Manufacture of Substantive Colouring Matters.
Year: 1897

page_text: Date of Application, 14th May, 1807
Complete Specification Left. 14th Jan.. 1898-Accepted, 16th Apr., 1898
Date of Application, en may
Complete Specification Left, 14th Jan.. 1898-Accepted, 16th Apr., 1898
PROVISIONAL SPECIFICATION.
Manufacture of Substantive Colouring Matters.
I, JOIN IMRAY, of No. 28, Southampton Buildings, in the County
of London, Consulting Engineer and Chartered Patent Agent, do hereby
declare the nature of this invention (which has been communicated to me from
abroad by La Société Anonyme des Matières Colorantes et Produits Chimiques
de St. Denis, of 105, Rue Lafayette, Paris, France) to be as follows:-
In my Specification No. 5736 of 1890, I have described a process for transform-
ing azo colouring matters derived from nitramines into colouring matters derived
from azoxyamines. This transformation is effected in alkaline solution with
reducing agents such as arsenious acid, glucose or zinc powder. In this operation
two molecules of the azo derivative of nitramine lose 3 atoms of oxygen and unite
with one molecule of colouring matter derived from azoxyamine.
NRN NR1
2 (NORN : NR¹) + H₁ = 3 (H₂O) + (
The process according to the present invention is based on the condensation in
presence of caustic alkali of nitrated azo colouring matters with the derivatives
of diamine one of the groups of which NH, is free or acetylated, the other
coupled in the form of azo matter with a phenol, naphthol, or sulphonated amine.
It is to be noted that the colouring matter formed by the union of a nitroazo
with the corresponding amido-azo body is different from that obtained by reduc-
ing the same nitroazo body by arsenious acid, glucose or zinc. It is thus that
the reduction of the colouring paranitraniline salt R leads according to the
Specification No. 5736 of 1890 to a very violet blue, whilst by the new process its
condensation with the corresponding amido-azo body produces a pure blue. On
the other hand, mixed and asymmetric compounds may be prepared by condensing
nitro and amido derivatives of different origins, which is not found in the prior
Specification.
The character of the present invention and its novel feature in respect of means
employed and results obtained having been explained, the following may serve
as examples of the process.
I. 138 kilos. of paranitraniline are diazotised and coupled with 304 kilos. of
bisulpho-naphthol (salt R) and the nitrated azo matter thus obtained is trans-
This amido derivative
formed into an amido derivative in the known manner.
in the state of paste is mixed with the azo colouring matter obtained by coupling
276 kilos. of paranitraniline with 608 kilos. of salt R. This is diluted in 5000
litres of water and 500 litres of caustic soda lye at 40° Bé. The mixture is heated
to 75° 85° C. for 24 hours, and the colouring matter is precipitated with 5 per
cent. of sea salt. It appears as a reddish-brown powder, soluble in water, dyeing
cotton pure blue without requiring any mordant.

page_text: The mother liquor, from which the colouring matter is eliminated, contains a
certain quantity of an amido derivative, which, when diazotised in the known
manner and coupled with the salt R, gives a corresponding quantity of violet
blue colouring matter.
II. By substituting in Example I. for the salt R an equivalent quantity of
a-sulpho-a-naphthol, a violet colouring matter is obtained.
III. If it is desired to prepare, by the process described, mixed colouring matters,
for this purpose the amido colouring matter of Example I. is put in reaction with
the nitro colouring matter of Example II. thus producing a violet blue colouring
matter.
IV. Finally, if the nitramine is coupled with monosulphonaphthol (Schaeffer) 26,
and if the second term employed is the amido compound of Example I., a violet blue
colouring matter is obtained.
ABEL & IMRAY,
Agents for the Applicant.
Manufacture of Substantive Colouring Matters.
I, JOHN IMRAY, 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 (which has been communicated to me from
abroad by La Société Anonyme des Matières Colorantes et Produits Chimiques
de St. Denis, of 105, Rue Lafayette, Paris, France) and in what manner the same
is to be performed to be particularly described and ascertained in and by the
following statement:-
In my Specification No. 5736 of 1890, I have described a process for transform-
ing azo-colouring matters derived from nitramines into colouring matters derived
from azoxyamines. This transformation is effected in alkaline solution with
reducing agents such as arsenious acid, glucose or zinc powder. In this operation
two molecules of the azo-derivative of nitramine lose atoms of oxygen and unite
into one molecule of colouring matter derived from azoxyamine.
2 (NO,RN: NR¹) + H₂ = 3 (H. O) + 0.
NKN NR
The process according to the present invention is based on the condensation, in
presence of caustic alkali, of nitrated azo-colouring matters with the derivatives
of diamines, one of the-NH2-groups of which is free or acetylated, the other
coupled in the form of azo-matter with a phenol, naphthol, or sulphonated amine.
It is to be noted that the colouring matter formed by the union of a nitroazo-
with the corresponding amido-azo-body is different from that obtained by reduc-
ing the same nitroazo-hody by arsenious acid, glucose or zinc. It is thus that
the reduction of the colouring paranitraniline salt R leads according to the
Specification No. 5736 of 1890 to a very violet blue, whilst by the new process its
condensation with the corresponding amido-azo body produces a pure blue. On
the other hand, mixed and asymmetric compounds may be prepared by condensing
nitro- and amido-derivatives of different origins, which is not found in the prior
Specification.

page_text: The character of the present invention and its novel feature in respect of means
employed and results obtained having been explained, the following may serve
as examples of the process.
I. 13'8 kilos. of paranitraniline are diazotised and coupled with 304 kilos. of
bisulpho-naphthol (salt R) and the nitrated azo-matter thus obtained is trans-
formed into an amido-derivative in the known manner. This amido-derivative
in the state of paste is mixed with the azo-colouring matter obtained by coupling
276 kilos. of paranitraniline with 608 kilos. of salt R. This is diluted in 5000
litres of water and 500 litres of caustic soda lye at 40 Bé. The mixture is heated
to 75°-85° C. for 24 hours, and the colouring matter is precipitated with 5 per
cent. of sea salt. It appears as a reddish-brown powder, soluble in water, dyeing
cotton pure blue without requiring any mordant.
The mother liquor, from which the colouring matter is eliminated, contains a
certain quantity of an amido-derivative, which, when diazotised in the known
manner and coupled with the salt R, gives a corresponding quantity of violet
blue colouring matter.
II. By substituting in Example I. for the salt R an equivalent quantity of
a-sulpho-a-naphthol, a violet colouring matter is obtained.
III. If it is desired to prepare, by the process described, mixed colouring matters,
for this purpose the amido-colouring matter of Example I. is put in reaction with
the nitro-colouring matter of Example II., thus producing a violet blue colouring
matter.
IV. Finally, if the nitramine is coupled with monosulphonaphthol (Schaeffer) 26,
and if the second term employed is the amido-compound of Example I, a violet blue
colouring matter is obtained.
Having now particularly described and ascertained the nature of this invention
and in what manner the same is to be performed, I declare that what I claim is;--
1. The herein described manufacture of colouring matters by condensing
nitrated azo-colouring matters in alkaline solution with derivatives of diamines
having one of their amido-groups free or acetylated, and the other group coupled
as in azo colouring matters.
2. The azo-colouring matters manufactured as above set forth.