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 chloride of this compound may again be condensed, for instance, with
sodium aminotoluenesulphaminobenzene-sulphonate, and yields the
compound--
---NH---SO_2---
^ ^ ^ ---NH---SO_2--- ^
| | | | | | | |
| | | | | | | |
v v ---NH---SO_2--- v v CH
NaSO_3 CH_3
The three latter compounds, when dissolved in water and the solution
acidified, exert tanning action.
It is also possible to employ mixtures of arylsulphaminobenzylsulphonic
acids in acidified aqueous solution for tanning purposes. According to
Ger. Pat., 297,188, such mixtures are obtained by nitrating
benzylchloride and heating with an equimolecular amount of sodium
sulphite; the sodium nitrobenzylsulphonate thus obtained is reduced to
aminobenzylsulphonic acid with iron and acetic acid, and finally
condensed with the calculated amount of _p_-toluenesulphonic chloride. A
mixture _o_- and _p_-toluenesulphaminobenzylsulphonic acid [Footnote 1:
Cf. also Ger. Pat, 319,713 and 320,613.] thus results.
Amongst _aromatic alcohols_ the dihydric alcohols show characteristic
behaviour; the latter combine with sulphonic acids with the elimination
of water, condensation taking place without formaldehyde, and the
resulting products being soluble in water and possessing tannoid
properties. [Footnote 2: Ger. Pat., 300,567, of 20th September 1917.]
In addition to phenolic mono- and disulphonic acids (and higher
sulphonation compounds), the homologues, cresols, xylenols, and
naphthols enter into reaction. The two components condense with great
ease, liberating heat; dilute solutions (of the components) are heated
to about 100° C., the process being complete in a few minutes. The
products obtained are exceedingly pure and are easily
crystallisable. Employing 1, respectively 2, molecules of sulphonic
acid, the reactions take place according to:--
OH CH_2.OH OH OH
}C_6H_4 + HO.C_6H_3{ = H_2O + }C_6H_3-CH_2-C_6H_3{
HSO_3 CH_2.OH HSO_3 CH_2.OH
OH
OH CH_2.OH CH_2.C_6H_3{
}C_6H_4 + HO.C_6H_3{ = 2(H_2O) + HO.C_6H_3{ HSO_3
HSO_3 CH_2.OH | OH
CH_2.C_6H_3{
HSO_3
OH CH_2.OH OH OH
}C_6H_3.CH_3 + HO.C_6H_3{ = H_2O + }C_6H_2.CH_3.CH_2.C_6H_3{
HSO_3 CH_2.OH HSO_3 CH_2.OH
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