The Manufacture or Production of Azo-coloring Matters.
Year: 1899

page_text: Date of Application, 19th Sept., 1899
Complete Specification Left, 9th June, 1900-Accepted, 21st July, 1900
[Communicated from abroad by the FARBENFABRIKEN vormals FRIEDRICH BAYER
& Co., of Elberfeld, Germany.]
The Manufacture or Production of Azo-coloring Matters.
I, HENRY EDWARD NEWTON, of the Office for Patents, 6, Bream's Buildings,
Chancery Lane, in the County of London, Patent Agent, do hereby declare the
nature of this invention to be as follows:-
My foreign correspondents have found that valuable azo-dye-stuffs, which dye
unmordanted cotton from violet to blue, bright and fast shades, are obtained
by combining, in equimolecular proportions, a tetrazotised paradiamine, such as
benzidine, tolidine, dianisidine, or the like, an alphanaphtholsulphonic acid, and
beta-beta-amidonaphthol.
In order to illustrate the production of the new dye-stuffs, the following
Example A is given, the parts being by weight.
EXAMPLE A.
24.4 kilos. of dianisidine are tetrazotized in the usual way. The so obtained
solution of the tetrazo-compound is neutralized with sodium acetate or sodium
carbonate, and then mixed with-35 kilos. of the disodium salt of alpha, naphthol-
beta, beta, disulphonic acid, while continuously stirring. After the addition
of a small quantity of sodium carbonate, the stirring is continued for several
hours, until the formation of the intermediate product is effected. Subsequently,
a caustic alkaline solution of 16.5 kilos. of beta, beta, amidonaphthol is run into
the reaction mixture while energetically stirring. After having further stirred'
for 12 hours, the mass is heated to about 80 degrees Centigrade, and the dye-
stuff thus produced is precipitated with common salt, filtered off, and dried. It
dyes unmordanted cotton reddish-blue bright shades.
My foreign correspondants have further found that very similar results are
obtained, if, instead of the alpha-naphtholsulphonic acids, certain derivatives
therefrom are employed, which are substituted in the so called peri-position to
the hydroxy group, such, for instance, as the perichloronaphtholsulphonic acids,
the perialkyloxynaphtholsulphonic acids, and the like.
In order to illustrate this method of proceeding, the following Example B is
given, the-parts-being likewise by weight.
EXAMPLE B.
The solution of
18.4 kilos. of benzidine are tetrazotised in the usual manner.
the tetrazo compound thus obtained is neutralized by the addition of sodium
acetate or sodium carbonate, and then mixed with a concentrated aqueous solu-
tion of 39.5 kilos. of the disodium salt of monoethyl-alpha,-alpha-dihydroxy-
naphthalene-beta,-beta-disulphonic acid, while continuously stirring.
addition of sodium carbonate, the formation of the intermediate body is effected.
Subsequently a caustic alkaline solution of 16.5 kilos. of beta-beta-amidonaph-
By the

page_text: thol is run into the reaction mass, which is further treated as stated in the
Example A. The dye-stuff thus obtained dyes unmordanted cotton bright blueish-
violet shades.
As a matter of course, my foreign correspondents do not intend to confine
themselves to the particulars given in the above examples, as these are merely
typical, and can be varied within wide limits.
Dated this 10th day of Santambar 1800
NEWTON AND SON,
Agents for the Applicant.
I, HENRY EDWARD NEWTON, of the Office for Patents, 6, Bream's Buildings,
Chancery Lane, in the County of London, Patent Agent, 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:-
My foreign correspondents have found that valuable azo-dye-stuffs, which dye
unmordanted cotton from violet to blue shades which are both bright and fast,
are obtained by combining in equimolecular proportions a tetrazotized para-
diamine, such as benzidine, tolidine, dianisidine, or the like, with an alphanaph-
tholsulphonic acid, and with beta-beta-amidonaphthol.
In order to illustrate the production of the new dye-stuffs, the following
example A is given, the kilos. representing parts by weight.
EXAMPLE A.
24.4 kilos. of dianisidine are tetrazotized in the usual way. The solution of
the tetrazo-compound so obtained is neutralized with sodium acetate or sodium
carbonate, and is then mixed with 35 kilos. of the disodium salt of alpha-naph-
thol-beta-beta-disulphonic acid, while being continuously stirred. After the addi-
tion of a small quantity of sodium carbonate, the stirring is continued for several
hours until the formation of the intermediate product is effected. Subsequently,
a caustic alkaline solution of 16.5 kilos. of beta,-beta-amido-naphthol is run into
the reaction mixture, which is energetically stirred. After being further stirred
for 12 hours, the mass is heated to about 80 degrees Centigrade, and the dye-
stuff thus produced is precipitated with common salt, filtered off, and dried. It
dyes unmordanted cotton reddish-blue bright shades.
My foreign correspondents have further found that very similar results are
obtained if, instead of the alpha-naphtholsulphonic acids, certain derivatives
therefrom are employed, which are substituted in the so-called peri-position to
the hydroxy group, such, for instance, as the perichloronaphtholsulphonic acids,
the perialkyloxynaphtholsulphonic acids, or the like.
In order to illustrate this method of proceeding, the following Example B is
given:
-
EXAMPLE B.
18.4 kilos. of benzidine are tetrazotized in the usual manner. The solution of
the tetrazo-compound thus obtained is neutralized by the addition of sodium
acetate or sodium carbonate, and then mixed with a concentrated aqueous solu-
tion of 39.5 kilos. of the disodium salt of monoethyl alpha,-alpha-dihydroxy-
naphthalene-beta,-beta, disulphonic acid, while being continuously stirred. By the
addition of sodium carbonate, the formation of the intermediate body is effected.

page_text: Subsequently a caustic alkaline solution of 16.5 kilos. of beta-beta-amidonaph-
thol is. run into the reaction mass, which is further treated as stated in the
Example A. The dye-stuff thus obtained dyes unmordanted cotton bright blueish-
violet shades.
When the dye stuffs are rediazotized on the fibre, and further coupled with
beta-naphthol, bright tints from reddish-blue to blue are obtained, which are
distinguished by their fastness against washing.
As a matter of course, my foreign correspondents do not intend to confine
themselves to the particulars given in the above examples, as these are merely
typical, and can be varied within wide limits.
Having now particularly described and ascertained the nature of the said
invention and in what manner the same is to be performed, as communicated to
me from abroad, I declare that what I claim is:―
1. The process for the production of new azo-dyestuffs, which process con-
sists in combining a tetrazo derivative of a paradiamine, with one molecule of an
alphanaphtholsulphonic acid, or with one of the herein before-mentioned deri-
vatives thereof, and with one molecule of beta₁-beta, amidonaphthol, substan-
tially as herein before described.
2. As new articles of manufacture, the new azo dye-stuffs obtainable by the
process herein before described and claimed.
Dated this ath day of Tuna 1000
NEWTON & SON,
Agents for the Applicant.