Synthetic Tannins, Their Synthesis, Industrial Production and ApplicationGrasser, Georg
Science
Synthetic Tannins, Their Synthesis, Industrial Production and Application
Grasser, Georg
Tannins
_p_-Dihydroxybenzene, hydroquinone, was converted into the water-soluble
sulphonic acid by heating it with concentrated sulphuric acid at 100°
C.; the sulphonic acid, mixed with formaldehyde at ordinary temperature,
immediately solidifies to a white mass, which is soluble in water and
which had completely fixed the formaldehyde. If, however, this mass is
heated for some time to 100°C, it assumes a light brown coloration and
its solubility in water is diminished. A slight excess of formaldehyde
and the application of heat result in dark violet insoluble condensation
products. The aqueous solution precipitates gelatine, gives a deep blue
colour with ferric chloride, but gives no precipitate with aniline
hydrochloride; on the other hand, addition of potassium nitrite produces
the yellow colour characteristic of hydroquinone.
The product effects a slower tannage (seven days) than the former
product, when a brown, soft, but rather empty leather of good tensile
strength is obtained.
Of the _trihydroxybenzenes_ pyrogallol and phloroglucinol only were
included in these investigations.
When pyrogallol is sulphonated with concentrated sulphuric acid a
violet-coloured sulphonic acid, soluble in water, is obtained, which,
when treated with formaldehyde first in the cold and then when heated,
yields a solid deep red-coloured mass, which precipitates gelatine but
not aniline hydrochloride, and gives a blackish-brown colour with ferric
chloride. The partly neutralised substance in aqueous solution tans pelt
in twenty-four hours with black colour on the surface only, the
intermediary layer being pickled (white colour) only, but the
black-coloured tanning matter ultimately penetrates the pelt, which
tanned through in seven days. The resultant leather is coloured black
throughout, is full, soft, and possesses good tensile strength.
Sulphonation of phloroglucinol succeeds at higher temperatures only, the
sulphonic acid being a solid which is scarcely soluble in water, the
latter then assuming a wine-red colour. The condensation
product--prepared as described for resorcinol, but requiring higher
temperature--is a brick-red powder, insoluble in water.
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