DE84952C - - Google Patents

Description

IMPERIAL

PATENT OFFICE.

_{The Ct 1} ß ₃ -amidonaphthol-ß ₂ -sulfonic acid described in patent specification No. 82676 can be converted into two different amidonaphthol disulfonic acids by sulfating agents. The two isomers are usually formed side by side, but since the separation is cumbersome, a search has been made to obtain the acids alone. It has been shown that the action of fuming acid at medium temperatures produces only one acid which has the following constitution:

OH

and that this acid with prolonged heating at 140 to 150 ⁰

into the isomeric acid

in sulfuric acid solution

NH,

SO, H

OH

SO, H

transformed.

As regards, first of all, the Ct ₁ ß ₃ -amidonaphthol-ß ₂ a _s disulfonic acid, the position of the second sulfo group which has entered results from the fact that the acid yields only a number of azo derivatives, that is, that the azo combinations formed in alkaline solution are identical are with those formed in acidic solution, as well as from the behavior towards mineral acids; _{The disulfonic acid is converted back into the Ci 1} ß ₃ -amidonaphthol-ß ₂ -monosulfonic acid with the greatest of ease by boiling with dilute mineral acids.

If the Ct ₁ ß ₃ -amidonaphtol-ß ₂ ct ₃ -disulphonic acid or a salt thereof is heated with sulfuric acid, it rearranges and an acid is formed which gives two rows of azo colors that can be combined with 2 equivalents of a diazo body "When heated" with dilute acids does not lose any sulfo group. It is therefore likely that both sulfo groups are in the β-position and the acid would therefore be designated as Ct ₁ ß ₃ -amidonaphthol-ß ₂ ß ₄ - disulfonic acid. One proceeds, for example, as follows:

34 kg Ct _{1 ß} ß _{-amidonaphtol-2} ci ₃ -disulfosaures soda are kg to 1.20 to 130 ⁰ 66 ⁰ B. heated sulfuric acid stirred in 200th The temperature is raised to 140 ° to 150 °, and the operation is kept going until a sample in a soda-alkaline solution combined with tetrazoditolyl gives a pure blue dye.

. It goes without saying that the preparation and rearrangement of the A ₁ ß ₃ ß ₂ a ₃ - acid can be combined in one operation.

Example:

It carries a 24 kg _x ß ₃ - Amidonaphtol-ß ₂ -monosulfosä'ure in 70 kg 66grädige sulfuric acid at 120 to 130 ^0, sets, as soon as solution occurred, still another 170 kg of sulfuric acid added and then heated as long as on 140 to 150 ⁰ C, until the sulfation respectively. Rearrangement is complete.

The Sulfirungen are saturated with lime and saturated solution of the calcium salt at 40 ⁰ C. with saline. The neutral sodium salt _{of a x} ß _{3 -amidonaphtholß 2} ß ₄ -disulfonic acid separates out. The same is easily soluble in water. If its solution is acidified with acetic acid, the acidic sodium salt, which is only sparingly soluble in cold water and even in hot water, crystallizes out in the form of long, delicate needles.

The neutral and acidic solutions of the salts fluoresce in a pure green, the alkaline solutions in blue. Nitrous acid acts on the OL ₁ ß ₃ -Amidonaphtol - ß ₂ ß ₄ - disulfonic acid with the formation of a diazo compound, which is easily soluble in water and can be precipitated with common salt. With alkalis it turns violet in color.

Combined with tetrazo bodies, the acid supplies im. Contrasted with the above isomeric and blue dyes of the monosulfonic acid used as starting material; the ß-sulfo group thus shifts the shade to blue, while the α-sulfo group enters leads to red dyes

The differences between the new acid and the known isomers *) emerge from the following table. ,

Amido -
naphthol
disulfonic acid Is a
Derivative of Sour
iVa salt Fluorescence Iron-
chloride-
reaction Impact
of nitrite dye
the end
Tetrazo
diphenyl of the patent
No. 53023 ß ^ amido
a ₄ -naphtols easy
soluble blue green dark green pretty hard
soluble yellow
Diazo compound black of the patent
No. 62289 «! -Amido-
ct ₄ -naphtols easy
soluble very weak
violet blue the same violet blue of the patent
No. 73048 Ct ₁ -AiTUdO-
ct ₄ -naphtols easy
soluble blue Brown very easy sol
lich yellow
Diazo compound blue of the patent
No. 75432 H ₁ -amido-
ctg-naphtols easy
soluble green dark green very easy sol
liche orange
Diazo compound blackish
blue of the patent
No. 67062 Ct ₁ -amido-
ct ₄ -naphtols quite
heavy
soluble neutral:
bluish red,
alkaline: violet yellow-brown very difficult sol
lich yellow
Diazo compound blue of the patent
No. 75142 P ₁ -AnUdO-
ß ₄ -naphtols heavy
soluble blue green weak
brownish poorly soluble
brown-red
Diazo compound red
(brownish) of
French
Patent
No. 228397 Ct ₁ -amido-
ct ₄ -naphtols quite
heavy
soluble no
Fluorescence green brown-yellow, very
easily soluble
Diazo compound blue of
French
Patent
No. 237087 Ct ₁ -AnUdO-
ct ₄ -naphtols very easy
soluble neutral:
blue violet,
alkaline:
green Blue yellow-green easily soluble
Diazo compound violet blue

*) The acids of Witt and of Reverdin (Ber. XXI, 3479; XXV, 1405; XXVI, 1282) are there they deliver neither diazo nor azo derivatives, i.e. they cannot be confused with the new acid, not taken into account.

Atnido
naphthol
disulfonic acid Is a
Derivative of Sour
iVa salt Fluorescence Iron-
chloride-
reaction Impact
of nitrite dye
the end
Tetrazo
diphenyl of
French
Patent
No. 234938 ß _t -Amido -
a ₃ -naphtols easy
soluble neutral:
violet blue green easily soluble
orange-yellow
saltable
Diazo compound red-violet of
present
Patent aj amido
ß ₃ -naphtols very
heavy
soluble neutral
and alkaline:
pure green greenish black easily soluble,
through table salt
precipitable blue.

Claims (1)

Patent claim: Process for the preparation of O ₁ ß ₈ -amidonaphtol - ß ₂ ß ₄ - disulfonic acid by treating the Ct ₁ ß ₃ - amidonaphtol - ß ₂ - monosulfonic acid (BEZW. intermediately formed of A ₁ ß ₃ -Amidonaphtol-b ₂ a ₃ -disulfosäure) with sulfuric acid at 140 to 150 ⁰ C.