Improved Manufacture of Colouring Matters Dyeing Blue with Mordants.
Year: 1894

page_text: Date of Application, 30th Aug., 1894
Complete Specification Left, 16th May, 1895-Accepted, 22nd June, 1895
[Communicated from abroad by THE ACTIEN GESELLSCHAFT FÜR ANILIN
FABRIKATION, of Berlin, in the Empire of Germany, Chemical Manu-
facturers.]
Improved Manufacture of Colouring Matters Dyeing Blue with
Mordants.
I, CHARLES DENTON ABEL, of No. 28 Southampton Buildings, Chancery
Lane, in the County of London, Consulting Engineer and Chartered Patent Agent,
do hereby declare the nature of this invention to be as follows:-
This invention relates to certain improvements in and connected with the
inventions described in the Specifications No. 23311 of 1893 and No. 9856 of 1894.
In the Specification No. 23311 of 1893 a process for the production of blue
mordant-dyeing colouring matters has been described by reacting with ortho-
naphthoquinone or sulpho acids thereof on alkylated paraphenylen diamine and
treating the condensation products thus obtained with sulphur and fuming
sulphuric acid.
In the Specification No. 9856 of 1894 it has further been shown that blue
mordant-dyeing colouring matters appertaining to the same group of dyes may be
prepared by reacting with the ortho-naphthoquinone compounds upon sulpho acids
of alkylated paraphenylendiamines and subsequently treating the condensation
products thus obtained with sulphur and fuming sulphuric acid.
My foreign correspondents have now discovered that the ortho naphthoquinone
compounds aforementioned may be replaced by oxy-ortho-naphthoquinones and the
sulpho acids thereof.
Such oxy-naphthoquinone compounds may be obtained for example by treating
nitroso- dihydro oxynaphthalines with sodium bisulphite and transforming the
amido dihydro oxynaphthaline disulpho acids thus prepared into the respective
quinone compounds by the action of suitable oxidizing agents.
For instance, when introducing the ortho oxynaphthoquinone sulpho acid
obtained as before mentioned when starting from B₁ ẞ, dihydro oxynaphthaline,
into the processes described in the Specifications above mentioned, blue mordant
dyeing colouring matters are obtained, which possess the same general properties
as the colours described in these Specifications but are distinguished by their
greenish blue tints.
Dated this 30th day of August 1894.
ABEL & IMRAY,
Agents for the Applicant.

page_text: 1
Improved Manufacture of Colouring Matters Dyeing Blue with
Mordants.
I, CHARLES DENTON ABEL, of No. 28 Southampton Buildings, Chancery
Lane, in the County of London, Consulting Engineer and 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 :-
This invention relates to certain improvements in. and. connected with the
inventions described in the Specifications No. 23311 of 1893 and No. 9856 of 1894.
In the Specification No. 23311 of 1893 a process for the production of blue
mordant dyeing, colouring matters has been described by reacting with ortho-
naphthoquinone or sulpho acids thereof on alkylated paraphenylendiamine and
treating the condensation products thus obtained with sulphur and fuming
sulphuric acid.
In the Specification No. 9856 of 1894 it has further been shewn that blue
mordant dyeing colouring matters appertaining to the same group of dyes may be
prepared by reacting with the ortho naphthoquinone compounds upon sulpho acids
of alkylated paraphenylendiamines and subsequently treating the condensation
products thus obtained with sulphur and fuming sulphuric acid.
My foreign correspondents have now discovered that the ortho naphthoquinone
compounds aforementioned may be replaced by oxy-ortho-naphthoquinones and the
sulpho acids thereof.
Such oxy-naphthoquinone compounds may be obtained for example by treating
nitroso-dihydro-oxynaphthalines with sodium bisulphite and transforining the amido
dihydro-oxynaphthaline disulpho acids thus prepared into the respective quinone
compounds by the action of suitable oxidizing agents.
For instance, when introducing the oxynaphthoquinone sulpho acid (described
by Böninger, Berichte der Deutschen Chem. Ges. XVII 3051) obtained as before
mentioned when starting from ẞ₁ ẞ dihydro oxynaphthaline, into the processes
described in the Specifications above mentioned, blue mordant dyeing colouring
matters are obtained, which possess the same general properties as 'the colours
described in these Specifications but are distinguished by their greenish bluc
tints.
The following is an example of the manufacture of these colouring matters.
To an alkaline solution of ethylbenzyl-para-phenylene-diamine-sulpho acid
obtained by nitrosation and subsequent reduction of 29 kilos. of ethylbenzylaniline-
sulpho acid there are added while agitating 43.5 kilos. of the potassium salt of
the 3-hydroxy-a₁ ẞ, naphthoquinone-as-monosulpho acid.
The condensation product thus formed is completely precipitated' by addition
of common salt, the precipitate is filtered off and' dried.
'It is a blue powder which dissolves in water with a violet colour, changing
into yellow on addition of hydrochloric acid.
This condensation product may be transformed into the blue dyestuffs as
follows:
20 kilos. of the product and 4 kilos. of flowers of sulphur are dissolved in
160 kilos. of fuming sulphuric acid of about 23 per cent. of anhydride. The mixture
is well stirred and heated to from 40° to 50° C. for about 4 to 6 hours, then
poured into water and ice. On gently heating the solution thus obtained, a
precipitate separates which is filtered off, re-dissolved in dilute soda solution and
freed from some residual sulphur. The colouring matter is then precipitated by
means of common salt. It dyes chromium mordanted wool a blue tint fast to light,
acids and to alkalies.

page_text: In the above described process for the B-hydroxy-a₁-ß-naphthoquinone-a,-
sulphonic acid, other sulpho derivatives may be substituted.
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 process for the production of condensation products by
the action of hydroxy-ortho-naphthoquinone or sulpho acids thereof upon the
sulpho acids of mono or dialkylated derivatives of para-phenylenediamine or its
homologues containing one free amido group.
2. The herein described process for the transformation of the products obtained
as set forth in the preceding claim, into blue mordant dyeing colouring matters
by heating these products with sulphur in presence of fuming sulphuric acid.
3. The condensation products manufactured as set forth in Claim 1.
4. The colouring matters manufactured as set forth in Claim 2.
Dated this 16th day of May 1895.
ABEL & IMRAY,
Agents for the Applicant.
ABEL & IMRAY,
Agents for the Applicant.