Synthetic Tannins, Their Synthesis, Industrial Production and ApplicationGrasser, Georg
Science
Synthetic Tannins, Their Synthesis, Industrial Production and Application
Grasser, Georg
Tannins
In addition to formaldehyde, there are other substances which induce
condensation of naphthalenesulphonic acid; if, for instance, sulphur
chloride is allowed to act upon [Greek: b]-naphthalenesulphonic acid, a
light brown solid of pronounced acidic character is obtained; if the
latter is partly neutralised with caustic soda, a greyish-brown solid
results, which dissolves in water with a light brown colour, the
solution precipitating gelatine and aniline hydrochloride, but giving no
coloration with ferric chloride.[Footnote: Austr. Pat., 96,194.]
Tanning experiments with this product in aqueous solution gave a light
brown, rather soft leather, and this, in addition to the qualitative
reactions of the substance, prove that this method of condensation
hardly alters the character of the product from a tanning point of
view. The brown coloration imparted to the leather tanned with this
condensation product owes its existence to coloured intermediary
products.
Attempts at condensing chloronaphthalenesulphonic acid and
nitronaphthalenesulphonic acid resulted in soluble condensation products
which gave some of the reactions given by the tannins (precipitation of
gelatine and aniline hydrochloride), but which were incapable of tanning
pelt, a light tannage being effected on the surface only.
[Greek: a]-Naphthol dissolved in hot concentrated sulphuric acid and
heated for some time on the water bath, yields the light brown,
water-soluble [Greek: a]-naphtholsulphonic acid. A dilute solution of
the latter, when treated with formaldehyde in the cold, undergoes no
change; on heating the mixture on the water bath a brown precipitate is
thrown down. If gelatine solution is added to the opaque liquid, a
yellow flocculent precipitate separates. If caustic soda is added to the
opaque liquid containing the condensation product described above, a
clear solution results from which no deposit separates on the addition
of acetic acid. Gelatine is precipitated by this solution.
The concentrated hot a-naphtholsulphonic acid, upon addition of
sufficient formaldehyde, effervesces strongly and yields a dark brown
condensation product insoluble in water, but soluble in caustic soda. If
acetic acid is added in excess to the alkaline solution, the resultant
solution strongly precipitates gelatine.
A suspension in water of the insoluble condensation product does not
precipitate gelatine.
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