DE1492175A1 - Method for coloring living hair - Google Patents

Description

U92175

Hans Schwarzkopf
Hamburg

Method of dyeing trembling hair

The main application Sch 29 426 IVa / 30 H has a procedure for dyeing living hair to the object, which is characterized in that the hair with a neutral or weakly alkaline, e.g. ammonia solution, Cream or paste are treated, which dye precursors, which can be developed into dyes through oxidation and one or more diaminopyridines, preferably 2,3-diaminopyridine, 2,6-diaminopyridine and / or their substitution products.

This hair coloring process is beneficial in several ways. Intense color, acid-resistant oxidation colors are obtained Blue and green that remove an unwanted reddish tinge in the hair

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U92175

can be. Furthermore, with the method according to the invention are more recent Nuances are possible and new, previously unknown hair colors are being developed. For the oxidative development of the finished dyes the action of air is sufficient for the dye precursors, so that the presence of a chemical oxidizing agent is not necessary.

a
The additional application Sch 31 224 IV / 30 h also describes the treatment of hair with a neutral or weakly alkaline, for example ammoniacal, solution, cream or paste that contains dye precursors that can be developed into dyes through oxidation, as well as 2.5 diarainopyridine and / or its substitution products , ipit which a pure oxidation red of surprisingly high wet strength can be achieved.

Subject of this additional application are derivatives of 2,5-diaminopyridine » which differ in their substituents in the 2-amino group. Namely, it has been found that the nature of the substituents on the 2-amino group of 2,5-diaminopyridine has a decisive influence on the nuance of the oxidized hair color achieved with it. What is important here is that the compounds according to the invention Colors created on the hair have the advantages that they already have in DBP 1,149,496 for 2,5-diaminopyridine. In particular, the hair colors achieved according to the invention are in the washing,

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Fastness to light and diffusion, the pH stability and the uniformity of the colorations have been used so far for coloring hair in red and orange nuances are clearly superior to the nitro dyes used. The compounds according to the invention can either alone or with one another combined, or used in combination with already known related oxidizing dyes or new pyridine oxidizing dyes.

While with the unsubstituted 2,5-diaminopyridine only one red Coloring of the hair is to be achieved, completely new nuances for the real coloring are achieved by using the compounds according to the invention of the hair opened up.

As a result of the invention, the following new rule about the influence of the substituents on the 2-araino group of 2,5-diaminopyridine are given: The bathochromic effect increases from orange through red to blue violet in the following order of the substituents

-N.CH ₂ .CH ₂ .CH ₂ .OCH ₃ , H

red-orange _k red

ggH, -N.CHg.CHg.CHg.N,

H H

red-violet ————

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blue-violet Brown

The compounds according to the invention are prepared by processes which are already known and are not the subject of the invention.

For example, 2-alkylamino-5-aminopyridine compounds can pass through Reaction of 2,5-diaminopyridine with alkyl halides, alkyl sulfates or win diazomethane or according to Tschitschibabin in the presence of nafiumamide.

2-Dimethylaraino-5-emi.no pyridin is in good yield by reaction of 2-amino-5-nitropyridine with methyl iodide in the presence of sodium amide and subsequent reduction, similar to the method of Tschitschibabin and Knunjanz.

The per se arlasen pyridine derivatives can either by themselves without HpCL The oxygen in the air on the hair is developed into dyes and give pleasantly subtle shades of color, or they can be developed with the help of ΗρΟ_ and give strong fashionable coloring of the Hair.

In the exemplary embodiments of the process according to the invention listed below, the known additives, such as thickeners, Stabilizing agents, emulsified substances for the coloring agents, omitted for the sake of simplicity.

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example 1

2.0g of 2-Hydroxyäthylaminα-5-aminαpyridin-hydrochlαrid are in 4.0 g of ammonia water (29) 4ig) and
94.0 g of water dissolved.

Applied to bleached hair, this solution, rinsed and dried for 30 minutes, produces a beautiful purple color Color shade of high wet fastness.

