New or Improved Manufacture of Azo Dye Stuffs.
Year: 1888

page_text: Date of Application, 8th Oct., 1888
Complete Specification Left, 8th July, 1889-Accepted, 10th Aug.. 1889
PROVISIONAL SPECIFICATION.
New or Improved Manufacture of Azo Dye Stuffs.
I BENJAMIN WILLCOX of 47 Lincolns Inn Fields in the County of Middlesex
Patent Agent do hereby declare the nature of this Invention which has been com-
municated to me from abroad by Farbenfabriken vorm F. Bayer & Co. of Elberfeld
in the Empire of Germany to be as follows:-
This Invention relates to a process for the production of azo dyestuffs for direct
dyeing consisting in combining with phenyl alpha naphthylamine and tolyl alpha
naphthylamine the diazo compounds of the amido azo compounds which are obtained
by the action of alpha naphthylamine upon the diazo compounds of the disulpho acids
of aniline toluidine and beta naphthylamine and of the amido naphthaline azo
benzene disulpho acid obtained by the further Sulphurization of amido naphthaline
azo benzene mono sulpho acid.
When the diazo compounds of those amido azo substances which result from the
action of diazo Sulpho Acids upon Alpha Naphthylamine are caused to act upon
alpha and beta Naphthol and the mono and di-sulpho acids thereof dyestuffs are
obtained which dye wool a blue black colour. On the other hand if those secondary
amides of alpha Naphthylamine such as phenyl-alpha Naphthylamine and tolyl alpha
naphthylamine which have not heretofore been employed in the manufacture of azo
dyes in particular be employed in place of the above mentioned alpha and beta
Naphthol and their Sulpho Acids, there results as my foreign correspondents have
now discovered beautiful dyestuffs dyeing wool a deep black which are in every
respect superior to those obtained from Naphthols being much stronger and very
fast.
The disulpho acids of amines such as those of aniline, toluidine and beta naphthyl-
amine and of the dyestuff alpha naphthylamine azo-benzene are preferably employed
in the production of this description of dye-stuff. The diazo compound of the
amido azo compound is salted out and placed in an Alcoholic solution of phenyl alpha
naphthylamine or tolyl alpha naphthylamine. After standing for about twenty four
hours it is gently heated and the dyestuff acid thus obtained is filtered off and
is converted by dissolving in alkali into the dyestuff which is separated by salting
out.
The following is an example of the manufacture of a new dyestuff according to
this Invention.
Dyestuff obtained from p amido benzene disulpho acid and alpha Naphthylamino
and phenyl alpha Naphthylamine.
About 23-3 parts by weight (23.3 kilos) of p amido benzene disulpho acid are
converted in the known manner into their diazo combination and to the solution
thereof is added a hydrochloric acid solution of about twenty parts by weight
(20 kilos) of Alpha Naphthylamine. The amido azo substance which is immediately
formed is a very readily soluble dyestuff. To convert it into its diazo combination the
clear deep red liquid mixed with a solution of about ten parts by weight (10 kilos)
of Nitrite in about one hundred parts by weight (100 litres) of water-After standing
for several hours the diazo combination or compound separates in the form of
glittering crystals which are removed by filtration and introduced into an alcoholic
solution of about thirty five parts by weight (35 kilos) of Pheny! Alpha Naphthyl-
amine After standing for about twenty four hours it is slightly heated and the
dyestuff acid formed being filtered off is converted by dissolving it in alkali into the
dyestuff which can be readily separated by salting out. This dyestuff dyes wool a
beautiful deep black.

