Manufacture of Yellow Basic Dyestuffs.
Year: 1894

page_text: Date of 'Application, 7th Sept., 1894
Complete Specification Left, 7th June, 1895-Accepted, 13th July, 1895
PROVISIONAL SPECIFICATION.
[Communicated from abroad by THE FARBWERKE, vormals MEISTER LUCIUS
AND BRUNING, of Hoechst a/ Main, in the. Empire of Germany, Chemical
Manufacturers.]
Manufacture of Yellow Basic 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 to be as follows:-
It is well known that blue basic dyestuffs of the induline series are formed by
heating meta-nitro-amines with aniline and aniline hydrochlorate in presence of
"carriers" of chlorine.
My foreign correspondents have found that the reaction takes a totally different
course if, for the aniline, paratoluidine is substituted; in this case yellow basic
dyestuffs are formed which belong to the phenylacridine series and which are to
be regarded as homologues or alkyl derivatives of the well known substance
diamidophenylacridine ("chrysaniliue") which is also known by the name of
phosphine."
66
Thus, for instance, by melting orthonitroparatoluidine with paratoluidine and
15 paratoluidine hydrochlorate in presence of ferrous chloride, a dyestuff is obtained
the base of which has the formula CH₁,N. The dyestuff is formed.according to
the following equation.

page_text: NH,
The new dyestuff is manufactured in the following manner:
A mixture of 100 kilos. of aniline hydrochlorate 30 kilos. of paratoluidine and
10 kilos. of ferrous chloride are melted in a vessel provided with an agitator, and
then 30 kilos. of ortho-nitro-para-toluidine or the same quantity of para-nitro-ortho-
toluidine are added while the melt has a temperature of from 200° to 220° C.
After the reaction is completed, the melt is extracted by boiling with water and 1
from the filtered solution the red dyestuff is precipitated with salt. The dyestuff
is then redissolved in water, purified by fractional precipitation with alkali and
converted into the nitrate which is not easily soluble.
The base of the new dyestuff melts at 212° C., is slightly soluble in water,
easily soluble in alcohol, ether and benzene, and forms yellow solutions with fine 2
green fluorescence.
The dyestuff dyes silk, wool and cotton, mordanted with tannin, yellow.
Similar dyestuffs of this series are obtained by a like process employing some
secondary and tertiary metamitroamines instead of the above mentioned nitro-
toluidines.
2

page_text: COMPLETE SPECIFICATION.
Manufacture of Yellow Basic 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 :-·
It is well known that blue basic dyestuffs of the induline series are formed by
heating, meta-nitro-amines. with aniline and; aniline hydrochlorate in presence, of
"
carriers of chlorine.
66
My foreign correspondents have found that the reaction. takes a totally different
course if, for the aniline, paratoluidine is substituted, in this case yellow basic dye-
stuffs are formed which belong to the phenylacridine series and which are to be
regarded as homologues or alkyl derivatives of the well known substance diamido-
phenylacridine ("chrysaniline") which is also known by the name
"phosphine."
ofi
Thus, for instance, by melting orthonitroparatoluidine with paratoluidine and
paratoluidine hydrochlorate in presence of ferrous chloride, a dyestuff is obtained
the base of which has.the formula CH₁,N. The dyestuff is formed according to
the following equation.
COTL
ATT

page_text: The new dyestuff is manufactured in the following manner :-
A mixture of 100 kilos. of aniline hydrochlorate 30 kilos. of paratoluidine and
10 kilos. of ferrous chloride are melted in a vessel provided with an agitator, and
then 30 kilos. of ortho-nitro-para-toluidine or the same quantity of para-nitro-
ortho-toluidine are added while the melt has a temperature of from 200° to
220° C.
After the reaction is completed, the melt is extracted by boiling with water and
from the filtered solution the red dyestuff is precipitated with salt. The dyestuff
is then redissolved in water, purified by fractional precipitation with alkali and
converted into the nitrate which is not easily soluble.
The base of the new dyestuff melts at 212° C., is slightly soluble in water,
easily soluble in alcohol, ether and benzene. and forms yellow solutions with fine
green fluorescence.
1
The dyestuff dyes silk, wool and cotton mordanted with tannin, yellow.
Similar dyestuffs of this series are obtained by a like process employing some
secondary and tertiary metanitroamines instead of the above mentioned nitro
calvidin

page_text: Having now particularly described and ascertained the nature of my said
invention and in what manner the same is to be performed I declare that what
I claim is :-
1. Manufacture of yellow basic dyestuffs of the diamidophenylacridine series by
heating primary, secondary and tertiary meta nitroamines with paratoluidine,
paratoluidine-hydrochlorate and a metallic chloride, to a high temperature,
substantially as described.
2. As new products, the dyestuffs obtained by the process set forth in the
preceding claim.
Dated this 7th day of June 1805
ABEL & IMRAY,
Agents for the Applicant.