JP3053939B2 - Horny textile dyeing composition - Google Patents

Horny textile dyeing composition

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JP3053939B2
JP3053939B2 JP3333495A JP33349591A JP3053939B2 JP 3053939 B2 JP3053939 B2 JP 3053939B2 JP 3333495 A JP3333495 A JP 3333495A JP 33349591 A JP33349591 A JP 33349591A JP 3053939 B2 JP3053939 B2 JP 3053939B2
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dyeing composition
present invention
keratinous fibers
resorcinol
coupling
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JPH05163124A (en
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真彦 小川
次朗 川瀬
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花王株式会社
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Description

【発明の詳細な説明】 DETAILED DESCRIPTION OF THE INVENTION

【0001】 [0001]

【産業上の利用分野】本発明は染色組成物に関し、更に詳細には毛髪等の角質繊維を高彩度に染色することができる角質繊維染色組成物に関する。 The present invention relates to dyeing compositions BACKGROUND OF THE, more particularly keratinous fibers dyeing compositions capable of dyeing keratinous fibers such as hair high saturation.

【0002】 [0002]

【従来の技術】毛髪等の角質繊維の染色には、従来より顕色物質とカップリング物質を組み合せて用いる、いわゆる酸化染色剤が広く使用されている。 The dyeing of keratinous fibers such BACKGROUND ART hair, used in combination developer substances and coupling substances conventionally, so-called oxidation dyeing is widely used. この酸化染色剤は顕色物質とカップリング物質の酸化カップリングによって生じる、いわゆる酸化色素が毛髪等を強く染色することを利用したものである。 The oxidation dye is caused by the oxidative coupling of developer substances and coupling substances are those so-called oxidation dyes using staining strongly hair like. ここでは顕色物質として、 As developer substance here,
一般にp−フェニレンジアミン誘導体、p−アミノフェノール誘導体、ジアミノピリジン誘導体、4−アミノピラゾロン誘導体、複素環状ヒドラゾン等が使用されてきている。 Generally p- phenylenediamine derivatives, p- aminophenol derivatives, diaminopyridine derivatives, 4-aminopyrazolone derivatives, heterocyclic hydrazones, etc. have been used.

【0003】 [0003]

【発明が解決しようとする課題】しかしながら、前記従来の酸化染色剤は、彩度、染着力及び堅ろう性において満足すべきものは少ない。 [SUMMARY OF THE INVENTION However, the conventional oxidation dye is saturation, satisfactory in dyeing power and fastness is small. これらの点を改良すべきものとしてトリアミノピリミジン誘導体を含有する染色剤が提案されている(特開平2−19576号公報)が、中性付近pH領域での溶解性に劣る、製剤上難がある等の問題点は未だ払拭されてはいない。 Stain containing triamino pyrimidine derivatives as for improvement of these points has been proposed (Japanese Patent Laid-Open No. 2-19576) is less soluble in the near neutral pH range, a difficulty on formulation problems of etc. not yet been dispelled.

【0004】 [0004]

【課題を解決するための手段】本発明者らは、かかる実情に鑑み、鋭意検討した結果、顕色物質として後述の特定のトリアミノピリミジン誘導体を使用することにより従来品よりも低pHで溶解でき製剤の容易な、しかも染色効果にすぐれる角質繊維染色剤の得られることを見出し、本発明を完成するに至った。 Means for Solving the Problems The present inventors have found that such circumstances in view, the a result of intensive studies, dissolved at low pH than conventional products by the use of specific triamino pyrimidine derivatives described later as developer substance easy of possible formulations, moreover it found that the resulting horny fibers stain excellent dyeing effect, and have completed the present invention.

【0005】すなわち、本発明は、顕色物質及びカップリング物質を含有する角質繊維染色組成物において、該顕色物質が下記式(1) Namely, the present invention provides a keratinous fiber dyeing compositions containing developer substances and coupling substances, 該顕 color material is represented by the following formula (1)

【0006】 [0006]

【化2】 ## STR2 ##

【0007】で表わされる2,4,5−トリアミノ−6 Represented by [0007] 2,4,5-triamino -6
−クロロピリミジン又はその塩であることを特徴とする角質繊維染色組成物を提供するものである。 - there is provided a chloro-pyrimidine or keratinous fibers dyeing composition, which is a salt thereof.

