Improvements in the Manufacture of Colouring Matters.
Year: 1895

page_text: Date of Application, 30th Oct., 1895
Complete Specification Left, 7th July, 1896-Accepted, 8th Aug., 1896
[Communicated from abroad by K. OEHLER, of Offenbach-on-the-Main, in the
Empire of Germany, Manufacturer.]
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:-
Colouring matters resulting from the combination of ortho- and para-oxy-
quinoline with either diazotized bases as for instance aniline, para-toluidine,
para-broraaniline and beta-naphthyl-amine; or with diazo benzolsulpho-acids have
already been obtained and described in literature; see Berichte der Deutschen
Chemischen Gesellschaft 1881, page 2573, 1884, page 1642, 1888, page 1642. But
up to the date of this invention no dyes of commercial value have been obtained
from oxy quinolines or their homologues and all efforts to find a useful technical
application in the dyestuff industry have hitherto been unsuccessful.
Now I have succeeded in producing valuable violet to blue tetrazodyestuffs.
from the isomeric oxy quinolines and their homologues by way of combining them
with the intermediate products from para-diamines and alpha-alpha amidooxy-
naphthalene-beta,-beta,-disulpho-acid.
Good results have been attained by employing on the one side benzidine, tolidine,
and dianisidine and on the other side ortho- or para-oxy-quinoline, para-oxy-ortho-
toluquinoline and ortho-oxy-meta-toluquinoline.
The new dyestuffs are distinguished by very clear shades and their fastness to
light.
In the following examples I shall describe the manner in which the formation of
these new colouring matters takes place.
ATHIDALEN PU-ACID
ORTHO-OXY-QUINOLINE.
The intermediate product obtained in the usual way from ten and three fifths.
(10-6) parts of tolidine and seventeen (17) parts of the acid-sodium-salt of alpha-
alpha-amido oxy naphthalene-beta-beta,-disulpho-acid, is poured into an alkaline
solution of seven and a half (7·5) parts of ortho-oxy-quinoline. Then the whole
is allowed to stand for some hours, the mass heated, salted out, filtered, pressed
and dried.
DIANISIDINE + aгα-AMIDO-OXY-NAPHTHALENE-ẞ, ẞ₂ DISULPHO-ACID +
PARA-OXY-QUINOLINE.
The process to be applied is the same as described in Example (1), but instead
of the 10-6 parts of tolidine twelve and one fifth (12-2) parts of dianisidine are
taken and the ortho-oxy-quinoline is replaced by the equal quantity of para-oxy-
quinoline.

page_text: 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:-
Colouring matters resulting from the combination of ortho- and para-oxy-quinoline
with either diazotized bases as for instance aniline, para-toluidine, para-bromaniline
and beta-naphthylamine, or with diazo-benzol-sulpho-acids have already been
obtained and described in literature; (see Berichte der Deutschen Chemischen
Gesellschaft 1881, page 2573, 1884, page 1642, 1888, page 1642). But up to the
date of this invention no dyes of commercial value have been obtained from oxy-
quinolines or their homologues.
Now I have succeeded in producing valuable violet to blue tetrazo dyestuffs
from the isomeric oxyquinolines and their homologues by way of combining them
with the intermediate products from para-diamines and alpha-alpha-amido-oxy-
naphthalene-beta-beta-disulpho-acid.
Good results have been attained by employing benzidine, tolidine and dianisidine
and ortho- or para-oxyquinoline, para-oxy-ortho-tolu-quinoline and ortho-oxy-
meta-toluquinoline.
The new dyestuffs are distinguished by very clear shades and their fastness to
light.
In the following examples I shall describe the manner in which the formation of
these new colouring matters takes place.
By narts are meant narta hu weight
TOLIDINE + ALPHA₁-ALPHA-AMIDOOXYNAPHTHALENE-BETA,-BETA, DISULPHO-
ACID ORTHO-OXYQUINOLINE.
The intermediate product obtained in the usual way from ten and six tenths (10-6)
parts of tolidine and seventeen (17) parts of the acid sodium salt of alpha -alpha-
amido-oxynaphthalene-beta-beta,-disulpho-acid, is poured into an alkaline solution
of seven and a half (7.5) parts of ortho-oxy-quinoline. Then the whole is allowed
to stand for some hours, the mass heated, salted out, filtered, pressed and dried.
DIANISIDINE + ALPHA-ALPHA-AMIDO-OXY-NAPHTHALENE-BETA-BETA;
DISULPHO-ACID + PARA-OXYQUINOLINE.
The process to be applied is the same as described in Example (1) but instead
of the 10-6 parts of tolidine twelve and two tenths (12.2) parts of dianisidine are
taken and the ortho-oxy-quinoline is replaced by the equal quantity of para-oxy-
quinoline.

page_text: In the following tabula I will describe comparatively the properties of the
dyestuffs obtainable as above mentioned.

page_text: 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 correspondent, I declare that what I claim is :-
1. As a new process the method of producing new violet to blue tetrazo dyestuffs
which consists in first yielding intermediate products by the combination of the
so-called para-diamines, as benzidine, tolidine, dianisidine, and the like with the
alpha-alpha-amido-oxy-naphthalene-beta-beta,-disulpho-acid in an alkaline
solution and then combining with the oxy quinolines or their homologues,
substantially as described.
2. As new articles of manufacture the violet to blue tetrazo dyestuffs resulting
from the process above defined, all substantially as described.
Dated this 6th day of July 1896.
HASELTINE, LAKE & Co.,
45 Southampton Buildings, London, W.C., Agents for the Applicant.