The Manufacture of Mordant Dyeing Disazo-colouring Matters.
Year: 1897

page_text: PROVISIONAL SPECIFICATION.
The Manufacture of Mordant Dyeing Disazo-colouring Matters.
I. CHARLES DENTON ABEL, of Birkbeck Bank Chambers, Southampton Buildings,
Chancery Lane, in the County of London, Consulting Engineer and Chartered
Patent Agent, do hereby declare the nature of this invention (as communicated
to me from abroad by The Actien Gesellschaft für Anilin Fabrikation, of Berlin, in
the Empire of Germany, Chemical Manufacturers) to be as follows:-
In the production of disazo-colouring matters derived from a, a-amidonaphthol
a-monosulphonic acid, orthoamidophenol and its derivatives have not yet been used
as components. Such compounds have only been used for the manufacture of
monoazo colouring matters as described in German Patent 78409. These colouring
matters dye wool mordanted with metallic mordants but they are of no technical
value, being not fast enough, and the patent referred to has therefore been
abandoned.
My foreign correspondents have now discovered, that disazo-colouring matters may
be produced by the action of diazotised orthoamidophenol or its derivatives upon
a-amidonaphthol-a-monosulphonic acid, dyeing wool in an acidified bath and
yielding dark shades upon chrome-mordanted wool or by a subsequent treatment
with chromium compounds.
In their investigations my foreign correspondents have discovered the remarkable
fact that dyestuffs of extraordinary strength are obtained, if chlor-, nitro-, or chlornitro-
derivatives of orthoamidophenol be used, while the dyestuffs obtained from ortho-
amidophenol itself or orthoamidophenolparasulphonic acid have a relatively weak
tinctorial power.
These strong dyestuffs are, for instance, obtained by the action of the diazo-
derivatives of monochlor- or dichlor orthoamidophenol, mononitro- or dinitro ortho-
amidophenol or chlornitro orthoamidophenol upon the monoazo-dyestuffs derived
from a, a-amido-naphthol-ag-sulphonic acid.
For instance by the action of diazotised 4:6-dichlororthoamidophenol upon the
monoazo-dyestuff obtained from diazotised a-naphthylamine and a, a-amidonaphthol-
-sulphonic acid, a colouring matter is obtained; dyeing wool in an acidified bath
violet black shades, which by subsequent treatment with chromium compounds yield
a deep black completely fast to acids, alkalies and milling.
Instead of a-naphthylamine other amido-compounds may be used, for instance the
above named orthoamidophenol derivatives themselves.
Dated this 12th day of November 1897.
'
ABEL & IMRAY,
Agents for the Applicant.

