стure an Production which Dye Cotton Direct, and Materials for Use therefor.
Year: 1899

page_text: тпе тапиластure an
Production
which Dye Cotton Direct, and Materials for Use therefor.
I, JAMES YATE JOHNSON, of 47, Lincoln's Inn Fields, in the County of London,
Gentleman, do hereby declare the nature of this invention (which has been communi-
cated to me from abroad by the Badische Anilin & Soda Fabrik, of Ludwigshafen on
Rhine, in the German Empire) to be as follows:-
My foreign correspondents have found that by the action of one molecular propor-
tion of dinitrodichlorbenzene (see Körner, Jahresbericht über die Fortschritte der
Chemie, 1875, p. 323), on two molecular proportions of para-amidophenol, its
carboxylic-, or sulpho-, derivatives in alcoholic, or aqueous solution, and in the
presence of an agent that will bind hydrochloric acid, such, for instance, as sodium
acetate, the hitherto unknown dinitro-di-paraoxydiphenyl-meta-phenylenediamine,.
its di-sulpho-, or dicarboxylic acids, respectively, are obtained.
The said meta-phenylenediamine derivatives yield, on melting with sulphur and an
alkaline sulphide, most valuable dyestuffs, which dye cotton direct in black shades of
great fastness.
The following examples will further serve to illustrate the nature of this invention,
but the invention is not confined to these examples.
THE MANUFACTURE OF DINITRO-DI-PARAOXYDI-PHENYL-META-PHENYLENEDIAMINE FROM
ONE MOLECULAR PROPORTION OF DINITRO-DICHLORBENZENE AND TWO MOLECULAR
PROPORTIONS OF PARA-AMIDOPHENOL.
Boil together 237 parts of dinitro-dichlorbenzene, 30 parts of para-amidophenol-
hydrochloride, 60 parts of crystallised sodium acetate and 500 parts of alcohol, for
about four hours, using an-inverted condenser.. On cooling, the desired product, mixed
with common salt, separates out. It is drained on the pump, washed with water,
pressed and dried: The dinitro-di-paraoxydiphenyl-meta phenylene-diamine
ン
TDi Q71
...

page_text: i
TWO
PRODUCTION OF THE DINITRO-DI-PARAOXYDIPHENYL-META-PHENYLENEDIAMINE-DISULPHO:
ACID FROM ONE MOLECULAR PROPORTION OF DINITRO-DICHLORBENZENE AND
MOLECULAR PROPORTIONS OF PARA-AMIDO PHENOL-ORTHO-SULPHOACID.
Mix together 71.1 parts of dinitro-dichlorbenzene, 120 parts of para-amidophenol-
ortho-sulphoacid, 170 parts of crystallised sodium acetate and 1500 parts of water.
Heat to boiling for about four hours in an apparatus having an inverted condenser.
On adding common salt to the clear red-brown solution obtained the reaction product
separates out on cooling in the form of yellow-red crystals. They are drained on the
pump washed with a saturated solution of common salt pressed and dried.
The reaction product is easily soluble in water, forming a yellowish-red solution,
but it is difficultly soluble in alcohol. It crystallizes from dilute alcohol in fine
needles, which explode when heated to a high temperature.
PRODUCTION OF THE DICARBOXYLIC ACID OF
DINITRO-DI-PARAOXYDIPHENYL-META-
PHENYLENE-DIAMINE.
Boil together 59 parts of dinitro-dichlorbenzene 77 parts of para-amidosalicylic acid,
80 parts of calcined sodium carbonate and 1500 parts of water for from 3 to 4 hours
in a reflux apparatus.
The addition of hydrochloric acid to the cold solution precipitates the reaction
product, which is drained on the pump, washed, pressed and dried. It forms a yellow
powder which is almost insoluble in water, and difficultly soluble in alcohol, benzol,
and glacial acetic acid. Soda solution dissolves it forming a brown-red solution. It
is decomposed by heating without previously melting.
PRODUCTION OF A DYESTUFF FROM
DINITRO-DI-PARAOXYDIPHENYL-META-PHENYLENE-
DIAMINE OBTAINED ACCORDING TO EXAMPLE 1.
Mix together, in an iron vessel, 20 parts of dinitro-diparaoxy-diphenyl-meta-
phenylenediamine obtained as in Example 1, 40 parts of sulphur, 120 parts of
crystallised sodium sulphide, and five parts of water. Gradually heat the melt, while
stirring to about 140° Centigrade, and maintain this temperature until the melt has
become quite dry even when hot. As soon as cold the melt can be powdered and at once
employed for dyeing, or it can be dissolved in a little water and the dye salted out
with common salt. In this case sodium sulphide should be added to the dyeing.vat
in addition to soda and common salt. sulphide, sho
The products. from one molecular proportion of dinitro-dichlorbenzene.and.two
inolecular proportions of para-amidosalicylic acid, or two molecular proportions of
para-amidophenol-sulphoacid respectively are treated in a similar manner..
**

