Processes for the Production of Dye-stuffs.
Year: 1893

page_text: Date of Application, 10th Oct., 1893
Complete Specification Left, 13th June, 1894-Accepted, 14th July, 1894
PROVISIONAL SPECIFICATION.
[Communicated from abroad by GUSTAV ADOLF DAHL, of the Firm of Dahl and
Company, Barmen, in the Kingdom of Prussia, Dye-stuff Manufacturers.]
Processes for the Production of Dye-stuffs.
I ADOLF BANG of Basinghall Street Leeds in the County of York Dye-stuff
Merchant do hereby declare the nature of this invention to be as follows:-
The sulpho acids of di-ß-naphtylmetaphenylenediamine by the action of nitroso
compounds of alkylised aniline and toluidine, as well as of amidoazo compounds or
their sulphoacids give blue to violet dyestuffs, which are suitable chiefly for woollen
dyeing.
The production of such a dye-stuff from nitroso-dimethylanilin and di-ẞ-naphtyl-
metaphenylenediaminedisulpho acid takes place in the following manner.
56-4 kilogrammes (124.1 lbs.) (1 molecule of the soda salt of the di-3-naphtyl-
metaphenylenediaminedisulpho acid are dissolved in 500 litres of water, the solution
cooled to 5-10 degrees centigrade, acidified with 20 kilogrammes (44 lbs.) of
acetic acid of 30% strength and slowly mixed with 28 kilogrammes (61-6 lbs.)
(1.5 molecules) of hydrochloric salt of nitrosodimethylanilin, washed up in water,
(or the corresponding quantity of the base of the same). The deposit remains
standing with continual stirring for 24 hours at the ordinary temperature. The
solution gradually becomes of a deep blue. After all the nitrosodimethylanilin bas
disappeared the solution is neutralized with soda and the separation of the dyestuff
completed with common salt. It dyes woollen in an acid bath a deep blue. The
production of the dyestuff by means of other nitroso compounds of mono- and
dialkylised aniline and toluidine for example of mono-methylaniline, of mono- and
diethylanilin, monomethyl- and monoæthyl toluidine proceeds in an exactly
analoguous manner.
If the dyestuff is to be prepared from B-dinaphtylmetaphenylenediaminedisulpho
acid and dimethylamidoazobenzolsulpho acid, then 49 kilogrammes (107.8 lbs.) of
the soda salt of dimethylamidoazobenzolmonosulpho acid and 56 kilogrammes
(123-2 lbs.) of the soda salt of di-ẞ-naphtylmeta phenylenediaminedisulpho acid is
dissolved in about 600 litres of water, 20 kilogrammes (44 lbs.) of 30 per cent.
acetic acid added and heated in a suitable stirring vessel to 90-95 degrees
centigrade. After about 4 hours heating the reaction is finished. The dyestuff
solution is neutralized with soda and the dyestuff separated out by means of
common salt. It dyes exactly as the above described dyestuff obtained from
nitrosodimethylaniline.
As from dimethylamidoazobenzulmonosulpho acid, so by the employment of the
following amidoazo compounds similar dyestuffs are obtained, the proportions to be
so chosen that for each molecule of the dinaphtylmetaphenylenediamine sulpho acid
there are 1 molecules of amidoazo compounds.
Amidoazobenzol, mono and dimethylamidoazobenzol, phenylamidoazobenzol, or
the corresponding orthotoluidin compounds and their sulpho acids; methyl- or aethyl-
benzylanilinesulpho acid azobenzolsulphoacid, benzylsulphoacidazo-a-naphtylamine,
benzolsulphoacidazophenyl-(or tolyl)-a naphtylamine, benzolsulphoacidazo-
methyldiphenylamine, benzolsulphoacidazophenylmethyl-a-naphtylamine.
Dated this 9th day of October 1893.