【0008】本発明に使用される化合物(1)は、例えば「ジャーナル オブ オーガニック ケミストリー」 The compounds used in the present invention (1) is, for example, "Journal of Organic Chemistry"
27巻、4518〜4523頁(1962年)に記載の方法に従い製造することができる。 Vol. 27, may be prepared according to the method described on pages 4518-4523 (1962).

【0009】また、本発明に使用される化合物(1)の塩としては、塩酸、硫酸、リン酸等の無機酸との塩、又は炭素数1〜20の直鎖もしくは分岐アルキル基を有するカルボン酸、ヒドロキシカルボン酸、ポリヒドロキシカルボン酸、スルホン酸等の有機酸との塩が挙げられ、 [0011] The salts of the compounds used in the present invention (1), the carboxylic with hydrochloric acid, sulfuric acid, salts with inorganic acids such as phosphoric acid, or a linear or branched alkyl group having 1 to 20 carbon atoms acid, hydroxycarboxylic acids, polyhydroxycarboxylic acids, salts with organic acids such as sulfonic acid and the like,
塩酸、硫酸、リン酸、酢酸、プロピオン酸、乳酸、クエン酸等との塩が好ましい。 Hydrochloric, sulfuric, phosphoric, acetic, propionic acid, lactic acid, salts of citric acid or the like.

【0010】本発明角質繊維染色組成物に使用されるカップリング物質としては、通常酸化染毛剤に慣用されているものであれば特に制限されないが、例えばα−ナフトール、o−クレゾール、m−クレゾール、2,5−ジメチルフェノール、2,6−ジメチルフェノール、3, [0010] As the coupling agent used in the present invention keratinous fibers dyeing composition is not particularly limited as long as it is customary in the normal oxidation hair dyes, for example α- naphthol, o- cresol, m- cresol, 2,5-dimethylphenol, 2,6-dimethylphenol, 3,
4−ジメチルフェノール、3,5−ジメチルフェノール、ベンズカテキン、ピロガロール、1,5−ジヒドロキシナフタレン、1,7−ジヒドロキシナフタレン、5 4-dimethylphenol, 3,5-dimethylphenol, benz catechin, pyrogallol, 1,5-dihydroxynaphthalene, 1,7-dihydroxynaphthalene, 5
−アミノ−2−メチルフェノール、ヒドロキノン、2, - Amino-2-methylphenol, hydroquinone, 2,
4−ジアミノアニソール、m−トルイレンジアミン、4 4 diaminoanisole, m- toluylene diamine, 4
−アミノフェノール、レゾルシン、レゾルシンモノメチルエーテル、m−フェニレンジアミン、1−フェニル− - aminophenol, resorcinol, resorcinol monomethyl ether, m- phenylenediamine, 1-phenyl -
3−メチル−5−ピラゾロン、1−フェニル−3−アミノ−5−ピラゾロン、1−フェニル−3,5−ジケト− 3-methyl-5-pyrazolone, 1-phenyl-3-amino-5-pyrazolone, 1-phenyl-3,5-diketo -
ピラゾリジン、1−メチル−7−ジメチル−アミノ−4 Pyrazolidine, 1-methyl-7-dimethylamino - amino-4
−ヒドロキシキノロン−2,1−アミノ−3−アセチル−アセトアミノ−4−ニトロベンゾール、1−アミノ− - hydroxy quinolone-2,1-amino-3-acetyl - acetamino-4-nitrobenzene, 1-amino -
3−シアンアセチル−アミノ−4−ニトロ−ベンゾール、m−アミノフェノール、4−クロロレゾルシン、2 3-cyan-acetyl - amino-4-nitro - benzene, m- aminophenol, 4-chloro resorcinol, 2
−メチルレゾルシン、2,4−ジアミノフェノキシエタノール、2,6−ジアミノピリジン、3,5−ジアミノ−トリフロロメチルベンゼン、2,4−ジアミノ−フロロベンゼン、3,5−ジアミノ−フロロベンゼン、2, - methyl resorcinol, 2,4-diaminophenoxyethanol, 2,6-diaminopyridine, 3,5-diamino - trifluoromethyl benzene, 2,4-diamino - difluorobenzene, 3,5-diamino - difluorobenzene, 2,
4−ジアミノ−6−ヒドロキシピリミジン、2,4,6 4-diamino-6-hydroxypyrimidine, 2,4,6
−トリアミノピリミジン、2−アミノ−4,6−ジヒドロキシピリミジン、4−アミノ−2,6−ジヒドロキシピリミジン、4,6−ジアミノ−2−ヒドロキシピリミジン、p−ニトロ−o−フェニレンジアミン、2−アミノ−5−ニトロフェノール、p−ニトロ−m−フェニレンジアミン、o−ニトロ−p−フェニレンジアミン、2 - triaminopyrimidine, 2-amino-4,6-dihydroxypyrimidine, 4-amino-2,6-dihydroxypyrimidine, 4,6-diamino-2-hydroxypyrimidine, p- nitro -o- phenylene diamine, 2-amino 5-nitrophenol, p- nitro -m- phenylenediamine, o- nitro -p- phenylenediamine, 2
−アミノ−4−ニトロフェノール等が挙げられる。 - amino-4-nitrophenol, and the like.

