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US 7,066,969 B2Granted
Dyes incorporating annionic and cationic groups
AssigneeCiba Specialty Chemicals Corporation
InventorsMichael Lennartz, Dölf Käser, Sandra Weiss
Life of this patent
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Abstract
The present invention relates to novel compounds of the formulae A, D1, D2, R1 and n are as defined in the description the compounds being in an internal or external salt form, or mixtures of compounds (1) and (2), a process for their preparation and preparations containing them used for dyeing paper.
Claims17
A compound of the formula
- in which
- A represents a benzoic acid residue which is unsubstituted or substituted by one or more hydroxy, halogen, amino, nitro, C1–C4alkyl, C1–C4alkoxy, C2–C4hydroxyalkoxy, COOC1–C4aIkyl or NHCOC1–C4alkyl groups, a naphthalene sulphonic acid residue which is unsubstituted or substituted by one or more hydroxy, halogen, amino, nitro, C1–C4alkyl, C1–C4alkoxy, C2–C4hydroxyalkoxy, COOC1–C4alkyl or NHCOC1–C4alkyl groups or a naphthoic acid residue which is unsubstituted or substituted by one or more hydroxy, halogen, amino, nitro, C1–C4alkyl, C1–C4alkoxy, C2–C4hydroxyalkoxy, COOC1–C4alkyl or NHCOC1–C4alkyl groups;
- D1 and D2, independently represent
- i) a residue of the formula
- —NR1BX (3),
- in which
- B represents a C2–C8alkylene bridge which may be interrupted by a heteroatom, whereby C3–C8alkylene is branched or unbranched, a C2–C6alkylene bridge which is substituted by one or more hydroxy groups, a C1–C8alkylene-1,3- or -1,4-phenylene bridge or a 1,3- or -1,4-phenylene bridge;
- R1 represents hydrogen or C1–C4alkyl unsubstituted or mono-substituted by hydroxy, haiogen, cyano or C1–C4alkoxy;
- X is a group of the formula —NR2R3, wherein
- R2 and R3, independently, represent hydrogen, C1–C4alkyl, C2–C6alkyl which is mono-substituted by hydroxy or by cyano, phenyl or C1–C4alkylphenyl, whereby the phenyl ring of the latter two groups is unsubstituted or substituted by up to three groups selected from hydroxy, halogen, C1–C4alkyl and C1–C4alkoxy or, alternatively,
- R2 and R3, together with the nitrogen atom to which they are connected, complete a saturated, 5- or 6-membered ring which may contain, in addition to the nitrogen atom, one nitrogen or oxygen atom and which may be further substituted or, alternatively,
- X is a group of the formula —N+R4R5R6, wherein
- R4, R5 and R6 each, independently, represent C1–C4alkyl, C2–C6alkyl which is mono-substituted by hydroxy or by cyano, phenyl or C1–C4alkylphenyl, whereby the phenyl ring of the latter two groups is unsubstituted or substituted by up to three groups selected from hydroxy, halogen, C1–C4alkyl and C1–C4alkoxy or,
- ii) alternatively,
- D1 and D2, independently represent a 5-or 6-membered, saturated heterocyclic ring connected by way of a nitrogen atom to the triazine ring and which ring may contain, in addition to the nitrogen atom, one further nitrogen or oxygen atom and which may be further substituted, whereby the nitrogen atom may be quaternised with a residue R4or be substituted with a C2–C6alkyltrialkyl-ammonium residue,
- R4 being as previously defined, and
- n is 0 or 1,
- the compound being in an internal or external salt form, or mixtures of compound (1) and (2).
15 more elements
Dependencies are inferred from the claim text.