Production of New Azo-colouring Matters.
Year: 1890

page_text: Date of Application, 5th July, 1890
Complete Specification Left, 21st Apr., 1891-Accepted, 23rd May, 1891
PROVISIONAL SPECIFICATION.
The Production of New Azo-colouring Matters.
We, BROOKE SIMPSON and SPILLER LIMITED, of Hackney Wick in the
ARTHUR GEORGE
County of Middlesex, Aniline Dye Manufacturers and
GREEN, F.C.S., F.I.C., of the same address, Chemist to the said Brooke,
Simpson & Spiller Limited do hereby declare the nature of this invention to be
as follows:-
66
"
This invention relates to the manufacture of direct-dyeing, cotton colouring-
matters, of various shades of red, brown, and grey, from the thio-amido compounds
Primuline." For this
discovered by us in 1887, and known in commerce as
primuline itself, which is a
purpose we may employ either the commercial "
mixture of the sulphonic acids of dehydrothio-toluidine, and its condensation
products, or we may employ any of these products in an isolated condition.
According to this invention, coloring matters may be obtained as follows:-
I. By combining 1 or 2 molecules of diazotised primuline, with 1 molecule of a
meta-diamine, such as phenylene or tolylene diamine.
II. By combining diazotised primuline, with azo-derivatives of meta-diamines,
such as the colouring-matters known in commerce as Chrysoidine, Manchester
brown, Bismarck brown, Vesuvine, Azophosphine, etc.
III. By combining diazotised primuline with alpha-naphthylamine, or a sulphonic
acid thereof; rediazotising the product and finally combining with any known
phenol, or amine, or sulphonic acid thereof, but preferably with a meta-diamine.
IV. In many cases it is possible to reverse the order of combination given in
I, II and III, with production of the same result. Thus for instance, in I the
meta-diamine can be diazotised and then combined with primuline
The following instances may be given as typical of the method of preparing these
new colors:-
(a) 25 lbs. of primuline and 3 lbs. of sodium nitrite are dissolved in 30 gallons
of water. To the cold solution 3 gallons of hydrochloric acid (33% HCl) are
added. A solution of tolylene diamine equivalent to 10 lbs. of binitrotoluol and
20 lbs. of sodium acetate are then added to the diazotised primuline.
When the combination is complete the colour is dissolved up with the addition of
caustic soda and precipitated by salt.
(b) 25 lbs. of primuline are diazotised as before, and mixed with a warm solution
of 13 lbs. of chrysoidine crystals in 12 gals. of water. 20 lbs. of sodium acetate
are added and after standing for a short time the product is filtered off, dissolved in
hot water with addition of caustic soda, and precipitated by salt.
(c) In place of the 13 lbs. of chrysoidine used in the last example, 16 lbs. of
Bismarck brown may be employed, the procedure and other proportions being the
same.
T1
COMPLETE SPECIFICATION. .
The Production of New Azo-colouring Matters.
We, BROOKE, SIMPSON & SPILLER, LIMITED, of Hackney Wick, in the
GEORGE
'County of Middlesex, Aniline Dye Manufacturers and ARTHUR
GREEN, F.C.S., F.I.C., of the same address, Chemist to the said Brooke, Simpson &

page_text: Spiller, Limited, 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 relates to the manufacture of direct dyeing cotton colouring-
matters, of various shades of red brown and grey, from the thio-amido compounds
discovered by us in 1887, and known in commerce as
66 Primuline."
According to this invention, coloring matters may be obtained as follows:-
I. By combining 1 or 2 molecules of diazotised primuline with 1 molecule of a
meta-diamine, such as phenylene or tolylene-diamine.
II. By combining diazotised primuline with azo-derivatives of meta-diamines,
such as the colouring matters known in commerce as Chrysoidine, Manchester
brown, Bismarck brown, Vesuvine, Azophosphine, etc.
III. By combining diazotised primuline with alpha-naphthylamine, or a sulphonic
acid thereof, rediazotising the product and finally combining with any known phenol
or amine, or sulphonic acid thereof, but preferably with a meta-diamine.
IV. In many cases it is possible to reverse the order of combination given in
I, II, and III, with production of the same result. Thus for instance in 1, the
meta-diamine can be diazotised and then combined with primuline.
The following instances may be given as typical of the method of preparing these
new colours:-
A. 25 lbs. of primuline and 3 lbs. of sodium nitrite are dissolved in 30 gals. of
water. To the cold solution 1 gals. of hydrochloric acid (33% HCI) are added.
A solution of tolylene diamine, equivalent to 10 lbs. of binitro-toluol and 20 lbs. of
sodium acetate are then added to the diazotised primuline. When the combination
is complete the colour is dissolved up with the addition of caustic soda and precipi-
tated by salt. It dyes cotton and wool red, from an alkaline bath.
B. 25 lbs. of primuline are diazotised as before and mixed with a warm solution
of 13 lbs. of chrysoidine crystals in 12 gals. of water, 20 lbs. of sodium acetate are
added and after standing for a short time the product is filtered off, dissolved in hot
water with addition of caustic soda, and precipitated by salt. The colouring matter,
so obtained, dyes cotton a reddish brown from an alkaline bath.
C. In place of the 13 lbs. of chrysoidine used in the last example, 16 lbs. of
Bismarck brown may be employed, the procedure and other proportions being the
same. The colouring matter thus obtained, dyes cotton a dark brown.
Having now particularly described and ascertained the nature of our said
invention and in what manner the same is to be performed, we declare that what
we claim, is-
1. The manufacture of colouring matters by combining 1 or 2 molecules of
diazotised primuline, with molecule of a meta-diamine.
2. The manufacture of colouring matters by combining diazotised primuline with
the azo-derivatives of meta-diamines, such as the colouring matters known in
commerce as Bismarck brown, Vesuvine, Chrysoidine, Azophosphine, etc.
3. The manufacture of colouring matters by combining diazotised primuline with
alpha-naphthylamine, or a sulphonic acid thereof, rediazotising the amido-azo
compound produced, and combining it with a phenol, or amine, or sulphonic acid
thereof.
4. As new articles of manufacture, the colouring matters obtained according to
Claims
ond
ed this 21st day of April 1891.
AMBROSE MYALL.
21, Cockspur Street, London, S.W., Agent for the Applicants.