and 2- (perfluoro-9-methyldecyl) ethyl And perfluorohexyl, perfluoroheptyl, perfluorooctyl, perfluorodecyl, perfluoro-3-methylbutyl, perfluoro-5-methylhexyl, perfluoro-7-methyloctyl, 2
-(Perfluorohexyl) ethyl, 2- (perfluorooctyl) ethyl, 2- (perfluorodecyl) ethyl, 1H, 1H, 7H-dodecafluoroheptyl, 1
H, 1H, 9H-hexadecafluorononyl, 3- (perfluorohexyl) propyl, 3- (perfluorooctyl) propyl are preferred.
【0008】Aは酸素原子を示し、nは0又は1の数を
示すが、酸素原子を有するもの、あるいはないもので特
に性能の差は少なく、どちらも好ましい。A represents an oxygen atom, and n represents a number of 0 or 1. The difference between the performances with and without the oxygen atom is small, and both are preferred.
【0009】mは、配合の容易さや、乾燥後の感触の観
点から、1〜3の数であり、好ましくは1〜2である。M is a number from 1 to 3, preferably from 1 to 2, from the viewpoints of ease of blending and feeling after drying.
【0010】Rは上記の意味を示すが、具体的には、水
素原子、2−ヒドロキシエチル、2,2−ジ(ヒドロキ
シメチル)プロピル、2,2−ジ(ヒドロキシメチル)
ブチル、2,2,2−トリ(ヒドロキシメチル)エチル
が挙げられ、水素原子が好ましい。R has the above-mentioned meaning, and specifically, hydrogen atom, 2-hydroxyethyl, 2,2-di (hydroxymethyl) propyl, 2,2-di (hydroxymethyl)
Butyl, 2,2,2-tri (hydroxymethyl) ethyl, and a hydrogen atom is preferable.
【0011】含フッ素化合物(I)の中では、以下に示
す化合物が好ましい。Among the fluorine-containing compounds (I), the following compounds are preferred.
【0012】[0012]
【化3】 Embedded image
【0013】さらに、好ましい化合物の具体例を以下に
示す。Further, specific examples of preferred compounds are shown below.
【0014】[0014]
【化4】 Embedded image
【0015】含フッ素化合物(I)の合成法は特に限定
されないが、ジオールタイプは、例えば、特公昭60−
54292号公報に記載されている方法により得られ
る。またトリオールタイプは、一般式(II)The method for synthesizing the fluorine-containing compound (I) is not particularly limited.
Obtained by the method described in Japanese Patent No. 54292. The triol type has the general formula (II)
【0016】[0016]
【化5】 Embedded image
【0017】で表されるエポキシ化合物に、グリセリン
を反応させることにより得られる。It can be obtained by reacting glycerin with the epoxy compound represented by the formula (1).
【0018】含フッ素化合物(I)は増泡剤として有用
であり、洗浄剤等に添加すると優れた起泡性を示し、ま
た泡の持続性にも優れている。The fluorine-containing compound (I) is useful as a foam-increasing agent, exhibits excellent foaming properties when added to a detergent or the like, and also has excellent foam sustainability.
【0019】本発明の洗浄剤組成物中の含フッ素化合物
(I)の配合量は特に限定されないが、0.01〜30重量%
(以下%は重量%を示す)が好ましく、更に0.05〜20
%、特に0.05〜10%が好ましい。The amount of the fluorine-containing compound (I) in the cleaning composition of the present invention is not particularly limited, but is preferably 0.01 to 30% by weight.
(Hereinafter,% indicates% by weight), preferably 0.05 to 20%.
%, Particularly preferably 0.05 to 10%.
【0020】市販されているフッ素化合物の代表的なも
のに、パーフルオロポリエーテルがある。パーフルオロ
ポリエーテルは洗浄剤組成物への配合は困難であり、さ
らには配合できたとしても泡立ち性の向上効果はみられ
ない。含フッ素化合物(I)は、フッ素化合物でありな
がら、洗浄剤組成物への配合性が容易なことも特徴であ
る。A typical example of a commercially available fluorine compound is perfluoropolyether. It is difficult to blend perfluoropolyether into the detergent composition, and even if it can be blended, the effect of improving foamability is not seen. The fluorine-containing compound (I) is also characterized in that it is easily compoundable with a detergent composition while being a fluorine compound.
