DE206698C - - Google Patents

Description

PATENT LETTERING

- JV * 206698 - CLASS 22 a. GROUP

Patented in the German Empire on July 27, 1907.

Through the patent specification 78493, class 22, individual useful combinations are the o-aminosalicylic acid became known, and from French patent specification 247770 the usability of nitro (0) aminosalicylic acid is for the representation of post-chromable azo dyes. Go against it from patent specification 51504, paragraph 3, it emerges that ο - aminosalicyic acid monoazo dyes in are usually not technically useful. Surprisingly, the analog composite now show Naphthalene derivatives that ι - Diazo - 2 - oxynaphthalene - 3 - carboxylic acid and its nitro compound, the property of itself with the common chromogens to valuable monoazo dyes that can be re-chromated to combine, which pull well on wool in an acid bath and full when chromium plating Give flowery colorations with extraordinary fullness, potting and lightfastness.

It is true that the production of post-chromable o-oxyazo dyes from o-Diazönäphtolsulfoäuren and their derivatives with suitable chromogens already known (see the French patents 350055, 350071, 350079 and 350161). But "from the properties of these dyes · no conclusion could be drawn that those from the ο-Atninonäphtolcarbonsäure available combinations would have sufficient solubility to enable technical utilization. In fact, even the combinations with unsulfated chromogens, such as α- and ß-naphthol, m-phenylenediamine, m-oxydiphenylamine, one that fully meets the extensive requirements of the single bath process Solubility.

The combinations take place in the usual way; with less reactive chromogens it is advantageous to work in concentrated solution.

Examples.

1. 21.4 kg of i-diazo ^ -oxynaphthalene-s-carboxylic acid are mixed with a little water to form a paste 45 × and this is converted into a solution of 15 kg β - naphtol, 10 kg of lye and 15 kg of soda in 200 l of water entered. The clutch starts after a short time and is after 12 hours Stirring stopped. The mixture is then warmed to 45 °, 30 to 40 kg of salt are added, and the dye turns out to be green with a metallic sheen Powder separates, which is filtered and dried.

2. Replaced in the above. Example that ß-naphtol by 15 kg of a-naphtol, so -completes the coupling in a similar way.

3. 21.4 kg of the above-mentioned diazo compound are in a solution of 18.5 kg of m-oxydiphenylamine in 2001 entered water and 20 kg lye. The combination starts immediately And is finished after several hours of stirring. The dye falls through the addition of acid as a crystalline, bronze-shimmering powder.

4. 21.4 kg of diazo compound are mixed with 22.5 kg of ι · 5-naphthol sulfonic acid and 2001 water stirred to a pulp. 80 kg of sodium hydroxide solution are then allowed to flow in while cooling and the mixture is stirred overnight until the end of the combination. The liquid is excreted by

Azo component on- β - Nnphtol Solution in
Add
soda Water on
ί from
acid Solution in
conc.
sulfur
acid Direct
coloring Chromed
coloring iazo-2-oxynaphthalene-3-carb
acid coupled with: α-naphtol blue red-violet blue red-brown blue black Q
1 m - oxydiphenylamine blue red-violet blue red-brown blue black Nitro-1 -diazo ^ -oxynaphthalene ^ -car-
boric acid, coupled with: ι · 4 - naphthol sulfonic acid blue Red violet corinth red violet
black ι · 5 - naphthol sulfonic acid blue raspberry red blue violet blue β - oxynaphtoic acid blue-violet a little redder blue blue-violet reddish blue m - phenylenediamine blue-violet a little redder blue green blue-violet a little redder ß-naphthol ' Brown Brown violet red-brown olive brown ι · 5 - naphthol sulfonic acid blue yellow blue reddish
Brown greenish
black m - oxydiphenylamine blue raspberry red violet blue violet
black green
black . ■ resorcinol blue-violet purple
Low
blow bright
Red violet
Brown reddish
black m - phenylenediamine red-brown brownish yellow bright
Red red-brown purple brown red-brown yellower
Low
blow Orange red red-brown black
Brown.

which dye mushy thick. It is diluted with salt water and filtered off with suction.

5. 21.4 kg of diazo compound are entered in a solution of 12 kg of m-phenylenediamine in 400 l of water to which 50 kg of sodium acetate are added. The combination takes place in 6 to 8 hours with separation of the dye in crystalline, easily filterable form. One filtered and washes with cold water.

The dyes are obtained in an analogous manner from the diazo compound of nitro-i-amino-2 - oxynaphthalene - 3 - carboxylic acid. The emerging Products show greater depth of color under the influence of the nitro group, which means that the Nuances are shifted more towards black.

The nitrodiazo compound is obtained in good yield by dissolving the diazooxynaphthalene carboxylic acid in about 4 parts of conc. Sulfuric acid and addition of the calculated amount of nitrating acid at 0 to 5 ⁰ C. After standing for several hours, it is poured on ice, with the nitro diazo compound as a yellow critical

stableiniscb.es powder deposited as a paste can be used directly for combinations.

By dissolving in warm wood spirit and adding vinegar ether, the nitrodiazo compound can be obtained in light yellow needles which fizzle out at 212 to 213 °.

6. 14.5 kg of β-naphthol are dissolved in 400 l of water with 12 kg of lye (40 ° Be.) And 25 kg of soda. The amount of nitro-1-diazo-2-oxynaphthalene-3-carboxylic acid corresponding to 6.9 kg of nitrite is added to this solution, mixed with a little water to form a paste. The Farbstoffbüdung starts immediately and is complete after 8 to 10 hours of stirring, after which warms up to 50 ⁰ and salting.

7. To a solution of 23 kg of 1 · 5 - naphthol sulfonic acid mixed with excess soda the amount of nitrodiazo compound corresponding to 6.9 kg of nitrite is carried in 400 l of water a, stir for a day and salt out at 60 to 70 °.

8. In a solution of 18.5 kg of m-hydroxydiphenylamine in 12 kg of sodium hydroxide solution and 300 liters

Water to which 25 kg of soda has been added is left in the amount corresponding to 6.9 kg of nitrite of the nitrodiazo compound - mixed with water - pour in. The combination is after Finished for a short time, the dye separating out in crystalline form.

The table below shows the properties of some of the combinations that have been recognized as important compiled.

Claims (1)

Patent claim: Process for the preparation of post-chromable o-oxyazo dyes, consisting of that i-diazo-2-oxynaphthalene-3-carboxylic acid or nitro-1-diazo-2-oxynaphthalene-3 - carboxylic acid with those commonly used for post-chromable ο - oxyazo dyes Chromogens combined.