ESTUFFS ONE AMIDO-
Year: 1890

page_text: Date of Application, 27th Nov., 1890
Complete Specification Left, 25th Aug., 1891-Accepted, 26th Sept., 1891
These bodies with 2 equivalents of y amido-naphtolsulphonic acid produce
new coloring matters, consisting of one equivalent of the paradiamine and of
3 equivalents y amidonaphtolsulphonic acid; they possess in still higher degree
the valuable properties of the dyestuffs of the Patent 166999. They dye unmor-
danted cotton a black fast to light and washing, they can be diazotized on the fibre
and combined for producing further dyestuffs.
Example: 18.4 kilos. benzidine are diazotized and introduced into a cold diluted
solution of soda, immediately after this a solution of 27 kilos. y amidonaphtol-
sulphonic acid is added, the intermediate body separates immediately in the form
of a blackish brown precipitate, the same is acidulated and 7 kilos. nitrite of soda
are added. The precipitate takes a violet color and goes partly into solution.
amido-
After one to two hours it is poured into an alkaline solution of 54 kilos.
naphtolsulphonic acid. The dye-stuff separates in the form of a black precipitate.
If tolidine, methylebenzidine, diamidoethoxydiphenyle, diamidodiphenole-ether
or diamidostilbene are used, the reaction and the result are quite analogous.
2. DYESTUFFS
ONE
AMIDO-
a
DERIVING FROM ONE
NAPHTYLAMINE AND
NAPHTOLSULPHONIC ACID.
EQUIVALENT
TWO
P. DIAMINE,
EQUIVALENTS Y
EQUIVALENT
The process is a combination of the processes for producing diamine black (British
Patent 166998) and naphtol black (British Patent 921485). "Its object is to enhance
the black-dyeing property of diamine black by the introduction of one molecule of
a naphtylamine.
It is known that benzidine and analogous diamines combine with a naphtyl-
amine forming intermediate bodies, if such bodies are treated with nitrous acid,
they produce tetrazoazo bodies-these combine with y amidonaphtolsulphonic acid
in alkaline solution producing black dyestuffs. These are of great intensity, in
[DC1

page_text: Example: 21-2 kilos. tolidine are diazotized and the tetrazocompound added to
an aqueous solution of 18 kilos. a naphtylamine chlorhydrate; it is let stand during
24 hours and then 7 kilos. nitrite of soda is added which causes the violet shade of
the solution to turn into a yellowish-brown; then it is let run into the alkaline
solution of 54 kilos. of y amidonaphtolsulphonic acid. The dyestuff separates as a
black precipitate.
The reaction is the same when other diamines, as benzidine, methylebenzidine,
diamidoethoxydiphenyle, diamidodiphenole-ether are used.
3. DYESTUFFS DERIVING FROM ONE EQUIVALENT OF P. DIAMINE, ONE
EQUIVALENT OF 7 AMIDONAPHTOLSULPHONIC ACID AND TWO EQUIVA-
LENTS OF ANOTHER PHENOL OR AMINE.
If the new tetrazocompounds, which are produced by diazotizing the intermediate
product from p. diamine and y amidonaphtolsulpho acid as described in the first
process, are combined with phenols or amines, new azo coloring-matters are
produced, which surpass the known benzidine colors in their intensity and fastness.
Example: 22.8 kilos. of diamidoethoxydiphenyle are tetrazotized. The tetrazo-
compound is poured into a cooled diluted solution of carbonate of soda and 27 kilos.
of y amidonaphtolsulpho acid are quickly added. The solution is acidulated and
7 kilos. of nitrite of soda are introduced. After standing for a short time, the
tetrazocompound will be formed. By combining this tetrazocompound with 50 kilos.
of a naphtol a sulphonic acid a dark-blue coloring-matter is obtained, which dyes
unmordanted cotton to an indigo shade. The other naphtolsulphonic acids produce
similar dyestuff's.
The analogous combinations with naphtylamine sulphonic acid (such as naphtionic
acid, naphtylamine sulphonic acid For ẞ) are blackish violet dyestuff's of
remarkable intensity.
Dated this 27th day of November 1800
CARPMAEL & Co.,
Agents for the Applicant.
COMPLETE SPECIFICATION.
The Preparation of Coloring Matters with Gamma-amido-
naphtolsulphonic Acid.
I, SYDNEY PITT of Sutton, in the County of Surrey, Gentleman, (a communi-
cation to me from abroad by Leopold Cassella & Co. of Frankfort-on-Main, in the
Empire of Germany, Chemists,) 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 :-
This invention has for its object the preparation of coloring-matters with gamma-
amido-naphtol-sulphonic acid.
1. DYE-STUFFS DERIVING FROM P. DIAMINES AND 3 EQUIVALENTS
Y AMIDONAPHTOLSULPHONIC ACID.
In the Specification No. 1669989 there is described the combination of benzidine
or analogous paradiamines with one equivalent of y amido-naphtolsulphonic acid in