【0021】本発明の洗浄剤組成物は、特に毛髪、皮膚
等の洗浄に適しており、例えばシャンプー、全身洗浄
剤、洗顔料等として使用するのが好ましい。また、その
剤型も特に制限されず、用途に応じて水溶液、エタノー
ル溶液、エマルジョン、サスペンジョン、ゲル、液晶、
固型、エアゾール等の各種形態とすることができる。The cleaning composition of the present invention is particularly suitable for cleaning hair, skin, etc., and is preferably used as, for example, a shampoo, a whole body cleaning agent, a face wash and the like. In addition, the dosage form is not particularly limited, and an aqueous solution, an ethanol solution, an emulsion, a suspension, a gel, a liquid crystal,
Various forms such as solid form and aerosol can be used.
【0022】更に、本発明の洗浄剤組成物には、上記必
須成分の他に、その用途に応じて洗浄剤組成物中通常使
用される成分を適宜配合することができる。例えば、ア
ルキルベンゼンスルホン酸塩、アルキルエーテル硫酸
塩、オレフィンスルホン酸塩、α−スルホ脂肪酸エステ
ル、アミノ酸型界面活性剤、リン酸エステル系界面活性
剤、スルホコハク酸エステル系界面活性剤等の陰イオン
界面活性剤;直鎖及び/又は分岐鎖のアルキル基を有す
る第4級アンモニウム塩等の陽イオン界面活性剤;スル
ホベタイン型界面活性剤、カルボベタイン型界面活性
剤、アルキルアミンオキサイド、イミダゾリン型界面活
性剤等の両性界面活性剤;ポリオキシエチレンアルキル
エーテル、ポリオキシエチレンアルキルフェニルエーテ
ル、アルカノールアミド及びそのアルキレンオキサイド
付加物、多価アルコールと脂肪酸とのエステル類、ソル
ビタン脂肪酸エステル類、アルキルサッカライド系界面
活性剤等の非イオン界面活性剤等の1種以上を組み合わ
せ、各種洗浄剤の性能に合わせて用いることができる。Further, in addition to the above-mentioned essential components, components commonly used in the detergent compositions can be appropriately added to the detergent composition of the present invention in accordance with the intended use. For example, anionic surfactants such as alkylbenzene sulfonates, alkyl ether sulfates, olefin sulfonates, α-sulfofatty acid esters, amino acid surfactants, phosphate ester surfactants, and sulfosuccinate ester surfactants Agents; cationic surfactants such as quaternary ammonium salts having a linear and / or branched alkyl group; sulfobetaine surfactants, carbobetaine surfactants, alkylamine oxides, imidazoline surfactants Etc .; amphoteric surfactants such as polyoxyethylene alkyl ether, polyoxyethylene alkyl phenyl ether, alkanolamide and its alkylene oxide adducts, esters of polyhydric alcohols and fatty acids, sorbitan fatty acid esters, alkyl saccharide surfactants Etc. Combining one or more such ionic surfactants can be used in accordance with the performance of various detergents.
【0023】本発明の洗浄剤組成物において、これらの
界面活性剤を配合する場合、その配合量は0.01〜40.0
%、特に0.05〜20.0%が好ましい。When these surfactants are blended in the detergent composition of the present invention, the blending amount is 0.01 to 40.0%.
%, Particularly preferably 0.05 to 20.0%.
【0024】また、本発明の洗浄剤組成物には、毛髪や
皮膚の感触を向上させるために、カチオン化セルロース
誘導体、カチオン性澱粉、カチオン化グアーガム誘導
体、ジアリル4級アンモニウム塩/アクリルアミド共重
合物、4級化ポリビニルピロリドン誘導体、ポリグリコ
ールポリアミン縮合物等のカチオン性ポリマーの1種以
上を配合することができる。The cleaning composition of the present invention contains a cationized cellulose derivative, a cationic starch, a cationized guar gum derivative, a diallyl quaternary ammonium salt / acrylamide copolymer in order to improve the feel of hair and skin. One or more cationic polymers such as quaternized polyvinylpyrrolidone derivatives and polyglycolpolyamine condensates can be blended.
【0025】本発明の洗浄剤組成物において、カチオン
性ポリマーを配合する場合、その配合量は0.05〜20.0
%、特に 0.1〜10.0%が好ましい。When a cationic polymer is blended in the detergent composition of the present invention, the blending amount is 0.05 to 20.0.
%, Particularly preferably 0.1 to 10.0%.
