Improved Manufacture of Azoxy Aniline and of Coloring Matters Derived therefrom.
Year: 1889

page_text: Date of Application. 16th Dec., 1889
Complete Specification Left, 13th Sept., 1890-Accepted, 18th Oct. 1890
PROVISIONAL SPECIFICATION.
[Communicated from abroad by LA SOCIÉTÉ ANONYME DES MATIÈRES COLORANTES ET
PRODUITS CHIMIQUES DE ST. DENIS, of 105, Rue Lafayette, Paris, France.]
Improved Manufacture of Azoxy Aniline and of Coloring Matters
Derived therefrom.
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:
-
It is known that the meta nitramines give by condensation with soda and zinc
corresponding azoxy derivatives.
My correspondents have discovered that in reducing and condensing in aqueous
solutions of suitable density the acetelised and paranitrised amines with zinc alone,
there are also obtained acetelised azoxy amines.
10 kilos. of paranitro acetanilide having a fusing point of 207° C. are heated to
boiling point with 300 litres of water, salted to from 5° to 7° Bé. together with
10 kilos. of zinc powder. After from 2 to 3 hours the reaction will be completed.
The insoluble mass is treated with boiling alcohol, which, in cooling, throws off
yellow needle-shaped crystals, almost insoluble in cold alcohol, having a fusing point
of 275°.
It is
The acetoazoxy aniline obtained is treated hot with hydrochloric acid.
transformed into hydrochlorate readily soluble in hot water, and almost insoluble in
hydrochloric acid.
Alkalies precipitate from its solution azoxy aniline under the form of a yellow body
insoluble in water, soluble in dilute alcohol, from which it crystallizes in small needles
of the fusing point of 185° C. which are absolutely different from the parazo-aniline
discovered and described by Nietzki (Ber. XLIX 345) the fusing point of which
is 235° C.
For preparing the coloring matters, 10 kilos. of azoxy aniline are dissolved in
25 kilos. of hydrochloric acid at 20° Bé., and 600 litres of water, and to this solution
when cooled are added 6-6 kilos. of nitrite of sodium.
After one hour's treatment, the mass is run into an alkaline solution of 22 kilos. of
the a sulpho a naphthol salt of sodium or of 31 kilos. of bisulpho ẞ naphthol salt of
sodium (salt R). In the first named case a violet-red coloring matter, and in the
second case a blue-violet coloring matter is obtained.
These coloring matters are soluble in water; they possess the property of dyeing
unmordanted cotton in an alkaline bath, and afford after washing in pure water a
considerable resistance to both weak and strong acids.
Dated this 16th day of December 1889.
ABEL & IMRAY,
Agents for the Applicant.
COMPLETE SPECIFICATION.
Improved Manufacture of Azoxy Aniline and of Coloring Matters
Derived therefrom.
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 :-
It is known that the meta nitramines give by condensation with soda and zinc
corresponding azoxy derivatives.

page_text: My correspondents have discovered that in reducing and condensing in aqueous
solutions of suitable density the acetylised and paranitrised amines with zinc alone,
there are also obtained acetylised azoxy amines.
10 kilos. of paranitro acetanilide having a fusing point of 207° C. are heated to
boiling point with 300 litres of water, salted to from 5° to 7° Bé. together with
10 kilos. of zinc powder. After from 2 to 3 hours the reaction will be completed.
The insoluble mass is treated with boiling alcohol, which, in cooling, throws off
yellow needle-shaped crystals, almost insoluble in cold alcohol, having a fusing point
of 275°.
The acetoazoxy aniline obtained is treated hot with hydrochloric acid. It is
transformed into hydrochlorate readily soluble in hot water, and almost insoluble in
hydrochloric acid.
Alkalies precipitate from its solution azoxy aniline under the form of a yellow body
insoluble in water, soluble in dilute alcohol, from which it crystallizes in small needles
of the fusing point of 185° C. which are absolutely different from the parazo-aniline
discovered and described by Nietzki (Ber. XLIX 345) the fusing point of which
is 235° C.
For preparing the coloring matters, 10 kilos. of azoxy aniline are dissolved in
25 kilos. of hydrochloric acid at 20° Bé., and 600 litres of water, and to this solution
when cooled are added 6.6 kilos. of nitrite of sodium.
After one hour's treatment, the mass is run into an alkaline solution of 22 kilos. of
the a
sulpho a naphthol salt of sodium or of 31 kilos. of bisulpho ẞ naphthol salt of
sodium (salt R). In the first named case a violet-red coloring matter, and in the
second case a blue-violet coloring matter is obtained.
These coloring matters are soluble in water; they possess the property of dyeing
unmordanted cotton in an alkaline bath, and afford after washing in pure water a
considerable resistance to both weak and strong acids.
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 process for manufacturing azoxyaniline by reducing by
zinc the paranitro acetanilide at fusing temperature and then saponifying the
azoxyacetanilide thus obtained.
2. The manufacture of colouring matters by combining the tetrazoic derivative of
azoxyaniline with a sulpho a naphthol and bisulpho naphthol, substantially as
described.
Dated this 13th day of September 1890.
ABEL & IMRAY,
Agents for the Applicant.