The Production of Paranitrobenzyl-sulpho Acid and also Azo Colouring Matters from the Amidobenzylsulpho Acid Corre- sponding to this Nitro-compound.
Year: 1889

page_text: [Communicated from abroad by Messrs DAHL AND COMPANY, of Barmen, in the
Kingdom of Prussia, Manufacturing Chemists]
The Production of Paranitrobenzyl-sulpho Acid and also Azo
Colouring Matters from the Amidobenzylsulpho Acid Corre-
sponding to this Nitro-compound.
I ADOLF BANG of Park Row Leeds in the County of York dye-merchant do
hereby declare the nature of this invention and in what manner the same is to
be performed, to be particularly described and ascertained in and by the following
statement
-
Nitrobenzylsulpho acid was first produced by Bohler (Annalen der Chemie 154
page 55) by nitrifying benzylsulpho acid. Afterwards Mohr showed that in this case
ortho- and paranitrobenzylsulpho acid were always produced together, which cannot
be separated from each other
My communicators have discovered that paranitrobenzylsulpho acid originates or
is produced just as easily from paranitrobenzylchloride and neutral sulphite of sodium
as benzylsulpho acid from benzylchloride and neutral sulphide of sodium.
A mixture of 17.1 kilogrammes of paranitrobenzylchloride and 25 5 kilogrammes
of crystallized sulphite of sodium is heated with 30 kilogrammes of water to boiling
point in an enamelled boiler provided with a (continually) circulating cooler
After about 2 days heating all the nitrobenzylchloride vanishes and a clear, for the
most part yellowish solution is formed, which on cooling sets in crystals of nitro-
benzylsulphonate of sodium By pressing and recrystallizing, the pure nitrobenzyl-
sulphonate of sodium may be obtained. By reduction the nitrobenzylsulpho acid is
easily resolved into para-amidobenzylsulpho acid, which up to the present has not
been used for the production of dye-stuffs or colouring matters My communicators
have found, that one molecule of para-amidobenzylsupho acid readily combines with
one molecule of tetrazo-diphenyle or of another tetrazo derivative forming an inter-
mediate product, which combines with one molecule of any a- or B-naphthylamine
sulpho acid forming a tetrazo dye stuff or colouring matter. In this manner colouring
matters are produced, which possess qualities similar to those of the known substantive-
dyes, but have the advantage that unmordanted vegetable fibres exhaust the colour
bath entirely. My communicators have produced the following combinations
1 molecule of tetrazo diphenyle with 1 molecule of ainidobenzylsulpho acid and
1 molecule of naphthionic icid. 1 molecule of tetrazo dipheryl with 1 molecule of
amidobenzylsulpho-acid and 1 molecule of B-naphthylamino-6-sulpho-acid
1 molecule of tetrazo diphenyle with 1 molecule of amidobenzylsulpho acid and
1 molecule B-naphthylamine-6-sulpho acid.
Instead of tetrazodiphenyle, tetrazoditolyl or tetrazodistilbene or their sulpho acids
may be employed
The following example shews or illustrates how my Invention may be performed.
18 4 kilogrammes of benzidine or an equivalent amount of tolidine, diamido sulbene
or diamido sti'bene disulpho acid are diazotised with 60 kilogrammes of hydrochloric
acid and 14 kilogrammes of nitrite of sodium, and then added to a solution of 21 kilo-
grammes of amidobenzyl-sulphonate of sodium and 14 kilogrammes of acetate of
sodium After the intermediate product has been formed, a solution of 246 kilo-
grammes of a-naphthylamine sulphonate of sodium must be added, and the mixture
allowed to stand 8 days at ordinary temperature. It must be then neutralized with

page_text: soda, and the colouring matter or dye-stuff precipitated by salt, pressed and dried.
Instead of producing the intermediate product by combining one molecule of a
tetrazo derivative with one molecule of amidobenzylsulpho acid and then combining
this with the naphthylamine sulpho acid, it is possible to obtain the intermediate
product from one molecule of a tetrazo derivative and one molecule of naphthylamine-
sulpho acid combined with one molecule of amidobenzylsulpho acid
I am well aware that it has been previously proposed to use sulpho acids of amines
in the production of mixed azo colours, but having now particularly described and
ascertained the nature of my said Invention and in what manner the same is to be
performed I declare that what I claim is :-
:-
1 The production of paranitrobenzylsulpho acid by boiling paranitro-benzylchloride
with a solution of neutral sulphite of sodium.
2° The obtaining of intermediate products by combining one molecule of tetrazo-
diphenyl, or tetrazoditolyl, or tetrazo distilbene or their disulpho acids with one
molecule of para-amidobenzylsulpho acid obtained from the paranitro-benzylsulpho
acid mentioned in Claim 1
30 The production of mixed (biazoiques biozoic) dye-stuffs or colouring matters by
combining one of the intermediate products mentioned in Claim 2 with one molecule
of naphthionic acid, B-naphthylamine-6-sulpho acid and ẞ naphthylamine-&-sulpho-
acid.
4° The production of mixed (biazoiques) biozoic dye-stuffs or colouring matters by
a combination of the interinediate products consisting of one molecule of the tetrazo
derivatives mentioned in claim 2 and one molecule of the naphthylamine sulpho acid
mentioned in claim 3 with one molecule of para-amidobenzylsulpho acid
Did th.. 6th dor of Mix 1980
J. CLARK JEFFERSON, A.R S.M.,
2, East Parade, Leeds, Agents for Applicant.
J. CLARK JEFFERSON, A.R S.M.,
2, East Parade, Leeds, Agents for Applicant.