Improvements in the Manufacture of Fast Azo Colouring Matters, especially adapted for Dyeing on Wool.
Year: 1895

page_text: Date of Application, 13th May, 1895
Complete Specification Left, 4th Feb., 1896-Accepted, 7th Mar., 1896
PROVISIONAL SPECIFICATION.
Improvements in the Manufacture of Fast Azo Colouring Matters,
especially adapted for Dyeing on Wool.
I GEORGE WILLIAM JOHNSON of 47 Lincoln's Inn Fields in the County of
London, Patent Agent do hereby declare the nature of this invention (which
has been communicated to me by Kalle & Co of Biebrich-on-Rhine in the Empire
of Germany) to be as follows:-
This invention relates to the manufacture of disazo coloms derived from the
mono-ortho-nitro-benzidine which is prepared by the action of one molecule of
nitric acid on one molecule of benzidine in sulphuric acid solution.
My foreign correspondents have found that the insoluble or difficultly solublo
colouring matters made by combining mono-ortho-nitio-tetrazo-diphenyl with
phenol uaphtols and carbo acids derived therefrom which are of little value for
dyeing can, by sulphonation, be transformed into highly valuable dyes which are
of the greatest fastness against milling and against the action of light and which
are in this respect equal to the fastest dyes known.
The colouring matter for instance prepared by sulphonating the product obtained
from one molecule of mono-ortho-mtro-benzidine and two molecules of beta-
naphtol, dyes a red shade on wool which possesses absolute fastness against milling
which caunot be attained by employing the dyestuff prepared by combining the
mono-ortho-nitro-benzidine directly with a naphtol sulpho acid.
The dinzo compounds which are employed for the manufacture of the new
sulphonated colouring matters according to this invention are obtained either by
combining one molecule of mono-ortho-nitro-tetrazo-diphenyl with two molecules
of a phenol-naphtol or a carbo acid derived therefium or by acting with the
intermediate diazo-azo product from one molecule of mono-ortho-nitro-tetrazo-
diphenyl and one molecule of one of the above named bodies on one molecule of
another of them.
By phenols, naphtols, and carbo acids derived therefrom 18 meant phenol, its
homologues, resorcine, alpha- and beta-naphtol, dioxy-naphtalines, salicylic acid, its
homologues the oxy-toluylic acids and the oxy-naphthoic acids.
The resulting sulphonated products are either dyed on the unprepared wool in
an acid bath or they are dyed on chrome mordanted wool.
To illustrate the manner in which the invention may be performed I give the
20 kilos. of the product obtamed from mono-ortho-nitro-benzidine, by combining
it with two molecules of beta-naphtol, are dissolved in 200 kilos. of sulphuric acid
of 100% mono-hydrate.
The sulphonation product 18 heated at 50°-60° Centigrade until a sample
dissolves without residue in a dilute aqueous solution of sodium acetate. It is
then run into 2000 litres of water. The sulphonated product is filtered off and
dissolved in soda lye. The sodium salt is precipitated from the hot solution and is
filtered, pressed and dued The new colour dyes a bluish-red on wool.