page_text: The Manufacture of Mordant Dyeing Disazo-colouring Matters.
I, CHARLES DENTON ABEL, of Birkbeck Bank Chambers, Southampton Buildings,
Chancery Lane, in the County of London, Consulting Engineer and Chartered Patent
Agent, do hereby declare the nature of this invention (as communicated to ine from
abroad by The Actien Gesellschaft für Anilin Fabrikation, of Berlin, in the Empire
of Germany, Chemical Manufacturers,) and in what manner the same is to be per-
formed, to be particularly described and ascertained in and by the following
statement:-
In the production of disazo colouring matters derived from a a-amidonaph-
thol-a-monosulphonic acid orthoamidophenol and its derivatives have not yet
been used as components. Such compounds have only been used for the manufac-
ture of monoazo colouring matters as described in German Patent 78409. These
colouring matters dye wool mordanted with metallic mordants, but they are of no
technical value, being not fast enough, and the patent has therefore been
abandoned.
may
My foreign correspondents have now discovered, that disazo colouring matters
be produced by means of diazotized orthoamidophenol or its derivatives and a 4-
amidonaphthol-a-inonosulphonic acid, dyeing wool in an acidified bath and yield-
ing dark shades upon chrome-mordanted wool or by subsequent treatment with
chromium compounds.
In their investigations my foreign correspondents have discovered the remarkable
fact that dyestuffs of extraordinary strength are obtained if chlor-, nitro- or chlornitro-
derivatives of orthoamidophenol be used, while the dyestuffs obtained from ortho-
amidophenol itself or from orthoamidophenolpara-sulphonic acid have a relatively
weak tinctorial power.
These dyestuffs are for instance obtained by the action of the diazo-derivatives of
mono-chlor-or dichlororthoamidophenol, mononitro- or dinitro orthoamidophenol, or
chlornitroorthoamidophenol upon monoazo-dyestuffs derived from a, a-amidonaph-
thol-a-sulphonic acid by the action thereupon of the diazo-compounds of
the aforenamed orthoamidophenol derivatives themselves or of other amido-
compounds.
The following example illustrates the new process; the parts are by weight:
:-
21.5 parts of 4: 6-dichlororthoamidophenol are dissolved in 400 parts of water and
22 parts of hydrochloric acid and diazotized in the well known manner by means of
7 parts of sodium nitrite. The diazo-compound obtained, which is for the most part
precipitated in the shape of brownish crystals, is then allowed to react upon the
monoazo-dyestuff obtained from 14.5 parts of diazotized a-naphthylamine and
261 parts of the sodium salt of a a-amidonaphthol-a,-sulphonic acid.
The com-
bination is effected in a solution kept alkaline by means of sodium carbonate and the
mixture is stirred until the diazo-compound has disappeared. This point reached, the
'mixture is heated to 60°C. and the new dyestuff is precipitated by means of cominon
salt. It forms in dry state a black-brown powder of bronze lustre which dissolves in
water with violet-blue colour, which on addition of caustic soda lye turns blue.
Hydrochloric acid precipitates from the aqueous solution of the colouring matter the free
colour acid in form of violet-black flakes. The dyestuff dissolves in concentrated
sulphuric acid with greenish-blue colour; on diluting with water a blueish-black
precipitate is formed. The new colouring matter dyes wool in any acidified bath
violet-black shades, which by subsequent treatment with chrome mordants yield deep
black shades fast to acids, alkalies and milling.
If in the above example, which is merely typical, for 4: 6-dichlororthoamidophenol
is substituted a molecular proportion of paranitroorthoamidophenol, otherwise pro-
ceeding in the manner above described, a colouring-matter of similar character is

page_text: obtained, dyeing wool in an acidified bath blueish-black shades and yielding on
subsequent treatment with chromium compounds full and fast green-black shades.
If a molecular proportion of picramic acid is used instead of dichlororthoamido-
phenol in the above example a dyestuff is obtained which dyes wool in an acidified
bath black-violet shades, which by subsequent treatment with chromium compounds
yield deep greenish-black shades of remarkable fastness.
Colouring matters of an analogous character, yielding on wool in an acidified
bath shades varying from black to greenish black which can be made deeper and
faster by treatinent with. chromium compounds, are furthermore obtained by
replacing in the example above given the dichlororthoamidophenol by mono-chlor- or
chloronitroorthoamidophenols or by replacing the a-naphthylamine by other amido-
products, such as paranitraniline or the above named orthoamidophenol derivatives
themselves.
Having now particularly described and ascertained the nature of the said in-
vention and in what manner the same is to be performed, I declare that what I
claim is:
1. The herein described manufacture of new black disazo-colouring matters, dyeing.
wool in an acidified bath and yielding deeper and faster shades by treatment with
chromium compounds, by combining one molecular proportion of a, a,-amido-
naphthol-a-sulphonic acid either with two molecular proportions of the diazo-
compound of a chloro-, nitro- or chloronitro-derivative of ortho-amidophenol or with
one molecular proportion of one of these diazo-compounds and one molecular
proportion of the diazo-derivative of another amido-product.
2. The dyestuffs obtained as above set forth.