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Dyestuffs and hair dye compositions

A technology of dyes and alkyls, applied in the field of hair dyeing compositions, which can solve the problems of limited number of dyes, difficulty in obtaining purple, low durability, etc.

Inactive Publication Date: 2012-08-22
DYSTAR COLOURS DISTRIBUTION GMBH +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] The aforementioned semi-permanent hair dye formulations have the disadvantage that the color imparted by them usually shows low durability
In addition, it is difficult to obtain purple, blue and gray shades because the number of dyes that can impart these shades is extremely limited

Method used

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  • Dyestuffs and hair dye compositions
  • Dyestuffs and hair dye compositions
  • Dyestuffs and hair dye compositions

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0109] (Preparation of [3-(4,8-diamino-9,10-dioxo-9,10-dihydro-anthracene-1-ylamino)-propyl]-trimethyl-ammonium methylsulfate)

[0110] 90 parts of 3-dimethylaminopropylamine, 10.0 parts of 1,5-diamino-4-chloro-anthraquinone and 0.25 parts of copper(II) acetate were heated together under nitrogen at 110° C. for 7.5 hours. After cooling at room temperature, the mixture was poured into 500 parts of cold water. The precipitate was filtered off, washed with water and dried to yield 10.7 parts of a dark blue powder. 9.0 parts of the obtained blue dye were dispersed in 100 parts of ethanol, and treated with 3.0 parts of dimethyl sulfate, thereby achieving quaternization. The reaction mixture was stirred at room temperature for 3.5 hours. The precipitate was filtered off and washed with acetone. After drying, 10.7 parts of a dye of formula Ij are obtained. Blue dye Ij has very good water solubility. The analytical data are consistent with the assigned structure of dye Ij. 1 H N...

Embodiment 2

[0114] (Methylsulfate [3-(4-amino-3-methyl-9,10-dioxo-9,10-dihydro-anthracen-1-ylamino)-propyl]-trimethyl-ammonium) preparation of

[0115] 85 parts of 3-dimethylaminopropylamine, 15.8 parts of 1-amino-4-bromo-2-methylanthraquinone and 0.17 parts of copper(II) acetate were heated together under nitrogen at 94° C. for 2.5 hours. After cooling at room temperature, water was added until the product precipitated. The product was filtered off, washed and dried, yielding 14.0 parts of a dark purple powder. Quaternization was achieved by dispersing 10 parts of the obtained violet dye in 100 parts of chlorobenzene and treating with 2.8 parts of dimethyl sulfate. The temperature was raised to 45°C and the reaction mixture was maintained at this temperature for 3 hours. The precipitate was filtered off at 30°C and washed with acetone. After drying, 12 parts of a dye of the formula Ia are obtained. Violet dye Ia has very good water solubility. The analytical data are consistent wit...

Embodiment 3

[0120] (Methylsulfate [4-(4-amino-3-methoxy-9,10-dioxo-9,10-dihydro-anthracen-1-ylamino)-phenyl]-trimethylammonium) preparation of

[0121] 21.4 parts of 1-amino-4-bromo-9,10-dioxo-9,10-dihydro-anthracene-2-sulfonic acid were dispersed in 100 parts of water at 50°C. After that, 9.8 parts of N,N-dimethyl-p-phenylenediamine, 5.0 parts of NaHCO 3 , 2.7 parts of Na 2 CO 3 and 0.5 parts of CuCl. The reaction mixture was maintained at 50-60°C for 2 hours. After cooling at room temperature, the mixture was poured into 700 parts of 2N HCl. The precipitate was filtered off, washed with water and dried, yielding 18.8 parts of a dark blue powder. 9.4 parts of the resulting dye were added to a warm solution of anhydrous KOH in methanol at 50°C. The reaction mixture was maintained at 50°C for 6 hours. After cooling, the mixture was poured into 200 parts of water and treated with concentrated HCl until the pH value was 6.5-7.0. The precipitate was filtered off, washed with water an...

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Abstract

The present invention refers to dyestuffs of the general formula (I) wherein R, R 1 , X, Y, Z, T and A - are defined as given in claim 1, dyestuff mixtures and hair dye compositions comprising them, as well as a process for colouring hair.

Description

technical field [0001] The present invention relates to anthraquinone hair dye and hair dye composition containing the hair dye. Background technique [0002] Hair dyes can be classified according to the dyes they use, or according to whether they have the effect of bleaching melanin. Typical examples include two-part permanent hair dyes consisting of a first part containing an alkaline agent, an oxidation dye, and optionally a direct dye such as a nitro dye, and a second part containing an oxidizing agent ; and one-part semi-permanent hair dyes containing organic acidic or basic agents, and acid dyes, basic dyes or direct dyes such as nitro dyes. [0003] However, the aforementioned permanent hair dyes have the disadvantage that the shades imparted by the oxidation dyes are not so vibrant and they damage the hair. Attempts have been made to apply nitro dyes or cationic dyes to two-component hair dyes containing oxidizing agents to produce various shades (see, for example,...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C09B69/00A61K8/35A61Q5/10
CPCC07D209/56C07C225/34A61K8/355C09B1/501C09B69/001C07C225/36C09B1/207C07D295/13A61Q5/10
Inventor 罗克萨娜·伯尔别鲁维尔纳·鲁斯多米尼克·普拉特哈特穆特·默林
Owner DYSTAR COLOURS DISTRIBUTION GMBH
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