diphenyldicarbonacid and from its Methyl and Aethyl Ethers.
Year: 1887

page_text: Date of Application, 9th June, 1887
Complete Left, 9th Mar., 1888
Complete Accepted, 20th Apr., 1888
diphenyldicarbonacid and from its Methyl and Aethyl Ethers.
I, LUDWIG PAUL of Fürstenberg a/Oder, in the Empire of Germany, Doctor of
Philosophy, do hereby declare the nature of my invention to be as follows:-
I have found that the Metadiamidodiphenacid :
CH,
N.H,
C.O., O.H
CH, N.H
ju.O., O.H
when tetrazotised or diazotised, and combined with aromatic Amines or Phenoles or
the sulfoacids of these bodies, gives a series of good coloring matters which may
advantageously be employed for dyeing.
Example 1. 10 Kg. Metadiamidodiphenacid are stirred up in 100 Kg, water and
dissolved by addition of 164 Kg. hydrochloric acid. Then, a solution of 5,2 Kg.
Nitrate of Soda is slowly added, the temperature being kept by ice or otherwise at
5° Celsius. After some rest, the Tetrazodiphenyldicarbonacid thus obtained is placed
in a solution of 26 Kg. ẞ Naphtoldisulfonate of Soda (R salt) in 100 Kg. water and
3 Kg. Ammonia (10 %).
The coloring matter thus formed is salted out afterwards and purified, if necessary,
by one of the well known ways.
Example 2. 10 Kg. Diamidodiphenacid are diazotised as above stated, and placed
in a solution of 18,2 Kg. Naphtionate of Soda and 4 Kg. acetate of Soda in 200 Kg.
water; after a rest of 24 hours the acid of the formed coloring matter is filtered,
stirred up again in water, dissolved by the addition of ammonia and precipitated by
salt.
Example 3. 10 Kg. Diamidodiphenacid are dissolved in 10 Kg. water under
addition of 16 Kg. hydrochloric acid, and, whilst the operation is cooled from
outside, diazotised. After some rest, the Tetrazo compound is precipitated almost
completely. It is filtered, stirred up in some cold spirit and then slowly poured
into a solution of 12,6 Kg. Diphenylamine in a twenty-fold quantity of spirit and
Price 6d1

page_text: a sevenfold quantity of hydrochloric acid. The reaction is very vehement and care
has to be taken by cooling from outside, that the temperature does not exceed
1.0° Celsius. After a rest of 12 hours the acid of the coloring matter so obtained
is filtered, dissolved by addition of ammonia and precipitated by common salt.
The bodies obtained in this manner by the combination of Tetrazodiphenyldicarbon-
acid with one or two molecules of one and the same, or 2 molecules of different
aromatic primary amines, or their sulfoacids, may be diazotised or tetrazotised and
combined with one or two molecules of an aromatic Amine or Phenole or a sulfoacid
of one of these bodies.

page_text: when tetrazotised or diazotised and combined with aromatic Amines or Phenoles or
the sulfoacids of these bodies gives a series of good colouring matters which may
advantageously be employed for dyeing.
Example 1. 10 Kg. Metadiamidodiphenacid are stirred up in 100 Kg. water and
dissolved by addition of 16 Kg. hydrochloric acid. Then a solution of 5,2 Kg.
Nitrite of Soda is slowly added the temperature being kept by ice or otherwise at
5° Celsius. After some rest the Tetrazodiphenyldicarbonacid thus obtained is placed
in a solution of 26 Kg. ẞ Naphtoldisulfonate of Soda (R salt) in 100 Kg. water
and 3 Kg. Ammonia (10 %).
The colouring matter thus formed is salted out afterwards and purified, if necessary,
by one of the well known ways.
Example 2. 10 Kg. Diamidodiphenacid are diazotised as above stated and placed
in a solution of 182 Kg. Naphtionate of Soda and 4 Kg. acetate of Soda in
200 Kg. water, after a rest of 24 hours the acid of the colouring mattor formed is
filtered, stirred up again in water dissolved by the addition of ammonia and precipitated
by salt.
Example 3. 10 Kg. Diamidodiphenacid are dissolved in 10 Kg. water under
addition of 16 Kg. hydrochloric acid and whilst the operation is cooled from outside,
diazotised. After some rest the Tetrazo compound is precipitated almost completely.
It is filtered stirred up in some cold spirit and then slowly poured into a solution of
12.6 Kg. Diphenylamine in a twentyfold quantity of spirit and a sevenfold quantity
of hydrochloric acid.
The reaction is very vehement and care has to be taken, by cooling from outside
that the temperature does not exceed 10° Celsius. After a rest of 12 hours the acid
of the colouring matter so obtained is filtered, dissolved by addition of ammonia and
precipitated by common salt.

page_text: The bodies obtained in this manner by the combination of Tetrazodiphenyldicarbon-
acid with one or two molecules of one and the same or 2 molecules of different
aromatic primary amines or their sulfoacids may be diazotised or tetrazotised and
combined with one or two molecules of an aromatic amine or Phenole or a sulfoacid
of one of these bodies.
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. Combination of the Tetrazodiphenyldicarbon acid or its Methyl or Aethyl, ethers
with one or two molecules of the following bodies
a. Aniline, Toluidine, Xylidine, Cumidine Alpha and Betanaphtylamine,
Dimethylaniline Diacthylaniline, Methylacthylaniline, Dibenzylaniline,
Methylbenzylaniline, Aethylbenzylaniline,
Aethylbenzylaniline, Anisidine, Diphenylamine,
Methyldiphenylamine, Aethyldiphenylamine, Benzyldiphenylamine, or of
the sulfoacids of these bodies.
b. Phenole, Cressol, Resorcine, Orcine, Alpha and Beta-Naphtol, Anisol; or of
the mono or disulfoacids of these bodies.
2. The sulfonation of the combinations derived under Claim 1 so that they are
made more easily soluble in water.
3. The transformation of the combinations derived under claim 1, a, into other
new colouring matters by combining their diazo or tetrazo compounds with one or
two molecules of the bodies mentioned in claim 1, a or b.
Dated this 9th day of March 1888.
LUDWIG PAUL.
By Herbert & Co.,
18, Buckingham Street, Strand,
Agents.