Mordant Dyeing Dyestuffs.
Year: 1895

page_text: Date of Application, 12th Mar., 1895
Complete Specification Left, 10'h Dec., 1895-Accepted. 11th Jan., 1896
PROVISIONAL SPECIFICATION.
[Communicated from abroad by GUSTAV ADOLF DAHL, of the Firm of
Dahl & Co., of Barmen, in the Kingdom of Prussia, Dyestuff Manu-
facturers.]
Mordant Dyeing Dyestuffs.
I ADOLF BANG of 55 St. Paul's Street Leeds in the County of York Dye
Merchant do hereby declare the nature of this invention to be as follows:-
Chrome mordant greenish dyeing substances have been obtained by F. Reverdin
and Ch. de la Harpe from the oxidation products of certain al amido-
31 naphthol sulphonic acids; whilst the isomeric ẞ1 amido-al naphtholsulphonic
acids on the contrary yielded violet black and not green dyestuffs. Berlin
Berichte 25 p. 1400 and following.
The production of these green dye stuffs by the oxidation of a 1 amido-
B1 naphtholsulphonic acids is not carried out without trouble and gives only a
poor yield.
My communicators have discovered a process by means of which these dyestuffs
can be readily produced, and whereby mordant dyeing green dyestuffs can be
obtained also from B₁ amido-a, naphtholsulphonic acids.
This method consists in the production of a condensation product from one
molecule of amidonaphtholsulphonic acid, (also a₁ amido-31 naphtholsulphonic acid
or B₁ amido-a, naphtholsulphonic acid) with one molecule of ẞ naphthoquinon (or.
the sulphonic acids of the same, in which case the sulpho group is split up), and
boiling this intermediate (i.e. condensation) product in an alkaline solution in the
presence of an oxidizing agent, most suitably, one molecule of ẞ naphthoquinon
sulphonic acid.
The production of the dyestuffs takes place as follows
:-
24 kg. (52.8 lbs.) (one molecule) of amidonaphtholsulphonic acid and 54 kg.
(118.8 lbs.) (two molecules) of the potash salt of ẞ naphthoquinonsulphonic acid
are stirred in 400 litres of water, to which is added a solution of 30 kg. (66 lbs.)
of soda in 60 litres of water, and immediately heated to boiling.
The brown solution of the condensation product first formed, turns with active
effervescence to brown black, and the new dyestuff soon separates out. Imme-
diately the quantity of the dyestuff ceases to increase, allow to cool, filter, and
wash out.
The following amidonaphtholsulphonic acids may be employed.

page_text: mordant Dying Dyestuns.
I ADOLF BANG of 55ª St. Paul's Street Leeds in the County of York
Dyestuff Merchant 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 :-
Chrome mordant green dyeing substances have been obtained by F. Rerverdin
and Ch. de la Harpe from the oxidation products of certain a amido- naphthol
sulphonic acids, whilst the ẞ amido-a naphthol sulphonic acids yielded violet black
and not green dyestuffs-Berliner Berichte 25 p. 1400 and following.
The production of these green dyestuffs by the oxidation of the a amido-
ẞ naphthol sulphonic acids is not carried out without trouble and gives only a poor
yield. My communicators have discovered a process by means of which these
dyestuffs can be readily produced and whereby mordant dyeing green dyestuffs
can be obtained also from ẞ amido a naphthol sulphonic acids.
"This method consists in the production of a (brown) condensation product from
one molecule of amido naphthol sulphonic acid (also a amido-ẞ naphthol-, and
Bamido-a naphthol sulphonic acid) with one molecule of ẞ naphthoquinone, or
better, the sulphonic acid of the same, and boiling this (brown) intermediate
product in an alkaline solution, with or without the addition of an oxidizing agent,
ẞnaphtho quinone sulphonic acid being most suitably employed as such.
A modification of the above process (in which amido naphthol sulphonic acid is
first formed during the condensation process, whilst at the same time naphtho-
quinone sulphonic acid is formed,) consists in producing the above mentioned brown
intermediate products by the action of the ortho-nitrose compounds of the a and
ẞ naphtholsulphonic acids on ẞ naphthohydroquinone sulphonic acid (in equal
molecules) in an alkaline solution at the usual temperature. On boiling the
intermediate products are transformed into the green dyestuffs.
And in order that this invcution and the manner in which the same is to be
performed may be more readily and clearly understood, the following examples are
added in illustration of the same.
EXAMPLE I.
25 kilogrammes (1 molecule) of amido naphthol sulphonic acid and 28 kilo-
grammes (1 molecule) of the potash salt of ẞ naphtho-quinone sulphonic acid are
stirred in 400 litres of water, to which a concentrated aqueous solution of 30 kilo-
grammes of soda is added, and immediately heated to boiling. The brown solution
of the condensation product first formed turns with active effervescence to a black
brown, and the new dyestuff soon separates out. Immediately the quantity of the
dyestuff ceases to increase, allow to cool, filter and wash out.
TT
27 kilogrammes (1 molecule) of ẞ nitroso a naphthol sulphonic acid (or a nitroso
naphthol sulphonic acid) are dissolved in 400 litres of water, made alkaline by 4
30 kilogrammes of soda, and then 28 kilogrammes (1 molecule) of the potash salt
of naphtho-hydro-quinone sulphonic acid is added. The mixture is at once
heated to boiling, and the dyestuff which is quickly formed, is obtained as farther
given in Example I.
All the dye stuff's form dark powders, which dissolve in water with a green 4
colour. On the addition of acids the colour changes to red.

page_text: The dyestuffs of the a naphthol series shew a bluer shade than those of the
ẞnaphthol series.
The colours on chrome mordanted wool are fast to milling and light.
Having now particularly described and ascertained the nature of my said inven-
tion, and in what manner the same is to be performed I declare that what I
claim is :-
1. The production of brown condensation products from (one molecule of) an
ortho amido-naphthol sulphonic acid and (one molecule of) ẞ naphtho quinone or
the sulphonic acid of the same, and the transformation of these condensation
products into green mordant dyeing dyestuffs by boiling the same in an alkaline
solution.
2. The production of the brown condensation products referred to in Claim 1 by
the action of (one molecule of) the ortho nitroso compounds of the a and ẞ naph-
thol sulphonic acids on (one molecule of) ẞ naphthohydroquinone sulphonic acid,
and the transformation of the same into green mordant dyeing dyestuffs.
3. The employment of the following amido naphthol sulphonic acids for the
production of the green mordant dyeing dyestuffs to be obtained according to.
Claim 1
substantially as set forth.
6. Green mordant dyeing dyestuffs produced according to the method or methods.
herein set forth.
Dated this 9th day of December 1895.
J. CLARK JEFFERSON,
30 Park Row, Leeds, Agent for Applicant.