page_text: A similar dyestuff may be obtained by substituting for the phenyl alpha naphthyl-
amine an equivalent amount of tolyl alpha naphthylamine-Like results may be
obtained by employing the disulpho acids of aniline toluidine and beta naphthylamine
in place of the p amido benzene disulpho acids herein before referred to.
Dated this 8th day of October 1888.
J. H. JOHNSON & Co.,
47, Lincoln's Inn Fields, London, Agents.
COMPLETE SPECIFICATION.
New or Improved Manufacture of Azo-dye Stuffs.
I BENJAMIN WILLCOX of 47 Lincolns Inn Fields in the County of Middlesex
Patent Agent (a communication from the Farbenfabriken vormals Friedrich Bayer & Co.
of Elberfeld in the Empire of Germany) do hereby declare the nature of this Inven-
tion and in what manner the same is to be performed to be particularly described and
ascertained in and by the following statement:-
This Invention relates to a process for the production of azo dye stuffs consisting
in combining phenyl alpha naphthylamine or tolyl alpha naphthylamine with those
diazo compounds of the amido-azo compounds resulting from the action of alpha
naphthylamine upon the diazo compounds of the disulphoacids of aniline, alpha and
beta-naphthylamine.
When the diazo compounds of those amido-azo substances which result from the
action of diazodisulpho acids upon alpha naphthylamine are caused to act upon alpha
and beta naphthol and the mono and disulpho acids thereof, dyestuffs are obtained
which dye wool a blue black colour. On the other hand if these secondary amides
of alpha naphthylamine such as phenyl-alpha-naphthylamine and tolyl-alpha-naphthyl-
amine, which have not heretofore been employed in the manufacture of azo-dyes in
particular be employed in place of the above mentioned alpha and beta naphthol
and their sulpho acids there results as my foreign Correspondents have now discovered,
beautiful dye stuffs dyeing wool a deep black which are in every respect superior to
those obtained from naphthols and their sulpho acids, being much stronger and very
fast against the action of light.
Generally in carrying out this Invention the diazo compounds of the amido-azo-
compounds are salted out and poured into an alcoholic solution of phenyl-alpha-
naphthylamine or tolyl-alpha-naphthylamine. After standing for about twenty four
hours the mixtures are gently heated and the dyestuff acids, thus obtained filtered off
and converted by dissolving in alkali into the dyestuffs, which are isolated in the well
known manner by salting out, filtering and drying.
In the following I give an example of the manufacture of a new dye stuff according
to this Invention.
DYE STUFF OBTAINED FROM PARA-AMIDO-BENZENE-DISULPHO-ACID ALPHA NAPHTHYL-
AMINE AND PHENYL ALPHA NAPHTHYLAMINE.
About 23.3 parts by weight (23-3 kilos) of para-amido-benzene disulpho acid
are converted in the known manner into their diazo compound and to the solution
thereof is added a hydrochloric acid solution of about 20 parts by weight (20 kilos)
of alpha naphthylamine. The amido-azo-substance which is immediately formed is a
very readily soluble dyestuff. To convert it into its diazo combination the clear deep
red liquid is mixed with a solution of about ten parts by weight (10 kilos) of nitrite
in about one hundred parts by weight (100 litres) of water. After standing for
several hours the diazo compound separates in the form of glittering crystals which
are removed by filtration and introduced into an alcoholic solution of about thirty five
parts by weight (35 kilos) of phenyl-alpha-naphthylamine. After standing for about
20 hours this is filtered and the dye stuff acid formed is converted by dissolving in
L'
"

page_text: alkali into the dyestuff itself which can be readily separated by salting out. This
dyestuff dyes in the best manner with common salt wool a beautiful deep black.
A similar dyestuff may be obtained by substituting for the phenyl-alpha-naphthyl-
amine an equivalent amount of tolyl-alpha-naphthylamine.
Like results may be obtained by employing the disulpho acids of alpha and beta
naphthylamine in place of the Paramido-benzene-disulpho acid hereinbefore referred to.
Having now particularly described and ascertained the nature of the said inven-
tion and in what manner the same is to be performed I declare that what I
claim is:-
1. The production of azo dyestuffs by combining the diazo-compounds of those
amidonaphthalene-azo-compounds, which are obtained by combining alpha-naphthyl-
amine with the diazo-compounds of the disulpho-acids of Aniline, alpha and beta
naphthylamine, with phenyl-alpha-naphthylamine or tolyl-alpha-naphthylamine sub-
stantially as herein before set forth.
2. As new articles of manufacture the new dyestuffs herein before described.