Synthetic Tannins, Their Synthesis, Industrial Production and ApplicationGrasser, Georg
Science
Synthetic Tannins, Their Synthesis, Industrial Production and Application
Grasser, Georg
Tannins
Per Cent. Per Cent. Per Cent.
1 gm. = 35 c.c. N/10 NaOH 61.8 7.0 31.2
1 " = 30 " " 58.9 7.1 34.0
1 " = 25 " " 50.1 7.9 42.0
1 " = 20 " " 42.2 8.9 48.9
1 " = 15 " " 37.4 10.4 52.2
1 " = 10 " " 31.6 13.6 54.8
1 " = 5 " " 26.3 16.6 57.1
Experimental tanning tests which were carried out with the various
partly neutralised samples yielded leathers which, on an average, were
nearly white, but which in comparison with a leather tanned with Neradol
D appeared rather more greyish and were much harder.
A solution of the half-neutralised substance (1gm. = 20 c.c.
N/10 NaOH) gives the following reactions:---
Gelatine--Precipitate, partly soluble in excess tannin solution.
Ferric chloride-----No coloration.
Barium chloride-----Precipitate, insoluble HNO_3.
Bromine water-----No reaction.
Silver nitrate-----No reaction.
Aniline hydrochloride----Precipitate, dissolves when solution
is heated.
This condensation product is very soluble in water, but insoluble in
most solvents, excepting methyl and ethyl alcohols. The above reactions
show the similarity of this dinaphthyl derivative to the dicresyl
derivative, and the absence in the former of characteristic reactions
with iron salts is mainly accounted for by its lack of phenolic groups.
The absence of this reaction does not, of course, influence the tannoid
character of dinaphthylmethanedisulphonic acid in the least, and is of
no importance in practice, since the various stages of tannage may be
demonstrated by means of a solution of indigotine.
From a technical point of view the absence of this reaction is
advantageous to this extent, that it eliminates the exceedingly great
care to avoid the contact of tan liquors and tanned pelt with iron
particles which has to be observed when tannins of phenolic character
are employed.
In a chemical and technological evaluation of this tanning matter, all
those details apply which will be described when discussing Neradol
D. The most important advantage possessed by this tanning matter, from a
commercial point of
view, is the lower price which it owes to the greater ease with which
naphthalene may be obtained.
By treating the non-condensed crude product with barium chloride, a
product completely devoid of sulphuric acid is easily obtained; the
contents of sulphuric acid calculated as BaSO_4 is about 9.5 per
cent. This value is higher than that found by Neradol D, and may be
explained by the fact that a slight excess of sulphuric acid is
necessary for the preparation of [Greek: b]-naphthalenesulphonic acid.
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