Year: 1896

page_text: Date of Application, 2nd May, 1896
Complete Specification Left, 1st Feb., 1897-Accepted, 20th Mar., 1897
I, OLIVER IMRAY, of No. 28 Southampton Buildings, Chancery Lane, in the
County of London, Chartered Patent Agent, do bereby declare the nature of this
invention to be as follows:-
My foreign correspondents have found that basic disazo dyestuffs may be
obtained, which possess the technically valuable property of not only dyeing
cotton mordanted with tannin, but also non mordanted cotton in an acid bath, by
employing as one of the components the amido ammonium bases produced
according to the Specification of Application No. 14494 of 1895.
Such disazo dyestuffs are obtained :
1) by diazotising amido dyestuffs, produced by the action of diazotised amido
ammonium bases upon primary amines, and combining them with other
components, such as resorcinol, naphthol, m-phenylene-diamine, ẞ-phenyl-
naphthylamine or
2) by treating monoazo dyestuffs, capable of entering into combination with
diazotised amido-ammonium bases or
3) by treating azo dyestuffs capable of being combined and containing an
amido ammonium base as component, with diazo compounds.
The following examples will serve to illustrate the process:-
1) 3.77 kilos. of hydrochlorate of m-trimethyl ammonium phenyl-azo-a-naphthyl-
amine, obtained by the action of diazotised m-amidophenyl trimethylammonium upon
a-naphthylamine, are dissolved in about 150 litres of water and diazotised by the
addition of 24 kilos. hydrochloric acid and 0.69 kilos. of nitrite. The diazo
solution is run into a solution of 11 kilos. of resorcinol to which are added 3 kilos.
of acetate of sodium; it is boiled after some time and salted out with common
salt. The dyestuff forms a black-brown powder.
2) 18-6 kilos. of hydrochlorate of m-amido-phenyl trimethyl ammonium are
diazotised with 30 kilos. of hydrochloric acid and 6-9 kilos. of nitrite and the
diazo solution is added to a solution of 25 kilos. of chrysoidine containing acetate
of sodium. A dark brown solution is formed from which, after several hours
standing and boiling, the new dyestuff is precipitated by chloride of zinc in the
form of a green lustrous tarry mass which solidifies rapidly.
3) The above described diuzo solution is given into an emulsion of 26.4 kilos. of
a-naphthaline azo resorcinol containing acetate of sodium.
The dyestuff separates out on addition of chloride of zinc as a black resinous
mass, which soon becomes solid.
4) 31 kilos. of the monoazo dyestuff made from m-amidophenyl trimethyl
ammonium and resorcinol are added to a solution obtained by diazotising 36 kilos.
of phenotolusafranine hydrochlorate and adding acetate of sodium.
After some time, the solution is boiled and salted out with common salt. The
dyestuff is obtained as a black-brown powder.

page_text: 5) In the preceding example the mono azo dyestuff from resorcinol is replaced
by 47 kilos. of the corresponding dyestuff from diazotised m-amidophenyl trimethyl
ammonium and m-phenylene diamine. The dyestuff precipitated with common
salt forms a black powder.
As further examples may be mentioned the following combinations:-
The product of the action of dinzotised m-amidophenyl trimethyl ammonium
upon a naphthylamine further diazotised and combined with m-phenylene
diamine, m-toluylene diamine, ẞ-naphthol, phenyl-3-naphthylamine or p-tolyl-
B-naphthylamine.
The product obtained from diazotised m-amido-phenyl trimethyl ammonium and
p-xylidine, further diazotised and combined with resorcinol, m-phenylene diamine,
m-toluylen diamine, ẞ naphthol; m-amidophenyl-trimethyl ammonium (diazotised)
combined with benzol azo resorcinol, m-acetylamido benzolazo resorcinol, p-nitro-
benzol-azo resorcinol, p-amidobenzolazo resorcinol, p-toluolazo m-toluylene
diamine.
The above mentioned dyestuffs are brown to black powders soluble in water.
ABEL & IMRAY,
Agents for the Applicant.
COMPLETE SPECIFICATION.
Manufacture of Basic Disazo Dyestuffs.
I, OLIVER IMRAY, of No. 28 Southampton Buildings, Chancery Lane, in the
County of London, Chartered 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 basic disazo dyestuffs may be
obtained which possess the technically valuable property of not only dyeing cotton
mordanted with tannin, but also non-mordanted cotton in au acid bath, by employing
as one of the components the amido ammonium bases produced according to the
Specification of Application No. 14494 of 1895.
Such disazo dyestuffs are obtained:
1. By diazotising amido dyestuffs, produced by the action of diazotised amido
ammonium bases upon primary amines and combining them with other
components, such as resorcinol, naphthol, m-phenylene-diamine, 3-phenyl-
naphthylamine or:
2. By treating monoazo dyestuffs, capable of entering into combination with
diazotised amido ammonium bases or:
3. By treating azo dyestuffs capable of being combined and containing an
amido ammonium base as component, with diazo compounds.
The following examples will serve to illustrate the process:-
1) 3-77 kilos. of hydrochlorate of m-trimethyl ammonium phenyl-azo-a-naphthyl-
amine, obtained by the action of diazotised m-amidophenyl trimethyl ammonium
upon a-naphthylamine, are dissolved in about 150 litres of water and diazotised by
the addition of 24 kilos. hydrochloric acid and 0.69 kilos. of nitrite. The diazo
solution is run into a solution of 11 kilos. of resorcinol to which are added 3 kilos.
of acetate of sodium; it is boiled after some time and salted out with common
salt. The dyestuff forms a black-brown powder.
2) 18.6 kilos. of hydrochlorate of m-amidophenyl trimethyl ammonium are
diazotised with 30 kilos. of hydrochloric acid and 6-9 kilos. of nitrite and the