page_text: 20 kilos. of the mixed disazo compound from one molecule of mono-ortho-nitro-
benzidine, one molecule of salicylic acid and one molecule of beta-naphtol_arc
dissolved in 150 kilos. of sulphuric acid of 100% mono-hydrate and heated at
50° 60° Centigrade until a sample dissolves clearly in water on addition of sodium
acetate. The new sulphonated dyestuff is transformed into the dry sodium salt in
the manner described in Example 1. It dyes a yellowish-red on wool.
20 kilos. of the mixed disazo compound from one molecule of mono-ortho-nitro-
benzidine, one molecule of cresotinic acid, and one molecule of phonol, are stirred
into 100 kilos. of sulphuric acid of 100°
0%1
nono-hydrate. After all is dissolved
100 kilos. of fuming sulphuric acid of 30% anhydride, are added. The mixture
is agitated at ordinary temperature till a sample of the separated sulpho acid
dissolves in hot water. It is then worked up in the manner above described
new colour dyes yellow on wool.
Dated this 11th day of May 1895
The
JOHNSONS & WILLCOX,
47 Lincoln's Inn Fields, Loudon, W.C, Agents.
Improvements in the Manufacture of Fast Azo Colouring Matters,
especially adapted for Dyeing on Wool.
1, GEORGE WILLIAM JOHNSON, of 47 Lincoln's Inn Fields, in the County of
London Patent Agent, do hereby declare the nature of this invention (which
has been communicated to ine from abroad by Kalle & Co. of Biebrich on Rhine
in the Empue of Germany) and in what manner the saine is to be performed to
be particularly described and ascertained in and by the following statement
This invention relates to the manufacture of disazo colouring matteis derived
from the mono-ortho-nitro-benzidine which is prepared by the action of one
molecular proportion of mite acid on one molecular proportion of benzidine in
sulphuric acid solution.
My foreign correspondents have found that the insoluble, or difficultly soluble,
colouring matters, inade by combining mono-ortho-nitro-tetrazo-diphenyl with a
phenol, naphtol, or a carbo-acid derived therefiom, which are of little value for
dyeing, can, by sulphonation, be transformed into highly valuable dyes, which are
of the greatest fastness against milling and against the action of light, and which
are, in this respect, equal to the fastest dyes known.
The colouring matter for instance prepared by sulphonating the product obtamed
from one molecular proportion of mono-ortho-nitro-benzidine and two moleculai
proportions of beta-naphtol dyes a red shade on wool, possessing absolute fastucsa
against milling which cannot be obtained by employing the dyestuff prepared by
combining the mono-ortho-mtro-benzidine directly with a naphtol-sulpho acid.
The disazo compounds which are employed for the manufacture of the new
sulphonated colouring matters according to this invention are obtained either by
combining one molecular proportion of mono-ortho-nitro-tetrazo-diphenyl with two
molecular proportions of a phenol, naphtol, or a carbo acid derived therefrom, or
by acting with the intermediate dinzo-azo product from one molecular proportion

page_text: 20 kilos. of the mixed disnzo compound from ouo molecular proportion of mono-
ortho-nitro-benzidine, one molecular proportion of salicylic acid and one molecular
proportion of beta-naphtol are dissolved in 150 kilos. of sulphuric acid of
100 per cent. mono-hydrate, and heated at 50°-60° Centigrade until a sample
dissolves clearly in water on addition of sodium acetate.
The new sulphonated dyestuff is transformed into the dry sodium salt in the
mauner described in Example 1. It dyes a yellowish-red on wool.
20 kilos. of the mixed disazo compound from one molecular proportion of mono-
ortho-nitio-benzidme, one molecule of cresotinic acid, and one molecular proportion
of phenol, are stirred into 100 kilos. of sulphuric acid of 100 per cent. mono-
hydrate. After all is dissolved 100 kilos. of fumming sulphuric acid, of 30 per cent.
anbydide, are added. The mixture is agitated at ordinary temperature until a
sample of the separated sulpho acid dissolves in hot water. It is then worked up
in the manuer hereinbefore described. The new colouring matter dyes yellow
on wool.
Having now particularly described and ascertained the nature of the said inven-
tion and in what manner the same is to be performed I declare that what I
claim is :-
1. The manufacture of fast azo colouring matters by sulphonating the disazo
bodies obtained by combining mono-ortho-nitro-tetrazo-diphenyl with two molecular
proportions of a phenol, naphthol or a carbo acid derived therefrom.
2. The manufacture of fast azo colouring matters by sulphonating the disazo.
bodies obtained by combining mono-ortho-nitrotetrazo-diphenyl with one molecular
proportion of a phenol, naphthol, or a carbo acid derived therefrom and one
molecular proportion of another body belonging to the heroinbetore named classes
of chemical compounds.
3. The manufacture, as herein before described under the several examples given,.
of fast azo colouring matters especially adapted for dyeing on wool.

page_text: 4. As new articles of manufacture the sulphonated disazo dyestuffs such as can
be obtained in the manner bereinbefore described and claimed by the preceding
claiming clauses.
Dated this 4th day of Kahnuare 1902
JOHNSONS & WILLCOX,
Agents.