JPS62270513A - Hair-treatment composition - Google Patents

Hair-treatment composition

Info

Publication number
JPS62270513A
JPS62270513A JP11317486A JP11317486A JPS62270513A JP S62270513 A JPS62270513 A JP S62270513A JP 11317486 A JP11317486 A JP 11317486A JP 11317486 A JP11317486 A JP 11317486A JP S62270513 A JPS62270513 A JP S62270513A
Authority
JP
Japan
Prior art keywords
hair
acid
composition
treatment composition
present
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
JP11317486A
Other languages
Japanese (ja)
Other versions
JPH0586923B2 (en
Inventor
Hiroshi Takahashi
博 高橋
Atsushi Oota
篤志 太田
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.)
Sanyo Chemical Industries Ltd
Original Assignee
Sanyo Chemical Industries Ltd
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 Sanyo Chemical Industries Ltd filed Critical Sanyo Chemical Industries Ltd
Priority to JP11317486A priority Critical patent/JPS62270513A/en
Publication of JPS62270513A publication Critical patent/JPS62270513A/en
Publication of JPH0586923B2 publication Critical patent/JPH0586923B2/ja
Granted legal-status Critical Current

Links

Classifications

    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q17/00Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
    • A61Q17/04Topical preparations for affording protection against sunlight or other radiation; Topical sun tanning preparations
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/40Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/42Amides
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/49Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
    • A61K8/494Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with more than one nitrogen as the only hetero atom
    • A61K8/4946Imidazoles or their condensed derivatives, e.g. benzimidazoles

Abstract

PURPOSE:To obtain a hair-treatment composition effective in preventing reddening and breakage of hair by sun-light and having high stability on human body, by compounding a specific amide amine compound and urocanic acid at specific ratios. CONSTITUTION:A hair-treatment composition such as hair rinse, hair-treatment, hair-conditioner, hair-blow, hair mousse, etc., is compounded with (A) an amide amine compound of formula (R1 is 16-24C higher fatty acid residue; R2 and R3 are 1-4C alkyl; l is 2, 3 or 4) and (B) urocanic acid. The amount of the component A is 0.1-20(wt)%, preferably 0.3-10% and that of the component B is 0.01-15%, preferably 0.1-5%. The equivalent ratio A/B is usually 2:1-1:2, preferably 1:(1.0-1.3). The titled composition produced by this process has, in addition to the above effects, the resistance to browning and separation of the composition by air, heat, light, etc., during storage and rinsing effect on hair.

Description

【発明の詳細な説明】 〔産業上の利用分野〕 本発明は毛髪処理用組成物に関するものである。[Detailed description of the invention] [Industrial application field] The present invention relates to hair treatment compositions.

〔従来の技術〕[Conventional technology]

毛髪処理用組成物の従来の技術としてアミドアミンと乳
酸などの有機酸とからなるものがある。
Conventional hair treatment compositions include those comprising amidoamine and an organic acid such as lactic acid.

〔発明が解決しようとする問題点〕[Problem that the invention seeks to solve]

しかし、このものでは太陽光線による毛髪の赤毛や切れ
毛などの原因となり易い。この問題点を解消するTこめ
にp−アミノ安息香酸誘導体、サリチル酸誘導体などの
紫外線吸収剤を用いると多量用いた場合、人体に対する
安全性が問題となってく  る 。
However, this product tends to cause hair redness and hair breakage due to sunlight. If ultraviolet absorbers such as p-aminobenzoic acid derivatives and salicylic acid derivatives are used to solve this problem, safety for the human body becomes a problem when used in large quantities.

〔問題点を解決するための手段〕[Means for solving problems]

本発明者らは、太陽光線による毛髪の赤毛や切れ毛など
を防止し、人体に対する安全性の高い毛髪処理用組成物
を得るべく鋭意研究した結果、本発明に到達した。
The present inventors have arrived at the present invention as a result of intensive research to obtain a hair treatment composition that prevents hair redness and hair breakage caused by sunlight and is highly safe for the human body.

