Synthetic Tannins, Their Synthesis, Industrial Production and ApplicationGrasser, Georg
Science
Synthetic Tannins, Their Synthesis, Industrial Production and Application
Grasser, Georg
Tannins
This comparison shows that extracts of natural tannins firstly contain
certain amounts of "insolubles," whereas Neradol is completely soluble
in water, forming a clear solution; secondly, natural tanning extracts
contain smaller quantities of soluble non-tannins, consisting of
colouring matter and sugars, in addition to small quantities of mineral
matters (ash). Neradol D contains considerable amounts of soluble
non-tannins, derived from salts of sulphonic and sulphuric acids, again
offering a satisfactory explanation of the high ash. If, therefore, a
mixture of Neradol D and a natural tanning extract was submitted to a
quantitative analysis, the higher non-tannins and the high ash would
indicate the presence of Neradol D, provided that wood pulp or a highly
sulphited extract were not components of the mixture.
The chemical reactions taking place in the preparation of
Neradol D may be expressed thus:-
OH OH OH OH
H ^ H___O_____H ^ H H ^ H__CH_2__H ^ H
| | || | | = | | | | + H_2O
| | CH_2 | | | | | |
H v CH_3 CH_3 v H v CH_3 CH_3 v H
HSO_3 HSO_3 HSO_3 HSO_3
1. Neradol D Reactions
1. The quantitative determination of phenols introduced by Bader,
[Footnote: _Bull. soc. scient., Bucarexi_, 1899, 8, 51.] which consists
in precipitating them as oxyazo compounds, has been modified by Appelius
and Schmidt [FootNote: _Collegium_, 1914, 597.] for the purpose of
detecting Neradol D:--To 50 c.c. of the tannin solution (analytical
strength) 15 c.c. of diazo solution are added, the mixture filtered, if
necessary, and the filtrate made alkaline with caustic soda; in the
presence of Neradol D in sufficient quantity, a blood-red coloration
results. If but little Neradol D be present, the procedure is altered as
follows:--The tannin solution, to which the diazo solution has been
added, is filtered, and the filtrate poured on a piece of filter paper
which is then dried; a solution of caustic soda is spotted on the paper,
when, if Neradol D be present, a red-edged spot will appear.
According to Tschirch and Edner, [Footnote: _Archiv. d. Pharm_., 1907,
150.] the diazo solution is prepared as follows:--5 gm._p_-nitraniline
are introduced into a 500 c.c. measuring flask, 25 c.c. of water and 6
c.c. concentrated sulphuric acid added, the mixture shaken and a
solution of 3 gm. of sodium nitrite in 25 c.c. of water plus 100 c.c. of
water added, and the whole then filled up to 500 c.c. The solution
should be stocked in the dark.
2. A less sensitive reaction for Neradol and wood pulp extract
constitutes that of Appelius and Schmidt employing cinchonine,
[Footnote: _Collegium_ 1914, 597.] while the presence of the substances
in question yields characteristic precipitates.
3. Seel and Sander [Footnote: _Zeits. f. ang. Chem._, 1916, 333.]
recommend the following method of detecting Neradol D:--
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