Dis and Polyazo Dyestuffs from y Amidonaphtolsulpho Acid
Year: 1895

page_text: PROVISIONAL SPECIFICATION
Producing Dis and Polyazo Dyestuffs from y Amidonaphtolsulpho
Acid
I, SYDAFY PITT, of Sutton, in the County of Surrey, Gentleman, (a com-
munication to me from abroad by Leopold Cassella & Co, of 18 Liebigstrasse,
Frankfort on Main, in the Empire of Germany, Manufacturing Chemists,) do
hereby declare the nature of this invention to be as follow>
In the British Patents Nos 1669989, 1933000, and 952994 and in the Appl ca
tion No 250184 processes have been described for producing dis- and polyazo
dyestuffs from y amidonaphtolsulpho acid The present invention relates to
pioducing new combinations of the ime series
which still react with diizo bodies in alkaline solution
EXAMPLE I
The tetrazo compound of 21 2 kilograms tolidine is combined in alkaline
solution with 24 kilograms y amidonaphtolsulpho acid, the intermediate body 19
rediazotised and added to a solution of 32 kilograms as a dioxynaphtaline
Ba Ba disulpho acid which is kept alkaline After a short time the formation of the
secondary intermediate body will be terminated Then 108 kilograms m phenylene-
diamine are added and the mixture is slowly heated to 40° C The dyestuff
dissolves partly and is completely precipitated with common salt
It dyes
unmordanted cotton black
EXAMPLE II
The tetrazo compound of 184 kilograms benzidine is combined in alkaline
solution with 24 kilograms y aminonaphtolsulpho acid, the intermediate body is
rediazotised and added to the alkaline solution of o1 5 kilograms of the dyestuff
which is obtained from one molecule a, a, amidonaphtol B, B3 disulpho acid (H)
and one molecule p nitrodiazobenzole in a solution containing free mineral acid,
immediately the rather difficultly soluble secondary intermediate body is formed
The same is then combined with 122 kilograms m toluylenediamine and thus
yields a dyestuff which dyes unmordanted cotton a deep black
In this example the following paradiamines may be used as first components,
122 p phenylenediamine, diamidodiphenylamine, benzidine, tolidine, dianısıdıne
In the place of a, a, dioxynaphtaline B, ẞ, disulpho acid, other dioxysulpho acids,
such as for instance as a dioxynaphtaline as sulpho acid and a1 a dioxvnaphtaline
B₁a, disulpho acid may be used with a like result In the place of the dyestuff
formed in acid solution from acid H and p nitrodiazobenzole the following com-
D
27

page_text: -
binations formed in an analogous manner may for instance be used with advantage
Acid H and o or m nitrodiazobenzole, a₁ as amidonaphtol a, sulpho acid, sulphanılıc
acid or p diazonitrobenzole
All these dvestuffs dve unmordanted cotton black shades

page_text: acid is mixed with a solution of 24 kilograms a₁ a2 naphtolsulpho acid kept
strongly alkaline by means of carbonate of soda, and a solution of 11 kilograms
m phenylenediamine is then added The dyestuff thus obtained dyes unmordanted
cotton black blue
If in this example the a, a, naphtolsulpho acid is replaced for instance by the
equivalent quantity of a₁ a amidonaphtol ẞ, ẞ, disulpho acid (H), the resulting
dyestuffs dye unmordanted cotton blue to blackish blue
(d) Diazotation of the intermediate product from one molecule of the tetrazo
compound with one molecule y amidonaphtolsulpho acid, combination with one
molecule y amidonaphtolsulpho acid or 28 amidonaphtol 36 disulpho acid,
further diazotation and combination with two molecules m diamines
EXAMPLE
The intermediate re-diazotised product obtained according to process (6) from
one molecule of the tetrazo compound and one molecule y amidonaphtolsulpho
acid is rapidly mixed with a solution of 24 kilos y amidonaphtolsulpho acid in the
presence of an excess of soda Then the mixture is immediately acidulated with
muriatic acid, and 7 kilograms nitrite of soda are again added After one to two
hours the diazotation is teiminated The liquor is then allowed to run into a
solution of 22 kilograms m phenylenediamine kept alkaline by mears of carbonate
of soda After about twelve hours the formation of the dyestuff is completed
The dyestuff thus obtained dyes unmordanted cotton black
If in this example one of the two molecules of y amidonaphtolsulpho acid is
replaced by the analogously constituted 28 aundonaphtol-3 6 disulpho acid,
dyestuffs are obtained of the same shade which are only a little more easily soluble
than the above described ones
In the place of p amidobenzol-azo-cresolether the
and its other substitutes may be used in all these examples
2011
1005
amidobenzol-azo-anılıne
Producing Dis and Polyazo Dyestuffs from y Amidonaphtolsulpho
Acid
I, SYDNEY PITT, of Sutton, in the County of Surrey, Gentleman, do hereby
declare the nature of this invention (which has been communicated to me fiom
abroad by Leopold Cassella & Co, of 19 Liebigstrasse, Frankfort-on-Mun,
in the Empire of Germany, Manufacturing Chemists,) and in what manner the
same is to be performed to be particularly described and ascertained in and by the
following statement
In the British Patents Nos 16699³, 19330* 9529º¹ and 25018 processes have
been described for producing dis- and polyazo dyestuffs from y amidonaphtolsulpho
The present invention relates to producing new combinations of the same
acid
Besides the numerous components mentioned in the Specifications of Patents
No 9529 and No 25018 the following also give very valuable combinations
Viz
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dioxynaphtalinesulpho acids and also those monoazo dyestuffs from the
periamidonaphtolsulpho acids which are formed in acid solution and which still
react with diazo bodies in alkaline solution The method of proceeding is the
same as previously described