本発明は、一般式 (式中s R1は炭素数16〜24の高級脂肪酸の残基
であり、R1、R3は炭素数1〜4のアルキル基、eは
2〜4の整数である。)で示されるアミドアミン化合物
(a)を0.1〜20重量%およびウロカニン酸(b)
を0.01〜15重J1%含有することを特徴とする毛
髪処理用組成物(以下本発明の組成物と略記)である。
The present invention is based on the general formula (s where R1 is a residue of a higher fatty acid having 16 to 24 carbon atoms, R1 and R3 are an alkyl group having 1 to 4 carbon atoms, and e is an integer of 2 to 4). 0.1 to 20% by weight of the amidoamine compound (a) represented by and urocanic acid (b)
This is a hair treatment composition (hereinafter abbreviated as the composition of the present invention) characterized by containing 0.01 to 15 weight J1% of.

本発明にかかるウロカニン酸はメルクインデツウス9版
(MERCK & CO、、INC、発行)および化学
大辞典l縮刷版(昭和41年1月共立出版発行)に記載
されている。市販品も十分使用可能である。
Urocanic acid according to the present invention is described in Merck & Co., Inc., 9th edition (published by MERCK & CO, Inc.) and Chemistry Dictionary I, reduced edition (published by Kyoritsu Shuppan in January 1968). Commercially available products can also be used.

アミドアミン化合物(a)を示す一般式(1)において
、R1の炭素数16〜24の高級脂肪酸としては直鎖脂
肪酸(パルミチン酸、ステアリン酸、ベヘニン酸、オレ
イン酸など)および分岐脂肪酸(イソパルミチン酸、イ
ソステアリン酸、イソベヘニン酸、ラノリン脂肪酸など
)があげられる。好ましくは直鎖脂肪酸であり、特に好
ましくは、ステアリン酸およびベヘニン酸である。
In the general formula (1) representing the amidoamine compound (a), the higher fatty acids having 16 to 24 carbon atoms in R1 include straight chain fatty acids (palmitic acid, stearic acid, behenic acid, oleic acid, etc.) and branched fatty acids (isopalmitic acid, etc.). , isostearic acid, isobhenic acid, lanolin fatty acids, etc.). Preferred are straight chain fatty acids, particularly preferred are stearic acid and behenic acid.

R21R3の炭素数1〜4のアルキル基としてはメチル
基、エチル基、プロピル基およびブチル基があげられ、
好ましくはメチル基およびエチル基である。
Examples of the alkyl group having 1 to 4 carbon atoms for R21R3 include methyl group, ethyl group, propyl group and butyl group,
Preferred are methyl and ethyl groups.

一般式(1)で示されるアミドアミン化合物としては具
体的には一般式(1)における各記号が、表−1に示さ
れるような化合物があげられる。
Specific examples of the amidoamine compound represented by the general formula (1) include compounds in which each symbol in the general formula (1) is shown in Table 1.

表−1 本発明の組成物において、アミドアミン化合物(a)お
よびウロカニン酸(b)の含有量は%組成物の重量に基
づいて(a)が0.1〜20%、好ましくは0.8〜l
O%、(b)が0.01〜15%、好ましくは0,1〜
5%である。
Table 1 In the composition of the present invention, the content of amidoamine compound (a) and urocanic acid (b) is 0.1 to 20%, preferably 0.8 to 20% (a) based on the weight of the composition. l
O%, (b) is 0.01-15%, preferably 0.1-15%
It is 5%.

(a)が0.1%米満の場合は、リンス効果が悪く、ま
tこ20%をこえる添加は実際上必要でない。(b)が
0.01%未満の場合は、紫外線吸収効果が十分でなく
、また16%をこえる添加は経時奢こおける組成物の安
定性を悪くする。
When (a) is 0.1%, the rinsing effect is poor and it is not actually necessary to add more than 20%. If (b) is less than 0.01%, the ultraviolet absorption effect will not be sufficient, and if it exceeds 16%, the stability of the composition over time will deteriorate.

(a)と(b)の当量比は、通常2:l 〜1:2であ
り。
The equivalent ratio of (a) and (b) is usually 2:1 to 1:2.

