Manufacture of New Raw Materials, and of Direct Dyeing Colouring. Matters Derived therefrom.
Year: 1896

page_text: Date of Application, 4th Apr., 1896
Complete Specification Left, 18th Dec., 1896-Accepted, 23rd Jan., 1897
CATION.
Communicated from abroad by THE ACTIEN GESELLSCHAFT FÜR ANILIN
FABRIKATION, of Berlin, in the Empire of Germany, Chemical Manu-
facturers.]
Manufacture of New Raw Materials, and of Direct Dyeing Colouring.
Matters Derived therefrom.
I, CHARLES DENTON ABEL, of No. 28, Southampton Buildings, Chancery Lane,
in the County of London, Consulting Engineer and Chartered Patent Agent, do
hereby declare the nature of this invention to be as follows:-
The invention relates to the production of new diamido compounds which may be
regarded at the same time as derivatives of diphenylamine and of bases of the
benzidine series, and to the manufacture of direct dyeing azo colouring matters
derived therefrom.
These diamido compounds are represented by the following constitutional
formula:
NO,
NH, – D −NH, + CH, — SOH = NH - D - NH - CH.
NH, D - - NO, + HCI
CI
SO₂H
D signifying the nucleus of a compound of the benzidine series.
The new diamido compounds yield valuable azo dye stuffs by combining in the
manner generally adopted for the production of azo dyes their tetrazo-derivatives
with the dyestuff components usually employed for such purposes.
ーン
The colouring matters obtained dye unmordanted cotton directly in an alkaline
or salt bath; their shades of course, vary according to the components used.
Dated this 4th day of April 1896.
ABEL & IMRAY,
Agents for the Applicant.

page_text: Manufacture of New Raw Materials, and of Direct Dyeing Colouring
Matters Derived therefrom.
I, CHARLES DENTON ABEL, of No. 28, Southampton Buildings, Chancery Lane,
in the County of London, Consulting Engineer and Chartered Patent Agent, 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 :-
. The invention relates to the production of new diamido compounds which may
be regarded at the same time as derivatives of diphenylamine and of bases of the
benzidine series, and to the manufacture of direct dyeing azo colouring matters
derived therefrom.
These diamido compounds are represented by the following constitutional
Cl
SO,H
D signifying the nucleus of a compound of the benzidine series.
The preparation of these diamido compounds, may be practically effected as
follows:
27-8 kilos. of the soda salt o-chlor-a-m-nitrobenzenesulphonic acid and 18.4 kilos.
of benzidine are dissolved in diluted alcohol containing 50 per cent. of water. This
solution is heated in a closed vessel up to 150° C. The product thus obtained is
dissolved in boiling water and the soda salt of p-nitrophenylbenzidine-o-sulphonic
acid is then precipitated by means of common salt. It is soluble in water and in
boiling alcohol.
By addition of a mineral acid to its aqueous solution, the p-nitrophenylbenzidine-
o-sulphonic acid is separated.
The reduction of the nitro compound is effected as follows:-
An aqueous solution of 40-8 kilos. of the soda salt of p-nitrophenylbenzidine-
o-sulphonic acid is boiled with 50 kilos. of sodium sulphide, until the brown colour
of the liquor has changed into a blackish green. On cooling down, most of the
soda salt of p-amidophenylbenzidine-o-sulphonic acid is precipitated. It may be
completely separated by means of common salt. The soda salt thus obtained forms
gray lamellæ readily soluble in water.
From its solution acetic acid separates p-amidophenylbenzidine-o-sulphonic acid,
while bydrochloric acid precipitates the hydrochloride of the acid.

page_text: 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 herein described manufacture of nitro compounds having the constitutional
(D signifying the nucleus of a compound of the benzidine series) by the action of
o-chlor-a-m-nitrobenzenesulphonic acid upon bases of the benzidine series.
2. The production of diamido compounds having the constitutional formula
(D signifying the nucleus of a compound of the benzidine series) by reduction of
the nitro compounds above referred to.
3. The manufacture of simple and mixed disazo colouring matters by combining
the tetrazo derivatives of the compounds mentioned in Claim 2 with phenols,
amines, amidophenols, their sulpho or carbo acids or with azo-colouring matters
capable of being further combined.
4. The manufacture of mixed disazo colouring matters by first combining the
diazo derivatives of the compounds mentioned in Claim 1 with one dye-stuff
component, reducing the dye-stuff thus obtained, and, after further diazotation,
combining it with the second component.
5. The manufacture of trisazo dye-stuffs by diazotizing the intermediate products
obtained by combination of the tetrazo derivatives of the diamido compounds
mentioned in Claim 2 with a component capable of being further diazotized, and
combining the tetrazo compounds thus produced with the components mentioned in
Claim 3.
6. The nitro and diamido compounds and the colouring matters manufactured
as above set forth.
Dated this 18th day of December 1896.
ABEL & IMRAY,
Agents for the Applicant.