CH117275A - Process for the production of a new dye. - Google Patents
Process for the production of a new dye.Info
- Publication number
- CH117275A CH117275A CH117275DA CH117275A CH 117275 A CH117275 A CH 117275A CH 117275D A CH117275D A CH 117275DA CH 117275 A CH117275 A CH 117275A
- Authority
- CH
- Switzerland
- Prior art keywords
- acid
- red
- new dye
- production
- parts
- Prior art date
Links
- 238000004519 manufacturing process Methods 0.000 title claims description 3
- 238000000034 method Methods 0.000 title claims description 3
- 239000000975 dye Substances 0.000 claims description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 5
- 239000002253 acid Substances 0.000 claims description 4
- 239000000987 azo dye Substances 0.000 claims description 3
- 239000000843 powder Substances 0.000 claims description 3
- DLFOKBSTJQSVQL-UHFFFAOYSA-N 3-aminonaphthalene-1,8-dicarboxylic acid Chemical compound OC(=O)C1=CC=CC2=CC(N)=CC(C(O)=O)=C21 DLFOKBSTJQSVQL-UHFFFAOYSA-N 0.000 claims description 2
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 claims description 2
- 239000003795 chemical substances by application Substances 0.000 claims description 2
- 229910052804 chromium Inorganic materials 0.000 claims description 2
- 239000011651 chromium Substances 0.000 claims description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 2
- 210000002268 wool Anatomy 0.000 claims description 2
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- 239000000243 solution Substances 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- IOVCWXUNBOPUCH-UHFFFAOYSA-M Nitrite anion Chemical compound [O-]N=O IOVCWXUNBOPUCH-UHFFFAOYSA-M 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 239000012670 alkaline solution Substances 0.000 description 1
- 239000011230 binding agent Substances 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 150000001845 chromium compounds Chemical class 0.000 description 1
- 229910021563 chromium fluoride Inorganic materials 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 230000008878 coupling Effects 0.000 description 1
- 238000010168 coupling process Methods 0.000 description 1
- 238000005859 coupling reaction Methods 0.000 description 1
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 230000003472 neutralizing effect Effects 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- JUFBFZSMKMBCBO-UHFFFAOYSA-N st4132730 Chemical compound C1=CC2=CC(N)=CC(C(=O)OC3=O)=C2C3=C1 JUFBFZSMKMBCBO-UHFFFAOYSA-N 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- FTBATIJJKIIOTP-UHFFFAOYSA-K trifluorochromium Chemical compound F[Cr](F)F FTBATIJJKIIOTP-UHFFFAOYSA-K 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
- C09B29/00—Monoazo dyes prepared by diazotising and coupling
- C09B29/0014—Monoazo dyes prepared by diazotising and coupling from diazotized aminonaphthalene
-
- 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
- C09B29/00—Monoazo dyes prepared by diazotising and coupling
- C09B29/10—Monoazo dyes prepared by diazotising and coupling from coupling components containing hydroxy as the only directing group
- C09B29/103—Monoazo dyes prepared by diazotising and coupling from coupling components containing hydroxy as the only directing group of the naphthalene series
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Optical Filters (AREA)
- Coloring (AREA)
Description
Zusatzpatent zum Hauptpatent Nr. 110287. Verfahren zur Herstellung eines neuen Farbstoffes. Es wurde gefunden, dass man einen neuen Farbstoff erhält, wenn man dianotierte 3- Aniinonaphthalin-1,8-dikarbonsäure mit 1- Oxy naphthalin-4-sulfosäure vereinigt und den so erhaltenen Azofarbstoff mit chromabgeben den Mitteln behandelt. Der neue Farbstoff stellt ein rotbraunes Pulver dar und löst sich in Wasser mit roter, in konzentrierter Schwefel säure mit bordeauxroter Farbe. Er färbt Wolle aus saurem Bade in roten Tönen.
Beispiel <I>.</I>
10,6 Teile 3-Aminonaphthalin-1,8-dikarbon- säure-anhydrid werden mit Hilfe von 10 Teilen 30 % iger Natronlauge und 150 Teilen Wasser heiss gelöst, nach Abkühlung auf zirka 20 mit 30 Teilen Eis und 25 Teilen 30 % iger Salz säure versetzt.
Es scheidet sich die 3-Amino- naphthalin-1,8-dikarbonsäure aus, welche auf Zusatz von 3,5 Teilen Nitrit zunächst in Lösung geht, um bald wieder als Diazover- bindäng auszufallen. Die so erhaltene Suspen sion wird in eine alkalische Lösung von 11,2 Teilen 1-Oxynaphtbalin-4-sulfosäure einlaufen gelassen. Nach beendeter Kupplung wird das überschüssige Alkali mit Säure abgestumpft, der Farbstoff ausgesalzen, filtriert und ge trocknet.
53 Teile des so erhaltenen Azofarbstoffes werden in 950 Teilen Wasser kochend gelöst, mit einer Chromfluoridlösung entsprechend 22,6 Teilen Cr2 0s versetzt und längere Zeit in Gegenwart von Glaspulver am Rückflusskühler gekocht. Die gebildete Chromverbindung wird abfiltriert, mit Wasser gewaschen, in lau warmer, verdünnter, wässeriger Natronlauge gelöst und nach Neutralstellen der Lösung mit Essigsäure in üblicher Weise abgeschieden.
Additional patent to main patent no. 110287. Process for the production of a new dye. It has been found that a new dye is obtained if dianotated 3-aniinonaphthalene-1,8-dicarboxylic acid is combined with 1-oxynaphthalene-4-sulfonic acid and the azo dye thus obtained is treated with chromium-releasing agents. The new dye is a red-brown powder and dissolves in water with red, in concentrated sulfuric acid with a claret-red color. He dyes wool from an acid bath in red shades.
Example <I>. </I>
10.6 parts of 3-aminonaphthalene-1,8-dicarboxylic acid anhydride are dissolved hot with the aid of 10 parts of 30% strength sodium hydroxide solution and 150 parts of water, after cooling to about 20 with 30 parts of ice and 25 parts of 30% strength salt acid added.
The 3-amino-naphthalene-1,8-dicarboxylic acid separates out, which upon the addition of 3.5 parts of nitrite initially dissolves and soon precipitates again as a diazo binding agent. The suspension thus obtained is allowed to run into an alkaline solution of 11.2 parts of 1-oxynaphthalene-4-sulfonic acid. After the coupling has ended, the excess alkali is blunted with acid, the dye is salted out, filtered and dried.
53 parts of the azo dye thus obtained are dissolved in 950 parts of boiling water, a chromium fluoride solution corresponding to 22.6 parts of Cr2Os is added and the mixture is boiled for a long time in the presence of glass powder on a reflux condenser. The chromium compound formed is filtered off, washed with water, dissolved in lukewarm, dilute, aqueous sodium hydroxide solution and, after neutralizing the solution with acetic acid, deposited in the usual way.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH110287T | 1923-12-28 | ||
| CH117275T | 1925-07-31 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH117275A true CH117275A (en) | 1926-10-16 |
Family
ID=25707700
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH117275D CH117275A (en) | 1923-12-28 | 1925-07-31 | Process for the production of a new dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH117275A (en) |
-
1925
- 1925-07-31 CH CH117275D patent/CH117275A/en unknown
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