Ciba Specialty Chemicals Corporation

Ciba Corporation

Basf Se Corporation

Basf Se Ludwigshafen

Beate Fröhling

Victor Paul Eliu

Dominique Kauffmann

Christian Cremer

Olof Wallquist

Sophie Marquais-Bienewald

Jean-Marie Adam

Taher Yousaf

Frank Bachmann

Kai-Uwe Schöning

Richard Riggs

Nicole End

Peter Möckli

Martin Müller

Oliver Becherer

Andreas Möck

Julia Hauser

Achim Bührer

Markus Knobloch

Thomas Sauder

Werner Specker

Disclosed are styryl dyes of formula wherein 

Styryl sulfide dyes

Disclosed are polymeric dyes of formula (1a), (1b), or (1c); wherein the substituents and variables are defined in the claims and specification. 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. 

Polymeric hair dyes

The invention relates to hair dyeing composition comprising (a) a dye of formula (1); (b) ant least one dye selected from the compounds of formulae (2); (3) and (4); wherein D is the radical of a diazo component of the formula (2); (2); (2); (2); (2); (2) or (2). The invention also relates to the dyeing methods for dyeing keratinous fibers comprising such dyeing composition. 

Hair dyeing composition

The invention relates to hair dyeing composition comprising (a) a dye of formula (1); (b) a least one dye selected from the compounds of formulae (2) and (3), wherein D is the radical of a diazo component of the formula (2a) and (c) a quaternary ammonium salt selected from (c) quaternary ammonium salts of the formula (4); (c) imidazolium salts of the formula (5) and (c) quaternary diammonium salts of the formula (6). The invention also relates to the dyeing methods for dyeing keratinous fibers comprising such dyeing composition. 

Disclosed are cationic polymeric dye with a hue value of h=210&#xb0; to 330&#xb0; 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.

Blue polymeric hair dyes

Disclosed are olymeric dye of formula (1), (1), (1), A and B, independently from each other represent a polymer backbone; Xand Xindependently from each other are a linkage group selected from &#x2014;C-Calkylene- or &#x2014;C-Calkenylene-, which is interrupted and/or terminated at one or both ends by one or more than one &#x2014;S&#x2014;, &#x2014;N&#x2014;, &#x2014;N&#x2550;&#x2014;, &#x2014;N(R)&#x2014;, &#x2014;S(O)&#x2014;, &#x2014;SO&#x2014;, &#x2014;(CHCH&#x2014;O)&#x2014;, &#x2014;(CHCHCH&#x2014;O)&#x2014;, &#x2014;C(O)&#x2014;, &#x2014;C(O)O&#x2014;, &#x2014;OCO&#x2014;, (II), &#x2014;CON(R)&#x2014;, &#x2014;C(NRR)&#x2014;, &#x2014;(R)NC(O)&#x2014;, &#x2014;C(S)R&#x2014;; or an optionally substituted, saturated or unsaturated, fused or non-fused aromatic or nonaromatic (heterocyclic) bivalent radical optionally comprising at least one heteroatom; a saturated or unsaturated, fused or non-fused aromatic or nonaromatic bivalent radical comprising at least one heteroatom, which is optionally substituted by C-Calkyl, C-Calkoxy, C-Calkenyl, C-Caryl, C-Ccycloalkyl, C-Calkyl(C-Carylene), hydroxy or halogen; Rand Rindependently from each other are hydrogen; unsubstituted or substituted, straight-chain or branched, monocyclic or polycyclic, interrupted or uninterrupted C-Calkyl; C-Calkenyl; C-Caryl; C-Caryl-C-Calkyl; or C-Calkyl(C-Caryl); Yand Yindependently from each other are a residue of an organic dye; or hydrogen; wherein at least one of Yand Yis a residue of an organic dye; An, Anand An, independently from each other are an anion; a and b independently from each other are a number from 1 to 3; m is a number from 0 to 5000; n is a number from 0 to 5000; and p is a number from 1 to 5000; wherein the sum of m+n+p&#x2267;3. 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. 

A highly crosslinked polysiloxane dye comprising at least 10 Si atoms, including at least one moiety of the formula (I) whose open Si-bonds each are linked to an oxygen atom and open O-bond is linked to a silicon atom in the rest of the polysiloxane, and wherein T is a direct bond or an organic spacer group such as C-Calkylene, C-Calkenylene, C-Ccycloalkylene, C-Carylene, &#x2014;C-Carylene-(C-Calkylene)- each of which may be end-capped towards the linkage to Dye by CO, COO, NR, CONR, NRCONR, CS, CSS, CSNR, NRCSNR, O, S, SO, SO, C-Ccycloalkylene, C-Carylene; or T is C-Calkylene interrupted, and optionally end-capped towards the linkage to Dye, by CO, COO, NR, CONR, NRCONR, CS, CSS, CSNR, NRCSNR, O, S, SO, &#x2014;SO&#x2014;, C-Ccycloalkylene, C-Carylene; or is CO; (CHCH&#x2014;O); COO; N(R); CON(R); O; S; SO; SO; Ris hydrogen; unsubstituted or substituted, straight-chain or branched, monocyclic or polycyclic, interrupted or uninterrupted C-Calkyl; C-Calkenyl; C-Caryl; C-Caryl-C-Calkyl; or C-Calkyl(C-Caryl); and Dye is a residue of an organic dye, is useful for dyeing of organic materials, such as keratin-containing fibers, wool, leather, silk, cellulose or polyamides. 

Polymeric dyes

Cationic dyes

Disclosed are mixtures of sulfide dyes and dyeing compositions comprising mixtures of sulfide dyes. The dye mixtures are useful for the dyeing of organic materials, such as keratin fibers, preferably human hair.

