COLOURING MATTER FROM BENZIDINE + 2 MOLECULES OF AMINMONOSULP
Year: 1888

page_text: C
Date of Application, 24th Sept., 1888
Complete Specification Left, 7th May, 1889-Accepted, 8th June, 1889
I, OLIVER IMRAY, of No. 28 Southampton Buildings, Chancery Lane in the County
of Middlesex, do hereby declare the nature of this invention to be as follows:-
The communicators of this invention have discovered that the monosulpho acid
obtained from B. naphthylphenylamine (Merz & Weith, Berl. Berichte XIII. 1300) can
be used for the manufacture of colouring matters by combining it with tetrazo-
diphenyle or tetrazoditolyle. These new colouring matters dye cotton in the soap
bath and are remarkable for their blue shade and their permanent character.
The reaction is effected in two phases or steps. The first step is the combination
of one molecule of the monosulpho acid above mentioned with one molecule of the
tetrazo salt forming an insoluble compound, and the second step is the combination
of this insoluble compound with another molecule of the monosulpho acid producing
the colouring matter." For the second molecule of monosulpho acid can be substituted
phenols or amides or their sulpho or carbon acids.
1) COLOURING MATTER FROM BENZIDINE + 2 MOLECULES OF ẞ NAPHTHYLPHENYL"
AMINMONOSULPHO ACID.
28 kilos. of benzidine sulphate or the equivalent quantity of any other benzidine
salt are diazotised in a solution of 600 litres of water with 14 kilos. of nitrite, with
the addition of 40 kilos, of hydrochloric acid.
The tetrazo compound thus formed is poured into a solution of 64 kilos. ẞ naph-
thylphenylamine sulphonate of soda in about 900 litres of water, to which is added
so much acetate of soda, that all the mineral acid is fixed.
After about 12 hours agitation the reaction is complete; the separated colouring
acid is converted into its soda salt which is salted out.
This colouring matter, which dissolves with difficulty, dyes cotton a crimson tint.

page_text: 2) COLOURING MATTER FROM BENZIDINE + ẞ NAPHTHYLPHENYLAMINE SULPHO ACID
+NAPHTHIONIO ACID.
28 kilos. of benzidine sulphate are diazotised as above described; the solution of
the tetrazo compound is poured under agitation into 32 kilos. of ẞ naphthylphenylamine-
sulphonate of soda and 35 kilos. of acetate of soda dissolved in about 600 litres of
water.
1
The brown intermediate, product thus formed is introduced, into, a, solution of 26
kilos. of naphtliionate of soda and 10 kilos. of carbonato of soda in about 900 litres
of water.
After agitation for 12 hours, the solution is boiled and filtered and the colouring
matter is then salted out. It dyes cotton a fine blueish red.

page_text: C
Improvements in the Manufacture of Colouring Matters.
4:
14
I, OLIVER IMRAY, of No. 28 Southampton Buildings; Chancery Lane, in the County.
of Middlesex, Fellow of the Institute of Patent Agents, 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:
A OF !
The communicators of this invention have discovered that the monosulpho acid
obtained from ẞ, naphthylphenylamine (Merz, &; Weith, Berl. Berichte XIII 1300)
can be used for the manufacture of colouring matters, by combining, it, with tetrazo
diphenyle or tetrazoditolyle.
i
> .
These new colouring matters dye cotton in the soap bath and are remarkable for
their blue shade and their permanent character. The reaction is effected in two
phases or steps. The first, step is the combination of one, molecule of the mono-
sulpho acid above mentioned with one molecule, of, the tetrazo salt forming an
insoluble compound, and the second step is the combination of this insoluble com-
pound with another molecule of the monosulpho acid, producing the colouring matter.
For the second molecule of monosulpho acid can be substituted phenols, or amides
or their sulpho or carbon acids.
1. COLOURING MATTER FROM BENZIDINE +2. MOLECULES OF B. NAPHTHYLPHENYLA-
MINEMONOSULPHO ACID:
28 Kilo, of Benzidine sulphate or the equivalent quantity of any other benzidine
salt are diazotised in a solution of 600 litres of water with 14 Kilos of Nitrite with
the addition of 40 Kilos of hydrochloric acid..
The tetrazo compound thus formed is poured into a solution of 64. Kilo.ofiẞ
Naphthylphenylamine sulphonate of soda in, about 900. litres of water, to which is
added so much acetate of soda, that all the mineral acid is fixed.,
7
After about 12 hours agitation the reaction is complete; the separated, colouring:
acid is converted into its soda salt which is salted out...
This colouring matter, which dissolves with difficulty, dyes cotton a crimson tint.
.v
2. COLOURING MATTER FROM BENZIDINE + ẞ NAPHTHYLPHENYLAMINE SULPHO ACID
+NAPHTHIONIO ACID.
28 Kilos of Benzidine sulphate, are diazotised as above described the solution of
the tetrazo compound is poured under agitation into 32 Kilos of ẞ Naphthylphenyla-
mine sulphonate of soda and 35 Kilos of acetate of soda dissolved in about 600 litres
of water.
The brown intermediate product thus formed is introduced into a solution of 26
Kilos of naphthionate of soda and 10 Kilos of carbonate of soda in about 900 litres
of water.
After agitation for 12 hours, the solution is boiled and filtered and the colouring,
matter is then salted out. It dyes cotton a fine bluish red.

page_text: By combining the intermediate product described in example 2 with 16 Kilos of
salicylate of soda in alkaline solution, a red orange is obtained...
61
5: COLOURING MATTER FROM BENZIDINE +ẞ NAPHTHYLPHENYLAMINE SULPHO. ACID
+ NAPHTHOLE DISULPHO ACID.
:
(If the intermediate product obtained from benzidine and ẞ Naphthylphenylamine
sulpho acid is made to react upon 3 naphthol disulpho acid (R salt) in alkaline
solution a bluish violet colouring matter is obtained.
F
6. COLOURING MATTER FROM BENZIDINE + 3 NAPHTHYLPHENYLAMINE SULPHO ACID
+ a NAPHTHOL a SULPHO ACID.
If instead of the R salt in example 5 a Naphthol a
resulting colouring matter is considerably bluer than the foregoing.
sulpho acid is used, the
Having now particularly described and ascertained the nature of this inven-
tion and in what manner the same, is to be performed, I would observe that I am
aware that it has been previously proposed to use sulpho-acids of amines in the pro-
duction of mixed azo colours and therefore I make no general claim to the use of such
but I declare that what I claim is :-
1.The production of a compound that yields colouring matter when subjected to
the action of phenols, amines or their sulpho or carbon acids, by combining one
molecule of B. Naphthylphenylamine monosulpho acid with one molecule of a tetrazo
salt, substantially as set forth.
2. The production of coloring matters that dye unmordanted cotton directly, by
first combining, one molecule of ẞ Naphthylphenylamine monosulpho acid with one
molecule of a tetrazo salt and then subjecting the obtained product to the action of
phenols, amines or their sulpho or carbon acids.
1-