DD208298A1 - METHOD FOR PRODUCING KERATIN FIBER EXPERIMENTAL PREPARATIONS - Google Patents

Abstract

Process for the preparation of keratin fibermakers with liquid, gel-like or cream-like consistency. The aim of the invention is to reduce unwanted Farbumschlaege and eun Verbassen the gefaerbten Keratinfasern and herabzusetsen the Toxizitaet the Farbepraeparate. This is accomplished by incorporating into a base a developing agent of general formula (I) wherein X is O or S; Y is OR deep 1 or NR deep 2R deep 3 in ring position 2 or 4; Z is OR deep 1, NR deep 2R deep 3, H , Halogen or alkyl, R is low, R is low, R deep3 is alkyl, aryl, aminoalkyl or hydroxyalkal, because alkyl is C1 to C4, u.a as a coupler in the meta position OH or NH deep 2-substituted phenylureas or phenylthioureas incorporated The amounts of developer and coupler are each 0.01 to 5 wt.%. The dye rates have high fastness and greatly reduced TOxizitaet.

Description

iss

VEB Chemical Plant Miititz Miltitz

EP 7582/7160 /

Title of the invention-

Process for the preparation of keratin fiber dye preparations

Field of application of the invention

The invention relates to a process for the preparation of keratin aserfärbepräparaten, in particular Osidationsfärbepräparaten for human hair, with an aqueous, gel or cream-like consistency. ·

Characteristic of the known technical solutions

It is well known that keratin fiber dye middle! so-called developers and couplers included. The components mentioned react in oxidizing media to dyes, which, according to the chemical Koniiguration of the two partners, keratin fibers. lend very different!

Most commonly used and commonly known as developing agents are para or ortho substituted benzene, ilaphthalene derivatives and heterocyclic ring syphems. As substituents, diamino and aminohydroxy groups occur.

As couplers, substituted benzenes or taphthalene derivatives or heterocyclic ring systems having diamino or aminohydroxy groups as substituents are known in the cieta position, the disadvantage of these dye preparations is that the colorings become lighter after some time and some undesired color shifts, For example, after Braunrot, enter.

 - 2. -

It is also known to use meta-substituted phenylureas as couplers (US Pat. No. 3,674,414, DE-OS 2,402,961).

The disadvantage is that the colorants have a relatively high toxicity. -.

Object of the invention

The aim of the invention is to prevent unwanted color changes and to reduce fading of the colored keratin fibers when exposed to light.

Explanation of the essence of the invention

It was the object, Keratinfaserfärbemittel with good fastness properties and improved toxicological properties zuikkelkeln.

This object is achieved by incorporating compounds of the general formula into a liquid, gel or cream-like basis according to the invention as developers

in the X = O or S,

Γ = OR ₁ or IE ₀ H ₀ in ring position 2 or 4, Z = OH ^, IH ₂ Hn, K, halogen or alkyl,

R ₁ , H ₂ , Ho mean alkyl, aryl, aminoalkyl or hydroxyalkyl, wherein the: alkyl group has T to 4 carbon atoms. Is H _? an aryl group, then Ro is hydrogen or an alkyl group,

According to the invention are incorporated in accordance with the invention as a coupler in the meta position OH- or iJHp-substituted Phenylharnsto'ffe or phenylthioureas, according to the invention, the incorporated amounts of developer and coupler substance per 0,0t to 5 GeW .-; Eupnler in the ratio of 10: 1

to T: 5 are used. The working temperatures are 70 to 35 ⁰ G.

The compounds according to the invention can be used both as free bases and also in the form of their salts, optionally together with further dye intermediates. Such are, for example, already known developers and couplers.

Dye intermediates which may be present are leucoderivatives of dyes, in particular of diphenylamines, which are substituted by MHg or .0H groups. In addition, the use of active ingredients, such as nitro derivatives of the benzene series, azo dyes, anthraquinone dyes, indamines or indophenols, possible.

Wetting agents or detergents can also be used as additives.

It is furthermore possible to use fatty acid ethanolamides, ethylated fatty acids and fatty alcohols, thickeners, such as carboxymethyl cellulose, polymers of acrylic acid and of vinylpyrrolidone. use.

'Other additives .in the form of complexing agents, alkalizing agents, reducing agents, active substances and perfumes may also be included.

embodiment

In a foundation, like cream, gel or aqueous solution. ' be incorporated homogeneously at temperatures of 7G to 35 ⁰ C compounds according to Table 1 .und in amounts of 0, OT to 5 wt-fS.

The base is adjusted to a pH of 9 using Aroinoniakwassers. The oxidative coupling is carried out with 3% hydrogen peroxide.

The respective Färbegründlage is applied to keratin fibers and washed out after 30 minutes with a conventional shampoo. The dyeings obtained after drying the keratin fibers are shown in Table 3 below.

Table Ί: Sntwicklersubstanzen Compound Fr.

connection

1 2 3 4-

7 8 4-Aminophenylurea 4-hydroxypiienylurea 4-aminophenyltiourea 4-hydroxyphenylthiourea 2-aminophenylurea 2-hydroxyphenylurea 2-iminophenylthiourea 2-hydroxyphenylthiourea

Table 2: Coupler components

C D S 3-aminopheny! Urea 3-hydroxyphenylurea 3-hydroxyphenylthiourea 3-amino-4-chloro-phenylurea

3-Anino-4-methoxyphenyl thiourea

3 - imino-p h eny 11 hi ο hams t off

Table 3: Parowirkungen pimp coloring example dye components A Mr. developer B dark gray green 1 1 C gray violet 2 1 τ? dark lilac 3 1    Third ash brown 4 1 A violet (luminous) 5 1 + δ B hazelnut 6 2 ' F rosewood 7 2 B delicate rosehola 8th 2 3: beige-blond 9 3 A beige-blond 10 4 Β dark olive green TI T + I dark blue T2 2 + 11 Α steel blue 13 .6 + 1 lime green 14 2 + ΙΙΙ anthraait 3 + ΙΙΙ Β " dark gray green 16 6 + III - blue heat 17 2 + 1

In Table 3, mean:

I: 4methylaminoaniline II: 4-diethylaminoaniline III :. 4-aminodiphenylamine;

The obtained dyeings result in a great possible variation of the color shades, which are distinguished by high fastness properties, in particular by high light stability.

Investigations have shown that the keratin dyes prepared and investigated according to the invention have on average twice as much lightfastness as the known dyes. ^r annoyed discoloration of the IP fibers occur in the usual Beiiand-

The toxicity of the colorants with the. -Entwicklersubstanz en is lowered significantly, '·'. '

Claims (1)

b
r - invention claim Process for the preparation of keratin fiber dye preparations
liquid, gel or cream-like consistency, containing developer and coupler components, characterized in that in a liquid, gel or cream-like base a) as developers, compounds of the general formula IH-G- ΉΕ _Ο ι ι 2 incorporates in the X = O or S, Y = OR, - or 1IR ₂ H-, in ring position 2 or 4, Z = OR ₁ , ff, R 3 = i , Halogen or alkyl, , Aryl, aminoalkyl or hydroxyalkyl
means, wherein the alkyl group has ΐ to 4 G atoms, b) ^:; as a meta-position coupler incorporates OH- or HHp-substituted phenylureas or phenylthioureas into the base, c) that the amounts of developer and Kupplersubstansen per 0.01
to 5% by weight, whereby a ratio of developer to coupler of 10: 1 to 1: 5 is maintained, d) that the working temperatures are 70 to 35 ⁰ G and e) that the compounds to be incorporated are optionally used together with other dye intermediates and additives.