Resorcinol is now made by heating benzene with very strong sulphuric acid
so as to convert it into a disulpho-acid, and the sodium salt of the
latter is then fused with alkali. As a technical operation it is one of
great delicacy and skill, and the manufacture is confined to a few
Continental factories.
When phthalic acid is heated it loses water, and is transformed into a
white, magnificently crystalline substance known as phthalic anhydride,
_i.e._ the acid deprived of water. In 1871, A. v. Baeyer, the eminent
chemist who subsequently synthesised indigo, published the first of a
series of investigations describing the compounds produced by heating
phthalic anhydride with phenols. To these compounds he gave the name of
"phthaleins." Baeyer's work, like that of so many other chemists who have
contributed to the advancement of the coal-tar colour industry, was of a
purely scientific character at first, but it soon led to technological
developments. The phthaleins are all acid compounds possessing more or
less tinctorial power. One of the first discovered was produced by heating
phthalic anhydride with an acid known as gallic acid, which occurs in
vegetable galls, and in the form of tannin in many vegetable extracts
which are used by the tanner. The acid is a phenolic derivative of benzoic
acid, viz. trihydroxybenzoic acid, and on heating it readily passes into
trihydroxybenzene, which is the "pyrogallic acid" or pyrogallol familiar
as a photographic developer. The phthalein formed from gallic acid and
phthalic anhydride really results from the union of the latter with
pyrogallol. It is now manufactured under the name of "gallein," and is
largely used for imparting a bluish grey shade to cotton fabrics. By
heating gallein with strong sulphuric acid, it is transformed into another
colouring-matter which gives remarkably fast olive-green shades when dyed
on cotton fibre with a suitable mordant. This derivative of gallein is
used to a considerable extent under the name of "coerulein." These two
colouring-matters were the first practical outcome of v. Baeyer's
researches. There is another possible development in this direction which
chemistry may yet accomplish, and another natural colouring-matter may be
threatened, even as the indigo culture was threatened by the later work of
the same chemist. There is reason for believing that the colouring-matter
of logwood, known to chemists as haematein, is related to or derived in
some way from the phthaleins, and the synthesis of this compound may
ultimately be effected.
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