Back to results
US 7,776,106 B2Granted
Dyestuffs and hair dye compositions
AssigneesDyStar Textilfarben GmbH & Co. Deutschland KG, Kao Corporation
InventorsRoxana Barbieru, Werner Russ, Dominic Pratt, Hartmut Moehring
Life of this patent
Estimating the term…
Abstract
The present invention refers to dyestuffs of the general Formula (I) wherein R, X, Y and Z are defined as given in claim 1, dyestuff mixtures and hair dye compositions comprising them, as well as a process for coloring hair.
Claims6
A mixture comprising one or more dyestuffs of of formula (I)
- wherein
- R is hydrogen, alkyl, alkyl substituted by Q, aryl, Q-aryl, —OR2, —SR3 or —NR5R4, hydroxyalkyl, hydroxyalkyl substituted in the alkyl group by Q, polyhydroxyalkyl, polyhydroxyalkyl substituted in the alkyl group by Q, cycloalkyl, cycloalkyl substituted by Q, aryl substituted by R10, Q, R11O-alkyl, —OR12, —SR13, —NR14R15, —CONR15R16, —C(O)OR17, —SO2—NR18R19, —SO2OR20, —C(O)R21 or —SO2R22, —C(O)R6, —SO2NR7R8 or —SO2R9;
- X is hydrogen, —OR23, —SR24, —NR25R26, —SO2NR27R28, —CONR29R30, —SO2R31, —C(O)OR32, —C(O)R33, —SO2R34, alkyl, alkyl substituted by —OR200, —SR300 or —NR500R400, aryl substituted by R100, R110O-alkyl, —OR120, —SR130, —NR140R150, —CONR150R160, —C(O)OR170, —SO2—NR180R190, —SO2OR201, —C(O)R210 or —SO2R220,
- —NHSO2R37, —CHO, —CH═NR35 or NO2;
- Y is hydrogen, —NR51R52, —OR53, —SR54, —SO2NHR55, —NHC(O)R56, —SO2OR57, —NHSO2R58, —SO2R59, —NHSO2NR60R61, halogen or NO2;
- Z is hydrogen, —NR51R52, —OR53, —SR54, —SO2NHR55, —NHC(O)R56, —SO2OR57, —NHSO2R58, —SO2R59, —NHSO2NR60R61, halogen or NO2;
- each of R2 to R8 R60 and R61, independently, is hydrogen, alkyl, alkyl substituted by Q, aryl, aryl substituted by Q, hydroxyalkyl, hydroxyalkyl substituted in the alkyl group by Q, polyhydroxyalkyl, polyhydroxyalkyl substituted in the alkyl group by Q, cycloalkyl or cycloalkyl substituted by Q;
- R9 is alkyl, alkyl substituted by Q, aryl, aryl substituted by Q, hydroxyalkyl, hydroxyalkyl substituted in the alkyl group by Q, polyhydroxyalkyl, polyhydroxyalkyl substituted in the alkyl group by Q, cycloalkyl or cycloalkyl substituted by Q;
- each of R10 to R16, R18, R19 and R21, independently, is hydrogen, alkyl, alkyl substituted by Q, hydroxyalkyl, hydroxyalkyl substituted in the alkyl group by Q, polyhydroxyalkyl, polyhydroxyalkyl substituted in the alkyl group by Q, cycloalkyl or cycloalkyl substituted by Q;
- each of R17, R20 and R22, independently, is alkyl, alkyl substituted by Q, hydroxyalkyl, hydroxyalkyl substituted in the alkyl group by Q, polyhydroxyalkyl, polyhydroxyalkyl substituted in the alkyl group by Q, cycloalkyl or cycloalkyl substituted by Q;
- each of R23 to R30 and R35, independently, is hydrogen, alkyl, hydroxyalkyl, polyhydroxyalkyl, cycloalkyl or cycloalkyl substituted by —C(O)R6, —SO2R9, or aryl substituted by R10′, R11′ O-alkyl, —OR12′, —SR13′, —NR14′R15′, —CONR15′R16′, —C(O)OR17′, SO2—NR18′R19′, —SO2OR20′, —C(O)R21′ or —SO2R22′;
- R6 is hydrogen, alkyl, aryl, hydroxyalkyl, polyhydroxyalkyl or cycloalkyl;
- R9 is alkyl, aryl, hydroxyalkyl, polyhydroxyalkyl or cycloalkyl;
- each of R10′ to R16′, R18′, R19′ and R21′, independently, is hydrogen, alkyl, hydroxyalkyl, polyhydroxyalkyl or cycloalkyl;
