Manufacture of New Colouring Matters.
Year: 1895

page_text: Date of Application, 27th May, 1895
Complete Specification Left, 30th Jan., 1896-Accepted, 7th Mar., 1896
[Communicated from abroad by ALFRED FISCHESSER & Co., of Lutterbach,
Alsace, Germany, Chemical Manufacturers.]
Manufacture of New Colouring Matters.
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 the production of colouring matters by means of the
new amido-naphtholdisulpho acid produced as described in my Application
No. 13,203 of 1894 by converting the naphthylenediamine trisulpho acid (mentioned
in the German Patent No. 79,577), into 1.8 amidonaphtholdisulpho-acid.
My correspondents have discovered that the aforesaid acid may be used for the
production of a series of most valuable colouring matters.
1) The new amidonaphtholdisulpho acid yields colouring matters which dye
wool from an acidulated bath, when combined with simple diazo bodies, such as,
for instance, those derived from aniline and its homologues, the carbon- and sulpho-
acids of these bases, nitraniline and its homologues, the naphthylamines, and their
sulpho-acids.
The dyes thus obtained produce shades varying from red to violet.
11. By combining the new amidonaphtholdisulpho acid with amidoazo-bodies,
for instance, amidoazo-benzene or amido-azo-naphthaline etc., colouring matters
may be produced which dye wool from an acidulated bath from red to dark violet
blue shades.
III. The tetrazo derivatives of para diamines such as benzidine, tolidine,
dianisidine etc., combined with two molecules of the new amidonaphtholdisulpho-
acid produce colouring matters, which dye unmordanted cotton in an alkaline bath
vicle-blue to greenish-blue shades.
IV. By combining the tetrazo derivatives of paradiamines with one molecule of
the new amidonaphtholdisulpho acid, an intermediate product is formed which
still contains one free diazo group, and therefore may be combined with another
molecule of a phenol amine or of their carbo- and sulpho acids.
V. Valuable colouring matters will be further produced by combining the new
acid with diazo-derivatives of dehydrothio-p-toluidine, dehydrothiometa-xylidine,
primuline-base, and similar thio-compounds, or the sulphonic acids thereof.
The colouring matters thus obtained dye unmordanted cotton violet-blue to
greenish-blue and dark blue shades.
Dated this 27th dow of M. 1905
ABEL & IMRAY,
Agents for the Applicant.

page_text: Manufacture of New Colouring Matters.
I, CHARLES DENTON ABEL, of No. 28 Southampton Buildings, Chaucery 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 the production of colouring matters by means of the
new amidonaphtholdisulpho acid, produced as described in the Specification to
Patent No. 13203 of 1894, by converting the naphthylene diaminetrisulpho acid
(mentioned in the German Patent No. 79,577) into 1:8 amidonaphtholdisulpho
acid.
My correspondents have discovered that the aforesaid acid may be used for the
production of a series of most valuable colouring matters.
1) The new amidonaphtholdisulpho acid yields colouring matters which dye
wool from an acidulated bath, when combined with simple diazo bodies, such as,
for instance, those derived from aniline and its homologues, the carbon and sulpho
acids of these bases, nitraniline and its homologues, the naphthylamines and their
sulpho acids.
The dyes thus obtained produce shades varying from red to violet.
Example. 9.3 kilos. of aniline are diazotised in the well-known manner and the
solution of the diazo body thus obtained is added to a solution of 34 kilos. of the
acid sodium salt of alpha, alpha, amidonaphthol disulphonic acid described in
the Specification No. 13203 of 1894.
The combination may be effected in alkaline or acid solution and yields a
colouring matter which, when isolated in the usual way, dyes wool from an acid
bath red shades.
If in the above example the aniline be replaced by its homologues, nitraniline or
alpha and beta naphthylamine dyestuffs are obtained, the shades of which vary
from red to red violet.
II) By combining the new amidonaphtholdisulpho acid with amido-azo-bodies,
for instance amido-azo-benzene or amido-azo-naphthaline etc., colouring matters
may be produced which dye wool from an acidulated bath from red to dark
violet-blue shades.
Example: 19.7 kilos. of amido-azo-benzene are transformed into diazo-azo-
benzene and subsequently combined with 34 kilos. of the acid sodium salt of alpha,
alpha, amidonaphtholdisulphonic acid.
The resulting colouring matter dyes wool from an acidulated bath violet-red
tints.
III.) The tetrazo derivatives of para diamines, such as benzidine, tolidine,
dianisidine &c. combined with two molecules of the new amidonaphtholdisulpho
acid produce colouring matters, which dye unmordanted cotton from an alkaline
bath violet-blue to greenish-blue shades.
Example: 18.4 kilos. of benzidine are tetrazotised in the usual way and the
solution of the tetrazo compound is allowed to flow into the solution of 68.5 kilos.
of the acid sodium salt of alpha, alpha, amidonaphthol disulphonic acid in presence
of an excess of acetate of sodium.
The mixture is kept well stirred until the intermediate product formed in the
first instance bas completely dissolved. This point is reached after the lapse of
about 12 hours; the new dyestuff thus formed is precipitated from the hot solution
by addition of common salt. It dyes unmordanted cotton blue-violet shades.
For the benzidine employed in the above example the equivalent quantities of

page_text: tolidine or dianisidine may be substituted; the colouring matters thus obtained
dye unmordanted cotton bright blue or greenish-blue shades respectively.
The combination may also be effected in an alkaline solution.
IV) By combining the tetrazo derivatives of paradiamines with one molecule of
the new amidonaphtholdisulpho acid, an intermediate product is formed which still
contains one free diazo group, and therefore may be combined with another
molecule of a phenol, amine or of their carbo and sulpho acids.
Example: The tetrazo compound obtained from 21-2 kilos. of ortho-tolidine is
mixed with the solution of 34 kilos. of the acid sodium salt of alpha₁ alpha
amidonaphthol disulphonic acid, care being taken that an excess of acetate of
sodium is present. To the intermediate product, which separates as a black-blue
precipitate, is added a solution of 24 kilos. of alpha,-naphthol-alpha,-monosulphonic
acid and a sufficient quantity of sodium carbonate to keep the mixture alkaline.
The mixed tetrazo dye is precipitated from the hot solution by addition of common
salt.
For the alpha-naphthol-alpha,-sulphonic acid mentioned above, other mono or
disulphonic acids, derived from alpha or beta-naphthol, may be used, the colouring
matters thus obtained in general dyeing blue tints, which however according to the
second component vary from violet-blue to greenish-blue and blue-black.
V) Valuable colouring matters will be further produced by combining the new
acid with diazo derivatives of dehydrothioparatoluidine, dehydrothio-meta-xylidine,
primuline base and similar thio compounds or the sulphonic acids thereof.
Example: 24 kilos. of dehydrothiotoluidine of the melting point 191° C. are
diazotised and the diazo solution obtained is allowed to run into a cold solution
of 34 kilos. of the acid sodium salt of alpha-alpha-amidonaphthol-disulphonic acid.
The whole is rendered alkaline by means of carbonate of soda and the colouring
matter is precipitated by addition of common salt.
It dyes unmordanted cotton red-violet.
Having now particularly described and ascertained the nature of this inven-
tion aud in what manner the same is to be performed, I declare that what I
claim is :-
1. The manufacture of colouring matters by combining alpha, alpha, amido-
naphtholdisulphonic acid, described in the Specification to Patent No. 13203
of 1894, with diazo or tetrazo compounds, substantially as herein before described.
2. The products manufactured as above set forth.
Dated this 30th day of January 1896.
ABEL & IMRAY,
Agents for the Applicant.