IMPROVEMENTS IN THE MANUFACTURE OF RED AZO DYE STUFFS OR COLORING MATTERS to be as follows:-
Year: 1884

page_text: I EMIL ELSÄSSER of Brögler Strasze Barmen in the Kingdom of Prussia,
Chemist to the Farben-Fabrik von Dall and Company of Barmen in the Kingdom
of Prussia do hereby declare the nature of said invention for "IMPROVEMENTS
IN THE MANUFACTURE OF RED AZO DYE STUFFS OR COLORING MATTERS to be as
follows:-
"
The diazo compounds of the Beta-naphtylamine mono sulpho acid III [described
in my former Specification of "improvements in the manufacture of several mono
sulpho-acids of Beta-naphtylamine" No 7712 of 1884 which has hitherto been
unknown] produce when treated with weak alkaline solutions of alpha and
Beta-naphthol sulpho acids, red azo dyes which have been hitherto unknown.
In my former Specification N° 7712 of 1884 I have mentioned an hitherto
unknown beta-naphtylamine mono sulpho acid III whose sodium salt is readily
soluble in 93% to 96% alcohol and whose barium salt is readily soluble in water.
The diazo-compounds of this beta-naphtylamine mono sulpho acid (III) produce
when treated with weak alkaline solutions of alpha- and beta-naphtol sulpho acids,
red azo dyes which have been hitherto quite unknown. As specially important for
dyeing and printing are the red azo dyes which are produced by combination with
the alpha naphtol sulpho acids obtained from Piria's Napthion acid and Laurents
sulpho naphtalidam acid (ie the alpha naphtol mono sulpho acids may be obtained
from naphtion acid or sulpho naphtalidam acid).
By Piria's Naphtionic acid is meant the alpha naphtylamine mono sulpho acid
(alpha-naphtylamine sulpho acid) which, according to a method given by Piria, is
obtained by heating to boiling alpha-nitro-naphtaline with sulphite of ammonium.
(Liebeg's Annalen dez Chemie Bd 78 pag 31); and also by the action of ordinary
or fuming sulphuric acid on alpha-naphtylamine (Schmidt ŭ Schaal Berichte der
deutschen chemischen Gesellschaft Bd 7 p 1368. Savile and Winther ibid Bd 13
pag 1948. Cleve Bul de la soc chque Bd 26 pag. 241). The empirical formula of
the acid is Co H, N SO,.
The sulpho naphtalidam acid (Laurent's sulpho naphtalidemic-acid) is an
analogous compound to Piria's naphtionic acid. According to Laurent's description
it is obtained by the reduction of the alpha nitro naphtalin mono sulpho acid
which is produced by the action of fuming sulphuric acid on alpha nitro

page_text: naphtaline (1 cap rend des tra de chim par Laurent et Gerhardt 1849 p 390) and
also according to Cléve by the reduction of the alpha nitro naphtalin mono sulpho
acid obtained by the action of nitric acid on alpha naphtalin mono sulpho acid
(Cléve Bl d. 1. soc chque 24 pg 511).
These two alpha naphtol sulpho acids are produced as known by gradually
adding the diazo compounds obtained by the action of nitrate of soda on naphtion
acid or sulpho naphtalidam acid to boiling water strongly acidulated with sulphuric
acid and afterwards neutralizing the solution with lime or chalk and evaporating.
The sodium salt of my new mono-sulpho acid of Beta-naphtylamine is readily
soluble in 93 to 96 per cent alcohol and the barium salt of the same is readily
soluble in water.
In order to produce a scarlet red dye I add to a solution of my new sulpho acid
of Beta-naphtylamine, one and a half times its quantity of hydrochloric acid of
1-15 specific gravity and 0.33 parts of nitrate of soda and allow the solution of the
diazo compounds to flow into a cold but always slightly alkaline solution of
alpha-naphtol sulpho acid from naphtion acid.
The dye thus obtained is separated by means of common salt and purified by
being re-dissolved."
If instead of the alpha naphtol mono sulpho acid from naphtion acid, that from
sulpho-naphtalidam acid is employed a bluish red dye is obtained.
Instead of the perfectly pure Beta naphtylamine mono sulpho acid III, the
mixture the two beta-naphtylamine mono sulpho acids II and III (mentioned in
my former Specification No 7712 of 1884) may be employed direct; which mixture
is extracted by means of alcohol from the sodium salt of the mixture of the three
Beta-naphtylamine mono sulpho acids.
Dated this Fourteenth day of May 1884.

