CH234786A - Process for the production of a new azo dye. - Google Patents
Process for the production of a new azo dye.Info
- Publication number
- CH234786A CH234786A CH234786DA CH234786A CH 234786 A CH234786 A CH 234786A CH 234786D A CH234786D A CH 234786DA CH 234786 A CH234786 A CH 234786A
- Authority
- CH
- Switzerland
- Prior art keywords
- sep
- dye
- azo dye
- production
- parts
- Prior art date
Links
- 239000000987 azo dye Substances 0.000 title claims description 3
- 238000000034 method Methods 0.000 title claims description 3
- 238000004519 manufacturing process Methods 0.000 title description 2
- 239000000975 dye Substances 0.000 claims description 6
- 239000000725 suspension Substances 0.000 claims description 4
- 239000003795 chemical substances by application Substances 0.000 claims description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 claims description 2
- 239000003086 colorant Substances 0.000 claims description 2
- 230000008878 coupling Effects 0.000 claims description 2
- 238000010168 coupling process Methods 0.000 claims description 2
- 238000005859 coupling reaction Methods 0.000 claims description 2
- 150000008049 diazo compounds Chemical class 0.000 claims description 2
- 239000000843 powder Substances 0.000 claims description 2
- MPBZUKLDHPOCLS-UHFFFAOYSA-N 3,5-dinitroaniline Chemical compound NC1=CC([N+]([O-])=O)=CC([N+]([O-])=O)=C1 MPBZUKLDHPOCLS-UHFFFAOYSA-N 0.000 claims 1
- 229940098779 methanesulfonic acid Drugs 0.000 claims 1
- AFVFQIVMOAPDHO-UHFFFAOYSA-N methanesulfonic acid Substances CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 claims 1
- 239000002904 solvent Substances 0.000 claims 1
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- 230000007935 neutral effect Effects 0.000 description 2
- LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 2
- HYWVHZLCPROTFV-UHFFFAOYSA-N N-(3-nitramidophenyl)nitramide Chemical compound [N+](=O)([O-])NC1=CC=CC(=C1)N[N+](=O)[O-] HYWVHZLCPROTFV-UHFFFAOYSA-N 0.000 description 1
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 239000001632 sodium acetate Substances 0.000 description 1
- 235000017281 sodium acetate Nutrition 0.000 description 1
- 235000010288 sodium nitrite Nutrition 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 229920002994 synthetic fiber Polymers 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
- C09B29/06—Monoazo dyes prepared by diazotising and coupling from coupling components containing amino as the only directing group
- C09B29/08—Amino benzenes
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Optical Filters (AREA)
- Inks, Pencil-Leads, Or Crayons (AREA)
Description
Verfahren zur Herstellung eines neuen Azofarbstoffes. Es wurde ,gefunden, d@ass man ,einen neuen Azoferbstoff erhält, wenn man die Diazo- verbindüng des 3,
5-Dinitroaminobenzols- mit der Anilin-uo-methansulfo@usäure vereinigt und nach erfolgter Kupplung den W-Methan- sulifonsäurerest durch Behandeln mit Ver- seifungsmitteln abspaltet.
Der so erhaltene Farbstoff bildet in trockenem Zustande ein orangerotes Pulver, das sich in organischen Lösungsmitteln mit gelber Farbe löst und das Acetatkunstsede aus feiner Suspension in echten gelben Tönen färbt.
<I>Beispiel:</I> 18,3 Teile 3,5-Dinitroa-minobenzol werden in 150 Teilen 30 % iger Salzsäure durch Er wärmen gelöst. Man kühlt diese, Lösung durch Zugabe von Eies und versetzt dann ,diese kalte Suspension unter Rühren mit einer Lösung von 7 Teilen Natriumnitrit in etwa 25 Teilen Wasser.
Man bereitet nun eine Lösung von 20,9 Ten@llen des Natriumsalzes der AnilRn-co- methansulfonsäure in. 200 Teilen Wasser und gibt etwa 200 Teile Natriumacetat zu. Diese Suspension versetzt man mit .der Dia.zolösung und rührt, bis die Farbstoffbildung beendet ist. Man filtriert den Farbstoff ab und wäscht ihn neutral.
Der Farbstoff wird nun, in etwa 500 Teilen Wasser angerührt und mit 25 Teilen 30 % iger Natriumhyd.roxydlösung so lange auf 50-60 erwärmt, bis er in Essg- säureäthylester k Klar lösEch wird. Dann ist der co-Methansulfonsäurerest abgespalten. Der Farbstoff wird nun abfiltriert und neu tral :gewaschen.
Process for the production of a new azo dye. It has been found that a new azo tanning agent is obtained if the diazo compound of the 3
5-Dinitroaminobenzols- combined with the aniline-uo-methanesulphonic acid and after coupling the W-methanesulphonic acid residue is split off by treatment with saponifying agents.
The dye thus obtained forms an orange-red powder when dry, which dissolves in organic solvents with a yellow color and colors the acetate synthetic material from a fine suspension in true yellow tones.
<I> Example: </I> 18.3 parts of 3,5-dinitroaminobenzene are dissolved in 150 parts of 30% hydrochloric acid by heating. This solution is cooled by adding egg and then this cold suspension is mixed with a solution of 7 parts of sodium nitrite in about 25 parts of water while stirring.
A solution of 20.9 parts of the sodium salt of aniline-co-methanesulphonic acid is now prepared in 200 parts of water and about 200 parts of sodium acetate are added. This suspension is mixed with the Dia.zolösung and stirred until the formation of the dye has ended. The dye is filtered off and washed neutral.
The dyestuff is now mixed in about 500 parts of water and heated to 50-60 with 25 parts of 30% sodium hydroxide solution until it becomes clear in ethyl acetate. Then the co-methanesulfonic acid residue is split off. The dye is then filtered off and neutral: washed.
Claims (1)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH234786T | 1942-08-10 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH234786A true CH234786A (en) | 1944-10-31 |
Family
ID=4458694
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH234786D CH234786A (en) | 1942-08-10 | 1942-08-10 | Process for the production of a new azo dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH234786A (en) |
-
1942
- 1942-08-10 CH CH234786D patent/CH234786A/en unknown
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