Abstract:
2-ALKYL-4,5-DICHLORO - 6 - AMINOPYRIDAZONES-3 OF THE FORMULA:
2-R,4,5-DI(CL-),6-NH2-PYRIDAZIN-3(2H)-ONE
WHEREIN R IS AN ALKYL GROUP HAVING 1 TO 4 CARBON ATOMS ARE INTERMEDIATES FOR THE PRODUCTION OF MONOAZO DYESTUFFS HAVING AN AFFINITY TO METAL-CONTAINING POLYOLEFINS AND POLYESTERS. THESE COMPOUNDS ARE PREPARED BY NITRATING THE CORREPSONDING 2-ALKYL-4,5-DICHLORO-PYRIDAZONES-3 AND REDUCING THE 6-NITRO GROUP OF THE INTERMEDIATE TO AN AMINO GROUP.
WHEREIN B IS A RESIDUE OF A COUPLING COMPONENET AND R1, R2, R5 AND Z$ ARE THE RADICALS INDIVIDUALLY DEFINED IN THE SPECIFICATION AND CLAIMS. THE CATIONIC MONOAZO DYESTUFFS ARE SUITABLE FOR THE DYEING OF VARIOUS MATERIALS SUCH AS PAPER, MORDANT-TREATED CELLULOSE FIBERS, ACETATE FIBERS, SILK, LEATHER, POLYESTER FIBERS AND THE LIKE AND ESPECIALLY FOR THE DYEING OF FIBROUS MATERIALS MADE OF POLYACRYLONITRILE OR COPOLMYERS THEROF. THE DYEINGS IN ORANGE TO REDDISH VIOLET SHADES OBTAINED WITH THE NEW DYESTUFF POSSESS AN EXCELLANT FASTNESS TO LIGHT, WASHING AND THE LIKE. THE DYESTUFF IS FURTHER CHARACTERIZED BY THE FACT THAT THE RESULTING DYEING CAN BE MORE COMPLETELY DISCHARGED BY TREATGMENT WITH STANNOUS CHLORIDE THAN THE DYEINGS OBTAINED BY ANALOGOUS DYESTUFFS HITHERTO KNOWN.
WHEREIN R1, R2, R3, R5, R6 AND Z$ HAVE THE MEANINGS RESPECTIVELY DEFINED IN THE DESCRIPTION AND CLAIMS. THE NEW CATIONIC MONOAZO DYESTUFFS ARE SUITABLE FOR DYEING VARIOUS FIBROUS MATERIALS SUCH AS MORDANT-TREATED CELLULOSE FIBRES, ACETATE FIBRES, PAPER, SILK, LEATHER, SYNTHETIC FIBRES, ESPECIALLY FIBRES OF POLYACRYLONITRILE, POLYESTERS AND INTERPOLYMERS THEREOF AND THE LIKE. GREENISH YELLOW TO REDDISH YELLOW SHADES OF THE DYEING THUS OBTAINED ARE CHARACTERIZED BY THEIR EXCELLENT FASTNESS TO SUNLIGHT, WASHING, RUBBING AND HEAT AND THEIR ALMOST COMPLETE LACK OF PHOTOTROPISM.