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Novel coupling components

a technology of coupling components and components, applied in the direction of dyeing process, hair cosmetics, organic chemistry, etc., can solve the problem of not being able to achieve a hair shad

Inactive Publication Date: 2006-01-26
HENKEL KGAA
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Benefits of technology

[0011] wherein R1 is a C1-4 alkyl group or a C1-4 monohydroxy alkyl group, R2 is a hydrogen atom, a methyl or an ethyl group and each of R3 and R4 is independently a branched or linear C2-6 hydroxyalkyl group, with the proviso that the R1O group is in the ortho or meta position to both amino groups The coupling components according to the invention, especially p-toluylenediamine, 1-(2-hydroxyethyl)-2,5-diaminobenzene, 2,4,5,6-tetraminopyrimidine and bis-(2-hydroxy-5-aminophenyl)methane, make possible dyeings with high color intensities and good to very good fastness properties in the red and violet regions.

Problems solved by technology

As a rule, it is not possible to achieve a hair shade, which has a natural appearance, with only one developer component or only one special coupling / developer combination.

Method used

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Examples

Experimental program
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examples

1 Syntheses

1.1 2,6-Bis-((2-hydroxyethyl)amino)-4-methylanisole

[0242]

1.1.1 2,6-Diamino-4-methylanisole dihydrochloride

[0243] 2,6-Dinitro-4-methylanisole (100 g), 1.35 L of methanol, 150 mL of water and 1 g of Pd / C (5%) were placed in an autoclave and hydrogenated for 12 hours at 50° C. with hydrogen at a pressure of 50 bar. Subsequently, the autoclave was allowed to cool down and the formulation was poured into 1.0 L of half concentrated HCl. The catalyst was filtered off and the filtrate was evaporated to dryness in a rotary evaporator and dried under vacuum overnight.

[0244] Yield: quantitative

1.1.2 Bis(2-chloroethyl)(2-methoxy-5-methyl-1,3-phenylene) biscarbamate

[0245] 2,6-Diamino-4-methylanisole dihydrochloride (56 g) and 134 g of calcium carbonate were added to 1 L of dioxane and heated to 90° C. Within a period of 15 minutes, 80 g of 2-chloroethyl chloroformate were added and the formulation was stirred for a further 4 hours at this temperature and then allowed to cool dow...

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Abstract

Keratinic fibers, especially human hair are dyed by an agent containing a coupling component which is an m-phenylenediamine derivative of the formula wherein R1 is a C1-4 alkyl group or a C1-4 monohydroxy alkyl group, R2 is a hydrogen atom, a methyl or an ethyl group and each of R3 and R4 is independently a branched or linear C2-6 hydroxyalkyl group, with the proviso that the R1O group is in the ortho or meta position to both amino groups; and a cosmetically acceptable carrier. These agents afford desired color nuances in a sufficient intensity and fastness, exhibit good fiber affinity and are safe from a toxicological and dermatological point of view.

Description

CROSS REFERENCE TO RELATED APPLICATIONS [0001] This application is a continuation under 35 U.S.C. § 365(c) and 35 U.S.C. § 120 of international application PCT / EP2003 / 014368, filed on Dec. 17, 2003. This application also claims priority under 35 U.S.C. § 119 of DE 102 60 834.2, filed Dec. 23, 2002. Each of the aforementioned applications is incorporated herein by reference in its entirety.BACKGROUND OF THE INVENTION [0002] The present invention relates to agents for dyeing keratinic fibers, which contain, especially m-phenylenediamine derivatives, a method for dyeing hair with these agents, as well as some of these m-phenylenediamine derivatives themselves and intermediate products, which are formed during the synthesis of these compounds. [0003] Because of their intensive colors and good fastness properties, the so-called oxidation dyes play an important role in dyeing keratin fibers, especially human hair. Such dyeing agents contain oxidation dye precursors, so-called developer co...

Claims

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Application Information

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Patent Type & Authority Applications(United States)
IPC IPC(8): A61K8/00A61K8/41A61Q5/10D06P3/08
CPCA61K8/411A61K8/415A61Q5/10D06P3/08C07C271/28C07D261/04C07C217/84
Inventor KNUEBEL, GEORGHOEFFKES, HORSTNEMITZ, RALPH
Owner HENKEL KGAA
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