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US 7,183,409 B2Granted
Basic mono- and bisazo compounds
AssigneeClariant Finance (BVI) Limited
InventorsFriedrich Lehr, Reinhard Pedrazzi, Heidrun Schene
Life of this patent
Estimating the term…
Abstract
The invention relates to basic mono- and bisazo compounds according to formula (I) wherein all substituents are defined as in Claim 1, their production, their use as dyestuffs as well as material dyed with these dyestuffs.
Claims7
Compounds of formula (I)
- wherein
- R1 is H;
- C1–C4alkyl or C1–C4alkyl monosubstituted by —OH,
- X1 and X2 independently of each other are an aliphatic, cycloaliphatic, aromatic or heterocyclic amino group, and at least one amino group comprises a protonatable nitrogen atom or a quaternary ammonium group, and being an aliphatic, cycloaliphatic, aromatic or heterocyclic mono(C1-4alkyl)-amino group, the C1-4alkyl-group being unsubstituted or monosubstituted by halogen, C1-4alkoxy, C1-4alkyl, phenyl or hydroxy;
- an aliphatic, cycloaliphatic, aromatic or heterocyclic di(C1-4alkyl)-amino group, the C1-4alkyl-groups being independently unsubstituted or monosubstituted by halogen, C1-4alkyl, C1-4alkoxy, phenyl or hydroxy;
- a C5-6cycloalkylamino group, the cycloalkyl group being unsubstituted or substituted by one or two C1-2alkyl groups;
- a phenylamino group, the phenyl ring being unsubstituted or substituted by one or two groups selected from halogen, C1-4alkyl, C1-4alkoxy, hydroxy and phenoxy;
- or a 5- or 6-membered ring containing one or two hetero atoms, in addition to N, O or S, which heterocyclic ring is unsubstittited or substituted by one or two C1-4alkyl groups;
- or a group Z, where Z is Independently selected from
- where
- p is 0 or an integer 1, 2, or 3,
- each R2 is independently H;
- unsubstituted C1-4alkyl or C1-4alkyl monosubstituted by hydroxy, halogen, cyano or C1-4alkoxy,
- each R3 and R4 is independently H;
- unsubstituted C1-6alkyl;
- C2-6alkyl monosubstituted by hydroxy or cyano;
- phenyl or phenyl-C1-4alkyl, where the phenyl ring of the latter two groups is unsubstituted or substituted by one to three groups selected from chlorine, C1-4alkyl, C1-4alkoxy, unsubstituted C5-6cycloalkyl or C5-6cycloalkyl substituted by one to three C1-4alkyl groups, or a pyridinium ring, or
- R3 and R4 together with the nitrogen atom to which they are attached, form a 5- or 6-membered ring containing one to three hetero atoms (in addition to N, one or two further N, O or S), which heterocyclic ring is unsubstituted or substituted by one or two C1-4alkyl groups,
- each R5 and R6 has independently one of the groups as defined in R3 and R4, except hydrogen,
- R7 is C1-4alkyl or benzyl with the exception that R7 is not benzyl when R5 and R6 have one of the cyclic groups as defined in R3 and R4 or
- R5, R6 and R7 together with the nitrogen atom to which they are attached, form a pyridinium ring which is unsubstituted or substituted by one or two methyl groups,
- Q1 is C2-6alkylene;
- branched C2-8alkylene;
- C2-6alkylene substituted by one or two hydroxy groups;
- C1-6alkylene-1,3-phenylene;
- or C1-6alkylene-1,4-phenylene,
- Q2 is C2-8alkylene;
- branched C2-8alkylene;
- C3-6alkylene substituted by one or two hydroxy groups;
- C1-6alkylene-1,3-phenylene;
- C1-6alkylene-1,4-phenylene;
- 1,3- phenylene or 1,4-phenylene,
- Q3 is C2-8alkylene,
- R8 is H;
- unsubstituted C1-6alkyl or C1-6alkyl monosubstituted by hydroxy, cyano, chlorine or phenyl,
- R9 is unsubstituted C1-6alkyl or C1-6alkyl monosubstituted by hydroxy, cyano or chlorine, and
- Anθ is a non-chromophoric anion,
- E is NH or a direct bond,
- m is 0 or 1, and if m is 1 the phenyl group is substituted meta or para,
- and
- DK is a radical of formula (a)
- wherein
- R10 is SO2—Y or —O—Y, where Y is a C2-4-alkenyl group or a C2-4alkyl group which is substituted by —CN, —OH, —OSO3H, halogen or —NR11R12, wherein R11 and R12 are independently from one another H, C1-4alkyl or substituted C1-4alkyl, or R11 and R12 together with the nitrogen atom to which they are attached, form a 5- or 6-membered ring containing one to three hetero atoms (in addition to N, one or two further N, O or S), which heterocyclic ring is unsubstituted or substituted,
- R′10 and R″10 are independently from one another H;
- C1-2alkyl;
- OC1-2alkyl;
- —SO3H;
- —OH or —CN;
- as well as their salts and/or mixtures thereof.
46 more elements
Dependencies are inferred from the claim text.