Manufacture of Azo Coloring Matters Derived from Azoxyamines.
Year: 1890

page_text: Date of Application, 15th Apr., 1890
Complete Specification Left, 14th Jan., 1891-Accepted, 21st Feb.,, 1891
PROVISIONAL SPECIFICATION.
[Communicated from abroad by LA SOCIÉTÉ ANONYME DES MATIÈRES
COLORANTES ET PRODUITS CHIMIQUES, de St. Denis,, and of ALEIDE
FRANÇOIS POIRRIER,. and DANIEL AUGUSTE ROSENSTIRHL,, of 23; Boule-
vard de Strasburg, Paris, France.]
Manufacture of Azo Coloring Matters Derived from Azoxyamines.
I. JOHN IMRAY, of No: 28, Southampton Buildings, Chancery Lane,, in the
County of London, Consulting Engineer and Patent Agent, do hereby, declare,
the nature of this invention to be as follows:-
This invention consists in principle in reducing in an alkaline medium the
nitrated azo coloring matters obtained in coupling, by known processes, nitramines
with phenols and amines, or their sulphonated, carboxylized, and hydroxylized
derivatives.
Example I. Paranitraniline is diazotized in acid solution by known' processes,
and is coupled with bisulphonaphthol.
The coloring matter thus obtained, which dyes wool red in an acid bath, but' not
cotton, serves as the basis in the process to be described.
55 kilos. of this red coloring matter are dissolved in 2750 litres of water rendered'
alkaline by means of 76 litres of caustic soda lye at 40° Bé. The solution. is
heated to 80° C. and there is poured into the same under stirring, a solution of
17.5 kilos. of glucose in 350 litres of water. At the end of an hour; the new
coloring matter is precipitated by common salt, which coloring matter possesses tlie
property of dyeing unmordanted cotton blue in an alkaline bath.
Example II. Nitrated orthotoluidine, fusible at 127° C. is diazotized and coupled
with alphasulphoalphanaphthol, in following for this preparation, the general
method well known to all chemists.
43.5 kilos. of this red coloring matter are dissolved in 2200 litres of water and
40 litres of caustic soda solution of 40° Bé. This solution is heated to boiling point
and there are added 15 kilos. of arsenious acid, taking care to thoroughly. agitate
the mass.
At the end of one hour, common salt is added, which precipitates the new
coloring matter in the form of a crystalline powder with green metallic lustre.
This matter dyes unmordanted cotton violet in an alkaline solution.
Example III. Nitrated orthotoluidine fusible at 107° C. is diazotised and coupled
with alphasulphoalphanaphthol.
45 kilos. of the red coloring matter thus obtained are dissolved in 2250 litres of
water to which are added 56 litres of caustic soda lye at 40° Bé. After heating the.
solution to boiling point, there is introduced into it, in small quantities at a time,
and under agitation, 13.75 kilos. of zinc powder of 80 p. c. of pure metal. At the
end of an hour and a half the reaction is complete and the new coloring matter is
precipitated by common salt.
This coloring matter dyes cotton red in an alkaline bath.
As reducing agents in the above processes have been named zinc powder, glucose,
and arsenious acid, but it is to be understood that other reducing agents may be.
employed; the essential feature of the invention consists in the method of trans-
forming azo-coloring matters derived from nitramines into azo-coloring matters:
derived from azoxyamines by the reduction of the former in an alkaline
medium.
Dated this 15th day of April 1890
ABEL & IMRAY,
Agents for the Applicant.

page_text: Manufacture of Azo Coloring Matters Derived from Azoxyamines.
I, JOHN IMRAY, of No. 28, Southampton Buildings, Chancery Lane, in the
County of London, Consulting Engineer and 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 :-
This invention consists, in principle, in reducing in an alkaline medium the
nitrated azo coloring matters obtained in coupling, by known processes, nitramines
with phenols and amines, or their sulphonated, carboxylised, and hydroxylised
derivatives.
Example I. Paranitraniline is diazotised in acid solution by known processes,
and is coupled with bisulphonaphthol.
The coloring matter thus obtained, which dyes wool red in an acid bath, but not
cotton, serves as the basis in the process to be described.
55 kilos. of this red coloring matter are dissolved in 2750 litres of water rendered
alkaline by means of 76 litres of caustic soda lye at 40° Bé. The solution is heated
to 80° C. and there is poured into the same under stirring, a solution of 17.5 kilos.
of glucose in 350 litres of water. At the end of an hour, the new coloring matter
is precipitated by common salt, which coloring matter possesses the property of
dyeing unmordanted cotton blue in an alkaline bath.
Example II. Nitrated orthotoluidine, fusible at 127° C. is diazotised and coupled
with alphasulphoalphanaphthol, in following for this preparation, the general method
well known to all chemists.
43-5 kilos. of this red coloring matter are dissolved in 2,200 litres of water and
40 litres of caustic soda solution of 40° Bé.
This solution is heated to boiling point and there are added 15 kilos. of arsenious
acid, taking care to thoroughly agitate the mass.
At the end of an hour, common salt is added, which precipitates the new coloring
matter in the form of a crystalline powder with green metallic lustre.
This matter dyes unmordanted cotton violet in an alkaline solution.
Example III. Nitrated orthotoluidine fusible at 107° C. is diazotised and coupled
with alphasulphoalphanaphthol.
45 kilos. of the red coloring matter thus obtained are dissolved in 2250 litres of
water to which are added 56 litres of caustic soda lye at 40° Bé.
After heating the solution to boiling point there is introduced into it, in small
quantities at a time, and under agitation, 13.75 kilos. of zinc powder of 80 per cent.
of pure metal.
At the end of an hour and a half the reaction is complete, and the new coloring
matter is precipitated by common salt.
This coloring matter dyes cotton red in an alkaline bath.
As reducing agents in the above processes have been named zinc powder, glucose,
and arsenious acid, but it is to be understood that other reducing agents may be
employed; the essential feature of the invention consists in taking the azo coloring
resulting from the coupling of a nitramine with a phenole, an amine, or their
sulphonated carboxylated or hydroxylated derivatives, and, by a reduction in an
alkaline medium, transforming the same into coloring matters derived from
azoxyamines, which have the advantage over those first named that they dye
vegetable fibre without mordanting.
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:-
A manufacture of coloring matters whereby azo coloring matters derived from

page_text: nitramines are transformed into azo coloring matters derived from azoxyamines by
reducing the former in an alkaline medium, substantially as described.
Dated this 14th day of January 1891.
ABEL & IMRAY,
Agents for the Applicant.