DE184689C - - Google Patents

Description

IMPERIAL

PATENT OFFICE.

PATENT LETTERING

- M 184689 CLASS 22 a. GROUP

Addition to the patent 175827 of July 11, 1905. *)

Patented in the German Empire on September 28, 1905. Longest duration: July 10, 1920.

In the patent 175827 it was shown that the presence of hydrated lime in the Implementation of the diazotized o-aminophenols, which contain no sulfo and nitro groups, with chromopropsic acid has a surprising effect; by then the Conversion to the azo dye, which is unfavorable under other conditions, with quite good yield takes place.

In further experiments it was found that a similar beneficial effect was also found adjusts if one uses those nitro-o-aminophenols in the presence of hydrated lime Chromotropic acid combined, in which the nitro group is the para position to the amino group occupies, which are therefore paranitraniline derivatives at the same time. Such o-aminophenols, such as B. nitroaminophenol

NH ₂ -OH-NO ₂ = 1.2-4.

Nitroamihocresol

NH ₂ -OH-NO ₂ -CH ₈ = 1.2.4.5,

Nitrochloraminophenol
NH ₂ -OH-NO ₂ -Cl = 1-2-4-5,

Nitroaminooxybenzoic acid
NH ₂ -OH-NO ₂ -COOH = 1.2.4.5,

can be in the form of their diazo compounds in the presence of soda and React caustic alkali with chromotropic acid, the 35

However, the yield and purity of the dyes formed are then much less favorable than using hydrated lime.

The aforementioned oxy-p-nitroaniline derivatives can nitration by the action of phosgene on the corresponding o-aminophenols the resulting carbonyl compounds and subsequent heating with saponifying Means such as B. hydrated lime, soda, etc. can be represented.

The nitroaminophenol

NH ₀ OH-NO ₂ =

ι · 2 · 4

45

is already known (see patent specification 165650). The nitrochloraminophenol

NH ₂ · OH- NO ₂ -Cl = ι · 2 · 4 · 5

forms a yellow-brown crystalline powder, which is difficult to dissolve in hot water with a yellow color. The hydrochloric acid salt is less soluble than that of 5 - nitro - 6 aminophenol. The solution in dilute alkalis is deep red-brown in color. Treated with hydrochloric acid and nitrite, it forms a poorly soluble diazo compound.
The nitroaminocresol

NH ₂ -OH-NO ₂ -CH ₈ = 1-2.4.5

and its poorly soluble diazo compound are colored yellow. The base is soluble in hot water and in dilute hydrochloric acid. The solution of the alkali salts is red-brown.

60

*) Former additional patent 178304.

Claims (1)

The nitroaminooxybenzoic acid
NH ₂ -OH-NO ₂ -COOH = 1.2-4. 5 forms yellow colored crystal needles which dissolve in hot water; with alkalis it forms yellow-brown solutions. The hydrochloric acid salt is easily soluble and is part of it Nitrite a poorly soluble yellow diazo compound: The dyes obtainable by the new process give as chrome lacquers on the Wool fixes beautiful and real blue dyeings. Example I. 15, + kg nitroaminophenol NH, OH-NO ₂ = i -2 are in 25 kg hydrochloric acid of about 20 ° Be. dissolved and diazotized with 6.9 kg of nitrite. the Diazo compound is introduced into a solution of 38 kg of the disodium salt ι 8-Dioxynaphthalene-3 6-disulfonic acid (chromotropic acid), which is mixed with 25 kg of lime. After a few hours, filter and separates the dye from the solution using common salt and hydrochloric acid. He makes a dark bronzing powder that dissolves in water with red color. He colors chromed Wool in a greenish blue shade. Example II. 18, e kg of nitrochloraminophenol NH ₂ -OH-NO ₂ -Cl = 1-2-4-5 are diazotized with 25 kg of hydrochloric acid (20 ⁰ Be.) and 6.9 kg of nitrite and the diazo compound is added to a solution of 38 kg of the disodium salt of chromotropic acid which has been stirred with 25 kg of lime. After several hours of stirring, the mixture is filtered, the dissolved lime is precipitated through soda and the dye is then separated off by adding hydrochloric acid and common salt. It forms a dark, shiny powder that dissolves in water with a red color; it dyes a greenish blue on chromed wool. Example III. 16.8 kg of 5-nitro-2-amino-p-cresol are ^{diazotized with 25 kg of hydrochloric acid (20 °} Be.) And 6.9 kg of nitrite and the diazo compound is mixed with 25 kg of lime solution of 38 kg of the disodium salt of Chromotropic acid added. After several hours of stirring, the mixture is filtered, the dissolved lime is precipitated through soda and the dye is separated off by acidification with hydrochloric acid and addition of common salt. It forms a dark powder, the aqueous solution of which is red. He also dyes chromed wool in very real green-blue shades. Example IV. 19.8 kg of nitroaminooxybenzoic acid NH ₂ -OH-NO ₂ -COOH = 1.2.4.5 are diazotized with 25 kg of hydrochloric acid (20 ⁰ Be.) and 6.9 kg of nitrite and then added to a 'mixed with 25 kg of lime solution of 38 kg of the disodium salt of chromotropic acid. After several hours of stirring, the mixture is filtered and the dye is separated from the solution using hydrochloric acid and sodium chloride. It forms a dark bronzing powder, the aqueous solution of which is red. He dyes chromed wool dark blue. PateNT-AνSPRUcη: Innovation in the process for the representation of o-Oxymonoazo dyes, consisting in being in the presence of hydrated lime instead of the aminophenols identified in the 175827 patent, those diazotized Nitro-o-aminophenols, which are also paranitraniline derivatives, with I - 8 - dioxynaphthalene-3 · 6-disulfonic acid converts.