page_text: I EMIL ELSÄSSER of Brögler Strasze Barmen in the Kingdom of Prussia
Chemist to the Farben-Fabrik von Dahl and Company of Barmen in the Kingdom
of Prussia do hereby declare the nature of said Invention for "IMPROVEMENTS
IN THE MANUFACTURE OF RED AZO DYE STUFFS OR COLORING MATTERS
" and in
what manner the same is to be performed to be particularly described and
ascertained in and by the following statement:-
°
In my former specification N° 7712 of 1884 I have mentioned an hitherto
unknown mono-sulpho acid (III) of Beta-naphtylamine whose sodium salt is
readily soluble in 93% to 96 per cent alcohol, and whose barium salt is readily
soluble in water. The diazo compounds of this mono-sulpho-acid (III) of beta-
naphtylamine produce when treated with weak alkaline solutions of alpha- and
beta-naphtol sulpho acids, red azo dyes, which have been hitherto quite unknown.
As specially important for dyeing and printing are the red azo dyes which are
produced by combination with the alpha-naphtol sulpho acids obtained from Pirias
Naphtion Acid and Laurents sulpho-naphtalidam acid (ie the alpha naphtol
mono-sulpho acids may be obtained from naphtion acid or sulpho-naphtalidam
acid.
By Piria's Naphtionic Acid is meant the alpha naphtylamine mono sulpho acid
(alpha naphtylamine sulpho acid) which according to a method given by Piria is
obtained by heating to boiling alpha-nitro-naphtaline with Sulphite of Ainmonium
(Liebigs Annalen der Chemie Bd 75 pag. 31), and also by the action of ordinary or
fuming sulphuric acid on alpha naphtylamine. (Schmidt Schaal. Berichte der
deutschen chemischen Gesellschaft Bd 7 png 1368. Nevile u Winther ibid Bd 13
pag 1948. Clève Bul de la soc. chque Bd 26 pag 241) The empirical formula of
the acid is C, H, N SO..
The sulpho-naphtalidam acid (Laurents sulpho naphtalidamic acid) is an
analogous compound to Pirias naphtionic acid. According to Laurents description
it is obtained by the reduction of the alpha nitro naphtaline mono sulpho acid,
which is produced by the action of fuming sulphuric acid on alpha nitro
naphtaline; (compt rend. des trav de chim par Laurent et Gerhardt 1849 p 390)
and also according to Clève by the reduction of the alpha-nitro-naphtaline mono
sulpho acid obtained by the action of nitric acid on alpha naphtaline mono sulpho
acid (Clève Bl. d. 1. soc. chque 24 pg. 511).
These two alpha naphtol sulpho acids are produced as known by gradually
adding, the diazo compounds obtained by the action of nitrite of sodium on
naphtion acid or sulpho naphtalidam acid, to boiling water strongly acidulated
with sulphuric acid, and afterwards neutralizing the solution with lime or chalk
and evaporating.
The sodium salt of my new mono sulpho acid of Beta-naphtylamine is readily
soluble in 93 to 96 per cent alcohol, and the barium salt of the same is readily
soluble in water. In order to produce a scarlet red dye, I add to a solution of my
new sulpho acid of Beta-naphtylamine, one and a half times its quantity of
hydrochloric acid of 1·15 specific gravity and 0.33 parts of nitrite of sodium and
allow the solution of the diazo compounds to flow into a cold but always slightly
alkaline solution of alpha naphtol sulpho acid from naphtion acid.
The dye thus obtained is separated by means of common salt and purified by
being re-dissolved.
If instead of the alpha naphtol mono sulpho acid from naphtion acid, that from
sulpho naphtalidam acid is employed a bluish red dye is obtained.

page_text: Instead of the perfectly pure Beta-naphtylamine mono sulpho acid III, the
mixture of the two mono-sulpho acids II and III of Beta naphtylamine (mentioned
n my former specification N° 7712 of 1884) may be employed direct which mixture
s extracted by means of alcohol from the sodium salt of the mixture of the three
mono sulpho acids of Beta-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 :-
1° The method of producing or manufacturing red azo dye stuffs or coloring
matters from the diazo compounds of the mono-sulpho acid III of Beta-
naphtylamine (mentioned in my former specification N° 7712 dated 14th
May 1884) with alpha naphtol mono-sulpho-acid obtained from naphtion
acid or froin sulpho naphtalidam acid substantially as herein set forth.
2 The method of producing or manufacturing red azo dye stuffs or coloring
matters from the diazo compounds of the mixture of the soda salts of the
acids II and III (mentioned in my former specification No 7712-1884)
with alpha naphtol mono sulpho acids obtained from naphtion acid or
sulpho naphtalidam acid substantially as herein set forth.
Dated this Twenty second day of October 1884.