Otto N. Witt (1853-1915) was the first to put a theory of dyeing in 1876 based on chromophore and auxochrome. He also
conceived vacuum filtration as a method for rapid filtration.
Otto Nicolaus Witt (1853-1915) was born in Saint Petersburg,
Russia, the son of a German pharmacy professor. He was in school
when the family moved again to Switzerland. He studied chemical
technology at the Federal Polytechnic School in Zurich finishing
his degree in 1873. He found a job in a steel works in Duisburg,
Germany but within months was back in Zurich making colors for
cotton printers. He then joined Williams, Thomas & Dower in west
London.
Developments in the dyeing industry were so interesting that
Witt went back to university in Germany to work in Victor Meyer’s
lab. His thesis in 1875 reported on the reactions of aromatic
nitrosamines and their reactions with dichlorobenzene.
Witt suggested placing a disc riddled with holes into a funnel,
with filter paper laid on top, moistened to create a seal. He wrote
a paper in 1886 describing an improved method for vacuum
filtration. Witt’s system worked, but it required care to use because
the plates leaked round the sides and could slip sideways. Almost
immediately the method was improved by Ernst Büchner (1850-
1924) who developed his now funnel in which the plate is integrated
into the funnel itself.
In 1840 when Queen Victoria married her cousin Prince Albert
who was prince of Saxe-Coburg-Gotha, a region near Justus von
Liebig’s laboratory, the prince who was active in promoting scientific
education in England, was able to found a College of Chemistry
in London with August Hofmann (1818-1892) as its director.
Hofmann had worked with Liebig on separating the components of coal tar before being invited to England. The discovery of mauveine
in 1853 by William Perkin (1838-1907) in Hofmann Laboratory
in London was soon followed by the discovery of other brightly
colored compounds obtained by the oxidation of mixtures of
anilines. The new colors began to revolutionize the textile industry.
In 1858, the graduate student Peter Griess (1829-1888), working in
Hermann Kolbe’s lab at the University of Marburg, discovered the
diazotization reaction when he treated anilines with nitrous acid.
Griess’s discovery opened up the possibility of coupling together
a range of aromatic molecules that were being discovered across
Europe.
Figure 5.
Griess joined Hofmann’s group in London, where he continued
to study his coupling reaction. Around the same time, Heinrich Caro
(1834-1910) working with his employer John Dale in Manchester,
developed the first two azo dyes: Manchester Yellow and Bismarck
Brown. Caro had already returned to Germany to join Badische
Anilin- und Soda Fabrik in Ludwigshafen in Germany known as
BASF. Carl Graebe (1841-1927) and Carl Liebermann (1842-1914)
working for BASF synthesized the ancient dye alizarin in 1868.
Adolph von Baeyer (1835-1917) Professor of chemistry in Munich
researched the synthesis of the ancient dye indigo and determined
its structure in 1870. The same year he prepared indigo. The
result was that German firms like BASF, Hoechst, and Baeyer or
the German-Belgian firm Aktiengesellschaft für Anilinfabrikation
known as AGFA, steadily undercut the British in both price and
quality. The British dye industry faded.
In a paper published in 1876, he speculated that colored
compounds were the result of a grouping of atoms – he called a
chromophore. By adding the auxochrome, the dye could be made
to stick to a fabric. According to Witt, benzene is colorless but
azobenzene is orange colored. Although it is strongly colored it
is devoid of dyeing power. Groups such as azo group, -N=N-, are
called chromogenes. In order to convert them into useful dyes
the introduction of an auxochromes, i.e., a salt-forming groups
is necessary. Thus, while azobenzene is not a dye both aminoazobenzene
and hydroxy- azobenzene are useful dyes. The presence
of both chromophore and auxochrome does not necessarily indicate
that the substance is a useful dye. For example, trinitroaniline
contains both the chromophre group, NO2, and the salt forming
auxochrome group, NH2, but it is not a useful dye because the basic
character of the auxochrome is neutralized by the strongly acidic
character of the chromophore. On the other hand, trinitrophenol
(picric acid) is a useful yellow dye.
Witt’s theory was later modified when it was discovered that the
chromophore is usually electron-withdrawing, and auxochromes
are normally electron-donating. The two groups are connected by
a conjugated system.