Synthetic Tannins, Their Synthesis, Industrial Production and ApplicationGrasser, Georg
Science
Synthetic Tannins, Their Synthesis, Industrial Production and Application
Grasser, Georg
Tannins
Owing to the fact that, until recently, the constitution of tannin has
remained unknown, it is easy to comprehend that the efforts to
synthesise the latter substance, or compounds similar to it, have been
mainly attempted on similar lines. The oldest investigation in this
direction dates from H. Schiff,[Footnote: Liebig's _Ann._, 1873, 43,
170.] who prepared substances similar to tannin by dehydrating
hydroxybenzoic acids. By allowing phosphorus oxychloride to interact
with phenolsulphonic acid, he obtained a well-defined substance
possessing tanning properties, which he considered an esterified
phenolsulphonic acid anhydride, the composition of which he determined
as HO.C_6H_4.SO_2.O.C_6H_4HSO_3. It is, however, probable that this
substance is not homogeneous, but consists of a mixture of higher
condensation products.
Klepl [Footnote: _Jour. pr. Chem._, 1883, 28, 208.] obtained--by simply
heating _p_-hydroxybenzoic acid--a so-called di- and tridepside, but
this simple method is not applicable to many other hydroxybenzoic acids,
since these are decomposed by the high temperature required to induce
reaction.
Amongst other attempts to produce condensation products with
characteristics similar to those possessed by the tannins, those by
Gerhardt [Footnote: Liebig's _Ann_, 1853, 87, 159.] and Loewe [Footnote:
_Jahresh. f. Chem._, 1868, 559.] must be especially noted; they treated
gallic acid with phosphorus oxychloride or arsenic acid, and thereby
obtained amorphous compounds, exhibiting the reactions characteristic of
tanning substances. E. Fischer and Freudenberg, [Footnote: Liebig's
_Ann._, 372, 45.] by treating _p_-hydroxybenzoic acid in the same way,
succeeded in obtaining a didepside, and during the last years
practically only these two investigators have demonstrated the syntheses
of these depsides and produced high-molecular polydepsides.
At the same time researches were instituted with the object of
determining the constitution of tannin, and E. Fischer succeeded in
demonstrating its probable composition as being that of a glucoside
containing 5 molecules of digallic acid per 1 molecule of glucose.
This last-named class of synthetic tannins--which may be properly termed
"tanning matters" in contradistinction to the true tannins--exhibit very
distinct tanning character when brought in contact with animal hide, but
from the point of view of chemical constitution have nothing in common
with the natural tannins. Not only are they of interest to the industry
from a practical point of view; they have also been examined very
closely from a chemical standpoint.
Public-domain text, read in full here on John Shaqi.
Reviews
Reviews
No reviews yet
Be the first to share your thoughts on this work.
Join the Discussion
Join the discussion
Sign in to leave a comment or review.
Sign InorCreate an account