- each of R17′, R20′ and R22′, independently, is alkyl, hydroxyalkyl, polyhydroxyalkyl or cycloalkyl;
- each of R36 and R37, independently, is alkyl, aryl, hydroxyalkyl, polyhydroxyalkyl or cycloalkyl and one of R36 and R37 can additionally be hydrogen;
- each of R51 to R54, independently, is hydrogen, alkyl, alkyl substituted by Q, hydroxyalkyl, hydroxyalkyl substituted in the alkyl group by Q, polyhydroxyalkyl, polyhydroxyalkyl substituted in the alkyl group by Q, cycloalkyl or cycloalkyl
- substituted by Q, —C(O)R6, —SO2R9 or aryl substituted by R10 , R11O-alkyl, —OR12, SR13, —NR14R15, —CONR15R16, —C(O)OR17, —SO2—NR18R19, —SO2OR20, —C(O)R21 or —SO2R22;
- each of R31 to R33, independently, is alkyl, hydroxyalkyl, polyhydroxyalkyl, cycloalkyl or aryl substituted by R10′, R11′ O-alkyl, —OR12′, —SR13′, —NR14′R15′, —CONR15′R16′, —C(O)OR17′, —SO2—NR18′R19′, —SO2R20′, —C(O)R21′ or —SO2R22′, and R33 can additionally be hydrogen;
- R34 is alkyl, hydroxyalkyl, polyhydroxyalkyl, cycloalkyl or aryl substituted by R10′, R11′O-alkyl, —OR12′, —SR13′, —NR14′R15′, —CONR15′R16′, —C(O)OR17′, SO2—NR18′R19′, —SO2OR20′, —C(O)R21′ or —SO2R22′;
- each of R55 to R57, independently, is hydrogen, alkyl, alkyl substituted by Q, hydroxyalkyl, hydroxyalkyl substituted in the alkyl group by Q, polyhydroxyalkyl, polyhydroxyalkyl substituted in the alkyl group by Q, cycloalkyl or cycloalkyl substituted by Q or aryl substituted by R10, R11O-alkyl, —OR12, —SR13, —NR14R15, —CONR15R16, —C(O)OR17, —SO2—NR18R19, —SO2OR20, —C(O)R21 or —SO2R22, and R55 and R56 can additionally be hydrogen;
- each of R58 and R59 , independently, is alkyl, alkyl substituted by Q, hydroxyalkyl, hydroxyalkyl substituted in the alkyl group by Q, polyhydroxyalkyl, polyhydroxyalkyl substituted in the alkyl group by Q, cycloalkyl or cycloalkyl substituted by Q or aryl substituted by R10, R11O-alkyl, —OR12, —SR13, —NR14R15, —CONR15R16, —C(O)OR17, —SO2—NR18R19, —SO2OR20, —C(O)R21 or —SO2R22;
- each of R200, R300 R400 and R500, independently, is hydrogen, alkyl, aryl, hydroxyalkyl, polyhydroxyalkyl or cycloalkyl;
- each of R100, R110, R120, R130, R140, R150, R150, R180, R190 and R210 independently, is hydrogen, alkyl, hydroxyalkyl, polyhydroxyalkyl, or cycloalkyl;
- each of R170, R201, and R220, independently, is alkyl, hydroxyalkyl, polyhydroxyalkyl, or cycloalkyl;
- and
- Q is a group of formula (II)
- wherein each of R′, R″ and R′″, independently, is (C1-C6)-alkyl, aryl, arylalkyl, cycloalkyl, cycloalkylalkyl, heteroaryl, heteroarylalkyl, heterocycloalkyl, heterocycloalkyl-alkyl, either of which can be substituted by a heteroatom comprising groups or R′ and R″ form together with the nitrogen to which they are bonded a 5- or 6- membered satureated heterocyclic ring;
- and
- A− is a cosmetically acceptable, water solubilizing anion, and does not comprise arylsulfonate, phosponate and alkylphosphonate;
- whereby the dyestuff of the formula (I) comprises exactly one group Q;
- whereby at least two of the groups X, Y and Z are groups other than hydrogen;
- and whereby in case R and X are both hydrogen and Y is —NR51R52 or —OR23, wherein R51, R52 and R23 are hydrogen, Z is not —NR25R26, wherein one of R25 and R26 is hydrogen and the other is alkyl substituted by Q.
30 more elements
Dependencies are inferred from the claim text.