page_text: alkaline solution. As shown in the same Specification the combination of this acid
in alkaline solution gives rise to azo bodies which still contain a free amido-group.
If such an intermediate body is treated with nitrous acid, new tetrazoazo-compounds
are obtained of the general constitution.
These bodies with 2 equivalents of y amidonaphtolsulphonic acid produce new
colouring matters, consisting of one equivalent of the paradiamine and of
3 equivalents y amidonaphtolsulphonic acid; they possess in still higher degree the
valuable properties of the dyestuffs of the Patent 166999. They dye unmordanted
cotton a black fast to light and washing, they can be diazotized on the fibre and
combined for producing further dyestuffs.
Example: 184 kilos. benzidine are diazotized and introduced into a cold diluted
solution of soda, immediately after this a solution of 27 kilos. Y amidonaphtol-
sulphonic acid is added, the intermediate body separates immediately in the form
of a blackish brown precipitate, the same is acidulated and 7 kilos. nitrite of soda
are added. The precipitate takes a violet color and goes partly into solution.
amido-
After one to two hours it is poured into an alkaline solution of 54 kilos.
naphtolsulphonic acid. The dye-stuff separates in the form of a black precipitate.
If tolidine, methylebenzidine, diamidoethoxydiphenyle, diamidodiphenole-ether
or diamidostilbene are used, the reaction and the result are quite analogous.
2. DYESTUFFS
DERIVING
ONE
AMIDO-
P. DIAMINE,
EQUIVALENTS Y
FROM ONE EQUIVALENT
EQUIVALENT a NAPHTYLAMINE AND TWO
NAPHTOLSUPHONIC ACID.
The process is a combination of the processes for producing diamine black (British
Patent 1669989) and naphtol black (British Patent 921485). Its object is to
enhance the black-dyeing property of diamine black by the introduction of one
molecule of a naphtylamine.
It is known that benzidine and analogous diamines combine with a naphtylamine
forming intermediate bodies if such bodies are treated with nitrous acid, they
produce tetrazoazobodies these combine with y amidonaphtolsulphonic acid in
alkaline solution producing black dyestuffs. These are of great intensity, in other
respects they correspond with the dyestuffs of the Patent 166998 their constitution
H
Example: 212 kilos. tolidine are diazotized and the tetrazocompound added to
an aqueous solution of 18 kilos. a naphtylamine chlorhydrate; it is let stand during
24 hours and then 7 kilos. nitrite of soda is added which causes the violet shade
of the solution to turn into a yellowish brown; then it is let run into the alkaline
solution of 54 kilos. of y amidonaphtolsulphonic acid. The dyestuff separates as a
black precipitate.
The reaction is the same when other diamines, as benzidine, methylebenzidine,
diamidoethoxydiphenyle, diamidodiphenole-ether are used.
3. DYESTUFFS DERIVING FROM ONE EQUIVALENT OF P. DIAMINE, ONE
EQUIVALENT OF Y AMIDONAPHTOLSULPHONIC ACID AND
LENTS OF ANOTHER PHENOL OR AMINE.
TWO EQUIVA-
If the new tetrazocompounds, which are produced by diazotizing the intermediate
product from p. diamine and y amidonaphtolsulpho acid as described in the first

page_text: process, are combined with phenols or amines, new azo coloring matters are
produced, which surpass the known benzidine colors in their intensity and fastness.
Example: 22.8 kilos. of diamidoethoxydiphenyle are tetrazotized. The tetrazo-
compound is poured into a cooled diluted solution of carbonate of soda and 27 kilos.
of y amidonaphtolsulpho acid are quickly added. The solution is acidulated and
7 kilos. of nitrite of soda are introduced. After standing for a short time, the
tetrazo-compound will be formed. By combining this tetrazocompound with
50 kilos. of a naphtol a sulphonic acid a dark-blue coloring-matter is obtained,
which dyes unmordanted cotton to an indigo shade. The other naphtolsulphonic
acids produce similar dyestuffs.
The analogous combinations with naphtylamine sulphonic acid (such as naphtionic
acid, naphtylamine sulphonic acid F or (3) are blackish violet dyestuffs of
remarkable intensity.
Having now particularly described and ascertained the nature of my said inven-
tion and in what manner the same is to be performed I declare that what I
claim is :-
1.) The process of preparing coloring-matters by diazotising the intermediate
product which results from the action of one equivalent of the tetrazo derivatives
of the paradiamines mentioned above, upon one equivalent of y amidonaphtolsulpho
acid in an alkaline solution and combining the thus obtained secondary tetrazo
compound-
a.
with 2 equivalents of y amidonaphtolsulpho acid in an alkaline solution, or
b.) with 2 equivalents of another amine or phenol or amidophenolic body
or sulpho acids of such substances.
2.) The process of preparing coloring matters by diazotising the intermediate
product which results from the action of one equivalent of the tetrazo derivatives
of the para diamines mentioned above upon one equivalent of a naphtylamine and
combining the thus obtained secondary tetrazo compound with two equivalents of
y amidonaphtolsulpho acid in an alkaline solution.
3.) The new coloring matters hereinbefore described.
Dated this 20th day of July 1801
CARPMAEL & Co.,
Agents for the Applicant.