【0026】更に、本発明の組成物には、洗浄剤組成物
に通常配合される成分、例えば、高級脂肪酸塩、高級ア
ルコール、アルキルアミンオキサイド、脂肪酸アルカノ
ールアミド、スクワレン、ラノリン等の感触向上剤;プ
ロピレングリコール、グリセリン、ソルビトール等の保
湿剤;メチルセルロース、カルボキシビニルポリマー、
ヒドロキシエチルセルロース、ポリオキシエチレングリ
コールジステアレート、エタノール等の粘度調整剤;パ
ール化剤;香料;色素;紫外線吸収剤;酸化防止剤;ト
リクロサン、トリクロロカルバン等の殺菌剤;グリチル
リチン酸カリウム、酢酸トコフェロール等の抗炎症剤;
ジンクピリチオン、オクトピロックス等の抗フケ剤;メ
チルパラベン、ブチルパラベン等の防腐剤等を、本発明
の効果を損なわない範囲で任意に添加することも可能で
ある。Further, the composition of the present invention contains components usually incorporated in the detergent composition, for example, a feel improving agent such as a higher fatty acid salt, a higher alcohol, an alkylamine oxide, a fatty acid alkanolamide, squalene, or lanolin; Humectants such as propylene glycol, glycerin and sorbitol; methylcellulose, carboxyvinyl polymer,
Viscosity modifiers such as hydroxyethylcellulose, polyoxyethylene glycol distearate, ethanol, etc .; Pearling agents; Fragrances; Dyes; Ultraviolet absorbers; Antioxidants; Anti-inflammatory agents;
Anti-dandruff agents such as zinc pyrithione and octopirox; preservatives such as methyl paraben and butyl paraben can be arbitrarily added as long as the effects of the present invention are not impaired.
【0027】本発明の洗浄剤組成物は常法に従って製造
されるが、通常の洗浄剤組成物に用いられる公知の酸性
若しくはアルカリ性薬剤により、pH3〜10、特にpH
4〜8に調整するのが好ましい。The detergent composition of the present invention is produced according to a conventional method, but may be adjusted to pH 3 to 10, especially pH 3 to 10, by a known acidic or alkaline agent used in ordinary detergent compositions.
It is preferably adjusted to 4 to 8.
【0028】[0028]
【実施例】実施例1〜4及び比較例1〜4 表1に示す組成のシャンプー組成物を下記の方法により
製造し、その性能評価試験を下記方法により行った。そ
の結果を表1に示す。EXAMPLES Examples 1 to 4 and Comparative Examples 1 to 4 Shampoo compositions having the compositions shown in Table 1 were produced by the following methods, and their performance evaluation tests were conducted by the following methods. Table 1 shows the results.
【0029】<製造法>70℃に加熱した(8)に、同温度
に加熱した(1)、(2)、(5)、(6)の混合物を加え乳化させ
た後、撹拌しながら45℃まで冷却し、(7)と、(3)又は/
及び(4)を加えて、撹拌しながら更に室温まで冷却し、
シャンプー組成物を得た。<Production method> To (8) heated to 70 ° C, a mixture of (1), (2), (5) and (6) heated to the same temperature was added and emulsified. ℃, (7), (3) or /
And (4), and further cooled to room temperature while stirring,
A shampoo composition was obtained.
【0030】<評価法>毛髪20g(約15〜20cm)を束
ね、シャンプー組成物2gを均一に塗布し、洗髪時の泡
立ち(30秒後)、泡の持続性(3分後)を下記の基準
で評価した。 ◎:非常に良い ○:良い △:普通 ×:悪い<Evaluation method> 20 g of hair (about 15 to 20 cm) were bundled, 2 g of a shampoo composition was uniformly applied, and foaming during hair washing (after 30 seconds) and foam persistence (after 3 minutes) were as follows. Evaluation was based on criteria. ◎: Very good ○: Good △: Normal ×: Bad
【0031】[0031]
【表1】 [Table 1]
【0032】[0032]
【化6】 Embedded image
【0033】[0033]
【発明の効果】本発明の含フッ素化合物(I)は優れた
起泡性を有し、また本発明の洗浄剤組成物は起泡性及び
泡の持続性に優れている。The fluorine-containing compound (I) of the present invention has excellent foaming properties, and the cleaning composition of the present invention has excellent foaming properties and foam sustainability.