Example 2

70 g of the solution according to Example 1 are mixed with 30 ml of hydrogen peroxide (6%) mixed and applied the mixture to the hair. After 20 minutes of dyeing time at room or body temperature, you get

u rinse an extremely intense and stable purple red.

The following table shows the color results of other derivatives des 2,5-diaminopyridine. This is the pyridine derivative instead of the 2-hydroxyethylaminopyridine hydrochloride of Example 1 used. All other components and the procedural rules are the same as in Examples 1 and 2.

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Example formula no.

2 — Dimethylamine »-
5-aminopyridine

blue-violet

CH. 2-methyl-hydroxy-

ethyl-amino-5-

aminopyridine

brownish hot violet

2— Cyclohexylamine—
5-ami nop yri din

bluish hot purple

.CH ₂ .CH ₂ . 2- (- Methoxypropylarai no) -5-aminopyridine

CfcH, red-brown

\ CH 'CH .CH 2- (-Dimethylamino-
propyl-amino) -5-
^ aminopyridine

bluish red-brown

N-

2-benzylaraino-5-antinopyridine

brownish rat violet

example

As in Examples 1 and 2, but the following combinations are used as pyridine derivatives: 2.0 g of 2-p-dimethylamino-5-aminopyridine, 1.0 g of 2-methyl-hydroxyethylamino-5- arainopyridine

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Colored according to Example 1 (developed with oxygen in the air) results a subtle purple coloring of the hair.

When dyed according to Example 2, the hair is colored intensely blue-red (developed with H ₂ O ₂ ).

Example 10

1.0 g of p-toluene dianain sulfate and 1.0 g of 2-methyl-hydroxyethylamino-5-aminopyridine are in 94.0 g of water dissolved. In addition one gives 4.0 g ammonia water (29 pounds)

Colored as in Example 2, the result is a light maroon coloration

of the hair.

Example 11

2.0 g of 2-hydiroxyethylamino-5-enjinapyridine hydrochloride and 0.1 g of 2,6 -Diamiπαρyridin are in 93.9 g of water dissolved. Add 4.0 g of ammonia water (25 pounds) Colored as in Example 2, the result is an ash-blonde coloration of the hair which appears very natural. The 2,6-Oiaminopyridin has here as "Modifier" affected.

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Claims (1)

g U92175 PATENT CLAIMS Claim 1: Process for dyeing living hair with a neutral or weakly alkaline, for example ammoniacal, Lüsuni :, cream or paste, which contains dye precursors which are developed into dyes according to OEF 1 14b 4y6, characterized in that, as derivatives of,?,:. > Diami ^r "T.wridins Compounds of the following general; · Forme. worir · · -, Vassersto ^f ', Ai-.vl, Ar-v: Cy ^ Iohn-vl, ^ui vdro \ val «; ', - "■: ■';:noaL'vJ..',''Jthox'.t; Ikyi, Atho ^ valkv, [i, '. «. N- ~ .v. = Lk-,. ' jna ^μ j- alkyl, Arv-, Cvl -lohe ■ ν ί, Hydro * ya j κ y I, Aminoalkyl. Vntho- .valK vi, ■ 'tho ^ yalkvl, Ialkoxyalkvl} edei 'τ, alone or in combination with one another or in combination with already burned denzoiden oxidative dyes instead of in combination with pyridine already known. j-.vdfi j'lsfar'Dstoff en bewer, j; = t wer'oen. C ¹ ,: ''"nr ·? ^ I ch ^ ·"t.; iu! '- .: h ^ ie'.'cr— . ■! r, BAD ORIG ¹ NAL 2-methyl-hydroχyäthylamino-5-aminopyridin, 2-CycloheAyl— amino-5-aminopyridine, 2 (-Methcxypropylamino) -5- aminopyridine, 2- (-Dimethylaminopropylamino) -5-aminopyridine, 2-benzylamino-5-aminopyridine. Claim Ji Process according to Claims 1 and 2, characterized by the use of chemical oxidizing agents with an additive action, for example hydrogen peroxide or its Links. 909887/1570 BATH ORIGINAL