好ましくは1 : 1.0−1 : 1.8である。(
a)の当量が(b)の当量よりも大きい場合は低分子量
脂肪族カルボン酸(酢酸、乳酸、クエン酸など)、無機
酸(塩酸、硫酸、リン酸など)、アルキル芳香族スルホ
ン酸(トルエンスルホン酸、ドデシルベンゼンスルホン
酸など)、芳香族カルボン酸(安息香酸など)などの通
常の酸を添加することができる。
Preferably it is 1:1.0-1:1.8. (
When the equivalent of a) is larger than the equivalent of (b), low molecular weight aliphatic carboxylic acids (acetic acid, lactic acid, citric acid, etc.), inorganic acids (hydrochloric acid, sulfuric acid, phosphoric acid, etc.), alkyl aromatic sulfonic acids (toluene, etc.) Common acids such as sulfonic acid, dodecylbenzenesulfonic acid, etc.), aromatic carboxylic acids (benzoic acid, etc.) can be added.

本発明の組成物には(a)と(b)の他、本発明の効果
を妨げない量のカチオン界面活性剤(ジステアリルジメ
チルアンモニウムクロライド、ベヘニルトリメチルアン
モニウムクロライドなど)、非イオン界面活性剤(ポリ
オキシエチレンオレイルエーテル、ステアリン酸モノグ
リセライドなど)%両性界面活性剤(ステアリルジメチ
ルアミノ酢酸ベタイン、ヤシ油脂肪酸ア主ドブロピルジ
メチルアミノ酢酸ベタイン、ラウリルジメチルアミンオ
キシドナト)、油性基剤(セタノール、ベヘニルアルコ
ール、流動パラフィン、ポリオキシプロピレンブチルエ
ーテルなど)%保湿剤(ピロリドンカルボン酸ソーダ、
ポリエチレングリコールなと)、平滑剤(ジメチルポリ
シロキサンなど)、低級アルコール類(エタノール、プ
ロピレングリコ−爪グリセリンなど)、噴射剤、香料、
着色料、防腐剤、水などの成分を配合することができる
In addition to (a) and (b), the composition of the present invention includes a cationic surfactant (distearyldimethylammonium chloride, behenyltrimethylammonium chloride, etc.), a nonionic surfactant ( Polyoxyethylene oleyl ether, stearic acid monoglyceride, etc.)% Amphoteric surfactants (stearyldimethylaminoacetic acid betaine, coconut oil fatty acid main dobropyldimethylaminoacetic acid betaine, lauryl dimethylamine oxide), oil bases (cetanol, behenyl alcohol, liquid paraffin, polyoxypropylene butyl ether, etc.)% humectants (sodium pyrrolidone carboxylate,
(such as polyethylene glycol), smoothing agents (dimethylpolysiloxane, etc.), lower alcohols (ethanol, propylene glycol, nail glycerin, etc.), propellants, fragrances,
Ingredients such as colorants, preservatives, and water can be added.

本発明の組成物はへアーリンス、ヘアートIJ −トメ
ント、ヘアーコンディショナー、ヘアーブロー1へアー
ムースなどの毛髪処理用組成物として用いることができ
る。
The composition of the present invention can be used as a hair treatment composition such as a hair rinse, a hair IJ-tonment, a hair conditioner, and a hair blow 1 hair mousse.

本発明の組成物の1%水溶液のpHは、通常8.0〜8
.0  であり、好ましくは4.0〜7.0である。p
H8,0を越えるとリンス効果が不足する。pH調整は
必要時、通常のアルカリ(苛性ソーダ、トリエタノール
アミンなど)や酸(塩酸、クエン酸など)で行うことが
できる。
The pH of a 1% aqueous solution of the composition of the present invention is usually 8.0 to 8.
.. 0, preferably 4.0 to 7.0. p
If H8.0 is exceeded, the rinsing effect will be insufficient. When necessary, pH adjustment can be carried out using ordinary alkalis (caustic soda, triethanolamine, etc.) or acids (hydrochloric acid, citric acid, etc.).