───────────────────────────────────────────────────── フロントページの続き Fターム(参考) 4C083 AC122 AC642 AC782 AD041 AD132 AD152 BB53 CC23 CC38 4H003 AA02 AB31 AC13 BA12 DA02 EB04 EB37 EB42 ED02 FA17 FA18 ──────────────────────────────────────────────────続 き Continued on the front page F term (reference) 4C083 AC122 AC642 AC782 AD041 AD132 AD152 BB53 CC23 CC38 4H003 AA02 AB31 AC13 BA12 DA02 EB04 EB37 EB42 ED02 FA17 FA18
Claims (2)
からなる増泡剤。 【化1】 (式中、Rfは炭素数1〜20の直鎖又は分岐鎖のアルキル
基の水素原子の少なくとも1つがフッ素原子で置換され
たフルオロアルキル基、Aは酸素原子、nは0又は1の
数、mは1〜3の数、Rは水素原子を示すか又は1〜3
個の水酸基を有する炭素数1〜6のアルキル基を示
す。)1. A foam-enhancing agent comprising a fluorine-containing compound represented by the general formula (I). Embedded image (Wherein, Rf is a fluoroalkyl group in which at least one hydrogen atom of a linear or branched alkyl group having 1 to 20 carbon atoms is substituted with a fluorine atom, A is an oxygen atom, n is a number of 0 or 1, m is a number of 1 to 3, R is a hydrogen atom or 1 to 3
And represents an alkyl group having 1 to 6 carbon atoms and having one hydroxyl group. )
含フッ素化合物を含有する洗浄剤組成物。2. A cleaning composition comprising the fluorine-containing compound represented by the general formula (I) according to claim 1.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2000122563A JP2001303092A (en) | 2000-04-24 | 2000-04-24 | Cleansing agent composition |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2000122563A JP2001303092A (en) | 2000-04-24 | 2000-04-24 | Cleansing agent composition |
Publications (1)
Publication Number | Publication Date |
---|---|
JP2001303092A true JP2001303092A (en) | 2001-10-31 |
Family
ID=18633024
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2000122563A Pending JP2001303092A (en) | 2000-04-24 | 2000-04-24 | Cleansing agent composition |
Country Status (1)
Country | Link |
---|---|
JP (1) | JP2001303092A (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2006136920A2 (en) * | 2005-06-20 | 2006-12-28 | Maflon S.R.L. | New fluorinated compounds, their synthesis and use |
-
2000
- 2000-04-24 JP JP2000122563A patent/JP2001303092A/en active Pending
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2006136920A2 (en) * | 2005-06-20 | 2006-12-28 | Maflon S.R.L. | New fluorinated compounds, their synthesis and use |
WO2006136920A3 (en) * | 2005-06-20 | 2007-06-14 | Maflon S R L | New fluorinated compounds, their synthesis and use |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
JPH08198732A (en) | Hair treating agent composition | |
JP5806526B2 (en) | Foam enhancer and detergent composition containing the same | |
JP2002179552A (en) | Cleansing agent composition | |
JPH06102610B2 (en) | Hair cosmetics | |
JPH1160437A (en) | Cosmetic | |
JPH07233139A (en) | Taurine derivative its production, detergent composition containing the same and its intermediate | |
JP2003048822A (en) | Detergent composition | |
JP2001303092A (en) | Cleansing agent composition | |
JPH10203939A (en) | Hair detergent composition | |
JP2001199845A (en) | Hair cosmetic | |
JPS6251930B2 (en) | ||
JP3762337B2 (en) | Cleaning composition | |
JP4932175B2 (en) | Hair treatment agent | |
JP4952881B2 (en) | External composition for hair or skin | |
JP3563494B2 (en) | Detergent composition | |
JP3318371B2 (en) | Hair cosmetics | |
JPH06116134A (en) | Detergent composition | |
JPH07215829A (en) | Hair deforming agent composition | |
JPS63183519A (en) | Liquid detergent composition | |
JP2010037484A (en) | Cleansing composition | |
JP3657909B2 (en) | Hair cosmetics | |
JP2791712B2 (en) | Liquid detergent composition | |
JPH0665032A (en) | Shampoo composition | |
JP2521605B2 (en) | Hair cosmetics | |
JP2955031B2 (en) | Hypoallergenic detergent composition |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
A977 | Report on retrieval |
Free format text: JAPANESE INTERMEDIATE CODE: A971007 Effective date: 20040616 |
|
A131 | Notification of reasons for refusal |
Free format text: JAPANESE INTERMEDIATE CODE: A131 Effective date: 20040706 |
|
A521 | Written amendment |
Free format text: JAPANESE INTERMEDIATE CODE: A523 Effective date: 20040824 |
|
A131 | Notification of reasons for refusal |
Free format text: JAPANESE INTERMEDIATE CODE: A131 Effective date: 20061031 |
|
A02 | Decision of refusal |
Free format text: JAPANESE INTERMEDIATE CODE: A02 Effective date: 20070213 |