【0011】本発明に使用される顕色物質は、レゾルシン系のカップリング物質と組み合せることにより高彩度の赤系色調が得られる。 [0011] developer material used in the present invention, reddish hue of high chroma can be obtained by combining a coupling substance resorcinol. 特にレゾルシン、2−メチルレゾルシン及び4−クロロレゾルシンから選ばれる少なくとも1種をカップリング物質とすると、高彩度のオレンジ〜赤の色調が得られる。 Particularly resorcinol, 2-methyl when resorcinol and at least one selected from 4-chloro resorcinol and coupling agent, the color tone of the orange-red high saturation can be obtained. また、本発明に使用される顕色物質を、ジアミノピリジン系のカップリング物質と組み合わせることによりあざやかな黄色が得られる。 Further, the developer material used in the present invention, bright yellow is obtained by combining the coupling agent of the diaminopyridine series. 特に4−プロピル−2,6−ジアミノピリジン及び3,4− Particularly 4-propyl-2,6-diaminopyridine and 3,4
ジメチル−2,6−ジアミノピリジンの一方又は双方をカップリング物質として用いると高彩度の黄色が得られる。 With one or both of dimethyl-2,6-diaminopyridine as coupling substance yellow high saturation can be obtained.

【0012】本発明角質繊維染色組成物中の顕色物質とカップリング物質の配合割合は、一方の成分が他方に比べ過剰となっていてもさしつかえないが、モル比で1: [0012] The mixing ratio of the color developing substance and a coupling substance present invention keratinous fibers dyeing composition, although one component is no problem even if it the excess than the other, in a molar ratio of 1:
0.5〜1:2程度であることが好ましい。 0.5 to 1: is preferably 2. また顕色物質及びカップリング物質は、ともに単独でも二種以上を組み合せても使用することができる。 The developer substances and coupler substances may be used even in a combination of two or more together alone. また本発明の染色組成物には所望の色調を得るため必要であれば、更に公知の顕色物質、通常の直染性染料等を配合することができる。 Also if the dyeing compositions of the present invention is necessary to obtain a desired color tone, it can be blended further known color developing substance, a normal straight dyeable dyes.

【0013】本発明角質繊維染色組成物は、空気中の酸素によっても酸化カップリングを生起し、毛髪等を染色するが、化学的酸化剤を添加することにより酸化カップリングを生起させるものが好ましい。 [0013] The present invention keratinous fibers dyeing composition also occurred oxidative coupling with oxygen in the air, but dyeing the hair or the like, is preferred to rise to oxidative coupling by the addition of chemical oxidants . 特に好ましい酸化剤としては、過酸化水素;過酸化水素か尿素、メラミン又は硼酸ナトリウムに付加した生成物;このような過酸化水素付加物と過酸化カリウム−二硫酸との混合物等が挙げられる。 Particularly preferred oxidizing agent, hydrogen peroxide; peroxide or urea, the product was added to melamine or sodium borate; such hydrogen peroxide adducts and potassium peroxide - mixtures thereof, and the like with the disulfate.