page_text: Dye from the condensation
product of one molecular
proportion of dinitro-di-
chlorbenzene + two mole-
cular proportions of :-
Colour of the
aqueous
solution
On addition of acid
to the aqueous
solution.
Dyes unmor-
danted cotton.
The Manufacture and Production of Dyestuffs containing Sulphur,
which Dye Cotton Direct, and Materials for Use therefor.
I, JAMES YATE JOHNSON, of 47, Lincoln's Inn Fields, in the County of London,
Gentleman, do hereby declare the nature of this invention (which has been
communicated to me from abroad by The Badische Anilin & Soda Fabrik, of
Ludwigshafen-on-Rhine, in the German Empire) 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 found that by the action of one molecular proportion
of dinitro-dichlor-benzene (see Körner, Jahresbericht über die Fortschritte der Chemie,
1875, page 323), on two molecular proportions of para-amido-phenol, or its carboxylic-,
or sulpho-derivatives, in alcoholic, or aqueous, solution, and in the presence of an
agent that will bind hydrochloric acid, such, for instance, as sodium acetate, the
hitherto unknown dinitro-di-para-hydroxy-di-phenyl-meta-phenylene-diamine, its di-
carboxylic- or di-sulpho-acids, respectively, are obtained.
The said meta-phenylene-diamine derivatives yield, on melting with sulphur and an..
alkaline sulphide, most valuable dyestuffs, which dye cotton direct black shades of
great fastness.
i

page_text: The following examples will further serve to illustrate the nature of this invention,
and the manner in which it may be performed, but the invention is not confined to
these examples. The parts are by weight.
THE MANUFACTURE OF DINITRO-DI-PARA-HYDROXY-DIPHENYL-META-PHENYLENE-DIAMINE
FROM ONE
MOLECULAR
PROPORTION
DINITRO-DI-CHLOR-BENZENE
MOLECULAR PROPORTIONS OF PARA-AMIDO-PHENOL.
AND TWO
Mix together twenty three and seven-tenth parts of dinitro-di-chlor-benzene,
thirty parts of para-amido-phenol-hydrochloride, sixty parts of crystallised sodium
acetate, and five hundred parts of alcohol, and heat gradually till the mixture boils;
continue boiling it for about four hours, using an apparatus having an inverted
condenser. On cooling, the desired product, mixed with common salt, separates out.
It is drained on the pump, washed with water, pressed and dried. The dinitro-di-
para-hydroxy-di-phenyl-meta-phenylene-diamine crystallises from alcohol in magnifi-
cent red tablets, which melt at 284-286 degrees Centigrade.
PRODUCTION OF THE DINITRO-DI-PARA-HYDROXY-DI-PHENYL-META-PHENYLENE-DIAMINE-
DI-SULPHOACID FROM ONE- MOLECULAR PROPORTION OF DINITRO-DI-CHLOR-BENZENE
AND TWO MOLECULAR PROPORTIONS OF PARA-AMIDO-PHENOL-ORTHO-SULPHO-
ACID.
Mix.. together seventy one and one-tenth parts of dinitro-di-chlor-benzene, one
hundred and twenty parts of para-amido-phenol-ortho-sulpho-acid, one hundred and
seventy parts of crystallised sodium acetate and one thousand five hundred parts of
water. Heat slowly to boiling, and continue boiling, for about four hours in an
apparatus having an inverted condenser. On adding common salt to the clear red-
brown solution obtained, the reaction product separates out, on cooling, in the form
of yellow-red crystals which are drained on the pump, washed with a saturated solution
of common salt, pressed and dried.
The reaction product is easily soluble in water forming a yellowish-red solution, but
it is difficultly soluble in alcohol. It crystallises from dilute alcohol in fine needles,
which explode when heated to a high temperature.
PRODUCTION OF THE DI-CARBOXYLIC ACID OF
DINITO-DI-PARA-HYDROXY-DI-PHENYL
META-PHENYLENE-DIAMINE.
Mix together fifty nine parts of dinitro-di-chlor-benzene, seventy seven parts of
para-amido-salicylic acid, eighty parts of calcined sodium carbonate, and one thousand
five hundred parts of water. Heat, slowly, to boiling, and maintain on the boil for
from three, to four, hours in a reflux apparatus.
The addition of hydrochloric acid to the cold solution precipitates the reaction
product, which is drained on the pump, washed, pressed, and dried. It forms a yellow
powder, which is almost insoluble in water; and difficultly soluble in alcohol, benzene
and glacial acetic acid. Soda solution dissolves it, forming a brown-red solution. It
is decomposed by heating without previously melting.