page_text: EXAMPLE I
The tetrazo compound of 21 2 kilograms tolidine is combined in alkaline solution
with 24 kilograms y amidonaphtolsulpho acid, the intermediate body is rediazotised
and addel to a solution of 32 kilograms as a dioxynaphtaline B2 B3 disulpho acid
which is kept alkaline After a short time the formation of the secondary inter-
mediate body will be terminated Then 108 kilograms m phenylenediamine are
added and the mixture is slowly heated to 40° C The dyestuff dissolves partly
and is completely precipitated with common salt It dyes unmordanted cotton
black
EXAMPLE II
The tetrazo compound of 184 kilograms benzidine is combined in alkaline
solution with 24 kilograms y amidonaphtolsulpho acid, the intermediate body is
1cdiazotised and added to the alkaline solution of 51 5 kilograms of the dyestuff
which is obtained from one molecule a, a, amidonanhtol B2 B3 disulpho acid (H)
and one molecule p nitrodiazobenzole in a solution containing free mineral acid
immediately the rather difficultly soluble secondary intermediate body is formed
The same is then combined with 12 2 kilograms m toluylenediamine and thus
yields a dyestuff which dyes unmoidanted cotton a deep black
In
In this example the following paradiamines may be used as first components vis
P phenylenediamine, diamidodiphenylamine, benzidine, tolidine dianısıdıne
the place of a a4 dioxynaphtaline B B disulpho acid, other dioxvsulpho acids,
such as for instance a₁ a dioxynaphtaline a, sulpho acid and a₁ a diox vnaphtaline ẞ, a
disulpho acid may be used with a like result In the place of the dyestuff foined
in acid solution from acid H and p nitrodiazobenzole the following combinations
formed in an analogous manner may for instance be used with advantage Acid H
and o or m nitrodiazobenzole a₁ a, amidonaphtol a, sulpho acid, sulphanilic acid
or p diazonitrobenzole
Another improvement relates to combining one molecule y amidonaphtolsulpho
acid with one molecule of a tetrazo co npound in alkaline solution to an intermediate
product and combining this directly or after further diazotation with certain end
P amido-
components as for instance the metadiamines of the benzole group
benzul-azo-aniline and its substitute, 2 p amulobenzol-a70-0 toluidine p amido-
benzol-azo-p xylidine, p, amidobi uzol-azo-o amido p ciesolithus, my be used in
the place of the paradiamines mentioned in the above named Patents The
method of their application is illustrated in the following examples
(a) Combination of 1 molecule of the tetrazo compound with 1 molecule
y amidonaphtol sulpho acid and 1 molecule m diamine
EXAMPLE
27 kilograms p amidobenzol-azo-amidocresolether e tetrazotised by means of
60 kilogiams muriatic acid and 14 kilogiams nitrite of sod 'The tetrazotation is
completed as soon as a sample of the solution is no longer turned bluish black, but
a greyish brown, by the action of soda The solution is then very rapidly mixed
at a temperature of about 0° C with a solution of 24 kilograms y amidonaphtol
sulpho acid and 60 kilograms soda, and then 11 kilograms m phenylenediamine aie
immediately added After about 12 hours the mixture is heated to 60-70° (,
some common salt is aaded to precipitate the dyestuff which is then filtered
dyestuft thus obtained dyes unmoidanted cotton a bluish black
I he

page_text: The intermediate re diazotised product obtained according to process (6) from
one molecule of the tetrazo compound and one molecule y amidonaphtolsulpho acid
15 rapidly mixed with a solution of 24 kilos y amidonaphtolsulpho acid in the
presence of an excess of soda Then the mixture is immediately acidulated with
muriatic acid, and 7 kilograms nitrite of soda are again added After one to two
hours the diazotation is terminated The liquor is then allowed to run into a
solution of 22 kilograms m phenylenediamine kept alkaline by means of carbonate
of soda After about twelve hours the formation of the dyestuff is completed
The dyestuff thus obtained dy es unmordanted cotton black
If in this example one of the two molecules of y amidonapl tolsulpho acid is replaced
by the analogously constituted 28 amidonaphtol- 3 6 disulpho acid, dyestuffs are
obtained of the same shade which are only a little more easily soluble than the
above described ones
In the place of p amidobenzol-azo-cresolether the p amidobenzol-azo-anılıne
and its other substitutes may be used in all these examples

page_text: Having now particularly described and ascertained the nature of my said inven-
tion and in what manner the same is to be performed I declare that what I
claim is
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1 Producing azo colors by combining the tetrazo derivatives of the intermediate
compounds, which are formed in alkaline solution fiom one molecule of a tetrazotised
paradiamine and one molecule of y-amido naphtolsulpho acid,
a-with one molecule of a dioxynaphtaline sulpho acid and one molecule of a
metadiamine
with one molecule of a monoazo-dyestuff derived from periamidonaphtol-
sulpho acid and one molecule of a metadiamine
2 Producing azo-colors by combining the intermediate compounds which are
formed from one molecule of tetrazotised para-amidobenzol-azo-aniline or its
analogues and one molecule of y amidonaphtolsulpho acid in alkaline solution
a-with one molecule of a metadiamine
b-after further diazotation with one molecule of a sulpho acid (such as y
amidonaphtolsulpho acid, 14 naphtolsulpho acid, amidonaphtoldisulpho
acid H,) and one molecule of a metadiamine
c-after further diazotation with one molecule of y amidonaphtolsulpho acid
or 28 amidonaphtol 3 6 disulpho acid, diazotising again and finally
combining with two molecules of a metadiamine
3 The new azo dyestuffs which may be produced as hereinbefore described
Dated this 27th day of January 1896
SYDNEY PITT