Reactive dyestuffs, their manufacture and use

Claim 2

Dyestuffs of the formula ##STR48## wherein R 1 is hydrogen or a low-molecular alkyl group, R 2 is hydrogen, a low-molecular alkyl group, an aryl radical or the radical of an organic monoazo or polyazo dyestuff containing sulpho groups, and R 1 and R 2 together with the nitrogen atom can form a ring, X 1 and X 2 are hydrogen, a sulpho group or the --N═N--K radical, wherein K is the radical of a coupling component and, if one X is the --N═N--K radical, the other X is a sulpho group, and the benzene ring A can contain further substituents.

Claim 3

Dyestuffs according to claim 1, wherein X 1 and X 2 are hydrogen or a sulpho group and R 2 is the radical of a dyestuff, containing sulpho groups, of the monoazo or polyazo series.

Claim 4

Dyestuffs according to claim 1, wherein one X is a sulpho group, the other X is the --N═N--K radical, R 1 is hydrogen or a low-molecular alkyl group and R 2 is hydrogen, a low-molecular alkyl group or an aryl radical, and R 1 and R 2 together with the nitrogen atom can form a ring with at most 6 carbon atoms, which can be interrupted by further hetero-atoms, such as oxygen or sulphur.

Claim 5

Dyestuffs according to claim 1, wherein X 1 is hydrogen and X 2 is hydrogen or a sulpho group, R 1 is hydrogen or methyl and R 2 is an azo dyestuff radical.

Claim 6

Dyestuffs according to claim 1, 2 or 4 wherein X 1 and X 2 are hydrogen.

Claim 7

Dyestuffs according to claim 3, wherein K is the radical of a coupling component of the benzene or naphthalene series or of the heterocyclic series.

Claim 8

Dyestuffs according to claim 6, wherein K is the radical of an aminonaphtholsulphonic acid.

Claim 9

Dyestuffs according to claim 6, wherein K is the radical of a coupling component of the pyrazolone, 6-hydroxypyridone, diaminopyridine or triaminopyridine series.

Claim 10

Process for the manufacture of dyestuffs of the formula ##STR49## wherein R 1 is hydrogen or a low-molecular alkyl group, R 2 is hydrogen, a low-molecular alkyl group, an aryl radical or the radical of an organic monoazo or polyazo dyestuff containing sulpho groups, and R 1 and R 2 together with the nitrogen atom can form a ring, X 1 and X 2 are hydrogen, a sulpho group or the --N═N--K radical, wherein K is the radical of a coupling component and, if one X is the --N═N--K radical, the other X is a sulpho group, and the benzene ring A can contain further substituents, characterised in that an amine of the formula ##STR50## wherein X 1 ' and X 2 ' are hydrogen, a primary amino group or a sulpho group and if one X' is an amino group, the other X' is a sulpho group, is reacted with 2,4,6-trifluoro-1,3,5-triazine, the resulting condensation product is subsequently condensed with a compound of the formula ##STR51## wherein R 1 is hydrogen or a low-molecular alkyl group and R 2 is hydrogen, a low-molecular alkyl group, an aryl radical or the radical of an organic dyestuff containing sulpho groups and the manufacture of the dyestuff of the formula (1) is completed by diazotisation and/or coupling.

Claim 11

Process for the manufacture of dyestuffs of the formula ##STR49## wherein R 1 is hydrogen or a low-molecular alkyl group, R 2 is hydrogen, a low-molecular alkyl group, an aryl radical or the radical of an organic monoazo or polyazo dyestuff containing sulpho groups, and R 1 and R 2 together with the nitrogen atom can form a ring, X 1 and X 2 are hydrogen, a sulpho group or the --N═N--K radical, wherein K is the radical of a coupling component and, if one X is the --N═N--K radical, the other X is a sulpho group, and the benzene ring A can contain further substituents, characterised in that an amine of the formula ##STR50## wherein X 1 ' and X 2 ' are hydrogen, a primary amino group or a sulpho group and if one X' is an amino group, the other X' is a sulpho group, is reacted with 2,4,6-trifluoro-1,3,5-triazine, the resulting condensation product is subsequently condensed with a compound of the formula ##STR51## wherein R 1 is hydrogen or a low-molecular alkyl group and R 2 is hydrogen, a low-molecular alkyl group, an aryl radical or the radical of an organic dyestuff containing sulpho groups and the manufacture of the dyestuff of the formula (1) is completed by diazotisation and/or coupling.

