Improvements in the Manufacture and Production of Disazo Colouring Matters.
Year: 1889

page_text: Date of Application, 9th Sept., 1889
Complete Specification Left, 19th May, 1890--Accepted, 12th July, 1890
PROVISIONAL SPECIFICATION.
Improvements in the Manufacture and Production of Disazo
Colouring Matters.
I, JAMES YATE JOHNSON of 47 Lincolns Inn Fields in the County of Middlesex
Gentleman do hereby declare the nature of this Invention (which has been communi-
cated to me from abroad by The Badische Anilin and Soda Fabrik
Ludwigshafen on Rhine in the Empire of Germany) to be as follows:-
of
My foreign Correspondents have already produced yellow disazo colouring bodies
by the action of one molecule of phosgene thiophosgene or carbonhisulphide upon two
molecules of either para-amido-benzol-azo-salicylic acid or of para-amido-benzol-azo-
cresotonic acid. The present Invention relates to the production of a new orange brown
colouring matter by the action of one molecule of phosgene on para-amido-benzol-
azo-naphthionic acid. This new dyestuff fixes itself on cotton without the aid of a
mordant and is also useful as a dye for animal fibre.
The following is an example of a way in which the said Invention may be carried
into effect the parts being by weight. Fifteen parts of finely powdered acetyl-para-
phenylene-diamine (also called para-amido-acetanilide-see Berichte XVII, 343) are
dissolved in a mixture of about forty five parts of hydrochloric acid (containing
thirty two per cent. H Cl) about two hundred parts of water and about two hundred
parts of ice. Then about seven parts of sodium nitrite (dissolved in three times the
quantity of water) are added and the whole is kept well stirred for say about an
hour. The solution of the diazo-acetanilide thus obtained is allowed to run slowly
into a solution of about thirty one parts of sodium naphthionate and thirty six parts
of calcined soda in three hundred and sixty parts of water; ninety parts of ice are
also added before the addition of the diazo compound to prevent undue rise of
temperature. The mixture is then allowed to stand for a time (say for about twelve
hours) until the azo-body formed separates almost completely out and it is then filtered
off and pressed.
This product is added to a solution of caustic soda made by mixing about sixty
parts of soda-lye containing about 35 to 36 per cent, of sodium hydroxide with one
hundred and fifty parts of water and the whole is boiled for say about seven hours.
During this period water is added from time to time to replace that which evaporates.
By this treatment the acetyl-group is split off and a colouring matter (the sodium
salt of para-amido-benzol-azo-naphthionic acid) is formed, which crystallizes out on
cooling and is filtered and pressed. This is now suspended in about four hundred
and fifty parts of water to which six hundred parts of ice are added and a stream of
phosgene gas is passed through or liquid phosgene is gradually added until the
mixture shews an acid reaction. The colouring matter which is insoluble is filtered
and pressed and, without previous drying converted into, the commercial form of
ts soluble sodium salt by mixing it with the requisite quantity of powdered sodium
carbonate and drying the mixture.
Dated this 9th day of September 1889
COMPLETE SPECIFICATION.
Improvements in the Manufacture and Production of Disazo
Colouring Matters.
I JAMES YATE JOHNSON of 47 Lincolns Inn Fields in the County of Middlesex
Gentleman do hereby declare the nature of this Invention (a communication to me
from abroad by The Badische Anilin and Soda Fabrik of Ludwigshafen-on-Rhine
1 Price 6d.]

page_text: in the Empire of Germany) and in what manner the same is to be performed to be
. particularly described and ascertained in and by the following statement:-
My foreign correspondents have already produced yellow disazo-colouring bodies by
the action of one molecule of phosgene, thiophosgene or carbonbisulphide upon two
molecules of either para-amido-benzol-azo-salicylic acid or of para-amido-benzol-azo-
cresotinic acid. The present invention relates to the production of a new salmon
colour to orange-brown colouring matter by the action of one molecular proportion of
phosgene on two molecular proportions of para-amido-benzol-azo-naphthionic acid.
This new dyestuff fixes itself on cotton without the aid of a mordant from the boiling
alkaline or soap-bath and is also useful as a dye for animal-fibre.
The following is an example of the way in which the said Invention may hest be
carried into effect, the parts being by weight. I premise that I do not limit myself
to the precise details given.
Fifteen parts of finely powdered acetyl-para-phenylene-diamine (also called para-
amido-acetanilide-see Berichte XVII 343) are dissolved in a mixture of about forty
five parts of hydrochloric acid (containing thirty two per cent. H CI) about two
hundred parts of water and about two hundred parts of ice. Then about seven parts
of sodium nitrite (dissolved in three times the quantity of water) are added and the
whole is kept well stirred for say about an hour. The solution of the diazo-acetanilide
thus obtained is allowed to run slowly into a solution of about thirty one parts of
sodium napththionate and thirty six parts of calcined soda in three hundre and sixty
parts of water. Ninety parts of ice are also added before the addition of the diazo
compound to prevent undue rise of temperature.
The mixture is then allowed to stand for a time (say for about twelve hours) until
the azo body formed has practically completely separated out when it is filtered off
and pressed.
The product is mixed with a solution of caustic soda made by diluting about sixty
parts of soda lye containing about 35 to 36 per cent. of sodium hydroxide with one
hundred and fifty parts of water and the whole is boiled for say about seven hours.
During this period water is added from time to time to replace that which evaporates.
By this treatment the acetyl group is split off and a colouring matter (the sodium
salt of para-amido-benzol-azo-naphthionic acid) is formed which crystallizes out on
cooling and is filtered and pressed. This is now suspended in about four hundred
and fifty parts of water, to which six hundred parts of ice are added and a stream of
phosgene gas is passed through or liquid phosgene is gradually added until the
mixture shows an acid reaction. The colouring matter which is insoluble in the acid
liquid is filtered and pressed and, without previous drying, is converted into the
commercial form of its soluble sodium salt by mixing it with the requisite quantity of
powdered sodium carbonate and drying the mixture.
The new dyestuff thus obtained is the sodium salt of an acid which has the chemical
constitution represented by the formula:

page_text: 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. As a new product the herein before described salmon colour to orange-brown
substantive dyestuff.
2. The manufacture of colouring matters by the action of one molecular proportion
of phosgene upon two molecular proportions of para-amido-benzol-azo-naphthionic
acid in the form of an alkaline salt substantially as hereinbefore described.
3. The manufacture of a new substantive dyestuff consisting in the combination of
the following operations―
(a) the production of an azobody from acetyl-paraphenylene diamine and
naphthionic acid,
(b) the treatment of this azobody with an alkaline solution to split of the acetyl
group to obtain an amido azo compound,
(c) the treatment of this amido-azo-compound with phosgene to form a disazo-
compound and the conversion of this into the commercial form of its sodium
salt,
all substantially as hereinbefore described.
4. The manufacture of disazo colouring matters in the manner set forth in the
foregoing example.
Dalth: 10th J...
CM1000