Improvements in the Manufacture of Unsymmetrical Diamido Bases and of Colouring Matters therefrom.
Year: 1893

page_text: COMPLETE SPECIFICATION.
Improvements in the Manufacture of Unsymmetrical Diamido Bases
and of Colouring Matters therefrom.
We, JEAN CLAUDE LOUIS DURAND, DANIEL EDOUARD HUGUENIN, and
ADOLPHE JEAN JAMES D'ANDIRAN, all of Bâle, Switzerland, Manufacturers, 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:-
In the reaction-mixture described in the Specification to Application No. 12704
of 1893, which consists of formaldehyde, tolidine or dianisidine, and hydrochlorate
of aniline, the last named substance can be replaced by the basic hydrochlorate of a
diamine base, such as para- or meta-phenylendiamine.
There is then obtained, when using a reaction mixture consisting of one molecule
formaldehyde, one molecule dianisidine, and one molecule basic hydrochlorate of
meta-phenylendiamine (or molecule of meta-phenylendiamine and molecule of
neutral hydrochlorate of meta-phenylendiamine), a new base of the following
constitutional formula:
OCH, OCH,
H
.
CH, CH.NH,
CH,
N
H
-
CH. NH..
The reaction process is carried out in a similar manner to that described in the
before mentioned Specification namely:
24.4 kilos. dianisidine and 14.4 kilos. basic hydrochlorate of meta-phenylendiamine
are stirred together with 10 kilos. alcohol to form a thick paste, to which is then
added 7.5 kilos. of a 40 p.c. formaldehyde solution. The reaction at once takes place
under spontaneous heating of the mass. The reaction is completed by heating
for several hours on the water bath, the alchohol employed being recovered by
distillation.
The reaction product is treated with hot dilute hydrochloric acid, a by-product
which is insoluble in hydrochloric acid being separated by filtration, while the new
base is dissolved as a hydrochlorate salt, and is precipitated in the form of a brown
powder by the addition of ammonia.
When heated to above 130° C. the new base forms a viscous mass which
decomposes at a higher temperature. In hot alcohol and benzole it is only slightly
soluble, and in ether it is insoluble. The hydrochlorate and sulphate salt dissolve
readily in water. The nitrite used for diazotising, corresponds approximately to
the two amido-groups of the formula given.
The diazo compound soluble in water forms with a-naphthol-a-sulpho acid
a substantive cotton dye, whose colour on cotton is distinguished by a pure greenish
blue shade and which dissolves in concentrated sulphuric acid with a green-blue
colour.
The described base is distinguished by this from the condensation product from
formaldehyde and dianisidine described in the Specification to Patent No. 9360 of
1892, and the condensation product from formaldehyde dianisidine and aniline
described in Application 12704 of 1893, both of which last named bodies give with
a-naphthol-a-sulpho acid, reddish blue colouring matters that dissolve in
concentrated sulphuric acid with a greyish blue colour.

page_text: be replaced by 3.3 kilos. formaldehyde {\
tolidive
m. phenylendiamine
there is obtained a
new substantive colouring matter that dyes unmordanted cotton red in an alkaline
bath. The solution of the brick red powder in concentrated sulphuric acid is grey
blue with a reddish tinge.
V. COLORING MATTER OBTAINED BY THE COMBINATION OF THE NAPH-
THOLMONOSULPHO ACID 1.5 WITH THE TETRAZO COMPOUND FROM
DIANISIDINE
ANILINE
FORMALDEHYDE
If in example II of Specification 127043 the naphtholmonosulpho acid 14 be
replaced by the same quantity of naphtholmonosulpho acid 15, there is obtained a
substantive cotton dye that dyes unmordanted cotton in alkaline bath a greenish
blue tint. The new colouring matter forms a brown powder with metallic lustre
which dissolves in concentrated sulphuric acid with a blue-grey colour.
Having now particularly described and ascertained the nature of my said inven-
tion and in what manner the same is to be performed we declare that what
we claim is :-
1. Process for the preparation of new unsymmetric diamido bases applicable to
the manufacture of substantive cotton dyes, by condensation of formaldehyde with
tolidine or dianisidine and basic hydrochlorate meta or para phenylendiamine,
substantially as described.
2. As a new manufacture, the herein described diamido bases obtained by the
process referred to in the first claim.
3. Process for the production of blue and violet cotton dyes by the combination
of two molecules naphtholmonosulpho acid 1.4 with one molecule of the tetrazo
compound of the above mentioned diamido bases from formaldehyde, m. or p.
phenylendiamine and dianisidine or tolidine, substantially as described.
4. Process for the production of a red cotton dye by combination of two molecules
of naphthionic acid with one molecule of the tetrazo compound of the above
mentioned diamido base from formaldehyde, tolidine and meta-phenylendiamine,
substantially as described.
5. Process for the production of a blue cotton dye by the combination of two
molecules naplithol monosulpho acid 1-5 with one molecule of the tetrazo compound
of the diamido base from formaldehyde, dianisidine and aniline described in
Specification 127043, substantially as described.
6. As new manufactures, the substantive cotton dyes obtained by the processes
referred to in the third fourth and fifth claims.
and this 27th da
1002
ABEL & IMRAY,
Agents for Applicants.