The Manufacture and Production of New Azo Colouring-matters for Wool and their Treatment on the Fibre.
Year: 1899

page_text: Date of Application, 20th Oct., 1899
Complete Specification Left, 20th July, 1909-Accepted, 25th Aug.,
1900
PROVISIONAL SPECIFICATION.
The Manufacture and Production of New Azo Colouring-matters
for Wool and their Treatment on the Fibre.
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 Ludwig-
shafen-on-Rhine, in the German Empire) to be as follows:-
Under the German Patent 93443 is claimed the production of monoazo dyes from
nitro-amido-phenol-sulphoacid (NO, OH: NH, SO₂H = 1:2: 3:5) and sulpho-
acids of 11-amido-naphthol. None of these colouring-matters have come into
practical use. The colouring matter which is more-particularly described is that
obtained with the nitro-amido-phenol-sulphoacid mentioned and the 1·11-amido-
naphthol-3.31-disulphoacid (H. acid). The shades which this colouring-matter yields
possess insufficient fastness to light, and they are not sufficiently improved in this
respect even if treated with chromium salts.
My foreign correspondents have found that the said nitro-amido-phenol-sulphoacid,
as also the isomeric body, the para-nitro-ortho-amido-phenol-ortho-sulphoacid
described in the Specification of Letters Patent 16650 of 1898 yield valuable azo
colouring-matters upon combination with certain sulphoacids of amido-naphthol
hereinafter defined. The new colouring-matters so obtained dye unmordanted wool
red-violet to blue shades and these, upon treatment with chromates, or chromium
salts, change towards blue or black, and then possess, to a most valuable
degree, fastness against milling and washing, as also against light and other
influences. They are also characterised by valuable equalising power. The sulpho-
acids of 11-amido-naphthol are worthless for the purposes of this invention. The
sulphoacids that have hitherto given the best results are the mono-sulphoacids of
1.4, 24, and 2.1-amido-naphthol. Further the alkyl derivatives of the said
amido-naphthol-sulphoacids appear to act similarly.
The following example will serve to further illustrate the nature of the invention,
but the invention is not confined to this example. The parts are by weight:
Dissolve about two hundred and thirty-four parts of ortho-nitro-ortho-amido-
phenol-para-sulphoacid in about five thousand parts of water and díazotize at the
ordinary temperature by treatment with a solution of sixty-nine parts of sodium
nitrite and one hundred and fifty parts hydrochloric acid, (containing about
30 per cent real H.Cl). Prepare a solution of about two hundred and forty parts
of 1-amido-4-naphthol-21-sulphoacid in about five thousand parts of water. To
this solution add an excess of soda and then run in the diazo solution whilst stirring.
In a short time a portion of the colouring-matter separates out in the form of
greenish glittering crystals. Add common salt to complete the precipitation. Filter,

page_text: press and dry. In the same way the colouring-matters can be obtained from the
isomeric para-nitro-ortho-amido-phenol-ortho-sulphoacid and from other sulphoacids
of amido-naphthol.
The following table illustrates the properties of some of the colouring-matters that
can be obtained according to this invention.

page_text: The Manufacture and Production of New Azo Colouring-matters
for Wool and their Treatment on the Fibre.
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 :-
Under the German Patent No. 93443 was claimed the production of monoazo dyes
from nitro-amido-phenol-sulphoacid (NO, OH: NH: SO₂H=1:2:3:5) and sul-
phoacids of 11 amido-naphthol. None of these colouring matters have come into
practical use and the said Patent has been allowed to lapse. The colouring matter
which is more particularly described in the Specification of the said Patent is that
obtained with the nitro-amido-phenol-sulphoacid mentioned and the 1·11 amido-
naphthol-3-31-disulphoacid (the so called "H acid "). The shades which this
colouring matter yields possess insufficient fastness to light, and they are not
sufficiently improved in this respect even if treated with chromium salts.
My foreign correspondents have found that the said nitro-amido-phenol sulphoacid,
as also the isomeric body, the para-nitro-ortho-amido-phenol-ortho sulphoacid
described in the Specification of Letters Patent No. 16650 of 1898 yield valuable azo
colouring matters upon combination of their diazo compounds with certain sulpho-
acids of amido-naphthol hereinafter defined. The new colouring matters, so obtained,
dye unmordanted wool red-violet, to blue, shades, and these, upon treatment with
chromates, or chromium salts, or mixtures thereof, change towards blue, or black,
and then possess, to a most valuable degree, fastness against milling and washing, as
also against light and other influences. They are also characterized by valuable
equalising power. The sulpho-acids that can be employed for the purposes of this
invention are the mono-sulpho-acids of 1-41-, 2.41, and 2.1-amido naphthol and
the alkyl derivatives of the 241-21-amido-naphthol sulpho acid but the sulphoacids
of 1-1-amido-naphthol are worthless for the purposes of this invention.
The following example will serve to further illustrate the nature and the manner
in which it can be performed, but the invention is not confined to this example.
The norte are by weight
Dissolve about two hundred and thirty-four parts of ortho-nitro-ortho-amido-
phenol-para-sulpho-acid in about five thousand parts of water and diazotise, at the
ordinary temperature, by treatment with a solution of sixty-nine parts of sodium
nitrite and one hundred and fifty parts hydrochloric acid (containing about thirty
per cent. real H CI).
Prepare a solution of about two hundred and forty parts of 1-amido-41-naphthol-
21-sulphoacid in about five thousand parts of water. To this solution add an excess
of soda, and then run in the diazo solution, whilst stirring. In a short time a portion
of the colouring matter separates out in the form of greenish glittering crystals.
Add common salt to complete the precipitation. Filter, press, and dry. In the
same way the colouring matters can be obtained by using the isomeric para-nitro-
ortho-amido-phenol-ortho-sulphoacid in place of the ortho-nitro-ortho-amido-phenol-
para-sulphoacid and by using the other hereinbefore defined sulphoacids of amido-
naphthols or the alkyl derivatives mentioned.

page_text: 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 azo-colouring matters by combining the diazo compound
of the aforesaid nitro-amido-phenol sulpho acid or of the aforesaid isomeric body with
a mono-sulphoacid of 1.4, 2.4¹. or 2-1 amido-naphthol or an alkyl derivative
of 2.41. 21-amido-naphthol sulpho-acid.

page_text: 2. The manufacture of new azo colouring matters substantially as described in the
foregoing example.
3. The new azo colouring matters such as can be obtained by the process according
to the first claiming clause.
4. The treatment of the new azo colouring matters claimed in the last pre-
ceding claiming clause, with chromates, or chromium salts, or mixtures thereof, on
the fibre.
TOLL
CT 1
1000
JOHNSONS & WILLCOX,
47, Lincoln's Inn Fields, London, W.C., Agents.
JOHNSONS & WILLCOX,
47, Lincoln's Inn Fields, London, W.C., Agents.