page_text: diazo solution is mixed with a solution of 25 kilos. of chrysoidine and acetate of
sodium is added. A dark brown solution is formed from which, after several
hours standing and boiling the new dyestuff is precipitated by chloride of zinc in
the form of a green lustrous tarry mass which solidifies rapidly.
3) The above described diazo solution is given into an emulsion of 26-4 kilos. of
a-naphthaline azo resorcinol containing acetate of sodium.
The dyestuff separates out on addition of chloride of zinc as a black resinous
mass, which soon becomes solid.
4) 31 kilos. of the monoazo dyestuff made from m-amidophenyl trimethyl
ammonium and resorcinol are added to a solution obtained by diazotising 36 kilos.
of phenotolusafranine hydrochlorate and adding acetate of sodium.
After some time, the solution is boiled and salted out with common salt. The
dyestuff is obtained as a black-brown powder.
5) In the preceding example the mono azo dyestuff from resorcinol is replaced
by 47 kilos. of the corresponding dyestuff from diazotised m-amidophenyl trimethyl
ainmonium and m-phenylene diamine. The dyestuff precipitated with common salt
forms a black powder.
As further examples may be mentioned the following combinations:-
The product of the action of diazotised m-amido phenyl trimethyl ammonium
upon a-naphthylamine further diazotised and combined with m-phenylene
diamine, m-toluylene diamine, ẞ-naphthol, phenyl-ẞ-naphthylamine or p-tolyl-
B-naphthylamine.
The product obtained from diazotised m-amidophenyl trimethyl ammonium and
p-xylidine, further diazotised and combined with resorcinol, m-phenylene diamine,
m-toluyleu diamine, ẞ-naphthol ; m-amido phenyl-trimethyl ammonium (diazotised)
combined with benzol azo resorcinol, m-acetylamido benzolazo resorcinol,
p-nitrobenzol-azo resorcinol, p-amidobenzol azo resorcinol, p-toluol azo m-toluylene
diamine.
The above mentioned dyestuffs are brown to black powders soluble in water.
As farther examples the following products may be mentioned:-
The product obtained from diazotised m-amido phenyl trimethyl ammonium and
m-toluidine, further diazotised and combined with phenol, m-phenylene diamine,
m-toluylene-diamine, B-naphthol, phenylmethyl pyrazolone, ẞ-naphthylamine,
chrysoidine.
The product obtained from diazotised m-amidophenyl trimethyl ammonium and
m-anisidine, further diazotised and combined with 3-naphthol and chrysoïdine.
The product obtained from diazotised m-amidophenyl-trimethyl ammonium and
a-naphthylamine, further diazotised and combined with m-dimethylamidophenol,
m-diethylamidophenol, 3-naphthylamine, chrysoïdine, benzol azo resorcinol.
The product obtained from diazotised m-amidophenyl trimethyl ammonium aud
m-pbenetidine, further diazotised and combined with ẞ naphthol, 3 naphthylamine,
chrysoïdine.
The product obtained from diazotised m-amidophenyl-trimethyl ammonium and
m-amido-p-cresol methyl ether, further diazotised and combined with m-dimethyl
amidophenol, m-diethylamidophenol, ethyl-o-toluidine, m-toluylenediamine,
ẞ naphthol, ẞ naphthylamine.
The product obtained from diazotised m-amidophenyl trimethyl ammonium and
m-amido-p-cresol ethyl ether further diazotised and combined with ẞ naphthol,
ß naphthylamine, chrysoïdine.
The product obtained from diazotised m-amidophenyl trimethyl ammonium and
p-chloro-m-toluidine, further diazotised and combined with B-naphthol.
The product obtained from diazotised m-amido phenyl trimethyl ammonium and
m-chloro-aniline, further diazotised and combined with B-naphthol.
The product obtained from diazotised m-amidophenyl trimethyl ammonium and
acetyl-m-phenylene diamine, further diazotised and combined with ẞ-naphthol.
The product obtained from diazotised m-amidophenyl-trimethyl ammonium and
o-anisidine, further diazotised and combined with ẞ naphthol, naphthylamine.

page_text: The product obtained from diazotised m-amido phenyl trimethyl ammonium and
symmetrical m-xylidine, further diazotised and combined with ẞ-naphthol.
The product obtained from diazotised m-amido phenyl trimethyl ammonium and
m-nitrobenzol azo resorcinol, benzol azo dimethyl-m-amidophenol, p-nitro-o-tolyl
azo resorcinol.
Having now particularly described and ascertained the nature of this inven-
tion and in what manner the same is to be performed, I declare that what I
claim is :-
1. The herein described manufacture of basic disazo dyestuffs containing one
molecule of an amido ammonium base as component by :-
a) Diazotising ammonium amido azo dyestuffs and combining them with
amines, phenols or their derivatives.
b) Allowing diazotised amido ammonium bases to act upon oxy- or amidoazo
dyestuffs, with the exception of ammonium amidoazo dyestuffs.
c) Allowing diazo compounds, with the exception of diazotised amido
ammonium bases, to act upon ammonium azo dyestuffs.
2. Dyestuffs manufactured as above set forth.
Dated this 1st day of February 1897.
ABEL & IMKAI,
Agents for the Applicant.