Manufacture of Substantive Cotton Dye Stuffs from Benzidine Sulpho Acids.
Year: 1896

page_text: Date of Application, 22nd June; -1896-Accepted, 25th July, 1996
[Communicated from abroad by the Firm FERD. PETERSEN '& Co., of
Schweizerhalle, near Bâle, Switzerland, Chemical Manufacturers.]
Manufacture of Substantive Cotton Dye Stuffs from Benzidine Sulpho
Acids.
I, HAROLD 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 :-
By combination of the sulpho acids of paradiphenyl bases with the amido-
naphthol-sulpho acids by themselves or with other ingredients, also by diazotising
the simple compounds so formed and farther combining them with amines, phenols
and their derivatives an immense number of products can be obtained. It appears
however to be a rule that the sulpho groups of the diphenyl bases, in the simple
as well as the more complex combinations lessen and often quite destroy the
affinity to vegetable fibre, so that these derivatives, however many may be imagined,
cannot be considered to be direct acting colouring matters.
Hitherto none of the possible dyestuffs groups, nor any number of them has
been described.
Numerous experiments now shew that it appears quite impossible to obtain so
called directly dyeing colouring matters by means of the sulpho acids of bases such
as diamidodiphenylamine, and paraphenylene diamine.
Also the derivatives of the dianisidine and tolidine sulpho acids shew in their
simple as well as in their more complex combinations, except shades of little value,
very little or no affinity to vegetable fibre.
The colouring matters derived from the benzidine sulpho acids dye either badly
or not at all.
My correspondents have now found that the benzidine sulpho acids which have
been described by P. Griess (Berichte der Deutschen Chem. Gesellschaft
vol. 14 p. 300) as isomeric disulpho acids, produce with y-amidonaphthol-sulpho
acid new products, which although of themselves of no special advantage as dye-
stuffs, yet surpass the corresponding products of other benzidine sulpho-acids, in
the peculiarity that when they are diazotised and combined with a certain number
of developing agents, they produce valuable and successful dyestuffs. Some of
these dye-stuffs really dye considerably better than the corresponding derivatives
that have been produced by means of a non-sulphonated benzidine base, so that
the dyer, using them can employ weaker baths.

page_text: All the new products are black powders, are quite soluble in both hot and cold
water, and they dye nonmordanted cotton bluish red to greenish black. They
are insoluble in alcohol.
The dyes can be produced on the fibre by treating the fibre first with the dye-
stuff from the tetrazo-derivative of a Griess's benzidine sulpho acid and y-amido-
naphthol sulpho acid; this dye can then be further diazotised on the fibre'; which
is finally treated with a developing solution.
EXAMPLE.
The tetrazo body derived from a quantity of one of the Griess sulpho-
acids corresponding to 10 kilos. of nitrite, is combined with 34 kilos. of y-amido-
naphtholsulpho acid in alkaline solution. The new intermediate body thus formed
is separated, or may be farther diazotised in the solution, and is combined
with 23 kilos. of metaphenylenediamine.
The dyestuff thus produced separates as a black precipitate. It dyes cotton an
intense blue black, and is fast to light and washing. It is readily soluble in both.
hot and cold water, insoluble in alcohol. Its solution in concentrated sulphuric
acid is bluish green, and when this is dilnted, a black precipitate is formed. Its.
solution in water is reddish brown, and when hydrochloric acid is added, there is a
reddish brown precipitate; when caustic soda is added to an aqueous solution of
the dyestuff there is a brown precipitate.
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 manufacture of new substantive cotton dye stuffs by
combining one molecule of the tetrazo derivative of either of Griess benzidine
sulpho acids with two molecules of y-amidonaphthol sulpho acid.
2. The herein described manufacture of substantive polyazo dye stuffs by further
diazotising the dyestuffs of Claim 1, and combining the diazo derivative thus
obtained, either on the fibre or in solution with two equal or different molecules of
anilin o- or p-toluidine, metaphenylenediamine, metatoluylenediamine, phenol,.
resorcine, a or ẞ-naphthylamine, naphthionate, a or ẞ-naphthol, R salt or a-oxy-
naphthoic acid.
3. The substantive dyestuffs manufactured as set forth in Claims 1 and 2.
ABEL & IMRAY,
Agents for the Applicant..