【0014】本発明角質繊維染色組成物は通常、クリーム、エマルジョン、ゲル、溶液等の剤型で提供されるのが好ましい。 [0014] The present invention keratinous fibers dyeing compositions are usually creams, emulsions, gels, be presented in dosage form of a solution or the like. このような剤型とするには、前記顕色物質及びカップリング物質に、通常化粧品分野において用いられる湿潤剤(乳化剤)、可溶化剤、増粘剤、安定化剤、感触向上剤、整髪基剤、香料等を添加し、常法に従って製造すればよい。 In such a dosage form, said the revelation and couplers substance, wetting agent used in normal cosmetics field (emulsifiers), solubilizing agents, thickening agents, stabilizers, texture improvers, hair styling group agent, was added perfumes, may be prepared according to a conventional method. ここで用いられる湿潤剤(乳化剤)としては、例えばアルキルベンゼンスルホネート、 Wetting agents (emulsifiers) used here, for example, alkyl benzene sulfonates,
脂肪アルコールサルフェート、アルキルスルホネート、 Fatty alcohol sulfates, alkyl sulfonates,
脂肪酸アルカノールアミド、エチレンオキシドと脂肪アルコールとの付加生成物等が挙げられる。 Fatty acid alkanolamides, addition products such as ethylene oxide with fatty alcohols. また増粘剤としては、例えばメチルセルロース、デンプン、高級脂肪アルコール、パラフィン油、脂肪酸等が挙げられ、安定化剤としては、例えば亜硫酸塩等の還元剤、ヒドロキノン誘導体、キレート剤等が挙げられ、感触向上剤、整髪基剤としては、例えばシリコーン、高級アルコール、各種非イオン界面活性剤等の油剤、各種のカチオンポリマー等が挙げられる。 Examples of the thickener include methylcellulose, starch, higher fatty alcohols, paraffin oils, fatty acids, and examples of the stabilizer include reducing agents such as sulfites, hydroquinone derivatives, chelating agents and the like, feel improver, the hair styling base include silicones, higher alcohols, oils such as various nonionic surfactants, various cationic polymers.

【0015】これらの剤型における顕色物質とカップリング物質の配合量は、合計で0.2〜5重量%(以下単に%で示す)、特に1〜3%が好ましい。 [0015] The amount of these dosage forms color developing substance and the coupling substance in (shown below simply%) 0.2 to 5 wt% in total, in particular 1-3% is preferred. 湿潤剤(乳化剤)は通常0.5〜30%、増粘剤は0.1〜25%配合されるのが好ましい。 Wetting agents (emulsifiers) is usually 0.5 to 30%, thickener preferably formulated from 0.1 to 25 percent.

【0016】またこれらの剤型において、組成物全体の [0016] In these dosage forms, of the total composition
pHは6〜11程度に調整されるのが好ましい。 pH is preferably adjusted to about 6 to 11. 本発明染色組成物を用いて角質繊維の染色を実施するには、例えば本発明染色組成物に酸化剤を添加して酸化カップリングを行い染色液を調製し、この染色液を角質繊維に適用し、10〜50分、好ましくは25〜35分前後の作用時間をおいて角質繊維を洗浄した後乾燥する。 To implement the dyeing of keratinous fibers using the present invention dyeing composition, the oxidizing agent staining solution performs oxidative coupling was prepared by adding, for example, the present invention dyeing composition applied to the staining solution to the keratinous fibers and, 10 to 50 minutes, preferably dried after washing keratinous fibers at the time of action of about 25-35 minutes. ここで染色液の適用は15〜40℃で行なわれる。 Apply here staining solution is performed at 15 to 40 ° C..

【0017】 [0017]

【発明の効果】本発明角質繊維染色組成物は、従来よりも低pHで溶解可能で製剤の容易な、しかも染色性の向上したものである。 The present invention keratinous fibers dyeing compositions according to the present invention than conventional easily possible formulations dissolve at low pH, yet those having improved dyeability. そして、本発明の染色組成物を用いて角質繊維を染色すれば、顕色物質とカップリング物質との組み合せにより黄〜赤〜青更に灰色〜黒褐色まで幅広い染色が可能であり、その色調は高彩度である。 Then, when dyeing keratinous fibers with the dyeing compositions of the present invention, it is capable of a wide range of stain to yellow-red to blue more gray-brown-black by combination of developer substance and the coupling substance, its tone high chroma it is. 特に、 In particular,
レゾルシン系のカップリング物質と組み合せることにより高彩度の赤系色調が、またアミノピリジン系のカップリング物質と組み合せることにより高彩度の黄色が得られる。 Reddish tone of high chroma by combining a coupling substance resorcinol, but also high chroma yellow is obtained by combining the coupling agent of the aminopyridine system. しかも得られた染色は光、洗浄及び摩擦等に対し優れた耐変褪色性を示す。 Moreover resulting staining indicates light, washing and excellent fastness discoloration to friction.