Claim 12

Process according to claim 9, characterised in that an amine of the formula (2), wherein X 1 ' and X 2 ' are hydrogen or a sulpho group, is reacted with 2,4,6-trifluoro-1,3,5-triazine, and the product is then condensed with an amine of the formula (3), wherein R 1 is hydrogen or a low-molecular alkyl group and R 2 is the radical of an organic dyestuff of the monoazo or polyazo.

Claim 13

Process according to claim 9, characterised in that an amine of the formula (2), wherein X 1 ' and X 2 ' are hydrogen or a sulpho group, is condensed with 2,4,6-trifluoro-1,3,5-triazine, the resulting intermediate product is subsequently condensed with a diaminobenzene compound of the formula (3), and the dyestuff of the formula (1) is produced by diazotising the above compound and coupling with a coupling component of the formula K--H, wherein K is the radical of a coupling component of the benzene or naphthalene series or of the heterocyclic series.

Claim 14

Process according to claim 11, characterised in that an aminonaphtholsulphonic acid is used as the coupling component of the formula K--H.

Claim 15

Process according to claim 11, characterised in that a coupling component of the pyrazolone, 6-hydroxypyridone, diaminopyridine or triaminopyridine series is used as the coupling component of the formula K--H.

Claim 16

Process according to claim 9, characterised in that a diamine of the formula (2), wherein one X' is a primary amino group and the other X' is a sulpho group, is reacted with 2,4,6-trifluoro-1,3,5-triazine, the product is then condensed with an amine of the formula (3), wherein R 1 is hydrogen or a low-molecular alkyl group, R 2 is hydrogen, a low-molecular alkyl group or an aryl radical and R 1 and R 2 together with the nitrogen atom can form a ring with at most 6 carbon atoms, which can be interrupted by further hetero-atoms, such as oxygen or sulphur, and finally the dyestuff of the formula (1 ) is produced by diazotising the primary amino group and coupling with a coupling component K--H.

Claim 17

Process according to claim 14, characterised in that a coupling component of the benzene series or naphthalene series or of the heterocyclic series is used as the coupling component of the formula K--H.

Claim 18

Process according to claim 15, characterised in that an aminonaphtholsulphonic acid is used as the coupling component of the formula K--H.

Claim 19

Process according to claim 15, characterised in that a coupling component of the pyrazolone, 6-hydroxypyridone, diaminopyridine or triaminopyridine series is used as the coupling component of the formula K--H.

Claim 20

Process according to claim 9, characterised in that an amine of the formula (2), wherein X 1 ' and X 2 ' is hydrogen or a sulpho group, is reacted with 2,4,6-trifluoro-1,3,5-triazine, the resulting condensation product is subsequently condensed with a compound of the formula (3), wherein R 1 is hydrogen or a low-molecular alkyl group and R 2 is the radical of a coupling component of the naphthalene series or of the heterocyclic series, and thereafter the dyestuff of the formula (1 ) is produced by coupling with a diazotised primary aromatic amine of the benzene or naphthalene series.

Claim 21

Process according to claim 18, characterised in that an aminonaphtholsulphonic acid or an aminopyrazolone is used as the compound of the formula (3).

Claim 22

Process according to claim 18 or 19, characterised in that a diazotised aminobenzenemonosulphonic acid or -disulphonic acid or a diazotised aminonaphthalenemonosulphonic acid, -disulphonic acid or -trisulphonic acid is used for coupling.

Claim 23

Process according to claim 9, characterised in that starting materials of the formulae (2) and (3), wherein one X' is a sulpho group and the other X' is the --N═N--K radical, R 1 is hydrogen or a low-molecular alkyl group and R 2 is hydrogen, a low-molecular alkyl group or an aryl radical and R 1 and R 2 together with the nitrogen atom can form a ring with at most 6 carbon atoms, which can be interrupted by further heteroatoms, such as oxygen or sulphur, are used.

Claim 24

Process according to claim 9, characterised in that starting materials of the formulae (2) and (3), wherein X 1 ' is hydrogen and X 2 ' is hydrogen or a sulpho group, R 1 is hydrogen or methyl and R 2 is an azo dyestuff radical, metal complex dyestuff radical or phthalocyanine dyestuff radical, are used.

Claim 25

Process according to claim 9, characterised in that starting materials of the formula (2), wherein X 1 and X 2 are hydrogen, are used.

Claim 26

Process according to claim 9, characterised in that starting materials of the formulae (2) and (3), wherein X 1 ' and X 2 ' are hydrogen or a sulpho group and R 2 is the radical of a dyestuff, containing sulpho groups, of the monoazo or polyazo series, are used.