Synthetic Tannins, Their Synthesis, Industrial Production and Application — John Shaqi
Synthetic Tannins, Their Synthesis, Industrial Production and ApplicationGrasser, Georg
Science
Synthetic Tannins, Their Synthesis, Industrial Production and Application
Grasser, Georg
Tannins
The particular position occupied by the aromatic hydroxy compounds in
the chemistry of substance possessing tannoid character is not only
evidenced by the natural classification of the tannins, tannin
derivatives, and decomposition products so far isolated and
investigated, but also by other chemical behaviour shown by these
substances. Meunier and Seyewetz [Footnote:_Collegium_, 1908, 315,
195.], for example, were able to show that phenol, _p_-aminophenol,
chlorophenol, trinitrophenol, catechol, resorcinol, hydroquinone,
monochlorohydroquinone, orcinol, pyrogallol, and gallotannic acid
precipitate gelatine from its aqueous solution, that is, to a certain
extent possess tanning properties.
The author has extended this series somewhat and obtained the following
results:--
Relative Behaviour Towards
Substances Gelatine. Hide Powder. Pelt.
Tribromophenol Slight ppte. Tans Surface tannage
[Footnote: In alcoholic solution]
_o_-Nitrophenol No ppte. " "
Br-_o_-Nitrophenol Slight ppte. " "
Tribromopyrogallic Ppte. " "
acid
Bromophloroglucinol " " No tannage
Galloflavine Slight ppte. " "
Bromosalicylic acid " " "
Bromo-[Greek: b] " " Tans
-naphthol
[Footnote: In alcoholic solution]
Rosolic acid " " "
[Footnote: In alcoholic solution]
Gallic acid No ppte. No tannage No tannage
By the condensation of their sulphonic acids, it may be demonstrated
experimentally how the tannoid properties of nearly every member of the
series are intensified. Investigattion in this direction, however, has
not been systematically undertaken, for which reason the author
determined to examine this subject; but the enormous number of samples
required, obtainable only with great difficulty during the war, made it
impossible to conclude completely the researches in this field. What
little has so far been done relatively to this subject should, when
collected, indicate the way to be pursued in this wide field of
investigation. What follows will hence comprise the conversion of a few
of the most important members of this series of substances into their
methylene-condensation products with a brief discussion of the
qualitative and tannoid reactions of the latter.
The didepside of phenolsulphonic acid is obtained by condensing
carbomethoxyphenolsulphonic chloride with sodium phenolsulphonate in the
presence of the calculated amount of caustic soda. A product of the
composition
CH_3.0.COO.C_6H_4SO_2.0.C_6H_4.SO_3Na
is first obtained, which on saponification with soda yields the
pure didepside--
HO.C_6H_4.SO_2.C_6H_4.SO_3.Na
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