CH220657A - Process for the preparation of a water-insoluble azo dye. - Google Patents
Process for the preparation of a water-insoluble azo dye.Info
- Publication number
- CH220657A CH220657A CH220657DA CH220657A CH 220657 A CH220657 A CH 220657A CH 220657D A CH220657D A CH 220657DA CH 220657 A CH220657 A CH 220657A
- Authority
- CH
- Switzerland
- Prior art keywords
- water
- preparation
- insoluble azo
- azo dye
- dye
- Prior art date
Links
- 239000000987 azo dye Substances 0.000 title claims description 4
- 238000000034 method Methods 0.000 title claims description 4
- ZYECOAILUNWEAL-NUDFZHEQSA-N (4z)-4-[[2-methoxy-5-(phenylcarbamoyl)phenyl]hydrazinylidene]-n-(3-nitrophenyl)-3-oxonaphthalene-2-carboxamide Chemical compound COC1=CC=C(C(=O)NC=2C=CC=CC=2)C=C1N\N=C(C1=CC=CC=C1C=1)/C(=O)C=1C(=O)NC1=CC=CC([N+]([O-])=O)=C1 ZYECOAILUNWEAL-NUDFZHEQSA-N 0.000 claims description 3
- XEONODGQEFLDTL-UHFFFAOYSA-N 1-amino-3-chloroanthracene-9,10-dione Chemical compound O=C1C2=CC=CC=C2C(=O)C2=C1C=C(Cl)C=C2N XEONODGQEFLDTL-UHFFFAOYSA-N 0.000 claims description 3
- 239000000975 dye Substances 0.000 claims description 3
- 239000000843 powder Substances 0.000 claims description 3
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 3
- RCTGMCJBQGBLKT-PAMTUDGESA-N scarlet red Chemical compound CC1=CC=CC=C1\N=N\C(C=C1C)=CC=C1\N=N\C1=C(O)C=CC2=CC=CC=C12 RCTGMCJBQGBLKT-PAMTUDGESA-N 0.000 claims description 2
- 229960005369 scarlet red Drugs 0.000 claims description 2
- 150000008049 diazo compounds Chemical class 0.000 claims 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 230000002378 acidificating effect Effects 0.000 description 2
- 241001024304 Mino Species 0.000 description 1
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical class [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
- 239000000969 carrier Substances 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
- -1 di-azo compound Chemical class 0.000 description 1
- 239000012954 diazonium Substances 0.000 description 1
- 150000001989 diazonium salts Chemical class 0.000 description 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-O diazynium Chemical compound [NH+]#N IJGRMHOSHXDMSA-UHFFFAOYSA-O 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-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
- 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
- C09B29/18—Monoazo dyes prepared by diazotising and coupling from coupling components containing hydroxy as the only directing group ortho-Hydroxy carbonamides
- C09B29/20—Monoazo dyes prepared by diazotising and coupling from coupling components containing hydroxy as the only directing group ortho-Hydroxy carbonamides of the naphthalene series
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Coloring (AREA)
Description
Verfahren zur Herstellung eines wasserunlöslichen Azofarbstoffes. Gegenstand des vorliegenden Zu6atzpaten- tes ist ein Verfahren zur Herstellung eines wasserunlöslichen Azofarbstoffes, welches dadureh gekennzeichnet ist, dass man die Di- azoverbindung von 1-Amino-3-chloranthra- chinon mit 1-(2' . 3'-Oxynaphthoylamino)-4- methoxybenzol kuppelt.
Der neue Farbstoff bildet ein scharlach rotes Pulver, das sich in konzentrierter Schwefelsäure mit rotvioletter Farbe löst.
<I>Beispiel:</I> 30 Gewichtsteile 1-(2'. 3'-Ogynaphthoyl- a.mino)-4-methoxybenzol werden in verdünn ter Natronlauge heiss gelöst, auf Zimmer temperatur abgekühlt und mit 10 g entwäs sertem Natriumcarbonat versetzt. Hierauf lässt man eine Lösung von 36;6 Gewichts teilen des sauren Diazoniumsulfates aus 1-Amino-3-chloranthrachinon in Wasser hin zufliessen. Sobald keine Diazoniumverbin- dung mehr nachweisbar ist, wird filtriert, ge waschen und getrocknet.
Man erhält ein scharlachrotes Pulver, das sich in konzen trierter Schwefelsäure mit rotvioletter Farbe löst. Die Kupplung kann auch in, saurem, beispielsweise essigsaurem Medium vorge nommen werden. Ferner kann. :der Farbstoff auch in Gegenwart von Trägerstoffen her- gestellt werden. Er besitzt eine ausgezeich nete laicht-, Öl- und Überspritzechtheit.
Process for the preparation of a water-insoluble azo dye. The subject of the present additional patent is a process for the preparation of a water-insoluble azo dye, which is characterized by the fact that the di-azo compound of 1-amino-3-chloroanthraquinone with 1- (2 ', 3'-oxynaphthoylamino) -4 - methoxybenzene couples.
The new dye forms a scarlet red powder that dissolves in concentrated sulfuric acid with a red-violet color.
<I> Example: </I> 30 parts by weight of 1- (2 '. 3'-Ogynaphthoyl- a.mino) -4-methoxybenzene are dissolved in hot dilute sodium hydroxide solution, cooled to room temperature and treated with 10 g of dehydrated sodium carbonate . A solution of 36.6 parts by weight of the acidic diazonium sulfate from 1-amino-3-chloroanthraquinone in water is then allowed to flow in. As soon as no more diazonium compound can be detected, it is filtered, washed and dried.
A scarlet powder is obtained which dissolves in concentrated sulfuric acid with a red-violet color. The coupling can also be made in an acidic medium, for example acetic acid medium. Furthermore can. : the dye can also be produced in the presence of carriers. It has excellent fastness to spawn, oil and overspray.
Claims (1)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH218076T | 1940-06-25 | ||
| DEH30447A DE1058386B (en) | 1957-01-31 | 1957-01-31 | Filling valve for counter pressure bottle filling machines |
| DEH29183A DE1081791B (en) | 1957-01-31 | 1957-01-31 | Filling element for counter pressure bottle fillers |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH220657A true CH220657A (en) | 1942-04-15 |
Family
ID=27177919
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH220657D CH220657A (en) | 1940-06-25 | 1940-06-25 | Process for the preparation of a water-insoluble azo dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH220657A (en) |
-
1940
- 1940-06-25 CH CH220657D patent/CH220657A/en unknown
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