Mixture of sulfide dyes

Disclosed are composition and method for dyeing keratin-containing fibers comprising or utilizing styryl sulfide dyes of formula (1), their salts, isomers, hydrates and other solvates, wherein R, R', R, R&#x2032;, R, R&#x2032;, W, W&#x2032;, W, W&#x2032;, W, W&#x2032;, W, W&#x2032;, Q, Q&#x2032;, Yand Yare defined in claims and disclosure. 

Disclosed are oligomeric cationic azo dyes of formula (1), their salts, isomers, hydrates and other solvates, wherein n, R, R, X, Yand Zare defined in claims and disclosure. Furthermore, the present invention relates to novel cationic oligomeric azo dyes of formula (1), compositions, thereof, especially comprising other dyes, and to application for hair dyeing.

Cationic oligomeric azo dyes

Disclosed are thiol dyes of formula (1) wherein L1 is hydrogen; C-Calkyl; or phenyl-C-Calkyl; X is C-Calkylene, C-Calkenylene, C-Ccycloalkylene, C-Carylene, or C-Carylene-C-Calkylene, which may by interrupted by &#x2014;O&#x2014;, &#x2014;NH&#x2014;, &#x2014;S&#x2014;, &#x2014;CO&#x2014;, o-SO&#x2014;; Y is the residue of an organic dye Z is a group of formula (1b) or &#x2014;C&#x2261;N; wherein A is O; S; or N-L; B is L; &#x2014;OL; &#x2014;NLL; or &#x2014;SL; and L, Land L, independently from other are hydrogen; C-Calkyl; C-Caryl-C-Calkyl. The compounds are useful for the dyeing of organic materials, such as keratin fibers, preferably human hair. 

Thiol derivative dyes

Disclosed is a method of dyeing keratin-containing fibers comprising treating the fiber with at least one compound of formula (1), wherein R, R, R, Rindependently from each other are hydrogen; hydroxy; &#x2014;S&#x2014;H; &#x2014;S&#x2014;C-Calkyl; halogen; C-Calkyl or C-Calkoxy, which may be substituted by one or more C-Calkyl, C-C-alkoxy, hydroxy, &#x2014;(CO)&#x2014;H or &#x2014;(CO)&#x2014;C-C5alkyl; &#x2014;NRR; &#x2014;NO; &#x2014;(CO)H or (CO)&#x2014;C-Calkyl; C-Caryl, C-Caryl-C-Calkyl or C-Caryl-C-Calkoxy, wherein the aryl moiety may be substituted by one or more C-Calkyl, C-Calkoxy, &#x2014;(CO)&#x2014;H or &#x2014;(CO)&#x2014;C-Calkyl; Rand Rindependently from each other are hydrogen; hydroxy; C-Calkyl; hydroxy-C-Calkyl; &#x2014;(CO)&#x2014;H; &#x2014;(CO)&#x2014;C-Calkyl; phenyl or phenyl-C-Calkyl, wherein the phenyl moiety may be substituted by one or more C1-Calkyl, C-Calkoxy, halogen, &#x2014;NH2, mono-C-Calkylamino, di-C-C5alkylamino, &#x2014;NO, carboxy or hydroxy; and An is an anion. Furthermore, the present invention relates to novel heterocyclic compounds, compositions thereof, especially comprising other dyes, and to processes for their preparation and application to hair dying. 

Pyrido thiazinium dyes

Disclosed are thiol dyes of formula (I), wherein R, R, R, Rand Rindependently from each other are hydrogen; unsubstituted or substituted, straight-chain or branched, monocyclic or polycyclic, interrupted or uninterrupted C-Calkyl; C-Calkenyl; C-Caryl; C-Caryl-C-Calkyl; or C-Calkyl(C-Caryl); A is a residue of an organic dye; and Yis the direct bond; CCalkylene; C-Ccycloalkylene; C-Carylene; or C-Carylene-(C1-Calkylene). The compounds are used to dye hair with or without reducing agents. Furthermore, the present invention relates to compositions comprising thiol dyes of formula (I) and to process for the preparation of theses compounds. 

Dyes containing a thiol group

Disclosed are polymeric dyes of formula (1a); (1b); or (1c); wherein A and B, independently from each other represent a polymer backbone; Xand Xindependently from each other are a linkage group selected from &#x2014;C-Calkylene-; &#x2014;C-Calkenylene-; &#x2014;C-Ccycloalkylene-; C-Carylene; &#x2014;C-Carylene-(C-Calkylene)-; &#x2014;C(O)&#x2014;; &#x2014;(CHCH&#x2014;O)&#x2014;; &#x2014;C(O)O&#x2014;; &#x2014;OCO&#x2014;; &#x2014;N(R)&#x2014;; &#x2014;CON(R)&#x2014;; &#x2014;(R)NC(O)&#x2014;; -0-; &#x2014;S&#x2014;; &#x2014;S(O)&#x2014;; &#x2014;S(O)&#x2014;; &#x2014;S(O)&#x2014;N(RR); or the direct bond; Rand Rindependently from each other are hydrogen; or unsubstituted or substituted, straight-chain or branched, monocyclic or polycyclic, interrupted or uninterrupted C-Calkyl; C-Calkenyl; C-Caryl; C-Caryl-C-Calkyl; or C-Calkyl(C-Caryl); Yand Yindependently from each other are a residue of an organic dye; or hydrogen; wherein at least one of Yand Yis a residue of an organic dye; An, Anand An, independently from each other are an anion; a and b independently from each other are a number from 1 to 3; m is a number from O to 1000; n is a number from O to 1000; and p is a number from 1 to 1000; wherein the sum of m+n+p&#x2267;3. 

Growing community of inventors

Grenzach-Wyhlen, Germany

Beate Fröhling