Synthetic Tannins, Their Synthesis, Industrial Production and ApplicationGrasser, Georg
Science
Synthetic Tannins, Their Synthesis, Industrial Production and Application
Grasser, Georg
Tannins
This partly neutralised sulphonic acid represents a white, pasty mass,
which is not particularly easily soluble in water, yielding a solution
of milky appearance. Treated with the usual tannin reagents, it exhibits
the following characteristics:--
Gelatine Light Flocculent precipitate.
Bromine water Compete fixation.
Ferric chloride Cherry-red coloration.
Lead acetate Very slight Percipitate, insoluble HNO_3.
Aniline hydrochlonde Slight percipitate.
Solutions of this product in concentrations from 1°-8° Bé. exerted no
tanning action whatever, whereas more concentrated solutions (15° Bé.)
converted pelt in eight days into a leather very similar to a Neradol D
leather in colour and feel, but considerably harder.
In order to determine its phlobaphene-solubilising effects, samplesof
the product were mixed with concentrated quebracho extract in the
proportions 5,10, 20, and 30 per cent. on the weight of extract, and the
following observations made:--5 and 10 per cent. were without effect,
20 and 30 per cent. showed some solubilising tendency, but on diluting
the mixture with water the quebracho was completely thrown out of
solution. Apparently this anhydride is, in this respect also, quite
different from the partly neutralised diphenylmethanedisulphonic acid.
2. Condensation with Sulphur Chloride
When sulphur chloride is allowed to act upon phenolsulphonic acid whilst
heat is applied, a yellowish-grey mass results, which dissolves in
water, forming a reddish-yellow solution. Neutralised to acidity 10, it
exhibits the following reactions:--
Gelatine----------------Precipitate.
Ferric chloride---------Deep blue coloration.
Lead acetate------------White precipitate, insoluble HNO_3.
Aniline hydrochloride---Precipitate.
Bromine water-----------No reaction.
The partly neutralised 2° Bé. solution of this product yielded a
reddish-grey coloured leather, the qualities of which were very similar
to that yielded by Neradol D.
3. Condensation with Phosphorus Compounds
Schiff's well-known synthesis, [Footnote: Liebig's _Ann_., 178, 173.]
in which phosphorus oxychloride interacts with phenolsulphonic acid,
yields a product which exhibits some tannin reactions, but which, when
acting on pelt, converts the latter into a leather which, when dried, is
very cracky. If, on the other hand, cresolsulphonic acid is condensed
with phosphorus oxychloride by heating the two together, products
eminently suitable for tanning purposes result. These products are
non-crystalline bodies easily soluble in water, and are coloured
bluish-violet by ferric chloride and precipitate gelatine. Solutions of
the free acids and acidified solutions of the salts convert pelt into
firm and white leathers possessing great softness and
pliability.[Footnote: Austr. Pat, 66,895.]
4. Condensation with Aldehydes
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