Manufacture of Black Dyestuffs for directly Dyeing Cotton.
Year: 1899

page_text: Date of Application, 10th Mar., 1899
Complete Specification Left, 20th Nov., 1899-Accepted, 23rd Dec., 1899
PROVISIONAL SPECIFICATION.
Manufacture of Black Dyestuffs for directly Dyeing Cotton.
I, CHARLES DENTON ABEL, of Birkbeck Bank Chambers, Southampton Buildings,
in the County of London, Consulting Engineer and Chartered Patent Agent, do
hereby declare the nature of this invention (as communicated to me from abroad
by The Actien Gesellschaft für Anilin Fabrikation, of Berlin, in the Empire of
Germany, Chemical Manufacturers,) to be as follows:-
A black dyestuff which directly dyes cotton has been manufactured by heating
sulphur and sulphides of alkali metals with oxydinitrodiphenylamine-sulphonic acid,
resulting from the action of 1: 3-dinitro-4-chlorobenzene upon para-amidophenol-
sulphonic acid (OH: SO,H: NH₁ = 1:2:4).
My foreign correspondents have now found that analogous black colouring matters
can be obtained by substituting in the process above mentioned for oxydinitro-
diphenylaminesulphonic acid either
=
(1). Oxynitrodiphenylaminesulphonic acids resulting from the action, upon para-
amidophenol, of para-nitrochlorobenzene-ortho-sulphonic acid (CI: SO,H: NO,
1:24) or of ortho-nitrochlorobenzene-para-sulphonic acid (Cl: NO.: SO,H=
1:24) or
(2). Oxynitrodiphenylaminedisulphonic acids resulting from the action, upon para-
amidophenol-ortho-sulphonic acid, of para-nitrochlorobenzene-ortho-sulphonic acid,
or of ortho-nitrochlorobenzene-para-sulphonic acid.
The process by which the new black colouring matters are obtained from the above
mentioned raw materials is the saine as that for the production of the black dyestuff
previously prepared from oxydinitrodiphenylaminesulphonic acid. Also the new
colouring matters themselves closely resemble the dyestuff previously manufactured.
Dated this 10th day of March 1899.
ABEL & IMRAY,
Agents for the Applicant.
Manufacture of Black Dyestuffs for directly Dyeing Cotton.
I, CHARLES DENTON ABEL, of Birkbeck Bank Chambers, Southampton Buildings,
in the County of London, Consulting Engineer and Chartered Patent Agent, do
hereby declare the nature of this invention (3-communicated to ine from abroad by
The Actien Gesellschaft für Anilin Fabrikation, of Berlin, in the Empire of Germany,
Chemical Manufacturers,) and in what manner the same is to be performed, to be
particularly described and ascertained in and by the following statement :-
A black dyestuff which directly dyes cotton has been manufactured by heating
sulphur and sulphides of alkali metals with oxydinitro-diphenylamine-sulphonic acid

page_text: resulting from the action of 1: 3-dinitro-4-chlorobenzene upon para-amidophenol-
sulphonic acid (OH: SO,H: NH₁ =1: 2: 4).
My foreign correspondents have now found that analogous black colouring matters
can be obtained by substituting in the process above mentioned for oxydinitro-
diphenylaminesulphonic acids either.
=
(1) Oxynitrodiphenylaminesulphonic acids resulting from the action, upon para-
amidophenol, of para-nitrochhloro-benzene-ortho-sulphonic acid (Cl: SO,H: NO,
1:2:4) or of ortho-nitrochlorobenzene-para-sulphonic acid (CI: NO: SO₂H =
1:24) or.
(2) Oxynitrodiphenylaminedisulphonic acids resulting from the action, upon para-
amidophenol-ortho-sulphonic acid, of para-nitrochlorobenzene-ortho-sulphonic acid,
or of ortho-nitrochlorobenzene-para-sulphonic acid.
The process by which the new black colouring matters are obtained from the above
mentioned raw materials is the same as that for the production of the black dyestuff
previously prepared from oxydinitrodiphenylaminesulphonic acid. Also the new
colouring matters themselves closely resemble the dyestuff previously manufactured.
The following examples illustrate the manufacture.
(1) MANUFACTURE OF DYESTUFF FROM OXYNITRODIPHENYLAMINESULPHONIC ACID RESULT-
ING FROM THE ACTION OF PARA-NITROCHLOROBENZENESULPHONIC ACID (CI: SO,H:
NO, 1:2:4) UPON PARA-AMIDOPHENOL.
30 kilos. of oxydinitrodiphenylaminesulphonic acid (obtained from para-nitro-
chlorobenzenesulphonic acid (CI: SO,H: NO, = 1:2:4) and para-amidophenol) are
heated with 150 kilos. of sodium sulphide and 60 kilos. of sulphur with addition of
.some water to about 130°-140° C. This temperature is maintained for some time
and then raised somewhat higher until the mass is dry. It is then pulverised and
the powder can be directly employed for dyeing.
The dyestuff produces on unmordanted cotton fine deep black shades. It is easily
soluble and dyes uniformly.
By substituting in the preceding example for the therein described oxynitrodiphenyl-
aminesulphonic acid the isomeric acid obtained from ortho-nitrochloro-benzene-
sulphonic acid (CI: NO, SO,H = 1: 2: 4) and para-amidophenol a dyestuff of very
similar properties is obtained.
2. MANUFACTURE OF DYESTUFFS FROM
OXYNITRODIPHENYLAMINEDISULPHONIC ACID,
RESULTING FROM THE ACTION OF ORTHO-NITROCHLOROBENZENE-PARA-SULPHONIC
ACID UPON PARA-AMIDO-PHENOL-ORTHO-SULPHONIC ACID,
15 kilos. of the alkali salt of oxynitrodiphenylaminedisulphonic acid (obtained from
ortho-nitro-chlorobenzene-para-sulphonic acid upon para-amidophenol-ortho-sulphonic
acid) are heated with 25 kilos. of sulphur and 60 kilos. of sodium sulphide with addition
of some water for some time at 140° C.; the temperature is then allowed to rise some-
what higher until the mass is dry. When cold the mass is pulverized and the powder
may be employed directly for dyeing. The dyestuff produces on unmordanted cotton
fine deep green-black shades. The dyestuff owing to its being derived from a
disulphonic acid is easily soluble in water.
•
Dyestuffs of very similar character are obtained by substituting in the preceding
example for the therein mentioned oxynitrodiphenylaminedisulphonic acid the
isomeric acid obtained from para-nitrochloro-benzene-ortho-sulphonic acid and para-
⚫ amidophenol-ortho-sulphonic acid.
Having now particularly described and ascertained the nature of this inven-
tion and in what manner the same is to be performed, I declare that what I
claim is :-
1) The herein described manufacture of black dyestuffs directly dyeing cotton by
heating with sulphur and sulphides of alkali metals oxynitrodiphenylaminesulphonic
acids or disulphonic acids resulting from the action of

page_text: a) para-nitrochlorobenzene-ortho-sulphonic acid or ortho-nitrochloro-benzene-para-
sulphonic acid upon para-amidophenol or of
b) para-nitrochlorobenzene-ortho-sulphonic acid or ortho-nitrochloro-benzene-para-
sulphonic acid upon-para-amidophenol-ortho-sulphonic acid.
2. The black dyestuffs manufactured as herein described.
ABEL & IMRAY,
Agents for the Applicant.