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Blue polymeric hair dyes

IP.com Disclosure Number: IPCOM000167062D
Publication Date: 2008-Jan-30

Publishing Venue

The IP.com Prior Art Database

Abstract

Disclosed are cationic polymeric dye with a hue value of h = 210° to 330° comprising (a) a polymer backbone, (b) a residue of an organic dye, and (c) optionally colorless organic groups, wherein (b) and (c) are covalently bound to the polymer backbone (a), and wherein the cationic charges can independently be part of the dye or the colorless organic groups. The dyes are distinguished by their depth of shade and their good fastness properties to washing, such as, for example, fastness to light, shampooing and rubbing.

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Blue polymeric hair dyes

   The present invention relates to novel polymeric dyes and compositions comprising these compounds, to a process for their preparation and to their use for dyeing of organic materials, such as keratin-containing fibers, wool, leather, silk, cellulose or polyamides.
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    It is well known that cationic compounds have a good affinity to negative charged hair. These characteristics have been used to contact the hair with small molecules, but also with polymers.
10

Therefore, the present invention relates to cationic polymeric dye with a hue value of h = 210° to 330° comprising
(a) a polymer backbone,
(b) a residue of an organic dye and
(c) optionally colorless organic groups,
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wherein (b) and (c) are covalently bound to the polymer backbone (a), and wherein
the cationic charges can independently be part of the dye or the colorless organic groups.

    Preferably the residues of the organic dyes (b) are selected from the group of anthraquinone, azo, triphenylmethane, dioxazine, indigoid, indophenol, naphthalimide, naphthoquinone,
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naphtoquinone imine, benzindolium, quinolinium imine, oxazine, phtalocyanine, phenazine and thiazine dyes.

    Most preferably the residues of the organic dyes (b) are selected from the group of anthraquinone and azo dyes.
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Most preferably the olymeric dyes are selected from the group of 1,4-diamino-anthraquinone, thiazolazo, benzothiazolazo, thiadiazolazo and imidazolazo dyes.

    Preferred are polymeric dyes, wherein 1 to 3 different residues of an organic dye (b) are 30
bound to the polymer backbone (a).

The polymer backbone (a) is preferably selected from polyethylenimine, polypropyleneimine, polyvinylamine; polyvinylimine; polysiloxane; polystyrene, polyvinylimidazol, poly-

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vinylpyridine, poly-DADMAC, polyvinylalcohol, polyacrylate, polymethacrylate; polyguanidines, polyurethanes derived from hydroxyl-terminated polyethers, polyesters or polybutadienes on the one hand and aliphatic or aromatic polyisocyanates on the other, as well as precursors thereof; polyamides and copolyamides derived from diamines and dicarboxylic acids and/or from aminocarboxylic acids or the corresponding lactams; poly-
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saccharide, starch, cellulose, lignin; and copolymers and blends of the mentioned polymers.

Most preferred polymeric dyes according to the present invention correspond to the formula

(1a)

(Y2b+)

b An2-

X2

a An1-

*

A B

m *

; or

    X1 (Y1a+)

n

(Y2b+)

X2

b An2-

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A and B, independently from each other represent a polymer backbone (a);

X1 and X2, independently from each other are a linkage group selected from -C1-C30alkylene-,

-C2-C12alkenylene-, -C5-C10arylene, -C5-C10cycloalkylene or -C1-C10alkylene(C5- C10arylene) which may be interrupted and/or terminated at one or both ends by one or more than one -O-, -S-, -N=, -N(R1)-, S(O)-, -SO2-, -(CH2CH2-O)1-5-, -(CH2CH2CH2-O)1-5-, 15

-C(O)-, -C(O)O-, -OC(O)-, N+

R1

R2

(1b)

*

A B

m A

* ; wherein

a An1-

...