本発明の組成物の形態は、液体、ペースト、固体、粉末
、ムース、スプレー等であるが、液体、ムースおよびペ
ーストが使い易く好ましい。液体、ムースおよびペース
ト状の毛髪処理用組成物の場合1通常、(a)と(b)
の合計が0.2〜10%、非イオン界面活性剤が0〜6
%、油性基剤が0〜10%、低級アルコール類が2〜4
0%、水が40〜96%用いられる。
The composition of the present invention may be in the form of liquid, paste, solid, powder, mousse, spray, etc., but liquid, mousse, and paste are preferred because they are easy to use. In the case of liquid, mousse and paste hair treatment compositions 1 usually (a) and (b)
total of 0.2 to 10%, nonionic surfactant 0 to 6
%, oil base 0-10%, lower alcohols 2-4
0%, water is used 40-96%.

〔実施例〕〔Example〕

以下、実施例により本発明をさらに説明するが、本発明
はこれに限定されるものではない。
The present invention will be further explained below with reference to Examples, but the present invention is not limited thereto.

実施例1 ヘアーリンス         (単位%)表1のA2
の化合物  :1.6 ウロカニン酸    、0.6 ステアリン酸モノグリセライド :0.6セタノール 
    ; 2 グリセリン     ; 8 計         100 pH、7,0(注1) 実施例2 ヘアーリンス        (単位%)表1のA2の
化合物  ;1,6 ウロカニン酸    ;0.6 ステアリン酸モノグリセライド ;0.5セタノール 
    ; 2 グリセリン     ; 8 水              :  残計     
    100 pH;  5.9(注1) 実施例8 ヘアーリンス         (単位%)表1のA2
の化合物   :1.5 ウロカニン酸    :0,6 ステアリン酸モノグリセライド ;0.5セタノール 
    、 2 グリセリン     ; 8 計         100 pH;  4.5(注1) (注1)pH調整には、乳酸を用い行った。
Example 1 Hair rinse (unit %) A2 in Table 1
Compounds: 1.6 urocanic acid, 0.6 stearic acid monoglyceride: 0.6 cetanol
; 2 Glycerin; 8 Total 100 pH, 7,0 (Note 1) Example 2 Hair rinse (Unit: %) Compound A2 in Table 1; 1,6 Urocanic acid; 0.6 Stearic acid monoglyceride; 0.5 Setanol
; 2 Glycerin; 8 Water: Remaining amount
100 pH; 5.9 (Note 1) Example 8 Hair rinse (Unit: %) A2 in Table 1
Compound: 1.5 urocanic acid: 0.6 stearic acid monoglyceride; 0.5 cetanol
, 2 Glycerin; 8 Total 100 pH; 4.5 (Note 1) (Note 1) The pH was adjusted using lactic acid.

実施例4 ヘアーリンス         (単位%)表1の轟l
の化合物  ;1.5 ウロカニン酸    ;0.7 ステアリン酸モノグリセライド :0,5セタノール 
    ; 2 グリセリン     、 8 水             ; 残 pH;   4.5 比較例1 ヘアーリンス         (単位%)表1のA2
の化合物  ;1.5 乳   酸         :1.0ステアリン酸モ
ノグリセライド ;  0.5セタノール     ;
 2 グリセリン     ; 8 計         100 pH;  4.3 試験例1 実施例1〜4および比較例1のへアーリンスを用いて、
その紫外線吸収効果を試験した。
Example 4 Hair rinse (unit: %) Todoroki from Table 1
Compound: 1.5 urocanic acid; 0.7 stearic acid monoglyceride: 0.5 cetanol
; 2 Glycerin, 8 Water; Residual pH; 4.5 Comparative Example 1 Hair Rinse (Unit: %) A2 in Table 1
Compounds of: 1.5 lactic acid: 1.0 stearic acid monoglyceride; 0.5 cetanol;
2 Glycerin; 8 Total 100 pH; 4.3 Test Example 1 Using the hair rinses of Examples 1 to 4 and Comparative Example 1,
Its ultraviolet absorption effect was tested.