page_text: RECORDED 10r the Production of Dye-stuffs.
I ADOLF BANG of Basinghall Street Leeds in the County of York, Dye-stuff
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 :-
The sulpho acids of di-ß-naphtylmetaphenylenediamine by the action of nitroso-
compounds of alkylised aniline and toluidine, as well as of amidoazo compounds or
their sulpho acids give blue to violet dyestuffs, which are suitable chiefly for woollen
dyeing.
The production of such a dyestuff from nitroso-dimethylanilin and di-ß-naphtyl-
metaphenylenediaminedisulpho acid takes place in the following manner.
56.4 kilogrammes (124.1 lbs.) (one molecule) of the soda salt of the di-ẞ-naphtyl-
metaphenylenediaminedisulpho acid are dissolved in 500 litres of water, the solution
cooled to 5-10 degrees centigrade, acidified with 20 kilogrammes (44 lbs.) of
acetic acid of 30% strength and slowly mixed with 28 kilogrammes (61.6 lbs.) (one
and a half molecules) of hydrochloric salt of nitrosodimethylanilin, washed up in
water; (or the corresponding quantity of the base of the same). The deposit
remains standing with continual stirring for 24 hours at the ordinary temperature.
The solution gradually becomes of a deep blue. After all the nitrosodimethylanilin
has disappeared, the solution is neutralized with soda, and the separation of the
dyestuff completed with common salt. It dyes woollen in an acid bath a deep blue.
The production of the dyestuff by means of other nitroso compounds of mono- and
dialkylised aniline and toluidine, of mono- and diæthylanilin, monomethyl- and
monoæthyl-toluidine proceeds in an exactly analoguous manner.
If the dyestuff is to be prepared from B-dinaphtylmetaphenylenediamine-
disulpho acid and dimethylamidoazobenzolsulpho acid, then 49 kilogrammes
(107.8 lbs.) of the soda salt of dimethylamidoazobenzulmonosulpho acid and
56 kilogrammes (123.2 lbs.) of the soda salt of di-ẞ-naphtylmetaphenylenediamine-
disulpho acid is dissolved in about 600 litres of water, 20 kilogrammes (44 lbs.)
of 30 per cent. acetic acid added, and heated in a suitable stirring vessel to
90-95 degrees centigrade. After about 4 hours heating the reaction is finished.
The dyestuff solution is neutralized with soda, and the dyestuff separated out by
means of common salt. It dyes exactly as the above described dyestuff obtained
from nitrosodimethylaniline.
As from dimethylamidoazobenzolmono sulpho acid, so by the employment of the
following amidoazo compounds similar dyestuffs are obtained, the proportions to be
so chosen, that for each molecule of the dinaphtylmetaphenylenediamine sulpho
acid there are one and a half molecules of amidoazo compounds.
Amidoazobenzol, mono- and di-methylamidoazobenzol, phenylamidoazobenzol, or
the corresponding orthotoluidin compounds and their sulpho acids; methyl- or æthyl-
benzylanilinesulphoacidazobenzolsulpho acid, benzolsulphoacidazo-a-naphtylamine,
benzolsulphoacidazophenyl-(or tolyl)-a-naphtylamine, benzolsulphoacidazo
methyldiphenylamine, benzolsulphoacidazophenylmethyl-a-naphtylamine.
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
1st. The method or processes for the production of dyestuffs, consisting in the
action of nitroso-compounds of alkylised aniline and toluidine on the sulpho acids
of di-ß-naphtylmetaphenylenediamine substantially as herein set forth or exemplified.
2nd. The method or processes for the production of dyestuffs, consisting in the

page_text: action of amidoazo compounds or their sulpho acids on the sulpho acids of di-ß
naphtylmetaphenylenediamine substantially as herein set forth or exemplified.
3rd. Dyestuffs produced or which may be produced by means of the methods or
processes forming the subject matter of Claims 1 and 2.
Dated this 12th day of June 1894.
J. CLARK JEFFERSON,
2, East Parade, Leeds, Agent for Applicant.