Sulfide dyes

Bleaching and dyeing; fluid treatment and chemical modification – Dyeing involving animal-derived natural fiber material ,... – Hair dyeing

Reexamination Certificate

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C008S587000, C008S607000, C008S637100, C008S642000, C008S643000, C008S650000, C008S652000, C008S675000, C132S202000, C132S208000, C552S255000

Reexamination Certificate

active

07550016

ABSTRACT:
Disclosed are compounds of formula. Method of dyeing keratin-containing fibers comprising treating the fiber with at least one sulfide dye of formula (1), their salts, isomers, hydrates and other solvates, wherein R1, R2, R3and R4independently from each other are hydrogen; C1-C20alkyl; C1-C20alkoxy; C3-C6cycloalkyl; halogen; NO2; OH; SH; or a radical of formula (1a) wherein R5is hydrogen; or C1-C20alkyl; R6, R7and R8independently from each other are hydrogen, C1-C20alkyl, C4-C12cycloalkyl, C6-C13aralkyl; phenyl-C1-C5alkyl; or R6and R7together with the linking nitrogen atom form a C4-C12-membered heterocyclic ring which may be interrupted by one or more than one- O— or —NH— groups; Y1is C1-C10alkylene; C5-C10cycloalkylene; C5-C10arylene; or C5-C10arylene-(C1-C10alkylene); T1is a radical of formula (1b); or —O—(X3)s; Q1is a cationic biradical of a saturated, aromatic or heteroaromatic group; or a radical of formula (1c); Z1is —C(O)—; —(CH2CH2—O)1-5—; —C(O)O—; —OCO—; CON(R9)—; —X4—CON(R9)—; —(R9)NC(O)—; —O—; —S—; —S(O)—; or —S(O)2—; R9, R10and R11each independently from each other are hydrogen; C1-C14alkyl; C2-C14alkenyl; C6-C10aryl; C6-C10aryl-C1-C10alkyl; or C1-C10alkyl(C5-C10aryl); X1, X2, X3and X4independently from each other are C1-C18alkylene; —(CO)—C1-C18alkylene, C1-C18arylene; C6-C18arylene-C1-C12alkylene; or —(OCH2CH2)n—O—; n is a number from 1 to 5; p, r, s, t and u independently from each other are a 0 or 1; m is 1; or 2; U is hydrogen, if m is 1; and U is the direct bond, if m is 2. The compounds are useful for the dyeing of organic materials, such as keratin fibers, preferably human hair. The dyes are distinguished by deep dying having good fastness properties with respect to washing, light, shampooing and rubbing.

REFERENCES:
patent: 3192117 (1965-06-01), Kaiser et al.
patent: 3689501 (1972-09-01), Weaver et al.
patent: 2003/0073853 (2003-04-01), Genet et al.
patent: 2004/0074016 (2004-04-01), Genet et al.
patent: 1180866 (1964-11-01), None
patent: 0758547 (1997-02-01), None
patent: 0818193 (1998-01-01), None
patent: 0852136 (1998-07-01), None
patent: 896972 (1962-05-01), None
patent: 1205365 (1970-09-01), None
patent: 03/099242 (2003-12-01), None
STIC Search Report dated Mar. 11, 2009.
English Language Abstract for EP 0852136, Jul. 8, 1998.

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