く評価方法〉 毛髪処理用組成物の0.008%メタノール溶液の紫外
線吸収曲線を作成し、その最大吸収波長(λmax )
、スmaxでの吸光係数(E :9:rma tλma
x)および1% 8QOnmでの吸光係数(E 1cmat 800nm
 )を測定し。
Evaluation method> Create an ultraviolet absorption curve of a 0.008% methanol solution of the hair treatment composition, and calculate its maximum absorption wavelength (λmax).
, extinction coefficient at Smax (E:9: rma tλma
x) and 1% 8Q Onm extinction coefficient (E 1cmat 800nm
) is measured.

その紫外線吸収効果を判定した。Its ultraviolet absorption effect was determined.

しかも800nmでの吸光係数においては、中性、弱酸
性領域でUV−B領域の紫外線を効果的に防ぐことが判
る。
Moreover, in terms of the extinction coefficient at 800 nm, it can be seen that it effectively blocks ultraviolet rays in the UV-B region in the neutral and weakly acidic regions.

表  2 試験例2 実施例1〜4   °      のへアーリンスを用
いて、色相および外観の50℃での経口変化を試験した
。表8に色相、表4に外観の経口変化を示した。
Table 2 Test Example 2 Using the hair rinses of Examples 1 to 4, oral changes in hue and appearance at 50°C were tested. Table 8 shows the hue, and Table 4 shows the oral change in appearance.

表8  (50℃ふ卵器) (07着色せず Δ:若千着色 ×;着色)表4   
(50℃ふ卵器) (○;外観変化なし △;若干分離 ×;分II)試験
例8 実施例1〜4のへアーリンスを用いて、そのリンス効果
を試験しTこ。試験は男女各5名のパネラ−による使用
感で行った。その結果、実施例1〜4の本発明の組成物
は、毛髪に良好なリンス効果を与え、皮膚にも良好であ
るとの評価を得tこ。
Table 8 (50℃ incubator) (07 No coloring Δ: Wakachi coloring ×; Coloring) Table 4
(50°C incubator) (○: No change in appearance △: Slight separation ×: Minute II) Test Example 8 Using the hair rinses of Examples 1 to 4, the rinsing effect was tested. The test was conducted by a panel of five men and five men based on their impressions of use. As a result, the compositions of the present invention in Examples 1 to 4 were evaluated as having good rinsing effects on hair and being good on the skin.

実施例5 ヘアーブロー           (単位%)表1の
/lL2の化合物     :0.6ウロカニン酸  
    ;0,2 ポリオキシプロピレン(ハ)ブチルエーテル ; 2エ
タノール       :86 水                ;残計     
   100 このヘアーブローは、ドライヤーで乾燥しTこ後の毛髪
にも優れた風合いを付与し、また皮膚にも温和であった
Example 5 Hair blow (unit %) Compound /lL2 in Table 1: 0.6 urocanic acid
;0,2 Polyoxypropylene(ha)butyl ether ;2Ethanol :86 Water ;Remaining total
100 This hair blow gave an excellent texture to the hair after drying with a hair dryer and was gentle on the skin.

〔発明の効果〕〔Effect of the invention〕

本発明の組成物は、従来のアミドアミンの中和塩として
乳酸などの有機酸を用いる組成物とは異なり、太陽光線
による毛髪の赤毛や切れ毛などを防止し、人体に対する
安全性の高い毛髪処理用組成物である。
Unlike conventional compositions that use an organic acid such as lactic acid as a neutralizing salt of amidoamine, the composition of the present invention prevents hair redness and hair breakage caused by sunlight, and is a highly safe hair treatment for the human body. It is a composition for use.