【0018】 [0018]

【実施例】以下に本発明を実施例により具体的に説明するが、本発明はそれらにより限定されるものではない。 Specifically described by the present invention examples EXAMPLES Hereinafter, the present invention is not limited by them.

【0019】実施例1 下記組成のベースを調製した。 [0019] was prepared based Example 1 the following compositions.

【0020】上記ベース100g中に、2,4,5−トリアミノ−6−クロロピリミジンを0.01モル及び表1に示すカップリング物質をそれぞれ0.01モル混入し、次いでそれぞれのpHを10として、本発明角質繊維染色組成物1〜13を調製した。 [0020] During the base 100 g, 2,4,5-triamino-6-chloropyrimidine were respectively mixed 0.01 mole coupling agent shown in 0.01 molar and Table 1, then each of the pH as a 10 It was prepared present invention keratinous fibers dyeing composition 1-13.

【0021】上記各組成物100gに対し、等重量の6 [0021] The above For each composition 100 g, equal weight 6
%過酸化水素水溶液を加えて染色液を調製した。 % Staining solution was prepared by adding hydrogen peroxide aqueous solution. この染色液を白毛混じりの人毛に塗布し、30℃で30分間放置した。 This staining solution is applied to the human hair of white hair mingled, it was allowed to stand at 30 ℃ 30 minutes. 次いで毛髪を通常のシャンプーで洗浄し、乾燥した。 Then washed the hair with standard shampoo and then dried. 得られた染色の色調を観察した結果を表1に示す。 The results obtained by observing the color tone of the dye shown in Table 1.

【0022】 [0022]

【表1】 [Table 1]

【0023】実施例2 実施例1記載の組成ベース100g中に本発明に使用の化合物(1)及び下記式(2)で表わされる化合物をそれぞれ0.01モル混入させた。 [0023] The compounds for use in the present invention (1) and a compound represented by the following formula (2) is 0.01 mol mixed respectively in the composition based 100g described in Example 1.

【0024】 [0024]

【化3】 [Formula 3]

【0025】更に、両者にはカップリング剤としてレゾルシンをそれぞれ0.01モル混入せしめ、本発明品及び比較品組成物を得た。 Furthermore, both resorcinol was allowed 0.01 mol mixed respectively as a coupling agent to give the present invention products and comparative products composition. 次いでそれぞれの組成物のpHをアンモニアを用いて7、10及び11に調整した。 Then the pH of each composition was adjusted to 7, 10 and 11 with ammonia.

【0026】それぞれの組成物の各pHにおける溶解性を下記の判定基準により判定した。 [0026] The solubility of each pH of each composition was determined by the following criteria. ○:完全に溶解する。 ○: completely dissolved. ×:ほとんど溶解しない。 ×: hardly dissolved. 結果を表2に示す。 The results are shown in Table 2.

【0027】 [0027]

【表2】 [Table 2]

【0028】表2より明らかなごとく、本発明組成物は、広範囲のpH領域において良好な溶解性を示す。 [0028] Table 2 As is clear from the present invention compositions show good solubility in a wide pH range.

フロントページの続き (56)参考文献 特開 平2−174710(JP,A) 特開 昭52−130930(JP,A) 特開 昭50−88242(JP,A) 特開 昭57−183710(JP,A) 特開 平2−172909(JP,A) 特開 昭56−36406(JP,A) 特開 平2−19576(JP,A) 特表 平5−500224(JP,A) (58)調査した分野(Int.Cl. 7 ,DB名) A61K 7/13 Of the front page Continued (56) Reference Patent flat 2-174710 (JP, A) JP Akira 52-130930 (JP, A) JP Akira 50-88242 (JP, A) JP Akira 57-183710 (JP , A) JP flat 2-172909 (JP, A) JP Akira 56-36406 (JP, A) JP flat 2-19576 (JP, A) JP-T flat 5-500224 (JP, A) (58) survey the field (Int.Cl. 7, DB name) A61K 7/13

Claims (3)

