Synthetic Tannins, Their Synthesis, Industrial Production and ApplicationGrasser, Georg
Science
Synthetic Tannins, Their Synthesis, Industrial Production and Application
Grasser, Georg
Tannins
This process has been patented by the Deutsch-Koloniale Gerb und
Farbstoff Gesellschaft (German-Colonial Tanning and Colour Extracts
Ltd.) in Karlsruhe, the letters patent also including the ring
homologues of salicylic acid. Similar results are obtained when
cresotinic acid (hydroxy-toluic acid), OH.C_6H_3.CH_3.COOH, is employed
as base.
If the phenyl ester of salicylic acid, _Salol_,
HO.C_6H_4.CO.O.C_6H_5
is sulphonated, a product is obtained which is easily soluble in water,
but which is identified as a mixture of the sulphonation products of
salicylic acid and phenol, the salol being dissociated on
sulphonation. The temperature must not exceed 80° C. by condensation
with formaldehyde, or insoluble bakelite will be formed from the phenol;
the aldehyde must also be added gradually. An aqueous solution of the
partly neutralised condensation product has a pronounced tanning effect
on pelt, and converts the latter into leather in one to two days; the
leather being very similar to that produced by the salicylic acid
condensation product. The qualitative reactions of the product in
aqueous solution are the same as those given by the salicylic acid
condensation product.
Salicylic acid may, however, also be condensed with formaldehyde without
first being sulphonated; in this case, a little hydrochloric acid should
be present. A product slightly soluble in water is obtained, which may
be looked upon as being methylenedisalicylic acid. In alkaline solution
it is easily soluble,
[Footnote 1: Its solubility in alcohol and alkalies renders this product
an effective and cheap substitute for shellac.--_Transl._]
the liquid possessing an intensely bitter taste. The sodium salt gives a
deep violet coloration with ferric chloride, a slight precipitate with
gelatine, and slight opalescence with aniline hydrochloride. In contact
with pelt, however, it exhibits no tanning effect, but when dissolved in
alcohol, a pickling effect may be observed.
[Footnote 2: A similar reaction is observable in the case of the sodium
salts of METHYLENEDISALICYLIC acid brommated or iodised, which form a
clear solution varying from red to reddish-brown.]
The attempt at preparing a condensation product from
sodium-_m_-hydroxybenzoate by means of formaldehyde and bisulphite is
worthy of attention. A dark brown, viscous liquid is obtained which is
perfectly soluble in water, and the aqueous solution of which gives
opalescence with gelatine, a precipitate with aniline hydrochloride, and
a bluish-black coloration with ferric chloride. Its behaviour towards
pelt is very similar to that of phenolsulphonic acid, and it yields a
similar leather.
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