DE170819C - - Google Patents
Info
- Publication number
- DE170819C DE170819C DENDAT170819D DE170819DA DE170819C DE 170819 C DE170819 C DE 170819C DE NDAT170819 D DENDAT170819 D DE NDAT170819D DE 170819D A DE170819D A DE 170819DA DE 170819 C DE170819 C DE 170819C
- Authority
- DE
- Germany
- Prior art keywords
- acid
- sulfonic acids
- violet
- dioxynaphthalene
- dyes
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Active
Links
- 239000000975 dye Substances 0.000 claims description 10
- 150000008049 diazo compounds Chemical class 0.000 claims description 4
- 150000001735 carboxylic acids Chemical class 0.000 claims description 3
- 238000004040 coloring Methods 0.000 claims description 3
- 150000003460 sulfonic acids Chemical class 0.000 claims description 3
- 239000000987 azo dye Substances 0.000 claims description 2
- 125000006367 bivalent amino carbonyl group Chemical group [H]N([*:1])C([*:2])=O 0.000 claims description 2
- SOCTUWSJJQCPFX-UHFFFAOYSA-N dichromate(2-) Chemical compound [O-][Cr](=O)(=O)O[Cr]([O-])(=O)=O SOCTUWSJJQCPFX-UHFFFAOYSA-N 0.000 claims description 2
- 238000000034 method Methods 0.000 claims description 2
- 125000000896 monocarboxylic acid group Chemical group 0.000 claims description 2
- 150000004780 naphthols Chemical class 0.000 claims description 2
- 241000490025 Schefflera digitata Species 0.000 claims 1
- 235000015250 liver sausages Nutrition 0.000 claims 1
- -1 naphthol sulfonic acids Chemical class 0.000 claims 1
- 239000002253 acid Substances 0.000 description 9
- HEMHJVSKTPXQMS-UHFFFAOYSA-M sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- VEXZGXHMUGYJMC-UHFFFAOYSA-N HCl Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- 210000002268 Wool Anatomy 0.000 description 3
- 235000011121 sodium hydroxide Nutrition 0.000 description 3
- BVKZGUZCCUSVTD-UHFFFAOYSA-N Carbonic acid Chemical compound OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 description 2
- 230000002378 acidificating Effects 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- KJCVRFUGPWSIIH-UHFFFAOYSA-N 1-Naphthol Chemical compound C1=CC=C2C(O)=CC=CC2=C1 KJCVRFUGPWSIIH-UHFFFAOYSA-N 0.000 description 1
- JWAZRIHNYRIHIV-UHFFFAOYSA-N 2-Naphthol Chemical compound C1=CC=CC2=CC(O)=CC=C21 JWAZRIHNYRIHIV-UHFFFAOYSA-N 0.000 description 1
- FFRBMBIXVSCUFS-UHFFFAOYSA-N Martius yellow Chemical compound C1=CC=C2C(O)=C([N+]([O-])=O)C=C([N+]([O-])=O)C2=C1 FFRBMBIXVSCUFS-UHFFFAOYSA-N 0.000 description 1
- 240000000358 Viola adunca Species 0.000 description 1
- 235000005811 Viola adunca Nutrition 0.000 description 1
- 235000013487 Viola odorata Nutrition 0.000 description 1
- 235000002254 Viola papilionacea Nutrition 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 230000000875 corresponding Effects 0.000 description 1
- MRVNLKITQIBNKU-LSHDGIFOSA-L disodium;(4Z)-4-(naphthalen-1-ylhydrazinylidene)-3-oxonaphthalene-2,7-disulfonate Chemical compound [Na+].[Na+].C1=CC=C2C(N/N=C3/C4=CC=C(C=C4C=C(C3=O)S(=O)(=O)[O-])S([O-])(=O)=O)=CC=CC2=C1 MRVNLKITQIBNKU-LSHDGIFOSA-L 0.000 description 1
- 238000006396 nitration reaction Methods 0.000 description 1
- IOVCWXUNBOPUCH-UHFFFAOYSA-M nitrite anion Chemical compound [O-]N=O IOVCWXUNBOPUCH-UHFFFAOYSA-M 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-N sulfonic acid Chemical compound OS(O)=O LSNNMFCWUKXFEE-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B45/00—Complex metal compounds of azo dyes
- C09B45/38—Preparation from compounds with —OH and —COOH adjacent in the same ring or in peri position
- C09B45/40—Chromium compounds
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
KAISERLICHESIMPERIAL
PATENTAMT,PATENT OFFICE,
KLASSE 22«.CLASS 22 «.
Die AcetyldiamidophenolcarbonsäureThe acetyldiamidophenol carboxylic acid
OH: COOH: NHCO CHz: NH2 =
1:2:4:6, OH: COOH: NHCO CH z : NH 2 =
1: 2: 4: 6,
welche man durch Nitrierung und Reduktion der acetylierten p-Amidosalicylsäure erhält, läßt sich in eine Diazoverbindung überführen, die mit den Naphtolen, Dioxynaphtalinen, Amidonaphtolen und deren Sulfosäuren sehr wertvolle beizenfärbende Azofarbstoffe liefert. Diese unterscheiden sich von den entsprechenden Farbstoffen der o-Amidosalicylsäurewhich are obtained by nitration and reduction of the acetylated p-amidosalicylic acid, can be converted into a diazo compound, which with the naphthols, dioxynaphtalines, Amidonaphthols and their sulfonic acids provide very valuable stain-coloring azo dyes. These differ from the corresponding dyes in o-amidosalicylic acid
O H: CO O H: NH2- 1:2:6 OH: CO OH: NH 2 - 1: 2: 6
durch ihre wesentlich blauere Nuancen, ihre vollkommene Egalisierungsfähigkeit und vorzügliche Lichtechtheit.by their much bluer nuances, their perfect ability to equalize and excellent Lightfastness.