page_text: PRODUCTION OF A DYESTUFF FROM
錢:
DINITRO-DI-PARA-HYDROXY-DI-PHENYL-METÁ¨*
PHENYLENE-DIAMINE OBTAINED ACCORDING TO EXAMPLE 1.
f:
Mix together, in an iron vessel, twenty parts of dinitro-di-para-hydroxy-di-phenyl-
meta-phenylene-diamine, obtained as in Example 1, forty parts of sulphur,..one
hundred and twenty parts of crystallised sodium sulphide, and five parts of water.
Gradually heat the. melt,, while stirring, to about one hundred and forty degrees
Centigrade, and maintain this temperature until the melt has become quite dry, even
when hot: As soon as the melt is cold it can be powdered and be at once employed
for dyeing, or it can be dissolved in a little water and the dye be salted out by means
of common salt. In this case sodium sulphide should be added to the dyeing vat in
addition to soda and common salt.
The products from one molecular proportion of dinitro-di-chlor-benzene and two
molecular proportions of para-amido-salicylic acid, or two molecular proportions of
para-amido-phenol-sulpho-acid respectively are treated in a similar manner.
The properties of the dyestuffs obtained are given in the following table.
Dye from the condensation
product of one molecular
proportion of dinitro-di-
chlor-benzene + two mole-
cular proportions of:-
Colour of the
aqueous
solution
On addition of hydro-
chloric acid to the
aqueous solution.
Dyes unmor-
danted cotton.
Having now particularly described and ascertained the nature of the said
invention and in what manner the same is to be performed, I declare that what
I claim is :-
1. The manufacture of materials for the production of dye-stuffs which consists in
condensing dinitro-di-chlor-benzene with para-amido-phenol, or its herein before
defined derivatives, substantially as herein before described.
2. The manufacture of dyestuffs, directly dyeing cotton, which consists in heating
a condensation product of dinitro-di-chlor-benzene and para-amido-phenol, or its
herein before defined derivatives, with sulphur and an alkaline sulphide, substantially
as herein before described.
3. The manufacture of materials for the production of dyestuffs and of dyestuffs
therefrom, substantially as described in the foregoing examples.

page_text: 4. As new articles of manufacture, the bodies which can be obtained by condensing
dinitro-di-chlor-benzene with para-amido-phenol, or its herein before defined derivatives,
substantially as herein before described.
5. As new articles of manufacture the dyestuffs, directly dyeing cotton which can
be obtained by heating the condensation products of dinitro-di-chlor-benzene and
para-amido-phenol, or its hereinbefore defined derivatives, with sulphur and an
alkaline sulphide, substantially as hereinbefore described.
1000
JOHNSONS & WILLCOX,
47, Lincoln's Inn Fields, London, W.C., Agents.