Manufacture of Yellow-azo-coloring Matters Striking on Mordants, and Absolutely Fast Against the Action of Fulling, Soap, and Light.
Year: 1891

page_text: Date of Application, 3rd July, 1891
Complete Specification Left, 28th Mar., 1892-Accepied, 30th Apr., 1892
PROVISIONAL SPECIFICATION.
[Communicated from abroad by THE FARBWERKE VORMALS MEISTER LUCIUS
AND BRUNING, of Hoechst-am-Maine, in the Empire of Germany, Chemical
Manufacturers.]
Manufacture of Yellow-azo-coloring Matters Striking on Mordants,
and Absolutely Fast Against the Action of Fulling, Soap, and
Light.
I, OLIVER IMRAY, of No. 28, Southampton Buildings, Chancery Lane, in the
County of London, Fellow of the Institute of Patent Agents, do hereby declare
the nature of this invention to be as follows:
:-
Though in the textile manufacture the urgent necessity is felt and endeavours
are made for doing away as much as possible with the uncertain working with
dye-woods and extracts, fustic, berries, flavine etc. etc. by employing in lieu thereof
artificial coloring matters that can be had in much more uniform types as to shade
and strength, yet none of these substituted products have succeeded in occupying a
prominent position although their superior fastness to light is fully recognised.
The reason of the non-success of these coloring matters is that these bodies, most
of which appertain to the series of azo-coloring matters, are found not to be
sufficiently fast to the action of fulling and soap.
My foreign correspondents have discovered that in the action of diazotised
diamido-sulpho-benzide (Beilstein 2nd edition, Vol. II. p. 525) its homologues and
analogues, and the oxyderivatives and etherized oxy-derivatives of these bodies
(Annaheim Annalen 172) upon oxycarbonic acids, colouring matters are formed,
which when dyed on chromo mordants possess great fastness to fulling, soap and
light; with some colors of these series, for example, with the color produced from
diazotised diamido sulpho benzide and salicylic acid, and the color from diazotised
diamido-diethoxy-sulpho benzide and salicylic acid, this fastness to fulling, soap
and light is absolutely perfect.
The production of these coloring matters is carried out, for example, in the
following way: 124 parts of diamido sulpho benzide are, under addition of 12 parts
of hydrochloric acid, dissolved in such a quantity of water as to give a solution of
about 10 per cent.; for the diazotation of the solution, another 12 parts of hydro-
chloric acid are added, as is also at a temperature of 10° C., a solution of 6-9 parts
of nitrite in about 35 parts of water. The tetrazo compound thus produced
separates from moderately diluted solutions in amorphous form with dirty yellow
coloration.
The tetrazo compound is caused to flow at 0° C. into a 10 per cent. (about)
solution composed of 16 parts ortho-kresotinic acid and 33 parts of calcined
carbonate of soda; the combination sets in immediately and will be complete with
certainty at the end of 12 hours..
For the carbonate of soda may be substituted caustic alkali or acetate of sodium.
The coloring matter that has formed separates to the greatest extent already
during the operation.
After the coupling is complete, the body is strongly acidulated with hydro-
chloric acid and the coloring matter is filtered off. Being of very difficult solubility
it is best to bring it, after having being washed, into the form of a paste, and to use
it for dyeing and printing in this form.
For the ortho-kresotinic acid may be substituted meta-kresotinic acid and salicylic
acid; also, but with less perfect result, para-kresotinic acid, meta-oxy-para-oxy-.
and dioxy benzoic acids, oxynaphthoic acids and oxy- and dioxyphthalic acids.