Das Verfahren wird durch folgende Beispiele erläutert:The procedure is illustrated by the following examples:
i. 21 kg Acetdiamidophenolcarbonsäure werden mit 11,5 kg Natronlauge von 40° Be. und 200 1 Wasser gelöst, man gibt dann 6,9 kg Nitrit hinzu und läßt bei etwa 100C. eine Mischung von 48 kg Salzsäure 20 ° Be.i. 21 kg acetdiamidophenol carboxylic acid are mixed with 11.5 kg sodium hydroxide solution at 40 ° Be. dissolved and 200 1 of water are added then 6.9 kg nitrite and leaves at approximately 10 0 C. A mixture of 48 kg of hydrochloric acid 20 ° Be.
und 250 1 Wasser langsam zufließen. Nach 12 Stunden wird die goldgelb gefärbte Diazoverbindung abfiltriert und ausgewaschen. Man schlämmt sie mit Wasser an und trägt sie in eine Lösung von 15,1 kg ß-Naphtol, 12 kg Natronlauge, 15 kg Soda in 150 1 Wasser bei 50C. ein. Nach einigen Stunden erwärmt man langsam bis 50° uud fällt den gebildeten Farbstoff mit Salz aus. Der so erhaltene Farbstoff färbt Wolle in saurem Bade direkt in bordeauxroten Tönen an. Durch Nachbehandlung mit Bichromat verwandelt sich die Nuance in Violett. Diese Färbung ist wasch- und walkecht.and slowly pour in 250 l of water. After 12 hours, the golden yellow colored diazo compound is filtered off and washed out. They are slurried with water and put into a solution of 15.1 kg of ß-naphtol, 12 kg of sodium hydroxide solution, 15 kg of soda in 150 l of water at 5 ° C. a. After a few hours, the mixture is slowly warmed to 50 ° and the dye formed precipitates with salt. The dye obtained in this way dyes wool in an acidic bath directly in burgundy shades. Post-treatment with bichromate turns the shade into violet. This color is washable and washable.
2. Die wie im Beispiel 1 erhaltene Diazoverbindung wird in eine Lösung von 13,4 kg Amidonaphtoldisulfosäure H, 12 kg Lauge, 15 kg Soda in 150 1 Wasser bei etwa o° eingetragen. Nach etwa 12-Stunden fügt man so lange verdünnte Salzsäure, hinzu, bis eine ganz schwach saure Reaktion erreicht ist. Hierbei scheidet sich die freie Farbstoffsäure aus.2. The diazo compound obtained as in Example 1 is dissolved in a solution of 13.4 kg Amidonaphthol disulfonic acid H, 12 kg of lye, 15 kg of soda in 150 l of water at about 0 °. After about 12 hours, dilute hydrochloric acid is added until one very weakly acidic reaction is achieved. The free dye acid separates here the end.
Der Farbstoff färbt Wolle in saurem BadeThe dye dyes wool in an acid bath
dlrekt:directly:
Farbstoff aus Acetyldiamidophenolcarbonsäure (0H:C0 0H:NHC0CH:NH2 = 1:2:4:6; undDye from acetyldiamidophenolcarboxylic acid (0H: C0 0H: NHC0CH: NH 2 = 1: 2: 4: 6; and
ι · 4-Naphtolsulfosäure bordeauxι · 4-Naphtholsulfonic acid bordeaux
ι · 5-Naphtolsulfosäure bordeauxι · 5-naphthol sulfonic acid, bordeaux
2 · 8-Amidonaphtol-6-sulfosäure braunviolett2 x 8-amidonaphthol-6-sulfonic acid brown-violet
ι · 8-Amidonaphtol-4-sulfosäure violettι · 8-Amidonaphthol-4-sulfonic acid violet
ι · 8- Amidonaphtol- 3 · 6-disulfosäure rotviolettι · 8- Amidonaphtol- 3 · 6-disulfonic acid red-violet
ι · 8-Amidonaphtol-2 · 4-disulfosäure blauviolettι · 8-Amidonaphtol-2 · 4-disulfonic acid blue-violet
ι · 8-Dioxynaphtalin-4-sulfosäure violettι · 8-Dioxynaphthalene-4-sulfonic acid violet
ι · 8-Dioxynaphtalin-3 ·6-disulfosäure rotviolettι · 8-Dioxynaphthalene-3 · 6-disulfonic acid red-violet
Färbt WolleDyes wool
nachchromiert:chromed:
violettviolet
violettviolet
blauschwarzblue black
dunkelblaudark blue
dunkelblaudark blue
dunkelblaudark blue
schwarzblack
dunkelblau.dark blue.
Claims (1)
Verfahren zur Darstellung beizenfärbender Azofarbstoffe durch Kombination der Diazoverbindung der Acetdiamidophenolcarbonsäure Pate nt-A ν SPRU c H:
Process for the preparation of stain-coloring azo dyes by combining the diazo compound of acetdiamidophenol carboxylic acid
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE170819C true DE170819C (en) |
Family
ID=435837
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DENDAT170819D Active DE170819C (en) |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE170819C (en) |
-
0
- DE DENDAT170819D patent/DE170819C/de active Active
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