Fig. 26.—Nitrating Plant (after Leymann)

The combination of the two constituents takes place at once and quantitatively. The colour is separated from the aqueous solution by salting-out, and is then put through a filter press. The reactions are carried out generally in wooden vats arranged in stages. Besides a second, a third constituent can be introduced, and in this way naphthol—and naphthylamine sulphonic acids yield a large number of colouring matters. A very large number of azo dyestuffs can thus be produced by the variation of the first component (the primary base) with the second and again with the third component, but it would carry us too far to deal further with their preparation.

Anthracene colours—yielding so-called direct dyes—are prepared from anthracene, which is converted into anthraquinone by the action of bichromate and dilute sulphuric acid when heated; the crude ‘quinone’ is purified with concentrated sulphuric acid and converted into anthraquinone monosulphonic acid to serve in the preparation of alizarin, which is made from it by heating for several days with concentrated caustic soda to which sodium chlorate is added. The process is carried on in cast-iron pans provided with agitators.

Alizarin is the starting-point for the alizarin dyes, but of their production we will not speak further, as they, and indeed most of the coal-tar dyes, are non-poisonous.

Indigo to-day is generally obtained by synthesis. It is prepared from phenylglycine or phenylglycine ortho-carboxylic acid, which on heating with sodamide becomes converted into indoxyl or indoxyl carboxylic acid. These in presence of an alkali in watery solution and exposure to the oxygen of the air immediately form indigo. The necessary glycine derivatives are obtained by the action of monochloracetic acid on aniline or anthranilic acid, which again are derived from naphthalene (by oxidation to phthalic acid and treatment of phthalimide with bleaching powder and soda liquor).

Fuchsin belongs to the group of triphenylmethane dyestuffs, with the production of which the epoch of coal-tar colour manufacture began, from the observation that impure aniline on oxidation gave a red colour. The original method of manufacture with arsenic acid is practically given up in consequence of the unpleasant effects which use and recovery of large quantities of arsenic acid gave rise to. The method consisted in heating a mixture of aniline and toluidine with a solution of arsenic acid under agitation in cast-iron cylinders. The cooled and solidified mass from the retorts was boiled, and from the hot solution, after filtration, the raw fuchsin was precipitated with salt and purified by crystallisation.

Now by the usual nitrobenzene process, aniline, toluidine, nitrobenzene, and nitrotoluene are heated with admixture of hydrochloric acid and some iron protochloride or zinc chloride. Further treatment resembles the arsenic process.

By alkylation, i.e. substitution of several hydrogen atoms of the amido-groups by ethyl, &c., through the action of alkyl halogens and others, it was found possible to convert fuchsin into other triphenylmethane colours. But it was soon found simpler to transfer already alkylated amines into the colours in question. Thus, for example, to prepare methyl violet dimethyl aniline was heated for a long time with salt, copper chloride, and phenol containing cresol in iron mixing drums. The product is freed from salt and phenol by water and calcium hydrate, subsequently treated with sulphuretted hydrogen or sodium sulphide, and the colour separated from copper sulphide by dissolving in dilute acid.