Improvements in the Manufacture of Colouring Matters.
Year: 1890

page_text: Date of Application, 28th Aug., 1890
Complete Specification Left, 21st May, 1891-Accepted, 27th June, 1891
PROVISIONAL SPECIFICATION.
[Communicated from abroad by Messrs. WIRTH & Co., of Frankfort-on-the-
Main, in the Empire of Germany, acting as Agents of A. Leonhardt & Co.,
of Mühlheim-on-the-Main, in the Empire of Germany.]
Improvements in the Manufacture of Colouring Matters.
I, HENRY HARRIS LAKE, of the firm of Haseltine, Lake & Co., Patent
Agents, 45 Southampton Buildings, in the County of Middlesex, do hereby declare
the nature of this invention to be as follows:-
This invention relates to the manufacture of colouring matters.
I have found that the higher homologues of the metaamidophenols, such as the
metaamidocresols or metaamidoxylenols, when brought into reaction with nitroso-
derivatives of aromatic amines or with chlorimids or the like, yield very beautiful
new dyestuffs of a greenish blue shade.
As an example, I heat about equal parts of the hydrochloride of nitroso-
dimethylaniline and dimethylmetaamidocresol with spirit, until the formation of
colouring matter is finished, the isolation or purification of this colouring matter
is effected in a manner well known to chemists.
The new dyestuff thus obtained can be applied for dyeing and printing vegetable
as well as animal fibre.
Similar results can be obtained by combining nitroso-derivatives of metamido-
cresols or metamidoxylenols with aromatic amines or phenols.
Dated this 28th day of August 1890.
HASELTINE, LAKE & Co.,
45, Southampton Buildings, London, Agents for the Applicant.
COMPLETE SPECIFICATION.
Improvements in the Manufacture of Colouring Matters.
I, HENRY HARRIS LAKE, of the firm of Haseltine, Lake & Co., Patent Agents:
45 Southampton Buildings in the County of Middlesex 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 known that by combining nitrosoderivatives of aromatic amines with meta-
amidophenol, grey dyestuffs are obtained, but nothing has as yet been published
concerning the reaction of those nitrosoderivatives on alkylated metaamido-
phenols.
Now I have found that certain higher homologues of the alkylated metaamido-
phenols, especially dimethylmetaamidocresol or diethylmetaamidocresol, when
brought into reaction with paranitrosoderivatives of aromatic amines or with
chlorimides, yield very beautiful new dyestuffs of a greenish blue shade.
Dimethylmetaamidocresol or diethylmetaamidocresol can for instance be pro-
duced (as I have shown in a separate Specification) by diazotizing metaamido-
dimethyl- or metaamidodiethylorthotoluidine in a strongly acidulated solution and
decomposing the diazoderivative by boiling with water.
The following examples will show, in what manner this invention is to be
carried out.
1st. 2, 3 K of diethylmetaamidocresol are heated with 40 litres of spirit and
to the thus obtained solution are gradually added 2 Ko of quinone dichlorimide,
taking great care that, by a too quick addition of the chlorimide the reaction does

page_text: not become too violent. When the formation of coloring matter is finished the
whole mass is diluted with about 100 litres of hot water, and 7 K° of acetate of
sodium are added in order to precipitate impurities. After cooling down the
solution of the coloring matter is filtered and precipitated by means of common
salt and chloride of zinc.
2nd. 3 K° of dimethylmetaamidocresol are heated with 4 K° of chlorhydrate of
nitrosodimethylaniline and 20 litres of spirit at the reflux cooler until the
nitrosodimethylaniline has disappeared. After cooling down, salt water and
chloride of zinc are added and the obtained precipitate is filtered and extracted
with about fifty parts of boiling water. The solution thus obtained after cooling
down is again filtered and the coloring matter is again precipitated with common
salt and chloride of zinc. It can be further purified by a repeated dissolving and
precipitating.
3rd. 1,5 K of dimethylmetaamidocresol are heated with 2 K° of chlorhydrate
of nitrosomonoethylaniline and 5 litres of spirit at the reflux cooler, until the
formation of coloring matter is finished and the nitrosomonoethylaniline has dis-
appeared. The whole mass is then diluted with 60 litres of hot water and 3 K° of
acetate of sodium are added and the whole mass is kept well agitated during some
time. After cooling down it is filtered and the coloring matter is precipitated from
the filtered liquid by means of common salt and chloride of zinc.
I wish it to be understood that the proportions mentioned in the examples as
given above have proved to me to be the best. It is a matter of course how-
ever, that they can be varied within certain limits without materially altering the
result.
Instead of spirit, other dissolving or distributing agents, such as methylic alcohol,
or acetic acid, or glycerine can be employed, but I have not found much advantage
in substituting them for spirit.
Having now particularly described and ascertained the nature of the said inven-
tion, and in what manner the same is to be performed, as communicated to me
by my foreign correspondents I declare that what I claim is :-
1° The production of new blue basic coloring matters by the hereinbefore
described process which consists in heating the salts of paranitrosoderivatives of
aromatic amines (such as nitrosodimethylaniline or nitrosodiethylaniline or nitroso-
methylaniline or nitrosoethylaniline or nitrosomethylorthotoluidine or nitroso-
ethylorthotoluidine or nitrosodiphenylamine or nitrosobenzylaniline) or quinone-
dichlorimide with dimethylmetaamidocresol or diethylmetaamidocresol in presence
of a suitable dissolving or distributing agent substantially as set forth.
2° The new blue basic dye stuffs produced substantially as hereinbefore
described.
1
SM1001
HASELTINE, LAKE & Co.,
45, Southampton Buildings, London, Agents for the Applicant: