Year: 1887

page_text: Date of Application, 24th Oct., 1887
Complete Specification Left, 19th July, 1888
Complete Specification Accepted, 24th Aug., 1888
Para-phenolsulphonic acid in concentrated solution combines itself with Diazobenzol,
Diazotoluol, Diazoxylol, forming colouring matters in which the hydroxyl-group
stands in the so-called ortho-position to the azogroup. These coloring matters have
a great tendency to crystallize.
By treating the basic salts of these oxyazo-compounds with either halogen ethers,
ether sulphuric salts or chloride of benzyle, I obtain ethers which contain Methyle,
Aethyle, Propyle, Amyle, Benzyle, substituting hydrogen in the OH group.
Example I. I dissolve 30 Kilos. Benzolazo-paraphenolsulphonate of sodium in

page_text: 150 Kilos. Alcohol and 4 Kilos. Hydrate of Sodium and add 11 Kos. Bromide of
Ethyle or 13 Kos. of Chloride of Benzyle. After a few hours boiling the reaction is
terminated.
Example II. I dissolve 31,4 Kos. O toluolazo p. phenolsulphonate of sodium in
50 parts of water and 4 Kos. Hydrate of sodium, I add 12,4 Kos. Methylsulphate of
sodium in a small quantity of water, then I heat for some time to about 110° C.
The monoethers thus formed are much less soluble in water than the coloring
matters from which the process was started, a circumstance which renders it easy to
obtain them in a perfectly pure state.
By treating the solutions of the etherified colors with reducing agents, they are
converted into monosulpho acids of the corresponding etherified Oxydiphenyle
bases.
Example I. I mix the aqueous solution of 32,8 Kos. Benzolazophenctolsulphonate of
sodium with a solution of 19 Kos. chloride of tin in 40 Kos. muriatic acid. After a
short time the liquor is decolorized; the tin is separated by means of hydrosulphurous
acid or of zinc and the Acthoxybenzidine monosulphonic acid may be precipitated by
cautious neutralization with either carbonate or acetate of soda. The following
formula explains the reaction which takes place :
OC, H,
-
- OC, H₂
-
C, H, N = NC, H, SO² H* +2 H=NH, – C¸ H¸ – C¸ H₂ – SO, H

page_text: Example I 22,8 Kos. Diamido-aethoxy diphenyle I dissolve in water, acidulate
with 60 Kos. Muriatic acid and convert it into the easily soluble tetrazo-compound
by adding 14 Kos. Nitrite of soda, this I pour into a solution of 32 Kos. Salicylate of
sodium maintained alkaline by addition of caustic soda. After 12 hours standing the
yellow dyestuff which is easily soluble in water precipitates and is separated by
filtration.
Example II 21,4 Kos. Diamido-methoxy-diphenyle I convert into the tetrazo-
compound by the above described manner and add them to a solution of 17,4 Kos.
Sulphanilic acid kept neutral. As soon as the presence of tetrazo-compound can no
longer be observed, I add to the yellow precipitate a solution of 10 Kos. Phenole or
11 Kos. Cresole dissolved in caustic alkali; the dye formed is of a similar shade to
the one produced by example I.
b.) Red dyestuffs are produced by the reaction of the named tetrazocompounds
upon a or naphtylamine or their mono- and disulphonic acids.
:
Example I The tetrazo-compound derived from 22,8 Kos. Diamido methoxy-
phenyle-tolyle I bring together with a solution of 50 Kos. F naphtylaminesulphonate
of sodium and neutralize with acetate of soda; after some time standing the coloring
matter is formed, it is easily soluble in water and dyes cotton a blueish red.
Example II: The tetrazo-compound of 22,8 Kos. Aethoxybenzidine I combine in
neutral solution with 25 Kos. naphtionate of soda forming an intermediate product
insoluble in water, it is separated by filtration and added to a diluted solution of
18 Kos. Muriate of naphtylamine. After 12 hours stirring, the dyestuff which dyes
cotton a nice blueish red is formed.
c.) Orange-red dyestuffs are formed by letting one molecule of the tetrazocompounds
of the above mentioned bases react upon one molecule of the bodies named under a)
and one molecule of the bodies named under b).
Example: The tetrazocompound obtained from 25,5 Kos. Diamido-acthoxy-
phenyle-tolyle I combine with 25 Kos. naphtionate of sodium in aqueous solution,
then I add 10 Kos. Phenole and caustic soda to render the mixture alkaline; the
dyestuff will then immediately be formed.
d.) Blue dyestuffs, are formed whenever the tetrazocompounds of the new bases
react upon a or ẞ naphtol or the mono, or disulphonic acids of the same.
Example I. 25,2 Kos. Diamido-aethoxy-phenyl-tolyle I diazotize and I pour the
solution into a solution of 50 Kos. a naplitol a monosulphonate of sodium. The dye-
stuff is formed immediately, it dyes a fine greenish blue shade.
Example II. The tetrazocompound obtained as in the foregoing example, I mix
with 36 Kos. ẞ naphtol-disulphonate of sodium (Salt It) the red body thus formed
1 let react upon 25 Kos. a naphtol a mono-sulphonate of sodium which produces a blue.
dyestuff.
e.) Dyestuffs of violet shades are produced by the combination of the tetrazo-
compounds of the new bases with one molecule of the bodies mentioned under d) and
one inolecule of the bodies mentioned under a) and b).
Example I Tetrazo aethoxy diphenyl obtained from 22,8 Kos. of the corresponding
base combine with 18 Kos. of Amido-benzolsulphonate of soda, the insoluble
compound thus formed, I let react upon 25 Kos. ẞ naphtol ẞ monosulphonate of soda,
The dyestuff thus produced dyes a claret shade.
Example II: The tetrazo-compound obtained as in the foregoing example I add
to a solution of 25 Kos. naphtionate of soda and then I add a solution of 25 Kos.
naphtol monosulphonate of soda. The dyestuff thus produced dyes a violet
a
shade.
בו
'
1007

page_text: Para-phenolsulphonic acid in concentrated solution combines itself with Diazobenzol,
Diazotoluol, Diazoxylol, forming coloring matters in which the hydroxyl-group stands
in the so-called ortho-position to the azogroup. These coloring matters have a great
tendency to crystallize.
By treating the basic salts of these oxyazo-compounds with either halogen ethers,
ether sulphuric salts or chloride of benzyle, I obtain ethers which contain Methyle,
Aethyle, Propyle, Amyle, Benzyle, substituting hydrogen in the OH group.
Example 1. I dissolve 30 kilos. Benzolazo-paraphenolsulphonate of sodium in
150 kilos. Alcohol and 4 kilos. Hydrate of Sodium and add 11 Kos. Bromide of Ethyle
or 13 Kos. of Chloride of Benzyle. After a few hours boiling the reaction is
terminated.

page_text: Example II. I dissolve 31,4 Kos. O toluolazo p. phenolsulphonate of sodium in
50 parts of water and 4 Kos. Hydrate of Sodium, I add 12,4 Kos. Methylsulphate of
sodium in a small quantity of water, then I heat for some time to about 110° C.
The monoethers thus formed are much less soluble in water than the colouring
matters from which the process was started, a circumstance which renders it easy to
obtain them in a perfectly pure state.
By treating the solutions of the etherified colors with reducing agents, they are
converted into mono-sulpho acids of the corresponding etherified Oxydiphenyle
bases.
Example I. 1 mix the aqueous solution of 32.8 Kos. Benzolazophenetolsulphonate
of sodium with a solution of 19 Kos. Chloride of tin in 40 Kos. muriatic acid. After
a short time the liquor is decolorized; the tin is separated by means of hydrosulphurous
acid or of zinc and the Aethoxybenzidine monosulphonic acid may be precipitated by
cautious neutralization with either carbonate- or acetate of soda. The following
formula explains the reaction which takes place :-
-
NH, ( H, − C HẠNH, + H, O = {NH, C, E, – C, H, NH
{
-
H₂SO
a) Yellow dyestuffs, are produced by causing the tetrazo-compounds derived from
the new oxydiamines to act upon Phenole or a sulpho- or carbo-acid therefrom or
upon Cresol or upon Aniline or Toluidine or the monosulpho-acids of the two last
named ones.
Example I: 22,8 Kos. Diamido-aethoxy diphenyle I dissolve in water, acidulate
with 60 Kos. Muriatic acid and convert it into the easily soluble tetrazo-compound by
adding 14 Kos. Nitrite of soda, this I pour into a solution of 32 Kos. Salicylate of