本発明の組成物において、ウロカニン酸は太陽光線によ
る毛髪の赤毛や切れ毛などの原因となる特定波長(28
0〜810nm )の光線を吸収し、毛髪を保護する機
能を有している。ウロカニン酸の優位性は、従来の紫外
線吸収剤、例えばp−アミノ安息香酸誘導体やサリチル
酸誘導体とは異なり、天然や人体に存在するNMFの一
員であって人体に安全なアミノ酸であることにあり、配
合量上でも利点を有している。
In the composition of the present invention, urocanic acid contains a specific wavelength (28
It has the function of absorbing light rays (0 to 810 nm) and protecting hair. The advantage of urocanic acid is that, unlike conventional ultraviolet absorbers such as p-aminobenzoic acid derivatives and salicylic acid derivatives, urocanic acid is a member of NMF that exists naturally and in the human body, and is an amino acid that is safe for the human body. It also has advantages in terms of blending amount.

また、本発明の組成物は、保存中、空気、熱、光などに
よる組成物の褐変あるいは分離の心配がなく、さらに、
一般式(1)で示されるようなアミドアミンを使用して
いるため、毛髪に対するリンス効果も有している。
Further, the composition of the present invention is free from browning or separation due to air, heat, light, etc. during storage, and further,
Since it uses amidoamine as shown by general formula (1), it also has a hair rinsing effect.

Claims (1)

【特許請求の範囲】 1、一般式 ▲数式、化学式、表等があります▼(1) (式中、R_1は炭素数16〜24の高級脂肪酸の残基
であり、R_2、R_3は炭素数1〜4のアルキル基、
lは2〜4の整数である。)で示されるアミドアミン化
合物(a)を0.1〜20重量%およびウロカニン酸(
b)を0.01〜15重量%含有することを特徴とする
毛髪処理用組成物。
[Claims] 1. General formula ▲ Numerical formula, chemical formula, table, etc. ▼ (1) (In the formula, R_1 is a residue of a higher fatty acid having 16 to 24 carbon atoms, and R_2 and R_3 are residues of a higher fatty acid having 1 carbon number. ~4 alkyl groups,
l is an integer from 2 to 4. ) of 0.1 to 20% by weight of amidoamine compound (a) and urocanic acid (
A hair treatment composition containing 0.01 to 15% by weight of b).
JP11317486A 1986-05-16 1986-05-16 Hair-treatment composition Granted JPS62270513A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP11317486A JPS62270513A (en) 1986-05-16 1986-05-16 Hair-treatment composition

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP11317486A JPS62270513A (en) 1986-05-16 1986-05-16 Hair-treatment composition

Publications (2)

Publication Number Publication Date
JPS62270513A true JPS62270513A (en) 1987-11-24
JPH0586923B2 JPH0586923B2 (en) 1993-12-14

Family

ID=14605427

Family Applications (1)

Application Number Title Priority Date Filing Date
JP11317486A Granted JPS62270513A (en) 1986-05-16 1986-05-16 Hair-treatment composition

Country Status (1)

Country Link
JP (1) JPS62270513A (en)

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1994020065A1 (en) * 1993-03-03 1994-09-15 Beiersdorf Ag Use of trans-urocanic acid as an antioxidant and for the prophylaxis and treatment of ageing of the skin
JP2010189308A (en) * 2009-02-18 2010-09-02 Kracie Home Products Ltd Hair cosmetic
JP2010189306A (en) * 2009-02-18 2010-09-02 Kracie Home Products Ltd Hair cosmetic
JP2010189309A (en) * 2009-02-18 2010-09-02 Kracie Home Products Ltd Hair cosmetic
CN108883314A (en) * 2015-12-01 2018-11-23 诺赛尔股份有限公司 The method for handling hair

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1994020065A1 (en) * 1993-03-03 1994-09-15 Beiersdorf Ag Use of trans-urocanic acid as an antioxidant and for the prophylaxis and treatment of ageing of the skin
JP2010189308A (en) * 2009-02-18 2010-09-02 Kracie Home Products Ltd Hair cosmetic
JP2010189306A (en) * 2009-02-18 2010-09-02 Kracie Home Products Ltd Hair cosmetic
JP2010189309A (en) * 2009-02-18 2010-09-02 Kracie Home Products Ltd Hair cosmetic
CN108883314A (en) * 2015-12-01 2018-11-23 诺赛尔股份有限公司 The method for handling hair

Also Published As

Publication number Publication date
JPH0586923B2 (en) 1993-12-14

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