Synthetic Tannins, Their Synthesis, Industrial Production and ApplicationGrasser, Georg
Science
Synthetic Tannins, Their Synthesis, Industrial Production and Application
Grasser, Georg
Tannins
Quite different properties are exhibited by sodium phenolsulphonate,
which completely converts quebracho tannin into a water-soluble
substance, the aqueous solution of which deposits no insolubles. The
partly neutralised condensation product of phenolsulphonic acid and
formaldehyde exhibits similar properties [Footnote: Grasser, _Collegium_,
1913, 521, 478.] (see later).
F. Dicresylmethanedisulphonic Acid (Neradol D) [Footnote: Ger, Pat.,
291, 457; Austr. Pat., 61, 057.]
Neradol D is a viscous liquid, measuring about 33° Bé., which is similar
to extracts of natural tannins. One of its characteristics is its
phenolic odour; it is completely soluble in water, forming a clear,
semi-colloidal solution, but is insoluble in all organic solvents with
the exception of alcohol, glacial acetic acid and ethyl acetate, which
dissolve all but its inorganic constituents. The latter owe their
presence to the neutralisation of the crude Neradol with caustic soda,
and are composed of sodium salts of the sulphonic acid in addition to
Glauber salts.
The aqueous solution of Neradol D shows properties similar to those
exhibited by solutions of natural tannins and reacts as
follows:--[Footnote: Grasser, _Collegium_, 1913, 520, 413.]
Methyl orange Acid reaction.
Barium chloride White precipitate, insoluble in HNO_3.
Ferric chloride Deep blue coloration.
Silver nitrate Slight opalescence.
Bromine water No precipitate.
Formaldehyde hydrochloric acid No precipitate.
Gelatine Complete precipitation.
Aniline hydrochloride Strong precipitate.
The reactions with ferric chloride and gelatine should be especially
noted, since they are analogous to those given by natural tannins. On
the other hand, the reactions with BaCl_2, bromine water and formaldehyde
hydrochloric [Footnote: Stiasny carries out the reaction with
formaldehyde-hydrochloric acid as follows:--50 c.c. of the tannin
solution, plus 5 c.c. concentrated hydrochloric acid and 10
c.c. formaldehyde (40 per cent.) are heated under reflux condenser for
ten minutes; most natural tannins are completely precipitated
(_Collegium_, 1906, 435; 1907, 52 _et_ 188).] acid prove the different
chemical composition of Neradol D as compared to that of the natural
tannins.
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