page_text: sodium maintained alkaline by addition of caustic soda. After 12 hours standing the
yellow dyestuff which is easily soluble in water precipitates and is separated by
filtration.
Example II: 21,4 Kos. Diamido-methoxy-diphenyle I convert into the tetrazo-
compound by the above described manner and add them to a solution of 17,4 Kos.
Sulphanilic acid kept neutral. As soon as the presence of tetrazo-compound can no
longer be observed, I add to the yellow precipitate a solution of 10 Kos. Phenole or
11 Kos. Cresole dissolved in caustic alkali; the dye formed is of a similar shade to
the one produced by example I.
b) Red dyestuffs are produced by the reaction of the named tetrazo-compounds
upon a or naphtylamine or their mono- and disulphonic acids.
Example I The tetrazo-compound derived from 22,8 Kos. Dimidomethoxyphenyle-
tolyle 1 bring together with a solution of 50 Kos. F naphtylamine-sulphonate of
sodium and neutralize with acetate of soda; after some time standing the coloring-
matter is formed, it is easily soluble in water and dyes cotton a blueish red.
Example II: The tetrazo-compound of 22,8 Kos. Aethoxybenzidine I combine in
neutral solution with 25 Kos. naphtionate of soda forming an intermediate product
insoluble in water, it is separated by filtration and added to a diluted solution of
18 Kos. Muriate of naphtylamine. After 12 hours stirring, the dyestuff which dyes
cotton a nice blueish red is formed.
c) Orange-Red dyestuffs are formed by letting one molecule of the tetrazo-
compounds of the above mentioned bases react upon one molecule of the bodies named
under a) and one molecule of the bodies named under b).
Example: The tetrazo-compound obtained from 25,5 Kos. Diamido-aethoxy-
phenyle-tolyle I combine with 25 Kos. naphtionate of sodium in aqueous solution,
then I add 10 Kos. Phenole and caustic soda to render the mixture alkaline; the
dyestuff will then immediately be formed.
d) Blue dyestuffs, are formed whenever the tetrazo-compounds of the new bases
react upon a or ẞ naphtol or the mono, or disulphonic acids of the same.
Example I. 25,2 Kos. Diamido-aethoxy-phenyl-tolyle 1 diazotize and I pour the
solution into a solution of 50 Kos. a Naphtol a monosulphonate of sodium. The
dyestuff is formed immediately, it dyes a fine greenish blue shade.
Example II. The tetrazo-compound obtained as in the foregoing example, I mix
with 36 Kos. ẞ naphtol-disulphonate of sodium (Salt R) the red body thus formed
I let react upon 25 Kos. a naphtol a monosulphonate of sodium which produces a blue
dyestuff.
e) dyestuffs of violet shades are produced by the combination of the tetrazo-
compounds of the new bases with one molecule of the bodies mentioned under d) and
one molecule of the bodies mentioned under a) and b).
:
Example I Tetrazo acthoxy diphenyl obtained from 22,8 Kos. of the corresponding
base I combine with 18 Kos. of Amido-benzolsulphonate of soda, the insoluble com-
pound thus formed, I let react upon 25 Kos. ẞ naphtol ẞ monosulphonate of soda.
The dyestuff thus produced dyes a claret shade.
Example II: The tetrazo-compound obtained as in the foregoing example I add to
a solution of 25 Kos. naphtionate of soda and then I add a solution of 25 Kos. a naphtol
« monosulphonate of soda. The dyestuff thus produced dyes a violet shade..
Having now particularly described and ascertained the nature of my said inven-
tion and in what manner the same is to be performed 1 declare that what I
claim is
1.. The novel diamido bases or color forming bodies herein described of the
formula NH, R
-
CH,
-
OX
NH, and the compounds of the same.
2. The novel azo colors herein described obtained from the said diamido bases...
3. The process or combination of processes substantially as described for obtaining.
diamido bases; consisting in combining para-phenol sulphonic acid with Diazo-benzol,

page_text: Diazo-toluol or Diazoxytol; etherifying the body so obtained, and converting the
same by means of reducing agents into the diamido base or a salt or compound
thereof.
4. The process or combination of processes substantially as described for obtaining
azo-colors consisting in deriving-tetrazo compounds from the said diamido bases and
causing the same to act upon phenole, cresole, or ẞ naphtol or the sulpho- or carbo-
acids therefrom or upon aniline, toluidine a or ẞ Naphtylamine or upon the mono-
and disulpho-acids of the last named bases.
D11: 10th 1
1000
CARPMAEL & Co.,
Agents for the Applicant.