Synthetic Tannins, Their Synthesis, Industrial Production and ApplicationGrasser, Georg
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Synthetic Tannins, Their Synthesis, Industrial Production and Application
Grasser, Georg
Tannins
These condensation products gained extraordinary importance for the
tanning trade when Stiasny [Footnote: Ger. Pat, 262,558; Austr. Pat,
58,405.] succeeded in preparing them in water-soluble form when they are
enabled to directly exert their tannoid properties. This may be done by
acting upon two molecules of concentrated phenolsulphonic acid with one
molecule of formaldehyde, the temperature thereby not exceeding 35°C. By
condensation, however, considerable heat is liberated, and hence the
rise in temperature can only be limited by adding the diluted
formaldehyde drop by drop, whilst stirring and cooling, to the
phenolsulphonic acid. The original letters patent is worded as follows:
10 kilos each of crude phenol and sulphuric acid (66° Bé.) are heated
with stirring for two hours at 105°-106°C., cooled to about 35°C., and
463 kilos 30 per cent. formaldehyde added during three hours, the
temperature thereby not exceeding 35°C.; the stirring is continued for a
couple of hours after the final addition of formaldehyde. This yields
about 24 kilos of the crude condensation product. On a commercial scale,
however, cresol (cresylic acid) is substituted for phenol. There are
three isomers of cresol, viz., _o_-, _m_-, and _p_-cresol, and it was
naturally of interest to investigate whether one or the other of the
isomers exerted any particular influence on the properties of the final
product. It was found, however, that condensation products from the
three isomers were distinguishable from one another neither in physical
nor in tannoid properties. It is hence possible to employ crude cresol,
which contains varying quantities of the _o_-, _m_-, and _p_-compounds,
in the manufacture of these tanning matters. [Footnote: Gen Pat,
291,457.]
The tar obtained from the Rochling coal-gas generator contains
considerable quantities of phenols (B.P.=200°-250°C.), and the author
has protected the use of these for the production of synthetic tannins
by Ger. Pat, 262,558. A deep brown viscous mass is obtained which, when
partly neutralised, yields similar results to those given by the product
above referred to.
It may be anticipated that by analogy from the chemical reactions taking
place in the condensation of phenols on the one hand and cresolsulphonic
acid on the other, that all other homologues of phenol, its polyvalent
derivatives, substitution products and acids, would yield similar
condensation products.
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