Manufacture of Direct Dyeing Azo Colouring Matters.
Year: 1896

page_text: Date of Application, 30th Jan., 1896
Complete Specification Left, 9th Oct., 1896-Accepted, 14th Nov., 1896
PROVISIONAL SPECIFICATION.
[Communicated from abroad by THE ACTIEN GESELLSCHAFT FÜR ANILIN
FABRIKATION, of Berlin, in the Empire of Germany, Chemical Manu-
facturers.]
Manufacture of Direct Dyeing Azo Colouring Matters.
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 direct dyeing colouring matters in
connection with the inventions described in the Specifications No. 4018 of 1895
and No. 7969 of 1895.
In these specifications my foreign correspondents have described processes for
the production of direct dyeing azo dyes, which are prepared by means of tetrazo
compounds indicated by the following general formula :-
(SO,H)n
in the benzene nucleus of which other substituents may enter such as for instance
the methyl group, the sulphonic group and the like.
Afterwards, my foreign correspondents made the observation, set forth in the
Specification No. 9431 of 1895, that valuable colouring matters may also be
obtained by combining phenols, amines, diamines, &c. with diazo derivatives of the
following general formula:-

page_text: Now my foreign correspondents have found, that the aromatic diazo compound R
of the above mentioned formula may also contain a diazotisable amido group.
Thus valuable dyestuffs may be obtained, which are derived from the tetrazo
compound the constitution of which is indicated by the following general
formula:-
is combined in alkaline solution with two molecules of toluylenediamine, a
colouring matter is produced, dyeing unmordanted cotton greenish black shades.
By combining the aforesaid tetrazo compound with betanaphthol a blue black dye
is produced.
Colouring matters of similar properties are obtained by combining with
m-toluylenediamine or ẞ-naphthol one of the following tetrazo compounds :-

page_text: COMPLETE SPECIFICATION.
Manufacture of Direct Dyeing Azo Colouring Matters.
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 direct dyeing colouring matters in
connection with the inventions described in the Specifications No. 4018 of 1895
and No. 7969 of 1895.
In these specifications my foreign correspondents have described processes for
the production of direct dyeing azo dyes, which are prepared by means of tetrazo
compounds indicated by the following general formula:-
in the benzene nucleus of which other substituents may enter such as for instance
20 the methyl group, the sulphonic group and the like.
Afterwards, my foreign correspondents made the observation, set forth in the
Specification No. 9431 of 1895, that valuable colouring matters may also be

page_text: obtained by combining phenols, amines, diamines, &c. with diazo derivatives of
the following general formula:-
(SO,H)n
R signifies the radicle of any aromatic diazo compound combined with the
naphthalene nucleus, but in itself containing no diazotisable amnido group, whilst
X and Y indicate amido or hydroxyl groups.
Now my foreign correspondents have found, that the aromatic diazo compound R
of the above mentioned formula may also contain a diazotisable amido group.
Thus valuable dyestuffs may be obtained, which are derived from the tetrazo
compound the constitution of which is indicated by the following general
formula:-
X and Y indicating amido or hydroxyl groups, Z signifying a radicle containing a
diazotisable amido group. This radicle may either be a diazotisable diazo amido
derivative or an intermediate product of a tetrazo compound or a diazotisable
compound without dyeing properties.
The manner of carrying out the invention may be understood by the following
examples.

page_text: prepared by means of amidonaphtholdisulphonic acid H, uitroamidodiphenylamine
sulphonic acid and para-nitraniline are tetrazotized by means of hydrochloric acid
and 3-5 kilos. of sodium nitrite. The tetrazo compound is then run into a solution
of 6.1 kilos. of meta-toluy lenediamine made alkaline by means of sodium carbonate.
The dye-stuff separates as a black precipitate. After stirring some time, the liquor
is heated and the dye-stuff is filtered off. When dried, it is readily soluble in
water and dyes unmordanted cotton a greenish black.
By substituting, in this example, an equivalent quantity of B-naphthol to meta-
toluylenediamine, a dye-stuff is produced which dyes unmordanted cotton a bluish
black.
produced by means of amidonaphtholdisulphonic acid H, para-nitraniline and the
intermediate product obtained by the action of amidonaphtholmonosulphonic acid
upon tetrazodiphenyl, are tetrazotized by means of hydrochloric acid and 3-5 kilos.
of sodium nitrite and then combined with 6.1 kilos. of meta-toluylenediamine in an
alkaline solution. The dye-stuff is isolated in the usual way and dyes unmordanted
cotton black shades.
By substituting ẞ-naphthol for meta-toluylene-diamine, a dye-stuff is obtained
which dyes unmordanted cotton a bluish black.

page_text: acid H, are tetrazotized by means of hydrochloric acid and 3-5 kilos. of sodium
nitrite.
The diazo solution is then allowed to flow into an alkaline solution of 61 kilos. of
meta-toluylenediamine. The colouring matter is isolated in the well known manner
and dyes unmordanted cotton a bluish black.
By substituting ẞ-naphthol for m-toluylene-diamine, a dye-stuff is obtained
which dyes unmordanted cotton blue shades.
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 manufacture of colouring matters by combining with amines, phenols, or
amidophenols, the tetrazo-derivatives of the compounds represented by the typical
formula
ABEL & IMRAY,
Agents for the Applicant.