page_text: For the diamido diphenyl sulphon (diamido-sulpho-benzide) may be substituted
the corresponding diamido-di-para-tolyl-sulphon or diamido-di-ortho-tolyl sulphon,.
and, with good result also the oxy-methoxy- and ethoxy-derivatives of the
diamido-diphenyl-sulphon and its homologues also the diamido-dinaphthyl-sulphons.
Dated this 3rd day of July 1891.
ABEL & IMRAY,
Agents for the Applicant.
COMPLETE SPECIFICATION.
Manufacture of Yellow-azo-coloring Matters Striking on Mordants,
and Absolutely Fast Against the Action of Fulling, Soap, and
Light.
I, OLIVER IMRAY, of No. 28 Southampton Buildings, Chancery Lane, in the
County of London, 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 :-
Though, in the textile manufacture, the urgent necessity is felt and endeavours
are made for doing away as much as possible with the uncertain working with
dye-woods and extracts, fustic, berries, flavine etc. etc. by employing in lieu thereof
artificial coloring matters that can be had in much more uniform types as to shade
and strength, yet none of these substituted products have succeeded in occupying a
prominent position, although their superior fastness to light is fully recognised.
The reason of the non-success of these coloring matters is that these bodies, most
of which appertain to the series of azo colouring matters, are found not to be
sufficiently fast to the action of fulling and soap.
My foreign correspondents have discovered that in the action of diazotised
diamido-sulpho-benzide (Beilstein 2nd edition, Vol. II. p. 525) its homologues and
analogues, and the oxy derivatives and etherized oxy-derivatives of these bodies
(Annaheim Annalen 172) upon oxycarbonic acids, colouring matters are formed,
which when dyed on chromo mordants possess great fastness to fulling, soap and
light with some colours of these series, for example, with the colour produced
from diazotised diamido sulpho benzide and salicylic acid, and the colour from
diazotised diamido-diethoxy-sulpho benzide and salicylic acid, this fastness to
fulling, soap and light is absolutely perfect.
The production of these colouring matters is carried out, for example, in the
following way:
;
124 parts of diamido sulpho benzide are, under addition of 12 parts of hydro-
chloric acid, dissolved in such a quantity of water as to give a solution of about
10 per cent. for the diazotation of the solution, another 12 parts of hydrochloric acid
are added, as is also at a temperature of 10° C., a solution of 6.9 parts of nitrite in
about 35 parts of water. The tetrazo compound thus produced separates from
moderately diluted solutions in amorphous form with dirty yellow coloration.
The tetrazo compound is caused to flow at 0° C. into a 10 per cent. (about)
solution composed of 16 parts ortho kresotinic acid and 33 parts of calcined
carbonate of soda; the combination sets in immediately and will be complete with
certainty at the end of 12 hours.
For the carbonate of soda may be substituted caustic alkali or acetate of sodium.
The coloring matter that has formed separates to the greatest extent already
during the operation.
After the coupling is complete, the body is strongly acidulated with hydro-
chloric acid and the colouring matter is filtered off.
Being of very difficult solubility, it is best to bring it, after having being washed,
into the form of a paste, and to use it for dyeing and printing in this form.
For the ortho-kresotinic acid may be substituted meta-kresotinic acid and
salicylic acid; also, but with less perfect result, para-kresotinic acid meta-oxy-

page_text: para-oxy- and dioxy benzoic acids, oxynaphthoic acids and oxy- and dioxyphthalic
acids.
For the diamido diphenylsulphon (diamido-sulpho-benzide) may be substituted
the corresponding diamido-di-para-tolyl-sulphon or diamido-di-ortho-tolyl sulphon,
and with good result also the oxy-methoxy- and ethoxy-derivatives of the diamido-
diphenyl-sulphon and its homologues also the diamido-dinaphthyl-sulphons.
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 production of yellow azo colouring matters dyeing on mordants and fast
to fulling, soap and light, by combining sulphon tetrazo compounds prepared from
diamido sulphons with oxycarbonic acids. By diamido sulphons are understood
diamido sulpho-benzide (diamido-benzene sulphon)
diamido sulpho-toluide obtained from para-toluidine (diamido-toluole sulphon)
diamido sulpho-toluide obtained from ortho toluidine (diamido-toluole sulphon)
diamido sulpho-xylide obtained from as-m-xylidine (diamido-xylole sulphon)
and their methoxy and ethoxy derivatives and the diamido-dinaphthyl-sulphons
etc. etc. and by oxycarbonic acids are to be understood
oxy- and dioxy-benzoic acids
oxy-toluyl acids (kresotinic acids)
oxy- and dioxy-phthalic acids
alpha and beta-oxynaphthoic acid &c.
except the acid which in combining evolves the carboxyl-group in the form of
carbonic acid.
2. The yellow azo colouring matters produced as above set forth.
ABEL & IMRAY,
Agents for the Applicant.