Patent GB-949623-A (GB)
Title: New reactive dyestuffs possessing excellent fastness to wet treatments
Inventor: BERRIE ALISTAIR HOWARD
IPC: C09B62/04
Filed: 1960-07-14
Abstract: 2:4-Dimercaptoquinazoline is obtained by heating 2-mercapto-4-hydroxyquinazoline with phosphorus pentasulphide and tetralin.  Bis (2-mercaptobenziminazol -6- yl) sulphone is obtained by reacting 3:31:4:41-tetraaminodi-phenylsulphone with carbon disulphide in the presence of potassium hydroxide, ethanol and water.ALSO:The invention comprises dyestuffs of the formula <FORM:0949623/C3/1> wherein D and D1 each represent the residue of a dyestuff molecule and may be the same or different; T and T1, which may be the same or different, each represent a 1 : 3 : 5-triazine-or pyrimidine radical which is attached to the <FORM:0949623/C3/2> group through a carbon atom of the said radical; R and R1 each represent a hydrogen atom or a cycloalkyl radical or a substituted or unsubstituted alkyl radical and may be the same or different; the sulphur atoms are attached to the carbon atoms in T and T1; and 2 represents a divalent radical which is attached to the sulphur atoms through the carbon atoms of a <FORM:0949623/C3/3> group or two <FORM:0949623/C3/4> groups present in the radical Z.  The residues D and D1 may contain a water-solubilizing group, e.g. a sulphonic acid group. The group 2 may be (a) the group of the formula <FORM:0949623/C3/5> where R2 and R3 each represent an alkyl, cycloalkyl aralkyl or aryl radical or R2 and R3 are joined together to form with the group -N-Y-N- a heterocyclic ring and Y represents a divalent hydrocarbon radical; (b) the group of the formula <FORM:0949623/C3/6> <FORM:0949623/C3/7> or Se and Y represents a direct link or a bridging atom (c) a group of the formula <FORM:0949623/C3/8> or of the formula <FORM:0949623/C3/9> where Q has the measuring given above. The dyes are prepared by reacting one or two appropriate dyes having a 1 : 3 : 5-triazinylamino substituent or pyrimidyl amino substituent with a chlorine or bromine atom attached to a carbon atom of such substituent with an appropriate dimercaptan or metal salt thereof. Some of the dyes may be prepared by reacting 2 moles of a compound of the formula <FORM:0949623/C3/100> with one mole of phosgene or an acylating agent derived from an organic dicarboxylic or disulphonic acid. Furthermore, azo dyes may be prepared by conventional coupling procedures using an aromatic diamine or coupling component containing the group <FORM:0949623/C3/111> where R, R1, T, T1 and Z have the meanings given above.  Dyes containing the group -NHR and from which the groups D and D1 may be derived may be of the following classes: (a) Monoazo dyes of the formula <FORM:0949623/C3/122> where D1 represents an at most dicyclic aryl radical, e.g. a naphthalene, stilbene, diphenyl, benzothiazolylphenyl or diphenylamine radical; (b) Disazo dyes of the formula <FORM:0949623/C3/133> where D1 has the meaning given above; (c) Mono- or disazo dyes of the formula <FORM:0949623/C3/144> where D1 represents an arylene radical, K the radical of a naphthol sulphonic acid or an enolized or enolizable ketomethylene compound e.g. an acetoacetylarylide or 5-pyrazolone; (d) Metal complexes of azo dyes, e.g. copper and chromium complexes; (c) Anthraquinone compounds of the formula <FORM:0949623/C3/155> where Y represents a bridging group, e.g. phenylene; (f) Phthalocyanine compounds of the formula <FORM:0949623/C3/166> where o represents a hydroxy or amino group, Y represents a bridging group and n and m are 1, 2 or 3 whilst n+m is not greater than 4; (g) Nitro dyestuffs of the formula <FORM:0949623/C3/176> where A and B represent monocyclic aryl nuclei, the nitro group in A being ortho to the NH group.  Examples are furnished.  Numerous United Kingdom Specifications describing dyes suitable for use as starting materials are listed.