摘要 |
p(g -Sulphato-b - hydroxy-propoxy) aniline and m-(g -sulphato-b - hydroxy-propoxy)-acetanilide are made by esterifying with sulphuric acid p(b :g -dihydroxy-propoxy) aniline and m(b :g -dihydroxy-propoxy) acetanilide. 2-Methyl- 5-(g - p-toluenesulphonyloxy-b -hydroxy-propoxy) aniline is prepared by reacting 2:3- epoxypropyl- (3-formylamino-4-methylphenyl) ether with p-toluene sulphonic acid in acetone. 2-Methyl-5-glycidyloxy-formanilide is made by reacting 2-methyl-5-hydroxy-formanilide with epichlorhydrin.ALSO:The invention comprises water-soluble dyes of the tetrazaporphin series which contain at least one ionic water-solubilizing group and at least one b :g -dihydroxypropyl radical attached to a carbon atom by way of an oxygen or sulphur atom or an amino or sulphone group or attached to a carbonyl or sulphonyl group by way of an amino group, which radical is esterified at the g -position by sulphuric acid, phosphoric acid or an organic sulphonic acid. The dyes are made by suitably esterifying a tetrazaporphin containing at least one b :g -dihydroxypropyl radical attached as indicated above, or by treating a tetrazaporphin containing at least one appropriately attached b :g -epoxypropyl radical with sulphuric, phosphoric or an organic sulphonic acid, or by reacting a tetrazaporphin sulphonic or carboxylic acid halide or a halo-triazinyl tetrazaporphin with an aliphatic or aromatic amine containing the esterified b :g -dihydroxypropyl radical described above. The tetrazaporphin starting materials containing the b :g -dihydroxypropyl or b :g -epoxypropyl radicals are made by reacting tetrazaporphin sulphinic acids, mercaptans, hydroxy compounds or amines with a 1-halo-2:3-dihydroxy-propane or with glycide or by reacting them with an epihalohydrin or a glycerol dihalohydrin and converting the halohyadrins obtained to the epoxides and thence if desired to the dihydroxy compounds, or by condensing tetrazaporphin sulphonic or carboxylic acid halides or a halotriazinyl tetrazaporphin with primary or secondary aliphatic or aromatic amines containing the b :g -dihydroxy- or -epoxypropyl radicals. Examples are given. The dyes dye and print leather, wool, silk and materials of polycaprolactam and condensation products of adipic acid and hexamethylene diamine and especially of natural or regenerated cellulose in conjunction with an alkali and heat treatment. Specifications 854,962, 868,285 and 879,244 are referred to. |