Patent GB-1104134-A (GB)
Title: Improvements relating to reactive dyestuffs derived from triazine and their use
IPC: H01R13/523
Filed: 1966-01-07
Abstract: The invention comprises dyestuffs of the formula <FORM:1104134/C4-C5/1> wherein D represents the radical of an organic dyestuff, R1 represents a C1-C5 alkyl radical, R2 represents H or a C1-C5 alkyl radical, X represents a monovalent nucleophilic substituent, Am\sJ represents a quaternary ammonium group bound to the s-triazine ring by means of ammonium nitrogen, and n represents 1 or 2.  They may be obtained by treating a compound of formula <FORM:1104134/C4-C5/2> wherein Y represents Cl or Br, and D represents the radical of an organic dyestuff, or of a compound convertible into such a dyestuff, with n molecules of a quaternizable compound containing tertiary basic nitrogen, and when D is the residue of a compound convertible into a dyestuff, converting the reaction product into an organic dyestuff of Formula II by azo coupling or condensation and, if necessary, by a metallizing reaction.  The dyes preferably contain water-solubilizing groups. Specified organic dyestuff residues are optionally heavy metal-containing mono-, dis- or poly-azo dyestuffs or anthraquinone, nitro or phthalocyanine dyestuffs.  The quaternary ammonium group Am\sJ is preferably derived from quaternizabel compounds of the formula <FORM:1104134/C4-C5/3> wherein R3 is an optionally substituted aliphatic hydrocarbon radical, the H2N group or a <FORM:1104134/C4-C5/4> group wherein Z is H or an aliphatic hydrocarbon radical which may be substituted and Z1 is an aliphatic hydrocarbon radical which may be substituted; R4 is an aliphatic hydrocarbon radical which may be substituted; and R5 is an aliphatic, cycloaliphatic or araliphatic hydrocarbon radical which may be substituted, or at least two of R3, R4 and R5 together with the N atom can form a mono- or poly-nuclear heterocyclic ring which may contain further hetero atoms.  Specified monovalent nucleophilic substituents are an alkoxy or aryloxy group, a thioether group, a secondary or tertiary amino group, a group derived from saturated heterocyclic nitrogen bases, a cyclohexylamino group or a benzylamino, phenylamino or N-alkyl -N-phenylamino group which may be substituted in the benzene ring.  Examples are given for the production of monoazo, phthalocyanine and anthraquinone dyes. They may be stabilized by admixture with buffer substances. They may be used for dyeing or printing organic fibres, especially textile fibres containing OH and/or NH2 groups.ALSO:Compounds the cation of which has one of the formulae <FORM:1104134/C2/1> wherein A is benzene residue which may contain a sulphonic acid group, B is a hydroxy or amino-naphthalene residue or a 1-aminobenzoylamino - 8 - hydroxy - naphthalene residue which may contain sulphonic acid residues, X is a secondary or tertiary amino group, and Am\s3 is a quaternary ammonium group (including hydrazine groups), bound by its ammonium N to the s-triazine ring; are obtained by condensing an acid chloride of the formula <FORM:1104134/C2/2> wherein Y is Cl or Br, with the appropriate aminobenzene, hydroxy- or amino-naphthalene or 1 - aminobenzoylamino - 8 - hydroxy - naphthalene and with the appropriate tertiary base. Examples are given for the preparation of the compounds.  The compounds are useful as intermediates in the preparation of dyes.