    (57)【特許請求の範囲】 (57) [the claims]
  1. 【請求項1】 顕色物質及びカップリング物質を含有する角質繊維染色組成物において、該顕色物質が、下記式(1) 【化1】 1. A developer material and keratinous fibers dyeing composition containing a coupling agent, 該顕 colored material is a compound represented by the following formula (1) ## STR1 ## で表わされる2,4,5−トリアミノ−6−クロロピリミジン又はその塩であることを特徴とする角質繊維染色組成物。 In represented by 2,4,5-triamino-6-chloropyrimidine or keratinous fibers dyeing composition, which is a salt thereof.
  2. 【請求項2】 カップリング物質が、レゾルシン、2− 2. A coupling material, resorcinol, 2-
    メチルレゾルシン及び4−クロロレゾルシンからなる群より選ばれる少なくとも1種を含むものである請求項1 Claim is intended to include at least one selected from the group consisting of methyl resorcinol and 4-chloro resorcinol 1
    記載の角質繊維染色組成物。 Horny textile dyeing composition according.
  3. 【請求項3】 カップリング物質が、4−プロピル− 3. A coupling material, 4-propyl -
    2,6−ジアミノピリジン及び3,4−ジメチル−2, 2,6-diaminopyridine and 3,4-dimethyl-2,
    6−ジアミノピリジンの一方又は双方を含むものである請求項1記載の角質繊維染色組成物。 One or is intended to include both claim 1 keratinous fibers dyeing composition according to 6-diaminopyridine.
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FR3030255B1 (en) 2014-12-17 2016-12-23 Oreal dyeing composition comprising a para-phenylenediamine oxidation base, a thickening polysaccharide in an environment rich in fats
FR3030237B1 (en) 2014-12-17 2017-07-14 Oreal dyeing composition comprising a para-phenylenediamine oxidation base, an amphoteric surfactant in an environment rich in fats
FR3030234B1 (en) 2014-12-17 2018-05-18 Oreal dyeing composition comprising a para-phenylenediamine oxidation base, a nonionic surfactant in an environment rich in fats
FR3030233B1 (en) 2014-12-17 2016-12-09 Oreal dyeing composition comprising a para-phenylenediamine oxidation base, and an amphoteric or cationic polymer in an environment rich in fats
US10195122B2 (en) 2014-12-19 2019-02-05 L'oreal Compositions and methods for hair
FR3030522B1 (en) 2014-12-19 2017-02-10 Oreal Use for dyeing keratin fibers of a compound of azomethine type comprising two units pyrazolopyridine
FR3030246B1 (en) 2014-12-19 2017-02-10 Oreal Use for dyeing keratin fibers of a compound of azomethine type comprising a pyrazolopyridine unit
US9814668B2 (en) 2014-12-19 2017-11-14 L'oreal Hair styling compositions comprising latex polymers
US9750678B2 (en) 2014-12-19 2017-09-05 L'oreal Hair coloring compositions comprising latex polymers
US9801808B2 (en) 2014-12-19 2017-10-31 Loreal Hair styling compositions comprising latex polymers and wax dispersions
MX2017013983A (en) 2015-05-01 2018-03-15 Oreal Use of active agents during chemical treatments.
US10172776B2 (en) 2015-07-30 2019-01-08 L'oreal Compositions for altering the color of hair
US10111816B2 (en) 2015-08-05 2018-10-30 L'oreal Composition for altering the color of keratin fibers
KR20180082590A (en) 2015-11-24 2018-07-18 로레알 The composition for hair treatment
FR3052969A1 (en) 2016-06-23 2017-12-29 Oreal Use for coloring keratin fibers of a quinoline derived azomethinic type compound
FR3053041A1 (en) 2016-06-23 2017-12-29 Oreal Azomethinic (dis) symmetric type direct dye comprising at least one pyrazolopyridine pattern, process for coloring keratinic fibers from that color
FR3052970B1 (en) 2016-06-23 2018-06-29 Oreal Process for treating keratin fibers implementing an anhydrous composition comprising a compound azomethine two pyrazolopyridine units and an aqueous composition
US9974725B1 (en) 2017-05-24 2018-05-22 L'oreal Methods for treating chemically relaxed hair

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US7485155B2 (en) 2004-12-23 2009-02-03 L'oreal S.A. Process for washing colored keratinous fibers with a composition comprising at least one nonionic surfactant and method for protecting the color

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